Ingredient_ID pref_name iupac_name chembl_id pubchem_cid zinc_id formula mw alogp mlogp xlogp hba hbd psa rotatable_bond rings heavy_atom lipinski_failure standard_inchi standard_inchi_key canonical_smiles NPC211625 ((4S,4As,5S,8As)-8A-Hydroxy-3,4A,5-Trimethyl-4,4A,5,6,7,8,8A,9-Octahydronaphtho[2,3-B]Furan-4-Yl)2-Methylbut-2-Enoate [(4S,4aS,5S,8aS)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate CHEMBL2252624 76319166 C20H28O4 332.2 1.6461 3.22 3.996 3 1 59.67 9 3 24 0 InChI=1S/C20H28O4/c1-6-12(2)18(21)24-17-16-13(3)11-23-15(16)10-20(22)9-7-8-14(4)19(17,20)5/h6,11,14,17,22H,7-10H2,1-5H3/b12-6-/t14-,17+,19-,20-/m0/s1 WPNXICJHRZQRMC-HUVTZIOQSA-N C/C=C(\C(=O)O[C@@H]1c2c(C)coc2C[C@@]2([C@@]1(C)[C@@H](C)CCC2)O)/C NPC169743 (-)-(15R)-Hydroxycryptopleurine (14aR,15R)-2,3,6-trimethoxy-11,12,13,14,14a,15-hexahydro-9H-phenanthro[9,10-b]quinolizin-15-ol CHEMBL522386 11843703 C24H27NO4 393.19 -1.5441 3.55 2.778 2 1 51.16 7 5 29 0 InChI=1S/C24H27NO4/c1-27-14-7-8-15-16(10-14)17-11-21(28-2)22(29-3)12-18(17)23-19(15)13-25-9-5-4-6-20(25)24(23)26/h7-8,10-12,20,24,26H,4-6,9,13H2,1-3H3/t20-,24+/m1/s1 KKXLHPYVIGADHN-YKSBVNFPSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2CN2CCCC[C@@H]2[C@@H]1O)OC NPC242992 (-)-(5R,6R,7S,9R,10S)-Cadinan-3-Ene-6,7-Diol (1R,2S,4R,4aS,8aR)-4,7-dimethyl-1-propan-2-yl-3,4,4a,5,6,8a-hexahydro-2H-naphthalene-1,2-diol CHEMBL476112 25016670 C15H26O2 238.19 0.5978 2.89 3.242 2 2 40.46 7 2 17 0 InChI=1S/C15H26O2/c1-9(2)15(17)13-7-10(3)5-6-12(13)11(4)8-14(15)16/h7,9,11-14,16-17H,5-6,8H2,1-4H3/t11-,12+,13+,14+,15-/m1/s1 ZGSRWTHKVMRAML-CAEXGNQWSA-N CC1=C[C@H]2[C@@H](CC1)[C@H](C)C[C@@H]([C@@]2(O)C(C)C)O NPC309744 (-)-(7R,8R)-3,4,5,3',5'-Pentamethoxy-Delta-7',8'-9'-Hydroxy-7-Acetoxy-8-O-4'-Neolignan [(1R,2R)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]-1-(3,4,5-trimethoxyphenyl)propyl] acetate CHEMBL3105552 76310203 C25H32O9 476.2 -0.5247 3.22 2.681 3 1 101.91 21 2 34 1 InChI=1S/C25H32O9/c1-15(33-25-19(28-3)11-17(9-8-10-26)12-20(25)29-4)23(34-16(2)27)18-13-21(30-5)24(32-7)22(14-18)31-6/h8-9,11-15,23,26H,10H2,1-7H3/b9-8+/t15-,23+/m1/s1 RDELZQUACZRQDO-GUAWHXRTSA-N OC/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c(c(c1)OC)OC)OC(=O)C)C NPC25695 (-)-(7R,8R)-4,5-Methylenedioxy-3,3',5'-Trimethoxy-7-Hydroxy-1'-Allyl-8-O-4'-Neolignan (1R,2R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol CHEMBL3105534 76324797 C22H26O7 402.17 -0.0933 3.11 3.217 1 1 75.61 14 3 29 0 InChI=1S/C22H26O7/c1-6-7-14-8-16(24-3)22(17(9-14)25-4)29-13(2)20(23)15-10-18(26-5)21-19(11-15)27-12-28-21/h6,8-11,13,20,23H,1,7,12H2,2-5H3/t13-,20+/m1/s1 BKBJBGBNWACESC-XCLFUZPHSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c2c(c1)OCO2)O)C NPC79184 (-)-(7R,8R)-7-O-Acetylpolysphorin [(1R,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(3,4,5-trimethoxyphenyl)propyl] acetate CHEMBL3105535 76317426 C25H32O8 460.21 0.3635 3.33 4.351 2 0 81.68 20 2 33 1 InChI=1S/C25H32O8/c1-9-10-17-11-19(27-4)25(20(12-17)28-5)32-15(2)23(33-16(3)26)18-13-21(29-6)24(31-8)22(14-18)30-7/h9-15,23H,1-8H3/b10-9+/t15-,23+/m1/s1 KDVYEAVKWMGOPV-YDORHEMQSA-N C/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c(c(c1)OC)OC)OC(=O)C)C NPC58607 (-)-(7R,8R)-Machilin D 4-[(1R,2R)-1-hydroxy-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]propyl]-2-methoxyphenol CHEMBL3105537 13939327 C20H24O5 344.16 -0.3205 3.11 3.98 1 2 68.15 13 2 25 0 InChI=1S/C20H24O5/c1-5-6-14-7-10-17(19(11-14)24-4)25-13(2)20(22)15-8-9-16(21)18(12-15)23-3/h5-13,20-22H,1-4H3/b6-5+/t13-,20+/m1/s1 WCFYXOLUODJLKB-IJVJVEAYSA-N C/C=C/c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)C NPC77861 (-)-(7''r,8''r)-Saucerneol J 4-[(2S,3R,4R,5R)-5-[4-[(1R,2R)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL3105543 73890954 C30H36O8 524.24 -1.728 3.88 4.105 2 3 106.84 18 4 38 0 InChI=1S/C30H36O8/c1-16-17(2)30(38-29(16)20-8-11-23(32)26(14-20)35-5)21-9-12-24(27(15-21)36-6)37-18(3)28(33)19-7-10-22(31)25(13-19)34-4/h7-18,28-33H,1-6H3/t16-,17-,18-,28+,29+,30-/m1/s1 GIBPGXUIRFWSNY-ZCZCRYHXSA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)C)[C@@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)O NPC172818 (-)-(7R,8R,7'e)-4,5-Methylenedioxy-3,3',5'-Trimethoxy-7-Hydroxy-1'-Propenyl-8-O-4'-Neolignan (1R,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol CHEMBL3105553 76321154 C22H26O7 402.17 -0.2147 3.11 3.538 1 1 75.61 14 3 29 0 InChI=1S/C22H26O7/c1-6-7-14-8-16(24-3)22(17(9-14)25-4)29-13(2)20(23)15-10-18(26-5)21-19(11-15)27-12-28-21/h6-11,13,20,23H,12H2,1-5H3/b7-6+/t13-,20+/m1/s1 YWJJIZDJLXSKMI-KOMIRPDLSA-N C/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c2c(c1)OCO2)O)C NPC65183 (-)-(7S,8S,7'r,8'r)-3',4'-Methylenedioxy-3,4,5,5'-Tetramethoxy-7,7'-Epoxylignan 6-[(2R,3R,4S,5S)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-4-methoxy-1,3-benzodioxole CHEMBL3105540 76321152 C23H28O7 416.18 -0.498 3.22 3.007 1 0 64.61 12 4 30 0 InChI=1S/C23H28O7/c1-12-13(2)21(15-9-18(26-5)23-19(10-15)28-11-29-23)30-20(12)14-7-16(24-3)22(27-6)17(8-14)25-4/h7-10,12-13,20-21H,11H2,1-6H3/t12-,13+,20-,21+/m0/s1 RKSBJQZDPAGEQW-WVGOSAFVSA-N COc1cc(cc(c1OC)OC)[C@H]1O[C@H]([C@@H]([C@@H]1C)C)c1cc(OC)c2c(c1)OCO2 NPC158331 (-)-(7S,8S,7'r,8'r)-4'-Dihydroxy-3,4,3',5'-Tetramethoxy-7,7'-Epoxylignan 4-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol CHEMBL3105538 76317427 C22H28O6 388.19 -0.6556 3.22 3.005 1 1 66.38 13 3 28 0 InChI=1S/C22H28O6/c1-12-13(2)22(15-10-18(26-5)20(23)19(11-15)27-6)28-21(12)14-7-8-16(24-3)17(9-14)25-4/h7-13,21-23H,1-6H3/t12-,13+,21-,22+/m0/s1 AGYZMBXYRZJNNA-AHIIRKPMSA-N COc1cc(ccc1OC)[C@H]1O[C@H]([C@@H]([C@@H]1C)C)c1cc(OC)c(c(c1)OC)O NPC204215 (-)-(7S,8S,7'r,8'r)-4-Hydroxy-3,5,3',4',5'-Pentamethoxy-7,7'-Epoxylignan 4-[(2S,3S,4R,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol CHEMBL3105541 76335614 C23H30O7 418.2 -0.7074 3.22 2.561 1 1 75.61 15 3 30 0 InChI=1S/C23H30O7/c1-12-13(2)22(15-10-18(27-5)23(29-7)19(11-15)28-6)30-21(12)14-8-16(25-3)20(24)17(9-14)26-4/h8-13,21-22,24H,1-7H3/t12-,13+,21-,22+/m0/s1 BJMZZPKIBSAQBA-AHIIRKPMSA-N COc1cc(cc(c1OC)OC)[C@@H]1O[C@@H]([C@H]([C@H]1C)C)c1cc(OC)c(c(c1)OC)O NPC186063 (-)-(R)-13Aalpha-7-O-Desmethyltylophorine (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-7-ol CHEMBL484050 10022621 C23H25NO4 379.18 -1.1433 3.44 2.487 1 1 51.16 7 5 28 0 InChI=1S/C23H25NO4/c1-26-21-9-16-15(8-20(21)25)19-12-24-6-4-5-13(24)7-14(19)17-10-22(27-2)23(28-3)11-18(16)17/h8-11,13,25H,4-7,12H2,1-3H3/t13-/m1/s1 ODPLWLKKGHQYFQ-CYBMUJFWSA-N COc1cc2c(cc1OC)c1C[C@H]3CCCN3Cc1c1c2cc(OC)c(c1)O NPC146355 (-)-3,3'-Bisdemethylpinoresinol 4-[(3R,3aS,6R,6aS)-3-(3,4-dihydroxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]benzene-1,2-diol CHEMBL227187 24992964 C18H18O6 330.11 -2.8392 2.78 1.504 2 4 99.38 6 4 24 0 InChI=1S/C18H18O6/c19-13-3-1-9(5-15(13)21)17-11-7-24-18(12(11)8-23-17)10-2-4-14(20)16(22)6-10/h1-6,11-12,17-22H,7-8H2/t11-,12-,17+,18+/m1/s1 OQSOTSIYXPYTRE-VVDPLQPHSA-N Oc1ccc(cc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc(c(c1)O)O NPC31344 (-)-3,4-Divanillyltetrahydrofuran 4-[[(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol CHEMBL367448 9974771 C20H24O5 344.16 -1.1249 3.11 2.726 1 2 68.15 10 3 25 0 InChI=1S/C20H24O5/c1-23-19-9-13(3-5-17(19)21)7-15-11-25-12-16(15)8-14-4-6-18(22)20(10-14)24-2/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1 ROGUIJKVZZROIQ-HOTGVXAUSA-N COc1cc(ccc1O)C[C@H]1COC[C@@H]1Cc1ccc(c(c1)OC)O NPC53146 (-)-3-Demethyldemecolcine (7S)-3-hydroxy-1,2,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one CHEMBL498123 14413737 C20H23NO5 357.16 -1.0149 3 0.878 3 2 77.02 9 3 26 0 InChI=1S/C20H23NO5/c1-21-14-7-5-11-9-16(23)19(25-3)20(26-4)18(11)12-6-8-17(24-2)15(22)10-13(12)14/h6,8-10,14,21,23H,5,7H2,1-4H3/t14-/m0/s1 XUCTUYPXJOLWKI-AWEZNQCLSA-N CN[C@H]1CCc2c(c3c1cc(=O)c(cc3)OC)c(OC)c(c(c2)O)OC NPC473408 (-)-5-Methoxybalanophonin (E)-3-[(2S,3R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal CHEMBL413991 44445794 C21H22O7 386.14 -1.4063 3 1.294 2 2 94.45 12 3 28 0 InChI=1S/C21H22O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h4-10,15,20,23-24H,11H2,1-3H3/b5-4+/t15-,20+/m0/s1 YJXKBHCATWSLFQ-BMSLLPBFSA-N O=C/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1cc(OC)c(c(c1)OC)O NPC26601 (-)-6-O-Desmethylantofine (13aR)-2,3-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-6-ol CHEMBL484042 9975115 C22H23NO3 349.17 -1.0915 3.44 2.931 1 1 41.93 5 5 26 0 InChI=1S/C22H23NO3/c1-25-21-10-18-16-8-13-4-3-7-23(13)12-20(16)15-6-5-14(24)9-17(15)19(18)11-22(21)26-2/h5-6,9-11,13,24H,3-4,7-8,12H2,1-2H3/t13-/m1/s1 BFZAOGGSKQRCNS-CYBMUJFWSA-N COc1cc2c(cc1OC)c1C[C@H]3CCCN3Cc1c1c2cc(O)cc1 NPC222524 (-)-8-Oxotetrahydroplamatine (13aS)-2,3,9,10-tetramethoxy-5,6,13,13a-tetrahydroisoquinolino[2,1-b]isoquinolin-8-one CHEMBL468804 157076 C21H23NO5 369.16 -0.5628 3.11 2.175 2 0 57.23 8 4 27 0 InChI=1S/C21H23NO5/c1-24-16-6-5-13-9-15-14-11-18(26-3)17(25-2)10-12(14)7-8-22(15)21(23)19(13)20(16)27-4/h5-6,10-11,15H,7-9H2,1-4H3/t15-/m0/s1 DMFHLLHXYQJPJS-HNNXBMFYSA-N COc1cc2CCN3[C@H](c2cc1OC)Cc1c(C3=O)c(OC)c(cc1)OC NPC225815 (-)-9'-O-(Alpha-L-Rhamnopyranosyl)Lyoniresinol (2R,3R,4R,5R,6S)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-methyloxane-3,4,5-triol CHEMBL3581702 71477642 C28H38O12 566.24 -3.5646 3.22 -0.232 6 6 176.76 20 4 40 1 InChI=1S/C28H38O12/c1-12-22(30)25(33)26(34)28(40-12)39-11-16-15(10-29)6-13-7-19(37-4)24(32)27(38-5)21(13)20(16)14-8-17(35-2)23(31)18(9-14)36-3/h7-9,12,15-16,20,22,25-26,28-34H,6,10-11H2,1-5H3/t12-,15-,16-,20+,22-,25+,26+,28+/m0/s1 MVVPJSSIOPWZBQ-ONDOEPAXSA-N OC[C@@H]1Cc2cc(OC)c(c(c2[C@@H]([C@H]1CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)OC)O NPC241854 (-)-Acanthoic Acid (1R,4aR,7S,8aS,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid CHEMBL512490 9817887 C20H30O2 302.22 2.1099 3.44 6.118 2 1 37.3 6 3 22 1 InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,9,14,16H,1,6-8,10-13H2,2-4H3,(H,21,22)/t14-,16-,18-,19-,20+/m0/s1 TVHDZSRRHQKNEZ-MGFONVBGSA-N C=C[C@@]1(C)CC=C2[C@H](C1)CC[C@H]1[C@@]2(C)CCC[C@@]1(C)C(=O)O NPC165695 (-)-Acorenone (1S,4S,5S)-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-7-en-9-one CHEMBL1814555 12480741 C15H24O 220.18 1.8198 3 4.992 1 0 17.07 5 2 16 0 InChI=1S/C15H24O/c1-10(2)13-6-5-12(4)15(13)8-7-11(3)14(16)9-15/h7,10,12-13H,5-6,8-9H2,1-4H3/t12-,13-,15-/m0/s1 HBTHUBMUAHAWBC-YDHLFZDLSA-N O=C1C[C@@]2(CC=C1C)[C@@H](C)CC[C@H]2C(C)C NPC329837 (-)-Androbiphenyline N-[(7S)-8-hydroxy-1,2,3,9-tetramethoxy-6,7-dihydro-5H-dibenzo[5,3-b:2',4'-e][7]annulen-7-yl]acetamide CHEMBL498122 10927179 C21H25NO6 387.17 -1.1273 3 1.926 2 2 89.74 12 3 28 0 InChI=1S/C21H25NO6/c1-11(23)22-14-8-6-12-10-16(26-3)20(27-4)21(28-5)17(12)13-7-9-15(25-2)19(24)18(13)14/h7,9-10,14,24H,6,8H2,1-5H3,(H,22,23)/t14-/m0/s1 DMFNBXZGZQLZMS-AWEZNQCLSA-N COc1cc2CC[C@@H](c3c(c2c(c1OC)OC)ccc(c3O)OC)N=C(O)C NPC95075 (-)-Antofine (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine CHEMBL228286 639288 C23H25NO3 363.18 -0.683 3.55 3.45 1 0 30.93 6 5 27 0 InChI=1S/C23H25NO3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3/t14-/m1/s1 NCVWJDISIZHFQS-CQSZACIVSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2CN2CCC[C@@H]2C1)OC NPC93433 (-)-Balanophonin (E)-3-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal CHEMBL253335 23252258 C20H20O6 356.13 -1.3545 3 1.738 2 2 85.22 10 3 26 0 InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19+/m0/s1 GWCSSLSMGCFIFR-LNFBDUAVSA-N O=C/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1ccc(c(c1)OC)O NPC5428 (-)-Carinol (2S,3S)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,2,4-triol CHEMBL1760592 405099 C20H26O7 378.17 -2.3305 2.89 0.798 3 5 119.61 16 2 27 0 InChI=1S/C20H26O7/c1-26-18-8-13(3-5-16(18)23)7-15(11-21)20(25,12-22)10-14-4-6-17(24)19(9-14)27-2/h3-6,8-9,15,21-25H,7,10-12H2,1-2H3/t15-,20+/m0/s1 INPPVVSEQRZCLJ-MGPUTAFESA-N COc1cc(ccc1O)C[C@H]([C@@](Cc1ccc(c(c1)OC)O)(CO)O)CO NPC13789 (-)-Caryophyllene Oxide CHEMBL508894 1742210 C15H24O 220.18 1.9144 3 4.607 1 0 12.53 3 3 16 0 InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1 NVEQFIOZRFFVFW-RGCMKSIDSA-N C=C1CC[C@H]2O[C@@]2(CC[C@@H]2[C@@H]1CC2(C)C)C NPC15658 (-)-Catechin (2S,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL200715 73160 C15H14O6 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m1/s1 PFTAWBLQPZVEMU-HIFRSBDPSA-N Oc1cc2O[C@@H](c3ccc(c(c3)O)O)[C@@H](Cc2c(c1)O)O NPC289322 (-)-Catechingallate [(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL129451 6419835 C22H18O10 442.09 -3.5057 2.78 1.228 2 7 177.14 11 4 32 1 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1 LSHVYAFMTMFKBA-CTNGQTDRSA-N Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC185908 (-)-Clusin (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol CHEMBL479701 44575398 C22H26O7 402.17 -0.8985 3.11 2.712 2 1 75.61 11 4 29 0 InChI=1S/C22H26O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16,22-23H,6-7,11-12H2,1-3H3/t15-,16+,22?/m0/s1 SOCNBZCAGNYAED-OKFXBHNASA-N COc1cc(C[C@H]2C(O)OC[C@@H]2Cc2ccc3c(c2)OCO3)cc(c1OC)OC NPC184026 (-)-Corydalmine (13aS)-2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol CHEMBL448891 161665 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-9-13-6-7-21-11-15-12(4-5-17(22)20(15)25-3)8-16(21)14(13)10-19(18)24-2/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1 DIHXHTWYVOYYDC-INIZCTEOSA-N COc1cc2c(cc1OC)CCN1[C@H]2Cc2ccc(c(c2C1)OC)O NPC134764 (-)-Cubebin (2S,3R,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-ol CHEMBL399831 117443 C20H20O6 356.13 -1.0458 3 3.083 2 1 66.38 5 5 26 0 InChI=1S/C20H20O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15,20-21H,5-6,9-11H2/t14-,15+,20-/m0/s1 DIYWRNLYKJKHAM-MDOVXXIYSA-N O[C@H]1OC[C@@H]([C@H]1Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC236522 (-)-Cubebinin (3R,4R)-3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol CHEMBL480296 44575401 C24H32O8 448.21 -0.7512 3.22 2.341 2 1 84.84 17 3 32 0 InChI=1S/C24H32O8/c1-26-18-9-14(10-19(27-2)22(18)30-5)7-16-13-32-24(25)17(16)8-15-11-20(28-3)23(31-6)21(12-15)29-4/h9-12,16-17,24-25H,7-8,13H2,1-6H3/t16-,17+,24?/m0/s1 PIYHDSUVUSVLGU-HSQXHLSASA-N COc1c(OC)cc(cc1OC)C[C@H]1C(O)OC[C@@H]1Cc1cc(OC)c(c(c1)OC)OC NPC72796 (-)-Cubebininolide (3R,4R)-3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one CHEMBL479314 13916150 C24H30O8 446.19 -0.1987 3.22 2.565 2 0 81.68 16 3 32 0 InChI=1S/C24H30O8/c1-26-18-9-14(10-19(27-2)22(18)30-5)7-16-13-32-24(25)17(16)8-15-11-20(28-3)23(31-6)21(12-15)29-4/h9-12,16-17H,7-8,13H2,1-6H3/t16-,17+/m0/s1 VUNCHONBJWJYID-DLBZAZTESA-N COc1c(OC)cc(cc1OC)C[C@H]1C(=O)OC[C@@H]1Cc1cc(OC)c(c(c1)OC)OC NPC190931 (-)-Demecolcine (7S)-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one CHEMBL312862 220401 C21H25NO5 371.17 -0.6064 3.11 1.397 3 1 66.02 10 3 27 0 InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1 NNJPGOLRFBJNIW-HNNXBMFYSA-N CN[C@H]1CCc2c(c3c1cc(=O)c(cc3)OC)c(OC)c(c(c2)OC)OC NPC193528 (-)-Desmethylsecoantofine 4-[(8aR)-7-(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-6-yl]phenol CHEMBL483227 11783104 C22H25NO3 351.18 -1.0149 3.44 3.231 1 1 41.93 7 4 26 0 InChI=1S/C22H25NO3/c1-25-21-10-7-16(12-22(21)26-2)19-13-17-4-3-11-23(17)14-20(19)15-5-8-18(24)9-6-15/h5-10,12,17,24H,3-4,11,13-14H2,1-2H3/t17-/m1/s1 JOMCLUGDXHCAGV-QGZVFWFLSA-N COc1cc(ccc1OC)C1=C(CN2[C@@H](C1)CCC2)c1ccc(cc1)O NPC196937 (-)-Dihydroclusin (2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol CHEMBL469916 332806 C22H28O7 404.18 -1.3253 3.11 2.229 2 2 86.61 15 3 29 0 InChI=1S/C22H28O7/c1-25-20-9-15(10-21(26-2)22(20)27-3)7-17(12-24)16(11-23)6-14-4-5-18-19(8-14)29-13-28-18/h4-5,8-10,16-17,23-24H,6-7,11-13H2,1-3H3/t16-,17-/m0/s1 FDHFWHRGVDRJIK-IRXDYDNUSA-N OC[C@@H]([C@@H](Cc1ccc2c(c1)OCO2)CO)Cc1cc(OC)c(c(c1)OC)OC NPC213711 (-)-Dihydrocubebin (2S,3S)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butane-1,4-diol CHEMBL1641904 11428306 C20H22O6 358.14 -1.4726 3 2.6 2 2 77.38 9 4 26 0 InChI=1S/C20H22O6/c21-9-15(5-13-1-3-17-19(7-13)25-11-23-17)16(10-22)6-14-2-4-18-20(8-14)26-12-24-18/h1-4,7-8,15-16,21-22H,5-6,9-12H2/t15-,16-/m1/s1 JKCVMTYNARDGET-HZPDHXFCSA-N OC[C@H]([C@H](Cc1ccc2c(c1)OCO2)CO)Cc1ccc2c(c1)OCO2 NPC242885 (-)-Dihydroguaiareticacid 4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL375927 11602375 C20H26O4 330.18 -0.115 3.22 5.238 0 2 58.92 13 2 24 1 InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14-/m1/s1 ADFOLUXMYYCTRR-ZIAGYGMSSA-N COc1cc(ccc1O)C[C@H]([C@@H](Cc1ccc(c(c1)OC)O)C)C NPC156818 (-)-Epiafzelechin Gallate [(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL159706 467295 C22H18O9 426.1 -3.0454 2.89 1.762 2 6 156.91 10 4 31 1 InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1 SDZPYNMXGUHFMZ-TZIWHRDSSA-N Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C[C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O NPC126029 (-)-Epicatechin (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL583912 72276 C15H14O6 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1 PFTAWBLQPZVEMU-UKRRQHHQSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@@H](Cc2c(c1)O)O NPC53889 (-)-Epicatechin 3-O-(3'-O-Methyl)Gallate [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate CHEMBL158521 467296 C23H20O10 456.11 -3.0972 2.89 1.318 2 6 166.14 12 4 33 1 InChI=1S/C23H20O10/c1-31-19-6-11(5-17(28)21(19)29)23(30)33-20-9-13-15(26)7-12(24)8-18(13)32-22(20)10-2-3-14(25)16(27)4-10/h2-8,20,22,24-29H,9H2,1H3/t20-,22-/m1/s1 XGTBMCGGGJLOPS-IFMALSPDSA-N COc1cc(cc(c1O)O)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1ccc(c(c1)O)O)O NPC40222 (-)-Epigallocatechin 3-O-(E)-P-Coumaroate [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL345400 6474788 C24H20O9 452.11 -2.6843 3.11 2.578 2 6 156.91 11 4 33 1 InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3+/t21-,24-/m1/s1 HKPGWUPXXPIOAN-XMTAIGAMSA-N O=C(O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O)/C=C/c1ccc(cc1)O NPC268515 (-)-Epigallocatechin 3-O-(Z)-P-Coumaroate [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1957042 57396559 C24H20O9 452.11 -2.6843 3.11 2.578 2 6 156.91 11 4 33 1 InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3-/t21-,24-/m1/s1 HKPGWUPXXPIOAN-HCASUDDKSA-N O=C(O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O)/C=C\c1ccc(cc1)O NPC87317 (-)-Epigallocatechin-3-(3''-O-Methyl)Gallate [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate CHEMBL562716 9804842 C23H20O11 472.1 -3.5575 2.78 0.784 2 7 186.37 13 4 34 1 InChI=1S/C23H20O11/c1-32-18-5-10(4-16(28)21(18)30)23(31)34-19-8-12-13(25)6-11(24)7-17(12)33-22(19)9-2-14(26)20(29)15(27)3-9/h2-7,19,22,24-30H,8H2,1H3/t19-,22-/m1/s1 WVRDOLPMKOCJRJ-DENIHFKCSA-N COc1cc(cc(c1O)O)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O NPC184733 (-)-Fragransin A2 4-[(2R,3R,4R,5R)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL3609610 16069561 C20H24O5 344.16 -1.0123 3.11 2.93 1 2 68.15 10 3 25 0 InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12-,19-,20-/m1/s1 GMXMKSFJQLFOSO-IIBDXVJDSA-N COc1cc(ccc1O)[C@@H]1O[C@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)O NPC82426 (-)-Goniobutenolide B (5E)-5-[(2S,3R)-2,3-dihydroxy-3-phenylpropylidene]furan-2-one CHEMBL3775075 11770317 C13H12O4 232.07 -0.7304 2.45 2.289 4 2 66.76 5 2 17 0 InChI=1S/C13H12O4/c14-11(8-10-6-7-12(15)17-10)13(16)9-4-2-1-3-5-9/h1-8,11,13-14,16H/b10-8+/t11-,13+/m0/s1 XDLSRIVPCBODNQ-YRFMYUJQSA-N O[C@H]([C@@H](c1ccccc1)O)/C=C/1\C=CC(=O)O1 NPC219233 (-)-Higenamine (1S)-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL470491 440927 C16H17NO3 271.12 -1.5221 2.78 2.146 1 4 72.72 5 3 20 0 InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2/t14-/m0/s1 WZRCQWQRFZITDX-AWEZNQCLSA-N Oc1ccc(cc1)C[C@@H]1NCCc2c1cc(O)c(c2)O NPC110958 (-)-Hinokinin (3S,4S)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-one CHEMBL180970 11002708 C20H18O6 354.11 -0.4933 3 3.307 2 0 63.22 4 5 26 0 InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m1/s1 DDWGQGZPYDSYEL-CABCVRRESA-N O=C1OC[C@H]([C@@H]1Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC6883 (-)-Hydroxycitrate (1S,2S)-1,2-dihydroxypropane-1,2,3-tricarboxylic acid CHEMBL118715 185620 C6H8O8 208.02 -2.0472 1.24 -3.011 8 5 152.36 10 0 14 0 InChI=1S/C6H8O8/c7-2(8)1-6(14,5(12)13)3(9)4(10)11/h3,9,14H,1H2,(H,7,8)(H,10,11)(H,12,13)/t3-,6+/m1/s1 ZMJBYMUCKBYSCP-CVYQJGLWSA-N OC(=O)C[C@]([C@@H](C(=O)O)O)(C(=O)O)O NPC471156 (-)-Idesolide dimethyl (1'S,2R,3aS,7aR)-1',7a-dihydroxyspiro[6,7-dihydro-1,3-benzodioxole-2,6'-cyclohex-2-ene]-1',3a-dicarboxylate CHEMBL2385169 45142131 C16H20O8 340.12 -0.8654 2.34 0.097 8 2 111.52 8 3 24 0 InChI=1S/C16H20O8/c1-21-11(17)13(19)7-3-6-10-16(13)23-14(12(18)22-2)8-4-5-9-15(14,20)24-16/h3-4,7-8,19-20H,5-6,9-10H2,1-2H3/t13-,14-,15-,16-/m1/s1 CMWOPTLOKFKJEC-KLHDSHLOSA-N COC(=O)[C@@]12C=CCC[C@@]2(O)O[C@]2(O1)CCC=C[C@@]2(O)C(=O)OC NPC277458 (-)-Isolariciresinol (6S,7S,8R)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol CHEMBL1760593 1023563 C20H24O6 360.16 -2.2141 3 1.061 2 4 99.38 11 3 26 0 InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m1/s1 OGFXBIXJCWAUCH-WAWZGNHOSA-N OC[C@H]1Cc2cc(OC)c(cc2[C@H]([C@@H]1CO)c1ccc(c(c1)OC)O)O NPC176730 (-)-Larreatricin 4-[(2S,3S,4R,5S)-5-(4-hydroxyphenyl)-3,4-dimethyloxolan-2-yl]phenol CHEMBL2147416 26389403 C18H20O3 284.14 -0.9087 3.11 3.818 1 2 49.69 6 3 21 0 InChI=1S/C18H20O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-12,17-20H,1-2H3/t11-,12+,17-,18-/m0/s1 PIBJADPEZQHMQS-CMKMFDCUSA-N C[C@@H]1[C@H](O[C@@H]([C@@H]1C)c1ccc(cc1)O)c1ccc(cc1)O NPC470052 (-)-Leucophyllone (9R,10R,13S,14S,17S)-17-[(E,2S)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668107 15241162 C31H50O2 454.38 3.4446 4.65 9.202 2 0 26.3 14 4 33 1 InChI=1S/C31H50O2/c1-21(11-10-17-27(2,3)33-9)22-14-19-31(8)24-12-13-25-28(4,5)26(32)16-18-29(25,6)23(24)15-20-30(22,31)7/h10,12,17,21-23,25H,11,13-16,18-20H2,1-9H3/b17-10+/t21-,22-,23-,25?,29+,30-,31+/m0/s1 VUTMJNYAUWPTQA-ZLEOEWCPSA-N COC(/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)(C)C NPC170779 (-)-Licarin B 5-[(2S,3S)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]-1,3-benzodioxole CHEMBL578403 10860310 C20H20O4 324.14 0.4817 3.22 4.809 0 0 36.92 6 4 24 0 InChI=1S/C20H20O4/c1-4-5-13-8-15-12(2)19(24-20(15)18(9-13)21-3)14-6-7-16-17(10-14)23-11-22-16/h4-10,12,19H,11H2,1-3H3/b5-4+/t12-,19-/m0/s1 DMMQXURQRMNSBM-NSWCWGQASA-N C/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2C)c1ccc2c(c1)OCO2 NPC166014 (-)-Lirinidine (6aR)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol CHEMBL2316500 821343 C18H19NO2 281.14 -0.1174 3.11 3.45 1 1 32.7 4 4 21 0 InChI=1S/C18H19NO2/c1-19-8-7-12-10-15(21-2)18(20)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,10,14,20H,7-9H2,1-2H3/t14-/m1/s1 YXVXMURDCBMPRH-CQSZACIVSA-N COc1cc2CCN([C@H]3c2c(c1O)c1ccccc1C3)C NPC285394 (-)-Lobeline 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone CHEMBL122270 101616 C22H27NO2 337.2 -1.877 3.55 6.146 3 1 40.54 8 3 25 1 InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1 MXYUKLILVYORSK-HBMCJLEFSA-N O[C@H](c1ccccc1)C[C@@H]1CCC[C@@H](N1C)CC(=O)c1ccccc1 NPC114171 (-)-Lyoniresinol (6S,7S,8R)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-ol CHEMBL1760594 9888378 C22H28O8 420.18 -2.3177 3 0.173 2 4 117.84 15 3 30 0 InChI=1S/C22H28O8/c1-27-15-7-12(8-16(28-2)20(15)25)18-14(10-24)13(9-23)5-11-6-17(29-3)21(26)22(30-4)19(11)18/h6-8,13-14,18,23-26H,5,9-10H2,1-4H3/t13-,14-,18+/m1/s1 ZDVZKBOFCHOPLM-LBTNJELSSA-N OC[C@H]1Cc2cc(OC)c(c(c2[C@H]([C@@H]1CO)c1cc(OC)c(c(c1)OC)O)OC)O NPC158471 (-)-Machilusin 5-[(2S,3S,4R,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole CHEMBL559937 45268387 C21H24O5 356.16 -0.3944 3.22 3.895 1 0 46.15 8 4 26 0 InChI=1S/C21H24O5/c1-12-13(2)21(15-6-8-17-19(10-15)25-11-24-17)26-20(12)14-5-7-16(22-3)18(9-14)23-4/h5-10,12-13,20-21H,11H2,1-4H3/t12-,13+,20+,21+/m1/s1 HSMDOSKNXLVXIP-KNRKYQCFSA-N COc1cc(ccc1OC)[C@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc2c(c1)OCO2 NPC38569 (-)-Miliusane Xix methyl 2-[(1S,5R,6R)-6-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4-oxo-7-oxabicyclo[3.2.1]oct-2-en-5-yl]acetate CHEMBL203140 11602160 C19H26O4 318.18 2.3694 3.11 2.775 4 0 52.6 11 2 23 0 InChI=1S/C19H26O4/c1-13(2)6-5-7-14(3)10-17-19(12-18(21)22-4)11-15(23-17)8-9-16(19)20/h6,8-10,15,17H,5,7,11-12H2,1-4H3/b14-10+/t15-,17-,19+/m1/s1 MOGLHHCTNHEXAL-OROLVADBSA-N COC(=O)C[C@]12C[C@H](O[C@@H]1/C=C(/CCC=C(C)C)\C)C=CC2=O NPC304839 (-)-Moracin O 5-[(6R)-6-(2-hydroxypropan-2-yl)-5,6-dihydrofuro[3,2-f][1]benzofuran-2-yl]benzene-1,3-diol CHEMBL1795432 42604718 C19H18O5 326.12 -1.083 3 2.456 1 3 83.06 7 4 24 0 InChI=1S/C19H18O5/c1-19(2,22)18-7-11-3-10-6-15(23-16(10)9-17(11)24-18)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-22H,7H2,1-2H3/t18-/m1/s1 HMTMYIWMPJSCAZ-GOSISDBHSA-N Oc1cc(O)cc(c1)c1oc2c(c1)cc1c(c2)O[C@H](C1)C(O)(C)C NPC72211 (-)-O-Methylmahanine (3R)-9-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole CHEMBL2323764 71716235 C24H27NO2 361.2 2.7055 3.77 5.477 1 1 34.25 9 4 27 1 InChI=1S/C24H27NO2/c1-15(2)7-6-11-24(4)12-10-19-22-20(13-16(3)23(19)27-24)18-9-8-17(26-5)14-21(18)25-22/h7-10,12-14,25H,6,11H2,1-5H3/t24-/m1/s1 JYCMSEXIUYQQTJ-XMMPIXPASA-N COc1ccc2c(c1)[nH]c1c2cc(c2c1C=C[C@@](O2)(C)CCC=C(C)C)C NPC75810 (-)-Pachyaximine A (1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-N,N-dimethylethanamine CHEMBL342394 44358210 C24H41NO 359.32 0.9807 3.88 6.222 2 0 12.47 9 4 26 1 InChI=1S/C24H41NO/c1-16(25(4)5)20-9-10-21-19-8-7-17-15-18(26-6)11-13-23(17,2)22(19)12-14-24(20,21)3/h7,16,18-22H,8-15H2,1-6H3/t16-,18-,19-,20+,21-,22-,23-,24+/m0/s1 ZTNBSFMIFOLVCM-MCTVSQGJSA-N CO[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](N(C)C)C)C)C1)C NPC115207 (-)-Pinoresinol 4-[(3R,3aR,6R,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol CHEMBL460862 12309637 C20H22O6 358.14 -2.0222 3 1.684 2 2 77.38 8 4 26 0 InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19-,20-/m0/s1 HGXBRUKMWQGOIE-FEBSWUBLSA-N COc1cc(ccc1O)[C@@H]1OC[C@H]2[C@@H]1CO[C@H]2c1ccc(c(c1)OC)O NPC38041 (-)-Pinoresinol 4-O-Beta-D-Glucopyranoside (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL573336 11168362 C26H32O11 520.19 -3.7691 3.11 0.576 7 5 156.53 14 5 37 0 InChI=1S/C26H32O11/c1-32-18-7-12(3-5-16(18)28)24-14-10-35-25(15(14)11-34-24)13-4-6-17(19(8-13)33-2)36-26-23(31)22(30)21(29)20(9-27)37-26/h3-8,14-15,20-31H,9-11H2,1-2H3/t14-,15-,20-,21-,22+,23-,24+,25+,26-/m1/s1 QLJNETOQFQXTLI-JKUDBEEXSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)[C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC282291 (-)-Pluviatolide (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one CHEMBL63962 168759 C20H20O6 356.13 -0.7027 3 2.861 2 1 74.22 7 4 26 0 InChI=1S/C20H20O6/c1-23-18-8-13(2-4-16(18)21)7-15-14(10-24-20(15)22)6-12-3-5-17-19(9-12)26-11-25-17/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3/t14-,15+/m0/s1 OCTZTNYFALPGHW-LSDHHAIUSA-N COc1cc(ccc1O)C[C@H]1C(=O)OC[C@@H]1Cc1ccc2c(c1)OCO2 NPC18074 (-)-Rosmarinic Acid (2S)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid CHEMBL3098862 639655 C18H16O8 360.08 -1.9057 2.56 2.083 4 5 144.52 12 2 26 0 InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m0/s1 DOUMFZQKYFQNTF-GIZXNFQBSA-N O=C(O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC263261 (-)-Simulanol 4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenol CHEMBL253334 636826 C21H24O7 388.15 -1.5559 3 1.117 2 3 97.61 13 3 28 0 InChI=1S/C21H24O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h4-5,7-10,15,20,22-24H,6,11H2,1-3H3/b5-4+/t15-,20+/m1/s1 SGRRPSBKBJVKJE-SQBHOSFOSA-N OC/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1cc(OC)c(c(c1)OC)O NPC3439 (-)-Surinamensinol A (1R,2R)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-ol CHEMBL2088626 70687027 C22H30O7 406.2 -1.5454 3.11 2.335 2 2 86.61 18 2 29 1 InChI=1S/C22H30O7/c1-14(29-17-9-8-15(7-6-10-23)11-18(17)25-2)21(24)16-12-19(26-3)22(28-5)20(13-16)27-4/h8-9,11-14,21,23-24H,6-7,10H2,1-5H3/t14-,21+/m1/s1 AWIGQZJNJGIWHL-SZNDQCEHSA-N OCCCc1ccc(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c(c(c1)OC)OC)O)C NPC34103 (-)-Syringaresinol 4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol CHEMBL402653 11604108 C22H26O8 418.16 -2.1258 3 0.796 2 2 95.84 12 4 30 0 InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21+,22+/m1/s1 KOWMJRJXZMEZLD-WRMVBYCNSA-N COc1cc(cc(c1O)OC)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1cc(OC)c(c(c1)OC)O NPC470096 (-)-Threo-4,9,4',9'-Tetrahydroxy-3,5,7,3'-Tetramethoxy-8-O-8'-Neolignan 4-[2-[1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-1-methoxybutyl]-2,6-dimethoxyphenol CHEMBL1761709 54582333 C23H32O8 436.21 -2.0561 3.11 1.663 3 3 106.84 20 2 31 1 InChI=1S/C23H32O8/c1-6-18(23(30-5)15-11-20(28-3)22(26)21(12-15)29-4)31-16(13-24)9-14-7-8-17(25)19(10-14)27-2/h7-8,10-12,16,18,23-26H,6,9,13H2,1-5H3 IXDWWAKFBJRMEW-UHFFFAOYSA-N OCC(OC(C(c1cc(OC)c(c(c1)OC)O)OC)CC)Cc1ccc(c(c1)OC)O NPC470095 (-)-Threo-4,9,4',9'-Tetrahydroxy-3,7,3',5'-Tetramethoxy-8-O-8'-Neolignan 4-[3-hydroxy-2-[1-(4-hydroxy-3-methoxyphenyl)-1-methoxybutan-2-yl]oxypropyl]-2,6-dimethoxyphenol CHEMBL1761708 54581322 C23H32O8 436.21 -2.0561 3.11 1.663 3 3 106.84 20 2 31 1 InChI=1S/C23H32O8/c1-6-18(23(30-5)15-7-8-17(25)19(12-15)27-2)31-16(13-24)9-14-10-20(28-3)22(26)21(11-14)29-4/h7-8,10-12,16,18,23-26H,6,9,13H2,1-5H3 RYIRLFCMHRNKFU-UHFFFAOYSA-N OCC(OC(C(c1ccc(c(c1)OC)O)OC)CC)Cc1cc(OC)c(c(c1)OC)O NPC273657 (-)-Thujaplicatintrimethyl Ether (3S,4S)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one CHEMBL469917 192827 C21H24O7 388.15 -0.9639 3 1.971 2 2 94.45 12 3 28 0 InChI=1S/C21H24O7/c1-25-17-8-12(4-5-16(17)22)6-14-11-28-21(24)15(14)7-13-9-18(26-2)20(23)19(10-13)27-3/h4-5,8-10,14-15,22-23H,6-7,11H2,1-3H3/t14-,15+/m1/s1 XMLWGUKRPGLJGA-CABCVRRESA-N COc1cc(ccc1O)C[C@@H]1COC(=O)[C@H]1Cc1cc(OC)c(c(c1)OC)O NPC164697 (-)-Usnic Acid (9bS)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzofuran-1-one CHEMBL461903 442614 C18H16O7 344.09 -1.202 2.67 0.819 4 3 121.13 9 3 25 0 InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3/t18-/m1/s1 WEYVVCKOOFYHRW-GOSISDBHSA-N CC(=O)C1=C(O)C=C2[C@](C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O NPC210354 (-)-Yatein (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one CHEMBL471067 442835 C22H24O7 400.15 -0.346 3.11 2.936 2 0 72.45 10 4 29 0 InChI=1S/C22H24O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16H,6-7,11-12H2,1-3H3/t15-,16+/m0/s1 GMLDZDDTZKXJLU-JKSUJKDBSA-N COc1cc(C[C@H]2C(=O)OC[C@@H]2Cc2ccc3c(c2)OCO3)cc(c1OC)OC NPC474006 (+)-(20S)-20-(Dimethylamino)-16Alpha-Hydroxy-3-(3'alpha-Isopropyl)-La Ctam-5Alpha-Pregn-2-En-4-One (3R)-1-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-one CHEMBL458033 44584023 C29H46N2O3 470.35 0.3951 4.1 5.278 5 1 60.85 12 5 34 1 InChI=1S/C29H46N2O3/c1-16(2)19-15-31(27(19)34)23-11-13-28(4)20-10-12-29(5)22(18(20)8-9-21(28)26(23)33)14-24(32)25(29)17(3)30(6)7/h11,16-22,24-25,32H,8-10,12-15H2,1-7H3/t17-,18+,19-,20-,21-,22-,24-,25-,28+,29-/m0/s1 UOUGFQVCCBWYHB-FDBJBNRWSA-N CN([C@H]([C@H]1[C@@H](O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=C(C2=O)N1C[C@H](C1=O)C(C)C)C)C NPC474001 (+)-(20S)-20-(Dimethylamino)-3-(3'alpha-Isopropyl)-Lactam-5Alpha-Pregn-2-En-4-One (3R)-1-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-one CHEMBL457817 44584022 C29H46N2O2 454.36 1.1614 4.21 6.73 4 0 40.62 11 5 33 1 InChI=1S/C29H46N2O2/c1-17(2)20-16-31(27(20)33)25-13-15-29(5)23-12-14-28(4)21(18(3)30(6)7)10-11-22(28)19(23)8-9-24(29)26(25)32/h13,17-24H,8-12,14-16H2,1-7H3/t18-,19-,20-,21+,22-,23-,24-,28+,29+/m0/s1 IVYPSBIZZDNZBC-JUFXZFBXSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=C(C2=O)N1C[C@H](C1=O)C(C)C)C)C NPC475427 (+)-(20S)-2Alpha-Hydroxy-20-(Dimethylamino)-3Beta-Phthalimido-5 Alpha-Pregnan-4Beta-Yl Acetate [(2R,3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-3-(1,3-dioxoisoindol-2-yl)-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL505436 44584025 C33H46N2O5 550.34 -0.272 4.32 7.299 7 1 87.15 12 6 40 1 InChI=1S/C33H46N2O5/c1-18(34(5)6)23-13-14-24-22-11-12-26-29(40-19(2)36)28(35-30(38)20-9-7-8-10-21(20)31(35)39)27(37)17-33(26,4)25(22)15-16-32(23,24)3/h7-10,18,22-29,37H,11-17H2,1-6H3/t18-,22-,23+,24-,25-,26-,27+,28-,29+,32+,33+/m0/s1 YUUHBLRWEZLNID-WASWYHNUSA-N CC(=O)O[C@H]1[C@H]([C@H](O)C[C@]2([C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)N1C(=O)c2c(C1=O)cccc2 NPC473922 (+)-(20S)-3-(Benzoylamino)-20-(Dimethylamino)-5Alpha-Pregn-2-En-4Beta-Yl Acetate [(4R,5R,8S,9S,10R,13S,14S,17S)-3-benzamido-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL455316 44584024 C32H46N2O3 506.35 1.2456 4.43 9.333 5 1 62.13 13 5 37 1 InChI=1S/C32H46N2O3/c1-20(34(5)6)24-14-15-25-23-12-13-27-29(37-21(2)35)28(33-30(36)22-10-8-7-9-11-22)17-19-32(27,4)26(23)16-18-31(24,25)3/h7-11,17,20,23-27,29H,12-16,18-19H2,1-6H3,(H,33,36)/t20-,23-,24+,25-,26-,27-,29+,31+,32+/m0/s1 LANJPWZPYVPLQZ-SKMXPDMESA-N CC(=O)O[C@H]1C(=CC[C@]2([C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)N=C(c1ccccc1)O NPC266197 (+)-(7''s,8S,8'r,8''r)-4,4''-Dihydroxy-3,3',3'',5'-Tetramethoxy-4',8''-Oxy-8,8'-Sesquineolignan-7''-Ol 4-[(2S,3R)-4-[4-[(1S,2R)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL1812646 53344594 C31H40O8 540.27 -0.8825 3.99 5.969 1 3 106.84 23 3 39 2 InChI=1S/C31H40O8/c1-18(12-21-8-10-24(32)26(14-21)35-4)19(2)13-22-15-28(37-6)31(29(16-22)38-7)39-20(3)30(34)23-9-11-25(33)27(17-23)36-5/h8-11,14-20,30,32-34H,12-13H2,1-7H3/t18-,19+,20+,30+/m0/s1 SXBVVAJDHDRCBF-YFKFKODSSA-N COc1cc(C[C@H]([C@H](Cc2ccc(c(c2)OC)O)C)C)cc(c1O[C@@H]([C@H](c1ccc(c(c1)OC)O)O)C)OC NPC291101 (+)-(7''s,8S,8'r,8''s)-4,4''-Dihydroxy-3,3',3'',5'-Tetramethoxy-4',8''-Oxy-8,8'-Sesquineolignan-7''-Ol 4-[(2S,3R)-4-[4-[(1S,2S)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL1812647 53344595 C31H40O8 540.27 -0.8825 3.99 5.969 1 3 106.84 23 3 39 2 InChI=1S/C31H40O8/c1-18(12-21-8-10-24(32)26(14-21)35-4)19(2)13-22-15-28(37-6)31(29(16-22)38-7)39-20(3)30(34)23-9-11-25(33)27(17-23)36-5/h8-11,14-20,30,32-34H,12-13H2,1-7H3/t18-,19+,20-,30+/m0/s1 SXBVVAJDHDRCBF-RIDHQVKPSA-N COc1cc(C[C@H]([C@H](Cc2ccc(c(c2)OC)O)C)C)cc(c1O[C@H]([C@H](c1ccc(c(c1)OC)O)O)C)OC NPC28326 (+)-(R)-2-(4-Allyl-2,6-Dimethoxyphenoxy)-1-(3,4,5-Trimethoxyphenyl)Propan-1-One (2R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-1-(3,4,5-trimethoxyphenyl)propan-1-one CHEMBL3105536 76328342 C23H28O7 416.18 0.246 3.22 3.513 1 0 72.45 17 2 30 1 InChI=1S/C23H28O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8,10-14H,1,9H2,2-7H3/t14-/m1/s1 JSSNQQJGEIXXRR-CQSZACIVSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@@H](C(=O)c1cc(OC)c(c(c1)OC)OC)C NPC244112 (+)-(S)-13Abeta-Isotylocrebrine (13aS)-3,4,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine CHEMBL520783 12304631 C24H27NO4 393.19 -0.7348 3.55 3.006 1 0 40.16 8 5 29 0 InChI=1S/C24H27NO4/c1-26-20-8-7-15-16-10-14-6-5-9-25(14)13-19(16)17-11-21(27-2)22(28-3)12-18(17)23(15)24(20)29-4/h7-8,11-12,14H,5-6,9-10,13H2,1-4H3/t14-/m0/s1 ZRGRTHUWZSWRSQ-AWEZNQCLSA-N COc1cc2c(cc1OC)c1CN3CCC[C@H]3Cc1c1c2c(OC)c(OC)cc1 NPC473451 (+)-3,3'-Bisdemethyltanegool 4-[(2S,3S,4R)-4-[(S)-(3,4-dihydroxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol CHEMBL436990 44423052 C18H20O7 348.12 -3.6057 2.67 0.486 3 6 130.61 10 3 25 1 InChI=1S/C18H20O7/c19-7-11-12(17(24)9-1-3-13(20)15(22)5-9)8-25-18(11)10-2-4-14(21)16(23)6-10/h1-6,11-12,17-24H,7-8H2/t11-,12+,17-,18-/m1/s1 XRDXBFUYROIFCX-FVEFGIFQSA-N OC[C@H]1[C@H](OC[C@@H]1[C@@H](c1ccc(c(c1)O)O)O)c1ccc(c(c1)O)O NPC308976 (+)-3,4,3',4'-Tetrahydroxy-9,7'alpha-Epoxylignano-7 Alpha,9'-Lactone (3S,3aS,6S,6aR)-3,6-bis(3,4-dihydroxyphenyl)-3,3a,6,6a-tetrahydro-1H-furo[3,4-c]furan-4-one CHEMBL227135 16681478 C18H16O7 344.09 -2.6264 2.67 1.193 3 4 116.45 6 4 25 0 InChI=1S/C18H16O7/c19-11-3-1-8(5-13(11)21)16-10-7-24-17(15(10)18(23)25-16)9-2-4-12(20)14(22)6-9/h1-6,10,15-17,19-22H,7H2/t10-,15-,16+,17+/m0/s1 DFZNKMAEHVZMHR-YQMWTZAJSA-N O=C1O[C@@H]([C@@H]2[C@H]1[C@H](OC2)c1ccc(c(c1)O)O)c1ccc(c(c1)O)O NPC307042 (+)-7-Acetylraphidecursinol B [(1R,2R)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-1-(3,4,5-trimethoxyphenyl)propyl] acetate CHEMBL3104953 76317394 C25H32O8 460.21 0.4849 3.33 4.03 2 0 81.68 20 2 33 1 InChI=1S/C25H32O8/c1-9-10-17-11-19(27-4)25(20(12-17)28-5)32-15(2)23(33-16(3)26)18-13-21(29-6)24(31-8)22(14-18)30-7/h9,11-15,23H,1,10H2,2-8H3/t15-,23+/m1/s1 ZFRZPRJLJSQUNP-CMJOXMDJSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@@H]([C@@H](c1cc(OC)c(c(c1)OC)OC)OC(=O)C)C NPC281780 (+)-9'-Isovaleroxylariciresinol [(2S,3R,4R)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 3-methylbutanoate CHEMBL1098920 46211187 C25H32O7 444.21 -0.9799 3.44 3.766 3 2 94.45 16 3 32 0 InChI=1S/C25H32O7/c1-15(2)9-24(28)31-14-19-18(10-16-5-7-20(26)22(11-16)29-3)13-32-25(19)17-6-8-21(27)23(12-17)30-4/h5-8,11-12,15,18-19,25-27H,9-10,13-14H2,1-4H3/t18-,19-,25+/m0/s1 VOGRFGIBINTSKJ-XHNVNVPESA-N COc1cc(ccc1O)C[C@H]1CO[C@@H]([C@H]1COC(=O)CC(C)C)c1ccc(c(c1)OC)O NPC252402 (+)-9'-O-(E)-Feruloyl-5,5'-Dimethoxylariciresinol [(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL404050 44448269 C32H36O11 596.23 -1.8422 3.77 2.859 3 3 142.37 21 4 43 1 InChI=1S/C32H36O11/c1-37-24-11-18(6-8-23(24)33)7-9-29(34)42-17-22-21(10-19-12-25(38-2)30(35)26(13-19)39-3)16-43-32(22)20-14-27(40-4)31(36)28(15-20)41-5/h6-9,11-15,21-22,32-33,35-36H,10,16-17H2,1-5H3/b9-7+/t21-,22-,32+/m0/s1 NTYDMYPTASSNQW-XMFFLOPHSA-N COc1cc(cc(c1O)OC)[C@H]1OC[C@@H]([C@@H]1COC(=O)/C=C/c1ccc(c(c1)OC)O)Cc1cc(OC)c(c(c1)OC)O NPC102934 (+)-9'-O-(Z)-Feruloyl-5,5'-Dimethoxylariciresinol [(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL255459 24800017 C32H36O11 596.23 -1.8422 3.77 2.859 3 3 142.37 21 4 43 1 InChI=1S/C32H36O11/c1-37-24-11-18(6-8-23(24)33)7-9-29(34)42-17-22-21(10-19-12-25(38-2)30(35)26(13-19)39-3)16-43-32(22)20-14-27(40-4)31(36)28(15-20)41-5/h6-9,11-15,21-22,32-33,35-36H,10,16-17H2,1-5H3/b9-7-/t21-,22-,32+/m0/s1 NTYDMYPTASSNQW-WHGAHGNWSA-N COc1cc(cc(c1O)OC)[C@H]1OC[C@@H]([C@@H]1COC(=O)/C=C\c1ccc(c(c1)OC)O)Cc1cc(OC)c(c(c1)OC)O NPC225665 (+)-Abscisic Acid (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid CHEMBL288040 5280896 C15H20O4 264.14 1.783 2.67 0.878 4 2 74.6 9 1 19 0 InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-/t15-/m1/s1 JLIDBLDQVAYHNE-YKALOCIXSA-N OC(=O)/C=C(\C=C\[C@@]1(O)C(=CC(=O)CC1(C)C)C)/C NPC279118 (+)-Alpha-Tocopheryl Succinate 4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid CHEMBL81421 20353 C33H54O5 530.4 3.4925 4.54 11.048 3 1 72.83 26 2 38 2 InChI=1S/C33H54O5/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-20-33(8)21-19-28-27(7)31(25(5)26(6)32(28)38-33)37-30(36)18-17-29(34)35/h22-24H,9-21H2,1-8H3,(H,34,35)/t23-,24-,33-/m1/s1 IELOKBJPULMYRW-NJQVLOCASA-N C[C@@H](CCC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)OC(=O)CCC(=O)O)C)CCC[C@@H](CCCC(C)C)C NPC181255 (+)-Anymol (2R)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol CHEMBL477832 1616126 C15H26O 222.2 2.7502 3 4.085 1 1 20.23 9 1 16 0 InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15-/m1/s1 RGZSQWQPBWRIAQ-HUUCEWRRSA-N CC(=CCC[C@]([C@H]1CCC(=CC1)C)(O)C)C NPC153007 (+)-Axillaridine A N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]benzamide CHEMBL335133 3004425 C30H42N2O2 462.32 1.2748 4.32 8.646 4 1 52.9 10 5 34 1 InChI=1S/C30H42N2O2/c1-19(32(4)5)22-13-14-23-21-11-12-25-27(33)26(31-28(34)20-9-7-6-8-10-20)16-18-30(25,3)24(21)15-17-29(22,23)2/h6-10,16,19,21-25H,11-15,17-18H2,1-5H3,(H,31,34)/t19-,21-,22+,23-,24-,25-,29+,30+/m0/s1 ZMAOKPMWBVUQPK-IWDJEAQTSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=C(C2=O)N=C(c1ccccc1)O)C)C NPC283343 (+)-Barringtogenol B [(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4,5,10-trihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (Z)-2-methylbut-2-enoate CHEMBL450240 21633166 C35H56O6 572.41 1.9245 4.65 7.387 6 4 107.22 17 5 41 1 InChI=1S/C35H56O6/c1-10-20(2)29(40)41-28-27(39)35(19-36)22(17-30(28,3)4)21-11-12-24-32(7)15-14-25(37)31(5,6)23(32)13-16-33(24,8)34(21,9)18-26(35)38/h10-11,22-28,36-39H,12-19H2,1-9H3/b20-10-/t22-,23-,24+,25-,26+,27-,28-,32-,33+,34+,35-/m0/s1 SJSCBAFROHXGCX-MAVWQDHUSA-N C/C=C(\C(=O)O[C@H]1[C@H](O)[C@]2(CO)[C@H](O)C[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H](C3(C)C)O)[C@@H]2CC1(C)C)C)/C NPC205797 (+)-Calanolide A CHEMBL267447 64972 C22H26O5 370.18 0.2774 3.33 3.505 2 1 64.99 8 4 27 0 InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12-,18+/m1/s1 NIDRYBLTWYFCFV-FMTVUPSXSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](O)[C@@H]([C@H](O1)C)C NPC241165 (+)-Calanolide B CHEMBL7121 65008 C22H26O5 370.18 0.2774 3.33 3.505 2 1 64.99 8 4 27 0 InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12-,18-/m1/s1 NIDRYBLTWYFCFV-SEDUGSJDSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@H](O)[C@@H]([C@H](O1)C)C NPC142547 (+)-Chicanine 4-[(2S,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL3290511 53360432 C20H22O5 342.15 -0.8029 3.11 3.376 1 1 57.15 7 4 25 0 InChI=1S/C20H22O5/c1-11-12(2)20(14-5-7-16-18(9-14)24-10-23-16)25-19(11)13-4-6-15(21)17(8-13)22-3/h4-9,11-12,19-21H,10H2,1-3H3/t11-,12+,19+,20+/m1/s1 JPDORDSJPIKURD-JJWOIWCPSA-N COc1cc(ccc1O)[C@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc2c(c1)OCO2 NPC32626 (+)-Chicoricacid (2R,3S)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid CHEMBL397730 6450976 C22H18O12 474.08 -2.095 2.56 1.684 8 6 208.12 17 2 34 2 InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20+ YDDGKXBLOXEEMN-XAKUNQSDSA-N O=C(O[C@H]([C@@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC471909 (+)-Cis-(3's,4's)-Diisobutyrylkhellactone [(9S,10S)-8,8-dimethyl-9-(2-methylpropanoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylpropanoate CHEMBL3290962 86298516 C22H26O7 402.17 1.8956 3.11 3.635 5 0 88.13 12 3 29 0 InChI=1S/C22H26O7/c1-11(2)20(24)27-18-16-14(9-7-13-8-10-15(23)26-17(13)16)29-22(5,6)19(18)28-21(25)12(3)4/h7-12,18-19H,1-6H3/t18-,19-/m0/s1 CIVSJMYWHIZNJZ-OALUTQOASA-N O=C(C(C)C)O[C@H]1c2c(ccc3c2oc(=O)cc3)OC([C@H]1OC(=O)C(C)C)(C)C NPC153818 (+)-Cis-Methylkellactone (9R,10R)-9-hydroxy-10-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one CHEMBL463444 44567006 C15H16O5 276.1 0.0971 2.56 1.582 3 1 64.99 5 3 20 0 InChI=1S/C15H16O5/c1-15(2)14(17)13(18-3)11-9(20-15)6-4-8-5-7-10(16)19-12(8)11/h4-7,13-14,17H,1-3H3/t13-,14-/m1/s1 MDDPVXHWOABQJQ-ZIAGYGMSSA-N CO[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1O)(C)C NPC150026 (+)-Conocarpan 4-[(2R,3R)-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol CHEMBL2147421 10999992 C18H18O2 266.13 0.3759 3.22 5.462 0 1 29.46 5 3 20 1 InChI=1S/C18H18O2/c1-3-4-13-5-10-17-16(11-13)12(2)18(20-17)14-6-8-15(19)9-7-14/h3-12,18-19H,1-2H3/b4-3+/t12-,18-/m1/s1 GXJSAHXNLJFDPO-CGBXWHSCSA-N C/C=C/c1ccc2c(c1)[C@@H](C)[C@@H](O2)c1ccc(cc1)O NPC6597 (+)-Curcuphenol 5-methyl-2-[(2S)-6-methylhept-5-en-2-yl]phenol CHEMBL451860 156118 C15H22O 218.17 2.3825 3 5.483 0 1 20.23 9 1 16 1 InChI=1S/C15H22O/c1-11(2)6-5-7-13(4)14-9-8-12(3)10-15(14)16/h6,8-10,13,16H,5,7H2,1-4H3/t13-/m0/s1 BTXSROVNGICYFE-ZDUSSCGKSA-N CC(=CCC[C@@H](c1ccc(cc1O)C)C)C NPC10737 (+)-Dehydrodiconiferyl Alcohol 4-[(2S,3R)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL406378 11824478 C20H22O6 358.14 -1.5041 3 1.561 2 3 88.38 11 3 26 0 InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m0/s1 KUSXBOZNRPQEON-LNFBDUAVSA-N OC/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1ccc(c(c1)OC)O NPC261619 (+)-Epicatechin (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL129482 182232 C15H14O6 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N Oc1cc2O[C@@H](c3ccc(c(c3)O)O)[C@H](Cc2c(c1)O)O NPC9743 (+)-Epitaxifolin (2S,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL9249 443758 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15-/m0/s1 CXQWRCVTCMQVQX-GJZGRUSLSA-N Oc1cc2O[C@@H](c3ccc(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O NPC210674 (+)-Erythro-(7S,8R)-Delta8'-7-Acetoxy-3,4,3',5'-Tetramethoxy-8-O-4'-Neolignan [(1S,2R)-1-(3,4-dimethoxyphenyl)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)propyl] acetate CHEMBL1909927 38347541 C24H30O7 430.2 0.5367 3.33 4.474 2 0 72.45 18 2 31 1 InChI=1S/C24H30O7/c1-8-9-17-12-21(28-6)24(22(13-17)29-7)30-15(2)23(31-16(3)25)18-10-11-19(26-4)20(14-18)27-5/h8,10-15,23H,1,9H2,2-7H3/t15-,23-/m1/s1 SITDJJDXDVFCAP-IQMFZBJNSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)OC)OC(=O)C)C NPC34902 (+)-Eudesmin (3S,3aR,6S,6aR)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan CHEMBL519099 73117 C22H26O6 386.17 -1.2052 3.22 2.722 2 0 55.38 10 4 28 0 InChI=1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m0/s1 PEUUVVGQIVMSAW-RZTYQLBFSA-N COc1cc(ccc1OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)OC)OC NPC129570 (+)-Fragransin A2 4-[(2S,3S,4S,5S)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL3609611 13870571 C20H24O5 344.16 -1.0123 3.11 2.93 1 2 68.15 10 3 25 0 InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12-,19-,20-/m0/s1 GMXMKSFJQLFOSO-HIGYNYDNSA-N COc1cc(ccc1O)[C@H]1O[C@@H]([C@H]([C@@H]1C)C)c1ccc(c(c1)OC)O NPC91820 (+)-Goniobutenolide A (5Z)-5-[(2S,3R)-2,3-dihydroxy-3-phenylpropylidene]furan-2-one CHEMBL3774532 10998863 C13H12O4 232.07 -0.7304 2.45 2.289 4 2 66.76 5 2 17 0 InChI=1S/C13H12O4/c14-11(8-10-6-7-12(15)17-10)13(16)9-4-2-1-3-5-9/h1-8,11,13-14,16H/b10-8-/t11-,13+/m0/s1 XDLSRIVPCBODNQ-RJSMLTLRSA-N O[C@H]([C@@H](c1ccccc1)O)/C=C\1/C=CC(=O)O1 NPC210531 (+)-Goniofufurone (2R,3S,3aR,6aR)-3-hydroxy-2-[(R)-hydroxy(phenyl)methyl]-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one CHEMBL1171386 11096987 C13H14O5 250.08 -1.383 2.34 1.565 5 2 75.99 4 3 18 0 InChI=1S/C13H14O5/c14-9-6-8-12(18-9)11(16)13(17-8)10(15)7-4-2-1-3-5-7/h1-5,8,10-13,15-16H,6H2/t8-,10-,11-,12+,13-/m1/s1 OGSSCWFZICJOMO-ZGYLKHSLSA-N O=C1C[C@@H]2[C@H](O1)[C@H]([C@H](O2)[C@@H](c1ccccc1)O)O NPC170170 (+)-Higenamine (1R)-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL501778 440988 C16H17NO3 271.12 -1.5221 2.78 2.146 1 4 72.72 5 3 20 0 InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2/t14-/m1/s1 WZRCQWQRFZITDX-CQSZACIVSA-N Oc1ccc(cc1)C[C@H]1NCCc2c1cc(O)c(c2)O NPC272619 (+)-Isolariciresinol 3Alpha-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL459617 44560003 C26H34O11 522.21 -3.961 3.11 -0.047 7 7 178.53 17 4 37 1 InChI=1S/C26H34O11/c1-34-19-6-12(3-4-17(19)29)22-15-8-18(30)20(35-2)7-13(15)5-14(9-27)16(22)11-36-26-25(33)24(32)23(31)21(10-28)37-26/h3-4,6-8,14,16,21-33H,5,9-11H2,1-2H3/t14-,16-,21-,22-,23-,24+,25-,26-/m1/s1 AHYOMNWKYGMYMB-PBJGOBETSA-N OC[C@H]1Cc2cc(OC)c(cc2[C@H]([C@@H]1CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)OC)O)O NPC227002 (+)-Isootobaphenol 4-[(5S,6S,7R)-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxol-5-yl]-2-methoxyphenol CHEMBL428239 44447181 C20H22O4 326.15 -0.2283 3.22 5.037 0 1 47.92 6 4 24 1 InChI=1S/C20H22O4/c1-11-6-14-8-18-19(24-10-23-18)9-15(14)20(12(11)2)13-4-5-16(21)17(7-13)22-3/h4-5,7-9,11-12,20-21H,6,10H2,1-3H3/t11-,12+,20+/m1/s1 ZTNZPWXCSNAVLW-JGRMJRGVSA-N COc1cc(ccc1O)[C@@H]1[C@@H](C)[C@H](C)Cc2c1cc1OCOc1c2 NPC206882 (+)-Lariciresinol Dimethyl Ether [(2S,3R,4R)-2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methanol CHEMBL1760590 181325 C22H28O6 388.19 -1.1398 3.22 2.734 2 1 66.38 13 3 28 0 InChI=1S/C22H28O6/c1-24-18-7-5-14(10-20(18)26-3)9-16-13-28-22(17(16)12-23)15-6-8-19(25-2)21(11-15)27-4/h5-8,10-11,16-17,22-23H,9,12-13H2,1-4H3/t16-,17-,22+/m0/s1 AYWPHVUFQNWITL-PNLZDCPESA-N OC[C@H]1[C@H](CO[C@@H]1c1ccc(c(c1)OC)OC)Cc1ccc(c(c1)OC)OC NPC224543 (+)-Lomatin (9R)-9-hydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one CHEMBL503137 759302 C14H14O4 246.09 0.2617 2.56 2.093 2 1 55.76 3 3 18 0 InChI=1S/C14H14O4/c1-14(2)11(15)7-9-10(18-14)5-3-8-4-6-12(16)17-13(8)9/h3-6,11,15H,7H2,1-2H3/t11-/m1/s1 UJSHBYQGQRPVNO-LLVKDONJSA-N O=c1ccc2c(o1)c1C[C@@H](O)C(Oc1cc2)(C)C NPC230124 (+)-Lyoniresinol (6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-ol CHEMBL455365 11711453 C22H28O8 420.18 -2.3177 3 0.173 2 4 117.84 15 3 30 0 InChI=1S/C22H28O8/c1-27-15-7-12(8-16(28-2)20(15)25)18-14(10-24)13(9-23)5-11-6-17(29-3)21(26)22(30-4)19(11)18/h6-8,13-14,18,23-26H,5,9-10H2,1-4H3/t13-,14-,18+/m0/s1 ZDVZKBOFCHOPLM-SUNYJGFJSA-N OC[C@@H]1Cc2cc(OC)c(c(c2[C@@H]([C@H]1CO)c1cc(OC)c(c(c1)OC)O)OC)O NPC11422 (+)-Maackiain CHEMBL445279 161298 C16H12O5 284.07 -1.4161 2.67 1.797 0 1 57.15 1 5 21 0 InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m1/s1 HUKSJTUUSUGIDC-BDJLRTHQSA-N Oc1ccc2c(c1)OC[C@H]1[C@@H]2Oc2c1cc1c(c2)OCO1 NPC82862 (+)-Magnolin (3S,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan CHEMBL519926 169234 C23H28O7 416.18 -1.257 3.22 2.278 2 0 64.61 12 4 30 0 InChI=1S/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22+/m0/s1 MFIHSKBTNZNJIK-RZTYQLBFSA-N COc1cc(ccc1OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)OC NPC70259 (+)-Mahanimbicine 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole CHEMBL2323762 4072580 C23H25NO 331.19 2.7573 3.77 6.343 1 1 25.02 7 4 25 1 InChI=1S/C23H25NO/c1-15(2)6-5-12-23(4)13-11-18-21(25-23)10-8-17-19-14-16(3)7-9-20(19)24-22(17)18/h6-11,13-14,24H,5,12H2,1-4H3 YZBKHDJPIAYXQH-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)ccc1c2[nH]c2c1cc(cc2)C)C NPC47283 (+)-Medicarpin (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol CHEMBL413297 73067 C16H14O4 270.09 -1.1652 2.78 2.314 0 1 47.92 3 4 20 0 InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m1/s1 NSRJSISNDPOJOP-CZUORRHYSA-N COc1ccc2c(c1)O[C@H]1[C@@H]2COc2c1ccc(c2)O NPC126409 (+)-Medioresinol 4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol CHEMBL376507 181681 C21H24O7 388.15 -2.074 3 1.24 2 2 86.61 10 4 28 0 InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21+/m0/s1 VJOBNGRIBLNUKN-BMHXQBNDSA-N COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)O NPC17326 (+)-Miliusane I (1R,5R,8R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-8-methoxy-2-oxaspiro[4.5]decane-3,6-dione CHEMBL381302 11493762 C19H28O5 336.19 1.5324 3 1.593 5 1 72.83 10 2 24 0 InChI=1S/C19H28O5/c1-12(2)6-5-7-13(3)8-17-19(11-18(22)24-17)10-14(20)15(23-4)9-16(19)21/h6,8,14-15,17,20H,5,7,9-11H2,1-4H3/b13-8+/t14-,15+,17+,19-/m0/s1 RNXGMPDMYPADJI-JJRQFJOQSA-N CO[C@@H]1CC(=O)[C@]2(C[C@@H]1O)CC(=O)O[C@@H]2/C=C(/CCC=C(C)C)\C NPC134454 (+)-Miliusane Ii (1R,5R,8S,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-8-methoxy-2-oxaspiro[4.5]decane-3,6-dione CHEMBL425038 11652942 C19H28O5 336.19 1.5324 3 1.593 5 1 72.83 10 2 24 0 InChI=1S/C19H28O5/c1-12(2)6-5-7-13(3)8-17-19(11-18(22)24-17)10-14(20)15(23-4)9-16(19)21/h6,8,14-15,17,20H,5,7,9-11H2,1-4H3/b13-8+/t14-,15-,17+,19-/m0/s1 RNXGMPDMYPADJI-UUZSYRILSA-N CO[C@H]1CC(=O)[C@]2(C[C@@H]1O)CC(=O)O[C@@H]2/C=C(/CCC=C(C)C)\C NPC21302 (+)-Miliusane Iii (1R,5R,8R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-8,9-dihydroxy-2-oxaspiro[4.5]decane-3,6-dione CHEMBL381859 11666935 C18H26O5 322.18 1.1239 2.89 1.503 5 2 83.83 9 2 23 0 InChI=1S/C18H26O5/c1-11(2)5-4-6-12(3)7-16-18(10-17(22)23-16)9-14(20)13(19)8-15(18)21/h5,7,13-14,16,19-20H,4,6,8-10H2,1-3H3/b12-7+/t13-,14+,16-,18+/m1/s1 UPYNJRPEKOAWTJ-LDNVJGTESA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@H](O)[C@@H](CC2=O)O)/CCC=C(C)C NPC11396 (+)-Miliusane Iv (1R,5R,8S,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-8,9-dihydroxy-2-oxaspiro[4.5]decane-3,6-dione CHEMBL383650 11638372 C18H26O5 322.18 1.1239 2.89 1.503 5 2 83.83 9 2 23 0 InChI=1S/C18H26O5/c1-11(2)5-4-6-12(3)7-16-18(10-17(22)23-16)9-14(20)13(19)8-15(18)21/h5,7,13-14,16,19-20H,4,6,8-10H2,1-3H3/b12-7+/t13-,14-,16+,18-/m0/s1 UPYNJRPEKOAWTJ-IIDOJOHISA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@H](O)[C@H](CC2=O)O)/CCC=C(C)C NPC52923 (+)-Miliusane Ix [(1R,5S,6R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-6-hydroxy-3-oxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL380413 11552004 C20H28O5 348.19 2.1998 3.11 3.467 5 1 72.83 11 2 25 0 InChI=1S/C20H28O5/c1-13(2)6-5-7-14(3)10-18-20(12-19(23)25-18)11-16(24-15(4)21)8-9-17(20)22/h6,8-10,16-18,22H,5,7,11-12H2,1-4H3/b14-10+/t16-,17-,18-,20+/m1/s1 NKLDAIQKFGVGAV-ZXSMNVAJSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=C[C@H]2O)OC(=O)C)/CCC=C(C)C NPC207641 (+)-Miliusane Vi [(1R,5R,8R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-8-methoxy-3,6-dioxo-2-oxaspiro[4.5]decan-9-yl] acetate CHEMBL201741 11559903 C21H30O6 378.2 1.9115 3.11 2.333 6 0 78.9 12 2 27 0 InChI=1S/C21H30O6/c1-13(2)7-6-8-14(3)9-19-21(12-20(24)27-19)11-17(26-15(4)22)16(25-5)10-18(21)23/h7,9,16-17,19H,6,8,10-12H2,1-5H3/b14-9+/t16-,17+,19-,21+/m1/s1 YGWPHAWAXUILGD-QZOSWBQSSA-N CO[C@@H]1CC(=O)[C@]2(C[C@@H]1OC(=O)C)CC(=O)O[C@@H]2/C=C(/CCC=C(C)C)\C NPC233437 (+)-Miliusane Vii [(1R,5R,8S,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-8-methoxy-3,6-dioxo-2-oxaspiro[4.5]decan-9-yl] acetate CHEMBL201123 11675276 C21H30O6 378.2 1.9115 3.11 2.333 6 0 78.9 12 2 27 0 InChI=1S/C21H30O6/c1-13(2)7-6-8-14(3)9-19-21(12-20(24)27-19)11-17(26-15(4)22)16(25-5)10-18(21)23/h7,9,16-17,19H,6,8,10-12H2,1-5H3/b14-9+/t16-,17-,19+,21-/m0/s1 YGWPHAWAXUILGD-SEAGZFCKSA-N CO[C@H]1CC(=O)[C@]2(C[C@@H]1OC(=O)C)CC(=O)O[C@@H]2/C=C(/CCC=C(C)C)\C NPC275507 (+)-Miliusane Viii (1R,5R)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione CHEMBL201579 11681021 C18H22O4 302.15 2.0735 3 1.983 4 0 60.44 7 2 22 0 InChI=1S/C18H22O4/c1-12(2)5-4-6-13(3)9-16-18(11-17(21)22-16)10-14(19)7-8-15(18)20/h5,7-9,16H,4,6,10-11H2,1-3H3/b13-9+/t16-,18+/m1/s1 NCOZLBGVSVAXKL-MKPVWWQNSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21CC(=O)C=CC2=O)/CCC=C(C)C NPC214694 (+)-Miliusane X/Xi (1R,5R,9S)-1-[(E)-4-[(2R)-3,3-dimethyloxiran-2-yl]-2-methylbut-1-enyl]-9-hydroxy-2-oxaspiro[4.5]dec-7-ene-3,6-dione CHEMBL383534 44406805 C18H24O5 320.16 0.2507 2.89 0.925 5 1 76.13 8 3 23 0 InChI=1S/C18H24O5/c1-11(4-7-14-17(2,3)23-14)8-15-18(10-16(21)22-15)9-12(19)5-6-13(18)20/h5-6,8,12,14-15,19H,4,7,9-10H2,1-3H3/b11-8+/t12-,14-,15-,18+/m1/s1 GCVCABITQZXKTC-UWCXWJFBSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@H](O)C=CC2=O)/CC[C@H]1OC1(C)C NPC78008 (+)-Miliusane Xii/Xiii [(1R,5R,9S)-1-[(E)-4-[(2R)-3,3-dimethyloxiran-2-yl]-2-methylbut-1-enyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL197594 44406800 C20H26O6 362.17 0.6298 3 1.665 6 0 82.2 10 3 26 0 InChI=1S/C20H26O6/c1-12(5-8-16-19(3,4)26-16)9-17-20(11-18(23)25-17)10-14(24-13(2)21)6-7-15(20)22/h6-7,9,14,16-17H,5,8,10-11H2,1-4H3/b12-9+/t14-,16-,17-,20+/m1/s1 UXCNIXRKYHKHIF-VLADIYONSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=CC2=O)OC(=O)C)/CC[C@H]1OC1(C)C NPC473455 (+)-Miliusane Xiv/Xv [(1R,5R,9S)-1-[(1E)-5-hydroxy-2,6-dimethylhepta-1,6-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL437511 11667673 C20H26O6 362.17 0.8834 3 1.011 6 1 89.9 11 2 26 0 InChI=1S/C20H26O6/c1-12(2)16(22)7-5-13(3)9-18-20(11-19(24)26-18)10-15(25-14(4)21)6-8-17(20)23/h6,8-9,15-16,18,22H,1,5,7,10-11H2,2-4H3/b13-9+/t15-,16?,18-,20+/m1/s1 UPJWEYWAFSPGPI-AASRCKSBSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=CC2=O)OC(=O)C)/CCC(C(=C)C)O NPC155873 (+)-Miliusane Xvi [(1R,5R,9S)-1-[(1E)-2,6-dimethyl-5-oxohepta-1,6-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL381737 11653392 C20H24O6 360.16 1.4531 3 1.068 6 0 86.74 10 2 26 0 InChI=1S/C20H24O6/c1-12(2)16(22)7-5-13(3)9-18-20(11-19(24)26-18)10-15(25-14(4)21)6-8-17(20)23/h6,8-9,15,18H,1,5,7,10-11H2,2-4H3/b13-9+/t15-,18-,20+/m1/s1 LMLJUECRBQYQEU-BIPLCGTOSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=CC2=O)OC(=O)C)/CCC(=O)C(=C)C NPC153570 (+)-Miliusane Xvii [(1R,5R,9S)-1-[(1E,4E)-6-hydroxy-2,6-dimethylhepta-1,4-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL201637 11581316 C20H26O6 362.17 1.3886 3 1.52 6 1 89.9 11 2 26 0 InChI=1S/C20H26O6/c1-13(6-5-9-19(3,4)24)10-17-20(12-18(23)26-17)11-15(25-14(2)21)7-8-16(20)22/h5,7-10,15,17,24H,6,11-12H2,1-4H3/b9-5+,13-10+/t15-,17-,20+/m1/s1 MHMOARXJSCYNTK-NATDQCLFSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=CC2=O)OC(=O)C)/C/C=C/C(O)(C)C NPC219966 (+)-Miliusane Xviii methyl 2-[(1R,5S)-5-hydroxy-1-[(1R,2E)-1-hydroxy-3,7-dimethylocta-2,6-dienyl]-2-oxocyclohex-3-en-1-yl]acetate CHEMBL2448545 44406789 C19H28O5 336.19 1.6029 3 2.186 5 2 83.83 14 1 24 0 InChI=1S/C19H28O5/c1-13(2)6-5-7-14(3)10-17(22)19(12-18(23)24-4)11-15(20)8-9-16(19)21/h6,8-10,15,17,20,22H,5,7,11-12H2,1-4H3/b14-10+/t15-,17-,19+/m1/s1 LRHXPNHCPURRDF-OROLVADBSA-N COC(=O)C[C@]1(C[C@H](O)C=CC1=O)[C@@H](/C=C(/CCC=C(C)C)\C)O NPC163615 (+)-Miliusate [(1R,5R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate CHEMBL440759 44406792 C20H26O5 346.18 2.34 3.11 2.996 5 0 69.67 10 2 25 0 InChI=1S/C20H26O5/c1-13(2)6-5-7-14(3)10-18-20(12-19(23)25-18)11-16(24-15(4)21)8-9-17(20)22/h6,8-10,16,18H,5,7,11-12H2,1-4H3/b14-10+/t16-,18-,20+/m1/s1 PXCPYWFVMWHLIE-KXVBPSPBSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@@H](C=CC2=O)OC(=O)C)/CCC=C(C)C NPC87306 (+)-Miliusol (1R,5R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-2-oxaspiro[4.5]dec-7-ene-3,6-dione CHEMBL382849 11956143 C18H24O4 304.17 1.9609 3 2.256 4 1 63.6 8 2 22 0 InChI=1S/C18H24O4/c1-12(2)5-4-6-13(3)9-16-18(11-17(21)22-16)10-14(19)7-8-15(18)20/h5,7-9,14,16,19H,4,6,10-11H2,1-3H3/b13-9+/t14-,16-,18+/m1/s1 LZYGZWJAFQLDDH-FWDDYHNSSA-N C/C(=C\[C@H]1OC(=O)C[C@@]21C[C@H](O)C=CC2=O)/CCC=C(C)C NPC90150 (+)-Pachysamine B N-[(3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N,3-dimethylbut-2-enamide CHEMBL464782 12313879 C29H50N2O 442.39 2.0132 4.32 8.197 3 0 23.55 13 4 32 1 InChI=1S/C29H50N2O/c1-19(2)17-27(32)31(8)22-13-15-28(4)21(18-22)9-10-23-25-12-11-24(20(3)30(6)7)29(25,5)16-14-26(23)28/h17,20-26H,9-16,18H2,1-8H3/t20-,21-,22+,23-,24+,25-,26-,28-,29+/m0/s1 AMPGFGUJCWGBEW-BXEZMNAOSA-N CC(=CC(=O)N([C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)C)C NPC268763 (+)-Pentazocine CHEMBL60542 12259685 C19H27NO 285.21 1.8055 3.33 4.091 1 1 23.47 7 3 21 0 InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m1/s1 VOKSWYLNZZRQPF-CCKFTAQKSA-N CC(=CCN1CC[C@]2([C@@H]([C@@H]1Cc1c2cc(cc1)O)C)C)C NPC40432 (+)-Pinoresinol 4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol CHEMBL267963 12309636 C20H22O6 358.14 -2.0222 3 1.684 2 2 77.38 8 4 26 0 InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1 HGXBRUKMWQGOIE-NSMLZSOPSA-N COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc(c(c1)OC)O NPC283331 (+)-Rutamarin 2-[(2S)-6-(2-methylbut-3-en-2-yl)-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl acetate CHEMBL3577084 442148 C21H24O5 356.16 2.1736 3.22 5.216 3 0 61.83 10 3 26 1 InChI=1S/C21H24O5/c1-7-20(3,4)15-9-13-8-14-10-18(21(5,6)26-12(2)22)24-16(14)11-17(13)25-19(15)23/h7-9,11,18H,1,10H2,2-6H3/t18-/m0/s1 AWMHMGFGCLBSAY-SFHVURJKSA-N C=CC(c1cc2cc3C[C@H](Oc3cc2oc1=O)C(OC(=O)C)(C)C)(C)C NPC85488 (+)-Secoisolariciresinol (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol CHEMBL368347 65373 C20H26O6 362.17 -1.8914 3 1.708 2 4 99.38 15 2 26 0 InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1 PUETUDUXMCLALY-HOTGVXAUSA-N OC[C@@H]([C@@H](Cc1ccc(c(c1)OC)O)CO)Cc1ccc(c(c1)OC)O NPC113680 (+)-Secoisolariciresinoldiglucoside (2R,3R,4S,5S,6R)-2-[(2S,3S)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2391148 72189390 C32H46O16 686.28 -5.3852 3.22 -0.508 12 10 257.68 27 4 48 3 InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23-,24-,25-,26-,27+,28+,29-,30-,31-,32-/m1/s1 SBVBJPHMDABKJV-NNSPVXBOSA-N OC[C@H]1O[C@@H](OC[C@H]([C@H](Cc2ccc(c(c2)OC)O)CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)Cc2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC87725 (+)-Simulanol 4-[(2S,3R)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenol CHEMBL1761711 52918181 C21H24O7 388.15 -1.5559 3 1.117 2 3 97.61 13 3 28 0 InChI=1S/C21H24O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h4-5,7-10,15,20,22-24H,6,11H2,1-3H3/b5-4+/t15-,20+/m0/s1 SGRRPSBKBJVKJE-BMSLLPBFSA-N OC/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1cc(OC)c(c(c1)OC)O NPC473962 (+)-Spiropachysine (3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2',10,13-trimethylspiro[1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,3'-isoindole]-1'-one CHEMBL456512 209254 C31H46N2O 462.36 0.6796 4.54 9.327 3 0 23.55 8 6 34 1 InChI=1S/C31H46N2O/c1-20(32(4)5)24-13-14-25-22-12-11-21-19-31(27-10-8-7-9-23(27)28(34)33(31)6)18-17-29(21,2)26(22)15-16-30(24,25)3/h7-10,20-22,24-26H,11-19H2,1-6H3/t20-,21-,22-,24+,25-,26-,29-,30+,31+/m0/s1 SLGWGPQWJRVPAD-PZOAWPBASA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@]1(C2)N(C)C(=O)c2c1cccc2)C)C NPC2413 (+)-Stepholidine (13aR)-3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol CHEMBL2334890 12442999 C19H21NO4 327.15 -0.7202 3 1.51 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m1/s1 JKPISQIIWUONPB-OAHLLOKOSA-N COc1cc2CCN3[C@@H](c2cc1O)Cc1c(C3)c(OC)c(cc1)O NPC246162 (+)-Taxifolin (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL66 439533 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1 CXQWRCVTCMQVQX-LSDHHAIUSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O NPC471286 (+)-Tephrosone (E)-1-[(1R,3aS,8bR)-1,8-dihydroxy-2,2-dimethyl-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-7-yl]-3-phenylprop-2-en-1-one CHEMBL2408954 73352153 C21H20O5 352.13 -0.7617 3.22 4.991 3 2 75.99 7 4 26 0 InChI=1S/C21H20O5/c1-21(2)19(24)17-16-15(25-20(17)26-21)11-9-13(18(16)23)14(22)10-8-12-6-4-3-5-7-12/h3-11,17,19-20,23-24H,1-2H3/b10-8+/t17-,19-,20+/m1/s1 BIKNREOOENVYGF-DJEMMMCISA-N O[C@@H]1[C@@H]2[C@H](OC1(C)C)Oc1c2c(O)c(cc1)C(=O)/C=C/c1ccccc1 NPC82920 (+)-Usnic Acid (9bR)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzofuran-1-one CHEMBL367881 478125 C18H16O7 344.09 -1.202 2.67 0.819 4 3 121.13 9 3 25 0 InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3/t18-/m0/s1 WEYVVCKOOFYHRW-SFHVURJKSA-N CC(=O)C1=C(O)C=C2[C@@](C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O NPC215451 (+)-Ventiloquinone L Methyl Ether (1R,3S)-7,9-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione CHEMBL594259 11822781 C17H18O5 302.12 -0.6445 2.78 1.1 3 0 61.83 6 3 22 0 InChI=1S/C17H18O5/c1-8-5-11-14(9(2)22-8)17(19)15-12(16(11)18)6-10(20-3)7-13(15)21-4/h6-9H,5H2,1-4H3/t8-,9+/m0/s1 ZFNNECVFPZCUIB-DTWKUNHWSA-N COc1cc(OC)c2c(c1)C(=O)C1=C(C2=O)[C@@H](C)O[C@H](C1)C NPC6702 (+)-Vitisin C 5-[(2S,3S)-4-[(E)-2-[(2R,3S)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol CHEMBL442911 16145527 C56H42O12 906.27 -4.6811 6.3 9.22 0 9 209.76 17 11 68 2 InChI=1S/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,50-52,54-65H/b3-1+/t50-,51-,52+,54+,55+,56-/m0/s1 WZKKRZSJTLGPHH-WHSOPTDBSA-N Oc1ccc(cc1)[C@@H]1Oc2c([C@@H]1c1cc(O)cc3c1[C@H](c1cc(O)cc(c1)O)[C@H](O3)c1ccc(cc1)O)cc(cc2)/C=C/c1cc(O)cc2c1[C@H](c1cc(O)cc(c1)O)[C@H](O2)c1ccc(cc1)O NPC54321 (+)-Yangambin (3S,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan CHEMBL454592 443028 C24H30O8 446.19 -1.3088 3.22 1.834 2 0 73.84 14 4 32 0 InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3/t15-,16-,21+,22+/m0/s1 HRLFUIXSXUASEX-RZTYQLBFSA-N COc1cc(cc(c1OC)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)OC NPC110699 (+/-)-1,4-O-Diferuloyl-Secoisolariciresionol [(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxybutyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL447988 10439806 C40H42O12 714.27 -1.455 4.54 5.81 4 4 170.44 27 4 52 2 InChI=1S/C40H42O12/c1-47-35-19-25(5-11-31(35)41)9-15-39(45)51-23-29(17-27-7-13-33(43)37(21-27)49-3)30(18-28-8-14-34(44)38(22-28)50-4)24-52-40(46)16-10-26-6-12-32(42)36(20-26)48-2/h5-16,19-22,29-30,41-44H,17-18,23-24H2,1-4H3/b15-9+,16-10+/t29-,30-/m0/s1 MOFDLYLEJWQRHD-KYHQCPCQSA-N COc1cc(ccc1O)C[C@H]([C@@H](Cc1ccc(c(c1)OC)O)COC(=O)/C=C/c1ccc(c(c1)OC)O)COC(=O)/C=C/c1ccc(c(c1)OC)O NPC316769 (+/-)-1-[2,4-Dihydroxy-3-(3-Hydroxy-2-Methoxy-3-Methylbutyl)-6-Methoxyphenyl]-3-(4-Hydroxyphenyl)Propenone (E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL481442 11258152 C22H26O7 402.17 -1.2414 3.11 2.382 3 4 116.45 16 2 29 0 InChI=1S/C22H26O7/c1-22(2,29-4)19(26)11-15-17(25)12-18(28-3)20(21(15)27)16(24)10-7-13-5-8-14(23)9-6-13/h5-10,12,19,23,25-27H,11H2,1-4H3/b10-7+ YXGBQKBRCDLZMP-JXMROGBWSA-N COC(C(Cc1c(O)cc(c(c1O)C(=O)/C=C/c1ccc(cc1)O)OC)O)(C)C NPC470550 (+/-)-2-(2-Oxoindolin-3-Yl)Acetamide 2-(2-oxo-1,3-dihydroindol-3-yl)acetamide CHEMBL2063292 60156064 C10H10N2O2 190.07 -0.2731 2.12 1.965 4 3 76.67 4 2 14 0 InChI=1S/C10H10N2O2/c11-9(13)5-7-6-3-1-2-4-8(6)12-10(7)14/h1-4,7H,5H2,(H2,11,13)(H,12,14) YLXMGRTUPUJSOT-UHFFFAOYSA-N OC(=N)CC1C(=Nc2c1cccc2)O NPC476254 (+/-)-3''-Hydroxy-Delta(4'',5'')-Cannabichromene 2-(3-hydroxy-4-methylpent-4-enyl)-2-methyl-7-pentylchromen-5-ol CHEMBL558682 44139613 C21H30O3 330.22 -0.1315 3.44 5.022 1 2 49.69 13 2 24 1 InChI=1S/C21H30O3/c1-5-6-7-8-16-13-19(23)17-9-11-21(4,24-20(17)14-16)12-10-18(22)15(2)3/h9,11,13-14,18,22-23H,2,5-8,10,12H2,1,3-4H3 IDJFUDPWCZNLTI-UHFFFAOYSA-N CCCCCc1cc2OC(C)(CCC(C(=C)C)O)C=Cc2c(c1)O NPC476171 (+/-)-4-Acetoxycannabichromene [5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-8-yl] acetate CHEMBL550550 44139609 C23H32O4 372.23 1.2439 3.55 6.151 1 1 55.76 15 2 27 1 InChI=1S/C23H32O4/c1-6-7-8-11-18-15-20(25)19-12-14-23(5,13-9-10-16(2)3)27-22(19)21(18)26-17(4)24/h10,12,14-15,25H,6-9,11,13H2,1-5H3 ZIPSGGAAGYQIFR-UHFFFAOYSA-N CCCCCc1cc(O)c2c(c1OC(=O)C)OC(C=C2)(C)CCC=C(C)C NPC253883 (+/-)-Antofine 2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine CHEMBL244969 5316514 C23H25NO3 363.18 -0.683 3.55 3.45 1 0 30.93 6 5 27 0 InChI=1S/C23H25NO3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3 NCVWJDISIZHFQS-UHFFFAOYSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2CN2CCCC2C1)OC NPC474444 (+/-)-Balanophonin (E)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal CHEMBL468666 14274764 C20H20O6 356.13 -1.3545 3 1.738 2 2 85.22 10 3 26 0 InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+ GWCSSLSMGCFIFR-ONEGZZNKSA-N O=C/C=C/c1cc2c(c(c1)OC)OC(C2CO)c1ccc(c(c1)OC)O NPC328102 (+/-)-Furowanin B 3-(3,4-dihydroxyphenyl)-5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one CHEMBL491885 11655056 C25H26O7 438.17 -0.1785 3.44 3.009 2 4 116.45 12 4 32 0 InChI=1S/C25H26O7/c1-12(2)5-7-14-21(28)20-22(29)16(13-6-8-17(26)18(27)9-13)11-31-24(20)15-10-19(25(3,4)30)32-23(14)15/h5-6,8-9,11,19,26-28,30H,7,10H2,1-4H3 YOKJEIDBLPWOSL-UHFFFAOYSA-N CC(=CCc1c2OC(Cc2c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C(O)(C)C)C NPC76372 (+/-)Galabranin 5,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one CHEMBL488888 3144815 C20H20O4 324.14 0.5233 3.22 3.963 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3 DAWSYIQAGQMLFS-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1OC(CC2=O)c1ccccc1)O)C NPC324436 (+/-)Leachianone G 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL1783937 11810419 C20H20O6 356.13 -0.3973 3 1.404 1 4 107.22 9 3 26 0 InChI=1S/C20H20O6/c1-10(2)3-5-13-15(23)8-16(24)19-17(25)9-18(26-20(13)19)12-6-4-11(21)7-14(12)22/h3-4,6-8,18,21-24H,5,9H2,1-2H3 VBOYLFNGTSLAAZ-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1OC(CC2=O)c1ccc(cc1O)O)O)C NPC324233 (+/-)-Millewanin H 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL523654 11597321 C25H26O7 438.17 0.0751 3.44 2.355 2 5 127.45 14 3 32 0 InChI=1S/C25H26O7/c1-12(2)5-7-15-22(29)16(10-19(27)13(3)4)25-21(23(15)30)24(31)17(11-32-25)14-6-8-18(26)20(28)9-14/h5-6,8-9,11,19,26-30H,3,7,10H2,1-2,4H3 RZHIZFURFGRHHQ-UHFFFAOYSA-N CC(=CCc1c(O)c(CC(C(=C)C)O)c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C NPC45124 (+/-)-Moracin P 5-(6-hydroxy-7,7-dimethyl-5,6-dihydrofuro[3,2-g]chromen-2-yl)benzene-1,3-diol CHEMBL380456 14539884 C19H18O5 326.12 -1.083 3 2.456 1 3 83.06 6 4 24 0 InChI=1S/C19H18O5/c1-19(2)18(22)7-11-3-10-6-15(23-16(10)9-17(11)24-19)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-22H,7H2,1-2H3 QFUCSEIKNTUPPA-UHFFFAOYSA-N Oc1cc(O)cc(c1)c1oc2c(c1)cc1c(c2)OC(C(C1)O)(C)C NPC48564 (+/-)Nicotine 3-(1-methylpyrrolidin-2-yl)pyridine CHEMBL440464 942 C10H14N2 162.12 -0.4993 2.34 1.485 2 0 16.13 2 2 12 0 InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3 SNICXCGAKADSCV-UHFFFAOYSA-N CN1CCCC1c1cccnc1 NPC326316 (+/-)-Nuciferine 1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL2414990 3108374 C19H21NO2 295.16 0.2911 3.22 3.969 1 0 21.7 5 4 22 0 InChI=1S/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3 ORJVQPIHKOARKV-UHFFFAOYSA-N COc1cc2CCN(C3c2c(c1OC)c1ccccc1C3)C NPC49173 (1' R,5' R)-5-(5-Carboxymethyl-2-Oxocyclopentyl)-3 Z-Pentenylbeta-D-(6-O-Galloyl)Glucopyranoside 2-[(1R,2R)-3-oxo-2-[(Z)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]oxypent-2-enyl]cyclopentyl]acetic acid CHEMBL463850 24879474 C25H32O13 540.18 -3.5943 2.78 -0.662 10 7 220.51 19 3 38 2 InChI=1S/C25H32O13/c26-15-6-5-12(10-19(29)30)14(15)4-2-1-3-7-36-25-23(34)22(33)21(32)18(38-25)11-37-24(35)13-8-16(27)20(31)17(28)9-13/h1-2,8-9,12,14,18,21-23,25,27-28,31-34H,3-7,10-11H2,(H,29,30)/b2-1-/t12-,14-,18-,21-,22+,23-,25-/m1/s1 YNGJOPKAULIOQY-QUZKLYMESA-N OC(=O)C[C@H]1CCC(=O)[C@@H]1C/C=C\CCO[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC177281 (10-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl) 3-Methylbutanoate (10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbutanoate CHEMBL1302867 2841560 C21H24O7 388.15 1.0446 3 3.873 5 0 88.13 11 3 28 0 InChI=1S/C21H24O7/c1-11(2)10-16(24)27-20-19(25-12(3)22)17-14(28-21(20,4)5)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3 ALKTVPFKDYZFGA-UHFFFAOYSA-N CC(CC(=O)OC1C(OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)C NPC475055 (11Bs)-7,11-Dihydroxy-3,4,9,11B-Tetramethyl-1,2,8,9-Tetrahydronaphtho[2,1-F][1]Benzofuran-6-One (11bS)-7,11-dihydroxy-3,4,9,11b-tetramethyl-1,2,8,9-tetrahydronaphtho[2,1-f][1]benzofuran-6-one CHEMBL494641 44577053 C20H22O4 326.15 0.6479 3.22 2.147 1 2 66.76 6 4 24 0 InChI=1S/C20H22O4/c1-9-5-6-20(4)13(11(9)3)8-14(21)15-16(20)18(23)19-12(17(15)22)7-10(2)24-19/h8,10,22-23H,5-7H2,1-4H3/t10?,20-/m0/s1 IQGPVLVWUUPQMQ-IEOXRBHFSA-N CC1Cc2c(O1)c(O)c1c(c2O)C(=O)C=C2[C@]1(C)CCC(=C2C)C NPC215030 (11S)-10Alpha-Hydroxy-3-Oxo-4Betah-Guaiano-12,6Alpha-Lactone (3S,3aS,6R,6aR,9S,9aR,9bS)-6-hydroxy-3,6,9-trimethyl-3a,4,5,6a,7,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2,8-dione CHEMBL465422 11311642 C15H22O4 266.15 -0.4937 2.67 0.856 4 1 63.6 4 3 19 0 InChI=1S/C15H22O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h7-10,12-13,18H,4-6H2,1-3H3/t7-,8+,9-,10+,12-,13-,15+/m0/s1 HWMHVPGJPQEKFZ-IGRWEYARSA-N C[C@@H]1C(=O)C[C@@H]2[C@H]1[C@H]1OC(=O)[C@H]([C@@H]1CC[C@@]2(C)O)C NPC32922 (11S)-10Alpha-Hydroxy-3-Oxoguaia-4-Eno-12,6Alpha-Lactone (3S,3aS,6R,6aR,9bS)-6-hydroxy-3,6,9-trimethyl-3a,4,5,6a,7,9b-hexahydro-3H-azuleno[4,5-b]furan-2,8-dione CHEMBL516875 14263690 C15H20O4 264.14 0.508 2.67 0.341 4 1 63.6 4 3 19 0 InChI=1S/C15H20O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h7,9-10,13,18H,4-6H2,1-3H3/t7-,9-,10+,13-,15+/m0/s1 FUKGETHUQZLZRJ-YIUCUBBLSA-N C[C@@H]1C(=O)O[C@H]2[C@H]1CC[C@@]([C@H]1C2=C(C)C(=O)C1)(C)O NPC6095 (11Z,14Z)-Icosa-11,14-Dienoic Acid (11Z,14Z)-icosa-11,14-dienoic acid CHEMBL464983 6439848 C20H36O2 308.27 -1.5245 3.44 9.003 2 1 37.3 18 0 22 2 InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9- XSXIVVZCUAHUJO-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)O NPC88966 (11Z,14Z,17Z)-Icosa-11,14,17-Trienoic Acid (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid CHEMBL453991 5312529 C20H34O2 306.26 -0.6739 3.44 8.676 2 1 37.3 17 0 22 2 InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9- AHANXAKGNAKFSK-PDBXOOCHSA-N CC/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)O NPC249797 (13Ar)-3,10-Dimethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinoline-2,9-Diol (13aR)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol CHEMBL1395394 1152279 C19H21NO4 327.15 -0.7202 3 1.51 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m1/s1 KNWVMRVOBAFFMH-OAHLLOKOSA-N COc1cc2CCN3[C@@H](c2cc1O)Cc1c(C3)c(O)c(cc1)OC NPC318552 (13S)-3-Hydroxy-13-Methyl-7,8,9,11,12,14,15,16-Octahydro-6H-Cyclopenta[A]Phenanthren-17-One (13S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one CHEMBL32152 6710658 C18H22O2 270.16 0.0998 3.22 4.039 1 1 37.3 2 4 20 0 InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14?,15?,16?,18-/m0/s1 DNXHEGUUPJUMQT-GUZDXLFXSA-N Oc1ccc2c(c1)CCC1C2CC[C@]2(C1CCC2=O)C NPC179261 (14Beta-Hydroxybufa-4,20,22-Trienolide-3Beta-O-{Alpha-L-Rhamnopyranosyl-[(1->4)-Beta-D-Glucopyranosyl]-(1->3)-Alpha-L-Rhamnopyranoside}) 5-[(3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one CHEMBL2375662 202218 C42H62O17 838.4 -4.2085 4.21 0.35 17 9 263.75 21 8 59 2 InChI=1S/C42H62O17/c1-18-28(45)30(47)32(49)37(54-18)59-36-34(51)39(55-19(2)35(36)58-38-33(50)31(48)29(46)26(16-43)57-38)56-22-9-12-40(3)21(15-22)6-7-25-24(40)10-13-41(4)23(11-14-42(25,41)52)20-5-8-27(44)53-17-20/h5,8,15,17-19,22-26,28-39,43,45-52H,6-7,9-14,16H2,1-4H3/t18-,19-,22-,23+,24-,25+,26+,28-,29+,30+,31-,32+,33+,34+,35-,36-,37-,38-,39-,40-,41+,42-/m0/s1 VZARJLMRDRMOAU-FYEZBVCASA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O[C@H]2CC[C@]3(C(=C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC124289 (1Alpha,4Alpha,5Beta,10Beta)-4,5-Dihydroxy-7(11)-Guaien-8-One (3R,3aS,8S,8aR)-3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one CHEMBL2332880 24834047 C15H24O3 252.17 0.7404 2.78 1.151 3 2 57.53 6 2 18 0 InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12+,14-,15+/m1/s1 TXIKNNOOLCGADE-OSRDXIQISA-N CC(=C1C[C@H]2[C@H]([C@@](CC1=O)(C)O)CC[C@@]2(C)O)C NPC185547 (1As,1Bs,3R,4S,5As,6As)-3-(1-Hydroxy-1-Methyl-Ethyl)-1A,5A-Dimethyl-Decahydro-Cyclopropa[A]Inden-4-Ol (1aS,1bS,3R,4S,5aS,6aS)-3-(2-hydroxypropan-2-yl)-1a,5a-dimethyl-1,1b,2,3,4,5,6,6a-octahydrocyclopropa[a]inden-4-ol CHEMBL1956944 57396552 C15H26O2 238.19 0.1916 2.89 4.364 2 2 40.46 7 3 17 0 InChI=1S/C15H26O2/c1-13(2,17)10-5-12-14(3,8-11(10)16)6-9-7-15(9,12)4/h9-12,16-17H,5-8H2,1-4H3/t9-,10-,11+,12+,14+,15+/m1/s1 QRDWGAFJTAQHKE-QIWTVSAUSA-N O[C@H]1C[C@]2(C)C[C@H]3[C@@]([C@H]2C[C@H]1C(O)(C)C)(C3)C NPC128608 (1As,1Bs,3S,5As,6As)-3-(1-Hydroxy-1-Methyl-Ethyl)-1A,5A-Dimethyl-Octahydro-Cyclopropa[A]Inden-4-One (1aS,1bS,3S,5aS,6aS)-3-(2-hydroxypropan-2-yl)-1a,5a-dimethyl-1b,2,3,5,6,6a-hexahydro-1H-cyclopropa[a]inden-4-one CHEMBL1956945 57398335 C15H24O2 236.18 0.5723 2.89 3.951 2 1 37.3 6 3 17 0 InChI=1S/C15H24O2/c1-13(2,17)10-5-12-14(3,8-11(10)16)6-9-7-15(9,12)4/h9-10,12,17H,5-8H2,1-4H3/t9-,10-,12+,14+,15+/m1/s1 ZUTBZJSJTAUXPB-SLFYDOTPSA-N O=C1C[C@]2(C)C[C@H]3[C@@]([C@H]2C[C@H]1C(O)(C)C)(C3)C NPC130193 (1E,4Z,6E)-5-Hydroxy-1,7-Bis(4-Hydroxyphenyl)Hepta-1,4,6-Trien-3-One (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one CHEMBL131770 5324473 C19H16O4 308.1 -0.5575 3.11 4.265 2 3 77.76 8 2 23 0 InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-13,20-22H/b11-5+,12-6+,18-13- YXAKCQIIROBKOP-HSSGTREWSA-N O/C(=C\C(=O)/C=C/c1ccc(cc1)O)/C=C/c1ccc(cc1)O NPC160900 (1E,6E)-1,7-Bis(4-Hydroxy-3-Methoxyphenyl)Hepta-1,6-Diene-3,5-Dione (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL140 969516 C21H20O6 368.13 -0.7948 3.11 2.847 2 2 93.06 12 2 27 0 InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+ VFLDPWHFBUODDF-FCXRPNKRSA-N COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O NPC292758 (1R)-2-[(2R,6R)-6-[(2S)-2-Hydroxy-2-Phenylethyl]-1-Methylpiperidin-2-Yl]-1-Phenylethanol (1R)-2-[(2R,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol CHEMBL1473116 6604328 C22H29NO2 339.22 -2.4467 3.55 6.189 3 2 43.7 9 3 25 1 InChI=1S/C22H29NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-22,24-25H,8,13-16H2,1H3/t19-,20-,21-,22+/m1/s1 OWGJQNXIWMMDTH-YSFYHYPLSA-N O[C@H](c1ccccc1)C[C@H]1CCC[C@@H](N1C)C[C@H](c1ccccc1)O NPC65855 (1R)-2-[(2R,6S)-6-[(2S)-2-Hydroxy-2-Phenylethyl]-1-Methylpiperidin-2-Yl]-1-Phenylethanol (1R)-2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol CHEMBL122676 442646 C22H29NO2 339.22 -2.4467 3.55 6.189 3 2 43.7 9 3 25 1 InChI=1S/C22H29NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-22,24-25H,8,13-16H2,1H3/t19-,20+,21-,22+ OWGJQNXIWMMDTH-COPRSSIGSA-N O[C@H](c1ccccc1)C[C@@H]1CCC[C@@H](N1C)C[C@H](c1ccccc1)O NPC194326 (1'r)-Candenatenin B (4R)-4-hydroxy-4-[(E)-3-phenylprop-2-enyl]cyclohex-2-en-1-one CHEMBL1078028 44254876 C15H16O2 228.12 0.1727 2.89 4.194 2 1 37.3 4 2 17 0 InChI=1S/C15H16O2/c16-14-8-11-15(17,12-9-14)10-4-7-13-5-2-1-3-6-13/h1-8,11,17H,9-10,12H2/b7-4+/t15-/m1/s1 MNSSTBQBMIUDKC-NFBGWVBBSA-N O=C1CC[C@@](C=C1)(O)C/C=C/c1ccccc1 NPC114144 (1'r)-Candenatenin C (4R)-4-hydroxy-4-[(E)-3-(2-methoxyphenyl)prop-2-enyl]cyclohex-2-en-1-one CHEMBL1078119 44254877 C16H18O3 258.13 0.1209 2.89 2.484 2 1 46.53 6 2 19 0 InChI=1S/C16H18O3/c1-19-15-7-3-2-5-13(15)6-4-10-16(18)11-8-14(17)9-12-16/h2-8,11,18H,9-10,12H2,1H3/b6-4+/t16-/m1/s1 WJIWNOUBPSGZMZ-MQDFFIGUSA-N COc1ccccc1/C=C/C[C@]1(O)CCC(=O)C=C1 NPC212207 (1R,10S)-10-Hydroxy-1,6,6-Trimethyl-10-(2-Oxopropyl)-1,2,6,7,8,9-Hexahydrophenanthro[1,2-B]Furan-11(10H)-One (1R,10S)-10-hydroxy-1,6,6-trimethyl-10-(2-oxopropyl)-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-11-one CHEMBL2261307 3083515 C22H26O4 354.18 -0.6608 3.44 4.776 4 1 63.6 7 4 26 0 InChI=1S/C22H26O4/c1-12-11-26-19-15-7-8-16-14(6-5-9-21(16,3)4)18(15)22(25,10-13(2)23)20(24)17(12)19/h7-8,12,25H,5-6,9-11H2,1-4H3/t12-,22-/m0/s1 KZLPKGGMSDHTRS-YTEVENLXSA-N CC(=O)C[C@@]1(O)C(=O)C2=C(c3c1c1CCCC(c1cc3)(C)C)OC[C@@H]2C NPC309056 (1R,10S)-10-Hydroxy-1,6-Dimethyl-10-(2-Oxopropyl)-1,2-Dihydronaphtho[1,2-G][1]Benzofuran-11-One (1R,10S)-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-1,2-dihydronaphtho[1,2-g][1]benzofuran-11-one CHEMBL2261306 3083514 C21H20O4 336.14 -0.7698 3.33 4.417 4 1 63.6 6 4 25 0 InChI=1S/C21H20O4/c1-11-5-4-6-15-14(11)7-8-16-18(15)21(24,9-13(3)22)20(23)17-12(2)10-25-19(16)17/h4-8,12,24H,9-10H2,1-3H3/t12-,21-/m0/s1 WQYKPUPMMFGHQW-QKVFXAPYSA-N CC(=O)C[C@@]1(O)C(=O)C2=C(c3c1c1cccc(c1cc3)C)OC[C@@H]2C NPC135961 (1'r,2'r)-4-O-Methylguaiacyl Glycerol (1R,2R)-1-(3,4-dimethoxyphenyl)propane-1,2,3-triol CHEMBL2011543 11042473 C11H16O5 228.1 -1.5737 2.12 -0.456 3 3 79.15 10 1 16 0 InChI=1S/C11H16O5/c1-15-9-4-3-7(5-10(9)16-2)11(14)8(13)6-12/h3-5,8,11-14H,6H2,1-2H3/t8-,11-/m1/s1 NHELEQGRSPWRNT-LDYMZIIASA-N OC[C@H]([C@@H](c1ccc(c(c1)OC)OC)O)O NPC294883 (1R,2R,3R,7S,8R)-3-(Hydroxymethyl)-2,3,5,6,7,8-Hexahydro-1H-Pyrrolizine-1,2,7-Triol (1R,2R,3R,7S,8R)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol CHEMBL2219815 442628 C8H15NO4 189.1 -2.3448 1.79 -1.792 5 4 84.16 5 2 13 0 InChI=1S/C8H15NO4/c10-3-4-7(12)8(13)6-5(11)1-2-9(4)6/h4-8,10-13H,1-3H2/t4-,5+,6-,7-,8-/m1/s1 AIQMLBKBQCVDEY-OZRXBMAMSA-N OC[C@@H]1[C@@H](O)[C@@H]([C@@H]2N1CC[C@@H]2O)O NPC101307 (1R,2R,4As,8As)-1-[(3S)-3-Hydroxy-3-Methylpent-4-Enyl]-2,5,5,8A-Tetramethyl-3,4,4A,6,7,8-Hexahydro-1H-Naphthalen-2-Ol (1R,2R,4aS,8aS)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol CHEMBL464176 7093249 C20H36O2 308.27 1.9765 3.44 5.989 2 2 40.46 11 2 22 1 InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18+,19-,20+/m0/s1 XVULBTBTFGYVRC-GRLGQGAKSA-N C=C[C@](CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)(O)C NPC201048 (1R,2R,4As,8As)-1-[(E)-5-Hydroxy-3-Methylpent-3-Enyl]-2,5,5,8A-Tetramethyl-3,4,4A,6,7,8-Hexahydro-1H-Naphthalen-2-Ol (1R,2R,4aS,8aS)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol CHEMBL1644112 5471228 C20H36O2 308.27 1.847 3.44 5.834 2 2 40.46 11 2 22 1 InChI=1S/C20H36O2/c1-15(10-14-21)7-8-17-19(4)12-6-11-18(2,3)16(19)9-13-20(17,5)22/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16-,17+,19-,20+/m0/s1 LEOHDQKUMQKLMP-NUKBDRAPSA-N OC/C=C(/CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)\C NPC181969 (1R,2S)-1-(4-Hydroxy-3-Methoxyphenyl)Propane-1,2-Diol (1R,2S)-1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol CHEMBL1682391 53320292 C10H14O4 198.09 -1.4822 2.12 0.157 2 3 69.92 8 1 14 0 InChI=1S/C10H14O4/c1-6(11)10(13)7-3-4-8(12)9(5-7)14-2/h3-6,10-13H,1-2H3/t6-,10-/m0/s1 PZKYCBMLUGVAGH-WKEGUHRASA-N COc1cc(ccc1O)[C@H]([C@@H](O)C)O NPC222327 (1R,2S)-2-[(S)-Amino(Carboxy)Methyl]Cyclopropane-1-Carboxylic Acid (1R,2S)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid CHEMBL285369 5310957 C6H9NO4 159.05 -1.775 1.57 -3.457 5 3 100.62 6 1 11 0 InChI=1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)/t2-,3+,4-/m0/s1 GZOVEPYOCJWRFC-NUNKFHFFSA-N N[C@@H]([C@H]1C[C@H]1C(=O)O)C(=O)O NPC158623 (1'r,2's)-Candenatenin D (3S,4R)-4-hydroxy-3-methoxy-4-[(E)-3-phenylprop-2-enyl]cyclohexan-1-one CHEMBL1080237 44254878 C16H20O3 260.14 -0.2558 2.89 3.838 3 1 46.53 6 2 19 0 InChI=1S/C16H20O3/c1-19-15-12-14(17)9-11-16(15,18)10-5-8-13-6-3-2-4-7-13/h2-8,15,18H,9-12H2,1H3/b8-5+/t15-,16-/m0/s1 KFMVODFIRJNHQI-TWZSPHTKSA-N CO[C@H]1CC(=O)CC[C@@]1(O)C/C=C/c1ccccc1 NPC290515 (1R,2S)-Phenylpropanolamine (1R,2S)-2-amino-1-phenylpropan-1-ol CHEMBL136560 10297 C9H13NO 151.1 -1.2597 2.23 2.13 2 2 46.25 5 1 11 0 InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1 DLNKOYKMWOXYQA-CBAPKCEASA-N O[C@H](c1ccccc1)[C@@H](N)C NPC255566 (1R,2S,5R,6R)-5'-O-Methylpluviatilol 4-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol CHEMBL2011538 57404419 C21H22O7 386.14 -1.8646 3 1.686 2 1 75.61 7 5 28 0 InChI=1S/C21H22O7/c1-23-17-6-12(7-18(24-2)19(17)22)21-14-9-25-20(13(14)8-26-21)11-3-4-15-16(5-11)28-10-27-15/h3-7,13-14,20-22H,8-10H2,1-2H3/t13-,14-,20-,21+/m0/s1 WQXZSCSXVJCPOG-MFRYECHYSA-N COc1cc(cc(c1O)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@H]2c1ccc2c(c1)OCO2 NPC15864 (1R,2S,5S)-3-Azabicyclo[3.1.0]Hexane-2-Carboxylic Acid (1R,2S,5S)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid CHEMBL1311694 11073435;11869789 C6H9NO2 127.06 -1.3555 1.79 -0.289 3 2 49.33 2 2 9 0 InChI=1S/C6H9NO2/c8-6(9)5-4-1-3(4)2-7-5/h3-5,7H,1-2H2,(H,8,9)/t3-,4-,5+/m1/s1 JBDOTWVUXVXVDR-WDCZJNDASA-N OC(=O)[C@H]1NC[C@@H]2[C@H]1C2 NPC200412 (1R,3'r,4R,6S,7R,11Z)-7-Hydroxy-3',6,7,14-Tetramethylspiro[2,9-Dioxa-14-Azabicyclo[9.5.1]Heptadec-11-Ene-4,2'-Oxirane]-3,8,17-Trione (1R,3'R,4R,6S,7R,11Z)-7-hydroxy-3',6,7,14-tetramethylspiro[2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-4,2'-oxirane]-3,8,17-trione CHEMBL1512570 7566707 C19H27NO7 381.18 -1.0166 2.67 0.08 8 1 105.67 5 3 27 0 InChI=1S/C19H27NO7/c1-11-9-19(12(2)27-19)17(23)26-14-6-8-20(4)7-5-13(15(14)21)10-25-16(22)18(11,3)24/h5,11-12,14,24H,6-10H2,1-4H3/b13-5-/t11-,12+,14+,18+,19+/m0/s1 CZQLULNMKQAIQL-DCEQPIPLSA-N CN1CC[C@H]2OC(=O)[C@@]3(O[C@@H]3C)C[C@@H]([C@@](C(=O)OCC(=CC1)C2=O)(C)O)C NPC152942 (1R,3R,4S,5S)-3-[(E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoyl]Oxy-1,4,5-Trihydroxycyclohexane-1-Carboxylic Acid (1R,3R,4S,5S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid CHEMBL1552319 11870310 C16H18O9 354.1 -2.1962 2.23 -0.447 7 6 164.75 11 2 25 1 InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12+,14-,16+/m0/s1 CWVRJTMFETXNAD-XGVQRKRESA-N O=C(O[C@@H]1C[C@](O)(C[C@@H]([C@@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC183503 (1R,4Ar,7R)-7-Ethenyl-1,4A,7-Trimethyl-3,4,4B,5,6,9,10,10A-Octahydro-2H-Phenanthrene-1-Carboxylic Acid (1R,4aR,7R)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid CHEMBL1397211 5316148 C20H30O2 302.22 1.7675 3.44 6.935 2 1 37.3 6 3 22 1 InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15?,16?,18-,19+,20+/m0/s1 MHVJRKBZMUDEEV-SSYYCLFMSA-N C=C[C@@]1(C)CCC2C(=C1)CCC1[C@]2(C)CCC[C@@]1(C)C(=O)O NPC168248 (1R,4As,8Ar)-5,5,8A-Trimethyl-4-Oxo-1-[(E)-2-(5-Oxo-2H-Furan-4-Yl)Ethenyl]-4A,6,7,8-Tetrahydro-1H-Naphthalene-2-Carbaldehyde (1R,4aS,8aR)-5,5,8a-trimethyl-4-oxo-1-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-4a,6,7,8-tetrahydro-1H-naphthalene-2-carbaldehyde CHEMBL1288123 52949806 C20H24O4 328.17 1.2468 3.22 3.742 4 0 60.44 6 3 24 0 InChI=1S/C20H24O4/c1-19(2)8-4-9-20(3)15(6-5-13-7-10-24-18(13)23)14(12-21)11-16(22)17(19)20/h5-7,11-12,15,17H,4,8-10H2,1-3H3/b6-5+/t15-,17-,20+/m0/s1 RFLFJWXIHDVQJA-AJCWELBYSA-N O=CC1=CC(=O)[C@@H]2[C@]([C@H]1/C=C/C1=CCOC1=O)(C)CCCC2(C)C NPC90121 (1R,5R,6S,7R,8S,10R)-8-Hydroxy-4-Oxopseudoguai-2(3),11-(13)-Dien-12,6-Olide (3aR,4S,6R,6aR,9aR,9bS)-4-hydroxy-6,9a-dimethyl-3-methylidene-3a,4,5,6,6a,9b-hexahydroazuleno[8,7-b]furan-2,9-dione CHEMBL1911128 54671714 C15H18O4 262.12 0.1812 2.67 0.551 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-7-6-10(16)12-8(2)14(18)19-13(12)15(3)9(7)4-5-11(15)17/h4-5,7,9-10,12-13,16H,2,6H2,1,3H3/t7-,9+,10+,12-,13+,15+/m1/s1 AOWQDAQVNAATGF-GSNHZRAGSA-N O[C@H]1C[C@@H](C)[C@H]2[C@@]([C@@H]3[C@@H]1C(=C)C(=O)O3)(C)C(=O)C=C2 NPC117405 (1R,5R,6S,7S,8S,10R,11S)-6-Hydroxy-4-Oxopseudoguai-2(3)-En-12,8-Olide (1S,3aS,5R,5aR,8aR,9S,9aS)-9-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,7-b]furan-2,8-dione CHEMBL1911129 15558960 C15H20O4 264.14 -0.0359 2.67 0.733 4 1 63.6 4 3 19 0 InChI=1S/C15H20O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7-10,12-13,17H,6H2,1-3H3/t7-,8+,9+,10+,12-,13+,15+/m1/s1 ICKWITMQEROMDG-KRPLCOHASA-N C[C@@H]1C(=O)O[C@@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC472013 (1R,7R,10S)-1-Hydroxy-3-Oxoguaia-4,11(13)-Dien-12-Oic Acid 2-[(5R,8S,8aR)-8a-hydroxy-3,8-dimethyl-2-oxo-1,4,5,6,7,8-hexahydroazulen-5-yl]prop-2-enoic acid CHEMBL3325481 91668306 C15H20O4 264.14 0.6762 2.67 0.277 4 2 74.6 6 2 19 0 InChI=1S/C15H20O4/c1-8-4-5-11(9(2)14(17)18)6-12-10(3)13(16)7-15(8,12)19/h8,11,19H,2,4-7H2,1,3H3,(H,17,18)/t8-,11+,15+/m0/s1 PITQNBJHXKODTD-IYYOCNSZSA-N OC(=O)C(=C)[C@@H]1CC[C@@H]([C@]2(C(=C(C)C(=O)C2)C1)O)C NPC188163 (1S)-1-[(3,4-Dimethoxyphenyl)Methyl]-6,7-Dimethoxy-2-Methyl-3,4-Dihydro-1H-Isoquinoline (1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL519894 73397 C21H27NO4 357.19 0.1875 3.22 3.069 1 0 40.16 11 3 26 0 InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3/t17-/m0/s1 KGPAYJZAMGEDIQ-KRWDZBQOSA-N COc1cc(ccc1OC)C[C@@H]1N(C)CCc2c1cc(OC)c(c2)OC NPC253488 (1S)-1-Methoxylacinilene C (1S)-7-hydroxy-1-methoxy-1,6-dimethyl-4-propan-2-ylnaphthalen-2-one CHEMBL2386314 71726174 C16H20O3 260.14 0.7591 2.89 2.253 2 1 46.53 8 2 19 0 InChI=1S/C16H20O3/c1-9(2)11-7-15(18)16(4,19-5)13-8-14(17)10(3)6-12(11)13/h6-9,17H,1-5H3/t16-/m0/s1 IMXAAFUJLPLVEW-INIZCTEOSA-N CO[C@]1(C)C(=O)C=C(c2c1cc(O)c(c2)C)C(C)C NPC33338 (1S)-1-Methyl-1,2,3,4-Tetrahydroisoquinoline-6,7-Diol (1S)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL1195032 91588 C10H13NO2 179.09 -1.0729 2.23 0.899 1 3 52.49 3 2 13 0 InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3/t6-/m0/s1 IBRKLUSXDYATLG-LURJTMIESA-N C[C@@H]1NCCc2c1cc(O)c(c2)O NPC181872 (1S,2E,4R,6R,7E,11E)-2,7,11-Cembratriene-4,6-Diol (1R,3R,4E,8E,12S,13E)-1,5,9-trimethyl-12-propan-2-ylcyclotetradeca-4,8,13-triene-1,3-diol CHEMBL405787 10946717 C20H34O2 306.26 2.6382 3.44 5.228 2 2 40.46 8 1 22 1 InChI=1S/C20H34O2/c1-15(2)18-10-9-16(3)7-6-8-17(4)13-19(21)14-20(5,22)12-11-18/h7,11-13,15,18-19,21-22H,6,8-10,14H2,1-5H3/b12-11+,16-7+,17-13+/t18-,19+,20+/m1/s1 RIVKDDXPCFBMOV-PZSVDHCGSA-N C/C/1=C\CC/C(=C/[C@H](O)C[C@@](/C=C/[C@@H](CC1)C(C)C)(C)O)/C NPC16208 (1S,2R)-1-(4-Hydroxy-3-Methoxyphenyl)-2-[4-(3-Hydroxypropyl)-2,6-Dimethoxyphenoxy]Propane-1,3-Diol (1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]propane-1,3-diol CHEMBL2088628 21574506 C21H28O8 408.18 -2.4539 2.89 0.684 3 4 117.84 18 2 29 1 InChI=1S/C21H28O8/c1-26-16-11-14(6-7-15(16)24)20(25)19(12-23)29-21-17(27-2)9-13(5-4-8-22)10-18(21)28-3/h6-7,9-11,19-20,22-25H,4-5,8,12H2,1-3H3/t19-,20+/m1/s1 PDPGPZQOSGGKIP-UXHICEINSA-N OCCCc1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)O)O)CO NPC188231 (1S,2R)-2-[(S)-Amino(Carboxy)Methyl]Cyclopropane-1-Carboxylic Acid (1S,2R)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid CHEMBL282842 5310958 C6H9NO4 159.05 -1.775 1.57 -3.457 5 3 100.62 6 1 11 0 InChI=1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)/t2-,3+,4+/m1/s1 GZOVEPYOCJWRFC-UZBSEBFBSA-N N[C@@H]([C@@H]1C[C@@H]1C(=O)O)C(=O)O NPC25848 (1S,2R,4As,6As,6Br,8R,9R,10R,11R,12Ar)-8,10,11-Trihydroxy-9-(Hydroxymethyl)-1,2,6A,6B,9,12A-Hexamethyl-2,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydro-1H-Picene-4A-Carboxylic Acid (1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL19097 12073158 C30H48O6 504.35 -0.5959 4.1 5.776 6 5 118.22 13 5 36 1 InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21?,22?,23?,24+,26-,27+,28-,29-,30+/m1/s1 PRAUVHZJPXOEIF-UQPQHHFRSA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2(C1[C@H](O)C[C@@]1(C2CC=C2[C@@]1(C)CC[C@@]1(C2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C NPC286341 (1S,2R,5R,6S,7R,8S,10R)-6-Acetoxy-2-Methoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide [(3aS,5R,5aS,6R,8aR,9S,9aR)-6-methoxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL1911133 54669754 C18H24O6 336.16 0.2284 2.78 0.898 6 0 78.9 7 3 24 0 InChI=1S/C18H24O6/c1-8-6-11-14(9(2)17(21)24-11)16(23-10(3)19)18(4)13(20)7-12(22-5)15(8)18/h8,11-12,14-16H,2,6-7H2,1,3-5H3/t8-,11+,12-,14-,15-,16+,18-/m1/s1 IVGBVLQEASLHGO-REDUYKFESA-N CO[C@@H]1CC(=O)[C@@]2([C@@H]1[C@H](C)C[C@H]1[C@H]([C@@H]2OC(=O)C)C(=C)C(=O)O1)C NPC91771 (1S,2R,5R,6S,7S,8S,10R)-6-Hydroxy-2-Ethoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide (3aS,5R,5aS,6R,8aR,9S,9aS)-6-ethoxy-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1911132 54669753 C17H24O5 308.16 0.0997 2.78 0.581 5 1 72.83 6 3 22 0 InChI=1S/C17H24O5/c1-5-21-11-7-12(18)17(4)14(11)8(2)6-10-13(15(17)19)9(3)16(20)22-10/h8,10-11,13-15,19H,3,5-7H2,1-2,4H3/t8-,10+,11-,13-,14-,15+,17-/m1/s1 YXYLQALWYQEJAY-LAMAJPJRSA-N CCO[C@@H]1CC(=O)[C@@]2([C@@H]1[C@H](C)C[C@H]1[C@H]([C@@H]2O)C(=C)C(=O)O1)C NPC142529 (1S,2R,5R,6S,7S,8S,10R)-6-Hydroxy-2-Methoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide (3aS,5R,5aS,6R,8aR,9S,9aS)-9-hydroxy-6-methoxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1911131 54671716 C16H22O5 294.15 -0.1507 2.67 0.158 5 1 72.83 5 3 21 0 InChI=1S/C16H22O5/c1-7-5-9-12(8(2)15(19)21-9)14(18)16(3)11(17)6-10(20-4)13(7)16/h7,9-10,12-14,18H,2,5-6H2,1,3-4H3/t7-,9+,10-,12-,13-,14+,16-/m1/s1 FAIKGOKPMORPNZ-HFOVEJHBSA-N CO[C@@H]1CC(=O)[C@@]2([C@@H]1[C@H](C)C[C@H]1[C@H]([C@@H]2O)C(=C)C(=O)O1)C NPC191339 (1S,2S,5R,6S,7R,8S,10R)-6-Acetoxy-2-Methoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide [(3aS,5R,5aS,6S,8aR,9S,9aR)-6-methoxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL1911134 54669755 C18H24O6 336.16 0.2284 2.78 0.898 6 0 78.9 7 3 24 0 InChI=1S/C18H24O6/c1-8-6-11-14(9(2)17(21)24-11)16(23-10(3)19)18(4)13(20)7-12(22-5)15(8)18/h8,11-12,14-16H,2,6-7H2,1,3-5H3/t8-,11+,12+,14-,15-,16+,18-/m1/s1 IVGBVLQEASLHGO-PIALLGAOSA-N CO[C@H]1CC(=O)[C@@]2([C@@H]1[C@H](C)C[C@H]1[C@H]([C@@H]2OC(=O)C)C(=C)C(=O)O1)C NPC42911 (1S,3R,5S)-1,7-Bis(4-Hydroxyphenyl)-1,5-Epoxy-3-Hydroxyheptane (2S,4R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-ol CHEMBL2398582 71546307 C19H22O4 314.15 -2.4878 3.11 3.479 2 3 69.92 7 3 23 0 InChI=1S/C19H22O4/c20-15-6-1-13(2-7-15)3-10-18-11-17(22)12-19(23-18)14-4-8-16(21)9-5-14/h1-2,4-9,17-22H,3,10-12H2/t17-,18+,19+/m1/s1 MRIKNBIACKXKEJ-QYZOEREBSA-N Oc1ccc(cc1)CC[C@H]1C[C@@H](O)C[C@H](O1)c1ccc(cc1)O NPC119068 (1S,3S)-5-[3-[4-[(1S,3S)-6,8-Dihydroxy-1,3-Dimethyl-1,2,3,4-Tetrahydroisoquinolin-5-Yl]-1-Hydroxy-8-Methoxy-6-Methylnaphthalen-2-Yl]-4-Hydroxy-5-Methoxy-7-Methylnaphthalen-1-Yl]-1,3-Dimethyl-1,2,3,4-Tetrahydroisoquinoline-6,8-Diol (1S,3S)-5-[3-[4-[(1S,3S)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol CHEMBL325222 453654 C46H48N2O8 756.34 -2.2938 5.42 5.274 2 8 163.9 19 8 56 2 InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m0/s1 GMLBVLXDRNJFGR-ZJZGAYNASA-N COc1cc(C)cc2c1c(O)c(cc2c1c(O)cc(c2c1C[C@H](C)N[C@H]2C)O)c1cc(c2c(O)cc(c3c2C[C@H](C)N[C@H]3C)O)c2c(c1O)c(OC)cc(c2)C NPC153795 (1S,3S,5S)-1,7-Bis(4-Hydroxyphenyl)-1,5-Epoxy-3-Hydroxyheptane (2S,4S,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-ol CHEMBL2398583 71546305 C19H22O4 314.15 -2.4878 3.11 3.479 2 3 69.92 7 3 23 0 InChI=1S/C19H22O4/c20-15-6-1-13(2-7-15)3-10-18-11-17(22)12-19(23-18)14-4-8-16(21)9-5-14/h1-2,4-9,17-22H,3,10-12H2/t17-,18-,19-/m0/s1 MRIKNBIACKXKEJ-FHWLQOOXSA-N Oc1ccc(cc1)CC[C@H]1C[C@H](O)C[C@H](O1)c1ccc(cc1)O NPC471179 (1S,4R)-7,8-Dihydroxycalamenene (5R,8S)-3,8-dimethyl-5-propan-2-yl-5,6,7,8-tetrahydronaphthalene-1,2-diol CHEMBL2386327 14864211 C15H22O2 234.16 0.9046 2.89 4.737 0 2 40.46 7 2 17 0 InChI=1S/C15H22O2/c1-8(2)11-6-5-9(3)13-12(11)7-10(4)14(16)15(13)17/h7-9,11,16-17H,5-6H2,1-4H3/t9-,11+/m0/s1 CGMRLDYEJWKTEX-GXSJLCMTSA-N CC([C@H]1CC[C@@H](c2c1cc(C)c(c2O)O)C)C NPC96484 (1S,4R,4As,6R)-4,4A-Dimethyl-6-Prop-1-En-2-Yl-2,3,4,5,6,7-Hexahydro-1H-Naphthalen-1-Ol (1S,4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalen-1-ol CHEMBL489541 44576208 C15H24O 220.18 1.3661 3 3.816 1 1 20.23 5 2 16 0 InChI=1S/C15H24O/c1-10(2)12-6-7-13-14(16)8-5-11(3)15(13,4)9-12/h7,11-12,14,16H,1,5-6,8-9H2,2-4H3/t11-,12-,14+,15+/m1/s1 NJWPLFBOSCSZFA-UXOAXIEHSA-N CC(=C)[C@@H]1CC=C2[C@](C1)(C)[C@H](C)CC[C@@H]2O NPC141346 (1S,4S,5S,10R)-Zedoarondiol (3S,3aS,8R,8aS)-3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one CHEMBL2386513 44225282 C15H24O3 252.17 0.7404 2.78 1.151 3 2 57.53 6 2 18 0 InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12-,14-,15+/m0/s1 TXIKNNOOLCGADE-NZBPQXDJSA-N CC(=C1C[C@H]2[C@@H]([C@](CC1=O)(C)O)CC[C@]2(C)O)C NPC178263 (1S,5R)-8-Methyl-8-Azabicyclo[3.2.1]Octan-3-Ol (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol CHEMBL1356617 449293 C8H15NO 141.12 -1.648 2.12 0.477 2 1 23.47 2 2 10 0 InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8? CYHOMWAPJJPNMW-DHBOJHSNSA-N OC1C[C@@H]2CC[C@H](C1)N2C NPC248956 (1S,5R)-9-Methyl-9-Azabicyclo[3.3.1]Nonan-3-One (1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-one CHEMBL1329064 6602484 C9H15NO 153.12 -1.0435 2.23 0.426 2 0 20.31 1 2 11 0 InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3/t7-,8+ RHWSKVCZXBAWLZ-OCAPTIKFSA-N O=C1C[C@@H]2CCC[C@H](C1)N2C NPC54468 (1S,5S,7R,8S,10R)-14-Acetoxy-4-Oxopseudoguai-11(13)-En-12,8-Olide [(3aS,5R,5aS,8aS,9aR)-8a-methyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-5-yl]methyl acetate CHEMBL1911130 54671715 C17H22O5 306.15 0.5299 2.78 1.096 5 0 69.67 5 3 22 0 InChI=1S/C17H22O5/c1-9-12-7-17(3)13(4-5-15(17)19)11(8-21-10(2)18)6-14(12)22-16(9)20/h11-14H,1,4-8H2,2-3H3/t11-,12+,13-,14-,17-/m0/s1 UGZPAZLOJSSVQY-WLZFUECHSA-N CC(=O)OC[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2C[C@]2([C@H]1CCC2=O)C NPC142712 (20R)-30-Norlupane-3Alpha,20-Diol (1R,3aR,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bS)-1-[(1R)-1-hydroxyethyl]-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL3109387 76310266 C29H50O2 430.38 1.3462 4.43 10.124 2 2 40.46 10 5 31 1 InChI=1S/C29H50O2/c1-18(30)19-10-13-26(4)16-17-28(6)20(24(19)26)8-9-22-27(5)14-12-23(31)25(2,3)21(27)11-15-29(22,28)7/h18-24,30-31H,8-17H2,1-7H3/t18-,19+,20-,21+,22-,23-,24-,26-,27+,28-,29-/m1/s1 QZOQRCLOUAWPGS-QFFCLUIXSA-N C[C@H]([C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)C)O NPC143133 (20R)-3Alpha-Hydroxylupan-29-Oic Acid (2R)-2-[(1R,3aR,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic acid CHEMBL3109386 76321225 C30H50O3 458.38 1.8606 4.43 10.628 3 2 57.53 11 5 33 1 InChI=1S/C30H50O3/c1-18(25(32)33)19-10-13-27(4)16-17-29(6)20(24(19)27)8-9-22-28(5)14-12-23(31)26(2,3)21(28)11-15-30(22,29)7/h18-24,31H,8-17H2,1-7H3,(H,32,33)/t18-,19+,20-,21+,22-,23-,24-,27-,28+,29-,30-/m1/s1 FEHZXRNYETYZHE-QVZPHOOKSA-N OC(=O)[C@@H]([C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)C)C NPC131665 (20R,23R)-3Beta,20-Dihydroxyldammarane-24-Ene-21-Oic Acid-21,23-Lactone (3R,5R)-3-hydroxy-3-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one CHEMBL2313419 71717335 C30H48O4 472.36 2.4646 4.32 8.618 4 2 66.76 11 5 34 1 InChI=1S/C30H48O4/c1-18(2)16-19-17-30(33,25(32)34-19)21-10-14-28(6)20(21)8-9-23-27(5)13-12-24(31)26(3,4)22(27)11-15-29(23,28)7/h16,19-24,31,33H,8-15,17H2,1-7H3/t19-,20+,21-,22-,23+,24-,27-,28+,29+,30+/m0/s1 UVWSKJGMKBMOEV-NYBHINJWSA-N CC(=C[C@@H]1OC(=O)[C@](C1)(O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C NPC261616 (20S)-3Alpha-Acetoxylupan-29-Oic Acid (2S)-2-[(1R,3aR,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-acetyloxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic acid CHEMBL3109384 76313950 C32H52O4 500.39 2.2397 4.54 11.368 4 1 63.6 13 5 36 1 InChI=1S/C32H52O4/c1-19(27(34)35)21-11-14-29(5)17-18-31(7)22(26(21)29)9-10-24-30(6)15-13-25(36-20(2)33)28(3,4)23(30)12-16-32(24,31)8/h19,21-26H,9-18H2,1-8H3,(H,34,35)/t19-,21-,22+,23-,24+,25+,26+,29+,30-,31+,32+/m0/s1 XNJAMPWVGPBWJX-CEJIPEKBSA-N CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)[C@@H](C(=O)O)C)C)C)C NPC298168 (20S)-3Alpha-Hydroxylupan-29-Oic Acid (2S)-2-[(1R,3aR,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic acid CHEMBL3109323 76332068 C30H50O3 458.38 1.8606 4.43 10.628 3 2 57.53 11 5 33 1 InChI=1S/C30H50O3/c1-18(25(32)33)19-10-13-27(4)16-17-29(6)20(24(19)27)8-9-22-28(5)14-12-23(31)26(2,3)21(28)11-15-30(22,29)7/h18-24,31H,8-17H2,1-7H3,(H,32,33)/t18-,19-,20+,21-,22+,23+,24+,27+,28-,29+,30+/m0/s1 FEHZXRNYETYZHE-NJURUNNASA-N OC(=O)[C@H]([C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)C)C NPC13554 (20S)-Dammarane-24(25)-Ene-3Beta,20,21-Tetrol (2S)-2-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-ene-1,2-diol CHEMBL2313414 60201377 C30H52O3 460.39 2.413 4.43 8.705 3 3 60.69 15 4 33 1 InChI=1S/C30H52O3/c1-20(2)9-8-15-30(33,19-31)22-12-17-28(6)21(22)10-11-24-27(5)16-14-25(32)26(3,4)23(27)13-18-29(24,28)7/h9,21-25,31-33H,8,10-19H2,1-7H3/t21-,22+,23+,24-,25+,27+,28-,29-,30-/m1/s1 ARYNZYKWUXIZOG-AYHBXSNGSA-N OC[C@@]([C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)(CCC=C(C)C)O NPC273410 (20S)-Protopanaxadiol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL375563 11213350 C30H52O3 460.39 2.5349 4.43 7.963 3 3 60.69 15 4 33 1 InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30-/m0/s1 PYXFVCFISTUSOO-HKUCOEKDSA-N CC(=CCC[C@@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)(O)C)C NPC255387 (20S,23S)-3Beta,20-Dihydroxyldammarane-24-Ene-21-Oic Acid-21,23-Lactone (3S,5S)-3-hydroxy-3-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one CHEMBL2313418 60201376 C30H48O4 472.36 2.4646 4.32 8.618 4 2 66.76 11 5 34 1 InChI=1S/C30H48O4/c1-18(2)16-19-17-30(33,25(32)34-19)21-10-14-28(6)20(21)8-9-23-27(5)13-12-24(31)26(3,4)22(27)11-15-29(23,28)7/h16,19-24,31,33H,8-15,17H2,1-7H3/t19-,20-,21+,22+,23-,24+,27+,28-,29-,30+/m1/s1 UVWSKJGMKBMOEV-OVFYZRPFSA-N CC(=C[C@H]1OC(=O)[C@@](C1)(O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C NPC91387 (20S,24R)-Epoxydammarane-3Beta,25-Diol (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL523757 11385662 C30H52O3 460.39 1.591 4.43 8.928 3 2 49.69 12 5 33 1 InChI=1S/C30H52O3/c1-25(2)21-12-17-29(7)22(27(21,5)15-13-23(25)31)10-9-19-20(11-16-28(19,29)6)30(8)18-14-24(33-30)26(3,4)32/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21+,22-,23+,24-,27+,28-,29-,30+/m1/s1 RQBNSDSKUAGBOI-GGWQMWHBSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@]1(C)CC[C@@H](O1)C(O)(C)C)C)C NPC218616 (23E)-Dammara-20,23-Dien-3Beta,25-Diol (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(4E)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL39909 44285137 C30H50O2 442.38 3.246 4.54 9.827 2 2 40.46 13 4 32 1 InChI=1S/C30H50O2/c1-20(10-9-16-26(2,3)32)21-13-18-29(7)22(21)11-12-24-28(6)17-15-25(31)27(4,5)23(28)14-19-30(24,29)8/h9,16,21-25,31-32H,1,10-15,17-19H2,2-8H3/b16-9+/t21-,22-,23+,24-,25+,28+,29-,30-/m1/s1 HSBKLMIYIQJQRR-IHSJTJJSSA-N C=C([C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C/C=C/C(O)(C)C NPC3511 (24E)-3-Oxo-Lanosta-8,24-Dien-26-Oic Acid (E,6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic acid CHEMBL490504 21626063 C30H46O3 454.34 3.5554 4.43 8.148 3 1 54.37 13 4 33 1 InChI=1S/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10,19,21,24H,8-9,11-18H2,1-7H3,(H,32,33)/b20-10+/t19-,21-,24+,28-,29-,30+/m1/s1 KDCSSVADTHDYGI-YAMUFALGSA-N C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)CC/C=C(/C(=O)O)\C NPC198968 (24S)-24-Methylcholest-5-Ene-3Beta,25-Diol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL1784243 14632863 C28H48O2 416.37 1.5371 4.32 8.85 2 2 40.46 13 4 30 1 InChI=1S/C28H48O2/c1-18(7-8-19(2)26(3,4)30)23-11-12-24-22-10-9-20-17-21(29)13-15-27(20,5)25(22)14-16-28(23,24)6/h9,18-19,21-25,29-30H,7-8,10-17H2,1-6H3/t18-,19+,21+,22+,23-,24+,25+,27+,28-/m1/s1 VTJZYXUUWSKREG-WEBRBZGQSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CC[C@@H](C(O)(C)C)C)C)C)C1)C NPC202688 (24S)-Ergostane-3Beta,5Alpha,6Beta,25-Tetraol 25-Monoacetate [(3S,6R)-2,3-dimethyl-6-[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate CHEMBL1762128 14034721 C30H52O5 492.38 0.7745 4.21 8.078 5 3 86.99 17 4 35 1 InChI=1S/C30H52O5/c1-18(8-9-19(2)27(4,5)35-20(3)31)23-10-11-24-22-16-26(33)30(34)17-21(32)12-15-29(30,7)25(22)13-14-28(23,24)6/h18-19,21-26,32-34H,8-17H2,1-7H3/t18-,19+,21+,22+,23-,24+,25+,26-,28-,29-,30+/m1/s1 NTYRSMDNACWFJE-GCYJJEFRSA-N O[C@H]1CC[C@]2([C@@](C1)(O)[C@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CC[C@@H](C(OC(=O)C)(C)C)C)C)C)C NPC260665 (25R)-12Beta,16Beta,22Beta,26-(Beta-D-Glucopyranosyl)-Tetrahydroxycholest-4-En-3-One (8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-[(2S,3S,6R)-3-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL2337721 71568834 C33H54O10 610.37 -2.5298 3.99 1.594 10 7 177.14 20 5 43 1 InChI=1S/C33H54O10/c1-16(15-42-31-30(41)29(40)28(39)25(14-34)43-31)5-8-23(36)17(2)27-24(37)12-22-20-7-6-18-11-19(35)9-10-32(18,3)21(20)13-26(38)33(22,27)4/h11,16-17,20-31,34,36-41H,5-10,12-15H2,1-4H3/t16-,17-,20-,21+,22+,23+,24+,25-,26-,27+,28-,29+,30-,31-,32+,33-/m1/s1 KBOYYAOBNDMUQQ-GILNANDQSA-N OC[C@H]1O[C@@H](OC[C@@H](CC[C@@H]([C@H]([C@H]2[C@@H](O)C[C@@H]3[C@]2(C)[C@H](O)C[C@H]2[C@H]3CCC3=CC(=O)CC[C@]23C)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC235557 (2Alpha,3Beta,17R*,18Beta)-23-O-(Trans-Caffeoyl)-19(18->17)-Abeo-28-Norolean-12-Ene-2,3,18-Triol [(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL3104849 76324770 C38H54O7 622.39 0.6211 4.87 8.607 5 5 127.45 16 6 45 1 InChI=1S/C38H54O7/c1-33(2)15-17-38(21-33)18-16-36(5)24(31(38)43)9-11-29-34(3)20-27(41)32(44)35(4,28(34)13-14-37(29,36)6)22-45-30(42)12-8-23-7-10-25(39)26(40)19-23/h7-10,12,19,27-29,31-32,39-41,43-44H,11,13-18,20-22H2,1-6H3/b12-8+/t27-,28-,29-,31-,32+,34+,35+,36-,37-,38-/m1/s1 QSFNJGZYMRKGFE-ACCOSBQHSA-N O=C(OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@]1([C@@H]2O)CCC(C1)(C)C)C)C)/C=C/c1ccc(c(c1)O)O NPC26045 (2Alpha,3Beta,17R*,18Beta)-3-O-(Trans-Caffeoyl)-19(18->17)-Abeo-28-Norolean-12-Ene-2,18,23-Triol [(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL3104850 76317392 C38H54O7 622.39 0.6211 4.87 8.178 5 5 127.45 16 6 45 1 InChI=1S/C38H54O7/c1-33(2)15-17-38(21-33)18-16-36(5)24(31(38)44)9-11-29-34(3)20-27(42)32(35(4,22-39)28(34)13-14-37(29,36)6)45-30(43)12-8-23-7-10-25(40)26(41)19-23/h7-10,12,19,27-29,31-32,39-42,44H,11,13-18,20-22H2,1-6H3/b12-8+/t27-,28-,29-,31-,32+,34+,35+,36-,37-,38-/m1/s1 NLFLJRYMGRWUDD-ACCOSBQHSA-N OC[C@]1(C)[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@]1([C@@H]2O)CCC(C1)(C)C)C)C NPC86847 (2E)-2-[(3,4-Dihydroxyphenyl)Methylidene]-6-Hydroxy-1-Benzofuran-3-One (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one CHEMBL513487 5321560 C15H10O5 270.05 -1.7778 2.56 2.329 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-2-3-10-13(7-9)20-14(15(10)19)6-8-1-4-11(17)12(18)5-8/h1-7,16-18H/b14-6+ RGNXWPVNPFAADO-MKMNVTDBSA-N Oc1ccc2c(c1)O/C(=C/c1ccc(c(c1)O)O)/C2=O NPC137847 (2E)-2-Benzylideneoctanal (2E)-2-benzylideneoctanal CHEMBL1449245 1550884 C15H20O 216.15 -0.9585 3 6.906 1 0 17.07 8 1 16 1 InChI=1S/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+ GUUHFMWKWLOQMM-NTCAYCPXSA-N CCCCCC/C(=C\c1ccccc1)/C=O NPC471751 (2E)-2-Ethylidene-4-Propan-2-Ylcyclopent-4-Ene-1,3-Dione (2E)-2-ethylidene-4-propan-2-ylcyclopent-4-ene-1,3-dione CHEMBL3113340 76310416 C10H12O2 164.08 0.9225 2.34 1.606 2 0 34.14 4 1 12 0 InChI=1S/C10H12O2/c1-4-7-9(11)5-8(6(2)3)10(7)12/h4-6H,1-3H3/b7-4+ HDHWQBUJRLQQMJ-QPJJXVBHSA-N C/C=C/1\C(=O)C=C(C1=O)C(C)C NPC304079 (2E)-3,7-Dimethylocta-2,6-Dienoic Acid (2E)-3,7-dimethylocta-2,6-dienoic acid CHEMBL170190 5275520 C10H16O2 168.12 2.4419 2.34 2.62 2 1 37.3 8 0 12 0 InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+ ZHYZQXUYZJNEHD-VQHVLOKHSA-N CC(=CCC/C(=C/C(=O)O)/C)C NPC471752 (2E)-4-Methyl-2-(2-Methylpropylidene)Cyclopent-4-Ene-1,3-Dione (2E)-4-methyl-2-(2-methylpropylidene)cyclopent-4-ene-1,3-dione CHEMBL3113341 76310417 C10H12O2 164.08 1.125 2.34 1.606 2 0 34.14 4 1 12 0 InChI=1S/C10H12O2/c1-6(2)4-8-9(11)5-7(3)10(8)12/h4-6H,1-3H3/b8-4+ QGALRMMLQPOPGK-XBXARRHUSA-N CC(/C=C/1\C(=O)C=C(C1=O)C)C NPC166018 (2E,4E)-5-(1-Hydroxy-2,6,6-Trimethyl-4-Oxocyclohex-2-En-1-Yl)-3-Methylpenta-2,4-Dienoic Acid (2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid CHEMBL1965138 5375200 C15H20O4 264.14 1.783 2.67 0.878 4 2 74.6 9 1 19 0 InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+ JLIDBLDQVAYHNE-WEYXYWBQSA-N OC(=O)/C=C(/C=C/C1(O)C(=CC(=O)CC1(C)C)C)\C NPC208936 (2E,4E)-Deca-2,4-Dienal (2E,4E)-deca-2,4-dienal CHEMBL443949 5283349 C10H16O 152.12 0.0794 2.45 3.682 1 0 17.07 7 0 11 0 InChI=1S/C10H16O/c1-2-3-4-5-6-7-8-9-10-11/h6-10H,2-5H2,1H3/b7-6+,9-8+ JZQKTMZYLHNFPL-BLHCBFLLSA-N CCCCC/C=C/C=C/C=O NPC166487 (2E,4E,6E)-N-Isobutyl-7-(2-Thienyl)-2,4,6-Heptatrienamide (2E,4E,6E)-N-(2-methylpropyl)-7-thiophen-2-ylhepta-2,4,6-trienamide CHEMBL2442636 73349612 C15H19NOS 261.12 2.166 2.78 4.213 2 1 60.83 9 1 18 0 InChI=1S/C15H19NOS/c1-13(2)12-16-15(17)10-6-4-3-5-8-14-9-7-11-18-14/h3-11,13H,12H2,1-2H3,(H,16,17)/b4-3+,8-5+,10-6+ HGIRIKHYYMPDAG-IZMYCKBJSA-N CC(CN=C(/C=C/C=C/C=C/c1cccs1)O)C NPC300455 (2E,4E,6E)-N-Isopentyl-7-(2-Thienyl)-2,4,6-Heptatrienamide (2E,4E,6E)-N-(3-methylbutyl)-7-thiophen-2-ylhepta-2,4,6-trienamide CHEMBL2442635 72696080 C16H21NOS 275.13 1.878 2.89 4.993 2 1 60.83 10 1 19 0 InChI=1S/C16H21NOS/c1-14(2)11-12-17-16(18)10-6-4-3-5-8-15-9-7-13-19-15/h3-10,13-14H,11-12H2,1-2H3,(H,17,18)/b4-3+,8-5+,10-6+ CDHCPJUXYQLWFD-IZMYCKBJSA-N CC(CCN=C(/C=C/C=C/C=C/c1cccs1)O)C NPC267340 (2E,4E,8E,10E,12E)-N-Isobutyl-2,4,8,10,12-Tetradecapentaenamide (2E,4E,8E,10E,12E)-N-(2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide CHEMBL3086844 5318518 C18H27NO 273.21 3.4617 3.22 5.864 2 1 32.59 13 0 20 1 InChI=1S/C18H27NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h4-9,12-15,17H,10-11,16H2,1-3H3,(H,19,20)/b5-4+,7-6+,9-8+,13-12+,15-14+ KVUKDCFEXVWYBN-FMBIJHKPSA-N C/C=C/C=C/C=C/CC/C=C/C=C/C(=NCC(C)C)O NPC54542 (2E,4E,8Z,10E/Z)-N-Isobutyl-2,4,8,10-Dodecatetraenamide (2E,4E,8Z)-N-(2-methylpropyl)dodeca-2,4,8,10-tetraenamide CHEMBL2011545 70693621 C16H25NO 247.19 2.9939 3 5.17 2 1 32.59 12 0 18 1 InChI=1S/C16H25NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h4-7,10-13,15H,8-9,14H2,1-3H3,(H,17,18)/b5-4?,7-6-,11-10+,13-12+ VLGRWXYRKYWRPX-NWUZEOGLSA-N CC=C/C=C\CC/C=C/C=C/C(=NCC(C)C)O NPC223804 (2E,5R)-2-Hexa-2,4-Diynylidene-1,6-Dioxaspiro[4.4]Non-3-Ene (2E,5R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]non-3-ene CHEMBL445872 44575220 C13H12O2 200.08 1.459 2.67 2.884 2 0 18.46 0 2 15 0 InChI=1S/C13H12O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h7-8,10H,6,9,11H2,1H3/b12-7+/t13-/m1/s1 WTRXKCNFPMTAJV-BWODNOAJSA-N CC#CC#C/C=C/1\C=C[C@]2(O1)CCCO2 NPC151923 (2E,5R)-2-Hexa-2,4-Diynylidene-1,6-Dioxaspiro[4.4]Nona-3,7-Diene (2E,5R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-diene CHEMBL507354 44575221 C13H10O2 198.07 2.2258 2.67 3.115 2 0 18.46 0 2 15 0 InChI=1S/C13H10O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h6-8,10-11H,9H2,1H3/b12-7+/t13-/m1/s1 IBELVOGDVQQPMZ-BWODNOAJSA-N CC#CC#C/C=C/1\C=C[C@]2(O1)CC=CO2 NPC73411 (2E,5S,6S,8Z,11S)-5,6,15-Trihydroxy-17-Methoxy-11-Methyl-12-Oxabicyclo[12.4.0]Octadeca-1(14),2,8,15,17-Pentaene-7,13-Dione (2E,5S,6S,8Z,11S)-5,6,15-trihydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaene-7,13-dione CHEMBL1077979 9863776 C19H22O7 362.14 -0.6541 2.78 2.234 5 3 113.29 6 2 26 0 InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1 NEQZWEXWOFPKOT-BYRRXHGESA-N COc1cc2/C=C/C[C@H](O)[C@H](O)C(=O)/C=C\C[C@@H](OC(=O)c2c(c1)O)C NPC226226 (2E,7S,10E,12R,13R,15S)-12,15-Dihydroxy-7-Methyl-8-Oxabicyclo[11.3.0]Hexadeca-2,10-Dien-9-One (2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one CHEMBL1572153 6436187 C16H24O4 280.17 -0.7041 2.78 2.363 4 2 66.76 3 2 20 0 InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12?,13-,14+,15+/m0/s1 KQNZDYYTLMIZCT-KFKPYADVSA-N O[C@@H]1C[C@@H]2C(C1)/C=C/CCC[C@@H](OC(=O)/C=C/[C@H]2O)C NPC106138 (2-Hydroxy-3-Methoxy-5-Allyl)Phenyl Beta-D-(6-O-E-Sinapoyl)Glucopyranoside [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-3-methoxy-5-prop-2-enylphenoxy)oxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CHEMBL463849 24879405 C27H32O12 548.19 -1.5242 3.11 1.591 6 5 173.6 20 3 39 1 InChI=1S/C27H32O12/c1-5-6-14-9-18(36-4)23(30)19(12-14)38-27-26(33)25(32)24(31)20(39-27)13-37-21(28)8-7-15-10-16(34-2)22(29)17(11-15)35-3/h5,7-12,20,24-27,29-33H,1,6,13H2,2-4H3/b8-7+/t20-,24-,25+,26-,27-/m1/s1 OMQYRPLKROLHII-CPFMWJBESA-N C=CCc1cc(O[C@@H]2O[C@H](COC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)c(c(c1)OC)O NPC103001 (2-Methyl-4-Oxo-3-Phenylchromen-7-Yl) Acetate (2-methyl-4-oxo-3-phenylchromen-7-yl) acetate CHEMBL243089 268208 C18H14O4 294.09 -0.2342 3 5.469 2 0 52.6 5 3 22 1 InChI=1S/C18H14O4/c1-11-17(13-6-4-3-5-7-13)18(20)15-9-8-14(22-12(2)19)10-16(15)21-11/h3-10H,1-2H3 DPIAJERHFDBLPT-UHFFFAOYSA-N CC(=O)Oc1ccc2c(c1)oc(c(c2=O)c1ccccc1)C NPC19241 (2-Methyl-5-Prop-1-En-2-Ylcyclohex-2-En-1-Yl) Acetate (2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate CHEMBL1351619 7335 C12H18O2 194.13 1.9484 2.56 2.439 2 0 26.3 6 1 14 0 InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3 YTHRBOFHFYZBRJ-UHFFFAOYSA-N CC(=O)OC1CC(CC=C1C)C(=C)C NPC136112 (2R)-1-(Propan-2-Ylamino)-3-(2-Prop-2-Enylphenoxy)Propan-2-Ol (2R)-1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol CHEMBL1395661 203685 C15H23NO2 249.17 0.0189 2.78 3.272 2 2 41.49 11 1 18 0 InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3/t14-/m1/s1 PAZJSJFMUHDSTF-CQSZACIVSA-N C=CCc1ccccc1OC[C@@H](CNC(C)C)O NPC253574 (2R)-2-(2-Hydroxypropan-2-Yl)-2,3-Dihydrofuro[3,2-G]Chromen-7-One (2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one CHEMBL1464240 26305 C14H14O4 246.09 0.2617 2.56 2.093 2 1 55.76 4 3 18 0 InChI=1S/C14H14O4/c1-14(2,16)12-6-9-5-8-3-4-13(15)18-10(8)7-11(9)17-12/h3-5,7,12,16H,6H2,1-2H3/t12-/m1/s1 FWYSBEAFFPBAQU-GFCCVEGCSA-N O=c1ccc2c(o1)cc1c(c2)C[C@@H](O1)C(O)(C)C NPC61506 (2R)-2-(3,4-Dihydroxyphenyl)-3,5,7-Trihydroxy-2,3-Dihydrochromen-4-One (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL1492383 10185 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14?,15-/m1/s1 CXQWRCVTCMQVQX-YSSOQSIOSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)C(C(=O)c2c(c1)O)O NPC471522 (2R)-2-(4-Hydroxyphenyl)-6-[1-(4-Hydroxyphenyl)-3-(4-Hydroxy-2-Methoxyphenyl)Propyl]-8-Methylchroman-7-Ol (2R)-6-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-2-(4-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-chromen-7-ol CHEMBL254647 23655938 C32H32O6 512.22 -1.494 4.32 6.284 0 4 99.38 13 5 38 1 InChI=1S/C32H32O6/c1-19-31(36)28(17-23-9-16-29(38-32(19)23)21-5-12-25(34)13-6-21)27(20-3-10-24(33)11-4-20)15-8-22-7-14-26(35)18-30(22)37-2/h3-7,10-14,17-18,27,29,33-36H,8-9,15-16H2,1-2H3/t27?,29-/m1/s1 ZYNHARKRZSKBAU-ZBAATNBSSA-N COc1cc(O)ccc1CCC(c1cc2CC[C@@H](Oc2c(c1O)C)c1ccc(cc1)O)c1ccc(cc1)O NPC274717 (2R)-2',4'-Dihydroxy-7-Methoxy-8-Hydroxyethylflavan 4-[(2R)-8-(2-hydroxyethyl)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]benzene-1,3-diol CHEMBL1951301 53468592 C18H20O5 316.13 -1.5956 2.89 1.827 1 3 79.15 8 3 23 0 InChI=1S/C18H20O5/c1-22-16-6-2-11-3-7-17(23-18(11)14(16)8-9-19)13-5-4-12(20)10-15(13)21/h2,4-6,10,17,19-21H,3,7-9H2,1H3/t17-/m1/s1 BJVDGVPUXJNXHR-QGZVFWFLSA-N OCCc1c(OC)ccc2c1O[C@H](CC2)c1ccc(cc1O)O NPC182057 (2R)-2-[[4-[(2-Amino-5-Formyl-4-Oxo-1,6,7,8-Tetrahydropteridin-6-Yl)Methylamino]Benzoyl]Amino]Pentanedioic Acid (2R)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid CHEMBL224622 54575 C20H23N7O7 473.17 -3.7521 2.12 -0.04 14 8 216.54 14 3 34 3 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m1/s1 VVIAGPKUTFNRDU-ZGTCLIOFSA-N O=CN1C(CNc2ccc(cc2)C(=O)N[C@@H](C(=O)O)CCC(=O)O)CNc2c1c(O)nc(=N)[nH]2 NPC53449 (2R)-2-Amino-3-Methylselanylpropanoic Acid (2R)-2-amino-3-methylselanylpropanoic acid CHEMBL62382 147004;45266674 C4H9NO2Se 182.98 -1.0329 1.46 -2.466 3 2 63.32 6 0 8 0 InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1 XDSSPSLGNGIIHP-VKHMYHEASA-N C[Se]C[C@@H](C(=O)O)N NPC19044 (2R)-2-Hydroxybutanedioic Acid (2R)-2-hydroxybutanedioic acid CHEMBL225986 92824 C4H6O5 134.02 -1.0622 1.35 -1.474 5 3 94.83 6 0 9 0 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1 BJEPYKJPYRNKOW-UWTATZPHSA-N OC(=O)C[C@H](C(=O)O)O NPC169050 (2R)-4-Methoxy-2-[(Z)-2-Phenylethenyl]-2,3-Dihydropyran-6-One (2R)-4-methoxy-2-[(Z)-2-phenylethenyl]-2,3-dihydropyran-6-one CHEMBL1473874 6604256 C14H14O3 230.09 0.4444 2.67 4.783 3 0 35.53 4 2 17 0 InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7-/t12-/m0/s1 XEAQIWGXBXCYFX-KRZKBDHCSA-N COC1=CC(=O)O[C@H](C1)/C=C\c1ccccc1 NPC219582 (2R)-5,7-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-2,3-Dihydrochromen-4-One (2R)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL1589200 676152 C16H14O6 302.08 -1.8662 2.56 0.453 1 3 96.22 6 3 22 0 InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m1/s1 AIONOLUJZLIMTK-CQSZACIVSA-N COc1ccc(cc1O)[C@H]1CC(=O)c2c(O1)cc(cc2O)O NPC190184 (2R)-5-Amino-2-Azaniumyl-5-Oxopentanoate (2R)-5-amino-2-azaniumyl-5-oxopentanoate CHEMBL1232207 6992096;145815 C5H10N2O3 146.07 -1.4816 1.46 -2.943 5 4 107.4 7 0 10 0 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 ZDXPYRJPNDTMRX-GSVOUGTGSA-N OC(=N)CC[C@H](C(=O)O)N NPC188022 (2R)-7,4'-Dihydroxy-5-Methoxy-8-Methylflavan (2R)-2-(4-hydroxyphenyl)-5-methoxy-8-methyl-3,4-dihydro-2H-chromen-7-ol CHEMBL1080978 44479223 C17H18O4 286.12 -0.7605 2.89 2.601 0 2 58.92 6 3 21 0 InChI=1S/C17H18O4/c1-10-14(19)9-16(20-2)13-7-8-15(21-17(10)13)11-3-5-12(18)6-4-11/h3-6,9,15,18-19H,7-8H2,1-2H3/t15-/m1/s1 URQUSRJQNKCRCO-OAHLLOKOSA-N COc1cc(O)c(c2c1CC[C@@H](O2)c1ccc(cc1)O)C NPC72649 (2R)-Naringenin-5-O-Beta-D-Glucopyranoside (2R)-7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL2152489 3083618 C21H22O10 434.12 -3.5613 2.67 -0.211 6 6 166.14 10 4 31 1 InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)30-15-6-11(24)5-14-17(15)12(25)7-13(29-14)9-1-3-10(23)4-2-9/h1-6,13,16,18-24,26-28H,7-8H2/t13-,16-,18-,19+,20-,21-/m1/s1 MFQIWHVVFBCURA-KYSZGLPYSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)C[C@@H](O3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC257847 (2R)-Pterosin B 14-O-Beta-(4'-P-Coumaroyl)-Glucopyranoside [(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[2-[(2R)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethoxy]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL256094 24800715 C29H34O9 526.22 -0.0338 3.66 3.404 8 4 142.75 16 4 38 0 InChI=1S/C29H34O9/c1-15-12-19-13-16(2)25(33)24(19)17(3)21(15)10-11-36-29-27(35)26(34)28(22(14-30)37-29)38-23(32)9-6-18-4-7-20(31)8-5-18/h4-9,12,16,22,26-31,34-35H,10-11,13-14H2,1-3H3/b9-6+/t16-,22-,26-,27-,28-,29-/m1/s1 DGOOMWFMTZLGGS-PBRNXLBUSA-N OC[C@H]1O[C@@H](OCCc2c(C)cc3c(c2C)C(=O)[C@@H](C3)C)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O)O NPC160156 (2R,3R)-(+)-Glucodistylin (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL2332678 14187089 C21H22O12 466.11 -4.6738 2.45 -1.509 7 8 206.6 12 4 33 1 InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19-,20+,21+/m1/s1 FVQOMEDMFUMIMO-UTZHSPHRSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@H](Oc3c(C2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC20530 (2R,3R)-2-(2,4-Dihydroxy-Phenyl)-3,7-Dihydroxy-8-(5-Hydroxy-2-Isopropenyl-5-Methyl-Hexyl)-5-Methoxy-Chroman-4-One (2R,3R)-2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-8-(5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl)-5-methoxy-2,3-dihydrochromen-4-one CHEMBL77703 10254216 C26H32O8 472.21 -0.7044 3.44 2.387 3 5 136.68 17 3 34 0 InChI=1S/C26H32O8/c1-13(2)14(8-9-26(3,4)32)10-17-19(29)12-20(33-5)21-22(30)23(31)25(34-24(17)21)16-7-6-15(27)11-18(16)28/h6-7,11-12,14,23,25,27-29,31-32H,1,8-10H2,2-5H3/t14?,23-,25+/m0/s1 YWHHRFNOJTVNBI-SBCNVUAESA-N COc1cc(O)c(c2c1C(=O)[C@H](O)[C@H](O2)c1ccc(cc1O)O)CC(C(=C)C)CCC(O)(C)C NPC222185 (2R,3R)-5,7-Diacetoxy-2-(3,4,5-Triacetoxyphenyl)-3,4-Dihydro-2H-Chromen-3-Yl 3,4,5-Triacetoxybenzoate [(2R,3R)-5,7-diacetyloxy-2-(3,4,5-triacetyloxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-triacetyloxybenzoate CHEMBL235389 11787645 C38H34O19 794.17 -0.9332 3.55 4.898 10 0 245.93 28 4 57 1 InChI=1S/C38H34O19/c1-16(39)48-26-13-28(49-17(2)40)27-15-34(57-38(47)25-11-32(52-20(5)43)37(55-23(8)46)33(12-25)53-21(6)44)35(56-29(27)14-26)24-9-30(50-18(3)41)36(54-22(7)45)31(10-24)51-19(4)42/h9-14,34-35H,15H2,1-8H3/t34-,35-/m1/s1 SVHJCTSSYQPWEV-VSJLXWSYSA-N CC(=O)Oc1cc(OC(=O)C)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(OC(=O)C)c(c(c1)OC(=O)C)OC(=O)C)c1cc(OC(=O)C)c(c(c1)OC(=O)C)OC(=O)C NPC122828 (2R,3R)-Alpinone (2R,3R)-3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1081328 46883390 C16H14O5 286.08 -1.5978 2.67 2.677 2 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-10-7-11(17)13-12(8-10)21-16(15(19)14(13)18)9-5-3-2-4-6-9/h2-8,15-17,19H,1H3/t15-,16+/m0/s1 QPOCKDYYXFOBCM-JKSUJKDBSA-N COc1cc2O[C@H](c3ccccc3)[C@H](C(=O)c2c(c1)O)O NPC214246 (2R,3R,4E)-2-(4-Hydroxyphenyl)-4-[(4-Hydroxyphenyl)Methylidene]-5-Oxooxolane-3-Carboxylic Acid (2R,3R,4E)-2-(4-hydroxyphenyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid CHEMBL458256 11381796 C18H14O6 326.08 -1.1744 2.78 2.519 4 3 104.06 6 3 24 0 InChI=1S/C18H14O6/c19-12-5-1-10(2-6-12)9-14-15(17(21)22)16(24-18(14)23)11-3-7-13(20)8-4-11/h1-9,15-16,19-20H,(H,21,22)/b14-9+/t15-,16+/m1/s1 VCGDDWQSRJLRHG-MMJTVPDGSA-N Oc1ccc(cc1)/C=C\1/C(=O)O[C@H]([C@@H]1C(=O)O)c1ccc(cc1)O NPC311668 (2R,3R,4R)-2-(Hydroxymethyl)Pyrrolidine-3,4-Diol (2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL80254 451991 C5H11NO3 133.07 -1.9293 1.57 -0.686 4 4 72.72 4 1 9 0 InChI=1S/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2/t3-,4-,5-/m1/s1 OQEBIHBLFRADNM-UOWFLXDJSA-N OC[C@H]1NC[C@H]([C@@H]1O)O NPC101139 (2R,3R,4S)-2-(((R)-2-Hydroxy-1-Phenylethylamino)Methyl)Pyrrolidine-3,4-Diol (2R,3R,4S)-2-[[[(1R)-2-hydroxy-1-phenylethyl]amino]methyl]pyrrolidine-3,4-diol CHEMBL425723 11425273 C13H20N2O3 252.15 -2.3885 2.34 1.873 5 5 84.75 8 2 18 0 InChI=1S/C13H20N2O3/c16-8-11(9-4-2-1-3-5-9)14-6-10-13(18)12(17)7-15-10/h1-5,10-18H,6-8H2/t10-,11+,12+,13-/m1/s1 OGMKEJTXCCFISS-MROQNXINSA-N OC[C@@H](c1ccccc1)NC[C@H]1NC[C@@H]([C@@H]1O)O NPC178449 (2R,3R,4S,5S,6R)-2-[(3R)-1,7-Bis(4-Hydroxyphenyl)Heptan-3-Yl]Oxy-6-[[(2R,3R,4R)-3,4-Dihydroxy-4-(Hydroxymethyl)Oxolan-2-Yl]Oxymethyl]Oxane-3,4,5-Triol (2R,3R,4S,5S,6R)-2-[(3R)-1,7-bis(4-hydroxyphenyl)heptan-3-yl]oxy-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol CHEMBL1774773 21637600 C30H42O12 594.27 -5.6141 3.44 2.709 10 8 198.76 22 4 42 2 InChI=1S/C30H42O12/c31-16-30(38)17-40-29(27(30)37)39-15-23-24(34)25(35)26(36)28(42-23)41-22(14-9-19-7-12-21(33)13-8-19)4-2-1-3-18-5-10-20(32)11-6-18/h5-8,10-13,22-29,31-38H,1-4,9,14-17H2/t22-,23-,24-,25+,26-,27+,28-,29-,30-/m1/s1 JLMGCBFIPZDHLZ-GYOMMSMMSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)OC[C@H]1O[C@@H](O[C@@H](CCc2ccc(cc2)O)CCCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC218041 (2R,3R,4S,5S,6R)-2-[[(1S,2R,3R)-7-Hydroxy-1-(4-Hydroxy-3,5-Dimethoxyphenyl)-3-(Hydroxymethyl)-6,8-Dimethoxy-1,2,3,4-Tetrahydronaphthalen-2-Yl]Methoxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol (2R,3R,4S,5S,6R)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL464198 10483388 C28H38O13 582.23 -4.0646 3.11 -0.935 7 7 196.99 21 4 41 1 InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,25-,26+,28+/m0/s1 PQQRNPDHSJDAGV-HQSXISOASA-N OC[C@@H]1Cc2cc(OC)c(c(c2[C@@H]([C@H]1CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)OC)O NPC157514 (2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]Oxane-2,3,4,5-Tetrol (2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol CHEMBL1360334 441422 C12H22O11 342.12 -4.2603 1.57 -3.234 11 8 189.53 12 2 23 2 InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 DLRVVLDZNNYCBX-LIZSDCNHSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC144995 (2R,3R,5R)-2,3-Epoxy-6,9-Humuladien-5-Ol-8-One (1R,4E,7E,9R,11S)-9-hydroxy-3,3,7,11-tetramethyl-12-oxabicyclo[9.1.0]dodeca-4,7-dien-6-one CHEMBL513372 11357143 C15H22O3 250.16 1.6831 2.78 1.942 3 1 49.83 5 2 18 0 InChI=1S/C15H22O3/c1-10-7-11(16)8-15(4)13(18-15)9-14(2,3)6-5-12(10)17/h5-7,11,13,16H,8-9H2,1-4H3/b6-5+,10-7+/t11-,13+,15-/m0/s1 RTKZIRJGSBHFAV-BKHUMSDISA-N O[C@H]1/C=C(\C)/C(=O)/C=C/C(C[C@@H]2[C@@](C1)(C)O2)(C)C NPC78770 (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-Dihydro-2H-Chromene-3,5,7-Triol;Hydrate (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol;hydrate CHEMBL1256783 107957 C15H14O6.H2O 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6.H2O/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-5,13,15-20H,6H2;1H2/t13-,15+;/m0./s1 OFUMQWOJBVNKLR-NQQJLSKUSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](Cc2c(c1)O)O.O NPC260491 (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-Trihydroxy-2,3-Dihydrochromen-4-One (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL221328 712318 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15-/m1/s1 CXQWRCVTCMQVQX-HUUCEWRRSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@@H](C(=O)c2c(c1)O)O NPC50380 (2R,3S)-2-(3-Hydroxy-5-Methoxyphenyl)-N-[2-(4-Hydroxyphenyl)Ethyl]-6-[(E)-3-[2-(4-Hydroxyphenyl)Ethylamino]-3-Oxoprop-1-Enyl]-2,3-Dihydro-1,4-Benzodioxine-3-Carboxamide (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-6-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide CHEMBL2337122 71521886 C35H34N2O8 610.23 -1.6645 4.21 5.686 4 5 153.56 17 5 45 2 InChI=1S/C35H34N2O8/c1-43-29-20-25(19-28(40)21-29)33-34(35(42)37-17-15-23-4-10-27(39)11-5-23)45-31-18-24(6-12-30(31)44-33)7-13-32(41)36-16-14-22-2-8-26(38)9-3-22/h2-13,18-21,33-34,38-40H,14-17H2,1H3,(H,36,41)(H,37,42)/b13-7+/t33-,34+/m1/s1 ABUYVRIWKJMSGL-RULIJYEHSA-N COc1cc(O)cc(c1)[C@H]1Oc2ccc(cc2O[C@@H]1C(=NCCc1ccc(cc1)O)O)/C=C/C(=NCCc1ccc(cc1)O)O NPC179250 (2R,3S)-2-(3-Hydroxy-5-Methoxyphenyl)-N-[2-(4-Hydroxyphenyl)Ethyl]-6-[(Z)-3-[2-(4-Hydroxyphenyl)Ethylamino]-3-Oxoprop-1-Enyl]-2,3-Dihydro-1,4-Benzodioxine-3-Carboxamide (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-6-[(Z)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide CHEMBL2337121 71521887 C35H34N2O8 610.23 -1.6645 4.21 5.686 4 5 153.56 17 5 45 2 InChI=1S/C35H34N2O8/c1-43-29-20-25(19-28(40)21-29)33-34(35(42)37-17-15-23-4-10-27(39)11-5-23)45-31-18-24(6-12-30(31)44-33)7-13-32(41)36-16-14-22-2-8-26(38)9-3-22/h2-13,18-21,33-34,38-40H,14-17H2,1H3,(H,36,41)(H,37,42)/b13-7-/t33-,34+/m1/s1 ABUYVRIWKJMSGL-HYKZEENLSA-N COc1cc(O)cc(c1)[C@H]1Oc2ccc(cc2O[C@@H]1C(=NCCc1ccc(cc1)O)O)/C=C\C(=NCCc1ccc(cc1)O)O NPC246177 (2R,3S)-2-[(3E)-4,8-Dimethyl-6-Oxonona-3,7-Dienyl]-7-Hydroxy-2,3-Dimethyl-3H-Furo[3,2-C]Chromen-4-One (2R,3S)-2-[(3E)-4,8-dimethyl-6-oxonona-3,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL459918 10992937 C24H28O5 396.19 2.0538 3.55 4.045 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h7-9,11,13,16,25H,6,10,12H2,1-5H3/b15-7+/t16-,24+/m0/s1 VFFCJVAKVAWFMA-TVBPSSQPSA-N C/C(=C\CC[C@@]1(C)Oc2c([C@@H]1C)c(=O)oc1c2ccc(c1)O)/CC(=O)C=C(C)C NPC208676 (2R,3S)-Pterosin C 3-O-Beta-(4'-P-Coumaroyl)-Glucopyranoside [(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2R)-5-(2-hydroxyethyl)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL257383 24800718 C29H34O10 542.22 -0.8657 3.55 2.163 9 5 162.98 17 4 39 0 InChI=1S/C29H34O10/c1-14-12-20-23(15(2)19(14)10-11-30)24(34)16(3)27(20)39-29-26(36)25(35)28(21(13-31)37-29)38-22(33)9-6-17-4-7-18(32)8-5-17/h4-9,12,16,21,25-32,35-36H,10-11,13H2,1-3H3/b9-6+/t16-,21+,25+,26+,27-,28+,29-/m0/s1 XHAHKCFIMDRADG-KDMLICHCSA-N OCCc1c(C)cc2c(c1C)C(=O)[C@@H]([C@@H]2O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)C NPC22918 (2R,3S,4R,5R,6S)-2-[[(1As,1Bs,2S,5Ar,6S,6As)-1A-(Hydroxymethyl)-6-Methoxy-2,5A,6,6A-Tetrahydro-1Bh-Oxireno[5,6]Cyclopenta[1,3-C]Pyran-2-Yl]Oxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol (2R,3S,4R,5R,6S)-2-[[(1aS,1bS,2S,5aR,6S,6aS)-1a-(hydroxymethyl)-6-methoxy-2,5a,6,6a-tetrahydro-1bH-oxireno[5,6]cyclopenta[1,3-c]pyran-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1608702 44144291 C16H24O10 376.14 -3.9348 2.12 -2.188 10 5 150.6 11 4 26 0 InChI=1S/C16H24O10/c1-22-12-6-2-3-23-14(8(6)16(5-18)13(12)26-16)25-15-11(21)10(20)9(19)7(4-17)24-15/h2-3,6-15,17-21H,4-5H2,1H3/t6-,7+,8-,9+,10-,11+,12+,13+,14+,15-,16-/m1/s1 CQHVYUDLQLYNAI-ZVQRBJDRSA-N CO[C@H]1[C@@H]2C=CO[C@H]([C@@H]2[C@@]2([C@H]1O2)CO)O[C@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O NPC43872 (2R,3S,4S,10Bs)-3,4,8,10-Tetrahydroxy-2-(Hydroxymethyl)-9-Methoxy-3,4,4A,10B-Tetrahydro-2H-Pyrano[3,2-C]Isochromen-6-One (2R,3S,4S,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one CHEMBL1512567 24982180 C14H16O9 328.08 -2.8389 2.01 -2.021 6 5 145.91 8 3 23 0 InChI=1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13?/m1/s1 YWJXCIXBAKGUKZ-KRGNRWPNSA-N OC[C@H]1O[C@@H]2C([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1)O)OC NPC31496 (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(2-Methylbut-3-En-2-Yloxy)Oxane-3,4,5-Triol (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-methylbut-3-en-2-yloxy)oxane-3,4,5-triol CHEMBL1395434 5316128 C11H20O6 248.13 -0.9056 2.01 -0.356 6 4 99.38 10 1 17 0 InChI=1S/C11H20O6/c1-4-11(2,3)17-10-9(15)8(14)7(13)6(5-12)16-10/h4,6-10,12-15H,1,5H2,2-3H3/t6-,7-,8+,9-,10+/m1/s1 ZEGGZNOPAPRAIG-SPFKKGSWSA-N OC[C@H]1O[C@@H](OC(C=C)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC301651 (2R,3S,4S,6S)-2-(4-Hydroxyphenyl)-6-[2-(4-Hydroxyphenyl)Ethyl]Oxane-3,4-Diol (2R,3S,4S,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxane-3,4-diol CHEMBL478747 10616408 C19H22O5 330.15 -2.7105 3 2.878 3 4 90.15 8 3 24 0 InChI=1S/C19H22O5/c20-14-6-1-12(2-7-14)3-10-16-11-17(22)18(23)19(24-16)13-4-8-15(21)9-5-13/h1-2,4-9,16-23H,3,10-11H2/t16-,17-,18-,19+/m0/s1 RBJGEWFAPDFFEA-CADBVGFASA-N Oc1ccc(cc1)CC[C@H]1C[C@H](O)[C@@H]([C@H](O1)c1ccc(cc1)O)O NPC473680 (2R,4As,6Ar,6Ar,6Br,8Ar,10S,12Ar,14Bs)-10-Hydroxy-6A-[(Z)-4-(4-Hydroxy-3-Methoxyphenyl)-2-Oxobut-3-Enyl]-2,6B,9,9,12A-Pentamethyl-2,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydro-1H-Picene-4A-Carboxylic Acid (2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(Z)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-2,6b,9,9,12a-pentamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL449066 44583701 C39H54O6 618.39 0.2614 5.09 8.714 4 3 104.06 15 6 45 1 InChI=1S/C39H54O6/c1-24-13-18-38(34(43)44)19-20-39(23-26(40)9-7-25-8-11-29(41)30(22-25)45-6)27(28(38)21-24)10-12-32-36(4)16-15-33(42)35(2,3)31(36)14-17-37(32,39)5/h7-11,22,24,28,31-33,41-42H,12-21,23H2,1-6H3,(H,43,44)/b9-7-/t24-,28+,31+,32-,33+,36+,37-,38+,39+/m1/s1 XPFZMNVQNXAVPE-SLRGQNDKSA-N COc1cc(/C=C\C(=O)C[C@@]23CC[C@@]4([C@H](C2=CC[C@H]2[C@@]3(C)CC[C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)C[C@@H](CC4)C)C(=O)O)ccc1O NPC473556 (2R,6S)-2-(4-Hydroxyphenyl)-6-[2-(4-Hydroxyphenyl)Ethyl]Oxane-3,4-Diol (2R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxane-3,4-diol CHEMBL445534 44584769 C19H22O5 330.15 -2.7105 3 2.878 3 4 90.15 8 3 24 0 InChI=1S/C19H22O5/c20-14-6-1-12(2-7-14)3-10-16-11-17(22)18(23)19(24-16)13-4-8-15(21)9-5-13/h1-2,4-9,16-23H,3,10-11H2/t16-,17?,18?,19+/m0/s1 RBJGEWFAPDFFEA-MKCYZYCBSA-N Oc1ccc(cc1)CC[C@H]1CC(O)C([C@H](O1)c1ccc(cc1)O)O NPC274499 (2S)-1,1-Dimethylpyrrolidin-1-Ium-2-Carboxylate (2S)-1,1-dimethylpyrrolidin-1-ium-2-carboxylate CHEMBL1456892 115244 C7H13NO2 143.09 -2.8784 1.9 -0.618 2 0 40.13 4 1 10 0 InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1 CMUNUTVVOOHQPW-LURJTMIESA-N [O-]C(=O)[C@@H]1CCC[N+]1(C)C NPC21693 (2S)-1-Linoleoyl-2-Palmitoyl-3-O-Beta-D-Galactopyranosylglycerol [(2S)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate CHEMBL448268 44593355 C43H78O10 754.56 -6.7832 5.09 14.087 10 4 151.98 43 1 53 2 InChI=1S/C43H78O10/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(45)50-34-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)52-39(46)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11,13,17-18,36-37,40-44,47-49H,3-10,12,14-16,19-35H2,1-2H3/b13-11-,18-17-/t36-,37-,40+,41+,42-,43-/m1/s1 QOCWWAJCODFCIV-OSTDEYQUSA-N CCCCCCCCCCCCCCCC(=O)O[C@@H](CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC NPC147145 (2S)-2,3-Dihydrotephroapollin C (2S)-8-[(E)-3-hydroxy-3-methylbut-1-enyl]-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL2408952 52316190 C21H22O4 338.15 0.1163 3.33 4.357 2 1 55.76 8 3 25 0 InChI=1S/C21H22O4/c1-21(2,23)12-11-16-18(24-3)10-9-15-17(22)13-19(25-20(15)16)14-7-5-4-6-8-14/h4-12,19,23H,13H2,1-3H3/b12-11+/t19-/m0/s1 DSOKHRJRTZPRBU-CVTTXWKISA-N COc1ccc2c(c1/C=C/C(O)(C)C)O[C@@H](CC2=O)c1ccccc1 NPC471285 (2S)-2,3-Dihydrotephroglabrin (2S)-8-(5,5-dimethyl-4-oxofuran-3-yl)-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL2408951 72189489 C22H20O5 364.13 -0.5579 3.33 4.029 3 0 61.83 6 4 27 0 InChI=1S/C22H20O5/c1-22(2)21(24)15(12-26-22)19-17(25-3)10-9-14-16(23)11-18(27-20(14)19)13-7-5-4-6-8-13/h4-10,12,18H,11H2,1-3H3/t18-/m0/s1 MWZIKFXFEIAQDO-SFHVURJKSA-N COc1ccc2c(c1C1=COC(C1=O)(C)C)O[C@@H](CC2=O)c1ccccc1 NPC473996 (2S)-2',4'-Dihydroxy-2' '-(1-Hydroxy-1-Methylethyl)Dihydrofuro[2,3-H]Flavanone (2S)-2-(2,4-dihydroxyphenyl)-8-(2-hydroxypropan-2-yl)-2,3,8,9-tetrahydrofuro[2,3-h]chromen-4-one CHEMBL457678 10291777 C20H20O6 356.13 -1.3624 3 1.458 2 3 96.22 7 4 26 0 InChI=1S/C20H20O6/c1-20(2,24)18-8-13-16(25-18)6-5-12-15(23)9-17(26-19(12)13)11-4-3-10(21)7-14(11)22/h3-7,17-18,21-22,24H,8-9H2,1-2H3/t17-,18?/m0/s1 JXVOAHGNNBAJCD-ZENAZSQFSA-N Oc1ccc(c(c1)O)[C@@H]1CC(=O)c2c(O1)c1CC(Oc1cc2)C(O)(C)C NPC102540 (2S)-2',4'-Dihydroxy-7-Methoxy-8-Prenylflavan 4-[(2S)-5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-2-yl]benzene-1,3-diol CHEMBL463255 44567161 C21H24O5 356.16 0.0146 3.22 2.996 0 3 79.15 10 3 26 0 InChI=1S/C21H24O5/c1-12(2)4-6-16-20(25-3)11-18(24)15-8-9-19(26-21(15)16)14-7-5-13(22)10-17(14)23/h4-5,7,10-11,19,22-24H,6,8-9H2,1-3H3/t19-/m0/s1 NKWZCXSFJQEDSE-IBGZPJMESA-N COc1cc(O)c2c(c1CC=C(C)C)O[C@@H](CC2)c1ccc(cc1O)O NPC470549 (2S)-2-[3-(Cyanomethyl)-4-Methoxy-1H-Indol-7-Yl]-2-(1H-Indol-3-Yl)Acetonitrile (2S)-2-[3-(cyanomethyl)-4-methoxy-1H-indol-7-yl]-2-(1H-indol-3-yl)acetonitrile CHEMBL2063173 70690687 C21H16N4O 340.13 -0.9331 3.22 2.274 4 2 88.39 5 4 26 0 InChI=1S/C21H16N4O/c1-26-19-7-6-15(21-20(19)13(8-9-22)11-25-21)16(10-23)17-12-24-18-5-3-2-4-14(17)18/h2-7,11-12,16,24-25H,8H2,1H3/t16-/m1/s1 VFCSQPLDMATYSC-MRXNPFEDSA-N N#C[C@@H](c1c[nH]c2c1cccc2)c1ccc(c2c1[nH]cc2CC#N)OC NPC170114 (2S)-2-[3-(Cyanomethyl)-4-Methoxy-1H-Indol-7-Yl]-2-(4-Methoxy-1H-Indol-3-Yl)Acetonitrile (2S)-2-[3-(cyanomethyl)-4-methoxy-1H-indol-7-yl]-2-(4-methoxy-1H-indol-3-yl)acetonitrile CHEMBL2063174 70690688 C22H18N4O2 370.14 -0.9849 3.22 1.619 4 2 97.62 7 4 28 0 InChI=1S/C22H18N4O2/c1-27-18-5-3-4-17-21(18)16(12-25-17)15(10-24)14-6-7-19(28-2)20-13(8-9-23)11-26-22(14)20/h3-7,11-12,15,25-26H,8H2,1-2H3/t15-/m1/s1 PDIDHZDRZQKFOX-OAHLLOKOSA-N N#C[C@@H](c1c[nH]c2c1c(OC)ccc2)c1ccc(c2c1[nH]cc2CC#N)OC NPC306238 (2S)-2-Acetamido-3-Sulfanylpropanoic Acid (2S)-2-acetamido-3-sulfanylpropanoic acid CHEMBL507900 94364 C5H9NO3S 163.03 0.054 1.46 0.047 4 2 108.69 7 0 10 0 InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m1/s1 PWKSKIMOESPYIA-SCSAIBSYSA-N SC[C@H](C(=O)O)N=C(O)C NPC181588 (2S)-2-Amino-3-(2-Aminoethoxy)Propanoic Acid (2S)-2-amino-3-(2-aminoethoxy)propanoic acid CHEMBL1234985 160555 C5H12N2O3 148.08 -2.016 1.46 -4.213 5 3 98.57 8 0 10 0 InChI=1S/C5H12N2O3/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1 SLTGLTLBIVDQKE-BYPYZUCNSA-N N[C@H](C(=O)O)COCCN NPC129889 (2S)-2-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)Acetic Acid (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid CHEMBL1603851 736172 C9H10O5 198.05 -1.3693 1.9 -0.146 3 3 86.99 7 1 14 0 InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)/t8-/m0/s1 CGQCWMIAEPEHNQ-QMMMGPOBSA-N COc1cc(ccc1O)[C@@H](C(=O)O)O NPC175852 (2S)-2-Hydroxy-2-Phenylacetic Acid (2S)-2-hydroxy-2-phenylacetic acid CHEMBL58910 439616 C8H8O3 152.05 -0.8572 2.01 1.894 3 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1 IWYDHOAUDWTVEP-ZETCQYMHSA-N O[C@@H](c1ccccc1)C(=O)O NPC235217 (2S)-2'-Methoxykurarinone (2S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL496451 11982641 C27H32O6 452.22 1.3299 3.77 4.349 1 2 85.22 15 3 33 0 InChI=1S/C27H32O6/c1-15(2)7-8-17(16(3)4)11-20-21(29)13-25(32-6)26-22(30)14-24(33-27(20)26)19-10-9-18(28)12-23(19)31-5/h7,9-10,12-13,17,24,28-29H,3,8,11,14H2,1-2,4-6H3/t17-,24+/m1/s1 KTAQQSUPNZAWEY-OSPHWJPCSA-N COc1cc(O)c(c2c1C(=O)C[C@H](O2)c1ccc(cc1OC)O)C[C@H](C(=C)C)CC=C(C)C NPC474024 (2S)-3',4',5,7,8'-Pentahydroxy-2',2'-Dimethyl-7'-(3-Methylbut-2-Enyl)-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-[3,4,8-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-2,3-dihydrochromen-4-one CHEMBL458620 44589219 C25H28O8 456.18 -0.5184 3.33 1.364 3 5 136.68 12 4 33 0 InChI=1S/C25H28O8/c1-11(2)5-6-13-14(9-15-22(30)24(31)25(3,4)33-23(15)21(13)29)18-10-17(28)20-16(27)7-12(26)8-19(20)32-18/h5,7-9,18,22,24,26-27,29-31H,6,10H2,1-4H3/t18-,22?,24?/m0/s1 CNJVHHYFXJIZHZ-IYHNFFKESA-N CC(=CCc1c(cc2c(c1O)OC(C(C2O)O)(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC474023 (2S)-3',4',5,7-Tetrahydroxy-2',2'-Dimethyl-8'-(3-Methylbut-2-Enyl)-2,6'-Bichroman-4-One (2S)-2-[3,4-dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL458619 44589218 C25H28O7 440.18 -0.0581 3.44 2.327 3 4 116.45 11 4 32 0 InChI=1S/C25H28O7/c1-12(2)5-6-13-7-14(8-16-22(29)24(30)25(3,4)32-23(13)16)19-11-18(28)21-17(27)9-15(26)10-20(21)31-19/h5,7-10,19,22,24,26-27,29-30H,6,11H2,1-4H3/t19-,22?,24?/m0/s1 KYGXFLIBLYFPAZ-HRRASNIPSA-N CC(=CCc1cc(cc2c1OC(C)(C)C(C2O)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC474021 (2S)-3',5,7-Trihydroxy-2',2'-Dimethyl-8'-(3-Methylbut-2-Enyl)-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-[3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-2,3-dihydrochromen-4-one CHEMBL458555 44589132 C25H28O6 424.19 0.515 3.55 2.928 2 3 96.22 10 4 31 0 InChI=1S/C25H28O6/c1-13(2)5-6-14-7-15(8-16-9-22(29)25(3,4)31-24(14)16)20-12-19(28)23-18(27)10-17(26)11-21(23)30-20/h5,7-8,10-11,20,22,26-27,29H,6,9,12H2,1-4H3/t20-,22?/m0/s1 WJBWITXUNBMVLF-AIBWNMTMSA-N CC(=CCc1cc(cc2c1OC(C)(C)C(C2)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC473990 (2S)-3',5,7-Trihydroxy-8'-Methoxy-2',2'-Dimethyl-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-(3-hydroxy-8-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-2,3-dihydrochromen-4-one CHEMBL457525 25147601 C21H22O7 386.14 -1.4142 3 1.014 2 3 105.45 8 4 28 0 InChI=1S/C21H22O7/c1-21(2)18(25)6-11-4-10(5-17(26-3)20(11)28-21)15-9-14(24)19-13(23)7-12(22)8-16(19)27-15/h4-5,7-8,15,18,22-23,25H,6,9H2,1-3H3/t15-,18?/m0/s1 HTNJCCKJJVLCTO-BUSXIPJBSA-N COc1cc(cc2c1OC(C)(C)C(C2)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC287789 (2S)-3-[(2S,3S)-5,7-Dihydroxy-2-(4-Methoxyphenyl)-4-Oxo-2,3-Dihydrochromen-3-Yl]-5,7-Dihydroxy-2-(4-Methoxyphenyl)-2,3-Dihydrochromen-4-One (2S)-3-[(2S,3S)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL1545093 16745525 C32H26O10 570.15 -3.1708 3.88 2.362 2 4 151.98 11 6 42 0 InChI=1S/C32H26O10/c1-39-19-7-3-15(4-8-19)31-27(29(37)25-21(35)11-17(33)13-23(25)41-31)28-30(38)26-22(36)12-18(34)14-24(26)42-32(28)16-5-9-20(40-2)10-6-16/h3-14,27-28,31-36H,1-2H3/t27-,28?,31-,32-/m1/s1 BTCICADMSGBCKA-VGVWILAUSA-N COc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C(=O)C1[C@H]1[C@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(cc1)OC)O NPC180363 (2S)-4-[(15S)-15-Hydroxy-15-[(2S,5R)-5-[(1R)-1-Hydroxyundecyl]Oxolan-2-Yl]Pentadecyl]-2-Methyl-2H-Furan-5-One (2S)-4-[(15S)-15-hydroxy-15-[(2S,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]pentadecyl]-2-methyl-2H-furan-5-one CHEMBL499513 44577077 C35H64O5 564.48 -7.8926 4.76 12.199 5 2 75.99 30 2 40 2 InChI=1S/C35H64O5/c1-3-4-5-6-7-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-11-9-8-10-12-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3/t29-,31+,32-,33+,34-/m0/s1 YWTXVAUUCWGHSO-FAHZHRATSA-N CCCCCCCCCC[C@H]([C@H]1CC[C@H](O1)[C@H](CCCCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC311753 (2S)-5-(Diaminomethylideneazaniumyl)-2-(Phenylmethoxycarbonylamino)Pentanoate (2S)-5-(diaminomethylideneazaniumyl)-2-(phenylmethoxycarbonylamino)pentanoate CHEMBL1423296 1549129;71055 C14H20N4O4 308.15 -0.95 2.12 0.611 8 5 141.02 13 1 22 0 InChI=1S/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m0/s1 SJSSFUMSAFMFNM-NSHDSACASA-N NC(=N)NCCC[C@@H](C(=O)O)N=C(OCc1ccccc1)O NPC296490 (2S)-5,7,2',4'-Tetrahydroxyflavanone (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL458395 10356745 C15H12O6 288.06 -2.2747 2.45 -0.066 1 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-5,13,16-19H,6H2/t13-/m0/s1 QBLQLKNOKUHRCH-ZDUSSCGKSA-N Oc1ccc(c(c1)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC24136 (2S)-5,7,3',5'-Tetrahydroxy-8-[3'',8''-Dimethylocta-2''(E),7''-Dienyl]Flavonone (2S)-2-(3,5-dihydroxyphenyl)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL1689342 51041756 C25H28O6 424.19 0.8349 3.55 3.226 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-19-20(28)12-21(29)24-22(30)13-23(31-25(19)24)16-9-17(26)11-18(27)10-16/h5,7,9-12,23,26-29H,4,6,8,13H2,1-3H3/b15-7+/t23-/m0/s1 CUAHQWHCZQIDAM-KETROQBRSA-N C/C(=C\Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1cc(O)cc(c1)O)O)/CCC=C(C)C NPC291878 (2S)-5,7,3'-Trihydroxy-4'-Methoxy-8-(3''-Methylbut-2''-Enyl)-Flavonone (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL1689340 14259001 C21H22O6 370.14 0.0112 3.11 1.923 1 3 96.22 10 3 27 0 InChI=1S/C21H22O6/c1-11(2)4-6-13-14(22)9-16(24)20-17(25)10-19(27-21(13)20)12-5-7-18(26-3)15(23)8-12/h4-5,7-9,19,22-24H,6,10H2,1-3H3/t19-/m0/s1 MDRKJMLXLVCUIU-IBGZPJMESA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(cc2O)O NPC475784 (2S)-5,7-Dihydroxy-2'-(Hydroxymethyl)-8'-Methoxy-2'-Methyl-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-[2-(hydroxymethyl)-8-methoxy-2-methylchromen-6-yl]-2,3-dihydrochromen-4-one CHEMBL515537 25147600 C21H20O7 384.12 -1.3863 3 0.721 2 3 105.45 8 4 28 0 InChI=1S/C21H20O7/c1-21(10-22)4-3-11-5-12(6-18(26-2)20(11)28-21)16-9-15(25)19-14(24)7-13(23)8-17(19)27-16/h3-8,16,22-24H,9-10H2,1-2H3/t16-,21?/m0/s1 DNWBCRWFRVKNFW-BJQOMGFOSA-N COc1cc(cc2c1OC(C)(CO)C=C2)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC40033 (2S)-6-(Gamma,Gamma-Dimethylallyl)-3',4'-Dimethoxy-6'',6''-Dimethylpyran[2'',3'':7,8]Flavanone (2S)-2-(3,4-dimethoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL516860 44559078 C27H30O5 434.21 2.2481 3.88 4.805 1 0 53.99 11 4 32 0 InChI=1S/C27H30O5/c1-16(2)7-8-18-13-20-21(28)15-23(17-9-10-22(29-5)24(14-17)30-6)31-26(20)19-11-12-27(3,4)32-25(18)19/h7,9-14,23H,8,15H2,1-6H3/t23-/m0/s1 KJBZFWLVOZNDBN-QHCPKHFHSA-N COc1cc(ccc1OC)[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2)CC=C(C)C)(C)C NPC119209 (2S)-6-(Gamma,Gamma-Dimethylallyl)-5,4'-Dihydroxy-3'-Methoxy-6'',6''-Dimethylpyran[2'',3'':7,8]Flavanone (2S)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL464609 44559077 C26H28O6 436.19 1.3793 3.66 3.323 1 2 85.22 11 4 32 0 InChI=1S/C26H28O6/c1-14(2)6-8-16-23(29)22-19(28)13-20(15-7-9-18(27)21(12-15)30-5)31-25(22)17-10-11-26(3,4)32-24(16)17/h6-7,9-12,20,27,29H,8,13H2,1-5H3/t20-/m0/s1 KCZWDIXZSAGPCD-FQEVSTJZSA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2O)CC=C(C)C)(C)C NPC192686 (2S)-6-(Gamma,Gamma-Dimethylallyl)-5-3'-Dihydroxy-4'-Methoxy-6'',6''dimethylpyran[2'',3''7,8]Flavanone (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL451703 44559037 C26H28O6 436.19 1.3793 3.66 3.323 1 2 85.22 11 4 32 0 InChI=1S/C26H28O6/c1-14(2)6-8-16-23(29)22-19(28)13-21(15-7-9-20(30-5)18(27)12-15)31-25(22)17-10-11-26(3,4)32-24(16)17/h6-7,9-12,21,27,29H,8,13H2,1-5H3/t21-/m0/s1 RGXSRPKLOMKRQU-NRFANRHFSA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2O)CC=C(C)C)(C)C NPC284820 (2S)-6-(Gamma,Gamma-Dimethylallyl)-5-Hydroxy-3',4'-Dimethoxy-6'',6''-Dimethylpyran[2'',3'':7,8]Flavanone (2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL455606 44559036 C27H30O6 450.2 1.7878 3.77 3.842 1 1 74.22 12 4 33 0 InChI=1S/C27H30O6/c1-15(2)7-9-17-24(29)23-19(28)14-21(16-8-10-20(30-5)22(13-16)31-6)32-26(23)18-11-12-27(3,4)33-25(17)18/h7-8,10-13,21,29H,9,14H2,1-6H3/t21-/m0/s1 FUBFEZXQVKEAMQ-NRFANRHFSA-N COc1cc(ccc1OC)[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2O)CC=C(C)C)(C)C NPC11566 (2S)-7-Methoxy-8-(3-Methoxy-3-Methylbut-1-Enyl)Flavanone (2S)-7-methoxy-8-[(E)-3-methoxy-3-methylbut-1-enyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL2408953 73349082 C22H24O4 352.17 0.5248 3.44 4.876 2 0 44.76 9 3 26 0 InChI=1S/C22H24O4/c1-22(2,25-4)13-12-17-19(24-3)11-10-16-18(23)14-20(26-21(16)17)15-8-6-5-7-9-15/h5-13,20H,14H2,1-4H3/b13-12+/t20-/m0/s1 VGCABPVIACQUCY-SJFMBGHLSA-N COC(/C=C/c1c(OC)ccc2c1O[C@@H](CC2=O)c1ccccc1)(C)C NPC10937 (2S)-Abyssinone Ii 5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL457680 14218027 C20H20O5 340.13 0.063 3.11 2.367 1 3 86.99 8 3 25 0 InChI=1S/C20H20O5/c1-11(2)3-4-12-7-13(5-6-15(12)22)18-10-17(24)20-16(23)8-14(21)9-19(20)25-18/h3,5-9,18,21-23H,4,10H2,1-2H3 CGKWSLSAYABZTL-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)C1CC(=O)c2c(O1)cc(cc2O)O)C NPC91560 (2S)-Euchrenone A7 (2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL457686 44593508 C20H20O5 340.13 0.063 3.11 2.367 1 3 86.99 8 3 25 0 InChI=1S/C20H20O5/c1-11(2)3-5-14-16(22)8-7-15-18(24)10-19(25-20(14)15)13-6-4-12(21)9-17(13)23/h3-4,6-9,19,21-23H,5,10H2,1-2H3/t19-/m0/s1 JJOUBYOHNYJCOU-IBGZPJMESA-N CC(=CCc1c(O)ccc2c1O[C@@H](CC2=O)c1ccc(cc1O)O)C NPC169248 (2S)-Naringenin-5-O-Beta-D-Glucopyranoside (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL2152490 15559669 C21H22O10 434.12 -3.5613 2.67 -0.211 6 6 166.14 10 4 31 1 InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)30-15-6-11(24)5-14-17(15)12(25)7-13(29-14)9-1-3-10(23)4-2-9/h1-6,13,16,18-24,26-28H,7-8H2/t13-,16+,18+,19-,20+,21+/m0/s1 MFQIWHVVFBCURA-ITSUVCJSSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)C[C@H](O3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC124542 (2S)-N-Hydroxybenzylanabasine 2-[[(2S)-2-pyridin-3-ylpiperidin-1-yl]methyl]phenol CHEMBL2386319 29955678 C17H20N2O 268.16 -1.3383 3 3.366 2 1 36.36 4 3 20 0 InChI=1S/C17H20N2O/c20-17-9-2-1-6-15(17)13-19-11-4-3-8-16(19)14-7-5-10-18-12-14/h1-2,5-7,9-10,12,16,20H,3-4,8,11,13H2/t16-/m0/s1 QKGCWXDVBXIISA-INIZCTEOSA-N Oc1ccccc1CN1CCCC[C@H]1c1cccnc1 NPC69531 (2S,2's,3R)-5,5',7,7'-Tetrahydroxy-2,2'-Bis(4-Hydroxyphenyl)-3,8'-Bichroman-4,4'-Dione (2S)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL456859 467746 C30H22O10 542.12 -3.8083 3.66 1.143 2 6 173.98 9 6 40 1 InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-11,22,27,29,31-36H,12H2/t22-,27-,29+/m0/s1 MXEIKUWMKSYEII-DETITRACSA-N Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(c(cc2O)O)[C@@H]1[C@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC170103 (2S,3R)-2-(3,4-Dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-Dihydroxyphenyl)-3,5,7-Trihydroxy-3,4-Dihydro-2H-Chromen-4-Yl]-3,4-Dihydro-2H-Chromene-3,5,7-Triol (2S,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL1590914 3246477 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28+,29-/m1/s1 XFZJEEAOWLFHDH-LEZVGZISSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc(c2c1O[C@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC103337 (2S,3R)-2,3-Epoxy-2,3-Dihydro-8-Hydroxylapacho (1aS,7aR)-3-hydroxy-1a-(3-methylbut-2-enyl)-7aH-naphtho[2,3-b]oxirene-2,7-dione CHEMBL2023567 70685624 C15H14O4 258.09 0.0346 2.67 1.034 3 1 66.9 5 3 19 0 InChI=1S/C15H14O4/c1-8(2)6-7-15-13(18)11-9(4-3-5-10(11)16)12(17)14(15)19-15/h3-6,14,16H,7H2,1-2H3/t14-,15+/m0/s1 LFQYQHFKJJMVTR-LSDHHAIUSA-N CC(=CC[C@]12O[C@H]1C(=O)c1c(C2=O)c(O)ccc1)C NPC62138 (2S,3R)-2,3-Epoxy-2,3-Dihydrolapachol (1aS,7aR)-1a-(3-methylbut-2-enyl)-7aH-naphtho[2,3-b]oxirene-2,7-dione CHEMBL2023566 70691962 C15H14O3 242.09 0.4949 2.78 2.419 3 0 46.67 4 3 18 0 InChI=1S/C15H14O3/c1-9(2)7-8-15-13(17)11-6-4-3-5-10(11)12(16)14(15)18-15/h3-7,14H,8H2,1-2H3/t14-,15+/m0/s1 AJPHRWUGXPZXBM-LSDHHAIUSA-N CC(=CC[C@]12O[C@H]1C(=O)c1c(C2=O)cccc1)C NPC473412 (2S,3R,4S,5R,6R)-2-[3-[(E)-2-(3,4-Dimethoxyphenyl)Ethenyl]-5-Methoxyphenoxy]-3,4,5-Trimethoxy-6-(Methoxymethyl)Oxane (2S,3R,4S,5R,6R)-2-[3-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-5-methoxyphenoxy]-3,4,5-trimethoxy-6-(methoxymethyl)oxane CHEMBL419924 44339901 C27H36O9 504.24 -0.2608 3.44 3.5 5 0 83.07 19 3 36 1 InChI=1S/C27H36O9/c1-28-16-23-24(32-5)25(33-6)26(34-7)27(36-23)35-20-13-18(12-19(15-20)29-2)9-8-17-10-11-21(30-3)22(14-17)31-4/h8-15,23-27H,16H2,1-7H3/b9-8+/t23-,24-,25+,26-,27-/m1/s1 SFKDMXNGSQTNLQ-XWKSYUBDSA-N COC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)OC)OC)cc(c2)OC)[C@@H]([C@H]([C@@H]1OC)OC)OC NPC469698 (2S,3R,4S,5R,6R)-2-[5-[(E)-2-(3,5-Dimethoxyphenyl)Ethenyl]-2-Methoxyphenoxy]-3,4,5-Trimethoxy-6-(Methoxymethyl)Oxane (2S,3R,4S,5R,6R)-2-[5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenoxy]-3,4,5-trimethoxy-6-(methoxymethyl)oxane CHEMBL113074 44339880 C27H36O9 504.24 -0.2608 3.44 3.5 5 0 83.07 19 3 36 1 InChI=1S/C27H36O9/c1-28-16-23-24(32-5)25(33-6)26(34-7)27(36-23)35-22-14-17(10-11-21(22)31-4)8-9-18-12-19(29-2)15-20(13-18)30-3/h8-15,23-27H,16H2,1-7H3/b9-8+/t23-,24-,25+,26-,27-/m1/s1 SUCVNWYOBRSXKG-XWKSYUBDSA-N COC[C@H]1O[C@@H](Oc2cc(/C=C/c3cc(OC)cc(c3)OC)ccc2OC)[C@@H]([C@H]([C@@H]1OC)OC)OC NPC229655 (2S,3R,4S,5S,6R)-2-[(3S,6E)-8-Hydroxy-3,7-Dimethylocta-1,6-Dien-3-Yl]Oxy-6-(Hydroxymethyl)Oxane-3,4,5-Triol (2S,3R,4S,5S,6R)-2-[(3S,6E)-8-hydroxy-3,7-dimethylocta-1,6-dien-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL469619 44559174 C16H28O7 332.18 -0.3684 2.45 -0.521 7 5 119.61 15 1 23 0 InChI=1S/C16H28O7/c1-4-16(3,7-5-6-10(2)8-17)23-15-14(21)13(20)12(19)11(9-18)22-15/h4,6,11-15,17-21H,1,5,7-9H2,2-3H3/b10-6+/t11-,12-,13+,14-,15+,16-/m1/s1 NEZCMGYOACDFPH-ZQMBXQQMSA-N OC/C(=C/CC[C@](O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)(C=C)C)/C NPC92565 (2S,3S)-(-)-Glucodistylin (2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL2332679 3035567 C21H22O12 466.11 -4.6738 2.45 -1.509 7 8 206.6 12 4 33 1 InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19+,20-,21+/m1/s1 FVQOMEDMFUMIMO-FHVPTPGYSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](Oc3c(C2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC42760 (2S,3S)-2-(3,4,5-Trihydroxy-Phenyl)-Chroman-3,5,7-Triol (2S,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL130415 10425234 C15H14O7 306.07 -2.9543 2.34 -0.128 1 6 130.61 7 3 22 1 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m0/s1 XMOCLSLCDHWDHP-WFASDCNBSA-N Oc1cc2O[C@@H](c3cc(O)c(c(c3)O)O)[C@H](Cc2c(c1)O)O NPC52382 (2S,3S)-2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxy-2,3-Dihydrochromen-4-One (2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL1314522 442437 C21H22O11 450.12 -4.1738 2.56 -0.806 6 7 186.37 11 4 32 1 InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19-,20+,21-/m0/s1 ZROGCCBNZBKLEL-MFSALPCASA-N Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC112224 (2S,3S)-2-Amino-3-Hydroxybutanedioic Acid (2S,3S)-2-amino-3-hydroxybutanedioic acid CHEMBL1231330 443239 C4H7NO5 149.03 -2.004 1.24 -4.471 6 4 120.85 7 0 10 0 InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2-/m0/s1 YYLQUHNPNCGKJQ-LWMBPPNESA-N OC(=O)[C@H]([C@@H](C(=O)O)N)O NPC240476 (2S,3S)-3,3',4',5,7-Pentahydroxy Flavanonol (2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL209462 712316 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m1/s1 CXQWRCVTCMQVQX-CABCVRRESA-N Oc1cc2O[C@@H](c3ccc(c(c3)O)O)[C@@H](C(=O)c2c(c1)O)O NPC61567 (2S,3S)-3-Hydroxy-5-Oxooxolane-2,3-Dicarboxylic Acid (2S,3S)-3-hydroxy-5-oxooxolane-2,3-dicarboxylic acid CHEMBL2165253 9991606 C6H6O7 190.01 -1.4382 1.35 -1.762 7 3 121.13 5 1 13 0 InChI=1S/C6H6O7/c7-2-1-6(12,5(10)11)3(13-2)4(8)9/h3,12H,1H2,(H,8,9)(H,10,11)/t3-,6+/m1/s1 PFHZIWAVXDSFTB-CVYQJGLWSA-N O=C1O[C@@H]([C@](C1)(O)C(=O)O)C(=O)O NPC130489 (2S,3S)-Pterosin C 3-O-Beta-(4'-P-Coumaroyl)-Glucopyranoside [(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S)-5-(2-hydroxyethyl)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL401732 24800714 C29H34O10 542.22 -0.8657 3.55 2.163 9 5 162.98 17 4 39 0 InChI=1S/C29H34O10/c1-14-12-20-23(15(2)19(14)10-11-30)24(34)16(3)27(20)39-29-26(36)25(35)28(21(13-31)37-29)38-22(33)9-6-17-4-7-18(32)8-5-17/h4-9,12,16,21,25-32,35-36H,10-11,13H2,1-3H3/b9-6+/t16-,21-,25-,26-,27+,28-,29+/m1/s1 XHAHKCFIMDRADG-XAPQBWADSA-N OCCc1c(C)cc2c(c1C)C(=O)[C@H]([C@@H]2O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)C NPC80129 (2S,3S,11Bs)-2-[[(1R)-6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinolin-1-Yl]Methyl]-3-Ethyl-9,10-Dimethoxy-2,3,4,6,7,11B-Hexahydro-1H-Benzo[A]Quinolizine (2S,3S,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine CHEMBL1325269 11865425 C29H40N2O4 480.3 -0.5069 3.99 4.161 2 1 52.19 12 5 35 0 InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21+,24-,25+/m1/s1 AUVVAXYIELKVAI-UWBTVBNJSA-N CC[C@@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC NPC143809 (2S,3S,4R)-2-Hydroxymethylpiperidine-3,4-Diol (2S,3S,4R)-2-(hydroxymethyl)piperidine-3,4-diol CHEMBL1818436 11389465 C6H13NO3 147.09 -2.2173 1.68 -0.757 4 4 72.72 4 1 10 0 InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m0/s1 YZNNBIPIQWYLDM-JKUQZMGJSA-N OC[C@@H]1NCC[C@H]([C@H]1O)O NPC317651 (2S,3S,4R,5R)-3,4,5,6-Tetrahydroxyoxane-2-Carboxylic Acid (2S,3S,4R,5R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid CHEMBL2068684 6602103 C6H10O7 194.04 -2.4112 1.35 -1.54 7 5 127.45 6 1 13 0 InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3-,4+,6?/m1/s1 AEMOLEFTQBMNLQ-PKKLWIBTSA-N OC1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O NPC9470 (2S,3S,4S,5R,6R)-6-[[(4S,6Bs,8R,9R)-9-Acetyloxy-8-Hydroxy-4,8A-Bis(Hydroxymethyl)-4,6A,6B,11,11,14B-Hexamethyl-10-[(E)-2-Methylbut-2-Enoyl]Oxy-1,2,3,4A,5,6,7,8,9,10,12,12A,14,14A-Tetradecahydropicen-3-Yl]Oxy]-4-Hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyoxane-2-Carboxylic Acid (2S,3S,4S,5R,6R)-6-[[(4S,6bS,8R,9R)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL1875956 16211024 C55H86O24 1130.55 -3.9256 4.87 2.112 24 13 388.04 38 8 79 3 InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10+/t26?,27-,28-,29?,30?,31-,32?,33-,34-,35+,36+,37-,38-,39+,40+,41-,42+,43?,44+,47+,48-,49-,51?,52-,53?,54-,55?/m1/s1 AXNVHPCVMSNXNP-YSYFQUGBSA-N OC[C@H]1O[C@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C(=O)O)OC2CCC3(C([C@@]2(C)CO)CCC2(C3CC=C3[C@@]2(C)C[C@H](C2(C3CC(C)(C)C([C@@H]2OC(=O)C)OC(=O)/C(=C/C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC473383 (2S,4Ar,6Ar,6As,6Br,8Ar,9R,10R,11S,12Ar,14Bs)-10-[(2S,3R,4R,5R)-3,4-Dihydroxy-5-[(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyoxan-2-Yl]Oxy-11-Hydroxy-9-(Hydroxymethyl)-2-Methoxycarbonyl-2,6A,6B,9,12A-Pentamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL404391 44448136 C42H66O16 826.44 -2.7975 4.32 2.104 16 9 262.36 24 7 58 2 InChI=1S/C42H66O16/c1-37(36(53)54-6)11-13-42(35(51)52)14-12-40(4)20(21(42)15-37)7-8-26-38(2)16-22(45)32(39(3,19-44)25(38)9-10-41(26,40)5)58-33-30(49)28(47)24(18-55-33)57-34-31(50)29(48)27(46)23(17-43)56-34/h7,21-34,43-50H,8-19H2,1-6H3,(H,51,52)/t21-,22-,23+,24+,25+,26+,27+,28-,29-,30+,31+,32-,33-,34?,37-,38-,39-,40+,41+,42-/m0/s1 ZMXKPCHQLHYTHY-IMFSECDYSA-N OC[C@H]1OC(O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2[C@@H](O)C[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3C[C@](C)(CC2)C(=O)OC)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC167706 (2S,4As,5R,6R,8Ar)-1,1,4A,6-Tetramethyl-5-((3E,7E)-4,8,12-Trimethyltrideca-3,7,11-Trienyl)Decahydronaphthalene-2,6-Diol (1R,2R,4aR,6S,8aS)-2,5,5,8a-tetramethyl-1-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,6-diol CHEMBL1916182 57401582 C30H52O2 444.4 5.0222 4.54 8.641 2 2 40.46 19 2 32 1 InChI=1S/C30H52O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-26-29(7)20-19-27(31)28(5,6)25(29)18-21-30(26,8)32/h12,14,16,25-27,31-32H,9-11,13,15,17-21H2,1-8H3/b23-14+,24-16+/t25-,26+,27-,29-,30+/m0/s1 QGERZRKJXVVRQA-NJACTVBXSA-N C/C(=C\CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)/CC/C=C(/CCC=C(C)C)\C NPC281203 (2S,4As,6Ar,6Bs,8As,9R,12As,12Bs,14As,14Br)-2,4A,6A,8A,9,12B,14A-Heptamethyl-10-Oxodocosahydropicene-2-Carboxylic Acid (2S,4aS,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bR)-2,4a,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-2-carboxylic acid CHEMBL483029 14108946 C30H48O3 456.36 2.3357 4.43 10.119 3 1 54.37 9 5 33 1 InChI=1S/C30H48O3/c1-19-20(31)8-9-21-27(19,4)11-10-22-28(21,5)15-17-30(7)23-18-26(3,24(32)33)13-12-25(23,2)14-16-29(22,30)6/h19,21-23H,8-18H2,1-7H3,(H,32,33)/t19-,21+,22-,23+,25+,26-,27+,28-,29+,30-/m0/s1 WHWHDGKOSUKYOV-VYTNREEISA-N O=C1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C NPC88898 (2S,4S)-4-Hydroxyglutamic Acid (2S,4S)-2-amino-4-hydroxypentanedioic acid CHEMBL197110 192790;44286641 C5H9NO5 163.05 -2.292 1.35 -4.113 6 4 120.85 8 0 11 0 InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3-/m0/s1 HBDWQSHEVMSFGY-HRFVKAFMSA-N OC(=O)[C@H](C[C@@H](C(=O)O)O)N NPC290353 (2S,4S,6R)-2-(4-Hydroxyphenyl)-6-[(E)-2-(4-Hydroxyphenyl)Ethenyl]Oxan-4-Ol (2S,4S,6R)-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]oxan-4-ol CHEMBL2398584 71546304 C19H20O4 312.14 -1.7944 3.11 3.595 2 3 69.92 6 3 23 0 InChI=1S/C19H20O4/c20-15-6-1-13(2-7-15)3-10-18-11-17(22)12-19(23-18)14-4-8-16(21)9-5-14/h1-10,17-22H,11-12H2/b10-3+/t17-,18-,19-/m0/s1 GBYSOQCWRCFSHV-CAPMNFNCSA-N Oc1ccc(cc1)/C=C/[C@H]1C[C@H](O)C[C@H](O1)c1ccc(cc1)O NPC11173 (2Z)-2-[(4-Chlorophenyl)Methylidene]-1-Benzofuran-3-One (2Z)-2-[(4-chlorophenyl)methylidene]-1-benzofuran-3-one CHEMBL596254 5467625 C15H9ClO2 256.03 0.3474 2.78 5.096 1 0 26.3 2 3 18 1 InChI=1S/C15H9ClO2/c16-11-7-5-10(6-8-11)9-14-15(17)12-3-1-2-4-13(12)18-14/h1-9H/b14-9- JIWJNEVCSMZRGO-ZROIWOOFSA-N Clc1ccc(cc1)/C=C/1\Oc2c(C1=O)cccc2 NPC190955 (2Z)-5-{[(2E,4E,6E)-7-(2-Thienyl)-2,4,6-Heptatrienoyl]Amino}-2-Pentenyl 3-Methylbutanoate [(Z)-5-[[(2E,4E,6E)-7-thiophen-2-ylhepta-2,4,6-trienoyl]amino]pent-2-enyl] 3-methylbutanoate CHEMBL2442639 72696081 C21H27NO3S 373.17 2.3011 3.22 5.254 4 1 87.13 15 1 26 2 InChI=1S/C21H27NO3S/c1-18(2)17-21(24)25-15-9-5-8-14-22-20(23)13-7-4-3-6-11-19-12-10-16-26-19/h3-7,9-13,16,18H,8,14-15,17H2,1-2H3,(H,22,23)/b4-3+,9-5-,11-6+,13-7+ UXKHBPOYZOPFIH-MKAYIHSVSA-N CC(CC(=O)OC/C=C\CCN=C(/C=C/C=C/C=C/c1cccs1)O)C NPC255817 (2Z,4Z)-5-(1,3-Benzodioxol-5-Yl)-1-Piperidin-1-Ylpenta-2,4-Dien-1-One (2Z,4Z)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one CHEMBL1395862 1548912 C17H19NO3 285.14 -0.9494 2.89 3.167 2 0 38.77 4 3 21 0 InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2-,7-3- MXXWOMGUGJBKIW-PORYWJCVSA-N O=C(N1CCCCC1)/C=C\C=C/c1ccc2c(c1)OCO2 NPC9611 (2Z,5R)-2-Hexa-2,4-Diynylidene-1,6-Dioxaspiro[4.4]Nona-3,7-Diene (2Z,5R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-diene CHEMBL480652 44575223 C13H10O2 198.07 2.2258 2.67 3.115 2 0 18.46 0 2 15 0 InChI=1S/C13H10O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h6-8,10-11H,9H2,1H3/b12-7-/t13-/m1/s1 IBELVOGDVQQPMZ-FFXRNRBCSA-N CC#CC#C/C=C\1/C=C[C@]2(O1)CC=CO2 NPC247364 (3,3',5-Trihydroxy-4'-Methoxystilbene) 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol CHEMBL113029 5320954 C15H14O4 258.09 -0.9649 2.67 2.781 0 3 69.92 7 2 19 0 InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+ PHMHDRYYFAYWEG-NSCUHMNNSA-N COc1ccc(cc1O)/C=C/c1cc(O)cc(c1)O NPC315498 (3,4,8B-Trimethyl-2,3A-Dihydro-1H-Pyrrolo[2,3-B]Indol-7-Yl) N-Methylcarbamate (3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl) N-methylcarbamate CHEMBL11773 4811 C15H21N3O2 275.16 1.1378 2.56 2.677 4 1 48.3 7 3 20 0 InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19) PIJVFDBKTWXHHD-UHFFFAOYSA-N CN=C(Oc1ccc2c(c1)C1(C)CCN(C1N2C)C)O NPC287015 (3Ar,5As,8S,8As)-3A,5A-Dihydroxy-1,5,8-Trimethyl-7,8,8A,9-Tetrahydro-6H-Azuleno[6,5-B]Furan-2-One (3aR,5aS,8S,8aS)-3a,5a-dihydroxy-1,5,8-trimethyl-7,8,8a,9-tetrahydro-6H-azuleno[6,5-b]furan-2-one CHEMBL1095577 46211180 C15H20O4 264.14 1.0159 2.67 0.48 4 2 66.76 5 3 19 0 InChI=1S/C15H20O4/c1-8-4-5-14(17)9(2)7-15(18)12(6-11(8)14)10(3)13(16)19-15/h7-8,11,17-18H,4-6H2,1-3H3/t8-,11-,14+,15+/m0/s1 SEOLELWZKNPODR-YFZRIKAGSA-N O=C1O[C@]2(C(=C1C)C[C@@H]1[C@@](C(=C2)C)(O)CC[C@@H]1C)O NPC264227 (3Ar,7S,8As)-7-Methyl-3-Methylidene-6-[(E)-3-Oxobut-1-Enyl]-4,7,8,8A-Tetrahydro-3Ah-Cyclohepta[B]Furan-2-One (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one CHEMBL404466 5281511 C15H18O3 246.13 0.8951 2.78 2.005 3 0 43.37 4 2 18 0 InChI=1S/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1 RBRPTFMVULVGIC-ZTIIIDENSA-N CC(=O)/C=C/C1=CC[C@H]2[C@H](C[C@@H]1C)OC(=O)C2=C NPC245665 (3As,6Ar,9R,9As,9Bs)-9-Hydroxy-9-Methyl-3,6-Dimethylenedecahydroazuleno[4,5-B]Furan-2(9Bh)-One (3aS,6aR,9R,9aS,9bS)-9-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one CHEMBL2206435 14466196 C15H20O3 248.14 0.7593 2.78 1.829 3 1 46.53 2 3 18 0 InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13-,15+/m0/s1 QRVGCXGOIPXKQE-MJDBTJCESA-N C=C1CC[C@@H]2[C@@H]([C@@H]3[C@H]1CC[C@@]3(C)O)OC(=O)C2=C NPC118601 (3As,6R,6Ar,9Ar,9Bs)-6-Hydroxy-6-Methyl-3,9-Dimethyleneoctahydroazuleno[4,5-B]Furan-2,8(3H,9Bh)-Dione (3aS,6R,6aR,9aR,9bS)-6-hydroxy-6-methyl-3,9-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2,8-dione CHEMBL518687 637093 C15H18O4 262.12 0.2123 2.67 0.489 4 1 63.6 2 3 19 0 InChI=1S/C15H18O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h9-10,12-13,18H,1-2,4-6H2,3H3/t9-,10+,12-,13-,15+/m0/s1 ZFIYHRXIURBIFJ-WXDRJKLISA-N C=C1C(=O)C[C@@H]2[C@H]1[C@H]1OC(=O)C(=C)[C@@H]1CC[C@@]2(C)O NPC79549 (3As,6R,6Ar,9R,9As,9Bs)-6,9-Dihydroxy-6,9-Dimethyl-3-Methylenedecahydroazuleno[4,5-B]Furan-2(9Bh)-One (3aS,6R,6aR,9R,9aS,9bS)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one CHEMBL2206436 5319198 C15H22O4 266.15 -0.1369 2.67 1.207 4 2 66.76 4 3 19 0 InChI=1S/C15H22O4/c1-8-9-4-6-14(2,17)10-5-7-15(3,18)11(10)12(9)19-13(8)16/h9-12,17-18H,1,4-7H2,2-3H3/t9-,10+,11-,12-,14+,15+/m0/s1 VHFXPBHLQOPQHJ-ABBQYLIMSA-N O=C1O[C@H]2[C@H](C1=C)CC[C@@]([C@H]1[C@@H]2[C@](C)(O)CC1)(C)O NPC178875 (3As,6R,6Ar,9S,9Ar,9Br)-6-Hydroxy-6,9-Dimethyl-3-Methyleneoctahydroazuleno[4,5-B]Furan-2,8(3H,9Bh)-Dione (3aS,6R,6aR,9S,9aR,9bR)-6-hydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione CHEMBL463601 11139989 C15H20O4 264.14 -0.2766 2.67 0.674 4 1 63.6 3 3 19 0 InChI=1S/C15H20O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h8-10,12-13,18H,1,4-6H2,2-3H3/t8-,9+,10-,12+,13+,15-/m1/s1 ZYSPQNWXTOPYEA-XCBWYEDLSA-N C[C@@H]1C(=O)C[C@@H]2[C@H]1[C@H]1OC(=O)C(=C)[C@@H]1CC[C@@]2(C)O NPC209944 (3Beta,24R)-Stigmasta-5,28-Diene-3,24-Diol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-hydroxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL524098 14161396 C29H48O2 428.37 1.8051 4.43 8.59 2 2 40.46 13 4 31 1 InChI=1S/C29H48O2/c1-7-29(31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29-/m1/s1 OPGVEUGCNGNPSX-MEBFPAKGSA-N C=C[C@](C(C)C)(CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)O NPC241290 (3Beta,24S)-Stigmasta-5,28-Diene-3,24-Diol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL489548 14161397 C29H48O2 428.37 1.8051 4.43 8.59 2 2 40.46 13 4 31 1 InChI=1S/C29H48O2/c1-7-29(31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29+/m1/s1 OPGVEUGCNGNPSX-BDCPAJACSA-N C=C[C@@](C(C)C)(CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)O NPC49422 (3E)-3-[(2E)-2-[1-[(E)-5,6-Dimethylhept-3-En-2-Yl]-7A-Methyl-2,3,3A,5,6,7-Hexahydro-1H-Inden-4-Ylidene]Ethylidene]-4-Methylidenecyclohexan-1-Ol (3E)-3-[(2E)-2-[1-[(E)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol CHEMBL1365846 5353610 C28H44O 396.34 2.1449 4.43 9.88 1 1 20.23 11 3 29 1 InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13+ MECHNRXZTMCUDQ-ZJGOHBTISA-N OC1CCC(=C)/C(=C/C=C/2\CCCC3(C2CCC3C(/C=C/C(C(C)C)C)C)C)/C1 NPC470914 (3-O-Beta-D-Glucopyranosyl(1->6)[Alpha-L-Arabinofuranosy(1->2)]-Beta-D-Glucopyranosyl-21,22-Di-O-Angeloyl-R1-Barringenol [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (Z)-2-methylbut-2-enoate CHEMBL2313347 71574223 C57H90O22 1126.59 -1.6557 5.31 3.522 22 12 350.74 39 8 79 3 InChI=1S/C57H90O22/c1-12-25(3)47(70)78-45-46(79-48(71)26(4)13-2)57(24-60)28(20-52(45,5)6)27-14-15-33-54(9)18-17-34(53(7,8)32(54)16-19-55(33,10)56(27,11)43(68)44(57)69)76-51-42(77-50-40(66)36(62)30(22-59)74-50)39(65)37(63)31(75-51)23-72-49-41(67)38(64)35(61)29(21-58)73-49/h12-14,28-46,49-51,58-69H,15-24H2,1-11H3/b25-12-,26-13-/t28-,29+,30-,31+,32-,33+,34-,35+,36-,37+,38-,39-,40+,41+,42+,43-,44+,45-,46-,49+,50-,51-,54-,55+,56-,57-/m0/s1 RROOJJQJLKNDOG-MUSQCIEOSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)[C@@H](O)[C@H]([C@@]1([C@H]2CC(C)(C)[C@H]([C@@H]1OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)CO)O)C)C NPC90896 (3-O-Sinapoyl)-Beta-D-Fructofuranosyl-(2->1)-(6-O-Sinapoyl)-Alpha-D-Glucopyranoside [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CHEMBL3581233 11968389 C34H42O19 754.23 -3.9777 3.11 -1.35 13 8 279.05 29 4 53 3 InChI=1S/C34H42O19/c1-45-18-9-16(10-19(46-2)26(18)39)5-7-24(37)49-14-23-28(41)30(43)31(44)33(50-23)53-34(15-36)32(29(42)22(13-35)52-34)51-25(38)8-6-17-11-20(47-3)27(40)21(12-17)48-4/h5-12,22-23,28-33,35-36,39-44H,13-15H2,1-4H3/b7-5+,8-6+/t22-,23-,28-,29-,30+,31-,32+,33-,34+/m1/s1 FHIJMQWMMZEFBL-OPSYHMPNSA-N COc1cc(/C=C/C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@@H]([C@H]([C@@H]3OC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)O)CO)[C@@H]([C@H]([C@@H]2O)O)O)cc(c1O)OC NPC226401 (3R)-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptan-3-Ol 4-[(3R)-3-hydroxy-7-(4-hydroxyphenyl)heptyl]benzene-1,2-diol CHEMBL1269941 49831806 C19H24O4 316.17 -2.9188 3.11 4.409 1 4 80.92 12 2 23 0 InChI=1S/C19H24O4/c20-16(11-7-15-8-12-18(22)19(23)13-15)4-2-1-3-14-5-9-17(21)10-6-14/h5-6,8-10,12-13,16,20-23H,1-4,7,11H2/t16-/m1/s1 SENGGJLGUFGNIH-MRXNPFEDSA-N O[C@@H](CCc1ccc(c(c1)O)O)CCCCc1ccc(cc1)O NPC264900 (3R)-1,7-Bis(3,4-Dihydroxyphenyl)-3-(Beta-D-Glucopyranosyl)Heptan-3-Ol (2R,3R,4S,5S,6R)-2-[(3R)-1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL464362 10097263 C25H34O10 494.22 -5.126 3.11 2.556 6 8 180.3 19 3 35 2 InChI=1S/C25H34O10/c26-13-21-22(31)23(32)24(33)25(35-21)34-16(8-5-15-7-10-18(28)20(30)12-15)4-2-1-3-14-6-9-17(27)19(29)11-14/h6-7,9-12,16,21-33H,1-5,8,13H2/t16-,21-,22-,23+,24-,25-/m1/s1 LSEDQFLRUJOXDX-SBOHWPTNSA-N OC[C@H]1O[C@@H](O[C@@H](CCc2ccc(c(c2)O)O)CCCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC216468 (3R)-1,7-Bis(4-Hydroxyphenyl)-(6E)-6-Hepten-3-Ol 4-[(E,3R)-3-hydroxy-7-(4-hydroxyphenyl)hept-6-enyl]phenol CHEMBL1269827 38362130 C19H22O3 298.16 -1.2215 3.22 5.004 1 3 60.69 10 2 22 1 InChI=1S/C19H22O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1,3,5-6,8-9,11-14,17,20-22H,2,4,7,10H2/b3-1+/t17-/m1/s1 HLWUXTFOZZSNLD-XKKXFUJGSA-N O[C@@H](CCc1ccc(cc1)O)CC/C=C/c1ccc(cc1)O NPC470326 (3R)-2-(3,5-Dihydroxy-4-Methoxyphenyl)-6-((E)-3,7-Dimethylocta-2,6-Dienyl)-3,5,7-Trihydroxychroman-4-One (3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL2011403 70687354 C26H30O8 470.19 0.1309 3.44 2.447 2 5 136.68 16 3 34 0 InChI=1S/C26H30O8/c1-13(2)6-5-7-14(3)8-9-16-17(27)12-20-21(22(16)30)23(31)24(32)25(34-20)15-10-18(28)26(33-4)19(29)11-15/h6,8,10-12,24-25,27-30,32H,5,7,9H2,1-4H3/b14-8+/t24-,25?/m0/s1 IZMSMYAPBBZFQP-IMTZNOAFSA-N COc1c(O)cc(cc1O)C1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O)C/C=C(/CCC=C(C)C)\C NPC70682 (3R)-3-(3-Hydroxy-2,4-Dimethoxyphenyl)-8-(3-Methylbut-2-Enyl)-3,4-Dihydro-2H-Chromen-7-Ol (3R)-3-(3-hydroxy-2,4-dimethoxyphenyl)-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-ol CHEMBL501755 637051 C22H26O5 370.18 0.7258 3.33 3.352 0 2 68.15 11 3 27 0 InChI=1S/C22H26O5/c1-13(2)5-7-17-18(23)9-6-14-11-15(12-27-21(14)17)16-8-10-19(25-3)20(24)22(16)26-4/h5-6,8-10,15,23-24H,7,11-12H2,1-4H3/t15-/m0/s1 WEMQLGFQFNBABO-HNNXBMFYSA-N COc1ccc(c(c1O)OC)[C@@H]1COc2c(C1)ccc(c2CC=C(C)C)O NPC175799 (3R)-3-Acetoxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)-(6E)-6-Heptene [(E,3R)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hept-6-en-3-yl] acetate CHEMBL1270051 49831947 C21H24O5 356.16 -1.3027 3.22 4.999 2 3 86.99 13 2 26 0 InChI=1S/C21H24O5/c1-15(22)26-19(12-8-17-9-13-20(24)21(25)14-17)5-3-2-4-16-6-10-18(23)11-7-16/h2,4,6-7,9-11,13-14,19,23-25H,3,5,8,12H2,1H3/b4-2+/t19-/m1/s1 QSIWSPJKOPVWIU-NLJSWGTCSA-N CC(=O)O[C@@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccc(cc1)O NPC200988 (3R)-3-Acetoxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptane [(3R)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1270154 49832001 C21H26O5 358.18 -2.5397 3.22 5.149 2 3 86.99 14 2 26 1 InChI=1S/C21H26O5/c1-15(22)26-19(12-8-17-9-13-20(24)21(25)14-17)5-3-2-4-16-6-10-18(23)11-7-16/h6-7,9-11,13-14,19,23-25H,2-5,8,12H2,1H3/t19-/m1/s1 FNZIZWQXFYAOOE-LJQANCHMSA-N CC(=O)O[C@@H](CCc1ccc(c(c1)O)O)CCCCc1ccc(cc1)O NPC328700 (3R)-6,7-Dimethoxy-3-(4-Methoxy-6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)-3H-2-Benzofuran-1-One (3R)-6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-2-benzofuran-1-one CHEMBL1570261 5320010 C22H23NO7 413.15 -0.2673 3 2.133 3 0 75.69 8 5 30 0 InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17?,18-/m1/s1 AKNNEGZIBPJZJG-QRWMCTBCSA-N COc1ccc2c(c1OC)C(=O)O[C@H]2C1N(C)CCc2c1c(OC)c1c(c2)OCO1 NPC119818 (3R)-6,7-Dimethoxy-3-[(5R)-4-Methoxy-6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl]-3H-2-Benzofuran-1-One (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one CHEMBL1403892 31411 C22H23NO7 413.15 -0.2673 3 2.133 3 0 75.69 8 5 30 0 InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18-/m1/s1 AKNNEGZIBPJZJG-QZTJIDSGSA-N COc1ccc2c(c1OC)C(=O)O[C@H]2[C@@H]1N(C)CCc2c1c(OC)c1c(c2)OCO1 NPC215098 (3R)-6,7-Dimethoxy-3-[(5S)-6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl]-3H-2-Benzofuran-1-One (3R)-6,7-dimethoxy-3-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one CHEMBL1441048 656743 C21H21NO6 383.14 -0.2155 3 2.577 3 0 66.46 6 5 28 0 InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m0/s1 JZUTXVTYJDCMDU-RBUKOAKNSA-N COc1c(OC)ccc2c1C(=O)O[C@H]2[C@H]1N(C)CCc2c1cc1OCOc1c2 NPC301915 (3R)-8-Hydroxy-3-(4-Hydroxyphenyl)-3,4-Dihydroisochromen-1-One (3R)-8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one CHEMBL1475427 44144280 C15H12O4 256.07 -0.9997 2.67 3.342 2 2 66.76 3 3 19 0 InChI=1S/C15H12O4/c16-11-6-4-9(5-7-11)13-8-10-2-1-3-12(17)14(10)15(18)19-13/h1-7,13,16-17H,8H2/t13-/m1/s1 DGKDFNDHPXVXHW-CYBMUJFWSA-N Oc1ccc(cc1)[C@@H]1OC(=O)c2c(C1)cccc2O NPC471792 (3R,4S,5R,8R,9R,13R)-3,4,19-Cyclopropan-5-Hydroxy-1(10),15-Rosadien-2-One (1aS,1bR,3aR,5R,7aR,9aR)-5-ethenyl-1b-hydroxy-1a,5,7a-trimethyl-1,2,3,3a,4,6,7,9a-octahydrocyclopropa[a]phenanthren-9-one CHEMBL3234206 90670330 C20H28O2 300.21 1.5082 3.44 3.902 2 1 37.3 5 4 22 0 InChI=1S/C20H28O2/c1-5-17(2)8-9-18(3)13(11-17)6-7-20(22)16(18)10-15(21)14-12-19(14,20)4/h5,10,13-14,22H,1,6-9,11-12H2,2-4H3/t13-,14+,17-,18-,19+,20+/m1/s1 XNYPADCVPUHEKE-RCUJSYDTSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@]1(C2=CC(=O)[C@H]2[C@]1(C)C2)O)C NPC269166 (3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]Oxane-2,3,4,5-Tetrol (3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol CHEMBL66675 439193 C12H22O11 342.12 -4.2603 1.57 -3.234 11 8 189.53 12 2 23 2 InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1 DLRVVLDZNNYCBX-RTPHMHGBSA-N OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC121478 (3R,5R)-1,7-Diphenylheptane-3,5-Diol (3R,5R)-1,7-diphenylheptane-3,5-diol CHEMBL596161 11673627 C19H24O2 284.18 -1.7606 3.33 7.738 2 2 40.46 10 2 21 1 InChI=1S/C19H24O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-10,18-21H,11-15H2/t18-,19-/m1/s1 QSUSPILNZCEGPK-RTBURBONSA-N O[C@@H](C[C@@H](CCc1ccccc1)O)CCc1ccccc1 NPC86198 (3R,5R)-3,5-Diacetoxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptane [(3R,5R)-5-acetyloxy-7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1824575 54577121 C23H28O7 416.18 -2.3833 3.22 4.437 4 3 113.29 17 2 30 1 InChI=1S/C23H28O7/c1-15(24)29-20(10-5-17-3-8-19(26)9-4-17)14-21(30-16(2)25)11-6-18-7-12-22(27)23(28)13-18/h3-4,7-9,12-13,20-21,26-28H,5-6,10-11,14H2,1-2H3/t20-,21-/m1/s1 PBCHINDGXDDCEA-NHCUHLMSSA-N CC(=O)O[C@@H](C[C@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(cc1)O NPC70084 (3R,5R)-3,5-Diacetoxy-1,7-Bis(3,4-Dihydroxyphenyl)-Heptane [(3R,5R)-5-acetyloxy-1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl] acetate CHEMBL1824578 56658314 C23H28O8 432.18 -2.8436 3.11 3.692 4 4 133.52 18 2 31 1 InChI=1S/C23H28O8/c1-14(24)30-18(7-3-16-5-9-20(26)22(28)11-16)13-19(31-15(2)25)8-4-17-6-10-21(27)23(29)12-17/h5-6,9-12,18-19,26-29H,3-4,7-8,13H2,1-2H3/t18-,19-/m1/s1 BWSFBLYFHGZBRQ-RTBURBONSA-N CC(=O)O[C@@H](C[C@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(c(c1)O)O NPC79715 (3R,5R)-3,5-Dihydroxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)-Heptane 3-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[(3R,5R)-1-(3,4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL458899 11071056 C25H34O10 494.22 -4.8884 3.11 1.849 7 8 180.3 19 3 35 2 InChI=1S/C25H34O10/c26-13-21-22(31)23(32)24(33)25(35-21)34-18(9-4-15-5-10-19(29)20(30)11-15)12-17(28)8-3-14-1-6-16(27)7-2-14/h1-2,5-7,10-11,17-18,21-33H,3-4,8-9,12-13H2/t17-,18-,21-,22-,23+,24-,25-/m1/s1 YPTMXINWVADWFE-ULBMCJIESA-N OC[C@H]1O[C@@H](O[C@@H](C[C@@H](CCc2ccc(cc2)O)O)CCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC231607 (3R,5R)-3,5-Dihydroxy-1,7-Bis(3,4-Dihydroxyphenyl)Heptane3-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[(3R,5R)-1,7-bis(3,4-dihydroxyphenyl)-5-hydroxyheptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL465800 10896495 C25H34O11 510.21 -5.3487 3 1.104 7 9 200.53 20 3 36 2 InChI=1S/C25H34O11/c26-12-21-22(32)23(33)24(34)25(36-21)35-16(6-2-14-4-8-18(29)20(31)10-14)11-15(27)5-1-13-3-7-17(28)19(30)9-13/h3-4,7-10,15-16,21-34H,1-2,5-6,11-12H2/t15-,16-,21-,22-,23+,24-,25-/m1/s1 RMPZSLTVINHQDZ-NWKFWMDCSA-N OC[C@H]1O[C@@H](O[C@@H](C[C@@H](CCc2ccc(c(c2)O)O)O)CCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC160854 (3R,5R)-3,5-Dihydroxy-1,7-Bis(4-Hydroxyphenyl)Heptane 3-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[(3R,5R)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL516827 10896097 C25H34O9 478.22 -4.4281 3.22 2.594 7 7 160.07 18 3 34 2 InChI=1S/C25H34O9/c26-14-21-22(30)23(31)24(32)25(34-21)33-20(12-6-16-3-9-18(28)10-4-16)13-19(29)11-5-15-1-7-17(27)8-2-15/h1-4,7-10,19-32H,5-6,11-14H2/t19-,20-,21-,22-,23+,24-,25-/m1/s1 WRUJLWFLDOUUHV-UYJXDEQJSA-N OC[C@H]1O[C@@H](O[C@@H](C[C@@H](CCc2ccc(cc2)O)O)CCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC470215 (3R,5R)-3-Acetoxy-5-Hydroxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptane [(3R,5R)-1-(3,4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1824577 54577123 C21H26O6 374.17 -2.7624 3.11 3.697 3 4 107.22 15 2 27 0 InChI=1S/C21H26O6/c1-14(22)27-19(10-5-16-6-11-20(25)21(26)12-16)13-18(24)9-4-15-2-7-17(23)8-3-15/h2-3,6-8,11-12,18-19,23-26H,4-5,9-10,13H2,1H3/t18-,19-/m1/s1 WFGFERPBWVNUAJ-RTBURBONSA-N O[C@@H](C[C@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(cc1)O NPC109371 (3R,5R)-3-Acetoxy-5-Hydroxy-1,7-Bis(3,4-Dihydroxyphenyl)Heptane [(3R,5R)-1,7-bis(3,4-dihydroxyphenyl)-5-hydroxyheptan-3-yl] acetate CHEMBL1824574 54577120 C21H26O7 390.17 -3.2227 3 2.952 3 5 127.45 16 2 28 0 InChI=1S/C21H26O7/c1-13(22)28-17(7-3-15-5-9-19(25)21(27)11-15)12-16(23)6-2-14-4-8-18(24)20(26)10-14/h4-5,8-11,16-17,23-27H,2-3,6-7,12H2,1H3/t16-,17-/m1/s1 LPQAWINMKZEZOZ-IAGOWNOFSA-N O[C@@H](C[C@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(c(c1)O)O NPC63345 (3R,5R)-3-Acetoxy-5-Hydroxy-1,7-Bis(4-Hydroxyphenyl)Heptane [(3R,5R)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1824573 54577122 C21H26O5 358.18 -2.3021 3.22 4.442 3 3 86.99 14 2 26 0 InChI=1S/C21H26O5/c1-15(22)26-21(13-7-17-4-10-19(24)11-5-17)14-20(25)12-6-16-2-8-18(23)9-3-16/h2-5,8-11,20-21,23-25H,6-7,12-14H2,1H3/t20-,21-/m1/s1 FMFLPOLVWWPIPP-NHCUHLMSSA-N O[C@@H](C[C@H](OC(=O)C)CCc1ccc(cc1)O)CCc1ccc(cc1)O NPC470212 (3R,5S)-1-(4-Hydroxy-3-Methoxyphenyl)-7-(4-Hydroxyphenyl)Heptane-3,5-Diol (3R,5S)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)heptane-3,5-diol CHEMBL1824568 53387511 C20H26O5 346.18 -2.733 3.11 3.047 2 4 90.15 14 2 25 0 InChI=1S/C20H26O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-3,6-8,11-12,17-18,21-24H,4-5,9-10,13H2,1H3/t17-,18+/m0/s1 BFNDWBVORMUOIA-ZWKOTPCHSA-N COc1cc(CC[C@H](C[C@H](CCc2ccc(cc2)O)O)O)ccc1O NPC262156 (3R,5S)-1,7-Di(4-Hydroxy-3-Methoxyphenyl)-3,5-Heptanediol (3R,5S)-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-diol CHEMBL463199 13888133 C21H28O6 376.19 -2.7848 3.11 2.392 2 4 99.38 16 2 27 0 InChI=1S/C21H28O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16-17,22-25H,3-4,7-8,13H2,1-2H3/t16-,17+ OELMAFBLFOKZJD-CALCHBBNSA-N COc1cc(CC[C@H](C[C@H](CCc2ccc(c(c2)OC)O)O)O)ccc1O NPC16090 (3R,9S)-Megastigman-5-Ene-3,9-Diol 3-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[(1R)-4-[(3S)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-3-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2407700 10904843 C19H34O7 374.23 -1.185 2.78 0.473 7 5 119.61 15 2 26 0 InChI=1S/C19H34O7/c1-10-7-12(8-19(3,4)13(10)6-5-11(2)21)25-18-17(24)16(23)15(22)14(9-20)26-18/h11-12,14-18,20-24H,5-9H2,1-4H3/t11-,12+,14+,15+,16-,17+,18+/m0/s1 UJRMJTIXXKZFGB-AHDKKFSPSA-N OC[C@H]1O[C@@H](O[C@@H]2CC(=C(C(C2)(C)C)CC[C@@H](O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC55063 (3R,9Z)-Heptadeca-1,9-Dien-4,6-Diyn-3-Ol (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol CHEMBL71260 5281149 C17H24O 244.18 1.0335 3.22 6.197 1 1 20.23 10 0 18 1 InChI=1S/C17H24O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h4,10-11,17-18H,2-3,5-9,12H2,1H3/b11-10-/t17-/m1/s1 UGJAEDFOKNAMQD-QXPKXGMISA-N CCCCCCC/C=C\CC#CC#C[C@@H](C=C)O NPC174096 (3S)-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptan-3-Ol 4-[(3S)-3-hydroxy-7-(4-hydroxyphenyl)heptyl]benzene-1,2-diol CHEMBL1269940 49831805 C19H24O4 316.17 -2.9188 3.11 4.409 1 4 80.92 12 2 23 0 InChI=1S/C19H24O4/c20-16(11-7-15-8-12-18(22)19(23)13-15)4-2-1-3-14-5-9-17(21)10-6-14/h5-6,8-10,12-13,16,20-23H,1-4,7,11H2/t16-/m0/s1 SENGGJLGUFGNIH-INIZCTEOSA-N O[C@H](CCc1ccc(c(c1)O)O)CCCCc1ccc(cc1)O NPC78119 (3S)-1,7-Bis(4-Hydroxyphenyl)-(6E)-6-Hepten-3-Ol 4-[(E,3S)-3-hydroxy-7-(4-hydroxyphenyl)hept-6-enyl]phenol CHEMBL1271365 38362126 C19H22O3 298.16 -1.2215 3.22 5.004 1 3 60.69 10 2 22 1 InChI=1S/C19H22O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1,3,5-6,8-9,11-14,17,20-22H,2,4,7,10H2/b3-1+/t17-/m0/s1 HLWUXTFOZZSNLD-DUXHTMCSSA-N O[C@H](CCc1ccc(cc1)O)CC/C=C/c1ccc(cc1)O NPC101616 (3S)-16,17-Didehydrofalcarinol (3S,9Z)-heptadeca-1,9,16-trien-4,6-diyn-3-ol CHEMBL465006 5469785 C17H22O 242.17 2.5213 3.22 5.831 1 1 20.23 9 0 18 1 InChI=1S/C17H22O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h3-4,10-11,17-18H,1-2,5-9,12H2/b11-10-/t17-/m0/s1 JRLHSTVTOOELAF-MQNTZWLQSA-N C=CCCCCC/C=C\CC#CC#C[C@H](C=C)O NPC36 (3S)-3,5,7-Trihydroxy-2-[(2S,3S)-3-(4-Hydroxy-3-Methoxyphenyl)-2-(Hydroxymethyl)-2,3-Dihydro-1,4-Benzodioxin-6-Yl]-2,3-Dihydrochromen-4-One (3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL245121 16211710 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25?/m0/s1 SEBFKMXJBCUCAI-ILJKEPSESA-N OC[C@@H]1Oc2ccc(cc2O[C@H]1c1ccc(c(c1)OC)O)C1Oc2cc(O)cc(c2C(=O)[C@H]1O)O NPC610 (3S)-3-Acetoxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)-(6E)-6-Heptene [(E,3S)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hept-6-en-3-yl] acetate CHEMBL1270050 49831946 C21H24O5 356.16 -1.3027 3.22 4.999 2 3 86.99 13 2 26 0 InChI=1S/C21H24O5/c1-15(22)26-19(12-8-17-9-13-20(24)21(25)14-17)5-3-2-4-16-6-10-18(23)11-7-16/h2,4,6-7,9-11,13-14,19,23-25H,3,5,8,12H2,1H3/b4-2+/t19-/m0/s1 QSIWSPJKOPVWIU-GVTIMSHASA-N CC(=O)O[C@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccc(cc1)O NPC145023 (3S)-3-Acetoxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptane [(3S)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1270153 49831950 C21H26O5 358.18 -2.5397 3.22 5.149 2 3 86.99 14 2 26 1 InChI=1S/C21H26O5/c1-15(22)26-19(12-8-17-9-13-20(24)21(25)14-17)5-3-2-4-16-6-10-18(23)11-7-16/h6-7,9-11,13-14,19,23-25H,2-5,8,12H2,1H3/t19-/m0/s1 FNZIZWQXFYAOOE-IBGZPJMESA-N CC(=O)O[C@H](CCc1ccc(c(c1)O)O)CCCCc1ccc(cc1)O NPC14622 (3S)-6,7-Dimethoxy-3-(6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)-3H-2-Benzofuran-1-One (3S)-6,7-dimethoxy-3-(6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-2-benzofuran-1-one CHEMBL462731 371942 C21H21NO6 383.14 -0.2155 3 2.577 3 0 66.46 6 5 28 0 InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18?,19-/m0/s1 JZUTXVTYJDCMDU-GGYWPGCISA-N COc1c(OC)ccc2c1C(=O)O[C@@H]2C1N(C)CCc2c1cc1OCOc1c2 NPC265407 (3S)-Butylphthalide (3S)-3-butyl-3H-2-benzofuran-1-one CHEMBL250205 11116832 C12H14O2 190.1 -0.9542 2.56 4.211 2 0 26.3 4 2 14 0 InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3/t11-/m0/s1 HJXMNVQARNZTEE-NSHDSACASA-N CCCC[C@@H]1OC(=O)c2c1cccc2 NPC23402 (3S)-Methoxy-1,7-Bis(4-Hydroxyphenyl)-6E-Hepten-5-One (E,5S)-1,7-bis(4-hydroxyphenyl)-5-methoxyhept-1-en-3-one CHEMBL502589 11723901 C20H22O4 326.15 -1.1163 3.22 4.064 2 2 66.76 11 2 24 0 InChI=1S/C20H22O4/c1-24-20(13-7-16-4-10-18(22)11-5-16)14-19(23)12-6-15-2-8-17(21)9-3-15/h2-6,8-12,20-22H,7,13-14H2,1H3/b12-6+/t20-/m0/s1 ZTJBEIASUZSOPG-YLZBSDIZSA-N CO[C@H](CC(=O)/C=C/c1ccc(cc1)O)CCc1ccc(cc1)O NPC471797 (3S, 4S, 5R, 8R, 9R, 13R)-3,19-Dihydroxy-1(10),15-Rosadiene (1S,2S,4bR,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol CHEMBL3234214 90670337 C20H32O2 304.24 1.6127 3.44 5.402 2 2 40.46 7 3 22 1 InChI=1S/C20H32O2/c1-5-18(2)10-11-19(3)14(12-18)6-7-16-15(19)8-9-17(22)20(16,4)13-21/h5,8,14,16-17,21-22H,1,6-7,9-13H2,2-4H3/t14-,16-,17+,18-,19-,20-/m1/s1 LOMPYCNRFSPPGT-SNHWRCJTSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=CC[C@@H]([C@]1(C)CO)O)C NPC111409 (3S,3Ar,4S,6Ar,8S,9S,9Ar,9Br)-4,8-Dihydroxy-3,9-Dimethyl-6-Methylidene-3,3A,4,5,6A,7,8,9,9A,9B-Decahydroazuleno[4,5-B]Furan-2-One (3S,3aR,4S,6aR,8S,9S,9aR,9bR)-4,8-dihydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-2-one CHEMBL1441727 14589530 C15H22O4 266.15 -0.5513 2.67 0.439 4 2 66.76 4 3 19 0 InChI=1S/C15H22O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h7-14,16-17H,1,4-5H2,2-3H3/t7-,8+,9+,10+,11+,12+,13-,14-/m1/s1 LWHRXFOPIDTJSG-PFKAGXPPSA-N C[C@@H]1[C@@H](O)C[C@@H]2[C@H]1[C@H]1OC(=O)[C@H]([C@@H]1[C@H](CC2=C)O)C NPC252433 (3S,3As,5Ar,9R,9As,9Bs)-9-Hydroxy-3,5A,9-Trimethyl-3,3A,4,5,9A,9B-Hexahydrobenzo[G][1]Benzofuran-2,6-Dione (3S,3aS,5aR,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2,6-dione CHEMBL1422618 94253 C15H20O4 264.14 0.1947 2.67 0.605 4 1 63.6 4 3 19 0 InChI=1S/C15H20O4/c1-8-9-4-6-14(2)10(16)5-7-15(3,18)12(14)11(9)19-13(8)17/h5,7-9,11-12,18H,4,6H2,1-3H3/t8-,9-,11-,12+,14-,15+/m0/s1 NGPDZEACIWDCKX-WUDKWMPASA-N C[C@@H]1C(=O)O[C@H]2[C@H]1CC[C@@]1([C@@H]2[C@](C)(O)C=CC1=O)C NPC1108 (3S,3'z,5'ar,6's,7'as)-3'-Butylidene-6'-Propylspiro[4,5-Dihydro-2-Benzofuran-3,7'-5,5A,6,7A-Tetrahydro-4H-Cyclobuta[G][2]Benzofuran]-1,1'-Dione (3S,3'Z,5'aR,6'S,7'aS)-3'-butylidene-6'-propylspiro[4,5-dihydro-2-benzofuran-3,7'-5,5a,6,7a-tetrahydro-4H-cyclobuta[g][2]benzofuran]-1,1'-dione CHEMBL2047346 6442656 C24H28O4 380.2 0.1056 3.66 4.443 4 0 52.6 6 5 28 0 InChI=1S/C24H28O4/c1-3-5-11-19-16-13-12-14-17(8-4-2)24(21(14)20(16)23(26)27-19)18-10-7-6-9-15(18)22(25)28-24/h6,9,11,14,17,21H,3-5,7-8,10,12-13H2,1-2H3/b19-11-/t14-,17+,21+,24-/m1/s1 TYSOMZQRYGBSKN-DRQJQJQISA-N CCC/C=C/1\OC(=O)C2=C1CC[C@H]1[C@@H]2[C@]2([C@H]1CCC)OC(=O)C1=C2CCC=C1 NPC300776 (3S,4S)-4-[(3,4-Dimethoxyphenyl)Methyl]-3-[(4-Hydroxy-3-Methoxyphenyl)Methyl]Oxolan-2-One (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one CHEMBL369142 28125531 C21H24O6 372.16 -0.5036 3.11 2.934 2 1 74.22 11 3 27 0 InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m1/s1 NQWVSMVXKMHKTF-CVEARBPZSA-N COc1cc(ccc1OC)C[C@@H]1COC(=O)[C@H]1Cc1ccc(c(c1)OC)O NPC474965 (3S,4S)-4-[(3-Hydroxy-4,5-Dimethoxyphenyl)-(7-Methoxy-1,3-Benzodioxol-5-Yl)Methyl]-3-Methyloxolan-2-One (3S,4S)-4-[(3-hydroxy-4,5-dimethoxyphenyl)-(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-one CHEMBL490349 11690194 C22H24O8 416.15 -1.0107 3 1.912 2 1 92.68 11 4 30 0 InChI=1S/C22H24O8/c1-11-14(9-28-22(11)24)19(12-5-15(23)20(27-4)16(6-12)25-2)13-7-17(26-3)21-18(8-13)29-10-30-21/h5-8,11,14,19,23H,9-10H2,1-4H3/t11-,14+,19?/m0/s1 YQZUTLXALVVZEW-WHRCVXDFSA-N COc1cc(cc(c1OC)O)C([C@@H]1COC(=O)[C@H]1C)c1cc(OC)c2c(c1)OCO2 NPC165846 (3S,4S,5R,6R)-6-(Hydroxymethyl)Oxane-2,3,4,5-Tetrol (3S,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol CHEMBL1519430 441035 C6H12O6 180.06 -2.5134 1.46 -1.697 6 5 110.38 6 1 12 0 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5+,6?/m1/s1 WQZGKKKJIJFFOK-WHZQZERISA-N OC[C@H]1OC(O)[C@H]([C@H]([C@H]1O)O)O NPC111234 (3S,4S,5S,8S,9S,10R,13R,14S,17R)-4,10,13-Trimethyl-17-((R)-6-Methyl-5-Methyleneheptan-2-Yl)Hexadecahydro-1H-Cyclopenta[A]Phenanthren-3-Ol (3S,4S,5S,8S,9S,10R,13R,14S,17R)-4,10,13-trimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL2322192 71718619 C29H50O 414.39 2.3748 4.54 11.667 1 1 20.23 12 4 30 1 InChI=1S/C29H50O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h18,20-27,30H,3,8-17H2,1-2,4-7H3/t20-,21+,22+,23-,24+,25+,26+,27+,28-,29+/m1/s1 BTBRBCIRTOKWDH-CNDFOAKRSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H]([C@H]2C)O)C NPC100586 (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-Pentamethyl-17-[(2S)-2,6,6-Trimethyloxan-2-Yl]-2,3,5,6,7,9,11,12,13,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthrene-3,6,12-Triol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-2,6,6-trimethyloxan-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL1357750 12313936 C30H52O4 476.39 0.8247 4.32 6.21 4 3 69.92 12 5 34 1 InChI=1S/C30H52O4/c1-25(2)12-9-13-30(8,34-25)18-10-15-28(6)23(18)19(31)16-21-27(5)14-11-22(33)26(3,4)24(27)20(32)17-29(21,28)7/h18-24,31-33H,9-17H2,1-8H3/t18-,19+,20-,21+,22-,23-,24-,27+,28+,29+,30-/m0/s1 QFJUYMMIBFBOJY-AQIAMZLMSA-N O[C@H]1C[C@]2(C)[C@@H]([C@@]3([C@@H]1C(C)(C)[C@@H](O)CC3)C)C[C@H]([C@H]1[C@@]2(C)CC[C@@H]1[C@]1(C)CCCC(O1)(C)C)O NPC470071 (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-((R)-2-Hydroxy-6-Methoxy-6-Methylheptan-2-Yl)-4,4,8,10,14-Pentamethylhexadecahydro-1H-Cyclopenta[A]Phenanthrene-3,12-Diol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methoxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL1669125 53318176 C31H56O4 492.42 1.233 4.43 7.585 4 3 69.92 18 4 35 1 InChI=1S/C31H56O4/c1-26(2,35-9)14-10-15-31(8,34)20-11-17-30(7)25(20)21(32)19-23-28(5)16-13-24(33)27(3,4)22(28)12-18-29(23,30)6/h20-25,32-34H,10-19H2,1-9H3/t20-,21+,22-,23+,24-,25-,28-,29+,30+,31+/m0/s1 VKANVHXFBJQXLP-OWIQXKKRSA-N COC(CCC[C@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)(O)C)(C)C NPC133922 (3S,5R,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-Dimethyl-2,3,4,5,6,8,9,11,12,14,15,16-Dodecahydro-1H-Cyclopenta[A]Phenanthrene-7,17-Dione (3S,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-7,17-dione CHEMBL3391757 11954160 C19H28O3 304.2 -0.3401 3.22 2.013 3 1 54.37 3 4 22 0 InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-14,17,20H,3-10H2,1-2H3/t11-,12+,13+,14+,17+,18+,19+/m1/s1 ONVVZSHYQMOXLN-ZVMDJWLLSA-N O[C@H]1CC[C@]2([C@H](C1)CC(=O)[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C NPC471799 (3S,5R,8R,9S,13R)-3,20-Dihydroxy-1(10),15-Rosadiene (2S,4bS,7R,8aR,10aR)-7-ethenyl-4b-(hydroxymethyl)-1,1,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol CHEMBL3234216 90670339 C20H32O2 304.24 1.6127 3.44 3.918 2 2 40.46 7 3 22 0 InChI=1S/C20H32O2/c1-5-19(4)10-11-20(13-21)14(12-19)6-7-15-16(20)8-9-17(22)18(15,2)3/h5,8,14-15,17,21-22H,1,6-7,9-13H2,2-4H3/t14-,15-,17+,19-,20+/m1/s1 XHDDXJBGGUJQQL-XUMMFJMYSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=CC[C@@H](C1(C)C)O)CO NPC40258 (3S,5S)-1,7-Bis(4-Hydroxyphenyl)Heptane-3,5-Diol (3S,5S)-1,7-bis(4-hydroxyphenyl)heptane-3,5-diol CHEMBL477703 10335921 C19H24O4 316.17 -2.6812 3.11 3.702 2 4 80.92 12 2 23 0 InChI=1S/C19H24O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,18-23H,5-6,11-13H2/t18-,19-/m0/s1 GZVIQGVWSNEONZ-OALUTQOASA-N O[C@H](C[C@H](CCc1ccc(cc1)O)O)CCc1ccc(cc1)O NPC470214 (3S,5S)-3-Acetoxy-5-Hydroxy-1-(3,4-Dihydroxyphenyl)-7-(4-Hydroxyphenyl)Heptane [(3S,5S)-1-(3,4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)heptan-3-yl] acetate CHEMBL1824576 54577124 C21H26O6 374.17 -2.7624 3.11 3.697 3 4 107.22 15 2 27 0 InChI=1S/C21H26O6/c1-14(22)27-19(10-5-16-6-11-20(25)21(26)12-16)13-18(24)9-4-15-2-7-17(23)8-3-15/h2-3,6-8,11-12,18-19,23-26H,4-5,9-10,13H2,1H3/t18-,19-/m0/s1 WFGFERPBWVNUAJ-OALUTQOASA-N O[C@H](C[C@@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(cc1)O NPC253807 (3S,6Ar,6Bs,8S,8As,12As,14Br)-8A-(Hydroxymethyl)-4,4,6A,6B,11,11,14B-Heptamethyl-1,2,3,4A,5,6,7,8,9,10,12,12A,14,14A-Tetradecahydropicene-3,8-Diol (3S,6aR,6bS,8S,8aS,12aS,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol CHEMBL1706157 23641100 C30H50O3 458.38 1.3478 4.43 8.336 3 3 60.69 11 5 33 1 InChI=1S/C30H50O3/c1-25(2)14-15-30(18-31)20(16-25)19-8-9-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,6)29(19,7)17-24(30)33/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21?,22?,23-,24-,27-,28+,29+,30+/m0/s1 YHGVYECWZWIVJC-GEXBJSHGSA-N OC[C@@]12CCC(C[C@H]2C2=CCC3[C@@]([C@@]2(C[C@@H]1O)C)(C)CCC1[C@]3(C)CC[C@@H](C1(C)C)O)(C)C NPC207675 (3S,6R,10R,13E,16S)-10-[(4-Methoxyphenyl)Methyl]-6-Methyl-3-(2-Methylpropyl)-16-[(1S)-1-[(2R,3R)-3-Phenyloxiran-2-Yl]Ethyl]-1,4-Dioxa-8,11-Diazacyclohexadec-13-Ene-2,5,9,12-Tetrone (3S,6R,10R,13E,16S)-10-[(4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL1975251 5468424 C35H44N2O8 620.31 0.7065 4.21 7.089 9 2 139.54 15 4 45 1 InChI=1S/C35H44N2O8/c1-21(2)18-29-35(41)43-28(23(4)31-32(45-31)25-10-7-6-8-11-25)12-9-13-30(38)37-27(19-24-14-16-26(42-5)17-15-24)33(39)36-20-22(3)34(40)44-29/h6-11,13-17,21-23,27-29,31-32H,12,18-20H2,1-5H3,(H,36,39)(H,37,38)/b13-9+/t22-,23+,27-,28+,29+,31-,32-/m1/s1 YFGZFQNBPSCWPN-FOLMERSESA-N COc1ccc(cc1)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC257390 (3S,6S)-3,6-Bis-(4-Hydroxy-Benzyl)-1,4-Dimethyl-Piperazine-2,5-Dione (3S,6S)-3,6-bis[(4-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione CHEMBL89560 10473315 C20H22N2O4 354.16 -2.175 3 2.174 4 2 81.08 8 3 26 0 InChI=1S/C20H22N2O4/c1-21-17(11-13-3-7-15(23)8-4-13)20(26)22(2)18(19(21)25)12-14-5-9-16(24)10-6-14/h3-10,17-18,23-24H,11-12H2,1-2H3/t17-,18-/m0/s1 LVVOUDOWZDIZFR-ROUUACIJSA-N CN1C(=O)[C@H](Cc2ccc(cc2)O)N(C(=O)[C@@H]1Cc1ccc(cc1)O)C NPC322313 (3S,6S,8R,10R,12R,14R)-17-((S)-1-Hydroxy-1,5-Dimethyl-Hex-4-Enyl)-4,4,8,10,14-Pentamethyl-Hexadecahydro-Cyclopenta[A]Phenanthrene-3,6,12-Triol (3S,6S,8R,10R,12R,14R)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL28423 24996147 C30H52O4 476.39 1.7686 4.32 6.089 4 4 80.92 16 4 34 1 InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19?,20-,21+,22?,23+,24?,25?,27-,28-,29-,30+/m1/s1 SHCBCKBYTHZQGZ-BPPFZSPTSA-N CC(=CCC[C@@](C1CC[C@@]2(C1[C@H](O)CC1[C@@]2(C)C[C@@H](C2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)(O)C)C NPC306045 (3S,7R)-5,6-Dehydro-1,7-Bis(4-Hydroxyphenyl)-De-Omethylcentrolobine 4-[2-[(2S,6R)-6-(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-2-yl]ethyl]phenol CHEMBL478712 10780267 C19H20O3 296.14 -0.6777 3.22 4.259 1 2 49.69 6 3 22 0 InChI=1S/C19H20O3/c20-16-9-4-14(5-10-16)6-13-18-2-1-3-19(22-18)15-7-11-17(21)12-8-15/h1,3-5,7-12,18-21H,2,6,13H2/t18-,19-/m1/s1 WNMSDVNIAXMQRI-RTBURBONSA-N Oc1ccc(cc1)CC[C@H]1CC=C[C@@H](O1)c1ccc(cc1)O NPC265211 (3S,7S)-5,6-Dehydro-4''-De-O-Methylcentrolobine 4-[2-[(2S,6S)-6-(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-2-yl]ethyl]phenol CHEMBL454764 44584770 C19H20O3 296.14 -0.6777 3.22 4.259 1 2 49.69 6 3 22 0 InChI=1S/C19H20O3/c20-16-9-4-14(5-10-16)6-13-18-2-1-3-19(22-18)15-7-11-17(21)12-8-15/h1,3-5,7-12,18-21H,2,6,13H2/t18-,19+/m1/s1 WNMSDVNIAXMQRI-MOPGFXCFSA-N Oc1ccc(cc1)CC[C@H]1CC=C[C@H](O1)c1ccc(cc1)O NPC124183 (3S,8S)-16,17-Didehydrofalcarindiol (3S,8S,9Z)-heptadeca-1,9,16-trien-4,6-diyne-3,8-diol CHEMBL459266 5469786 C17H22O2 258.16 1.6894 3.11 4.207 2 2 40.46 10 0 19 0 InChI=1S/C17H22O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h3-4,10,14,16-19H,1-2,5-9H2/b14-10-/t16-,17-/m0/s1 OLUQMFYBNOJBQQ-RCQSYPNMSA-N C=CCCCCC/C=C\[C@@H](C#CC#C[C@H](C=C)O)O NPC21773 (3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-N,N,10,13-Tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Amine (3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL344384 442979 C25H44N2 372.35 1.2503 3.99 6.265 2 0 6.48 10 4 27 1 InChI=1S/C25H44N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h8,17,19-23H,9-16H2,1-7H3/t17-,19-,20-,21+,22-,23-,24-,25+/m0/s1 YTNIUPZRMQLHNV-XSIUSZODSA-N CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](N(C)C)C)C)C1)C)C NPC147250 (4,5-Dihydroxy-9,10-Dioxoanthracen-2-Yl)Methyl (E)-3-(4-Hydroxyphenyl)Prop-2-Enoate (4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3104874 73053884 C24H16O7 416.09 -1.6269 3.33 2.99 4 3 121.13 8 4 31 0 InChI=1S/C24H16O7/c25-15-7-4-13(5-8-15)6-9-20(28)31-12-14-10-17-22(19(27)11-14)24(30)21-16(23(17)29)2-1-3-18(21)26/h1-11,25-27H,12H2/b9-6+ KCZMHHVFUMWLAY-RMKNXTFCSA-N O=C(/C=C/c1ccc(cc1)O)OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1 NPC119767 (4,5-Dihydroxy-9,10-Dioxoanthracen-2-Yl)Methyl 4-Hydroxybenzoate (4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl 4-hydroxybenzoate CHEMBL3104873 73058259 C22H14O7 390.07 -1.988 3.11 2.174 4 3 121.13 7 4 29 0 InChI=1S/C22H14O7/c23-13-6-4-12(5-7-13)22(28)29-10-11-8-15-19(17(25)9-11)21(27)18-14(20(15)26)2-1-3-16(18)24/h1-9,23-25H,10H2 JNAZKJLAUIOKDJ-UHFFFAOYSA-N Oc1ccc(cc1)C(=O)OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1 NPC324341 (4Ar,5R,6As,6Br,10S,12Ar)-5,10-Dihydroxy-2,2,6A,6B,9,9,12A-Heptamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid (4aR,5R,6aS,6bR,10S,12aR)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1559201 23983726 C30H48O4 472.36 1.5567 4.32 8.029 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19?,20?,21?,22-,23+,27-,28+,29+,30+/m0/s1 YKOPWPOFWMYZJZ-QIKFJBJGSA-N O[C@@H]1C[C@]2(C)C(=CCC3[C@@]2(C)CCC2[C@]3(C)CC[C@@H](C2(C)C)O)C2[C@@]1(CCC(C2)(C)C)C(=O)O NPC475311 (4As,6Ar,6Ar,6Br,8Ar,10S,12Ar,14Bs)-10-Hydroxy-6A-[(E)-4-(4-Hydroxy-3-Methoxyphenyl)-2-Oxobut-3-Enyl]-2,2,6B,9,9,12A-Hexamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL503336 44583700 C40H56O6 632.41 1.1078 5.2 9.32 4 3 104.06 16 6 46 1 InChI=1S/C40H56O6/c1-35(2)18-19-39(34(44)45)20-21-40(23-26(41)10-8-25-9-12-29(42)30(22-25)46-7)27(28(39)24-35)11-13-32-37(5)16-15-33(43)36(3,4)31(37)14-17-38(32,40)6/h8-12,22,28,31-33,42-43H,13-21,23-24H2,1-7H3,(H,44,45)/b10-8+/t28-,31-,32+,33-,37-,38+,39-,40-/m0/s1 VFJODNONXFOWFG-IWFHGSTGSA-N COc1cc(/C=C/C(=O)C[C@@]23CC[C@@]4([C@H](C2=CC[C@H]2[C@@]3(C)CC[C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)CC(CC4)(C)C)C(=O)O)ccc1O NPC102683 (4As,6As,6Br,10S,12Ar)-10-Hydroxy-2,2,6A,6B,9,9,12A-Heptamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid (4aS,6aS,6bR,10S,12aR)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL365375 3010929 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20?,21?,22?,23-,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-FQRDBSNUSA-N O[C@H]1CC[C@]2(C(C1(C)C)CC[C@@]1(C2CC=C2[C@@]1(C)CC[C@@]1(C2CC(C)(C)CC1)C(=O)O)C)C NPC64872 (4As,6As,6Br,8R,10S,12Ar)-8,10-Dihydroxy-2,2,6A,6B,9,9,12A-Heptamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid (4aS,6aS,6bR,8R,10S,12aR)-8,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1494479 9982268 C30H48O4 472.36 1.3635 4.32 7.178 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-21-27(5)11-10-22(32)26(3,4)23(27)20(31)17-29(21,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19?,20-,21?,22+,23?,27-,28-,29-,30+/m1/s1 KLHSKTMVSOWVLD-PCPVNUTRSA-N O[C@@H]1C[C@]2(C)C([C@@]3(C1C(C)(C)[C@H](CC3)O)C)CC=C1[C@@]2(C)CC[C@@]2(C1CC(CC2)(C)C)C(=O)O NPC35797 (4Bs,8S,8Ar)-8-(Hydroxymethyl)-4B,8-Dimethyl-2-Propan-2-Yl-5,6,7,8A,9,10-Hexahydrophenanthren-3-Ol (4bS,8S,8aR)-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol CHEMBL3343893 21632843 C20H30O2 302.22 0.2322 3.44 6.024 1 2 40.46 8 3 22 1 InChI=1S/C20H30O2/c1-13(2)15-10-14-6-7-18-19(3,12-21)8-5-9-20(18,4)16(14)11-17(15)22/h10-11,13,18,21-22H,5-9,12H2,1-4H3/t18-,19+,20+/m0/s1 ZSMYLYMVTJVQIR-XUVXKRRUSA-N OC[C@@]1(C)CCC[C@]2([C@H]1CCc1c2cc(c(c1)C(C)C)O)C NPC19290 (4E,6E)-1-(4-Hydroxyphenyl)-7-(4-Methoxyphenyl)Hepta-4,6-Dien-3-One (4E,6E)-1-(4-hydroxyphenyl)-7-(4-methoxyphenyl)hepta-4,6-dien-3-one CHEMBL2398586 73353552 C20H20O3 308.14 0.1502 3.33 5.072 1 1 46.53 9 2 23 1 InChI=1S/C20H20O3/c1-23-20-14-9-16(10-15-20)4-2-3-5-18(21)11-6-17-7-12-19(22)13-8-17/h2-5,7-10,12-15,22H,6,11H2,1H3/b4-2+,5-3+ LIAJVWYMSGZMPR-ZUVMSYQZSA-N COc1ccc(cc1)/C=C/C=C/C(=O)CCc1ccc(cc1)O NPC139901 (4E,6E)-1,7-Diphenylhepta-4,6-Dien-3-One (4E,6E)-1,7-diphenylhepta-4,6-dien-3-one CHEMBL461082 5317598 C19H18O 262.14 0.6623 3.44 8.589 1 0 17.07 6 2 20 1 InChI=1S/C19H18O/c20-19(16-15-18-11-5-2-6-12-18)14-8-7-13-17-9-3-1-4-10-17/h1-14H,15-16H2/b13-7+,14-8+ OWMJDOUOHDOUFG-FNCQTZNRSA-N O=C(CCc1ccccc1)/C=C/C=C/c1ccccc1 NPC277394 (4E,6E)-7-(3,4-Dihydroxyphenyl)-1-(4-Hydroxyphenyl)Hepta-4,6-Dien-3-One (4E,6E)-7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)hepta-4,6-dien-3-one CHEMBL2398587 72164688 C19H18O4 310.12 -0.7186 3.11 3.808 1 3 77.76 9 2 23 0 InChI=1S/C19H18O4/c20-16(9-5-14-6-10-17(21)11-7-14)4-2-1-3-15-8-12-18(22)19(23)13-15/h1-4,6-8,10-13,21-23H,5,9H2/b3-1+,4-2+ UWTOEMORWLXHJO-ZPUQHVIOSA-N O=C(CCc1ccc(cc1)O)/C=C/C=C/c1ccc(c(c1)O)O NPC227902 (4'-Hydroxy-2',3',6',3''-Tetramethoxy-1,3-Diphenylpropane)-4''-O-Beta-D-Glucopyranoside (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[3-(4-hydroxy-2,3,6-trimethoxyphenyl)propyl]-2-methoxyphenoxy]oxane-3,4,5-triol CHEMBL1094045 46184808 C25H34O11 510.21 -3.0379 3 1.446 5 5 156.53 20 3 36 1 InChI=1S/C25H34O11/c1-31-17-11-15(27)24(34-4)23(33-3)14(17)7-5-6-13-8-9-16(18(10-13)32-2)35-25-22(30)21(29)20(28)19(12-26)36-25/h8-11,19-22,25-30H,5-7,12H2,1-4H3/t19-,20-,21+,22-,25-/m1/s1 ISROVTKXFHMBAY-YPHVFAKOSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)CCCc2c(OC)cc(c(c2OC)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC107101 (4-Methylphenyl) Acetate (4-methylphenyl) acetate CHEMBL501246 8797 C9H10O2 150.07 0.5608 2.23 3.107 1 0 26.3 4 1 11 0 InChI=1S/C9H10O2/c1-7-3-5-9(6-4-7)11-8(2)10/h3-6H,1-2H3 CDJJKTLOZJAGIZ-UHFFFAOYSA-N CC(=O)Oc1ccc(cc1)C NPC148216 (4-Prop-1-En-2-Ylcyclohexen-1-Yl)Methanol (4-prop-1-en-2-ylcyclohexen-1-yl)methanol CHEMBL444711 10819 C10H16O 152.12 1.0517 2.45 1.848 1 1 20.23 4 1 11 0 InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3 NDTYTMIUWGWIMO-UHFFFAOYSA-N OCC1=CCC(CC1)C(=C)C NPC133771 (4R)-4-Hydroxy-4-Methyloxan-2-One (4R)-4-hydroxy-4-methyloxan-2-one CHEMBL1401520 6419891 C6H10O3 130.06 -0.6384 1.79 -0.036 3 1 46.53 2 1 9 0 InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3/t6-/m1/s1 JYVXNLLUYHCIIH-ZCFIWIBFSA-N O=C1OCC[C@@](C1)(C)O NPC323443 (4R,12Bs)-7,9-Dimethoxy-3-Methyl-2,4,7A,13-Tetrahydro-1H-4,12-Methanobenzofuro[3,2-E]Isoquinoline (4R,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline CHEMBL1318110 5321926 C19H21NO3 311.15 0.01 3.11 1.329 2 0 30.93 5 5 23 0 InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18?,19+/m1/s1 FQXXSQDCDRQNQE-WRGHYRGKSA-N COC1=CC=C2[C@@]34C1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC NPC2568 (4R,4As,6As,6Br,8Ar,11S,12As,12Bs,14As,14Bs)-8A,11-Bis(Hydroxymethyl)-4,4A,6B,11,12B,14A-Hexamethylicosahydropicen-3(4H)-One (4R,4aS,6aS,6aS,6bR,8aR,11S,12aS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL523812 21636461 C30H50O3 458.38 1.0361 4.43 8.239 3 2 57.53 10 5 33 1 InChI=1S/C30H50O3/c1-20-21(33)7-8-22-26(20,3)10-9-23-27(22,4)12-13-29(6)24-17-25(2,18-31)11-15-30(24,19-32)16-14-28(23,29)5/h20,22-24,31-32H,7-19H2,1-6H3/t20-,22+,23-,24-,25-,26+,27-,28+,29-,30+/m0/s1 ZMSNKXDPESNSSS-SZZHBACVSA-N OC[C@@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3([C@@H]([C@]1(CC2)C)CC[C@]1([C@H]3CCC(=O)[C@@H]1C)C)C)CO NPC475977 (4R,4As,6As,6Br,8As,12As,12Bs,14As,14Bs)-8A-Hydroperoxy-4,4A,6B,11,11,12B,14A-Heptamethylicosahydropicen-3(4H)-One (4R,4aS,6aS,6aS,6bR,8aS,12aS,14aS,14bS)-8a-hydroperoxy-4,4a,6a,6b,11,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL520135 44576010 C29H48O3 444.36 3.0996 4.32 9.459 3 1 46.53 9 5 32 1 InChI=1S/C29H48O3/c1-19-20(30)8-9-21-25(19,4)11-10-22-26(21,5)13-14-28(7)23-18-24(2,3)12-16-29(23,32-31)17-15-27(22,28)6/h19,21-23,31H,8-18H2,1-7H3/t19-,21+,22-,23-,25+,26-,27+,28-,29-/m0/s1 WSVAJLWNDHCMEJ-SHQXCJHDSA-N OO[C@@]12CCC(C[C@H]2[C@]2([C@@](CC1)(C)[C@H]1CC[C@]3([C@H]([C@@]1(CC2)C)CCC(=O)[C@@H]3C)C)C)(C)C NPC282905 (4R,4As,6As,6Br,8R,8As,12As,12Bs,14As,14Bs)-8-Hydroxy-4,4A,6B,8A,11,11,12B,14A-Octamethylicosahydropicen-3(4H)-One (4R,4aS,6aS,6aS,6bR,8R,8aS,12aS,14aS,14bS)-8-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL490572 44576122 C30H50O2 442.38 2.6444 4.54 10.106 2 1 37.3 9 5 32 1 InChI=1S/C30H50O2/c1-19-20(31)9-10-21-26(19,4)12-11-22-27(21,5)15-16-29(7)23-17-25(2,3)13-14-28(23,6)24(32)18-30(22,29)8/h19,21-24,32H,9-18H2,1-8H3/t19-,21+,22-,23+,24+,26+,27-,28-,29-,30+/m0/s1 GGDFIZOYFMCDQU-UQZBYOGLSA-N O=C1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)C[C@H]([C@@]1([C@H]2CC(C)(C)CC1)C)O)C NPC64576 (4R,4As,7As,12Bs)-4A,9-Dihydroxy-3-Prop-2-Enyl-2,4,5,6,7A,13-Hexahydro-1H-4,12-Methanobenzofuro[3,2-E]Isoquinoline-7-One (4R,4aS,7aS,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL1482236 6321250 C19H21NO4 327.15 -0.8484 3 0.612 3 2 70 4 5 24 0 InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17-,18+,19-/m1/s1 UZHSEJADLWPNLE-DQEVTTJGSA-N C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@@H]2C(=O)CC4)c(cc1)O)O NPC111114 (4S,5S)-5-[(1R,2R)-2-Hydroxy-2-Methyl-5-Oxocyclopent-3-En-1-Yl]-3-Methylidene-4-(3-Oxobutyl)Oxolan-2-One (4S,5S)-5-[(1R,2R)-2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-yl]-3-methylidene-4-(3-oxobutyl)oxolan-2-one CHEMBL467620 13918470 C15H18O5 278.12 -0.2523 2.56 -0.353 5 1 80.67 7 2 20 0 InChI=1S/C15H18O5/c1-8(16)4-5-10-9(2)14(18)20-13(10)12-11(17)6-7-15(12,3)19/h6-7,10,12-13,19H,2,4-5H2,1,3H3/t10-,12+,13-,15+/m0/s1 RTOGTHJTQOMSQZ-QMPIGLIWSA-N CC(=O)CC[C@H]1C(=C)C(=O)O[C@@H]1[C@H]1C(=O)C=C[C@@]1(C)O NPC471791 (4S,5S,8R,9R,10R,13R)-10,19-Dihydroxy-1,15-Rosadien-3-One (1S,4aR,4bR,7R,8aR,10aS)-7-ethenyl-4a-hydroxy-1-(hydroxymethyl)-1,4b,7-trimethyl-6,8,8a,9,10,10a-hexahydro-5H-phenanthren-2-one CHEMBL3234205 90670329 C20H30O3 318.22 1.0443 3.33 3.733 3 2 57.53 7 3 23 0 InChI=1S/C20H30O3/c1-5-17(2)10-11-19(4)14(12-17)6-7-15-18(3,13-21)16(22)8-9-20(15,19)23/h5,8-9,14-15,21,23H,1,6-7,10-13H2,2-4H3/t14-,15+,17-,18-,19-,20-/m1/s1 DMNRNXPOMWACEA-WFDVMHAPSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1[C@]2(O)C=CC(=O)[C@]1(C)CO)C NPC299235 (5Alpha,8Alpha)-2-Oxo-1(10),3,7(11)-Guaiatrien-12,8-Olide (3aS,8aS)-1,5,8-trimethyl-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-2,6-dione CHEMBL501260 3013843 C15H16O3 244.11 2.0921 2.78 0.412 3 0 43.37 3 3 18 0 InChI=1S/C15H16O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h4,10,13H,5-6H2,1-3H3/t10-,13-/m0/s1 CTXCWPVELDJQRF-GWCFXTLKSA-N CC1=C2C[C@H]3C(=CC(=O)C3=C(C[C@@H]2OC1=O)C)C NPC215711 (5E)-7-Oxozeaenol (2E,5S,6S,8E,11S)-5,6,15-trihydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),2,8,14,16-pentaene-7,13-dione CHEMBL1801950 9799061 C19H22O7 362.14 -0.6541 2.78 2.234 5 3 113.29 6 2 26 0 InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,15-,18+/m0/s1 NEQZWEXWOFPKOT-ULSULSEOSA-N COc1cc2/C=C/C[C@H](O)[C@H](O)C(=O)/C=C/C[C@@H](OC(=O)c2c(c1)O)C NPC71755 (5R)-2,6,9-Humulatrien-5-Ol-8-One (2E,4R,6E,10E)-4-hydroxy-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one CHEMBL469850 11310871 C15H22O2 234.16 2.7128 2.89 2.746 2 1 37.3 5 1 17 0 InChI=1S/C15H22O2/c1-11-5-7-15(3,4)8-6-14(17)12(2)10-13(16)9-11/h5-6,8,10,13,16H,7,9H2,1-4H3/b8-6+,11-5+,12-10+/t13-/m1/s1 NBVYFPSAUFQMAK-XVCAIJIUSA-N C/C/1=C\CC(C)(C)/C=C/C(=O)/C(=C/[C@@H](C1)O)/C NPC103197 (5R,5Ar)-5-(4-Hydroxy-3,5-Dimethoxyphenyl)-5A,8,8A,9-Tetrahydro-5H-[2]Benzofuro[5,6-F][1,3]Benzodioxol-6-One (5R,5aR)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL141117 10452586 C21H20O7 384.12 -1.0772 3 1.77 2 1 83.45 6 5 28 0 InChI=1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3/t12?,18-,19+/m1/s1 RFDMNXDDRXVJTM-PUIOOCGESA-N COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OCC2Cc2c1cc1OCOc1c2 NPC245948 (5R,6R,7R,8R)-8-Hydroxy-7-(Hydroxymethyl)-5-(3,4,5-Trimethoxyphenyl)-5,6,7,8-Tetrahydrobenzo[F][1,3]Benzodioxole-6-Carboxylic Acid (5R,6R,7R,8R)-8-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylic acid CHEMBL32955 134632 C22H24O9 432.14 -2.1096 2.89 0.868 4 3 123.91 12 4 31 0 InChI=1S/C22H24O9/c1-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26/h4-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26)/t13-,18+,19-,20-/m0/s1 XRBSKUSTLXISAB-XVVDYKMHSA-N OC[C@@H]1[C@@H](O)c2cc3OCOc3cc2[C@H]([C@H]1C(=O)O)c1cc(OC)c(c(c1)OC)OC NPC90652 (5R,9R,10R,13S,14S,17S)-4,4,10,13,14-Pentamethyl-17-[(2S,4R,5S)-4,5,6-Trihydroxy-6-Methylheptan-2-Yl]-1,2,5,6,9,11,12,15,16,17-Decahydrocyclopenta[A]Phenanthren-3-One (5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1508930 12004524 C30H50O4 474.37 1.7401 4.32 6.758 4 3 77.76 16 4 34 1 InChI=1S/C30H50O4/c1-18(17-22(31)25(33)27(4,5)34)19-11-15-30(8)21-9-10-23-26(2,3)24(32)13-14-28(23,6)20(21)12-16-29(19,30)7/h9,18-20,22-23,25,31,33-34H,10-17H2,1-8H3/t18-,19-,20-,22+,23-,25-,28+,29-,30+/m0/s1 DCGUKHULKAAOPB-QBLSGNHRSA-N O[C@@H]([C@@H](C(O)(C)C)O)C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C NPC164172 (5S)-5-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-Dihydroxy-4-(Hydroxymethyl)Oxolan-2-Yl]Oxymethyl]-3,4,5-Trihydroxyoxan-2-Yl]Oxy-1,7-Bis(4-Hydroxyphenyl)Heptan-3-One (5S)-5-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-3-one CHEMBL1774771 54582487 C30H40O13 608.25 -4.9443 3.33 0.848 11 8 215.83 22 4 43 3 InChI=1S/C30H40O13/c31-15-30(39)16-41-29(27(30)38)40-14-23-24(35)25(36)26(37)28(43-23)42-22(12-6-18-3-9-20(33)10-4-18)13-21(34)11-5-17-1-7-19(32)8-2-17/h1-4,7-10,22-29,31-33,35-39H,5-6,11-16H2/t22-,23+,24+,25-,26+,27-,28+,29+,30+/m0/s1 FBJBPTHRQGMFOK-ZRAWXLKHSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)OC[C@H]1O[C@@H](O[C@H](CC(=O)CCc2ccc(cc2)O)CCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC215941 (5S)-5-Hydroxy-1-(4-Hydroxy-3-Methoxyphenyl)-7-(4-Hydroxyphenyl)Heptan-3-One (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)heptan-3-one CHEMBL1824572 54577337 C20H24O5 344.16 -1.8405 3.11 2.638 2 3 86.99 13 2 25 0 InChI=1S/C20H24O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-3,6-8,11-12,17,21-22,24H,4-5,9-10,13H2,1H3/t17-/m0/s1 IBRDIJPPEHZDQH-KRWDZBQOSA-N COc1cc(CCC(=O)C[C@H](CCc2ccc(cc2)O)O)ccc1O NPC65935 (5S)-7-(3,4-Dihydroxyphenyl)-5-Hydroxy-1-(4-Hydroxy-3-Methoxyphenyl)Heptan-3-One (5S)-7-(3,4-dihydroxyphenyl)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)heptan-3-one CHEMBL1824580 56675574 C20H24O6 360.16 -2.3008 3 1.893 2 4 107.22 14 2 26 0 InChI=1S/C20H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)12-15(21)6-2-13-4-8-17(23)19(25)10-13/h4-5,8-11,15,21,23-25H,2-3,6-7,12H2,1H3/t15-/m0/s1 MSLIBNPPWWCGPY-HNNXBMFYSA-N COc1cc(CCC(=O)C[C@H](CCc2ccc(c(c2)O)O)O)ccc1O NPC146976 (6,7-Dimethoxyisoquinolin-1-Yl)-(3,4-Dimethoxyphenyl)Methanone (6,7-dimethoxyisoquinolin-1-yl)-(3,4-dimethoxyphenyl)methanone CHEMBL205040 96932 C20H19NO5 353.13 -0.471 3 2.659 2 0 66.88 10 3 26 0 InChI=1S/C20H19NO5/c1-23-15-6-5-13(10-16(15)24-2)20(22)19-14-11-18(26-4)17(25-3)9-12(14)7-8-21-19/h5-11H,1-4H3 QJTBIAMBPGGIGI-UHFFFAOYSA-N COc1ccc(cc1OC)C(=O)c1nccc2c1cc(OC)c(c2)OC NPC196447 (6Ar)-1,10-Dimethoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline-2,9-Diol (6aR)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol CHEMBL1437753 726885 C19H21NO4 327.15 -0.6295 3 1.199 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m1/s1 LZJRNLRASBVRRX-CYBMUJFWSA-N COc1cc2c(cc1O)C[C@@H]1c3c2c(OC)c(O)cc3CCN1C NPC78222 (6As)-2,9,10-Trimethoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline-1-Ol (6aS)-2,9,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol CHEMBL1397308 6992288 C20H23NO4 341.16 -0.221 3.11 1.718 1 1 51.16 8 4 25 0 InChI=1S/C20H23NO4/c1-21-6-5-11-8-17(25-4)20(22)19-13-10-16(24-3)15(23-2)9-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m0/s1 SAERKXUSZPTMCQ-AWEZNQCLSA-N COc1cc2c(cc1OC)C[C@H]1c3c2c(O)c(OC)cc3CCN1C NPC120671 (6R)-6-[(5R)-6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl]-6H-Furo[3,4-G][1,3]Benzodioxol-8-One (6R)-6-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one CHEMBL1437488 120698 C20H17NO6 367.11 -0.4146 2.89 2.504 3 0 66.46 2 6 27 0 InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18-/m1/s1 IYGYMKDQCDOMRE-QZTJIDSGSA-N CN1CCc2c([C@@H]1[C@@H]1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1 NPC144780 (6R,7R)-7-(4-Carboxybutanoylamino)-3-Methyl-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid (6R,7R)-7-(4-carboxybutanoylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid CHEMBL1426785 6351451 C13H16N2O6S 328.07 -0.3697 1.9 -1.018 8 3 152.8 10 2 22 0 InChI=1S/C13H16N2O6S/c1-6-5-22-12-9(11(19)15(12)10(6)13(20)21)14-7(16)3-2-4-8(17)18/h9,12H,2-5H2,1H3,(H,14,16)(H,17,18)(H,20,21)/t9-,12-/m1/s1 KFAZOAVBYQAACA-BXKDBHETSA-N OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C)CCCC(=O)O NPC72788 (6S)-6-[(5R)-6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl]-6H-Furo[3,4-G][1,3]Benzodioxol-8-One (6S)-6-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one CHEMBL1316579 185838 C20H17NO6 367.11 -0.4146 2.89 2.504 3 0 66.46 2 6 27 0 InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m1/s1 IYGYMKDQCDOMRE-MSOLQXFVSA-N CN1CCc2c([C@@H]1[C@H]1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1 NPC131669 (6S,7R,8S)-8,15-Diacetoxy-14-Hydroxymelampa-1(10),4,11(13)-Trien-12,6-Olide [(3aR,4S,6E,10Z,11aR)-4-acetyloxy-6-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate CHEMBL481634 10406449 C19H24O7 364.15 0.3392 2.78 0.418 7 1 99.13 9 2 26 0 InChI=1S/C19H24O7/c1-11-18-16(25-13(3)22)7-14(9-20)5-4-6-15(10-24-12(2)21)8-17(18)26-19(11)23/h5,8,16-18,20H,1,4,6-7,9-10H2,2-3H3/b14-5+,15-8-/t16-,17+,18+/m0/s1 XFZPJBLGAHKFAT-KJYAUEFBSA-N OC/C/1=C/CC/C(=C/[C@@H]2[C@@H]([C@H](C1)OC(=O)C)C(=C)C(=O)O2)/COC(=O)C NPC281132 (6S,7R,8S)-8,15-Diacetoxy-14-Oxomelampa-1(10),4,11(13)-Trien-12,6-Olide [(3aR,4S,6E,10Z,11aR)-4-acetyloxy-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate CHEMBL481827 10428712 C19H22O7 362.14 0.5955 2.78 0.925 7 0 95.97 8 2 26 0 InChI=1S/C19H22O7/c1-11-18-16(25-13(3)22)7-14(9-20)5-4-6-15(10-24-12(2)21)8-17(18)26-19(11)23/h5,8-9,16-18H,1,4,6-7,10H2,2-3H3/b14-5+,15-8-/t16-,17+,18+/m0/s1 SNYUMMZVPJTQOU-KJYAUEFBSA-N O=C/C/1=C/CC/C(=C/[C@@H]2[C@@H]([C@H](C1)OC(=O)C)C(=C)C(=O)O2)/COC(=O)C NPC235767 (7-Isothiocyanatoheptyl)(Methyl)Sulfane 1-isothiocyanato-7-methylsulfanylheptane CHEMBL3593948 10125146 C9H17NS2 203.08 -0.6838 2.12 4.489 1 0 69.75 9 0 12 0 InChI=1S/C9H17NS2/c1-12-8-6-4-2-3-5-7-10-9-11/h2-8H2,1H3 LDIRGNDMTOGVRB-UHFFFAOYSA-N CSCCCCCCCN=C=S NPC471213 (7R,8R)-5,7-Dihydroxy-8-(4-Hydroxy-3-Methoxyphenyl)-2-(4-Hydroxy-4-Methylpentyl)-2-Methyl-3,4,7,8-Tetrahydropyrano[3,2-G]Chromen-6-One (7R,8R)-5,7-dihydroxy-8-(4-hydroxy-3-methoxyphenyl)-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one CHEMBL2387715 71659767 C26H32O8 472.21 -1.3826 3.44 2.528 3 4 125.68 14 4 34 0 InChI=1S/C26H32O8/c1-25(2,31)9-5-10-26(3)11-8-15-17(34-26)13-19-20(21(15)28)22(29)23(30)24(33-19)14-6-7-16(27)18(12-14)32-4/h6-7,12-13,23-24,27-28,30-31H,5,8-11H2,1-4H3/t23-,24+,26?/m0/s1 KWSGAQMDMOUWHH-GPTJOGTASA-N COc1cc(ccc1O)[C@H]1Oc2cc3OC(C)(CCCC(O)(C)C)CCc3c(c2C(=O)[C@@H]1O)O NPC35932 (7R,8S)-4,7,9-Trihydroxy-3,5,3',5'-Tetramethoxy-8-O-4'-Neolignan-8'-Ene (1R,2S)-2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,3-diol CHEMBL1094139 46834546 C22H28O8 420.18 -0.8027 3 1.639 2 3 106.84 18 2 30 1 InChI=1S/C22H28O8/c1-6-7-13-8-17(28-4)22(18(9-13)29-5)30-19(12-23)20(24)14-10-15(26-2)21(25)16(11-14)27-3/h6,8-11,19-20,23-25H,1,7,12H2,2-5H3/t19-,20+/m0/s1 MLHGSNPMCPSCLY-VQTJNVASSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@H]([C@@H](c1cc(OC)c(c(c1)OC)O)O)CO NPC184269 (7'r,8's,7'r,8's)-Erythro-Strebluslignanol G CHEMBL2346744 71580864 C36H36O6 564.25 -0.191 4.76 7.852 4 4 99.38 14 5 42 1 InChI=1S/C36H36O6/c1-5-7-23-9-13-31-27(17-23)29-19-25(35(39)21(3)37)11-15-33(29)42-32-14-10-24(8-6-2)18-28(32)30-20-26(36(40)22(4)38)12-16-34(30)41-31/h5-6,9-22,35-40H,1-2,7-8H2,3-4H3/t21-,22-,35-,36-/m0/s1 IGIPGPRQIZBOFQ-FYQGPRJBSA-N C=CCc1ccc2c(c1)c1cc(ccc1Oc1c(c3c(O2)ccc(c3)[C@H]([C@@H](O)C)O)cc(cc1)CC=C)[C@H]([C@@H](O)C)O NPC30043 (7S,8R)-4-O-(Glycer-2-Yl)-7,9,9'-Trihydroxy-3,3',5'-Trimethoxy-8-O-4'-Neolignan (1S,2R)-1-[4-(1,3-dihydroxypropan-2-yloxy)-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]propane-1,3-diol CHEMBL1094140 46834547 C24H34O10 482.22 -3.0955 3 -0.178 5 5 147.3 23 2 34 1 InChI=1S/C24H34O10/c1-30-19-11-16(6-7-18(19)33-17(12-26)13-27)23(29)22(14-28)34-24-20(31-2)9-15(5-4-8-25)10-21(24)32-3/h6-7,9-11,17,22-23,25-29H,4-5,8,12-14H2,1-3H3/t22-,23+/m1/s1 IXRLOIQOINZSOU-PKTZIBPZSA-N OCCCc1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)OC(CO)CO)O)CO NPC253878 (7S,8R)-9'-Dimethoxydihydroconiferyl Alcohol 4-[(2S,3R)-5-[(Z)-3,3-dimethoxyprop-1-enyl]-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL2436613 72375240 C22H26O7 402.17 -1.0268 3.11 2.13 3 2 86.61 14 3 29 0 InChI=1S/C22H26O7/c1-25-18-11-14(6-7-17(18)24)21-16(12-23)15-9-13(5-8-20(27-3)28-4)10-19(26-2)22(15)29-21/h5-11,16,20-21,23-24H,12H2,1-4H3/b8-5-/t16-,21+/m0/s1 UQQPBZJUUDOOED-LWDWCMEUSA-N COC(/C=C\c1cc(OC)c2c(c1)[C@H](CO)[C@H](O2)c1ccc(c(c1)OC)O)OC NPC471414 (7S,8R)-9'-Methoxydihydroconiferyl Alcohol 4-[(2S,3R)-5-[(E)-3-hydroxy-3-methoxyprop-1-enyl]-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL2436612 72375239 C21H24O7 388.15 -1.4353 3 1.611 3 3 97.61 13 3 28 0 InChI=1S/C21H24O7/c1-25-17-10-13(5-6-16(17)23)20-15(11-22)14-8-12(4-7-19(24)27-3)9-18(26-2)21(14)28-20/h4-10,15,19-20,22-24H,11H2,1-3H3/b7-4+/t15-,19?,20+/m0/s1 ACYTYNNPYAXFFE-JEKBROINSA-N COC(/C=C/c1cc(OC)c2c(c1)[C@H](CO)[C@H](O2)c1ccc(c(c1)OC)O)O NPC83375 (7's,8's)-5-Demethoxybilagrewin (E)-3-[(2S,3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal CHEMBL255298 24799853 C20H20O7 372.12 -1.2529 2.89 1.41 2 2 94.45 10 3 27 0 InChI=1S/C20H20O7/c1-24-16-9-13(10-17(25-2)19(16)23)20-18(11-22)26-14-6-5-12(4-3-7-21)8-15(14)27-20/h3-10,18,20,22-23H,11H2,1-2H3/b4-3+/t18-,20-/m0/s1 FDMXJKZGHCAZAI-XCJDPYLSSA-N O=C/C=C/c1ccc2c(c1)O[C@H]([C@@H](O2)CO)c1cc(OC)c(c(c1)OC)O NPC193722 (7's,8's)-Bilagrewin (E)-3-[(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal CHEMBL274512 11567569 C21H22O8 402.13 -1.3047 2.89 0.966 2 2 103.68 12 3 29 0 InChI=1S/C21H22O8/c1-25-14-9-13(10-15(26-2)19(14)24)20-18(11-23)29-21-16(27-3)7-12(5-4-6-22)8-17(21)28-20/h4-10,18,20,23-24H,11H2,1-3H3/b5-4+/t18-,20-/m0/s1 NEVUVMGBMOQVHU-BJUCQYRTSA-N O=C/C=C/c1cc2O[C@H]([C@@H](Oc2c(c1)OC)CO)c1cc(OC)c(c(c1)OC)O NPC54743 (7S,8S)-Dihydrodehydrodiconiferyl Alcohol 4-[(2S,3S)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL3098865 11595642 C20H24O6 360.16 -2.1975 3 1.511 2 3 88.38 12 3 26 0 InChI=1S/C20H24O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19-/m1/s1 SBLZVJIHPWRSQQ-DNVCBOLYSA-N OCCCc1cc2c(c(c1)OC)O[C@@H]([C@@H]2CO)c1ccc(c(c1)OC)O NPC224674 (7S,8S)-Dihydrodehydrodiconiferyl Alcohol 9'-O-Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL3098859 72947872 C26H34O11 522.21 -3.9444 3.11 0.403 7 6 167.53 18 4 37 1 InChI=1S/C26H34O11/c1-33-18-10-14(5-6-17(18)29)24-16(11-27)15-8-13(9-19(34-2)25(15)37-24)4-3-7-35-26-23(32)22(31)21(30)20(12-28)36-26/h5-6,8-10,16,20-24,26-32H,3-4,7,11-12H2,1-2H3/t16-,20-,21-,22+,23-,24-,26-/m1/s1 DVWKMCPPEMUHBE-GLLXQACZSA-N OC[C@H]1O[C@@H](OCCCc2cc(OC)c3c(c2)[C@@H](CO)[C@H](O3)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC226788 (7S,8S)-Polysphorin (1S,2S)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-ol CHEMBL2086453 11166010 C23H30O7 418.2 -0.0156 3.22 3.611 1 1 75.61 18 2 30 0 InChI=1S/C23H30O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8-14,21,24H,1-7H3/b9-8+/t14-,21+/m0/s1 FLBWVIKFCMUTDS-MCAMPUSWSA-N C/C=C/c1cc(OC)c(c(c1)OC)O[C@H]([C@H](c1cc(OC)c(c(c1)OC)OC)O)C NPC118419 (8Ar)-7-(3,4-Dimethoxyphenyl)-6-(4-Methoxyphenyl)-1,2,3,5,8,8A-Hexahydroindolizine (8aR)-7-(3,4-dimethoxyphenyl)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine CHEMBL483226 637044 C23H27NO3 365.2 -0.6064 3.55 3.75 1 0 30.93 8 4 27 0 InChI=1S/C23H27NO3/c1-25-19-9-6-16(7-10-19)21-15-24-12-4-5-18(24)14-20(21)17-8-11-22(26-2)23(13-17)27-3/h6-11,13,18H,4-5,12,14-15H2,1-3H3/t18-/m1/s1 WOAHFBLGXWXVSL-GOSISDBHSA-N COc1ccc(cc1)C1=C(C[C@@H]2N(C1)CCC2)c1ccc(c(c1)OC)OC NPC227925 (8Ar)-8A-Hydroxy-3,3,6,6,8,8-Hexamethyl-1,2-Benzodioxine-5,7-Dione (8aR)-8a-hydroxy-3,3,6,6,8,8-hexamethyl-1,2-benzodioxine-5,7-dione CHEMBL34459 44281346 C14H20O5 268.13 2.5598 2.45 0.396 5 1 72.83 7 2 19 0 InChI=1S/C14H20O5/c1-11(2)7-8-9(15)12(3,4)10(16)13(5,6)14(8,17)19-18-11/h7,17H,1-6H3/t14-/m0/s1 UBYZFUSXTLJWFM-AWEZNQCLSA-N O=C1C2=CC(C)(C)OO[C@]2(O)C(C(=O)C1(C)C)(C)C NPC293757 (8R,8'r)-4-Hydroxycubebinone (3R,4R)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-3-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one CHEMBL482034 3013841 C22H24O8 416.15 -0.8063 3 1.973 2 1 92.68 11 4 30 0 InChI=1S/C22H24O8/c1-25-16-6-12(7-17(26-2)20(16)23)4-14-10-28-22(24)15(14)5-13-8-18(27-3)21-19(9-13)29-11-30-21/h6-9,14-15,23H,4-5,10-11H2,1-3H3/t14-,15+/m0/s1 LSSNBHGWOAHIQS-LSDHHAIUSA-N COc1cc(C[C@H]2COC(=O)[C@@H]2Cc2cc(OC)c3c(c2)OCO3)cc(c1O)OC NPC181079 (8R,8'r,9S)-4,4',9-Trihydroxy-3,3'-Dimethoxy-9,9'-Epoxylignan (2S,3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol CHEMBL584197 45481967 C20H24O6 360.16 -1.4646 3 2.191 2 3 88.38 11 3 26 0 InChI=1S/C20H24O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,20-23H,7-8,11H2,1-2H3/t14-,15+,20-/m0/s1 AQTZWMJGAOIWFV-MDOVXXIYSA-N COc1cc(ccc1O)C[C@H]1[C@@H](O)OC[C@@H]1Cc1ccc(c(c1)OC)O NPC283949 (8R,8'r,9's)-5-Methoxyclusin (2S,3R,4R)-4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol CHEMBL482233 11259008 C23H28O8 432.18 -0.9503 3.11 2.268 2 1 84.84 13 4 31 0 InChI=1S/C23H28O8/c1-25-17-8-14(9-18(26-2)21(17)28-4)6-16-15(11-29-23(16)24)5-13-7-19(27-3)22-20(10-13)30-12-31-22/h7-10,15-16,23-24H,5-6,11-12H2,1-4H3/t15-,16+,23-/m0/s1 ADGULOHTKSMBCP-PXAQALGRSA-N COc1cc(C[C@H]2[C@@H](O)OC[C@@H]2Cc2cc(OC)c3c(c2)OCO3)cc(c1OC)OC NPC6434 (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-Dimethyl-6,7,8,9,11,12,14,15,16,17-Decahydrocyclopenta[A]Phenanthren-3-One (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL209073 13308 C19H26O2 286.19 0.5254 3.33 4.103 2 1 37.3 3 4 21 0 InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 RSIHSRDYCUFFLA-DYKIIFRCSA-N O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C NPC471211 (8S)-5-Hydroxy-8-(3-Hydroxy-4,5-Dimethoxyphenyl)-2-(4-Hydroxy-4-Methylpentyl)-2-Methyl-3,4,7,8-Tetrahydropyrano[3,2-G]Chromen-6-One (8S)-5-hydroxy-8-(3-hydroxy-4,5-dimethoxyphenyl)-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one CHEMBL2387713 71659765 C27H34O8 486.23 -0.7822 3.55 2.419 2 3 114.68 15 4 35 0 InChI=1S/C27H34O8/c1-26(2,31)8-6-9-27(3)10-7-16-20(35-27)14-21-23(24(16)30)17(28)13-19(34-21)15-11-18(29)25(33-5)22(12-15)32-4/h11-12,14,19,29-31H,6-10,13H2,1-5H3/t19-,27?/m0/s1 ZMYCAMWWCDPOSK-JDEXWRGDSA-N COc1c(O)cc(cc1OC)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)CCC(O1)(C)CCCC(O)(C)C NPC471210 (8S)-5-Hydroxy-8-(3-Hydroxy-4-Methoxyphenyl)-2-(4-Hydroxy-4-Methylpentyl)-2-Methyl-3,4,7,8-Tetrahydropyrano[3,2-G]Chromen-6-One (8S)-5-hydroxy-8-(3-hydroxy-4-methoxyphenyl)-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one CHEMBL2387712 71659628 C26H32O7 456.21 -0.7304 3.55 2.863 2 3 105.45 13 4 33 0 InChI=1S/C26H32O7/c1-25(2,30)9-5-10-26(3)11-8-16-21(33-26)14-22-23(24(16)29)18(28)13-20(32-22)15-6-7-19(31-4)17(27)12-15/h6-7,12,14,20,27,29-30H,5,8-11,13H2,1-4H3/t20-,26?/m0/s1 JKVINBILQDMNEH-DQUNLGLBSA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)CCC(O1)(C)CCCC(O)(C)C NPC471212 (8S)-5-Hydroxy-8-(4-Hydroxy-3,5-Dimethoxyphenyl)-2-(4-Hydroxy-4-Methylpentyl)-2-Methyl-3,4,7,8-Tetrahydropyrano[3,2-G]Chromen-6-One (8S)-5-hydroxy-8-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one CHEMBL2387714 71659766 C27H34O8 486.23 -0.7822 3.55 2.419 2 3 114.68 15 4 35 0 InChI=1S/C27H34O8/c1-26(2,31)8-6-9-27(3)10-7-16-19(35-27)14-20-23(24(16)29)17(28)13-18(34-20)15-11-21(32-4)25(30)22(12-15)33-5/h11-12,14,18,29-31H,6-10,13H2,1-5H3/t18-,27?/m0/s1 DHYMKZKAVOUQFT-HSYKDVHTSA-N COc1cc(cc(c1O)OC)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)CCC(O1)(C)CCCC(O)(C)C NPC471209 (8S)-8-(3,4-Dihydroxyphenyl)-5-Hydroxy-2-(4-Hydroxy-4-Methylpentyl)-2-Methyl-3,4,7,8-Tetrahydropyrano[3,2-G]Chromen-6-One (8S)-8-(3,4-dihydroxyphenyl)-5-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methyl-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one CHEMBL2387711 71659627 C25H30O7 442.2 -1.1389 3.44 2.773 2 4 116.45 12 4 32 0 InChI=1S/C25H30O7/c1-24(2,30)8-4-9-25(3)10-7-15-20(32-25)13-21-22(23(15)29)18(28)12-19(31-21)14-5-6-16(26)17(27)11-14/h5-6,11,13,19,26-27,29-30H,4,7-10,12H2,1-3H3/t19-,25?/m0/s1 CMJDNOOYGNOVCM-UBDBMELISA-N O=C1C[C@H](Oc2c1c(O)c1c(c2)OC(CC1)(C)CCCC(O)(C)C)c1ccc(c(c1)O)O NPC185936 (8S,10R,11S,13S,14S,17S)-11-Hydroxy-17-(2-Hydroxyacetyl)-10,13-Dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[A]Phenanthren-3-One (8S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL1513569 16758819 C21H30O4 346.21 -0.5211 3.33 1.704 4 2 74.6 6 4 25 0 InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19?,20-,21-/m0/s1 OMFXVFTZEKFJBZ-KRGAXNBZSA-N OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)C1[C@H]2CCC2=CC(=O)CC[C@]12C NPC100425 (8S,8'r)-7,7'-Dioxo-Seco-Manassantin B (2S,3R)-1-[4-[(1R,2R)-1-(1,3-benzodioxol-5-yl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-4-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-2,3-dimethylbutane-1,4-dione CHEMBL3105546 76321153 C41H46O12 730.3 -1.7757 4.65 5.133 4 2 148.44 27 5 53 2 InChI=1S/C41H46O12/c1-22(38(42)26-11-15-32(35(17-26)48-7)52-24(3)40(44)28-9-13-30(46-5)34(19-28)47-6)23(2)39(43)27-12-16-33(36(18-27)49-8)53-25(4)41(45)29-10-14-31-37(20-29)51-21-50-31/h9-20,22-25,40-41,44-45H,21H2,1-8H3/t22-,23+,24-,25-,40+,41+/m1/s1 APNXRQITXDDCJC-AAKSZLAOSA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C)C(=O)[C@@H]([C@@H](C(=O)c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc2c(c1)OCO2)O)C)C)C NPC38699 (8S,8'r)-Nortrachelogenin 8-O-Beta-D-Glucopyranoside (3S,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one CHEMBL3098861 72948060 C26H32O12 536.19 -3.2595 3 0.36 8 6 184.6 17 4 38 1 InChI=1S/C26H32O12/c1-34-18-8-13(3-5-16(18)28)7-15-12-36-25(33)26(15,10-14-4-6-17(29)19(9-14)35-2)38-24-23(32)22(31)21(30)20(11-27)37-24/h3-6,8-9,15,20-24,27-32H,7,10-12H2,1-2H3/t15-,20-,21-,22+,23-,24+,26+/m1/s1 YAVQULWQXQRTKS-QDYGYTTASA-N OC[C@H]1O[C@@H](O[C@@]2(Cc3ccc(c(c3)OC)O)[C@@H](COC2=O)Cc2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC95614 (8S,8's)-Dihydroguaiaretic Acid 4-[(2S,3S)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL3810128 12898412 C20H26O4 330.18 -0.115 3.22 5.238 0 2 58.92 13 2 24 1 InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14-/m0/s1 ADFOLUXMYYCTRR-KBPBESRZSA-N COc1cc(ccc1O)C[C@@H]([C@H](Cc1ccc(c(c1)OC)O)C)C NPC169510 (8S,9R)-9-Hydroxy-8-[2-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxypropan-2-Yl]-8,9-Dihydrofuro[2,3-H]Chromen-2-One (8S,9R)-9-hydroxy-8-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one CHEMBL1335374 15945058 C20H24O10 424.14 -2.0583 2.56 -0.045 8 5 155.14 11 4 30 0 InChI=1S/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10?,13?,14-,15?,16?,18+,19?/m1/s1 ALEQYOXVXJKFOM-MKKAWSSWSA-N OCC1OC(OC([C@H]2Oc3c([C@H]2O)c2oc(=O)ccc2cc3)(C)C)C(C(C1O)O)O NPC318400 (9-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl) Acetate (9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl) acetate CHEMBL340124 455806 C18H18O7 346.11 0.4468 2.67 2.543 5 0 88.13 8 3 25 0 InChI=1S/C18H18O7/c1-9(19)22-16-14-12(25-18(3,4)17(16)23-10(2)20)7-5-11-6-8-13(21)24-15(11)14/h5-8,16-17H,1-4H3 YJOWXMGENDGFDH-UHFFFAOYSA-N CC(=O)OC1c2c(ccc3c2oc(=O)cc3)OC(C1OC(=O)C)(C)C NPC170018 (9R)-9-[(9R)-2-Carboxy-4-Hydroxy-10-Oxo-5-[(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-9H-Anthracen-9-Yl]-4-Hydroxy-10-Oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-9H-Anthracene-2-Carboxylic Acid (9R)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid CHEMBL1362935 16218404 C42H38O20 862.2 -6.3452 3.88 0.662 16 12 347.96 21 8 62 2 InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,41-,42?/m1/s1 IPQVTOJGNYVQEO-GTCVFCFLSA-N OC[C@H]1OC(Oc2cccc3c2C(=O)c2c([C@@H]3[C@H]3c4cc(cc(c4C(=O)c4c3cccc4O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)C(=O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC245947 (9S,10E,12Z)-9-Hydroxyoctadeca-10,12-Dienoic Acid (9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid CHEMBL1230670 5312830 C18H32O3 296.24 -2.0652 3.11 5.929 3 2 57.53 17 0 21 2 InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1 NPDSHTNEKLQQIJ-UINYOVNOSA-N CCCCC/C=C\C=C\[C@H](CCCCCCCC(=O)O)O NPC281014 (9S,10R)-9,10-Dihydroxy-8,8-Dimethyl-9,10-Dihydropyrano[2,3-F]Chromen-2-One (9S,10R)-9,10-dihydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one CHEMBL1452260 11436940 C14H14O5 262.08 -0.3114 2.45 1.492 3 2 75.99 4 3 19 0 InChI=1S/C14H14O5/c1-14(2)13(17)11(16)10-8(19-14)5-3-7-4-6-9(15)18-12(7)10/h3-6,11,13,16-17H,1-2H3/t11-,13+/m1/s1 HKXQUNNSKMWIKJ-YPMHNXCESA-N O=c1ccc2c(o1)c1c(cc2)OC([C@H]([C@@H]1O)O)(C)C NPC313047 (9S,9'r)-2,4,4',5,5'-Pentahydroxy-2',7-Dimethyl-9,9'-Bianthracene-10,10'(9H,9'h)-Dione (10S)-10-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-1,3,8-trihydroxy-6-methyl-10H-anthracen-9-one CHEMBL518071 44567184 C30H22O7 494.14 -1.5481 3.99 4.298 2 5 135.29 8 6 37 0 InChI=1S/C30H22O7/c1-12-6-16-23(15-4-3-5-19(32)25(15)29(36)26(16)20(33)8-12)24-17-7-13(2)9-21(34)27(17)30(37)28-18(24)10-14(31)11-22(28)35/h3-11,23-24,31-35H,1-2H3/t23-,24+/m1/s1 VUUFXTUVVIEIMH-RPWUZVMVSA-N Cc1cc(O)c2c(c1)[C@H]([C@@H]1c3cccc(c3C(=O)c3c1cc(C)cc3O)O)c1c(C2=O)c(O)cc(c1)O NPC293545 (9S,9's)-2,2',4,4',5,5'-Hexahydroxy-7,7'-Dimethyl-9,9'-Bianthracene-10,10'(9H,9'h)-Dione (10S)-1,3,8-trihydroxy-6-methyl-10-[(9S)-2,4,5-trihydroxy-7-methyl-10-oxo-9H-anthracen-9-yl]-10H-anthracen-9-one CHEMBL464711 12096290 C30H22O8 510.13 -2.0084 3.88 3.124 2 6 155.52 9 6 38 1 InChI=1S/C30H22O8/c1-11-3-15-23(17-7-13(31)9-21(35)27(17)29(37)25(15)19(33)5-11)24-16-4-12(2)6-20(34)26(16)30(38)28-18(24)8-14(32)10-22(28)36/h3-10,23-24,31-36H,1-2H3/t23-,24-/m0/s1 UUXPVUHOWQPCSC-ZEQRLZLVSA-N Cc1cc(O)c2c(c1)[C@@H](c1c(C2=O)c(O)cc(c1)O)[C@H]1c2cc(C)cc(c2C(=O)c2c1cc(O)cc2O)O NPC174447 (9Z,11E)-13-Oxooctadeca-9,11-Dienoic Acid (9Z,11E)-13-oxooctadeca-9,11-dienoic acid CHEMBL1378466 6446027 C18H30O3 294.22 -1.6022 3.11 5.656 3 1 54.37 16 0 21 2 InChI=1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+ JHXAZBBVQSRKJR-BSZOFBHHSA-N CCCCCC(=O)/C=C/C=C\CCCCCCCC(=O)O NPC328784 (Cis)-Heptadeca-8,10,12-Triene-4,6-Diyne-1,14-Diol (8E,10E,12E)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol CHEMBL453245 5281132 C17H22O2 258.16 0.8745 3.11 3.739 2 2 40.46 10 0 19 0 InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,17-19H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+ FQVNSJQTSOVRKZ-YNQQSWPQSA-N CCCC(/C=C/C=C/C=C/C#CC#CCCCO)O NPC226265 (D)-Serine (2R)-2-amino-3-hydroxypropanoic acid CHEMBL285123 71077;6857549 C3H7NO3 105.04 -1.5955 1.35 -3.956 4 3 83.55 5 0 7 0 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-N OC[C@H](C(=O)O)N NPC246704 (E)-(E)-3-(4-Hydroxy-3-Methoxyphenyl)Allyl 3-(4-Hydroxy-3-Methoxyphenyl)Acrylate [(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL3823769 6441913 C20H20O6 356.13 -0.2748 3 3.186 2 2 85.22 12 2 26 0 InChI=1S/C20H20O6/c1-24-18-12-14(5-8-16(18)21)4-3-11-26-20(23)10-7-15-6-9-17(22)19(13-15)25-2/h3-10,12-13,21-22H,11H2,1-2H3/b4-3+,10-7+ PGLIMMMHQDNVRS-YZQQHVNFSA-N COc1cc(/C=C/COC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O NPC150399 (E)-1-(2,4-Dihydroxy-6-Methoxy-3-Methylphenyl)-3-Phenylprop-2-En-1-One (E)-1-(2,4-dihydroxy-6-methoxy-3-methylphenyl)-3-phenylprop-2-en-1-one CHEMBL1271362 11778601 C17H16O4 284.1 -0.2331 2.89 4.45 1 2 66.76 8 2 21 0 InChI=1S/C17H16O4/c1-11-14(19)10-15(21-2)16(17(11)20)13(18)9-8-12-6-4-3-5-7-12/h3-10,19-20H,1-2H3/b9-8+ JUZVHLGKYJTCKP-CMDGGOBGSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccccc1)O)C NPC262359 (E)-1-(2,4-Dihydroxyphenyl)-3-(4-Methoxyphenyl)Prop-2-En-1-One (E)-1-(2,4-dihydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one CHEMBL182653 5711223 C16H14O4 270.09 -0.8751 2.78 3.283 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-13-6-2-11(3-7-13)4-9-15(18)14-8-5-12(17)10-16(14)19/h2-10,17,19H,1H3/b9-4+ ADRQFDIWPRFKSP-RUDMXATFSA-N COc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O NPC212631 (E)-1-(2,6-Dihydroxy-4-Methoxyphenyl)-3-Phenylprop-2-En-1-One (E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one CHEMBL317221 5316793 C16H14O4 270.09 -0.8751 2.78 4.767 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3/b8-7+ CUGDOWNTXKLQMD-BQYQJAHWSA-N COc1cc(O)c(c(c1)O)C(=O)/C=C/c1ccccc1 NPC337373 (E)-1-(2-Hydroxy-4,6-Dimethoxyphenyl)-3-(2-Hydroxyphenyl)Prop-2-En-1-One (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one CHEMBL3393844 5964319 C17H16O5 300.1 -0.9269 2.78 2.839 1 2 75.99 9 2 22 0 InChI=1S/C17H16O5/c1-21-12-9-15(20)17(16(10-12)22-2)14(19)8-7-11-5-3-4-6-13(11)18/h3-10,18,20H,1-2H3/b8-7+ ONIYXBSQSPCBOF-BQYQJAHWSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1O NPC273686 (E)-1-(4-Hydroxy-3-Methoxyphenyl)Hexadec-4-En-3-One (E)-1-(4-hydroxy-3-methoxyphenyl)hexadec-4-en-3-one CHEMBL24703 9975813 C23H36O3 360.27 -2.6027 3.66 7.639 1 1 46.53 18 1 26 2 InChI=1S/C23H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-21(24)17-15-20-16-18-22(25)23(19-20)26-2/h13-14,16,18-19,25H,3-12,15,17H2,1-2H3/b14-13+ WCQFXNQALHURHS-BUHFOSPRSA-N CCCCCCCCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC4181 (E)-1-(4-Hydroxy-3-Methoxyphenyl)Non-4-En-3-One (E)-1-(4-hydroxy-3-methoxyphenyl)non-4-en-3-one CHEMBL24475 11959088 C16H22O3 262.16 -0.5867 2.89 3.656 1 1 46.53 11 1 19 0 InChI=1S/C16H22O3/c1-3-4-5-6-7-14(17)10-8-13-9-11-15(18)16(12-13)19-2/h6-7,9,11-12,18H,3-5,8,10H2,1-2H3/b7-6+ NJMQENFOGOPOEK-VOTSOKGWSA-N CCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC114298 (E)-1-(4-Hydroxy-3-Methoxyphenyl)Oct-4-En-3-One (E)-1-(4-hydroxy-3-methoxyphenyl)oct-4-en-3-one CHEMBL277440 9794897 C15H20O3 248.14 -0.2987 2.78 3.087 1 1 46.53 10 1 18 0 InChI=1S/C15H20O3/c1-3-4-5-6-13(16)9-7-12-8-10-14(17)15(11-12)18-2/h5-6,8,10-11,17H,3-4,7,9H2,1-2H3/b6-5+ PHHDVGGCTAPBHF-AATRIKPKSA-N CCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC257976 (E)-1-(4-Hydroxy-3-Methoxyphenyl)Undec-4-En-3-One (E)-1-(4-hydroxy-3-methoxyphenyl)undec-4-en-3-one CHEMBL24056 44459413 C18H26O3 290.19 -1.1627 3.11 4.794 1 1 46.53 13 1 21 0 InChI=1S/C18H26O3/c1-3-4-5-6-7-8-9-16(19)12-10-15-11-13-17(20)18(14-15)21-2/h8-9,11,13-14,20H,3-7,10,12H2,1-2H3/b9-8+ GHBAGMWSYWCUGX-CMDGGOBGSA-N CCCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC130655 (E)-1-(4-Nitrophenyl)-3-Thiophen-2-Ylprop-2-En-1-One (E)-1-(4-nitrophenyl)-3-thiophen-2-ylprop-2-en-1-one CHEMBL1288971 5377530 C13H9NO3S 259.03 1.348 2.34 4.223 1 0 88.45 5 2 18 0 InChI=1S/C13H9NO3S/c15-13(8-7-12-2-1-9-18-12)10-3-5-11(6-4-10)14(16)17/h1-9H/b8-7+ QZLINQZBUKTXIZ-BQYQJAHWSA-N O=C(c1ccc(cc1)N(=O)=O)/C=C/c1cccs1 NPC120693 (E)-1,7-Bis(4-Hydroxyphenyl)Hept-6-En-3-One (E)-1,7-bis(4-hydroxyphenyl)hept-6-en-3-one CHEMBL1270155 49831652 C19H20O3 296.14 -0.329 3.22 4.595 1 2 57.53 9 2 22 0 InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1,3,5-6,8-9,11-14,21-22H,2,4,7,10H2/b3-1+ PDFRZPRYDQDKCQ-HNQUOIGGSA-N O=C(CCc1ccc(cc1)O)CC/C=C/c1ccc(cc1)O NPC237994 (E)-1-[2,4-Dihydroxy-3-(3-Methylbut-2-Enyl)Phenyl]-3-(8-Hydroxy-2,2-Dimethylchromen-6-Yl)Prop-2-En-1-One (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(8-hydroxy-2,2-dimethylchromen-6-yl)prop-2-en-1-one CHEMBL2204386 5316801 C25H26O5 406.18 1.5016 3.66 4.46 1 3 86.99 12 3 30 0 InChI=1S/C25H26O5/c1-15(2)5-7-18-21(27)10-8-19(23(18)29)20(26)9-6-16-13-17-11-12-25(3,4)30-24(17)22(28)14-16/h5-6,8-14,27-29H,7H2,1-4H3/b9-6+ DYPJOHFWCNIBKZ-RMKNXTFCSA-N CC(=CCc1c(O)ccc(c1O)C(=O)/C=C/c1cc(O)c2c(c1)C=CC(O2)(C)C)C NPC168105 (E)-1-[2-Hydroxy-4-Methoxy-3-(3-Methylbut-2-Enyl)Phenyl]-3-(4-Hydroxyphenyl)Prop-2-En-1-One (E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL458094 6438503 C21H22O4 338.15 1.0023 3.33 4.753 1 2 66.76 11 2 25 0 InChI=1S/C21H22O4/c1-14(2)4-10-18-20(25-3)13-11-17(21(18)24)19(23)12-7-15-5-8-16(22)9-6-15/h4-9,11-13,22,24H,10H2,1-3H3/b12-7+ XDKYBPGIBVMHHB-KPKJPENVSA-N COc1ccc(c(c1CC=C(C)C)O)C(=O)/C=C/c1ccc(cc1)O NPC60772 (E)-15,16-Bisnorlabda-8(17),11-Dien-13-One (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]but-3-en-2-one CHEMBL2332436 13994560 C18H28O 260.21 1.8279 3.33 6.568 1 0 17.07 6 2 19 1 InChI=1S/C18H28O/c1-13-7-10-16-17(3,4)11-6-12-18(16,5)15(13)9-8-14(2)19/h8-9,15-16H,1,6-7,10-12H2,2-5H3/b9-8+/t15-,16-,18+/m0/s1 GWLGWWOKIBLQJF-YGUYEABBSA-N CC(=O)/C=C/[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C NPC107602 (E)-2-(4,5-Dihydroxy-2-{3-[(4-Hydroxyphenethyl)Amino]-3-Oxopropyl}Phenyl)-3-(4-Hydroxy-3,5-Dimethoxyphenyl)-N-(4-Hydroxyphenethyl)Acrylamide (E)-2-[4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxopropyl]phenyl]-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL2337120 71524307 C36H38N2O9 642.26 -2.1129 4.21 4.927 4 7 184.79 23 4 47 2 InChI=1S/C36H38N2O9/c1-46-32-18-24(19-33(47-2)35(32)44)17-29(36(45)38-16-14-23-5-10-27(40)11-6-23)28-21-31(42)30(41)20-25(28)7-12-34(43)37-15-13-22-3-8-26(39)9-4-22/h3-6,8-11,17-21,39-42,44H,7,12-16H2,1-2H3,(H,37,43)(H,38,45)/b29-17+ VASQGZWVOIBRRE-STBIYBPSSA-N COc1cc(/C=C(\c2cc(O)c(cc2CCC(=NCCc2ccc(cc2)O)O)O)/C(=NCCc2ccc(cc2)O)O)cc(c1O)OC NPC273623 (E)-2,7,2',7',2' '-Pentahydroxy-4,4',4' ',7' '-Tetramethoxy-1,8,1',1' '-Triphenanthrene 1-(2,7-dihydroxy-4-methoxyphenanthren-1-yl)-8-(2-hydroxy-4,7-dimethoxyphenanthren-1-yl)-4-methoxyphenanthrene-2,7-diol CHEMBL447029 11614664 C46H34O9 730.22 -2.5087 5.53 7.591 0 5 138.07 15 9 55 1 InChI=1S/C46H34O9/c1-52-25-8-12-27-23(18-25)6-10-30-41(27)38(54-3)19-34(49)44(30)43-29-13-14-32-42(28(29)15-16-33(43)48)39(55-4)21-36(51)46(32)45-31-9-5-22-17-24(47)7-11-26(22)40(31)37(53-2)20-35(45)50/h5-21,47-51H,1-4H3 UVRKBDXVSOFXIN-UHFFFAOYSA-N COc1ccc2c(c1)ccc1c2c(OC)cc(c1c1c(O)ccc2c1ccc1c2c(OC)cc(c1c1c(O)cc(c2c1ccc1c2ccc(c1)O)OC)O)O NPC470707 (E)-3-(1,3-Benzodioxol-5-Yl)-1-(4-Methylpiperidin-1-Yl)Prop-2-En-1-One (E)-3-(1,3-benzodioxol-5-yl)-1-(4-methylpiperidin-1-yl)prop-2-en-1-one CHEMBL2203919 680623 C16H19NO3 273.14 -0.9958 2.78 2.981 2 0 38.77 4 3 20 0 InChI=1S/C16H19NO3/c1-12-6-8-17(9-7-12)16(18)5-3-13-2-4-14-15(10-13)20-11-19-14/h2-5,10,12H,6-9,11H2,1H3/b5-3+ BIXTXZXWPUQSJC-HWKANZROSA-N CC1CCN(CC1)C(=O)/C=C/c1ccc2c(c1)OCO2 NPC217574 (E)-3-(1,3-Benzodioxol-5-Yl)-1-Pyrrolidin-1-Ylprop-2-En-1-One (E)-3-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylprop-2-en-1-one CHEMBL2203920 694735 C14H15NO3 245.11 -1.1292 2.56 2.115 2 0 38.77 3 3 18 0 InChI=1S/C14H15NO3/c16-14(15-7-1-2-8-15)6-4-11-3-5-12-13(9-11)18-10-17-12/h3-6,9H,1-2,7-8,10H2/b6-4+ SXFYVDPKNPGHKJ-GQCTYLIASA-N O=C(N1CCCC1)/C=C/c1ccc2c(c1)OCO2 NPC57501 (E)-3-(1,3-Benzodioxol-5-Yl)Prop-2-Enoic Acid (E)-3-(1,3-benzodioxol-5-yl)prop-2-enoic acid CHEMBL1173153 643181 C10H8O4 192.04 -0.1814 2.12 1.677 2 1 55.76 3 2 14 0 InChI=1S/C10H8O4/c11-10(12)4-2-7-1-3-8-9(5-7)14-6-13-8/h1-5H,6H2,(H,11,12)/b4-2+ QFQYZMGOKIROEC-DUXPYHPUSA-N OC(=O)/C=C/c1ccc2c(c1)OCO2 NPC243319 (E)-3-(1H-Imidazol-5-Yl)Prop-2-Enoic Acid (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid CHEMBL1236602 736715 C6H6N2O2 138.04 -0.2991 1.68 0.121 4 2 65.98 3 1 10 0 InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+ LOIYMIARKYCTBW-OWOJBTEDSA-N OC(=O)/C=C/c1cnc[nH]1 NPC44573 (E)-3-(2,3,4-Trimethoxyphenyl)-1-(2,4,6-Trimethoxyphenyl)Prop-2-En-1-One (E)-3-(2,3,4-trimethoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one CHEMBL595815 10862032 C21H24O7 388.15 -0.2135 3 2.349 1 0 72.45 15 2 28 0 InChI=1S/C21H24O7/c1-23-14-11-17(25-3)19(18(12-14)26-4)15(22)9-7-13-8-10-16(24-2)21(28-6)20(13)27-5/h7-12H,1-6H3/b9-7+ LUGJWTLKPPWJAI-VQHVLOKHSA-N COc1cc(OC)c(c(c1)OC)C(=O)/C=C/c1ccc(c(c1OC)OC)OC NPC158222 (E)-3-(2,4-Dihydroxyphenyl)-1-(4-Hydroxyphenyl)Prop-2-En-1-One (E)-3-(2,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL3335591 5322052 C15H12O4 256.07 -1.2836 2.67 2.124 1 3 77.76 6 2 19 0 InChI=1S/C15H12O4/c16-12-5-1-10(2-6-12)14(18)8-4-11-3-7-13(17)9-15(11)19/h1-9,16-17,19H/b8-4+ VDYSHUXENHRSOO-XBXARRHUSA-N Oc1ccc(cc1)C(=O)/C=C/c1ccc(cc1O)O NPC84325 (E)-3-(2-Methoxyphenyl)Prop-2-Enal (E)-3-(2-methoxyphenyl)prop-2-enal CHEMBL83159 641298 C10H10O2 162.07 0.1169 2.34 2.486 1 0 26.3 4 1 12 0 InChI=1S/C10H10O2/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-8H,1H3/b6-4+ KKVZAVRSVHUSPL-GQCTYLIASA-N O=C/C=C/c1ccccc1OC NPC312256 (E)-3-(3,4-Dihydroxy-2-Methoxyphenyl)-1-(3,4-Dihydroxyphenyl)Prop-2-En-1-One (E)-3-(3,4-dihydroxy-2-methoxyphenyl)-1-(3,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL3099519 6478421 C16H14O6 302.08 -1.7957 2.56 1.575 1 4 107.22 9 2 22 0 InChI=1S/C16H14O6/c1-22-16-9(3-7-13(19)15(16)21)2-5-11(17)10-4-6-12(18)14(20)8-10/h2-8,18-21H,1H3/b5-2+ BICPGUILWBQAEY-GORDUTHDSA-N COc1c(/C=C/C(=O)c2ccc(c(c2)O)O)ccc(c1O)O NPC13238 (E)-3,2',4'-Trihydroxychalcone (E)-1-(2,4-dihydroxyphenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one CHEMBL1083821 15680254 C15H12O4 256.07 -1.2836 2.67 2.764 1 3 77.76 6 2 19 0 InChI=1S/C15H12O4/c16-11-3-1-2-10(8-11)4-7-14(18)13-6-5-12(17)9-15(13)19/h1-9,16-17,19H/b7-4+ WKMQGQZPDSFACZ-QPJJXVBHSA-N Oc1ccc(c(c1)O)C(=O)/C=C/c1cccc(c1)O NPC123948 (E)-3,4,3',5'-Tetramethoxystilbene 1-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-3,5-dimethoxybenzene CHEMBL44509 5387294 C18H20O4 300.14 0.2606 3 4.338 0 0 36.92 10 2 22 0 InChI=1S/C18H20O4/c1-19-15-9-14(10-16(12-15)20-2)6-5-13-7-8-17(21-3)18(11-13)22-4/h5-12H,1-4H3/b6-5+ PTVAOGIYBMTHSN-AATRIKPKSA-N COc1cc(/C=C/c2ccc(c(c2)OC)OC)cc(c1)OC NPC147513 (E)-3,4-Dimethyl-Pent-2-Enoic Acid [(3S,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-Ethyl)-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Methyl-Amide (E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N,3,4-trimethylpent-2-enamide CHEMBL344593 11113449 C31H54N2O 470.42 1.9441 4.54 9.165 3 0 23.55 15 4 34 1 InChI=1S/C31H54N2O/c1-20(2)21(3)18-29(34)33(9)24-14-16-30(5)23(19-24)10-11-25-27-13-12-26(22(4)32(7)8)31(27,6)17-15-28(25)30/h18,20,22-28H,10-17,19H2,1-9H3/b21-18+/t22-,23-,24-,25-,26+,27-,28-,30-,31+/m0/s1 WCBPBBFIAODRLI-AWUJJIRRSA-N CC(/C(=C/C(=O)N([C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)C)/C)C NPC172066 (E)-3-[(1R,4S,7R,7Ar)-1-Hydroxy-3,7-Dimethyl-2,4,5,6,7,7A-Hexahydro-1H-Inden-4-Yl]-2-Methylprop-2-Enoic Acid (E)-3-[(1R,4S,7R,7aR)-1-hydroxy-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid CHEMBL1565922 6537505 C15H22O3 250.16 1.5207 2.78 1.81 3 2 57.53 7 2 18 0 InChI=1S/C15H22O3/c1-8-4-5-11(6-10(3)15(17)18)13-9(2)7-12(16)14(8)13/h6,8,11-12,14,16H,4-5,7H2,1-3H3,(H,17,18)/b10-6+/t8-,11+,12-,14+/m1/s1 XJNQXTISSHEQKD-UNXUOHHUSA-N C[C@@H]1CC[C@H](C2=C(C[C@H]([C@H]12)O)C)/C=C(/C(=O)O)\C NPC470935 (E)-3-{(2,3-Trans)-2-(4-Hydroxy-3-Methoxyphenyl)-3-Hydroxymethyl-2,3-Dihydrobenzo[B][1,4]Dioxin-6-Yl}-N-(4-Hydroxyphenethyl)Acrylamide (E)-3-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL2331613 71524305 C27H27NO7 477.18 -1.5076 3.55 3.651 3 4 120.97 13 4 35 0 InChI=1S/C27H27NO7/c1-33-23-15-19(6-9-21(23)31)27-25(16-29)34-24-14-18(4-10-22(24)35-27)5-11-26(32)28-13-12-17-2-7-20(30)8-3-17/h2-11,14-15,25,27,29-31H,12-13,16H2,1H3,(H,28,32)/b11-5+/t25-,27-/m1/s1 SUSRJKSSWXDFKP-WSHYROQVSA-N OC[C@H]1Oc2cc(/C=C/C(=NCCc3ccc(cc3)O)O)ccc2O[C@@H]1c1ccc(c(c1)OC)O NPC203076 (E)-3-Phenyl-N-(2-Phenylethyl)Prop-2-Enamide (E)-3-phenyl-N-(2-phenylethyl)prop-2-enamide CHEMBL1305393 795855 C17H17NO 251.13 0.3225 3.11 7.8 2 1 32.59 6 2 19 1 InChI=1S/C17H17NO/c19-17(12-11-15-7-3-1-4-8-15)18-14-13-16-9-5-2-6-10-16/h1-12H,13-14H2,(H,18,19)/b12-11+ BOSUEWCVNFFBGV-VAWYXSNFSA-N OC(=NCCc1ccccc1)/C=C/c1ccccc1 NPC242028 (E)-Astringin (2S,3R,4S,5S,6R)-2-[3-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL358769 5281712 C20H22O9 406.13 -3.1203 2.67 1.583 5 7 160.07 12 3 29 1 InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 PERPNFLGJXUDDW-CUYWLFDKSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC37622 (E)-Butylidenephthalide (3E)-3-butylidene-2-benzofuran-1-one CHEMBL1765390 5352899 C12H12O2 188.08 -0.0512 2.56 4.128 2 0 26.3 3 2 14 0 InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8+ WMBOCUXXNSOQHM-DHZHZOJOSA-N CCC/C=C\1/OC(=O)c2c1cccc2 NPC20443 (E)-Ferulic Acid Eicosyl Ester icosyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL3588938 6440080 C30H50O4 474.37 -5.3632 4.32 12.006 2 1 55.76 26 1 34 2 InChI=1S/C30H50O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25-34-30(32)24-22-27-21-23-28(31)29(26-27)33-2/h21-24,26,31H,3-20,25H2,1-2H3/b24-22+ UBNJQWYYWIBSGN-ZNTNEXAZSA-N CCCCCCCCCCCCCCCCCCCCOC(=O)/C=C/c1ccc(c(c1)OC)O NPC50815 (E)-N-[(2S,3R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-2-Hydroxy-10,13-Dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(2S,3R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL139424 11430659 C28H46N2O2 442.36 2.163 4.1 6.114 4 2 56.06 13 4 32 1 InChI=1S/C28H46N2O2/c1-8-17(2)26(32)29-24-15-19-9-10-20-22-12-11-21(18(3)30(6)7)27(22,4)14-13-23(20)28(19,5)16-25(24)31/h8,15,18,20-25,31H,9-14,16H2,1-7H3,(H,29,32)/b17-8+/t18-,20-,21+,22-,23-,24+,25-,27+,28-/m0/s1 HPMZAZCMGAGHFS-SYDZCELUSA-N C/C=C(/C(=N[C@@H]1C=C2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1O)C)CC[C@]1([C@H]3CC[C@@H]1[C@@H](N(C)C)C)C)O)\C NPC472359 (E)-N-[(2S,3S,4R,8R,9S,10R,13R,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-2,4-Dihydroxy-10,13-Dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(2S,3S,4R,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2,4-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL337494 44358199 C28H46N2O3 458.35 1.3967 3.99 4.907 5 3 76.29 14 4 33 0 InChI=1S/C28H46N2O3/c1-8-16(2)26(33)29-24-23(31)15-28(5)21-13-14-27(4)19(17(3)30(6)7)11-12-20(27)18(21)9-10-22(28)25(24)32/h8,12,17-19,21-25,31-32H,9-11,13-15H2,1-7H3,(H,29,33)/b16-8+/t17-,18-,19+,21-,22?,23-,24-,25+,27+,28+/m0/s1 QVNOTNUGUHMPDI-AIWDQZKNSA-N C/C=C(/C(=N[C@H]1[C@@H](O)C[C@]2(C([C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@@H]2[C@@H](N(C)C)C)C)C)O)\C NPC166458 (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-2,3,6,7,8,9,11,12,16,17-Decahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL136251 11373632 C28H44N2O 424.35 2.5152 4.21 6.086 3 1 35.83 12 4 31 1 InChI=1S/C28H44N2O/c1-8-18(2)26(31)29-21-13-15-27(4)20(17-21)9-10-22-24-12-11-23(19(3)30(6)7)28(24,5)16-14-25(22)27/h8,12,17,19,21-23,25H,9-11,13-16H2,1-7H3,(H,29,31)/b18-8+/t19-,21-,22-,23+,25-,27-,28+/m0/s1 WKBYYEDQGZSMCP-CNLUTGEBSA-N C/C=C(/C(=N[C@H]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@@H]2[C@@H](N(C)C)C)C)C)O)\C NPC226509 (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-4-Oxo-1,2,3,7,8,9,11,12,16,17-Decahydrocyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,2,3,7,8,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL137039 44358110 C28H42N2O2 438.32 2.0012 4.1 4.957 4 1 52.9 12 4 32 0 InChI=1S/C28H42N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,10,12,18-20,22,24H,9,11,13-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,22-,24-,27+,28+/m0/s1 GCHGDPVSONOHQE-PNUJEHDGSA-N C/C=C(/C(=N[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2(C3=CC[C@@H]2[C@@H](N(C)C)C)C)C1=O)C)O)\C NPC152718 (E)-N-[(3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-4-Oxo-1,2,3,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,2,3,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL343780 44358068 C28H44N2O2 440.34 1.8717 4.1 6.226 4 1 52.9 12 4 32 1 InChI=1S/C28H44N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,10,18-22,24H,9,11-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,21-,22-,24-,27+,28+/m0/s1 HZOTXNIDOKRKQY-KQFGCDFKSA-N C/C=C(/C(=N[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](N(C)C)C)C)C1=O)C)O)\C NPC469958 (E)-N-[(5R,8S,9S,10R,13S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-4-Oxo-1,5,6,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide (E)-N-[(5R,8S,9S,10R,13S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL136135 44358267 C28H44N2O2 440.34 2.6285 4.1 6.897 4 1 52.9 12 4 32 1 InChI=1S/C28H44N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,14,18-23H,9-13,15-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,21?,22-,23-,27+,28+/m0/s1 VWQAUBJBEMSAFZ-WVVIAQNPSA-N C/C=C(/C(=NC1=CC[C@]2([C@H](C1=O)CC[C@@H]1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@@H](N(C)C)C)C)C)O)\C NPC163751 (E)-Octadec-9-Enal (E)-octadec-9-enal CHEMBL190707 5283381 C18H34O 266.26 -2.2953 3.33 8.606 1 0 17.07 16 0 19 2 InChI=1S/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,18H,2-8,11-17H2,1H3/b10-9+ ZENZJGDPWWLORF-MDZDMXLPSA-N CCCCCCCC/C=C/CCCCCCCC=O NPC179860 (E)-Pent-3-Enenitrile (E)-pent-3-enenitrile CHEMBL1322495 5324707 C5H7N 81.06 0.9768 1.9 1.2 1 0 23.79 2 0 6 0 InChI=1S/C5H7N/c1-2-3-4-5-6/h2-3H,4H2,1H3/b3-2+ UVKXJAUUKPDDNW-NSCUHMNNSA-N C/C=C/CC#N NPC194465 (Methyldisulfanyl)Methane (methyldisulfanyl)methane CHEMBL1347061 12232 C2H6S2 93.99 1.3858 1.46 1.566 0 0 50.6 3 0 4 0 InChI=1S/C2H6S2/c1-3-4-2/h1-2H3 WQOXQRCZOLPYPM-UHFFFAOYSA-N CSSC NPC76213 (R)-(+)-Coclaurine (1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol CHEMBL256448 440989 C17H19NO3 285.14 -1.1136 2.89 2.236 1 3 61.72 6 3 21 0 InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m1/s1 LVVKXRQZSRUVPY-OAHLLOKOSA-N COc1cc2CCN[C@@H](c2cc1O)Cc1ccc(cc1)O NPC79202 (R)-(+)-Menthofuran (6R)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran CHEMBL3526658 442478 C10H14O 150.1 1.0017 2.45 2.834 0 0 13.14 2 2 11 0 InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3/t7-/m1/s1 YGWKXXYGDYYFJU-SSDOTTSWSA-N C[C@@H]1CCc2c(C1)occ2C NPC47059 (R)-[(2S,4R,5S)-5-Ethyl-1-Azabicyclo[2.2.2]Octan-2-Yl]-(6-Methoxyquinolin-4-Yl)Methanol (R)-[(2S,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol CHEMBL1436416 6916040 C20H26N2O2 326.2 -1.4578 3.22 3.032 3 1 45.59 7 2 24 0 InChI=1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m1/s1 LJOQGZACKSYWCH-VPCNSNALSA-N CC[C@@H]1CN2CC[C@@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O NPC86502 (R)-2-(4-Hydroxyphenyl)-8-Methylchroman-7-Ol (2R)-2-(4-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-chromen-7-ol CHEMBL1077942 46883348 C16H16O3 256.11 -0.7087 2.89 3.045 0 2 49.69 4 3 19 0 InChI=1S/C16H16O3/c1-10-14(18)8-4-12-5-9-15(19-16(10)12)11-2-6-13(17)7-3-11/h2-4,6-8,15,17-18H,5,9H2,1H3/t15-/m1/s1 GDHZZZRERDPSTA-OAHLLOKOSA-N Oc1ccc(cc1)[C@H]1CCc2c(O1)c(C)c(cc2)O NPC122768 (R)-2-Methylbutanoate (2R)-2-methylbutanoic acid CHEMBL1162483 6950479 C5H10O2 102.07 -0.1817 1.79 1.035 2 1 37.3 5 0 7 0 InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/t4-/m1/s1 WLAMNBDJUVNPJU-SCSAIBSYSA-N C[C@@H](C(=O)O)CC NPC276490 (R)-3-(4-Hydroxybenzyl)-7-Methoxychroman-6-Ol (3R)-3-[(4-hydroxyphenyl)methyl]-7-methoxy-3,4-dihydro-2H-chromen-6-ol CHEMBL1079194 46883147 C17H18O4 286.12 -0.7786 2.89 2.895 0 2 58.92 6 3 21 0 InChI=1S/C17H18O4/c1-20-17-9-16-13(8-15(17)19)7-12(10-21-16)6-11-2-4-14(18)5-3-11/h2-5,8-9,12,18-19H,6-7,10H2,1H3/t12-/m1/s1 FLRPAVYKQSVYEK-GFCCVEGCSA-N COc1cc2OC[C@@H](Cc2cc1O)Cc1ccc(cc1)O NPC54972 (R)-3-(4-Hydroxybenzyl)Chroman-7-Ol (3R)-3-[(4-hydroxyphenyl)methyl]-3,4-dihydro-2H-chromen-7-ol CHEMBL1080797 46883199 C16H16O3 256.11 -0.7268 2.89 3.339 0 2 49.69 4 3 19 0 InChI=1S/C16H16O3/c17-14-4-1-11(2-5-14)7-12-8-13-3-6-15(18)9-16(13)19-10-12/h1-6,9,12,17-18H,7-8,10H2/t12-/m1/s1 GXMQROMLTBPBKV-GFCCVEGCSA-N Oc1ccc(cc1)C[C@H]1COc2c(C1)ccc(c2)O NPC32058 (R)-3-Ethyl-7-Hydroxy-6-Methoxyphthalide (3R)-3-ethyl-7-hydroxy-6-methoxy-3H-2-benzofuran-1-one CHEMBL490782 25135575 C11H12O4 208.07 -0.8903 2.23 1.798 2 1 55.76 5 2 15 0 InChI=1S/C11H12O4/c1-3-7-6-4-5-8(14-2)10(12)9(6)11(13)15-7/h4-5,7,12H,3H2,1-2H3/t7-/m1/s1 CJPMLOYFDLJAKU-SSDOTTSWSA-N CC[C@H]1OC(=O)c2c1ccc(c2O)OC NPC250870 (R)-3-Hydroxybutanoate (3R)-3-hydroxybutanoic acid CHEMBL1162484 92135 C4H8O3 104.05 -0.6644 1.57 -0.499 3 2 57.53 5 0 7 0 InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1 WHBMMWSBFZVSSR-GSVOUGTGSA-N C[C@H](CC(=O)O)O NPC204828 (R)-3-Hydroxyl-2,9,10-Trimethoxytetrahyrdooxyprotoberberine (13aR)-2,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-3-ol CHEMBL2334886 12304090 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m1/s1 BMCZTYDZHNTKPR-MRXNPFEDSA-N COc1c(OC)ccc2c1CN1CCc3c([C@H]1C2)cc(c(c3)O)OC NPC303967 (R)-4' '-Methoxydalbergione 2-methoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexa-2,5-diene-1,4-dione CHEMBL466581 442809 C16H14O3 254.09 0.2064 2.89 4.381 3 0 43.37 5 2 19 0 InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3/t12-/m1/s1 RGSUZUQISVAJJF-GFCCVEGCSA-N COC1=CC(=O)C(=CC1=O)[C@@H](c1ccccc1)C=C NPC47653 (R)-5-Ethyl-3-Hexadecanoyl-4-Methyl-5H-Furan-2-Oneo (2R)-4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one CHEMBL426373 54678922 C21H36O5 368.26 -4.8028 3.22 7.591 5 2 83.83 19 1 26 2 InChI=1S/C21H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(23)19-20(24)18(16-22)26-21(19)25/h18,22,24H,2-16H2,1H3/t18-/m1/s1 KZTSLHQKWLYYAC-GOSISDBHSA-N CCCCCCCCCCCCCCCC(=O)C1=C(O)[C@H](OC1=O)CO NPC141607 (R)-5-Hydroxy-1,7-Diphenylheptan-3-One (5R)-5-hydroxy-1,7-diphenylheptan-3-one CHEMBL594066 46213118 C19H22O2 282.16 -0.8681 3.33 7.329 2 1 37.3 9 2 21 1 InChI=1S/C19H22O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-10,18,20H,11-15H2/t18-/m1/s1 CCNKTMMNRPJQHV-GOSISDBHSA-N O[C@@H](CC(=O)CCc1ccccc1)CCc1ccccc1 NPC104380 (R)-5-Hydroxy-2-(1-Hydroxyethyl)Naphtho[2,3-B]Furan-4,9-Dione 5-hydroxy-2-[(1R)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione CHEMBL239211 14159818 C14H10O5 258.05 -1.6014 2.45 0.702 3 2 87.74 4 3 19 0 InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)11-7(3-2-4-9(11)16)13(18)14(8)19-10/h2-6,15-16H,1H3/t6-/m1/s1 XJGFVZBTNKODFQ-ZCFIWIBFSA-N C[C@H](c1oc2c(c1)C(=O)c1c(C2=O)cccc1O)O NPC4747 (R)-Alpha-Terpinyl[Alpha-L-(2-O-Galloyl)Arabinofuranosyl]-(1->6)-Beta-D-Glucopyranoside [(2R,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-yloxy]oxan-2-yl]methoxy]oxolan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL500762 24879406 C28H40O14 600.24 -2.8725 3 0.36 11 8 225.06 21 4 42 2 InChI=1S/C28H40O14/c1-12-4-6-14(7-5-12)28(2,3)42-26-23(36)22(35)20(33)18(40-26)11-38-27-24(21(34)17(10-29)39-27)41-25(37)13-8-15(30)19(32)16(31)9-13/h4,8-9,14,17-18,20-24,26-27,29-36H,5-7,10-11H2,1-3H3/t14-,17-,18+,20+,21-,22-,23+,24+,26-,27+/m0/s1 ZPXRVNRKZYBYHR-CRIMJPFASA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC[C@H]1O[C@@H](OC([C@@H]2CCC(=CC2)C)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC254482 (R)-Cysteine (2R)-2-amino-3-sulfanylpropanoic acid CHEMBL863 5862;6419722 C3H7NO2S 121.02 -0.6242 1.35 -2.575 3 2 102.12 5 0 7 0 InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 XUJNEKJLAYXESH-REOHCLBHSA-N N[C@H](C(=O)O)CS NPC70380 (R)-De-O-Methyllasioplodin (9R)-13,15-dihydroxy-9-methyl-10-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-11-one CHEMBL1669749 14562694 C16H22O4 278.15 -2.6764 2.78 4.482 2 2 66.76 3 2 20 0 InChI=1S/C16H22O4/c1-11-7-5-3-2-4-6-8-12-9-13(17)10-14(18)15(12)16(19)20-11/h9-11,17-18H,2-8H2,1H3/t11-/m1/s1 NFEVFCAOVZCHBN-LLVKDONJSA-N C[C@@H]1CCCCCCCc2c(C(=O)O1)c(O)cc(c2)O NPC86670 (R)-Ibuprophen (2R)-2-[4-(2-methylpropyl)phenyl]propanoic acid CHEMBL427526 114864 C13H18O2 206.13 0.9491 2.67 5.342 2 1 37.3 8 1 15 1 InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m1/s1 HEFNNWSXXWATRW-SNVBAGLBSA-N CC(Cc1ccc(cc1)[C@H](C(=O)O)C)C NPC13768 (R)-Pinocembrin (2R)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL399249 667544 C15H12O4 256.07 -1.3541 2.67 2.493 1 2 66.76 3 3 19 0 InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m1/s1 URFCJEUYXNAHFI-CYBMUJFWSA-N Oc1cc2O[C@H](CC(=O)c2c(c1)O)c1ccccc1 NPC428 (R)-Reticuline (1R)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol CHEMBL401501 440586 C19H23NO4 329.16 -0.6295 3 2.031 1 2 62.16 9 3 24 0 InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m1/s1 BHLYRWXGMIUIHG-OAHLLOKOSA-N COc1ccc(cc1O)C[C@H]1N(C)CCc2c1cc(O)c(c2)OC NPC300020 (R)-Salsolinol (1R)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL1193327 7157331 C10H13NO2 179.09 -1.0729 2.23 0.899 1 3 52.49 3 2 13 0 InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3/t6-/m1/s1 IBRKLUSXDYATLG-ZCFIWIBFSA-N C[C@H]1NCCc2c1cc(O)c(c2)O NPC95034 (R)-Sargachromenol (2Z,6E)-9-[(2R)-6-hydroxy-2,8-dimethylchromen-2-yl]-6-methyl-2-(4-methylpent-3-enyl)nona-2,6-dienoic acid CHEMBL1668777 51003424 C27H36O4 424.26 4.3 3.99 6.287 2 2 66.76 17 2 31 1 InChI=1S/C27H36O4/c1-19(2)9-6-12-22(26(29)30)13-7-10-20(3)11-8-15-27(5)16-14-23-18-24(28)17-21(4)25(23)31-27/h9,11,13-14,16-18,28H,6-8,10,12,15H2,1-5H3,(H,29,30)/b20-11+,22-13-/t27-/m1/s1 QKXAGRZCXAYBQX-HKRZBUDOSA-N C/C(=C\CC[C@]1(C)C=Cc2c(O1)c(C)cc(c2)O)/CC/C=C(\C(=O)O)/CCC=C(C)C NPC167944 (R)-Verapamil (2R)-2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile CHEMBL197 65808 C27H38N2O4 454.28 0.1993 3.77 4.71 2 0 63.95 20 2 33 1 InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3/t27-/m1/s1 SGTNSNPWRIOYBX-HHHXNRCGSA-N COc1ccc(cc1OC)CCN(CCC[C@](c1ccc(c(c1)OC)OC)(C(C)C)C#N)C NPC46844 (R,E)-1-[4-(3-Hydroxyprop-1-Enyl)Phenoxy]-3-Methylbutane-2,3-Diol (2R)-1-[4-[(E)-3-hydroxyprop-1-enyl]phenoxy]-3-methylbutane-2,3-diol CHEMBL400539 23642603 C14H20O4 252.14 -0.5003 2.56 1.805 3 3 69.92 11 1 18 0 InChI=1S/C14H20O4/c1-14(2,17)13(16)10-18-12-7-5-11(6-8-12)4-3-9-15/h3-8,13,15-17H,9-10H2,1-2H3/b4-3+/t13-/m1/s1 HKPJLHUCTVFEFJ-ITDFMYJTSA-N OC/C=C/c1ccc(cc1)OC[C@H](C(O)(C)C)O NPC257097 (Rac)-Abyssinone Ii 7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL389924 10064832 C20H20O4 324.14 0.5233 3.22 3.33 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)3-4-13-9-14(5-8-17(13)22)19-11-18(23)16-7-6-15(21)10-20(16)24-19/h3,5-10,19,21-22H,4,11H2,1-2H3 NLTOTZSPOYWSSP-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)C1CC(=O)c2c(O1)cc(cc2)O)C NPC471413 (Rel 3S,5S,8R,9R,10S)-3-Acetoxy-9-Hydroxy-13(14)-Labden-16,15-Olide [(2S,4aS,5R,6R,8aS)-5-hydroxy-1,1,4a,6-tetramethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,6,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate CHEMBL2436611 72375238 C22H34O5 378.24 1.1084 3.33 3.854 5 1 72.83 11 3 27 0 InChI=1S/C22H34O5/c1-14-6-7-17-20(3,4)18(27-15(2)23)9-11-21(17,5)22(14,25)12-8-16-10-13-26-19(16)24/h10,14,17-18,25H,6-9,11-13H2,1-5H3/t14-,17+,18+,21+,22-/m1/s1 LEEPSVTWQNEWST-NDOLZWLNSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@H]([C@]2(O)CCC1=CCOC1=O)C)C NPC162973 (Rel 5S,6R,8R,9R,10S)-6-Acetoxy-9-Hydroxy-13(14)-Labden-16,15-Olide [(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2H-furan-4-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate CHEMBL2436598 10022565 C22H34O5 378.24 0.9152 3.33 4.487 5 1 72.83 11 3 27 0 InChI=1S/C22H34O5/c1-14-13-17(27-15(2)23)18-20(3,4)9-6-10-21(18,5)22(14,25)11-7-16-8-12-26-19(16)24/h8,14,17-18,25H,6-7,9-13H2,1-5H3/t14-,17-,18+,21+,22-/m1/s1 FFOPQHZFBMZAKK-UJHQHGQKSA-N CC(=O)O[C@@H]1C[C@@H](C)[C@]([C@@]2([C@@H]1C(C)(C)CCC2)C)(O)CCC1=CCOC1=O NPC29952 (Rel 5S,8R,9R,10S)-9-Hydroxy-13(14)-Labden-16,15-Olide 4-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL2431872 71492248 C20H32O3 320.24 1.3024 3.33 5.199 3 1 46.53 8 3 23 1 InChI=1S/C20H32O3/c1-14-6-7-16-18(2,3)10-5-11-19(16,4)20(14,22)12-8-15-9-13-23-17(15)21/h9,14,16,22H,5-8,10-13H2,1-4H3/t14-,16+,19+,20-/m1/s1 CBDXCUYKDIXPFD-MWHZBGGUSA-N O=C1OCC=C1CC[C@@]1(O)[C@H](C)CC[C@@H]2[C@]1(C)CCCC2(C)C NPC471408 (Rel 6S,7R,8S,9R)-6-Methoxy-5(10),14-Halimadien-7,13-Diol (1S,2R,3S,4R)-4-(3-hydroxy-3-methylpent-4-enyl)-1-methoxy-3,4,8,8-tetramethyl-1,2,3,5,6,7-hexahydronaphthalen-2-ol CHEMBL2436603 72375122 C21H36O3 336.27 1.3401 3.44 3.188 3 2 49.69 13 2 24 0 InChI=1S/C21H36O3/c1-8-20(5,23)12-13-21(6)14(2)17(22)18(24-7)16-15(21)10-9-11-19(16,3)4/h8,14,17-18,22-23H,1,9-13H2,2-7H3/t14-,17-,18+,20?,21-/m1/s1 MOSBXEUBWDRPSK-LJLVOHHFSA-N CO[C@@H]1[C@H](O)[C@@H](C)[C@@](C2=C1C(C)(C)CCC2)(C)CCC(C=C)(O)C NPC4974 (S)-((S)-2-Acetamido-3-Phenylpropyl)2-Benzamido-3-Phenylpropanoate [(2S)-2-acetamido-3-phenylpropyl] (2S)-2-benzamido-3-phenylpropanoate CHEMBL1957989 46222163 C27H28N2O4 444.2 -0.4276 3.77 9.839 6 2 91.48 14 3 33 2 InChI=1S/C27H28N2O4/c1-20(30)28-24(17-21-11-5-2-6-12-21)19-33-27(32)25(18-22-13-7-3-8-14-22)29-26(31)23-15-9-4-10-16-23/h2-16,24-25H,17-19H2,1H3,(H,28,30)(H,29,31)/t24-,25-/m0/s1 UBQCFEASTTXIKB-DQEYMECFSA-N CC(=N[C@@H](Cc1ccccc1)COC(=O)[C@@H](N=C(c1ccccc1)O)Cc1ccccc1)O NPC163984 (S)(+)Carvone (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one CHEMBL501949 16724 C10H14O 150.1 1.5954 2.45 1.756 1 0 17.07 3 1 11 0 InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1 ULDHMXUKGWMISQ-VIFPVBQESA-N CC(=C)[C@H]1CC=C(C(=O)C1)C NPC41494 (S)-2-((2S,3S)-4-(3-((R)-1-Carboxy-2-(3,4-Dihydroxyphenyl)Ethoxy)-3-Oxoprop-1-Enyl)-2-(3,4-Dihydroxyphenyl)-7-Hydroxy-2,3-Dihydrobenzofuran-3-Carbonyloxy)-3-(3,4-Dihydroxyphenyl)Propanoic Acid (2R)-2-[(E)-3-[(2S,3S)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid CHEMBL2261308 13991587 C36H30O16 718.15 -4.0614 3.66 2.819 8 9 278.04 23 5 52 2 InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28+,31+,32-/m1/s1 SNKFFCBZYFGCQN-ZQDRKSDISA-N O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)[C@H](O2)c1ccc(c(c1)O)O)O NPC12221 (S)-2-(1-Phenylallyl)Benzene-1,4-Diol 2-[(1S)-1-phenylprop-2-enyl]benzene-1,4-diol CHEMBL403074 24769835 C15H14O2 226.1 -0.2146 2.89 5.165 0 2 40.46 5 2 17 1 InChI=1S/C15H14O2/c1-2-13(11-6-4-3-5-7-11)14-10-12(16)8-9-15(14)17/h2-10,13,16-17H,1H2/t13-/m0/s1 YWLDSNVXQNBZKU-ZDUSSCGKSA-N C=C[C@H](c1cc(O)ccc1O)c1ccccc1 NPC187282 (S)-2-(3,5-Dihydroxyphenyl)-5,7-Dihydroxy-6,8-Bis(3-Methylbut-2-Enyl)Chroman-4-One (2S)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL1689341 26213315 C25H28O6 424.19 1.4801 3.55 2.874 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)5-7-18-23(29)19(8-6-14(3)4)25-22(24(18)30)20(28)12-21(31-25)15-9-16(26)11-17(27)10-15/h5-6,9-11,21,26-27,29-30H,7-8,12H2,1-4H3/t21-/m0/s1 OKBQXURKDRNMAB-NRFANRHFSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c(c1O)CC=C(C)C)O)c1cc(O)cc(c1)O)C NPC290133 (S)-2-(3,5-Dihydroxyphenyl)-6-(3,7-Dimethylocta-2,6-Dienyl)-5,7-Dihydroxychroman-4-One (2S)-2-(3,5-dihydroxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL1094618 46871853 C25H28O6 424.19 0.8349 3.55 3.226 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-19-20(28)12-23-24(25(19)30)21(29)13-22(31-23)16-9-17(26)11-18(27)10-16/h5,7,9-12,22,26-28,30H,4,6,8,13H2,1-3H3/b15-7+/t22-/m0/s1 CVIHLQPNGRNSIC-CEMXSPGASA-N C/C(=C\Cc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1cc(O)cc(c1)O)/CCC=C(C)C NPC183845 (S)-2-Aminoadipic Acid (2S)-2-azaniumyl-6-hydroxy-6-oxohexanoate CHEMBL88804 59066632;92136 C6H11NO4 161.07 -1.9278 1.57 -2.991 5 3 100.62 8 0 11 0 InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1 OYIFNHCXNCRBQI-BYPYZUCNSA-N OC(=O)CCC[C@@H](C(=O)O)N NPC151140 (S)-2-Methylbutanoate (2S)-2-methylbutanoic acid CHEMBL1162482 448893 C5H10O2 102.07 -0.1817 1.79 1.035 2 1 37.3 5 0 7 0 InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/t4-/m0/s1 WLAMNBDJUVNPJU-BYPYZUCNSA-N C[C@H](C(=O)O)CC NPC150023 (S)-3,7-Dihydroxychroman-4-One (3S)-3,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL1916183 53493060 C9H8O4 180.04 -1.484 2.01 0.176 2 2 66.76 2 2 13 0 InChI=1S/C9H8O4/c10-5-1-2-6-8(3-5)13-4-7(11)9(6)12/h1-3,7,10-11H,4H2/t7-/m0/s1 GLPDBGACWOZVNL-ZETCQYMHSA-N Oc1ccc2c(c1)OC[C@@H](C2=O)O NPC27106 (S)-3-Ethyl-5,6,7-Trimethoxyphthalide (3S)-3-ethyl-5,6,7-trimethoxy-3H-2-benzofuran-1-one CHEMBL450406 25135574 C13H16O5 252.1 -0.5336 2.34 1.873 2 0 53.99 8 2 18 0 InChI=1S/C13H16O5/c1-5-8-7-6-9(15-2)11(16-3)12(17-4)10(7)13(14)18-8/h6,8H,5H2,1-4H3/t8-/m0/s1 IFZFGLFEHCJCMD-QMMMGPOBSA-N CC[C@@H]1OC(=O)c2c1cc(OC)c(c2OC)OC NPC96501 (S)-3-Ethyl-7-Hydroxy-5,6-Dimethoxyphthalide (3S)-3-ethyl-7-hydroxy-5,6-dimethoxy-3H-2-benzofuran-1-one CHEMBL408147 25135573 C12H14O5 238.08 -0.9421 2.23 1.354 2 1 64.99 7 2 17 0 InChI=1S/C12H14O5/c1-4-7-6-5-8(15-2)11(16-3)10(13)9(6)12(14)17-7/h5,7,13H,4H2,1-3H3/t7-/m0/s1 XQERYNXDLZZXIC-ZETCQYMHSA-N CC[C@@H]1OC(=O)c2c1cc(OC)c(c2O)OC NPC85734 (S)-3-Ethyl-7-Hydroxy-6-Methoxyphthalide (3S)-3-ethyl-7-hydroxy-6-methoxy-3H-2-benzofuran-1-one CHEMBL502750 25137302 C11H12O4 208.07 -0.8903 2.23 1.798 2 1 55.76 5 2 15 0 InChI=1S/C11H12O4/c1-3-7-6-4-5-8(14-2)10(12)9(6)11(13)15-7/h4-5,7,12H,3H2,1-2H3/t7-/m0/s1 CJPMLOYFDLJAKU-ZETCQYMHSA-N CC[C@@H]1OC(=O)c2c1ccc(c2O)OC NPC5238 (S)-3-Hydroxyl-2,9,10-Trimethoxytetrahyrdooxyprotoberberine (13aS)-2,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-3-ol CHEMBL2334885 11186895 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1 BMCZTYDZHNTKPR-INIZCTEOSA-N COc1c(OC)ccc2c1CN1CCc3c([C@@H]1C2)cc(c(c3)O)OC NPC100099 (S)-4-(7-Methoxychroman-2-Yl)Phenol 4-[(2S)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol CHEMBL1080979 185609 C16H16O3 256.11 -0.9422 2.89 3.452 0 1 38.69 4 3 19 0 InChI=1S/C16H16O3/c1-18-14-8-4-12-5-9-15(19-16(12)10-14)11-2-6-13(17)7-3-11/h2-4,6-8,10,15,17H,5,9H2,1H3/t15-/m0/s1 HQIYVJDLRVEGDX-HNNXBMFYSA-N COc1ccc2c(c1)O[C@@H](CC2)c1ccc(cc1)O NPC278386 (S)-4-Hydroxy-3-(2-((1R,4As,5R,6R,8As)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Ethylidene)-Dihydrofuran-2(3H)-One (3Z,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one CHEMBL466345 7067324 C20H30O5 350.21 -0.3281 3.11 2.913 5 3 86.99 8 3 25 0 InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5-/t14-,15-,16+,17-,19+,20+/m1/s1 BOJKULTULYSRAS-QPSYGYIJSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C\1/[C@H](O)COC1=O)C NPC296998 (S)-5,7,7'-Trihydroxy-8-(3-Hydroxy-3-Methylbutyl)-2',2'-Dimethyl-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-8-(3-hydroxy-3-methylbutyl)-2,3-dihydrochromen-4-one CHEMBL218550 44419447 C25H28O7 440.18 -0.4548 3.44 1.907 2 4 116.45 12 4 32 0 InChI=1S/C25H28O7/c1-24(2,30)7-6-14-16(26)10-18(28)22-19(29)12-21(31-23(14)22)15-9-13-5-8-25(3,4)32-20(13)11-17(15)27/h5,8-11,21,26-28,30H,6-7,12H2,1-4H3/t21-/m0/s1 YRFONVUVHGLFMJ-NRFANRHFSA-N Oc1cc2OC(C)(C)C=Cc2cc1[C@@H]1CC(=O)c2c(O1)c(CCC(O)(C)C)c(cc2O)O NPC186686 (S)-5,7,8'-Trihydroxy-2',2'-Dimethyl-5'-(3-Methylbut-2-Enyl)-2,6'-Bichroman-4-One (2S)-5,7-dihydroxy-2-[8-hydroxy-2,2-dimethyl-5-(3-methylbut-2-enyl)chromen-6-yl]-2,3-dihydrochromen-4-one CHEMBL458936 44589106 C25H26O6 422.17 0.9708 3.55 3.015 1 3 96.22 10 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-6-15-16-7-8-25(3,4)31-24(16)20(29)11-17(15)21-12-19(28)23-18(27)9-14(26)10-22(23)30-21/h5,7-11,21,26-27,29H,6,12H2,1-4H3/t21-/m0/s1 DOHUWPORVBGXGM-NRFANRHFSA-N CC(=CCc1c(cc(c2c1C=CC(O2)(C)C)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC1089 (S)-5,7-Dihydroxy-6-Prenylflavanone (2S)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one CHEMBL2165236 6546086 C20H20O4 324.14 0.5233 3.22 3.963 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-18-19(20(14)23)16(22)11-17(24-18)13-6-4-3-5-7-13/h3-8,10,17,21,23H,9,11H2,1-2H3/t17-/m0/s1 UOWOIGNEFLTNAW-KRWDZBQOSA-N CC(=CCc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccccc1)C NPC217602 (S)-5-Hydroxy-2-(1-Hydroxyethyl)Naphtho[2,3-B]Furan-4,9-Dione 5-hydroxy-2-[(1S)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione CHEMBL392591 14159819 C14H10O5 258.05 -1.6014 2.45 0.702 3 2 87.74 4 3 19 0 InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)11-7(3-2-4-9(11)16)13(18)14(8)19-10/h2-6,15-16H,1H3/t6-/m0/s1 XJGFVZBTNKODFQ-LURJTMIESA-N C[C@@H](c1oc2c(c1)C(=O)c1c(C2=O)cccc1O)O NPC194432 (S)-5-Hydroxy-7-Methoxy-8-Methyl-2-Phenylchroman-4-One (2S)-5-hydroxy-7-methoxy-8-methyl-2-phenyl-2,3-dihydrochromen-4-one CHEMBL3134115 51520434 C17H16O4 284.1 -0.3036 2.89 3.124 1 1 55.76 5 3 21 0 InChI=1S/C17H16O4/c1-10-14(20-2)8-12(18)16-13(19)9-15(21-17(10)16)11-6-4-3-5-7-11/h3-8,15,18H,9H2,1-2H3/t15-/m0/s1 SNHQMOIKQSCRFM-HNNXBMFYSA-N COc1cc(O)c2c(c1C)O[C@@H](CC2=O)c1ccccc1 NPC293641 (S)-6-Gingerol (5S)-5-hydroxy-1-(3-hydroxy-4-methoxyphenyl)decan-3-one CHEMBL471072 44559528 C17H26O4 294.18 -2.2553 2.89 2.887 2 2 66.76 14 1 21 0 InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-17(21-2)16(20)11-13/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1 LPRPIMHDDACJHT-AWEZNQCLSA-N CCCCC[C@@H](CC(=O)CCc1ccc(c(c1)O)OC)O NPC277369 (S)-7,9-Dimethoxy-3-Methyl-3,4-Dihydro-1H-Benzo[G]Isochromene-5,10-Dione (3S)-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione CHEMBL609285 45257195 C16H16O5 288.1 -0.6338 2.67 0.574 3 0 61.83 5 3 21 0 InChI=1S/C16H16O5/c1-8-4-10-12(7-21-8)16(18)14-11(15(10)17)5-9(19-2)6-13(14)20-3/h5-6,8H,4,7H2,1-3H3/t8-/m0/s1 XOHGULAZSZLZHM-QMMMGPOBSA-N COc1cc(OC)c2c(c1)C(=O)C1=C(C2=O)CO[C@H](C1)C NPC104275 (S)-Alpha-Terpinyl [Alpha-L-(2-O-Galloyl)Arabinofuranosyl]-(1->6)-Beta-D-Glucopyranoside [(2R,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-yloxy]oxan-2-yl]methoxy]oxolan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL452113 24879475 C28H40O14 600.24 -2.8725 3 0.36 11 8 225.06 21 4 42 2 InChI=1S/C28H40O14/c1-12-4-6-14(7-5-12)28(2,3)42-26-23(36)22(35)20(33)18(40-26)11-38-27-24(21(34)17(10-29)39-27)41-25(37)13-8-15(30)19(32)16(31)9-13/h4,8-9,14,17-18,20-24,26-27,29-36H,5-7,10-11H2,1-3H3/t14-,17+,18-,20-,21+,22+,23-,24-,26+,27-/m1/s1 ZPXRVNRKZYBYHR-KCVLAQGPSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC[C@H]1O[C@@H](OC([C@H]2CCC(=CC2)C)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC9099 (S)-Brevifolin Carboxylic Acid (1S)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylic acid CHEMBL3236512 90654761 C13H8O8 292.02 -2.2601 2.01 -1.241 5 4 141.36 5 3 21 0 InChI=1S/C13H8O8/c14-5-2-4-7(10(17)9(5)16)8-3(12(18)19)1-6(15)11(8)21-13(4)20/h2-3,14,16-17H,1H2,(H,18,19)/t3-/m0/s1 JFJWMFPFMLRLMI-VKHMYHEASA-N OC(=O)[C@H]1CC(=O)c2c1c1c(O)c(O)c(cc1c(=O)o2)O NPC114364 (S)-Bulbocapnine CHEMBL157912 12441 C19H19NO4 325.13 -0.4201 3 1.645 1 1 51.16 4 5 24 0 InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1 LODGIKWNLDQZBM-LBPRGKRZSA-N COc1ccc2c(c1O)c1c3OCOc3cc3c1[C@H](C2)N(C)CC3 NPC92747 (S)-Methyl Brevifolin Carboxylate methyl (1S)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate CHEMBL3236513 90654762 C14H10O8 306.04 -2.0091 2.12 -0.92 5 3 130.36 6 3 22 0 InChI=1S/C14H10O8/c1-21-13(19)5-3-7(16)12-9(5)8-4(14(20)22-12)2-6(15)10(17)11(8)18/h2,5,15,17-18H,3H2,1H3/t5-/m0/s1 JNWDNAASYHRXMG-YFKPBYRVSA-N COC(=O)[C@H]1CC(=O)c2c1c1c(O)c(O)c(cc1c(=O)o2)O NPC147390 (S)-Reticuline (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol CHEMBL235212 439653 C19H23NO4 329.16 -0.6295 3 2.031 1 2 62.16 9 3 24 0 InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 BHLYRWXGMIUIHG-HNNXBMFYSA-N COc1ccc(cc1O)C[C@@H]1N(C)CCc2c1cc(O)c(c2)OC NPC231884 (S)-Verapamil (2S)-2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile CHEMBL36148 92305 C27H38N2O4 454.28 0.1993 3.77 4.71 2 0 63.95 20 2 33 1 InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3/t27-/m0/s1 SGTNSNPWRIOYBX-MHZLTWQESA-N COc1ccc(cc1OC)CCN(CCC[C@@](c1ccc(c(c1)OC)OC)(C(C)C)C#N)C NPC261661 (S)-Virolongin B 1,3-dimethoxy-5-prop-2-enyl-2-[(2S)-1-(3,4,5-trimethoxyphenyl)propan-2-yl]oxybenzene CHEMBL3577103 91734155 C23H30O6 402.2 0.6789 3.33 4.32 0 0 55.38 17 2 29 1 InChI=1S/C23H30O6/c1-8-9-16-11-20(26-5)23(21(12-16)27-6)29-15(2)10-17-13-18(24-3)22(28-7)19(14-17)25-4/h8,11-15H,1,9-10H2,2-7H3/t15-/m0/s1 ZOPUPXKPXCSWAE-HNNXBMFYSA-N C=CCc1cc(OC)c(c(c1)OC)O[C@H](Cc1cc(OC)c(c(c1)OC)OC)C NPC192521 (S)-Willardiine (2S)-2-azaniumyl-3-(2,4-dioxopyrimidin-1-yl)propanoate CHEMBL122005 25200769;440053 C7H9N3O4 199.06 -2.1393 1.46 -3.855 7 3 116.22 6 1 14 0 InChI=1S/C7H9N3O4/c8-4(6(12)13)3-10-2-1-5(11)9-7(10)14/h1-2,4H,3,8H2,(H,12,13)(H,9,11,14)/t4-/m0/s1 FACUYWPMDKTVFU-BYPYZUCNSA-N OC(=O)[C@H](Cn1ccc(nc1=O)O)N NPC62258 (S,E)-4-(3-Hydroxy-7-Phenylhept-6-Enyl)Benzene-1,2-Diol 4-[(E,3S)-3-hydroxy-7-phenylhept-6-enyl]benzene-1,2-diol CHEMBL459648 44560893 C19H22O3 298.16 -1.2215 3.22 6.277 1 3 60.69 10 2 22 1 InChI=1S/C19H22O3/c20-17(9-5-4-8-15-6-2-1-3-7-15)12-10-16-11-13-18(21)19(22)14-16/h1-4,6-8,11,13-14,17,20-22H,5,9-10,12H2/b8-4+/t17-/m0/s1 OELWYQGRQUQQPD-AUNFYEFLSA-N O[C@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccccc1 NPC115159 (Z)-1-(2,4-Dihydroxyphenyl)-3-(4-Hydroxyphenyl)Prop-2-En-1-One (Z)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1395334 6603886 C15H12O4 256.07 -1.2836 2.67 2.764 1 3 77.76 6 2 19 0 InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3- DXDRHHKMWQZJHT-BAQGIRSFSA-N Oc1ccc(cc1)/C=C\C(=O)c1ccc(cc1O)O NPC278175 (Z)-1-[6-[(3-Acetyl-2,4,6-Trihydroxy-5-Methylphenyl)Methyl]-5,7-Dihydroxy-2,2-Dimethylchromen-8-Yl]-3-Phenylprop-2-En-1-One (Z)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one CHEMBL1330502 6603986 C30H28O8 516.18 -0.4521 3.88 5.124 2 5 144.52 15 4 38 1 InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10- DEZFNHCVIZBHBI-KHPPLWFESA-N O=C(c1c(O)c(Cc2c(O)c(C)c(c(c2O)C(=O)C)O)c(c2c1OC(C)(C)C=C2)O)/C=C\c1ccccc1 NPC260582 (Z)-2-(3,4-Dihydroxybenzylidene)-6,7-Dihydroxybenzofuran-3(2H)-One (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6,7-dihydroxy-1-benzofuran-3-one CHEMBL3298066 5281292 C15H10O6 286.05 -2.2381 2.45 1.795 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-9-3-1-7(5-11(9)18)6-12-13(19)8-2-4-10(17)14(20)15(8)21-12/h1-6,16-18,20H/b12-6- PNIFOHGQPKXLJE-SDQBBNPISA-N O=C1/C(=C/c2ccc(c(c2)O)O)/Oc2c1ccc(c2O)O NPC1075 (Z)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoic Acid (Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid CHEMBL1320034 1549111 C9H8O4 180.04 -0.7993 2.01 1.141 2 3 77.76 5 1 13 0 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2- QAIPRVGONGVQAS-RQOWECAXSA-N OC(=O)/C=C\c1ccc(c(c1)O)O NPC235628 (Z)-3-(4-Hydroxy-3,5-Dimethoxybenzylidene)Indolin-2-One (3Z)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1H-indol-2-one CHEMBL2163553 2437106 C17H15NO4 297.1 -0.3733 2.78 3.205 2 2 71.28 7 3 22 0 InChI=1S/C17H15NO4/c1-21-14-8-10(9-15(22-2)16(14)19)7-12-11-5-3-4-6-13(11)18-17(12)20/h3-9,19H,1-2H3,(H,18,20)/b12-7- YSERLISPSDGHNH-GHXNOFRVSA-N COc1cc(/C=C/2\C(=Nc3c2cccc3)O)cc(c1O)OC NPC471032 (Z)-3-{(2,3-Trans)-2-(4-Hydroxy-3-Methoxyphenyl)-3-Hydroxymethyl-2,3-Dihydrobenzo[B][1,4]Dioxin-6-Yl}-N-(4-Hydroxyphenethyl)Acrylamide (Z)-3-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL2337123 71524306 C27H27NO7 477.18 -1.5076 3.55 3.651 3 4 120.97 13 4 35 0 InChI=1S/C27H27NO7/c1-33-23-15-19(6-9-21(23)31)27-25(16-29)34-24-14-18(4-10-22(24)35-27)5-11-26(32)28-13-12-17-2-7-20(30)8-3-17/h2-11,14-15,25,27,29-31H,12-13,16H2,1H3,(H,28,32)/b11-5-/t25-,27-/m1/s1 SUSRJKSSWXDFKP-GCHVKDGMSA-N OC[C@H]1Oc2cc(/C=C\C(=NCCc3ccc(cc3)O)O)ccc2O[C@@H]1c1ccc(c(c1)OC)O NPC160425 (Z)-3-Ethylidene-6,7-Dimethoxyphthalide (3Z)-3-ethylidene-6,7-dimethoxy-2-benzofuran-1-one CHEMBL508455 25135577 C12H12O4 220.07 0.2658 2.34 2.339 2 0 44.76 5 2 16 0 InChI=1S/C12H12O4/c1-4-8-7-5-6-9(14-2)11(15-3)10(7)12(13)16-8/h4-6H,1-3H3/b8-4- TWRVIBBQOKJIPK-YWEYNIOJSA-N C/C=C/1\OC(=O)c2c1ccc(c2OC)OC NPC258307 (Z)-3-Ethylidene-7-Hydroxy-6-Methoxyphthalide (3Z)-3-ethylidene-7-hydroxy-6-methoxy-2-benzofuran-1-one CHEMBL487289 25135576 C11H10O4 206.06 -0.1427 2.23 1.82 2 1 55.76 4 2 15 0 InChI=1S/C11H10O4/c1-3-7-6-4-5-8(14-2)10(12)9(6)11(13)15-7/h3-5,12H,1-2H3/b7-3- YCVXJZRPLHJINO-CLTKARDFSA-N C/C=C/1\OC(=O)c2c1ccc(c2O)OC NPC228287 (Z)-4-(3,5-Dimethoxystyryl)Phenol 4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol CHEMBL87712 5320791 C16H16O3 256.11 -0.0961 2.89 4.474 0 1 38.69 7 2 19 0 InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3- VLEUZFDZJKSGMX-ARJAWSKDSA-N COc1cc(/C=C\c2ccc(cc2)O)cc(c1)OC NPC168614 (Z)-Ajoene (Z)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene CHEMBL122289 9881148 C9H14OS3 234.02 2.0566 2.01 1.416 1 0 86.88 8 0 13 0 InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5- IXELFRRANAOWSF-ALCCZGGFSA-N C=CCSS/C=C\CS(=O)CC=C NPC78918 (Z)-Coniferyl Alcohol 4-[(Z)-3-hydroxyprop-1-enyl]-2-methoxyphenol CHEMBL2088631 1549094 C10H12O3 180.08 -0.493 2.23 1.135 1 2 49.69 6 1 13 0 InChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2- JMFRWRFFLBVWSI-IHWYPQMZSA-N OC/C=C\c1ccc(c(c1)OC)O NPC110234 (Z)-Heptadec-8-Enal (Z)-heptadec-8-enal CHEMBL1812584 6430106 C17H32O 252.25 -2.0073 3.22 8.037 1 0 17.07 15 0 18 2 InChI=1S/C17H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18/h9-10,17H,2-8,11-16H2,1H3/b10-9- UZXKSNXOPFPOKK-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCC=O NPC166761 (Z,Z)-5-(Trideca-4,7-Dienyl)-Resorcinol 5-[(4Z,7Z)-trideca-4,7-dienyl]benzene-1,3-diol CHEMBL2147166 643751 C19H28O2 288.21 -0.4497 3.33 7.178 0 2 40.46 13 1 21 1 InChI=1S/C19H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-14-18(20)16-19(21)15-17/h6-7,9-10,14-16,20-21H,2-5,8,11-13H2,1H3/b7-6-,10-9- DWGFCVWXMWMPHS-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCc1cc(O)cc(c1)O NPC32749 [(1R)-1-(5,8-Dihydroxy-1,4-Dioxonaphthalen-2-Yl)-4-Methylpent-3-Enyl] 3-Methylbutanoate [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate CHEMBL395857 479497 C21H24O6 372.16 0.9953 3.11 2.499 4 2 100.9 13 2 27 0 InChI=1S/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3/t17-/m1/s1 UTOUNDHZJFIVPK-QGZVFWFLSA-N CC(CC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C)C NPC306835 [(1R)-1-(5,8-Dihydroxy-1,4-Dioxonaphthalen-2-Yl)-4-Methylpent-3-Enyl] Butanoate [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] butanoate CHEMBL8806 10089766 C20H22O6 358.14 0.1857 3 1.991 4 2 100.9 12 2 26 0 InChI=1S/C20H22O6/c1-4-5-17(24)26-16(9-6-11(2)3)12-10-15(23)18-13(21)7-8-14(22)19(18)20(12)25/h6-8,10,16,21-22H,4-5,9H2,1-3H3/t16-/m1/s1 FMXUZLUFNDEQPM-MRXNPFEDSA-N CCCC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC471602 [(1R)-1-(5,8-Dihydroxy-1,4-Dioxonaphthalen-2-Yl)-4-Methylpent-3-Enyl] Pent-4-Enoate [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] pent-4-enoate CHEMBL276448 9999214 C21H22O6 370.14 1.3855 3.11 2.194 4 2 100.9 12 2 27 0 InChI=1S/C21H22O6/c1-4-5-6-18(25)27-17(10-7-12(2)3)13-11-16(24)19-14(22)8-9-15(23)20(19)21(13)26/h4,7-9,11,17,22-23H,1,5-6,10H2,2-3H3/t17-/m1/s1 QXZLBNXXSDDTEZ-QGZVFWFLSA-N C=CCCC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC256463 [(1R)-1-(5,8-Dihydroxy-1,4-Dioxonaphthalen-2-Yl)-4-Methylpent-3-Enyl] Propanoate [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] propanoate CHEMBL8951 153984 C19H20O6 344.13 0.4737 2.89 1.422 4 2 100.9 11 2 25 0 InChI=1S/C19H20O6/c1-4-16(23)25-15(8-5-10(2)3)11-9-14(22)17-12(20)6-7-13(21)18(17)19(11)24/h5-7,9,15,20-21H,4,8H2,1-3H3/t15-/m1/s1 DLBQFLWCDFTEQG-OAHLLOKOSA-N CCC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC155963 [(1R,2R)-2,3-Dihydroxy-1-(7-Methoxy-2-Oxochromen-6-Yl)-3-Methylbutyl] (E)-2-Methylbut-2-Enoate [(1R,2R)-2,3-dihydroxy-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbutyl] (E)-2-methylbut-2-enoate CHEMBL1555302 44144314 C20H24O7 376.15 1.0535 2.89 2.301 5 2 102.29 14 2 27 0 InChI=1S/C20H24O7/c1-6-11(2)19(23)27-17(18(22)20(3,4)24)13-9-12-7-8-16(21)26-14(12)10-15(13)25-5/h6-10,17-18,22,24H,1-5H3/b11-6+/t17-,18-/m1/s1 BAHUBXAYVOCLNA-OEQDPHDDSA-N C/C=C(/C(=O)O[C@@H]([C@H](C(O)(C)C)O)c1cc2ccc(=O)oc2cc1OC)\C NPC70555 [(1R,3Ar,5R,5Ar,8Ar,9R,9Ar)-1,5,8A-Trimethyl-2,8-Dioxo-3A,4,5,5A,9,9A-Hexahydro-1H-Azuleno[6,5-B]Furan-9-Yl] Acetate [(1R,3aR,5R,5aR,8aR,9R,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] acetate CHEMBL1439487 16745519 C17H22O5 306.15 0.3432 2.78 1.473 5 0 69.67 6 3 22 0 InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8-9,11-12,14-15H,7H2,1-4H3/t8-,9-,11+,12-,14-,15-,17+/m1/s1 NEIIKBWBBCJSQU-SMQWPSIUSA-N CC(=O)O[C@@H]1[C@H]2[C@H](OC(=O)[C@@H]2C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C NPC94632 [(1R,3S,4S)-4,7,7-Trimethyl-3-Bicyclo[2.2.1]Heptanyl] 2-Thiocyanatoacetate [(1R,3S,4S)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-thiocyanatoacetate CHEMBL1321590 220601 C13H19NO2S 253.11 1.8361 2.45 3.218 3 0 75.39 7 2 17 0 InChI=1S/C13H19NO2S/c1-12(2)9-4-5-13(12,3)10(6-9)16-11(15)7-17-8-14/h9-10H,4-7H2,1-3H3/t9-,10+,13-/m1/s1 IXEVGHXRXDBAOB-GBIKHYSHSA-N N#CSCC(=O)O[C@H]1C[C@@H]2C([C@]1(C)CC2)(C)C NPC60408 [(1R,4As,10Ar)-1,4A-Dimethyl-7-Propan-2-Yl-2,3,4,9,10,10A-Hexahydrophenanthren-1-Yl]Methanamine [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine CHEMBL70488 62034 C20H31N 285.25 0.4029 3.55 8.186 1 1 26.02 7 3 21 1 InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3/t18-,19-,20+/m0/s1 JVVXZOOGOGPDRZ-SLFFLAALSA-N NC[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)C(C)C)C NPC102843 [(1S,3R)-3-Hydroxy-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(1R,3S,6S)-3-Hydroxy-1,5,5-Trimethyl-7-Oxabicyclo[4.1.0]Heptan-6-Yl]-3,7,12,16-Tetramethyl-17-Oxooctadeca-1,3,5,7,9,11,13,15-Octaenylidene]-3,5,5-Trimethylcyclohexyl] Acetate [(1S,3R)-3-hydroxy-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(1R,3S,6S)-3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-6-yl]-3,7,12,16-tetramethyl-17-oxooctadeca-1,3,5,7,9,11,13,15-octaenylidene]-3,5,5-trimethylcyclohexyl] acetate CHEMBL1575074 5281239 C42H58O6 658.42 6.6306 5.42 9.874 6 2 96.36 25 3 48 2 InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23?,34-,35-,40+,41+,42-/m0/s1 SJWWTRQNNRNTPU-ABBNZJFMSA-N C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)C[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(=O)C)\C NPC294643 [(1S,4As,5R,7S,7As)-4A,5-Dihydroxy-7-Methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,5,6,7A-Tetrahydrocyclopenta[C]Pyran-7-Yl] Acetate [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate CHEMBL523290 9978650 C17H26O11 406.15 -3.5153 2.12 -1.341 11 6 175.37 13 3 28 2 InChI=1S/C17H26O11/c1-7(19)28-16(2)5-9(20)17(24)3-4-25-15(13(16)17)27-14-12(23)11(22)10(21)8(6-18)26-14/h3-4,8-15,18,20-24H,5-6H2,1-2H3/t8-,9-,10-,11+,12-,13-,14+,15+,16+,17-/m1/s1 CAFTUQNGDROXEZ-XBDCZORHSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@](C)(OC(=O)C)C[C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC169485 [(1S,5R)-8-Methyl-8-Azabicyclo[3.2.1]Octan-3-Yl] (2R)-3-Hydroxy-2-Phenylpropanoate [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2R)-3-hydroxy-2-phenylpropanoate CHEMBL1379091 637577 C17H23NO3 289.17 -1.8722 2.89 3.538 4 1 49.77 7 3 21 0 InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16-/m0/s1 RKUNBYITZUJHSG-QXULXFAOSA-N OC[C@@H](c1ccccc1)C(=O)OC1C[C@@H]2CC[C@H](C1)N2C NPC291709 [(1S,6S,7R,7As)-6-Acetyloxy-1-(3-Methylbutanoyloxy)Spiro[6,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Oxirane]-4-Yl]Methyl 3-Methylbutanoate [(1S,6S,7R,7aS)-6-acetyloxy-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate CHEMBL249657 92275 C22H30O8 422.19 0.1812 3 3.056 8 0 100.66 16 3 30 1 InChI=1S/C22H30O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1 XLACUABANMZLCJ-KVJIRVJXSA-N CC(CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@@]12CO1)OC(=O)C)OC(=O)CC(C)C)C NPC280946 [(2R,3R,4R,5R)-2-(4-Amino-2-Oxopyrimidin-1-Yl)-4-Hydroxy-5-(Hydroxymethyl)Oxolan-3-Yl] Dihydrogen Phosphate [(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate CHEMBL582887 101544 C9H14N3O8P 323.05 -2.3241 1.13 -2.264 11 6 185.94 9 2 21 2 InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(20-21(16,17)18)6(14)4(3-13)19-8/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 YQUAKORMLHPSLZ-XVFCMESISA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1ccc(=N)nc1O NPC94871 [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-Dihydroxy-6-Methyl-3-[(2S,3R,4R,5S)-3,4,5-Trihydroxyoxan-2-Yl]Oxyoxan-2-Yl]Oxy-6-[2-(3,4-Dihydroxyphenyl)Ethoxy]-5-Hydroxy-2-(Hydroxymethyl)Oxan-3-Yl] (E)-3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoate [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL608705 11967131 C35H46O19 770.26 -5.1255 3.22 -1.406 15 10 293.21 26 5 54 3 InChI=1S/C35H46O19/c1-15-25(42)27(44)32(54-33-28(45)26(43)21(40)14-49-33)35(50-15)53-31-29(46)34(48-10-9-17-3-6-18(37)20(39)11-17)51-23(13-36)30(31)52-24(41)8-5-16-4-7-19(38)22(12-16)47-2/h3-8,11-12,15,21,23,25-40,42-46H,9-10,13-14H2,1-2H3/b8-5+/t15-,21-,23+,25-,26+,27+,28+,29+,30+,31+,32+,33-,34+,35-/m0/s1 ZPJGTPAAEPXBQT-PDAXRRPRSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)OC)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O[C@@H]1OC[C@@H]([C@H]([C@H]1O)O)O)O)O)O NPC298257 [(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)Ethoxy]-5-Hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxyoxan-3-Yl] (E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoate [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL510539 5281771 C35H46O20 786.26 -6.0447 3.11 -1.31 16 12 324.44 27 5 55 3 InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1 FSBUXLDOLNLABB-ISAKITKMSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OCCc3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC141331 [(2R,3R,4S,5R)-3,4,5,6-Tetrakis[(3,4,5-Trihydroxybenzoyl)Oxy]Oxan-2-Yl]Methyl 3,4,5-Trihydroxybenzoate [(2R,3R,4S,5R)-3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1224764 162603 C41H32O26 940.12 -7.5719 3.11 0.697 11 15 444.18 31 6 67 3 InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/t27-,33-,34+,35-,41?/m1/s1 QJYNZEYHSMRWBK-PPPHSYQWSA-N O=C(c1cc(O)c(c(c1)O)O)OC1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC414831 [(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[5-Acetyloxy-2-(3,4-Diacetyloxyphenyl)-4-Oxochromen-7-Yl]Oxyoxan-2-Yl]Methyl Acetate [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate CHEMBL450297 16396576 C35H34O18 742.17 -1.438 3.33 3.389 13 0 228.86 25 4 53 2 InChI=1S/C35H34O18/c1-15(36)44-14-30-32(48-19(5)40)33(49-20(6)41)34(50-21(7)42)35(53-30)51-23-11-28(47-18(4)39)31-24(43)13-26(52-29(31)12-23)22-8-9-25(45-16(2)37)27(10-22)46-17(3)38/h8-13,30,32-35H,14H2,1-7H3/t30-,32-,33+,34-,35-/m1/s1 JDAPIOVVXOAJOM-VSSHJLDSSA-N CC(=O)OC[C@H]1O[C@@H](Oc2cc(OC(=O)C)c3c(c2)oc(cc3=O)c2ccc(c(c2)OC(=O)C)OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C NPC74259 [(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-4-Hydroxy-6-[(2R,3S,4S,6R)-4-Hydroxy-6-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-Hydroxy-10,13-Dimethyl-17-(5-Oxo-2H-Furan-3-Yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[A]Phenanthren-3-Yl]Oxy]-2-Methyloxan-3-Yl]Oxy-2-Methyloxan-3-Yl]Oxy-2-Methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyoxan-4-Yl] Acetate [(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate CHEMBL3391717 10819737 C49H76O19 968.5 -4.4729 4.76 2.618 19 7 268.05 25 9 68 3 InChI=1S/C49H76O19/c1-22-43(66-38-18-33(53)44(23(2)61-38)67-39-19-34(63-25(4)51)45(24(3)62-39)68-46-42(57)41(56)40(55)35(20-50)65-46)32(52)17-37(60-22)64-28-9-12-47(5)27(16-28)7-8-31-30(47)10-13-48(6)29(11-14-49(31,48)58)26-15-36(54)59-21-26/h15,22-24,27-35,37-46,50,52-53,55-58H,7-14,16-21H2,1-6H3/t22-,23-,24-,27-,28+,29-,30+,31-,32+,33+,34+,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+/m1/s1 YFGQJKBUXPKSAW-YSTAXILLSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2OC(=O)C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC6166 [(2R,3S,4R,5R)-5-(4-Amino-2-Oxopyrimidin-1-Yl)-4-Hydroxy-2-(Hydroxymethyl)Oxolan-3-Yl] Dihydrogen Phosphate [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate CHEMBL258728 66535 C9H14N3O8P 323.05 -2.3241 1.13 -2.693 11 6 185.94 9 2 21 2 InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 UOOOPKANIPLQPU-XVFCMESISA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1ccc(=N)nc1O NPC33298 [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[3-Hydroxy-5-[(E)-2-(3-Hydroxy-4-Methoxyphenyl)Ethenyl]Phenoxy]Oxan-2-Yl]Methyl 3,4,5-Trihydroxybenzoate [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL113598 10076782 C28H28O13 572.15 -3.7235 3.11 2.066 6 8 215.83 18 4 41 1 InChI=1S/C28H28O13/c1-38-21-5-4-13(8-18(21)30)2-3-14-6-16(29)11-17(7-14)40-28-26(36)25(35)24(34)22(41-28)12-39-27(37)15-9-19(31)23(33)20(32)10-15/h2-11,22,24-26,28-36H,12H2,1H3/b3-2+/t22-,24-,25+,26-,28-/m1/s1 HEOKFDGOFROELJ-XJVIDBJFSA-N COc1ccc(cc1O)/C=C/c1cc(cc(c1)O)O[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC166884 [(2S,3R,4R,5R)-4-(Hydroxymethyl)-2,5-Bis(7-Methoxy-1,3-Benzodioxol-5-Yl)Oxolan-3-Yl]Methyl Acetate [(2S,3R,4R,5R)-4-(hydroxymethyl)-2,5-bis(7-methoxy-1,3-benzodioxol-5-yl)oxolan-3-yl]methyl acetate CHEMBL490350 11554672 C24H26O10 474.15 -2.0944 3 1.41 4 1 111.14 12 5 34 0 InChI=1S/C24H26O10/c1-12(26)29-9-16-15(8-25)21(13-4-17(27-2)23-19(6-13)30-10-32-23)34-22(16)14-5-18(28-3)24-20(7-14)31-11-33-24/h4-7,15-16,21-22,25H,8-11H2,1-3H3/t15-,16-,21-,22+/m0/s1 YPQDTAINIDFHAR-WWLNLUSPSA-N OC[C@H]1[C@H](COC(=O)C)[C@H](O[C@H]1c1cc(OC)c2c(c1)OCO2)c1cc(OC)c2c(c1)OCO2 NPC212890 [(2S,3R,4R,5S)-5-(4-Hydroxy-3,5-Dimethoxyphenyl)-4-(Hydroxymethyl)-2-(7-Methoxy-1,3-Benzodioxol-5-Yl)Oxolan-3-Yl]Methyl Acetate [(2S,3R,4R,5S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-2-(7-methoxy-1,3-benzodioxol-5-yl)oxolan-3-yl]methyl acetate CHEMBL223923 44421675 C24H28O10 476.17 -2.3038 3 0.964 4 2 122.14 15 4 34 0 InChI=1S/C24H28O10/c1-12(26)31-10-16-15(9-25)22(13-5-17(28-2)21(27)18(6-13)29-3)34-23(16)14-7-19(30-4)24-20(8-14)32-11-33-24/h5-8,15-16,22-23,25,27H,9-11H2,1-4H3/t15-,16-,22+,23+/m0/s1 JUEJBEWUMWMVJE-WVZRZZCNSA-N OC[C@H]1[C@H](COC(=O)C)[C@H](O[C@@H]1c1cc(OC)c(c(c1)OC)O)c1cc(OC)c2c(c1)OCO2 NPC285108 [(2S,3R,4S,5S,6R)-4,5-Dihydroxy-2-[3-Hydroxy-5-[(E)-2-(3-Hydroxy-4-Methoxyphenyl)Ethenyl]Phenoxy]-6-(Hydroxymethyl)Oxan-3-Yl] 3,4,5-Trihydroxybenzoate [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL320571 10325743 C28H28O13 572.15 -3.7235 3.11 2.066 6 8 215.83 18 4 41 1 InChI=1S/C28H28O13/c1-38-21-5-4-13(8-18(21)31)2-3-14-6-16(30)11-17(7-14)39-28-26(25(36)24(35)22(12-29)40-28)41-27(37)15-9-19(32)23(34)20(33)10-15/h2-11,22,24-26,28-36H,12H2,1H3/b3-2+/t22-,24-,25+,26-,28-/m1/s1 DBHYLGJAFYCFGS-XJVIDBJFSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc(c2)/C=C/c2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC163362 [(2S,3S,4R,5R,6S)-4,5-Diacetyloxy-6-[(2R,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-2-[(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-Tetraenoxy]Oxan-3-Yl]Oxy-2-Methyloxan-3-Yl] Acetate [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]oxan-3-yl]oxy-2-methyloxan-3-yl] acetate CHEMBL1775013 52951500 C38H60O13 724.4 2.9476 4.21 5.588 13 3 176.51 33 2 51 3 InChI=1S/C38H60O13/c1-22(2)13-10-14-23(3)15-11-16-24(4)17-12-18-25(5)19-20-45-37-34(32(44)31(43)30(21-39)50-37)51-38-36(49-29(9)42)35(48-28(8)41)33(26(6)46-38)47-27(7)40/h13,15,17,19,26,30-39,43-44H,10-12,14,16,18,20-21H2,1-9H3/b23-15+,24-17+,25-19+/t26-,30+,31+,32-,33-,34+,35+,36+,37+,38-/m0/s1 PGXNHZIZPQGRHQ-QPBQINIHSA-N OC[C@H]1O[C@@H](OC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C NPC242692 [(2S,3S,4R,5R,8R,9S,10R,13R,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-2-Hydroxy-10,13-Dimethyl-3-[[(E)-2-Methylbut-2-Enoyl]Amino]-2,3,4,5,6,7,8,9,11,12,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-4-Yl] Acetate [(2S,3S,4R,5R,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-3-[[(E)-2-methylbut-2-enoyl]amino]-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL343054 11113852 C30H48N2O4 500.36 1.7758 4.1 5.647 6 2 82.36 16 4 36 1 InChI=1S/C30H48N2O4/c1-9-17(2)28(35)31-26-25(34)16-30(6)23-14-15-29(5)21(18(3)32(7)8)12-13-22(29)20(23)10-11-24(30)27(26)36-19(4)33/h9,13,18,20-21,23-27,34H,10-12,14-16H2,1-8H3,(H,31,35)/b17-9+/t18-,20-,21+,23-,24-,25-,26-,27+,29+,30+/m0/s1 MRIVWKAJWKKYCM-WSURCRKTSA-N C/C=C(/C(=N[C@H]1[C@@H](O)C[C@]2([C@H]([C@H]1OC(=O)C)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@@H]2[C@@H](N(C)C)C)C)C)O)\C NPC295204 [(3Ar,4S,6Z,9E,11S,11Ar)-11-Hydroxy-6,10-Dimethyl-3-Methylidene-2,8-Dioxo-4,5,11,11A-Tetrahydro-3Ah-Cyclodeca[B]Furan-4-Yl] (E)-2-Methylbut-2-Enoate [(3aR,4S,6Z,9E,11S,11aR)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,11,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl] (E)-2-methylbut-2-enoate CHEMBL1992486 56642940 C20H24O6 360.16 2.1794 3 1.047 6 1 89.9 8 2 26 0 InChI=1S/C20H24O6/c1-6-11(3)19(23)25-15-8-10(2)7-14(21)9-12(4)17(22)18-16(15)13(5)20(24)26-18/h6-7,9,15-18,22H,5,8H2,1-4H3/b10-7-,11-6+,12-9+/t15-,16+,17-,18+/m0/s1 VUURQISRHJCAJY-HVQYRQBMSA-N C/C=C(/C(=O)O[C@H]1C/C(=C\C(=O)/C=C(/[C@@H]([C@H]2[C@@H]1C(=C)C(=O)O2)O)\C)/C)\C NPC288240 [(3Ar,4S,6Z,9E,11S,11Ar)-11-Hydroxy-6,10-Dimethyl-3-Methylidene-2,8-Dioxo-4,5,11,11A-Tetrahydro-3Ah-Cyclodeca[B]Furan-4-Yl] 2-Methylprop-2-Enoate [(3aR,4S,6Z,9E,11S,11aR)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,11,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl] 2-methylprop-2-enoate CHEMBL2002162 56642958 C19H22O6 346.14 1.9796 2.89 0.523 6 1 89.9 7 2 25 0 InChI=1S/C19H22O6/c1-9(2)18(22)24-14-7-10(3)6-13(20)8-11(4)16(21)17-15(14)12(5)19(23)25-17/h6,8,14-17,21H,1,5,7H2,2-4H3/b10-6-,11-8+/t14-,15+,16-,17+/m0/s1 LXINRHXYVUTAMQ-VZTPXQGASA-N C/C/1=C/C(=O)/C=C(\C)/[C@@H]([C@H]2[C@@H]([C@H](C1)OC(=O)C(=C)C)C(=C)C(=O)O2)O NPC70172 [(3As,8Bs)-4,8B-Dimethyl-2,3A-Dihydro-1H-Furo[2,3-B]Indol-7-Yl] N-Methylcarbamate [(3aS,8bS)-4,8b-dimethyl-2,3a-dihydro-1H-furo[2,3-b]indol-7-yl] N-methylcarbamate CHEMBL205231 442113 C14H18N2O3 262.13 0.8682 2.45 2.634 4 1 54.29 6 3 19 0 InChI=1S/C14H18N2O3/c1-14-6-7-18-12(14)16(3)11-5-4-9(8-10(11)14)19-13(17)15-2/h4-5,8,12H,6-7H2,1-3H3,(H,15,17)/t12-,14-/m0/s1 LXTKNVLLWOLCOV-JSGCOSHPSA-N CN=C(Oc1ccc2c(c1)[C@]1(C)CCO[C@@H]1N2C)O NPC171656 [(3R)-5-Methoxy-2,2,8-Trimethyl-6-Oxo-3,4-Dihydropyrano[3,2-G]Chromen-3-Yl] (Z)-2-Methylbut-2-Enoate [(3R)-5-methoxy-2,2,8-trimethyl-6-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] (Z)-2-methylbut-2-enoate CHEMBL458524 10904780 C21H24O6 372.16 1.5987 3.11 3.234 3 0 71.06 10 3 27 0 InChI=1S/C21H24O6/c1-7-11(2)20(23)26-17-9-13-15(27-21(17,4)5)10-16-18(19(13)24-6)14(22)8-12(3)25-16/h7-8,10,17H,9H2,1-6H3/b11-7-/t17-/m1/s1 QNOQNIIIQHXDAV-CGICMKJESA-N C/C=C(\C(=O)O[C@@H]1Cc2c(OC1(C)C)cc1c(c2OC)c(=O)cc(o1)C)/C NPC294365 [(3R)-5-Methoxy-2,2,8-Trimethyl-6-Oxo-3,4-Dihydropyrano[3,2-G]Chromen-3-Yl] 2-Methylpropanoate [(3R)-5-methoxy-2,2,8-trimethyl-6-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] 2-methylpropanoate CHEMBL518222 11068391 C20H24O6 360.16 0.9793 3 2.783 3 0 71.06 10 3 26 0 InChI=1S/C20H24O6/c1-10(2)19(22)25-16-8-12-14(26-20(16,4)5)9-15-17(18(12)23-6)13(21)7-11(3)24-15/h7,9-10,16H,8H2,1-6H3/t16-/m1/s1 YLXXSWJDIFLXSG-MRXNPFEDSA-N COc1c2C[C@@H](OC(=O)C(C)C)C(Oc2cc2c1c(=O)cc(o2)C)(C)C NPC195022 [(3R)-6,4'-Dihydroxy-8-Methoxyhomoisoflavan (3R)-3-[(4-hydroxyphenyl)methyl]-8-methoxy-3,4-dihydro-2H-chromen-6-ol CHEMBL1079193 44479222 C17H18O4 286.12 -0.7786 2.89 2.895 0 2 58.92 6 3 21 0 InChI=1S/C17H18O4/c1-20-16-9-15(19)8-13-7-12(10-21-17(13)16)6-11-2-4-14(18)5-3-11/h2-5,8-9,12,18-19H,6-7,10H2,1H3/t12-/m1/s1 MLHPTAKYAJXRHC-GFCCVEGCSA-N COc1cc(O)cc2c1OC[C@@H](C2)Cc1ccc(cc1)O NPC311339 [(3R,4R)-6-Methoxy-1-Oxo-3-Pentyl-3,4-Dihydroisochromen-4-Yl] Acetate [(3R,4R)-6-methoxy-1-oxo-3-pentyl-3,4-dihydroisochromen-4-yl] acetate CHEMBL529220 24796588 C17H22O5 306.15 -1.4256 2.78 3.982 4 0 61.83 10 2 22 0 InChI=1S/C17H22O5/c1-4-5-6-7-15-16(21-11(2)18)14-10-12(20-3)8-9-13(14)17(19)22-15/h8-10,15-16H,4-7H2,1-3H3/t15-,16-/m1/s1 XFZDFYYRUDDKBS-HZPDHXFCSA-N CCCCC[C@H]1OC(=O)c2c([C@H]1OC(=O)C)cc(cc2)OC NPC119855 [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14-Dihydroxy-10,13-Dimethyl-17-(5-Oxo-2H-Furan-3-Yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[A]Phenanthren-16-Yl] Acetate [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL374839 9802865 C25H36O6 432.25 -0.4197 3.55 3.395 6 2 93.06 8 5 31 0 InChI=1S/C25H36O6/c1-14(26)31-20-12-25(29)19-5-4-16-11-17(27)6-8-23(16,2)18(19)7-9-24(25,3)22(20)15-10-21(28)30-13-15/h10,16-20,22,27,29H,4-9,11-13H2,1-3H3/t16-,17+,18+,19-,20+,22+,23+,24-,25+/m1/s1 IWCNCUVTGOMGKG-YOVVEKLRSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@@H]([C@@H]2C1=CC(=O)OC1)OC(=O)C)C)C NPC469970 [(3S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-Ethyl)-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Methyl-Amine (3S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL139685 44358095 C24H44N2 360.35 0.7781 3.88 7.291 2 1 15.27 9 4 26 1 InChI=1S/C24H44N2/c1-16(26(5)6)20-9-10-21-19-8-7-17-15-18(25-4)11-13-23(17,2)22(19)12-14-24(20,21)3/h16-22,25H,7-15H2,1-6H3/t16-,17?,18-,19-,20+,21-,22-,23-,24+/m0/s1 NLOJUKSOUNWUSW-NUOWXSDFSA-N CN[C@H]1CC[C@]2(C(C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C NPC130209 [(4R)-4-Prop-1-En-2-Ylcyclohexen-1-Yl]Methanol [(4R)-4-prop-1-en-2-ylcyclohexen-1-yl]methanol CHEMBL1593539 11788398 C10H16O 152.12 1.0517 2.45 1.848 1 1 20.23 4 1 11 0 InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m0/s1 NDTYTMIUWGWIMO-JTQLQIEISA-N OCC1=CC[C@@H](CC1)C(=C)C NPC141953 [(4S)-2,5-Dioxoimidazolidin-4-Yl]Urea [(4S)-2,5-dioxoimidazolidin-4-yl]urea CHEMBL1230080 439714 C4H6N4O3 158.04 -0.2279 1.13 -0.469 7 5 121.29 5 1 11 0 InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/t1-/m0/s1 POJWUDADGALRAB-SFOWXEAESA-N OC(=N)N[C@H]1N=C(N=C1O)O NPC210642 [(5R,5Ar,8Ar,9R)-8-Oxo-9-(3,4,5-Trimethoxyphenyl)-5A,6,8A,9-Tetrahydro-5H-[2]Benzofuro[5,6-F][1,3]Benzodioxol-5-Yl] Acetate [(5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl] acetate CHEMBL1409147 164791 C24H24O9 456.14 -1.1215 3.11 1.999 4 0 98.75 10 5 33 0 InChI=1S/C24H24O9/c1-11(25)33-22-14-8-17-16(31-10-32-17)7-13(14)20(21-15(22)9-30-24(21)26)12-5-18(27-2)23(29-4)19(6-12)28-3/h5-8,15,20-22H,9-10H2,1-4H3/t15-,20+,21-,22-/m0/s1 SASVNKPCTLROPQ-NZYDNVMFSA-N COc1c(OC)cc(cc1OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)OC(=O)C NPC37423 [(6As,9R)-7-Methyl-6,6A,8,9-Tetrahydro-4H-Indolo[4,3-Fg]Quinoline-9-Yl]Methanol [(6aS,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-yl]methanol CHEMBL1331189 6604277 C16H18N2O 254.14 -0.7639 2.89 1.33 3 2 39.26 3 4 19 0 InChI=1S/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,10,15,17,19H,6,8-9H2,1H3/t10-,15+/m1/s1 BIXJFIJYBLJTMK-BMIGLBTASA-N OC[C@H]1CN(C)[C@@H]2C(=C1)c1cccc3c1c(C2)c[nH]3 NPC85482 [(8Bs)-4,8B-Dimethyl-3-(Methylcarbamoyl)-2,3A-Dihydro-1H-Pyrrolo[2,3-B]Indol-7-Yl] N-Methylcarbamate [(8bS)-4,8b-dimethyl-3-(methylcarbamoyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate CHEMBL77799 3083935 C16H22N4O3 318.17 0.7138 2.45 3.493 6 2 80.89 9 3 23 0 InChI=1S/C16H22N4O3/c1-16-7-8-20(14(21)17-2)13(16)19(4)12-6-5-10(9-11(12)16)23-15(22)18-3/h5-6,9,13H,7-8H2,1-4H3,(H,17,21)(H,18,22)/t13?,16-/m0/s1 PYEMNABYODPRPP-VYIIXAMBSA-N CN=C(Oc1ccc2c(c1)[C@]1(C)CCN(C1N2C)C(=NC)O)O NPC472445 [(8E,10E,12E,14R)-14-Hydroxyheptadeca-8,10,12-Trien-4,6-Diynyl] Acetate [(8E,10E,12E,14R)-14-hydroxyheptadeca-8,10,12-trien-4,6-diynyl] acetate CHEMBL342018 15504763 C19H24O3 300.17 1.2536 3.22 4.479 3 1 46.53 12 0 22 0 InChI=1S/C19H24O3/c1-3-15-19(21)16-13-11-9-7-5-4-6-8-10-12-14-17-22-18(2)20/h5,7,9,11,13,16,19,21H,3,12,14-15,17H2,1-2H3/b7-5+,11-9+,16-13+/t19-/m1/s1 OHFODISPAOYBLZ-PDYGGIGGSA-N CCC[C@H](/C=C/C=C/C=C/C#CC#CCCCOC(=O)C)O NPC307412 [(8S,9R)-8-(2-Acetyloxypropan-2-Yl)-2-Oxo-8,9-Dihydrofuro[2,3-H]Chromen-9-Yl] (Z)-2-Methylbut-2-Enoate [(8S,9R)-8-(2-acetyloxypropan-2-yl)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate CHEMBL1302068 5317013 C21H22O7 386.14 1.7906 3 3.54 5 0 88.13 11 3 28 0 InChI=1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(25-19(18)21(4,5)28-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19+/m1/s1 FFCDTHIJWHJUQJ-JZWAJAMXSA-N C/C=C(\C(=O)O[C@@H]1c2c(O[C@@H]1C(OC(=O)C)(C)C)ccc1c2oc(=O)cc1)/C NPC74655 [(9R,10R)-10-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl] (E)-2-Methylbut-2-Enoate [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (E)-2-methylbut-2-enoate CHEMBL72191 10023029 C21H22O7 386.14 1.7906 3 3.54 5 0 88.13 10 3 28 0 InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6+/t18-,19-/m1/s1 XGPBRZDOJDLKOT-CCGSVPMNSA-N C/C=C(/C(=O)O[C@@H]1[C@H](OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)\C NPC195343 [(9R,10R)-10-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl] (Z)-2-Methylbut-2-Enoate [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate CHEMBL1378488 9821539 C21H22O7 386.14 1.7906 3 3.54 5 0 88.13 10 3 28 0 InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m1/s1 XGPBRZDOJDLKOT-YRCPKEQFSA-N C/C=C(\C(=O)O[C@@H]1[C@H](OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)/C NPC476457 [(9R,10R)-10-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl] 2,3-Dimethyloxirane-2-Carboxylate [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 2,3-dimethyloxirane-2-carboxylate CHEMBL69235 442130 C21H22O8 402.13 0.4383 2.89 2.488 6 0 100.66 10 4 29 0 InChI=1S/C21H22O8/c1-10-21(5,28-10)19(24)27-18-17(25-11(2)22)15-13(29-20(18,3)4)8-6-12-7-9-14(23)26-16(12)15/h6-10,17-18H,1-5H3/t10?,17-,18-,21?/m1/s1 JATBXVRRSYYPIL-SKGLXBPESA-N CC(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)C1(C)OC1C)(C)C NPC471625 [(9R,10R)-8,8-Dimethyl-10-(2-Methylpropanoyloxy)-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl] (E)-2-Methylbut-2-Enoate [(9R,10R)-8,8-dimethyl-10-(2-methylpropanoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (E)-2-methylbut-2-enoate CHEMBL302978 44310195 C23H26O7 414.17 2.515 3.22 4.086 5 0 88.13 12 3 30 0 InChI=1S/C23H26O7/c1-7-13(4)22(26)29-20-19(28-21(25)12(2)3)17-15(30-23(20,5)6)10-8-14-9-11-16(24)27-18(14)17/h7-12,19-20H,1-6H3/b13-7+/t19-,20-/m1/s1 NMJFVCKFWDELPC-CWTHKBIUSA-N C/C=C(/C(=O)O[C@@H]1[C@H](OC(=O)C(C)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)\C NPC100986 [(9R,10R)-8,8-Dimethyl-10-(3-Methylbut-2-Enoyloxy)-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-9-Yl] (Z)-2-Methylbut-2-Enoate [(9R,10R)-8,8-dimethyl-10-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate CHEMBL1345092 15945070 C24H26O7 426.17 3.2302 3.33 4.418 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-7-14(4)23(27)30-22-21(29-18(26)12-13(2)3)19-16(31-24(22,5)6)10-8-15-9-11-17(25)28-20(15)19/h7-12,21-22H,1-6H3/b14-7-/t21-,22-/m1/s1 WKQRMUACBRBLQV-IULGZIFLSA-N C/C=C(\C(=O)O[C@@H]1[C@H](OC(=O)C=C(C)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)/C NPC18804 [(9R,10R)-8,8-Dimethyl-9-[(E)-2-Methylbut-2-Enoyl]Oxy-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl] (E)-2-Methylbut-2-Enoate [(9R,10R)-8,8-dimethyl-9-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (E)-2-methylbut-2-enoate CHEMBL71951 5319252 C24H26O7 426.17 3.1344 3.33 4.537 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h7-12,20-21H,1-6H3/b13-7+,14-8+/t20-,21-/m1/s1 PNTWXEIQXBRCPS-JLTIQLCOSA-N C/C=C(/C(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)/C(=C/C)/C)(C)C)\C NPC471630 [(9R,10R)-8,8-Dimethyl-9-[(E)-2-Methylbut-2-Enoyl]Oxy-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl] 2-Methylbutanoate [(9R,10R)-8,8-dimethyl-9-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbutanoate CHEMBL307863 44309848 C24H28O7 428.18 1.8388 3.33 4.655 5 0 88.13 13 3 31 0 InChI=1S/C24H28O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h8-13,20-21H,7H2,1-6H3/b14-8+/t13?,20-,21-/m1/s1 GRWOJBMSRFQRMT-TXOWBGNISA-N CCC(C(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)/C(=C/C)/C)(C)C)C NPC287182 [(9R,10R)-8,8-Dimethyl-9-[(Z)-2-Methylbut-2-Enoyl]Oxy-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl] (Z)-2-Methylbut-2-Enoate [(9R,10R)-8,8-dimethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate CHEMBL1610853 10251869 C24H26O7 426.17 3.1344 3.33 4.537 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h7-12,20-21H,1-6H3/b13-7-,14-8-/t20-,21-/m1/s1 PNTWXEIQXBRCPS-IOWUNYDSSA-N C/C=C(\C(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)/C(=C\C)/C)(C)C)/C NPC476455 [(9R,10R)-9-Acetyloxy-8,8-Dimethyl-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl] 2-Methylbutanoate [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbutanoate CHEMBL68513 10068841 C21H24O7 388.15 0.495 3 3.658 5 0 88.13 11 3 28 0 InChI=1S/C21H24O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h7-11,18-19H,6H2,1-5H3/t11?,18-,19-/m1/s1 CVCGZZMJIGSWHX-CDDDFZJFSA-N CCC(C(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)C)(C)C)C NPC283546 [(E)-3-(4-Acetyloxyphenyl)Prop-2-Enyl] Acetate [(E)-3-(4-acetyloxyphenyl)prop-2-enyl] acetate CHEMBL444328 11149005 C13H14O4 234.09 0.317 2.45 3.27 3 0 52.6 8 1 17 0 InChI=1S/C13H14O4/c1-10(14)16-9-3-4-12-5-7-13(8-6-12)17-11(2)15/h3-8H,9H2,1-2H3/b4-3+ JAFORXKRQBIDEE-ONEGZZNKSA-N CC(=O)OC/C=C/c1ccc(cc1)OC(=O)C NPC476399 [1-(3,4-Dimethoxyphenyl)-2-(2,6-Dimethoxy-3-Prop-2-Enylphenoxy)Propyl] Acetate [1-(3,4-dimethoxyphenyl)-2-(2,6-dimethoxy-3-prop-2-enylphenoxy)propyl] acetate CHEMBL595416 46228397 C24H30O7 430.2 0.5367 3.33 4.263 2 0 72.45 18 2 31 1 InChI=1S/C24H30O7/c1-8-9-17-10-13-20(27-5)24(23(17)29-7)30-15(2)22(31-16(3)25)18-11-12-19(26-4)21(14-18)28-6/h8,10-15,22H,1,9H2,2-7H3 UUAVCSCWNKVAGM-UHFFFAOYSA-N C=CCc1ccc(c(c1OC)OC(C(c1ccc(c(c1)OC)OC)OC(=O)C)C)OC NPC211322 [17-(1-Dimethylamino-Ethyl)-10,13-Dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-Tetradecahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]-Methyl-Amine (3S,5S,8R,9S,10S,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-N,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL137721 11268352 C24H42N2 358.33 0.9076 3.88 6.292 2 1 15.27 9 4 26 1 InChI=1S/C24H42N2/c1-16(26(5)6)20-9-10-21-19-8-7-17-15-18(25-4)11-13-23(17,2)22(19)12-14-24(20,21)3/h9,16-19,21-22,25H,7-8,10-15H2,1-6H3/t16-,17-,18-,19-,21-,22-,23-,24+/m0/s1 ODQOCJVSQCAFKC-GSTPBQSSSA-N CN[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2[C@@H](N(C)C)C)C)C NPC57072 [2-[(2S,3R,4S,5S,6R)-3-Benzoyloxy-4,5-Dihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-5-Hydroxyphenyl]Methyl (1R,2R,6R)-1,2,6-Trihydroxy-5-Oxocyclohex-3-Ene-1-Carboxylate [2-[(2S,3R,4S,5S,6R)-3-benzoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxyphenyl]methyl (1R,2R,6R)-1,2,6-trihydroxy-5-oxocyclohex-3-ene-1-carboxylate CHEMBL2316620 71575417 C27H28O14 576.15 -4.1538 2.89 1.936 12 7 229.74 17 4 41 2 InChI=1S/C27H28O14/c28-11-18-20(32)21(33)22(41-24(35)13-4-2-1-3-5-13)25(40-18)39-17-8-6-15(29)10-14(17)12-38-26(36)27(37)19(31)9-7-16(30)23(27)34/h1-10,18-23,25,28-29,31-34,37H,11-12H2/t18-,19-,20-,21+,22-,23+,25-,27-/m1/s1 DLBOMVFEFWKKHS-MUZBHQQFSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2COC(=O)[C@@]2(O)[C@H](O)C=CC(=O)[C@@H]2O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1ccccc1 NPC170749 [2-[4-Methyl-2-(2-Methylpropanoyloxy)Phenyl]Oxiran-2-Yl]Methyl 2-Methylbutanoate [2-[4-methyl-2-(2-methylpropanoyloxy)phenyl]oxiran-2-yl]methyl 2-methylbutanoate CHEMBL1549418 354159 C19H26O5 334.18 0.8364 3 4.119 4 0 65.13 14 2 24 0 InChI=1S/C19H26O5/c1-6-14(5)18(21)22-10-19(11-23-19)15-8-7-13(4)9-16(15)24-17(20)12(2)3/h7-9,12,14H,6,10-11H2,1-5H3 DBEFONQGRSUFQO-UHFFFAOYSA-N CCC(C(=O)OCC1(CO1)c1ccc(cc1OC(=O)C(C)C)C)C NPC245552 [2-Methoxy-4-[(E)-Prop-1-Enyl]Phenyl] Acetate [2-methoxy-4-[(E)-prop-1-enyl]phenyl] acetate CHEMBL1609480 876160 C12H14O3 206.09 0.7743 2.45 3.545 1 0 35.53 7 1 15 0 InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4-8H,1-3H3/b5-4+ IUSBVFZKQJGVEP-SNAWJCMRSA-N C/C=C/c1ccc(c(c1)OC)OC(=O)C NPC231251 [4-(1-Acetyloxyprop-2-Enyl)Phenyl] Acetate [4-(1-acetyloxyprop-2-enyl)phenyl] acetate CHEMBL359887 400072 C13H14O4 234.09 0.4947 2.45 3.011 3 0 52.6 8 1 17 0 InChI=1S/C13H14O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h4-8,13H,1H2,2-3H3 JAMQIUWGGBSIKZ-UHFFFAOYSA-N C=CC(c1ccc(cc1)OC(=O)C)OC(=O)C NPC25067 [4-[(1R)-1-Acetyloxyprop-2-Enyl]Phenyl] Acetate [4-[(1R)-1-acetyloxyprop-2-enyl]phenyl] acetate CHEMBL414656 44219741 C13H14O4 234.09 0.4947 2.45 3.011 3 0 52.6 8 1 17 0 InChI=1S/C13H14O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h4-8,13H,1H2,2-3H3/t13-/m1/s1 JAMQIUWGGBSIKZ-CYBMUJFWSA-N C=C[C@H](c1ccc(cc1)OC(=O)C)OC(=O)C NPC267064 [4-[(1S)-1-Acetyloxyprop-2-Enyl]-2-Methoxyphenyl] Acetate [4-[(1S)-1-acetyloxyprop-2-enyl]-2-methoxyphenyl] acetate CHEMBL111484 442775 C14H16O5 264.1 0.4429 2.45 2.567 3 0 61.83 10 1 19 0 InChI=1S/C14H16O5/c1-5-12(18-9(2)15)11-6-7-13(19-10(3)16)14(8-11)17-4/h5-8,12H,1H2,2-4H3/t12-/m0/s1 NKRBAUXTIWONOV-LBPRGKRZSA-N C=C[C@@H](c1ccc(c(c1)OC)OC(=O)C)OC(=O)C NPC88803 [5,7-Dihydroxy-2-(3,4,5-Trihydroxyphenyl)-3,4-Dihydro-2H-Chromen-3-Yl] 3,4,5-Trihydroxybenzoate [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL311663 1287 C22H18O11 458.08 -3.966 2.67 0.694 2 8 197.37 12 4 33 1 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2 WMBWREPUVVBILR-UHFFFAOYSA-N Oc1cc(O)c2c(c1)OC(C(C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O NPC89105 [6-[2-(3,4-Dihydroxyphenyl)Ethoxy]-5-Hydroxy-2-(Hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxyoxan-3-Yl] (E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoate [6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1364101 24978601 C29H36O15 624.21 -4.2978 3 -0.202 11 9 245.29 21 4 44 3 InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20?,22-,23+,24+,25?,26?,27?,28?,29-/m0/s1 FBSKJMQYURKNSU-LPTZEFPASA-N OCC1OC(OCCc2ccc(c(c2)O)O)C(C(C1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC84894 [8,8-Dimethyl-9-[(Z)-2-Methylbut-2-Enoyl]Oxy-2-Oxo-9,10-Dihydropyrano[2,3-F]Chromen-10-Yl] (Z)-2-Methylbut-2-Enoate [8,8-dimethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate CHEMBL1468714 6450453 C24H26O7 426.17 3.1344 3.33 4.537 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h7-12,20-21H,1-6H3/b13-7-,14-8- PNTWXEIQXBRCPS-PVRNWPCDSA-N C/C=C(\C(=O)OC1c2c(ccc3c2oc(=O)cc3)OC(C1OC(=O)/C(=C\C)/C)(C)C)/C NPC141353 \N 2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one CHEMBL444810 87371 C11H10N2O 186.08 -0.459 2.34 2.549 3 2 48.38 1 3 14 0 InChI=1S/C11H10N2O/c14-11-10-8(5-6-12-11)7-3-1-2-4-9(7)13-10/h1-4,13H,5-6H2,(H,12,14) FZHZQHNKCPJTNQ-UHFFFAOYSA-N OC1=NCCc2c1[nH]c1c2cccc1 NPC77378 \N 3,4,5,6-tetrahydroxyxanthen-9-one CHEMBL477921 10015450 C13H8O6 260.03 -2.2591 2.23 0.509 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-7-3-1-5-9(16)6-2-4-8(15)11(18)13(6)19-12(5)10(7)17/h1-4,14-15,17-18H MUWSBAZQOGXKJK-UHFFFAOYSA-N Oc1ccc2c(c1O)oc1c(c2=O)ccc(c1O)O NPC62725 {Oleanolic Acid 3-O-Beta-D-Glucopyranosyl(1->2)-[Beta-D-Galactopyranosyl(1->3)]-Beta-D-Glucuronopyranoside-6-O-N-Butyl Ester} (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-5-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL510256 16099399 C52H84O19 1012.56 -3.3731 5.09 6.698 19 10 301.05 32 8 71 4 InChI=1S/C52H84O19/c1-9-10-21-65-42(62)40-38(61)39(69-43-36(59)34(57)32(55)27(23-53)66-43)41(71-44-37(60)35(58)33(56)28(24-54)67-44)45(70-40)68-31-14-15-49(6)29(48(31,4)5)13-16-51(8)30(49)12-11-25-26-22-47(2,3)17-19-52(26,46(63)64)20-18-50(25,51)7/h11,26-41,43-45,53-61H,9-10,12-24H2,1-8H3,(H,63,64)/t26-,27+,28+,29-,30+,31-,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,43-,44-,45+,49-,50+,51+,52-/m0/s1 ZVBYEOQPQROTOB-NPGFZERMSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC229893 1-(1H-Indole-3-Carbonyl)-9H-Pyrido[3,4-B]Indole-3-Carboxylic Acid 1-(1H-indole-3-carbonyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid CHEMBL1910719 56649543 C21H13N3O3 355.1 -1.3444 3.11 4.611 6 3 98.84 4 5 27 0 InChI=1S/C21H13N3O3/c25-20(14-10-22-15-7-3-1-6-12(14)15)19-18-13(9-17(24-19)21(26)27)11-5-2-4-8-16(11)23-18/h1-10,22-23H,(H,26,27) XAJFCGSSMHQTIO-UHFFFAOYSA-N OC(=O)c1nc(C(=O)c2c[nH]c3c2cccc3)c2c(c1)c1ccccc1[nH]2 NPC84266 1-(1-Hydroxy-6,8-Dimethoxy-3-Methylnaphthalen-2-Yl)Ethanone 1-(1-hydroxy-6,8-dimethoxy-3-methylnaphthalen-2-yl)ethanone CHEMBL3355661 12478854 C15H16O4 260.1 -0.1758 2.67 2.442 1 1 55.76 8 2 19 0 InChI=1S/C15H16O4/c1-8-5-10-6-11(18-3)7-12(19-4)14(10)15(17)13(8)9(2)16/h5-7,17H,1-4H3 FHHUIFBQMMGHQW-UHFFFAOYSA-N COc1cc(OC)cc2c1c(O)c(c(c2)C)C(=O)C NPC211992 1-(2,3-Dimethoxyphenyl)Propan-2-Amine 1-(2,3-dimethoxyphenyl)propan-2-amine CHEMBL280855 91255 C11H17NO2 195.13 -0.7902 2.34 1.639 1 1 44.48 8 1 14 0 InChI=1S/C11H17NO2/c1-8(12)7-9-5-4-6-10(13-2)11(9)14-3/h4-6,8H,7,12H2,1-3H3 DHLWJXGSZDJWKK-UHFFFAOYSA-N COc1c(cccc1OC)CC(N)C NPC276111 1-(2,6-Dihydroxyphenyl)Butan-1-One 1-(2,6-dihydroxyphenyl)butan-1-one CHEMBL3274339 4090226 C10H12O3 180.08 -1.3863 2.23 2.052 1 2 57.53 6 1 13 0 InChI=1S/C10H12O3/c1-2-4-7(11)10-8(12)5-3-6-9(10)13/h3,5-6,12-13H,2,4H2,1H3 GMFURTWBEPILKH-UHFFFAOYSA-N CCCC(=O)c1c(O)cccc1O NPC121259 1-(2,6-Dihydroxyphenyl)Dodecan-1-One 1-(2,6-dihydroxyphenyl)dodecan-1-one CHEMBL1528835 365016 C18H28O3 292.2 -3.6903 3.11 6.604 1 2 57.53 14 1 21 2 InChI=1S/C18H28O3/c1-2-3-4-5-6-7-8-9-10-12-15(19)18-16(20)13-11-14-17(18)21/h11,13-14,20-21H,2-10,12H2,1H3 WPFIJMIBEGNIHW-UHFFFAOYSA-N CCCCCCCCCCCC(=O)c1c(O)cccc1O NPC118288 1-(2,6-Dihydroxyphenyl)Ethanone 1-(2,6-dihydroxyphenyl)ethanone CHEMBL454739 69687 C8H8O3 152.05 -1.1745 2.01 1.23 1 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c1-5(9)8-6(10)3-2-4-7(8)11/h2-4,10-11H,1H3 YPTJKHVBDCRKNF-UHFFFAOYSA-N CC(=O)c1c(O)cccc1O NPC476333 1-(2-Hydroxy-4,6-Dimethoxyphenyl)-3-O-Tolylprop-2-En-1-One (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-methylphenyl)prop-2-en-1-one CHEMBL570248 44550262 C18H18O4 298.12 0.1754 3 5.18 1 1 55.76 9 2 22 1 InChI=1S/C18H18O4/c1-12-6-4-5-7-13(12)8-9-15(19)18-16(20)10-14(21-2)11-17(18)22-3/h4-11,20H,1-3H3/b9-8+ WZTNDIFKUHRYGX-CMDGGOBGSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1C NPC205468 1-(2-Hydroxy-4-Methoxyphenyl)-3-(4-Hydroxyphenyl)Prop-2-En-1-One (E)-1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL2333805 6537040 C16H14O4 270.09 -0.8751 2.78 3.283 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-13-7-8-14(16(19)10-13)15(18)9-4-11-2-5-12(17)6-3-11/h2-10,17,19H,1H3/b9-4+ MOESXQFGHNEYAH-RUDMXATFSA-N COc1ccc(c(c1)O)C(=O)/C=C/c1ccc(cc1)O NPC106025 1-(2-Methylpropanoyl)-Phloroglucinol-Glucopyranoside 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-methylpropan-1-one CHEMBL456751 11566620 C16H22O9 358.13 -2.6573 2.23 -0.724 6 6 156.91 13 2 25 1 InChI=1S/C16H22O9/c1-6(2)12(20)11-8(19)3-7(18)4-9(11)24-16-15(23)14(22)13(21)10(5-17)25-16/h3-4,6,10,13-19,21-23H,5H2,1-2H3/t10-,13-,14+,15-,16-/m1/s1 PSBKCHXAPMSDFN-LMXXTMHSSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc(c2C(=O)C(C)C)O)[C@@H]([C@H]([C@@H]1O)O)O NPC291847 1-(3,4,5-Trimethoxyphenyl)Propan-2-Amine 1-(3,4,5-trimethoxyphenyl)propan-2-amine CHEMBL30336 31016 C12H19NO3 225.14 -0.842 2.34 1.195 1 1 53.71 10 1 16 0 InChI=1S/C12H19NO3/c1-8(13)5-9-6-10(14-2)12(16-4)11(7-9)15-3/h6-8H,5,13H2,1-4H3 WGTASENVNYJZBK-UHFFFAOYSA-N COc1cc(CC(N)C)cc(c1OC)OC NPC471031 1-(3,4-Dihydroxyphenyl)-7-Hydroxy-N2,N3-Bis(4-Hydroxyphenethyl)-6,8-Dimethoxy-1,2-Dihydronaphthalene-2,3-Dicarboxamide 1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide CHEMBL2337115 71719510 C36H36N2O9 640.24 -2.6853 4.21 3.787 4 7 181.3 20 5 47 2 InChI=1S/C36H36N2O9/c1-46-29-19-23-17-26(35(44)37-15-13-20-3-8-24(39)9-4-20)32(36(45)38-16-14-21-5-10-25(40)11-6-21)30(31(23)34(47-2)33(29)43)22-7-12-27(41)28(42)18-22/h3-12,17-19,30,32,39-43H,13-16H2,1-2H3,(H,37,44)(H,38,45) UBINQRYXHNHCBT-UHFFFAOYSA-N COc1cc2C=C(C(=O)NCCc3ccc(cc3)O)C(C(c2c(c1O)OC)c1ccc(c(c1)O)O)C(=NCCc1ccc(cc1)O)O NPC260842 1-(3,4-Dimethoxyphenyl)-2-[4-[(2S,3R,4R,5S)-5-[4-[1-(3,4-Dimethoxyphenyl)-1-Hydroxypropan-2-Yl]Oxy-3-Methoxyphenyl]-3,4-Dimethyloxolan-2-Yl]-2-Methoxyphenoxy]Propan-1-Ol 1-(3,4-dimethoxyphenyl)-2-[4-[(2S,3R,4R,5S)-5-[4-[1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol CHEMBL316331 44336126 C42H52O11 732.35 -1.6267 4.87 6.318 3 2 123.53 28 5 53 2 InChI=1S/C42H52O11/c1-23-24(2)42(30-14-18-34(38(22-30)50-10)52-26(4)40(44)28-12-16-32(46-6)36(20-28)48-8)53-41(23)29-13-17-33(37(21-29)49-9)51-25(3)39(43)27-11-15-31(45-5)35(19-27)47-7/h11-26,39-44H,1-10H3/t23-,24-,25?,26?,39?,40?,41+,42+/m1/s1 ZGXXNVOBEIRACL-JAWLWFRMSA-N COc1cc(ccc1OC(C(c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)OC(C(c1ccc(c(c1)OC)OC)O)C NPC225245 1-(3,4-Dimethoxyphenyl)Propan-1-One 1-(3,4-dimethoxyphenyl)propan-1-one CHEMBL479685 15781 C11H14O3 194.09 -0.2813 2.34 1.663 1 0 35.53 7 1 14 0 InChI=1S/C11H14O3/c1-4-9(12)8-5-6-10(13-2)11(7-8)14-3/h5-7H,4H2,1-3H3 SBMSBQOMJGZBRY-UHFFFAOYSA-N CCC(=O)c1ccc(c(c1)OC)OC NPC471676 1-(3,5-Dihydroxy-2,2-Dimethylchroman-6-Yl)-3-(4-Methoxyphenyl)Propan-1-One 1-(3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(4-methoxyphenyl)propan-1-one CHEMBL3103545 76328261 C21H24O5 356.16 -0.687 3.22 3.592 2 2 75.99 10 3 26 0 InChI=1S/C21H24O5/c1-21(2)19(23)12-16-18(26-21)11-9-15(20(16)24)17(22)10-6-13-4-7-14(25-3)8-5-13/h4-5,7-9,11,19,23-24H,6,10,12H2,1-3H3 SXUATLUQEIRYSG-UHFFFAOYSA-N COc1ccc(cc1)CCC(=O)c1ccc2c(c1O)CC(C(O2)(C)C)O NPC166591 1-(3,5-Dimethoxyphenyl)Ethanone 1-(3,5-dimethoxyphenyl)ethanone CHEMBL1549987 95997 C10H12O3 180.08 -0.3575 2.23 1.41 1 0 35.53 6 1 13 0 InChI=1S/C10H12O3/c1-7(11)8-4-9(12-2)6-10(5-8)13-3/h4-6H,1-3H3 YJKHOUIVWKQRSL-UHFFFAOYSA-N COc1cc(OC)cc(c1)C(=O)C NPC21890 1-(3-Methoxyphenyl)Propan-2-Amine 1-(3-methoxyphenyl)propan-2-amine CHEMBL16247 152234 C10H15NO 165.12 -0.7384 2.34 2.294 1 1 35.25 6 1 12 0 InChI=1S/C10H15NO/c1-8(11)6-9-4-3-5-10(7-9)12-2/h3-5,7-8H,6,11H2,1-2H3 VEJWNIYARKAHFI-UHFFFAOYSA-N COc1cccc(c1)CC(N)C NPC26524 1-(4-Ethoxyphenyl)Propan-2-Amine 1-(4-ethoxyphenyl)propan-2-amine CHEMBL161985 125379 C11H17NO 179.13 -0.488 2.45 2.506 1 1 35.25 7 1 13 0 InChI=1S/C11H17NO/c1-3-13-11-6-4-10(5-7-11)8-9(2)12/h4-7,9H,3,8,12H2,1-2H3 CCAMEVFYMFXHEN-UHFFFAOYSA-N CCOc1ccc(cc1)CC(N)C NPC319625 1-(4-Hydroxy-3-Methoxyphenyl)-2-(4-(3-Hydroxyprop-1-Enyl)-2-Methoxyphenoxy)Propane-1,3-Diol 1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol CHEMBL591231 6443755 C20H24O7 376.15 -1.7087 2.89 1.178 3 4 108.61 15 2 27 0 InChI=1S/C20H24O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-8,10-11,19-24H,9,12H2,1-2H3/b4-3+ FYEZJIXULOZDRT-ONEGZZNKSA-N OC/C=C/c1ccc(c(c1)OC)OC(C(c1ccc(c(c1)OC)O)O)CO NPC14007 1-(4-Hydroxy-3Methoxyphenyl)-5-(4-Hydroxyphenyl)-Penta-(1E,4E)-1,4-Dien-3One (1E,4E)-1-(4-hydroxy-3-methoxyphenyl)-5-(4-hydroxyphenyl)penta-1,4-dien-3-one CHEMBL2398585 10469828 C18H16O4 296.1 -0.514 3 3.419 1 2 66.76 8 2 22 0 InChI=1S/C18H16O4/c1-22-18-12-14(6-11-17(18)21)5-10-16(20)9-4-13-2-7-15(19)8-3-13/h2-12,19,21H,1H3/b9-4+,10-5+ QVRYUUYYIWAQHV-LUZURFALSA-N COc1cc(/C=C/C(=O)/C=C/c2ccc(cc2)O)ccc1O NPC123228 1-(4-Hydroxy-3-Methoxyphenyl)-7-(4-Hydroxyphenyl)Hept-4-En-3-One (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hept-4-en-3-one CHEMBL1270357 5317593 C20H22O4 326.15 -0.4599 3.22 3.976 1 2 66.76 11 2 24 0 InChI=1S/C20H22O4/c1-24-20-14-16(9-13-19(20)23)8-12-17(21)5-3-2-4-15-6-10-18(22)11-7-15/h3,5-7,9-11,13-14,22-23H,2,4,8,12H2,1H3/b5-3+ JYHZFCAVESZNKO-HWKANZROSA-N COc1cc(CCC(=O)/C=C/CCc2ccc(cc2)O)ccc1O NPC257589 1-(4-Hydroxy-3-Methoxyphenyl)-7-(4-Hydroxyphenyl)Heptan-3-One 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)heptan-3-one CHEMBL1270259 45276920 C20H24O4 328.17 -1.6178 3.22 4.09 1 2 66.76 12 2 24 0 InChI=1S/C20H24O4/c1-24-20-14-16(9-13-19(20)23)8-12-17(21)5-3-2-4-15-6-10-18(22)11-7-15/h6-7,9-11,13-14,22-23H,2-5,8,12H2,1H3 QUMBVGAYXWDALH-UHFFFAOYSA-N COc1cc(CCC(=O)CCCCc2ccc(cc2)O)ccc1O NPC16651 1-(4-Hydroxy-3-Methoxyphenyl)Propan-1-One 1-(4-hydroxy-3-methoxyphenyl)propan-1-one CHEMBL452723 15782 C10H12O3 180.08 -0.6898 2.23 1.144 1 1 46.53 6 1 13 0 InChI=1S/C10H12O3/c1-3-8(11)7-4-5-9(12)10(6-7)13-2/h4-6,12H,3H2,1-2H3 FBGXENQFSMMBNY-UHFFFAOYSA-N CCC(=O)c1ccc(c(c1)OC)O NPC211468 1-(4-Hydroxy-Benzyl)-1,2,3,4-Tetrahydro-Isoquinoline-6,7-Diol 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL19344 114840 C16H17NO3 271.12 -1.5221 2.78 2.146 1 4 72.72 5 3 20 0 InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2 WZRCQWQRFZITDX-UHFFFAOYSA-N Oc1ccc(cc1)CC1NCCc2c1cc(O)c(c2)O NPC183709 1-(4-Hydroxy-Benzyl)-4,8-Dimethoxy-Phenanthrene-2,7-Diol 1-[(4-hydroxyphenyl)methyl]-4,8-dimethoxyphenanthrene-2,7-diol CHEMBL181441 44392553 C23H20O5 376.13 -1.0283 3.44 3.827 0 3 79.15 9 4 28 0 InChI=1S/C23H20O5/c1-27-21-12-20(26)18(11-13-3-5-14(24)6-4-13)16-7-8-17-15(22(16)21)9-10-19(25)23(17)28-2/h3-10,12,24-26H,11H2,1-2H3 FTRCSQQUXKTUOD-UHFFFAOYSA-N COc1cc(O)c(c2c1c1ccc(c(c1cc2)OC)O)Cc1ccc(cc1)O NPC8931 1-(4-Hydroxyphenyl)-7-Phenyl-6-Hepten-3-One (E)-1-(4-hydroxyphenyl)-7-phenylhept-6-en-3-one CHEMBL461084 44560848 C19H20O2 280.15 0.1313 3.33 6.613 1 1 37.3 8 2 21 1 InChI=1S/C19H20O2/c20-18(13-10-17-11-14-19(21)15-12-17)9-5-4-8-16-6-2-1-3-7-16/h1-4,6-8,11-12,14-15,21H,5,9-10,13H2/b8-4+ HLXPZGZUVCDNGK-XBXARRHUSA-N O=C(CCc1ccc(cc1)O)CC/C=C/c1ccccc1 NPC95172 1-(4-Hydroxyphenyl)Nonan-1-One 1-(4-hydroxyphenyl)nonan-1-one CHEMBL213237 167093 C15H22O2 234.16 -2.366 2.89 5.002 1 1 37.3 10 1 17 1 InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-15(17)13-9-11-14(16)12-10-13/h9-12,16H,2-8H2,1H3 JZBXYOOARNRUME-UHFFFAOYSA-N CCCCCCCCC(=O)c1ccc(cc1)O NPC38209 1-(4-Methoxyphenyl)Acetone 1-(4-methoxyphenyl)propan-2-one CHEMBL473366 31231 C10H12O2 164.08 -0.2709 2.34 1.846 1 0 26.3 5 1 12 0 InChI=1S/C10H12O2/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H3 WFWKNGZODAOLEO-UHFFFAOYSA-N COc1ccc(cc1)CC(=O)C NPC474504 1-(5,7-Dihydroxy-2-Methyl-2-(4-Methylpent-3-Enyl)Chroman-6-Yl)-2-Methylpropan-1-One 1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-6-yl]-2-methylpropan-1-one CHEMBL470257 21580163 C20H28O4 332.2 1.9358 3.22 4.12 1 2 66.76 12 2 24 0 InChI=1S/C20H28O4/c1-12(2)7-6-9-20(5)10-8-14-16(24-20)11-15(21)17(19(14)23)18(22)13(3)4/h7,11,13,21,23H,6,8-10H2,1-5H3 AVDVVLYQVNLDRV-UHFFFAOYSA-N CC(=CCCC1(C)CCc2c(O1)cc(c(c2O)C(=O)C(C)C)O)C NPC474487 1-(5,7-Dihydroxy-2-Methyl-2-(4-Methylpent-3-Enyl)Chroman-8-Yl)-2-Methylpropan-1-One 1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]-2-methylpropan-1-one CHEMBL469854 10359425 C20H28O4 332.2 1.9358 3.22 3.691 1 2 66.76 12 2 24 0 InChI=1S/C20H28O4/c1-12(2)7-6-9-20(5)10-8-14-15(21)11-16(22)17(19(14)24-20)18(23)13(3)4/h7,11,13,21-22H,6,8-10H2,1-5H3 YVSXEXZLBOZKPE-UHFFFAOYSA-N CC(=CCCC1(C)CCc2c(O1)c(c(cc2O)O)C(=O)C(C)C)C NPC205006 1-(5-Hydroxy-2,2-Dimethylchromen-6-Yl)-3-(4-Hydroxyphenyl)Propan-1-One 1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxyphenyl)propan-1-one CHEMBL185018 9973521 C20H20O4 324.14 -0.1794 3.22 3.912 1 2 66.76 8 3 24 0 InChI=1S/C20H20O4/c1-20(2)12-11-16-18(24-20)10-8-15(19(16)23)17(22)9-5-13-3-6-14(21)7-4-13/h3-4,6-8,10-12,21,23H,5,9H2,1-2H3 BHFVJSQVKWDKGD-UHFFFAOYSA-N Oc1ccc(cc1)CCC(=O)c1ccc2c(c1O)C=CC(O2)(C)C NPC175376 1-(5-Thiophen-2-Ylthiophen-2-Yl)Ethanone 1-(5-thiophen-2-ylthiophen-2-yl)ethanone CHEMBL1345360 606422 C10H8OS2 208 0.9273 2.23 2.908 1 0 73.55 3 2 13 0 InChI=1S/C10H8OS2/c1-7(11)8-4-5-10(13-8)9-3-2-6-12-9/h2-6H,1H3 GKGAOTYPISAEEK-UHFFFAOYSA-N CC(=O)c1ccc(s1)c1cccs1 NPC471110 1-(Omega-Feruloyldocosanoyl)Glycerol 2,3-dihydroxypropyl (E)-25-(4-hydroxy-3-methoxyphenyl)-23-oxopentacos-24-enoate CHEMBL2375495 73347275 C35H58O7 590.42 -6.8561 4.54 10.192 5 3 113.29 33 1 42 2 InChI=1S/C35H58O7/c1-41-34-27-30(24-26-33(34)39)23-25-31(37)21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-22-35(40)42-29-32(38)28-36/h23-27,32,36,38-39H,2-22,28-29H2,1H3/b25-23+ ZVGREMLOMIBGBX-WJTDDFOZSA-N OCC(COC(=O)CCCCCCCCCCCCCCCCCCCCCC(=O)/C=C/c1ccc(c(c1)OC)O)O NPC13504 1,10-Dimethoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline-2,9-Diol 1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol CHEMBL1321247 248507 C19H21NO4 327.15 -0.6295 3 1.199 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3 LZJRNLRASBVRRX-UHFFFAOYSA-N COc1cc2c(cc1O)CC1c3c2c(OC)c(O)cc3CCN1C NPC184593 1,1-Diethoxyethane 1,1-diethoxyethane CHEMBL1338583 7765 C6H14O2 118.1 0.8705 1.9 1.273 2 0 18.46 7 0 8 0 InChI=1S/C6H14O2/c1-4-7-6(3)8-5-2/h6H,4-5H2,1-3H3 DHKHKXVYLBGOIT-UHFFFAOYSA-N CCOC(OCC)C NPC133792 1,2,3,4,4A,5,6,7,8,8A-Decahydronaphthalene 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene CHEMBL1491920 7044 C10H18 138.14 -0.7418 2.56 5.228 0 0 0 0 2 10 1 InChI=1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2 NNBZCPXTIHJBJL-UHFFFAOYSA-N C1CCC2C(C1)CCCC2 NPC114791 1,2,3,4,6-Penta-O-Galloyl-D-Glucopyranose [(2R,3R,4S,5R,6R)-3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL206710 9876301 C41H32O26 940.12 -7.5719 3.11 0.697 11 15 444.18 31 6 67 3 InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/t27-,33-,34+,35-,41-/m1/s1 QJYNZEYHSMRWBK-HXSHIISNSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC15573 1,2,3,4-Tetrahydro-Beta-Carboline-3-Carboxylic Acid 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid CHEMBL149177 98285;3288669 C12H12N2O2 216.09 -1.1637 2.34 1.46 4 3 65.12 2 3 16 0 InChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16) FSNCEEGOMTYXKY-UHFFFAOYSA-N OC(=O)C1NCc2c(C1)c1ccccc1[nH]2 NPC258046 1,2,3,4-Tetrahydroisoquinoline 1,2,3,4-tetrahydroisoquinoline CHEMBL14346 7046 C9H11N 133.09 -0.1416 2.34 2.569 1 1 12.03 0 2 10 0 InChI=1S/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2 UWYZHKAOTLEWKK-UHFFFAOYSA-N N1CCc2c(C1)cccc2 NPC164802 1,2,3,9-Tetrahydropyrrolo[2,1-B]Quinazoline 1,2,3,9-tetrahydropyrrolo[2,1-b]quinazoline CHEMBL355821 442894 C11H12N2 172.1 -0.7066 2.45 3.032 2 0 15.6 0 3 13 0 InChI=1S/C11H12N2/c1-2-5-10-9(4-1)8-13-7-3-6-11(13)12-10/h1-2,4-5H,3,6-8H2 WUFQLZTXIWKION-UHFFFAOYSA-N C1CC2=Nc3c(CN2C1)cccc3 NPC203063 1,2,3-Trihydroxy-Anthraquinone 1,2,3-trihydroxyanthracene-9,10-dione CHEMBL192032 11768 C14H8O5 256.04 -1.9085 2.45 1.621 2 3 94.83 3 3 19 0 InChI=1S/C14H8O5/c15-9-5-8-10(14(19)13(9)18)12(17)7-4-2-1-3-6(7)11(8)16/h1-5,15,18-19H AHKDJQYHVWSRLT-UHFFFAOYSA-N O=C1c2ccccc2C(=O)c2c1c(O)c(c(c2)O)O NPC165386 1,2,3-Trimethoxy-5-Methylbenzene 1,2,3-trimethoxy-5-methylbenzene CHEMBL156710 80922 C10H14O3 182.09 0.4866 2.23 1.787 0 0 27.69 7 1 13 0 InChI=1S/C10H14O3/c1-7-5-8(11-2)10(13-4)9(6-7)12-3/h5-6H,1-4H3 KCIZTNZGSBSSRM-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)C NPC276930 1,2,6,8-Tetrahydroxyxanthen-9-One 1,2,6,8-tetrahydroxyxanthen-9-one CHEMBL187043 5281658 C13H8O6 260.03 -2.2591 2.23 0.08 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-5-3-7(16)10-9(4-5)19-8-2-1-6(15)12(17)11(8)13(10)18/h1-4,14-17H RVOUOPDWADMVBA-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)c(O)c(cc1)O NPC44260 1,2,6-Tri-O-Galloyl-Beta-D-Glucose [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL447974 440308 C27H24O18 636.1 -5.5485 2.45 -0.518 9 11 310.66 21 4 45 1 InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)22(38)23(44-25(40)9-3-13(30)19(35)14(31)4-9)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22+,23-,27+/m1/s1 LLENXGNWVNSBQG-VFTFQOQOSA-N O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)O)O)O[C@H]([C@@H]([C@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC325871 1,2,9,10-Tetramethoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline 1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL36536 10145 C21H25NO4 355.18 0.1875 3.22 2.237 1 0 40.16 9 4 26 0 InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3 RUZIUYOSRDWYQF-UHFFFAOYSA-N COc1cc2c(cc1OC)CC1c3c2c(OC)c(OC)cc3CCN1C NPC264400 1,2-Benzoxazol-3-One 1,2-benzoxazol-3-one CHEMBL444173 210830 C7H5NO2 135.03 -0.6144 1.9 1.738 0 1 46.26 1 2 10 0 InChI=1S/C7H5NO2/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9) QLDQYRDCPNBPII-UHFFFAOYSA-N Oc1noc2c1cccc2 NPC134584 1,2-Dichlorobenzene 1,2-dichlorobenzene CHEMBL298461 7239 C6H4Cl2 145.97 1.4886 1.9 2.988 0 0 0 2 1 8 0 InChI=1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H RFFLAFLAYFXFSW-UHFFFAOYSA-N Clc1ccccc1Cl NPC182606 1,2-Dichloroethane 1,2-dichloroethane CHEMBL16370 11 C2H4Cl2 97.97 1.5118 1.46 1.74 0 0 0 3 0 4 0 InChI=1S/C2H4Cl2/c3-1-2-4/h1-2H2 WSLDOOZREJYCGB-UHFFFAOYSA-N ClCCCl NPC70843 1,2-Dihydrobis(De-O-Methyl)-Curcumin (4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one CHEMBL448759 10614892 C19H18O4 310.12 -0.8214 3.11 4.05 2 3 77.76 9 2 23 0 InChI=1S/C19H18O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-5,7-11,13,20-22H,6,12H2/b11-5+,18-13- XLKHKZCPVAHTFN-YLMKKNOUSA-N O=C(/C=C(/C=C/c1ccc(cc1)O)\O)CCc1ccc(cc1)O NPC117674 1,2-Dihydrotanshinone 1,6-dimethyl-8,9-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL1813349 105119 C18H14O3 278.09 1.1925 3.11 3.727 2 0 47.28 2 4 21 0 InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h4,6-8H,3,5H2,1-2H3 OYOSADAKNZWZGA-UHFFFAOYSA-N O=C1c2c3CCC=C(c3ccc2c2c(C1=O)c(C)co2)C NPC326310 1,2-Dihydroxybisabola-3,10-Diene 3-methyl-6-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol CHEMBL1775015 52951624 C15H26O2 238.19 1.8499 2.89 3.419 2 2 40.46 10 1 17 0 InChI=1S/C15H26O2/c1-10(2)6-5-7-11(3)13-9-8-12(4)14(16)15(13)17/h6,8,11,13-17H,5,7,9H2,1-4H3 SDAWXTDBEYZMMX-UHFFFAOYSA-N CC(=CCCC(C1CC=C(C(C1O)O)C)C)C NPC12714 1,2-Dimethoxy-4-Methylbenzene 1,2-dimethoxy-4-methylbenzene CHEMBL273904 68126 C9H12O2 152.08 0.5384 2.23 2.231 0 0 18.46 5 1 11 0 InChI=1S/C9H12O2/c1-7-4-5-8(10-2)9(6-7)11-3/h4-6H,1-3H3 GYPMBQZAVBFUIZ-UHFFFAOYSA-N COc1cc(C)ccc1OC NPC223336 1,2-Dimethoxyanthracene-9,10-Dione 1,2-dimethoxyanthracene-9,10-dione CHEMBL52884 4217712 C16H12O4 268.07 -0.6312 2.78 2.764 2 0 52.6 4 3 20 0 InChI=1S/C16H12O4/c1-19-12-8-7-11-13(16(12)20-2)15(18)10-6-4-3-5-9(10)14(11)17/h3-8H,1-2H3 AMKRBKSZCGCEJK-UHFFFAOYSA-N COc1c(OC)ccc2c1C(=O)c1ccccc1C2=O NPC206876 1,2-Dimethoxybenzene 1,2-dimethoxybenzene CHEMBL1668603 7043 C8H10O2 138.07 -0.1036 2.12 1.908 0 0 18.46 4 1 10 0 InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3 ABDKAPXRBAPSQN-UHFFFAOYSA-N COc1ccccc1OC NPC158028 1,2-Dimethylnaphthalene 1,2-dimethylnaphthalene CHEMBL382541 11317 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-7-8-11-5-3-4-6-12(11)10(9)2/h3-8H,1-2H3 QNLZIZAQLLYXTC-UHFFFAOYSA-N Cc1ccc2c(c1C)cccc2 NPC172329 1,2-Seco-Trypacidin methyl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate CHEMBL61100 23872041 C18H18O7 346.11 -0.6348 2.67 1.907 3 2 102.29 12 2 25 0 InChI=1S/C18H18O7/c1-9-5-12(20)16(13(6-9)23-2)17(21)15-11(18(22)25-4)7-10(19)8-14(15)24-3/h5-8,19-20H,1-4H3 XJOBKBUGVMLSEJ-UHFFFAOYSA-N COC(=O)c1cc(O)cc(c1C(=O)c1c(O)cc(cc1OC)C)OC NPC247546 1,3,4,5,6-Pentahydroxyhexan-2-One 1,3,4,5,6-pentahydroxyhexan-2-one CHEMBL23894 1101 C6H12O6 180.06 -3.0134 1.46 -3.839 6 5 118.22 10 0 12 0 InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2 BJHIKXHVCXFQLS-UHFFFAOYSA-N OCC(C(C(C(=O)CO)O)O)O NPC238419 1,3,4,6-Tetra-O-Galloyl-Beta-D-Glucopyranoside [(2R,3R,4R,5R,6S)-5-hydroxy-3,4,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL3236509 471531 C34H28O22 788.11 -6.5602 2.78 -0.125 10 13 377.42 26 5 56 2 InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)27(47)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28-,29-,34+/m1/s1 NRQJFEDEWHTAPZ-UGUGPVJNSA-N O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)COC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC16024 1,3,4-Tri-O-Galloyl-Beta-D-Glucose [(2R,3R,4R,5R,6S)-5-hydroxy-2-(hydroxymethyl)-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL225624 16066749 C27H24O18 636.1 -5.5485 2.45 -0.947 9 11 310.66 21 4 45 1 InChI=1S/C27H24O18/c28-7-17-22(43-24(39)8-1-11(29)18(35)12(30)2-8)23(44-25(40)9-3-13(31)19(36)14(32)4-9)21(38)27(42-17)45-26(41)10-5-15(33)20(37)16(34)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23-,27+/m1/s1 YYJNEVBVNQOVIM-BTPAJHBMSA-N OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)O NPC196277 1,3,5,6-Tetrahydroxyxanthen-9-One 1,3,5,6-tetrahydroxyxanthen-9-one CHEMBL448040 5479774 C13H8O6 260.03 -2.2591 2.23 0.08 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-5-3-8(16)10-9(4-5)19-13-6(11(10)17)1-2-7(15)12(13)18/h1-4,14-16,18H CCEBJWKUMKKCDF-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)ccc(c1O)O NPC274730 1,3,5,7-Tetrahydroxy-8-Isoprenylxanthone 2,4,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)xanthen-9-one CHEMBL3314605 5493670 C18H16O6 328.09 -0.3817 2.78 1.121 1 4 107.22 8 3 24 0 InChI=1S/C18H16O6/c1-8(2)3-4-10-11(20)7-13(22)18-15(10)17(23)16-12(21)5-9(19)6-14(16)24-18/h3,5-7,19-22H,4H2,1-2H3 BRERQMIMCLBRCS-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1c(=O)c1c(o2)cc(cc1O)O)O)C NPC133970 1,3,5-Trihydroxy-13,13-Dimethyl-2H-Pyran[7,6-B]Xanthone 7,9,12-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one CHEMBL551983 45269778 C18H14O6 326.08 -0.891 2.78 1.051 1 3 96.22 5 4 24 0 InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3 WBKWHYDUDXOZIU-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)cc2c(c1O)OC(C=C2)(C)C NPC133156 1,3,5-Trihydroxy-2,8-Bis(3-Methylbut-2-Enyl)-10-Methyl-9-Acridone 1,3,5-trihydroxy-10-methyl-2,8-bis(3-methylbut-2-enyl)acridin-9-one CHEMBL464846 10385901 C24H27NO4 393.19 2.2256 3.55 3.808 2 3 81 12 3 29 0 InChI=1S/C24H27NO4/c1-13(2)6-8-15-9-11-18(26)22-20(15)24(29)21-17(25(22)5)12-19(27)16(23(21)28)10-7-14(3)4/h6-7,9,11-12,26-28H,8,10H2,1-5H3 DYCRIHPNHAPQTH-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(n2C)c(O)ccc1CC=C(C)C)C NPC285254 1,3,5-Trihydroxy-4-Methoxy-10-Methyl-2,8-Bis(3-Methylbut-2-Enyl)Acridin-9-One 1,3,5-trihydroxy-4-methoxy-10-methyl-2,8-bis(3-methylbut-2-enyl)acridin-9-one CHEMBL1668597 53316985 C25H29NO5 423.2 2.1738 3.55 3.364 2 3 90.23 14 3 31 0 InChI=1S/C25H29NO5/c1-13(2)7-9-15-10-12-17(27)20-18(15)24(30)19-21(26(20)5)25(31-6)23(29)16(22(19)28)11-8-14(3)4/h7-8,10,12,27-29H,9,11H2,1-6H3 LICNIJQEAUQKSD-UHFFFAOYSA-N COc1c(O)c(CC=C(C)C)c(c2c1n(C)c1c(c2=O)c(CC=C(C)C)ccc1O)O NPC272721 1,3,5-Trihydroxyxanthen-9-One 1,3,5-trihydroxyxanthen-9-one CHEMBL365234 5281663 C13H8O5 244.04 -1.7988 2.34 0.614 1 3 86.99 3 3 18 0 InChI=1S/C13H8O5/c14-6-4-9(16)11-10(5-6)18-13-7(12(11)17)2-1-3-8(13)15/h1-5,14-16H XESIWQIMUSNPRO-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)cccc1O NPC47422 1,3,5-Trimethoxybenzene 1,3,5-trimethoxybenzene CHEMBL1605492 69301 C9H12O3 168.08 -0.1554 2.12 1.464 0 0 27.69 6 1 12 0 InChI=1S/C9H12O3/c1-10-7-4-8(11-2)6-9(5-7)12-3/h4-6H,1-3H3 LKUDPHPHKOZXCD-UHFFFAOYSA-N COc1cc(OC)cc(c1)OC NPC45146 1,3,6,7-Tetrahydroxy-2-(2-Methylbut-3-En-2-Yl)-8-(3-Methylbut-2-Enyl)Xanthen-9-One 1,3,6,7-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-8-(3-methylbut-2-enyl)xanthen-9-one CHEMBL249948 44156959 C23H24O6 396.16 1.24 3.33 3.35 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-6-23(4,5)19-13(24)9-16-18(22(19)28)21(27)17-12(8-7-11(2)3)20(26)14(25)10-15(17)29-16/h6-7,9-10,24-26,28H,1,8H2,2-5H3 UVBQFJQAVCIWKR-UHFFFAOYSA-N C=CC(c1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c(c1CC=C(C)C)O)O)(C)C NPC61152 1,3,6-Tri-O-Galloyl-Beta-D-Glucose [(2R,3R,4S,5R,6S)-3,5-dihydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL389895 452707 C27H24O18 636.1 -5.5485 2.45 -0.947 9 11 310.66 21 4 45 1 InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)23(44-25(40)9-3-13(30)19(35)14(31)4-9)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23+,27+/m1/s1 RNKMOGIPOMVCHO-SJMVAQJGSA-N O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)O)O)O[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC37135 1,3,7-Trihydroxy-2,4-Diisoprenylxanthone 1,3,7-trihydroxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL1782240 10643491 C23H24O5 380.16 1.956 3.44 3.554 1 3 86.99 11 3 28 0 InChI=1S/C23H24O5/c1-12(2)5-8-15-20(25)16(9-6-13(3)4)23-19(21(15)26)22(27)17-11-14(24)7-10-18(17)28-23/h5-7,10-11,24-26H,8-9H2,1-4H3 CBJCQKZZWUEEQY-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c2c(c1O)c(=O)c1c(o2)ccc(c1)O)C NPC186397 1,3,7-Trihydroxy-2-Prenylxanthone 1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthen-9-one CHEMBL506229 5495920 C18H16O5 312.1 0.0786 2.89 2.084 1 3 86.99 7 3 23 0 InChI=1S/C18H16O5/c1-9(2)3-5-11-13(20)8-15-16(17(11)21)18(22)12-7-10(19)4-6-14(12)23-15/h3-4,6-8,19-21H,5H2,1-2H3 FLWKTILHZPCXDW-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(o2)ccc(c1)O)C NPC303460 1,3,7-Trihydroxy-4-(1,1-Dimethyl-2-Propenyl)-5,6-(2,2-Dimethylchromeno) Xanthone 5,8,10-trihydroxy-3,3-dimethyl-11-(2-methylbut-3-en-2-yl)pyrano[2,3-c]xanthen-7-one CHEMBL440392 44405880 C23H22O6 394.14 0.7307 3.33 2.851 1 3 96.22 9 4 29 0 InChI=1S/C23H22O6/c1-6-22(2,3)17-14(25)10-13(24)16-18(27)12-9-15(26)20-11(19(12)28-21(16)17)7-8-23(4,5)29-20/h6-10,24-26H,1H2,2-5H3 VDIZUJPZYMJMRS-UHFFFAOYSA-N C=CC(c1c(O)cc(c2c1oc1c3C=CC(Oc3c(cc1c2=O)O)(C)C)O)(C)C NPC169479 1,3,7-Trihydroxyxanthone 1,3,7-trihydroxyxanthen-9-one CHEMBL361025 5281635 C13H8O5 244.04 -1.7988 2.34 0.614 1 3 86.99 3 3 18 0 InChI=1S/C13H8O5/c14-6-1-2-10-8(3-6)13(17)12-9(16)4-7(15)5-11(12)18-10/h1-5,14-16H JJUNZBRHHGLJQW-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)cc(cc1)O NPC13879 1,3,8-Trihydroxy-[1]Benzofuro[2,3-B]Chromen-11-One 1,3,8-trihydroxy-[1]benzofuro[2,3-b]chromen-11-one CHEMBL312186 5324349 C15H8O6 284.03 -1.9529 2.45 0.753 1 3 100.13 3 4 21 0 InChI=1S/C15H8O6/c16-6-1-2-8-10(4-6)20-15-12(8)14(19)13-9(18)3-7(17)5-11(13)21-15/h1-5,16-18H BBBAWACESCACAP-UHFFFAOYSA-N Oc1ccc2c(c1)oc1c2c(=O)c2c(o1)cc(cc2O)O NPC37410 1,3-Bis-(4-Hydroxy-Benzyl)-4-Methoxy-9,10-Dihydro-Phenanthrene-2,7-Diol 1,3-bis[(4-hydroxyphenyl)methyl]-4-methoxy-9,10-dihydrophenanthrene-2,7-diol CHEMBL181587 44392564 C29H26O5 454.18 -0.8558 4.1 5.836 0 4 90.15 10 5 34 1 InChI=1S/C29H26O5/c1-34-29-26(15-18-4-9-21(31)10-5-18)28(33)25(14-17-2-7-20(30)8-3-17)24-12-6-19-16-22(32)11-13-23(19)27(24)29/h2-5,7-11,13,16,30-33H,6,12,14-15H2,1H3 PSMMTBXFDLTZQF-UHFFFAOYSA-N COc1c(Cc2ccc(cc2)O)c(O)c(c2c1c1ccc(cc1CC2)O)Cc1ccc(cc1)O NPC322197 1,3-Bis(4-Hydroxyphenyl)Pent-4-En-1-One 1,3-bis(4-hydroxyphenyl)pent-4-en-1-one CHEMBL471605 44575609 C17H16O3 268.11 -0.4764 3 3.753 1 2 57.53 7 2 20 0 InChI=1S/C17H16O3/c1-2-12(13-3-7-15(18)8-4-13)11-17(20)14-5-9-16(19)10-6-14/h2-10,12,18-19H,1,11H2 AVGYGUNTLQSTKJ-UHFFFAOYSA-N C=CC(c1ccc(cc1)O)CC(=O)c1ccc(cc1)O NPC108339 1,3-Dibenzylurea 1,3-dibenzylurea CHEMBL504463 72889 C15H16N2O 240.13 -0.2755 2.78 5.846 3 2 44.62 6 2 18 1 InChI=1S/C15H16N2O/c18-15(16-11-13-7-3-1-4-8-13)17-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H2,16,17,18) KATOLVAXCGIBLO-UHFFFAOYSA-N OC(=NCc1ccccc1)NCc1ccccc1 NPC110136 1,3-Dicyclohexylurea 1,3-dicyclohexylurea CHEMBL1458 4277 C13H24N2O 224.19 -3.1674 2.56 3.752 3 2 44.62 4 2 16 0 InChI=1S/C13H24N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h11-12H,1-10H2,(H2,14,15,16) ADFXKUOMJKEIND-UHFFFAOYSA-N OC(=NC1CCCCC1)NC1CCCCC1 NPC298320 1,3-Dihydroxy-10-Methylacridin-9-One 1,3-dihydroxy-10-methylacridin-9-one CHEMBL1288777 5282066 C14H11NO3 241.07 -1.0689 2.56 1.831 2 2 60.77 3 3 18 0 InChI=1S/C14H11NO3/c1-15-10-5-3-2-4-9(10)14(18)13-11(15)6-8(16)7-12(13)17/h2-7,16-17H,1H3 GDALETGZDYOOGB-UHFFFAOYSA-N Oc1cc(O)c2c(c1)n(C)c1c(c2=O)cccc1 NPC73061 1,3-Dihydroxy-2-Formylanthraquinone 1,3-dihydroxy-9,10-dioxoanthracene-2-carbaldehyde CHEMBL2297225 160712 C15H8O5 268.04 -1.6406 2.56 2.235 3 2 91.67 3 3 20 0 InChI=1S/C15H8O5/c16-6-10-11(17)5-9-12(15(10)20)14(19)8-4-2-1-3-7(8)13(9)18/h1-6,17,20H NSGZEHPFOUCUHD-UHFFFAOYSA-N O=Cc1c(O)cc2c(c1O)C(=O)c1c(C2=O)cccc1 NPC23155 1,3-Dihydroxypropan-2-Yl Hexadecanoate 1,3-dihydroxypropan-2-yl hexadecanoate CHEMBL1317070 123409 C19H38O4 330.28 -4.6968 3.11 6.51 4 2 66.76 21 0 23 2 InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-18(16-20)17-21/h18,20-21H,2-17H2,1H3 BBNYCLAREVXOSG-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(=O)OC(CO)CO NPC87099 1,3-Dimethylnaphthalene 1,3-dimethylnaphthalene CHEMBL370524 11327 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-7-10(2)12-6-4-3-5-11(12)8-9/h3-8H,1-2H3 QHJMFSMPSZREIF-UHFFFAOYSA-N Cc1cc2ccccc2c(c1)C NPC202647 1,3-Naphthalenediol naphthalene-1,3-diol CHEMBL381547 8601 C10H8O2 160.05 -0.9206 2.34 2.535 0 2 40.46 2 2 12 0 InChI=1S/C10H8O2/c11-8-5-7-3-1-2-4-9(7)10(12)6-8/h1-6,11-12H XOOMNEFVDUTJPP-UHFFFAOYSA-N Oc1cc2ccccc2c(c1)O NPC75069 1,4,5-Trihydroxy-3-(3-Methylbut-2-Enyl)Xanthen-9-One 1,4,5-trihydroxy-3-(3-methylbut-2-enyl)xanthen-9-one CHEMBL188061 15127377 C18H16O5 312.1 0.0786 2.89 2.084 1 3 86.99 7 3 23 0 InChI=1S/C18H16O5/c1-9(2)6-7-10-8-13(20)14-16(22)11-4-3-5-12(19)17(11)23-18(14)15(10)21/h3-6,8,19-21H,7H2,1-2H3 BRVVGOBMRRGKCK-UHFFFAOYSA-N CC(=CCc1cc(O)c2c(c1O)oc1c(c2=O)cccc1O)C NPC216624 1,4,7-Trihydroxy-5-Methoxyfluoren-9-One 1,4,7-trihydroxy-5-methoxyfluoren-9-one CHEMBL216941 44418788 C14H10O5 258.05 -1.6965 2.45 0.246 1 3 86.99 5 3 19 0 InChI=1S/C14H10O5/c1-19-10-5-6(15)4-7-11(10)12-8(16)2-3-9(17)13(12)14(7)18/h2-5,15-17H,1H3 QYZVZXXDXPZMHM-UHFFFAOYSA-N COc1cc(O)cc2c1c1c(O)ccc(c1C2=O)O NPC319628 1,4-Bis[[(E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoyl]Oxy]-3,5-Dihydroxycyclohexane-1-Carboxylic Acid 1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid CHEMBL1966984 5316647 C25H24O12 516.13 -2.3865 2.89 1.085 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)/b7-3+,8-4+ IYXQRCXQQWUFQV-FCXRPNKRSA-N O=C(OC1C(O)CC(CC1O)(OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC18259 1,4-Dichlorobenzene 1,4-dichlorobenzene CHEMBL190982 4685 C6H4Cl2 145.97 1.4886 1.9 2.988 0 0 0 2 1 8 0 InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H OCJBOOLMMGQPQU-UHFFFAOYSA-N Clc1ccc(cc1)Cl NPC275727 1,4-Dideoxy-1,4-(Hydroxyethyliminiumyl)-D-Arabinitol (2R,3R,4R)-1-(2-hydroxyethyl)-2-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL247666 10419725 C7H15NO4 177.1 -1.9328 1.68 -2.014 5 4 84.16 7 1 12 0 InChI=1S/C7H15NO4/c9-2-1-8-3-6(11)7(12)5(8)4-10/h5-7,9-12H,1-4H2/t5-,6-,7-/m1/s1 SPYQWYTVWZBEHS-FSDSQADBSA-N OCCN1C[C@H]([C@@H]([C@H]1CO)O)O NPC23837 1,4-Dimethoxybenzene 1,4-dimethoxybenzene CHEMBL1668604 9016 C8H10O2 138.07 -0.1036 2.12 1.908 0 0 18.46 4 1 10 0 InChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3 OHBQPCCCRFSCAX-UHFFFAOYSA-N COc1ccc(cc1)OC NPC1008 1,4-Dimethylnaphthalene 1,4-dimethylnaphthalene CHEMBL362076 11304 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-7-8-10(2)12-6-4-3-5-11(9)12/h3-8H,1-2H3 APQSQLNWAIULLK-UHFFFAOYSA-N Cc1ccc(c2c1cccc2)C NPC272396 1,4-Imino-1,2,4-Trideoxy-D-Arabinitol (2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol CHEMBL408355 11073391 C5H11NO2 117.08 -1.7066 1.68 -0.514 3 3 52.49 3 1 8 0 InChI=1S/C5H11NO2/c7-3-4-5(8)1-2-6-4/h4-8H,1-3H2/t4-,5+/m1/s1 TYLFLHPQWQQWRD-UHNVWZDZSA-N OC[C@H]1NCC[C@@H]1O NPC220344 1,5,7-Trimethoxyphenanthrene-2,6-Diol 1,5,7-trimethoxyphenanthrene-2,6-diol CHEMBL469491 11779542 C17H16O5 300.1 -1.076 2.78 1.813 0 2 68.15 8 3 22 0 InChI=1S/C17H16O5/c1-20-13-8-9-4-5-11-10(6-7-12(18)16(11)21-2)14(9)17(22-3)15(13)19/h4-8,18-19H,1-3H3 LLRLPRUFUGWYOL-UHFFFAOYSA-N COc1cc2ccc3c(c2c(c1O)OC)ccc(c3OC)O NPC132243 1,5,8-Trimethylazuleno[6,5-B]Furan-2,6-Dione 1,5,8-trimethylazuleno[6,5-b]furan-2,6-dione CHEMBL509212 10220385 C15H12O3 240.08 2.183 2.78 1.416 3 0 43.37 3 3 18 0 InChI=1S/C15H12O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h4-6H,1-3H3 VNKUJZXHKKCWCV-UHFFFAOYSA-N CC1=CC(=O)c2c1cc1c(cc2C)oc(=O)c1C NPC224814 1,5-Bis(4-Hydroxy-3-Methoxyphenyl)-1,4-Pentadien-3-One (1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one CHEMBL128729 6474893 C19H18O5 326.12 -0.5658 3 2.764 1 2 75.99 10 2 24 0 InChI=1S/C19H18O5/c1-23-18-11-13(5-9-16(18)21)3-7-15(20)8-4-14-6-10-17(22)19(12-14)24-2/h3-12,21-22H,1-2H3/b7-3+,8-4+ ISIMGBQRFXXNON-FCXRPNKRSA-N COc1cc(/C=C/C(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O NPC29231 1,5-Dihydroxy-3-Methoxyxanthen-9-One 1,5-dihydroxy-3-methoxyxanthen-9-one CHEMBL363747 5281651 C14H10O5 258.05 -1.3903 2.45 1.133 1 2 75.99 4 3 19 0 InChI=1S/C14H10O5/c1-18-7-5-10(16)12-11(6-7)19-14-8(13(12)17)3-2-4-9(14)15/h2-6,15-16H,1H3 IQIGECASJMDDMD-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc1c(c2=O)cccc1O NPC59551 1,5-Dihydroxyxanthen-9-One 1,5-dihydroxyxanthen-9-one CHEMBL185686 5480299 C13H8O4 228.04 -1.3385 2.45 1.577 1 2 66.76 2 3 17 0 InChI=1S/C13H8O4/c14-8-4-2-6-10-11(8)12(16)7-3-1-5-9(15)13(7)17-10/h1-6,14-15H APIPFXZYOMIJQG-UHFFFAOYSA-N Oc1cccc2c1oc1cccc(c1c2=O)O NPC213570 1,5-Dimethylnaphthalene 1,5-dimethylnaphthalene CHEMBL435106 11306 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-5-3-8-12-10(2)6-4-7-11(9)12/h3-8H,1-2H3 SDDBCEWUYXVGCQ-UHFFFAOYSA-N Cc1cccc2c1cccc2C NPC253105 1,5-Epoxy-3-Hydroxy-1-(4,5-Dihydroxy-3-Methoxyphenyl)-7-(3,4-Dihydroxyphenyl)Heptane 5-[(2S,4S,6S)-6-[2-(3,4-dihydroxyphenyl)ethyl]-4-hydroxyoxan-2-yl]-3-methoxybenzene-1,2-diol CHEMBL257556 44448125 C20H24O7 376.15 -3.4602 2.89 1.756 2 5 119.61 11 3 27 0 InChI=1S/C20H24O7/c1-26-19-8-12(7-17(24)20(19)25)18-10-13(21)9-14(27-18)4-2-11-3-5-15(22)16(23)6-11/h3,5-8,13-14,18,21-25H,2,4,9-10H2,1H3/t13-,14-,18-/m0/s1 CDLANTQZSUXRAX-DEYYWGMASA-N COc1cc(cc(c1O)O)[C@@H]1C[C@@H](O)C[C@@H](O1)CCc1ccc(c(c1)O)O NPC37331 1,5-O-Trans-Dicaffeoylquinic Acid (1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid CHEMBL478574 6474640 C25H24O12 516.13 -2.3865 2.89 1.514 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 YDDUMTOHNYZQPO-PSEXTPKNSA-N O=C(O[C@@H]1C[C@@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC238861 1,6,6-Trimethyl-2,7,8,9-Tetrahydro-1H-Naphtho[1,2-G][1]Benzofuran-10,11-Dione 1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL1518673 496348 C19H20O3 296.14 0.0397 3.22 4.812 3 0 43.37 3 4 22 0 InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3 GVKKJJOMQCNPGB-UHFFFAOYSA-N CC1COC2=C1C(=O)C(=O)c1c2ccc2c1CCCC2(C)C NPC289432 1,6-Dimethyl-1,2-Dihydronaphtho[1,2-G][1]Benzofuran-10,11-Dione 1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL1358724 5316743 C18H14O3 278.09 -0.0693 3.11 4.453 3 0 43.37 2 4 21 0 InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-7,10H,8H2,1-2H3 HARGZZNYNSYSGJ-UHFFFAOYSA-N CC1COC2=C1C(=O)C(=O)c1c2ccc2c1cccc2C NPC135433 1,6-Dimethylnaphthalene 1,6-dimethylnaphthalene CHEMBL363803 11328 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-6-7-12-10(2)4-3-5-11(12)8-9/h3-8H,1-2H3 CBMXCNPQDUJNHT-UHFFFAOYSA-N Cc1ccc2c(c1)cccc2C NPC92117 1,6-Do-O-Galloyl-Beta-D-Glucose [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL522251 440221 C20H20O14 484.09 -4.5368 2.12 -0.911 8 9 243.9 16 3 34 1 InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1 LYGRISUQIZNHGM-IVABAYMNSA-N O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)O)O)O[C@H]([C@@H]([C@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC159635 1,6-O,O-Diacetylbritannilactone [(4S)-4-[(3aR,4R,7aR)-4-acetyloxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl] acetate CHEMBL480459 10360513 C19H26O6 350.17 0.7451 2.89 1.917 6 0 78.9 12 2 25 0 InChI=1S/C19H26O6/c1-10(7-6-8-23-13(4)20)16-11(2)9-15-17(12(3)19(22)25-15)18(16)24-14(5)21/h10,15,17-18H,3,6-9H2,1-2,4-5H3/t10-,15+,17+,18-/m0/s1 MVCCWTMPDBIKCJ-IMKJFWDFSA-N CC(=O)O[C@H]1C(=C(C)C[C@@H]2[C@H]1C(=C)C(=O)O2)[C@H](CCCOC(=O)C)C NPC299252 1,7-Bis(3,4-Dihydroxyphenyl)-Hepta-4E,6E-Dien-3One (4E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-4,6-dien-3-one CHEMBL2346808 10426520 C19H18O5 326.12 -1.1789 3 3.063 1 4 97.99 10 2 24 0 InChI=1S/C19H18O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h1-4,6-7,9-12,21-24H,5,8H2/b3-1+,4-2+ VJJPCEDEDJXHHK-ZPUQHVIOSA-N O=C(CCc1ccc(c(c1)O)O)/C=C/C=C/c1ccc(c(c1)O)O NPC60962 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)-1,4,6-Heptatrien-3-One (1E,4E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one CHEMBL482607 10904292 C21H20O5 352.13 -0.098 3.22 3.458 1 2 75.99 11 2 26 0 InChI=1S/C21H20O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h3-14,23-24H,1-2H3/b5-3+,6-4+,10-7+ JUDCTVXWYFNGQQ-FQXJPFFWSA-N COc1cc(/C=C/C=C/C(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O NPC5018 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)Hept-4-En-3-One (E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one CHEMBL1086746 5281775 C21H24O5 356.16 -0.5117 3.22 3.321 1 2 75.99 13 2 26 0 InChI=1S/C21H24O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h4,6,8-9,11-14,23-24H,3,5,7,10H2,1-2H3/b6-4+ FWDXZNKYDTXGOT-GQCTYLIASA-N COc1cc(CC/C=C/C(=O)CCc2ccc(c(c2)OC)O)ccc1O NPC276466 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)Hepta-4,6-Dien-3-One (4E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one CHEMBL1088446 46881044 C21H22O5 354.15 -0.3619 3.22 3.243 1 2 75.99 12 2 26 0 InChI=1S/C21H22O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h3-6,8-9,11-14,23-24H,7,10H2,1-2H3/b5-3+,6-4+ QWMYYGNLMQEGNV-GGWOSOGESA-N COc1cc(CCC(=O)/C=C/C=C/c2ccc(c(c2)OC)O)ccc1O NPC53305 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)Heptan-3-One 1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one CHEMBL1086760 46881062 C21H26O5 358.18 -1.6696 3.22 3.435 1 2 75.99 14 2 26 0 InChI=1S/C21H26O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h8-9,11-14,23-24H,3-7,10H2,1-2H3 GEOHKKVNXDYCNZ-UHFFFAOYSA-N COc1cc(CCCCC(=O)CCc2ccc(c(c2)OC)O)ccc1O NPC201967 1,7-Bis(4-Hydroxyphenyl)-1,4,6-Heptatrien-3-One (1E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one CHEMBL469419 10447050 C19H16O3 292.11 0.0056 3.22 4.768 1 2 57.53 7 2 22 0 InChI=1S/C19H16O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-14,21-22H/b3-1+,4-2+,10-7+ PALMCMYYFAHUGA-BPTNNVFMSA-N O=C(/C=C/c1ccc(cc1)O)/C=C/C=C/c1ccc(cc1)O NPC69332 1,7-Bis(4-Hydroxyphenyl)Hepta-4E,6E-Dien-3-One (4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one CHEMBL475829 10613719 C19H18O3 294.13 -0.2583 3.22 4.553 1 2 57.53 8 2 22 0 InChI=1S/C19H18O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-6,8-9,11-14,21-22H,7,10H2/b3-1+,4-2+ QIROPQQWKBMABC-ZPUQHVIOSA-N O=C(CCc1ccc(cc1)O)/C=C/C=C/c1ccc(cc1)O NPC261573 1,7-Bis(4-Hydroxyphenyl)Heptan-3-One 1,7-bis(4-hydroxyphenyl)heptan-3-one CHEMBL1270258 14608480 C19H22O3 298.16 -1.566 3.22 4.745 1 2 57.53 10 2 22 0 InChI=1S/C19H22O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h5-6,8-9,11-14,21-22H,1-4,7,10H2 QUHYUSAHBDACNG-UHFFFAOYSA-N O=C(CCc1ccc(cc1)O)CCCCc1ccc(cc1)O NPC56332 1,7-Bis[3-Methoxy-4-Acetylphenyl]Hepta-1,6-Diene-3,5-Dione (1E,6E)-1,7-bis(4-acetyl-3-methoxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL516282 44582616 C25H24O6 420.16 -0.382 3.55 4.199 4 0 86.74 14 2 31 0 InChI=1S/C25H24O6/c1-16(26)22-11-7-18(13-24(22)30-3)5-9-20(28)15-21(29)10-6-19-8-12-23(17(2)27)25(14-19)31-4/h5-14H,15H2,1-4H3/b9-5+,10-6+ MRTGAHVLTQFFKG-NXZHAISVSA-N COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)C(=O)C)ccc1C(=O)C NPC162668 1,7-Dihydroxy-2,3-Methylenedioxyxanthone 8,11-dihydroxy-[1,3]dioxolo[4,5-b]xanthen-10-one CHEMBL2436930 5316803 C14H8O6 272.03 -1.6412 2.34 0.616 1 2 85.22 2 4 20 0 InChI=1S/C14H8O6/c15-6-1-2-8-7(3-6)12(16)11-9(20-8)4-10-14(13(11)17)19-5-18-10/h1-4,15,17H,5H2 BMRWSZGEVSNEOM-UHFFFAOYSA-N Oc1ccc2c(c1)c(=O)c1c(o2)cc2c(c1O)OCO2 NPC46941 1,7-Dihydroxy-4-Methoxyxanthone 1,7-dihydroxy-4-methoxyxanthen-9-one CHEMBL484030 5465785 C14H10O5 258.05 -1.3903 2.45 1.133 1 2 75.99 4 3 19 0 InChI=1S/C14H10O5/c1-18-11-5-3-9(16)12-13(17)8-6-7(15)2-4-10(8)19-14(11)12/h2-6,15-16H,1H3 YDZGWMWSKOGVLG-UHFFFAOYSA-N COc1ccc(c2c1oc1ccc(cc1c2=O)O)O NPC39799 1,7-Dimethylnaphthalene 1,7-dimethylnaphthalene CHEMBL373024 11326 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-6-7-11-5-3-4-10(2)12(11)8-9/h3-8H,1-2H3 SPUWFVKLHHEKGV-UHFFFAOYSA-N Cc1ccc2c(c1)c(C)ccc2 NPC151405 1,7-Diphenyl-4-En-3-Heptanone (E)-1,7-diphenylhept-4-en-3-one CHEMBL240484 5316932 C19H20O 264.15 0.5125 3.44 8.667 1 0 17.07 7 2 20 1 InChI=1S/C19H20O/c20-19(16-15-18-11-5-2-6-12-18)14-8-7-13-17-9-3-1-4-10-17/h1-6,8-12,14H,7,13,15-16H2/b14-8+ UDNMYDZHPMNIEQ-RIYZIHGNSA-N O=C(CCc1ccccc1)/C=C/CCc1ccccc1 NPC173978 1,8-Dihydroxy-3-Methyl-10H-Anthracen-9-One 1,8-dihydroxy-3-methyl-10H-anthracen-9-one CHEMBL122196 68111 C15H12O3 240.08 -0.0862 2.78 2.967 1 2 57.53 3 3 18 0 InChI=1S/C15H12O3/c1-8-5-10-7-9-3-2-4-11(16)13(9)15(18)14(10)12(17)6-8/h2-6,16-17H,7H2,1H3 ZZBWSNKBZKPGAK-UHFFFAOYSA-N Cc1cc2Cc3cccc(c3C(=O)c2c(c1)O)O NPC3224 1,8-Dihydroxy-3-Methyl-4A,9A-Dihydroanthracene-9,10-Dione 1,8-dihydroxy-3-methyl-4a,9a-dihydroanthracene-9,10-dione CHEMBL443640 24867638 C15H12O4 256.07 -0.4584 2.67 0.487 3 2 74.6 3 3 19 0 InChI=1S/C15H12O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,9,13,16-17H,1H3 RJOOIZGQOJJWMS-UHFFFAOYSA-N CC1=CC2C(C(=C1)O)C(=O)c1c(C2=O)cccc1O NPC202904 1-[(1R,2S,3S,4R)-2,3-Dimethyl-4-(2,4,5-Trimethoxyphenyl)Cyclobutyl]-2,4,5-Trimethoxybenzene 1-[(1R,2S,3S,4R)-2,3-dimethyl-4-(2,4,5-trimethoxyphenyl)cyclobutyl]-2,4,5-trimethoxybenzene CHEMBL345432 10341859 C24H32O6 416.22 -0.3058 3.44 4.504 0 0 55.38 16 3 30 0 InChI=1S/C24H32O6/c1-13-14(2)24(16-10-20(28-6)22(30-8)12-18(16)26-4)23(13)15-9-19(27-5)21(29-7)11-17(15)25-3/h9-14,23-24H,1-8H3/t13-,14-,23-,24-/m0/s1 WCERJEZPIONOJU-NHCASCSRSA-N COc1cc(OC)c(cc1[C@@H]1[C@@H](C)[C@@H]([C@H]1c1cc(OC)c(cc1OC)OC)C)OC NPC206660 1-[(2E,4E)-Tetradecadienoyl]Piperidine (2E,4E)-1-piperidin-1-yltetradeca-2,4-dien-1-one CHEMBL2442642 11130083 C19H33NO 291.26 -2.3558 3.33 6.673 2 0 20.31 12 1 21 2 InChI=1S/C19H33NO/c1-2-3-4-5-6-7-8-9-10-11-13-16-19(21)20-17-14-12-15-18-20/h10-11,13,16H,2-9,12,14-15,17-18H2,1H3/b11-10+,16-13+ ARLNCELWGQDJPO-QDTXCPDVSA-N CCCCCCCCC/C=C/C=C/C(=O)N1CCCCC1 NPC11466 1-[(2E,4E,6E)-7-(2-Thienyl)-2,4,6-Heptatrienoyl]-2,3-Dehydropiperidine (2E,4E,6E)-1-(3,4-dihydro-2H-pyridin-1-yl)-7-thiophen-2-ylhepta-2,4,6-trien-1-one CHEMBL2442638 73346583 C16H17NOS 271.1 1.1785 2.89 3.603 2 0 48.55 5 2 19 0 InChI=1S/C16H17NOS/c18-16(17-12-6-3-7-13-17)11-5-2-1-4-9-15-10-8-14-19-15/h1-2,4-6,8-12,14H,3,7,13H2/b2-1+,9-4+,11-5+ PQZFVGYQXOZIIR-DEVQJBAHSA-N O=C(N1CCCC=C1)/C=C/C=C/C=C/c1cccs1 NPC120203 1-[(2E,4E,6E)-7-(2-Thienyl)-2,4,6-Heptatrienoyl]Piperidine (2E,4E,6E)-1-piperidin-1-yl-7-thiophen-2-ylhepta-2,4,6-trien-1-one CHEMBL2442637 11821786 C16H19NOS 273.12 0.4117 2.89 3.723 2 0 48.55 5 2 19 0 InChI=1S/C16H19NOS/c18-16(17-12-6-3-7-13-17)11-5-2-1-4-9-15-10-8-14-19-15/h1-2,4-5,8-11,14H,3,6-7,12-13H2/b2-1+,9-4+,11-5+ IOXFTHWVGPAEOG-DEVQJBAHSA-N O=C(N1CCCCC1)/C=C/C=C/C=C/c1cccs1 NPC42477 1-[(2E,4E,8Z)-Tetradecatrienoyl]Piperidine (2E,4E,8Z)-1-piperidin-1-yltetradeca-2,4,8-trien-1-one CHEMBL2442643 11173777 C19H31NO 289.24 -0.2248 3.33 6.157 2 0 20.31 11 1 21 1 InChI=1S/C19H31NO/c1-2-3-4-5-6-7-8-9-10-11-13-16-19(21)20-17-14-12-15-18-20/h6-7,10-11,13,16H,2-5,8-9,12,14-15,17-18H2,1H3/b7-6-,11-10+,16-13+ DHGGORSOUREXQR-INAOPUJYSA-N CCCCC/C=C\CC/C=C/C=C/C(=O)N1CCCCC1 NPC28641 1-[(8E)-9-(3,4-Methylenedioxyphenyl)-8-Nonenoyl]Pyrrolidine (E)-9-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylnon-8-en-1-one CHEMBL1669577 21580214 C20H27NO3 329.2 -1.8841 3.22 5.124 2 0 38.77 9 3 24 1 InChI=1S/C20H27NO3/c22-20(21-13-7-8-14-21)10-6-4-2-1-3-5-9-17-11-12-18-19(15-17)24-16-23-18/h5,9,11-12,15H,1-4,6-8,10,13-14,16H2/b9-5+ VBHDFZGBKBFFDM-WEVVVXLNSA-N O=C(N1CCCC1)CCCCCC/C=C/c1ccc2c(c1)OCO2 NPC41567 1-[2-Hydroxy-4-(Hydroxymethyl)Phenyl]Ethanone 1-[2-hydroxy-4-(hydroxymethyl)phenyl]ethanone CHEMBL1795999 56663527 C9H10O3 166.06 -1.1629 2.12 0.744 2 2 57.53 5 1 12 0 InChI=1S/C9H10O3/c1-6(11)8-3-2-7(5-10)4-9(8)12/h2-4,10,12H,5H2,1H3 CEKCNQSWPNISHG-UHFFFAOYSA-N OCc1ccc(c(c1)O)C(=O)C NPC471473 1-[5-(2-Methoxy-4,4-Dihydroxydihydrochalconyl)]-1-(4-Hydroxyphenyl)-3-(2-Methoxy-4-Hydroxyphenyl)Propane 3-[4-hydroxy-5-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-2-methoxyphenyl]-1-(4-hydroxyphenyl)propan-1-one CHEMBL251977 44445075 C32H32O7 528.21 -1.9243 4.21 5.63 1 4 116.45 17 4 39 2 InChI=1S/C32H32O7/c1-38-31-18-26(35)14-7-22(31)8-15-27(20-3-10-24(33)11-4-20)28-17-23(32(39-2)19-30(28)37)9-16-29(36)21-5-12-25(34)13-6-21/h3-7,10-14,17-19,27,33-35,37H,8-9,15-16H2,1-2H3 KJDKNNNKRLAENJ-UHFFFAOYSA-N COc1cc(O)c(cc1CCC(=O)c1ccc(cc1)O)C(c1ccc(cc1)O)CCc1ccc(cc1OC)O NPC471675 1-[5-Hydroxy-8-(2-Hydroxypropan-2-Yl)-2,2-Dimethyl-8,9-Dihydrofuro[2,3-H]Chromen-6-Yl]-3-(4-Methoxyphenyl)Propan-1-One 1-[5-hydroxy-8-(2-hydroxypropan-2-yl)-2,2-dimethyl-8,9-dihydrofuro[2,3-h]chromen-6-yl]-3-(4-methoxyphenyl)propan-1-one CHEMBL3103544 73669806 C26H30O6 438.2 0.2208 3.66 4.029 2 2 85.22 13 4 32 0 InChI=1S/C26H30O6/c1-25(2)13-12-17-22(28)21(19(27)11-8-15-6-9-16(30-5)10-7-15)24-18(23(17)32-25)14-20(31-24)26(3,4)29/h6-7,9-10,12-13,20,28-29H,8,11,14H2,1-5H3 ICFJHRYTUSANOL-UHFFFAOYSA-N COc1ccc(cc1)CCC(=O)c1c2OC(Cc2c2c(c1O)C=CC(O2)(C)C)C(O)(C)C NPC471682 10-(Chrysophanol-7'-Yl)-10-Hydroxychrysophanol-9-Anthrone 1,8-dihydroxy-6-methyl-2-(4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl)anthracene-9,10-dione CHEMBL3104732 14584824 C30H20O8 508.12 -2.0938 3.88 2.404 4 5 152.36 8 6 38 0 InChI=1S/C30H20O8/c1-12-8-15-22(20(32)10-12)28(36)23-14(26(15)34)6-7-17(27(23)35)30(38)16-4-3-5-19(31)24(16)29(37)25-18(30)9-13(2)11-21(25)33/h3-11,31-33,35,38H,1-2H3 KSTMMFCURGNHNW-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(cc1)C1(O)c2cccc(c2C(=O)c2c1cc(C)cc2O)O NPC327070 10-Acetoxy-8-Hydroxy-9-O-Angeloylthmol [3-acetyloxy-2-hydroxy-2-(2-hydroxy-4-methylphenyl)propyl] (Z)-2-methylbut-2-enoate CHEMBL1795997 11110063 C17H22O6 322.14 0.6411 2.67 2.866 5 2 93.06 14 1 23 0 InChI=1S/C17H22O6/c1-5-12(3)16(20)23-10-17(21,9-22-13(4)18)14-7-6-11(2)8-15(14)19/h5-8,19,21H,9-10H2,1-4H3/b12-5- QFYNDCRFXVUINR-XGICHPGQSA-N C/C=C(\C(=O)OCC(c1ccc(cc1O)C)(COC(=O)C)O)/C NPC151093 10-Acetoxyvaltrathydrin [(1S,6S,7R,7aS)-4,7-bis(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate CHEMBL560641 45267117 C24H34O10 482.22 -0.2062 3 2.778 10 1 134.66 21 2 34 1 InChI=1S/C24H34O10/c1-13(2)7-20(27)33-19-9-18-17(10-30-15(5)25)11-31-23(34-21(28)8-14(3)4)22(18)24(19,29)12-32-16(6)26/h9,11,13-14,19,22-23,29H,7-8,10,12H2,1-6H3/t19-,22+,23-,24+/m0/s1 UPWQTFMGRAGKCN-GMHONNGPSA-N CC(=O)OC[C@@]1(O)[C@@H](OC(=O)CC(C)C)C=C2[C@@H]1[C@@H](OC=C2COC(=O)C)OC(=O)CC(C)C NPC135776 10Alpha-Hydroxy-3-Oxo-1,7Alphah,6Betah-Guaia-4,11-Dien-6,12-Olide (3aS,6R,6aR,9bS)-6-hydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-2,8-dione CHEMBL463602 11076242 C15H18O4 262.12 0.7251 2.67 0.159 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h9-10,13,18H,1,4-6H2,2-3H3/t9-,10+,13-,15+/m0/s1 FAESSFVRXUTLPW-FMRSBHEDSA-N CC1=C2[C@H]3OC(=O)C(=C)[C@@H]3CC[C@@]([C@@H]2CC1=O)(C)O NPC471754 10-Deacetyltaxayunnanine A CHEMBL311365 9875716 C44H55NO13 805.37 -2.7802 4.76 5.539 14 5 218.71 26 6 58 3 InChI=1S/C44H55NO13/c1-7-8-11-20-31(48)45-33(26-16-12-9-13-17-26)35(50)40(53)56-28-22-44(54)38(57-39(52)27-18-14-10-15-19-27)36-42(6,37(51)34(49)32(24(28)2)41(44,4)5)29(47)21-30-43(36,23-55-30)58-25(3)46/h9-10,12-19,28-30,33-36,38,47,49-50,54H,7-8,11,20-23H2,1-6H3,(H,45,48)/t28-,29-,30+,33-,34+,35+,36-,38-,42+,43-,44+/m0/s1 OUZGCGZMZBOCBH-MNLIZOKASA-N CCCCCC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)O)C)O)OC(=O)C)O)c1ccccc1)O NPC278308 10-Gingerol (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one CHEMBL549472 168115 C21H34O4 350.25 -3.4073 3.33 5.163 2 2 66.76 18 1 25 2 InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1 AIULWNKTYPZYAN-SFHVURJKSA-N CCCCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O NPC476041 10'-Hydroxyusambarensine 1-[[(2R,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]methyl]-9H-pyrido[3,4-b]indol-6-ol CHEMBL523176 44566377 C29H28N4O 448.23 -0.3359 4.1 4.608 4 3 67.94 4 7 34 0 InChI=1S/C29H28N4O/c1-2-17-16-33-12-10-22-20-5-3-4-6-24(20)32-29(22)27(33)14-18(17)13-26-28-21(9-11-30-26)23-15-19(34)7-8-25(23)31-28/h2-9,11,15,18,27,31-32,34H,10,12-14,16H2,1H3/b17-2+/t18-,27-/m0/s1 UXVNNVWPICKMTE-WRLCUUPGSA-N C/C=C/1\CN2CCc3c([C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1c2cc(cc1)O)[nH]c1c3cccc1 NPC312404 10-Shogaol (E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one CHEMBL24226 6442612 C21H32O3 332.24 -2.0267 3.44 6.501 1 1 46.53 16 1 24 2 InChI=1S/C21H32O3/c1-3-4-5-6-7-8-9-10-11-12-19(22)15-13-18-14-16-20(23)21(17-18)24-2/h11-12,14,16-17,23H,3-10,13,15H2,1-2H3/b12-11+ FADFGCOCHHNRHF-VAWYXSNFSA-N CCCCCCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC32467 10Z,13Z-Nonadecadienoic Acid (10Z,13Z)-nonadeca-10,13-dienoic acid CHEMBL1917277 5282804 C19H34O2 294.26 -1.2365 3.33 8.434 2 1 37.3 17 0 21 2 InChI=1S/C19H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h6-7,9-10H,2-5,8,11-18H2,1H3,(H,20,21)/b7-6-,10-9- FLYBGKXSHCVONZ-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCCCCCCC(=O)O NPC202866 11,19-Dideoxyfistularin-3 (5S,6R)-7,9-dibromo-N-[3-[2,6-dibromo-4-[2-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]ethyl]phenoxy]propyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide CHEMBL509471 44587506 C31H30Br6N4O9 1075.71 1.0001 2.78 5.373 8 4 169.53 24 5 50 2 InChI=1S/C31H30Br6N4O9/c1-46-24-17(34)10-30(26(42)21(24)36)12-19(40-49-30)28(44)38-5-3-7-48-23-15(32)8-14(9-16(23)33)4-6-39-29(45)20-13-31(50-41-20)11-18(35)25(47-2)22(37)27(31)43/h8-11,26-27,42-43H,3-7,12-13H2,1-2H3,(H,38,44)(H,39,45)/t26-,27-,30+,31+/m0/s1 SYYVXQOWLOEXDU-TUXGATLDSA-N COC1=C(Br)[C@@H]([C@]2(C=C1Br)ON=C(C2)C(=O)NCCCOc1c(Br)cc(cc1Br)CCNC(=O)C1=NO[C@@]2(C1)C=C(Br)C(=C([C@@H]2O)Br)OC)O NPC179922 11Beta,13-Dihydrocarpesiolin (1R,3aS,5R,5aS,8aR,9S,9aS)-9-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,7-b]furan-2,8-dione CHEMBL1911135 54671717 C15H22O4 266.15 -0.01 2.67 0.851 4 1 63.6 4 3 19 0 InChI=1S/C15H22O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h7-10,12-13,17H,4-6H2,1-3H3/t7-,8-,9+,10+,12-,13+,15+/m1/s1 LWZYMGJOEZRREO-WGOPJJQISA-N C[C@H]1C(=O)O[C@@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)CC[C@H]1[C@@H](C2)C NPC307426 11-Deoxyglycyrrhetinic Acid (2S,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid CHEMBL487933 12305517 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,26+,27-,28-,29+,30+/m0/s1 JZFSMVXQUWRSIW-BTJIZOSBSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C NPC148523 11-Keto Boswellic Acid (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid CHEMBL437964 9847548 C30H46O4 470.34 1.0371 4.32 8.131 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-17-8-11-26(3)14-15-28(5)19(23(26)18(17)2)16-20(31)24-27(4)12-10-22(32)30(7,25(33)34)21(27)9-13-29(24,28)6/h16-18,21-24,32H,8-15H2,1-7H3,(H,33,34)/t17-,18+,21-,22-,23+,24-,26-,27+,28-,29-,30-/m1/s1 YIMHGPSYDOGBPI-YZCVQEKWSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC(=O)[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@H]([C@]1(C)C(=O)O)O)C NPC24627 11-O-Galloylbergenin [(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-9-methoxy-6-oxo-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1808739 56680102 C21H20O13 480.09 -3.8506 2.34 -1.628 7 7 212.67 13 4 34 1 InChI=1S/C21H20O13/c1-31-17-10(24)4-7-12(15(17)27)18-19(34-21(7)30)16(28)14(26)11(33-18)5-32-20(29)6-2-8(22)13(25)9(23)3-6/h2-4,11,14,16,18-19,22-28H,5H2,1H3/t11-,14-,16+,18+,19-/m1/s1 CDRRULDABVKKHU-YQBPHPIXSA-N COc1c(O)cc2c(c1O)[C@@H]1O[C@H](COC(=O)c3cc(O)c(c(c3)O)O)[C@H]([C@@H]([C@H]1OC2=O)O)O NPC196471 12Beta-Hydroxycoroglaucigenin 3-[(3S,5S,8R,9S,10R,12R,13S,14S,17R)-3,12,14-trihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL522203 11876182 C23H34O6 406.24 -1.6963 3.33 0.89 6 4 107.22 7 5 29 0 InChI=1S/C23H34O6/c1-21-16(13-8-20(27)29-11-13)5-7-23(21,28)17-3-2-14-9-15(25)4-6-22(14,12-24)18(17)10-19(21)26/h8,14-19,24-26,28H,2-7,9-12H2,1H3/t14-,15-,16+,17+,18-,19+,21-,22+,23-/m0/s1 HTBPPXIZDUWCFX-HGSYIYTCSA-N OC[C@]12CC[C@@H](C[C@@H]1CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O NPC474013 12-Deoxy-Sucutinirane A [(4aS,5S,6aS,7R,10aR,11aS,11bR)-4,4,7,11b-tetramethyl-9-oxo-2,3,4a,5,6,6a,7,10a,11,11a-decahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] acetate CHEMBL458318 44561378 C22H32O4 360.23 1.0889 3.44 5.463 4 0 52.6 7 4 26 1 InChI=1S/C22H32O4/c1-12-14-9-18(25-13(2)23)20-21(3,4)7-6-8-22(20,5)16(14)11-17-15(12)10-19(24)26-17/h10,12,14,16-18,20H,6-9,11H2,1-5H3/t12-,14+,16+,17-,18+,20+,22-/m1/s1 AXXGVIAGQXWYPN-DMWQAZAYSA-N CC(=O)O[C@H]1C[C@H]2[C@@H](C)C3=CC(=O)O[C@@H]3C[C@@H]2[C@@]2([C@@H]1C(C)(C)CCC2)C NPC49994 12-Deoxytanshinquinone B 8-methyl-2-propan-2-ylphenanthrene-1,4-dione CHEMBL227129 15484930 C18H16O2 264.12 0.8528 3.22 5.308 2 0 34.14 4 3 20 1 InChI=1S/C18H16O2/c1-10(2)15-9-16(19)17-13-6-4-5-11(3)12(13)7-8-14(17)18(15)20/h4-10H,1-3H3 XFSVVSSHBNDWTE-UHFFFAOYSA-N CC(C1=CC(=O)c2c(C1=O)ccc1c2cccc1C)C NPC110496 12-Epi-O-Deacetyl-19-Deoxyscalarin (5aS,5bR,7aS,11aS,11bR,13R,13aS,13bR)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-3-one CHEMBL250263 10572244 C25H38O3 386.28 1.4586 3.88 7.564 3 1 46.53 6 5 28 1 InChI=1S/C25H38O3/c1-22(2)10-6-11-23(3)17(22)9-12-24(4)18-8-7-15-16(14-28-21(15)27)25(18,5)20(26)13-19(23)24/h7,16-20,26H,6,8-14H2,1-5H3/t16-,17-,18-,19+,20+,23-,24-,25+/m0/s1 XJAQPGLKAWWKLX-JBPGZYRBSA-N O=C1OC[C@H]2C1=CC[C@@H]1[C@]2(C)[C@H](O)C[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC309169 12-Hydroxy-11-Methoxyabieta-8,11,13-Trien-7-One (4aS,10aS)-6-hydroxy-5-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL1813346 56683169 C21H30O3 330.22 0.7241 3.44 5.639 1 1 46.53 9 3 24 1 InChI=1S/C21H30O3/c1-12(2)13-10-14-15(22)11-16-20(3,4)8-7-9-21(16,5)17(14)19(24-6)18(13)23/h10,12,16,23H,7-9,11H2,1-6H3/t16-,21-/m0/s1 HOQDFKUSWWBYGK-KKSFZXQISA-N COc1c(O)c(cc2c1[C@@]1(C)CCCC([C@@H]1CC2=O)(C)C)C(C)C NPC7232 12-Hydroxychiloscyphone 1-[(1S,7S,7aS)-7,7a-dimethyl-1,2,3,5,6,7-hexahydroinden-1-yl]-2-(hydroxymethyl)prop-2-en-1-one CHEMBL458849 10243131 C15H22O2 234.16 1.1617 2.89 2.625 2 1 37.3 6 2 17 0 InChI=1S/C15H22O2/c1-10(9-16)14(17)13-8-7-12-6-4-5-11(2)15(12,13)3/h6,11,13,16H,1,4-5,7-9H2,2-3H3/t11-,13+,15+/m0/s1 NEUJHRQRRDXWQD-NJZAAPMLSA-N C[C@@]12[C@H](CCC2=CCC[C@@H]1C)C(=O)C(=C)CO NPC58752 12-Methoxycarnosic Acid (4aR,10aS)-5-hydroxy-6-methoxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid CHEMBL1096627 9974918 C21H30O4 346.21 0.3893 3.33 5.273 2 2 66.76 10 3 25 1 InChI=1S/C21H30O4/c1-12(2)14-11-13-7-8-15-20(3,4)9-6-10-21(15,19(23)24)16(13)17(22)18(14)25-5/h11-12,15,22H,6-10H2,1-5H3,(H,23,24)/t15-,21+/m0/s1 QQNSARJGBPMQDI-YCRPNKLZSA-N COc1c(O)c2c(cc1C(C)C)CC[C@@H]1[C@@]2(CCCC1(C)C)C(=O)O NPC304832 12-O-Acetylpseurata B CHEMBL550304 44179018 C22H32O6 392.22 -0.8813 3.22 1.04 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-17-12(28-11(2)23)8-14-21(5)7-6-15(24)20(3,4)13(21)9-16(25)22(14,18(10)26)19(17)27/h12-17,19,24-25,27H,1,6-9H2,2-5H3/t12-,13+,14-,15+,16+,17+,19+,21+,22-/m0/s1 ZQERZRVPBSVQTR-XTZNAQLUSA-N CC(=O)O[C@H]1C[C@H]2[C@]3(C)CC[C@H](C([C@H]3C[C@H]([C@]32[C@@H]([C@@H]1C(=C)C3=O)O)O)(C)C)O NPC44830 12-Phenyldodecanoic Acid 12-phenyldodecanoic acid CHEMBL1567811 151922 C18H28O2 276.21 -2.7346 3.22 8.77 2 1 37.3 13 1 20 2 InChI=1S/C18H28O2/c19-18(20)16-12-7-5-3-1-2-4-6-9-13-17-14-10-8-11-15-17/h8,10-11,14-15H,1-7,9,12-13,16H2,(H,19,20) IXEHFJJSVBVZHI-UHFFFAOYSA-N OC(=O)CCCCCCCCCCCc1ccccc1 NPC77001 12R,13R-Hydroxyandrographilide (3R,4S)-3-[(1R)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one CHEMBL467946 24879277 C20H32O6 368.22 -1.0625 3 2.381 6 4 107.22 10 3 26 0 InChI=1S/C20H32O6/c1-11-4-5-15-19(2,7-6-16(24)20(15,3)10-21)12(11)8-13(22)17-14(23)9-26-18(17)25/h12-17,21-24H,1,4-10H2,2-3H3/t12-,13-,14-,15+,16-,17-,19+,20+/m1/s1 NLYQWYLWLQBMPF-OECGOHCASA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C[C@H]([C@@H]1[C@H](O)COC1=O)O)C NPC253618 12S,13S-Hydroxyandrographilide (3S,4S)-3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one CHEMBL467963 24879274 C20H32O6 368.22 -1.0625 3 2.381 6 4 107.22 10 3 26 0 InChI=1S/C20H32O6/c1-11-4-5-15-19(2,7-6-16(24)20(15,3)10-21)12(11)8-13(22)17-14(23)9-26-18(17)25/h12-17,21-24H,1,4-10H2,2-3H3/t12-,13+,14-,15+,16-,17+,19+,20+/m1/s1 NLYQWYLWLQBMPF-AWAUATEUSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C[C@@H]([C@H]1[C@H](O)COC1=O)O)C NPC174560 13-(Cyclopent-2-Enyl)Tridecanoic Acid 13-cyclopent-2-en-1-yltridecanoic acid CHEMBL1649743 72853 C18H32O2 280.24 -2.1565 3.22 7.787 2 1 37.3 14 1 20 2 InChI=1S/C18H32O2/c19-18(20)16-10-8-6-4-2-1-3-5-7-9-13-17-14-11-12-15-17/h11,14,17H,1-10,12-13,15-16H2,(H,19,20) XMVQWNRDPAAMJB-UHFFFAOYSA-N OC(=O)CCCCCCCCCCCCC1C=CCC1 NPC195954 14(17)-Dehydrocaesalpin F [(1R,2S,3S,4aR,6aR,11aS,11bS)-1,3-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-2-yl] acetate CHEMBL517030 44584000 C26H34O8 474.23 0.9092 3.44 3.414 7 1 112.27 13 4 34 0 InChI=1S/C26H34O8/c1-13-17-8-10-26(30)24(5,6)22(33-15(3)28)21(32-14(2)27)23(34-16(4)29)25(26,7)19(17)12-20-18(13)9-11-31-20/h9,11,17,19,21-23,30H,1,8,10,12H2,2-7H3/t17-,19-,21-,22+,23-,25-,26+/m0/s1 PPFRBUXKYCVYTK-GIPIGPSXSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@@H](OC(=O)C)C([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=C)[C@@H]1CC2)O)(C)C NPC207757 14-(R)-2-Hydroxyl-3,9,10-Trimethoxytetrahyrdooxyprotoberberine (13aR)-3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol CHEMBL2334892 71261649 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m1/s1 KDFKJOFJHSVROC-MRXNPFEDSA-N COc1cc2CCN3[C@@H](c2cc1O)Cc1c(C3)c(OC)c(cc1)OC NPC54379 14-(S)-2-Hydroxyl-3,9,10-Trimethoxytetrahyrdooxyprotoberberine (13aS)-3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol CHEMBL2334891 440229 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1 KDFKJOFJHSVROC-INIZCTEOSA-N COc1cc2CCN3[C@H](c2cc1O)Cc1c(C3)c(OC)c(cc1)OC NPC469330 1400W N'-[[3-(aminomethyl)phenyl]methyl]ethanimidamide CHEMBL107251 1433 C10H15N3 177.13 -1.1934 2.23 1.777 3 3 61.9 6 1 13 0 InChI=1S/C10H15N3/c1-8(12)13-7-10-4-2-3-9(5-10)6-11/h2-5H,6-7,11H2,1H3,(H2,12,13) RODUKNYOEVZQPR-UHFFFAOYSA-N NCc1cccc(c1)CNC(=N)C NPC73911 14-Acetylandrographolide [(3S,4E)-4-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] acetate CHEMBL2436069 73353957 C22H32O6 392.22 0.051 3.22 3.653 6 2 93.06 10 3 28 0 InChI=1S/C22H32O6/c1-13-5-8-18-21(3,10-9-19(25)22(18,4)12-23)16(13)7-6-15-17(28-14(2)24)11-27-20(15)26/h6,16-19,23,25H,1,5,7-12H2,2-4H3/b15-6+/t16-,17-,18+,19-,21+,22+/m1/s1 BIBPDMPNXWHNPK-QJAZYMEMSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C/1\[C@@H](COC1=O)OC(=O)C)C NPC329911 14Alpha-Hydroxyisocrebrine N-Oxide (13aS,14S)-3,4,6,7-tetramethoxy-10-oxido-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizin-10-ium-14-ol CHEMBL1092162 15768065 C24H27NO6 425.18 3.33 5 1 74.22 9 5 31 0 InChI=1S/C24H27NO6/c1-28-18-8-7-13-21-16(12-25(27)9-5-6-17(25)23(21)26)14-10-19(29-2)20(30-3)11-15(14)22(13)24(18)31-4/h7-8,10-11,17,23,26H,5-6,9,12H2,1-4H3/t17-,23+,25?/m0/s1 MSEYHQHYVWQFRE-ACYOWCCNSA-N COc1cc2c(cc1OC)c1CN3(=O)CCC[C@H]3[C@H](c1c1c2c(OC)c(OC)cc1)O NPC289086 14-Deoxy-11,12-Didehydro-3,19-Dinicotinate-15-(2,8-Dimethanyl-2,7-Octanedieneylidene)-Andrographolide [(1R,2R,4aR,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[(E)-2-[(5E)-5-[(2E,7E)-2-methylnona-2,7-dienylidene]-2-oxofuran-3-yl]ethenyl]-2-(pyridine-3-carbonyloxy)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl pyridine-3-carboxylate CHEMBL396677 44437487 C42H48N2O6 676.35 3.5099 5.2 10.415 8 0 104.68 18 5 50 2 InChI=1S/C42H48N2O6/c1-6-7-8-9-10-13-29(2)24-34-25-31(39(46)49-34)17-18-35-30(3)16-19-36-41(35,4)21-20-37(50-40(47)33-15-12-23-44-27-33)42(36,5)28-48-38(45)32-14-11-22-43-26-32/h6-7,11-15,17-18,22-27,35-37H,3,8-10,16,19-21,28H2,1-2,4-5H3/b7-6+,18-17+,29-13+,34-24+/t35-,36+,37-,41+,42+/m1/s1 FGJYTYSOHPJTRK-SSGBKKNDSA-N C/C=C/CCC/C=C(/C=C/1\C=C(C(=O)O1)/C=C/[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@H]([C@@]2(C)COC(=O)c1cccnc1)OC(=O)c1cccnc1)\C NPC230811 14-Deoxycoleon U (4aR)-5,6,10-trihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one CHEMBL488040 10735190 C20H26O4 330.18 0.1208 3.22 4.625 2 3 77.76 9 3 24 0 InChI=1S/C20H26O4/c1-10(2)11-9-12-13(16(23)14(11)21)20(5)8-6-7-19(3,4)18(20)17(24)15(12)22/h9-10,21,23-24H,6-8H2,1-5H3/t20-/m1/s1 QDFALZMZLBCVCD-HXUWFJFHSA-N OC1=C2C(C)(C)CCC[C@@]2(c2c(C1=O)cc(C(C)C)c(c2O)O)C NPC42586 16Alpha-Hydroxycleroda-3,13-Dien-15-16-Olide (2S)-3-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2-hydroxy-2H-furan-5-one CHEMBL486985 44224156 C20H30O3 318.22 2.1614 3.33 6.049 3 1 46.53 8 3 23 1 InChI=1S/C20H30O3/c1-13-6-5-7-16-19(13,3)10-8-14(2)20(16,4)11-9-15-12-17(21)23-18(15)22/h6,12,14,16,18,22H,5,7-11H2,1-4H3/t14-,16+,18+,19+,20+/m1/s1 LVSCWEDTMWAASP-KXAOQFNBSA-N O=C1O[C@@H](C(=C1)CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CCC=C2C)C)O NPC121984 16-Hydroxy-11-Oxocass-12,14-Diene (4aS,4bS,8aS,10aR)-2-(2-hydroxyethyl)-4b,8,8-trimethyl-1-methylidene-4a,5,6,7,8a,9,10,10a-octahydrophenanthren-4-one CHEMBL2381686 71615305 C20H30O2 302.22 1.445 3.44 5.23 2 1 37.3 6 3 22 1 InChI=1S/C20H30O2/c1-13-14(8-11-21)12-16(22)18-15(13)6-7-17-19(2,3)9-5-10-20(17,18)4/h12,15,17-18,21H,1,5-11H2,2-4H3/t15-,17-,18+,20-/m0/s1 SPVICFWCEKFWAW-BOLBYERCSA-N OCCC1=CC(=O)[C@H]2[C@H](C1=C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC2482 16-Hydroxy-11-Oxocass-12-Ene (1R,4aS,4bS,8aS,10aS)-2-(2-hydroxyethyl)-1,4b,8,8-tetramethyl-4a,5,6,7,8a,9,10,10a-octahydro-1H-phenanthren-4-one CHEMBL2381687 71615306 C20H32O2 304.24 0.7947 3.44 5.415 2 1 37.3 7 3 22 1 InChI=1S/C20H32O2/c1-13-14(8-11-21)12-16(22)18-15(13)6-7-17-19(2,3)9-5-10-20(17,18)4/h12-13,15,17-18,21H,5-11H2,1-4H3/t13-,15-,17-,18+,20-/m0/s1 BTSFFSVCCBVQFJ-REDDJGESSA-N OCCC1=CC(=O)[C@H]2[C@H]([C@H]1C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC471086 16-Hydroxystemofoline CHEMBL2368528 73348356 C22H31NO6 405.22 -2.84 3.11 2.378 7 1 77.46 10 5 29 0 InChI=1S/C22H31NO6/c1-4-5-7-21-14-6-8-23(21)13-9-15(21)28-22(14)16(13)11(2)17(29-22)19-18(26-3)12(10-24)20(25)27-19/h11,13-17,19,24H,4-10H2,1-3H3/t11-,13-,14+,15-,16+,17?,19?,21+,22+/m0/s1 JKKBPOIOBQBDAG-PLLHREKUSA-N CCCC[C@@]12[C@@H]3C[C@@H]4N1CC[C@H]2[C@]1(O3)[C@@H]4[C@@H](C(O1)C1OC(=O)C(=C1OC)CO)C NPC471152 16-O-Caffeoyl-11-Oxocassa-12,14-Diene 2-[(4aS,4bS,8aS,10aR)-4b,8,8-trimethyl-1-methylidene-4-oxo-4a,5,6,7,8a,9,10,10a-octahydrophenanthren-2-yl]ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL2381685 71615304 C29H36O5 464.26 1.2547 4.1 7.191 3 2 83.83 11 4 34 1 InChI=1S/C29H36O5/c1-18-20(12-15-34-26(33)11-7-19-6-9-22(30)23(31)16-19)17-24(32)27-21(18)8-10-25-28(2,3)13-5-14-29(25,27)4/h6-7,9,11,16-17,21,25,27,30-31H,1,5,8,10,12-15H2,2-4H3/b11-7+/t21-,25-,27+,29-/m0/s1 NUXCVQJWVRCNMX-CYELNHJYSA-N O=C(/C=C/c1ccc(c(c1)O)O)OCCC1=CC(=O)[C@H]2[C@H](C1=C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC318067 16-O-Oleoyl Danshenxinkun A CHEMBL473262 NA C36H48O5 560.35 -2.2255 4.87 13.114 5 1 80.67 23 3 41 2 InChI=1S/C36H48O5/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-31(37)41-25-27(3)32-34(38)30-24-23-28-26(2)20-19-21-29(28)33(30)36(40)35(32)39/h11-12,19-21,23-24,27,39H,4-10,13-18,22,25H2,1-3H3/b12-11- CKCNLHQWTDJDRS-QXMHVHEDSA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C1=C(O)C(=O)c2c(C1=O)ccc1c2cccc1C)C NPC19907 16-Oxo-Cleroda-3,13-Dien-15-Oic Acid (E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpent-2-enoic acid CHEMBL1079774 38355304 C20H30O3 318.22 2.1484 3.33 6.205 3 1 54.37 10 2 23 1 InChI=1S/C20H30O3/c1-14-6-5-7-17-19(14,3)10-8-15(2)20(17,4)11-9-16(13-21)12-18(22)23/h6,12-13,15,17H,5,7-11H2,1-4H3,(H,22,23)/b16-12+/t15-,17+,19+,20+/m1/s1 LUZARHTWSOXFLP-HEZUFYQYSA-N O=C/C(=C/C(=O)O)/CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CCC=C2C)C NPC307965 17-[(E)-5,6-Dimethylhept-3-En-2-Yl]-10,13-Dimethyl-2,3,4,9,11,12,14,15,16,17-Decahydro-1H-Cyclopenta[A]Phenanthren-3-Ol 17-[(E)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL1512075 5319551 C28H44O 396.34 2.2555 4.43 9.499 1 1 20.23 11 4 29 1 InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+ DNVPQKQSNYMLRS-BQYQJAHWSA-N OC1CCC2(C(=CC=C3C2CCC2(C3CCC2C(/C=C/C(C(C)C)C)C)C)C1)C NPC322753 17-Deoxoestrone (8S,9S,13S,14S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol CHEMBL261406 5888 C18H24O 256.18 0.1032 3.33 7.153 0 1 20.23 2 4 19 1 InChI=1S/C18H24O/c1-18-9-2-3-17(18)16-6-4-12-11-13(19)5-7-14(12)15(16)8-10-18/h5,7,11,15-17,19H,2-4,6,8-10H2,1H3/t15-,16-,17+,18+/m1/s1 HJKVPZJVBHWFCQ-BDXSIMOUSA-N Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2)C NPC663 17-Epi-17-Hydroxyazadiradione [(5R,7R,8R,9R,10R,13R,17R)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774393 52951894 C28H34O6 466.24 1.0107 3.88 2.32 5 1 93.81 10 5 34 0 InChI=1S/C28H34O6/c1-16(29)34-23-14-19-24(2,3)21(30)8-10-25(19,4)18-7-11-26(5)20(27(18,23)6)13-22(31)28(26,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23-,25-,26-,27-,28-/m1/s1 QXKHBVSTPRHRQV-CMBOGFGBSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@]([C@@]1(CC3)C)(O)c1ccoc1)(C)C=CC(=O)C2(C)C NPC238843 17-Epiazadiradione [(5R,7R,8R,9R,10R,13S,17S)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774392 12308716 C28H34O5 450.24 1.6112 3.99 3.26 4 0 73.58 9 5 33 0 InChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24+,26-,27-,28-/m1/s1 KWAMDQVQFVBEAU-ZRCRZKIJSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@@H]([C@@]1(CC3)C)c1ccoc1)(C)C=CC(=O)C2(C)C NPC329043 17-Hydroxy-10,13-Dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[A]Phenanthren-3-One 17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL268313 5408 C19H28O2 288.21 0.2615 3.33 3.635 2 1 37.3 3 4 21 0 InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3 MUMGGOZAMZWBJJ-UHFFFAOYSA-N O=C1CCC2(C(=C1)CCC1C2CCC2(C1CCC2O)C)C NPC224394 17-Hydroxyazadiradione [(5R,7R,8R,9R,10R,13R,17S)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774390 52951892 C28H34O6 466.24 1.0107 3.88 2.32 5 1 93.81 10 5 34 0 InChI=1S/C28H34O6/c1-16(29)34-23-14-19-24(2,3)21(30)8-10-25(19,4)18-7-11-26(5)20(27(18,23)6)13-22(31)28(26,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23-,25-,26-,27-,28+/m1/s1 QXKHBVSTPRHRQV-CWUDDJIGSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@@]([C@@]1(CC3)C)(O)c1ccoc1)(C)C=CC(=O)C2(C)C NPC300121 17-Hydroxyheptadeca-5,7,9-Trien-11,13-Diyn-4-One (5E,7E,9E)-17-hydroxyheptadeca-5,7,9-trien-11,13-diyn-4-one CHEMBL421759 10824982 C17H20O2 256.15 1.3375 3.11 3.466 2 1 37.3 9 0 19 0 InChI=1S/C17H20O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,18H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+ APVCOKXFZCKIQG-YNQQSWPQSA-N CCCC(=O)/C=C/C=C/C=C/C#CC#CCCCO NPC284224 17-Hydroxy-Heptadeca-7,9-Diene-11,13-Diyn-4-One (7E,9E)-17-hydroxyheptadeca-7,9-dien-11,13-diyn-4-one CHEMBL342676 44359771 C17H22O2 258.16 1.2668 3.11 3.508 2 1 37.3 10 0 19 0 InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,18H,2,11-16H2,1H3/b6-4+,10-8+ LNUGFLAFCOXHNN-ONNLMXTPSA-N CCCC(=O)CC/C=C/C=C/C#CC#CCCCO NPC476189 17-Methoxydihydropseurata C CHEMBL552194 45269923 C23H36O7 424.25 -1.7989 3.22 0.81 7 3 113.29 12 4 30 0 InChI=1S/C23H36O7/c1-11(24)30-17-6-7-22(4)14(21(17,2)3)9-16(26)23-15(22)8-13(25)18(20(23)28)12(10-29-5)19(23)27/h12,14-20,26-28H,6-10H2,1-5H3/t12-,14+,15-,16+,17-,18+,19+,20+,22+,23-/m0/s1 VGLJFHNDCOXSLD-XXKYNMLDSA-N COC[C@H]1[C@@H]2C(=O)C[C@@H]3[C@]([C@@H]1O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)CC[C@@H](C1(C)C)OC(=O)C NPC65120 18Alpha-Glycyrrhetic Acid (2S,4aS,6aR,6aS,6bR,10S,12aS,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL378653 12193680 C30H46O4 470.34 1.6831 4.32 6.745 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21?,22+,23-,26-,27+,28+,29-,30-/m1/s1 MPDGHEJMBKOTSU-NFYGSHHYSA-N O=C1C=C2[C@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C(C1CC2)(C)C)O)C)C)C(=O)O NPC4036 18Beta-Glycyrrhetic Acid (2S,4aS,6aR,6aS,6bR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL208873 9897771 C30H46O4 470.34 1.6831 4.32 6.745 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21?,22-,23+,26+,27-,28-,29+,30+/m0/s1 MPDGHEJMBKOTSU-AWOGJAJBSA-N O=C1C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C(C1CC2)(C)C)O)C)C)C(=O)O NPC11250 18-Oxoferruginol (1R,4aS,10aR)-6-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde CHEMBL1277662 52946772 C20H28O2 300.21 0.4885 3.44 6.131 1 1 37.3 7 3 22 1 InChI=1S/C20H28O2/c1-13(2)15-10-14-6-7-18-19(3,12-21)8-5-9-20(18,4)16(14)11-17(15)22/h10-13,18,22H,5-9H2,1-4H3/t18-,19-,20+/m0/s1 BYISLTMARMJFNI-SLFFLAALSA-N O=C[C@]1(C)CCC[C@]2([C@H]1CCc1c2cc(c(c1)C(C)C)O)C NPC197428 19Alpha-Acetoxy-7Beta,28-Dihydroxyarbor-1,9(11)-Dien-3-One [(1R,3S,3aR,5aS,5bS,6S,7aR,11aS,13aR,13bR)-6-hydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-9-oxo-3-propan-2-yl-2,3,4,5,5b,6,7,7a,13,13b-decahydro-1H-cyclopenta[a]chrysen-1-yl] acetate CHEMBL1835874 56599867 C32H48O5 512.35 1.7426 4.43 6.151 5 2 83.83 14 5 37 1 InChI=1S/C32H48O5/c1-18(2)21-15-23(37-19(3)34)27-31(8)12-9-20-26(30(31,7)13-14-32(21,27)17-33)22(35)16-24-28(4,5)25(36)10-11-29(20,24)6/h9-11,18,21-24,26-27,33,35H,12-17H2,1-8H3/t21-,22-,23+,24-,26-,27+,29+,30-,31+,32+/m0/s1 UQQISWXMPCJXQY-DMDMSIRMSA-N OC[C@]12CC[C@@]3([C@]([C@H]2[C@@H](C[C@H]1C(C)C)OC(=O)C)(C)CC=C1[C@H]3[C@@H](O)C[C@@H]2[C@]1(C)C=CC(=O)C2(C)C)C NPC88868 1'-Acetoxychavicol Acetate [4-[(1S)-1-acetyloxyprop-2-enyl]phenyl] acetate CHEMBL323727 119104 C13H14O4 234.09 0.4947 2.45 3.011 3 0 52.6 8 1 17 0 InChI=1S/C13H14O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h4-8,13H,1H2,2-3H3/t13-/m0/s1 JAMQIUWGGBSIKZ-ZDUSSCGKSA-N C=C[C@@H](c1ccc(cc1)OC(=O)C)OC(=O)C NPC191415 1-Acetyl-Beta-Carboline 1-(9H-pyrido[3,4-b]indol-1-yl)ethanone CHEMBL1682931 638667 C13H10N2O 210.08 -0.6743 2.56 2.79 3 1 45.75 2 3 16 0 InChI=1S/C13H10N2O/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-7,15H,1H3 NXZSUJKPVSDFNF-UHFFFAOYSA-N CC(=O)c1nccc2c1[nH]c1c2cccc1 NPC32862 1Alpha,4Beta,10Alpha-Trihydroxy-5Betahguai-7(11),8-Dien-12,8-Olide (5R,5aS,8S,8aR)-5,5a,8-trihydroxy-1,5,8-trimethyl-6,7,8a,9-tetrahydroazuleno[6,5-b]furan-2-one CHEMBL2386506 71725779 C15H20O5 280.13 -0.1818 2.56 0.379 5 3 86.99 6 3 20 0 InChI=1S/C15H20O5/c1-8-9-6-11-13(2,17)4-5-15(11,19)14(3,18)7-10(9)20-12(8)16/h7,11,17-19H,4-6H2,1-3H3/t11-,13+,14-,15+/m1/s1 HPNXJLIPUVXDNH-BEAPCOKYSA-N CC1=C2C[C@@H]3[C@@](C)(O)CC[C@]3([C@](C=C2OC1=O)(C)O)O NPC474716 1Alpha,5Alpha-Bisacetoxy-8-Angeloyloxy-3Beta, 4Beta-Epoxy-Bisabola-7(14),10-Dien-2-One [2-[(1S,2R,4S,6S)-2,4-diacetyloxy-6-methyl-5-oxo-7-oxabicyclo[4.1.0]heptan-3-yl]-6-methylhepta-1,5-dien-3-yl] (Z)-2-methylbut-2-enoate CHEMBL480078 10527460 C24H32O8 448.21 2.5462 3.22 2.238 8 0 108.5 18 2 32 1 InChI=1S/C24H32O8/c1-9-13(4)23(28)31-17(11-10-12(2)3)14(5)18-19(29-15(6)25)21(27)24(8)22(32-24)20(18)30-16(7)26/h9-10,17-20,22H,5,11H2,1-4,6-8H3/b13-9-/t17?,18?,19-,20+,22-,24+/m0/s1 ZCWNIRCWJUACBO-WQBDFGMASA-N C/C=C(\C(=O)OC(C(=C)C1[C@@H](OC(=O)C)[C@@H]2O[C@@]2(C(=O)[C@H]1OC(=O)C)C)CC=C(C)C)/C NPC470926 1-Benzyl-2-Methyl-3,4-Dihydro-1H-Isoquinoline 1-benzyl-2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL2316504 440630 C17H19N 237.15 0.3947 3.22 6.533 1 0 3.24 3 3 18 1 InChI=1S/C17H19N/c1-18-12-11-15-9-5-6-10-16(15)17(18)13-14-7-3-2-4-8-14/h2-10,17H,11-13H2,1H3 VKRKVLLLTIHDEF-UHFFFAOYSA-N CN1CCc2c(C1Cc1ccccc1)cccc2 NPC471916 1Beta-Hydroxy-6Alpha,7Alpha-Epoxy-8,11-Dioxoeremophil-12-Nor-9-Ene (1aS,4R,7S,7aR,7bR)-1a-acetyl-4-hydroxy-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one CHEMBL3298262 90683033 C14H18O4 250.12 -0.9791 2.56 -0.321 4 1 66.9 5 3 18 0 InChI=1S/C14H18O4/c1-7-4-5-10(16)9-6-11(17)14(8(2)15)12(18-14)13(7,9)3/h6-7,10,12,16H,4-5H2,1-3H3/t7-,10+,12+,13+,14-/m0/s1 UWDXYEATJAHOGO-DBKVLCLLSA-N O[C@@H]1CC[C@@H]([C@@]2(C1=CC(=O)[C@]1([C@@H]2O1)C(=O)C)C)C NPC310662 1Beta-Hydroxycryptotanshinone (1R,9R)-9-hydroxy-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL485279 10245003 C19H20O4 312.14 -0.5334 3.11 2.938 4 1 63.6 4 4 23 0 InChI=1S/C19H20O4/c1-9-8-23-18-10-4-5-11-15(12(20)6-7-19(11,2)3)14(10)17(22)16(21)13(9)18/h4-5,9,12,20H,6-8H2,1-3H3/t9-,12+/m0/s1 GEWNOYPIMWDSBC-JOYOIKCWSA-N C[C@H]1COC2=C1C(=O)C(=O)c1c2ccc2c1[C@H](O)CCC2(C)C NPC194970 1Beta-P-Coumaroyloxypolygodial [(1R,4aS,8R,8aS)-7,8-diformyl-4,4,8a-trimethyl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL2333577 14241022 C24H28O5 396.19 0.3943 3.55 5.106 4 1 80.67 10 3 29 1 InChI=1S/C24H28O5/c1-23(2)13-12-21(24(3)19(15-26)17(14-25)7-10-20(23)24)29-22(28)11-6-16-4-8-18(27)9-5-16/h4-9,11,14-15,19-21,27H,10,12-13H2,1-3H3/b11-6+/t19-,20-,21+,24+/m0/s1 OOBNDBQPMFZTTD-TWEQYNAUSA-N O=C[C@H]1C(=CC[C@@H]2[C@]1(C)[C@@H](CCC2(C)C)OC(=O)/C=C/c1ccc(cc1)O)C=O NPC199335 1-Butyrylphloroglucinol-Beta-D-Glucopyranoside 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butan-1-one CHEMBL2152488 51357548 C16H22O9 358.13 -3.5935 2.23 -0.448 6 6 156.91 13 2 25 1 InChI=1S/C16H22O9/c1-2-3-8(19)12-9(20)4-7(18)5-10(12)24-16-15(23)14(22)13(21)11(6-17)25-16/h4-5,11,13-18,20-23H,2-3,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1 WVNHYQZOJMNKPX-YMILTQATSA-N CCCC(=O)c1c(cc(cc1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC157554 1-Feruloyl-Beta-D-Glucose [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL1778418 13962928 C16H20O9 356.11 -2.2952 2.23 -0.075 7 5 145.91 12 2 25 0 InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16+/m1/s1 JWRQVQWBNRGGPK-PMQCXRHVSA-N OC[C@H]1O[C@@H](OC(=O)/C=C/c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC317642 1H-Benzimidazol-2-Amine 1H-benzimidazol-2-amine CHEMBL305513 13624 C7H7N3 133.06 -0.4695 1.9 2.148 3 3 47.91 0 2 10 0 InChI=1S/C7H7N3/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H,(H3,8,9,10) JWYUFVNJZUSCSM-UHFFFAOYSA-N N=c1[nH]c2c([nH]1)cccc2 NPC275462 1-Hexanol hexan-1-ol CHEMBL14085 8103 C6H14O 102.1 -1.5494 2.01 1.989 1 1 20.23 6 0 7 0 InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3 ZSIAUFGUXNUGDI-UHFFFAOYSA-N CCCCCCO NPC178306 1-Hexene hex-1-ene CHEMBL1548726 11597 C6H12 84.09 0.4384 2.12 3.388 0 0 0 4 0 6 0 InChI=1S/C6H12/c1-3-5-6-4-2/h3H,1,4-6H2,2H3 LIKMAJRDDDTEIG-UHFFFAOYSA-N CCCCC=C NPC184964 1H-Indol-5-Ol 1H-indol-5-ol CHEMBL404923 16054 C8H7NO 133.05 -0.8807 2.12 1.276 1 2 36.02 1 2 10 0 InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H LMIQERWZRIFWNZ-UHFFFAOYSA-N Oc1ccc2c(c1)cc[nH]2 NPC305607 1H-Pyridin-4-One 1H-pyridin-4-one CHEMBL237459 12290 C5H5NO 95.04 -1.004 1.79 0.433 2 1 29.1 0 1 7 0 InChI=1S/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7) GCNTZFIIOFTKIY-UHFFFAOYSA-N O=c1cc[nH]cc1 NPC60553 1H-Quinolin-2-One 1H-quinolin-2-one CHEMBL186422 6038 C9H7NO 145.05 -0.4603 2.23 2.565 1 1 33.12 1 2 11 0 InChI=1S/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11) LISFMEBWQUVKPJ-UHFFFAOYSA-N Oc1ccc2c(n1)cccc2 NPC204867 1-Hydroxy-10-Methylacridin-9-One 1-hydroxy-10-methylacridin-9-one CHEMBL1288799 5376484 C14H11NO2 225.08 -0.6086 2.67 2.794 2 1 40.54 2 3 17 0 InChI=1S/C14H11NO2/c1-15-10-6-3-2-5-9(10)14(17)13-11(15)7-4-8-12(13)16/h2-8,16H,1H3 NHYDBJFGZCQFEO-UHFFFAOYSA-N Cn1c2ccccc2c(=O)c2c1cccc2O NPC73416 1-Hydroxy-2-Methoxyanthracene-9,10-Dione 1-hydroxy-2-methoxyanthracene-9,10-dione CHEMBL451977 80103 C15H10O4 254.06 -1.0397 2.67 2.245 2 1 63.6 3 3 19 0 InChI=1S/C15H10O4/c1-19-11-7-6-10-12(15(11)18)14(17)9-5-3-2-4-8(9)13(10)16/h2-7,18H,1H3 BYQWRZGQEZAOPQ-UHFFFAOYSA-N COc1ccc2c(c1O)C(=O)c1c(C2=O)cccc1 NPC142956 1-Hydroxy-2-Methyl-Anthraquinone 1-hydroxy-2-methylanthracene-9,10-dione CHEMBL42302 160817 C15H10O3 238.06 -0.3459 2.78 2.801 2 1 54.37 2 3 18 0 InChI=1S/C15H10O3/c1-8-6-7-11-12(13(8)16)15(18)10-5-3-2-4-9(10)14(11)17/h2-7,16H,1H3 CZODYZFOLUNSFR-UHFFFAOYSA-N O=C1c2ccccc2C(=O)c2c1ccc(c2O)C NPC206109 1-Hydroxy-3-Methoxy-10-Methylacridin-9-One 1-hydroxy-3-methoxy-10-methylacridin-9-one CHEMBL1094824 5377412 C15H13NO3 255.09 -0.6604 2.67 2.35 2 1 49.77 4 3 19 0 InChI=1S/C15H13NO3/c1-16-11-6-4-3-5-10(11)15(18)14-12(16)7-9(19-2)8-13(14)17/h3-8,17H,1-2H3 OCUBFJMZYYIVBO-UHFFFAOYSA-N COc1cc(O)c2c(c1)n(C)c1c(c2=O)cccc1 NPC110799 1Isopimara-8,15-Dien-3Beta-Ol (2S,4aS,7S,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,5,6,8,9,10,10a-octahydro-2H-phenanthren-2-ol CHEMBL254635 10108199 C20H32O 288.25 2.2745 3.55 5.558 1 1 20.23 6 3 21 1 InChI=1S/C20H32O/c1-6-19(4)11-9-15-14(13-19)7-8-16-18(2,3)17(21)10-12-20(15,16)5/h6,16-17,21H,1,7-13H2,2-5H3/t16-,17-,19-,20+/m0/s1 UPEXJUYHODZFMO-QGZVKYPTSA-N C=C[C@@]1(C)CCC2=C(C1)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O NPC133836 1-Isothiocyanato-2-Methylpropane 1-isothiocyanato-2-methylpropane CHEMBL3593941 68960 C5H9NS 115.05 0.6246 1.79 2.53 1 0 44.45 4 0 7 0 InChI=1S/C5H9NS/c1-5(2)3-6-4-7/h5H,3H2,1-2H3 NSDDRJXKROCWRZ-UHFFFAOYSA-N CC(CN=C=S)C NPC172064 1-Isothiocyanato-3-Methylsulfanylpropane 1-isothiocyanato-3-methylsulfanylpropane CHEMBL3186484 62351 C5H9NS2 147.02 0.4682 1.68 2.846 1 0 69.75 5 0 8 0 InChI=1S/C5H9NS2/c1-8-4-2-3-6-5-7/h2-4H2,1H3 LDKSCZJUIURGMW-UHFFFAOYSA-N CSCCCN=C=S NPC171713 1-Isothiocyanato-4-[(R)-Methylsulfinyl]Butane 1-isothiocyanato-4-[(R)-methylsulfinyl]butane CHEMBL128136 9577379 C6H11NOS2 177.03 -0.9316 1.68 1.175 2 0 80.73 6 0 10 0 InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1 SUVMJBTUFCVSAD-SNVBAGLBSA-N S=C=NCCCC[S@](=O)C NPC140734 1-Isothiocyanato-5-[(S)-Methylsulfinyl]Pentane 1-isothiocyanato-5-[(S)-methylsulfinyl]pentane CHEMBL3337754 51548324 C7H13NOS2 191.04 -1.2196 1.79 1.533 2 0 80.73 7 0 11 0 InChI=1S/C7H13NOS2/c1-11(9)6-4-2-3-5-8-7-10/h2-6H2,1H3/t11-/m0/s1 IUUQPVQTAUKPPB-NSHDSACASA-N S=C=NCCCCC[S@@](=O)C NPC266113 1-Isothiocyanato-6-(Methylthio)Hexane 1-isothiocyanato-6-methylsulfanylhexane CHEMBL574688 165224 C8H15NS2 189.06 -0.3958 2.01 3.92 1 0 69.75 8 0 11 0 InChI=1S/C8H15NS2/c1-11-7-5-3-2-4-6-9-8-10/h2-7H2,1H3 YIBXPFAXPUDDTK-UHFFFAOYSA-N CSCCCCCCN=C=S NPC259134 1-Methoxy-4-[(Z)-Prop-1-Enyl]Benzene 1-methoxy-4-[(Z)-prop-1-enyl]benzene CHEMBL1468832 1549040 C10H12O 148.09 0.8555 2.45 3.979 0 0 9.23 4 1 11 0 InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3- RUVINXPYWBROJD-ARJAWSKDSA-N C/C=C\c1ccc(cc1)OC NPC285731 1-Methoxybrassinin methyl N-[(1-methoxyindol-3-yl)methyl]carbamodithioate CHEMBL2442575 3037463 C12H14N2OS2 266.05 1.5058 2.23 2.936 1 0 90.62 7 2 17 0 InChI=1S/C12H14N2OS2/c1-15-14-8-9(7-13-12(16)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,16) KFZBENSULWNJKD-UHFFFAOYSA-N CSC(=NCc1cn(c2c1cccc2)OC)S NPC266249 1-Methoxycarbonyl-Beta-Carboline methyl 9H-pyrido[3,4-b]indole-1-carboxylate CHEMBL2229719 597266 C13H10N2O2 226.07 -0.4092 2.45 2.846 4 1 54.98 3 3 17 0 InChI=1S/C13H10N2O2/c1-17-13(16)12-11-9(6-7-14-12)8-4-2-3-5-10(8)15-11/h2-7,15H,1H3 FRNCTTUBAHKEBZ-UHFFFAOYSA-N COC(=O)c1nccc2c1[nH]c1c2cccc1 NPC196765 1-Methoxyerythrabyssin Ii (6aR,11aR)-1-methoxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL401566 24761044 C26H30O5 422.21 2.1293 3.77 4.291 0 2 68.15 12 4 31 0 InChI=1S/C26H30O5/c1-14(2)6-8-17-20(27)11-10-16-19-13-30-22-12-21(28)18(9-7-15(3)4)25(29-5)23(22)26(19)31-24(16)17/h6-7,10-12,19,26-28H,8-9,13H2,1-5H3/t19-,26+/m0/s1 SHSISVOIQZYVQR-AFMDSPMNSA-N COc1c2c(OC[C@@H]3[C@H]2Oc2c3ccc(c2CC=C(C)C)O)cc(c1CC=C(C)C)O NPC1527 1-Methoxyphenazine 1-methoxyphenazine CHEMBL1802197 76137 C13H10N2O 210.08 -0.0518 2.56 3.164 2 0 35.01 2 3 16 0 InChI=1S/C13H10N2O/c1-16-12-8-4-7-11-13(12)15-10-6-3-2-5-9(10)14-11/h2-8H,1H3 ZYDGCYWJDWIJCS-UHFFFAOYSA-N COc1cccc2c1nc1ccccc1n2 NPC257490 1-Methyl-2-Phenylquinolin-4-One 1-methyl-2-phenylquinolin-4-one CHEMBL277048 776143 C16H13NO 235.1 -0.234 3 5.714 2 0 20.31 2 3 18 1 InChI=1S/C16H13NO/c1-17-14-10-6-5-9-13(14)16(18)11-15(17)12-7-3-2-4-8-12/h2-11H,1H3 AFKNCQDBTBDPOQ-UHFFFAOYSA-N O=c1cc(c2ccccc2)n(c2c1cccc2)C NPC34764 1-Methyl-4-Prop-1-En-2-Ylcyclohexene 1-methyl-4-prop-1-en-2-ylcyclohexene CHEMBL15799 22311 C10H16 136.13 2.1424 2.56 3.729 0 0 0 3 1 10 0 InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 XMGQYMWWDOXHJM-UHFFFAOYSA-N CC1=CCC(CC1)C(=C)C NPC1268 1-Methylchrysophanol 8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione CHEMBL454477 13412789 C16H12O4 268.07 -0.3977 2.78 2.146 2 1 63.6 4 3 20 0 InChI=1S/C16H12O4/c1-8-6-10-14(12(7-8)20-2)16(19)13-9(15(10)18)4-3-5-11(13)17/h3-7,17H,1-2H3 KVRUANCWPQJDMF-UHFFFAOYSA-N COc1cc(C)cc2c1C(=O)c1c(C2=O)cccc1O NPC139416 1-Methylnaphthalene 1-methylnaphthalene CHEMBL383808 7002 C11H10 142.08 0.642 2.67 6.261 0 0 0 1 2 11 1 InChI=1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3 QPUYECUOLPXSFR-UHFFFAOYSA-N Cc1cccc2c1cccc2 NPC157479 1N-[14-(1-Dimethylaminoethyl)-2,15-Dimethyl-(1S,7S,10R,11S)-Tetracyclo[8.7.0.02,7.011,15]Heptadec-13-En-5-Yl]-1N,3,4-Trimethyl-(E)-2-Pentenamide (E)-N-[(3S,5S,8R,9S,10S,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N,3,4-trimethylpent-2-enamide CHEMBL424100 10961666 C31H52N2O 468.41 2.0736 4.54 8.166 3 0 23.55 15 4 34 1 InChI=1S/C31H52N2O/c1-20(2)21(3)18-29(34)33(9)24-14-16-30(5)23(19-24)10-11-25-27-13-12-26(22(4)32(7)8)31(27,6)17-15-28(25)30/h12,18,20,22-25,27-28H,10-11,13-17,19H2,1-9H3/b21-18+/t22-,23-,24-,25-,27-,28-,30-,31+/m0/s1 BWTGOLYEGGOWMU-KFDGPNQLSA-N CC(/C(=C/C(=O)N([C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2[C@@H](N(C)C)C)C)C)C)/C)C NPC247060 1N-[14-[1-Dimethylamino-(1S)-Ethyl]-4-Hydroxy-2,15-Dimethyl-(1S,2R,4R,5R,10S,11S,15S)-Tetracyclo[8.7.0.02,7.011,15]Heptadeca-6,13-Dien-5-Yl]-2-Methyl-(E)-2-Butenamide (E)-N-[(2R,3R,8R,9S,10R,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL146080 10906319 C28H44N2O2 440.34 2.2925 4.1 5.115 4 2 56.06 13 4 32 1 InChI=1S/C28H44N2O2/c1-8-17(2)26(32)29-24-15-19-9-10-20-22-12-11-21(18(3)30(6)7)27(22,4)14-13-23(20)28(19,5)16-25(24)31/h8,11,15,18,20,22-25,31H,9-10,12-14,16H2,1-7H3,(H,29,32)/b17-8+/t18-,20-,22-,23-,24+,25+,27+,28-/m0/s1 SFKQLDFGZQMCLQ-QBHBXPQWSA-N C/C=C(/C(=N[C@@H]1C=C2CC[C@@H]3[C@@H]([C@]2(C[C@H]1O)C)CC[C@]1([C@H]3CC=C1[C@@H](N(C)C)C)C)O)\C NPC329743 1-O-Acetylmethyl Rocaglate (1R,2R,3S,3aR,8bS)-1-acetyloxy-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylic acid CHEMBL517992 44575584 C29H28O9 520.17 -1.9866 3.66 4.957 5 2 120.75 14 5 38 0 InChI=1S/C29H28O9/c1-16(30)37-26-23(27(31)32)24(17-8-6-5-7-9-17)29(18-10-12-19(34-2)13-11-18)28(26,33)25-21(36-4)14-20(35-3)15-22(25)38-29/h5-15,23-24,26,33H,1-4H3,(H,31,32)/t23-,24-,26-,28+,29+/m1/s1 XGFHSPORRWHGPC-IDAMAFBJSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)O)OC(=O)C)c(OC)cc(c3)OC NPC20360 1-O-Acetylrocaglaol [(1R,3S,3aR,8bS)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate CHEMBL476922 11363545 C28H28O7 476.18 -1.2499 3.77 5.905 3 1 83.45 12 5 35 1 InChI=1S/C28H28O7/c1-17(29)34-25-16-22(18-8-6-5-7-9-18)28(19-10-12-20(31-2)13-11-19)27(25,30)26-23(33-4)14-21(32-3)15-24(26)35-28/h5-15,22,25,30H,16H2,1-4H3/t22-,25+,27+,28-/m0/s1 CGFKKPRGWNMNFP-CEYYOHNYSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H](C[C@H]1c1ccccc1)OC(=O)C)c(OC)cc(c3)OC NPC473924 1-O-Caffeoyl-Beta-D-Apiofuranosyl-(1->6)-Beta-D-Glucopyranoside [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL455347 44558989 C20H26O13 474.14 -4.1124 2.23 -1.502 11 8 215.83 16 3 33 2 InChI=1S/C20H26O13/c21-7-20(29)8-31-19(17(20)28)30-6-12-14(25)15(26)16(27)18(32-12)33-13(24)4-2-9-1-3-10(22)11(23)5-9/h1-5,12,14-19,21-23,25-29H,6-8H2/b4-2+/t12-,14-,15+,16-,17+,18+,19-,20-/m0/s1 LULOGYYPGZOKQW-IRXYIGQESA-N OC[C@]1(O)CO[C@@H]([C@H]1O)OC[C@@H]1O[C@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC232880 1-O-Caffeoyl-Beta-D-Glucopyranoside [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL482242 5281761 C15H18O9 342.1 -2.7037 2.12 -0.165 7 6 156.91 11 2 24 1 InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(23-10)24-11(19)4-2-7-1-3-8(17)9(18)5-7/h1-5,10,12-18,20-22H,6H2/b4-2+/t10-,12-,13+,14-,15+/m1/s1 WQSDYZZEIBAPIN-VBQORRLJSA-N OC[C@H]1O[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC126984 1-O-Deacetyl-1-O-Benzoylohchinolide B CHEMBL506953 11433925 C40H46O10 686.31 1.5955 4.76 6.291 9 0 127.57 16 7 50 1 InChI=1S/C40H46O10/c1-8-21(2)36(43)50-35-33-34-38(5,20-46-33)29(47-23(4)41)18-30(49-37(44)24-12-10-9-11-13-24)39(34,6)28-17-31(42)48-27-16-26(25-14-15-45-19-25)22(3)32(27)40(28,35)7/h8-15,19,26-30,33-35H,16-18,20H2,1-7H3/b21-8+/t26-,27+,28-,29-,30+,33-,34+,35-,38-,39+,40-/m1/s1 XAZZMXXFVRTLFW-MSEKIEPGSA-N C/C=C(/C(=O)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=C(C)[C@@H](C[C@@H]1OC(=O)C2)c1ccoc1)(C)[C@@H](OC(=O)c1ccccc1)C[C@H]3OC(=O)C)C)\C NPC27541 1-O-Deacetyl-1-O-Tigloylohchinolide A CHEMBL453337 11239365 C40H46O10 686.31 1.5955 4.76 6.291 9 0 127.57 16 7 50 1 InChI=1S/C40H46O10/c1-8-21(2)36(43)49-30-18-29(47-23(4)41)38(5)20-46-33-34(38)39(30,6)28-17-31(42)48-27-16-26(25-14-15-45-19-25)22(3)32(27)40(28,7)35(33)50-37(44)24-12-10-9-11-13-24/h8-15,19,26-30,33-35H,16-18,20H2,1-7H3/b21-8+/t26-,27+,28-,29-,30+,33-,34+,35-,38-,39+,40-/m1/s1 YEENTMJDONCLMX-MSEKIEPGSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]1(C)[C@H]1CC(=O)O[C@@H]4C(=C(C)[C@@H](C4)c4ccoc4)[C@]1(C)[C@@H]([C@@H]3OC2)OC(=O)c1ccccc1)C)\C NPC29695 1-O-Deacetyl-1-O-Tigloylohchinolide B CHEMBL507680 11181409 C38H48O10 664.32 2.9492 4.54 4.542 9 0 127.57 18 6 48 0 InChI=1S/C38H48O10/c1-10-19(3)34(41)47-28-16-27(45-22(6)39)36(7)18-44-31-32(36)37(28,8)26-15-29(40)46-25-14-24(23-12-13-43-17-23)21(5)30(25)38(26,9)33(31)48-35(42)20(4)11-2/h10-13,17,24-28,31-33H,14-16,18H2,1-9H3/b19-10+,20-11+/t24-,25+,26-,27-,28+,31-,32+,33-,36-,37+,38-/m1/s1 XIBRUGXOAJNWGD-RZCUOKHCSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]1(C)[C@H]1CC(=O)O[C@@H]4C(=C(C)[C@@H](C4)c4ccoc4)[C@@]1([C@@H]([C@@H]3OC2)OC(=O)/C(=C/C)/C)C)C)\C NPC118086 1-O-Deacetylohchinolide A CHEMBL452119 11296398 C35H40O9 604.27 -0.1274 4.32 4.554 8 1 121.5 12 7 44 0 InChI=1S/C35H40O9/c1-18-22(21-11-12-40-16-21)13-23-28(18)35(5)24(14-27(38)43-23)34(4)25(37)15-26(42-19(2)36)33(3)17-41-29(30(33)34)31(35)44-32(39)20-9-7-6-8-10-20/h6-12,16,22-26,29-31,37H,13-15,17H2,1-5H3/t22-,23+,24-,25+,26-,29-,30+,31-,33-,34+,35-/m1/s1 AWJAWGVIFNYCFB-QCESWYFESA-N CC(=O)O[C@@H]1C[C@H](O)[C@]2([C@@H]3[C@]1(C)CO[C@H]3[C@H]([C@@]1([C@@H]2CC(=O)O[C@@H]2C1=C(C)[C@@H](C2)c1ccoc1)C)OC(=O)c1ccccc1)C NPC475066 1-O-Deacetylohchinolide B CHEMBL495473 11421886 C33H42O9 582.28 1.2263 4.1 2.805 8 1 121.5 14 6 42 0 InChI=1S/C33H42O9/c1-8-16(2)30(37)42-29-27-28-31(5,15-39-27)24(40-18(4)34)13-23(35)32(28,6)22-12-25(36)41-21-11-20(19-9-10-38-14-19)17(3)26(21)33(22,29)7/h8-10,14,20-24,27-29,35H,11-13,15H2,1-7H3/b16-8+/t20-,21+,22-,23+,24-,27-,28+,29-,31-,32+,33-/m1/s1 LHFRBMWFNLUYCY-ABMVXICKSA-N C/C=C(/C(=O)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=C(C)[C@@H](C[C@@H]1OC(=O)C2)c1ccoc1)(C)[C@H](C[C@H]3OC(=O)C)O)C)\C NPC90336 1-O-Formylaglafoline methyl (1R,2R,3S,3aR,8bS)-1-formyloxy-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL558707 10839697 C29H28O9 520.17 -1.8144 3.66 5.042 5 1 109.75 14 5 38 1 InChI=1S/C29H28O9/c1-33-19-12-10-18(11-13-19)29-24(17-8-6-5-7-9-17)23(27(31)36-4)26(37-16-30)28(29,32)25-21(35-3)14-20(34-2)15-22(25)38-29/h5-16,23-24,26,32H,1-4H3/t23-,24-,26-,28+,29+/m1/s1 HMAGEEKSMOZIOP-IDAMAFBJSA-N O=CO[C@@H]1[C@H](C(=O)OC)[C@H]([C@]2([C@]1(O)c1c(OC)cc(cc1O2)OC)c1ccc(cc1)OC)c1ccccc1 NPC164340 1-Oxo-2H-Isoquinoline-4-Carboxylic Acid 1-oxo-2H-isoquinoline-4-carboxylic acid CHEMBL1483323 643161 C10H7NO3 189.04 -0.7001 2.12 1.839 3 2 70.42 3 2 14 0 InChI=1S/C10H7NO3/c12-9-7-4-2-1-3-6(7)8(5-11-9)10(13)14/h1-5H,(H,11,12)(H,13,14) IMEDZEDITFIMAK-UHFFFAOYSA-N OC(=O)c1cnc(c2c1cccc2)O NPC51079 1-Oxocryptotanshinone (1R)-1,6,6-trimethyl-1,2,7,8-tetrahydronaphtho[1,2-g][1]benzofuran-9,10,11-trione CHEMBL519694 9995530 C19H18O4 310.12 0.0363 3.11 2.895 4 0 60.44 3 4 23 0 InChI=1S/C19H18O4/c1-9-8-23-18-10-4-5-11-15(12(20)6-7-19(11,2)3)14(10)17(22)16(21)13(9)18/h4-5,9H,6-8H2,1-3H3/t9-/m0/s1 FUWBBIWGILZPAC-VIFPVBQESA-N C[C@H]1COC2=C1C(=O)C(=O)c1c2ccc2c1C(=O)CCC2(C)C NPC109514 1-Oxomiltirone 8,8-dimethyl-2-propan-2-yl-6,7-dihydrophenanthrene-3,4,5-trione CHEMBL485479 9971798 C19H20O3 296.14 1.0651 3.22 4.254 3 0 51.21 5 3 22 0 InChI=1S/C19H20O3/c1-10(2)12-9-11-5-6-13-16(15(11)18(22)17(12)21)14(20)7-8-19(13,3)4/h5-6,9-10H,7-8H2,1-4H3 VPIMKJVQYOXHSS-UHFFFAOYSA-N CC(C1=Cc2ccc3c(c2C(=O)C1=O)C(=O)CCC3(C)C)C NPC52403 1-Pentanol pentan-1-ol CHEMBL14568 6276 C5H12O 88.09 -1.2614 1.9 1.42 1 1 20.23 5 0 6 0 InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3 AMQJEAYHLZJPGS-UHFFFAOYSA-N CCCCCO NPC245966 1-Phenylprop-2-En-1-One 1-phenylprop-2-en-1-one CHEMBL3099615 13028 C9H8O 132.06 0.337 2.34 3.22 1 0 17.07 2 1 10 0 InChI=1S/C9H8O/c1-2-9(10)8-6-4-3-5-7-8/h2-7H,1H2 KUIZKZHDMPERHR-UHFFFAOYSA-N C=CC(=O)c1ccccc1 NPC326758 1-Propylsulfinylsulfanylpropane 1-propylsulfinylsulfanylpropane CHEMBL1224166 74761 C6H14OS2 166.05 -0.3808 1.79 0.969 1 0 61.58 7 0 9 0 InChI=1S/C6H14OS2/c1-3-5-8-9(7)6-4-2/h3-6H2,1-2H3 XPRZAEWSYWTDSQ-UHFFFAOYSA-N CCCSS(=O)CCC NPC70290 1R,9S-Hydrastine (3R)-6,7-dimethoxy-3-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one CHEMBL475536 442247 C21H21NO6 383.14 -0.2155 3 2.577 3 0 66.46 6 5 28 0 InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19-/m1/s1 JZUTXVTYJDCMDU-RTBURBONSA-N COc1c(OC)ccc2c1C(=O)O[C@H]2[C@@H]1N(C)CCc2c1cc1OCOc1c2 NPC40209 1-Tert-Butyl-2-Methoxy-4-Methyl-3,5-Dinitrobenzene 1-tert-butyl-2-methoxy-4-methyl-3,5-dinitrobenzene CHEMBL1373568 6753 C12H16N2O5 268.11 3.4666 2.01 4.033 0 0 95.51 11 1 19 0 InChI=1S/C12H16N2O5/c1-7-9(13(15)16)6-8(12(2,3)4)11(19-5)10(7)14(17)18/h6H,1-5H3 SUAUILGSCPYJCS-UHFFFAOYSA-N COc1c(N(=O)=O)c(C)c(cc1C(C)(C)C)N(=O)=O NPC186385 2-((1S,6S)-3-Methyl-6-(Prop-1-En-2-Yl)Cyclohex-2-Enyl)-5-Pentylbenzene-1,3-Diol 2-[(1S,6S)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol CHEMBL3810140 36688143 C21H30O2 314.22 0.55 3.55 6.336 0 2 40.46 11 2 23 1 InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m1/s1 QHMBSVQNZZTUGM-MSOLQXFVSA-N CCCCCc1cc(O)c(c(c1)O)[C@H]1C=C(C)CC[C@@H]1C(=C)C NPC69649 2-(2-((1R,4As,5R,8As)-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Ethyl)But-2-Ene-1,4-Diol (Z)-2-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]but-2-ene-1,4-diol CHEMBL468763 44577208 C20H34O3 322.25 0.1934 3.33 3.654 3 3 60.69 11 2 23 0 InChI=1S/C20H34O3/c1-15-5-8-18-19(2,14-23)10-4-11-20(18,3)17(15)7-6-16(13-22)9-12-21/h9,17-18,21-23H,1,4-8,10-14H2,2-3H3/b16-9-/t17-,18-,19+,20+/m1/s1 FUHGIRXMYOFRFO-MBLHVHFBSA-N OC/C=C(/CC[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CCC[C@@]2(C)CO)\CO NPC225884 2-(2,4-Dihydroxyphenyl)-5-(E)-Propenylbenzofuran 4-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL2147420 10355545 C17H14O3 266.09 -0.1674 3 4.485 0 2 53.6 5 3 20 0 InChI=1S/C17H14O3/c1-2-3-11-4-7-16-12(8-11)9-17(20-16)14-6-5-13(18)10-15(14)19/h2-10,18-19H,1H3/b3-2+ SDWZWUUOXFFJSA-NSCUHMNNSA-N C/C=C/c1ccc2c(c1)cc(o2)c1ccc(cc1O)O NPC41263 2-(2-Acetyl-3,5-Dihydroxyphenyl)Acetic Acid 2-(2-acetyl-3,5-dihydroxyphenyl)acetic acid CHEMBL1609014 16196973 C10H10O5 210.05 -1.3795 2.01 0.03 3 3 94.83 7 1 15 0 InChI=1S/C10H10O5/c1-5(11)10-6(3-9(14)15)2-7(12)4-8(10)13/h2,4,12-13H,3H2,1H3,(H,14,15) JAHPPWGWEUVLMS-UHFFFAOYSA-N OC(=O)Cc1cc(O)cc(c1C(=O)C)O NPC327481 2-(2-Amino-3-Phenyl-Propionylamino)-4-Methyl-Pentanoic Acid (2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoic acid CHEMBL37879 76808;7010521 C15H22N2O3 278.16 -0.4946 2.56 1.754 5 3 95.91 12 1 20 0 InChI=1S/C15H22N2O3/c1-10(2)8-13(15(19)20)17-14(18)12(16)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 RFCVXVPWSPOMFJ-STQMWFEESA-N N[C@H](C(=N[C@H](C(=O)O)CC(C)C)O)Cc1ccccc1 NPC13426 2-(2-Hydroxyphenyl)Acetate 2-(2-hydroxyphenyl)acetic acid CHEMBL240714 11970 C8H8O3 152.05 -0.6653 2.01 1.273 2 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11) CCVYRRGZDBSHFU-UHFFFAOYSA-N OC(=O)Cc1ccccc1O NPC118788 2-(2-Methylbut-3-En-2-Yl)-5-(3-Methylbut-2-Enyl)Cyclohexa-2,5-Diene-1,4-Dione 2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)cyclohexa-2,5-diene-1,4-dione CHEMBL403123 24180642 C16H20O2 244.15 3.3025 3 3.778 2 0 34.14 8 1 18 0 InChI=1S/C16H20O2/c1-6-16(4,5)13-10-14(17)12(9-15(13)18)8-7-11(2)3/h6-7,9-10H,1,8H2,2-5H3 IXIJAOCIIZYSQJ-UHFFFAOYSA-N C=CC(C1=CC(=O)C(=CC1=O)CC=C(C)C)(C)C NPC471753 2-(2-Methylpropylidene)Cyclopent-4-Ene-1,3-Dione 2-(2-methylpropylidene)cyclopent-4-ene-1,3-dione CHEMBL3113342 76328525 C9H10O2 150.07 0.5719 2.23 1.425 2 0 34.14 3 1 11 0 InChI=1S/C9H10O2/c1-6(2)5-7-8(10)3-4-9(7)11/h3-6H,1-2H3 DVWDTZYSDQYULE-UHFFFAOYSA-N CC(C=C1C(=O)C=CC1=O)C NPC471749 2-(3,4-Dihydroxybenzylidenyl)-3-(3,4-Dihydroxyphenyl)-4-Hydroxypentanedioic Acid (2Z)-3-(3,4-dihydroxyphenyl)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxypentanedioic acid CHEMBL3112597 57620293 C18H16O9 376.08 -2.7969 2.45 0.576 5 7 175.75 13 2 27 1 InChI=1S/C18H16O9/c19-11-3-1-8(6-13(11)21)5-10(17(24)25)15(16(23)18(26)27)9-2-4-12(20)14(22)7-9/h1-7,15-16,19-23H,(H,24,25)(H,26,27)/b10-5- GRVCQHNOZLCUEA-YHYXMXQVSA-N OC(C(/C(=C/c1ccc(c(c1)O)O)/C(=O)O)c1ccc(c(c1)O)O)C(=O)O NPC270465 2-(3,4-Dihydroxyphenyl)-3,7-Dihydroxy-5-Methoxychromen-4-One 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one CHEMBL470848 5281604 C16H12O7 316.06 -2.3927 2.45 1.9 2 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-11-5-8(17)6-12-13(11)14(20)15(21)16(23-12)7-2-3-9(18)10(19)4-7/h2-6,17-19,21H,1H3 RJBAXROZAXAEEM-UHFFFAOYSA-N COc1cc(O)cc2c1c(=O)c(c(o2)c1ccc(c(c1)O)O)O NPC214138 2-(3,4-Dihydroxyphenyl)-5,6,7-Trihydroxy-3-Methoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-3-methoxychromen-4-one CHEMBL478439 5320475 C16H12O8 332.05 -3.197 2.34 1.168 2 5 136.68 8 3 24 0 InChI=1S/C16H12O8/c1-23-16-14(22)11-10(5-9(19)12(20)13(11)21)24-15(16)6-2-3-7(17)8(18)4-6/h2-5,17-21H,1H3 QZAXKZRZMAXPSF-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)c(c(c2)O)O)c1ccc(c(c1)O)O NPC162313 2-(3,4-Dihydroxyphenyl)-5,6-Dihydroxy-7-Methoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one CHEMBL476314 31161 C16H12O7 316.06 -2.3966 2.45 1.018 1 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-13-6-12-14(16(21)15(13)20)10(19)5-11(23-12)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3 QWUHUBDKQQPMQG-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1O)O)c1ccc(c(c1)O)O NPC321011 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-2,3-Dihydrochromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL307893 11095 C15H12O6 288.06 -2.2747 2.45 0.363 1 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2 SBHXYTNGIZCORC-UHFFFAOYSA-N Oc1cc2OC(CC(=O)c2c(c1)O)c1ccc(c(c1)O)O NPC130894 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3,6,8-Trimethoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6,8-trimethoxychromen-4-one CHEMBL307373 5386962 C18H16O9 376.08 -2.8403 2.45 0.385 2 4 134.91 11 3 27 0 InChI=1S/C18H16O9/c1-24-16-11(21)10-12(22)17(25-2)14(7-4-5-8(19)9(20)6-7)27-15(10)18(26-3)13(16)23/h4-6,19-21,23H,1-3H3 AOOSHVWNBJZOEH-UHFFFAOYSA-N COc1c(O)c(OC)c2c(c1O)c(=O)c(c(o2)c1ccc(c(c1)O)O)OC NPC176665 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3,8-Dimethoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-dimethoxychromen-4-one CHEMBL162550 5748553 C17H14O8 346.07 -2.7885 2.45 0.829 2 4 125.68 9 3 25 0 InChI=1S/C17H14O8/c1-23-15-11(21)6-10(20)12-13(22)17(24-2)14(25-16(12)15)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3 RRYQDECFPVYHLR-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)cc(c2OC)O)c1ccc(c(c1)O)O NPC223424 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxychromen-4-One;Hydrate 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one;hydrate CHEMBL1707283 16219923 C21H20O11.H2O 448.1 -4.3921 2.56 0.349 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11.H2O/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8;/h2-7,15,17-18,21-26,28-29H,1H3;1H2/t7-,15-,17+,18+,21-;/m0./s1 UGZLJOKGLBVBHF-IKGPWECESA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O.O NPC203259 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One;Hydrate 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one;hydrate CHEMBL1883743 45479757 C27H30O16.H2O 610.15 -6.139 2.67 -1.188 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16.H2O/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9;/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3;1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;/m0./s1 PGHSKTKIQIBATG-ZAAWVBGYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O.O NPC145038 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL33027 5378597 C21H20O12 464.1 -4.8921 2.45 -0.354 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2 OVSQVDMCBVZWGM-UHFFFAOYSA-N OCC1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)C(C(C1O)O)O NPC134532 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[3,4,5-Trihydroxy-6-[(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxymethyl]Oxan-2-Yl]Oxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL32579 5293655 C27H30O16 610.15 -6.139 2.67 -1.188 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3 IKGXIBQEEMLURG-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O)c1ccc(c(c1)O)O NPC188203 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-8-Methoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxychromen-4-one CHEMBL476730 5316843 C16H12O7 316.06 -2.3966 2.45 0.589 1 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-15-12(21)5-10(19)14-11(20)6-13(23-16(14)15)7-2-3-8(17)9(18)4-7/h2-6,17-19,21H,1H3 FPSMUVCMXQTXND-UHFFFAOYSA-N COc1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O NPC38779 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxychroman-3-Yl 3,4,5-Trihydroxybenzoate [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL328085 367141 C22H18O10 442.09 -3.5057 2.78 1.228 2 7 177.14 11 4 32 1 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2 LSHVYAFMTMFKBA-UHFFFAOYSA-N Oc1cc(O)c2c(c1)OC(C(C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC471500 2-(3,4-Dihydroxyphenyl)-5-Hydroxy-3,7-Dimethoxy-2,3-Dihydrochromen-4-One 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-dimethoxy-2,3-dihydrochromen-4-one CHEMBL253249 44446552 C17H16O7 332.09 -2.1099 2.56 0.637 2 3 105.45 8 3 24 0 InChI=1S/C17H16O7/c1-22-9-6-12(20)14-13(7-9)24-16(17(23-2)15(14)21)8-3-4-10(18)11(19)5-8/h3-7,16-20H,1-2H3 KTQFOHHZQDGISL-UHFFFAOYSA-N COc1cc2OC(c3ccc(c(c3)O)O)C(C(=O)c2c(c1)O)OC NPC77660 2-(3,4-Dihydroxyphenyl)-5-Hydroxy-7-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1159535 13093776 C21H20O11 448.1 -4.0917 2.56 -0.075 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21+/m1/s1 PEFNSGRTCBGNAN-RQXATKFSSA-N OC[C@H]1O[C@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC210073 2-(3,4-Dihydroxyphenyl)-5-Hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL1714943 10461109 C27H30O15 594.16 -5.3386 2.78 -0.909 10 9 245.29 16 5 42 1 InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 MGYBYJXAXUBTQF-FOBVWLSUSA-N O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O NPC108406 2-(3,4-Dihydroxyphenyl)-5-Hydroxy-7-Methoxychromen-4-One 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one CHEMBL183745 5318214 C16H12O6 300.06 -1.9363 2.56 1.552 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-7,17-19H,1H3 RRRSSAVLTCVNIQ-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O NPC90318 2-(3,4-Dihydroxyphenyl)Ethanol 1-O-[Beta-D-Apiofuranosyl-(1-6)-Beta-D-Glucopyranoside] (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,4-dihydroxyphenyl)ethoxy]oxane-3,4,5-triol CHEMBL376387 11503277 C19H28O12 448.16 -4.2693 2.23 -1.808 10 8 198.76 16 3 31 1 InChI=1S/C19H28O12/c20-7-19(27)8-30-18(16(19)26)29-6-12-13(23)14(24)15(25)17(31-12)28-4-3-9-1-2-10(21)11(22)5-9/h1-2,5,12-18,20-27H,3-4,6-8H2/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1 LBHKVQMODMELAS-OTCFHACESA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC261548 2-(3,4-Dimethoxyphenyl)-3-Hydroxy-5,7-Dimethoxychromen-4-One 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxychromen-4-one CHEMBL74675 97142 C19H18O7 358.11 -1.1672 2.78 3.028 2 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-11-8-14(25-4)16-15(9-11)26-19(18(21)17(16)20)10-5-6-12(23-2)13(7-10)24-3/h5-9,21H,1-4H3 AAASNKNLMQBKFV-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)OC)OC NPC298486 2-(3,4-Dimethoxyphenyl)-N-Methylethanamine 2-(3,4-dimethoxyphenyl)-N-methylethanamine CHEMBL1404381 77039 C11H17NO2 195.13 -0.1545 2.34 1.569 1 1 30.49 8 1 14 0 InChI=1S/C11H17NO2/c1-12-7-6-9-4-5-10(13-2)11(8-9)14-3/h4-5,8,12H,6-7H2,1-3H3 HNJWKRMESUMDQE-UHFFFAOYSA-N CNCCc1ccc(c(c1)OC)OC NPC69261 2-(3,5-Dimethoxyphenethyl)Phenol 2-[2-(3,5-dimethoxyphenyl)ethyl]phenol CHEMBL228127 19423974 C16H18O3 258.13 -0.4391 2.89 4.047 0 1 38.69 8 2 19 0 InChI=1S/C16H18O3/c1-18-14-9-12(10-15(11-14)19-2)7-8-13-5-3-4-6-16(13)17/h3-6,9-11,17H,7-8H2,1-2H3 CUJQSBRMPIAHMC-UHFFFAOYSA-N COc1cc(CCc2ccccc2O)cc(c1)OC NPC148183 2-(3-Ethyl-8-Methoxy-1,2,3,4,6,7,12,12B-Octahydro-Indolo[2,3-A]Quinolizin-2-Yl)-3-Methoxy-Acrylic Acid Methyl Ester methyl (E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate CHEMBL299031 3034396 C23H30N2O4 398.22 -0.8415 3.33 3.156 5 1 63.79 10 4 29 0 InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19+/m1/s1 LELBFTMXCIIKKX-QVRQZEMUSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@H]1CC)CCc1c2[nH]c2c1c(OC)ccc2)/C(=O)OC NPC186392 2-(4-Hydroxy-3-Methoxyphenyl)-5-(3-Hydroxypropyl)-7-Methoxy-1-Benzofuran-3-Carbaldehyde 2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-1-benzofuran-3-carbaldehyde CHEMBL42639 6709746 C20H20O6 356.13 -1.5847 3 2.28 2 2 89.13 11 3 26 0 InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-11,21,23H,3-4,7H2,1-2H3 PHJUPBDWRVMJQA-UHFFFAOYSA-N OCCCc1cc(OC)c2c(c1)c(C=O)c(o2)c1ccc(c(c1)OC)O NPC68167 2-(4-Hydroxybenzeoyl)-3-[(E)-1-(4-Hydroxyphenyl)Methylidene]Succinic Acid (2R,3E)-2-(4-hydroxybenzoyl)-3-[(4-hydroxyphenyl)methylidene]butanedioic acid CHEMBL458257 11336803 C18H14O7 342.07 -1.5365 2.67 2.602 5 4 132.13 10 2 25 0 InChI=1S/C18H14O7/c19-12-5-1-10(2-6-12)9-14(17(22)23)15(18(24)25)16(21)11-3-7-13(20)8-4-11/h1-9,15,19-20H,(H,22,23)(H,24,25)/b14-9+/t15-/m1/s1 TUOXWFIJOOGTSU-AAWPKVBNSA-N Oc1ccc(cc1)/C=C(\[C@H](C(=O)c1ccc(cc1)O)C(=O)O)/C(=O)O NPC167571 2-(4-Hydroxyphenyl)-3,4-Dihydro-2H-Chromene-3,5,7-Triol 2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL1326092 282014 C15H14O5 274.08 -2.0337 2.56 0.94 1 4 90.15 5 3 20 0 InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2 RSYUFYQTACJFML-UHFFFAOYSA-N Oc1ccc(cc1)C1Oc2cc(O)cc(c2CC1O)O NPC163029 2-(4-Hydroxyphenyl)-5-(E)-Propenylbenzofuran 4-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol CHEMBL2147422 53483951 C17H14O2 250.1 0.2929 3.11 5.448 0 1 33.37 4 3 19 1 InChI=1S/C17H14O2/c1-2-3-12-4-9-16-14(10-12)11-17(19-16)13-5-7-15(18)8-6-13/h2-11,18H,1H3/b3-2+ OAMUEWCGJSSPRS-NSCUHMNNSA-N C/C=C/c1ccc2c(c1)cc(o2)c1ccc(cc1)O NPC250266 2-(4-Hydroxyphenyl)-7-Methoxychromen-4-One 2-(4-hydroxyphenyl)-7-methoxychromen-4-one CHEMBL1600520 676307 C16H12O4 268.07 -1.0157 2.78 3.049 1 1 55.76 4 3 20 0 InChI=1S/C16H12O4/c1-19-12-6-7-13-14(18)9-15(20-16(13)8-12)10-2-4-11(17)5-3-10/h2-9,17H,1H3 DZUKXCCSULKRJA-UHFFFAOYSA-N COc1ccc2c(c1)oc(cc2=O)c1ccc(cc1)O NPC52472 2-(4-Hydroxyphenyl)Acetic Acid 2-(4-hydroxyphenyl)acetic acid CHEMBL1772 127 C8H8O3 152.05 -0.6653 2.01 1.062 2 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) XQXPVVBIMDBYFF-UHFFFAOYSA-N OC(=O)Cc1ccc(cc1)O NPC22783 2-(4-Hydroxyphenyl)Chromen-4-One 2-(4-hydroxyphenyl)chromen-4-one CHEMBL327209 229016 C15H10O3 238.06 -0.9639 2.78 3.704 1 1 46.53 2 3 18 0 InChI=1S/C15H10O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-9,16H SHGLJXBLXNNCTE-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cccc2 NPC2596 2-(4-Hydroxyphenyl)Ethyl 4-Methoxybenzoate 2-(4-hydroxyphenyl)ethyl 4-methoxybenzoate CHEMBL1078244 14704104 C16H16O4 272.1 -0.336 2.78 3.58 2 1 55.76 8 2 20 0 InChI=1S/C16H16O4/c1-19-15-8-4-13(5-9-15)16(18)20-11-10-12-2-6-14(17)7-3-12/h2-9,17H,10-11H2,1H3 DSMAYKYXHOGICG-UHFFFAOYSA-N COc1ccc(cc1)C(=O)OCCc1ccc(cc1)O NPC42383 2-(4-Methoxyphenyl)Ethanamine 2-(4-methoxyphenyl)ethanamine CHEMBL101036 4657 C9H13NO 151.1 -0.5345 2.23 1.623 1 1 35.25 5 1 11 0 InChI=1S/C9H13NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6-7,10H2,1H3 LTPVSOCPYWDIFU-UHFFFAOYSA-N NCCc1ccc(cc1)OC NPC26906 2-(4-Methylcyclohex-3-En-1-Yl)Propan-2-Ol 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol CHEMBL449810 17100 C10H18O 154.14 1.1223 2.45 2.369 1 1 20.23 5 1 11 0 InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 WUOACPNHFRMFPN-UHFFFAOYSA-N CC1=CCC(CC1)C(O)(C)C NPC270319 2-(5-Aminopentyl)Guanidine 2-(5-aminopentyl)guanidine CHEMBL103489 21298950 C6H16N4 144.14 -2.0602 1.68 0.115 4 4 87.92 8 0 10 0 InChI=1S/C6H16N4/c7-4-2-1-3-5-10-6(8)9/h1-5,7H2,(H4,8,9,10) XJHFHPPZQVRVHD-UHFFFAOYSA-N NCCCCCNC(=N)N NPC32771 2-(5-Hydroxy-1H-Indol-3-Yl)-N,N-Dimethylethanamine Oxide 2-(5-hydroxy-1H-indol-3-yl)-N,N-dimethylethanamine oxide CHEMBL1779175 3083669 C12H16N2O2 220.12 2.34 2 2 49.33 6 2 16 0 InChI=1S/C12H16N2O2/c1-14(2,16)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3 UADOMBGQYQPICP-UHFFFAOYSA-N Oc1ccc2c(c1)c(CCN(=O)(C)C)c[nH]2 NPC231475 2-(6-Benzoyl-Beta-Dglucopyranosyloxy)-7-(1Alpha,2Alpha,6Alpha-Trihydroxy-3-Oxocyclohex-4-Enoyl)-5-Hydroxybenzyl Alcohol [2-[(2S,3R,4S,5S,6R)-6-(benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]methyl (1R,2R,6R)-1,2,6-trihydroxy-5-oxocyclohex-3-ene-1-carboxylate CHEMBL2316618 71717399 C27H28O14 576.15 -4.1538 2.89 1.936 12 7 229.74 17 4 41 2 InChI=1S/C27H28O14/c28-15-6-8-17(14(10-15)11-39-26(36)27(37)19(30)9-7-16(29)23(27)34)40-25-22(33)21(32)20(31)18(41-25)12-38-24(35)13-4-2-1-3-5-13/h1-10,18-23,25,28,30-34,37H,11-12H2/t18-,19-,20-,21+,22-,23+,25-,27-/m1/s1 IWFAUYRWNZUFAQ-MUZBHQQFSA-N Oc1ccc(c(c1)COC(=O)[C@@]1(O)[C@H](O)C=CC(=O)[C@@H]1O)O[C@@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O NPC195140 2-(6-Cyclopentylamino-Purin-9-Yl)-5-Methylsulfanylmethyl-Tetrahydro-Furan-3,4-Diol (2R,3R,4S,5S)-2-[6-(cyclopentylamino)purin-9-yl]-5-(methylsulfanylmethyl)oxolane-3,4-diol CHEMBL2113468 10248282 C16H23N5O3S 365.15 -1.9988 2.23 1.156 8 3 130.62 8 4 25 0 InChI=1S/C16H23N5O3S/c1-25-6-10-12(22)13(23)16(24-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-3-5-9/h7-10,12-13,16,22-23H,2-6H2,1H3,(H,17,18,20)/t10-,12-,13-,16-/m1/s1 IRSFOARXPSIPGE-XNIJJKJLSA-N CSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NC1CCCC1 NPC288349 2-(Hydroxymethyl)-6-(1H-Indol-3-Yloxy)Oxane-3,4,5-Triol 2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol CHEMBL1561942 258533 C14H17NO6 295.11 -2.6276 2.23 0.379 6 5 115.17 7 3 21 0 InChI=1S/C14H17NO6/c16-6-10-11(17)12(18)13(19)14(21-10)20-9-5-15-8-4-2-1-3-7(8)9/h1-5,10-19H,6H2 XVARCVCWNFACQC-UHFFFAOYSA-N OCC1OC(Oc2c[nH]c3c2cccc3)C(C(C1O)O)O NPC150680 2-(Hydroxymethyl)Piperidine-3,4,5-Triol;Hydrochloride 2-(hydroxymethyl)piperidine-3,4,5-triol;hydrochloride CHEMBL1489392 377339 C6H13NO4.ClH 163.08 -2.44 1.57 -0.929 5 5 92.95 5 1 11 0 InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H ZJIHMALTJRDNQI-UHFFFAOYSA-N OCC1NCC(C(C1O)O)O.Cl NPC11863 2-(Methyldithio)Pyridine-N-Oxide 2-(methyldisulfanyl)-1-oxidopyridin-1-ium CHEMBL538132 13386157 C6H7NOS2 173 1.2602 1.68 1.859 0 0 76.06 3 1 10 0 InChI=1S/C6H7NOS2/c1-9-10-6-4-2-3-5-7(6)8/h2-5H,1H3 XKLCDAACRKRTLY-UHFFFAOYSA-N CSSc1ccccn1=O NPC267552 2,2',4,4'-Tetrahydroxychalcone (E)-1,3-bis(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL394855 10107266 C15H12O5 272.07 -1.7439 2.56 1.59 1 4 97.99 7 2 20 0 InChI=1S/C15H12O5/c16-10-3-1-9(14(19)7-10)2-6-13(18)12-5-4-11(17)8-15(12)20/h1-8,16-17,19-20H/b6-2+ ZWTDXYUDJYDHJR-QHHAFSJGSA-N Oc1ccc(c(c1)O)/C=C/C(=O)c1ccc(cc1O)O NPC12165 2,2',4'-Trihydroxy-6'-Methoxy-3',5'-Dimethylchalcone (E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one CHEMBL509947 11771403 C18H18O5 314.12 -0.0514 2.89 2.544 1 3 86.99 10 2 23 0 InChI=1S/C18H18O5/c1-10-16(21)11(2)18(23-3)15(17(10)22)14(20)9-8-12-6-4-5-7-13(12)19/h4-9,19,21-22H,1-3H3/b9-8+ SPWBEELZNSXNME-CMDGGOBGSA-N COc1c(C(=O)/C=C/c2ccccc2O)c(O)c(c(c1C)O)C NPC224273 2,2',4'-Trihydroxychalcone (E)-1-(2,4-dihydroxyphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one CHEMBL148472 5811533 C15H12O4 256.07 -1.2836 2.67 2.764 1 3 77.76 6 2 19 0 InChI=1S/C15H12O4/c16-11-6-7-12(15(19)9-11)14(18)8-5-10-3-1-2-4-13(10)17/h1-9,16-17,19H/b8-5+ MACMAADVRVVHBD-VMPITWQZSA-N Oc1ccc(c(c1)O)C(=O)/C=C/c1ccccc1O NPC71465 2,2'-Dihydroxy-4,7,4',7'-Tetramethoxy-1,1'-Biphenanthrene 1-(2-hydroxy-4,7-dimethoxyphenanthren-1-yl)-4,7-dimethoxyphenanthren-2-ol CHEMBL498129 11684843 C32H26O6 506.17 -1.1278 4.32 6.03 0 2 77.38 11 6 38 1 InChI=1S/C32H26O6/c1-35-19-7-11-21-17(13-19)5-9-23-29(21)27(37-3)15-25(33)31(23)32-24-10-6-18-14-20(36-2)8-12-22(18)30(24)28(38-4)16-26(32)34/h5-16,33-34H,1-4H3 OYYLGWXTPCWTAJ-UHFFFAOYSA-N COc1cc(O)c(c2c1c1ccc(cc1cc2)OC)c1c(O)cc(c2c1ccc1c2ccc(c1)OC)OC NPC166138 2'',2''-Dimethyl-3'',4''-Dihydro-(2H)-Pyrano[2'',3'':3',4']-2',4-Dihydroxy-6'-Methoxychalcone (E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL447053 21574256 C21H22O5 354.15 -0.1171 3.22 3.911 1 2 75.99 9 3 26 0 InChI=1S/C21H22O5/c1-21(2)11-10-15-17(26-21)12-18(25-3)19(20(15)24)16(23)9-6-13-4-7-14(22)8-5-13/h4-9,12,22,24H,10-11H2,1-3H3/b9-6+ DCKAGTTYZUDEDQ-RMKNXTFCSA-N COc1cc2OC(C)(C)CCc2c(c1C(=O)/C=C/c1ccc(cc1)O)O NPC131214 2,2-Dimethylbutane 2,2-dimethylbutane CHEMBL142735 6403 C6H14 86.11 1.8631 2.12 3.73 0 0 0 5 0 6 0 InChI=1S/C6H14/c1-5-6(2,3)4/h5H2,1-4H3 HNRMPXKDFBEGFZ-UHFFFAOYSA-N CCC(C)(C)C NPC128019 2,3,10,11-Tetramethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinoline 2,3,10,11-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline CHEMBL2357282 10653 C21H25NO4 355.18 0.0968 3.22 2.548 1 0 40.16 8 4 26 0 InChI=1S/C21H25NO4/c1-23-18-8-13-5-6-22-12-15-10-20(25-3)19(24-2)9-14(15)7-17(22)16(13)11-21(18)26-4/h8-11,17H,5-7,12H2,1-4H3 YOAUKNYXWBTMMF-UHFFFAOYSA-N COc1cc2CC3N(Cc2cc1OC)CCc1c3cc(OC)c(c1)OC NPC276588 2,3,10-Trimethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinolin-9-Ol 2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-9-ol CHEMBL2314745 453215 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-17-5-4-12-8-16-14-10-19(25-3)18(24-2)9-13(14)6-7-21(16)11-15(12)20(17)22/h4-5,9-10,16,22H,6-8,11H2,1-3H3 DKBYSDUFSXFXMP-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1OC)Cc1c(C3)c(O)c(cc1)OC NPC159866 2,3,4,5-Tetrabromo-6-(2,4-Dibromophenoxy)Phenol 2,3,4,5-tetrabromo-6-(2,4-dibromophenoxy)phenol CHEMBL362761 9986835 C12H4Br6O2 653.53 4.7184 1.9 6.325 0 1 29.46 9 2 20 1 InChI=1S/C12H4Br6O2/c13-4-1-2-6(5(14)3-4)20-12-10(18)8(16)7(15)9(17)11(12)19/h1-3,19H LDMKXEGTHGJWLG-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1c(O)c(Br)c(c(c1Br)Br)Br NPC137922 2,3,4,5-Tetrabromo-6-(3,5-Dibromo-2-Hydroxyphenoxy)Phenol 2,3,4,5-tetrabromo-6-(3,5-dibromo-2-hydroxyphenoxy)phenol CHEMBL150098 339231 C12H4Br6O3 669.53 4.2581 1.79 5.362 0 2 49.69 10 2 21 1 InChI=1S/C12H4Br6O3/c13-3-1-4(14)10(19)5(2-3)21-12-9(18)7(16)6(15)8(17)11(12)20/h1-2,19-20H OMYZFHYKAPRFFQ-UHFFFAOYSA-N Brc1cc(Oc2c(O)c(Br)c(c(c2Br)Br)Br)c(c(c1)Br)O NPC153580 2,3,4-Tribromo-6-(2,4-Dibromophenoxy)Phenol 2,3,4-tribromo-6-(2,4-dibromophenoxy)phenol CHEMBL462942 11978695 C12H5Br5O2 575.62 3.8296 2.01 5.891 0 1 29.46 8 2 19 1 InChI=1S/C12H5Br5O2/c13-5-1-2-8(6(14)3-5)19-9-4-7(15)10(16)11(17)12(9)18/h1-4,18H FSIJSYKTNOYMTQ-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1cc(Br)c(c(c1O)Br)Br NPC471417 2',3,4-Trihydroxy-4',6'-Dimethoxychalcone (E)-3-(3,4-dihydroxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one CHEMBL244042 44428614 C17H16O6 316.09 -1.3872 2.67 2.094 1 3 96.22 10 2 23 0 InChI=1S/C17H16O6/c1-22-11-8-15(21)17(16(9-11)23-2)13(19)6-4-10-3-5-12(18)14(20)7-10/h3-9,18,20-21H,1-2H3/b6-4+ OLHMLJHXCUWPOE-GQCTYLIASA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccc(c(c1)O)O NPC175520 2,3,5-Tribromo-6-(2,4-Dibromophenoxy)Phenol 2,3,5-tribromo-6-(2,4-dibromophenoxy)phenol CHEMBL402539 21576164 C12H5Br5O2 575.62 3.8296 2.01 5.891 0 1 29.46 8 2 19 1 InChI=1S/C12H5Br5O2/c13-5-1-2-9(6(14)3-5)19-12-8(16)4-7(15)10(17)11(12)18/h1-4,18H DQWSPMONGKASSJ-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1c(Br)cc(c(c1O)Br)Br NPC40302 2,3,5-Tribromo-6-(3,5-Dibromo-2-Hydroxyphenoxy)Phenol 2,3,5-tribromo-6-(3,5-dibromo-2-hydroxyphenoxy)phenol CHEMBL148503 10348509 C12H5Br5O3 591.62 3.3693 1.9 4.928 0 2 49.69 9 2 20 0 InChI=1S/C12H5Br5O3/c13-4-1-6(15)10(18)8(2-4)20-12-7(16)3-5(14)9(17)11(12)19/h1-3,18-19H OBMWDTFRQJRRIM-UHFFFAOYSA-N Brc1cc(Oc2c(Br)cc(c(c2O)Br)Br)c(c(c1)Br)O NPC16107 2,3,9,10-Tetramethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinoline 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline CHEMBL187892 5417 C21H25NO4 355.18 0.0968 3.22 2.548 1 0 40.16 8 4 26 0 InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3 AEQDJSLRWYMAQI-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC NPC329344 2,3-Bis-[3-(3,4-Dihydroxy-Phenyl)-Acryloyloxy]-Succinic Acid 2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid CHEMBL63592 5315820 C22H18O12 474.08 -2.095 2.56 1.684 8 6 208.12 17 2 34 2 InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+ YDDGKXBLOXEEMN-FCXRPNKRSA-N O=C(OC(C(C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC175585 2,3-Dehydrosarsalignone (E)-N-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL525190 44587283 C27H40N2O2 424.31 2.0607 3.99 6.092 4 2 61.69 11 4 31 1 InChI=1S/C27H40N2O2/c1-7-16(2)25(31)29-23-13-15-27(5)21-12-14-26(4)19(17(3)28-6)10-11-20(26)18(21)8-9-22(27)24(23)30/h7,9,13,17-21,28H,8,10-12,14-15H2,1-6H3,(H,29,31)/b16-7+/t17-,18-,19+,20-,21-,26+,27+/m0/s1 LRFXJBOQCHWLNK-QKEASFQJSA-N CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC=C(C2=O)N=C(/C(=C/C)/C)O)C NPC296164 2,3-Diacetyl Maslinic Acid (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-diacetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL508614 14010966 C34H52O6 556.38 2.6653 4.54 9.291 6 1 89.9 15 5 40 1 InChI=1S/C34H52O6/c1-20(35)39-24-19-31(7)25(30(5,6)27(24)40-21(2)36)12-13-33(9)26(31)11-10-22-23-18-29(3,4)14-16-34(23,28(37)38)17-15-32(22,33)8/h10,23-27H,11-19H2,1-9H3,(H,37,38)/t23-,24+,25-,26+,27-,31-,32+,33+,34-/m0/s1 BZDICYRSPZNHNV-LULZRBEKSA-N CC(=O)O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1OC(=O)C)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C NPC317045 2,3-Dihydro-7-Hydroxy-2R*,3R*-Dimethyl-2-[4,8-Dimethyl-3(E),7-Nonadien-6-Onyl]Furo[3,2-C]Coumarin (2R,3R)-2-[(3E)-4,8-dimethyl-6-oxonona-3,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL460123 11361458 C24H28O5 396.19 2.0538 3.55 4.045 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h7-9,11,13,16,25H,6,10,12H2,1-5H3/b15-7+/t16-,24-/m1/s1 VFFCJVAKVAWFMA-BAFNZYHESA-N C/C(=C\CC[C@@]1(C)Oc2c([C@H]1C)c(=O)oc1c2ccc(c1)O)/CC(=O)C=C(C)C NPC66441 2,3-Dihydroamentoflavone 8-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL220741 44420106 C30H20O10 540.11 -3.6989 3.66 1.632 2 6 173.98 9 6 40 1 InChI=1S/C30H20O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-10,12,25,31-36H,11H2/t25-/m0/s1 JVBCTBWKMWXQQO-VWLOTQADSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC290508 2,3-Dihydroaromaticin (3aR,5R,5aS,8aS,9aR)-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL359555 44398509 C15H20O3 248.14 1.039 2.78 1.699 3 0 43.37 2 3 18 0 InChI=1S/C15H20O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-12H,2,4-7H2,1,3H3/t8-,10-,11+,12-,15+/m1/s1 DCKYPAZZUYXYTC-GCJOFGIHSA-N C=C1C(=O)O[C@H]2[C@@H]1C[C@]1(C)C(=O)CC[C@H]1[C@@H](C2)C NPC182555 2,3-Dihydrorobustaflavone 6-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL2253314 76315513 C30H20O10 540.11 -3.6989 3.66 1.632 2 6 173.98 9 6 40 1 InChI=1S/C30H20O10/c31-15-4-1-13(2-5-15)23-11-22(37)29-26(39-23)12-20(35)27(30(29)38)17-7-14(3-6-18(17)33)24-10-21(36)28-19(34)8-16(32)9-25(28)40-24/h1-9,11-12,24,31-35,38H,10H2 XUAORUWVUTVEEC-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)c1cc(ccc1O)C1CC(=O)c2c(O1)cc(cc2O)O)O NPC28169 2,3-Dihydroxybenzaldehyde 2,3-dihydroxybenzaldehyde CHEMBL491995 90579 C7H6O3 138.03 -1.113 1.9 1.379 1 2 57.53 3 1 10 0 InChI=1S/C7H6O3/c8-4-5-2-1-3-6(9)7(5)10/h1-4,9-10H IXWOUPGDGMCKGT-UHFFFAOYSA-N O=Cc1cccc(c1O)O NPC261351 2,3-Dihydroxypropanal 2,3-dihydroxypropanal CHEMBL173813 751 C3H6O3 90.03 -1.2585 1.46 -1.309 3 2 57.53 4 0 6 0 InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2 MNQZXJOMYWMBOU-UHFFFAOYSA-N OC(C=O)CO NPC118274 2,3-Dimethoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinolin-1-Ol 2,3-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol CHEMBL257747 14140118 C19H21NO3 311.15 -0.1692 3.11 3.006 1 1 41.93 6 4 23 0 InChI=1S/C19H21NO3/c1-20-9-8-13-15-14(20)10-11-6-4-5-7-12(11)16(15)17(21)19(23-3)18(13)22-2/h4-7,14,21H,8-10H2,1-3H3 BIIHCZLUQVXIQY-UHFFFAOYSA-N COc1c(O)c2c3ccccc3CC3c2c(c1OC)CCN3C NPC258773 2,3-Dimethoxyphenazine 2,3-dimethoxyphenazine CHEMBL1802263 21679909 C14H12N2O2 240.09 -0.1036 2.56 2.72 2 0 44.24 4 3 18 0 InChI=1S/C14H12N2O2/c1-17-13-7-11-12(8-14(13)18-2)16-10-6-4-3-5-9(10)15-11/h3-8H,1-2H3 YQIADNJBCIVZAI-UHFFFAOYSA-N COc1cc2nc3ccccc3nc2cc1OC NPC231013 2,3-Dimethoxyxanthen-9-One 2,3-dimethoxyxanthen-9-one CHEMBL1434162 253955 C15H12O4 256.07 -0.5215 2.67 2.826 1 0 44.76 4 3 19 0 InChI=1S/C15H12O4/c1-17-13-7-10-12(8-14(13)18-2)19-11-6-4-3-5-9(11)15(10)16/h3-8H,1-2H3 FWCWUPRCWDSQEN-UHFFFAOYSA-N COc1cc2c(cc1OC)oc1c(c2=O)cccc1 NPC245187 2,3-Dimethylphenol 2,3-dimethylphenol CHEMBL1490403 10687 C8H10O 122.07 0.8237 2.23 2.479 0 1 20.23 3 1 9 0 InChI=1S/C8H10O/c1-6-4-3-5-8(9)7(6)2/h3-5,9H,1-2H3 QWBBPBRQALCEIZ-UHFFFAOYSA-N Cc1c(C)cccc1O NPC95868 2,3-Diphenylcycloprop-2-En-1-One 2,3-diphenylcycloprop-2-en-1-one CHEMBL1373467 65057 C15H10O 206.07 -0.1872 3 6.584 1 0 17.07 2 3 16 1 InChI=1S/C15H10O/c16-15-13(11-7-3-1-4-8-11)14(15)12-9-5-2-6-10-12/h1-10H HCIBTBXNLVOFER-UHFFFAOYSA-N O=C1C(=C1c1ccccc1)c1ccccc1 NPC23126 2,4,4,6-Tetrahydroxy-3-Geranylchalcone (E)-1-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL480722 10070028 C25H28O5 408.19 1.3657 3.66 5.522 1 4 97.99 15 2 30 1 InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-13-20-22(28)15-23(29)24(25(20)30)21(27)14-10-18-8-11-19(26)12-9-18/h5,7-12,14-15,26,28-30H,4,6,13H2,1-3H3/b14-10+,17-7+ GVXVZXDPRNGAOE-ZCFXJLACSA-N C/C(=C\Cc1c(O)cc(c(c1O)C(=O)/C=C/c1ccc(cc1)O)O)/CCC=C(C)C NPC1486 2',4,4'-Trihydroxy-6'-Methoxy-3',5'-Diprenylchalcone (E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL471777 23250008 C26H30O5 422.21 2.4194 3.77 5.26 1 3 86.99 16 2 31 1 InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/b15-10+ HOTYOZVURUOVTK-XNTDXEJSSA-N COc1c(C(=O)/C=C/c2ccc(cc2)O)c(O)c(c(c1CC=C(C)C)O)CC=C(C)C NPC150809 2,4,5-Trimethoxyphenylacetone 1-(2,4,5-trimethoxyphenyl)propan-2-one CHEMBL481233 3083746 C12H16O4 224.1 -0.3745 2.34 0.958 1 0 44.76 9 1 16 0 InChI=1S/C12H16O4/c1-8(13)5-9-6-11(15-3)12(16-4)7-10(9)14-2/h6-7H,5H2,1-4H3 AQZHZTTUVYQMIN-UHFFFAOYSA-N COc1cc(OC)c(cc1CC(=O)C)OC NPC10926 2,4,6,3',5'-Pentahydroxybenzophenone (3,5-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone CHEMBL1256380 19910294 C13H10O6 262.05 -2.5653 2.23 0.454 1 5 118.22 7 2 19 0 InChI=1S/C13H10O6/c14-7-1-6(2-8(15)3-7)13(19)12-10(17)4-9(16)5-11(12)18/h1-5,14-18H UQRUMZDBXRBEPM-UHFFFAOYSA-N Oc1cc(O)c(c(c1)O)C(=O)c1cc(O)cc(c1)O NPC215392 2,4,6-Trihydroxy-3-(3,3-Dimethylallyl)Acetophenone 1-[2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl]ethanone CHEMBL1241050 11687311 C13H16O4 236.1 0.2426 2.45 1.737 1 3 77.76 9 1 17 0 InChI=1S/C13H16O4/c1-7(2)4-5-9-10(15)6-11(16)12(8(3)14)13(9)17/h4,6,15-17H,5H2,1-3H3 VSODLHSFRVYYBZ-UHFFFAOYSA-N CC(=CCc1c(O)cc(c(c1O)C(=O)C)O)C NPC158142 2,4,7-Trimethoxy-9,10-Dihydrophenanthren-3-Ol 2,4,7-trimethoxy-9,10-dihydrophenanthren-3-ol CHEMBL400004 24762424 C17H18O4 286.12 -0.4909 2.89 2.771 0 1 47.92 7 3 21 0 InChI=1S/C17H18O4/c1-19-12-6-7-13-10(8-12)4-5-11-9-14(20-2)16(18)17(21-3)15(11)13/h6-9,18H,4-5H2,1-3H3 JVPHMEDOWQXNDP-UHFFFAOYSA-N COc1ccc2c(c1)CCc1c2c(OC)c(c(c1)OC)O NPC243996 2,4,7-Trimethoxyphenanthren-3-Ol 2,4,7-trimethoxyphenanthren-3-ol CHEMBL252356 44445442 C17H16O4 284.1 -0.6157 2.89 2.987 0 1 47.92 7 3 21 0 InChI=1S/C17H16O4/c1-19-12-6-7-13-10(8-12)4-5-11-9-14(20-2)16(18)17(21-3)15(11)13/h4-9,18H,1-3H3 PPSSKXJCNJHWMI-UHFFFAOYSA-N COc1ccc2c(c1)ccc1c2c(OC)c(c(c1)OC)O NPC254000 2,4-Bis-(4-Hydroxy-Benzyl)-3-[2-(3-Hydroxy-Phenyl)-Ethyl]-5-Methoxy-Phenol 3-[2-(3-hydroxyphenyl)ethyl]-2,4-bis[(4-hydroxyphenyl)methyl]-5-methoxyphenol CHEMBL182868 11282492 C29H28O5 456.19 -0.8558 4.1 6.879 0 4 90.15 13 4 34 1 InChI=1S/C29H28O5/c1-34-29-18-28(33)26(16-20-5-10-22(30)11-6-20)25(14-9-19-3-2-4-24(32)15-19)27(29)17-21-7-12-23(31)13-8-21/h2-8,10-13,15,18,30-33H,9,14,16-17H2,1H3 DSCBUYFNNVREGM-UHFFFAOYSA-N COc1cc(O)c(c(c1Cc1ccc(cc1)O)CCc1cccc(c1)O)Cc1ccc(cc1)O NPC44270 2,4-Dibromo-6-(2,4-Dibromophenoxy)Phenol 2,4-dibromo-6-(2,4-dibromophenoxy)phenol CHEMBL254576 4563 C12H6Br4O2 497.71 2.9408 2.12 5.457 0 1 29.46 7 2 18 1 InChI=1S/C12H6Br4O2/c13-6-1-2-10(8(15)3-6)18-11-5-7(14)4-9(16)12(11)17/h1-5,17H QEPYTQFGTBSZQY-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1cc(Br)cc(c1O)Br NPC204617 2,4-Dichlorophenoxyacetic Acid 2-(2,4-dichlorophenoxy)acetic acid CHEMBL367623 1486 C8H6Cl2O3 219.97 0.8929 1.79 1.926 2 1 46.53 6 1 13 0 InChI=1S/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,11,12) OVSKIKFHRZPJSS-UHFFFAOYSA-N OC(=O)COc1ccc(cc1Cl)Cl NPC25287 2',4'-Dihydroxy-4,6'-Dimethoxy-3'-Prenylchalcone (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one CHEMBL1165313 23251192 C22H24O5 368.16 0.9505 3.33 4.309 1 2 75.99 13 2 27 0 InChI=1S/C22H24O5/c1-14(2)5-11-17-19(24)13-20(27-4)21(22(17)25)18(23)12-8-15-6-9-16(26-3)10-7-15/h5-10,12-13,24-25H,11H2,1-4H3/b12-8+ HOOCUUOYPZNVKX-XYOKQWHBSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)OC)O)CC=C(C)C NPC41461 2',4-Dihydroxy-4',6'-Dimethoxy-3'-Prenylchalcone (E)-1-[2-hydroxy-4,6-dimethoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL466335 10959555 C22H24O5 368.16 0.9505 3.33 4.309 1 2 75.99 13 2 27 0 InChI=1S/C22H24O5/c1-14(2)5-11-17-19(26-3)13-20(27-4)21(22(17)25)18(24)12-8-15-6-9-16(23)10-7-15/h5-10,12-13,23,25H,11H2,1-4H3/b12-8+ UVBDKJHYMQEAQV-XYOKQWHBSA-N COc1cc(OC)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C NPC20560 2,4-Dihydroxy-4,6-Dimethoxydihydrochalcone 1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)propan-1-one CHEMBL255287 637162 C17H18O5 302.12 -1.1908 2.78 2.587 1 2 75.99 10 2 22 0 InChI=1S/C17H18O5/c1-21-13-6-3-11(4-7-13)5-8-14(19)17-15(20)9-12(18)10-16(17)22-2/h3-4,6-7,9-10,18,20H,5,8H2,1-2H3 SGAQUVXWXIVPKX-UHFFFAOYSA-N COc1ccc(cc1)CCC(=O)c1c(O)cc(cc1OC)O NPC189106 2,4'-Dihydroxy-4-Methoxydihydrochalcone 3-(2-hydroxy-4-methoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one CHEMBL1081513 14157883 C16H16O4 272.1 -1.139 2.78 2.391 1 2 66.76 8 2 20 0 InChI=1S/C16H16O4/c1-20-14-8-4-12(16(19)10-14)5-9-15(18)11-2-6-13(17)7-3-11/h2-4,6-8,10,17,19H,5,9H2,1H3 RORZHTZYZDZJKG-UHFFFAOYSA-N COc1ccc(c(c1)O)CCC(=O)c1ccc(cc1)O NPC161617 2,4-Dihydroxyacetophenone 1-(2,4-dihydroxyphenyl)ethanone CHEMBL243374 6990 C8H8O3 152.05 -1.1745 2.01 0.801 1 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3 SULYEHHGGXARJS-UHFFFAOYSA-N Oc1ccc(c(c1)O)C(=O)C NPC241089 2,4-Dihydroxybenzoic Acid 2,4-dihydroxybenzoic acid CHEMBL328910 1491 C7H6O4 154.03 -1.1604 1.79 1.09 2 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11) UIAFKZKHHVMJGS-UHFFFAOYSA-N Oc1ccc(c(c1)O)C(=O)O NPC297186 2',4'-Dihydroxychalcone (E)-1-(2,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one CHEMBL105310 5376979 C15H12O3 240.08 -0.8233 2.78 4.782 1 2 57.53 5 2 18 0 InChI=1S/C15H12O3/c16-12-7-8-13(15(18)10-12)14(17)9-6-11-4-2-1-3-5-11/h1-10,16,18H/b9-6+ JUMSUVHHUVPSOY-RMKNXTFCSA-N Oc1ccc(c(c1)O)C(=O)/C=C/c1ccccc1 NPC156139 2',4'-Dihydroxydihydrochalcone 1-(2,4-dihydroxyphenyl)-3-phenylpropan-1-one CHEMBL3747412 586491 C15H14O3 242.09 -1.0872 2.78 4.53 1 2 57.53 6 2 18 0 InChI=1S/C15H14O3/c16-12-7-8-13(15(18)10-12)14(17)9-6-11-4-2-1-3-5-11/h1-5,7-8,10,16,18H,6,9H2 ZUKLXLKVCGZHAA-UHFFFAOYSA-N Oc1ccc(c(c1)O)C(=O)CCc1ccccc1 NPC111233 2,4-Dimethylaniline 2,4-dimethylaniline CHEMBL1490826 7250 C8H11N 121.09 0.5341 2.23 2.412 1 1 26.02 3 1 9 0 InChI=1S/C8H11N/c1-6-3-4-8(9)7(2)5-6/h3-5H,9H2,1-2H3 CZZZABOKJQXEBO-UHFFFAOYSA-N Cc1ccc(c(c1)C)N NPC204210 2,4-Dimethylphenol 2,4-dimethylphenol CHEMBL29878 7771 C8H10O 122.07 0.8237 2.23 2.479 0 1 20.23 3 1 9 0 InChI=1S/C8H10O/c1-6-3-4-8(9)7(2)5-6/h3-5,9H,1-2H3 KUFFULVDNCHOFZ-UHFFFAOYSA-N Cc1ccc(c(c1)C)O NPC144407 2,4-Hexadienal (2E,4E)-hexa-2,4-dienal CHEMBL1576086 637564 C6H8O 96.06 1.076 2.01 1.511 1 0 17.07 3 0 7 0 InChI=1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+ BATOPAZDIZEVQF-MQQKCMAXSA-N C/C=C/C=C/C=O NPC10314 2,5,6-Trimethoxy-9,10-Dihydrophenanthrene-1,7-Diol 2,5,6-trimethoxy-9,10-dihydrophenanthrene-1,7-diol CHEMBL254599 24762425 C17H18O5 302.12 -0.9512 2.78 1.597 0 2 68.15 8 3 22 0 InChI=1S/C17H18O5/c1-20-13-7-6-10-11(15(13)19)5-4-9-8-12(18)16(21-2)17(22-3)14(9)10/h6-8,18-19H,4-5H2,1-3H3 OHYOIWRALJDPTD-UHFFFAOYSA-N COc1ccc2c(c1O)CCc1c2c(OC)c(c(c1)O)OC NPC312713 2,5-Bis-(3,4-Dimethoxy-Phenyl)-3,4-Dimethyl-Tetrahydro-Furan (2R,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL57542 443018 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21+,22+/m0/s1 JLJAVUZBHSLLJL-HCIHMXRSSA-N COc1cc(ccc1OC)[C@@H]1O[C@H]([C@H]([C@@H]1C)C)c1ccc(c(c1)OC)OC NPC57268 2,5-Bis-(3,4-Dimethoxy-Phenyl)-3,4-Dimethyl-Tetrahydro-Furan (2S,3S,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL56917 11975378 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21-,22-/m0/s1 JLJAVUZBHSLLJL-WJWAULOUSA-N COc1cc(ccc1OC)[C@H]1O[C@@H]([C@H]([C@@H]1C)C)c1ccc(c(c1)OC)OC NPC474014 2,5-Dideoxy-2,5-Imino-D-Fucitol (2S,3R,4S,5R)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4-diol CHEMBL458368 21129912 C6H13NO3 147.09 -1.94 1.68 -0.226 4 4 72.72 5 1 10 0 InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(2-8)7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m1/s1 YRBKDBZXOAEMOT-DPYQTVNSSA-N OC[C@@H]1N[C@@H]([C@@H]([C@@H]1O)O)C NPC473952 2,5-Dideoxy-2,5-Imino-D-Glycero-D-Manno-Heptitol (2R,3R,4R,5R)-2-(1,2-dihydroxyethyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL456077 13005892 C7H15NO5 193.1 -2.9507 1.57 -1.172 6 6 113.18 8 1 13 1 InChI=1S/C7H15NO5/c9-1-3-6(12)7(13)5(8-3)4(11)2-10/h3-13H,1-2H2/t3-,4?,5-,6-,7-/m1/s1 ZJRUOSSQTZGFJV-UHEPRFFZSA-N OCC([C@H]1N[C@@H]([C@H]([C@@H]1O)O)CO)O NPC8087 2,5-Dideoxy-2,5-Imino-D-Mannitol (2R,3R,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL312653 124702 C6H13NO4 163.08 -2.44 1.57 -0.929 5 5 92.95 6 1 11 0 InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m1/s1 PFYHYHZGDNWFIF-KVTDHHQDSA-N OC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)CO NPC7029 2,5-Dihydroxyl-3-Undecyl-1,4-Benzoquinone 2,5-dihydroxy-3-pentadecylcyclohexa-2,5-diene-1,4-dione CHEMBL462998 4187769 C21H34O4 350.25 -4.6508 3.33 8.51 4 2 74.6 17 1 25 2 InChI=1S/C21H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-20(24)18(22)16-19(23)21(17)25/h16,22,25H,2-15H2,1H3 GXDURRGUXLDZKN-UHFFFAOYSA-N CCCCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O NPC474619 2,5-Dimethoxy-Sorgoleone 2,5-dimethoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trienyl]cyclohexa-2,5-diene-1,4-dione CHEMBL477128 21668690 C23H32O4 372.23 -0.2456 3.55 7.274 4 0 52.6 16 1 27 2 InChI=1S/C23H32O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(25)21(26-2)18-20(24)23(19)27-3/h4,6-7,9-10,18H,1,5,8,11-17H2,2-3H3/b7-6-,10-9- ISZNSNPZAIWOAG-HZJYTTRNSA-N C=CC/C=C\C/C=C\CCCCCCCC1=C(OC)C(=O)C=C(C1=O)OC NPC233791 2,5-Dimethylfuran 2,5-dimethylfuran CHEMBL1416448 12266 C6H8O 96.06 0.7249 2.01 2.012 0 0 13.14 2 1 7 0 InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3 GSNUFIFRDBKVIE-UHFFFAOYSA-N Cc1ccc(o1)C NPC149502 2''',5'''-Episilvestrol methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL1651031 11607102 C34H38O13 654.23 -3.3108 3.77 3.62 9 4 171.83 19 6 47 1 InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25+,26+,27+,29+,31-,32+,33-,34-/m0/s1 GVKXFVCXBFGBCD-CABMIHONSA-N OC[C@@H]([C@H]1CO[C@@H]([C@@H](O1)Oc1cc2O[C@@]3([C@@](c2c(c1)OC)(O)[C@@H]([C@@H]([C@H]3c1ccccc1)C(=O)OC)O)c1ccc(cc1)OC)OC)O NPC57846 2,5-Imino-1,2,5-Trideoxy-D-Mannitol (2R,3R,4R,5R)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4-diol CHEMBL443158 10057640 C6H13NO3 147.09 -1.94 1.68 -0.226 4 4 72.72 5 1 10 0 InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(2-8)7-3/h3-10H,2H2,1H3/t3-,4-,5-,6-/m1/s1 YRBKDBZXOAEMOT-KVTDHHQDSA-N OC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)C NPC30126 2,5-Imino-1,2,5-Trideoxy-L-Glucitol (2S,3S,4S,5R)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4-diol CHEMBL502230 12085983 C6H13NO3 147.09 -1.94 1.68 -0.226 4 4 72.72 5 1 10 0 InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(2-8)7-3/h3-10H,2H2,1H3/t3-,4+,5+,6+/m1/s1 YRBKDBZXOAEMOT-VANKVMQKSA-N OC[C@@H]1N[C@@H]([C@@H]([C@H]1O)O)C NPC69798 2,5-Imino-2,5,6-Trideoxy-D-Gulo-Heptitol (2R,3S,4S,5S)-2-(2-hydroxyethyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL464569 44593591 C7H15NO4 177.1 -2.728 1.68 -0.571 5 5 92.95 7 1 12 0 InChI=1S/C7H15NO4/c9-2-1-4-6(11)7(12)5(3-10)8-4/h4-12H,1-3H2/t4-,5+,6+,7+/m1/s1 AGFACLQFIYFFOI-BWBBJGPYSA-N OCC[C@H]1N[C@H]([C@@H]([C@H]1O)O)CO NPC116377 2,5-Imino-2,5,6-Trideoxy-D-Manno-Heptitol (2R,3R,4R,5R)-2-(2-hydroxyethyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL407337 10374978 C7H15NO4 177.1 -2.728 1.68 -0.571 5 5 92.95 7 1 12 0 InChI=1S/C7H15NO4/c9-2-1-4-6(11)7(12)5(3-10)8-4/h4-12H,1-3H2/t4-,5-,6-,7-/m1/s1 AGFACLQFIYFFOI-DBRKOABJSA-N OCC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)CO NPC111201 2,6-Diacetyl-7,9-Dihydroxy-8,9B-Dimethyldibenzofuran-1,3-Dione 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione CHEMBL1375951 5646 C18H16O7 344.09 -1.4263 2.67 -0.526 4 2 117.97 8 3 25 0 InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,11,22-23H,1-4H3 CUCUKLJLRRAKFN-UHFFFAOYSA-N CC(=O)C1C(=O)C=C2C(C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O NPC203817 2',6'-Dihydroxy-4'-Geranyloxyacetophenone 1-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-2,6-dihydroxyphenyl]ethanone CHEMBL401606 10859675 C18H24O4 304.17 1.4714 3 3.809 1 2 66.76 13 1 22 0 InChI=1S/C18H24O4/c1-12(2)6-5-7-13(3)8-9-22-15-10-16(20)18(14(4)19)17(21)11-15/h6,8,10-11,20-21H,5,7,9H2,1-4H3/b13-8+ LBLRLPQWUQITCP-MDWZMJQESA-N C/C(=C\COc1cc(O)c(c(c1)O)C(=O)C)/CCC=C(C)C NPC223004 2,6-Dihydroxybenzoic Acid 2,6-dihydroxybenzoic acid CHEMBL454808 9338 C7H6O4 154.03 -1.1604 1.79 1.519 2 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H,(H,10,11) AKEUNCKRJATALU-UHFFFAOYSA-N OC(=O)c1c(O)cccc1O NPC294593 2,6-Dihydroxyl-4-Methoxyldihydrochalcone 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one CHEMBL486009 169676 C16H16O4 272.1 -1.139 2.78 4.515 1 2 66.76 8 2 20 0 InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3 MDMCODCJMHTFIZ-UHFFFAOYSA-N COc1cc(O)c(c(c1)O)C(=O)CCc1ccccc1 NPC192304 2',6'-Dimethoxy-4,4'-Dihydroxychalcone (E)-1-(4-hydroxy-2,6-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL449907 11022960 C17H16O5 300.1 -0.9269 2.78 2.41 1 2 75.99 9 2 22 0 InChI=1S/C17H16O5/c1-21-15-9-13(19)10-16(22-2)17(15)14(20)8-5-11-3-6-12(18)7-4-11/h3-10,18-19H,1-2H3/b8-5+ SJULMVKFURWCFM-VMPITWQZSA-N COc1cc(O)cc(c1C(=O)/C=C/c1ccc(cc1)O)OC NPC193067 2,6-Dimethoxy-4-Methylphenol 2,6-dimethoxy-4-methylphenol CHEMBL205268 240925 C9H12O3 168.08 0.0781 2.12 1.268 0 1 38.69 6 1 12 0 InChI=1S/C9H12O3/c1-6-4-7(11-2)9(10)8(5-6)12-3/h4-5,10H,1-3H3 ZFBNNSOJNZBLLS-UHFFFAOYSA-N COc1cc(C)cc(c1O)OC NPC6888 2,6-Dimethoxybenzoic Acid 2,6-dimethoxybenzoic acid CHEMBL488609 15109 C9H10O4 182.06 -0.3434 2.01 1.699 2 1 55.76 6 1 13 0 InChI=1S/C9H10O4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5H,1-2H3,(H,10,11) MBIZFBDREVRUHY-UHFFFAOYSA-N COc1cccc(c1C(=O)O)OC NPC110396 2,6-Dimethoxyquinone 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione CHEMBL448515 68262 C8H8O4 168.04 -0.8026 1.9 0.252 4 0 52.6 4 1 12 0 InChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3 OLBNOBQOQZRLMP-UHFFFAOYSA-N COC1=CC(=O)C=C(C1=O)OC NPC193578 2,6-Dimethylnaphthalene 2,6-dimethylnaphthalene CHEMBL194983 11387 C12H12 156.09 1.284 2.78 6.584 0 0 0 2 2 12 1 InChI=1S/C12H12/c1-9-3-5-12-8-10(2)4-6-11(12)7-9/h3-8H,1-2H3 YGYNBBAUIYTWBF-UHFFFAOYSA-N Cc1ccc2c(c1)ccc(c2)C NPC215519 2,6-Dimethylquinoline 2,6-dimethylquinoline CHEMBL194502 13414 C11H11N 157.09 1.0815 2.56 3.848 1 0 12.89 2 2 12 0 InChI=1S/C11H11N/c1-8-3-6-11-10(7-8)5-4-9(2)12-11/h3-7H,1-2H3 JJPSZKIOGBRMHK-UHFFFAOYSA-N Cc1ccc2c(c1)ccc(n2)C NPC289769 2,6-Ditert-Butylphenol 2,6-ditert-butylphenol CHEMBL281071 31405 C14H22O 206.17 2.6521 2.89 5.634 0 1 20.23 9 1 15 1 InChI=1S/C14H22O/c1-13(2,3)10-8-7-9-11(12(10)15)14(4,5)6/h7-9,15H,1-6H3 DKCPKDPYUFEZCP-UHFFFAOYSA-N CC(c1cccc(c1O)C(C)(C)C)(C)C NPC41847 2,7-Dihydroxy-4-Isopropyl-6-Methyl-1-Naphthaldehyde 2,7-dihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde CHEMBL2386315 71726175 C15H16O3 244.11 0.1019 2.78 3.705 1 2 57.53 7 2 18 0 InChI=1S/C15H16O3/c1-8(2)10-5-15(18)13(7-16)12-6-14(17)9(3)4-11(10)12/h4-8,17-18H,1-3H3 GBYIRCXHWOBGHE-UHFFFAOYSA-N O=Cc1c(O)cc(c2c1cc(O)c(c2)C)C(C)C NPC151537 2,7-Dihydroxycadalene 1,6-dimethyl-4-propan-2-ylnaphthalene-2,7-diol CHEMBL2386325 157057 C15H18O2 230.13 0.9363 2.89 3.737 0 2 40.46 7 2 17 0 InChI=1S/C15H18O2/c1-8(2)11-6-15(17)10(4)12-7-14(16)9(3)5-13(11)12/h5-8,16-17H,1-4H3 OKOXDXHTJZNGOM-UHFFFAOYSA-N Oc1cc2c(cc1C)c(cc(c2C)O)C(C)C NPC18785 2-[(1S,2S)-1-Hydroxy-2,4,6-Trimethyl-3-Oxo-1,2-Dihydroinden-5-Yl]Ethyl Hydrogen Sulfate 2-[(1S,2S)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl hydrogen sulfate CHEMBL1823116 54669844 C14H18O6S 314.08 0.5624 2.23 0.126 6 2 109.28 9 2 21 0 InChI=1S/C14H18O6S/c1-7-6-11-12(14(16)9(3)13(11)15)8(2)10(7)4-5-20-21(17,18)19/h6,9,13,15H,4-5H2,1-3H3,(H,17,18,19)/t9-,13-/m0/s1 AJYKBYFVDNGNQI-ZANVPECISA-N Cc1cc2[C@@H](O)[C@@H](C(=O)c2c(c1CCOS(=O)(=O)O)C)C NPC17105 2-[(1S,6R)-6-(2,4-Dihydroxybenzoyl)-5-(2,4-Dihydroxyphenyl)-3-Methylcyclohex-2-En-1-Yl]-1,3,5A,8-Tetrahydroxy-10A-(3-Methylbut-2-Enyl)-[1]Benzofuro[3,2-B]Chromen-11-One 2-[(1S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,5a,8-tetrahydroxy-10a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one CHEMBL1588549 23641096 C40H36O12 708.22 -2.239 4.54 2.699 3 8 214.44 17 7 52 1 InChI=1S/C40H36O12/c1-18(2)10-11-39-38(49)35-32(52-40(39,50)27-9-6-22(43)16-31(27)51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25?,26-,33+,39?,40?/m0/s1 SUOXGDJCEWTZIZ-BQXUNMGUSA-N CC(=CCC12Oc3c(C2(O)Oc2c(C1=O)c(O)c(c(c2)O)[C@H]1C=C(C)CC([C@H]1C(=O)c1ccc(cc1O)O)c1ccc(cc1O)O)ccc(c3)O)C NPC191337 2-[(2E)-3,7-Dimethyl-2,6-Octadienyl]-6-Methyl-2,5-Cyclohexadine-1,4-One 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-6-methylcyclohexa-2,5-diene-1,4-dione CHEMBL470129 642530 C17H22O2 258.16 3.555 3.11 3.398 2 0 34.14 9 1 19 0 InChI=1S/C17H22O2/c1-12(2)6-5-7-13(3)8-9-15-11-16(18)10-14(4)17(15)19/h6,8,10-11H,5,7,9H2,1-4H3/b13-8+ VDDALGSXMJYSIM-MDWZMJQESA-N C/C(=C\CC1=CC(=O)C=C(C1=O)C)/CCC=C(C)C NPC167336 2-[(2R,6S)-1-Methyl-6-Phenacylpiperidin-2-Yl]-1-Phenylethanone 2-[(2R,6S)-1-methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone CHEMBL331161 442647 C22H25NO2 335.19 -1.3073 3.55 6.103 3 0 37.38 7 3 25 1 InChI=1S/C22H25NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-20H,8,13-16H2,1H3/t19-,20+ IDEMKXUAULKYJV-BGYRXZFFSA-N CN1[C@H](CCC[C@H]1CC(=O)c1ccccc1)CC(=O)c1ccccc1 NPC7526 2-[(2S)-7-Oxo-2,3-Dihydrofuro[3,2-G]Chromen-2-Yl]Propan-2-Yl (E)-2-Methylbut-2-Enoate 2-[(2S)-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl (E)-2-methylbut-2-enoate CHEMBL1443379 906525 C19H20O5 328.13 1.9846 3 3.83 3 0 61.83 8 3 24 0 InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)16-9-13-8-12-6-7-17(20)23-14(12)10-15(13)22-16/h5-8,10,16H,9H2,1-4H3/b11-5+/t16-/m0/s1 HHNCJFKRMZDTHW-WQRDJFRPSA-N C/C=C(/C(=O)OC([C@H]1Oc2c(C1)cc1c(c2)oc(=O)cc1)(C)C)\C NPC324835 2-[(E)-2-Phenylethenyl]-2,3-Dihydropyran-6-One 2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one CHEMBL1170485 5317826 C13H12O2 200.08 0.943 2.67 4.876 2 0 26.3 2 2 15 0 InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+ RLGHFVLWYYVMQZ-MDZDMXLPSA-N O=C1C=CCC(O1)/C=C/c1ccccc1 NPC56856 2-[(Methylthiomethyl)Dithio]Pyridine-N-Oxide 2-(methylsulfanylmethyldisulfanyl)-1-oxidopyridin-1-ium CHEMBL559906 45267926 C7H9NOS3 218.98 1.8563 1.68 2.472 0 0 101.36 5 1 12 0 InChI=1S/C7H9NOS3/c1-10-6-11-12-7-4-2-3-5-8(7)9/h2-5H,6H2,1H3 MUHWXZGNCHKLDY-UHFFFAOYSA-N CSCSSc1ccccn1=O NPC177996 2-[[4-[(2-Amino-4-Oxo-1H-Pteridin-6-Yl)Methylamino]Benzoyl]Amino]Pentanedioic Acid 2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid CHEMBL277040 3405 C19H19N7O6 441.14 -2.6195 2.12 0.045 13 7 209.98 13 3 32 2 InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30) OVBPIULPVIDEAO-UHFFFAOYSA-N OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCc1cnc2c(n1)c(O)nc(=N)[nH]2 NPC3980 2-[3,4-Dihydroxy-5-(3-Methylbut-2-Enyl)Phenyl]-3,5,7-Trihydroxy-8-(2-Methylbut-3-En-2-Yl)Chromen-4-One 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(2-methylbut-3-en-2-yl)chromen-4-one CHEMBL323712 10048747 C25H26O7 438.17 0.6979 3.44 4.651 2 5 127.45 14 3 32 0 InChI=1S/C25H26O7/c1-6-25(4,5)19-16(27)11-15(26)18-21(30)22(31)23(32-24(18)19)14-9-13(8-7-12(2)3)20(29)17(28)10-14/h6-7,9-11,26-29,31H,1,8H2,2-5H3 XCKYBRFHABGHMT-UHFFFAOYSA-N C=CC(c1c(O)cc(c2c1oc(c1cc(O)c(c(c1)CC=C(C)C)O)c(c2=O)O)O)(C)C NPC247018 2-[4-[(2R)-2-Hydroxy-3-(Propan-2-Ylamino)Propoxy]Phenyl]Acetamide 2-[4-[(2R)-2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide CHEMBL1230004 180559 C14H22N2O3 266.16 -1.0566 2.45 1.812 4 4 85.57 12 1 19 0 InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1 METKIMKYRPQLGS-GFCCVEGCSA-N O[C@@H](COc1ccc(cc1)CC(=N)O)CNC(C)C NPC39929 2-[5-(3-Hydroxypropyl)-1-Benzofuran-2-Yl]-5-Methoxyphenol 2-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-5-methoxyphenol CHEMBL2147419 14213211 C18H18O4 298.12 -1.3405 3 3.284 1 2 62.83 8 3 22 0 InChI=1S/C18H18O4/c1-21-14-5-6-15(16(20)11-14)18-10-13-9-12(3-2-8-19)4-7-17(13)22-18/h4-7,9-11,19-20H,2-3,8H2,1H3 DZMMGSFVLBBPIA-UHFFFAOYSA-N OCCCc1ccc2c(c1)cc(o2)c1ccc(cc1O)OC NPC11464 2-[7-[(1S)-1-(4-Hydroxyphenyl)Ethyl]-4-Methoxy-1H-Indol-3-Yl]Acetonitrile 2-[7-[(1S)-1-(4-hydroxyphenyl)ethyl]-4-methoxy-1H-indol-3-yl]acetonitrile CHEMBL2063175 60155950 C19H18N2O2 306.14 -0.4578 3.11 3.213 2 2 69.04 7 3 23 0 InChI=1S/C19H18N2O2/c1-12(13-3-5-15(22)6-4-13)16-7-8-17(23-2)18-14(9-10-20)11-21-19(16)18/h3-8,11-12,21-22H,9H2,1-2H3/t12-/m0/s1 VSFGQNYRFGEQHT-LBPRGKRZSA-N N#CCc1c[nH]c2c1c(OC)ccc2[C@H](c1ccc(cc1)O)C NPC11551 20(29)-Ene-30-Norhederagenin-3-O-Beta-D-Glucuronopyranosyl-28-O-Beta-D-Glucopyranoside (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL2043374 10819104 C41H62O15 794.41 -2.9123 4.32 4.14 15 9 253.13 21 7 56 2 InChI=1S/C41H62O15/c1-19-8-13-41(36(52)56-34-30(48)27(45)26(44)22(17-42)53-34)15-14-39(4)20(21(41)16-19)6-7-24-37(2)11-10-25(38(3,18-43)23(37)9-12-40(24,39)5)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h6,21-32,34-35,42-49H,1,7-18H2,2-5H3,(H,50,51)/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,37-,38-,39+,40+,41-/m0/s1 XZLYKCFSWUWOSX-GUZNCPQZSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(=C)C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H]([C@@]2(C)CO)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC252182 20(R)-20-Methoxyl-Dammarane-3Beta,12Beta,25-Triol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(1R)-5-hydroxy-1-methoxy-5-methylhexyl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL1669121 53319526 C30H54O4 478.4 0.4844 4.32 7.168 4 3 69.92 17 4 34 1 InChI=1S/C30H54O4/c1-26(2,33)14-9-10-21(34-8)19-11-16-30(7)25(19)20(31)18-23-28(5)15-13-24(32)27(3,4)22(28)12-17-29(23,30)6/h19-25,31-33H,9-18H2,1-8H3/t19-,20-,21-,22+,23-,24+,25+,28+,29-,30-/m1/s1 RQLAYFBJTRUEMT-CIUNGYTJSA-N CO[C@@H]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)CCCC(O)(C)C NPC1340 20(R)-25-Methoxyl-Dammarane-3Beta,12Beta,20-Triol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(1R)-1-hydroxy-5-methoxy-5-methylhexyl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL1669119 53322140 C30H54O4 478.4 0.4844 4.32 7.168 4 3 69.92 17 4 34 1 InChI=1S/C30H54O4/c1-26(2,34-8)14-9-10-20(31)19-11-16-30(7)25(19)21(32)18-23-28(5)15-13-24(33)27(3,4)22(28)12-17-29(23,30)6/h19-25,31-33H,9-18H2,1-8H3/t19-,20-,21-,22+,23-,24+,25+,28+,29-,30-/m1/s1 VTHKHDICJFLCRO-CIUNGYTJSA-N COC(CCC[C@H]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)O)(C)C NPC187471 20(R)-25-Methoxyl-Dammarane-3Beta,6Alpha,12Beta,20-Tetrol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(1R)-1-hydroxy-5-methoxy-5-methylhexyl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL1669120 53316854 C30H54O5 494.4 -0.2819 4.21 5.294 5 4 90.15 18 4 35 1 InChI=1S/C30H54O5/c1-26(2,35-8)13-9-10-19(31)18-11-15-29(6)24(18)20(32)16-22-28(5)14-12-23(34)27(3,4)25(28)21(33)17-30(22,29)7/h18-25,31-34H,9-17H2,1-8H3/t18-,19-,20-,21+,22-,23+,24+,25+,28-,29-,30-/m1/s1 YRJCMCBXAVZZTO-HDFOMQQSSA-N COC(CCC[C@H]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)O)(C)C NPC4831 20(R)-Ginsenoside (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1783835 54580480 C36H62O8 622.44 0.788 4.54 6.855 8 6 139.84 21 5 44 2 InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36+/m0/s1 CKUVNOCSBYYHIS-SUEBGMEDSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@@](CCC=C(C)C)(O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC80530 20(R)-Protopanaxadiol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL1669123 9920281 C30H52O3 460.39 2.5349 4.43 7.963 3 3 60.69 15 4 33 1 InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30+/m0/s1 PYXFVCFISTUSOO-VUFVRDRTSA-N CC(=CCC[C@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)(O)C)C NPC102253 20(R)-Protopanaxatriol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL3634637 9847853 C30H52O4 476.39 1.7686 4.32 6.089 4 4 80.92 16 4 34 1 InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30+/m0/s1 SHCBCKBYTHZQGZ-DLHMIPLTSA-N CC(=CCC[C@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)(O)C)C NPC236237 20(S)-Protopanaxatriol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL255683 11468733 C30H52O4 476.39 1.7686 4.32 6.089 4 4 80.92 16 4 34 1 InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30-/m0/s1 SHCBCKBYTHZQGZ-CJPZEJHVSA-N CC(=CCC[C@@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)(O)C)C NPC292133 20,21,22,23-Tetrahydro-23-Oxoazadirone [(5R,7R,8R,9R,10R,13S,17S)-4,4,8,10,13-pentamethyl-3-oxo-17-[(3S)-5-oxooxolan-3-yl]-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774404 52952011 C28H38O5 454.27 1.9578 3.99 4.32 5 0 69.67 9 5 33 0 InChI=1S/C28H38O5/c1-16(29)33-23-14-21-25(2,3)22(30)10-12-27(21,5)20-9-11-26(4)18(17-13-24(31)32-15-17)7-8-19(26)28(20,23)6/h8,10,12,17-18,20-21,23H,7,9,11,13-15H2,1-6H3/t17-,18+,20-,21+,23-,26+,27-,28+/m1/s1 LXNMRBHGHQWYSQ-PLNCUQKMSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)CC3)[C@H]1COC(=O)C1)(C)C=CC(=O)C2(C)C NPC68148 20Alpha-Hydroxytingenone (6aS,6bS,8aS,11S,12aR,14aR)-3,11-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-8,9,12,12a,13,14-hexahydro-7H-picene-2,10-dione CHEMBL1651342 10717799 C28H36O4 436.26 1.5324 4.1 6.43 4 2 74.6 8 5 32 1 InChI=1S/C28H36O4/c1-16-17-7-8-20-25(3,18(17)13-19(29)23(16)31)10-12-27(5)21-14-28(6,32)22(30)15-24(21,2)9-11-26(20,27)4/h7-8,13,21,31-32H,9-12,14-15H2,1-6H3/t21-,24+,25+,26-,27+,28+/m1/s1 LLINHWDEBZOLGN-UNQYGWCUSA-N O=C1C=C2C(=CC=C3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2C[C@](C)(O)C(=O)C3)C)C)C(=C1O)C NPC65615 20Beta-Hydroxytingenone (6aS,6bS,8aS,11R,12aR,14aR)-3,11-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-8,9,12,12a,13,14-hexahydro-7H-picene-2,10-dione CHEMBL487800 44559597 C28H36O4 436.26 1.5324 4.1 6.43 4 2 74.6 8 5 32 1 InChI=1S/C28H36O4/c1-16-17-7-8-20-25(3,18(17)13-19(29)23(16)31)10-12-27(5)21-14-28(6,32)22(30)15-24(21,2)9-11-26(20,27)4/h7-8,13,21,31-32H,9-12,14-15H2,1-6H3/t21-,24+,25+,26-,27+,28-/m1/s1 LLINHWDEBZOLGN-CVDLMKFLSA-N O=C1C=C2C(=CC=C3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2C[C@@](C)(O)C(=O)C3)C)C)C(=C1O)C NPC260268 20-Hydroxyecdysone (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL224128 5459840 C27H44O7 480.31 -1.1982 3.66 1.049 7 6 138.45 16 4 34 1 InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1 NKDFYOWSKOHCCO-YPVLXUMRSA-N O[C@H]1C[C@@]2(C)[C@@H](C[C@H]1O)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@]([C@@H](CCC(O)(C)C)O)(O)C)C NPC133954 21Beta-Hydroxyolean-12-En-3-One (4aR,6aR,6bS,8aS,10S,12aR,14aR,14bR)-10-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-one CHEMBL390961 16681479 C30H48O2 440.37 3.0082 4.54 8.432 2 1 37.3 9 5 32 1 InChI=1S/C30H48O2/c1-25(2)17-20-19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-30(22,8)29(19,7)16-15-27(20,5)18-24(25)32/h9,20-22,24,32H,10-18H2,1-8H3/t20-,21-,22+,24-,27-,28-,29+,30+/m0/s1 CYAGVDMNRPMVDV-ZMIVVTAWSA-N O[C@H]1C[C@]2(C)CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CCC(=O)C3(C)C)[C@@H]2CC1(C)C)C NPC233223 21-O-[2E-Hydroxymethyl-6S-Methyl-6-O-Beta-D-Quinovopyranosyl-2,7-Octadienoyl]-3-O-Beta-D-Xylopyranosyl-(Lf2)-Beta-D-Fucopyranosyl-(1F6)-Beta-D-Glucopyranosylacacic Acid 28-O-Alpha-L-Arabinofuranosyl-(Lf4)-[Beta-D-Glucopyranosyl-(Lf3)]-Alpha-L-Rhamnopyranosyl-(Lf2)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(2E,6R)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL402762 44448242 C86H138O43 1858.86 -9.522 6.19 -1.872 43 24 676.57 64 13 129 3 InChI=1S/C86H138O43/c1-13-82(9,129-76-64(109)55(100)48(93)32(2)115-76)20-14-15-35(26-87)70(111)122-47-25-86(79(112)128-78-69(59(104)52(97)40(28-89)120-78)127-75-65(110)67(125-74-63(108)56(101)51(96)39(27-88)118-74)66(34(4)117-75)124-73-61(106)53(98)41(29-90)119-73)37(23-80(47,5)6)36-16-17-44-83(10)21-19-46(81(7,8)43(83)18-22-84(44,11)85(36,12)24-45(86)92)123-72-62(107)57(102)54(99)42(121-72)31-114-77-68(58(103)49(94)33(3)116-77)126-71-60(105)50(95)38(91)30-113-71/h13,15-16,32-34,37-69,71-78,87-110H,1,14,17-31H2,2-12H3/b35-15+/t32-,33-,34+,37+,38-,39-,40-,41+,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-,52-,53+,54-,55+,56+,57+,58+,59+,60-,61-,62-,63-,64-,65-,66+,67+,68-,69-,71+,72+,73+,74+,75+,76+,77-,78+,82+,83+,84-,85-,86-/m1/s1 XSYZYNNFQKBTTB-BTXWTGEUSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/CO)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC777 21-Oxopristimerine methyl (2S,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-3,11-dioxo-4,5,6,13,14,14b-hexahydro-1H-picene-2-carboxylate CHEMBL1651337 50907761 C30H38O5 478.27 2.3803 4.21 7.059 5 1 80.67 10 5 35 1 InChI=1S/C30H38O5/c1-17-18-8-9-21-27(3,19(18)14-20(31)24(17)33)11-13-30(6)22-15-28(4,25(34)35-7)23(32)16-26(22,2)10-12-29(21,30)5/h8-9,14,22,33H,10-13,15-16H2,1-7H3/t22-,26+,27+,28+,29-,30+/m1/s1 MTZSYUQVIKIBDX-KLGNMXTRSA-N COC(=O)[C@@]1(C)C[C@@H]2[C@@](CC1=O)(C)CC[C@]1([C@@]2(C)CC[C@@]2(C1=CC=C1C2=CC(=O)C(=C1C)O)C)C NPC93744 22Beta-Senecioyloxy-3-Oxo-Olean-12-En-28-Oic Acid (4R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-4-(3-methylbut-2-enoyloxy)-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid CHEMBL2413418 15560077 C35H52O5 552.38 3.9451 4.76 8.611 5 1 80.67 14 5 40 1 InChI=1S/C35H52O5/c1-21(2)18-28(37)40-27-20-30(3,4)19-23-22-10-11-25-32(7)14-13-26(36)31(5,6)24(32)12-15-34(25,9)33(22,8)16-17-35(23,27)29(38)39/h10,18,23-25,27H,11-17,19-20H2,1-9H3,(H,38,39)/t23-,24-,25+,27+,32-,33+,34+,35-/m0/s1 VYPAPFHUHDWCBI-QQAPFUPGSA-N CC(=CC(=O)O[C@@H]1CC(C)(C)C[C@@H]2[C@]1(CC[C@@]1(C2=CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCC(=O)C1(C)C)C)C(=O)O)C NPC196528 23,24-Dihydrocucurbitacin B [(6R)-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate CHEMBL553851 267250 C32H48O8 560.33 0.7002 4.1 2.88 8 3 138.2 19 4 40 0 InChI=1S/C32H48O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,19-22,25,34-35,39H,11-16H2,1-9H3/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1 QZJJDOYZVRUEDY-NRNCYQGDSA-N CC(=O)OC(CCC(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C[C@H](O)C(=O)C2(C)C)C)C)(O)C)(C)C NPC264005 23-Hydroxy Betulic Acid (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL251308 21672692 C30H48O4 472.36 1.2588 4.32 8.704 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h19-24,31-32H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21+,22+,23-,24+,26-,27-,28+,29+,30-/m0/s1 HXWLKAXCQLXHML-WGOZWDAUSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C NPC278091 23-Hydroxybetulin (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-3a,8-bis(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL3815071 14605681 C30H50O3 458.38 1.0499 4.43 9.011 3 3 60.69 11 5 33 1 InChI=1S/C30H50O3/c1-19(2)20-9-14-30(18-32)16-15-28(5)21(25(20)30)7-8-23-26(3)12-11-24(33)27(4,17-31)22(26)10-13-29(23,28)6/h20-25,31-33H,1,7-18H2,2-6H3/t20-,21+,22+,23+,24-,25+,26-,27-,28+,29+,30+/m0/s1 PHMKDBZGQWXPAZ-MZFJGDBOSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H]([C@@]3(C)CO)O)C(=C)C NPC61543 23-Hydroxyursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL523622 14136881 C30H48O4 472.36 0.3931 4.32 8.251 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-18-9-14-30(25(33)34)16-15-28(5)20(24(30)19(18)2)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h7,18-19,21-24,31-32H,8-17H2,1-6H3,(H,33,34)/t18-,19+,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1 NZCULBURCGAPSF-PQWKYGPVSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C NPC225585 24-Hydroxyursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL522373 44568920 C30H48O4 472.36 0.3931 4.32 8.251 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-18-9-14-30(25(33)34)16-15-28(5)20(24(30)19(18)2)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h7,18-19,21-24,31-32H,8-17H2,1-6H3,(H,33,34)/t18-,19+,21-,22-,23+,24+,26+,27-,28-,29-,30+/m1/s1 NZCULBURCGAPSF-OQCQIIONSA-N OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C NPC257457 25-Acetylcucurbitacin F [(E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-3-en-2-yl] acetate CHEMBL447610 14165733 C32H48O8 560.33 0.6307 4.1 2.249 8 4 141.36 19 4 40 0 InChI=1S/C32H48O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25-26,34-35,38-39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,26-,29+,30-,31+,32+/m1/s1 LMJMTWXDWFWZHV-OBTWUPKTSA-N CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C[C@H](O)[C@H](C2(C)C)O)C)C)(O)C)(C)C NPC229871 25-Anhydroalisol A (5R,8S,9S,10S,11S,14R)-17-[(2R,4S,5S)-4,5-dihydroxy-6-methylhept-6-en-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-one CHEMBL3121588 76314443 C30H48O4 472.36 1.895 4.32 4.275 4 3 77.76 15 4 34 0 InChI=1S/C30H48O4/c1-17(2)25(34)21(31)15-18(3)19-9-13-29(7)20(19)16-22(32)26-28(6)12-11-24(33)27(4,5)23(28)10-14-30(26,29)8/h18,21-23,25-26,31-32,34H,1,9-16H2,2-8H3/t18-,21+,22+,23+,25+,26+,28+,29+,30+/m1/s1 WLNDANGOFVYODW-XCXJHVMUSA-N CC(=C)[C@@H]([C@H](C[C@H](C1=C2C[C@H](O)[C@@H]3[C@]([C@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C)O)O NPC27395 25-Hydroxycholecalciferol (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol CHEMBL1040 5283731 C27H44O2 400.33 1.3278 4.21 7.931 2 2 40.46 12 3 29 1 InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1 JWUBBDSIWDLEOM-DTOXIADCSA-N O[C@H]1CCC(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1 NPC202540 25-Hydroxylupeol (1R,3aR,5aR,5bR,7aR,9S,11aS,11bS,13aR,13bR)-11a-(hydroxymethyl)-3a,5a,5b,8,8-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL3581946 11080732 C30H50O2 442.38 2.1406 4.54 10.136 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-19(2)20-10-13-27(5)16-17-28(6)21(25(20)27)8-9-23-29(28,7)14-11-22-26(3,4)24(32)12-15-30(22,23)18-31/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23-,24-,25+,27+,28+,29+,30+/m0/s1 ZEUODJNSADRKJR-NNENYQEDSA-N OC[C@]12CC[C@@H](C([C@@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C)C)(C)C)O NPC66407 25-Hydroxyprotopanaxadiol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2,6-dihydroxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL1669124 158501 C30H54O4 478.4 0.8245 4.32 7.066 4 4 80.92 17 4 34 1 InChI=1S/C30H54O4/c1-25(2,33)13-9-14-30(8,34)19-10-16-29(7)24(19)20(31)18-22-27(5)15-12-23(32)26(3,4)21(27)11-17-28(22,29)6/h19-24,31-34H,9-18H2,1-8H3/t19-,20+,21-,22+,23-,24-,27-,28+,29+,30+/m0/s1 VKYVIIIEJKSVBR-XHJPDDKBSA-N O[C@@H]1C[C@@H]2[C@@]3(C)CC[C@@H](C([C@@H]3CC[C@]2([C@]2([C@H]1[C@H](CC2)[C@@](CCCC(O)(C)C)(O)C)C)C)(C)C)O NPC260319 28,29-Di-Hydroxyfriedelan-3-One (4R,4aS,6aS,6aS,6bR,8aR,11R,12aS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL516147 21636460 C30H50O3 458.38 1.0361 4.43 8.239 3 2 57.53 10 5 33 1 InChI=1S/C30H50O3/c1-20-21(33)7-8-22-26(20,3)10-9-23-27(22,4)12-13-29(6)24-17-25(2,18-31)11-15-30(24,19-32)16-14-28(23,29)5/h20,22-24,31-32H,7-19H2,1-6H3/t20-,22+,23-,24-,25+,26+,27-,28+,29-,30+/m0/s1 ZMSNKXDPESNSSS-CUKXIHTOSA-N OC[C@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3([C@@H]([C@]1(CC2)C)CC[C@]1([C@H]3CCC(=O)[C@@H]1C)C)C)CO NPC114188 28-Acetoxy-3Beta,7Beta,19Alpha-Trihydroxyarbor-9(11)-En-3-O-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranoside [(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-1,6-dihydroxy-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate CHEMBL1835875 56600068 C44H72O15 840.49 -2.5848 4.65 3.608 15 9 245.29 27 7 59 2 InChI=1S/C44H72O15/c1-20(2)23-15-25(48)37-43(8)12-9-22-30(42(43,7)13-14-44(23,37)19-56-21(3)46)24(47)16-28-40(4,5)29(10-11-41(22,28)6)59-39-36(54)34(52)32(50)27(58-39)18-55-38-35(53)33(51)31(49)26(17-45)57-38/h9,20,23-39,45,47-54H,10-19H2,1-8H3/t23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+,36+,37+,38+,39-,41+,42-,43+,44+/m0/s1 IWIDIYBHYIVHDJ-CDWPMCCOSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@H](C3(C)C)C[C@@H]([C@@H]3C4=CC[C@]4([C@@]3(C)CC[C@@]3([C@@H]4[C@H](O)C[C@H]3C(C)C)COC(=O)C)C)O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC257485 28-Deacetylbelamcandal (2Z)-2-[(3S,4S,5S,6R,10S)-4,10-dihydroxy-3-[(2E,4E)-1-hydroxy-10-methyl-6-methylideneundeca-2,4,9-trien-2-yl]-6-(3-hydroxypropyl)-10-methylspiro[4.5]decan-7-ylidene]propanal CHEMBL510803 10791126 C30H46O5 486.33 1.7353 4.21 3.165 5 4 97.99 19 2 35 1 InChI=1S/C30H46O5/c1-21(2)9-6-10-22(3)11-7-12-24(20-33)26-15-17-30(28(26)34)27(13-8-18-31)25(23(4)19-32)14-16-29(30,5)35/h7,9,11-12,19,26-28,31,33-35H,3,6,8,10,13-18,20H2,1-2,4-5H3/b11-7+,24-12-,25-23-/t26-,27+,28-,29-,30-/m0/s1 XVFORSWJIMCHND-HWEIDYSJSA-N OCCC[C@@H]1/C(=C(\C=O)/C)/CC[C@]([C@]21CC[C@H]([C@@H]2O)/C(=C\C=C\C(=C)CCC=C(C)C)/CO)(C)O NPC42853 28-Norlup-20(29)-En-3Beta-17Beta-Diol (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-diol CHEMBL488988 15838686 C29H48O2 428.37 2.6969 4.43 8.697 2 2 40.46 9 5 31 1 InChI=1S/C29H48O2/c1-18(2)19-10-15-29(31)17-16-27(6)20(24(19)29)8-9-22-26(5)13-12-23(30)25(3,4)21(26)11-14-28(22,27)7/h19-24,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,23-,24+,26-,27+,28+,29-/m0/s1 QMYGTTSPVRKRJP-SKEMKGFNSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)O NPC49599 28-Norlup-20(29)-En-3Beta-Hydroxy-17Beta-Hydroperoxide (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-hydroperoxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL489600 25136233 C29H48O3 444.36 3.1134 4.32 8.747 3 2 49.69 10 5 32 1 InChI=1S/C29H48O3/c1-18(2)19-10-15-29(32-31)17-16-27(6)20(24(19)29)8-9-22-26(5)13-12-23(30)25(3,4)21(26)11-14-28(22,27)7/h19-24,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,23-,24+,26-,27+,28+,29-/m0/s1 FVDRNFUZMPYFPK-SKEMKGFNSA-N OO[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)O)C(=C)C NPC291379 28-Nor-Urs-12-Ene-3Beta,17Beta-Diol (3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8a-diol CHEMBL497269 21580512 C29H48O2 428.37 1.6052 4.43 8.244 2 2 40.46 9 5 31 1 InChI=1S/C29H48O2/c1-18-10-15-29(31)17-16-27(6)20(24(29)19(18)2)8-9-22-26(5)13-12-23(30)25(3,4)21(26)11-14-28(22,27)7/h8,18-19,21-24,30-31H,9-17H2,1-7H3/t18-,19+,21+,22-,23+,24+,26+,27-,28-,29+/m1/s1 OHURLQYFJBUGGV-SQPCZADNSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)O NPC308156 2-Acetoxy-3-Deacetoxycaesaldekarine [(1R,2S,4aR,11bS)-1-acetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-2-yl] acetate CHEMBL458028 44583993 C24H30O6 414.2 1.0463 3.44 4.136 5 1 85.97 11 4 30 0 InChI=1S/C24H30O6/c1-13-16-7-9-24(27)22(4,5)12-20(29-14(2)25)21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10-11,20-21,27H,7,9,12H2,1-6H3/t20-,21-,23-,24+/m0/s1 FETPRYGDJQBBEF-HIGZBPRKSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)CC([C@]2([C@@]1(C)c1cc3occc3c(c1CC2)C)O)(C)C NPC291742 2-Acetoxycaesaldekarine [(1R,2S,3S,4aR,11bS)-1,3-diacetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-2-yl] acetate CHEMBL463937 44584001 C26H32O8 472.21 0.8523 3.44 3.846 7 1 112.27 14 4 34 0 InChI=1S/C26H32O8/c1-13-17-8-10-26(30)24(5,6)22(33-15(3)28)21(32-14(2)27)23(34-16(4)29)25(26,7)19(17)12-20-18(13)9-11-31-20/h9,11-12,21-23,30H,8,10H2,1-7H3/t21-,22+,23-,25-,26+/m0/s1 XOTNHMCJXKGKCN-RPEQPCMISA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@@H](OC(=O)C)C([C@]2([C@@]1(C)c1cc3occc3c(c1CC2)C)O)(C)C NPC265181 2-Acetyl Furanonapthoquinone 2-acetylbenzo[f][1]benzofuran-4,9-dione CHEMBL64130 10331844 C14H8O4 240.04 -0.9356 2.56 2.152 3 0 64.35 2 3 18 0 InChI=1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3 DPHUWDIXHNQOSY-UHFFFAOYSA-N CC(=O)c1cc2c(o1)C(=O)c1c(C2=O)cccc1 NPC226578 2-Acetyl-5-Hydroxy-Naphtho[2,3-B]Furan-4,9-Dione 2-acetyl-5-hydroxybenzo[f][1]benzofuran-4,9-dione CHEMBL611361 10015259 C14H8O5 256.04 -1.3959 2.45 0.767 3 1 84.58 3 3 19 0 InChI=1S/C14H8O5/c1-6(15)10-5-8-12(17)11-7(3-2-4-9(11)16)13(18)14(8)19-10/h2-5,16H,1H3 RABXYJBFTPBKKL-UHFFFAOYSA-N CC(=O)c1oc2c(c1)C(=O)c1c(C2=O)cccc1O NPC252208 2-Acetyl-8-Hydroxynaphtho-[2,3-B]Furan-4,9-Dione 2-acetyl-8-hydroxybenzo[f][1]benzofuran-4,9-dione CHEMBL493650 9881541 C14H8O5 256.04 -1.3959 2.45 0.767 3 1 84.58 3 3 19 0 InChI=1S/C14H8O5/c1-6(15)10-5-8-12(17)7-3-2-4-9(16)11(7)13(18)14(8)19-10/h2-5,16H,1H3 MYDAXHYLQBNETF-UHFFFAOYSA-N CC(=O)c1cc2c(o1)C(=O)c1c(C2=O)cccc1O NPC476377 2'-Acetylacteoside [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL590300 46228750 C32H40O16 680.23 -4.0897 3.22 0.401 12 8 251.36 24 4 48 3 InChI=1S/C32H40O16/c1-15-26(40)28(42)27(41)24(45-15)14-44-30-29(48-25(39)8-5-17-3-6-19(35)21(37)11-17)23(13-33)47-32(31(30)46-16(2)34)43-10-9-18-4-7-20(36)22(38)12-18/h3-8,11-12,15,23-24,26-33,35-38,40-42H,9-10,13-14H2,1-2H3/b8-5+/t15-,23+,24-,26-,27-,28+,29+,30-,31+,32+/m0/s1 KJJKGAYHJMZKLA-DBDAIDROSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)OC[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)OC(=O)C NPC64425 2''-Acetylapaeonoside [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl] acetate CHEMBL1774169 52952636 C29H32O17 652.16 -5.7996 2.78 -0.617 13 9 271.59 19 5 46 2 InChI=1S/C29H32O17/c1-10(32)41-27-23(39)20(36)17(9-31)45-29(27)46-26-21(37)18-14(34)6-13(42-28-24(40)22(38)19(35)16(8-30)44-28)7-15(18)43-25(26)11-2-4-12(33)5-3-11/h2-7,16-17,19-20,22-24,27-31,33-36,38-40H,8-9H2,1H3/t16-,17-,19-,20-,22+,23+,24-,27-,28-,29+/m1/s1 UNCGSIXTLZAFKK-RXRZWAIISA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2OC(=O)C)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC224530 2''-Acetylastragalin [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate CHEMBL1774167 52952531 C23H22O12 490.11 -4.0527 2.67 0.491 8 6 192.44 13 4 35 1 InChI=1S/C23H22O12/c1-9(25)32-22-19(31)17(29)15(8-24)34-23(22)35-21-18(30)16-13(28)6-12(27)7-14(16)33-20(21)10-2-4-11(26)5-3-10/h2-7,15,17,19,22-24,26-29,31H,8H2,1H3/t15-,17-,19+,22-,23+/m1/s1 MWEQHAGXLGTSKL-OPCQMSRDSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)C NPC291517 2-Acetylpyrrole 1-(1H-pyrrol-2-yl)ethanone CHEMBL1414126 14079 C6H7NO 109.05 -0.6743 1.9 0.712 2 1 32.86 2 1 8 0 InChI=1S/C6H7NO/c1-5(8)6-3-2-4-7-6/h2-4,7H,1H3 IGJQUJNPMOYEJY-UHFFFAOYSA-N CC(=O)c1ccc[nH]1 NPC62516 2Alpha,19Alpha-Dihydroxy-3-Oxo-12-Ursen-28-Oic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,11R,12aR,14bS)-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-2H-picene-4a-carboxylic acid CHEMBL459413 637229 C30H46O5 486.33 0.9622 4.21 5.625 5 3 94.83 11 5 35 1 InChI=1S/C30H46O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-22,31,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,26+,27-,28-,29-,30+/m1/s1 LJORXTIGOHMBOS-OTRVPSFMSA-N O[C@@H]1C[C@@]2(C)[C@H](C(C1=O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C NPC20235 2Alpha,3Alpha,23-Trihydroxyursa-12,20(30)-Dien-28-Oic Acid (1R,4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL2088611 70697438 C30H46O5 486.33 0.3557 4.21 6.518 5 4 97.99 11 5 35 1 InChI=1S/C30H46O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,18,20-24,31-33H,1,8-16H2,2-6H3,(H,34,35)/t18-,20+,21+,22+,23-,24+,26-,27-,28+,29+,30-/m0/s1 FFMVHFPLIIYYNC-OKSSEWIBSA-N OC[C@]1(C)[C@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)C(=C)CC1)C(=O)O)C)C NPC161493 2Alpha-Acetoxy-4Alpha,6Alpha-Dihydroxy-1Beta,5Alphah-Guai-9(10),11(13)-Dien-12,8Alpha-Olide [(3aS,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate CHEMBL1911136 54671718 C17H22O6 322.14 -0.0543 2.67 0.308 6 2 93.06 7 3 23 0 InChI=1S/C17H22O6/c1-7-5-10-13(8(2)16(20)23-10)15(19)14-12(7)11(22-9(3)18)6-17(14,4)21/h5,10-15,19,21H,2,6H2,1,3-4H3/t10-,11-,12-,13+,14-,15-,17+/m0/s1 WCZBMGWSWYHCAA-PDNFSXIVSA-N CC(=O)O[C@H]1C[C@@]([C@H]2[C@H]1C(=C[C@H]1[C@H]([C@@H]2O)C(=C)C(=O)O1)C)(C)O NPC145235 2-Amino-3-Prop-2-Enylsulfanylpropanoic Acid 2-amino-3-prop-2-enylsulfanylpropanoic acid CHEMBL1592541 98280;25202793 C6H11NO2S 161.05 0.1745 1.68 -1.861 3 2 88.62 7 0 10 0 InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9) ZFAHNWWNDFHPOH-UHFFFAOYSA-N NC(C(=O)O)CSCC=C NPC322091 2-Amino-4-(Diaminomethylideneamino)Oxybutanoic Acid 2-amino-4-(diaminomethylideneamino)oxybutanoic acid CHEMBL182461 275;5256200 C5H12N4O3 176.09 -2.0468 1.24 -3.019 5 5 134.45 9 0 12 0 InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9) FSBIGDSBMBYOPN-UHFFFAOYSA-N NC(=N)NOCCC(C(=O)O)N NPC167986 2-Amino-4-Methylselanylbutanoic Acid 2-amino-4-methylselanylbutanoic acid CHEMBL1474517 15103;15820879 C5H11NO2Se 197 -1.3209 1.57 -2.108 3 2 63.32 7 0 9 0 InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) RJFAYQIBOAGBLC-UHFFFAOYSA-N C[Se]CCC(C(=O)O)N NPC279661 2-Amino-Hexanedioic Acid 2-azaniumyl-6-hydroxy-6-oxohexanoate CHEMBL433238 59366488;469 C6H11NO4 161.07 -1.9278 1.57 -2.991 5 3 100.62 8 0 11 0 InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11) OYIFNHCXNCRBQI-UHFFFAOYSA-N OC(=O)CCCC(C(=O)O)N NPC208022 2-Aminophenoxazin-3-One 2-aminophenoxazin-3-one CHEMBL146710 72725 C12H8N2O2 212.06 -1.4448 2.34 2.194 3 1 64.68 1 3 16 0 InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2 RDJXPXHQENRCNG-UHFFFAOYSA-N O=c1cc2oc3ccccc3nc2cc1N NPC192533 2-Anilinonaphthalene-1,4-Dione 2-anilinonaphthalene-1,4-dione CHEMBL84010 81124 C16H11NO2 249.08 -1.0337 2.89 4.903 3 1 46.17 2 3 19 0 InChI=1S/C16H11NO2/c18-15-10-14(17-11-6-2-1-3-7-11)16(19)13-9-5-4-8-12(13)15/h1-10,17H OPECBHGHSFBITB-UHFFFAOYSA-N O=C1C(=CC(=O)c2c1cccc2)Nc1ccccc1 NPC213876 2-Azaniumyl-3-[(2-Azaniumyl-2-Carboxylatoethyl)Disulfanyl]Propanoate 2-azaniumyl-3-[(2-azaniumyl-2-carboxylatoethyl)disulfanyl]propanoate CHEMBL366563 24798687;595 C6H12N2O4S2 240.02 -1.0892 1.24 -3.312 6 4 177.24 11 0 14 0 InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12) LEVWYRKDKASIDU-UHFFFAOYSA-N NC(C(=O)O)CSSCC(C(=O)O)N NPC324624 2-Bromo-1-Phenylethanone 2-bromo-1-phenylethanone CHEMBL102953 6259 C8H7BrO 197.97 0.4232 2.12 3.506 1 0 17.07 3 1 10 0 InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2 LIGACIXOYTUXAW-UHFFFAOYSA-N BrCC(=O)c1ccccc1 NPC2414 2-Bromoaldisin 2-bromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepine-4,8-dione CHEMBL440356 11064594 C8H7BrN2O2 241.97 -0.5274 1.79 0.607 4 2 61.96 1 2 13 0 InChI=1S/C8H7BrN2O2/c9-6-3-4-5(12)1-2-10-8(13)7(4)11-6/h3,11H,1-2H2,(H,10,13) INYSELGLAAADNH-UHFFFAOYSA-N Brc1[nH]c2c(c1)C(=O)CCNC2=O NPC118919 2-Carboxy-3,5-Dihydroxy-4-Geranylbibenzyl 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid CHEMBL490810 25135579 C25H30O4 394.21 2.074 3.77 8.75 2 3 77.76 15 2 29 1 InChI=1S/C25H30O4/c1-17(2)8-7-9-18(3)12-15-21-22(26)16-20(23(24(21)27)25(28)29)14-13-19-10-5-4-6-11-19/h4-6,8,10-12,16,26-27H,7,9,13-15H2,1-3H3,(H,28,29)/b18-12+ UAMAHWUELDAAIA-LDADJPATSA-N C/C(=C\Cc1c(O)cc(c(c1O)C(=O)O)CCc1ccccc1)/CCC=C(C)C NPC225173 2-Carboxy-3-Methoxy-5-Hydroxy-4-Prenylbibenzyl 4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)-6-(2-phenylethyl)benzoic acid CHEMBL491821 25135578 C21H24O4 340.17 1.2503 3.33 7.018 2 2 66.76 12 2 25 1 InChI=1S/C21H24O4/c1-14(2)9-12-17-18(22)13-16(19(21(23)24)20(17)25-3)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24) LWTSBJAZSUSNIF-UHFFFAOYSA-N COc1c(C(=O)O)c(CCc2ccccc2)cc(c1CC=C(C)C)O NPC125801 2-Carboxy-5-Hydroxy-3-Methoxy-4-Geranylbibenzyl 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid CHEMBL490809 25135698 C26H32O4 408.23 2.4825 3.88 8.84 2 2 66.76 16 2 30 1 InChI=1S/C26H32O4/c1-18(2)9-8-10-19(3)13-16-22-23(27)17-21(24(26(28)29)25(22)30-4)15-14-20-11-6-5-7-12-20/h5-7,9,11-13,17,27H,8,10,14-16H2,1-4H3,(H,28,29)/b19-13+ FWWXZTJGBMXIDI-CPNJWEJPSA-N COc1c(C/C=C(/CCC=C(C)C)\C)c(O)cc(c1C(=O)O)CCc1ccccc1 NPC284477 2-Carboxybenzeneacetic Acid 2-(carboxymethyl)benzoic acid CHEMBL1229545 66643 C9H8O4 180.04 -0.4448 2.01 1.895 4 2 74.6 5 1 13 0 InChI=1S/C9H8O4/c10-8(11)5-6-3-1-2-4-7(6)9(12)13/h1-4H,5H2,(H,10,11)(H,12,13) ZHQLTKAVLJKSKR-UHFFFAOYSA-N OC(=O)Cc1ccccc1C(=O)O NPC87351 2-Deoxycucurbitacin D (8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione CHEMBL493647 21597452 C30H44O6 500.31 1.044 4.1 2.32 6 3 111.9 15 4 36 0 InChI=1S/C30H44O6/c1-25(2,35)14-13-22(33)30(8,36)24-19(31)15-27(5)20-11-9-17-18(10-12-21(32)26(17,3)4)29(20,7)23(34)16-28(24,27)6/h9,13-14,18-20,24,31,35-36H,10-12,15-16H2,1-8H3/b14-13+/t18-,19-,20+,24+,27+,28-,29+,30+/m1/s1 KMFVVUWIGLRRLZ-NTLQYXAJSA-N O[C@@H]1C[C@@]2([C@]([C@H]1[C@](C(=O)/C=C/C(O)(C)C)(O)C)(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1CCC(=O)C2(C)C)C)C NPC472281 2-Deprenylrheediaxanthone B 5,9,10-trihydroxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one CHEMBL3357573 10336602 C18H16O6 328.09 -1.0378 2.78 1.588 1 3 96.22 6 4 24 0 InChI=1S/C18H16O6/c1-7-18(2,3)13-11(23-7)6-10(20)12-14(21)8-4-5-9(19)15(22)16(8)24-17(12)13/h4-7,19-20,22H,1-3H3 YAEYZUNXGHROJK-UHFFFAOYSA-N Oc1ccc2c(c1O)oc1c(c2=O)c(O)cc2c1C(C)(C)C(O2)C NPC65603 2-Desoxy-6-Epi-Parthemollin (3aS,6S,8aR)-6-methyl-3-methylidene-7-(3-oxobutyl)-4,5,6,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one CHEMBL2206434 14605949 C15H20O3 248.14 0.8244 2.78 1.983 3 0 43.37 5 2 18 0 InChI=1S/C15H20O3/c1-9-4-7-13-11(3)15(17)18-14(13)8-12(9)6-5-10(2)16/h8-9,13-14H,3-7H2,1-2H3/t9-,13-,14+/m0/s1 NLZBDTSRJVCTCF-QCZZGDTMSA-N CC(=O)CCC1=C[C@H]2OC(=O)C(=C)[C@@H]2CC[C@@H]1C NPC72722 2-Dodecyl-3-Methylbutanedioic Acid 2-dodecyl-3-methylbutanedioic acid CHEMBL1417088 99891 C17H32O4 300.23 -2.9026 2.89 6.135 4 2 74.6 18 0 21 2 InChI=1S/C17H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-15(17(20)21)14(2)16(18)19/h14-15H,3-13H2,1-2H3,(H,18,19)(H,20,21) CADNMISJDLVPCK-UHFFFAOYSA-N CCCCCCCCCCCCC(C(C(=O)O)C)C(=O)O NPC254071 2'-Episilvestrol methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3R,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL1651036 11467934 C34H38O13 654.23 -3.3108 3.77 3.62 9 4 171.83 19 6 47 1 InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25+,26+,27+,29+,31+,32+,33-,34-/m0/s1 GVKXFVCXBFGBCD-JRPGFILLSA-N OC[C@@H]([C@H]1CO[C@H]([C@@H](O1)Oc1cc2O[C@@]3([C@@](c2c(c1)OC)(O)[C@@H]([C@@H]([C@H]3c1ccccc1)C(=O)OC)O)c1ccc(cc1)OC)OC)O NPC172984 2-Ethylbenzylalcohol (2-ethylphenyl)methanol CHEMBL386156 5225083 C9H12O 136.09 -0.1418 2.34 3.301 1 1 20.23 4 1 10 0 InChI=1S/C9H12O/c1-2-8-5-3-4-6-9(8)7-10/h3-6,10H,2,7H2,1H3 SBUIQTMDIOLKAL-UHFFFAOYSA-N OCc1ccccc1CC NPC283682 2-Ethylhexan-1-Ol 2-ethylhexan-1-ol CHEMBL31637 7720 C8H18O 130.14 -1.2606 2.23 2.855 1 1 20.23 8 0 9 0 InChI=1S/C8H18O/c1-3-5-6-8(4-2)7-9/h8-9H,3-7H2,1-2H3 YIWUKEYIRIRTPP-UHFFFAOYSA-N CCCCC(CO)CC NPC218357 2-Ethylhexanal 2-ethylhexanal CHEMBL1558074 31241 C8H16O 128.12 -0.8429 2.23 3.156 1 0 17.07 7 0 9 0 InChI=1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3 LGYNIFWIKSEESD-UHFFFAOYSA-N CCCCC(C=O)CC NPC307235 2-Ethylphenol 2-ethylphenol CHEMBL321029 6997 C8H10O 122.07 -0.1534 2.23 2.725 0 1 20.23 3 1 9 0 InChI=1S/C8H10O/c1-2-7-5-3-4-6-8(7)9/h3-6,9H,2H2,1H3 IXQGCWUGDFDQMF-UHFFFAOYSA-N CCc1ccccc1O NPC290030 2-Geranyl-2',3,4,4'-Tetrahydroxydihyrochalcone 1-(2,4-dihydroxyphenyl)-3-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dihydroxyphenyl]propan-1-one CHEMBL523392 6449829 C25H30O5 410.21 1.1018 3.66 5.059 1 4 97.99 16 2 30 1 InChI=1S/C25H30O5/c1-16(2)5-4-6-17(3)7-11-20-18(9-14-23(28)25(20)30)8-13-22(27)21-12-10-19(26)15-24(21)29/h5,7,9-10,12,14-15,26,28-30H,4,6,8,11,13H2,1-3H3/b17-7+ FVNFXIPJDHVJGE-REZTVBANSA-N C/C(=C\Cc1c(CCC(=O)c2ccc(cc2O)O)ccc(c1O)O)/CCC=C(C)C NPC307006 2-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)Acetic Acid 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid CHEMBL1256396 1245 C9H10O5 198.05 -1.3693 1.9 -0.146 3 3 86.99 7 1 14 0 InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13) CGQCWMIAEPEHNQ-UHFFFAOYSA-N COc1cc(ccc1O)C(C(=O)O)O NPC175098 2'-Hydroxy-2,4',6'-Trimethoxychalcone (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-methoxyphenyl)prop-2-en-1-one CHEMBL258497 637261 C18H18O5 314.12 -0.5184 2.89 3.358 1 1 64.99 10 2 23 0 InChI=1S/C18H18O5/c1-21-13-10-15(20)18(17(11-13)23-3)14(19)9-8-12-6-4-5-7-16(12)22-2/h4-11,20H,1-3H3/b9-8+ KKTYCZKXENFEJP-CMDGGOBGSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1OC NPC211237 2-Hydroxy-2-Phenylacetonitrile 2-hydroxy-2-phenylacetonitrile CHEMBL1393845 10758 C8H7NO 133.05 -0.5827 2.12 2.005 2 1 44.02 2 1 10 0 InChI=1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H NNICRUQPODTGRU-UHFFFAOYSA-N OC(c1ccccc1)C#N NPC93015 2-Hydroxy-3-(Hydroxymethyl)Anthraquinone 2-hydroxy-3-(hydroxymethyl)anthracene-9,10-dione CHEMBL251490 44445519 C15H10O4 254.06 -1.4366 2.67 2.098 3 2 74.6 3 3 19 0 InChI=1S/C15H10O4/c16-7-8-5-11-12(6-13(8)17)15(19)10-4-2-1-3-9(10)14(11)18/h1-6,16-17H,7H2 LMXDYBJTJGPZPD-UHFFFAOYSA-N OCc1cc2c(cc1O)C(=O)c1c(C2=O)cccc1 NPC473391 2'-Hydroxy-3,4',6'-Trimethoxychalcone (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(3-methoxyphenyl)prop-2-en-1-one CHEMBL406837 14034811 C18H18O5 314.12 -0.5184 2.89 3.358 1 1 64.99 10 2 23 0 InChI=1S/C18H18O5/c1-21-13-6-4-5-12(9-13)7-8-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b8-7+ AOXAMOYDMUNFNC-BQYQJAHWSA-N COc1cccc(c1)/C=C/C(=O)c1c(O)cc(cc1OC)OC NPC247803 2-Hydroxy-3-Formyl-7-Methoxycarbazole 2-hydroxy-7-methoxy-9H-carbazole-3-carbaldehyde CHEMBL463264 189687 C14H11NO3 241.07 -1.1249 2.56 2.329 2 2 62.32 4 3 18 0 InChI=1S/C14H11NO3/c1-18-9-2-3-10-11-4-8(7-16)14(17)6-13(11)15-12(10)5-9/h2-7,15,17H,1H3 JLWFCPLXNANORV-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(c(c1)O)C=O NPC261759 2-Hydroxy-3-Methoxybenzaldehyde 2-hydroxy-3-methoxybenzaldehyde CHEMBL13859 8991 C8H8O3 152.05 -0.7045 2.01 1.469 1 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3 JJVNINGBHGBWJH-UHFFFAOYSA-N COc1cccc(c1O)C=O NPC78662 2-Hydroxy-4-Methoxybenzaldehyde 2-hydroxy-4-methoxybenzaldehyde CHEMBL350966 69600 C8H8O3 152.05 -0.7045 2.01 1.469 1 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3 WZUODJNEIXSNEU-UHFFFAOYSA-N COc1ccc(c(c1)O)C=O NPC125578 2-Hydroxy-5-Methoxy-3-Hexadecyl-1,4-Benzoquinone 3-hexadecyl-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione CHEMBL3416175 5318477 C23H38O4 378.28 -4.8743 3.55 8.971 4 1 63.6 19 1 27 2 InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(25)20(24)18-21(27-2)23(19)26/h18,25H,3-17H2,1-2H3 WQIANGZKDMBPFV-UHFFFAOYSA-N CCCCCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC233165 2-Hydroxy-6-[(8E,11E)-Pentadeca-8,11,14-Trienyl]Benzoic Acid 2-hydroxy-6-[(8E,11E)-pentadeca-8,11,14-trienyl]benzoic acid CHEMBL464925 5388781 C22H30O3 342.22 -0.0542 3.55 9.533 2 2 57.53 15 1 25 2 InChI=1S/C22H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h2,4-5,7-8,15,17-18,23H,1,3,6,9-14,16H2,(H,24,25)/b5-4+,8-7+ QUVGEKPNSCFQIR-AOSYACOCSA-N C=CC/C=C/C/C=C/CCCCCCCc1cccc(c1C(=O)O)O NPC266555 2'-Hydroxyaucuparin 4-(2-hydroxyphenyl)-2,6-dimethoxyphenol CHEMBL1080486 46879744 C14H14O4 246.09 -1.0242 2.56 2.157 0 2 58.92 7 2 18 0 InChI=1S/C14H14O4/c1-17-12-7-9(8-13(18-2)14(12)16)10-5-3-4-6-11(10)15/h3-8,15-16H,1-2H3 CBRMMSPVRYLGMR-UHFFFAOYSA-N COc1cc(cc(c1O)OC)c1ccccc1O NPC283711 2-Hydroxycinnamaldehyde (E)-3-(2-hydroxyphenyl)prop-2-enal CHEMBL52569 5318169 C9H8O2 148.05 -0.2916 2.23 1.967 1 1 37.3 3 1 11 0 InChI=1S/C9H8O2/c10-7-3-5-8-4-1-2-6-9(8)11/h1-7,11H/b5-3+ BSDNZCQPDVTDET-HWKANZROSA-N O=C/C=C/c1ccccc1O NPC14561 2-Hydroxyemodin 1-Methyl Ether 2,6,8-trihydroxy-1-methoxy-3-methylanthracene-9,10-dione CHEMBL479129 10086148 C16H12O6 300.06 -1.3183 2.56 0.009 2 3 104.06 6 3 22 0 InChI=1S/C16H12O6/c1-6-3-8-12(16(22-2)13(6)19)15(21)11-9(14(8)20)4-7(17)5-10(11)18/h3-5,17-19H,1-2H3 JGWNHIDADWFGIJ-UHFFFAOYSA-N COc1c2c(cc(c1O)C)C(=O)c1c(C2=O)c(O)cc(c1)O NPC203382 2-Hydroxyethyl Prop-2-Enoate 2-hydroxyethyl prop-2-enoate CHEMBL1330518 13165 C5H8O3 116.05 0.0726 1.68 -0.176 3 1 46.53 5 0 8 0 InChI=1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2 OMIGHNLMNHATMP-UHFFFAOYSA-N OCCOC(=O)C=C NPC196673 2-Hydroxymethyl-Anthraquinone 2-(hydroxymethyl)anthracene-9,10-dione CHEMBL21049 87014 C15H10O3 238.06 -0.9763 2.78 2.632 3 1 54.37 2 3 18 0 InChI=1S/C15H10O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-7,16H,8H2 JYKHAJGLEVKEAA-UHFFFAOYSA-N OCc1ccc2c(c1)C(=O)c1c(C2=O)cccc1 NPC266499 2-Isoprenyl-1,4-Dihydroxy-3-Methoxyxanthone 1,7-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one CHEMBL454581 509269 C19H18O5 326.12 0.4871 3 2.603 1 2 75.99 8 3 24 0 InChI=1S/C19H18O5/c1-10(2)4-6-12-15(23-3)9-16-17(18(12)21)19(22)13-8-11(20)5-7-14(13)24-16/h4-5,7-9,20-21H,6H2,1-3H3 JKOMBLYQDHTFJC-UHFFFAOYSA-N COc1cc2oc3ccc(cc3c(=O)c2c(c1CC=C(C)C)O)O NPC260233 2-Isopropyl-8-Methyl-5,6-Dihydro-Phenanthrene-3,4-Dione 8-methyl-2-propan-2-yl-5,6-dihydrophenanthrene-3,4-dione CHEMBL45023 14828180 C18H18O2 266.13 1.5497 3.22 4.969 2 0 34.14 4 3 20 0 InChI=1S/C18H18O2/c1-10(2)15-9-12-7-8-13-11(3)5-4-6-14(13)16(12)18(20)17(15)19/h5,7-10H,4,6H2,1-3H3 VHACGKLOGFEKAM-UHFFFAOYSA-N CC(C1=Cc2ccc3c(c2C(=O)C1=O)CCC=C3C)C NPC112552 2-Methoxy-1,4-Naphthoquinone 2-methoxynaphthalene-1,4-dione CHEMBL106562 16871 C11H8O3 188.05 -0.6651 2.34 2.2 3 0 43.37 2 2 14 0 InChI=1S/C11H8O3/c1-14-10-6-9(12)7-4-2-3-5-8(7)11(10)13/h2-6H,1H3 OBGBGHKYJAOXRR-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)cccc2 NPC328688 2-Methoxy-2-Methylpropane 2-methoxy-2-methylpropane CHEMBL1452799 15413 C5H12O 88.09 0.9818 1.9 1.32 1 0 9.23 5 0 6 0 InChI=1S/C5H12O/c1-5(2,3)6-4/h1-4H3 BZLVMXJERCGZMT-UHFFFAOYSA-N COC(C)(C)C NPC82111 2'-Methoxy-4' '-Hydroxydemethoxykobusin 5-[(3S,3aR,6S,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole CHEMBL462822 182278 C21H22O6 370.14 -1.4043 3.11 2.649 2 0 55.38 6 5 27 0 InChI=1S/C21H22O6/c1-22-16-5-3-12(7-18(16)23-2)20-14-9-25-21(15(14)10-24-20)13-4-6-17-19(8-13)27-11-26-17/h3-8,14-15,20-21H,9-11H2,1-2H3/t14-,15-,20+,21+/m0/s1 AWOGQCSIVCQXBT-VUEDXXQZSA-N COc1cc(ccc1OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc2c(c1)OCO2 NPC36661 2-Methoxy-4-[(E)-2-(5-Methoxy-2,2-Dimethylchromen-7-Yl)Ethenyl]Phenol 2-methoxy-4-[(E)-2-(5-methoxy-2,2-dimethylchromen-7-yl)ethenyl]phenol CHEMBL463598 10520980 C21H22O4 338.15 0.8117 3.33 4.7 0 1 47.92 9 3 25 0 InChI=1S/C21H22O4/c1-21(2)10-9-16-18(23-3)12-15(13-19(16)25-21)6-5-14-7-8-17(22)20(11-14)24-4/h5-13,22H,1-4H3/b6-5+ AVURBDQHFAMVEO-AATRIKPKSA-N COc1cc(/C=C/c2ccc(c(c2)OC)O)cc2c1C=CC(O2)(C)C NPC298757 2-Methoxy-5-(3,4,5-Trimethoxyphenethyl)Phenol 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]phenol CHEMBL10557 356759 C18H22O5 318.15 -0.5427 2.89 3.159 0 1 57.15 12 2 23 0 InChI=1S/C18H22O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h7-11,19H,5-6H2,1-4H3 UXDFUVFNIAJEGM-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)O)OC)cc(c1OC)OC NPC470925 2-Methoxy-6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline 2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL2316503 71716168 C18H19NO 265.15 0.3429 3.22 4.624 1 0 12.47 3 4 20 0 InChI=1S/C18H19NO/c1-19-8-7-13-9-14(20-2)11-16-15-6-4-3-5-12(15)10-17(19)18(13)16/h3-6,9,11,17H,7-8,10H2,1-2H3 UVNXQKRQDGRTSE-UHFFFAOYSA-N COc1cc2CCN(C3c2c(c1)c1ccccc1C3)C NPC309430 2-Methoxy-7-Methyljuglone 5-hydroxy-2-methoxy-7-methylnaphthalene-1,4-dione CHEMBL109013 492458 C12H10O4 218.06 -0.4834 2.34 1.138 3 1 63.6 4 2 16 0 InChI=1S/C12H10O4/c1-6-3-7-11(8(13)4-6)9(14)5-10(16-2)12(7)15/h3-5,13H,1-2H3 HBAYLNVMQQHPOR-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)cc(cc2O)C NPC199277 2-Methoxy-9H-Carbazol-3-Ol 2-methoxy-9H-carbazol-3-ol CHEMBL2037028 15182256 C13H11NO2 213.08 -0.9325 2.56 2.46 1 2 45.25 3 3 16 0 InChI=1S/C13H11NO2/c1-16-13-7-11-9(6-12(13)15)8-4-2-3-5-10(8)14-11/h2-7,14-15H,1H3 KDLDZUFUKYBJCQ-UHFFFAOYSA-N COc1cc2[nH]c3c(c2cc1O)cccc3 NPC154866 2'-Methoxyaucuparin 2,6-dimethoxy-4-(2-methoxyphenyl)phenol CHEMBL3746939 44720381 C15H16O4 260.1 -0.6157 2.67 2.676 0 1 47.92 8 2 19 0 InChI=1S/C15H16O4/c1-17-12-7-5-4-6-11(12)10-8-13(18-2)15(16)14(9-10)19-3/h4-9,16H,1-3H3 GTMXRTKUWSWHFI-UHFFFAOYSA-N COc1ccccc1c1cc(OC)c(c(c1)OC)O NPC55162 2'-Methoxyformonetin 3-(2,4-dimethoxyphenyl)-7-hydroxychromen-4-one CHEMBL1087126 5781145 C17H14O5 298.08 -1.2306 2.78 2.55 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-11-4-6-12(15(8-11)21-2)14-9-22-16-7-10(18)3-5-13(16)17(14)19/h3-9,18H,1-2H3 SSRCYGATNWFTBJ-UHFFFAOYSA-N COc1cc(OC)ccc1c1coc2c(c1=O)ccc(c2)O NPC124712 2-Methoxyhydroquinone 2-methoxybenzene-1,4-diol CHEMBL551075 69988 C7H8O3 140.05 -0.9724 1.9 0.426 0 2 49.69 4 1 10 0 InChI=1S/C7H8O3/c1-10-7-4-5(8)2-3-6(7)9/h2-4,8-9H,1H3 LAQYHRQFABOIFD-UHFFFAOYSA-N COc1cc(O)ccc1O NPC308037 2-Methoxyisoliquiritigenin (E)-1-(4-hydroxy-2-methoxyphenyl)-3-phenylprop-2-en-1-one CHEMBL445232 13842401 C16H14O3 254.09 -0.4148 2.89 4.872 1 1 46.53 6 2 19 0 InChI=1S/C16H14O3/c1-19-16-11-13(17)8-9-14(16)15(18)10-7-12-5-3-2-4-6-12/h2-11,17H,1H3/b10-7+ VLEOOBKBMSIDKF-JXMROGBWSA-N COc1cc(O)ccc1C(=O)/C=C/c1ccccc1 NPC165257 2-Methoxyjuglone 5-hydroxy-2-methoxynaphthalene-1,4-dione CHEMBL480099 10104346 C11H8O4 204.04 -1.1254 2.23 0.815 3 1 63.6 3 2 15 0 InChI=1S/C11H8O4/c1-15-9-5-8(13)10-6(11(9)14)3-2-4-7(10)12/h2-5,12H,1H3 GATGZQSBJAZYRT-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)cccc2O NPC285635 2-Methoxyphenazine 2-methoxyphenazine CHEMBL1420181 235279 C13H10N2O 210.08 -0.0518 2.56 3.164 2 0 35.01 2 3 16 0 InChI=1S/C13H10N2O/c1-16-9-6-7-12-13(8-9)15-11-5-3-2-4-10(11)14-12/h2-8H,1H3 YGSXHEXJOFMTHZ-UHFFFAOYSA-N COc1ccc2c(c1)nc1c(n2)cccc1 NPC181390 2-Methyl-1,1-Dioxo-1,2-Benzothiazol-3-One 2-methyl-1,1-dioxo-1,2-benzothiazol-3-one CHEMBL131790 27290 C8H7NO3S 197.01 -0.9577 1.79 0.826 4 0 62.83 1 2 13 0 InChI=1S/C8H7NO3S/c1-9-8(10)6-4-2-3-5-7(6)13(9,11)12/h2-5H,1H3 DDIIAJRLFATEEE-UHFFFAOYSA-N O=C1c2ccccc2S(=O)(=O)N1C NPC198988 2-Methyl-1,3,4,9-Tetrahydropyrido[3,4-B]Indole 2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indole CHEMBL69618 121896 C12H14N2 186.12 -0.0261 2.56 2.214 2 1 19.03 1 3 14 0 InChI=1S/C12H14N2/c1-14-7-6-10-9-4-2-3-5-11(9)13-12(10)8-14/h2-5,13H,6-8H2,1H3 JOFKCNJIUXPJAC-UHFFFAOYSA-N CN1CCc2c(C1)[nH]c1c2cccc1 NPC104070 2-Methyl-3,4-Dihydro-1H-Isoquinoline 2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL22053 15362 C10H13N 147.1 0.3943 2.45 2.808 1 0 3.24 1 2 11 0 InChI=1S/C10H13N/c1-11-7-6-9-4-2-3-5-10(9)8-11/h2-5H,6-8H2,1H3 KYXSVGVQGFPNRQ-UHFFFAOYSA-N CN1CCc2c(C1)cccc2 NPC1682 2-Methyl-3-[(E)-3,7,11,15-Tetramethylhexadec-2-Enyl]Naphthalene-1,4-Dione 2-methyl-3-[(E)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione CHEMBL520156 5280483 C31H46O2 450.35 2.7425 4.65 12.011 2 0 34.14 20 2 33 2 InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+ MBWXNTAXLNYFJB-LKUDQCMESA-N CC(CCCC(CCCC(C)C)C)CCC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C NPC232247 2-Methyl-5-Prop-1-En-2-Ylcyclohex-2-En-1-Ol 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol CHEMBL1385229 7438 C10H16O 152.12 1.5693 2.45 1.699 1 1 20.23 4 1 11 0 InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3 BAVONGHXFVOKBV-UHFFFAOYSA-N CC(=C)C1CC=C(C(C1)O)C NPC173295 2-Methylaminobenzoic Acid Methyl Ester methyl 2-(methylamino)benzoate CHEMBL1409791 6826 C9H11NO2 165.08 -0.3069 2.12 2.354 3 1 38.33 5 1 12 0 InChI=1S/C9H11NO2/c1-10-8-6-4-3-5-7(8)9(11)12-2/h3-6,10H,1-2H3 GVOWHGSUZUUUDR-UHFFFAOYSA-N COC(=O)c1ccccc1NC NPC39600 2-Methylbenzaldehyde 2-methylbenzaldehyde CHEMBL1487138 10722 C8H8O 120.06 0.4496 2.23 3.403 1 0 17.07 2 1 9 0 InChI=1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3 BTFQKIATRPGRBS-UHFFFAOYSA-N O=Cc1ccccc1C NPC302129 2-Methylbenzenesulfonimidic Acid 2-methylbenzenesulfonimidic acid CHEMBL176892 90750087;6924 C7H9NO2S 171.04 -0.2945 1.79 1.203 3 1 68.54 3 1 11 0 InChI=1S/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10) YCMLQMDWSXFTIF-UHFFFAOYSA-N Cc1ccccc1S(=O)(=O)N NPC471083 2-Methyl-But-2-Enoic Acid [17-(1-Dimethylamino-Ethyl)-4-Hydroxy-10,13-Dimethyl-4,7,8,9,10,11,12,13,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]-Amide (E)-N-[(3S,4R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-4-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide CHEMBL2368067 11154961 C28H46N2O2 442.36 1.6194 4.1 6.207 4 2 56.06 13 4 32 1 InChI=1S/C28H46N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,10,18-22,24-25,31H,9,11-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,21-,22-,24-,25+,27+,28+/m0/s1 VLFYYOVMWNJQBE-KFRXLHHWSA-N C/C=C(/C(=N[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](N(C)C)C)C)[C@H]1O)C)O)\C NPC96619 2-Methylbuta-1,3-Diene 2-methylbuta-1,3-diene CHEMBL1566132 6557 C5H8 68.06 1.8614 2.01 2.348 0 0 0 2 0 5 0 InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3 RRHGJUQNOFWUDK-UHFFFAOYSA-N C=CC(=C)C NPC61066 2-Methylbutanoic Acid 2-methylbutanoic acid CHEMBL1160012 8314 C5H10O2 102.07 -0.1817 1.79 1.035 2 1 37.3 5 0 7 0 InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7) WLAMNBDJUVNPJU-UHFFFAOYSA-N CC(C(=O)O)CC NPC146316 2-Methylfuran 2-methylfuran CHEMBL1445555 10797 C5H6O 82.04 0.2854 1.9 1.515 0 0 13.14 1 1 6 0 InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3 VQKFNUFAXTZWDK-UHFFFAOYSA-N Cc1ccco1 NPC238696 2-Methylnaphthalen-1-Ol 2-methylnaphthalen-1-ol CHEMBL122451 24055 C11H10O 158.07 0.1817 2.56 3.821 0 1 20.23 2 2 12 0 InChI=1S/C11H10O/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-7,12H,1H3 SRJCJJKWVSSELL-UHFFFAOYSA-N Cc1ccc2c(c1O)cccc2 NPC280135 2-Methylnaphthalene 2-methylnaphthalene CHEMBL195895 7055 C11H10 142.08 0.642 2.67 6.261 0 0 0 1 2 11 1 InChI=1S/C11H10/c1-9-6-7-10-4-2-3-5-11(10)8-9/h2-8H,1H3 QIMMUPPBPVKWKM-UHFFFAOYSA-N Cc1ccc2c(c1)cccc2 NPC276332 2-Methylpentan-1-Ol 2-methylpentan-1-ol CHEMBL1569610 7745 C6H14O 102.1 -0.2964 2.01 1.717 1 1 20.23 6 0 7 0 InChI=1S/C6H14O/c1-3-4-6(2)5-7/h6-7H,3-5H2,1-2H3 PFNHSEQQEPMLNI-UHFFFAOYSA-N CCCC(CO)C NPC84750 2-Methylpropyl Nitrite 2-methylpropyl nitrite CHEMBL1526886 10958 C4H9NO2 103.06 -1.4649 1.57 1.93 0 0 38.66 5 0 7 0 InChI=1S/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3 APNSGVMLAYLYCT-UHFFFAOYSA-N CC(CON=O)C NPC172925 2-Naphthalen-1-Ylacetic Acid 2-naphthalen-1-ylacetic acid CHEMBL428495 6862 C12H10O2 186.07 -0.205 2.56 4.956 2 1 37.3 3 2 14 0 InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14) PRPINYUDVPFIRX-UHFFFAOYSA-N OC(=O)Cc1cccc2c1cccc2 NPC304836 2-Nitroethanol 2-nitroethanol CHEMBL324774 12252 C2H5NO3 91.03 -0.0012 1.24 -0.527 1 1 63.37 4 0 6 0 InChI=1S/C2H5NO3/c4-2-1-3(5)6/h4H,1-2H2 KIPMDPDAFINLIV-UHFFFAOYSA-N OCCN(=O)=O NPC33489 2-Nonenal (E)-non-2-enal CHEMBL450072 5283335 C9H16O 140.12 -0.6764 2.34 3.557 1 0 17.07 7 0 10 0 InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+ BSAIUMLZVGUGKX-BQYQJAHWSA-N CCCCCC/C=C/C=O NPC5515 2-N-Propyl-5,7-Dihydroxychromone 5,7-dihydroxy-2-propylchromen-4-one CHEMBL485814 5480902 C12H12O4 220.07 -1.4053 2.34 1.239 1 2 66.76 5 2 16 0 InChI=1S/C12H12O4/c1-2-3-8-6-10(15)12-9(14)4-7(13)5-11(12)16-8/h4-6,13-14H,2-3H2,1H3 VNMQMINAFBHHBP-UHFFFAOYSA-N CCCc1cc(=O)c2c(o1)cc(cc2O)O NPC262282 2-O-(3,4-Dihydroxybenzoyl)-2,4,6-Trihydroxyphenylacetic Acid 2-[2-(3,4-dihydroxybenzoyl)oxy-4,6-dihydroxyphenyl]acetic acid CHEMBL521876 44583925 C15H12O8 320.05 -2.1373 2.23 0.492 3 5 144.52 10 2 23 0 InChI=1S/C15H12O8/c16-8-4-11(18)9(6-14(20)21)13(5-8)23-15(22)7-1-2-10(17)12(19)3-7/h1-5,16-19H,6H2,(H,20,21) YTJJRAWFHJBAMT-UHFFFAOYSA-N OC(=O)Cc1c(cc(cc1O)O)OC(=O)c1ccc(c(c1)O)O NPC267694 2''o-Acetylplatycodin D [(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-acetyloxy-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641860 46173919 C59H94O29 1266.59 -7.5007 4.76 -1.23 29 16 459.35 40 10 88 3 InChI=1S/C59H94O29/c1-24-41(84-47-39(73)42(30(67)19-78-47)85-51-45(75)58(77,22-63)23-80-51)43(82-25(2)64)40(74)49(81-24)86-44-35(69)29(66)18-79-50(44)88-52(76)59-13-12-53(3,4)14-27(59)26-8-9-32-54(5)15-28(65)46(87-48-38(72)37(71)36(70)31(17-60)83-48)57(20-61,21-62)33(54)10-11-55(32,6)56(26,7)16-34(59)68/h8,24,27-51,60-63,65-75,77H,9-23H2,1-7H3/t24-,27-,28-,29-,30+,31+,32+,33+,34+,35-,36+,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47-,48-,49-,50-,51-,54+,55+,56+,58+,59+/m0/s1 SDKXNUPDGQJUHA-ACRKBEDHSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H](C2(CO)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)OC(=O)C)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC142151 2''o-Acetylpolygalcin D [(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-acetyloxy-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641864 53321792 C59H94O28 1250.59 -6.41 4.87 -0.098 28 15 439.12 39 10 87 3 InChI=1S/C59H94O28/c1-24-41(83-47-39(72)42(30(66)20-77-47)84-51-45(74)58(76,22-62)23-79-51)43(81-25(2)63)40(73)49(80-24)85-44-35(68)29(65)19-78-50(44)87-52(75)59-14-13-53(3,4)15-27(59)26-9-10-33-54(5)16-28(64)46(86-48-38(71)37(70)36(69)31(18-60)82-48)55(6,21-61)32(54)11-12-56(33,7)57(26,8)17-34(59)67/h9,24,27-51,60-62,64-74,76H,10-23H2,1-8H3/t24-,27-,28-,29-,30+,31+,32+,33+,34+,35-,36+,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47-,48-,49-,50-,51-,54-,55-,56+,57+,58+,59+/m0/s1 PVYHFAATIMELDB-HSQBTZBYSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)OC(=O)C)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC162867 2-Oxaisodauc-5-En-12-Al (3R,3aS,8aS)-8a-methyl-8-oxo-3-propan-2-yl-1,2,3,3a,6,7-hexahydroazulene-5-carbaldehyde CHEMBL2331813 14446658 C15H22O2 234.16 0.6393 2.89 2.684 2 0 34.14 5 2 17 0 InChI=1S/C15H22O2/c1-10(2)12-6-7-15(3)13(12)8-11(9-16)4-5-14(15)17/h8-10,12-13H,4-7H2,1-3H3/t12-,13-,15+/m1/s1 VYPYFZUEGQREKP-NFAWXSAZSA-N O=CC1=C[C@@H]2[C@H](CC[C@@]2(C(=O)CC1)C)C(C)C NPC157113 2-Oxopomolic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-11-oxo-3,4,5,6,6a,7,8,8a,10,12,13,14b-dodecahydro-2H-picene-4a-carboxylic acid CHEMBL461703 44593379 C30H46O5 486.33 0.9346 4.21 5.823 5 3 94.83 11 5 35 1 InChI=1S/C30H46O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,20-23,32,35H,9-16H2,1-7H3,(H,33,34)/t17-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1 HQZKQSIAHGHXDL-SGOBLLPSSA-N O=C1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C NPC120225 2-Phenylethyl (E)-3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoate 2-phenylethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL442022 5284444 C18H18O4 298.12 0.0251 3 5.24 2 1 55.76 9 2 22 1 InChI=1S/C18H18O4/c1-21-17-13-15(7-9-16(17)19)8-10-18(20)22-12-11-14-5-3-2-4-6-14/h2-10,13,19H,11-12H2,1H3/b10-8+ CZQNYPBIOHVQQN-CSKARUKUSA-N COc1cc(/C=C/C(=O)OCCc2ccccc2)ccc1O NPC141791 2-Phenylethyl (Z)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoate 2-phenylethyl (Z)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1397711 6603789 C17H16O4 284.1 -0.3834 2.89 5.15 2 2 66.76 8 2 21 1 InChI=1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7- SWUARLUWKZWEBQ-CLFYSBASSA-N O=C(/C=C\c1ccc(c(c1)O)O)OCCc1ccccc1 NPC271440 2-Phenylphenol 2-phenylphenol CHEMBL108829 7017 C12H10O 170.07 -0.4603 2.67 5.063 0 1 20.23 2 2 13 1 InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H LLEMOWNGBBNAJR-UHFFFAOYSA-N Oc1ccccc1c1ccccc1 NPC302159 2-Picolinic Acid pyridine-2-carboxylic acid CHEMBL72628 1018 C6H5NO2 123.03 -0.2398 1.79 1.025 3 1 50.19 2 1 9 0 InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9) SIOXPEMLGUPBBT-UHFFFAOYSA-N OC(=O)c1ccccn1 NPC234109 2-Prop-1-En-2-Yl-2,3-Dihydrofuro[3,2-G]Chromen-7-One 2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-7-one CHEMBL1467672 611672 C14H12O3 228.08 1.2818 2.67 2.457 1 0 35.53 2 3 17 0 InChI=1S/C14H12O3/c1-8(2)11-6-10-5-9-3-4-14(15)17-12(9)7-13(10)16-11/h3-5,7,11H,1,6H2,2H3 VMWUHWZFDITAOL-UHFFFAOYSA-N CC(=C)C1Cc2c(O1)cc1c(c2)ccc(=O)o1 NPC254010 2-Propan-2-Ylfuro[3,2-G]Chromen-7-One 2-propan-2-ylfuro[3,2-g]chromen-7-one CHEMBL1586775 677576 C14H12O3 228.08 0.6888 2.67 3.286 1 0 39.44 3 3 17 0 InChI=1S/C14H12O3/c1-8(2)11-6-10-5-9-3-4-14(15)17-12(9)7-13(10)16-11/h3-8H,1-2H3 KVHBNBMOEQQULB-UHFFFAOYSA-N O=c1ccc2c(o1)cc1c(c2)cc(o1)C(C)C NPC99557 2-Tert-Butyl-6-[(3-Tert-Butyl-2-Hydroxy-5-Methylphenyl)Methyl]-4-Methylphenol 2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol CHEMBL460648 8398 C23H32O2 340.24 3.932 3.77 7.85 0 2 40.46 14 2 25 1 InChI=1S/C23H32O2/c1-14-9-16(20(24)18(11-14)22(3,4)5)13-17-10-15(2)12-19(21(17)25)23(6,7)8/h9-12,24-25H,13H2,1-8H3 KGRVJHAUYBGFFP-UHFFFAOYSA-N Cc1cc(Cc2cc(C)cc(c2O)C(C)(C)C)c(c(c1)C(C)(C)C)O NPC306074 2-Tert-Butylphenol 2-tert-butylphenol CHEMBL108851 6923 C10H14O 150.1 1.0959 2.45 3.839 0 1 20.23 5 1 11 0 InChI=1S/C10H14O/c1-10(2,3)8-6-4-5-7-9(8)11/h4-7,11H,1-3H3 WJQOZHYUIDYNHM-UHFFFAOYSA-N Oc1ccccc1C(C)(C)C NPC139569 2-Tetradecyloxirane 2-tetradecyloxirane CHEMBL1606644 23741 C16H32O 240.25 -3.8856 3.11 7.456 1 0 12.53 14 1 17 2 InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-15-17-16/h16H,2-15H2,1H3 DSZTYVZOIUIIGA-UHFFFAOYSA-N CCCCCCCCCCCCCCC1OC1 NPC79945 3-((1R,4As,5R,6R,8Ar)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Acrylic Acid (E)-3-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]prop-2-enoic acid CHEMBL503611 44577210 C17H26O4 294.18 0.1782 2.89 3.096 4 3 77.76 8 2 21 0 InChI=1S/C17H26O4/c1-11-4-6-13-16(2,12(11)5-7-15(20)21)9-8-14(19)17(13,3)10-18/h5,7,12-14,18-19H,1,4,6,8-10H2,2-3H3,(H,20,21)/b7-5+/t12-,13+,14-,16+,17+/m1/s1 ABRILZQPRHWMRY-JOAVWQPASA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2/C=C/C(=O)O)C NPC474433 3-((1R,4As,5R,6R,8As)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Propanoic Acid 3-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]propanoic acid CHEMBL468394 44577211 C17H28O4 296.2 -0.0219 2.89 3.097 4 3 77.76 9 2 21 0 InChI=1S/C17H28O4/c1-11-4-6-13-16(2,12(11)5-7-15(20)21)9-8-14(19)17(13,3)10-18/h12-14,18-19H,1,4-10H2,2-3H3,(H,20,21)/t12-,13+,14-,16+,17+/m1/s1 SGEDHDKBIVWPIX-VUBIOHBQSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC(=O)O)C NPC264706 3-((2R,3S)-2-(3,4-Dimethoxyphenyl)-7-Hydroxy-3-(Hydroxymethyl)-2,3-Dihydrobenzofuran-5-Yl)Acrylaldehyde (E)-3-[(2R,3S)-2-(3,4-dimethoxyphenyl)-7-hydroxy-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal CHEMBL591728 46228974 C20H20O6 356.13 -1.3545 3 1.738 2 2 85.22 10 3 26 0 InChI=1S/C20H20O6/c1-24-17-6-5-13(10-18(17)25-2)19-15(11-22)14-8-12(4-3-7-21)9-16(23)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19+/m1/s1 YGQBKZGYLCQCDU-GWKPYITFSA-N O=C/C=C/c1cc2c(c(c1)O)O[C@H]([C@@H]2CO)c1ccc(c(c1)OC)OC NPC187145 3-(1H-Benzimidazol-2-Yl)-7-(Diethylamino)Chromen-2-One 3-(1H-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one CHEMBL374632 94381 C20H19N3O2 333.15 0.4793 3.11 4.231 4 1 58.22 6 4 25 0 InChI=1S/C20H19N3O2/c1-3-23(4-2)14-10-9-13-11-15(20(24)25-18(13)12-14)19-21-16-7-5-6-8-17(16)22-19/h5-12H,3-4H2,1-2H3,(H,21,22) GOLORTLGFDVFDW-UHFFFAOYSA-N CCN(c1ccc2c(c1)oc(=O)c(c2)c1nc2c([nH]1)cccc2)CC NPC145885 3-(1H-Indol-3-Yl)-2-(Trimethylazaniumyl)Propanoate 3-(1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate CHEMBL448328 3861164 C14H18N2O2 246.14 -2.5697 2.56 1.163 3 1 55.92 8 2 18 0 InChI=1S/C14H18N2O2/c1-16(2,3)13(14(17)18)8-10-9-15-12-7-5-4-6-11(10)12/h4-7,9,13,15H,8H2,1-3H3 AOHCBEAZXHZMOR-UHFFFAOYSA-N [O-]C(=O)C([N+](C)(C)C)Cc1c[nH]c2c1cccc2 NPC474440 3-(2-((1R,4As,5R,6R,8Ar)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Vinyl)-5-Methoxyfuran-2(5H)-One 4-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2-methoxy-2H-furan-5-one CHEMBL468575 44577207 C21H30O5 362.21 0.7862 3.22 3.886 5 2 75.99 9 3 26 0 InChI=1S/C21H30O5/c1-13-5-8-16-20(2,10-9-17(23)21(16,3)12-22)15(13)7-6-14-11-18(25-4)26-19(14)24/h6-7,11,15-18,22-23H,1,5,8-10,12H2,2-4H3/b7-6+/t15-,16+,17-,18?,20+,21+/m1/s1 CNXJVKMKGPSCDO-ZPBQUNJGSA-N COC1OC(=O)C(=C1)/C=C/[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@H]([C@@]2(C)CO)O NPC209355 3-(2-((1R,4As,5R,8Ar)-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-6-Oxo-Decahydronaphthalen-1-Yl)Vinyl)Furan-2(5H)-One 4-[(E)-2-[(1R,4aS,5R,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]ethenyl]-2H-furan-5-one CHEMBL466153 44577191 C20H26O4 330.18 1.2871 3.22 3.229 4 1 63.6 6 3 24 0 InChI=1S/C20H26O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-16,21H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,19+,20+/m1/s1 VZUQDSZLBXYRHS-WHCBKWPTSA-N OC[C@]1(C)C(=O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2/C=C/C1=CCOC1=O)C NPC51486 3-(2-((1R,4As,5R,8As)-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-6-Oxodecahydronaphthalen-1-Yl)Ethyl)Furan-2(5H)-One 4-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL511890 44577190 C20H28O4 332.2 1.0079 3.22 3.27 4 1 63.6 7 3 24 0 InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-16,21H,1,4-8,10-12H2,2-3H3/t15-,16+,19+,20+/m1/s1 ROPZFDGMJDAXOR-LPWQTFTOSA-N OC[C@]1(C)C(=O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC1=CCOC1=O)C NPC223451 3-(2,3-Dihydroxy-3-Methylbutyl)Resveratrol 5-[(E)-2-[3-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl]ethenyl]benzene-1,3-diol CHEMBL446319 10991144 C19H22O5 330.15 -1.2276 3 2.979 2 5 101.15 12 2 24 0 InChI=1S/C19H22O5/c1-19(2,24)18(23)10-14-7-12(5-6-17(14)22)3-4-13-8-15(20)11-16(21)9-13/h3-9,11,18,20-24H,10H2,1-2H3/b4-3+/t18-/m1/s1 BPJJUNOJJPFGCB-OAJJDEHYSA-N Oc1cc(/C=C/c2ccc(c(c2)C[C@H](C(O)(C)C)O)O)cc(c1)O NPC87545 3-(2,4-Dihydroxyphenyl)-5,7-Dihydroxychromen-4-One 3-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL6665 5282074 C15H10O6 286.05 -2.5079 2.45 0.549 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-7-1-2-9(11(18)3-7)10-6-21-13-5-8(17)4-12(19)14(13)15(10)20/h1-6,16-19H GSSOWCUOWLMMRJ-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1coc2c(c1=O)c(O)cc(c2)O NPC235428 3-(2,4-Dihydroxyphenyl)-7-Hydroxychromen-4-One 3-(2,4-dihydroxyphenyl)-7-hydroxychromen-4-one CHEMBL6694 5280520 C15H10O5 270.05 -2.0476 2.56 1.512 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-8-1-3-10(13(18)5-8)12-7-20-14-6-9(17)2-4-11(14)15(12)19/h1-7,16-18H ZCTNPCRBEWXCGP-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1coc2c(c1=O)ccc(c2)O NPC83214 3-(2,4-Dimethylphenyl)-2-Methylquinazolin-4-One 3-(2,4-dimethylphenyl)-2-methylquinazolin-4-one CHEMBL1577701 63382 C17H16N2O 264.13 0.6938 3 4.937 3 0 32.67 4 3 20 0 InChI=1S/C17H16N2O/c1-11-8-9-16(12(2)10-11)19-13(3)18-15-7-5-4-6-14(15)17(19)20/h4-10H,1-3H3 MPMDMUROZIYIIM-UHFFFAOYSA-N Cc1ccc(c(c1)C)n1c(C)nc2c(c1=O)cccc2 NPC16947 3-(2-Carboxyethyldisulfanyl)Propanoic Acid 3-(2-carboxyethyldisulfanyl)propanoic acid CHEMBL338743 95116 C6H10O4S2 210 0.7944 1.46 0.516 4 2 125.2 9 0 12 0 InChI=1S/C6H10O4S2/c7-5(8)1-3-11-12-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10) YCLSOMLVSHPPFV-UHFFFAOYSA-N OC(=O)CCSSCCC(=O)O NPC222078 3-(2-Ethylhexoxy)Propan-1-Amine 3-(2-ethylhexoxy)propan-1-amine CHEMBL1331832 21499 C11H25NO 187.19 -1.9691 2.45 2.956 2 1 35.25 12 0 13 0 InChI=1S/C11H25NO/c1-3-5-7-11(4-2)10-13-9-6-8-12/h11H,3-10,12H2,1-2H3 DVFGEIYOLIFSRX-UHFFFAOYSA-N CCCCC(COCCCN)CC NPC157212 3-(2-Methyl But-3-En-2-Yl)Xanthyletin 2,2-dimethyl-7-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one CHEMBL3596581 14133592 C19H20O3 296.14 2.7106 3.22 5.315 1 0 35.53 6 3 22 1 InChI=1S/C19H20O3/c1-6-18(2,3)14-10-13-9-12-7-8-19(4,5)22-16(12)11-15(13)21-17(14)20/h6-11H,1H2,2-5H3 DWYNSYAYGXNRPD-UHFFFAOYSA-N C=CC(c1cc2cc3C=CC(Oc3cc2oc1=O)(C)C)(C)C NPC25581 3-(3,4-Dihydroxyphenyl)-2-[(E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoyl]Oxypropanoic Acid 3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid CHEMBL66966 5315615 C18H16O8 360.08 -1.9057 2.56 2.083 4 5 144.52 12 2 26 0 InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+ DOUMFZQKYFQNTF-ZZXKWVIFSA-N O=C(OC(C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC6913 3-(3,4-Dihydroxy-Phenyl)-2-[3-(3,4-Dihydroxy-Phenyl)-Acryloylamino]-Propionic Acid (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid CHEMBL241190 6506968 C18H17NO7 359.1 -1.8962 2.56 1.732 4 6 150.81 12 2 26 1 InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3+/t12-/m0/s1 GPZFXSWMDFBRGS-UXONFWTHSA-N OC(=N[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC242893 3-(3,4-Dihydroxyphenyl)-7-Hydroxychromen-4-One 3-(3,4-dihydroxyphenyl)-7-hydroxychromen-4-one CHEMBL13486 5284648 C15H10O5 270.05 -2.0476 2.56 1.941 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H DDKGKOOLFLYZDL-UHFFFAOYSA-N Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O NPC293201 3-(3,4-Dimethoxybenzylidene)-7-Methoxychroman-4-One (3E)-3-[(3,4-dimethoxyphenyl)methylidene]-7-methoxychromen-4-one CHEMBL597065 5783568 C19H18O5 326.12 -0.2895 3 2.88 1 0 53.99 7 3 24 0 InChI=1S/C19H18O5/c1-21-14-5-6-15-17(10-14)24-11-13(19(15)20)8-12-4-7-16(22-2)18(9-12)23-3/h4-10H,11H2,1-3H3/b13-8+ YKRAQIAZPKGEIC-MDWZMJQESA-N COc1ccc2c(c1)OC/C(=C\c1ccc(c(c1)OC)OC)/C2=O NPC185607 3-(3,4-Dimethoxyphenyl)-7-Methoxychromen-4-One 3-(3,4-dimethoxyphenyl)-7-methoxychromen-4-one CHEMBL273891 628528 C18H16O5 312.1 -0.8221 2.89 3.069 1 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-12-5-6-13-16(9-12)23-10-14(18(13)19)11-4-7-15(21-2)17(8-11)22-3/h4-10H,1-3H3 UKWLNMIPRJLYGH-UHFFFAOYSA-N COc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)OC)OC NPC137685 3-(3,4-Dimethoxyphenyl)Propan-1-Ol 3-(3,4-dimethoxyphenyl)propan-1-ol CHEMBL2088633 77528 C11H16O3 196.11 -0.7779 2.34 1.604 1 1 38.69 8 1 14 0 InChI=1S/C11H16O3/c1-13-10-6-5-9(4-3-7-12)8-11(10)14-2/h5-6,8,12H,3-4,7H2,1-2H3 ZISWRXJZUKDIOO-UHFFFAOYSA-N OCCCc1ccc(c(c1)OC)OC NPC283152 3-(3-Methylbut-2-Enyl)-4-(3-Methylbut-2-Enyloxy)Quinolin-2-Ol 4-(3-methylbut-2-enoxy)-3-(3-methylbut-2-enyl)-1H-quinolin-2-one CHEMBL444821 4556 C19H23NO2 297.17 2.8308 3.22 4.792 1 1 42.35 10 2 22 0 InChI=1S/C19H23NO2/c1-13(2)9-10-16-18(22-12-11-14(3)4)15-7-5-6-8-17(15)20-19(16)21/h5-9,11H,10,12H2,1-4H3,(H,20,21) YADLZLRNLRNTCM-UHFFFAOYSA-N CC(=CCOc1c(CC=C(C)C)c(O)nc2c1cccc2)C NPC271985 3-(4-Hydroxy-3,5-Dimethoxyphenyl)Acrylaldehyde (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal CHEMBL225067 5280802 C11H12O4 208.07 -0.3952 2.23 0.868 1 1 55.76 7 1 15 0 InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+ CDICDSOGTRCHMG-ONEGZZNKSA-N COc1cc(/C=C/C=O)cc(c1O)OC NPC105511 3-(4-Hydroxyphenyl)-6-Methoxy-7-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 3-(4-hydroxyphenyl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1574061 12004532 C22H22O10 446.12 -3.386 2.78 0.923 6 5 155.14 11 4 32 0 InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3 OZBAVEKZGSOMOJ-UHFFFAOYSA-N OCC1OC(Oc2cc3occ(c(=O)c3cc2OC)c2ccc(cc2)O)C(C(C1O)O)O NPC471677 3-(4-Methoxyphenyl)-1-(3,5,7-Trihydroxy-2,2-Dimethyl-8-(3-Methylbut-2-Enyl)Chroman-6-Yl)Propan-1-One 3-(4-methoxyphenyl)-1-[3,5,7-trihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]propan-1-one CHEMBL3103546 73669805 C26H32O6 440.22 0.7301 3.66 4.528 2 3 96.22 15 3 32 0 InChI=1S/C26H32O6/c1-15(2)6-12-18-23(29)22(20(27)13-9-16-7-10-17(31-5)11-8-16)24(30)19-14-21(28)26(3,4)32-25(18)19/h6-8,10-11,21,28-30H,9,12-14H2,1-5H3 LZXJHEPXISBUNX-UHFFFAOYSA-N COc1ccc(cc1)CCC(=O)c1c(O)c(CC=C(C)C)c2c(c1O)CC(C(O2)(C)C)O NPC230068 3-(4-Tert-Butylphenyl)-2-Methylpropanal 3-(4-tert-butylphenyl)-2-methylpropanal CHEMBL1496715 228987 C14H20O 204.15 1.9798 2.89 6.362 1 0 17.07 8 1 15 1 InChI=1S/C14H20O/c1-11(10-15)9-12-5-7-13(8-6-12)14(2,3)4/h5-8,10-11H,9H2,1-4H3 SDQFDHOLCGWZPU-UHFFFAOYSA-N O=CC(Cc1ccc(cc1)C(C)(C)C)C NPC470706 3-(Benzo[D][1,3]Dioxol-5-Yl)-N-Cyclohexylacrylamide (E)-3-(1,3-benzodioxol-5-yl)-N-cyclohexylprop-2-enamide CHEMBL2203918 692702 C16H19NO3 273.14 -1.6257 2.78 3.779 2 1 51.05 4 3 20 0 InChI=1S/C16H19NO3/c18-16(17-13-4-2-1-3-5-13)9-7-12-6-8-14-15(10-12)20-11-19-14/h6-10,13H,1-5,11H2,(H,17,18)/b9-7+ HEVXIAMRBRLSEJ-VQHVLOKHSA-N OC(=NC1CCCCC1)/C=C/c1ccc2c(c1)OCO2 NPC319140 3-(Furan-3-Yl)-3A,7-Dimethyl-3,4,5,6-Tetrahydro-2-Benzofuran-1-One 3-(furan-3-yl)-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one CHEMBL1595442 500095 C14H16O3 232.11 0.532 2.67 2.072 2 0 39.44 3 3 17 0 InChI=1S/C14H16O3/c1-9-4-3-6-14(2)11(9)13(15)17-12(14)10-5-7-16-8-10/h5,7-8,12H,3-4,6H2,1-2H3 XYYAFLHHHZVPRN-UHFFFAOYSA-N CC1=C2C(=O)OC(C2(CCC1)C)c1cocc1 NPC165770 3-(Gamma,Gamma-Dimethylallyl)Resveratrol 5-[(E)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]ethenyl]benzene-1,3-diol CHEMBL457145 636928 C19H20O3 296.14 0.9643 3.22 4.906 0 3 60.69 9 2 22 0 InChI=1S/C19H20O3/c1-13(2)3-7-16-9-14(6-8-19(16)22)4-5-15-10-17(20)12-18(21)11-15/h3-6,8-12,20-22H,7H2,1-2H3/b5-4+ BWCJJGGZRYKPID-SNAWJCMRSA-N CC(=CCc1cc(/C=C/c2cc(O)cc(c2)O)ccc1O)C NPC230713 3-(Gamma,Gamma-Dimethylpropenyl)Moracinm 5-[6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL463125 42605184 C19H18O4 310.12 0.3424 3.11 3.365 0 3 73.83 8 3 23 0 InChI=1S/C19H18O4/c1-11(2)3-5-16-17(22)6-4-12-9-18(23-19(12)16)13-7-14(20)10-15(21)8-13/h3-4,6-10,20-22H,5H2,1-2H3 PMSZSXKBGUQXFG-UHFFFAOYSA-N CC(=CCc1c(O)ccc2c1oc(c2)c1cc(O)cc(c1)O)C NPC475961 3,3',4',5-Tetramethoxybibenzyl 1-[2-(3,4-dimethoxyphenyl)ethyl]-3,5-dimethoxybenzene CHEMBL519743 14079759 C18H22O4 302.15 -0.0824 3 4.122 0 0 36.92 11 2 22 0 InChI=1S/C18H22O4/c1-19-15-9-14(10-16(12-15)20-2)6-5-13-7-8-17(21-3)18(11-13)22-4/h7-12H,5-6H2,1-4H3 HCRRYKYLZWKBBM-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)OC)cc(c1)OC NPC2682 3,3',5-Trimethoxybibenzyl 1,3-dimethoxy-5-[2-(3-methoxyphenyl)ethyl]benzene CHEMBL444998 15693460 C17H20O3 272.14 -0.0306 3 4.777 0 0 27.69 9 2 20 0 InChI=1S/C17H20O3/c1-18-15-6-4-5-13(9-15)7-8-14-10-16(19-2)12-17(11-14)20-3/h4-6,9-12H,7-8H2,1-3H3 JKLWPFRFUHSWOA-UHFFFAOYSA-N COc1cccc(c1)CCc1cc(OC)cc(c1)OC NPC280312 3,3-Dibromoprop-2-Enoic Acid 3,3-dibromoprop-2-enoic acid CHEMBL1521683 13250147 C3H2Br2O2 227.84 1.3198 1.35 1.657 2 1 37.3 4 0 7 0 InChI=1S/C3H2Br2O2/c4-2(5)1-3(6)7/h1H,(H,6,7) VWWPGQPTCCQNIO-UHFFFAOYSA-N BrC(=CC(=O)O)Br NPC116907 3,3'-Dihydroxy-4',5-Dimethoxybibenzyl 5-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol CHEMBL426871 3085362 C16H18O4 274.12 -0.8994 2.78 3.084 0 2 58.92 9 2 20 0 InChI=1S/C16H18O4/c1-19-14-8-12(7-13(17)10-14)4-3-11-5-6-16(20-2)15(18)9-11/h5-10,17-18H,3-4H2,1-2H3 SDXKZPQOVUDXIY-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)O)OC)cc(c1)O NPC201145 3,3-Dihydroxyterphenyllin 4-[4-(3,4-dihydroxyphenyl)-3-hydroxy-2,5-dimethoxyphenyl]benzene-1,2-diol CHEMBL1795467 10429220 C20H18O7 370.11 -2.4051 2.89 1.879 0 5 119.61 11 3 27 0 InChI=1S/C20H18O7/c1-26-17-9-12(10-3-5-13(21)15(23)7-10)20(27-2)19(25)18(17)11-4-6-14(22)16(24)8-11/h3-9,21-25H,1-2H3 VXSPWGWNHZICJF-UHFFFAOYSA-N COc1cc(c2ccc(c(c2)O)O)c(c(c1c1ccc(c(c1)O)O)O)OC NPC118840 3'',3''-Dimethylpyrano[3',4']2,4,2'-Trihydroxychalcone (E)-3-(2,4-dihydroxyphenyl)-1-(5-hydroxy-2,2-dimethylchromen-6-yl)prop-2-en-1-one CHEMBL496842 11566255 C20H18O5 338.12 -0.3758 3.11 2.99 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5/c1-20(2)10-9-15-18(25-20)8-6-14(19(15)24)16(22)7-4-12-3-5-13(21)11-17(12)23/h3-11,21,23-24H,1-2H3/b7-4+ YRSOJUCHXHTKQU-QPJJXVBHSA-N Oc1ccc(c(c1)O)/C=C/C(=O)c1ccc2c(c1O)C=CC(O2)(C)C NPC279989 3,3'-O-Dimethylquercetin 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxychromen-4-one CHEMBL511363 5316900 C17H14O7 330.07 -2.3282 2.56 1.363 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-12-5-8(3-4-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,18-20H,1-2H3 FMEHGPQTMOPUGM-UHFFFAOYSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1OC)O NPC183781 3',4',4A',9A'-Tetrahydro-6,7'-Dimethylspiro[Benzofuran-3(2H),2'-Pyrano[2,3-B]Benzofuran]-2,4A'-Diol (2S,3S,4'aR,9'aS)-6,7'-dimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-2,4'a-diol CHEMBL486806 44559245 C20H20O5 340.13 0.1069 3.11 3.828 3 2 68.15 4 5 25 0 InChI=1S/C20H20O5/c1-11-3-5-13-15(9-11)24-18-19(13,22)7-8-20(25-18)14-6-4-12(2)10-16(14)23-17(20)21/h3-6,9-10,17-18,21-22H,7-8H2,1-2H3/t17-,18-,19+,20-/m0/s1 YMKQULZUUJUBPP-HAGHYFMRSA-N Cc1ccc2c(c1)O[C@@H]([C@@]12CC[C@@]2([C@H](O1)Oc1c2ccc(c1)C)O)O NPC107672 3,4,5,3'-Tetrahydroxybenzophenone (3-hydroxyphenyl)-(3,4,5-trihydroxyphenyl)methanone CHEMBL1256379 52948815 C13H10O5 246.05 -2.105 2.34 1.417 1 4 97.99 6 2 18 0 InChI=1S/C13H10O5/c14-9-3-1-2-7(4-9)12(17)8-5-10(15)13(18)11(16)6-8/h1-6,14-16,18H BGRHXPHEMQYXJP-UHFFFAOYSA-N Oc1cccc(c1)C(=O)c1cc(O)c(c(c1)O)O NPC23955 3',4',5,6-Tetramethoxy Flavone 2-(3,4-dimethoxyphenyl)-5,6-dimethoxychromen-4-one CHEMBL252339 14055876 C19H18O6 342.11 -0.7108 2.89 2.68 1 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-13-6-5-11(9-17(13)23-3)16-10-12(20)18-14(25-16)7-8-15(22-2)19(18)24-4/h5-10H,1-4H3 KFMFKHCKPGKKNV-UHFFFAOYSA-N COc1ccc(cc1OC)c1cc(=O)c2c(o1)ccc(c2OC)OC NPC3825 3',4',5,7-Tetrahydroxy-6-(3,3-Dimethylallyl)-Flavone 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL1915459 14604081 C20H18O6 354.11 -0.4674 3 2.503 1 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-5-12-14(22)8-18-19(20(12)25)16(24)9-17(26-18)11-4-6-13(21)15(23)7-11/h3-4,6-9,21-23,25H,5H2,1-2H3 AFJYQKPCJLMHCC-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O)C NPC88804 3',4',5,7-Tetrahydroxy-8-(3,3-Dimethylallyl)-Flavone 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL1783943 21147597 C20H18O6 354.11 -0.4674 3 2.503 1 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-5-12-14(22)8-16(24)19-17(25)9-18(26-20(12)19)11-4-6-13(21)15(23)7-11/h3-4,6-9,21-24H,5H2,1-2H3 WLZYCSNLBZYEHT-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O)C NPC299939 3,4,5-Tribromo-2-(2,4-Dibromophenoxy)Phenol 3,4,5-tribromo-2-(2,4-dibromophenoxy)phenol CHEMBL464577 11952901 C12H5Br5O2 575.62 3.8296 2.01 5.891 0 1 29.46 8 2 19 1 InChI=1S/C12H5Br5O2/c13-5-1-2-9(6(14)3-5)19-12-8(18)4-7(15)10(16)11(12)17/h1-4,18H LNZHBUPVHNJGJG-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1c(O)cc(c(c1Br)Br)Br NPC226629 3,4,5'-Trihydroxy-3'-Methoxy-Trans-Stilbene 4-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]benzene-1,2-diol CHEMBL3094515 20735621 C15H14O4 258.09 -0.9649 2.67 3.21 0 3 69.92 7 2 19 0 InChI=1S/C15H14O4/c1-19-13-7-11(6-12(16)9-13)3-2-10-4-5-14(17)15(18)8-10/h2-9,16-18H,1H3/b3-2+ AOMAYOSPRMTXRK-NSCUHMNNSA-N COc1cc(/C=C/c2ccc(c(c2)O)O)cc(c1)O NPC104983 3,4,5-Trihydroxy-Benzoic Acid (2R,3S)-5,7-Dihydroxy-2-(3,4,5-Trihydroxy-Phenyl)-Chroman-3-Yl Ester [(2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL126079 5276890 C22H18O11 458.08 -3.966 2.67 0.694 2 8 197.37 12 4 33 1 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m0/s1 WMBWREPUVVBILR-GHTZIAJQSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O NPC114179 3,4,5-Trihydroxy-Benzoic Acid (2S,3S)-2-(3,4-Dihydroxy-Phenyl)-5,7-Dihydroxy-Chroman-3-Yl Ester [(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL126142 65056 C22H18O10 442.09 -3.5057 2.78 1.228 2 7 177.14 11 4 32 1 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m0/s1 LSHVYAFMTMFKBA-FPOVZHCZSA-N Oc1cc(O)c2c(c1)O[C@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC43669 3,4,5-Trihydroxyxanthen-9-One 3,4,5-trihydroxyxanthen-9-one CHEMBL3704818 46209537 C13H8O5 244.04 -1.7988 2.34 1.043 1 3 86.99 3 3 18 0 InChI=1S/C13H8O5/c14-8-5-4-7-10(16)6-2-1-3-9(15)12(6)18-13(7)11(8)17/h1-5,14-15,17H GYXLJFKBGTVCHD-UHFFFAOYSA-N Oc1c(O)ccc2c1oc1c(O)cccc1c2=O NPC244364 3,4,5-Trimethoxy-6'',6''-Dimethylpyran[2'',3'':3',4']Stilbene 2,2-dimethyl-7-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]chromene CHEMBL463011 10689330 C22H24O4 352.17 1.2202 3.44 5.43 0 0 36.92 10 3 26 1 InChI=1S/C22H24O4/c1-22(2)11-10-17-9-8-15(12-18(17)26-22)6-7-16-13-19(23-3)21(25-5)20(14-16)24-4/h6-14H,1-5H3/b7-6+ WPVCFJCNTJKNBK-VOTSOKGWSA-N COc1cc(/C=C/c2ccc3c(c2)OC(C=C3)(C)C)cc(c1OC)OC NPC276195 3,4,5-Trimethoxyphenyl-Beta-D-Glucopyranoside (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol CHEMBL469618 636454 C15H22O9 346.13 -2.3626 2.12 -0.607 5 4 127.07 13 2 24 0 InChI=1S/C15H22O9/c1-20-8-4-7(5-9(21-2)14(8)22-3)23-15-13(19)12(18)11(17)10(6-16)24-15/h4-5,10-13,15-19H,6H2,1-3H3/t10-,11-,12+,13-,15-/m1/s1 NBLLRWANAFOKON-ZHZXCYKASA-N OC[C@H]1O[C@@H](Oc2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC248102 3,4,6,7-Tetrahydroxyxanthone 2,3,5,6-tetrahydroxyxanthen-9-one CHEMBL477740 10355232 C13H8O6 260.03 -2.2591 2.23 0.509 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-7-2-1-5-11(17)6-3-8(15)9(16)4-10(6)19-13(5)12(7)18/h1-4,14-16,18H ZIUFQHOTGSSKBS-UHFFFAOYSA-N Oc1cc2oc3c(O)c(O)ccc3c(=O)c2cc1O NPC70136 3',4',7-Trihydroxyflavon 2-(3,4-dihydroxyphenyl)-7-hydroxychromen-4-one CHEMBL301624 5322065 C15H10O5 270.05 -1.8845 2.56 1.996 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-7,16-17,19H PVFGJHYLIHMCQD-UHFFFAOYSA-N Oc1ccc2c(c1)oc(cc2=O)c1ccc(c(c1)O)O NPC197188 3,4,8,10-Tetrahydroxy-2-(Hydroxymethyl)-9-Methoxy-3,4,4A,10B-Tetrahydro-2H-Pyrano[3,2-C]Isochromen-6-One;Hydrate 3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one;hydrate CHEMBL1402585 6419883 C14H16O9.H2O 328.08 -2.8389 2.01 -2.021 6 5 145.91 8 3 23 0 InChI=1S/C14H16O9.H2O/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12;/h2,6,8,10,12-13,15-19H,3H2,1H3;1H2 QCWSXSAFDSGKAT-UHFFFAOYSA-N OCC1OC2C(C(C1O)O)OC(=O)c1c2c(O)c(c(c1)O)OC.O NPC175838 3,4,8-Trimethoxyphenanthrene-2,5-Diol 3,4,8-trimethoxyphenanthrene-2,5-diol CHEMBL1085553 46871897 C17H16O5 300.1 -1.076 2.78 1.813 0 2 68.15 8 3 22 0 InChI=1S/C17H16O5/c1-20-13-7-6-11(18)15-10(13)5-4-9-8-12(19)16(21-2)17(22-3)14(9)15/h4-8,18-19H,1-3H3 RWWKZMYUOWSSPW-UHFFFAOYSA-N COc1c(O)cc2c(c1OC)c1c(O)ccc(c1cc2)OC NPC65591 3',4'-Demethylene-4-Demethyl-Podophyllotoxin (3aR,4R,9R,9aR)-4,6,7-trihydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-1-one CHEMBL99342 468863 C20H20O8 388.12 -2.527 2.78 0.204 3 4 125.68 9 4 28 0 InChI=1S/C20H20O8/c1-26-14-3-8(4-15(27-2)19(14)24)16-9-5-12(21)13(22)6-10(9)18(23)11-7-28-20(25)17(11)16/h3-6,11,16-18,21-24H,7H2,1-2H3/t11-,16+,17-,18-/m0/s1 SMPCOLOECPREKW-MJQACMKBSA-N COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc(O)c(c2)O)O NPC191194 3,4-Dibromo-2-(5-Bromo-2-Hydroxyphenoxy)Phenol 3,4-dibromo-2-(5-bromo-2-hydroxyphenoxy)phenol CHEMBL187472 44396194 C12H7Br3O3 435.79 1.5917 2.12 4.06 0 2 49.69 7 2 18 0 InChI=1S/C12H7Br3O3/c13-6-1-3-8(16)10(5-6)18-12-9(17)4-2-7(14)11(12)15/h1-5,16-17H MQTQEJZMDKSDNZ-UHFFFAOYSA-N Brc1ccc(c(c1)Oc1c(O)ccc(c1Br)Br)O NPC224389 3,4-Dicaffeoylquinic Acid (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid CHEMBL249448 5281780 C25H24O12 516.13 -2.3865 2.89 1.085 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 UFCLZKMFXSILNL-PSEXTPKNSA-N O=C(O[C@@H]1[C@H](O)C[C@@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC138360 3',4'-Didemethylnobiletin 2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxychromen-4-one CHEMBL438292 5318041 C19H18O8 374.1 -1.6314 2.67 1.183 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-15-14-12(22)8-13(9-5-6-10(20)11(21)7-9)27-16(14)18(25-3)19(26-4)17(15)24-2/h5-8,20-21H,1-4H3 ZDLYNMZEAFURQY-UHFFFAOYSA-N COc1c(OC)c2oc(cc(=O)c2c(c1OC)OC)c1ccc(c(c1)O)O NPC270256 3',4'-Dihydrobraylin 6-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one CHEMBL3235994 90655369 C15H16O4 260.1 0.9762 2.67 2.679 1 0 44.76 4 3 19 0 InChI=1S/C15H16O4/c1-15(2)7-6-10-13-9(4-5-12(16)18-13)8-11(17-3)14(10)19-15/h4-5,8H,6-7H2,1-3H3 BZMZEWWDSNLUOM-UHFFFAOYSA-N COc1cc2ccc(=O)oc2c2c1OC(C)(C)CC2 NPC203133 3,4'-Dihydroxy-3',4,5-Trimethoxybibenzyl 5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,3-dimethoxyphenol CHEMBL3337992 86024947 C17H20O5 304.13 -0.9512 2.78 2.64 0 2 68.15 11 2 22 0 InChI=1S/C17H20O5/c1-20-15-9-11(6-7-13(15)18)4-5-12-8-14(19)17(22-3)16(10-12)21-2/h6-10,18-19H,4-5H2,1-3H3 UTXKXSRRVOYQSF-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)O)cc(c1OC)O NPC79672 3,4-Dihydroxybenzalacetone (E)-4-(3,4-dihydroxyphenyl)but-3-en-2-one CHEMBL75390 9942292 C10H10O3 178.06 -0.8134 2.23 1.403 1 2 57.53 5 1 13 0 InChI=1S/C10H10O3/c1-7(11)2-3-8-4-5-9(12)10(13)6-8/h2-6,12-13H,1H3/b3-2+ YIFZKRGUGKLILR-NSCUHMNNSA-N CC(=O)/C=C/c1ccc(c(c1)O)O NPC472271 3,4-Dihydroxyphenethyl 3-(3,4-Dihydroxyphenyl)Propanoate 2-(3,4-dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate CHEMBL3357165 58446617 C17H18O6 318.11 -1.5679 2.67 2.343 2 4 107.22 11 2 23 0 InChI=1S/C17H18O6/c18-13-4-1-11(9-15(13)20)3-6-17(22)23-8-7-12-2-5-14(19)16(21)10-12/h1-2,4-5,9-10,18-21H,3,6-8H2 GQGAKMDGSLWLHO-UHFFFAOYSA-N O=C(CCc1ccc(c(c1)O)O)OCCc1ccc(c(c1)O)O NPC4665 3,4-Dihydroxyphenylacetic Acid 2-(3,4-dihydroxyphenyl)acetic acid CHEMBL1284 547 C8H8O4 168.04 -1.1256 1.9 0.528 2 3 77.76 5 1 12 0 InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) CFFZDZCDUFSOFZ-UHFFFAOYSA-N OC(=O)Cc1ccc(c(c1)O)O NPC266045 3,4-Dihydroxyphenylethyl Beta-D-Glucopyranoside (2R,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1689261 5316821 C14H20O8 316.12 -2.8606 2.12 -0.471 6 6 139.84 11 2 22 1 InChI=1S/C14H20O8/c15-6-10-11(18)12(19)13(20)14(22-10)21-4-3-7-1-2-8(16)9(17)5-7/h1-2,5,10-20H,3-4,6H2/t10-,11-,12+,13-,14-/m1/s1 PQQITYGQJLPDFC-RKQHYHRCSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC55615 3',4'-Diisovalerylkhellactone [(9S,10S)-8,8-dimethyl-9-(3-methylbutanoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate CHEMBL477694 44584701 C24H30O7 430.2 1.6424 3.33 5.203 5 0 88.13 14 3 31 1 InChI=1S/C24H30O7/c1-13(2)11-18(26)29-22-20-16(9-7-15-8-10-17(25)28-21(15)20)31-24(5,6)23(22)30-19(27)12-14(3)4/h7-10,13-14,22-23H,11-12H2,1-6H3/t22-,23-/m0/s1 LJYPJWICCCIAKW-GOTSBHOMSA-N CC(CC(=O)O[C@H]1c2c(ccc3c2oc(=O)cc3)OC([C@H]1OC(=O)CC(C)C)(C)C)C NPC295317 3,4-Dimethoxybenzaldehyde 3,4-dimethoxybenzaldehyde CHEMBL1088937 8419 C9H10O3 166.06 -0.296 2.12 1.559 1 0 35.53 5 1 12 0 InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 WJUFSDZVCOTFON-UHFFFAOYSA-N COc1cc(C=O)ccc1OC NPC145052 3,4-Dimethoxydalbergione 2,3-dimethoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexa-2,5-diene-1,4-dione CHEMBL1591258 115019 C17H16O4 284.1 -0.1855 2.89 4.621 4 0 52.6 7 2 21 0 InChI=1S/C17H16O4/c1-4-12(11-8-6-5-7-9-11)13-10-14(18)16(20-2)17(21-3)15(13)19/h4-10,12H,1H2,2-3H3/t12-/m1/s1 LJEJBLOFFDLRIH-GFCCVEGCSA-N C=C[C@@H](C1=CC(=O)C(=C(C1=O)OC)OC)c1ccccc1 NPC77955 3',4'-Dimethoxyflavone 2-(3,4-dimethoxyphenyl)chromen-4-one CHEMBL91153 688674 C17H14O4 282.09 -0.6072 2.89 3.779 1 0 44.76 5 3 21 0 InChI=1S/C17H14O4/c1-19-15-8-7-11(9-17(15)20-2)16-10-13(18)12-5-3-4-6-14(12)21-16/h3-10H,1-2H3 ZGHORMOOTZTQFL-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)cccc2 NPC152684 3,4-Dimethyl-Pent-2-Enoic Acid [(3S,5S,8R,9S,10S,13S,14S,17S)-17-(1-Dimethylamino-Ethyl)-10-Methyl-13-(S)-Methyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Amide (E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-3,4-dimethylpent-2-enamide CHEMBL359415 44364861 C30H52N2O 456.41 2.2829 4.43 9.507 3 1 35.83 14 4 33 1 InChI=1S/C30H52N2O/c1-19(2)20(3)17-28(33)31-23-13-15-29(5)22(18-23)9-10-24-26-12-11-25(21(4)32(7)8)30(26,6)16-14-27(24)29/h17,19,21-27H,9-16,18H2,1-8H3,(H,31,33)/b20-17+/t21-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1 GQPGTQPICSXROA-GGKHHMRBSA-N OC(=N[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)/C=C(/C(C)C)\C NPC296624 3',4'-Disenecioylkhellactone [(9S,10S)-8,8-dimethyl-9-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbut-2-enoate CHEMBL517515 1119128 C24H26O7 426.17 3.326 3.33 4.299 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-13(2)11-18(26)29-22-20-16(9-7-15-8-10-17(25)28-21(15)20)31-24(5,6)23(22)30-19(27)12-14(3)4/h7-12,22-23H,1-6H3/t22-,23-/m0/s1 UHWIZIJICYWABA-GOTSBHOMSA-N CC(=CC(=O)O[C@H]1c2c(ccc3c2oc(=O)cc3)OC([C@H]1OC(=O)C=C(C)C)(C)C)C NPC471515 3,4'-O-Dimethylquercetin 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one CHEMBL253946 44446550 C17H16O7 332.09 -2.1099 2.56 0.208 2 3 105.45 8 3 24 0 InChI=1S/C17H16O7/c1-22-12-4-3-8(5-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,16-20H,1-2H3 YMSMRPNRLZXMMQ-UHFFFAOYSA-N COC1C(Oc2c(C1=O)c(O)cc(c2)O)c1ccc(c(c1)O)OC NPC277315 3,4-O-Trans-Caffeoylquinic Acid Methyl Ester methyl (1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylate CHEMBL516541 10052718 C26H26O12 530.14 -2.1355 3 1.406 8 6 200.28 17 3 38 1 InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(31)24(38-23(33)9-5-15-3-7-17(28)19(30)11-15)21(13-26)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h2-11,20-21,24,27-31,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24+,26-/m1/s1 PKJBSZTYNDRXEQ-GMGOHGFSSA-N COC(=O)[C@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@@H](C1)O)OC(=O)/C=C/c1ccc(c(c1)O)O NPC227192 3,5,4'-Trihydroxy-6,7,3'-Trimethoxyflavone 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL3325484 6453535 C18H16O8 360.08 -2.036 2.56 1.546 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-10-6-8(4-5-9(10)19)17-16(22)14(20)13-11(26-17)7-12(24-2)18(25-3)15(13)21/h4-7,19,21-22H,1-3H3 RQJFJWHHIIPKGW-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)OC)O)c(c(=O)c2c(c1OC)O)O NPC182421 3',5,5',7-Tetrahydroxyflavanone (2S)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL1272251 52945930 C15H12O6 288.06 -2.2747 2.45 -0.066 1 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-8-1-7(2-9(17)3-8)13-6-12(20)15-11(19)4-10(18)5-14(15)21-13/h1-5,13,16-19H,6H2/t13-/m0/s1 AYHOUUNTAVCXBN-ZDUSSCGKSA-N Oc1cc(O)cc(c1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC181250 3,5,6,7,3',4',5'-Heptamethoxyflavone 3,5,6,7-tetramethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one CHEMBL3109440 389001 C22H24O9 432.14 -1.2063 2.89 2.032 2 0 90.91 15 3 31 0 InChI=1S/C22H24O9/c1-24-13-8-11(9-14(25-2)19(13)27-4)18-22(30-7)17(23)16-12(31-18)10-15(26-3)20(28-5)21(16)29-6/h8-10H,1-7H3 SHRSLVWLFNSTLK-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)c1oc2cc(OC)c(c(c2c(=O)c1OC)OC)OC NPC201547 3,5,6,7,8,3',4'-Heptamethoxyflavone 2-(3,4-dimethoxyphenyl)-3,5,6,7,8-pentamethoxychromen-4-one CHEMBL77993 150893 C22H24O9 432.14 -1.2063 2.89 2.032 2 0 90.91 15 3 31 0 InChI=1S/C22H24O9/c1-24-12-9-8-11(10-13(12)25-2)16-19(27-4)15(23)14-17(26-3)20(28-5)22(30-7)21(29-6)18(14)31-16/h8-10H,1-7H3 SSXJHQZOHUYEGD-UHFFFAOYSA-N COc1cc(ccc1OC)c1oc2c(OC)c(OC)c(c(c2c(=O)c1OC)OC)OC NPC69752 3,5,6,7-Tetramethoxy-2-(4-Methoxyphenyl)Chromen-4-One 3,5,6,7-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL463156 521171 C20H20O7 372.12 -1.1027 2.89 2.92 2 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)17-20(26-5)16(21)15-13(27-17)10-14(23-2)18(24-3)19(15)25-4/h6-10H,1-5H3 OWNRDLYPIYHOQK-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(OC)c(c(c2c(=O)c1OC)OC)OC NPC471745 3,5,7-Triacetylcatechin [(2S,3S)-5,7-diacetyloxy-2-(3,4-dihydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] acetate CHEMBL3109443 76317499 C21H18O10 430.09 -1.7896 2.67 1.819 5 2 145.66 12 3 31 0 InChI=1S/C21H18O10/c1-9(22)28-13-7-16(29-10(2)23)18-17(8-13)31-20(21(19(18)27)30-11(3)24)12-4-5-14(25)15(26)6-12/h4-8,20-21,25-26H,1-3H3/t20-,21+/m0/s1 DJVADJFNDQYSQR-LEWJYISDSA-N CC(=O)Oc1cc2O[C@@H](c3ccc(c(c3)O)O)[C@@H](C(=O)c2c(c1)OC(=O)C)OC(=O)C NPC197285 3,5,7-Trihydroxy-2-[4-Hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyphenyl]Chromen-4-One 3,5,7-trihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one CHEMBL1222354 9934142 C21H20O12 464.1 -4.5481 2.45 -0.156 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-3-7(1-2-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 YLWQTYZKYGNKPI-HMGRVEAOSA-N OC[C@H]1O[C@@H](Oc2cc(ccc2O)c2oc3cc(O)cc(c3c(=O)c2O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC29841 3',5,7-Trihydroxy-3,4',5',6-Tetramethoxyflavone 5,7-dihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,6-dimethoxychromen-4-one CHEMBL3407749 44258045 C19H18O9 390.1 -2.4318 2.56 0.475 2 3 123.91 12 3 28 0 InChI=1S/C19H18O9/c1-24-12-6-8(5-9(20)17(12)25-2)16-19(27-4)15(23)13-11(28-16)7-10(21)18(26-3)14(13)22/h5-7,20-22H,1-4H3 WTTGIVJDHDPLCL-UHFFFAOYSA-N COc1c(O)cc(cc1OC)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC NPC219330 3,5,7-Trihydroxy-3',4',5'-Trimethoxyflavone 3,5,7-trihydroxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one CHEMBL75258 5481248 C18H16O8 360.08 -2.036 2.56 1.546 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-12-4-8(5-13(24-2)18(12)25-3)17-16(22)15(21)14-10(20)6-9(19)7-11(14)26-17/h4-7,19-20,22H,1-3H3 LHNLHJJGLDWGFS-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)c1oc2cc(O)cc(c2c(=O)c1O)O NPC61546 3,5,7-Trimethoxyflavone 3,5,7-trimethoxy-2-phenylchromen-4-one CHEMBL75772 117900 C18H16O5 312.1 -0.9991 2.89 4.441 2 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-12-9-13(21-2)15-14(10-12)23-17(18(22-3)16(15)19)11-7-5-4-6-8-11/h4-10H,1-3H3 CBTHKWVPSIGKMI-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(c(c2=O)OC)c1ccccc1 NPC471976 3,5,8-Trihydroxy-2,2-Dimethyl-3,4-Dihydropyrano[3,2-B]Xanthen-6-One 3,5,8-trihydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-b]xanthen-6-one CHEMBL3314606 46872919 C18H16O6 328.09 -1.3468 2.78 1.175 2 3 96.22 5 4 24 0 InChI=1S/C18H16O6/c1-18(2)14(20)6-10-12(24-18)7-13-15(17(10)22)16(21)9-5-8(19)3-4-11(9)23-13/h3-5,7,14,19-20,22H,6H2,1-2H3 RRMPIEAXERVWKC-UHFFFAOYSA-N Oc1ccc2c(c1)c(=O)c1c(o2)cc2c(c1O)CC(C(O2)(C)C)O NPC86007 3,5-Dibromo-2-(2,4-Dibromophenoxy)Phenol 3,5-dibromo-2-(2,4-dibromophenoxy)phenol CHEMBL258224 3086109 C12H6Br4O2 497.71 2.9408 2.12 5.457 0 1 29.46 7 2 18 1 InChI=1S/C12H6Br4O2/c13-6-1-2-11(8(15)3-6)18-12-9(16)4-7(14)5-10(12)17/h1-5,17H SNCQITRZEBFIRW-UHFFFAOYSA-N Brc1ccc(c(c1)Br)Oc1c(O)cc(cc1Br)Br NPC100395 3,5-Dibromo-4-Hydroxybenzaldehyde 3,5-dibromo-4-hydroxybenzaldehyde CHEMBL254956 18100 C7H4Br2O2 277.86 1.1249 1.79 2.352 1 1 37.3 4 1 11 0 InChI=1S/C7H4Br2O2/c8-5-1-4(3-10)2-6(9)7(5)11/h1-3,11H SXRHGLQCOLNZPT-UHFFFAOYSA-N O=Cc1cc(Br)c(c(c1)Br)O NPC93376 3,5-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-6,7-Dimethoxychromen-4-One 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL77588 5317287 C18H16O8 360.08 -2.036 2.56 1.546 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-10-5-4-8(6-9(10)19)17-16(22)14(20)13-11(26-17)7-12(24-2)18(25-3)15(13)21/h4-7,19,21-22H,1-3H3 ZZEQOHMDRQUMMH-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)O)OC)c(c(=O)c2c(c1OC)O)O NPC248872 3,5-Dihydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL2024312 5393154 C15H10O5 270.05 -1.8806 2.56 2.878 2 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-6-4-8(5-7-9)15-14(19)13(18)12-10(17)2-1-3-11(12)20-15/h1-7,16-17,19H ZLNYYIOAMRCRGD-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2cccc(c2c(=O)c1O)O NPC128216 3,5-Dihydroxy-2-Phenylchromen-4-One 3,5-dihydroxy-2-phenylchromen-4-one CHEMBL239276 5393151 C15H10O4 254.06 -1.4203 2.67 4.474 2 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-10-7-4-8-11-12(10)13(17)14(18)15(19-11)9-5-2-1-3-6-9/h1-8,16,18H QHYWQIVTVQAKQF-UHFFFAOYSA-N Oc1cccc2c1c(=O)c(c(o2)c1ccccc1)O NPC196439 3',5-Dihydroxy-4',6,7,8-Tetramethoxyflavone 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxychromen-4-one CHEMBL495821 3080750 C19H18O8 374.1 -1.6314 2.67 0.754 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-12-6-5-9(7-10(12)20)13-8-11(21)14-15(22)17(24-2)19(26-4)18(25-3)16(14)27-13/h5-8,20,22H,1-4H3 DQMSOZCDDAULPH-UHFFFAOYSA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)OC NPC98543 3,5-Dihydroxybenzoic Acid 3,5-dihydroxybenzoic acid CHEMBL95308 7424 C7H6O4 154.03 -1.1604 1.79 0.107 2 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11) UYEMGAFJOZZIFP-UHFFFAOYSA-N Oc1cc(O)cc(c1)C(=O)O NPC303521 3,5-Dimethoxybiphenyl 1,3-dimethoxy-5-phenylbenzene CHEMBL496247 11469945 C14H14O2 214.1 -0.1036 2.78 5.138 0 0 18.46 5 2 16 1 InChI=1S/C14H14O2/c1-15-13-8-12(9-14(10-13)16-2)11-6-4-3-5-7-11/h3-10H,1-2H3 CQWCDYBZNSNECQ-UHFFFAOYSA-N COc1cc(OC)cc(c1)c1ccccc1 NPC244816 3,5-Dimethoxybiphenyl-2'-Ol 2-(3,5-dimethoxyphenyl)phenol CHEMBL1079776 11172259 C14H14O3 230.09 -0.5639 2.67 3.12 0 1 38.69 6 2 17 0 InChI=1S/C14H14O3/c1-16-11-7-10(8-12(9-11)17-2)13-5-3-4-6-14(13)15/h3-9,15H,1-2H3 ZAXBKWQBFNMTQC-UHFFFAOYSA-N COc1cc(OC)cc(c1)c1ccccc1O NPC35543 3,5-O-Dimethylpinosylvin 1,3-dimethoxy-5-[(E)-2-phenylethenyl]benzene CHEMBL188181 5316874 C16H16O2 240.12 0.3642 3 6.492 0 0 18.46 6 2 18 1 InChI=1S/C16H16O2/c1-17-15-10-14(11-16(12-15)18-2)9-8-13-6-4-3-5-7-13/h3-12H,1-2H3/b9-8+ BIYGTLDPTJMNET-CMDGGOBGSA-N COc1cc(/C=C/c2ccccc2)cc(c1)OC NPC195785 3,6,9-Trimethyl-3,3A,4,5,9A,9B-Hexahydroazuleno[4,5-B]Furan-2,7-Dione 3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione CHEMBL1322934 291264 C15H18O3 246.13 1.2966 2.78 1.131 3 0 43.37 3 3 18 0 InChI=1S/C15H18O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-10,13-14H,4-5H2,1-3H3 BJPSSVHNEGMBDQ-UHFFFAOYSA-N CC1C(=O)OC2C1CCC(=C1C2C(=CC1=O)C)C NPC328682 3,6-Bis(3,4,5-Trimethoxyphenyl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan 3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan CHEMBL1412125 99091 C24H30O8 446.19 -1.3088 3.22 1.834 2 0 73.84 14 4 32 0 InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3 HRLFUIXSXUASEX-UHFFFAOYSA-N COc1cc(cc(c1OC)OC)C1OCC2C1COC2c1cc(OC)c(c(c1)OC)OC NPC266960 3,6-Dimethoxy Kaempferol 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6-dimethoxychromen-4-one CHEMBL351607 5352032 C17H14O7 330.07 -2.3282 2.56 1.363 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-16-10(19)7-11-12(13(16)20)14(21)17(23-2)15(24-11)8-3-5-9(18)6-4-8/h3-7,18-20H,1-2H3 DDNPCXHBFYJXBJ-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)OC NPC190587 3,6-Di-O-Galloyl-1,5-Anhydro-D-Glucitol [(2R,3R,4R,5S)-3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1933685 53233246 C20H20O13 468.09 -4.1971 2.23 -1.234 7 8 223.67 15 3 33 1 InChI=1S/C20H20O13/c21-9-1-7(2-10(22)15(9)26)19(29)32-6-14-17(28)18(13(25)5-31-14)33-20(30)8-3-11(23)16(27)12(24)4-8/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17+,18+/m0/s1 DMAVXTZPBCNESC-MJSCVDMRSA-N O[C@H]1CO[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)COC(=O)c1cc(O)c(c(c1)O)O NPC131623 3,7,11,15-Tetramethylhexadec-1-En-3-Ol 3,7,11,15-tetramethylhexadec-1-en-3-ol CHEMBL453797 10453 C20H40O 296.31 1.9111 3.55 8.893 1 1 20.23 19 0 21 2 InChI=1S/C20H40O/c1-7-20(6,21)16-10-15-19(5)14-9-13-18(4)12-8-11-17(2)3/h7,17-19,21H,1,8-16H2,2-6H3 KEVYVLWNCKMXJX-UHFFFAOYSA-N C=CC(CCCC(CCCC(CCCC(C)C)C)C)(O)C NPC153758 3,7,4'-Tri-O-Acetyl Kaempferol [4-(3,7-diacetyloxy-5-hydroxy-4-oxochromen-2-yl)phenyl] acetate CHEMBL516683 44584293 C21H16O9 412.08 -1.5476 2.78 3.157 5 1 125.43 11 3 30 0 InChI=1S/C21H16O9/c1-10(22)27-14-6-4-13(5-7-14)20-21(29-12(3)24)19(26)18-16(25)8-15(28-11(2)23)9-17(18)30-20/h4-9,25H,1-3H3 DJKUFDVJACBQPB-UHFFFAOYSA-N CC(=O)Oc1ccc(cc1)c1oc2cc(OC(=O)C)cc(c2c(=O)c1OC(=O)C)O NPC299379 3,7-Dihydroxyflavone 3,7-dihydroxy-2-phenylchromen-4-one CHEMBL210276 5393152 C15H10O4 254.06 -1.4203 2.67 4.474 2 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-10-6-7-11-12(8-10)19-15(14(18)13(11)17)9-4-2-1-3-5-9/h1-8,16,18H UWQJWDYDYIJWKY-UHFFFAOYSA-N Oc1ccc2c(c1)oc(c(c2=O)O)c1ccccc1 NPC188871 3,7-O-Dimethylquercetin 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one CHEMBL164861 5280417 C17H14O7 330.07 -2.3282 2.56 1.792 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-9-6-12(20)14-13(7-9)24-16(17(23-2)15(14)21)8-3-4-10(18)11(19)5-8/h3-7,18-20H,1-2H3 LUJAXSNNYBCFEE-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)O)O NPC208197 3',8-Dihydroxy-4',5',6,7-Tetramethoxyflavone 8-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL2409235 72204300 C19H18O8 374.1 -1.6314 2.67 0.754 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-14-6-9(5-12(21)18(14)25-3)13-8-11(20)10-7-15(24-2)19(26-4)16(22)17(10)27-13/h5-8,21-22H,1-4H3 ATPIHJKFWBNCAS-UHFFFAOYSA-N COc1cc(cc(c1OC)O)c1cc(=O)c2c(o1)c(O)c(c(c2)OC)OC NPC295691 3,9,10-Trimethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinolin-2-Ol 3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol CHEMBL3780481 10220 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3 KDFKJOFJHSVROC-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1O)Cc1c(C3)c(OC)c(cc1)OC NPC118114 3,9-Dihydroxy-4-Prenyl-[6Ar;11Ar]Pterocarpan (6aR,11aR)-4-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1087027 46880035 C20H20O4 324.14 0.3037 3.22 3.265 0 2 58.92 6 4 24 0 InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-15-19(14)23-10-16-13-6-4-12(21)9-18(13)24-20(15)16/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1 QKYUTKLCEVEMIE-JXFKEZNVSA-N CC(=CCc1c(O)ccc2c1OC[C@@H]1[C@H]2Oc2c1ccc(c2)O)C NPC110416 3,9-Dimethoxy-5,8,13,13A-Tetrahydro-6H-Isoquino[3,2-A]Isoquinoline-2,10-Diol 3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol CHEMBL595489 5290 C19H21NO4 327.15 -0.7202 3 1.51 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3 JKPISQIIWUONPB-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1O)Cc1c(C3)c(OC)c(cc1)O NPC245244 3-[(2R)-Piperidin-2-Yl]Pyridine 3-[(2R)-piperidin-2-yl]pyridine CHEMBL1496898 641266 C10H14N2 162.12 -1.3232 2.34 1.604 2 1 24.92 1 2 12 0 InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2/t10-/m1/s1 MTXSIJUGVMTTMU-SNVBAGLBSA-N C1CC[C@@H](NC1)c1cccnc1 NPC174086 3-[(2S)-5,7-Dihydroxy-2-(4-Hydroxyphenyl)-3,4-Dihydro-2H-Chromen-8-Yl]-5,7-Dihydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 3-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL1433872 13941113 C30H22O9 526.13 -3.7844 3.77 3.035 1 6 156.91 9 6 39 1 InChI=1S/C30H22O9/c31-16-5-1-14(2-6-16)23-10-9-19-20(34)13-22(36)26(30(19)38-23)27-28(37)25-21(35)11-18(33)12-24(25)39-29(27)15-3-7-17(32)8-4-15/h1-8,11-13,23,31-36H,9-10H2/t23-/m0/s1 KBUYUAWZPKKJRC-QHCPKHFHSA-N Oc1ccc(cc1)[C@@H]1CCc2c(O1)c(c(cc2O)O)c1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC255615 3-[(2S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Oxolan-2-Yl]Oxy-2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxychromen-4-One 3-[(2S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1590676 44144273 C20H18O11 434.08 -4.3814 2.45 -0.111 6 7 186.37 11 4 31 1 InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15?,17?,20+/m1/s1 BDCDNTVZSILEOY-MRTZERJCSA-N OC[C@H]1O[C@H](C(C1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC268829 3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-Dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[A]Phenanthren-17-Yl]-2H-Furan-5-One 3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL109863 92760 C23H34O4 374.25 -0.0325 3.55 3.685 4 2 66.76 5 5 27 0 InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1 XZTUSOXSLKTKJQ-CIXPXFMPSA-N O[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC280606 3-[(E)-2-(4-Hydroxyphenyl)Ethenyl]-5-Methoxyphenol 3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol CHEMBL498917 5473050 C15H14O3 242.09 -0.5046 2.78 3.955 0 2 49.69 6 2 18 0 InChI=1S/C15H14O3/c1-18-15-9-12(8-14(17)10-15)3-2-11-4-6-13(16)7-5-11/h2-10,16-17H,1H3/b3-2+ KUWZXOMQXYWKBS-NSCUHMNNSA-N COc1cc(/C=C/c2ccc(cc2)O)cc(c1)O NPC261484 3-[2-(1,3-Benzodioxol-5-Yl)-1-Benzofuran-5-Yl]Propyl (2S)-2-Methylbutanoate 3-[2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propyl (2S)-2-methylbutanoate CHEMBL1834811 56673143 C23H24O5 380.16 -0.7038 3.44 5.585 2 0 57.9 10 4 28 1 InChI=1S/C23H24O5/c1-3-15(2)23(24)25-10-4-5-16-6-8-19-18(11-16)13-21(28-19)17-7-9-20-22(12-17)27-14-26-20/h6-9,11-13,15H,3-5,10,14H2,1-2H3/t15-/m0/s1 MBOVWBBJDJPNSN-HNNXBMFYSA-N CC[C@@H](C(=O)OCCCc1ccc2c(c1)cc(o2)c1ccc2c(c1)OCO2)C NPC139876 3-[2-(1,3-Benzodioxol-5-Yl)-7-Methoxy-1-Benzofuran-5-Yl]Propyl (2S)-2-Methylbutanoate 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propyl (2S)-2-methylbutanoate CHEMBL1834810 56598865 C24H26O6 410.17 -0.7556 3.44 4.93 2 0 67.13 12 4 30 0 InChI=1S/C24H26O6/c1-4-15(2)24(25)27-9-5-6-16-10-18-13-20(30-23(18)22(11-16)26-3)17-7-8-19-21(12-17)29-14-28-19/h7-8,10-13,15H,4-6,9,14H2,1-3H3/t15-/m0/s1 MGCSMWCSVJYFBV-HNNXBMFYSA-N CC[C@@H](C(=O)OCCCc1cc(OC)c2c(c1)cc(o2)c1ccc2c(c1)OCO2)C NPC63574 3-[2-(1,3-Benzodioxol-5-Yl)Ethyl]-5-Methoxyphenol 3-[2-(1,3-benzodioxol-5-yl)ethyl]-5-methoxyphenol CHEMBL1796012 637412 C16H16O4 272.1 -0.69 2.78 3.53 0 1 47.92 6 3 20 0 InChI=1S/C16H16O4/c1-18-14-7-12(6-13(17)9-14)3-2-11-4-5-15-16(8-11)20-10-19-15/h4-9,17H,2-3,10H2,1H3 WXLWYVQONUUBMT-UHFFFAOYSA-N COc1cc(CCc2ccc3c(c2)OCO3)cc(c1)O NPC204717 3-[2-(Methylamino)Ethyl]-1H-Indol-5-Ol 3-[2-(methylamino)ethyl]-1H-indol-5-ol CHEMBL277362 150885 C11H14N2O 190.11 -0.9316 2.34 0.937 2 3 48.05 5 2 14 0 InChI=1S/C11H14N2O/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11/h2-3,6-7,12-14H,4-5H2,1H3 ASUSBMNYRHGZIG-UHFFFAOYSA-N CNCCc1c[nH]c2c1cc(O)cc2 NPC476054 3-[3,4-Dimethoxy-5-(3-Methylbut-2-Enyl)Phenyl]-5,7-Dimethoxychromen-4-One 3-[3,4-dimethoxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dimethoxychromen-4-one CHEMBL523623 11495231 C24H26O6 410.17 1.0035 3.44 4.095 1 0 63.22 13 3 30 0 InChI=1S/C24H26O6/c1-14(2)7-8-15-9-16(10-21(28-5)24(15)29-6)18-13-30-20-12-17(26-3)11-19(27-4)22(20)23(18)25/h7,9-13H,8H2,1-6H3 PCWHSSLCNUSQJY-UHFFFAOYSA-N COc1cc(OC)c2c(c1)occ(c2=O)c1cc(CC=C(C)C)c(c(c1)OC)OC NPC472902 3-[3,8-Dihydroxy-2-Methyl-2-(4-Methylpent-3-Enyl)-3,4-Dihydrochromen-5-Yl]-1-(2,4-Dihydroxyphenyl)Propan-1-One 3-[3,8-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-5-yl]-1-(2,4-dihydroxyphenyl)propan-1-one CHEMBL3593935 16681149 C25H30O6 426.2 0.0721 3.55 3.615 2 4 107.22 14 3 31 0 InChI=1S/C25H30O6/c1-15(2)5-4-12-25(3)23(30)14-19-16(7-11-21(28)24(19)31-25)6-10-20(27)18-9-8-17(26)13-22(18)29/h5,7-9,11,13,23,26,28-30H,4,6,10,12,14H2,1-3H3 LKRGIWICIRPKIL-UHFFFAOYSA-N CC(=CCCC1(C)Oc2c(O)ccc(c2CC1O)CCC(=O)c1ccc(cc1O)O)C NPC11432 3-[4,5-Dihydroxy-3-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxy-6-[[(4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxy-5,7-Dihydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[[(4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL1454324 24978604 C33H40O19 740.22 -6.9256 3 -1.488 15 11 304.21 21 6 52 2 InChI=1S/C33H40O19/c1-10-19(37)23(41)26(44)31(47-10)46-9-17-21(39)25(43)30(52-32-27(45)24(42)20(38)11(2)48-32)33(50-17)51-29-22(40)18-15(36)7-14(35)8-16(18)49-28(29)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-27,30-39,41-45H,9H2,1-2H3/t10-,11?,17?,19-,20?,21?,23+,24?,25?,26?,27?,30?,31?,32?,33?/m0/s1 WRXVPTMENPZUIZ-BRKOFTMQSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC1OC(COC2O[C@@H](C)[C@@H]([C@H](C2O)O)O)C(C(C1OC1OC(C)C(C(C1O)O)O)O)O)O NPC474999 3-[4,5-Dimethoxy-2-(2-Methylbut-3-En-2-Yl)Phenyl]-5,7-Dimethoxychromen-4-One 3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dimethoxychromen-4-one CHEMBL491514 11661504 C24H26O6 410.17 0.7478 3.44 4.636 1 0 63.22 13 3 30 0 InChI=1S/C24H26O6/c1-8-24(2,3)17-12-19(28-6)18(27-5)11-15(17)16-13-30-21-10-14(26-4)9-20(29-7)22(21)23(16)25/h8-13H,1H2,2-7H3 AAXMSKLPUMPSGN-UHFFFAOYSA-N COc1cc(OC)c2c(c1)occ(c2=O)c1cc(OC)c(cc1C(C=C)(C)C)OC NPC288840 3-[5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxochromen-8-Yl]-5,7-Dihydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL515252 10414856 C30H18O10 538.09 -3.8579 3.66 2.632 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,31-36H IQAMTZLKUHMPPE-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC469953 3-[7-Hydroxy-5-Methoxy-2,2-Dimethyl-6-(2-Methyl-But-2-Enoyl)-2H-Chromen-8-Yl]-3-Phenyl-Acrylic Acid (E)-3-[7-hydroxy-5-methoxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]chromen-8-yl]-3-phenylprop-2-enoic acid CHEMBL133575 44354054 C26H26O6 434.17 1.4113 3.66 5.823 3 2 93.06 13 3 32 1 InChI=1S/C26H26O6/c1-6-15(2)22(29)21-23(30)20(18(14-19(27)28)16-10-8-7-9-11-16)25-17(24(21)31-5)12-13-26(3,4)32-25/h6-14,30H,1-5H3,(H,27,28)/b15-6+,18-14+ ITDQXOISWWDOGP-MSBMPMNRSA-N C/C=C(/C(=O)c1c(O)c(/C(=C/C(=O)O)/c2ccccc2)c2c(c1OC)C=CC(O2)(C)C)\C NPC275903 3'-[Gamma-Hydroxymethyl-(E)-Gamma-Methylallyl]-2,4,2',4'-Tetrahydroxychalcone 11'-O-Coumarate [(E)-4-[3-[(E)-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,6-dihydroxyphenyl]-2-methylbut-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL514745 10228895 C29H26O8 502.16 -0.6872 3.77 3.885 3 5 144.52 16 3 37 0 InChI=1S/C29H26O8/c1-18(17-37-28(35)15-5-19-3-8-21(30)9-4-19)2-11-23-26(33)14-12-24(29(23)36)25(32)13-7-20-6-10-22(31)16-27(20)34/h2-10,12-16,30-31,33-34,36H,11,17H2,1H3/b13-7+,15-5+,18-2+ XXQUTHYOIGFGPG-MPKNGZDBSA-N C/C(=C\Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1O)O)/COC(=O)/C=C/c1ccc(cc1)O NPC130520 30-Norhederagenin (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1081326 21596158 C29H44O4 456.32 0.6368 4.21 6.826 4 3 77.76 9 5 33 1 InChI=1S/C29H44O4/c1-18-8-13-29(24(32)33)15-14-27(4)19(20(29)16-18)6-7-22-25(2)11-10-23(31)26(3,17-30)21(25)9-12-28(22,27)5/h6,20-23,30-31H,1,7-17H2,2-5H3,(H,32,33)/t20-,21+,22+,23-,25-,26-,27+,28+,29-/m0/s1 FKUBIEWSGBVADJ-VZBPFLCRSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(=C)CC1)C(=O)O)C)C NPC97534 30-Norlupan-3Beta-Ol-20-One 1-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]ethanone CHEMBL3109322 490365 C29H48O2 428.37 1.7131 4.43 9.816 2 1 37.3 9 5 31 1 InChI=1S/C29H48O2/c1-18(30)19-10-13-26(4)16-17-28(6)20(24(19)26)8-9-22-27(5)14-12-23(31)25(2,3)21(27)11-15-29(22,28)7/h19-24,31H,8-17H2,1-7H3/t19-,20+,21-,22+,23-,24+,26+,27-,28+,29+/m0/s1 RCXANGLYPFOYKX-XJJQXQETSA-N CC(=O)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC311164 31-Demethylbuxaminol CHEMBL1651045 53320877 C27H46N2O 414.36 1.2955 4.1 5.204 3 1 26.71 12 4 30 1 InChI=1S/C27H46N2O/c1-17-21-10-11-22-20(15-19(21)9-12-23(17)29(7)8)13-14-26(3)25(18(2)28(5)6)24(30)16-27(22,26)4/h13,15,17-18,21-25,30H,9-12,14,16H2,1-8H3/t17-,18+,21+,22-,23+,24-,25+,26-,27+/m1/s1 KDKFZGZVPVIBCE-XZSYSDQVSA-N CN([C@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC=C1[C@H]2CC[C@@H]2C(=C1)CC[C@@H]([C@@H]2C)N(C)C)C)C)C NPC471744 3-Acetyl Catechin [(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl] acetate CHEMBL3109442 76313957 C17H14O8 346.07 -2.5478 2.45 0.339 3 4 133.52 8 3 25 0 InChI=1S/C17H14O8/c1-7(18)24-17-15(23)14-12(22)5-9(19)6-13(14)25-16(17)8-2-3-10(20)11(21)4-8/h2-6,16-17,19-22H,1H3/t16-,17+/m0/s1 NPWRSXJQDKRXOR-DLBZAZTESA-N CC(=O)O[C@H]1[C@@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC4309 3-Acetylbetulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL312687 10300534 C32H50O4 498.37 2.7286 4.54 10.147 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19(2)21-11-16-32(27(34)35)18-17-30(7)22(26(21)32)9-10-24-29(6)14-13-25(36-20(3)33)28(4,5)23(29)12-15-31(24,30)8/h21-26H,1,9-18H2,2-8H3,(H,34,35)/t21-,22+,23-,24+,25-,26+,29-,30+,31+,32-/m0/s1 ACWNTJJUZAIOLW-BWXYOZBYSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C NPC470589 3Alpha,24-Dihydroxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,9S,10R,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL207657 44411959 C30H48O4 472.36 1.0391 4.32 9.166 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)13-14-26(3)15-16-30(24(33)34)19(20(26)17-25)7-8-22-27(4)11-10-23(32)28(5,18-31)21(27)9-12-29(22,30)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21?,22+,23+,26+,27-,28+,29+,30+/m0/s1 HQGWITLOHQUPBL-NFHCHMPHSA-N OC[C@@]1(C)[C@H](O)CC[C@]2(C1CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(CC1)(C)C)C)C(=O)O)C)C NPC34190 3Alpha,6Beta-Dihydroxy-7,17-Dioxo-Ent-Abieta-15(16)-Ene 2-[(2R,4aR,4bS,7R,8aS,9S,10aR)-7,9-dihydroxy-4b,8,8-trimethyl-10-oxo-2,3,4,4a,5,6,7,8a,9,10a-decahydro-1H-phenanthren-2-yl]prop-2-enal CHEMBL1641878 53319172 C20H30O4 334.21 -0.154 3.22 2.606 4 2 74.6 7 3 24 0 InChI=1S/C20H30O4/c1-11(10-21)12-5-6-14-13(9-12)16(23)17(24)18-19(2,3)15(22)7-8-20(14,18)4/h10,12-15,17-18,22,24H,1,5-9H2,2-4H3/t12-,13-,14-,15-,17-,18-,20+/m1/s1 PYTXCJKULGAJQT-WEMZJFJNSA-N O=CC(=C)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]2(C)CC[C@H](C1(C)C)O)O NPC287118 3Alpha-Acetoxy-27-Hydroxylup-20(29)-En-24-Oic Acid (1R,3aR,5aS,5bR,7aR,8R,9R,11aR,11bR,13aR,13bR)-9-acetyloxy-5a-(hydroxymethyl)-3a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid CHEMBL499293 21575462 C32H50O5 514.37 1.6379 4.43 9.015 5 2 83.83 13 5 37 1 InChI=1S/C32H50O5/c1-19(2)21-10-13-28(4)16-17-32(18-33)22(26(21)28)8-9-23-29(5)14-12-25(37-20(3)34)31(7,27(35)36)24(29)11-15-30(23,32)6/h21-26,33H,1,8-18H2,2-7H3,(H,35,36)/t21-,22+,23+,24+,25+,26+,28+,29+,30+,31+,32-/m0/s1 SFMBHTKBXIQXHJ-LBIUZANVSA-N OC[C@@]12CC[C@@]3([C@@H]([C@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@H]([C@]2(C)C(=O)O)OC(=O)C)[C@@H](CC3)C(=C)C)C NPC168231 3Alpha-Acetoxy-28,30-Dihydroxylup-20(29)-Ene [(1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bS)-3a-(hydroxymethyl)-1-(3-hydroxyprop-1-en-2-yl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate CHEMBL3109393 76310267 C32H52O4 500.39 1.429 4.54 8.573 4 2 66.76 13 5 36 1 InChI=1S/C32H52O4/c1-20(18-33)22-10-15-32(19-34)17-16-30(6)23(27(22)32)8-9-25-29(5)13-12-26(36-21(2)35)28(3,4)24(29)11-14-31(25,30)7/h22-27,33-34H,1,8-19H2,2-7H3/t22-,23+,24-,25+,26+,27+,29-,30+,31+,32+/m0/s1 BTAALXMBRLUESG-QATLPOCJSA-N OCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)OC(=O)C)CO NPC471896 3-Alpha-Acetoxy-7,24-Diene-Tirucallic Acid (2S)-2-[(3R,5R,9R,10R,13S,14S,17S)-3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid CHEMBL3289100 90644335 C32H50O4 498.37 3.731 4.54 9.606 4 1 63.6 16 4 36 1 InChI=1S/C32H50O4/c1-20(2)10-9-11-22(28(34)35)23-14-18-32(8)25-12-13-26-29(4,5)27(36-21(3)33)16-17-30(26,6)24(25)15-19-31(23,32)7/h10,12,22-24,26-27H,9,11,13-19H2,1-8H3,(H,34,35)/t22-,23-,24-,26-,27+,30+,31-,32+/m0/s1 OCCMMQNWHUARRP-PFTIPHQLSA-N CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)OC(=O)C)C)C(=O)O)C NPC148414 3-Alpha-Acetoxy-8,24-Diene-Tirucallic Acid (2S)-2-[(3R,5R,10S,13S,14S,17S)-3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid CHEMBL3289097 90644333 C32H50O4 498.37 3.7287 4.54 8.861 4 1 63.6 16 4 36 1 InChI=1S/C32H50O4/c1-20(2)10-9-11-22(28(34)35)23-14-18-32(8)25-12-13-26-29(4,5)27(36-21(3)33)16-17-30(26,6)24(25)15-19-31(23,32)7/h10,22-23,26-27H,9,11-19H2,1-8H3,(H,34,35)/t22-,23-,26-,27+,30+,31-,32+/m0/s1 FIWGZIBLJWZUEA-JKGVXMGFSA-N CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)OC(=O)C)C)C(=O)O)C NPC285184 3Alpha-Acetoxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,8aR,10R,12aR,14bR)-10-acetyloxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL557503 21633161 C32H50O4 498.37 2.5089 4.54 10.609 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-20(33)36-25-12-13-30(7)23(28(25,4)5)11-14-31(8)24(30)10-9-21-22-19-27(2,3)15-16-29(22,6)17-18-32(21,31)26(34)35/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25+,29+,30-,31+,32+/m0/s1 IQYUEJTVDLHZDJ-DOYYAIILSA-N CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC77099 3Alpha-Acetoxyurs-12-En-27-Oic Acid (1S,2R,4aR,6aR,6aR,6bR,8aR,10R,12aR,14bR)-10-acetyloxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid CHEMBL549628 45270728 C32H50O4 498.37 1.8629 4.54 10.511 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19-11-14-29(6)17-18-32(27(34)35)22(26(29)20(19)2)9-10-24-30(7)15-13-25(36-21(3)33)28(4,5)23(30)12-16-31(24,32)8/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23+,24-,25-,26+,29-,30+,31-,32-/m1/s1 ZRCFPJAOYIOKMF-JXTAAYRQSA-N CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C(=O)O)C)C NPC474313 3-Alpha-Dihydro-4(15)-Dehydrogrosshemin Alpha,Beta-Dihydroxyisoburyrate [(3aR,4S,6aR,8R,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2,3-dihydroxy-2-methylpropanoate CHEMBL465053 44567547 C19H24O7 364.15 -0.0691 2.78 -1.191 7 3 113.29 8 3 26 0 InChI=1S/C19H24O7/c1-8-5-13(25-18(23)19(4,24)7-20)15-10(3)17(22)26-16(15)14-9(2)12(21)6-11(8)14/h11-16,20-21,24H,1-3,5-7H2,4H3/t11-,12+,13-,14-,15+,16+,19?/m0/s1 NPBDPFOGSVKPOK-MKQGLTGQSA-N OCC(C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=C)[C@@H](C2)O)(O)C NPC142361 3-Alpha-Hydroxy-7,24-Diene-Tirucallic Acid (2S)-2-[(3R,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid CHEMBL3289099 158143 C30H48O3 456.36 3.3519 4.43 8.866 3 2 57.53 14 4 33 1 InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,11,20-22,24-25,31H,8,10,12-18H2,1-7H3,(H,32,33)/t20-,21-,22-,24-,25+,28+,29-,30+/m0/s1 CGPBVNAIDFBRJG-HVGLGGOPSA-N CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)O)C)C(=O)O)C NPC233836 3-Alpha-Hydroxy-8,24-Diene-Tirucallic Acid (2S)-2-[(3R,5R,10S,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid CHEMBL3289096 441677 C30H48O3 456.36 3.3496 4.43 8.121 3 2 57.53 14 4 33 1 InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,25+,28+,29-,30+/m0/s1 NBSBUIQBEPROBM-IMJUUJEHSA-N CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)O)C)C(=O)O)C NPC68160 3Alpha-Hydroxyurs-12-En-28-Oic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL491715 7163177 C30H48O3 456.36 1.4838 4.43 8.954 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23-,24+,27+,28-,29-,30+/m1/s1 WCGUUGGRBIKTOS-XHINXETDSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)C(=O)O NPC256838 3-Aminophenol 3-aminophenol CHEMBL269755 11568 C6H7NO 109.05 -1.2102 1.9 0.803 1 2 46.25 2 1 8 0 InChI=1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 CWLKGDAVCFYWJK-UHFFFAOYSA-N Nc1cccc(c1)O NPC66705 3-Benzoyl-7-Methoxychromen-2-One 3-benzoyl-7-methoxychromen-2-one CHEMBL1533108 342533 C17H12O4 280.07 -0.1345 2.89 4.592 2 0 52.6 4 3 21 0 InChI=1S/C17H12O4/c1-20-13-8-7-12-9-14(17(19)21-15(12)10-13)16(18)11-5-3-2-4-6-11/h2-10H,1H3 HYORIVUCOQKMOC-UHFFFAOYSA-N COc1ccc2c(c1)oc(=O)c(c2)C(=O)c1ccccc1 NPC326801 3-Benzylchroman 3-benzyl-3,4-dihydro-2H-chromene CHEMBL552968 15331838 C16H16O 224.12 0.1938 3.11 6.531 0 0 9.23 2 3 17 1 InChI=1S/C16H16O/c1-2-6-13(7-3-1)10-14-11-15-8-4-5-9-16(15)17-12-14/h1-9,14H,10-12H2 FAZPXZSNQNWJAW-UHFFFAOYSA-N c1ccc(cc1)CC1COc2c(C1)cccc2 NPC473938 3-Benzyloximo-Olean-12-En-29-Oic Acid (2R,4aS,6aR,6aS,6bR,8aR,10Z,12aR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-10-phenylmethoxyimino-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL455762 44566378 C37H53NO3 559.4 2.7152 5.09 12.191 2 1 58.89 12 6 41 1 InChI=1S/C37H53NO3/c1-32(2)28-15-18-37(7)29(35(28,5)17-16-30(32)38-41-24-25-11-9-8-10-12-25)14-13-26-27-23-34(4,31(39)40)20-19-33(27,3)21-22-36(26,37)6/h8-13,27-29H,14-24H2,1-7H3,(H,39,40)/b38-30-/t27-,28-,29+,33+,34+,35-,36+,37+/m0/s1 XXJSDGVUWBDUDZ-KVEBJDLGSA-N OC(=O)[C@]1(C)CC[C@]2([C@@H](C1)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC/C(=N/OCc2ccccc2)/C1(C)C)C NPC290481 3Beta,13Beta-Dihydroxyurs-11-En-28-Oic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aS,14aS,14bR)-10,14a-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL498254 44583862 C30H48O4 472.36 0.8718 4.32 7.064 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-18-8-14-29(24(32)33)17-16-28(7)27(6)13-9-20-25(3,4)22(31)11-12-26(20,5)21(27)10-15-30(28,34)23(29)19(18)2/h10,15,18-23,31,34H,8-9,11-14,16-17H2,1-7H3,(H,32,33)/t18-,19+,20+,21-,22+,23-,26+,27-,28+,29+,30+/m1/s1 APGMOSJLBDURNK-RUOWOPRNSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)[C@@]1(O)C=C[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O NPC94666 3Beta,19-Dihydroxy-1(10),15-Rosadien-2-One (1S,2R,4bR,7R,8aR,10aR)-7-ethenyl-2-hydroxy-1-(hydroxymethyl)-1,4b,7-trimethyl-2,5,6,8,8a,9,10,10a-octahydrophenanthren-3-one CHEMBL3234209 90670332 C20H30O3 318.22 0.8799 3.33 4.849 3 2 57.53 7 3 23 0 InChI=1S/C20H30O3/c1-5-18(2)8-9-19(3)13(11-18)6-7-14-15(19)10-16(22)17(23)20(14,4)12-21/h5,10,13-14,17,21,23H,1,6-9,11-12H2,2-4H3/t13-,14-,17+,18-,19-,20-/m1/s1 MTAGALXGQXZRRV-JSTLVUAASA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=CC(=O)[C@@H]([C@]1(C)CO)O)C NPC120968 3Beta,22Beta-Dihydroxyolean-12-En-29-Oic Acid (2S,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid CHEMBL513961 21603566 C30H48O4 472.36 1.5567 4.32 6.967 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)20-10-13-30(7)21(28(20,5)12-11-22(25)31)9-8-18-19-16-26(3,24(33)34)17-23(32)27(19,4)14-15-29(18,30)6/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21+,22-,23+,26-,27+,28-,29+,30+/m0/s1 JTBGJQZJEYVBJZ-FVRJYRSZSA-N O[C@@H]1C[C@](C)(C[C@@H]2[C@@]1(C)CC[C@@]1(C2=CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O)C)C(=O)O NPC198664 3Beta,27-Dihydroxy-12-Oleanen-28-Oic Acid (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-(hydroxymethyl)-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL498636 12001894 C30H48O4 472.36 1.0391 4.32 6.865 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)13-14-29(24(33)34)15-16-30(18-31)19(20(29)17-25)7-8-22-27(5)11-10-23(32)26(3,4)21(27)9-12-28(22,30)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21-,22+,23-,27-,28+,29-,30-/m0/s1 ADBMMSFXIFGNAX-MDAIVZGXSA-N OC[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)CC(CC3)(C)C)C(=O)O NPC14112 3Beta,6Alpha-Dihydroxylup-20(29)-Ene (1R,3aR,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-7,9-diol CHEMBL525545 10789350 C30H50O2 442.38 2.465 4.54 10.027 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-18(2)19-11-13-27(5)15-16-29(7)20(24(19)27)9-10-22-28(6)14-12-23(32)26(3,4)25(28)21(31)17-30(22,29)8/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20+,21-,22+,23-,24+,25-,27+,28+,29+,30+/m0/s1 DSXMIKAVZFWLFV-PAPKCNLDSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)C[C@@H]([C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)O)C NPC130278 3Beta,6Beta,23-Trihydroxyolean-12-En-28-Oic Acid (4aS,6aR,6aS,6bR,8R,8aR,9R,10S,12aR,14bS)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1910839 57397367 C30H48O5 488.35 0.2728 4.21 6.475 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-21-26(3)10-9-22(33)27(4,17-31)23(26)20(32)16-29(21,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22-,23+,26+,27+,28+,29+,30-/m0/s1 XRRLUGUSXUFEDF-NJMQRACMSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1[C@H](O)C[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C NPC476318 3Beta,6Beta,24-Trihydroxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,8R,8aR,9R,10S,12aR,14bR)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,4a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL564042 45269903 C30H48O5 488.35 0.2728 4.21 7.503 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-25(2)11-12-26(3)13-14-30(24(34)35)18(19(26)15-25)7-8-21-27(4)10-9-22(33)28(5,17-31)23(27)20(32)16-29(21,30)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22-,23+,26+,27+,28+,29+,30+/m0/s1 IZTRDZUFWXLZDF-LGIAODJHSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1[C@H](O)C[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(CC1)(C)C)C)C(=O)O)C)C NPC473240 3Beta,6Beta-Dihydroxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,8R,10S,12aR,14bR)-8,10-dihydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL377760 44411962 C30H48O4 472.36 1.3635 4.32 8.206 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)12-13-27(5)14-15-30(24(33)34)18(19(27)16-25)8-9-21-28(6)11-10-22(32)26(3,4)23(28)20(31)17-29(21,30)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21+,22-,23?,27+,28+,29+,30+/m0/s1 LUJTWDWEYNWTBP-ULYQHCOQSA-N O[C@@H]1C[C@]2(C)[C@@H]([C@@]3(C1C(C)(C)[C@@H](O)CC3)C)CC=C1[C@]2(CC[C@@]2([C@H]1CC(CC2)(C)C)C)C(=O)O NPC143182 3Beta,7Beta-Dihydroxyergost-5,24(28)-Diene (3S,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol CHEMBL485461 11373355 C28H46O2 414.35 1.5884 4.32 8.286 2 2 40.46 12 4 30 1 InChI=1S/C28H46O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h16-17,19,21-26,29-30H,3,7-15H2,1-2,4-6H3/t19-,21+,22-,23+,24+,25+,26+,27+,28-/m1/s1 OIBDKISTMGYAJC-MBOCNQOASA-N O[C@H]1CC[C@]2(C(=C[C@@H]([C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCC(=C)C(C)C)C)C)O)C1)C NPC161717 3Beta-[(O-Alpha-L-Rhamnopyranosyl-(1->6)-O-Beta-D-Glucopyranosyl-(1->4)-O-Beta-D-Glucopyranosyl-(1->4)-O-Beta-D-Ribopyranosyl-(1->3)-O-Alpha-L-Rhamnopyranosyl-(1->2)-Alpha-L-Arabinopyranosyl)Oxy]Olean-12-En-28-Oic Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL445466 11815756 C64H104O29 1336.67 -6.3302 5.31 1.293 29 16 451.51 40 11 93 3 InChI=1S/C64H104O29/c1-25-36(67)41(72)45(76)52(85-25)83-23-31-39(70)42(73)46(77)55(89-31)91-49-30(21-65)87-54(47(78)43(49)74)88-32-24-84-53(44(75)40(32)71)92-50-37(68)26(2)86-56(48(50)79)93-51-38(69)29(66)22-82-57(51)90-35-13-14-61(7)33(60(35,5)6)12-15-63(9)34(61)11-10-27-28-20-59(3,4)16-18-64(28,58(80)81)19-17-62(27,63)8/h10,25-26,28-57,65-79H,11-24H2,1-9H3,(H,80,81)/t25-,26-,28-,29-,30+,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57-,61-,62+,63+,64-/m0/s1 JNWUUHBLKCUZME-DYXFEPKDSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@@H]2[C@@H](O)[C@H](C)O[C@H]([C@@H]2O)O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O NPC247190 3Beta-[(O-Beta-D-Glucopyranosyl-(1->3)-4,6-Dideoxy-2-O-Methyl-Beta-D-Gulopyranosyl)]-5Beta,14Beta-Dihydroxy-19-Oxocard-20(22)Enolide (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2S,3R,4R,6R)-3-methoxy-6-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL553660 44139361 C36H54O14 710.35 -3.6686 3.88 0.724 14 6 210.9 17 7 50 2 InChI=1S/C36H54O14/c1-18-12-24(49-31-29(42)28(41)27(40)25(15-37)50-31)30(45-3)32(47-18)48-20-4-9-34(17-38)22-5-8-33(2)21(19-13-26(39)46-16-19)7-11-36(33,44)23(22)6-10-35(34,43)14-20/h13,17-18,20-25,27-32,37,40-44H,4-12,14-16H2,1-3H3/t18-,20+,21-,22+,23-,24-,25-,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+/m1/s1 VTQWFYXLYNJGCR-OJSOPAHASA-N CO[C@H]1[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)O[C@@H](C[C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C NPC164419 3Beta-[(O-Beta-D-Ribopyranosyl-(1->3)-O-Alpha-L-Rhamnopyranosyl-(1->2)-Alphal-Arabinopyranosyl)Oxy]Olean-12-En-28-Oic Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL506376 44584356 C46H74O15 866.5 -1.5895 4.87 5.63 15 8 234.29 23 8 61 3 InChI=1S/C46H74O15/c1-22-30(49)35(60-37-33(52)31(50)25(47)20-56-37)34(53)38(58-22)61-36-32(51)26(48)21-57-39(36)59-29-12-13-43(6)27(42(29,4)5)11-14-45(8)28(43)10-9-23-24-19-41(2,3)15-17-46(24,40(54)55)18-16-44(23,45)7/h9,22,24-39,47-53H,10-21H2,1-8H3,(H,54,55)/t22-,24-,25+,26-,27-,28+,29-,30-,31+,32-,33+,34+,35+,36+,37-,38-,39-,43-,44+,45+,46-/m0/s1 QDYPTQWAAOGCJD-DHNGTCSPSA-N O[C@H]1CO[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1OC[C@H]([C@H]([C@H]1O)O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC230151 3-Beta-Acetoxy-2-Alpha-Hydroxyurs-12-En-28-Oic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-acetyloxy-11-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL518143 21578960 C32H50O5 514.37 1.6402 4.43 8.453 5 2 83.83 13 5 37 1 InChI=1S/C32H50O5/c1-18-11-14-32(27(35)36)16-15-30(7)21(25(32)19(18)2)9-10-24-29(6)17-22(34)26(37-20(3)33)28(4,5)23(29)12-13-31(24,30)8/h9,18-19,22-26,34H,10-17H2,1-8H3,(H,35,36)/t18-,19+,22-,23+,24-,25+,26+,29+,30-,31-,32+/m1/s1 PCEBPJUHBOJBAJ-FXZBVTQXSA-N CC(=O)O[C@H]1[C@H](O)C[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C(=O)O)C)C NPC260149 3Beta-Acetoxy-6Beta-Hydroxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,8R,8aR,10S,12aR,14bR)-10-acetyloxy-8-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL560057 45267298 C32H50O5 514.37 1.7426 4.43 8.946 5 2 83.83 13 5 37 1 InChI=1S/C32H50O5/c1-19(33)37-24-11-12-30(7)23-10-9-20-21-17-27(2,3)13-14-29(21,6)15-16-32(20,26(35)36)31(23,8)18-22(34)25(30)28(24,4)5/h9,21-25,34H,10-18H2,1-8H3,(H,35,36)/t21-,22+,23+,24-,25-,29+,30+,31+,32+/m0/s1 LDDKVXSYAVQNFD-ZCFZIILGSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)[C@H](O)C[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC58942 3Beta-Acetoxy-6Beta-Hydroxyurs-12-En-27-Oic Acid (1S,2R,4aR,6aR,6aR,6bR,8R,8aR,10S,12aR,14bR)-10-acetyloxy-8-hydroxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid CHEMBL559981 42637416 C32H50O5 514.37 1.0966 4.43 8.848 5 2 83.83 13 5 37 1 InChI=1S/C32H50O5/c1-18-11-13-29(6)15-16-32(27(35)36)21(25(29)19(18)2)9-10-23-30(7)14-12-24(37-20(3)33)28(4,5)26(30)22(34)17-31(23,32)8/h9,18-19,22-26,34H,10-17H2,1-8H3,(H,35,36)/t18-,19+,22-,23-,24+,25+,26+,29-,30-,31-,32-/m1/s1 SRJORNAVYODBHA-TUNXMCLASA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)[C@H](O)C[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C(=O)O)C)C NPC170303 3Beta-Acetoxycopalic Acid (E)-5-[(1S,4aR,6S,8aR)-6-acetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid CHEMBL3315351 13858192 C22H34O4 362.25 2.283 3.44 5.629 4 1 63.6 12 2 26 1 InChI=1S/C22H34O4/c1-14(13-20(24)25)7-9-17-15(2)8-10-18-21(4,5)19(26-16(3)23)11-12-22(17,18)6/h13,17-19H,2,7-12H2,1,3-6H3,(H,24,25)/b14-13+/t17-,18-,19-,22+/m0/s1 OMNJRQNCWHCCBZ-BULWIKRESA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CCC(=C)[C@@H]2CC/C(=C/C(=O)O)/C)C NPC470590 3Beta-Acetoxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,10S,12aR,14bR)-10-acetyloxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL208639 44411975 C32H50O4 498.37 2.5089 4.54 10.609 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-20(33)36-25-12-13-30(7)23(28(25,4)5)11-14-31(8)24(30)10-9-21-22-19-27(2,3)15-16-29(22,6)17-18-32(21,31)26(34)35/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23?,24+,25-,29+,30-,31+,32+/m0/s1 IQYUEJTVDLHZDJ-PVLVPSCMSA-N CC(=O)O[C@H]1CC[C@]2(C(C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC60755 3Beta-Acetoxyurs-12-En-27-Oic Acid (1S,2R,4aR,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-acetyloxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid CHEMBL564078 44236363 C32H50O4 498.37 1.8629 4.54 10.511 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19-11-14-29(6)17-18-32(27(34)35)22(26(29)20(19)2)9-10-24-30(7)15-13-25(36-21(3)33)28(4,5)23(30)12-16-31(24,32)8/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23+,24-,25+,26+,29-,30+,31-,32-/m1/s1 ZRCFPJAOYIOKMF-AFQKEGDFSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C(=O)O)C)C NPC46912 3-Beta-Acetylolean-12-En-28-Methyl Ester methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL2380326 10255859 C33H52O4 512.39 2.7599 4.65 10.113 4 0 52.6 13 5 37 1 InChI=1S/C33H52O4/c1-21(34)37-26-13-14-30(6)24(29(26,4)5)12-15-32(8)25(30)11-10-22-23-20-28(2,3)16-18-33(23,27(35)36-9)19-17-31(22,32)7/h10,23-26H,11-20H2,1-9H3/t23-,24-,25+,26-,30-,31+,32+,33-/m0/s1 VTZCFEUQVQTSSV-LVNUYWAMSA-N COC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)OC(=O)C)(C)C NPC105942 3Beta-E-Feruloylbetulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL451046 636595 C40H56O6 632.41 2.5677 5.2 11.458 4 2 93.06 16 6 46 1 InChI=1S/C40H56O6/c1-24(2)26-15-20-40(35(43)44)22-21-38(6)27(34(26)40)11-13-31-37(5)18-17-32(36(3,4)30(37)16-19-39(31,38)7)46-33(42)14-10-25-9-12-28(41)29(23-25)45-8/h9-10,12,14,23,26-27,30-32,34,41H,1,11,13,15-22H2,2-8H3,(H,43,44)/b14-10+/t26-,27+,30-,31+,32-,34+,37-,38+,39+,40-/m0/s1 UXUVZTGGSMRNDQ-YMUSRRSASA-N COc1cc(/C=C/C(=O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@H]3[C@@]2(C)CC[C@@]2([C@@H]3[C@@H](CC2)C(=C)C)C(=O)O)C)C)ccc1O NPC475346 3-Beta-Hydroxy-27-P-(E)-Coumaroyloxyurs-12-En-28-Oic Acid (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL503874 44583698 C39H54O5 602.4 0.5136 5.2 9.877 4 3 94.83 14 6 44 1 InChI=1S/C39H54O5/c1-24-15-20-38(34(43)44)21-22-39(23-28(41)12-9-26-7-10-27(40)11-8-26)29(33(38)25(24)2)13-14-31-36(5)18-17-32(42)35(3,4)30(36)16-19-37(31,39)6/h7-13,24-25,30-33,40,42H,14-23H2,1-6H3,(H,43,44)/b12-9+/t24-,25+,30+,31-,32+,33+,36+,37-,38+,39+/m1/s1 NOTLGMDYQMIWNO-ZBFFZJPBSA-N O=C(C[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)[C@@H](C)[C@@H](CC3)C)C(=O)O)/C=C/c1ccc(cc1)O NPC475627 3-Beta-Hydroxy-27-P-(Z)-Coumaroyloxyolean-12-En-28-Oic Acid (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(Z)-4-(4-hydroxyphenyl)-2-oxobut-3-enyl]-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL509592 44583697 C39H54O5 602.4 1.1596 5.2 9.975 4 3 94.83 14 6 44 1 InChI=1S/C39H54O5/c1-34(2)19-20-38(33(43)44)21-22-39(23-27(41)12-9-25-7-10-26(40)11-8-25)28(29(38)24-34)13-14-31-36(5)17-16-32(42)35(3,4)30(36)15-18-37(31,39)6/h7-13,29-32,40,42H,14-24H2,1-6H3,(H,43,44)/b12-9-/t29-,30-,31+,32-,36-,37+,38-,39-/m0/s1 MJZYILIXAGAWLU-QDPBTVMJSA-N O=C(C[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)CC(CC3)(C)C)C(=O)O)/C=C\c1ccc(cc1)O NPC475457 3-Beta-Hydroxy-27-P-(Z)-Coumaroyloxyurs-12-En-28-Oic Acid (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(Z)-4-(4-hydroxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL506008 44583699 C39H54O5 602.4 0.5136 5.2 9.877 4 3 94.83 14 6 44 1 InChI=1S/C39H54O5/c1-24-15-20-38(34(43)44)21-22-39(23-28(41)12-9-26-7-10-27(40)11-8-26)29(33(38)25(24)2)13-14-31-36(5)18-17-32(42)35(3,4)30(36)16-19-37(31,39)6/h7-13,24-25,30-33,40,42H,14-23H2,1-6H3,(H,43,44)/b12-9-/t24-,25+,30+,31-,32+,33+,36+,37-,38+,39+/m1/s1 NOTLGMDYQMIWNO-RZNKELFPSA-N O=C(C[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)[C@@H](C)[C@@H](CC3)C)C(=O)O)/C=C\c1ccc(cc1)O NPC159046 3-Beta-Hydroxy-8,24-Diene-Tirucallic Acid (2S)-2-[(3S,5R,10S,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid CHEMBL3289098 90644334 C30H48O3 456.36 3.3496 4.43 8.121 3 2 57.53 14 4 33 1 InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,25-,28+,29-,30+/m0/s1 NBSBUIQBEPROBM-VGYIVZNUSA-N CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C(=O)O)C NPC212733 3Beta-Hydroxyetio-17Beta-Dammaranic Acid (3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid CHEMBL2313420 71716739 C23H38O3 362.28 1.4611 3.66 7.131 3 2 57.53 8 4 26 1 InChI=1S/C23H38O3/c1-20(2)16-9-13-23(5)17(21(16,3)11-10-18(20)24)7-6-15-14(19(25)26)8-12-22(15,23)4/h14-18,24H,6-13H2,1-5H3,(H,25,26)/t14-,15+,16-,17+,18-,21-,22+,23+/m0/s1 PTSOMORPIOAPGG-CSNGNCMSSA-N OC(=O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C NPC470629 3Beta-Hydroxyolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,10S,12aR,14bR)-10-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL210970 44411858 C30H48O3 456.36 2.1298 4.43 9.869 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-15-27(5)16-17-30(24(32)33)19(20(27)18-25)8-9-22-28(6)12-11-23(31)26(3,4)21(28)10-13-29(22,30)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21?,22+,23-,27+,28-,29+,30+/m0/s1 QGOSJBZFTWGWDU-ROOBTRRZSA-N O[C@H]1CC[C@]2(C(C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC473242 3Beta-Hydroxyurs-12-En-27-Oic Acid (1S,2R,4aR,6aR,6aR,6bR,10S,12aR,14bR)-10-hydroxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid CHEMBL380467 44411983 C30H48O3 456.36 1.4838 4.43 9.771 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18-10-13-27(5)16-17-30(25(32)33)20(24(27)19(18)2)8-9-22-28(6)14-12-23(31)26(3,4)21(28)11-15-29(22,30)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21?,22-,23+,24+,27-,28+,29-,30-/m1/s1 RXVRYAUOTRSYDU-LSHOPXMMSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C(=O)O)(C)CCC1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC304260 3Beta-O-(Beta-D-Diginosyl)-16Beta-Acetoxy-14-Hydroxy-5Beta,14Beta-Card-2-(22)-Enolide [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL229258 12304185 C32H48O9 576.33 -1.0354 3.99 3.681 9 2 120.75 13 6 41 0 InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20-,21+,22+,23-,24-,25+,27+,28+,29+,30+,31-,32+/m1/s1 JLPDBLFIVFSOCC-FZAFETKTSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)O[C@@H]([C@@H]1O)C NPC152615 3Beta-O-(Beta-D-Diginosyl)-8,14-Dihydroxy-5Beta,14Beta-Card-20(22)-Dienolide 3-[(3S,5R,8S,9R,10S,13R,14R,17R)-8,14-dihydroxy-3-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL229260 44425148 C30H46O8 534.32 -1.0873 3.88 2.857 8 3 114.68 11 6 38 0 InChI=1S/C30H46O8/c1-17-26(32)22(35-4)15-25(37-17)38-20-6-9-27(2)19(14-20)5-11-29(33)23(27)8-10-28(3)21(7-12-30(28,29)34)18-13-24(31)36-16-18/h13,17,19-23,25-26,32-34H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22-,23-,25+,26+,27+,28-,29+,30-/m1/s1 UZWLNBWIIKVXSW-QFUJVLJYSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@]2([C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)O)C)O[C@@H]([C@@H]1O)C NPC31354 3Beta-O-(Beta-D-Dignosyl)-14-Hydroxy-5Beta,14Beta-Card-20(22)-Enolide 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL229259 44425145 C30H46O7 518.32 -0.6482 3.99 3.971 7 2 94.45 10 6 37 0 InChI=1S/C30H46O7/c1-17-27(32)24(34-4)15-26(36-17)37-20-7-10-28(2)19(14-20)5-6-23-22(28)8-11-29(3)21(9-12-30(23,29)33)18-13-25(31)35-16-18/h13,17,19-24,26-27,32-33H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22+,23-,24-,26+,27+,28+,29-,30+/m1/s1 YBZZSZQZDODUAA-FNFYTULRSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O)C NPC29639 3Beta-O-(Beta-D-Dignosyl)-16Beta-Acetoxy-14-Hydroxy-5Alpha,14Beta-Card-20-(22)-Enolide [(3S,5S,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL1162954 16756310 C32H48O9 576.33 -1.0354 3.99 3.681 9 2 120.75 13 6 41 0 InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21+,22+,23-,24-,25+,27+,28+,29+,30+,31-,32+/m1/s1 JLPDBLFIVFSOCC-MSNQMZSTSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)O[C@@H]([C@@H]1O)C NPC69576 3Beta-O-(Beta-D-Sarmentosyl)-14-Hydroxy-5Beta-14Beta-Card-20(22)-Enolide 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL229533 16756311 C30H46O7 518.32 -0.6482 3.99 3.971 7 2 94.45 10 6 37 0 InChI=1S/C30H46O7/c1-17-27(32)24(34-4)15-26(36-17)37-20-7-10-28(2)19(14-20)5-6-23-22(28)8-11-29(3)21(9-12-30(23,29)33)18-13-25(31)35-16-18/h13,17,19-24,26-27,32-33H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22+,23-,24+,26+,27+,28+,29-,30+/m1/s1 YBZZSZQZDODUAA-NOGJFSSHSA-N CO[C@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O)C NPC44899 3Beta-O-(Beta-D-Sarmentosyl)-16Beta-Acetoxy-14-Hydroxy-5Beta,14Beta-Card-20-(22)-Enolide [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL413068 44425149 C32H48O9 576.33 -1.0354 3.99 3.681 9 2 120.75 13 6 41 0 InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20-,21+,22+,23-,24+,25+,27+,28+,29+,30+,31-,32+/m1/s1 JLPDBLFIVFSOCC-YANMAMTOSA-N CO[C@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)O[C@@H]([C@@H]1O)C NPC475160 3Beta-O-[Beta-D Glucopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl] Olean-12-En-28-O-[Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl]Ester [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL499677 44585663 C59H96O26 1220.62 -5.7515 5.09 2.115 26 15 412.82 37 10 85 3 InChI=1S/C59H96O26/c1-24-34(63)37(66)41(70)50(78-24)84-47-29(21-61)80-48(44(73)40(47)69)77-23-30-36(65)39(68)43(72)52(81-30)85-53(75)59-17-15-54(2,3)19-26(59)25-9-10-32-56(6)13-12-33(55(4,5)31(56)11-14-58(32,8)57(25,7)16-18-59)82-49-45(74)46(27(62)22-76-49)83-51-42(71)38(67)35(64)28(20-60)79-51/h9,24,26-52,60-74H,10-23H2,1-8H3/t24-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35+,36+,37+,38-,39-,40+,41+,42+,43+,44+,45+,46-,47+,48+,49+,50-,51-,52-,56-,57+,58+,59-/m0/s1 OTPKBELVFIMVQF-YRHVYBGRSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC258617 3Beta-O-[Beta-D-Glucopyranosyl-(1->2)-Beta-D-Glucuronopyranosyl] Olean-12-En-28-O-[Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl] Ester (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL502666 44585664 C60H96O28 1264.61 -6.16 4.98 2.458 28 16 450.12 39 10 88 3 InChI=1S/C60H96O28/c1-23-32(63)35(66)41(72)50(80-23)85-45-27(21-62)82-49(44(75)40(45)71)79-22-28-34(65)37(68)43(74)52(83-28)88-54(78)60-17-15-55(2,3)19-25(60)24-9-10-30-57(6)13-12-31(56(4,5)29(57)11-14-59(30,8)58(24,7)16-18-60)84-53-47(39(70)38(69)46(86-53)48(76)77)87-51-42(73)36(67)33(64)26(20-61)81-51/h9,23,25-47,49-53,61-75H,10-22H2,1-8H3,(H,76,77)/t23-,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,36-,37-,38-,39-,40+,41+,42+,43+,44+,45+,46-,47+,49+,50-,51-,52-,53+,57-,58+,59+,60-/m0/s1 MVOFKYCQJKTMLF-LMCOGREFSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC475281 3-Beta-O-[Beta-D-Glucopyranosyl-(1->2)-Beta-D-Glucuronopyranosyl]-21Beta-O-[(2E)-3,7-Dimethyl-2,6-Octadienoyl]-22Alpha-O-(2-Methylbutanoyl)-R1-Barrigenol (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL502690 16099392 C57H90O19 1078.61 -0.2849 5.64 6.794 19 10 308.89 39 7 76 4 InChI=1S/C57H90O19/c1-13-29(5)49(70)76-47-46(73-36(60)23-28(4)16-14-15-27(2)3)52(6,7)24-31-30-17-18-34-54(10)21-20-35(53(8,9)33(54)19-22-55(34,11)56(30,12)44(66)45(67)57(31,47)26-59)72-51-43(40(64)39(63)42(74-51)48(68)69)75-50-41(65)38(62)37(61)32(25-58)71-50/h15,17,23,29,31-35,37-47,50-51,58-59,61-67H,13-14,16,18-22,24-26H2,1-12H3,(H,68,69)/b28-23+/t29?,31-,32+,33-,34+,35-,37+,38-,39-,40-,41+,42-,43+,44-,45+,46-,47-,50-,51+,54-,55+,56-,57-/m0/s1 ORGUHEZYVWCXQM-XUFQKQDVSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(/CCC=C(C)C)\C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC64715 3Beta-O-[Beta-D-Glucopyranosyl-(1->2)-Beta-D-Glucuronopyranosyl]Echinocystic Acid 28-O-Beta-D-Glucopyranosyl Ester (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL486881 24897816 C48H76O20 972.49 -3.7393 4.54 4.235 20 12 332.28 29 8 68 2 InChI=1S/C48H76O20/c1-43(2)14-15-48(42(62)68-40-35(59)31(55)29(53)23(19-50)64-40)21(16-43)20-8-9-25-45(5)12-11-27(44(3,4)24(45)10-13-46(25,6)47(20,7)17-26(48)51)65-41-37(33(57)32(56)36(66-41)38(60)61)67-39-34(58)30(54)28(52)22(18-49)63-39/h8,21-37,39-41,49-59H,9-19H2,1-7H3,(H,60,61)/t21-,22+,23+,24-,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,39-,40-,41+,45-,46+,47+,48+/m0/s1 XUABDGHVQGEIHV-VQLRXJPZSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC476068 3Beta-O-[Beta-D-Glucopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl] Olean-12-En-28-O-[Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->3)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl] Ester [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL524337 44585666 C71H116O36 1544.72 -9.2453 5.31 -1.817 36 21 571.12 49 12 107 3 InChI=1S/C71H116O36/c1-26-38(77)42(81)47(86)60(96-26)104-55-32(22-74)100-63(51(90)46(55)85)106-57-41(80)31(21-73)97-58(53(57)92)95-25-34-40(79)44(83)49(88)64(101-34)107-65(93)71-17-15-66(2,3)19-28(71)27-9-10-36-68(6)13-12-37(67(4,5)35(68)11-14-70(36,8)69(27,7)16-18-71)102-59-52(91)54(29(76)24-94-59)103-62-50(89)45(84)56(33(23-75)99-62)105-61-48(87)43(82)39(78)30(20-72)98-61/h9,26,28-64,72-92H,10-25H2,1-8H3/t26-,28-,29-,30+,31+,32+,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,55+,56+,57-,58+,59+,60-,61-,62-,63-,64-,68-,69+,70+,71-/m0/s1 YMGXXFGYKZICEJ-MVDHHOEZSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC473714 3Beta-O-[Beta-D-Glucopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl] Olean-12-En-28-O-[Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl] Ester [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL449916 44585662 C65H106O31 1382.67 -7.4984 5.2 0.149 31 18 491.97 43 11 96 3 InChI=1S/C65H106O31/c1-25-36(70)39(73)44(78)55(87-25)94-51-30(21-67)89-53(47(81)42(51)76)86-24-32-38(72)41(75)46(80)58(91-32)96-59(84)65-17-15-60(2,3)19-27(65)26-9-10-34-62(6)13-12-35(61(4,5)33(62)11-14-64(34,8)63(26,7)16-18-65)92-54-49(83)50(28(69)23-85-54)93-57-48(82)43(77)52(31(22-68)90-57)95-56-45(79)40(74)37(71)29(20-66)88-56/h9,25,27-58,66-83H,10-24H2,1-8H3/t25-,27-,28-,29+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39+,40-,41-,42+,43+,44+,45+,46+,47+,48+,49+,50-,51+,52+,53+,54+,55-,56-,57-,58-,62-,63+,64+,65-/m0/s1 ZIQABFLRIOOAGP-MQHLRMBESA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H](C5(C)C)O[C@H]5OC[C@@H]([C@@H]([C@H]5O)O[C@@H]5O[C@H](CO)[C@H]([C@@H]([C@H]5O)O)O[C@@H]5O[C@H](CO)[C@H]([C@@H]([C@H]5O)O)O)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC475514 3Beta-O-[Beta-D-Glucopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->3)-Alpha-Larabinopyranosyl]Echinocystic Acid 28-O-[Alpha-L-Rhamnopyranosyl-(1->4)-Alpha-D-Glucopyranosyl-(1->3)-Alpha-D-Glucopyranosyl-(1->6)-Beta-Dglucopyranosyl]Ester [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL507138 44585665 C71H116O37 1560.72 -9.8184 5.2 -2.84 37 22 591.35 50 12 108 3 InChI=1S/C71H116O37/c1-25-38(78)42(82)47(87)60(97-25)105-55-31(21-74)101-63(51(91)46(55)86)107-57-41(81)30(20-73)98-58(53(57)93)96-24-33-40(80)44(84)49(89)64(102-33)108-65(94)71-16-15-66(2,3)17-27(71)26-9-10-35-68(6)13-12-37(67(4,5)34(68)11-14-69(35,7)70(26,8)18-36(71)77)103-59-52(92)54(28(76)23-95-59)104-62-50(90)45(85)56(32(22-75)100-62)106-61-48(88)43(83)39(79)29(19-72)99-61/h9,25,27-64,72-93H,10-24H2,1-8H3/t25-,27-,28-,29+,30+,31+,32+,33+,34-,35+,36+,37-,38-,39+,40+,41+,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,55+,56+,57-,58+,59+,60-,61-,62-,63-,64-,68-,69+,70+,71+/m0/s1 XDLYKSGQBSIRPC-VRGZMBMOSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(C[C@H]3O)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC475649 3Beta-O-{Alpha-L-Arabinopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(2-Ocinnamoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosylester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL510401 44566576 C96H143NO44 2013.9 -7.1858 7.07 0.896 45 21 680.84 67 14 141 3 InChI=1S/C96H143NO44/c1-13-91(9,121)27-17-18-42(2)79(119)135-73-51(105)37-127-85(76(73)134-60(108)24-21-45-19-15-14-16-20-45)139-75-64(111)53(38-123-44(4)101)131-86(77(75)140-83-70(117)72(50(104)36-126-83)137-87-78(118)95(122,40-99)41-129-87)141-88(120)96-32-57(106)89(5,6)30-47(96)46-22-23-56-92(10)28-26-59(90(7,8)55(92)25-29-93(56,11)94(46,12)31-58(96)107)133-80-61(97-43(3)100)65(112)74(138-84-68(115)66(113)63(110)52(33-98)130-84)54(132-80)39-128-81-69(116)71(49(103)35-124-81)136-82-67(114)62(109)48(102)34-125-82/h13-16,18-22,24,47-59,61-78,80-87,98-99,102-107,109-118,121-122H,1,17,23,25-41H2,2-12H3,(H,97,100)/b24-21+,42-18+/t47-,48-,49-,50+,51+,52+,53+,54+,55-,56+,57-,58+,59-,61+,62-,63+,64+,65+,66-,67+,68+,69+,70+,71-,72-,73-,74+,75-,76+,77+,78-,80-,81-,82-,83-,84-,85-,86-,87-,91+,92-,93+,94+,95+,96+/m0/s1 QGRBYADWKWKVRA-OYYMBGRASA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H](C2)O)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2OC(=O)/C=C/c2ccccc2)OC(=O)/C(=C/CC[C@@](C=C)(O)C)/C)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475584 3Beta-O-{Alpha-L-Arabinopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL508662 44566577 C77H123NO40 1701.76 -9.5394 5.42 -2.718 41 21 628.24 54 13 118 3 InChI=1S/C77H123NO40/c1-29(81)78-44-49(92)58(115-67-53(96)50(93)47(90)37(20-79)109-67)39(26-107-63-54(97)56(35(85)23-103-63)113-64-51(94)45(88)33(83)21-104-64)111-62(44)112-43-13-14-73(7)40(72(43,5)6)12-15-74(8)41(73)11-10-31-32-18-71(3,4)16-17-77(32,42(87)19-75(31,74)9)70(100)118-68-60(117-66-55(98)57(36(86)24-106-66)114-69-61(99)76(101,27-80)28-108-69)59(48(91)38(110-68)25-102-30(2)82)116-65-52(95)46(89)34(84)22-105-65/h10,32-69,79-80,83-99,101H,11-28H2,1-9H3,(H,78,81)/t32-,33-,34+,35-,36+,37+,38+,39+,40-,41+,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53+,54+,55+,56-,57-,58+,59-,60+,61-,62-,63-,64-,65-,66-,67-,68-,69-,73-,74+,75+,76+,77+/m0/s1 TYZQUEGBQIPUMH-KHMKIEBUSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475599 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-Dglucopyranosyl}Acacic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(3-O-(2E,6Alpha)-2,6-Dimethyl-6-Hydroxy-2,7-Octadienoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-Dglucopyranosylester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL508996 44566571 C87H137NO43 1883.86 -7.9161 6.19 -3.828 44 22 674.77 64 13 131 3 InChI=1S/C87H137NO43/c1-13-82(9,112)20-14-15-35(2)70(110)125-63-41(94)29-117-74(61(63)107)129-67-55(101)45(31-114-37(4)92)122-77(68(67)130-75-62(108)65(43(96)30-118-75)127-78-69(109)86(113,33-90)34-120-78)131-79(111)87-25-49(97)80(5,6)23-39(87)38-16-17-48-83(10)21-19-51(81(7,8)47(83)18-22-84(48,11)85(38,12)24-50(87)98)124-71-52(88-36(3)91)56(102)66(128-76-59(105)57(103)54(100)44(26-89)121-76)46(123-71)32-119-72-60(106)64(42(95)28-115-72)126-73-58(104)53(99)40(93)27-116-73/h13,15-16,39-69,71-78,89-90,93-109,112-113H,1,14,17-34H2,2-12H3,(H,88,91)/b35-15+/t39-,40+,41+,42-,43+,44+,45+,46+,47-,48+,49-,50+,51-,52+,53-,54+,55+,56+,57-,58+,59+,60+,61+,62+,63-,64-,65-,66+,67-,68+,69-,71-,72-,73-,74-,75-,76-,77-,78-,82-,83-,84+,85+,86+,87+/m0/s1 SGBBPABXAGBALB-VWRFQHBYSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H](C2)O)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)OC(=O)/C(=C/CC[C@](C=C)(O)C)/C)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475892 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Acacic Acid 28-O-Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosylester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL518082 44566575 C77H123NO41 1717.76 -10.1125 5.31 -4.803 42 22 648.47 55 13 119 3 InChI=1S/C77H123NO41/c1-28(81)78-44-49(93)58(116-67-53(97)50(94)47(91)36(19-79)110-67)38(25-108-63-54(98)56(34(85)22-104-63)114-64-51(95)45(89)32(83)20-105-64)112-62(44)113-43-13-14-73(7)39(72(43,5)6)12-15-74(8)40(73)11-10-30-31-16-71(3,4)41(87)18-77(31,42(88)17-75(30,74)9)70(101)119-68-60(118-66-55(99)57(35(86)23-107-66)115-69-61(100)76(102,26-80)27-109-69)59(48(92)37(111-68)24-103-29(2)82)117-65-52(96)46(90)33(84)21-106-65/h10,31-69,79-80,83-100,102H,11-27H2,1-9H3,(H,78,81)/t31-,32+,33+,34-,35+,36+,37+,38+,39-,40+,41-,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53+,54+,55+,56-,57-,58+,59-,60+,61-,62-,63-,64-,65-,66-,67-,68-,69-,73-,74+,75+,76+,77+/m0/s1 NQBZXEHUOWQPDD-MPUPNTCASA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H](C2)O)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475527 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-Dglucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}-Echinocystic Acid 28-O-{Beta-D-Apio->Uranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(3-O-(2E,6Alpha)-2,6-Dimethyl-6-Hydroxy-2,7-Octadienoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL507309 44566570 C87H137NO42 1867.86 -7.343 6.3 -1.743 43 21 654.54 63 13 130 3 InChI=1S/C87H137NO42/c1-13-82(9,111)20-14-15-36(2)70(109)124-63-42(94)30-116-74(61(63)106)128-67-55(100)46(32-113-38(4)92)121-77(68(67)129-75-62(107)65(44(96)31-117-75)126-78-69(108)86(112,34-90)35-119-78)130-79(110)87-24-23-80(5,6)25-40(87)39-16-17-49-83(10)21-19-51(81(7,8)48(83)18-22-84(49,11)85(39,12)26-50(87)97)123-71-52(88-37(3)91)56(101)66(127-76-59(104)57(102)54(99)45(27-89)120-76)47(122-71)33-118-72-60(105)64(43(95)29-114-72)125-73-58(103)53(98)41(93)28-115-73/h13,15-16,40-69,71-78,89-90,93-108,111-112H,1,14,17-35H2,2-12H3,(H,88,91)/b36-15+/t40-,41+,42+,43-,44+,45+,46+,47+,48-,49+,50+,51-,52+,53-,54+,55+,56+,57-,58+,59+,60+,61+,62+,63-,64-,65-,66+,67-,68+,69-,71-,72-,73-,74-,75-,76-,77-,78-,82-,83-,84+,85+,86+,87+/m0/s1 CZFYHNRRWXRYCB-XELWLQIFSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)OC(=O)/C(=C/CC[C@](C=C)(O)C)/C)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475345 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(2-O-Cynnamoyl), (3-O-(2E,6Alpha)-2,6-Dimethyl-6-Hydroxy-2,7-Octadienoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL503852 44566569 C96H143NO43 1997.9 -6.6127 7.18 2.981 44 20 660.61 66 14 140 3 InChI=1S/C96H143NO43/c1-13-91(9,120)27-17-18-43(2)79(118)134-73-52(105)38-126-85(76(73)133-60(107)24-21-46-19-15-14-16-20-46)138-75-64(110)54(39-122-45(4)101)130-86(77(75)139-83-70(116)72(51(104)37-125-83)136-87-78(117)95(121,41-99)42-128-87)140-88(119)96-31-30-89(5,6)32-48(96)47-22-23-57-92(10)28-26-59(90(7,8)56(92)25-29-93(57,11)94(47,12)33-58(96)106)132-80-61(97-44(3)100)65(111)74(137-84-68(114)66(112)63(109)53(34-98)129-84)55(131-80)40-127-81-69(115)71(50(103)36-123-81)135-82-67(113)62(108)49(102)35-124-82/h13-16,18-22,24,48-59,61-78,80-87,98-99,102-106,108-117,120-121H,1,17,23,25-42H2,2-12H3,(H,97,100)/b24-21+,43-18+/t48-,49+,50-,51+,52+,53+,54+,55+,56-,57+,58+,59-,61+,62-,63+,64+,65+,66-,67+,68+,69+,70+,71-,72-,73-,74+,75-,76+,77+,78-,80-,81-,82-,83-,84-,85-,86-,87-,91+,92-,93+,94+,95+,96+/m0/s1 CRGQIUWGNKROHI-JLEVOCTESA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2OC(=O)/C=C/c2ccccc2)OC(=O)/C(=C/CC[C@@](C=C)(O)C)/C)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC476113 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-Dglucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}-Echinocystic Acid 28-O-Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(2-O-Cinnamoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL527074 44566572 C86H129NO41 1831.8 -7.6013 6.3 -0.44 42 20 634.31 57 14 128 3 InChI=1S/C86H129NO41/c1-36(90)87-53-58(102)66(125-75-61(105)59(103)56(100)45(27-88)118-75)47(33-116-72-62(106)64(43(94)30-112-72)123-73-60(104)54(98)41(92)28-113-73)120-71(53)121-51-20-21-82(7)48(81(51,5)6)19-22-83(8)49(82)17-16-39-40-25-80(3,4)23-24-86(40,50(96)26-84(39,83)9)79(109)128-77-69(127-74-63(107)65(44(95)31-114-74)124-78-70(108)85(110,34-89)35-117-78)67(57(101)46(119-77)32-111-37(2)91)126-76-68(55(99)42(93)29-115-76)122-52(97)18-15-38-13-11-10-12-14-38/h10-16,18,40-51,53-78,88-89,92-96,98-108,110H,17,19-35H2,1-9H3,(H,87,90)/b18-15+/t40-,41+,42+,43-,44+,45+,46+,47+,48-,49+,50+,51-,53+,54-,55-,56+,57+,58+,59-,60+,61+,62+,63+,64-,65-,66+,67-,68+,69+,70-,71-,72-,73-,74-,75-,76-,77-,78-,82-,83+,84+,85+,86+/m0/s1 NXOJPRIMQZRNEZ-VHBDHRCWSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2OC(=O)/C=C/c2ccccc2)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475152 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL499449 44566573 C77H123NO40 1701.76 -9.5394 5.42 -2.718 41 21 628.24 54 13 118 3 InChI=1S/C77H123NO40/c1-29(81)78-44-49(92)58(115-67-53(96)50(93)47(90)37(20-79)109-67)39(26-107-63-54(97)56(35(85)23-103-63)113-64-51(94)45(88)33(83)21-104-64)111-62(44)112-43-13-14-73(7)40(72(43,5)6)12-15-74(8)41(73)11-10-31-32-18-71(3,4)16-17-77(32,42(87)19-75(31,74)9)70(100)118-68-60(117-66-55(98)57(36(86)24-106-66)114-69-61(99)76(101,27-80)28-108-69)59(48(91)38(110-68)25-102-30(2)82)116-65-52(95)46(89)34(84)22-105-65/h10,32-69,79-80,83-99,101H,11-28H2,1-9H3,(H,78,81)/t32-,33+,34+,35-,36+,37+,38+,39+,40-,41+,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53+,54+,55+,56-,57-,58+,59-,60+,61-,62-,63-,64-,65-,66-,67-,68-,69-,73-,74+,75+,76+,77+/m0/s1 TYZQUEGBQIPUMH-MTABPQSOSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475394 3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(Beta-D-Xylopyranosyl-(1->4)]-Beta-Dglucopyranosylester [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL504806 44566574 C75H121NO39 1659.75 -9.9185 5.31 -3.029 40 22 622.17 52 13 115 3 InChI=1S/C75H121NO39/c1-28(80)76-42-47(90)56(112-65-51(94)48(91)45(88)35(19-77)106-65)37(25-104-61-52(95)54(33(83)23-100-61)110-62-49(92)43(86)31(81)21-101-62)108-60(42)109-41-12-13-71(6)38(70(41,4)5)11-14-72(7)39(71)10-9-29-30-17-69(2,3)15-16-75(30,40(85)18-73(29,72)8)68(98)115-66-58(57(46(89)36(20-78)107-66)113-63-50(93)44(87)32(82)22-102-63)114-64-53(96)55(34(84)24-103-64)111-67-59(97)74(99,26-79)27-105-67/h9,30-67,77-79,81-97,99H,10-27H2,1-8H3,(H,76,80)/t30-,31+,32+,33-,34+,35+,36+,37+,38-,39+,40+,41-,42+,43-,44-,45+,46+,47+,48-,49+,50+,51+,52+,53+,54-,55-,56+,57-,58+,59-,60-,61-,62-,63-,64-,65-,66-,67-,71-,72+,73+,74+,75+/m0/s1 SXSKSPKNZBYMKN-XBFMWSLVSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)[C@H]([C@@H]([C@H]2N=C(O)C)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)O NPC475516 3Beta-O-Alpha-L-Arabinopyranosyl-(1->2)-Beta-D-Glucopyranosylolean-12-En-28-O-Beta-D-Glucopyranoside [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL507155 44585669 C47H76O17 912.51 -2.7577 4.76 4.915 17 10 274.75 26 8 64 2 InChI=1S/C47H76O17/c1-42(2)14-16-47(41(58)64-40-35(56)33(54)31(52)26(20-49)61-40)17-15-45(6)22(23(47)18-42)8-9-28-44(5)12-11-29(43(3,4)27(44)10-13-46(28,45)7)62-38-36(57)37(24(50)21-59-38)63-39-34(55)32(53)30(51)25(19-48)60-39/h8,23-40,48-57H,9-21H2,1-7H3/t23-,24-,25+,26+,27-,28+,29-,30+,31+,32-,33-,34+,35+,36+,37-,38+,39-,40-,44-,45+,46+,47-/m0/s1 LCMURMAVBYASPU-IXAJQGQSSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)CO[C@@H]([C@@H]2O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475467 3Beta-O-Alpha-L-Arabinopyranosylolean-12-En-28-O-Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranoside [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL506188 44585668 C53H86O21 1058.57 -4.0046 4.98 4.081 21 12 333.67 31 9 74 3 InChI=1S/C53H86O21/c1-23-32(56)35(59)39(63)45(69-23)73-42-27(20-54)70-43(41(65)37(42)61)68-22-28-34(58)36(60)40(64)46(71-28)74-47(66)53-17-15-48(2,3)19-25(53)24-9-10-30-50(6)13-12-31(72-44-38(62)33(57)26(55)21-67-44)49(4,5)29(50)11-14-52(30,8)51(24,7)16-18-53/h9,23,25-46,54-65H,10-22H2,1-8H3/t23-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44+,45-,46-,50-,51+,52+,53-/m0/s1 XPZZGRWYXQODIS-GTMNMUSKSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H](C5(C)C)O[C@H]5OC[C@@H]([C@@H]([C@H]5O)O)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC234548 3Beta-O-Cis-Coumaroylbetulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL500605 21580172 C39H54O5 602.4 2.6195 5.2 12.113 4 2 83.83 14 6 44 1 InChI=1S/C39H54O5/c1-24(2)27-16-21-39(34(42)43)23-22-37(6)28(33(27)39)13-14-30-36(5)19-18-31(35(3,4)29(36)17-20-38(30,37)7)44-32(41)15-10-25-8-11-26(40)12-9-25/h8-12,15,27-31,33,40H,1,13-14,16-23H2,2-7H3,(H,42,43)/b15-10-/t27-,28+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1 QYUWZMVAARIGMO-IOVUFMFVSA-N O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C)/C=C\c1ccc(cc1)O NPC205392 3Beta-O-Cis-Feruloylbetulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL504666 21580170 C40H56O6 632.41 2.5677 5.2 11.458 4 2 93.06 16 6 46 1 InChI=1S/C40H56O6/c1-24(2)26-15-20-40(35(43)44)22-21-38(6)27(34(26)40)11-13-31-37(5)18-17-32(36(3,4)30(37)16-19-39(31,38)7)46-33(42)14-10-25-9-12-28(41)29(23-25)45-8/h9-10,12,14,23,26-27,30-32,34,41H,1,11,13,15-22H2,2-8H3,(H,43,44)/b14-10-/t26-,27+,30-,31+,32-,34+,37-,38+,39+,40-/m0/s1 UXUVZTGGSMRNDQ-JCJNXWIESA-N COc1cc(/C=C\C(=O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@H]3[C@@]2(C)CC[C@@]2([C@@H]3[C@@H](CC2)C(=C)C)C(=O)O)C)C)ccc1O NPC292677 3Beta-O-Glucopyranosyl-(1->3)-Alpha-L-Rhamnopyranosyl-(1->2)-Alpha-L-Arabinopyranosyl]Olean-12-Ene-28Oic Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL475806 11722070 C47H76O16 896.51 -2.1002 4.87 5.387 16 9 254.52 25 8 63 3 InChI=1S/C47H76O16/c1-22-30(50)36(62-38-34(54)33(53)32(52)26(20-48)60-38)35(55)39(59-22)63-37-31(51)25(49)21-58-40(37)61-29-12-13-44(6)27(43(29,4)5)11-14-46(8)28(44)10-9-23-24-19-42(2,3)15-17-47(24,41(56)57)18-16-45(23,46)7/h9,22,24-40,48-55H,10-21H2,1-8H3,(H,56,57)/t22-,24-,25-,26+,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,37+,38-,39-,40-,44-,45+,46+,47-/m0/s1 OHJWWOZXCKEOGK-YDOLDEOXSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC248287 3Beta-O-Trans-Coumaroyl-Betulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL447408 21580171 C39H54O5 602.4 2.6195 5.2 12.113 4 2 83.83 14 6 44 1 InChI=1S/C39H54O5/c1-24(2)27-16-21-39(34(42)43)23-22-37(6)28(33(27)39)13-14-30-36(5)19-18-31(35(3,4)29(36)17-20-38(30,37)7)44-32(41)15-10-25-8-11-26(40)12-9-25/h8-12,15,27-31,33,40H,1,13-14,16-23H2,2-7H3,(H,42,43)/b15-10+/t27-,28+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1 QYUWZMVAARIGMO-BQCSMZNZSA-N O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C)/C=C/c1ccc(cc1)O NPC31193 3B-Hydroxy-23-Oxo-30-Noroleana-12,20(29)-Diene-28-Oic Acid 3-O-Beta-D-Glucuronopyranosyl-28-O-Beta-D-Glucopyranoside (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-formyl-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL2043375 70694509 C41H60O15 792.39 -2.656 4.32 4.247 15 8 249.97 20 7 56 2 InChI=1S/C41H60O15/c1-19-8-13-41(36(52)56-34-30(48)27(45)26(44)22(17-42)53-34)15-14-39(4)20(21(41)16-19)6-7-24-37(2)11-10-25(38(3,18-43)23(37)9-12-40(24,39)5)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h6,18,21-32,34-35,42,44-49H,1,7-17H2,2-5H3,(H,50,51)/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,37-,38-,39+,40+,41-/m0/s1 ZUZICJRUDMZHKC-GUZNCPQZSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(=C)C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H]([C@@]2(C)C=O)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC33756 3-Chlorophenol 3-chlorophenol CHEMBL41172 7933 C6H5ClO 128 0.284 1.9 1.929 0 1 20.23 2 1 8 0 InChI=1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8H HORNXRXVQWOLPJ-UHFFFAOYSA-N Oc1cccc(c1)Cl NPC257182 3-Coumaric Acid (E)-3-(3-hydroxyphenyl)prop-2-enoic acid CHEMBL98521 637541 C9H8O3 164.05 -0.339 2.12 1.886 2 2 57.53 4 1 12 0 InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+ KKSDGJDHHZEWEP-SNAWJCMRSA-N OC(=O)/C=C/c1cccc(c1)O NPC275836 3'-Demethoxysudachitin 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethoxychromen-4-one CHEMBL476120 3083845 C17H14O7 330.07 -1.9881 2.56 0.679 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-16-13(20)12-10(19)7-11(8-3-5-9(18)6-4-8)24-15(12)17(23-2)14(16)21/h3-7,18,20-21H,1-2H3 SYGUVOLSUJYPPS-UHFFFAOYSA-N COc1c(O)c(OC)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O NPC50715 3'-Demethylnobiletin 2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one CHEMBL225704 183466 C20H20O8 388.12 -1.2229 2.78 1.273 1 1 92.68 12 3 28 0 InChI=1S/C20H20O8/c1-23-13-7-6-10(8-11(13)21)14-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-14/h6-9,21H,1-5H3 XFYYZBJXMSDKCV-UHFFFAOYSA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC NPC87224 3'-Deoxy-4-O-Methylepisappanol (3R,4R)-3-[(4-hydroxyphenyl)methyl]-4-methoxy-2,4-dihydrochromene-3,7-diol CHEMBL2208387 71463283 C17H18O5 302.12 -1.5893 2.78 1.707 2 3 79.15 7 3 22 0 InChI=1S/C17H18O5/c1-21-16-14-7-6-13(19)8-15(14)22-10-17(16,20)9-11-2-4-12(18)5-3-11/h2-8,16,18-20H,9-10H2,1H3/t16-,17-/m1/s1 NRDMATSOBGRQDO-IAGOWNOFSA-N CO[C@@H]1c2ccc(cc2OC[C@]1(O)Cc1ccc(cc1)O)O NPC257756 3-Deoxysappanchalcone (E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL253777 5319688 C16H14O4 270.09 -0.8751 2.78 2.854 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11/h2-10,17-18H,1H3/b9-4+ PACBGANPVNHGNP-RUDMXATFSA-N COc1cc(O)ccc1C(=O)/C=C/c1ccc(cc1)O NPC105512 3-Deoxysappanone B (3S)-3-[(3,4-dihydroxyphenyl)methyl]-7-hydroxy-2,3-dihydrochromen-4-one CHEMBL1916186 57396358 C16H14O5 286.08 -1.6107 2.67 1.517 1 3 86.99 5 3 21 0 InChI=1S/C16H14O5/c17-11-2-3-12-15(7-11)21-8-10(16(12)20)5-9-1-4-13(18)14(19)6-9/h1-4,6-7,10,17-19H,5,8H2/t10-/m0/s1 KCUXSQJYIWEGRG-JTQLQIEISA-N Oc1ccc2c(c1)OC[C@@H](C2=O)Cc1ccc(c(c1)O)O NPC66678 3-Desmethylcolchicin N-[(7S)-3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide CHEMBL1081 299664 C21H23NO6 385.15 -0.8806 3 0.944 4 2 97.58 10 3 28 0 InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1 JRRUSQGIRBEMRN-HNNXBMFYSA-N COc1ccc2c(cc1=O)[C@H](CCc1c2c(OC)c(c(c1)O)OC)N=C(O)C NPC152695 3-Epi-20-Hydroxyecdysone (2S,3S,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL2087157 70686927 C27H44O7 480.31 -1.1982 3.66 1.049 7 6 138.45 16 4 34 1 InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19-,20-,21-,22+,24+,25+,26+,27+/m0/s1 NKDFYOWSKOHCCO-ZKSFWNCQSA-N O[C@H]1C[C@@]2(C)[C@@H](C[C@@H]1O)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@]([C@@H](CCC(O)(C)C)O)(O)C)C NPC231256 3-Epi-Betulin (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL140040 473112 C30H50O2 442.38 2.1406 4.54 9.714 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24+,25+,27-,28+,29+,30+/m0/s1 FVWJYYTZTCVBKE-PGROKZIJSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@H](C3(C)C)O)C(=C)C NPC271974 3-Epi-Betulinic Acid 3-O-Sulfate (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL3601067 21582889 C30H48O6S 536.32 2.3007 3.99 8.11 6 2 109.28 12 5 37 1 InChI=1S/C30H48O6S/c1-18(2)19-10-15-30(25(31)32)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(36-37(33,34)35)26(3,4)21(27)11-14-29(22,28)7/h19-24H,1,8-17H2,2-7H3,(H,31,32)(H,33,34,35)/t19-,20+,21-,22+,23+,24+,27-,28+,29+,30-/m0/s1 YFXBKUYUDSKMET-ULZDWRHHSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)OS(=O)(=O)O)C(=O)O NPC74855 3-Epicorosolic Acid Methyl Ester methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate CHEMBL604538 21672621 C31H50O4 486.37 1.5121 4.43 8.463 4 2 66.76 12 5 35 1 InChI=1S/C31H50O4/c1-18-11-14-31(26(34)35-8)16-15-29(6)20(24(31)19(18)2)9-10-23-28(5)17-21(32)25(33)27(3,4)22(28)12-13-30(23,29)7/h9,18-19,21-25,32-33H,10-17H2,1-8H3/t18-,19+,21-,22+,23-,24+,25-,28+,29-,30-,31+/m1/s1 BRZWXKGDPAZBLF-ZLSCOBDWSA-N COC(=O)[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)C[C@H]([C@H](C1(C)C)O)O)C)C NPC290106 3-Epifagomine (2R,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol CHEMBL456583 10290867 C6H13NO3 147.09 -2.2173 1.68 -0.757 4 4 72.72 4 1 10 0 InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m1/s1 YZNNBIPIQWYLDM-NGJCXOISSA-N OC[C@H]1NCC[C@@H]([C@@H]1O)O NPC98442 3-Epikatonic Acid (2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid CHEMBL463266 10434225 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,26+,27+,28-,29+,30+/m0/s1 JZFSMVXQUWRSIW-FWXFQHTDSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C)C NPC52021 3-Epimaslinic Acid (4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL383749 25564831 C30H48O4 472.36 1.9071 4.32 8.24 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23+,27-,28+,29+,30-/m0/s1 MDZKJHQSJHYOHJ-HFYZCPLSSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C NPC137396 3-Ethyl-2,5-Dihydroxycyclohexa-2,5-Diene-1,4-Dione 3-ethyl-2,5-dihydroxycyclohexa-2,5-diene-1,4-dione CHEMBL222173 821411 C8H8O4 168.04 -0.7136 1.9 1.113 4 2 74.6 4 1 12 0 InChI=1S/C8H8O4/c1-2-4-7(11)5(9)3-6(10)8(4)12/h3,9,12H,2H2,1H3 WJSQCAWGGRFZJK-UHFFFAOYSA-N CCC1=C(O)C(=O)C=C(C1=O)O NPC179287 3-Formyl-1-Hydroxy-7-Methoxycarbazole 1-hydroxy-7-methoxy-9H-carbazole-3-carbaldehyde CHEMBL1689800 53324960 C14H11NO3 241.07 -1.1249 2.56 2.329 2 2 62.32 4 3 18 0 InChI=1S/C14H11NO3/c1-18-9-2-3-10-11-4-8(7-16)5-13(17)14(11)15-12(10)6-9/h2-7,15,17H,1H3 KVGOXKTZYBQADZ-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(cc1O)C=O NPC76982 3-Formylcarbazole 9H-carbazole-3-carbaldehyde CHEMBL1172392 504067 C13H9NO 195.07 -0.6128 2.67 3.518 2 1 32.86 1 3 15 0 InChI=1S/C13H9NO/c15-8-9-5-6-13-11(7-9)10-3-1-2-4-12(10)14-13/h1-8,14H WRBOHOGDAJPJOQ-UHFFFAOYSA-N O=Cc1ccc2c(c1)c1ccccc1[nH]2 NPC42372 3-Formylindole 1H-indole-3-carbaldehyde CHEMBL147741 10256 C9H7NO 145.05 -0.6128 2.23 2.53 2 1 32.86 1 2 11 0 InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H OLNJUISKUQQNIM-UHFFFAOYSA-N O=Cc1c[nH]c2c1cccc2 NPC65761 3-Geranyl-1-(3-Methylbutanoyl)-Phloroglucinol 1-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4,6-trihydroxyphenyl]-2-methylpropan-1-one CHEMBL524326 10426888 C20H28O4 332.2 2.1992 3.22 4.105 1 3 77.76 15 1 24 0 InChI=1S/C20H28O4/c1-12(2)7-6-8-14(5)9-10-15-16(21)11-17(22)18(20(15)24)19(23)13(3)4/h7,9,11,13,21-22,24H,6,8,10H2,1-5H3/b14-9+ TXDNBNXWWCEVMG-NTEUORMPSA-N C/C(=C\Cc1c(O)cc(c(c1O)C(=O)C(C)C)O)/CCC=C(C)C NPC40356 3'-Geranyloxyemodin 3-[(2E)-3,7-dimethylocta-2,6-dienoxy]-1,8-dihydroxy-6-methylanthracene-9,10-dione CHEMBL1800228 5785070 C25H26O5 406.18 1.8397 3.66 4.206 2 2 83.83 12 3 30 0 InChI=1S/C25H26O5/c1-14(2)6-5-7-15(3)8-9-30-17-12-19-23(21(27)13-17)25(29)22-18(24(19)28)10-16(4)11-20(22)26/h6,8,10-13,26-27H,5,7,9H2,1-4H3/b15-8+ JVTPNJZXKNTJEF-OVCLIPMQSA-N C/C(=C\COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C)/CCC=C(C)C NPC4796 3-Hydroxy-1-(4-Hydroxy-3,5-Dimethoxyphenyl)Propan-1-One 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one CHEMBL1760596 54353627 C11H14O5 226.08 -1.2416 2.12 -0.432 2 2 75.99 9 1 16 0 InChI=1S/C11H14O5/c1-15-9-5-7(8(13)3-4-12)6-10(16-2)11(9)14/h5-6,12,14H,3-4H2,1-2H3 UHOAHNLBCNGCHE-UHFFFAOYSA-N OCCC(=O)c1cc(OC)c(c(c1)OC)O NPC114682 3-Hydroxy-1-(4-Hydroxyphenyl)Propan-1-One 3-hydroxy-1-(4-hydroxyphenyl)propan-1-one CHEMBL1417159 638759 C9H10O3 166.06 -1.138 2.12 0.456 2 2 57.53 5 1 12 0 InChI=1S/C9H10O3/c10-6-5-9(12)7-1-3-8(11)4-2-7/h1-4,10-11H,5-6H2 LTEPZFZSPZASKJ-UHFFFAOYSA-N OCCC(=O)c1ccc(cc1)O NPC75215 3-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-5,6,7-Trimethoxychromen-4-One 3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5,6,7-trimethoxychromen-4-one CHEMBL78167 275525 C19H18O8 374.1 -1.6275 2.67 2.065 2 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-16(22)15(21)14-12(27-17)8-13(24-2)18(25-3)19(14)26-4/h5-8,20,22H,1-4H3 UEPKLBOJSLVOIP-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)O)OC)c(c(=O)c2c(c1OC)OC)O NPC237366 3-Hydroxy-3H-2-Benzofuran-1-One 3-hydroxy-3H-2-benzofuran-1-one CHEMBL234051 3804259 C8H6O3 150.03 -0.4192 2.01 1.72 3 1 46.53 1 2 11 0 InChI=1S/C8H6O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4,7,9H JKNKNWJNCOJPLI-UHFFFAOYSA-N O=C1OC(c2c1cccc2)O NPC166759 3-Hydroxy-4,3',5'-Trimethoxy-Trans-Stilbene 3-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-5-methoxyphenol CHEMBL109860 15698945 C17H18O4 286.12 -0.1479 2.89 3.819 0 1 47.92 9 2 21 0 InChI=1S/C17H18O4/c1-19-15-9-13(8-14(18)11-15)5-4-12-6-7-16(20-2)17(10-12)21-3/h4-11,18H,1-3H3/b5-4+ VLLUXNYOVSHCHO-SNAWJCMRSA-N COc1cc(/C=C/c2ccc(c(c2)OC)OC)cc(c1)O NPC125417 3-Hydroxy-4,5-Dimethoxybenzoic Acid 3-hydroxy-4,5-dimethoxybenzoic acid CHEMBL85234 74709 C9H10O5 198.05 -0.8037 1.9 0.182 2 2 75.99 7 1 14 0 InChI=1S/C9H10O5/c1-13-7-4-5(9(11)12)3-6(10)8(7)14-2/h3-4,10H,1-2H3,(H,11,12) WFIBQVFJXGQICQ-UHFFFAOYSA-N COc1cc(cc(c1OC)O)C(=O)O NPC469622 3-Hydroxy-4,5-Dimethoxyphenol-1-O-Alpha-L-Rhamnopyranosyl-(1->6)-Beta-D-Glucopyranoside (2S,3R,4R,5S,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4,5-dimethoxyphenoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol CHEMBL1094471 46887120 C20H30O13 478.17 -4.018 2.23 -1.96 9 7 196.99 17 3 33 1 InChI=1S/C20H30O13/c1-7-12(22)14(24)16(26)19(31-7)30-6-11-13(23)15(25)17(27)20(33-11)32-8-4-9(21)18(29-3)10(5-8)28-2/h4-5,7,11-17,19-27H,6H2,1-3H3/t7-,11+,12-,13+,14+,15-,16-,17+,19+,20+/m0/s1 OQANFGSTRGXSMB-WQHDPQMRSA-N COc1cc(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(c1OC)O NPC174754 3-Hydroxy-4-Methoxybenzaldehyde Thiosemicarbazone [(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea CHEMBL242103 6870649 C9H11N3O2S 225.06 0.0065 1.79 2.525 3 3 116.5 7 1 15 0 InChI=1S/C9H11N3O2S/c1-14-8-3-2-6(4-7(8)13)5-11-12-9(10)15/h2-5,13H,1H3,(H3,10,12,15)/b11-5+ ARINKVDYBABITQ-VZUCSPMQSA-N COc1ccc(cc1O)/C=N/NC(=N)S NPC135537 3-Hydroxy-4-Oxopyran-2,6-Dicarboxylic Acid 3-hydroxy-4-oxopyran-2,6-dicarboxylic acid CHEMBL109516 10347 C7H4O7 200 -1.5253 1.46 0.356 7 3 121.13 5 1 14 0 InChI=1S/C7H4O7/c8-2-1-3(6(10)11)14-5(4(2)9)7(12)13/h1,9H,(H,10,11)(H,12,13) ZEGRKMXCOCRTCS-UHFFFAOYSA-N OC(=O)c1cc(=O)c(c(o1)C(=O)O)O NPC114620 3-Hydroxy-7A-Methyl-1Ah-Naphtho[2,3-B]Oxirene-2,7-Dione 3-hydroxy-7a-methyl-1aH-naphtho[2,3-b]oxirene-2,7-dione CHEMBL3217787 71348507 C11H8O4 204.04 -1.1445 2.23 -0.113 3 1 66.9 2 3 15 0 InChI=1S/C11H8O4/c1-11-9(14)5-3-2-4-6(12)7(5)8(13)10(11)15-11/h2-4,10,12H,1H3 XYOABSOIKCDDDO-UHFFFAOYSA-N Oc1cccc2c1C(=O)C1OC1(C2=O)C NPC254994 3-Hydroxybenzo[C]Chromen-6-One 3-hydroxybenzo[c]chromen-6-one CHEMBL1526978 5380406 C13H8O3 212.05 -0.5514 2.56 3.524 1 1 46.53 1 3 16 0 InChI=1S/C13H8O3/c14-8-5-6-10-9-3-1-2-4-11(9)13(15)16-12(10)7-8/h1-7,14H WXUQMTRHPNOXBV-UHFFFAOYSA-N Oc1ccc2c(c1)oc(=O)c1c2cccc1 NPC187913 3-Hydroxybenzoic Acid 3-hydroxybenzoic acid CHEMBL65369 7420 C7H6O3 138.03 -0.7001 1.9 1.07 2 2 57.53 3 1 10 0 InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10) IJFXRHURBJZNAO-UHFFFAOYSA-N Oc1cccc(c1)C(=O)O NPC266116 3-Hydroxycoumarin 3-hydroxychromen-2-one CHEMBL150372 13650 C9H6O3 162.03 -0.1864 2.12 3.054 2 1 46.53 1 2 12 0 InChI=1S/C9H6O3/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5,10H MJKVTPMWOKAVMS-UHFFFAOYSA-N O=c1oc2ccccc2cc1O NPC246956 3-Hydroxylup-20(29)-En-28-Amide (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxamide CHEMBL583224 10161414 C30H49NO2 455.38 2.5077 4.43 9.813 3 3 64.31 10 5 33 1 InChI=1S/C30H49NO2/c1-18(2)19-10-15-30(25(31)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(32)26(3,4)21(27)11-14-29(22,28)7/h19-24,32H,1,8-17H2,2-7H3,(H2,31,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1 MUWODHNJOGREGP-FZFNOLFKSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=N)O NPC34245 3'-Hydroxymelanettin 4-(3,4-dihydroxyphenyl)-6-hydroxy-7-methoxychromen-2-one CHEMBL2397756 5318262 C16H12O6 300.06 -1.3583 2.56 1.555 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-15-7-14-10(5-13(15)19)9(6-16(20)22-14)8-2-3-11(17)12(18)4-8/h2-7,17-19H,1H3 IGHVYQBBZBLNDW-UHFFFAOYSA-N COc1cc2oc(=O)cc(c2cc1O)c1ccc(c(c1)O)O NPC179170 3-Hydroxytanshinone (7S)-7-hydroxy-1,6,6-trimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL377478 5318350 C19H18O4 310.12 0.1382 3.11 2.422 3 1 67.51 4 4 23 0 InChI=1S/C19H18O4/c1-9-8-23-18-11-4-6-12-10(5-7-13(20)19(12,2)3)15(11)17(22)16(21)14(9)18/h4,6,8,13,20H,5,7H2,1-3H3/t13-/m0/s1 PTDUBPDLRWKSBQ-ZDUSSCGKSA-N O[C@H]1CCc2c(C1(C)C)ccc1c2C(=O)C(=O)c2c1occ2C NPC272157 3-Hydroxyterphenyllin 4-[2-hydroxy-4-(4-hydroxyphenyl)-3,6-dimethoxyphenyl]benzene-1,2-diol CHEMBL1795465 191796 C20H18O6 354.11 -1.9448 3 2.413 0 4 99.38 10 3 26 0 InChI=1S/C20H18O6/c1-25-17-10-14(11-3-6-13(21)7-4-11)20(26-2)19(24)18(17)12-5-8-15(22)16(23)9-12/h3-10,21-24H,1-2H3 YLSPFNUVVOKJDF-UHFFFAOYSA-N COc1c(cc(c(c1O)c1ccc(c(c1)O)O)OC)c1ccc(cc1)O NPC236521 3-Isomangostin 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-3,4-dihydropyrano[3,2-b]xanthen-6-one CHEMBL464119 13873655 C24H26O6 410.17 1.2451 3.44 3.231 1 2 85.22 10 4 30 0 InChI=1S/C24H26O6/c1-12(2)6-7-14-19-17(10-15(25)23(14)28-5)29-18-11-16-13(8-9-24(3,4)30-16)21(26)20(18)22(19)27/h6,10-11,25-26H,7-9H2,1-5H3 KJCDBAVVDILRMP-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc2c(c1O)CCC(O2)(C)C NPC149320 3'-Isovaleryl-4'-Acetylkhellactone [(9S,10S)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbutanoate CHEMBL3290964 1070679 C21H24O7 388.15 1.0446 3 3.873 5 0 88.13 11 3 28 0 InChI=1S/C21H24O7/c1-11(2)10-16(24)27-20-19(25-12(3)22)17-14(28-21(20,4)5)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20-/m0/s1 ALKTVPFKDYZFGA-PMACEKPBSA-N CC(CC(=O)O[C@H]1[C@@H](OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)C NPC283019 3'-Isovaleryl-4'-Senecioylkhellactone [(9S,10S)-8,8-dimethyl-10-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbutanoate CHEMBL516258 10477665 C24H28O7 428.18 2.4842 3.33 4.751 5 0 88.13 13 3 31 0 InChI=1S/C24H28O7/c1-13(2)11-18(26)29-22-20-16(9-7-15-8-10-17(25)28-21(15)20)31-24(5,6)23(22)30-19(27)12-14(3)4/h7-11,14,22-23H,12H2,1-6H3/t22-,23-/m0/s1 MYXNOIIPXWBFFR-GOTSBHOMSA-N CC(CC(=O)O[C@H]1[C@@H](OC(=O)C=C(C)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)C NPC234255 3-Methoxy-4-Hydroxylonchocarpin (E)-1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one CHEMBL463206 10712965 C21H20O5 352.13 0.0327 3.22 3.509 1 2 75.99 9 3 26 0 InChI=1S/C21H20O5/c1-21(2)11-10-15-18(26-21)9-6-14(20(15)24)16(22)7-4-13-5-8-17(23)19(12-13)25-3/h4-12,23-24H,1-3H3/b7-4+ WNUBZQVPFKTBOZ-QPJJXVBHSA-N COc1cc(/C=C/C(=O)c2ccc3c(c2O)C=CC(O3)(C)C)ccc1O NPC167934 3-Methoxy-5-Phenylphenol 3-methoxy-5-phenylphenol CHEMBL470237 12000323 C13H12O2 200.08 -0.5121 2.67 4.619 0 1 29.46 4 2 15 0 InChI=1S/C13H12O2/c1-15-13-8-11(7-12(14)9-13)10-5-3-2-4-6-10/h2-9,14H,1H3 MFGGGJCBWVBPEO-UHFFFAOYSA-N COc1cc(O)cc(c1)c1ccccc1 NPC139364 3'-Methoxydaidzein 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)chromen-4-one CHEMBL450602 5319422 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-15-6-9(2-5-13(15)18)12-8-21-14-7-10(17)3-4-11(14)16(12)19/h2-8,17-18H,1H3 MUYAUELJBWQNDH-UHFFFAOYSA-N COc1cc(ccc1O)c1coc2c(c1=O)ccc(c2)O NPC310338 3''-Methoxynyasol 4-[(1Z)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]-2-methoxyphenol CHEMBL509757 25218067 C18H18O3 282.13 0.072 3.11 4.975 0 2 49.69 8 2 21 0 InChI=1S/C18H18O3/c1-3-14(7-4-13-5-9-16(19)10-6-13)15-8-11-17(20)18(12-15)21-2/h3-12,14,19-20H,1H2,2H3/b7-4- APVUNYPUJLEPIY-DAXSKMNVSA-N C=CC(c1ccc(c(c1)OC)O)/C=C\c1ccc(cc1)O NPC146642 3-Methyl-1-(2,4,6-Trihydroxyphenyl)Butan-1-One 3-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one CHEMBL19948 441269 C11H14O4 210.09 -1.037 2.23 1.597 1 3 77.76 8 1 15 0 InChI=1S/C11H14O4/c1-6(2)3-8(13)11-9(14)4-7(12)5-10(11)15/h4-6,12,14-15H,3H2,1-2H3 VSDWHZGJGWMIRN-UHFFFAOYSA-N CC(CC(=O)c1c(O)cc(cc1O)O)C NPC261195 3-Methyl-1H-Indole 3-methyl-1H-indole CHEMBL1329793 6736 C9H9N 131.07 0.2216 2.34 2.562 1 1 15.79 1 2 10 0 InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3 ZFRKQXVRDFCRJG-UHFFFAOYSA-N Cc1c[nH]c2c1cccc2 NPC212535 3-Methyl-9H-Carbazol-2-Ol 3-methyl-9H-carbazol-2-ol CHEMBL1927325 3459141 C13H11NO 197.08 -0.2387 2.67 3.016 1 2 36.02 2 3 15 0 InChI=1S/C13H11NO/c1-8-6-10-9-4-2-3-5-11(9)14-12(10)7-13(8)15/h2-7,14-15H,1H3 ZLOJFAGTWDOURE-UHFFFAOYSA-N Cc1cc2c(cc1O)[nH]c1c2cccc1 NPC104195 3-Methylbutanoic Acid 3-methylbutanoic acid CHEMBL568737 10430 C5H10O2 102.07 0.3679 1.79 1.25 2 1 37.3 5 0 7 0 InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7) GWYFCOCPABKNJV-UHFFFAOYSA-N CC(CC(=O)O)C NPC281943 3-Methylbutyl Acetate 3-methylbutyl acetate CHEMBL42013 31276 C7H14O2 130.1 0.2153 2.01 2.099 2 0 26.3 7 0 9 0 InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3 MLFHJEHSLIIPHL-UHFFFAOYSA-N CC(CCOC(=O)C)C NPC190117 3-Methylbutyl Nitrite 3-methylbutyl nitrite CHEMBL1535371 8053 C5H11NO2 117.08 -1.7529 1.68 2.71 0 0 38.66 6 0 8 0 InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3 OWFXIOWLTKNBAP-UHFFFAOYSA-N CC(CCON=O)C NPC248190 3-Methylcyclopentane-1,2-Dione 3-methylcyclopentane-1,2-dione CHEMBL371371 61209 C6H8O2 112.05 0.0576 1.9 -0.063 2 0 34.14 1 1 8 0 InChI=1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h4H,2-3H2,1H3 OACYKCIZDVVNJL-UHFFFAOYSA-N CC1CCC(=O)C1=O NPC476064 3-Methyloximo-Olean-12-En-29-Oic Acid (2R,4aS,6aR,6aS,6bR,8aR,10Z,12aR,14bR)-10-methoxyimino-2,4a,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL524160 44566379 C31H49NO3 483.37 2.8059 4.43 9.283 2 1 58.89 11 5 35 1 InChI=1S/C31H49NO3/c1-26(2)22-11-14-31(7)23(29(22,5)13-12-24(26)32-35-8)10-9-20-21-19-28(4,25(33)34)16-15-27(21,3)17-18-30(20,31)6/h9,21-23H,10-19H2,1-8H3,(H,33,34)/b32-24-/t21-,22-,23+,27+,28+,29-,30+,31+/m0/s1 SAJCKHUHILYREB-VMJQRFLMSA-N CO/N=C\1/CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C)C NPC162547 3-Methylsulfanylpropanal 3-methylsulfanylpropanal CHEMBL333298 18635 C4H8OS 104.03 0.5469 1.68 1.2 1 0 42.37 4 0 6 0 InChI=1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3 CLUWOWRTHNNBBU-UHFFFAOYSA-N CSCCC=O NPC46648 3-Methylsulfanylsulfinylprop-1-Ene 3-methylsulfanylsulfinylprop-1-ene CHEMBL255815 5319504 C4H8OS2 136 0.8908 1.57 -0.113 1 0 61.58 4 0 7 0 InChI=1S/C4H8OS2/c1-3-4-7(5)6-2/h3H,1,4H2,2H3 ZIMQNNOENLFVMT-UHFFFAOYSA-N CSS(=O)CC=C NPC41958 3-Methylxanthine 3-methyl-7H-purine-2,6-dione CHEMBL619 70639 C6H6N4O2 166.05 -1.1623 1.46 -0.671 6 2 81.58 2 2 12 0 InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12) GMSNIKWWOQHZGF-UHFFFAOYSA-N Oc1nc(=O)n(c2c1nc[nH]2)C NPC470913 3-O-(2-O-Beta-D-Glucopyranosyl)-(6-O-Methyl)-Beta-D-Glucuronopyranosyl-21,22-Di-O-Angeloy-R1-Barrigenol methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL2313346 71574224 C53H82O19 1022.55 -0.0663 5.2 5.294 19 9 297.89 35 7 72 4 InChI=1S/C53H82O19/c1-13-24(3)43(63)71-41-42(72-44(64)25(4)14-2)53(23-55)27(21-48(41,5)6)26-15-16-30-50(9)19-18-31(49(7,8)29(50)17-20-51(30,10)52(26,11)39(61)40(53)62)68-47-38(35(59)34(58)37(69-47)45(65)66-12)70-46-36(60)33(57)32(56)28(22-54)67-46/h13-15,27-42,46-47,54-62H,16-23H2,1-12H3/b24-13-,25-14-/t27-,28+,29-,30+,31-,32+,33-,34-,35-,36+,37-,38+,39-,40+,41-,42-,46-,47+,50-,51+,52-,53-/m0/s1 DVMBKVOKOFYOMP-NJLDKKLGSA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC177246 3-O-(Alpha-L-Arabinopyranosyl)-23-Hydroxyursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL506997 21589722 C35H56O8 604.4 -0.8431 4.43 6.957 8 5 136.68 15 6 43 1 InChI=1S/C35H56O8/c1-19-9-14-35(30(40)41)16-15-33(5)21(26(35)20(19)2)7-8-24-31(3)12-11-25(43-29-28(39)27(38)22(37)17-42-29)32(4,18-36)23(31)10-13-34(24,33)6/h7,19-20,22-29,36-39H,8-18H2,1-6H3,(H,40,41)/t19-,20+,22+,23-,24-,25+,26+,27+,28-,29+,31+,32+,33-,34-,35+/m1/s1 VLKSXELFNUEYKM-OHOLNXJGSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O NPC57362 3-O-(Beta-D-Glucopyranosyl)-23-Hydroxyursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL461104 21589723 C36H58O9 634.41 -1.3538 4.43 6.714 9 6 156.91 17 6 45 2 InChI=1S/C36H58O9/c1-19-9-14-36(31(42)43)16-15-34(5)21(26(36)20(19)2)7-8-24-32(3)12-11-25(33(4,18-38)23(32)10-13-35(24,34)6)45-30-29(41)28(40)27(39)22(17-37)44-30/h7,19-20,22-30,37-41H,8-18H2,1-6H3,(H,42,43)/t19-,20+,22-,23-,24-,25+,26+,27-,28+,29-,30+,32+,33+,34-,35-,36+/m1/s1 SHSTYRBKXWDVCB-CWVWMCCNSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3[C@@H](C)[C@H](C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC75318 3-O-[Alpha-L-Arabinopyranosyl(1_>6)]-2-Acetamido-2-Deoxy-Beta-D-Glucopyranosyl Echinocystic Acid (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1765595 14217288 C43H69NO13 807.48 -1.1499 4.65 5.891 14 8 228.19 23 7 57 3 InChI=1S/C43H69NO13/c1-21(45)44-30-33(50)32(49)25(20-55-36-34(51)31(48)24(46)19-54-36)56-35(30)57-29-12-13-40(6)26(39(29,4)5)11-14-41(7)27(40)10-9-22-23-17-38(2,3)15-16-43(23,37(52)53)28(47)18-42(22,41)8/h9,23-36,46-51H,10-20H2,1-8H3,(H,44,45)(H,52,53)/t23-,24-,25+,26-,27+,28+,29-,30+,31-,32+,33+,34+,35-,36-,40-,41+,42+,43+/m0/s1 LRMCXUYYLPHGOS-CJXDOCFZSA-N CC(=N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)C[C@H]([C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)O)C)C)O NPC272015 3-O-[Beta-D-Glucopyranosyl(1->2)-O-Beta-D-Xylopyranosyl]-Stigmasterol (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2381688 71615307 C40H66O10 706.47 -1.7265 4.76 8.669 10 6 158.3 22 6 50 2 InChI=1S/C40H66O10/c1-7-23(21(2)3)9-8-22(4)27-12-13-28-26-11-10-24-18-25(14-16-39(24,5)29(26)15-17-40(27,28)6)48-38-36(32(43)30(42)20-47-38)50-37-35(46)34(45)33(44)31(19-41)49-37/h8-10,21-23,25-38,41-46H,7,11-20H2,1-6H3/b9-8+/t22-,23-,25+,26+,27-,28+,29+,30-,31-,32+,33-,34+,35-,36-,37+,38+,39+,40-/m1/s1 RYRHMRRZWNWNKA-YSJQLQQBSA-N CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O[C@@H]1OC[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O)C NPC104400 3-O-[Beta-D-Xylopyranosyl(1_>2)-Alpha-L-Arabinopyranosyl(1_>6)]-Beta-D-Glucopyranosyl Oleanolic Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1765597 54582302 C46H74O16 882.5 -2.0895 4.76 5.356 16 9 254.52 24 8 62 3 InChI=1S/C46H74O16/c1-41(2)14-16-46(40(55)56)17-15-44(6)22(23(46)18-41)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-45(28,44)7)61-38-35(54)33(52)32(51)26(60-38)21-59-39-36(31(50)25(48)20-58-39)62-37-34(53)30(49)24(47)19-57-37/h8,23-39,47-54H,9-21H2,1-7H3,(H,55,56)/t23-,24-,25-,26+,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,37-,38-,39-,43-,44+,45+,46-/m0/s1 WBBKABSSSHJZGN-QPOONPPESA-N O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1OC[C@@H]([C@@H]([C@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC471902 3-O-Acetyl-28-Hydroxy-Lupeolic Acid (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-3a-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid CHEMBL3289107 90644332 C32H50O5 514.37 1.6379 4.43 9.015 5 2 83.83 13 5 37 1 InChI=1S/C32H50O5/c1-19(2)21-10-15-32(18-33)17-16-29(5)22(26(21)32)8-9-23-28(4)13-12-25(37-20(3)34)31(7,27(35)36)24(28)11-14-30(23,29)6/h21-26,33H,1,8-18H2,2-7H3,(H,35,36)/t21-,22+,23+,24+,25-,26+,28+,29+,30+,31+,32+/m0/s1 IOOOTJXCAVXHMX-VDHVTXALSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H]([C@]3(C)C(=O)O)OC(=O)C)C(=C)C NPC5280 3-O-Acetylbetulin [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate CHEMBL1087415 479957 C32H52O3 484.39 2.5197 4.65 10.454 3 1 46.53 12 5 35 1 InChI=1S/C32H52O3/c1-20(2)22-11-16-32(19-33)18-17-30(7)23(27(22)32)9-10-25-29(6)14-13-26(35-21(3)34)28(4,5)24(29)12-15-31(25,30)8/h22-27,33H,1,9-19H2,2-8H3/t22-,23+,24-,25+,26-,27+,29-,30+,31+,32+/m0/s1 XUDTWJGGQFHXCR-VFUWXHBOSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)C)C(=C)C NPC471901 3-O-Acetyl-Lupeolic Acid (1R,3aR,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-3a,5a,5b,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid CHEMBL3289106 90644331 C32H50O4 498.37 2.7286 4.54 11.202 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19(2)21-11-14-28(4)17-18-30(6)22(26(21)28)9-10-23-29(5)15-13-25(36-20(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h21-26H,1,9-18H2,2-8H3,(H,34,35)/t21-,22+,23+,24+,25-,26+,28+,29+,30+,31+,32+/m0/s1 DULLEXJVWYWBKQ-VDHVTXALSA-N CC(=O)O[C@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C)C)C NPC270312 3-O-Acetylnorcaesalpinin A [(1R,2S,3S,4aR,6aR,11aS,11bS)-1,3-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-oxo-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-2-yl] acetate CHEMBL465810 11248550 C25H32O9 476.2 0.0231 3.22 2.173 8 1 129.34 13 4 34 0 InChI=1S/C25H32O9/c1-12(26)32-20-21(33-13(2)27)23(4,5)25(30)9-7-15-17(24(25,6)22(20)34-14(3)28)11-18-16(19(15)29)8-10-31-18/h8,10,15,17,20-22,30H,7,9,11H2,1-6H3/t15-,17+,20+,21-,22+,24+,25-/m1/s1 SJZIFWGVHGVKAH-AVZLBZSXSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@@H](OC(=O)C)C([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=O)[C@@H]1CC2)O)(C)C NPC110385 3'o-Acetylplatycodin D [(2S,3R,4S,5S)-3-[(2S,3R,4R,5R,6S)-3-acetyloxy-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641861 46173910 C59H94O29 1266.59 -7.5007 4.76 -1.23 29 16 459.35 40 10 88 3 InChI=1S/C59H94O29/c1-24-41(84-47-40(74)42(30(67)19-78-47)85-51-45(75)58(77,22-63)23-80-51)39(73)44(82-25(2)64)50(81-24)86-43-35(69)29(66)18-79-49(43)88-52(76)59-13-12-53(3,4)14-27(59)26-8-9-32-54(5)15-28(65)46(87-48-38(72)37(71)36(70)31(17-60)83-48)57(20-61,21-62)33(54)10-11-55(32,6)56(26,7)16-34(59)68/h8,24,27-51,60-63,65-75,77H,9-23H2,1-7H3/t24-,27-,28-,29-,30+,31+,32+,33+,34+,35-,36+,37-,38+,39+,40+,41-,42-,43+,44+,45-,46-,47-,48-,49-,50-,51-,54+,55+,56+,58+,59+/m0/s1 CNHZRRBWLMSLDX-WNHLAMKZSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H](C2(CO)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2OC(=O)C)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC101399 3-O-Alpha-L-(2\\",3\\"-Di-E-P-Coumaroyl)Rhamnoside [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1075910 6451113 C39H32O14 724.18 -3.3918 4.21 5.437 8 6 218.74 18 6 53 3 InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6+,17-7+/t20-,33-,36+,38+,39-/m0/s1 HKZIBACORRUGAC-FIFPDCARSA-N Oc1ccc(cc1)/C=C/C(=O)O[C@H]1[C@@H](OC(=O)/C=C/c2ccc(cc2)O)[C@@H](O[C@H]([C@@H]1O)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC89127 3-O-Alpha-L-Rhamnopyranosyl(1->6)-2''-O-Acetyl-Beta-D-Glucopyranoside [(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] acetate CHEMBL446488 9809744 C29H32O17 652.16 -5.7599 2.78 -0.877 12 9 271.59 19 5 46 2 InChI=1S/C29H32O17/c1-9-19(35)22(38)24(40)28(42-9)41-8-17-20(36)23(39)27(43-10(2)30)29(45-17)46-26-21(37)18-15(34)6-12(31)7-16(18)44-25(26)11-3-4-13(32)14(33)5-11/h3-7,9,17,19-20,22-24,27-29,31-36,38-40H,8H2,1-2H3/t9-,17+,19-,20+,22+,23-,24+,27+,28+,29-/m0/s1 OTLZRRUHHNDQIU-AMJYKMBKSA-N CC(=O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC50305 3-O-Beta-D-Fucopyranosylperiplogenin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL400876 44445807 C29H44O9 536.3 -1.7185 3.66 1.737 9 5 145.91 11 6 38 0 InChI=1S/C29H44O9/c1-15-22(31)23(32)24(33)25(37-15)38-17-4-8-26(2)19-5-9-27(3)18(16-12-21(30)36-14-16)7-11-29(27,35)20(19)6-10-28(26,34)13-17/h12,15,17-20,22-25,31-35H,4-11,13-14H2,1-3H3/t15-,17+,18-,19+,20-,22+,23+,24-,25+,26-,27-,28+,29+/m1/s1 RAWRNCRYFFPACC-PSFZZMHHSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@]2([C@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O)O)O NPC188234 3-O-Beta-D-Glucopyranosyl-(1->4)-Alpha-L-Rhamnopyranosylcannogenin (3S,5R,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL399334 23642401 C35H52O14 696.34 -3.8607 3.77 0.296 14 7 221.9 16 7 49 2 InChI=1S/C35H52O14/c1-16-30(49-32-28(42)26(40)25(39)23(13-36)48-32)27(41)29(43)31(46-16)47-19-5-9-34(15-37)18(12-19)3-4-22-21(34)6-8-33(2)20(7-10-35(22,33)44)17-11-24(38)45-14-17/h11,15-16,18-23,25-32,36,39-44H,3-10,12-14H2,1-2H3/t16-,18+,19-,20+,21-,22+,23+,25+,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-/m0/s1 HEPNJGVJOADIPJ-RCJHNZBJSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)[C@@H]([C@H]([C@@H]1O)O)O NPC148603 3-O-Beta-D-Glucopyranosyl(1->6)-Beta-D-Glucopyranosyl,28-O-[Alpha-L-Rhamnosyl(1->2)-Beta-D-Glucopyranosyl-16-Deoxybarringtogenol C (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL2311557 71574318 C54H90O23 1106.59 -5.7129 4.87 2.086 23 15 377.29 35 9 77 3 InChI=1S/C54H90O23/c1-22-31(57)35(61)40(66)46(72-22)77-42-38(64)33(59)26(19-56)74-48(42)71-21-54-16-15-52(7)23(24(54)17-49(2,3)43(68)44(54)69)9-10-29-51(6)13-12-30(50(4,5)28(51)11-14-53(29,52)8)76-47-41(67)37(63)34(60)27(75-47)20-70-45-39(65)36(62)32(58)25(18-55)73-45/h9,22,24-48,55-69H,10-21H2,1-8H3/t22-,24-,25+,26+,27+,28-,29+,30-,31-,32+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-,44-,45+,46-,47-,48+,51-,52+,53+,54-/m0/s1 UTGSKQBHNKCVSB-HZCGOBDZSA-N OC[C@H]1O[C@@H](OC[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@H]([C@@H]([C@H]5O)O)O)[C@H]([C@@H]([C@H]4O)O)O)[C@@H]3CC([C@H]([C@@H]2O)O)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC87250 3-O-Beta-D-Quinovopyranosylperiplogenin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL400356 23642400 C29H44O9 536.3 -1.7185 3.66 1.737 9 5 145.91 11 6 38 0 InChI=1S/C29H44O9/c1-15-22(31)23(32)24(33)25(37-15)38-17-4-8-26(2)19-5-9-27(3)18(16-12-21(30)36-14-16)7-11-29(27,35)20(19)6-10-28(26,34)13-17/h12,15,17-20,22-25,31-35H,4-11,13-14H2,1-3H3/t15-,17+,18-,19+,20-,22-,23+,24-,25+,26-,27-,28+,29+/m1/s1 RAWRNCRYFFPACC-XQTOAQGXSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@]2([C@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)O)O)O NPC17896 3-O-Beta-D-Quinovopyranosylstrophanthidin (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL249260 44445805 C29H42O10 550.28 -2.5529 3.55 1.141 10 5 162.98 11 6 39 0 InChI=1S/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17+,18-,19+,20-,22-,23+,24-,25+,26-,27+,28+,29+/m1/s1 HULMNSIAKWANQO-IPCPLCPTSA-N O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)O NPC158344 3-O-Beta-D-Xylopyranosylperiplogenin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL249248 44445802 C28H42O9 522.28 -1.7078 3.55 1.277 9 5 145.91 10 6 37 0 InChI=1S/C28H42O9/c1-25-7-3-16(37-24-23(32)22(31)20(29)14-36-24)12-27(25,33)9-5-19-18(25)4-8-26(2)17(6-10-28(19,26)34)15-11-21(30)35-13-15/h11,16-20,22-24,29,31-34H,3-10,12-14H2,1-2H3/t16-,17+,18-,19+,20+,22-,23+,24-,25+,26+,27-,28-/m0/s1 PJCAANBWOIEGPP-RWQXGAIOSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@]2([C@]1(C)CC[C@@H](C2)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O NPC219085 3-O-Beta-D-Xylopyranosylstrophanthidin (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL249081 44445806 C28H40O10 536.26 -2.5422 3.44 0.681 10 5 162.98 10 6 38 0 InChI=1S/C28H40O10/c1-25-6-3-18-19(28(25,35)9-5-17(25)15-10-21(31)36-12-15)4-8-27(34)11-16(2-7-26(18,27)14-29)38-24-23(33)22(32)20(30)13-37-24/h10,14,16-20,22-24,30,32-35H,2-9,11-13H2,1H3/t16-,17+,18-,19+,20+,22-,23+,24-,25+,26-,27-,28-/m0/s1 XMNREHIXCIWCGI-OIAVFDJJSA-N O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC5310 3'-O-Demethylactigenin (3R,4R)-3-[(3,4-dihydroxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one CHEMBL366800 384870 C20H22O6 358.14 -0.9121 3 2.844 2 2 85.22 10 3 26 0 InChI=1S/C20H22O6/c1-24-18-6-4-12(10-19(18)25-2)7-14-11-26-20(23)15(14)8-13-3-5-16(21)17(22)9-13/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1 FTDOXLKYCKOSHA-LSDHHAIUSA-N COc1cc(ccc1OC)C[C@H]1COC(=O)[C@@H]1Cc1ccc(c(c1)O)O NPC226153 3''-O-Demethylmanassantin B 5-[(1R,2R)-2-[4-[(2S,3R,4R,5S)-5-[4-[(1R,2R)-1-(1,3-benzodioxol-5-yl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol CHEMBL3105549 73890953 C40H46O11 702.3 -2.2343 4.65 5.726 3 3 134.53 23 6 51 2 InChI=1S/C40H46O11/c1-21-22(2)40(28-11-15-33(35(19-28)46-7)50-24(4)38(43)26-9-13-31-36(17-26)48-20-47-31)51-39(21)27-10-14-32(34(18-27)45-6)49-23(3)37(42)25-8-12-30(44-5)29(41)16-25/h8-19,21-24,37-43H,20H2,1-7H3/t21-,22-,23-,24-,37+,38+,39+,40+/m1/s1 XERBFZDXUVVXOL-NPIUFYBCSA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)O)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc2c(c1)OCO2)O)C NPC471823 3'''-O-Demethyltoddalin A [(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl] (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate CHEMBL3235990 90655366 C32H36O14 644.21 -1.7353 3.44 1.523 9 6 218.74 22 4 46 2 InChI=1S/C32H36O14/c1-31(2,40)25(12-18-22(42-3)13-23-17(29(18)43-4)7-10-27(37)44-23)46-30(39)32(41)14-21(35)28(38)24(15-32)45-26(36)9-6-16-5-8-19(33)20(34)11-16/h5-11,13,21,24-25,28,33-35,38,40-41H,12,14-15H2,1-4H3/b9-6+/t21-,24-,25+,28-,32+/m1/s1 CUNNJWDUTDVNSE-ASGIRPLNSA-N COc1cc2oc(=O)ccc2c(c1C[C@@H](C(O)(C)C)OC(=O)[C@]1(O)C[C@@H](O)[C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)O)OC NPC471883 3-O-Feruloyl-1,2,6,-O-Triacetyl Sucrose [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL3262772 90676541 C27H34O17 630.18 -3.3635 2.56 -0.812 15 6 254.27 24 3 44 3 InChI=1S/C27H34O17/c1-12(29)38-10-19-21(35)23(37)24(40-14(3)31)26(41-19)44-27(11-39-13(2)30)25(22(36)18(9-28)43-27)42-20(34)7-5-15-4-6-16(32)17(33)8-15/h4-8,18-19,21-26,28,32-33,35-37H,9-11H2,1-3H3/b7-5+/t18-,19-,21-,22-,23+,24-,25+,26-,27+/m1/s1 GPRGICKQIUUCOG-DCSFWXSNSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(c(c1)O)O)(COC(=O)C)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)O)O NPC239943 3-O-Galloylshikimic Acid (3R,4R,5R)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexene-1-carboxylic acid CHEMBL289369 460897 C14H14O9 326.06 -2.449 2.01 -0.701 6 6 164.75 10 2 23 1 InChI=1S/C14H14O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-3,9-10,12,15-19H,4H2,(H,20,21)/t9-,10-,12-/m1/s1 NTNQTAISNHFKRA-CKYFFXLPSA-N O[C@@H]1C=C(C[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)C(=O)O NPC16435 3'-O-Methyl Epicatechin (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL2297044 11420256 C16H16O6 304.09 -2.0855 2.56 0.496 1 4 99.38 7 3 22 0 InChI=1S/C16H16O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16-/m1/s1 NJHJXXLBWQXMRO-CZUORRHYSA-N COc1cc(ccc1O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O NPC45849 3'-O-Methyl-5'-Hydroxydiplacone (2S)-2-(3,4-dihydroxy-5-methoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL463675 24824762 C26H30O7 454.2 0.7831 3.55 3.211 1 4 116.45 15 3 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-7-15(3)8-9-17-18(27)12-22-24(25(17)30)19(28)13-21(33-22)16-10-20(29)26(31)23(11-16)32-4/h6,8,10-12,21,27,29-31H,5,7,9,13H2,1-4H3/b15-8+/t21-/m0/s1 UKCODVXNYJFPIN-OMKLEDIQSA-N COc1cc(cc(c1O)O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC209614 3'-O-Methyl-5'-Methoxydiplacone (2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL463842 24854123 C27H32O7 468.21 1.1916 3.66 3.301 1 3 105.45 16 3 34 0 InChI=1S/C27H32O7/c1-15(2)7-6-8-16(3)9-10-18-19(28)13-22-25(26(18)30)20(29)14-21(34-22)17-11-23(32-4)27(31)24(12-17)33-5/h7,9,11-13,21,28,30-31H,6,8,10,14H2,1-5H3/b16-9+/t21-/m0/s1 UPBJEHBYZUPVDF-JUALLIRVSA-N COc1cc(cc(c1O)OC)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC53906 3'-O-Methylbatatasin Iii 3-methoxy-5-[2-(3-methoxyphenyl)ethyl]phenol CHEMBL477124 442711 C16H18O3 258.13 -0.4391 2.89 4.258 0 1 38.69 8 2 19 0 InChI=1S/C16H18O3/c1-18-15-5-3-4-12(9-15)6-7-13-8-14(17)11-16(10-13)19-2/h3-5,8-11,17H,6-7H2,1-2H3 FDJURJXPMJANDW-UHFFFAOYSA-N COc1cccc(c1)CCc1cc(O)cc(c1)OC NPC287328 3'-O-Methyldiplacol (2R,3R)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL459258 21607150 C26H30O7 454.2 0.5912 3.55 3.41 2 4 116.45 15 3 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-7-15(3)8-10-17-19(28)13-21-22(23(17)29)24(30)25(31)26(33-21)16-9-11-18(27)20(12-16)32-4/h6,8-9,11-13,25-29,31H,5,7,10H2,1-4H3/b15-8+/t25-,26+/m0/s1 YHOYRZLJSAAOGW-WFQOKMFZSA-N COc1cc(ccc1O)[C@H]1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O)C/C=C(/CCC=C(C)C)\C NPC195796 3'-O-Methyldiplacone (2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL253152 14539951 C26H30O6 438.2 1.2434 3.66 3.745 1 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-15(2)6-5-7-16(3)8-10-18-20(28)13-24-25(26(18)30)21(29)14-22(32-24)17-9-11-19(27)23(12-17)31-4/h6,8-9,11-13,22,27-28,30H,5,7,10,14H2,1-4H3/b16-8+/t22-/m0/s1 PMKNILHJZILHLN-AGBQBWRISA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC282496 3-O-Methylgigantol 3-[2-(3,4-dimethoxyphenyl)ethyl]-5-methoxyphenol CHEMBL525620 10108163 C17H20O4 288.14 -0.4909 2.89 3.603 0 1 47.92 10 2 21 0 InChI=1S/C17H20O4/c1-19-15-9-13(8-14(18)11-15)5-4-12-6-7-16(20-2)17(10-12)21-3/h6-11,18H,4-5H2,1-3H3 KXKMCMZHJBJGCT-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)OC)cc(c1)O NPC286342 3-O-Methylquercetin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxychromen-4-one CHEMBL163316 5280681 C16H12O7 316.06 -2.7367 2.45 1.273 2 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3 WEPBGSIAWZTEJR-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC173837 3'-O-Methylquercetin3-O-Alpha-L-Rhamnopyranosyl(1->6)-2''-O-Acetyl-Beta-D-Glucopyranoside [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] acetate CHEMBL499959 10032376 C30H34O17 666.18 -5.3514 2.89 -0.787 12 8 260.59 20 5 47 2 InChI=1S/C30H34O17/c1-10-20(35)23(38)25(40)29(43-10)42-9-18-21(36)24(39)28(44-11(2)31)30(46-18)47-27-22(37)19-15(34)7-13(32)8-17(19)45-26(27)12-4-5-14(33)16(6-12)41-3/h4-8,10,18,20-21,23-25,28-30,32-36,38-40H,9H2,1-3H3/t10-,18+,20-,21+,23+,24-,25+,28+,29+,30-/m0/s1 HVTVSIKZCOWXGV-HWXBTJPQSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1OC(=O)C)O)O)O NPC474964 3-Oximo-Olean-12-En-29-Oic Acid (2R,4aS,6aR,6aS,6bR,8aR,10Z,12aR,14bR)-10-hydroxyimino-2,4a,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL490347 44566380 C30H47NO3 469.36 2.7414 4.32 8.688 2 2 69.89 10 5 34 1 InChI=1S/C30H47NO3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31-34)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-22,34H,9-18H2,1-7H3,(H,32,33)/b31-23-/t20-,21-,22+,26+,27+,28-,29+,30+/m0/s1 RLZCOBFZPKISJW-MELGGVAUSA-N O/N=C\1/CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C)C NPC133253 3-Oxoanticopalic Acid (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid CHEMBL2036467 13858184 C20H30O3 318.22 2.4736 3.33 4.282 3 1 54.37 9 2 23 0 InChI=1S/C20H30O3/c1-13(12-18(22)23)6-8-15-14(2)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h12,15-16H,2,6-11H2,1,3-5H3,(H,22,23)/b13-12+/t15-,16-,20+/m0/s1 HZIPQMQRBXJVNO-KSVKHWKZSA-N C/C(=C\C(=O)O)/CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C NPC215831 3-Oxoeudesma-1,11(13)-Dieno-12,6Alpha-Lactone (3aS,5aS,9S,9aS,9bS)-5a,9-dimethyl-3-methylidene-3a,4,5,9,9a,9b-hexahydrobenzo[g][1]benzofuran-2,8-dione CHEMBL1940084 325139 C15H18O3 246.13 1.0123 2.78 1.792 3 0 43.37 2 3 18 0 InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7,9-10,12-13H,1,4,6H2,2-3H3/t9-,10+,12-,13+,15+/m1/s1 FMWJLZZXAZJJIY-OLNSGIQNSA-N O=C1C=C[C@]2([C@H]([C@@H]1C)[C@H]1OC(=O)C(=C)[C@@H]1CC2)C NPC100917 3-Oxofriedelan-28-Oic Acid (4aS,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bS)-2,2,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL517324 44593504 C30H48O3 456.36 2.3357 4.43 10.119 3 1 54.37 9 5 33 1 InChI=1S/C30H48O3/c1-19-20(31)8-9-21-26(19,4)11-10-22-27(21,5)13-14-29(7)23-18-25(2,3)12-16-30(23,24(32)33)17-15-28(22,29)6/h19,21-23H,8-18H2,1-7H3,(H,32,33)/t19-,21+,22-,23-,26+,27-,28+,29-,30-/m0/s1 QZNNDFPVPLYXIF-UDSWSONXSA-N O=C1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C NPC280256 3-Oxoguai-4-Ene-11,12-Diol (5R,8S,8aS)-5-[(2R)-1,2-dihydroxypropan-2-yl]-3,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-azulen-2-one CHEMBL1095575 46211177 C15H24O3 252.17 0.3606 2.78 1.031 3 2 57.53 7 2 18 0 InChI=1S/C15H24O3/c1-9-4-5-11(15(3,18)8-16)6-13-10(2)14(17)7-12(9)13/h9,11-12,16,18H,4-8H2,1-3H3/t9-,11+,12-,15-/m0/s1 NLSBDWZKYCNOBY-LIBKGXAOSA-N OC[C@@]([C@@H]1CC[C@@H]([C@H]2C(=C(C)C(=O)C2)C1)C)(O)C NPC251779 3-Oxoolean-12-En-27-Oic Acid (4aR,6aR,6aR,6bR,8aR,12aR,14bR)-2,2,4a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-6a-carboxylic acid CHEMBL1081157 21594119 C30H46O3 454.34 2.6995 4.43 9.262 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-25(2)14-15-27(5)16-17-30(24(32)33)19(20(27)18-25)8-9-22-28(6)12-11-23(31)26(3,4)21(28)10-13-29(22,30)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,27+,28-,29+,30+/m0/s1 DQHMTWAVBRLUSK-FLYBRSFCSA-N O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC263272 3-Oxoolean-12-En-29-Oic Acid (2R,4aS,6aR,6aS,6bR,8aR,12aR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL491702 9981416 C30H46O3 454.34 2.6995 4.43 8.445 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,26+,27+,28-,29+,30+/m0/s1 CGZZFWMLSVHLFZ-FUQFICMISA-N OC(=O)[C@]1(C)CC[C@]2([C@@H](C1)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C NPC45224 3-P-O-Coumaroyl-1,2',6'-O-Triacetyl Sucrose [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262775 14841107 C27H34O16 614.18 -2.9032 2.67 -0.067 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(29)37-11-19-21(34)23(36)24(39-15(3)31)26(40-19)43-27(12-38-14(2)30)25(22(35)18(10-28)42-27)41-20(33)9-6-16-4-7-17(32)8-5-16/h4-9,18-19,21-26,28,32,34-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22-,23+,24-,25+,26-,27+/m1/s1 IUWNEFXWBDZQHK-PZHMIARSSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)(COC(=O)C)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)O)O NPC35288 3-P-O-Coumaroyl-1,3',6'-O-Triacetyl Sucrose [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-3,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262774 21629983 C27H34O16 614.18 -2.9032 2.67 -0.496 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(29)37-11-19-21(34)24(39-15(3)31)23(36)26(40-19)43-27(12-38-14(2)30)25(22(35)18(10-28)42-27)41-20(33)9-6-16-4-7-17(32)8-5-16/h4-9,18-19,21-26,28,32,34-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22-,23-,24+,25+,26-,27+/m1/s1 MTCNFFCDPXLWCX-HBDYSYHISA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)(COC(=O)C)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)OC(=O)C)O NPC471881 3-P-O-Coumaroyl-1,4,6'-O-Triacetyl Sucrose [(2S,3S,4R,5R)-4-acetyloxy-2-(acetyloxymethyl)-2-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262769 90676539 C27H34O16 614.18 -2.9032 2.67 -0.067 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(29)37-11-19-21(34)22(35)23(36)26(40-19)43-27(12-38-14(2)30)25(24(39-15(3)31)18(10-28)42-27)41-20(33)9-6-16-4-7-17(32)8-5-16/h4-9,18-19,21-26,28,32,34-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22+,23-,24-,25+,26-,27+/m1/s1 JKZKIQWFVBPCHT-BTUCETIBSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1OC(=O)C)OC(=O)/C=C/c1ccc(cc1)O)(COC(=O)C)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O NPC471882 3-P-O-Coumaroyl-1,4',6'-O-Triacetyl Sucrose [(2S,3S,4R,5R)-2-[(2R,3R,4R,5S,6R)-5-acetyloxy-6-(acetyloxymethyl)-3,4-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262770 90676540 C27H34O16 614.18 -2.9032 2.67 -0.067 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(29)37-11-19-24(39-15(3)31)22(35)23(36)26(40-19)43-27(12-38-14(2)30)25(21(34)18(10-28)42-27)41-20(33)9-6-16-4-7-17(32)8-5-16/h4-9,18-19,21-26,28,32,34-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22-,23-,24-,25+,26-,27+/m1/s1 RXPCAYUGVCVMEX-FWAKUVGUSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)(COC(=O)C)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)OC(=O)C NPC173150 3-P-O-Coumaroyl-3',4',6'-O-Triacetyl Sucrose [(2S,3S,4R,5R)-2-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-hydroxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262771 71580473 C27H34O16 614.18 -2.9032 2.67 -0.496 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(30)37-11-19-23(38-14(2)31)24(39-15(3)32)22(36)26(40-19)43-27(12-29)25(21(35)18(10-28)42-27)41-20(34)9-6-16-4-7-17(33)8-5-16/h4-9,18-19,21-26,28-29,33,35-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22-,23-,24-,25+,26-,27+/m1/s1 UZVXGFFYDMWFAY-FWAKUVGUSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)(CO)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)OC(=O)C)OC(=O)C NPC242136 3-Prenyl-4-Hydroxyacetophenone 1-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]ethanone CHEMBL500601 442916 C13H16O2 204.12 1.1632 2.67 2.805 1 1 37.3 7 1 15 0 InChI=1S/C13H16O2/c1-9(2)4-5-12-8-11(10(3)14)6-7-13(12)15/h4,6-8,15H,5H2,1-3H3 QJAPFSSVKIZTMR-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)C(=O)C)C NPC301217 3'-Prenylnaringenin 5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one CHEMBL229671 5315396 C20H18O5 338.12 -0.0071 3.11 3.037 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5/c1-11(2)3-4-12-7-13(5-6-15(12)22)18-10-17(24)20-16(23)8-14(21)9-19(20)25-18/h3,5-10,21-23H,4H2,1-2H3 PFQMUQWFRINBBG-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O)C NPC471910 3'-Senecioyl-4'-Acetylkhellactone [(9S,10S)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbut-2-enoate CHEMBL3290963 12315234 C21H22O7 386.14 1.8864 3 3.421 5 0 88.13 10 3 28 0 InChI=1S/C21H22O7/c1-11(2)10-16(24)27-20-19(25-12(3)22)17-14(28-21(20,4)5)8-6-13-7-9-15(23)26-18(13)17/h6-10,19-20H,1-5H3/t19-,20-/m0/s1 FNVCLGWRMXTDSM-PMACEKPBSA-N CC(=O)O[C@H]1c2c(ccc3c2oc(=O)cc3)OC([C@H]1OC(=O)C=C(C)C)(C)C NPC196429 4-((1R,3R,5R,8R,9S,10S,13R,14S,17R)-1,14-Dihydroxy-10,13-Dimethyl-3-((2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyl-Tetrahydro-2H-Pyran-2-Yloxy)-Hexadecahydro-1H-Cyclopenta[A]Phenanthren-17-Yl)Furan-2(5H)-One 3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-1,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL400878 44445808 C29H44O9 536.3 -1.8525 3.66 1.828 9 5 145.91 11 6 38 0 InChI=1S/C29H44O9/c1-14-23(32)24(33)25(34)26(37-14)38-17-11-16-4-5-20-19(28(16,3)21(30)12-17)6-8-27(2)18(7-9-29(20,27)35)15-10-22(31)36-13-15/h10,14,16-21,23-26,30,32-35H,4-9,11-13H2,1-3H3/t14-,16+,17+,18+,19-,20+,21+,23-,24+,25+,26-,27+,28-,29-/m0/s1 JDRLOGIHAUBLRR-WFIZCESASA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)[C@H](O)C[C@@H](C2)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC81641 4-((2S,3R)-3-(Hydroxymethyl)-5-((E)-Prop-1-Enyl)-2,3-Dihydrobenzofuran-2-Yl)Phenol 4-[(2S,3R)-3-(hydroxymethyl)-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol CHEMBL2147418 71460125 C18H18O3 282.13 -0.5123 3.11 4.33 1 2 49.69 6 3 21 0 InChI=1S/C18H18O3/c1-2-3-12-4-9-17-15(10-12)16(11-19)18(21-17)13-5-7-14(20)8-6-13/h2-10,16,18-20H,11H2,1H3/b3-2+/t16-,18+/m0/s1 OGRAMAAKQPETEE-TYZWSJGGSA-N C/C=C/c1ccc2c(c1)[C@H](CO)[C@H](O2)c1ccc(cc1)O NPC161108 4-(1,3-Benzothiazol-2-Yl)-2-Methylaniline 4-(1,3-benzothiazol-2-yl)-2-methylaniline CHEMBL11825 384525 C14H12N2S 240.07 0.4827 2.67 3.571 2 1 67.15 3 3 17 0 InChI=1S/C14H12N2S/c1-9-8-10(6-7-11(9)15)14-16-12-4-2-3-5-13(12)17-14/h2-8H,15H2,1H3 IDBCUMFOZBUJCL-UHFFFAOYSA-N Nc1ccc(cc1C)c1nc2c(s1)cccc2 NPC208094 4-(2-((1R,4As,8Ar)-3-Hydroxy-2-(Hydroxymethyl)-5,5,8A-Trimethyl-4-Oxo-1,4,4A,5,6,7,8,8A-Octahydronaphthalen-1-Yl)Vinyl)Furan-2(5H)-One 3-[(E)-2-[(1R,4aS,8aR)-3-hydroxy-2-(hydroxymethyl)-5,5,8a-trimethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one CHEMBL1288124 52943704 C20H26O5 346.18 0.4274 3.11 3.719 5 2 83.83 8 3 25 0 InChI=1S/C20H26O5/c1-19(2)7-4-8-20(3)14(6-5-12-9-15(22)25-11-12)13(10-21)16(23)17(24)18(19)20/h5-6,9,14,18,21,23H,4,7-8,10-11H2,1-3H3/b6-5+/t14-,18-,20+/m0/s1 QLKNGDIYYHROCC-CYVWLNIOSA-N OCC1=C(O)C(=O)[C@@H]2[C@]([C@H]1/C=C/C1=CC(=O)OC1)(C)CCCC2(C)C NPC95472 4-(2,3-Dihydroxy-3-Methylbutoxy)Furo[3,2-G]Chromen-7-One 4-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one CHEMBL1438253 483513 C16H16O6 304.09 -0.4035 2.56 1.186 3 2 89.13 8 3 22 0 InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3 PEWFWDOPJISUOK-UHFFFAOYSA-N O=c1ccc2c(o1)cc1c(c2OCC(C(O)(C)C)O)cco1 NPC316301 4-(2,4,4-Trimethylpentan-2-Yl)Phenol 4-(2,4,4-trimethylpentan-2-yl)phenol CHEMBL259327 8814 C14H22O 206.17 2.4663 2.89 6.302 0 1 20.23 9 1 15 1 InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3 ISAVYTVYFVQUDY-UHFFFAOYSA-N CC(c1ccc(cc1)O)(CC(C)(C)C)C NPC470694 4-(2,4-Dimethylpent-3-En-2-Yl)-1,6,7-Trihydroxy-3-Methylxanthen-9-One 4-(2,4-dimethylpent-3-en-2-yl)-1,6,7-trihydroxy-3-methylxanthen-9-one CHEMBL218383 44419437 C21H22O5 354.15 1.3136 3.22 3.752 1 3 86.99 10 3 26 0 InChI=1S/C21H22O5/c1-10(2)9-21(4,5)18-11(3)6-15(24)17-19(25)12-7-13(22)14(23)8-16(12)26-20(17)18/h6-9,22-24H,1-5H3 BFCORSRKGHOBIS-UHFFFAOYSA-N CC(=CC(c1c(C)cc(c2c1oc1cc(O)c(cc1c2=O)O)O)(C)C)C NPC115627 4-(2-Amino-1-Hydroxyethyl)Benzene-1,2-Diol 4-(2-amino-1-hydroxyethyl)benzene-1,2-diol CHEMBL432 951 C8H11NO3 169.07 -2.1696 1.9 -0.46 2 4 86.71 6 1 12 0 InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2 SFLSHLFXELFNJZ-UHFFFAOYSA-N NCC(c1ccc(c(c1)O)O)O NPC225506 4-(2-Methylbut-3-En-2-Yl)-2-(3-Methylbut-2-Enyl)Phenol 4-(2-methylbut-3-en-2-yl)-2-(3-methylbut-2-enyl)phenol CHEMBL251493 333664 C16H22O 230.17 3.0388 3.11 5.525 0 1 20.23 9 1 17 1 InChI=1S/C16H22O/c1-6-16(4,5)14-9-10-15(17)13(11-14)8-7-12(2)3/h6-7,9-11,17H,1,8H2,2-5H3 VOZHPGWGKPWOGA-UHFFFAOYSA-N C=CC(c1ccc(c(c1)CC=C(C)C)O)(C)C NPC27323 4-(2-Methylbutan-2-Yl)Phenol 4-(2-methylbutan-2-yl)phenol CHEMBL195693 6643 C11H16O 164.12 0.7608 2.56 4.619 0 1 20.23 6 1 12 0 InChI=1S/C11H16O/c1-4-11(2,3)9-5-7-10(12)8-6-9/h5-8,12H,4H2,1-3H3 NRZWYNLTFLDQQX-UHFFFAOYSA-N CCC(c1ccc(cc1)O)(C)C NPC225464 4-(2-Phenylpropan-2-Yl)Phenol 4-(2-phenylpropan-2-yl)phenol CHEMBL194805 11742 C15H16O 212.12 0.4539 3 6.957 0 1 20.23 5 2 16 1 InChI=1S/C15H16O/c1-15(2,12-6-4-3-5-7-12)13-8-10-14(16)11-9-13/h3-11,16H,1-2H3 QBDSZLJBMIMQRS-UHFFFAOYSA-N Oc1ccc(cc1)C(c1ccccc1)(C)C NPC57490 4-(3,4,5-Trimethoxyphenethyl)-2-Methoxyphenol 2-methoxy-4-[2-(3,4,5-trimethoxyphenyl)ethyl]phenol CHEMBL216091 14353469 C18H22O5 318.15 -0.5427 2.89 3.159 0 1 57.15 12 2 23 0 InChI=1S/C18H22O5/c1-20-15-9-12(7-8-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h7-11,19H,5-6H2,1-4H3 NRAJPMHEOBLUQC-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)O)cc(c1OC)OC NPC251855 4-(3,4-Dimethoxyphenethyl)-2,6-Dimethoxyphenol 4-[2-(3,4-dimethoxyphenyl)ethyl]-2,6-dimethoxyphenol CHEMBL219352 5315860 C18H22O5 318.15 -0.5427 2.89 3.159 0 1 57.15 12 2 23 0 InChI=1S/C18H22O5/c1-20-14-8-7-12(9-15(14)21-2)5-6-13-10-16(22-3)18(19)17(11-13)23-4/h7-11,19H,5-6H2,1-4H3 YUHRVKGYFHPWRI-UHFFFAOYSA-N COc1cc(CCc2cc(OC)c(c(c2)OC)O)ccc1OC NPC325292 4-(3-Hydroxybutyl)Phenol 4-(3-hydroxybutyl)phenol CHEMBL108014 97790 C10H14O2 166.1 -1.1453 2.34 2.2 1 2 40.46 6 1 12 0 InChI=1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3 SFUCGABQOMYVJW-UHFFFAOYSA-N CC(CCc1ccc(cc1)O)O NPC113495 4-(4-Hydroxy-Benzyl)-3-[2-(3-Hydroxy-Phenyl)-Ethyl]-5-Methoxy-Phenol 3-[2-(3-hydroxyphenyl)ethyl]-4-[(4-hydroxyphenyl)methyl]-5-methoxyphenol CHEMBL182906 11187204 C22H22O4 350.15 -0.8517 3.44 5.309 0 3 69.92 10 3 26 1 InChI=1S/C22H22O4/c1-26-22-14-20(25)13-17(8-5-15-3-2-4-19(24)11-15)21(22)12-16-6-9-18(23)10-7-16/h2-4,6-7,9-11,13-14,23-25H,5,8,12H2,1H3 GSRRYHALFWAEMW-UHFFFAOYSA-N COc1cc(O)cc(c1Cc1ccc(cc1)O)CCc1cccc(c1)O NPC299367 4-(5-Penta-1,3-Diynylthiophen-2-Yl)But-3-Yn-1-Ol 4-(5-penta-1,3-diynylthiophen-2-yl)but-3-yn-1-ol CHEMBL2252904 14890287 C13H10OS 214.05 2.8107 2.67 3.133 1 1 48.47 2 1 15 0 InChI=1S/C13H10OS/c1-2-3-4-7-12-9-10-13(15-12)8-5-6-11-14/h9-10,14H,6,11H2,1H3 DGRYPUZVMYTRRW-UHFFFAOYSA-N OCCC#Cc1ccc(s1)C#CC#CC NPC36434 4(Alpha-L-Rhamnosyloxy)-Benzyl Isothiocyanate (2S,3R,4R,5R,6S)-2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxane-3,4,5-triol CHEMBL1223970 153557 C14H17NO5S 311.08 -1.6555 2.23 2.359 5 3 123.6 8 2 21 0 InChI=1S/C14H17NO5S/c1-8-11(16)12(17)13(18)14(19-8)20-10-4-2-9(3-5-10)6-15-7-21/h2-5,8,11-14,16-18H,6H2,1H3/t8-,11-,12+,13+,14-/m0/s1 QAZIHHJTZPNRCM-CNJBRALLSA-N S=C=NCc1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC57051 4-(Dimethylamino)Benzaldehyde 4-(dimethylamino)benzaldehyde CHEMBL3188333 7479 C9H11NO 149.08 0.0254 2.23 2.046 2 0 20.31 4 1 11 0 InChI=1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3 BGNGWHSBYQYVRX-UHFFFAOYSA-N O=Cc1ccc(cc1)N(C)C NPC471898 4,(23)-Dihydro-11-Keto-Roburic Acid 3-[(1S,2S,4aR,4bS,6aR,9R,10S,10aR,12aR)-1,4a,4b,6a,9,10-hexamethyl-12-oxo-2-propan-2-yl-3,4,5,6,7,8,9,10,10a,12a-decahydro-2H-chrysen-1-yl]propanoic acid CHEMBL3289103 90644337 C30H48O3 456.36 2.2679 4.43 10.077 3 1 54.37 13 4 33 1 InChI=1S/C30H48O3/c1-18(2)21-10-14-30(8)26(28(21,6)13-11-24(32)33)23(31)17-22-25-20(4)19(3)9-12-27(25,5)15-16-29(22,30)7/h17-21,25-26H,9-16H2,1-8H3,(H,32,33)/t19-,20+,21+,25+,26-,27-,28+,29-,30-/m1/s1 KMCRGXMZSJGANR-SAOXLNNDSA-N OC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1C(=O)C=C1[C@@]2(C)CC[C@@]2([C@H]1[C@@H](C)[C@H](C)CC2)C)C)C(C)C NPC73532 4,2',4',6'-Tetrahydroxychalcone (E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one CHEMBL338066 5280960 C15H12O5 272.07 -1.7439 2.56 2.23 1 4 97.99 7 2 20 0 InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+ YQHMWTPYORBCMF-ZZXKWVIFSA-N Oc1ccc(cc1)/C=C/C(=O)c1c(O)cc(cc1O)O NPC211120 4,2',4',6'-Tetramethoxychalcone (E)-3-(4-methoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one CHEMBL32339 5378566 C19H20O5 328.13 -0.1099 3 3.448 1 0 53.99 11 2 24 0 InChI=1S/C19H20O5/c1-21-14-8-5-13(6-9-14)7-10-16(20)19-17(23-3)11-15(22-2)12-18(19)24-4/h5-12H,1-4H3/b10-7+ JQNMAEHFTQBROH-JXMROGBWSA-N COc1ccc(cc1)/C=C/C(=O)c1c(OC)cc(cc1OC)OC NPC228346 4,4'-((1S,3Ar,4S,6Ar)-Hexahydrofuro[3,4-C]Furan-1,4-Diyl)Bis(2-Methoxyphenol) 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol CHEMBL260183 73399 C20H22O6 358.14 -2.0222 3 1.684 2 2 77.38 8 4 26 0 InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1 HGXBRUKMWQGOIE-AFHBHXEDSA-N COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)OC)O NPC128348 4,4'-Dihydroxy-2,6-Dimethoxydihydrochalcone 3-(4-hydroxy-2,6-dimethoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one CHEMBL400283 10424988 C17H18O5 302.12 -1.1908 2.78 1.947 1 2 75.99 10 2 22 0 InChI=1S/C17H18O5/c1-21-16-9-13(19)10-17(22-2)14(16)7-8-15(20)11-3-5-12(18)6-4-11/h3-6,9-10,18-19H,7-8H2,1-2H3 WRSUVSOOJHAIRI-UHFFFAOYSA-N COc1cc(O)cc(c1CCC(=O)c1ccc(cc1)O)OC NPC17525 4,4'-Dihydroxychalcone (E)-1,3-bis(4-hydroxyphenyl)prop-2-en-1-one CHEMBL145927 5467477 C15H12O3 240.08 -0.8233 2.78 3.298 1 2 57.53 5 2 18 0 InChI=1S/C15H12O3/c16-13-6-1-11(2-7-13)3-10-15(18)12-4-8-14(17)9-5-12/h1-10,16-17H/b10-3+ FZQLEXXZAVVCCA-XCVCLJGOSA-N Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1)O NPC191462 4,4''-Dimethoxy-9,10,9'',10''-Tetrahydro-[1,3'']Biphenanthrenyl-2,7,2'',7''-Tetraol 3-(2,7-dihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol CHEMBL185178 14863073 C30H26O6 482.17 -1.6952 4.1 4.56 0 4 99.38 9 6 36 0 InChI=1S/C30H26O6/c1-35-25-14-24(34)28(22-8-5-16-12-19(32)7-10-21(16)27(22)25)29-23(33)13-17-4-3-15-11-18(31)6-9-20(15)26(17)30(29)36-2/h6-7,9-14,31-34H,3-5,8H2,1-2H3 SRKMCQJMXFPIDU-UHFFFAOYSA-N COc1cc(O)c(c2c1c1ccc(cc1CC2)O)c1c(O)cc2c(c1OC)c1ccc(cc1CC2)O NPC150592 4,5-Dibromopyrrole-2-Carbamide 4,5-dibromo-1H-pyrrole-2-carboxamide CHEMBL356164 14056555 C5H4Br2N2O 265.87 0.5788 1.46 0.972 3 2 58.88 4 1 10 0 InChI=1S/C5H4Br2N2O/c6-2-1-3(5(8)10)9-4(2)7/h1,9H,(H2,8,10) VTWHNVAKXBNGFV-UHFFFAOYSA-N Brc1[nH]c(cc1Br)C(=O)N NPC206095 4,5-Dicaffeoylquinic Acid (1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid CHEMBL177126 6474309 C25H24O12 516.13 -2.3865 2.89 1.085 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1 UFCLZKMFXSILNL-RVXRWRFUSA-N O=C(O[C@H]1[C@H](O)C[C@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC157740 4,5-Dihydropiperlonguminine (E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide CHEMBL270619 12682184 C16H21NO3 275.15 0.6551 2.78 3.735 2 1 51.05 9 2 20 0 InChI=1S/C16H21NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h4,6-9,12H,3,5,10-11H2,1-2H3,(H,17,18)/b6-4+ CSGDXLXTJVRNEA-GQCTYLIASA-N CC(CN=C(/C=C/CCc1ccc2c(c1)OCO2)O)C NPC118154 4,5-Dimethoxy-11-Methyl-[1,3]Dioxolo[4,5-C]Acridin-6-One 4,5-dimethoxy-11-methyl-[1,3]dioxolo[4,5-c]acridin-6-one CHEMBL1876999 68433 C17H15NO5 313.1 -0.5546 2.67 1.908 2 0 57.23 5 4 23 0 InChI=1S/C17H15NO5/c1-18-10-7-5-4-6-9(10)13(19)11-12(18)15-17(23-8-22-15)16(21-3)14(11)20-2/h4-7H,8H2,1-3H3 PEWWLIQAXYMMAN-UHFFFAOYSA-N COc1c(OC)c2OCOc2c2c1c(=O)c1c(n2C)cccc1 NPC168911 4,5-Dimethoxycanthin-6-One CHEMBL2386324 638215 C16H12N2O3 280.08 -1.1642 2.67 2.956 5 0 53.35 4 4 21 0 InChI=1S/C16H12N2O3/c1-20-14-12-13-10(7-8-17-12)9-5-3-4-6-11(9)18(13)16(19)15(14)21-2/h3-8H,1-2H3 ATONBUGCNDSBBC-UHFFFAOYSA-N COc1c(OC)c2nccc3c2n(c1=O)c1ccccc31 NPC9067 4',5-O-Didemethylcyclogalgravin (5R,6S)-5-(4-hydroxy-3-methoxyphenyl)-3-methoxy-6,7-dimethyl-5,6-dihydronaphthalen-2-ol CHEMBL3290510 50900853 C20H22O4 326.15 0.0219 3.22 3.991 0 2 58.92 9 3 24 0 InChI=1S/C20H22O4/c1-11-7-14-8-17(22)19(24-4)10-15(14)20(12(11)2)13-5-6-16(21)18(9-13)23-3/h5-10,12,20-22H,1-4H3/t12-,20-/m1/s1 HUMKWBMQEFNYGB-MPBGBICISA-N COc1cc(ccc1O)[C@H]1[C@H](C)C(=Cc2c1cc(OC)c(c2)O)C NPC287722 4,6,3',4'-Tetrahydroxy-2-Methoxybenzophenone (2,4-dihydroxy-6-methoxyphenyl)-(3,4-dihydroxyphenyl)methanone CHEMBL452764 10423558 C14H12O6 276.06 -2.1568 2.34 0.973 1 4 107.22 8 2 20 0 InChI=1S/C14H12O6/c1-20-12-6-8(15)5-11(18)13(12)14(19)7-2-3-9(16)10(17)4-7/h2-6,15-18H,1H3 MLVVZWQVFLLMQZ-UHFFFAOYSA-N COc1cc(O)cc(c1C(=O)c1ccc(c(c1)O)O)O NPC156092 4',6'-Dihydroxy-3',5'-Dimethyl-2'-Methoxychalcone (E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one CHEMBL463095 10424762 C18H18O4 298.12 0.4089 3 4.562 1 2 66.76 9 2 22 0 InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+ TZEQDSMFACWASC-MDZDMXLPSA-N COc1c(C(=O)/C=C/c2ccccc2)c(O)c(c(c1C)O)C NPC223616 4',6-Dihydroxy-4-Methoxyisoaurone (3E)-6-hydroxy-3-[(4-hydroxyphenyl)methylidene]-4-methoxy-1-benzofuran-2-one CHEMBL1164845 46848332 C16H12O5 284.07 -0.7913 2.67 2.63 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-13-7-11(18)8-14-15(13)12(16(19)21-14)6-9-2-4-10(17)5-3-9/h2-8,17-18H,1H3/b12-6+ RVZXSEMJMMVLJJ-WUXMJOGZSA-N COc1cc(O)cc2c1/C(=C\c1ccc(cc1)O)/C(=O)O2 NPC112596 4,6-Dimethoxy-2-[(8'z,11'z)-8',11',14'-Pentadecatriene]Resorcinol 4,6-dimethoxy-2-[(8Z,11Z)-pentadeca-8,11,14-trienyl]benzene-1,3-diol CHEMBL463022 643766 C23H34O4 374.25 -0.3783 3.55 7.04 0 2 58.92 18 1 27 2 InChI=1S/C23H34O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(24)20(26-2)18-21(27-3)23(19)25/h4,6-7,9-10,18,24-25H,1,5,8,11-17H2,2-3H3/b7-6-,10-9- PIAHTJGIQDTXBU-HZJYTTRNSA-N C=CC/C=C\C/C=C\CCCCCCCc1c(O)c(OC)cc(c1O)OC NPC191768 4,6-Dimethoxy-5-Prop-2-Enyl-1,3-Benzodioxole 4,6-dimethoxy-5-prop-2-enyl-1,3-benzodioxole CHEMBL506190 15699856 C12H14O4 222.09 0.6224 2.34 1.831 0 0 36.92 6 2 16 0 InChI=1S/C12H14O4/c1-4-5-8-9(13-2)6-10-12(11(8)14-3)16-7-15-10/h4,6H,1,5,7H2,2-3H3 DLXIQKGNIITZEK-UHFFFAOYSA-N C=CCc1c(OC)cc2c(c1OC)OCO2 NPC234084 4,6-Dimethylpyran-2-One 4,6-dimethylpyran-2-one CHEMBL372284 12662 C7H8O2 124.05 1.1769 2.01 1.046 2 0 26.3 2 1 9 0 InChI=1S/C7H8O2/c1-5-3-6(2)9-7(8)4-5/h3-4H,1-2H3 IXYLIUKQQQXXON-UHFFFAOYSA-N Cc1cc(C)oc(=O)c1 NPC173996 4,7,7-Trimethylbicyclo[2.2.1]Heptan-3-One 4,7,7-trimethylbicyclo[2.2.1]heptan-3-one CHEMBL15768 2537 C10H16O 152.12 0.9693 2.45 2.127 1 0 17.07 3 2 11 0 InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3 DSSYKIVIOFKYAU-UHFFFAOYSA-N O=C1CC2C(C1(C)CC2)(C)C NPC473313 4,7,8-Trihydroxy-2,3,3-Trimethyl-11-(3-Methylbut-2-Enyl)-2H-Furo[3,2-B]Xanthen-5-One 4,7,8-trihydroxy-2,3,3-trimethyl-11-(3-methylbut-2-enyl)-2H-furo[3,2-b]xanthen-5-one CHEMBL399723 25028557 C23H24O6 396.16 0.8396 3.33 3.058 1 3 96.22 10 4 29 0 InChI=1S/C23H24O6/c1-10(2)6-7-12-21-17(20(27)18-22(12)28-11(3)23(18,4)5)19(26)13-8-14(24)15(25)9-16(13)29-21/h6,8-9,11,24-25,27H,7H2,1-5H3 PLLOTPLQTBKOBW-UHFFFAOYSA-N CC(=CCc1c2OC(C(c2c(c2c1oc1cc(O)c(cc1c2=O)O)O)(C)C)C)C NPC125449 4',7,8-Trihydroxyisoflavone 7,8-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one CHEMBL242739 5466139 C15H10O5 270.05 -2.0476 2.56 1.941 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-15-10(13(11)18)5-6-12(17)14(15)19/h1-7,16-17,19H BMZFZTMWBCFKSS-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2O)O NPC116632 4',7-Dimethoxy-5-Hydroxygenistein 5-hydroxy-7-methoxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL464433 5386259 C17H14O5 298.08 -1.2306 2.78 2.55 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)13-9-22-15-8-12(21-2)7-14(18)16(15)17(13)19/h3-9,18H,1-2H3 DQNLRFRBAWCJHQ-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)OC NPC105847 4,9-Dimethoxyphenanthrene-2,3,5-Triol 4,9-dimethoxyphenanthrene-2,3,5-triol CHEMBL254807 24762428 C16H14O5 286.08 -1.4845 2.67 1.512 0 3 79.15 7 3 21 0 InChI=1S/C16H14O5/c1-20-12-7-8-6-11(18)15(19)16(21-2)13(8)14-9(12)4-3-5-10(14)17/h3-7,17-19H,1-2H3 GSABLXRGQAKZDS-UHFFFAOYSA-N COc1cc2cc(O)c(c(c2c2c1cccc2O)OC)O NPC10286 4-[(1R)-1-Hydroxy-2-(Methylamino)Ethyl]Phenol 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol CHEMBL443893 854067 C9H13NO2 167.09 -1.2775 2.12 0.464 2 3 52.49 6 1 12 0 InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1 YRCWQPVGYLYSOX-VIFPVBQESA-N CNC[C@@H](c1ccc(cc1)O)O NPC290566 4-[(1R)-2-Amino-1-Hydroxyethyl]Phenol 4-[(1R)-2-amino-1-hydroxyethyl]phenol CHEMBL1160703 440266 C8H11NO2 153.08 -1.7093 2.01 0.074 2 3 66.48 5 1 11 0 InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/t8-/m0/s1 QHGUCRYDKWKLMG-QMMMGPOBSA-N NC[C@@H](c1ccc(cc1)O)O NPC178284 4-[(1S,2R)-1-Hydroxy-2-[2-Methoxy-4-[(E)-Prop-1-Enyl]Phenoxy]Propyl]-2-Methoxyphenol 4-[(1S,2R)-1-hydroxy-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]propyl]-2-methoxyphenol CHEMBL1909926 904795 C20H24O5 344.16 -0.3205 3.11 3.98 1 2 68.15 13 2 25 0 InChI=1S/C20H24O5/c1-5-6-14-7-10-17(19(11-14)24-4)25-13(2)20(22)15-8-9-16(21)18(12-15)23-3/h5-13,20-22H,1-4H3/b6-5+/t13-,20-/m1/s1 WCFYXOLUODJLKB-IDVZPQIDSA-N C/C=C/c1ccc(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)O)O)C NPC106739 4-[(1S,2R,3R)-4-(1,3-Benzodioxol-5-Yl)-1-Hydroxy-2,3-Dimethylbutyl]-2-Methoxyphenol 4-[(1S,2R,3R)-4-(1,3-benzodioxol-5-yl)-1-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL253433 44447179 C20H24O5 344.16 -0.7375 3.11 3.81 1 2 68.15 11 3 25 0 InChI=1S/C20H24O5/c1-12(8-14-4-7-17-19(9-14)25-11-24-17)13(2)20(22)15-5-6-16(21)18(10-15)23-3/h4-7,9-10,12-13,20-22H,8,11H2,1-3H3/t12-,13-,20+/m1/s1 GSIZVLCQLAZSSP-IZDJOXEWSA-N COc1cc(ccc1O)[C@H]([C@@H]([C@@H](Cc1ccc2c(c1)OCO2)C)C)O NPC273462 4-[(2E)-3,7-Dimethylocta-2,6-Dienyl]-1,3,5-Trihydroxyxanthen-9-One 4-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trihydroxyxanthen-9-one CHEMBL482023 15127379 C23H24O5 380.16 1.3108 3.44 3.906 1 3 86.99 11 3 28 0 InChI=1S/C23H24O5/c1-13(2)6-4-7-14(3)10-11-15-18(25)12-19(26)20-21(27)16-8-5-9-17(24)22(16)28-23(15)20/h5-6,8-10,12,24-26H,4,7,11H2,1-3H3/b14-10+ PCKHKINJZFNYEO-GXDHUFHOSA-N C/C(=C\Cc1c(O)cc(c2c1oc1c(O)cccc1c2=O)O)/CCC=C(C)C NPC136951 4-[(2'-O-Acetyl-Alpha-L-Rhamnosyloxy)Benzyl]Isothiocyanate [(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxan-3-yl] acetate CHEMBL1223891 46933086 C16H19NO6S 353.09 -1.2764 2.34 2.67 6 2 129.67 10 2 24 0 InChI=1S/C16H19NO6S/c1-9-13(19)14(20)15(22-10(2)18)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15+,16-/m0/s1 NHFOSXIOFJJQTP-FSDJSFAOSA-N S=C=NCc1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O)O NPC51695 4-[(2R)-2-[(1R,3R,5S)-3,5-Dimethyl-2-Oxocyclohexyl]-2-Hydroxyethyl]Piperidine-2,6-Dione 4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione CHEMBL1358722 6604199 C15H23NO4 281.16 -1.1984 2.56 1.416 5 2 86.96 7 2 20 0 InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9+,11+,12+/m0/s1 YPHMISFOHDHNIV-LUTQBAROSA-N C[C@H]1C[C@@H](C)C(=O)[C@H](C1)[C@@H](CC1CC(=NC(=O)C1)O)O NPC169 4-[(2R)-2-Hydroxy-3-Methylbut-3-Enoxy]Furo[3,2-G]Chromen-7-One 4-[(2R)-2-hydroxy-3-methylbut-3-enoxy]furo[3,2-g]chromen-7-one CHEMBL1870203 44144315 C16H14O5 286.08 0.6166 2.67 1.55 2 1 68.9 6 3 21 0 InChI=1S/C16H14O5/c1-9(2)12(17)8-20-16-10-3-4-15(18)21-14(10)7-13-11(16)5-6-19-13/h3-7,12,17H,1,8H2,2H3/t12-/m0/s1 BVMOMQJYQYBMKL-LBPRGKRZSA-N O=c1ccc2c(o1)cc1c(c2OC[C@@H](C(=C)C)O)cco1 NPC56214 4-[(2R,3S)-4-(4-Hydroxy-3-Methoxyphenyl)-2,3-Dimethylbutyl]Benzene-1,2-Diol 4-[(2R,3S)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol CHEMBL400065 122821 C19H24O4 316.17 -0.5235 3.11 5.148 0 3 69.92 12 2 23 1 InChI=1S/C19H24O4/c1-12(8-14-4-6-16(20)18(22)10-14)13(2)9-15-5-7-17(21)19(11-15)23-3/h4-7,10-13,20-22H,8-9H2,1-3H3/t12-,13+/m1/s1 QKHJBWUGXMKHAK-OLZOCXBDSA-N COc1cc(ccc1O)C[C@@H]([C@@H](Cc1ccc(c(c1)O)O)C)C NPC227217 4-[(2S,3R)-4-(3,4-Dimethoxyphenyl)-2,3-Dimethylbutyl]-2-Methoxyphenol 4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL323350 476859 C21H28O4 344.2 0.2935 3.33 5.757 0 1 47.92 14 2 25 1 InChI=1S/C21H28O4/c1-14(10-16-6-8-18(22)20(12-16)24-4)15(2)11-17-7-9-19(23-3)21(13-17)25-5/h6-9,12-15,22H,10-11H2,1-5H3/t14-,15+/m0/s1 NNYAKQAKXHZMKI-LSDHHAIUSA-N COc1cc(ccc1OC)C[C@H]([C@H](Cc1ccc(c(c1)OC)O)C)C NPC232275 4-[(2S,3S)-4-(3-Hydroxy-4-Methoxyphenyl)-2,3-Dimethylbutyl]-6-Methoxybenzene-1,3-Diol 4-[(2S,3S)-4-(3-hydroxy-4-methoxyphenyl)-2,3-dimethylbutyl]-6-methoxybenzene-1,3-diol CHEMBL363230 11290949 C20H26O5 346.18 -0.5753 3.11 4.064 0 3 79.15 14 2 25 0 InChI=1S/C20H26O5/c1-12(7-14-5-6-19(24-3)17(22)9-14)13(2)8-15-10-20(25-4)18(23)11-16(15)21/h5-6,9-13,21-23H,7-8H2,1-4H3/t12-,13-/m0/s1 ZOOFDRPDTGLOSE-STQMWFEESA-N COc1ccc(cc1O)C[C@@H]([C@H](Cc1cc(OC)c(cc1O)O)C)C NPC278010 4-[(3,3-Dimethyloxiran-2-Yl)Methoxy]Furo[3,2-G]Chromen-7-One 4-[(3,3-dimethyloxiran-2-yl)methoxy]furo[3,2-g]chromen-7-one CHEMBL1510267 160544 C16H14O5 286.08 0.363 2.67 2.204 2 0 61.2 5 4 21 0 InChI=1S/C16H14O5/c1-16(2)13(21-16)8-19-15-9-3-4-14(17)20-12(9)7-11-10(15)5-6-18-11/h3-7,13H,8H2,1-2H3 QTAGQHZOLRFCBU-UHFFFAOYSA-N O=c1ccc2c(o1)cc1c(c2OCC2OC2(C)C)cco1 NPC470811 4-[(3-Hydroxy-4,5-Dimethoxyphenyl)-(3,4,5-Trimethoxyphenyl)Methyl]-3-Methyloxolan-2-One 4-[(3-hydroxy-4,5-dimethoxyphenyl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one CHEMBL225260 44421674 C23H28O8 432.18 -0.8116 3.11 1.985 2 1 92.68 15 3 31 0 InChI=1S/C23H28O8/c1-12-15(11-31-23(12)25)20(13-7-16(24)21(29-5)17(8-13)26-2)14-9-18(27-3)22(30-6)19(10-14)28-4/h7-10,12,15,20,24H,11H2,1-6H3 AEHBVQHJSNELOD-UHFFFAOYSA-N COc1cc(cc(c1OC)O)C(C1COC(=O)C1C)c1cc(OC)c(c(c1)OC)OC NPC97004 4-[(3'-O-Acetyl-Alpha-L-Rhamnosyloxy)Benzyl]Isothiocyanate [(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxan-4-yl] acetate CHEMBL1223892 46932936 C16H19NO6S 353.09 -1.2764 2.34 2.241 6 2 129.67 10 2 24 0 InChI=1S/C16H19NO6S/c1-9-13(19)15(22-10(2)18)14(20)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15+,16-/m0/s1 XPDXZQFSZGBCCC-FSDJSFAOSA-N S=C=NCc1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)OC(=O)C)O NPC54872 4-[(3R,5R)-3,5-Dihydroxy-7-(4-Hydroxy-3-Methoxyphenyl)Heptyl]Benzene-1,2-Diol 4-[(3R,5R)-3,5-dihydroxy-7-(4-hydroxy-3-methoxyphenyl)heptyl]benzene-1,2-diol CHEMBL464562 11142982 C20H26O6 362.17 -3.1933 3 2.302 2 5 110.38 15 2 26 0 InChI=1S/C20H26O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)12-15(21)6-2-13-4-8-17(23)19(25)10-13/h4-5,8-11,15-16,21-25H,2-3,6-7,12H2,1H3/t15-,16-/m1/s1 RIDWNCYOYKOUAC-HZPDHXFCSA-N COc1cc(CC[C@H](C[C@@H](CCc2ccc(c(c2)O)O)O)O)ccc1O NPC179002 4-[(3R,5R)-3,5-Dihydroxy-7-(4-Hydroxyphenyl)Heptyl]Benzene-1,2-Diol 4-[(3R,5R)-3,5-dihydroxy-7-(4-hydroxyphenyl)heptyl]benzene-1,2-diol CHEMBL443638 636849 C19H24O5 332.16 -3.1415 3 2.957 2 5 101.15 13 2 24 0 InChI=1S/C19H24O5/c20-15-6-1-13(2-7-15)3-8-16(21)12-17(22)9-4-14-5-10-18(23)19(24)11-14/h1-2,5-7,10-11,16-17,20-24H,3-4,8-9,12H2/t16-,17-/m1/s1 XLTITIJKWVRJMS-IAGOWNOFSA-N O[C@@H](C[C@@H](CCc1ccc(c(c1)O)O)O)CCc1ccc(cc1)O NPC257430 4-[(3R,5S)-3,5-Dihydroxy-7-(4-Hydroxyphenyl)Heptyl]Benzene-1,2-Diol 4-[(3R,5S)-3,5-dihydroxy-7-(4-hydroxyphenyl)heptyl]benzene-1,2-diol CHEMBL1824567 53387510 C19H24O5 332.16 -3.1415 3 2.957 2 5 101.15 13 2 24 0 InChI=1S/C19H24O5/c20-15-6-1-13(2-7-15)3-8-16(21)12-17(22)9-4-14-5-10-18(23)19(24)11-14/h1-2,5-7,10-11,16-17,20-24H,3-4,8-9,12H2/t16-,17+/m0/s1 XLTITIJKWVRJMS-DLBZAZTESA-N O[C@H](C[C@@H](CCc1ccc(c(c1)O)O)O)CCc1ccc(cc1)O NPC164804 4-[(3S)-8,8-Dimethyl-3,4-Dihydro-2H-Pyrano[2,3-F]Chromen-3-Yl]Benzene-1,3-Diol 4-[(3S)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol CHEMBL1360535 44144325 C20H20O4 324.14 -0.1402 3.22 3.207 0 2 58.92 5 4 24 0 InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m1/s1 LBQIJVLKGVZRIW-CYBMUJFWSA-N Oc1ccc(c(c1)O)[C@H]1COc2c(C1)ccc1c2C=CC(O1)(C)C NPC45040 4-[(4-Hydroxyphenyl)Methyl]Phenol 4-[(4-hydroxyphenyl)methyl]phenol CHEMBL138061 12111 C13H12O2 200.08 -0.4644 2.67 3.825 0 2 40.46 4 2 15 0 InChI=1S/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H2 PXKLMJQFEQBVLD-UHFFFAOYSA-N Oc1ccc(cc1)Cc1ccc(cc1)O NPC60538 4-[(6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinolin-1-Yl)Methyl]Phenol 4-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenol CHEMBL510363 317405 C18H21NO3 299.15 -0.7051 3 2.755 1 2 50.72 7 3 22 0 InChI=1S/C18H21NO3/c1-21-17-10-13-7-8-19-16(15(13)11-18(17)22-2)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,19-20H,7-9H2,1-2H3 NKBBUUNAVOMVER-UHFFFAOYSA-N COc1cc2C(NCCc2cc1OC)Cc1ccc(cc1)O NPC185838 4-[(6,7-Dimethoxy-2-Methyl-3,4-Dihydro-1H-Isoquinolin-1-Yl)Methyl]Phenol 4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenol CHEMBL451722 98348 C19H23NO3 313.17 -0.1692 3.11 2.994 1 1 41.93 8 3 23 0 InChI=1S/C19H23NO3/c1-20-9-8-14-11-18(22-2)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17,21H,8-10H2,1-3H3 ZBKFZIUKXTWQTP-UHFFFAOYSA-N COc1cc2c(cc1OC)CCN(C2Cc1ccc(cc1)O)C NPC475000 4-[(7-Methoxy-1,3-Benzodioxol-5-Yl)-(3,4,5-Trimethoxyphenyl)Methyl]-3-Methylideneoxolan-2-One 4-[(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methylideneoxolan-2-one CHEMBL491522 9867239 C23H24O8 428.15 -0.3851 3.11 2.249 2 0 81.68 11 4 31 0 InChI=1S/C23H24O8/c1-12-15(10-29-23(12)24)20(13-6-16(25-2)21(28-5)17(7-13)26-3)14-8-18(27-4)22-19(9-14)30-11-31-22/h6-9,15,20H,1,10-11H2,2-5H3 NXCYGTFQPAUJIS-UHFFFAOYSA-N COc1cc(cc(c1OC)OC)C(C1COC(=O)C1=C)c1cc(OC)c2c(c1)OCO2 NPC71579 4-[(E)-2-(3,5-Dimethoxyphenyl)Ethenyl]-2-Methoxyphenol 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol CHEMBL119576 5809575 C17H18O4 286.12 -0.1479 2.89 3.819 0 1 47.92 9 2 21 0 InChI=1S/C17H18O4/c1-19-14-8-13(9-15(11-14)20-2)5-4-12-6-7-16(18)17(10-12)21-3/h4-11,18H,1-3H3/b5-4+ QEHTYBCDRGQJGN-SNAWJCMRSA-N COc1cc(/C=C/c2ccc(c(c2)OC)O)cc(c1)OC NPC270030 4-[(E)-2-(5-Methoxy-2,2-Dimethylchromen-7-Yl)Ethenyl]Phenol 4-[(E)-2-(5-methoxy-2,2-dimethylchromen-7-yl)ethenyl]phenol CHEMBL463404 10542828 C20H20O3 308.14 0.8635 3.33 5.355 0 1 38.69 7 3 23 1 InChI=1S/C20H20O3/c1-20(2)11-10-17-18(22-3)12-15(13-19(17)23-20)5-4-14-6-8-16(21)9-7-14/h4-13,21H,1-3H3/b5-4+ FQMHTDGEFUNXNZ-SNAWJCMRSA-N COc1cc(/C=C/c2ccc(cc2)O)cc2c1C=CC(O2)(C)C NPC205034 4-[(E)-2-[(1R,4As,5R,6R,8Ar)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylidene-3,4,4A,6,7,8-Hexahydro-1H-Naphthalen-1-Yl]Ethenyl]-2H-Furan-5-One 4-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one CHEMBL361568 5708351 C20H28O4 332.2 0.7174 3.22 3.836 4 2 66.76 7 3 24 0 InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m1/s1 XMJAJFVLHDIEHF-CRBRZBHVSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2/C=C/C1=CCOC1=O)C NPC131587 4-[(E)-3-Hydroxyprop-1-Enyl]Benzene-1,2-Diol 4-[(E)-3-hydroxyprop-1-enyl]benzene-1,2-diol CHEMBL1321891 5282096 C9H10O3 166.06 -0.9015 2.12 1.045 1 3 60.69 5 1 12 0 InChI=1S/C9H10O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-4,6,10-12H,5H2/b2-1+ ZCKDCRKBURQZPT-OWOJBTEDSA-N OC/C=C/c1ccc(c(c1)O)O NPC74478 4-[(E)-5-(4-Hydroxyphenoxy)Pent-3-En-1-Ynyl]-2-Methoxyphenol 4-[(E)-5-(4-hydroxyphenoxy)pent-3-en-1-ynyl]-2-methoxyphenol CHEMBL469716 11738011 C18H16O4 296.1 -0.0567 3 3.353 0 2 58.92 7 2 22 0 InChI=1S/C18H16O4/c1-21-18-13-14(6-11-17(18)20)5-3-2-4-12-22-16-9-7-15(19)8-10-16/h2,4,6-11,13,19-20H,12H2,1H3/b4-2+ CFTKDOICDIITEC-DUXPYHPUSA-N COc1cc(C#C/C=C/COc2ccc(cc2)O)ccc1O NPC79793 4-[(E,3R)-3-Hydroxy-7-(4-Hydroxyphenyl)Hept-6-Enyl]Benzene-1,2-Diol 4-[(E,3R)-3-hydroxy-7-(4-hydroxyphenyl)hept-6-enyl]benzene-1,2-diol CHEMBL1269829 49831756 C19H22O4 314.15 -1.6818 3.11 4.259 1 4 80.92 11 2 23 0 InChI=1S/C19H22O4/c20-16(11-7-15-8-12-18(22)19(23)13-15)4-2-1-3-14-5-9-17(21)10-6-14/h1,3,5-6,8-10,12-13,16,20-23H,2,4,7,11H2/b3-1+/t16-/m1/s1 RECNHCLFPNYLCU-BCMPFUBYSA-N O[C@@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccc(cc1)O NPC55617 4-[(E,3R)-3-Hydroxy-7-Phenylhept-6-Enyl]Benzene-1,2-Diol 4-[(E,3R)-3-hydroxy-7-phenylhept-6-enyl]benzene-1,2-diol CHEMBL1270049 49831860 C19H22O3 298.16 -1.2215 3.22 6.277 1 3 60.69 10 2 22 1 InChI=1S/C19H22O3/c20-17(9-5-4-8-15-6-2-1-3-7-15)12-10-16-11-13-18(21)19(22)14-16/h1-4,6-8,11,13-14,17,20-22H,5,9-10,12H2/b8-4+/t17-/m1/s1 OELWYQGRQUQQPD-IOMDMTNGSA-N O[C@@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccccc1 NPC147634 4-[(E,3S)-3-Hydroxy-7-(4-Hydroxyphenyl)Hept-6-Enyl]Benzene-1,2-Diol 4-[(E,3S)-3-hydroxy-7-(4-hydroxyphenyl)hept-6-enyl]benzene-1,2-diol CHEMBL1269828 49831709 C19H22O4 314.15 -1.6818 3.11 4.259 1 4 80.92 11 2 23 0 InChI=1S/C19H22O4/c20-16(11-7-15-8-12-18(22)19(23)13-15)4-2-1-3-14-5-9-17(21)10-6-14/h1,3,5-6,8-10,12-13,16,20-23H,2,4,7,11H2/b3-1+/t16-/m0/s1 RECNHCLFPNYLCU-VQRJYJFOSA-N O[C@H](CCc1ccc(c(c1)O)O)CC/C=C/c1ccc(cc1)O NPC154899 4-[(E,3S,5S)-3-Hydroxy-5-Methoxy-7-Phenylhept-6-Enyl]Phenol 4-[(E,3S,5S)-3-hydroxy-5-methoxy-7-phenylhept-6-enyl]phenol CHEMBL478095 10519199 C20H24O3 312.17 -1.119 3.33 6.355 2 2 49.69 11 2 23 1 InChI=1S/C20H24O3/c1-23-20(14-10-16-5-3-2-4-6-16)15-19(22)13-9-17-7-11-18(21)12-8-17/h2-8,10-12,14,19-22H,9,13,15H2,1H3/b14-10+/t19-,20+/m0/s1 NIRQKBHHMBICRP-JSOHEYHYSA-N CO[C@@H](C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccccc1 NPC135464 4-[(E,3S,5S)-5-Ethoxy-3-Hydroxy-7-Phenylhept-6-Enyl]Phenol 4-[(E,3S,5S)-5-ethoxy-3-hydroxy-7-phenylhept-6-enyl]phenol CHEMBL450439 10544128 C21H26O3 326.19 -0.8686 3.44 6.778 2 2 49.69 12 2 24 1 InChI=1S/C21H26O3/c1-2-24-21(15-11-17-6-4-3-5-7-17)16-20(23)14-10-18-8-12-19(22)13-9-18/h3-9,11-13,15,20-23H,2,10,14,16H2,1H3/b15-11+/t20-,21+/m0/s1 IADMDBFYOJAYAV-QZPPMBFNSA-N CCO[C@@H](C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccccc1 NPC58427 4-[(Z)-2-(3,5-Dihydroxyphenyl)Ethenyl]Benzene-1,2-Diol 4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol CHEMBL1603409 6603962 C14H12O4 244.07 -1.3734 2.56 2.691 0 4 80.92 6 2 18 0 InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1- CDRPUGZCRXZLFL-UPHRSURJSA-N Oc1cc(/C=C\c2ccc(c(c2)O)O)cc(c1)O NPC250769 4-[[(2R)-3,3-Dimethyloxiran-2-Yl]Methoxy]Furo[3,2-G]Chromen-7-One 4-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one CHEMBL1609439 928465 C16H14O5 286.08 0.363 2.67 2.204 2 0 61.2 5 4 21 0 InChI=1S/C16H14O5/c1-16(2)13(21-16)8-19-15-9-3-4-14(17)20-12(9)7-11-10(15)5-6-18-11/h3-7,13H,8H2,1-2H3/t13-/m1/s1 QTAGQHZOLRFCBU-CYBMUJFWSA-N O=c1ccc2c(o1)cc1c(c2OC[C@H]2OC2(C)C)cco1 NPC233526 4-[2-(3,4,5-Trimethoxyphenyl)Ethyl]Phenol 4-[2-(3,4,5-trimethoxyphenyl)ethyl]phenol CHEMBL313688 3084744 C17H20O4 288.14 -0.4909 2.89 3.814 0 1 47.92 10 2 21 0 InChI=1S/C17H20O4/c1-19-15-10-13(11-16(20-2)17(15)21-3)5-4-12-6-8-14(18)9-7-12/h6-11,18H,4-5H2,1-3H3 WYMYMRJMKNLHSF-UHFFFAOYSA-N COc1cc(CCc2ccc(cc2)O)cc(c1OC)OC NPC105727 4-[2-(3,5-Dihydroxyphenyl)Ethenyl]Benzene-1,2-Diol 4-[2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol CHEMBL1972346 4813 C14H12O4 244.07 -1.3734 2.56 2.691 0 4 80.92 6 2 18 0 InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H CDRPUGZCRXZLFL-UHFFFAOYSA-N Oc1cc(C=Cc2ccc(c(c2)O)O)cc(c1)O NPC111492 4-[2,4-Dinitro-5-(2,4,6-Trimethylphenoxy)Anilino]Benzonitrile 4-[2,4-dinitro-5-(2,4,6-trimethylphenoxy)anilino]benzonitrile CHEMBL1173109 49777919 C22H18N4O5 418.13 2.7064 2.89 7.114 2 1 131.33 11 3 31 1 InChI=1S/C22H18N4O5/c1-13-8-14(2)22(15(3)9-13)31-21-10-18(19(25(27)28)11-20(21)26(29)30)24-17-6-4-16(12-23)5-7-17/h4-11,24H,1-3H3 IQTVWGJWEJIBHJ-UHFFFAOYSA-N N#Cc1ccc(cc1)Nc1cc(Oc2c(C)cc(cc2C)C)c(cc1N(=O)=O)N(=O)=O NPC392 4-[2-[(1R,5R,8As)-5,8A-Dimethyl-2-Methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]-3,4,4A,6,7,8-Hexahydro-1H-Naphthalen-1-Yl]Ethyl]-2H-Furan-5-One 4-[2-[(1R,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL1316546 24980083 C26H40O8 480.27 -0.7356 3.44 3.792 8 4 125.68 13 4 34 0 InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19?,20-,21+,22-,24-,25+,26+/m1/s1 YGCYRQKJYWQXHG-XWISJEPMSA-N OC[C@H]1O[C@@H](OC[C@]2(C)CCC[C@@]3(C2CCC(=C)[C@H]3CCC2=CCOC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC471505 4-[4-(1,3-Benzodioxol-5-Yl)-1-Methoxy-2,3-Dimethylbutyl]-2-Methoxyphenol 4-[4-(1,3-benzodioxol-5-yl)-1-methoxy-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL253432 44447178 C21H26O5 358.18 -0.329 3.22 4.329 1 1 57.15 12 3 26 0 InChI=1S/C21H26O5/c1-13(9-15-5-8-18-20(10-15)26-12-25-18)14(2)21(24-4)16-6-7-17(22)19(11-16)23-3/h5-8,10-11,13-14,21-22H,9,12H2,1-4H3 GTPIPDMTEBZKCI-UHFFFAOYSA-N COC(C(C(Cc1ccc2c(c1)OCO2)C)C)c1ccc(c(c1)OC)O NPC296030 4-[5-(3-Hydroxypropyl)-1-Benzofuran-2-Yl]-3-Methoxyphenol 4-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-3-methoxyphenol CHEMBL2147415 14213209 C18H18O4 298.12 -1.3405 3 3.284 1 2 62.83 8 3 22 0 InChI=1S/C18H18O4/c1-21-17-11-14(20)5-6-15(17)18-10-13-9-12(3-2-8-19)4-7-16(13)22-18/h4-7,9-11,19-20H,2-3,8H2,1H3 CLYYUOMSXIPPJS-UHFFFAOYSA-N OCCCc1ccc2c(c1)cc(o2)c1ccc(cc1OC)O NPC161155 4-{(4'-O-Acetyl-Alpha-L-Rhamnosyloxy)Benzyl}Isothiocyanate [(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[4-(isothiocyanatomethyl)phenoxy]-2-methyloxan-3-yl] acetate CHEMBL260025 10291650 C16H19NO6S 353.09 -1.2764 2.34 2.67 6 2 129.67 10 2 24 0 InChI=1S/C16H19NO6S/c1-9-15(22-10(2)18)13(19)14(20)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15-,16-/m0/s1 WVUZLAMBBZISKM-QOYUQHOESA-N S=C=NCc1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)OC(=O)C NPC151470 4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL609673 4425 C19H21NO4 327.15 -0.8484 3 0.612 3 2 70 4 5 24 0 InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2 UZHSEJADLWPNLE-UHFFFAOYSA-N C=CCN1CCC23C4(C1Cc1c3c(OC2C(=O)CC4)c(cc1)O)O NPC105493 4-Acetoxy-2-Geranyl-5-Hydroxy-3-N-Pentylphenol [3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4,6-dihydroxy-2-pentylphenyl] acetate CHEMBL560417 44139611 C23H34O4 374.25 1.3575 3.55 6.327 1 2 66.76 18 1 27 2 InChI=1S/C23H34O4/c1-6-7-8-12-20-19(14-13-17(4)11-9-10-16(2)3)21(25)15-22(26)23(20)27-18(5)24/h10,13,15,25-26H,6-9,11-12,14H2,1-5H3/b17-13+ DZLSXQDQGMAPKJ-GHRIWEEISA-N CCCCCc1c(C/C=C(/CCC=C(C)C)\C)c(O)cc(c1OC(=O)C)O NPC119910 4-Acetyl-4-Demethyl-Podophyllotoxin [4-[(5R,5aR,8aR,9R)-5-hydroxy-8-oxo-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-9-yl]-2,6-dimethoxyphenyl] acetate CHEMBL1778157 53359026 C23H22O9 442.13 -1.53 3 1.48 4 1 109.75 9 5 32 0 InChI=1S/C23H22O9/c1-10(24)32-22-17(27-2)4-11(5-18(22)28-3)19-12-6-15-16(31-9-30-15)7-13(12)21(25)14-8-29-23(26)20(14)19/h4-7,14,19-21,25H,8-9H2,1-3H3/t14-,19+,20-,21-/m0/s1 FPGSRCHTAOFUND-MGNXDGSBSA-N COc1cc(cc(c1OC(=O)C)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O NPC470013 4Alpha,10Beta-Dihydroxy-5Alpha(H)-1,11(13)-Guaidien-8B,12-Olide (3aR,5S,8R,8aR,9aR)-5,8-dihydroxy-5,8-dimethyl-1-methylidene-3a,4,7,8a,9,9a-hexahydroazuleno[6,5-b]furan-2-one CHEMBL1644104 53317933 C15H20O4 264.14 0.0712 2.67 0.095 4 2 66.76 4 3 19 0 InChI=1S/C15H20O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h4,9,11-12,17-18H,1,5-7H2,2-3H3/t9-,11-,12-,14-,15+/m1/s1 SKXYOUKPVUIPFP-SYZWTGEBSA-N O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1C(=CC[C@@]1(C)O)[C@@](C2)(C)O NPC469641 4Alpha,5Alpha,8Alpha,11Alphah-3-Oxoguai-1(10)-En-12,8-Olide-7Alpha-Diol (1S,3aR,8S,8aS,9aR)-1,5,8-trimethyl-1,3a,4,7,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,6-dione CHEMBL1095576 46886754 C15H20O3 248.14 0.5607 2.78 1.407 3 0 43.37 3 3 18 0 InChI=1S/C15H20O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h7,9-11,13H,4-6H2,1-3H3/t7-,9-,10-,11+,13+/m0/s1 JNXOQTZXOHWPCJ-AZRBTLBLSA-N C[C@@H]1C(=O)O[C@H]2[C@@H]1C[C@H]1[C@@H](C)CC(=O)C1=C(C2)C NPC469643 4Alpha,5Alpha,8Alpha,11Betah-3-Oxoguai-1(10)-En-12,8-Olide-7Beta-Diol (1S,3aR,8S,8aS,9aS)-1,5,8-trimethyl-1,3a,4,7,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,6-dione CHEMBL1095899 46886772 C15H20O3 248.14 0.5607 2.78 1.407 3 0 43.37 3 3 18 0 InChI=1S/C15H20O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h7,9-11,13H,4-6H2,1-3H3/t7-,9-,10-,11-,13+/m0/s1 JNXOQTZXOHWPCJ-LFUTUZGBSA-N C[C@@H]1C(=O)O[C@H]2[C@H]1C[C@H]1[C@@H](C)CC(=O)C1=C(C2)C NPC146850 4Alpha,5Alphah-Guai-9,7(11)-Dien-12,8-Olide-1Alpha,8Alpha-Diol (3aR,5aS,8S,8aR)-3a,5a-dihydroxy-1,5,8-trimethyl-7,8,8a,9-tetrahydro-6H-azuleno[6,5-b]furan-2-one CHEMBL1095578 46211181 C15H20O4 264.14 1.0159 2.67 0.48 4 2 66.76 5 3 19 0 InChI=1S/C15H20O4/c1-8-4-5-14(17)9(2)7-15(18)12(6-11(8)14)10(3)13(16)19-15/h7-8,11,17-18H,4-6H2,1-3H3/t8-,11+,14+,15+/m0/s1 SEOLELWZKNPODR-UYJAGUKBSA-N O=C1O[C@]2(C(=C1C)C[C@H]1[C@@](C(=C2)C)(O)CC[C@@H]1C)O NPC293163 4-Amino-1H-Imidazole-5-Carboxamide 4-amino-1H-imidazole-5-carboxamide CHEMBL1610 9679 C4H6N4O 126.05 -1.2519 1.35 0.25 5 4 98.78 3 1 9 0 InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8) DVNYTAVYBRSTGK-UHFFFAOYSA-N Nc1c(nc[nH]1)C(=N)O NPC70201 4-Aminophenol 4-azaniumylphenolate CHEMBL1142 13283155;403 C6H7NO 109.05 -1.2102 1.9 0.803 1 2 46.25 2 1 8 0 InChI=1S/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2 PLIKAWJENQZMHA-UHFFFAOYSA-N Nc1ccc(cc1)O NPC107135 4-Azaniumylbenzenesulfonate 4-azaniumylbenzenesulfonate CHEMBL1566888 5232424;8479 C6H7NO3S 173.01 -1.2914 1.57 -0.015 4 2 88.77 3 1 11 0 InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10) HVBSAKJJOYLTQU-UHFFFAOYSA-N Nc1ccc(cc1)S(=O)(=O)O NPC191283 4Beta,10Alpha-Dihydroxy-5Betah-Guai-7(11),8-Dien-12,8-Olide (5S,5aS,8S,8aS)-5,8-dihydroxy-1,5,8-trimethyl-6,7,8a,9-tetrahydro-5aH-azuleno[6,5-b]furan-2-one CHEMBL2386505 71725778 C15H20O4 264.14 0.2573 2.67 0.86 4 2 66.76 5 3 19 0 InChI=1S/C15H20O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h7,10-11,17-18H,4-6H2,1-3H3/t10-,11-,14-,15+/m0/s1 SPLDFKJIFZMZQH-LWWSYDQCSA-N O=C1OC2=C[C@@](C)(O)[C@@H]3[C@H](CC2=C1C)[C@@](C)(O)CC3 NPC103560 4-Bromo-5-(Bromomethylene)Furan-2(5H)-One (5Z)-4-bromo-5-(bromomethylidene)furan-2-one CHEMBL1253219 10131246 C5H2Br2O2 251.84 1.1222 1.57 2.312 2 0 26.3 2 1 9 0 InChI=1S/C5H2Br2O2/c6-2-4-3(7)1-5(8)9-4/h1-2H/b4-2- DPGLBHQUHFJRJS-RQOWECAXSA-N Br/C=C/1\OC(=O)C=C1Br NPC35734 4-Cholesten 3-One (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL63243 91477 C27H44O 384.34 2.211 4.32 10.511 1 0 17.07 10 4 28 1 InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 NYOXRYYXRWJDKP-GYKMGIIDSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C)C NPC473347 4-Cinnamyl-4-Hydroxy-2,5-Dimethoxycyclohexa-2,5-Dienone 4-hydroxy-2,5-dimethoxy-4-[(E)-3-phenylprop-2-enyl]cyclohexa-2,5-dien-1-one CHEMBL402025 24761040 C17H18O4 286.12 -0.6471 2.89 4.556 4 1 55.76 8 2 21 0 InChI=1S/C17H18O4/c1-20-15-12-17(19,16(21-2)11-14(15)18)10-6-9-13-7-4-3-5-8-13/h3-9,11-12,19H,10H2,1-2H3/b9-6+ UJUNVNYVYMHQIS-RMKNXTFCSA-N COC1=CC(=O)C(=CC1(O)C/C=C/c1ccccc1)OC NPC130923 4-Cyclopentene-1,3-Dione cyclopent-4-ene-1,3-dione CHEMBL224231 70258 C5H4O2 96.02 -0.2384 1.79 -0.611 2 0 34.14 0 1 7 0 InChI=1S/C5H4O2/c6-4-1-2-5(7)3-4/h1-2H,3H2 MCFZBCCYOPSZLG-UHFFFAOYSA-N O=C1C=CC(=O)C1 NPC189730 4'-Demethoxy-3',4'-Methylenedioxyrocaglaol (1R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1,8b-diol CHEMBL2332223 10623340 C26H24O7 448.15 -1.8799 3.55 5.077 2 2 86.61 8 6 33 1 InChI=1S/C26H24O7/c1-29-17-11-21(30-2)24-22(12-17)33-26(16-8-9-19-20(10-16)32-14-31-19)18(13-23(27)25(24,26)28)15-6-4-3-5-7-15/h3-12,18,23,27-28H,13-14H2,1-2H3/t18-,23+,25+,26-/m0/s1 ZPHNJERYFDKEMS-LHVBDCGNSA-N COc1cc2O[C@@]3([C@@](c2c(c1)OC)(O)[C@@H](C[C@H]3c1ccccc1)O)c1ccc2c(c1)OCO2 NPC30009 4'-Demethyldeoxypodophyllotoxin (5R,5aR,8aR)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL89905 160705 C21H20O7 384.12 -1.0772 3 1.77 2 1 83.45 6 5 28 0 InChI=1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3/t12-,18+,19-/m0/s1 RFDMNXDDRXVJTM-RQUSPXKASA-N COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2 NPC115624 4-Demethyl-Deoxypodophyllotoxin-4-O-Beta-D-Glucopyranoside (5R,5aR,8aR)-5-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL1778163 12311205 C27H30O12 546.17 -2.8241 3.11 0.662 7 4 162.6 12 6 39 0 InChI=1S/C27H30O12/c1-33-17-5-12(6-18(34-2)25(17)39-27-24(31)23(30)22(29)19(8-28)38-27)20-14-7-16-15(36-10-37-16)4-11(14)3-13-9-35-26(32)21(13)20/h4-7,13,19-24,27-31H,3,8-10H2,1-2H3/t13-,19+,20+,21-,22+,23-,24+,27-/m0/s1 QMXNRLBPHJPLKV-QNRBAVQLSA-N OC[C@H]1O[C@@H](Oc2c(OC)cc(cc2OC)[C@H]2[C@H]3C(=O)OC[C@@H]3Cc3c2cc2OCOc2c3)[C@@H]([C@H]([C@@H]1O)O)O NPC116759 4-Demethyl-Epipodophyllotoxin-7'-O-Beta-D-Glucopyranoside (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL1778161 159949 C27H30O13 562.17 -3.656 3 -0.368 8 5 182.83 13 6 40 0 InChI=1S/C27H30O13/c1-34-16-3-10(4-17(35-2)21(16)29)19-11-5-14-15(38-9-37-14)6-12(11)25(13-8-36-26(33)20(13)19)40-27-24(32)23(31)22(30)18(7-28)39-27/h3-6,13,18-20,22-25,27-32H,7-9H2,1-2H3/t13-,18+,19+,20-,22+,23-,24+,25+,27-/m0/s1 FOVRGQUEGRCWPD-BRLGUANISA-N OC[C@H]1O[C@@H](O[C@H]2[C@H]3COC(=O)[C@@H]3[C@@H](c3c2cc2OCOc2c3)c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC167815 4'-Demethylnobiletin 2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one CHEMBL225703 21593928 C20H20O8 388.12 -1.2229 2.78 1.273 1 1 92.68 12 3 28 0 InChI=1S/C20H20O8/c1-23-14-8-10(6-7-11(14)21)13-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,21H,1-5H3 NHMZUDOXUOAEOH-UHFFFAOYSA-N COc1cc(ccc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC NPC150943 4'-Demethylpodophyllotoxin (5R,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL28941 122667 C21H20O8 400.12 -1.9091 2.89 0.74 3 2 103.68 7 5 29 0 InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19-/m0/s1 YVCVYCSAAZQOJI-BTINSWFASA-N COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O NPC14294 4-Demethyl-Podophyllotoxin-7'-O-Beta-D-Glucopyranoside (5R,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL1778162 170385 C27H30O13 562.17 -3.656 3 -0.368 8 5 182.83 13 6 40 0 InChI=1S/C27H30O13/c1-34-16-3-10(4-17(35-2)21(16)29)19-11-5-14-15(38-9-37-14)6-12(11)25(13-8-36-26(33)20(13)19)40-27-24(32)23(31)22(30)18(7-28)39-27/h3-6,13,18-20,22-25,27-32H,7-9H2,1-2H3/t13-,18+,19+,20-,22+,23-,24+,25-,27-/m0/s1 FOVRGQUEGRCWPD-CZIVDZDDSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@H]3COC(=O)[C@@H]3[C@@H](c3c2cc2OCOc2c3)c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC73535 4''-Deoxy-3-Hydroxyterphenyllin 4-(2-hydroxy-3,6-dimethoxy-4-phenylphenyl)benzene-1,2-diol CHEMBL1795347 53262867 C20H18O5 338.12 -1.4845 3.11 4.431 0 3 79.15 9 3 25 0 InChI=1S/C20H18O5/c1-24-17-11-14(12-6-4-3-5-7-12)20(25-2)19(23)18(17)13-8-9-15(21)16(22)10-13/h3-11,21-23H,1-2H3 QVPSTGJFYRHFSU-UHFFFAOYSA-N COc1cc(c2ccccc2)c(c(c1c1ccc(c(c1)O)O)O)OC NPC25111 4''-Deoxyterphenyllin 2-(4-hydroxyphenyl)-3,6-dimethoxy-5-phenylphenol CHEMBL1951870 57345621 C20H18O4 322.12 -1.0242 3.22 4.965 0 2 58.92 8 3 24 0 InChI=1S/C20H18O4/c1-23-17-12-16(13-6-4-3-5-7-13)20(24-2)19(22)18(17)14-8-10-15(21)11-9-14/h3-12,21-22H,1-2H3 LVUGIAPKIURDNR-UHFFFAOYSA-N COc1cc(c2ccccc2)c(c(c1c1ccc(cc1)O)O)OC NPC301969 4-Epiisoinuviscolide (3aS,5aS,8S,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL1163771 46906382 C15H20O3 248.14 0.906 2.78 1.628 3 1 46.53 3 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h6,10-13,17H,2,4-5,7H2,1,3H3/t10-,11-,12-,13+,15+/m1/s1 APMKESKZWHNIDJ-NTASLKFISA-N CC1=C[C@@H]2OC(=O)C(=C)[C@H]2C[C@@H]2[C@@H]1CC[C@]2(C)O NPC37607 4-Epi-Isoinuviscolide (3aS,5aR,8S,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL1644107 53320574 C15H20O3 248.14 0.906 2.78 1.628 3 1 46.53 3 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h6,10-13,17H,2,4-5,7H2,1,3H3/t10-,11+,12+,13-,15-/m0/s1 APMKESKZWHNIDJ-PFFFPCNUSA-N CC1=C[C@@H]2OC(=O)C(=C)[C@H]2C[C@@H]2[C@H]1CC[C@]2(C)O NPC284732 4-Epi-Malacitanolide [(3aR,4S,5aR,6R,9R,9aS,9bR)-9-formyl-6-hydroxy-5a-methyl-3-methylidene-2-oxo-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate CHEMBL517009 44566534 C20H26O8 394.16 -1.1046 2.78 -0.196 8 3 130.36 10 3 28 0 InChI=1S/C20H26O8/c1-9(12(23)8-22)18(25)27-13-6-20(3)14(24)5-4-11(7-21)16(20)17-15(13)10(2)19(26)28-17/h7,11-17,22-24H,1-2,4-6,8H2,3H3/t11-,12-,13-,14+,15+,16+,17-,20-/m0/s1 OZJAAHIGUMFSHY-SQFWDQPPSA-N OC[C@@H](C(=C)C(=O)O[C@H]1C[C@@]2(C)[C@H](O)CC[C@H]([C@@H]2[C@@H]2[C@@H]1C(=C)C(=O)O2)C=O)O NPC194857 4-Ethyl-3-Methyl-N-[2-[4-[(4-Methylcyclohexyl)Carbamoylsulfamoyl]Phenyl]Ethyl]-5-Oxo-2H-Pyrrole-1-Carboxamide 4-ethyl-3-methyl-N-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-5-oxo-2H-pyrrole-1-carboxamide CHEMBL149223 3476 C24H34N4O5S 490.22 0.2885 3 4.487 9 3 140.04 14 3 34 0 InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30) WIGIZIANZCJQQY-UHFFFAOYSA-N CCC1=C(C)CN(C1=O)C(=NCCc1ccc(cc1)S(=O)(=O)NC(=NC1CCC(CC1)C)O)O NPC80027 4-Ethylresorcinol 4-ethylbenzene-1,3-diol CHEMBL2332776 17927 C8H10O2 138.07 -0.6137 2.12 1.551 0 2 40.46 4 1 10 0 InChI=1S/C8H10O2/c1-2-6-3-4-7(9)5-8(6)10/h3-5,9-10H,2H2,1H3 VGMJYYDKPUPTID-UHFFFAOYSA-N CCc1ccc(cc1O)O NPC104560 4-Hydroxy-2-(2-((1R,4As,5R,6R,8As)-6-Hydroxy-5-(Hydroxymethyl)-5,8A-Dimethyl-2-Methylene-Decahydronaphthalen-1-Yl)Ethyl)But-2-Enoic Acid (Z)-2-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-4-hydroxybut-2-enoic acid CHEMBL511768 44577209 C20H32O5 352.22 -0.1708 3.11 3.057 5 4 97.99 12 2 25 0 InChI=1S/C20H32O5/c1-13-4-7-16-19(2,10-8-17(23)20(16,3)12-22)15(13)6-5-14(9-11-21)18(24)25/h9,15-17,21-23H,1,4-8,10-12H2,2-3H3,(H,24,25)/b14-9-/t15-,16+,17-,19+,20+/m1/s1 SSCXIOHKJCIXKI-KWKBPYNPSA-N OC/C=C(\C(=O)O)/CC[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@H]([C@@]2(C)CO)O NPC470908 4-Hydroxy-2-(2-Hydroxypropan-2-Yl)-9-((S)-1-Hydroxypropyl)-5-(2-Methylbutanoyl)-2H-Furo[2,3-F]Chromen-7(3H)-One 4-hydroxy-2-(2-hydroxypropan-2-yl)-9-[(1S)-1-hydroxypropyl]-5-(2-methylbutanoyl)-2,3-dihydrofuro[2,3-f]chromen-7-one CHEMBL2311548 11589499 C22H28O7 404.18 -1.3473 3.11 1.874 4 3 113.29 14 3 29 0 InChI=1S/C22H28O7/c1-6-10(3)18(25)17-19(26)12-8-14(22(4,5)27)28-20(12)16-11(13(23)7-2)9-15(24)29-21(16)17/h9-10,13-14,23,26-27H,6-8H2,1-5H3/t10?,13-,14?/m0/s1 SQQGGJWEISSOFM-AWAWDMARSA-N CCC(C(=O)c1c(O)c2CC(Oc2c2c1oc(=O)cc2[C@H](CC)O)C(O)(C)C)C NPC101670 4-Hydroxy-3,5-Dimethoxy-4-(2-Oxopropyl)Cyclohexa-2,5-Dien-1-One 4-hydroxy-3,5-dimethoxy-4-(2-oxopropyl)cyclohexa-2,5-dien-1-one CHEMBL477855 241783 C11H14O5 226.08 -1.5031 2.12 -0.219 5 1 72.83 8 1 16 0 InChI=1S/C11H14O5/c1-7(12)6-11(14)9(15-2)4-8(13)5-10(11)16-3/h4-5,14H,6H2,1-3H3 KMNCHTPRXWQOIZ-UHFFFAOYSA-N COC1=CC(=O)C=C(C1(O)CC(=O)C)OC NPC226973 4'-Hydroxy-5,6,7,8-Tetramethoxyflavone 2-(4-hydroxyphenyl)-5,6,7,8-tetramethoxychromen-4-one CHEMBL479077 3010100 C19H18O7 358.11 -1.1711 2.78 1.717 1 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-15-14-12(21)9-13(10-5-7-11(20)8-6-10)26-16(14)18(24-3)19(25-4)17(15)23-2/h5-9,20H,1-4H3 IECRXMSGDFIOEY-UHFFFAOYSA-N COc1c(OC)c2oc(cc(=O)c2c(c1OC)OC)c1ccc(cc1)O NPC219861 4-Hydroxy-6-(4-Hydroxyphenyl)-2-(2-Hydroxypropan-2-Yl)-9-(3-Methylbut-2-Enyl)Furo[3,2-G]Chromen-5-One 4-hydroxy-6-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2-enyl)furo[3,2-g]chromen-5-one CHEMBL559517 25209719 C25H24O6 420.16 0.2698 3.55 3.826 2 3 100.13 11 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-10-16-23-17(11-19(31-23)25(3,4)29)21(27)20-22(28)18(12-30-24(16)20)14-6-8-15(26)9-7-14/h5-9,11-12,26-27,29H,10H2,1-4H3 ZJPXKVGTXCAVOR-UHFFFAOYSA-N CC(=CCc1c2occ(c(=O)c2c(c2c1oc(c2)C(O)(C)C)O)c1ccc(cc1)O)C NPC6984 4-Hydroxyacetophenone 1-(4-hydroxyphenyl)ethanone CHEMBL201083 7469 C8H8O2 136.05 -0.7142 2.12 1.335 1 1 37.3 3 1 10 0 InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3 TXFPEBPIARQUIG-UHFFFAOYSA-N CC(=O)c1ccc(cc1)O NPC219913 4-Hydroxybenzaldehyde 4-hydroxybenzaldehyde CHEMBL14193 126 C7H6O2 122.04 -0.6527 2.01 1.484 1 1 37.3 2 1 9 0 InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H RGHHSNMVTDWUBI-UHFFFAOYSA-N O=Cc1ccc(cc1)O NPC29601 4-Hydroxybenzylamine 4-(aminomethyl)phenol CHEMBL202519 97472 C7H9NO 123.07 -1.1986 2.01 0.746 1 2 46.25 3 1 9 0 InChI=1S/C7H9NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H,5,8H2 RQJDUEKERVZLLU-UHFFFAOYSA-N NCc1ccc(cc1)O NPC141068 4-Hydroxycoumarins 4-hydroxychromen-2-one CHEMBL301141 54682930 C9H6O3 162.03 -0.2931 2.12 2.292 2 1 46.53 1 2 12 0 InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H VXIXUWQIVKSKSA-UHFFFAOYSA-N O=c1cc(O)c2c(o1)cccc2 NPC127676 4'-Hydroxydehydrokawain 6-[(E)-2-(4-hydroxyphenyl)ethenyl]-4-methoxypyran-2-one CHEMBL464111 10243535 C14H12O4 244.07 -0.2001 2.56 2.86 3 1 55.76 5 2 18 0 InChI=1S/C14H12O4/c1-17-13-8-12(18-14(16)9-13)7-4-10-2-5-11(15)6-3-10/h2-9,15H,1H3/b7-4+ VWYHYOYHRIWSJU-QPJJXVBHSA-N COc1cc(/C=C/c2ccc(cc2)O)oc(=O)c1 NPC156590 4-Hydroxyloncarpin (E)-1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL362378 5889042 C20H18O4 322.12 0.0845 3.22 4.164 1 2 66.76 7 3 24 0 InChI=1S/C20H18O4/c1-20(2)12-11-16-18(24-20)10-8-15(19(16)23)17(22)9-5-13-3-6-14(21)7-4-13/h3-12,21,23H,1-2H3/b9-5+ IQHPDUUSMBMDGN-WEVVVXLNSA-N Oc1ccc(cc1)/C=C/C(=O)c1ccc2c(c1O)C=CC(O2)(C)C NPC175738 4-Hydroxypanduratin A [(1R,2S,6R)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]-(2,4,6-trihydroxyphenyl)methanone CHEMBL210882 636530 C25H28O4 392.2 0.7372 3.77 7.003 1 3 77.76 11 3 29 1 InChI=1S/C25H28O4/c1-15(2)9-11-19-16(3)10-12-20(17-7-5-4-6-8-17)23(19)25(29)24-21(27)13-18(26)14-22(24)28/h4-10,13-14,19-20,23,26-28H,11-12H2,1-3H3/t19-,20+,23-/m1/s1 AYPOOQWQTQIRFW-ZRCGQRJVSA-N CC(=CC[C@@H]1C(=CC[C@H]([C@@H]1C(=O)c1c(O)cc(cc1O)O)c1ccccc1)C)C NPC247976 4-Hydroxysaprothoquinone 8-(4-hydroxy-4-methylpentyl)-7-methyl-3-propan-2-ylnaphthalene-1,2-dione CHEMBL453303 5325817 C20H26O3 314.19 1.1233 3.33 5.078 3 1 54.37 11 2 23 1 InChI=1S/C20H26O3/c1-12(2)16-11-14-9-8-13(3)15(7-6-10-20(4,5)23)17(14)19(22)18(16)21/h8-9,11-12,23H,6-7,10H2,1-5H3 QJYXXTULLNTAEX-UHFFFAOYSA-N CC(C1=Cc2ccc(c(c2C(=O)C1=O)CCCC(O)(C)C)C)C NPC301323 4'-Hydroxywogonin 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one CHEMBL245712 5322078 C16H12O6 300.06 -1.9363 2.56 1.123 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-15-12(20)6-10(18)14-11(19)7-13(22-16(14)15)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3 OEZZJTAJYYSQKM-UHFFFAOYSA-N COc1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O NPC108456 4'-Isobutyrylhomoeriodictyol [4-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl] 2-methylpropanoate CHEMBL490162 44576022 C20H20O7 372.12 -0.7627 2.89 1.739 2 2 102.29 10 3 27 0 InChI=1S/C20H20O7/c1-10(2)20(24)27-15-5-4-11(6-17(15)25-3)16-9-14(23)19-13(22)7-12(21)8-18(19)26-16/h4-8,10,16,21-22H,9H2,1-3H3/t16-/m0/s1 IGCZWOGVHOOOEO-INIZCTEOSA-N COc1cc(ccc1OC(=O)C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC27723 4-Isothiocyanatobut-1-Ene 4-isothiocyanatobut-1-ene CHEMBL3593942 76922 C5H7NS 113.03 0.4712 1.79 2.436 1 0 44.45 3 0 7 0 InChI=1S/C5H7NS/c1-2-3-4-6-5-7/h2H,1,3-4H2 SKIHGKNFJKJXPX-UHFFFAOYSA-N C=CCCN=C=S NPC179686 4-Methoxy Ethyl Cinnamate ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate CHEMBL95956 5281783 C12H14O3 206.09 0.5709 2.45 3.149 2 0 35.53 7 1 15 0 InChI=1S/C12H14O3/c1-3-15-12(13)9-6-10-4-7-11(14-2)8-5-10/h4-9H,3H2,1-2H3/b9-6+ DHNGCHLFKUPGPX-RMKNXTFCSA-N CCOC(=O)/C=C/c1ccc(cc1)OC NPC250476 4-Methoxy-1-Methylquinolin-2-One 4-methoxy-1-methylquinolin-2-one CHEMBL402069 182073 C11H11NO2 189.08 -0.67 2.34 2.224 3 0 29.54 3 2 14 0 InChI=1S/C11H11NO2/c1-12-9-6-4-3-5-8(9)10(14-2)7-11(12)13/h3-7H,1-2H3 SPBLFONLHXBBQE-UHFFFAOYSA-N COc1cc(=O)n(c2c1cccc2)C NPC26850 4-Methoxy-2-Phenylquinoline 4-methoxy-2-phenylquinoline CHEMBL279335 826247 C16H13NO 235.1 -0.0518 3 5.566 1 0 22.12 3 3 18 1 InChI=1S/C16H13NO/c1-18-16-11-15(12-7-3-2-4-8-12)17-14-10-6-5-9-13(14)16/h2-11H,1H3 CVJHRDUVYHASOG-UHFFFAOYSA-N COc1cc(nc2c1cccc2)c1ccccc1 NPC228922 4-Methoxy-3,3',5-Trihydroxybibenzyl 5-[2-(3-hydroxy-4-methoxyphenyl)ethyl]benzene-1,3-diol CHEMBL110154 11459623 C15H16O4 260.1 -1.3079 2.67 2.565 0 3 69.92 8 2 19 0 InChI=1S/C15H16O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h4-9,16-18H,2-3H2,1H3 XYWLGCOVGGWHHO-UHFFFAOYSA-N COc1ccc(cc1O)CCc1cc(O)cc(c1)O NPC2518 4-Methoxycinnamic Acid (E)-3-(4-methoxyphenyl)prop-2-enoic acid CHEMBL95770 699414 C10H10O3 178.06 0.0695 2.23 2.405 2 1 46.53 5 1 13 0 InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+ AFDXODALSZRGIH-QPJJXVBHSA-N COc1ccc(cc1)/C=C/C(=O)O NPC67585 4-Methoxydalbergione 2-methoxy-5-(1-phenylprop-2-enyl)cyclohexa-2,5-diene-1,4-dione CHEMBL1554531 99926 C16H14O3 254.09 0.2064 2.89 4.381 3 0 43.37 5 2 19 0 InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3 RGSUZUQISVAJJF-UHFFFAOYSA-N COC1=CC(=O)C(=CC1=O)C(c1ccccc1)C=C NPC2771 4'-Methoxyflavone 2-(4-methoxyphenyl)chromen-4-one CHEMBL16312 77793 C16H12O3 252.08 -0.5554 2.89 4.223 1 0 35.53 3 3 19 0 InChI=1S/C16H12O3/c1-18-12-8-6-11(7-9-12)16-10-14(17)13-4-2-3-5-15(13)19-16/h2-10H,1H3 OMICQBVLCVRFGN-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cccc2 NPC234639 4-Methoxyphenylacetic Acid 2-(4-methoxyphenyl)acetic acid CHEMBL1760597 7690 C9H10O3 166.06 -0.2568 2.12 1.581 2 1 46.53 5 1 12 0 InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11) NRPFNQUDKRYCNX-UHFFFAOYSA-N COc1ccc(cc1)CC(=O)O NPC17170 4-Methylabyssinone V (2S)-5,7-dihydroxy-2-[4-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL470249 6548074 C26H30O5 422.21 2.3489 3.77 4.356 1 2 75.99 13 3 31 0 InChI=1S/C26H30O5/c1-15(2)6-8-17-10-19(11-18(26(17)30-5)9-7-16(3)4)23-14-22(29)25-21(28)12-20(27)13-24(25)31-23/h6-7,10-13,23,27-28H,8-9,14H2,1-5H3/t23-/m0/s1 JHEBMTRMMJXPTM-QHCPKHFHSA-N COc1c(CC=C(C)C)cc(cc1CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC100039 4-Methylbenzaldehyde 4-methylbenzaldehyde CHEMBL190927 7725 C8H8O 120.06 0.4496 2.23 3.403 1 0 17.07 2 1 9 0 InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3 FXLOVSHXALFLKQ-UHFFFAOYSA-N O=Cc1ccc(cc1)C NPC253423 4-Methylbenzoic Acid 4-methylbenzoic acid CHEMBL21708 7470 C8H8O2 136.05 0.4022 2.12 2.989 2 1 37.3 3 1 10 0 InChI=1S/C8H8O2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3,(H,9,10) LPNBBFKOUUSUDB-UHFFFAOYSA-N OC(=O)c1ccc(cc1)C NPC123273 4-Nonylphenol 4-nonylphenol CHEMBL153062 1752 C15H24O 220.18 -2.3626 3 6.919 0 1 20.23 10 1 16 1 InChI=1S/C15H24O/c1-2-3-4-5-6-7-8-9-14-10-12-15(16)13-11-14/h10-13,16H,2-9H2,1H3 IGFHQQFPSIBGKE-UHFFFAOYSA-N CCCCCCCCCc1ccc(cc1)O NPC127415 4-O-Beta-D-Glucopyranosyl-1,7-Dihydroxyxanthone 1,7-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one CHEMBL2436933 72375429 C19H18O10 406.09 -3.5457 2.45 -0.494 6 6 166.14 9 4 29 1 InChI=1S/C19H18O10/c20-6-12-15(24)16(25)17(26)19(29-12)28-11-4-2-9(22)13-14(23)8-5-7(21)1-3-10(8)27-18(11)13/h1-5,12,15-17,19-22,24-26H,6H2/t12-,15-,16+,17-,19-/m1/s1 PSDBZYXVXTYMAQ-PITHAFQJSA-N OC[C@H]1O[C@@H](Oc2ccc(c3c2oc2ccc(cc2c3=O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC475224 4'-O-Beta-D-Glucosyl-9-O-(6' '-Deoxysaccharosyl)Olivil (2S,3R,4S,5S,6R)-2-[4-[[(3S,4R,5S)-4-[[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methoxymethyl]-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL501388 21591949 C38H54O22 862.31 -7.6868 3.22 -3.01 18 13 346.06 31 6 60 3 InChI=1S/C38H54O22/c1-52-21-8-17(4-5-19(21)42)33-18(12-54-13-25-28(45)34(50)38(14-41,59-25)60-36-32(49)30(47)27(44)24(11-40)58-36)37(51,15-55-33)9-16-3-6-20(22(7-16)53-2)56-35-31(48)29(46)26(43)23(10-39)57-35/h3-8,18,23-36,39-51H,9-15H2,1-2H3/t18-,23-,24-,25-,26-,27-,28-,29+,30+,31-,32-,33-,34+,35-,36-,37-,38+/m1/s1 NVEGRZMDXHGAHQ-ZBBDYMFJSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)C[C@@]2(O)CO[C@@H]([C@H]2COC[C@H]2O[C@@]([C@H]([C@@H]2O)O)(CO)O[C@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC318325 4-Octylphenol 4-octylphenol CHEMBL195437 15730 C14H22O 206.17 -2.0746 2.89 6.35 0 1 20.23 9 1 15 1 InChI=1S/C14H22O/c1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13/h9-12,15H,2-8H2,1H3 NTDQQZYCCIDJRK-UHFFFAOYSA-N CCCCCCCCc1ccc(cc1)O NPC304048 4-O-Demethylmanassantin B 4-[(1R,2R)-2-[4-[(2S,3R,4R,5S)-5-[4-[(1R,2R)-1-(1,3-benzodioxol-5-yl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol CHEMBL445601 10055535 C40H46O11 702.3 -2.2343 4.65 5.726 3 3 134.53 23 6 51 2 InChI=1S/C40H46O11/c1-21-22(2)40(28-11-15-32(35(19-28)46-7)50-24(4)38(43)26-9-13-30-36(17-26)48-20-47-30)51-39(21)27-10-14-31(34(18-27)45-6)49-23(3)37(42)25-8-12-29(41)33(16-25)44-5/h8-19,21-24,37-43H,20H2,1-7H3/t21-,22-,23-,24-,37+,38+,39+,40+/m1/s1 WQSGIPAMJXWYGZ-NPIUFYBCSA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc2c(c1)OCO2)O)C NPC42464 4-O-Galloylchlorogenic Acid (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid CHEMBL458307 10929258 C23H22O13 506.11 -3.2079 2.56 -0.054 8 8 231.51 16 3 36 1 InChI=1S/C23H22O13/c24-12-3-1-10(5-13(12)25)2-4-18(29)35-17-9-23(34,22(32)33)8-16(28)20(17)36-21(31)11-6-14(26)19(30)15(27)7-11/h1-7,16-17,20,24-28,30,34H,8-9H2,(H,32,33)/b4-2+/t16-,17-,20-,23+/m1/s1 JODSXMBDAMZIDL-HXYPBPKPSA-N O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC234333 4'-O-Me-Ent-Gallocatechin (2S,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL465620 10087345 C16H16O7 320.09 -2.5458 2.45 -0.467 1 5 119.61 8 3 23 0 InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15+/m1/s1 ITDYPNOEEHONAH-HIFRSBDPSA-N COc1c(O)cc(cc1O)[C@@H]1Oc2cc(O)cc(c2C[C@H]1O)O NPC148757 4'-O-Methyl-8-Prenylnaringenin (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL556429 45272659 C21H22O5 354.15 0.4715 3.22 2.886 1 2 75.99 9 3 26 0 InChI=1S/C21H22O5/c1-12(2)4-9-15-16(22)10-17(23)20-18(24)11-19(26-21(15)20)13-5-7-14(25-3)8-6-13/h4-8,10,19,22-23H,9,11H2,1-3H3/t19-/m0/s1 CTFJUDTWKJHYNX-IBGZPJMESA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(cc2O)O NPC282009 4'-O-Methyldiplacol (2R,3R)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL2011402 24854124 C26H30O7 454.2 0.5912 3.55 3.41 2 4 116.45 15 3 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-7-15(3)8-10-17-18(27)13-21-22(23(17)29)24(30)25(31)26(33-21)16-9-11-20(32-4)19(28)12-16/h6,8-9,11-13,25-29,31H,5,7,10H2,1-4H3/b15-8+/t25-,26+/m0/s1 HXSRAKGAZOSYEH-WFQOKMFZSA-N COc1ccc(cc1O)[C@H]1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O)C/C=C(/CCC=C(C)C)\C NPC278778 4'-O-Methyldiplacone (2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL2011404 24854122 C26H30O6 438.2 1.2434 3.66 3.745 1 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-15(2)6-5-7-16(3)8-10-18-19(27)13-24-25(26(18)30)21(29)14-23(32-24)17-9-11-22(31-4)20(28)12-17/h6,8-9,11-13,23,27-28,30H,5,7,10,14H2,1-4H3/b16-8+/t23-/m0/s1 FVUVHWPNLPHERN-SICWBLJQSA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC201959 4'-O-Methylnyasol 4-[(1Z,3R)-1-(4-methoxyphenyl)penta-1,4-dien-3-yl]phenol CHEMBL1078282 23626544 C18H18O2 266.13 0.5323 3.22 6.149 0 1 29.46 7 2 20 1 InChI=1S/C18H18O2/c1-3-15(16-8-10-17(19)11-9-16)7-4-14-5-12-18(20-2)13-6-14/h3-13,15,19H,1H2,2H3/b7-4-/t15-/m1/s1 MTYGOTBQCBXZQD-IJVDHGTGSA-N C=C[C@@H](c1ccc(cc1)O)/C=C\c1ccc(cc1)OC NPC184136 4'-O-Methylscutellarein 5,6,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL3741397 11174076 C16H12O6 300.06 -1.9363 2.56 1.981 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-9-4-2-8(3-5-9)12-6-10(17)14-13(22-12)7-11(18)15(19)16(14)20/h2-7,18-20H,1H3 XVMMEYCPXZYLAI-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)O)O NPC476301 4-O-Rhamnosyl-7S,8R-7',8'-Erythro-Sismbrifolin (2S,3R,4R,5R,6S)-2-[4-[(2S,3R)-3-(hydroxymethyl)-7-methoxy-5-[(1R,2S)-1,2,3-trihydroxypropyl]-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol CHEMBL562877 45272229 C26H34O12 538.21 -4.2402 3 -0.954 8 7 187.76 19 4 38 1 InChI=1S/C26H34O12/c1-11-20(30)22(32)23(33)26(36-11)37-17-5-4-12(7-18(17)34-2)24-15(9-27)14-6-13(21(31)16(29)10-28)8-19(35-3)25(14)38-24/h4-8,11,15-16,20-24,26-33H,9-10H2,1-3H3/t11-,15-,16-,20-,21+,22+,23+,24+,26-/m0/s1 NQHFIYPUIVKCLI-KNJWWJHHSA-N OC[C@@H]([C@@H](c1cc2[C@H](CO)[C@H](Oc2c(c1)OC)c1ccc(c(c1)OC)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC66789 4-Oxo-1H-Pyridine-3-Carboxylic Acid 4-oxo-1H-pyridine-3-carboxylic acid CHEMBL1610346 69113 C6H5NO3 139.03 -1.3327 1.68 0.824 4 2 66.4 2 1 10 0 InChI=1S/C6H5NO3/c8-5-1-2-7-3-4(5)6(9)10/h1-3H,(H,7,8)(H,9,10) CHCUBGPSZDGABM-UHFFFAOYSA-N OC(=O)c1c[nH]ccc1=O NPC149545 4-Prop-2-Enoxychromen-2-One 4-prop-2-enoxychromen-2-one CHEMBL1957180 5133468 C12H10O3 202.06 0.3882 2.45 3.228 2 0 35.53 3 2 15 0 InChI=1S/C12H10O3/c1-2-7-14-11-8-12(13)15-10-6-4-3-5-9(10)11/h2-6,8H,1,7H2 LWRKLYVFSHDLMU-UHFFFAOYSA-N C=CCOc1cc(=O)oc2c1cccc2 NPC69403 4-Propoxybenzoic Acid 4-propoxybenzoic acid CHEMBL112328 138500 C10H12O3 180.08 -0.619 2.23 2.37 2 1 46.53 6 1 13 0 InChI=1S/C10H12O3/c1-2-7-13-9-5-3-8(4-6-9)10(11)12/h3-6H,2,7H2,1H3,(H,11,12) GDFUWFOCYZZGQU-UHFFFAOYSA-N CCCOc1ccc(cc1)C(=O)O NPC305603 5-(11'(S)-Hydroxy-8'-Heptadecaenyl)Resorcinol 5-[(Z,11S)-11-hydroxyheptadec-8-enyl]benzene-1,3-diol CHEMBL253132 23626633 C23H38O3 362.28 -3.2186 3.66 7.696 1 3 60.69 19 1 26 2 InChI=1S/C23H38O3/c1-2-3-4-12-15-21(24)16-13-10-8-6-5-7-9-11-14-20-17-22(25)19-23(26)18-20/h10,13,17-19,21,24-26H,2-9,11-12,14-16H2,1H3/b13-10-/t21-/m0/s1 QKJHTDPOTJRZOH-DGDFFNOKSA-N CCCCCC[C@@H](C/C=C\CCCCCCCc1cc(O)cc(c1)O)O NPC61033 5-(12'(S)-Hydroxy-8',14'-Heptadecadienyl)Resorcinol 5-[(8Z,12S,14Z)-12-hydroxyheptadeca-8,14-dienyl]benzene-1,3-diol CHEMBL253133 23626635 C23H36O3 360.27 -1.6312 3.66 7.18 1 3 60.69 18 1 26 2 InChI=1S/C23H36O3/c1-2-3-11-15-21(24)16-13-10-8-6-4-5-7-9-12-14-20-17-22(25)19-23(26)18-20/h3,8,10-11,17-19,21,24-26H,2,4-7,9,12-16H2,1H3/b10-8-,11-3-/t21-/m1/s1 VWQPNCPIVYGVMV-NYUKNHBNSA-N CC/C=C\C[C@H](CC/C=C\CCCCCCCc1cc(O)cc(c1)O)O NPC132345 5''-(2''''-Hydroxyphenyl)-Methyluvarinol (2S)-5-hydroxy-6,8-bis[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835970 56672279 C43H36O7 664.25 -0.9102 5.42 9.736 1 5 127.45 14 7 50 1 InChI=1S/C43H36O7/c44-35-12-6-4-10-29(35)18-26-14-16-37(46)31(20-26)22-33-24-34(23-32-21-27(15-17-38(32)47)19-30-11-5-7-13-36(30)45)43-41(42(33)49)39(48)25-40(50-43)28-8-2-1-3-9-28/h1-17,20-21,24,40,44-47,49H,18-19,22-23,25H2/t40-/m0/s1 PTAOGUZRPGZTHF-FAIXQHPJSA-N O=C1C[C@H](Oc2c1c(O)c(cc2Cc1cc(ccc1O)Cc1ccccc1O)Cc1cc(ccc1O)Cc1ccccc1O)c1ccccc1 NPC20796 5-(3',3'-Dimethylallyloxy)-6,7-Methylendioxycoumarin 9-(3-methylbut-2-enoxy)-[1,3]dioxolo[4,5-g]chromen-6-one CHEMBL595800 46226618 C15H14O5 274.08 1.381 2.56 2.291 1 0 53.99 5 3 20 0 InChI=1S/C15H14O5/c1-9(2)5-6-17-14-10-3-4-13(16)20-11(10)7-12-15(14)19-8-18-12/h3-5,7H,6,8H2,1-2H3 LVDCFTVFEPEBSA-UHFFFAOYSA-N CC(=CCOc1c2OCOc2cc2c1ccc(=O)o2)C NPC254625 5-(3,4-Dimethoxyphenethyl)-1,2,3-Trimethoxybenzene 5-[2-(3,4-dimethoxyphenyl)ethyl]-1,2,3-trimethoxybenzene CHEMBL307158 3086528 C19H24O5 332.16 -0.1342 3 3.678 0 0 46.15 13 2 24 0 InChI=1S/C19H24O5/c1-20-15-9-8-13(10-16(15)21-2)6-7-14-11-17(22-3)19(24-5)18(12-14)23-4/h8-12H,6-7H2,1-5H3 XKKZNLRWNSUNBW-UHFFFAOYSA-N COc1ccc(cc1OC)CCc1cc(OC)c(c(c1)OC)OC NPC8981 5'-(3-Buten-1-Ynyl)-2,2'-Bithiophene 2-but-3-en-1-ynyl-5-thiophen-2-ylthiophene CHEMBL2252901 70813 C12H8S2 216.01 2.4791 2.56 4.628 0 0 56.48 1 2 14 0 InChI=1S/C12H8S2/c1-2-3-5-10-7-8-12(14-10)11-6-4-9-13-11/h2,4,6-9H,1H2 GWAIEOFEEWQORO-UHFFFAOYSA-N C=CC#Cc1ccc(s1)c1cccs1 NPC221077 5-(3-Methoxyphenethyl)-3-Methoxybenzene-1,2-Diol 3-methoxy-5-[2-(3-methoxyphenyl)ethyl]benzene-1,2-diol CHEMBL216090 44418770 C16H18O4 274.12 -0.8994 2.78 3.724 0 2 58.92 9 2 20 0 InChI=1S/C16H18O4/c1-19-13-5-3-4-11(8-13)6-7-12-9-14(17)16(18)15(10-12)20-2/h3-5,8-10,17-18H,6-7H2,1-2H3 DEMRUANQYFMYPI-UHFFFAOYSA-N COc1cccc(c1)CCc1cc(O)c(c(c1)OC)O NPC161659 5-(6-Aminopurin-9-Yl)-2-(Hydroxymethyl)Oxolan-3-Ol 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol CHEMBL416340 636 C10H13N5O3 251.1 -2.0564 1.68 -1.208 8 3 119.31 5 3 18 0 InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13) OLXZPDWKRNYJJZ-UHFFFAOYSA-N OCC1OC(CC1O)n1cnc2c1ncnc2N NPC473413 5-(7-Hydroxy-Chroman-2-Yl)-3-(3-Methyl-But-2-Enyl)-Benzene-1,2-Diol 5-(7-hydroxy-3,4-dihydro-2H-chromen-2-yl)-3-(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL420310 44342137 C20H22O4 326.15 0.0664 3.22 3.869 0 3 69.92 8 3 24 0 InChI=1S/C20H22O4/c1-12(2)3-4-14-9-15(10-17(22)20(14)23)18-8-6-13-5-7-16(21)11-19(13)24-18/h3,5,7,9-11,18,21-23H,4,6,8H2,1-2H3 MSTNVJDHQJXVFI-UHFFFAOYSA-N CC(=CCc1cc(cc(c1O)O)C1CCc2c(O1)cc(cc2)O)C NPC222522 5-(8Z-Heptadecenyl)-1,3-Benzenediol 5-[(Z)-heptadec-8-enyl]benzene-1,3-diol CHEMBL462807 14235910 C23H38O2 346.29 -2.9959 3.77 9.781 0 2 40.46 18 1 25 2 InChI=1S/C23H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h9-10,18-20,24-25H,2-8,11-17H2,1H3/b10-9- DQSWQRFGZIJUCI-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCc1cc(O)cc(c1)O NPC43525 5-(Gamma,Gamma-Dimethylallyl)-Oxyresveratrol 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-6-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL463126 11034312 C19H20O4 312.14 0.504 3.11 3.521 0 4 80.92 10 2 23 0 InChI=1S/C19H20O4/c1-12(2)3-5-14-9-15(19(23)11-18(14)22)6-4-13-7-16(20)10-17(21)8-13/h3-4,6-11,20-23H,5H2,1-2H3/b6-4+ KYQWCQJWDVPXKY-GQCTYLIASA-N CC(=CCc1cc(/C=C/c2cc(O)cc(c2)O)c(cc1O)O)C NPC71002 5-(Heptadeca-8,11-Dienyl)Benzene-1,3-Diol 5-[(8Z,11Z)-heptadeca-8,11-dienyl]benzene-1,3-diol CHEMBL253004 14235913 C23H36O2 344.27 -1.6017 3.77 9.454 0 2 40.46 17 1 25 2 InChI=1S/C23H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h6-7,9-10,18-20,24-25H,2-5,8,11-17H2,1H3/b7-6-,10-9- LQLSZSURMCEKFF-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCCCCCc1cc(O)cc(c1)O NPC147030 5,10-Dimethoxy-2,2-Dimethylpyrano[3,2-G]Chromen-8-One 5,10-dimethoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one CHEMBL2334350 155148 C16H16O5 288.1 1.0742 2.67 2.044 1 0 53.99 6 3 21 0 InChI=1S/C16H16O5/c1-16(2)8-7-10-12(18-3)9-5-6-11(17)20-13(9)15(19-4)14(10)21-16/h5-8H,1-4H3 QZUNAFWZEXJWGD-UHFFFAOYSA-N COc1c2C=CC(Oc2c(c2c1ccc(=O)o2)OC)(C)C NPC19687 5,4'dihydroxy-3,6,7,8,3'-Pentamethoxyflavone 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7,8-tetramethoxychromen-4-one CHEMBL59220 100625 C20H20O9 404.11 -2.0233 2.67 0.994 2 2 112.91 13 3 29 0 InChI=1S/C20H20O9/c1-24-11-8-9(6-7-10(11)21)15-17(25-2)13(22)12-14(23)18(26-3)20(28-5)19(27-4)16(12)29-15/h6-8,21,23H,1-5H3 HCAGTMLWEWVIJA-UHFFFAOYSA-N COc1cc(ccc1O)c1oc2c(OC)c(OC)c(c(c2c(=O)c1OC)O)OC NPC476238 5,4'-Dihydroxy-6-(3''-Methylbut-2''-Enyl)-2'''-(4'''-Hydroxy-4'''-Methylethyl)-3'''-Methoxydihydrofurano-[4''',5''';7,8]Isoflavone (8R,9R)-5-hydroxy-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-9-methoxy-6-(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one CHEMBL557289 25195224 C26H28O7 452.18 0.1172 3.55 3.032 3 3 105.45 13 4 33 0 InChI=1S/C26H28O7/c1-13(2)6-11-16-20(28)18-21(29)17(14-7-9-15(27)10-8-14)12-32-23(18)19-22(16)33-25(24(19)31-5)26(3,4)30/h6-10,12,24-25,27-28,30H,11H2,1-5H3/t24-,25-/m1/s1 DTTYOIOSVDOSOG-JWQCQUIFSA-N CO[C@@H]1c2c(O[C@H]1C(O)(C)C)c(CC=C(C)C)c(c1c2occ(c1=O)c1ccc(cc1)O)O NPC473014 5,4'-Di-O-Methylsophoraflavanone G (2S)-7-hydroxy-2-(2-hydroxy-4-methoxyphenyl)-5-methoxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one CHEMBL3600409 68103253 C27H32O6 452.22 1.3299 3.77 4.349 1 2 85.22 15 3 33 0 InChI=1S/C27H32O6/c1-15(2)7-8-17(16(3)4)11-20-22(29)13-25(32-6)26-23(30)14-24(33-27(20)26)19-10-9-18(31-5)12-21(19)28/h7,9-10,12-13,17,24,28-29H,3,8,11,14H2,1-2,4-6H3/t17?,24-/m0/s1 WGYZIUPQEBQQND-UCSBTNPJSA-N COc1cc(O)c(c2c1C(=O)C[C@H](O2)c1ccc(cc1O)OC)CC(C(=C)C)CC=C(C)C NPC138942 5,5'-Dipropylbiphenyl-2,2'-Diol 2-(2-hydroxy-5-propylphenyl)-4-propylphenol CHEMBL32362 5321851 C18H22O2 270.16 -1.2692 3.22 6.178 0 2 40.46 9 2 20 1 InChI=1S/C18H22O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h7-12,19-20H,3-6H2,1-2H3 OYAQUBKYAKSHOA-UHFFFAOYSA-N CCCc1ccc(c(c1)c1cc(CCC)ccc1O)O NPC300943 5,6,3'-Trihydroxy-3,7,4'-Trimethoxyflavone 5,6-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one CHEMBL1085428 442621 C18H16O8 360.08 -2.38 2.56 1.348 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-10-5-4-8(6-9(10)19)17-18(25-3)16(22)13-11(26-17)7-12(24-2)14(20)15(13)21/h4-7,19-21H,1-3H3 UQBUUCDVKDSHCE-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2cc(OC)c(c(c2c(=O)c1OC)O)O NPC302408 5,6,7,3',4',5'-Hexamethoxyflavone 5,6,7-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one CHEMBL370963 185670 C21H22O8 402.13 -0.8144 2.89 1.792 1 0 81.68 13 3 29 0 InChI=1S/C21H22O8/c1-23-15-7-11(8-16(24-2)19(15)26-4)13-9-12(22)18-14(29-13)10-17(25-3)20(27-5)21(18)28-6/h7-10H,1-6H3 DYDFNKUHYXHWFM-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)c1cc(=O)c2c(o1)cc(c(c2OC)OC)OC NPC216318 5,6,7,8-Tetrahydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 5,6,7,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL234338 96506 C15H10O7 302.04 -2.8051 2.34 0.928 1 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-3-1-6(2-4-7)9-5-8(17)10-11(18)12(19)13(20)14(21)15(10)22-9/h1-5,16,18-21H SPZXXUUDYMHBSG-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(O)c(c(c2O)O)O NPC124467 5,6,8,3',6'-Pentamethoxy Flavone 2-(2,5-dimethoxyphenyl)-5,6,8-trimethoxychromen-4-one CHEMBL498139 25022469 C20H20O7 372.12 -0.7626 2.89 2.236 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-11-6-7-14(23-2)12(8-11)15-9-13(21)18-19(26-5)16(24-3)10-17(25-4)20(18)27-15/h6-10H,1-5H3 CQPMEFLLFKGIJL-UHFFFAOYSA-N COc1ccc(c(c1)c1cc(=O)c2c(o1)c(OC)cc(c2OC)OC)OC NPC239134 5,6-Didehydro-O-Methylsugiol (4aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one CHEMBL494660 11312990 C21H28O2 312.21 1.446 3.55 5.752 1 0 26.3 8 3 23 1 InChI=1S/C21H28O2/c1-13(2)14-10-15-16(11-18(14)23-6)21(5)9-7-8-20(3,4)19(21)12-17(15)22/h10-13H,7-9H2,1-6H3/t21-/m1/s1 UOTMTFHWVAHDHO-OAQYLSRUSA-N COc1cc2c(cc1C(C)C)C(=O)C=C1[C@]2(C)CCCC1(C)C NPC287588 5,6-Dihydronitidine 2,3-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine CHEMBL487807 99641 C21H19NO4 349.13 -0.2792 3.22 3.232 1 0 40.16 5 5 26 0 InChI=1S/C21H19NO4/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22/h4-9H,10-11H2,1-3H3 MTVOSXTZNVKGIF-UHFFFAOYSA-N COc1cc2c(cc1OC)CN(c1c2ccc2c1cc1c(c2)OCO1)C NPC71334 5,6-Dihydroxy-2-(4-Hydroxyphenyl)-7,8-Dimethoxychromen-4-One 5,6-dihydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxychromen-4-one CHEMBL478426 628895 C17H14O7 330.07 -1.9881 2.56 1.108 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-16-14(21)13(20)12-10(19)7-11(24-15(12)17(16)23-2)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3 DAUMHRNXYGHXIC-UHFFFAOYSA-N COc1c(O)c(O)c2c(c1OC)oc(cc2=O)c1ccc(cc1)O NPC146792 5,6-Dihydroxy-2-(4-Hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL2312739 5320623 C21H20O11 448.1 -4.0917 2.56 -0.075 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-14-17(26)19(28)20(29)21(32-14)31-13-6-12-15(18(27)16(13)25)10(24)5-11(30-12)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21-/m1/s1 VUGRLRAUZWGZJP-IAAKTDFRSA-N OC[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC471553 5,6-Dihydroxy-2-Methoxy-5-(1-Phenylallyl)Cyclohex-2-Ene-1,4-Dione 5,6-dihydroxy-2-methoxy-5-(1-phenylprop-2-enyl)cyclohex-2-ene-1,4-dione CHEMBL256508 24761039 C16H16O5 288.1 -1.4511 2.67 3.428 5 2 83.83 7 2 21 0 InChI=1S/C16H16O5/c1-3-11(10-7-5-4-6-8-10)16(20)13(17)9-12(21-2)14(18)15(16)19/h3-9,11,15,19-20H,1H2,2H3 WQCNPLOKEWOMRG-UHFFFAOYSA-N COC1=CC(=O)C(C(C1=O)O)(O)C(c1ccccc1)C=C NPC45618 5,6-Dihydroxy-2-Phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 5,6-dihydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL516858 5320313 C21H20O10 432.11 -3.6314 2.67 1.521 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c22-8-14-17(25)19(27)20(28)21(31-14)30-13-7-12-15(18(26)16(13)24)10(23)6-11(29-12)9-4-2-1-3-5-9/h1-7,14,17,19-22,24-28H,8H2/t14-,17-,19+,20-,21-/m1/s1 IPQKDIRUZHOIOM-IAAKTDFRSA-N OC[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O NPC61871 5,6-Dihydroxy-7-Methoxy-2-Methylchromen-4-One 5,6-dihydroxy-7-methoxy-2-methylchromen-4-one CHEMBL1684146 52918156 C11H10O5 222.05 -1.0365 2.12 0.402 1 2 75.99 5 2 16 0 InChI=1S/C11H10O5/c1-5-3-6(12)9-7(16-5)4-8(15-2)10(13)11(9)14/h3-4,13-14H,1-2H3 PJUGYRBTUWDWFG-UHFFFAOYSA-N COc1cc2oc(C)cc(=O)c2c(c1O)O NPC275722 5,6-Dihydroxy-7-Methoxyflavone 5,6-dihydroxy-7-methoxy-2-phenylchromen-4-one CHEMBL296800 471719 C16H12O5 284.07 -1.476 2.67 3.148 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-13-8-12-14(16(19)15(13)18)10(17)7-11(21-12)9-5-3-2-4-6-9/h2-8,18-19H,1H3 ZTHLHHDJRXJGRX-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1O)O)c1ccccc1 NPC13408 5,7,2',4'-Tetrahydroxy-3-Geranylflavone 2-(2,4-dihydroxyphenyl)-3-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxychromen-4-one CHEMBL458187 10295791 C25H26O6 422.17 0.6759 3.55 4.049 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-14(2)5-4-6-15(3)7-9-19-24(30)23-21(29)12-17(27)13-22(23)31-25(19)18-10-8-16(26)11-20(18)28/h5,7-8,10-13,26-29H,4,6,9H2,1-3H3/b15-7+ GRRICQNASNJYBZ-VIZOYTHASA-N C/C(=C\Cc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1O)O)/CCC=C(C)C NPC85131 5,7,3',4'-Tetrahydroxy-2'-(3,3-Dimethylallyl)Isoflavone 3-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one CHEMBL491480 11610052 C20H18O6 354.11 -0.6305 3 2.448 1 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-4-13-12(5-6-15(22)19(13)24)14-9-26-17-8-11(21)7-16(23)18(17)20(14)25/h3,5-9,21-24H,4H2,1-2H3 XIUMMQJDWWYGHD-UHFFFAOYSA-N CC(=CCc1c(O)c(O)ccc1c1coc2c(c1=O)c(O)cc(c2)O)C NPC93552 5,7,3',4'-Tetrahydroxy-2',5'-Di(3-Methylbut-2-Enyl)Isoflavone 3-[3,4-dihydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one CHEMBL2442950 12096316 C25H26O6 422.17 1.2469 3.55 3.918 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-7-15-9-18(17(8-6-14(3)4)25(30)23(15)28)19-12-31-21-11-16(26)10-20(27)22(21)24(19)29/h5-6,9-12,26-28,30H,7-8H2,1-4H3 RWGZXUWGOARVDQ-UHFFFAOYSA-N CC(=CCc1c(O)c(O)c(cc1c1coc2c(c1=O)c(O)cc(c2)O)CC=C(C)C)C NPC261866 5,7,3',5'-Tetrahydroxyflavanone-7-O-Beta-D-Glucopyranoside 2-(3,5-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1271981 52949179 C21H20O11 448.1 -4.0917 2.56 -0.504 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-11-4-12(25)17-13(26)6-14(31-15(17)5-11)8-1-9(23)3-10(24)2-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 RQLZFMNYGLUKEJ-QNDFHXLGSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2cc(O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC82325 5,7,3'-Trihydroxy-3,4'-Dimethoxyflavone 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one CHEMBL309263 5380905 C17H14O7 330.07 -2.3282 2.56 1.363 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-12-4-3-8(5-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,18-20H,1-2H3 ZSPZNFOLWQEVQJ-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2cc(O)cc(c2c(=O)c1OC)O NPC204854 5,7,3'-Trihydroxy-3,6,8,4'-Tetramethoxyflavone 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,8-trimethoxychromen-4-one CHEMBL1094282 21599528 C19H18O9 390.1 -2.4318 2.56 0.475 2 3 123.91 12 3 28 0 InChI=1S/C19H18O9/c1-24-10-6-5-8(7-9(10)20)15-18(26-3)13(22)11-12(21)17(25-2)14(23)19(27-4)16(11)28-15/h5-7,20-21,23H,1-4H3 HUCUBQBJTIMKKN-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2c(OC)c(O)c(c(c2c(=O)c1OC)O)OC NPC172253 5,7,40-Trimethoxyflavan (2S)-5,7-dimethoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-chromene CHEMBL240930 44437744 C18H20O4 300.14 -0.5855 3 3.527 0 0 36.92 7 3 22 0 InChI=1S/C18H20O4/c1-19-13-6-4-12(5-7-13)16-9-8-15-17(21-3)10-14(20-2)11-18(15)22-16/h4-7,10-11,16H,8-9H2,1-3H3/t16-/m0/s1 NODOVAFZWHOGIU-INIZCTEOSA-N COc1ccc(cc1)[C@@H]1CCc2c(O1)cc(cc2OC)OC NPC216978 5,7,4'-Trihydroxy-8,3'-Diprenylflavone 5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL3314708 91825842 C25H26O5 406.18 1.8703 3.66 4.507 1 3 86.99 12 3 30 0 InChI=1S/C25H26O5/c1-14(2)5-7-16-11-17(8-10-19(16)26)23-13-22(29)24-21(28)12-20(27)18(25(24)30-23)9-6-15(3)4/h5-6,8,10-13,26-28H,7,9H2,1-4H3 NZIDLHYOWGCCCH-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1cc(=O)c2c(o1)c(CC=C(C)C)c(cc2O)O)C NPC276905 5,7,4'-Tri-O-Methylkaempferol 3-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL2331821 624831 C18H16O6 328.09 -1.1154 2.78 3.472 2 1 74.22 8 3 24 0 InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)18-17(20)16(19)15-13(23-3)8-12(22-2)9-14(15)24-18/h4-9,20H,1-3H3 SGPXJCVFCJANKN-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(OC)cc(c2c(=O)c1O)OC NPC110639 5,7,8,3',4'-Pentamethoxyflavone 2-(3,4-dimethoxyphenyl)-5,7,8-trimethoxychromen-4-one CHEMBL451707 632135 C20H20O7 372.12 -0.7626 2.89 2.236 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(24-3)10-17(25-4)19(26-5)20(18)27-14/h6-10H,1-5H3 UYCWETIUOAGWIL-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)c(OC)c(cc2OC)OC NPC123127 5,7,8-Trimethoxycoumarin 5,7,8-trimethoxychromen-2-one CHEMBL596221 6482974 C12H12O5 236.07 0.1146 2.23 1.163 1 0 53.99 6 2 17 0 InChI=1S/C12H12O5/c1-14-8-6-9(15-2)12(16-3)11-7(8)4-5-10(13)17-11/h4-6H,1-3H3 MSFXSDYNQKVMTJ-UHFFFAOYSA-N COc1cc(OC)c2c(c1OC)oc(=O)cc2 NPC213216 5,7-Dihydroxy-2-(2-Hydroxyphenyl)Chromen-4-One 5,7-dihydroxy-2-(2-hydroxyphenyl)chromen-4-one CHEMBL242385 5322064 C15H10O5 270.05 -1.8845 2.56 1.778 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-8-5-11(18)15-12(19)7-13(20-14(15)6-8)9-3-1-2-4-10(9)17/h1-7,16-18H OFYPDAKTVZXXPC-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1O NPC78302 5,7-Dihydroxy-2-(3-Hydroxy-4,5-Dimethoxyphenyl)-3,6,8-Trimethoxychromen-4-One 5,7-dihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,6,8-trimethoxychromen-4-one CHEMBL74923 5352085 C20H20O10 420.11 -2.4836 2.56 0.031 2 3 133.14 14 3 30 0 InChI=1S/C20H20O10/c1-25-10-7-8(6-9(21)16(10)26-2)15-19(28-4)13(23)11-12(22)18(27-3)14(24)20(29-5)17(11)30-15/h6-7,21-22,24H,1-5H3 NFIDLKYHCKUWAW-UHFFFAOYSA-N COc1c(O)cc(cc1OC)c1oc2c(OC)c(O)c(c(c2c(=O)c1OC)O)OC NPC256283 5,7-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-6-Methoxychromen-4-One 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxychromen-4-one CHEMBL74838 5469524 C17H14O7 330.07 -1.9881 2.56 0.679 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-12-4-3-8(5-9(12)18)13-6-10(19)15-14(24-13)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3 VCWFILUULGOFCD-UHFFFAOYSA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(c(c2O)OC)O NPC226304 5,7-Dihydroxy-2-(4-Hydroxy-3,5-Dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1600723 5321577 C23H24O13 508.12 -4.5354 2.56 -0.708 7 7 204.83 15 4 36 1 InChI=1S/C23H24O13/c1-32-12-3-8(4-13(33-2)16(12)27)21-22(18(29)15-10(26)5-9(25)6-11(15)34-21)36-23-20(31)19(30)17(28)14(7-24)35-23/h3-6,14,17,19-20,23-28,30-31H,7H2,1-2H3/t14-,17-,19+,20-,23+/m1/s1 JMFWYRWPJVEZPV-AVGVHVDKSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC288669 5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-3,6,8-Trimethoxychromen-4-One 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,8-trimethoxychromen-4-one CHEMBL77156 5386959 C19H18O9 390.1 -2.4318 2.56 0.475 2 3 123.91 12 3 28 0 InChI=1S/C19H18O9/c1-24-10-7-8(5-6-9(10)20)15-18(26-3)13(22)11-12(21)17(25-2)14(23)19(27-4)16(11)28-15/h5-7,20-21,23H,1-4H3 DEQJJTUOVGHXHW-UHFFFAOYSA-N COc1cc(ccc1O)c1oc2c(OC)c(O)c(c(c2c(=O)c1OC)O)OC NPC16194 5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL1711509 44143977 C28H32O16 624.17 -5.7305 2.78 -1.098 11 9 254.52 18 5 44 2 InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27?,28-/m0/s1 UIDGLYUNOUKLBM-PRGLGRKWSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](COC2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O NPC79943 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-2,3-Dihydrochromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL32571 932 C15H12O5 272.07 -1.8144 2.56 0.897 1 3 86.99 4 3 20 0 InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2 FTVWIRXFELQLPI-UHFFFAOYSA-N Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(cc2O)O NPC191459 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-3,6,8-Trimethoxychromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6,8-trimethoxychromen-4-one CHEMBL1998369 5386960 C18H16O8 360.08 -2.38 2.56 0.919 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-16-11(20)10-12(21)17(24-2)14(8-4-6-9(19)7-5-8)26-15(10)18(25-3)13(16)22/h4-7,19-20,22H,1-3H3 KHZSFBNUQVEEQR-UHFFFAOYSA-N COc1c(O)c(OC)c2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)OC NPC77672 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1572115 9911508 C21H20O11 448.1 -4.4318 2.56 0.18 7 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m0/s1 JPUKWEQWGBDDQB-LQSBFMDOSA-N OC[C@@H]1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@H]([C@@H]([C@H]1O)O)O NPC265885 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-3-[3,4,5-Trihydroxy-6-[(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxymethyl]Oxan-2-Yl]Oxychromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL1419228 12313332 C27H30O15 594.16 -5.6787 2.78 -0.654 11 9 245.29 16 5 42 2 InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3 RTATXGUCZHCSNG-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O)O NPC326592 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]-8-(3,4,5-Trihydroxyoxan-2-Yl)Chromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one CHEMBL1537012 3550102 C26H28O14 564.15 -5.8452 2.78 -2.34 10 10 247.06 14 5 40 1 InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2 MMDUKUSNQNWVET-UHFFFAOYSA-N OCC1OC(C(C(C1O)O)O)c1c(O)c(C2OCC(C(C2O)O)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O NPC328740 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Chromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL1601394 4475102 C21H20O10 432.11 -4.1202 2.67 -0.508 6 7 177.14 10 4 31 1 InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2 MYXNWGACZJSMBT-UHFFFAOYSA-N OCC1OC(C(C(C1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O NPC324386 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-6-Methyl-2,3-Dihydrochromen-4-One 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydrochromen-4-one CHEMBL484640 301798 C16H14O5 286.08 -1.1724 2.67 1.009 1 3 86.99 5 3 21 0 InChI=1S/C16H14O5/c1-8-11(18)6-14-15(16(8)20)12(19)7-13(21-14)9-2-4-10(17)5-3-9/h2-6,13,17-18,20H,7H2,1H3 SLFZBNOERHGNMI-UHFFFAOYSA-N Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(c(c2O)C)O NPC287246 5,7-Dihydroxy-2-Phenyl-2,3-Dihydrochromen-4-One 5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL70518 238782 C15H12O4 256.07 -1.3541 2.67 2.493 1 2 66.76 3 3 19 0 InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 URFCJEUYXNAHFI-UHFFFAOYSA-N Oc1cc2OC(CC(=O)c2c(c1)O)c1ccccc1 NPC277174 5,7-Dihydroxy-3-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxy-2-(3,4,5-Trihydroxyphenyl)Chromen-4-One 5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL1599224 5352000 C21H20O12 464.1 -4.8524 2.45 -0.185 6 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3 DCYOADKBABEMIQ-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(C)C(C(C1O)O)O)c1cc(O)c(c(c1)O)O NPC472912 5,7-Dihydroxy-3-(3'-Hydroxy-4'-Methoxybenzyl)-4-Chromanone (3R)-5,7-dihydroxy-3-[(3-hydroxy-4-methoxyphenyl)methyl]-2,3-dihydrochromen-4-one CHEMBL3594087 638295 C17H16O6 316.09 -1.6625 2.67 0.644 1 3 96.22 7 3 23 0 InChI=1S/C17H16O6/c1-22-14-3-2-9(5-12(14)19)4-10-8-23-15-7-11(18)6-13(20)16(15)17(10)21/h2-3,5-7,10,18-20H,4,8H2,1H3/t10-/m1/s1 WIBOONWRYQFYQJ-SNVBAGLBSA-N COc1ccc(cc1O)C[C@@H]1COc2c(C1=O)c(O)cc(c2)O NPC204985 5,7-Dihydroxy-3-(4-Hydroxyphenyl)-6,8-Bis(3-Methylbut-2-Enyl)Chromen-4-One 5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)chromen-4-one CHEMBL494252 480783 C25H26O5 406.18 1.7072 3.66 4.452 1 3 86.99 12 3 30 0 InChI=1S/C25H26O5/c1-14(2)5-11-18-22(27)19(12-6-15(3)4)25-21(23(18)28)24(29)20(13-30-25)16-7-9-17(26)10-8-16/h5-10,13,26-28H,11-12H2,1-4H3 UCHYSPNEUSDFQR-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C NPC474960 5,7-Dihydroxy-3-(8-Hydroxy-2,2-Dimethyl-3,4-Dihydrochromen-5-Yl)Chromen-4-One 5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-3,4-dihydrochromen-5-yl)chromen-4-one CHEMBL490311 11494111 C20H18O6 354.11 -1.2896 3 2.14 1 3 96.22 6 4 26 0 InChI=1S/C20H18O6/c1-20(2)6-5-12-11(3-4-14(22)19(12)26-20)13-9-25-16-8-10(21)7-15(23)17(16)18(13)24/h3-4,7-9,21-23H,5-6H2,1-2H3 CFGUDCVYJGCIHR-UHFFFAOYSA-N Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c2c1CCC(O2)(C)C)O NPC115798 5,7-Dihydroxy-3,3',4',6-Tetramethoxyflavone 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one CHEMBL3407748 5379563 C19H18O8 374.1 -1.9715 2.67 1.438 2 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-11-6-5-9(7-12(11)24-2)17-19(26-4)16(22)14-13(27-17)8-10(20)18(25-3)15(14)21/h5-8,20-21H,1-4H3 SDTFURCSGWUESP-UHFFFAOYSA-N COc1cc(ccc1OC)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC NPC470909 5,7-Dihydroxy-4-[(1S)-1-Hydroxypropyl]-8-(2-Methylbutanoyl)-6-(3-Methylbut-2-Enyl)Chromen-2-One 5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-8-(2-methylbutanoyl)-6-(3-methylbut-2-enyl)chromen-2-one CHEMBL2312454 10023167 C22H28O6 388.19 0.0781 3.22 2.783 3 3 104.06 15 2 28 0 InChI=1S/C22H28O6/c1-6-12(5)19(25)18-21(27)13(9-8-11(3)4)20(26)17-14(15(23)7-2)10-16(24)28-22(17)18/h8,10,12,15,23,26-27H,6-7,9H2,1-5H3/t12?,15-/m0/s1 LVYGPLHUPURZDF-CVRLYYSRSA-N CCC(C(=O)c1c(O)c(CC=C(C)C)c(c2c1oc(=O)cc2[C@H](CC)O)O)C NPC129853 5,7-Dihydroxy-4'-Methoxyhomoisoflavanon (3R)-5,7-dihydroxy-3-[(4-methoxyphenyl)methyl]-2,3-dihydrochromen-4-one CHEMBL1079709 46883403 C17H16O5 300.1 -1.2022 2.78 1.818 1 2 75.99 6 3 22 0 InChI=1S/C17H16O5/c1-21-13-4-2-10(3-5-13)6-11-9-22-15-8-12(18)7-14(19)16(15)17(11)20/h2-5,7-8,11,18-19H,6,9H2,1H3/t11-/m1/s1 IERGURVELWCYAW-LLVKDONJSA-N COc1ccc(cc1)C[C@@H]1COc2c(C1=O)c(O)cc(c2)O NPC235165 5,7-Dihydroxy-6-Methoxy-2-Phenyl-2,3-Dihydrochromen-4-One 5,7-dihydroxy-6-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1517942 5316733 C16H14O5 286.08 -1.4059 2.67 2.049 1 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-6,8,12,18-19H,7H2,1H3 QUAPPCXFYKSDSV-UHFFFAOYSA-N COc1c(O)cc2c(c1O)C(=O)CC(O2)c1ccccc1 NPC302107 5,7-Dihydroxycoumarin 5,7-dihydroxychromen-2-one CHEMBL156000 5324654 C9H6O4 178.03 -0.6506 2.01 0.569 1 2 66.76 2 2 13 0 InChI=1S/C9H6O4/c10-5-3-7(11)6-1-2-9(12)13-8(6)4-5/h1-4,10-11H KIQQFVJHWNCGAU-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(=O)cc2 NPC76465 5,7-Dimethoxy-40-Hydroxyflavan 4-[(2S)-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]phenol CHEMBL397828 14137569 C17H18O4 286.12 -0.994 2.89 3.008 0 1 47.92 6 3 21 0 InChI=1S/C17H18O4/c1-19-13-9-16(20-2)14-7-8-15(21-17(14)10-13)11-3-5-12(18)6-4-11/h3-6,9-10,15,18H,7-8H2,1-2H3/t15-/m0/s1 AVMGPGZQJKDABF-HNNXBMFYSA-N COc1cc2O[C@@H](CCc2c(c1)OC)c1ccc(cc1)O NPC471827 5,7-Dimethoxy-6-(3-Methylbutyl)-Coumarin 5,7-dimethoxy-6-(3-methylbutyl)chromen-2-one CHEMBL3235997 90655370 C16H20O4 276.14 1.0573 2.78 3.934 1 0 44.76 9 2 20 0 InChI=1S/C16H20O4/c1-10(2)5-6-11-13(18-3)9-14-12(16(11)19-4)7-8-15(17)20-14/h7-10H,5-6H2,1-4H3 CKUPAJFPLMPMSM-UHFFFAOYSA-N COc1cc2oc(=O)ccc2c(c1CCC(C)C)OC NPC54503 5,7-Dimethoxy-8-(3-Methyl-2-Oxobutyl)-Coumarin 5,7-dimethoxy-8-(3-methyl-2-oxobutyl)chromen-2-one CHEMBL3426662 5316871 C16H18O5 290.12 0.6717 2.67 1.647 2 0 61.83 9 2 21 0 InChI=1S/C16H18O5/c1-9(2)12(17)7-11-14(20-4)8-13(19-3)10-5-6-15(18)21-16(10)11/h5-6,8-9H,7H2,1-4H3 ISXFUPHLGNGMIC-UHFFFAOYSA-N COc1cc(OC)c2c(c1CC(=O)C(C)C)oc(=O)cc2 NPC253616 5,7-Dimethoxy-8-(3-Methylbut-2-Enoyl)Chromen-2-One 5,7-dimethoxy-8-(3-methylbut-2-enoyl)chromen-2-one CHEMBL1399436 616303 C16H16O5 288.1 1.3521 2.67 1.984 2 0 61.83 8 2 21 0 InChI=1S/C16H16O5/c1-9(2)7-11(17)15-13(20-4)8-12(19-3)10-5-6-14(18)21-16(10)15/h5-8H,1-4H3 JEDBBFHVVHKMKS-UHFFFAOYSA-N COc1cc(OC)c2c(c1C(=O)C=C(C)C)oc(=O)cc2 NPC471828 5,7-Dimethoxy-8-(3-Methylbutyl)-Coumarin 5,7-dimethoxy-8-(3-methylbutyl)chromen-2-one CHEMBL3235999 90655371 C16H20O4 276.14 1.0573 2.78 3.934 1 0 44.76 9 2 20 0 InChI=1S/C16H20O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h7-10H,5-6H2,1-4H3 APANCZNGWGZFCL-UHFFFAOYSA-N COc1cc(OC)c2c(c1CCC(C)C)oc(=O)cc2 NPC268081 5,7-Dimethoxy-8-[(E)-2-Methylbut-2-Enoyl]-4-Propylchromen-2-One 5,7-dimethoxy-8-[(E)-2-methylbut-2-enoyl]-4-propylchromen-2-one CHEMBL462675 6474785 C19H22O5 330.15 0.8864 3 3.198 2 0 61.83 11 2 24 0 InChI=1S/C19H22O5/c1-6-8-12-9-15(20)24-19-16(12)13(22-4)10-14(23-5)17(19)18(21)11(3)7-2/h7,9-10H,6,8H2,1-5H3/b11-7+ HJTTYQGWKFPWJE-YRNVUSSQSA-N CCCc1cc(=O)oc2c1c(OC)cc(c2C(=O)/C(=C/C)/C)OC NPC109675 5,7-Dimethoxy-8-[(Z)-3-Methylbut-1,3-Dienyl)]Coumarin 5,7-dimethoxy-8-[(1Z)-3-methylbuta-1,3-dienyl]chromen-2-one CHEMBL3426666 10612228 C16H16O4 272.1 1.7881 2.78 3.374 1 0 44.76 7 2 20 0 InChI=1S/C16H16O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5-9H,1H2,2-4H3/b6-5- XUEBXQXWALAJLA-WAYWQWQTSA-N COc1cc(OC)c2c(c1/C=C\C(=C)C)oc(=O)cc2 NPC266453 5,7-Dimethoxyphenanthrene-2,6-Diol 5,7-dimethoxyphenanthrene-2,6-diol CHEMBL1083093 10445823 C16H14O4 270.09 -1.0242 2.78 2.468 0 2 58.92 6 3 20 0 InChI=1S/C16H14O4/c1-19-13-8-10-4-3-9-7-11(17)5-6-12(9)14(10)16(20-2)15(13)18/h3-8,17-18H,1-2H3 VUNWBEIDIFFPMG-UHFFFAOYSA-N COc1c(O)c(OC)cc2c1c1ccc(cc1cc2)O NPC101957 5,8-Dihydroxy-2,2-Dimethylpyrano[3,2-B]Xanthen-6-One 5,8-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one CHEMBL3314602 6064803 C18H14O5 310.08 -0.4307 2.89 2.014 1 2 75.99 4 4 23 0 InChI=1S/C18H14O5/c1-18(2)6-5-10-13(23-18)8-14-15(16(10)20)17(21)11-7-9(19)3-4-12(11)22-14/h3-8,19-20H,1-2H3 AQJGDWRSGSISRW-UHFFFAOYSA-N Oc1ccc2c(c1)c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(C)C NPC163780 5,8-Dihydroxy-3',4',6,7-Tetramethoxyflavone 2-(3,4-dimethoxyphenyl)-5,8-dihydroxy-6,7-dimethoxychromen-4-one CHEMBL2409237 72714814 C19H18O8 374.1 -1.6314 2.67 0.754 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-11-6-5-9(7-13(11)24-2)12-8-10(20)14-15(21)18(25-3)19(26-4)16(22)17(14)27-12/h5-8,21-22H,1-4H3 YMZYQFDBQUZFJS-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)c(O)c(c(c2O)OC)OC NPC281298 5-[(1Z)-1-(4-Hydroxyphenyl)Penta-1,4-Dien-3-Yl]-2-Methoxyphenol 5-[(1Z)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]-2-methoxyphenol CHEMBL471603 21575014 C18H18O3 282.13 0.072 3.11 4.975 0 2 49.69 8 2 21 0 InChI=1S/C18H18O3/c1-3-14(7-4-13-5-9-16(19)10-6-13)15-8-11-18(21-2)17(20)12-15/h3-12,14,19-20H,1H2,2H3/b7-4- QGQNWQZNFRNVLW-DAXSKMNVSA-N C=CC(c1ccc(c(c1)O)OC)/C=C\c1ccc(cc1)O NPC233224 5-[(2R,3S,4R,5R)-5-(1,3-Benzodioxol-5-Yl)-3,4-Dimethyloxolan-2-Yl]-1,3-Benzodioxole 5-[(2R,3S,4R,5R)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole CHEMBL1980140 338287 C20H20O5 340.13 -0.5935 3.11 3.822 1 0 46.15 4 5 25 0 InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12+,19-,20-/m1/s1 QFUXQRHAJWXPGP-BINDOVRGSA-N C[C@@H]1[C@@H](O[C@H]([C@@H]1C)c1ccc2c(c1)OCO2)c1ccc2c(c1)OCO2 NPC33611 5-[(3R,3As,6R,6As)-3-(1,3-Benzodioxol-5-Yl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-1,3-Benzodioxole 5-[(3R,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole CHEMBL1968861 382073 C20H18O6 354.11 -1.6034 3 2.576 2 0 55.38 2 6 26 0 InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m1/s1 PEYUIKBAABKQKQ-NSMLZSOPSA-N C1Oc2c(O1)cc(cc2)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2 NPC158526 5-[(3R,3As,6S,6As)-3-(1,3-Benzodioxol-5-Yl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-1,3-Benzodioxole 5-[(3R,3aS,6S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole CHEMBL1572261 11869417 C20H18O6 354.11 -1.6034 3 2.576 2 0 55.38 2 6 26 0 InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/s1 PEYUIKBAABKQKQ-FQZPYLGXSA-N C1Oc2c(O1)cc(cc2)[C@@H]1OC[C@@H]2[C@H]1CO[C@@H]2c1ccc2c(c1)OCO2 NPC470213 5-[(3R,5S)-3,5-Dihydroxy-7-(4-Hydroxyphenyl)Heptyl]-3-Methoxybenzene-1,2-Diol 5-[(3R,5S)-3,5-dihydroxy-7-(4-hydroxyphenyl)heptyl]-3-methoxybenzene-1,2-diol CHEMBL1824569 53387512 C20H26O6 362.17 -3.1933 3 2.513 2 5 110.38 15 2 26 0 InChI=1S/C20H26O6/c1-26-19-11-14(10-18(24)20(19)25)5-9-17(23)12-16(22)8-4-13-2-6-15(21)7-3-13/h2-3,6-7,10-11,16-17,21-25H,4-5,8-9,12H2,1H3/t16-,17+/m0/s1 SCVDDDBKWRBFKH-DLBZAZTESA-N COc1cc(CC[C@H](C[C@H](CCc2ccc(cc2)O)O)O)cc(c1O)O NPC135538 5-[(6,7-Dimethoxy-2-Methyl-3,4-Dihydro-1H-Isoquinolin-1-Yl)Methyl]-2-Methoxyphenol 5-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]-2-methoxyphenol CHEMBL1425007 92732 C20H25NO4 343.18 -0.221 3.11 2.55 1 1 51.16 10 3 25 0 InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3 MPYHGNAJOKCMAQ-UHFFFAOYSA-N COc1ccc(cc1O)CC1N(C)CCc2c1cc(OC)c(c2)OC NPC39664 5-[(Z)-14-(3,5-Dihydroxyphenyl)Tetradec-10-Enyl]Benzene-1,3-Diol 5-[(Z)-14-(3,5-dihydroxyphenyl)tetradec-10-enyl]benzene-1,3-diol CHEMBL455348 10364369 C26H36O4 412.26 -3.0414 3.88 8.358 0 4 80.92 18 2 30 2 InChI=1S/C26H36O4/c27-23-15-21(16-24(28)19-23)13-11-9-7-5-3-1-2-4-6-8-10-12-14-22-17-25(29)20-26(30)18-22/h5,7,15-20,27-30H,1-4,6,8-14H2/b7-5- PFIQXUYXVYYERO-ALCCZGGFSA-N Oc1cc(CCCCCCCCC/C=C\CCCc2cc(O)cc(c2)O)cc(c1)O NPC109691 5-[(Z)-14-(3,5-Dihydroxyphenyl)Tetradec-7-Enyl]Benzene-1,3-Diol 5-[(Z)-14-(3,5-dihydroxyphenyl)tetradec-7-enyl]benzene-1,3-diol CHEMBL455349 10454371 C26H36O4 412.26 -3.0414 3.88 8.358 0 4 80.92 18 2 30 2 InChI=1S/C26H36O4/c27-23-15-21(16-24(28)19-23)13-11-9-7-5-3-1-2-4-6-8-10-12-14-22-17-25(29)20-26(30)18-22/h1-2,15-20,27-30H,3-14H2/b2-1- SVPVGQFYXVXBRQ-UPHRSURJSA-N Oc1cc(CCCCCC/C=C\CCCCCCc2cc(O)cc(c2)O)cc(c1)O NPC242923 5-[1-(4-Hydroxy-Benzyl)-4-(4-Methoxy-Benzyl)-1H-Imidazol-2-Ylamino]-3-Methyl-Imidazole-2,4-Dione 5-[[1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]imidazol-2-yl]amino]-3-methylimidazole-2,4-dione CHEMBL339550 478879 C22H21N5O4 419.16 -0.8733 2.89 3.116 7 2 112.54 10 4 31 0 InChI=1S/C22H21N5O4/c1-26-20(29)19(25-22(26)30)24-21-23-16(11-14-5-9-18(31-2)10-6-14)13-27(21)12-15-3-7-17(28)8-4-15/h3-10,13,28H,11-12H2,1-2H3,(H,23,24,25,30) ZKILOUUCRGDELO-UHFFFAOYSA-N COc1ccc(cc1)Cc1cn(c(n1)N=C1N=C(N(C1=O)C)O)Cc1ccc(cc1)O NPC470626 5-[2-(3,4-Dimethoxyphenyl)Ethyl]-2-Methoxyphenol 5-[2-(3,4-dimethoxyphenyl)ethyl]-2-methoxyphenol CHEMBL2093988 152354 C17H20O4 288.14 -0.4909 2.89 3.603 0 1 47.92 10 2 21 0 InChI=1S/C17H20O4/c1-19-15-8-6-12(10-14(15)18)4-5-13-7-9-16(20-2)17(11-13)21-3/h6-11,18H,4-5H2,1-3H3 UPOANTHMCQBWOE-UHFFFAOYSA-N COc1ccc(cc1O)CCc1ccc(c(c1)OC)OC NPC475169 5-[2-(3,5-Dimethoxyphenyl)Ethyl]-2-Methoxyphenol 5-[2-(3,5-dimethoxyphenyl)ethyl]-2-methoxyphenol CHEMBL499970 153349 C17H20O4 288.14 -0.4909 2.89 3.603 0 1 47.92 10 2 21 0 InChI=1S/C17H20O4/c1-19-14-8-13(9-15(11-14)20-2)5-4-12-6-7-17(21-3)16(18)10-12/h6-11,18H,4-5H2,1-3H3 WOLBPQLCPNJXGD-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)O)OC)cc(c1)OC NPC232084 5-[2-(3-Hydroxy-4-Methoxy-Phenyl)-Ethyl]-Benzene-1,3-Diol 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol CHEMBL333230 10879760 C15H14O4 258.09 -0.9649 2.67 2.781 0 3 69.92 7 2 19 0 InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2- PHMHDRYYFAYWEG-IHWYPQMZSA-N COc1ccc(cc1O)/C=C\c1cc(O)cc(c1)O NPC275053 5-[2-(4-Hydroxyphenyl)Ethenyl]Benzene-1,3-Diol 5-[2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol CHEMBL2019155 5056 C14H12O3 228.08 -0.9131 2.67 3.436 0 3 60.69 5 2 17 0 InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H LUKBXSAWLPMMSZ-UHFFFAOYSA-N Oc1ccc(cc1)C=Cc1cc(O)cc(c1)O NPC201587 5-[4-Hydroxy-6-(4-Hydroxyphenethyl)Tetrahydro-2H-Pyran-2-Yl]-3-Methoxybenzene-1,2-Diol 5-[(2S,4R,6S)-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]oxan-2-yl]-3-methoxybenzene-1,2-diol CHEMBL255317 24769969 C20H24O6 360.16 -2.9999 3 2.501 2 4 99.38 10 3 26 0 InChI=1S/C20H24O6/c1-25-19-9-13(8-17(23)20(19)24)18-11-15(22)10-16(26-18)7-4-12-2-5-14(21)6-3-12/h2-3,5-6,8-9,15-16,18,21-24H,4,7,10-11H2,1H3/t15-,16+,18+/m1/s1 PWDBBSBHBDCKBE-RYRKJORJSA-N COc1cc(cc(c1O)O)[C@H]1O[C@@H](CCc2ccc(cc2)O)C[C@H](C1)O NPC280638 5-[5-(4-Hydroxy-Benzyl)-4-(4-Methoxy-Benzyl)-1-Methyl-1H-Imidazol-2-Ylamino]-3-Methyl-Imidazole-2,4-Dione 5-[[5-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]-1-methylimidazol-2-yl]amino]-3-methylimidazole-2,4-dione CHEMBL339727 188306 C23H23N5O4 433.18 -0.4614 3 3.548 7 2 112.54 11 4 32 0 InChI=1S/C23H23N5O4/c1-27-19(13-15-4-8-16(29)9-5-15)18(12-14-6-10-17(32-3)11-7-14)24-22(27)25-20-21(30)28(2)23(31)26-20/h4-11,29H,12-13H2,1-3H3,(H,24,25,26,31) REQFUGYVPAQCTH-UHFFFAOYSA-N COc1ccc(cc1)Cc1nc(n(c1Cc1ccc(cc1)O)C)N=C1N=C(N(C1=O)C)O NPC94351 5-{8(Z),Pentadecenyl}Resorcinol 5-[(Z)-pentadec-8-enyl]benzene-1,3-diol CHEMBL461628 5281852 C21H34O2 318.26 -2.4199 3.55 8.643 0 2 40.46 16 1 23 2 InChI=1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h7-8,16-18,22-23H,2-6,9-15H2,1H3/b8-7- TUGAUFMQYWZJAB-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCc1cc(O)cc(c1)O NPC94139 5-{8(Z)-Pentadecenyl}Phenol 3-[(Z)-pentadec-8-enyl]phenol CHEMBL470263 5281854 C21H34O 302.26 -1.9596 3.66 9.817 0 1 20.23 15 1 22 2 InChI=1S/C21H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h7-8,15,17-19,22H,2-6,9-14,16H2,1H3/b8-7- YLKVIMNNMLKUGJ-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCc1cccc(c1)O NPC57380 5-Acetonyl-7-Hydroxy-2-Methylchromone 7-hydroxy-2-methyl-5-(2-oxopropyl)chromen-4-one CHEMBL457049 5319500 C13H12O4 232.07 -0.7435 2.45 0.874 2 1 63.6 5 2 17 0 InChI=1S/C13H12O4/c1-7(14)3-9-5-10(15)6-12-13(9)11(16)4-8(2)17-12/h4-6,15H,3H2,1-2H3 YMCXDPKFRCHLPK-UHFFFAOYSA-N CC(=O)Cc1cc(O)cc2c1c(=O)cc(o2)C NPC252095 5-Acetyl-4-Hydroxycannabigerol [2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6-dihydroxy-5-pentylphenyl] acetate CHEMBL553226 44139615 C23H34O4 374.25 1.3575 3.55 6.327 1 2 66.76 18 1 27 2 InChI=1S/C23H34O4/c1-6-7-8-12-19-15-21(25)20(23(22(19)26)27-18(5)24)14-13-17(4)11-9-10-16(2)3/h10,13,15,25-26H,6-9,11-12,14H2,1-5H3/b17-13+ NQWZDPKQSSITCN-GHRIWEEISA-N CCCCCc1cc(O)c(c(c1O)OC(=O)C)C/C=C(/CCC=C(C)C)\C NPC471185 5Beta,10Beta-Dihydroxy-1Alpha,4Betahguai-7(11),8-Dien-12,8-Olide (5S,5aS,8R,8aS)-5,8a-dihydroxy-1,5,8-trimethyl-6,7,8,9-tetrahydro-5aH-azuleno[6,5-b]furan-2-one CHEMBL2386507 71725780 C15H20O4 264.14 0.2573 2.67 0.86 4 2 66.76 5 3 19 0 InChI=1S/C15H20O4/c1-8-4-5-12-14(3,17)7-11-10(6-15(8,12)18)9(2)13(16)19-11/h7-8,12,17-18H,4-6H2,1-3H3/t8-,12+,14+,15+/m1/s1 GWHGITGZQCFTQM-QATIJOQPSA-N CC1=C2C[C@]3(O)[C@H](C)CC[C@H]3[C@@](C=C2OC1=O)(C)O NPC2476 5-Demethylnobiletin 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one CHEMBL75978 358832 C20H20O8 388.12 -1.2229 2.78 1.273 1 1 92.68 12 3 28 0 InChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3 DOFJNFPSMUCECH-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)OC NPC291508 5-Deoxyabyssinin Ii (2S)-7-hydroxy-2-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL229670 44424649 C21H22O5 354.15 0.4715 3.22 2.886 1 2 75.99 9 3 26 0 InChI=1S/C21H22O5/c1-12(2)4-5-13-8-14(9-20(25-3)21(13)24)18-11-17(23)16-7-6-15(22)10-19(16)26-18/h4,6-10,18,22,24H,5,11H2,1-3H3/t18-/m0/s1 GZTDFKLABHOHBU-SFHVURJKSA-N COc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2)O NPC222665 5'''-Episilvestrol methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL1651030 11679084 C34H38O13 654.23 -3.3108 3.77 3.62 9 4 171.83 19 6 47 1 InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25-,26-,27-,29-,31+,32-,33+,34+/m1/s1 GVKXFVCXBFGBCD-GTDORJALSA-N OC[C@H]([C@H]1CO[C@@H]([C@@H](O1)Oc1cc2O[C@@]3([C@@](c2c(c1)OC)(O)[C@@H]([C@@H]([C@H]3c1ccccc1)C(=O)OC)O)c1ccc(cc1)OC)OC)O NPC21461 5'-Ester With 1,4-Dihydro-1-Beta-D-Ribofuranosyl-2-Pyridinecarboxamide [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5S)-5-(6-carbamoylpyridin-1-ium-2-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate CHEMBL1235132 5289104;444170 C21H27N7O14P2 663.11 -3.6923 1.24 -4.123 21 9 347.88 19 5 44 3 InChI=1S/C21H27N7O14P2/c22-18-12-20(25-6-24-18)28(7-26-12)21-16(32)14(30)11(41-21)5-39-44(36,37)42-43(34,35)38-4-10-13(29)15(31)17(40-10)8-2-1-3-9(27-8)19(23)33/h1-3,6-7,10-11,13-17,21,29-32H,4-5H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,17+,21-/m1/s1 LFERELMXERXKKQ-KMXXXSRASA-N O[C@@H]1[C@H](O)[C@H](O[C@H]1c1cccc(n1)C(=N)O)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O NPC145045 5-Heptyloxolan-2-One 5-heptyloxolan-2-one CHEMBL195827 7714 C11H20O2 184.15 -2.0714 2.45 3.882 2 0 26.3 7 1 13 0 InChI=1S/C11H20O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10H,2-9H2,1H3 PHXATPHONSXBIL-UHFFFAOYSA-N CCCCCCCC1CCC(=O)O1 NPC20404 5-Hydroxy-1-(4-Hydroxy-3-Methoxyphenyl)Decan-3-One 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one CHEMBL1950582 3473 C17H26O4 294.18 -2.2553 2.89 2.887 2 2 66.76 14 1 21 0 InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3 NLDDIKRKFXEWBK-UHFFFAOYSA-N CCCCCC(CC(=O)CCc1ccc(c(c1)OC)O)O NPC317305 5-Hydroxy-1-(4-Hydroxyphenyl)Decan-3-One 5-hydroxy-1-(4-hydroxyphenyl)decan-3-one CHEMBL1950586 9795270 C16H24O3 264.17 -2.2035 2.89 3.542 2 2 57.53 12 1 19 0 InChI=1S/C16H24O3/c1-2-3-4-5-15(18)12-16(19)11-8-13-6-9-14(17)10-7-13/h6-7,9-10,15,17-18H,2-5,8,11-12H2,1H3 FRMHHBSZEGRPOM-UHFFFAOYSA-N CCCCCC(CC(=O)CCc1ccc(cc1)O)O NPC473282 5-Hydroxy-2-(1-Hydroxyethyl)Naphtho[2,3-B]Furan-4,9-Dione 5-hydroxy-2-(1-hydroxyethyl)benzo[f][1]benzofuran-4,9-dione CHEMBL392384 147719 C14H10O5 258.05 -1.6014 2.45 0.702 3 2 87.74 4 3 19 0 InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)11-7(3-2-4-9(11)16)13(18)14(8)19-10/h2-6,15-16H,1H3 XJGFVZBTNKODFQ-UHFFFAOYSA-N CC(c1oc2c(c1)C(=O)c1c(C2=O)cccc1O)O NPC39753 5-Hydroxy-2-(2-Phenylethyl)Chromen-4-One 5-hydroxy-2-(2-phenylethyl)chromen-4-one CHEMBL479683 11536299 C17H14O3 266.09 -0.6459 3 5.109 1 1 46.53 4 3 20 1 InChI=1S/C17H14O3/c18-14-7-4-8-16-17(14)15(19)11-13(20-16)10-9-12-5-2-1-3-6-12/h1-8,11,18H,9-10H2 OLLHYYCQHNBTQC-UHFFFAOYSA-N Oc1cccc2c1c(=O)cc(o2)CCc1ccccc1 NPC4481 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-3,6,7,8-Tetramethoxychromen-4-One 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7,8-tetramethoxychromen-4-one CHEMBL18351 369954 C20H20O9 404.11 -2.0233 2.67 0.994 2 2 112.91 13 3 29 0 InChI=1S/C20H20O9/c1-24-11-7-6-9(8-10(11)21)15-17(25-2)13(22)12-14(23)18(26-3)20(28-5)19(27-4)16(12)29-15/h6-8,21,23H,1-5H3 GVLMRDDSMVCWKB-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2c(OC)c(OC)c(c(c2c(=O)c1OC)O)OC NPC471479 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-3,7-Dimethoxy-2,3-Dihydrochromen-4-One 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-2,3-dihydrochromen-4-one CHEMBL252252 44446554 C18H18O7 346.11 -1.7014 2.67 0.727 2 2 94.45 9 3 25 0 InChI=1S/C18H18O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,17-20H,1-3H3 UMLUSIZQABTJOI-UHFFFAOYSA-N COc1cc2OC(c3ccc(c(c3)O)OC)C(C(=O)c2c(c1)O)OC NPC44328 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-7-[3,4,5-Trihydroxy-6-[(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxymethyl]Oxan-2-Yl]Oxy-2,3-Dihydrochromen-4-One 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL1535112 3594 C28H34O15 610.19 -4.86 2.89 -1.489 10 8 234.29 17 5 43 1 InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3 QUQPHWDTPGMPEX-UHFFFAOYSA-N COc1ccc(cc1O)C1CC(=O)c2c(O1)cc(cc2O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O NPC276409 5-Hydroxy-2-(4-Hydroxy-3,5-Dimethoxyphenyl)-6,7-Dimethoxychromen-4-One 5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL1524286 16681753 C19H18O8 374.1 -1.6314 2.67 0.754 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-13-5-9(6-14(24-2)17(13)21)11-7-10(20)16-12(27-11)8-15(25-3)19(26-4)18(16)22/h5-8,21-22H,1-4H3 XEHLDSAKZSXOFK-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1cc(OC)c(c(c1)OC)O NPC227325 5-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-6,7,8-Trimethoxychromen-4-One 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxychromen-4-one CHEMBL74272 181092 C19H18O8 374.1 -1.6314 2.67 0.754 1 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-13-7-9(5-6-10(13)20)12-8-11(21)14-15(22)17(24-2)19(26-4)18(25-3)16(14)27-12/h5-8,20,22H,1-4H3 UBZBPKARIHPOEC-UHFFFAOYSA-N COc1cc(ccc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)OC NPC329203 5-Hydroxy-2-(4-Hydroxyphenyl)-7-Methoxy-2,3-Dihydrochromen-4-One 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one CHEMBL74852 348130 C16H14O5 286.08 -1.4059 2.67 1.416 1 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3 DJOJDHGQRNZXQQ-UHFFFAOYSA-N COc1cc2OC(CC(=O)c2c(c1)O)c1ccc(cc1)O NPC181616 5-Hydroxy-2-Methylchromone-7-O-Rutinoside 5,6-dihydroxy-2-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL562227 44139363 C22H28O14 516.15 -4.4388 2.34 -2.059 10 8 225.06 15 4 36 1 InChI=1S/C22H28O14/c1-6-3-8(23)12-9(33-6)4-10(14(25)16(12)27)35-22-20(31)18(29)15(26)11(36-22)5-32-21-19(30)17(28)13(24)7(2)34-21/h3-4,7,11,13,15,17-22,24-31H,5H2,1-2H3/t7-,11+,13-,15+,17+,18-,19+,20+,21+,22+/m0/s1 JYIVYVFUUKYCSU-GCCWPOOFSA-N Cc1cc(=O)c2c(o1)cc(c(c2O)O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC115998 5-Hydroxy-2-Styrylchromone 5-hydroxy-2-[(E)-2-phenylethenyl]chromen-4-one CHEMBL228675 6477677 C17H12O3 264.08 -0.4961 3 5.364 1 1 46.53 3 3 20 1 InChI=1S/C17H12O3/c18-14-7-4-8-16-17(14)15(19)11-13(20-16)10-9-12-5-2-1-3-6-12/h1-11,18H/b10-9+ TVYPHWROTJAZCQ-MDZDMXLPSA-N Oc1cccc2c1c(=O)cc(o2)/C=C/c1ccccc1 NPC469939 5-Hydroxy-3-(2-((8Ar)-2,5,5,8A-Tetramethyl-4-Oxo-1,4,4A,5,6,7,8,8A-Octahydronaphthalen-1-Yl)Vinyl)Furan-2(5H)-One 4-[(E)-2-[(4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2-hydroxy-2H-furan-5-one CHEMBL1288213 52947382 C20H26O4 330.18 1.7415 3.22 4.225 4 1 63.6 7 3 24 0 InChI=1S/C20H26O4/c1-12-10-15(21)17-19(2,3)8-5-9-20(17,4)14(12)7-6-13-11-16(22)24-18(13)23/h6-7,10-11,14,16-17,22H,5,8-9H2,1-4H3/b7-6+/t14?,16?,17-,20+/m0/s1 AJJYJDWULCXJIR-PABVWMCVSA-N OC1OC(=O)C(=C1)/C=C/C1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)C NPC197896 5-Hydroxy-3-(4-Hydroxyphenyl)-7-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One 5-hydroxy-3-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1364260 5284639 C21H20O10 432.11 -3.7945 2.67 0.404 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2 ZCOLJUOHXJRHDI-UHFFFAOYSA-N OCC1OC(Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)O)C(C(C1O)O)O NPC110070 5-Hydroxy-3,6,7-Trimethoxy-2-(4-Methoxyphenyl)Chromen-4-One 5-hydroxy-3,6,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL521934 5318355 C19H18O7 358.11 -1.5112 2.78 2.401 2 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)17-19(25-4)16(21)14-12(26-17)9-13(23-2)18(24-3)15(14)20/h5-9,20H,1-4H3 ADNCDMHZHONBRR-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(OC)c(c(c2c(=O)c1OC)O)OC NPC69394 5-Hydroxy-6,7,3',4'-Tetramethoxyflavone 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one CHEMBL226508 152430 C19H18O7 358.11 -1.1711 2.78 1.717 1 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-12-6-5-10(7-14(12)23-2)13-8-11(20)17-15(26-13)9-16(24-3)19(25-4)18(17)21/h5-9,21H,1-4H3 QEWSAPKRFOFQIU-UHFFFAOYSA-N COc1ccc(cc1OC)c1cc(=O)c2c(o1)cc(c(c2O)OC)OC NPC99957 5-Hydroxy-6-Methoxy-2-Methylchromone-7-O-Rutinoside 5-hydroxy-6-methoxy-2-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL564024 44139362 C23H30O14 530.16 -4.0303 2.45 -1.969 10 7 214.06 16 4 37 1 InChI=1S/C23H30O14/c1-7-4-9(24)13-10(34-7)5-11(21(32-3)16(13)27)36-23-20(31)18(29)15(26)12(37-23)6-33-22-19(30)17(28)14(25)8(2)35-22/h4-5,8,12,14-15,17-20,22-23,25-31H,6H2,1-3H3/t8-,12+,14-,15+,17+,18-,19+,20+,22+,23+/m0/s1 SBMOEJYIIKODKJ-JVBHFNPYSA-N COc1c(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)C NPC244246 5-Hydroxy-7-(4-Hydroxy-3-Methoxyphenyl)-1-Phenylheptan-3-One 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one CHEMBL1506910 5318228 C20H24O4 328.17 -1.3802 3.22 4.656 2 2 66.76 12 2 24 0 InChI=1S/C20H24O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-6,9,12-13,18,22-23H,7-8,10-11,14H2,1H3 JHJPDDBIHSFERA-UHFFFAOYSA-N COc1cc(CCC(CC(=O)CCc2ccccc2)O)ccc1O NPC275724 5-Hydroxy-7-(4-Hydroxy-3-Methoxyphenyl)-1-Phenylheptan-3-One (5R)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one CHEMBL595314 155165 C20H24O4 328.17 -1.3802 3.22 4.656 2 2 66.76 12 2 24 0 InChI=1S/C20H24O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-6,9,12-13,18,22-23H,7-8,10-11,14H2,1H3/t18-/m1/s1 JHJPDDBIHSFERA-GOSISDBHSA-N COc1cc(CC[C@H](CC(=O)CCc2ccccc2)O)ccc1O NPC37392 5-Hydroxy-7,8-Dimethoxyflavanone 5-hydroxy-7,8-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1082119 13963770 C17H16O5 300.1 -0.9974 2.78 2.568 1 1 64.99 6 3 22 0 InChI=1S/C17H16O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-7,9,13,19H,8H2,1-2H3 VPGMCCIECGDASG-UHFFFAOYSA-N COc1c(OC)cc(c2c1OC(CC2=O)c1ccccc1)O NPC18260 5-Hydroxy-7-Methoxy-6-Methyl-2-Phenylchromen-4-One 5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one CHEMBL76553 369599 C17H14O4 282.09 -0.3737 2.89 3.794 1 1 55.76 5 3 21 0 InChI=1S/C17H14O4/c1-10-13(20-2)9-15-16(17(10)19)12(18)8-14(21-15)11-6-4-3-5-7-11/h3-9,19H,1-2H3 QXJMWAGIFVRLTO-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1C)O)c1ccccc1 NPC268718 5-Hydroxy-9-(4-Hydroxy-3,5-Dimethoxyphenyl)-5A,6,8A,9-Tetrahydro-5H-[2]Benzofuro[5,6-F][1,3]Benzodioxol-8-One 5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL1514122 500181 C21H20O8 400.12 -1.9091 2.89 0.74 3 2 103.68 7 5 29 0 InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3 YVCVYCSAAZQOJI-UHFFFAOYSA-N COc1cc(cc(c1O)OC)C1C2C(=O)OCC2C(c2c1cc1OCOc1c2)O NPC143828 5-Hydroxyauranetin 5-hydroxy-3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL504047 11079623 C20H20O8 388.12 -1.563 2.78 1.957 2 1 92.68 12 3 28 0 InChI=1S/C20H20O8/c1-23-11-8-6-10(7-9-11)15-17(24-2)13(21)12-14(22)18(25-3)20(27-5)19(26-4)16(12)28-15/h6-9,22H,1-5H3 KBYYZSYVUWCARH-UHFFFAOYSA-N COc1ccc(cc1)c1oc2c(OC)c(OC)c(c(c2c(=O)c1OC)O)OC NPC86843 5-Hydroxydidrovaltrate [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a-hydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate CHEMBL556884 45273109 C22H32O9 440.2 -0.5806 2.89 2.178 9 1 120.89 17 3 31 1 InChI=1S/C22H32O9/c1-12(2)6-17(24)27-9-15-10-28-20(31-18(25)7-13(3)4)19-21(15,26)8-16(30-14(5)23)22(19)11-29-22/h10,12-13,16,19-20,26H,6-9,11H2,1-5H3/t16-,19-,20-,21-,22+/m0/s1 AOLKDXFBABOMHP-ADNIJMRFSA-N CC(CC(=O)OCC1=CO[C@H]([C@H]2[C@]1(O)C[C@@H]([C@@]12CO1)OC(=O)C)OC(=O)CC(C)C)C NPC197425 5-Hydroxyflavone 5-hydroxy-2-phenylchromen-4-one CHEMBL16807 68112 C15H10O3 238.06 -0.9639 2.78 4.126 1 1 46.53 2 3 18 0 InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H IYBLVRRCNVHZQJ-UHFFFAOYSA-N Oc1cccc2c1c(=O)cc(o2)c1ccccc1 NPC107482 5-Hydroxymethyl-Furfural 5-(hydroxymethyl)furan-2-carbaldehyde CHEMBL185885 237332 C6H6O3 126.03 -0.7952 1.79 0.422 2 1 50.44 3 1 9 0 InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2 NOEGNKMFWQHSLB-UHFFFAOYSA-N OCc1ccc(o1)C=O NPC305542 5-Hydroxynoracronycine 6,11-dihydroxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one CHEMBL447169 5378702 C19H17NO4 323.12 -0.1611 3 2.057 2 2 70 5 4 24 0 InChI=1S/C19H17NO4/c1-19(2)8-7-10-14(24-19)9-13(22)15-17(10)20(3)16-11(18(15)23)5-4-6-12(16)21/h4-9,21-22H,1-3H3 JZQDCDLYNFZBIG-UHFFFAOYSA-N Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(n2C)c(O)ccc1 NPC138865 5-Isothiocyanatopent-1-Ene 5-isothiocyanatopent-1-ene CHEMBL3593943 87436 C6H9NS 127.05 0.7268 1.9 3.005 1 0 44.45 4 0 8 0 InChI=1S/C6H9NS/c1-2-3-4-5-7-6-8/h2H,1,3-5H2 DBISBKDNOKIADM-UHFFFAOYSA-N C=CCCCN=C=S NPC92111 5-Meo-Dmt 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine CHEMBL7257 1832 C13H18N2O 218.14 0.0128 2.56 1.695 2 1 28.26 7 2 16 0 InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3 ZSTKHSQDNIGFLM-UHFFFAOYSA-N COc1ccc2c(c1)c(CCN(C)C)c[nH]2 NPC231591 5-Methoxy-1,7-Diphenylheptan-3-One 5-methoxy-1,7-diphenylheptan-3-one CHEMBL240485 5319430 C20H24O2 296.18 -0.4596 3.44 7.848 2 0 26.3 10 2 22 1 InChI=1S/C20H24O2/c1-22-20(15-13-18-10-6-3-7-11-18)16-19(21)14-12-17-8-4-2-5-9-17/h2-11,20H,12-16H2,1H3 PVYORFBABSDDNC-UHFFFAOYSA-N COC(CC(=O)CCc1ccccc1)CCc1ccccc1 NPC50720 5-Methoxy-2,2-Dimethyl-6-[(1E)-3-Methylbuta-1,3-Dienyl]Pyrano[2,3-H]Chromen-8-One 5-methoxy-2,2-dimethyl-6-[(1E)-3-methylbuta-1,3-dienyl]pyrano[2,3-h]chromen-8-one CHEMBL2334004 5321265 C20H20O4 324.14 2.7477 3.22 4.255 1 0 44.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)6-7-13-17(22-5)15-10-11-20(3,4)24-19(15)14-8-9-16(21)23-18(13)14/h6-11H,1H2,2-5H3/b7-6+ AKGXRWOSGJLLNQ-VOTSOKGWSA-N COc1c2C=CC(Oc2c2c(c1/C=C/C(=C)C)oc(=O)cc2)(C)C NPC41721 5-Methoxy-2-Phenylchromen-4-One 5-methoxy-2-phenylchromen-4-one CHEMBL16685 94525 C16H12O3 252.08 -0.5554 2.89 4.645 1 0 35.53 3 3 19 0 InChI=1S/C16H12O3/c1-18-13-8-5-9-14-16(13)12(17)10-15(19-14)11-6-3-2-4-7-11/h2-10H,1H3 XRQSPUXANRGDAV-UHFFFAOYSA-N COc1cccc2c1c(=O)cc(o2)c1ccccc1 NPC206924 5-Methoxy-5-Oxopentanoic Acid 5-methoxy-5-oxopentanoic acid CHEMBL1483438 73917 C6H10O4 146.06 -0.447 1.68 -0.031 4 1 63.6 7 0 10 0 InChI=1S/C6H10O4/c1-10-6(9)4-2-3-5(7)8/h2-4H2,1H3,(H,7,8) IBMRTYCHDPMBFN-UHFFFAOYSA-N COC(=O)CCCC(=O)O NPC240915 5-Methoxy-6,7-Methylenedioxycoumarin 9-methoxy-[1,3]dioxolo[4,5-g]chromen-6-one CHEMBL596222 11310556 C11H8O5 220.04 -0.0845 2.12 1.09 1 0 53.99 2 3 16 0 InChI=1S/C11H8O5/c1-13-10-6-2-3-9(12)16-7(6)4-8-11(10)15-5-14-8/h2-4H,5H2,1H3 JMFRFNCBVYLQJY-UHFFFAOYSA-N COc1c2OCOc2cc2c1ccc(=O)o2 NPC12649 5-Methoxycanthinone CHEMBL508649 259218 C15H10N2O2 250.07 -0.6656 2.67 3.049 4 0 44.12 2 4 19 0 InChI=1S/C15H10N2O2/c1-19-13-8-11-14-10(6-7-16-11)9-4-2-3-5-12(9)17(14)15(13)18/h2-8H,1H3 TXEFUSAHPIYZHD-UHFFFAOYSA-N COc1cc2nccc3c2n(c1=O)c1ccccc31 NPC471826 5-Methoxydihydroseselin 5-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one CHEMBL3235993 12112042 C15H16O4 260.1 0.9762 2.67 2.679 1 0 44.76 4 3 19 0 InChI=1S/C15H16O4/c1-15(2)7-6-10-12(19-15)8-11(17-3)9-4-5-13(16)18-14(9)10/h4-5,8H,6-7H2,1-3H3 FFEMDYNYWWCISJ-UHFFFAOYSA-N COc1cc2OC(C)(C)CCc2c2c1ccc(=O)o2 NPC84721 5-Methoxyfuro[2,3-G][3]Benzoxepin 2-(5-methoxyfuro[3,2-i][3]benzoxepin-2-yl)propan-2-ol CHEMBL501403 10084612 C16H16O4 272.1 -0.3326 2.78 2.77 2 1 51.83 6 3 20 0 InChI=1S/C16H16O4/c1-16(2,17)14-9-10-8-13(18-3)11-4-6-19-7-5-12(11)15(10)20-14/h4-9,17H,1-3H3 KXZSEWYHQCKWLI-UHFFFAOYSA-N COc1cc2cc(oc2c2c1C=COC=C2)C(O)(C)C NPC165970 5''-Methoxyhydnocarpin-D 5,7-dihydroxy-2-[(2R,3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one CHEMBL316287 12051137 C26H22O10 494.12 -2.8458 3.22 1.221 2 4 144.14 11 5 36 0 InChI=1S/C26H22O10/c1-32-21-6-13(7-22(33-2)25(21)31)26-23(11-27)34-17-4-3-12(5-19(17)36-26)18-10-16(30)24-15(29)8-14(28)9-20(24)35-18/h3-10,23,26-29,31H,11H2,1-2H3/t23-,26-/m1/s1 XBXVVTMNRUIPIX-ZEQKJWHPSA-N OC[C@H]1Oc2ccc(cc2O[C@@H]1c1cc(OC)c(c(c1)OC)O)c1cc(=O)c2c(o1)cc(cc2O)O NPC76748 5-Methoxy-N-Methyltryptamine 2-(5-methoxy-1H-indol-3-yl)-N-methylethanamine CHEMBL58579 16184 C12H16N2O 204.13 -0.5231 2.45 1.456 2 2 37.05 6 2 15 0 InChI=1S/C12H16N2O/c1-13-6-5-9-8-14-12-4-3-10(15-2)7-11(9)12/h3-4,7-8,13-14H,5-6H2,1-2H3 NFDDCRIHMZGWBP-UHFFFAOYSA-N CNCCc1c[nH]c2c1cc(OC)cc2 NPC30749 5-Methoxynoracronycine 6-hydroxy-11-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one CHEMBL3754791 14463134 C20H19NO4 337.13 0.2474 3.11 2.576 2 1 59 6 4 25 0 InChI=1S/C20H19NO4/c1-20(2)9-8-11-15(25-20)10-13(22)16-18(11)21(3)17-12(19(16)23)6-5-7-14(17)24-4/h5-10,22H,1-4H3 UNXDMEUOZWETRG-UHFFFAOYSA-N COc1cccc2c1n(C)c1c(c2=O)c(O)cc2c1C=CC(O2)(C)C NPC207584 5-Methoxypodophyllotoxin (5R,5aR,8aR,9R)-5-hydroxy-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL292945 3035544 C23H24O9 444.14 -1.5524 3 0.815 3 1 101.91 10 5 32 0 InChI=1S/C23H24O9/c1-26-13-5-10(6-14(27-2)20(13)28-3)16-11-7-15-21(32-9-31-15)22(29-4)18(11)19(24)12-8-30-23(25)17(12)16/h5-7,12,16-17,19,24H,8-9H2,1-4H3/t12-,16+,17-,19+/m0/s1 PDQAOYGENRRPQO-UXDKQJBESA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2OC)O NPC152424 5-Methoxypodophyllotoxin-4-Beta-D-Glucoside (5R,5aR,8aR,9R)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL503644 161177 C28H32O13 576.18 -3.2475 3.11 0.151 8 4 171.83 14 6 41 0 InChI=1S/C28H32O13/c1-34-17-4-11(5-18(35-2)26(17)36-3)20-12-6-15-16(39-10-38-15)7-13(12)25(14-9-37-27(33)21(14)20)41-28-24(32)23(31)22(30)19(8-29)40-28/h4-7,14,19-25,28-32H,8-10H2,1-3H3/t14-,19+,20+,21-,22+,23-,24+,25-,28-/m0/s1 NXVJTGLCCSFGAT-QNDDJFOYSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@H]3COC(=O)[C@@H]3[C@@H](c3c2cc2OCOc2c3)c2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC173350 5-Methoxyseselin 5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one CHEMBL479894 290897 C15H14O4 258.09 1.126 2.67 2.488 1 0 44.76 4 3 19 0 InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11(17-3)9-4-5-13(16)18-14(9)10/h4-8H,1-3H3 ZNMRQYJUVCXNGK-UHFFFAOYSA-N COc1cc2OC(C)(C)C=Cc2c2c1ccc(=O)o2 NPC210456 5-Methyl Uridine 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione CHEMBL106175 445408 C10H14N2O6 258.09 -1.9934 1.68 -1.601 8 4 122.82 7 2 18 0 InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1 DWRXFEITVBNRMK-JXOAFFINSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(C)c(nc1=O)O NPC192209 5-Methyl-11-Propan-2-Ylindolo[3,2-B]Quinoline 5-methyl-11-propan-2-ylindolo[3,2-b]quinoline CHEMBL172137 10731055 C19H18N2 274.15 0.2336 3.33 5.415 2 0 15.6 4 4 21 1 InChI=1S/C19H18N2/c1-12(2)17-14-9-5-7-11-16(14)21(3)19-13-8-4-6-10-15(13)20-18(17)19/h4-12H,1-3H3 SJPBNUIPWOHEAC-UHFFFAOYSA-N CC(c1c2ccccc2n(c2c1nc1c2cccc1)C)C NPC9639 5-Methyl-1H-Imidazole 5-methyl-1H-imidazole CHEMBL1230309 13195 C4H6N2 82.05 0.0191 1.68 0.388 2 1 28.68 1 1 6 0 InChI=1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6) XLSZMDLNRCVEIJ-UHFFFAOYSA-N Cc1cnc[nH]1 NPC274891 5-O-Cis-Caffeoylquinic Acid Methyl Ester methyl (1S,3R,4R,5R)-3-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate CHEMBL2349427 71720841 C17H20O9 368.11 -1.9452 2.34 -0.126 7 5 153.75 12 2 26 0 InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3-/t12-,13-,15-,17+/m1/s1 MZNIJRAPCCELQX-IMYOCYDQSA-N COC(=O)[C@]1(O)C[C@@H](O)[C@H]([C@@H](C1)OC(=O)/C=C\c1ccc(c(c1)O)O)O NPC22222 5-O-Methyl-11-Deoxyalkannin 8-hydroxy-5-methoxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione CHEMBL1099068 46833119 C17H18O4 286.12 1 2.89 2.134 2 1 63.6 8 2 21 0 InChI=1S/C17H18O4/c1-10(2)5-4-6-11-9-13(19)15-14(21-3)8-7-12(18)16(15)17(11)20/h5,7-9,18H,4,6H2,1-3H3 DOQSBOUHOPLRMV-UHFFFAOYSA-N COc1ccc(c2c1C(=O)C=C(C2=O)CCC=C(C)C)O NPC89664 5-O-Methyl-11-O-Acetylalkannin [(1S)-1-(8-hydroxy-5-methoxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate CHEMBL1097732 46833121 C19H20O6 344.13 0.806 2.89 1.688 4 1 89.9 11 2 25 0 InChI=1S/C19H20O6/c1-10(2)5-7-15(25-11(3)20)12-9-14(22)17-16(24-4)8-6-13(21)18(17)19(12)23/h5-6,8-9,15,21H,7H2,1-4H3/t15-/m0/s1 ZRTAPXYXXAPASQ-HNNXBMFYSA-N COc1ccc(c2c1C(=O)C=C(C2=O)[C@@H](OC(=O)C)CC=C(C)C)O NPC219313 5'-O-Methyladenosine (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(methoxymethyl)oxolane-3,4-diol CHEMBL2113536 6480505 C11H15N5O4 281.11 -1.8706 1.68 -1.719 9 3 128.54 7 3 20 0 InChI=1S/C11H15N5O4/c1-19-2-5-7(17)8(18)11(20-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 MLFJPVLRZZMIIP-IOSLPCCCSA-N COC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N NPC274085 5-O-Methyl-Beta,Beta-Dimethylacrylalkannin [(1S)-1-(8-hydroxy-5-methoxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate CHEMBL1096404 46833402 C22H24O6 384.16 2.2456 3.22 2.566 4 1 89.9 13 2 28 0 InChI=1S/C22H24O6/c1-12(2)6-8-17(28-19(25)10-13(3)4)14-11-16(24)20-18(27-5)9-7-15(23)21(20)22(14)26/h6-7,9-11,17,23H,8H2,1-5H3/t17-/m0/s1 KOQGEXIRPAMZFA-KRWDZBQOSA-N COc1ccc(c2c1C(=O)C=C(C2=O)[C@@H](OC(=O)C=C(C)C)CC=C(C)C)O NPC243272 5-O-Methylembelin 2-hydroxy-5-methoxy-3-undecylcyclohexa-2,5-diene-1,4-dione CHEMBL471270 171489 C18H28O4 308.2 -3.4343 3 6.126 4 1 63.6 14 1 22 2 InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-10-11-12-14-17(20)15(19)13-16(22-2)18(14)21/h13,20H,3-12H2,1-2H3 KHBJLRRAMCJZLZ-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC220337 5-O-Methylmarcanine D 6-methoxy-4-methyl-1H-benzo[g]quinoline-2,5,10-trione CHEMBL1269160 49831442 C15H11NO4 269.07 -0.3977 2.56 1.638 3 1 76.49 4 3 20 0 InChI=1S/C15H11NO4/c1-7-6-10(17)16-13-11(7)15(19)12-8(14(13)18)4-3-5-9(12)20-2/h3-6H,1-2H3,(H,16,17) AMXHYKPAYOGDPO-UHFFFAOYSA-N COc1cccc2c1C(=O)c1c(C2=O)nc(cc1C)O NPC65005 5'-Prenylbutein (E)-3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL253677 11267805 C20H20O5 340.13 0.1335 3.11 3.489 1 4 97.99 11 2 25 0 InChI=1S/C20H20O5/c1-12(2)3-5-14-9-13(10-19(24)20(14)25)4-8-17(22)16-7-6-15(21)11-18(16)23/h3-4,6-11,21,23-25H,5H2,1-2H3/b8-4+ XHTOWVVXFDSBGH-XBXARRHUSA-N CC(=CCc1cc(/C=C/C(=O)c2ccc(cc2O)O)cc(c1O)O)C NPC224475 6-(2,3-Dihydroxy-3-Methylbutyl)-5,7-Dimethoxychromen-2-One 6-(2,3-dihydroxy-3-methylbutyl)-5,7-dimethoxychromen-2-one CHEMBL1504832 5321961 C16H20O6 308.13 -0.1481 2.56 1.15 3 2 85.22 11 2 22 0 InChI=1S/C16H20O6/c1-16(2,19)13(17)7-10-11(20-3)8-12-9(15(10)21-4)5-6-14(18)22-12/h5-6,8,13,17,19H,7H2,1-4H3 GLWPLQBQHWYKRK-UHFFFAOYSA-N COc1cc2oc(=O)ccc2c(c1CC(C(O)(C)C)O)OC NPC266743 6-(2-Methylbut-3-En-2-Yl)Furo[3,2-G]Chromen-7-One 6-(2-methylbut-3-en-2-yl)furo[3,2-g]chromen-7-one CHEMBL1333931 128834 C16H14O3 254.09 1.6487 2.89 4.517 1 0 39.44 4 3 19 0 InChI=1S/C16H14O3/c1-4-16(2,3)12-8-11-7-10-5-6-18-13(10)9-14(11)19-15(12)17/h4-9H,1H2,2-3H3 FYCCCUNGXGKNJV-UHFFFAOYSA-N C=CC(c1cc2cc3ccoc3cc2oc1=O)(C)C NPC291899 6-(3,3-Dimethylallyl)Seselin 8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-f]chromen-2-one CHEMBL3426665 44556806 C19H20O3 296.14 3.0552 3.22 4.402 1 0 35.53 6 3 22 0 InChI=1S/C19H20O3/c1-12(2)5-6-14-11-13-7-8-16(20)21-17(13)15-9-10-19(3,4)22-18(14)15/h5,7-11H,6H2,1-4H3 AHNJHIHTDFTTJW-UHFFFAOYSA-N CC(=CCc1cc2ccc(=O)oc2c2c1OC(C)(C)C=C2)C NPC2058 6-(3-Hydroxy-4-Methoxystyryl)-4-Methoxy-2H-Pyran-2-One 6-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-4-methoxypyran-2-one CHEMBL1164430 11680638 C15H14O5 274.08 -0.2519 2.56 2.205 3 1 64.99 7 2 20 0 InChI=1S/C15H14O5/c1-18-12-8-11(20-15(17)9-12)5-3-10-4-6-14(19-2)13(16)7-10/h3-9,16H,1-2H3/b5-3+ OCZUPEYJZNWTBK-HWKANZROSA-N COc1cc(/C=C/c2ccc(c(c2)O)OC)oc(=O)c1 NPC58956 6,10-Dimethyl-3-Methylidene-3A,4,5,8,9,11A-Hexahydrocyclodeca[B]Furan-2-One 6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one CHEMBL3193163 556919 C15H20O2 232.15 2.5287 2.89 3.308 2 0 26.3 2 2 17 0 InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3 HRYLQFBHBWLLLL-UHFFFAOYSA-N CC1=CC2OC(=O)C(=C)C2CCC(=CCC1)C NPC474681 6,11-Dihydroxy-3-Methyl-3-(4-Methylpent-3-Enyl)Pyrano[2,3-C]Xanthen-7-One 6,11-dihydroxy-3-methyl-3-(4-methylpent-3-enyl)pyrano[2,3-c]xanthen-7-one CHEMBL479289 5465516 C23H22O5 378.15 1.1972 3.44 3.73 1 2 75.99 8 4 28 0 InChI=1S/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3 LVANTWLBTIEHSX-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)cc(c1c2oc2c(O)cccc2c1=O)O)C NPC141574 6,6'-Methoxygossypol 7-(8-formyl-1,7-dihydroxy-6-methoxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,8-dihydroxy-3-methoxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde CHEMBL112743 375713 C32H34O8 546.23 0.1002 4.1 5.69 2 4 133.52 19 4 40 1 InChI=1S/C32H34O8/c1-13(2)21-17-9-15(5)23(29(37)25(17)19(11-33)27(35)31(21)39-7)24-16(6)10-18-22(14(3)4)32(40-8)28(36)20(12-34)26(18)30(24)38/h9-14,35-38H,1-8H3 OUHOXIPLBJIWEG-UHFFFAOYSA-N O=Cc1c(O)c(OC)c(c2c1c(O)c(c(c2)C)c1c(C)cc2c(c1O)c(C=O)c(c(c2C(C)C)OC)O)C(C)C NPC250323 6,7-Dehydroferruginol (4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-ol CHEMBL3093126 10978982 C20H28O 284.21 1.6021 3.55 8.057 0 1 20.23 7 3 21 1 InChI=1S/C20H28O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h7-8,11-13,18,21H,6,9-10H2,1-5H3/t18-,20+/m0/s1 NCHINJPZLGMLCY-AZUAARDMSA-N CC(c1cc2C=C[C@@H]3[C@](c2cc1O)(C)CCCC3(C)C)C NPC38874 6,7-Dihydroxy-4-Phenylcoumarin 6,7-dihydroxy-4-phenylchromen-2-one CHEMBL1255818 5320203 C15H10O4 254.06 -0.8462 2.67 4.228 1 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-12-6-11-10(9-4-2-1-3-5-9)7-15(18)19-14(11)8-13(12)17/h1-8,16-17H TZRNJQYCOSMOJS-UHFFFAOYSA-N O=c1oc2cc(O)c(cc2c(c1)c1ccccc1)O NPC49009 6',7'-Dihydroxybergamottin 4-[(E,6R)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]furo[3,2-g]chromen-7-one CHEMBL1079119 12082365 C21H24O6 372.16 0.2851 3.11 2.364 3 2 89.13 12 3 27 0 InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8+/t18-/m1/s1 IXZUPBUEKFXTSD-INMULRNOSA-N C/C(=C\COc1c2ccoc2cc2c1ccc(=O)o2)/CC[C@H](C(O)(C)C)O NPC314682 6,7-Dimethoxy-1-[(4-Methoxyphenyl)Methyl]-2-Methyl-3,4-Dihydro-1H-Isoquinoline 6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL452500 259676 C20H25NO3 327.18 0.2393 3.22 3.513 1 0 30.93 9 3 24 0 InChI=1S/C20H25NO3/c1-21-10-9-15-12-19(23-3)20(24-4)13-17(15)18(21)11-14-5-7-16(22-2)8-6-14/h5-8,12-13,18H,9-11H2,1-4H3 LZJWNVLTWYMMDJ-UHFFFAOYSA-N COc1ccc(cc1)CC1N(C)CCc2c1cc(OC)c(c2)OC NPC160193 6,7-Dimethoxy-2-Methyl-3,4-Dihydro-1H-Isoquinoline 6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL1196025 27694 C12H17NO2 207.13 0.2907 2.45 1.287 1 0 21.7 5 2 15 0 InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3 TXPPKWZEHFNZOE-UHFFFAOYSA-N COc1cc2CN(C)CCc2cc1OC NPC119669 6,7-Dimethoxy-2-Methyl-3,4-Dihydroisoquinolin-1-One 6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolin-1-one CHEMBL504722 303906 C12H15NO3 221.11 -0.3689 2.34 0.914 2 0 38.77 5 2 16 0 InChI=1S/C12H15NO3/c1-13-5-4-8-6-10(15-2)11(16-3)7-9(8)12(13)14/h6-7H,4-5H2,1-3H3 BDIZBBGNYDRCCA-UHFFFAOYSA-N COc1cc2c(cc1OC)CCN(C2=O)C NPC182842 6,7-Dimethoxy-3-(2,4,5-Trimethoxyphenyl)Chromen-4-One 6,7-dimethoxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one CHEMBL234933 632958 C20H20O7 372.12 -0.9257 2.89 2.181 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-14-8-18(25-4)16(23-2)6-11(14)13-10-27-15-9-19(26-5)17(24-3)7-12(15)20(13)21/h6-10H,1-5H3 ADVSBKKAOLGTQF-UHFFFAOYSA-N COc1cc(OC)c(cc1OC)c1coc2c(c1=O)cc(c(c2)OC)OC NPC124302 6,7-Dimethoxy-3-(6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)-3H-2-Benzofuran-1-One 6,7-dimethoxy-3-(6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-2-benzofuran-1-one CHEMBL1256868 1309 C21H21NO6 383.14 -0.2155 3 2.577 3 0 66.46 6 5 28 0 InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3 JZUTXVTYJDCMDU-UHFFFAOYSA-N COc1c(OC)ccc2c1C(=O)OC2C1N(C)CCc2c1cc1OCOc1c2 NPC233780 6,7-Dimethoxy-3H-2-Benzofuran-1-One 6,7-dimethoxy-3H-2-benzofuran-1-one CHEMBL1333869 68437 C10H10O4 194.06 -0.1831 2.12 1.499 2 0 44.76 4 2 14 0 InChI=1S/C10H10O4/c1-12-7-4-3-6-5-14-10(11)8(6)9(7)13-2/h3-4H,5H2,1-2H3 ORFFGRQMMWVHIB-UHFFFAOYSA-N COc1c(OC)ccc2c1C(=O)OC2 NPC224342 6,8-Bis(3-Methylbut-2-Enyl)-9,10-Dihydrophenanthrene-2,3,5,7-Tetrol 6,8-bis(3-methylbut-2-enyl)-9,10-dihydrophenanthrene-2,3,5,7-tetrol CHEMBL1535695 480818 C24H28O4 380.2 2.0384 3.66 4.583 0 4 80.92 12 3 28 0 InChI=1S/C24H28O4/c1-13(2)5-8-17-16-10-7-15-11-20(25)21(26)12-19(15)22(16)24(28)18(23(17)27)9-6-14(3)4/h5-6,11-12,25-28H,7-10H2,1-4H3 YJJXCOSDPIJFJR-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c2c(c1O)c1cc(O)c(cc1CC2)O)C NPC75049 6,8-Di(Gamma,Gamma-Dimethylallyl)-4',7-Dihydroxyflavanone (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL560504 45267937 C25H28O4 392.2 2.4007 3.77 4.8 1 2 66.76 11 3 29 0 InChI=1S/C25H28O4/c1-15(2)5-7-18-13-21-22(27)14-23(17-8-10-19(26)11-9-17)29-25(21)20(24(18)28)12-6-16(3)4/h5-6,8-11,13,23,26,28H,7,12,14H2,1-4H3/t23-/m0/s1 MLXUEMGNSDHQTJ-QHCPKHFHSA-N CC(=CCc1c2O[C@@H](CC(=O)c2cc(c1O)CC=C(C)C)c1ccc(cc1)O)C NPC175943 6,8-Dihydroxy-3-Methylisocoumarin 6,8-dihydroxy-3-methylisochromen-1-one CHEMBL559789 5280627 C10H8O4 192.04 -0.5512 2.12 1.301 2 2 66.76 3 2 14 0 InChI=1S/C10H8O4/c1-5-2-6-3-7(11)4-8(12)9(6)10(13)14-5/h2-4,11-12H,1H3 OHHKDUWFPNAEHQ-UHFFFAOYSA-N Oc1cc(O)c2c(c1)cc(oc2=O)C NPC171916 6,8-Diprenylorobo 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chromen-4-one CHEMBL2442947 21148065 C25H26O6 422.17 1.2469 3.55 3.918 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-8-16-22(28)17(9-6-14(3)4)25-21(23(16)29)24(30)18(12-31-25)15-7-10-19(26)20(27)11-15/h5-7,10-12,26-29H,8-9H2,1-4H3 OAUIRSVJXOFAOO-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C NPC469935 6-[(2E)-3,7-Dimethylocta-2,6-Dienyl]-5,7-Dihydroxy-8-(2-Methylbutanoyl)-4-Phenylchromen-2-One 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-8-(2-methylbutanoyl)-4-phenylchromen-2-one CHEMBL1277774 11306030 C30H34O5 474.24 2.0577 4.21 8.137 2 2 83.83 16 3 35 1 InChI=1S/C30H34O5/c1-6-20(5)27(32)26-29(34)22(16-15-19(4)12-10-11-18(2)3)28(33)25-23(17-24(31)35-30(25)26)21-13-8-7-9-14-21/h7-9,11,13-15,17,20,33-34H,6,10,12,16H2,1-5H3/b19-15+ NTNREFYHTKELSQ-XDJHFCHBSA-N CCC(C(=O)c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1oc(=O)cc2c1ccccc1)O)C NPC162939 6-[(3E,5E,7S)-5,7-Dimethyl-2-Oxonona-3,5-Dienyl]-2,4-Dihydroxy-3-Methylbenzaldehyde 6-[(3E,5E,7S)-5,7-dimethyl-2-oxonona-3,5-dienyl]-2,4-dihydroxy-3-methylbenzaldehyde CHEMBL1456313 16745396 C19H24O4 316.17 0.472 3.11 3.992 2 2 74.6 13 1 23 0 InChI=1S/C19H24O4/c1-5-12(2)8-13(3)6-7-16(21)9-15-10-18(22)14(4)19(23)17(15)11-20/h6-8,10-12,22-23H,5,9H2,1-4H3/b7-6+,13-8+/t12-/m0/s1 SRUILBLGVMJFPG-YDROHTJRSA-N CC[C@@H](/C=C(/C=C/C(=O)Cc1cc(O)c(c(c1C=O)O)C)\C)C NPC155763 6-[2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-4-Oxochromen-3-Yl]Oxy-3,4,5-Trihydroxyoxane-2-Carboxylic Acid 6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL1506682 12004528 C21H18O13 478.07 -4.7899 2.34 -0.197 8 8 223.67 12 4 34 1 InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31) DUBCCGAQYVUYEU-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(C(=O)O)C(C(C1O)O)O)c1ccc(c(c1)O)O NPC193906 6-Acetonyldihydrochelerythrine 1-[(13S)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]propan-2-one CHEMBL250267 185516 C24H23NO5 405.16 -0.5603 3.44 3.074 2 0 57.23 8 5 30 0 InChI=1S/C24H23NO5/c1-13(26)9-18-22-15(7-8-19(27-3)24(22)28-4)16-6-5-14-10-20-21(30-12-29-20)11-17(14)23(16)25(18)2/h5-8,10-11,18H,9,12H2,1-4H3/t18-/m0/s1 VGTQLFWIJIABSU-SFHVURJKSA-N COc1c(OC)ccc2c1[C@H](CC(=O)C)N(C)c1c2ccc2c1cc1OCOc1c2 NPC193169 6-Acetyl-5,8-Dihydroxy-2-Methoxy-7-Methyl-1,4-Naphthoquinone 6-acetyl-5,8-dihydroxy-2-methoxy-7-methylnaphthalene-1,4-dione CHEMBL3094516 72737556 C14H12O6 276.06 -1.1976 2.34 -0.105 4 2 100.9 7 2 20 0 InChI=1S/C14H12O6/c1-5-9(6(2)15)14(19)10-7(16)4-8(20-3)13(18)11(10)12(5)17/h4,17,19H,1-3H3 PHRQNTXVBVJWJE-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)c(O)c(c(c2O)C(=O)C)C NPC254603 6-Acetyl-5-Hydroxy-2-Methoxy-7-Methyl-[1,4]Naphthoquinone 6-acetyl-5-hydroxy-2-methoxy-7-methylnaphthalene-1,4-dione CHEMBL322776 158739 C14H12O5 260.07 -0.7373 2.45 1.069 4 1 80.67 6 2 19 0 InChI=1S/C14H12O5/c1-6-4-8-12(14(18)11(6)7(2)15)9(16)5-10(19-3)13(8)17/h4-5,18H,1-3H3 SSHJHOVVYKCJJI-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)cc(c(c2O)C(=O)C)C NPC67584 6Alpha-Acetoxyisoinuviscolide [(3aS,5aS,8R,8aS,9S,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-9-yl] acetate CHEMBL1911139 57399052 C17H22O5 306.15 0.712 2.78 1.338 5 1 72.83 6 3 22 0 InChI=1S/C17H22O5/c1-8-7-12-13(9(2)16(19)22-12)15(21-10(3)18)14-11(8)5-6-17(14,4)20/h7,11-15,20H,2,5-6H2,1,3-4H3/t11-,12+,13-,14+,15+,17-/m1/s1 PLSCGWSBZMOKAA-RURKYGKJSA-N CC(=O)O[C@H]1[C@H]2[C@H](C=C([C@@H]3[C@@H]1[C@](C)(O)CC3)C)OC(=O)C2=C NPC78307 6-Alpha-Hydroxysugiol (4aS,10R,10aS)-6,10-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL3814903 12114761 C20H28O3 316.2 0.1237 3.33 5.537 2 2 57.53 8 3 23 1 InChI=1S/C20H28O3/c1-11(2)12-9-13-14(10-15(12)21)20(5)8-6-7-19(3,4)18(20)17(23)16(13)22/h9-11,17-18,21,23H,6-8H2,1-5H3/t17-,18-,20+/m0/s1 VQGOEQIXFUUUQP-CMKODMSKSA-N O[C@H]1C(=O)c2cc(C(C)C)c(cc2[C@@]2([C@@H]1C(C)(C)CCC2)C)O NPC293890 6Beta,19-Diacetoxy-1Alpha,6Beta-Dihydroxy-7,16-Dioxoent-Abieta-15(17)-Ene [(1R,2S,4S,4aS,4bR,7R,8aR,10S,10aS)-2-acetyloxy-4,10-dihydroxy-1,4a-dimethyl-9-oxo-7-(3-oxoprop-1-en-2-yl)-3,4,4b,5,6,7,8,8a,10,10a-decahydro-2H-phenanthren-1-yl]methyl acetate CHEMBL1641876 50901035 C24H34O8 450.23 -1.0596 3.22 1.713 8 2 127.2 13 3 32 0 InChI=1S/C24H34O8/c1-12(10-25)15-6-7-17-16(8-15)20(29)21(30)22-23(4,11-31-13(2)26)19(32-14(3)27)9-18(28)24(17,22)5/h10,15-19,21-22,28,30H,1,6-9,11H2,2-5H3/t15-,16-,17-,18+,19+,21-,22-,23-,24-/m1/s1 MTEJSIXALGJBGG-JWWKOUDBSA-N O=CC(=C)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]2(C)[C@@H](O)C[C@@H]([C@@]1(C)COC(=O)C)OC(=O)C)O NPC474719 6Beta-Hydroxy-3-Oxolup-20(29)-En-28-Oic Acid (1R,3aS,5aR,5bR,7R,7aR,11aR,11bR,13aS,13bR)-7-hydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid CHEMBL480109 44559177 C30H46O4 470.34 2.1529 4.32 6.926 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-28(6)19(23(18)30)8-9-21-27(5)12-11-22(32)26(3,4)24(27)20(31)16-29(21,28)7/h18-21,23-24,31H,1,8-16H2,2-7H3,(H,33,34)/t18-,19-,20+,21+,23+,24-,27+,28+,29+,30-/m0/s1 FIADIPXEFYWJQV-SYNJDHFQSA-N O[C@@H]1C[C@]2(C)[C@@H]([C@@]3([C@@H]1C(C)(C)C(=O)CC3)C)CC[C@@H]1[C@@]2(C)CC[C@@]2([C@@H]1[C@@H](CC2)C(=C)C)C(=O)O NPC291028 6-Beta-Hydroxy-3-Oxo-Olean-12-En-28-Oic Acid (4aS,6aR,6aS,6bR,8R,8aR,12aR,14bS)-8-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid CHEMBL490345 44593478 C30H46O4 470.34 1.9332 4.32 6.571 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-21-27(5)11-10-22(32)26(3,4)23(27)20(31)17-29(21,28)7/h8,19-21,23,31H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21+,23-,27+,28+,29+,30-/m0/s1 GBMBQYFNPMVAMS-BOTRXSTOSA-N O[C@@H]1C[C@]2(C)[C@@H]([C@@]3([C@@H]1C(C)(C)C(=O)CC3)C)CC=C1[C@@]2(C)CC[C@@]2([C@H]1CC(CC2)(C)C)C(=O)O NPC142583 6Beta-Hydroxygenipin methyl (1R,4aS,5R,7aS)-1,5-dihydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate CHEMBL2316923 71577496 C11H14O6 242.08 -1.7474 2.01 -1.721 6 3 96.22 7 2 17 0 InChI=1S/C11H14O6/c1-16-10(14)6-4-17-11(15)8-5(3-12)2-7(13)9(6)8/h2,4,7-9,11-13,15H,3H2,1H3/t7-,8-,9+,11-/m1/s1 QMBSLGFBNUKGRJ-SDNRWEOFSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H](O)C=C2CO)O NPC471087 6Beta-Hydroxystemofoline CHEMBL2368529 73345325 C22H31NO6 405.22 -1.972 3.11 1.956 7 1 77.46 10 5 29 0 InChI=1S/C22H31NO6/c1-5-6-7-21-14-8-12-15-10(2)17(18-16(26-4)11(3)20(25)27-18)29-22(15,28-14)19(21)13(24)9-23(12)21/h10,12-15,17-19,24H,5-9H2,1-4H3/t10-,12-,13+,14+,15+,17?,18?,19+,21-,22-/m0/s1 UYJQMJHUNWUKTG-YLMSMMQMSA-N CCCC[C@@]12[C@H]3C[C@@H]4N1C[C@H]([C@H]2[C@]1(O3)[C@@H]4[C@@H](C(O1)C1OC(=O)C(=C1OC)C)C)O NPC110158 6-Bromo-1H-Indole-3-Carbaldehyde 6-bromo-1H-indole-3-carbaldehyde CHEMBL3358229 2794830 C9H6BrNO 222.96 0.276 2.12 2.753 2 1 32.86 2 2 12 0 InChI=1S/C9H6BrNO/c10-7-1-2-8-6(5-12)4-11-9(8)3-7/h1-5,11H WCCLQCBKBPTODV-UHFFFAOYSA-N O=Cc1c[nH]c2c1ccc(c2)Br NPC158949 6-Dehydrogingerdione (1E,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one CHEMBL555195 22321203 C17H22O4 290.15 -1.288 2.89 3.644 2 2 66.76 12 1 21 0 InChI=1S/C17H22O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h7-12,19-20H,3-6H2,1-2H3/b9-7+,15-12- FZWNRFAUDBWSKY-QNQPVOBRSA-N CCCCCC(=O)/C=C(/C=C/c1ccc(c(c1)OC)O)\O NPC5322 6-Deoxyisojacareubin 6,11-dihydroxy-3,3-dimethylpyrano[2,3-c]xanthen-7-one CHEMBL3327040 5464641 C18H14O5 310.08 -0.4307 2.89 2.014 1 2 75.99 4 4 23 0 InChI=1S/C18H14O5/c1-18(2)7-6-9-13(23-18)8-12(20)14-15(21)10-4-3-5-11(19)16(10)22-17(9)14/h3-8,19-20H,1-2H3 XWRLBJDPJRDNKF-UHFFFAOYSA-N Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(o2)c(O)ccc1 NPC164386 6-Dihydroparadol 4-(3-hydroxydecyl)-2-methoxyphenol CHEMBL1094101 10378937 C17H28O3 280.2 -2.9251 3 4.748 1 2 49.69 14 1 20 0 InChI=1S/C17H28O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,15,18-19H,3-9,11H2,1-2H3 DFOMASIWHAPFEW-UHFFFAOYSA-N CCCCCCCC(CCc1ccc(c(c1)OC)O)O NPC130591 6-Epi-Clusianone CHEMBL1629877 NA C33H42O4 502.31 4.4808 4.65 9.863 4 1 71.44 17 3 37 1 InChI=1S/C33H42O4/c1-21(2)14-15-25-20-32(18-16-22(3)4)28(35)26(27(34)24-12-10-9-11-13-24)29(36)33(30(32)37,31(25,7)8)19-17-23(5)6/h9-14,16-17,25,35H,15,18-20H2,1-8H3/t25-,32-,33+/m0/s1 JXKKYQPCNJMAHZ-DZMJNENTSA-N CC(=CC[C@]12C[C@H](CC=C(C)C)C([C@@](C2=O)(C(=O)C(=C1O)C(=O)c1ccccc1)CC=C(C)C)(C)C)C NPC470327 6-Geranyl-3',5,5',7-Tetrahydroxy-4'-Methoxyflavanone 2-(3,5-dihydroxy-4-methoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL2011405 57520592 C26H30O7 454.2 0.7831 3.55 2.782 1 4 116.45 15 3 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-7-15(3)8-9-17-18(27)12-23-24(25(17)31)19(28)13-22(33-23)16-10-20(29)26(32-4)21(30)11-16/h6,8,10-12,22,27,29-31H,5,7,9,13H2,1-4H3/b15-8+ GMGRYHOHJJROMP-OVCLIPMQSA-N COc1c(O)cc(cc1O)C1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC226025 6-Geranyl-5,7-Dihydroxy-3',4'-Dimethoxyflavanone (2S)-2-(3,4-dimethoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL3581355 24854121 C27H32O6 452.22 1.6519 3.77 4.264 1 2 85.22 15 3 33 0 InChI=1S/C27H32O6/c1-16(2)7-6-8-17(3)9-11-19-20(28)14-25-26(27(19)30)21(29)15-23(33-25)18-10-12-22(31-4)24(13-18)32-5/h7,9-10,12-14,23,28,30H,6,8,11,15H2,1-5H3/b17-9+/t23-/m0/s1 XMWZSFFOJPSCLZ-VAPFXODJSA-N COc1ccc(cc1OC)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC289201 6-Hydroxy-1,7-Diphenyl-4-En-3-Heptanone (E)-6-hydroxy-1,7-diphenylhept-4-en-3-one CHEMBL240908 24755150 C19H20O2 280.15 -0.2538 3.33 7.27 2 1 37.3 8 2 21 1 InChI=1S/C19H20O2/c20-18(12-11-16-7-3-1-4-8-16)13-14-19(21)15-17-9-5-2-6-10-17/h1-10,13-14,19,21H,11-12,15H2/b14-13+ TYZZLIGGENRWEF-BUHFOSPRSA-N O=C(/C=C/C(Cc1ccccc1)O)CCc1ccccc1 NPC7569 6-Hydroxy-2-Phenethyl-Chromen-4-One 6-hydroxy-2-(2-phenylethyl)chromen-4-one CHEMBL358544 5318315 C17H14O3 266.09 -0.6459 3 5.109 1 1 46.53 4 3 20 1 InChI=1S/C17H14O3/c18-13-7-9-17-15(10-13)16(19)11-14(20-17)8-6-12-4-2-1-3-5-12/h1-5,7,9-11,18H,6,8H2 QIYUDFMVCDXKBQ-UHFFFAOYSA-N Oc1ccc2c(c1)c(=O)cc(o2)CCc1ccccc1 NPC82336 6-Hydroxy-4-(4-Hydroxy-3-Methoxyphenyl)-3-Hydroxymethyl-7-Methoxy-3,4-Dihydro-2-Naphthaldehyde (3R,4S)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-3,4-dihydronaphthalene-2-carbaldehyde CHEMBL486209 9998370 C20H20O6 356.13 -1.7007 3 1.063 2 3 96.22 10 3 26 0 InChI=1S/C20H20O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-9,15,20,22-24H,10H2,1-2H3/t15-,20-/m0/s1 PATMJUOZIPKVAS-YWZLYKJASA-N O=CC1=Cc2cc(OC)c(cc2[C@@H]([C@H]1CO)c1ccc(c(c1)OC)O)O NPC22519 6-Hydroxy-5,7-Dimethoxy-2-(4-Methoxyphenyl)Chromen-4-One 6-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL77695 243760 C18H16O6 328.09 -1.1193 2.78 2.161 1 1 74.22 8 3 24 0 InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)17(20)18(16)23-3/h4-9,20H,1-3H3 XYHIVQHSXGOAQP-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2OC)O)OC NPC475761 6-Hydroxy-6-(2-Oxocyclopentyl)Indolo[2,1-B]Quinazolin-12-One 6-hydroxy-6-(2-oxocyclopentyl)indolo[2,1-b]quinazolin-12-one CHEMBL514757 24970647 C20H16N2O3 332.12 -1.7514 3.11 2.745 5 1 69.97 2 5 25 0 InChI=1S/C20H16N2O3/c23-17-11-5-8-14(17)20(25)13-7-2-4-10-16(13)22-18(24)12-6-1-3-9-15(12)21-19(20)22/h1-4,6-7,9-10,14,25H,5,8,11H2 NRHPRGPVMBPMKF-UHFFFAOYSA-N O=c1c2ccccc2nc2n1c1ccccc1C2(O)C1CCCC1=O NPC475607 6-Hydroxy-6-(2-Oxodecyl)Indolo[2,1-B]Quinazolin-12-One 6-hydroxy-6-(2-oxodecyl)indolo[2,1-b]quinazolin-12-one CHEMBL509181 24970646 C25H28N2O3 404.21 -3.2162 3.66 6.635 5 1 69.97 11 4 30 1 InChI=1S/C25H28N2O3/c1-2-3-4-5-6-7-12-18(28)17-25(30)20-14-9-11-16-22(20)27-23(29)19-13-8-10-15-21(19)26-24(25)27/h8-11,13-16,30H,2-7,12,17H2,1H3 FVKQQBYLKYVOGQ-UHFFFAOYSA-N CCCCCCCCC(=O)CC1(O)c2nc3ccccc3c(=O)n2c2c1cccc2 NPC474081 6-Hydroxy-6-(3-Oxopentan-2-Yl)Indolo[2,1-B]Quinazolin-12-One 6-hydroxy-6-(3-oxopentan-2-yl)indolo[2,1-b]quinazolin-12-one CHEMBL460270 24970701 C20H18N2O3 334.13 -1.2282 3.11 3.514 5 1 69.97 6 4 25 0 InChI=1S/C20H18N2O3/c1-3-17(23)12(2)20(25)14-9-5-7-11-16(14)22-18(24)13-8-4-6-10-15(13)21-19(20)22/h4-12,25H,3H2,1-2H3 KRSSDHONRPUAMT-UHFFFAOYSA-N CCC(=O)C(C1(O)c2nc3ccccc3c(=O)n2c2c1cccc2)C NPC14822 6'-Hydroxy-7'-Methoxybergamottin 4-[(E,6R)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-enoxy]furo[3,2-g]chromen-7-one CHEMBL1651089 53316972 C22H26O6 386.17 0.6936 3.22 2.883 3 1 78.13 13 3 28 0 InChI=1S/C22H26O6/c1-14(5-7-19(23)22(2,3)25-4)9-11-27-21-15-6-8-20(24)28-18(15)13-17-16(21)10-12-26-17/h6,8-10,12-13,19,23H,5,7,11H2,1-4H3/b14-9+/t19-/m1/s1 DXUCGAHPDLXISA-CECLQJIQSA-N COC([C@@H](CC/C(=C/COc1c2ccoc2cc2c1ccc(=O)o2)/C)O)(C)C NPC163398 6-Hydroxycoumarin 6-hydroxychromen-2-one CHEMBL243263 99477 C9H6O3 162.03 -0.1903 2.12 1.532 1 1 46.53 1 2 12 0 InChI=1S/C9H6O3/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h1-5,10H CJIJXIFQYOPWTF-UHFFFAOYSA-N Oc1ccc2c(c1)ccc(=O)o2 NPC275772 6-Hydroxyluteolin 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxychromen-4-one CHEMBL464107 5281642 C15H10O7 302.04 -2.8051 2.34 0.928 1 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)11-4-9(18)13-12(22-11)5-10(19)14(20)15(13)21/h1-5,16-17,19-21H VYAKIUWQLHRZGK-UHFFFAOYSA-N Oc1ccc(cc1O)c1cc(=O)c2c(o1)cc(c(c2O)O)O NPC58716 6-Hydroxyluteolin 7-O-Beta-D-Glucopyranoside 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL469621 185766 C21H20O12 464.1 -4.552 2.45 -0.609 6 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-14-17(27)19(29)20(30)21(33-14)32-13-5-12-15(18(28)16(13)26)10(25)4-11(31-12)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21-/m1/s1 HYPKUHLLPBGDLF-IAAKTDFRSA-N OC[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC3583 6-Hydroxyluteolin 7-O-Laminaribioside 7-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-4-one CHEMBL498848 11570897 C27H30O17 626.15 -6.2989 2.56 -2.575 11 11 285.75 18 5 44 2 InChI=1S/C27H30O17/c28-6-15-19(34)22(37)23(38)26(42-15)44-25-20(35)16(7-29)43-27(24(25)39)41-14-5-13-17(21(36)18(14)33)11(32)4-12(40-13)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2/t15-,16-,19-,20-,22+,23-,24-,25+,26+,27-/m1/s1 YNOSNIYDHUBEBU-HGKFCXGKSA-N OC[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O NPC93653 6-Methoxy-1-Methyl-2-Phenylquinolin-4-One 6-methoxy-1-methyl-2-phenylquinolin-4-one CHEMBL1415524 622180 C17H15NO2 265.11 -0.2858 3 5.059 2 0 29.54 4 3 20 1 InChI=1S/C17H15NO2/c1-18-15-9-8-13(20-2)10-14(15)17(19)11-16(18)12-6-4-3-5-7-12/h3-11H,1-2H3 GFUAPSNFZWUMBP-UHFFFAOYSA-N COc1ccc2c(c1)c(=O)cc(n2C)c1ccccc1 NPC131204 6-Methoxy-2-Methyl-3,4-Dihydro-1H-Isoquinolin-7-Ol 6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol CHEMBL593001 280225 C11H15NO2 193.11 -0.1178 2.34 0.768 1 1 32.7 4 2 14 0 InChI=1S/C11H15NO2/c1-12-4-3-8-6-11(14-2)10(13)5-9(8)7-12/h5-6,13H,3-4,7H2,1-2H3 FELOSQQXIHRUSH-UHFFFAOYSA-N COc1cc2CCN(Cc2cc1O)C NPC207656 6-Methoxycyclohexane-1,2,3,4,5-Pentol 6-methoxycyclohexane-1,2,3,4,5-pentol CHEMBL171890 230881 C7H14O6 194.08 -2.6557 1.57 -1.797 6 5 110.38 7 1 13 0 InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3 DSCFFEYYQKSRSV-UHFFFAOYSA-N COC1C(O)C(O)C(C(C1O)O)O NPC193238 6-Methoxyquinoline-4-Carboxylic Acid 6-methoxyquinoline-4-carboxylic acid CHEMBL1396390 345824 C11H9NO3 203.06 -0.2916 2.23 1.61 3 1 59.42 4 2 15 0 InChI=1S/C11H9NO3/c1-15-7-2-3-10-9(6-7)8(11(13)14)4-5-12-10/h2-6H,1H3,(H,13,14) XXLFLUJXWKXUGS-UHFFFAOYSA-N COc1ccc2c(c1)c(ccn2)C(=O)O NPC239854 6-Methyl-5,6,6A,7-Tetrahydro-4H-Dibenzo[De,G]Quinoline (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL281357 10421583 C17H17N 235.14 0.3947 3.22 5.701 1 0 3.24 1 4 18 1 InChI=1S/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3/t16-/m1/s1 BZKUYNBAFQJRDM-MRXNPFEDSA-N CN1CCc2c3[C@H]1Cc1ccccc1c3ccc2 NPC7018 6-Methyl-7,8-Dihydro-5H-[1,3]Dioxolo[4,5-G]Isoquinoline 6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline CHEMBL2140445 22301 C11H13NO2 191.09 0.0916 2.34 1.214 1 0 21.7 1 3 14 0 InChI=1S/C11H13NO2/c1-12-3-2-8-4-10-11(14-7-13-10)5-9(8)6-12/h4-5H,2-3,6-7H2,1H3 XNZFFRJWTVYMBF-UHFFFAOYSA-N CN1CCc2c(C1)cc1c(c2)OCO1 NPC87403 6'-O-(1-Hydroxy-4-Oxo-Cyclohexanacetyl)Acteoside [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[2-(1-hydroxy-4-oxocyclohexyl)acetyl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL555032 44140015 C37H46O18 778.27 -4.322 3.55 0.26 14 9 288.66 25 5 55 3 InChI=1S/C37H46O18/c1-18-29(45)30(46)31(47)36(52-18)55-34-32(48)35(50-13-10-20-3-6-23(40)25(42)15-20)53-26(17-51-28(44)16-37(49)11-8-21(38)9-12-37)33(34)54-27(43)7-4-19-2-5-22(39)24(41)14-19/h2-7,14-15,18,26,29-36,39-42,45-49H,8-13,16-17H2,1H3/b7-4+/t18-,26+,29-,30+,31+,32+,33+,34+,35+,36-/m0/s1 PMMYCTDNPFFVSX-JUQAZGJBSA-N O=C1CCC(CC1)(O)CC(=O)OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC228331 6-O-(2-Carbonyl-3-Methylbutanoyl)Scutehenanine A [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-1-(3-methyl-2-oxobutanoyl)oxy-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-2-yl] pyridine-3-carboxylate CHEMBL1078660 44557017 C31H37NO8 551.25 2.2745 3.88 3.312 9 1 129.09 16 4 40 0 InChI=1S/C31H37NO8/c1-18(2)24(34)28(36)39-25-26(40-27(35)21-10-8-14-32-16-21)31(6,37)29(4,13-12-20-15-23(33)38-17-20)22-11-7-9-19(3)30(22,25)5/h8-10,12-16,18,22,25-26,37H,7,11,17H2,1-6H3/b13-12+/t22-,25+,26+,29-,30+,31+/m1/s1 HIVFEOLTCPRWLR-QIDHMWRMSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1cccnc1)OC(=O)C(=O)C(C)C)C NPC104961 6-O-Acetyldihydrohelenalin [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] acetate CHEMBL425554 442145 C17H22O5 306.15 0.3432 2.78 1.473 5 0 69.67 6 3 22 0 InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8-9,11-12,14-15H,7H2,1-4H3/t8-,9+,11+,12-,14-,15+,17+/m1/s1 NEIIKBWBBCJSQU-HESYKRBGSA-N CC(=O)O[C@H]1[C@H]2[C@H](OC(=O)[C@H]2C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C NPC304179 6-O-Acetylscutehenanine A [(1R,2S,3R,4R,4aS,8aR)-1-acetyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-2-yl] pyridine-3-carboxylate CHEMBL1078787 44556880 C28H33NO7 495.23 1.8139 3.66 3.112 8 1 112.02 13 4 36 0 InChI=1S/C28H33NO7/c1-17-8-6-10-21-26(3,12-11-19-14-22(31)34-16-19)28(5,33)24(23(27(17,21)4)35-18(2)30)36-25(32)20-9-7-13-29-15-20/h7-9,11-15,21,23-24,33H,6,10,16H2,1-5H3/b12-11+/t21-,23+,24+,26-,27+,28+/m1/s1 DARAPLZWBKPWQG-GNSXTQCCSA-N CC(=O)O[C@H]1[C@H](OC(=O)c2cccnc2)[C@](C)(O)[C@]([C@@H]2[C@]1(C)C(=CCC2)C)(C)/C=C/C1=CC(=O)OC1 NPC219677 6-O-Caffeoyl-Beta-D-Fructofuranosyl-(2->1)-Alpha-D-Glucopyranoside [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL455088 10346004 C21H28O14 504.15 -4.5008 2.23 -1.745 12 9 236.06 18 3 35 2 InChI=1S/C21H28O14/c22-6-12-16(28)19(31)21(8-23,34-12)35-20-18(30)17(29)15(27)13(33-20)7-32-14(26)4-2-9-1-3-10(24)11(25)5-9/h1-5,12-13,15-20,22-25,27-31H,6-8H2/b4-2+/t12-,13-,15-,16-,17+,18-,19+,20-,21+/m1/s1 UZUDNVXQOKQTDO-WXOUDWAJSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)O)(CO)O[C@H]1O[C@H](COC(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC470572 6'-Ocaffeoylgoodyeroside [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(3S)-5-oxooxolan-3-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL2071306 70693126 C19H22O11 426.12 -2.4926 2.34 -0.387 9 5 172.21 12 3 30 0 InChI=1S/C19H22O11/c20-11-3-1-9(5-12(11)21)2-4-14(22)28-8-13-16(24)17(25)18(26)19(30-13)29-10-6-15(23)27-7-10/h1-5,10,13,16-21,24-26H,6-8H2/b4-2+/t10-,13+,16+,17-,18+,19+/m0/s1 CYEFUTNNSBRMEB-ICCSCHITSA-N O=C1OC[C@H](C1)O[C@@H]1O[C@H](COC(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC34293 6'-O-Coumaroyl-1'-O-[2-(3,4-Dihydroxyphenyl)Ethyl]-Beta-D-Glucopyranoside [(2R,3S,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL469622 11719580 C23H26O10 462.15 -2.5906 2.89 1.806 7 6 166.14 15 3 33 1 InChI=1S/C23H26O10/c24-15-5-1-13(2-6-15)4-8-19(27)32-12-18-20(28)21(29)22(30)23(33-18)31-10-9-14-3-7-16(25)17(26)11-14/h1-8,11,18,20-26,28-30H,9-10,12H2/b8-4+/t18-,20-,21+,22-,23-/m1/s1 DNMNWOHCZHSQAI-FZYQUXMESA-N O=C(/C=C/c1ccc(cc1)O)OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC286809 6'-O-Feruloyl-Desglucouzarin [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL510977 44573470 C39H52O12 712.35 -1.5612 4.43 4.199 10 5 181.44 17 7 51 0 InChI=1S/C39H52O12/c1-37-13-10-24(18-23(37)6-7-27-26(37)11-14-38(2)25(12-15-39(27,38)46)22-17-32(42)48-19-22)50-36-35(45)34(44)33(43)30(51-36)20-49-31(41)9-5-21-4-8-28(40)29(16-21)47-3/h4-5,8-9,16-17,23-27,30,33-36,40,43-46H,6-7,10-15,18-20H2,1-3H3/b9-5+/t23-,24-,25+,26-,27+,30+,33+,34-,35+,36+,37-,38+,39-/m0/s1 OQQLWHSEFACXNN-SDSYWWGPSA-N COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O NPC70422 6-O-Isovaleryldihydrohelenalin [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] 3-methylbutanoate CHEMBL452752 14656908 C20H28O5 348.19 0.941 3.11 2.803 5 0 69.67 9 3 25 0 InChI=1S/C20H28O5/c1-10(2)8-16(22)25-18-17-12(4)19(23)24-14(17)9-11(3)13-6-7-15(21)20(13,18)5/h6-7,10-14,17-18H,8-9H2,1-5H3/t11-,12+,13+,14-,17-,18+,20+/m1/s1 XOSUIROVCFABAY-QUQQNCTQSA-N CC(CC(=O)O[C@H]1[C@H]2[C@@H](C[C@H]([C@H]3[C@@]1(C)C(=O)C=C3)C)OC(=O)[C@H]2C)C NPC118423 6-Oxo-7,11,13-Labdatriene-16,15-Olide 4-[(E)-2-[(1S,4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one CHEMBL1288184 52942511 C20H26O3 314.19 2.0812 3.33 4.694 3 0 43.37 6 3 23 0 InChI=1S/C20H26O3/c1-13-12-16(21)17-19(2,3)9-5-10-20(17,4)15(13)7-6-14-8-11-23-18(14)22/h6-8,12,15,17H,5,9-11H2,1-4H3/b7-6+/t15-,17-,20+/m0/s1 WFORKFWUKJWGDY-FKGFIRTRSA-N O=C1OCC=C1/C=C/[C@H]1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)C NPC81483 6S,9S-Roseoside (4S)-4-hydroxy-3,5,5-trimethyl-4-[(E,3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one CHEMBL444196 10317980 C19H30O8 386.19 -0.991 2.67 -0.464 8 5 136.68 14 2 27 0 InChI=1S/C19H30O8/c1-10-7-12(21)8-18(3,4)19(10,25)6-5-11(2)26-17-16(24)15(23)14(22)13(9-20)27-17/h5-7,11,13-17,20,22-25H,8-9H2,1-4H3/b6-5+/t11-,13+,14+,15-,16+,17+,19+/m0/s1 SWYRVCGNMNAFEK-PUVRWCMWSA-N OC[C@H]1O[C@@H](O[C@H](/C=C/[C@@]2(O)C(=CC(=O)CC2(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC319282 7-(3,4-Dihydroxyphenyl)-5-Hydroxy-1-(4-Hydroxy-3-Methoxyphenyl)Heptan-3-One 7-(3,4-dihydroxyphenyl)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)heptan-3-one CHEMBL256966 21577376 C20H24O6 360.16 -2.3008 3 1.893 2 4 107.22 14 2 26 0 InChI=1S/C20H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)12-15(21)6-2-13-4-8-17(23)19(25)10-13/h4-5,8-11,15,21,23-25H,2-3,6-7,12H2,1H3 MSLIBNPPWWCGPY-UHFFFAOYSA-N COc1cc(CCC(=O)CC(CCc2ccc(c(c2)O)O)O)ccc1O NPC179777 7-(4-Hydroxy-3-Methoxy-Phenyl)-1-Phenyl-Hept-4-En-3-One (E)-7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one CHEMBL594765 5318278 C20H22O3 310.16 4.00E-04 3.33 5.994 1 1 46.53 10 2 23 1 InChI=1S/C20H22O3/c1-23-20-15-17(12-14-19(20)22)9-5-6-10-18(21)13-11-16-7-3-2-4-8-16/h2-4,6-8,10,12,14-15,22H,5,9,11,13H2,1H3/b10-6+ NOHMOWQGVDSLNY-UXBLZVDNSA-N COc1cc(CC/C=C/C(=O)CCc2ccccc2)ccc1O NPC121740 7-(6'r-Hydroxy-3',7'-Dimethyl-2'e,7'-Octadienyloxy)Coumarin 7-[(2E,6R)-6-hydroxy-3,7-dimethylocta-2,7-dienoxy]chromen-2-one CHEMBL2346911 13965525 C19H22O4 314.15 1.4593 3.11 3.089 2 1 55.76 10 2 23 0 InChI=1S/C19H22O4/c1-13(2)17(20)8-4-14(3)10-11-22-16-7-5-15-6-9-19(21)23-18(15)12-16/h5-7,9-10,12,17,20H,1,4,8,11H2,2-3H3/b14-10+/t17-/m1/s1 OWAQHJLCKMIPKB-IDKBZEPQSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC[C@H](C(=C)C)O NPC205178 7-(Benzo[D][1,3]Dioxol-5-Yl)-1-(Piperidin-1-Yl)Hepta-2,4,6-Trien-1-One (2E,4E,6E)-7-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylhepta-2,4,6-trien-1-one CHEMBL324315 10244953 C19H21NO3 311.15 -0.4816 3.11 3.861 2 0 38.77 5 3 23 0 InChI=1S/C19H21NO3/c21-19(20-12-6-3-7-13-20)9-5-2-1-4-8-16-10-11-17-18(14-16)23-15-22-17/h1-2,4-5,8-11,14H,3,6-7,12-13,15H2/b2-1+,8-4+,9-5+ DLKOUKNODPCIHZ-UMYWTXKFSA-N O=C(N1CCCCC1)/C=C/C=C/C=C/c1ccc2c(c1)OCO2 NPC274721 7,11B-Dihydro-6H-Indeno[2,1-C]Chromene-3,6A,9,10-Tetrol 7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol CHEMBL1370456 222515 C16H14O5 286.08 -1.9489 2.67 1.037 1 4 90.15 4 4 21 0 InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2 UWHUTZOCTZJUKC-UHFFFAOYSA-N Oc1ccc2c(c1)OCC1(C2c2cc(O)c(cc2C1)O)O NPC156953 7,2'-Dihydroxy-4',5'-Dimethoxyisoflavone 7-hydroxy-3-(2-hydroxy-4,5-dimethoxyphenyl)chromen-4-one CHEMBL430186 5316763 C17H14O6 314.08 -1.6909 2.67 1.587 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-15-6-11(13(19)7-16(15)22-2)12-8-23-14-5-9(18)3-4-10(14)17(12)20/h3-8,18-19H,1-2H3 UYOJEKMKWXYOEQ-UHFFFAOYSA-N COc1cc(c(cc1OC)O)c1coc2c(c1=O)ccc(c2)O NPC260895 7,3',4'-Trihydroxy-3-Methoxyflavone 2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxychromen-4-one CHEMBL126121 9839293 C16H12O6 300.06 -2.2764 2.56 2.236 2 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-16-14(20)10-4-3-9(17)7-13(10)22-15(16)8-2-5-11(18)12(19)6-8/h2-7,17-19H,1H3 VBXMLZNGZPQAEI-UHFFFAOYSA-N COc1c(oc2c(c1=O)ccc(c2)O)c1ccc(c(c1)O)O NPC113089 7,3',4'-Trimethoxyflavone 2-(3,4-dimethoxyphenyl)-7-methoxychromen-4-one CHEMBL13473 154227 C18H16O5 312.1 -0.659 2.89 3.124 1 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-12-5-6-13-14(19)10-16(23-17(13)9-12)11-4-7-15(21-2)18(8-11)22-3/h4-10H,1-3H3 VSFZYCDPDWSYSS-UHFFFAOYSA-N COc1ccc2c(c1)oc(cc2=O)c1ccc(c(c1)OC)OC NPC195202 7,3',4'-Tri-O-Methylluteolin 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one CHEMBL468876 5272653 C18H16O6 328.09 -1.1193 2.78 2.161 1 1 74.22 8 3 24 0 InChI=1S/C18H16O6/c1-21-11-7-12(19)18-13(20)9-15(24-17(18)8-11)10-4-5-14(22-2)16(6-10)23-3/h4-9,19H,1-3H3 HIXDQWDOVZUNNA-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)OC)OC NPC100049 7,7''-Di-O-Methylamentoflavone 5-hydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one CHEMBL1208793 13871759 C32H22O10 566.12 -2.952 3.88 3.34 2 4 151.98 11 6 42 0 InChI=1S/C32H22O10/c1-39-18-10-21(35)30-22(36)12-26(41-28(30)11-18)16-5-8-20(34)19(9-16)29-27(40-2)14-24(38)31-23(37)13-25(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-35,38H,1-2H3 SVIMIMQAVRQGEK-UHFFFAOYSA-N COc1cc(O)c2c(c1c1cc(ccc1O)c1cc(=O)c3c(o1)cc(cc3O)OC)oc(cc2=O)c1ccc(cc1)O NPC469965 7,8-Dihydrocalanolide B CHEMBL138469 65061 C22H28O5 372.19 0.1276 3.33 3.696 2 1 64.99 8 4 27 0 InChI=1S/C22H28O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h10-12,18,24H,6-9H2,1-5H3/t11-,12-,18-/m0/s1 YPUTYHJWWMYIGF-PZROIBLQSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)CCc1c1c2[C@@H](O)[C@H]([C@@H](O1)C)C NPC168803 7,8-Dihydroxyflavone 7,8-dihydroxy-2-phenylchromen-4-one CHEMBL75267 1880 C15H10O4 254.06 -1.4242 2.67 3.592 1 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H COCYGNDCWFKTMF-UHFFFAOYSA-N Oc1ccc2c(c1O)oc(cc2=O)c1ccccc1 NPC241341 7-[(2E)-3,7-Dimethylocta-2,6-Dienoxy]-6-Methoxychromen-2-One 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]-6-methoxychromen-2-one CHEMBL2346913 5319406 C20H24O4 328.17 2.8641 3.22 4.63 1 0 44.76 11 2 24 0 InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)10-11-23-19-13-17-16(12-18(19)22-4)8-9-20(21)24-17/h6,8-10,12-13H,5,7,11H2,1-4H3/b15-10+ NLNMITFNBJXRRP-XNTDXEJSSA-N COc1cc2ccc(=O)oc2cc1OC/C=C(/CCC=C(C)C)\C NPC8856 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyoxan-2-Yl]Oxy-2-(3,4-Dihydroxyphenyl)-5-Hydroxychromen-4-One 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one CHEMBL506935 25104522 C27H30O16 610.15 -5.8386 2.67 -1.612 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c28-7-17-20(34)22(36)24(38)26(41-17)43-25-23(37)21(35)18(8-29)42-27(25)39-10-4-13(32)19-14(33)6-15(40-16(19)5-10)9-1-2-11(30)12(31)3-9/h1-6,17-18,20-32,34-38H,7-8H2/t17-,18-,20-,21-,22+,23+,24-,25-,26+,27-/m1/s1 QCVPRHKLLVFRHV-BYJQLNSESA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC29734 7-[(E,6R)-6-Hydroxy-7-Methoxy-3,7-Dimethyloct-2-Enoxy]Chromen-2-One 7-[(E,6R)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-enoxy]chromen-2-one CHEMBL2346910 15008366 C20H26O5 346.18 0.8477 3.11 3.244 3 1 64.99 13 2 25 0 InChI=1S/C20H26O5/c1-14(5-9-18(21)20(2,3)23-4)11-12-24-16-8-6-15-7-10-19(22)25-17(15)13-16/h6-8,10-11,13,18,21H,5,9,12H2,1-4H3/b14-11+/t18-/m1/s1 HODOWBFKRLQCBH-GPZRYRNASA-N COC([C@@H](CC/C(=C/COc1ccc2c(c1)oc(=O)cc2)/C)O)(C)C NPC2363 7-[(E,6R)-7-Chloro-6-Hydroxy-3,7-Dimethyloct-2-Enoxy]Chromen-2-One 7-[(E,6R)-7-chloro-6-hydroxy-3,7-dimethyloct-2-enoxy]chromen-2-one CHEMBL2346912 71717738 C19H23ClO4 350.13 1.6438 3 4.014 2 1 55.76 12 2 24 0 InChI=1S/C19H23ClO4/c1-13(4-8-17(21)19(2,3)20)10-11-23-15-7-5-14-6-9-18(22)24-16(14)12-15/h5-7,9-10,12,17,21H,4,8,11H2,1-3H3/b13-10+/t17-/m1/s1 LJKOFXGMGDOURN-JIIJFUIFSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC[C@H](C(Cl)(C)C)O NPC28510 7Alpha-Hydroxy-7H-Mitragynine methyl (E)-2-[(2S,3S,7aS,12bS)-3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate CHEMBL61630 44301524 C23H30N2O5 414.22 -1.9222 3.22 2.018 6 1 80.59 11 4 30 0 InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3/b16-13+/t14-,15+,18+,23+/m1/s1 RYENLSMHLCNXJT-CYXFISRXSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@H]1CC)CC[C@]1(C2=Nc2c1c(OC)ccc2)O)/C(=O)OC NPC322283 7-Amino-4-Hydroxynaphthalene-2-Sulfonic Acid 7-amino-4-hydroxynaphthalene-2-sulfonic acid CHEMBL220259 6868 C10H9NO4S 239.03 -1.7517 1.9 0.054 4 3 109 4 2 16 0 InChI=1S/C10H9NO4S/c11-7-1-2-9-6(3-7)4-8(5-10(9)12)16(13,14)15/h1-5,12H,11H2,(H,13,14,15) KYARBIJYVGJZLB-UHFFFAOYSA-N Nc1ccc2c(c1)cc(cc2O)S(=O)(=O)O NPC25351 7-Benzoylnimbocinol [(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] benzoate CHEMBL1774389 54580354 C33H36O5 512.26 1.6013 4.54 6.006 4 0 73.58 9 6 38 1 InChI=1S/C33H36O5/c1-30(2)24-18-27(38-29(36)20-9-7-6-8-10-20)33(5)23(31(24,3)15-12-26(30)35)11-14-32(4)25(33)17-22(34)28(32)21-13-16-37-19-21/h6-10,12-13,15-17,19,23-24,27-28H,11,14,18H2,1-5H3/t23-,24+,27-,28-,31-,32-,33-/m1/s1 BNCQITGVZDTXDN-RCNGYQEYSA-N O=C(c1ccccc1)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@H]([C@@]1(CC3)C)c1ccoc1)(C)C=CC(=O)C2(C)C NPC148458 7Beta-Hydroxycucurbitacin B [(E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,7S,8S,9S,10R,13R,14S,16R,17R)-2,7,16-trihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-3-en-2-yl] acetate CHEMBL540461 44139608 C32H46O9 574.31 0.1978 3.99 1.539 9 4 158.43 19 4 41 0 InChI=1S/C32H46O9/c1-16(33)41-27(2,3)11-10-22(37)32(9,40)25-21(36)14-29(6)24-19(34)12-17-18(13-20(35)26(39)28(17,4)5)31(24,8)23(38)15-30(25,29)7/h10-12,18-21,24-25,34-36,40H,13-15H2,1-9H3/b11-10+/t18-,19+,20+,21-,24+,25+,29+,30-,31-,32+/m1/s1 JWTLSWGHJPRCIB-JLEYTYLISA-N CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2[C@@H](O)C=C2[C@H]1C[C@H](O)C(=O)C2(C)C)C)C)(O)C)(C)C NPC28862 7Beta-Hydroxysitosterol (3S,7R,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol CHEMBL455367 12309569 C29H50O2 430.38 0.7269 4.43 9.776 2 2 40.46 14 4 31 1 InChI=1S/C29H50O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-27,30-31H,7-16H2,1-6H3/t19-,20-,22+,23-,24+,25+,26+,27+,28+,29-/m1/s1 SXJVFYZNUGGHRG-PZHNMUJHSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C=C2[C@]1(C)CC[C@@H](C2)O)C NPC470573 7Beta-O-Methylmorroniside methyl (1S,3R,4aS,8S,8aS)-3-methoxy-1-methyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate CHEMBL2071307 70682590 C18H28O11 420.16 -3.1679 2.23 -0.821 11 4 153.37 13 3 29 1 InChI=1S/C18H28O11/c1-7-12-8(4-11(24-2)27-7)9(16(23)25-3)6-26-17(12)29-18-15(22)14(21)13(20)10(5-19)28-18/h6-8,10-15,17-22H,4-5H2,1-3H3/t7-,8+,10+,11+,12+,13+,14-,15+,17-,18+/m0/s1 IZODPOCIKVLNIL-QFTSMDQASA-N CO[C@@H]1O[C@@H](C)[C@@H]2[C@H](C1)C(=CO[C@H]2O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C(=O)OC NPC219573 7-Dehyroabietanone (4aS,10aS)-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL428568 11289118 C20H28O 284.21 1.2362 3.55 8.101 1 0 17.07 6 3 21 1 InChI=1S/C20H28O/c1-13(2)14-7-8-16-15(11-14)17(21)12-18-19(3,4)9-6-10-20(16,18)5/h7-8,11,13,18H,6,9-10,12H2,1-5H3/t18-,20+/m0/s1 ISHVJVXYPLFKAL-AZUAARDMSA-N O=C1C[C@H]2C(C)(C)CCC[C@@]2(c2c1cc(cc2)C(C)C)C NPC76458 7-Demethoxyegonol Oleate 3-[2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propyl (Z)-octadec-9-enoate CHEMBL1834809 56600473 C36H48O5 560.35 -2.8648 4.87 12.742 2 0 57.9 22 4 41 2 InChI=1S/C36H48O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-36(37)38-24-17-18-29-20-22-32-31(25-29)27-34(41-32)30-21-23-33-35(26-30)40-28-39-33/h9-10,20-23,25-27H,2-8,11-19,24,28H2,1H3/b10-9- GIGIGVBVJACSBJ-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCCCc1ccc2c(c1)cc(o2)c1ccc2c(c1)OCO2 NPC82733 7-Demethoxyegonol-9(Z),12(Z)Linoleate 3-[2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propyl (9Z,12Z)-octadeca-9,12-dienoate CHEMBL1834807 56600472 C36H46O5 558.33 -1.4706 4.87 12.415 2 0 57.9 21 4 41 2 InChI=1S/C36H46O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-36(37)38-24-17-18-29-20-22-32-31(25-29)27-34(41-32)30-21-23-33-35(26-30)40-28-39-33/h6-7,9-10,20-23,25-27H,2-5,8,11-19,24,28H2,1H3/b7-6-,10-9- AABHSZUTAUSICN-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCCc1ccc2c(c1)cc(o2)c1ccc2c(c1)OCO2 NPC91234 7-Hydroxy Aristolochic A 9-hydroxy-8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid CHEMBL600828 1941 C17H11NO8 357.05 -0.3945 2.34 1.616 2 2 128.36 7 4 26 0 InChI=1S/C17H11NO8/c1-24-15-8-4-10(18(22)23)13-9(17(20)21)5-12-16(26-6-25-12)14(13)7(8)2-3-11(15)19/h2-5,19H,6H2,1H3,(H,20,21) UCLGCTLOEZZSLA-UHFFFAOYSA-N COc1c(O)ccc2c1cc(N(=O)=O)c1c2c2OCOc2cc1C(=O)O NPC172262 7-Hydroxy-2-(4-Hydroxyphenyl)Chromen-4-One 7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL294878 5282073 C15H10O4 254.06 -1.4242 2.67 2.53 1 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H LCAWNFIFMLXZPQ-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2)O NPC228661 7-Hydroxy-2-Methyl-3-Phenylchromen-4-One 7-hydroxy-2-methyl-3-phenylchromen-4-one CHEMBL489340 5380976 C16H12O3 252.08 -0.6133 2.89 4.729 1 1 46.53 3 3 19 0 InChI=1S/C16H12O3/c1-10-15(11-5-3-2-4-6-11)16(18)13-8-7-12(17)9-14(13)19-10/h2-9,17H,1H3 BBCDTCKKROIGAB-UHFFFAOYSA-N Oc1ccc2c(c1)oc(c(c2=O)c1ccccc1)C NPC7013 7-Hydroxy-3-(4-Hydroxyphenyl)-5-Methoxychromen-4-One 7-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one CHEMBL1479463 5748551 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-13-6-11(18)7-14-15(13)16(19)12(8-21-14)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 YSINCDVRUMTOPK-UHFFFAOYSA-N COc1cc(O)cc2c1c(=O)c(co2)c1ccc(cc1)O NPC256612 7-Hydroxy-3',4',6,8-Tetrtamethoxyflavone 2-(3,4-dimethoxyphenyl)-7-hydroxy-6,8-dimethoxychromen-4-one CHEMBL2409234 72204299 C19H18O7 358.11 -1.1711 2.78 1.717 1 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-13-6-5-10(7-15(13)23-2)14-9-12(20)11-8-16(24-3)17(21)19(25-4)18(11)26-14/h5-9,21H,1-4H3 ORHYNAPTVRQMKM-UHFFFAOYSA-N COc1ccc(cc1OC)c1cc(=O)c2c(o1)c(OC)c(c(c2)OC)O NPC292487 7-Hydroxy-3',4'-Methylenedioxy-Flavone (2S)-2-(1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromen-7-ol CHEMBL407133 466078 C16H14O4 270.09 -1.1931 2.78 2.935 0 1 47.92 2 4 20 0 InChI=1S/C16H14O4/c17-12-4-1-10-2-5-13(20-15(10)8-12)11-3-6-14-16(7-11)19-9-18-14/h1,3-4,6-8,13,17H,2,5,9H2/t13-/m0/s1 DGOAORIWKTZFLK-ZDUSSCGKSA-N Oc1ccc2c(c1)O[C@@H](CC2)c1ccc2c(c1)OCO2 NPC139839 7-Hydroxy-6-Methoxy-3-(4'-Hydroxybenzyl)Coumarin 7-hydroxy-3-[(4-hydroxyphenyl)methyl]-6-methoxychromen-2-one CHEMBL1080242 44479224 C17H14O5 298.08 -0.3351 2.78 2.622 1 2 75.99 6 3 22 0 InChI=1S/C17H14O5/c1-21-16-8-11-7-12(6-10-2-4-13(18)5-3-10)17(20)22-15(11)9-14(16)19/h2-5,7-9,18-19H,6H2,1H3 AEFXNURLAGMDLH-UHFFFAOYSA-N COc1cc2cc(Cc3ccc(cc3)O)c(=O)oc2cc1O NPC92830 7-Hydroxy-8-Methoxychromen-2-One 7-hydroxy-8-methoxychromen-2-one CHEMBL2331585 5316302 C10H8O4 192.04 -0.2421 2.12 1.088 1 1 55.76 3 2 14 0 InChI=1S/C10H8O4/c1-13-10-7(11)4-2-6-3-5-8(12)14-9(6)10/h2-5,11H,1H3 HAQWEMHXSIRYBE-UHFFFAOYSA-N COc1c(O)ccc2c1oc(=O)cc2 NPC58865 7-Hydroxycadalin 3,8-dimethyl-5-propan-2-ylnaphthalen-2-ol CHEMBL451475 608115 C15H18O 214.14 1.3966 3 5.755 0 1 20.23 6 2 16 1 InChI=1S/C15H18O/c1-9(2)12-6-5-10(3)13-8-15(16)11(4)7-14(12)13/h5-9,16H,1-4H3 RIWNMJBJRPCUBX-UHFFFAOYSA-N Cc1cc2c(ccc(c2cc1O)C)C(C)C NPC57601 7-Hydroxyflavone 7-hydroxy-2-phenylchromen-4-one CHEMBL276915 5281894 C15H10O3 238.06 -0.9639 2.78 4.126 1 1 46.53 2 3 18 0 InChI=1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H MQGPSCMMNJKMHQ-UHFFFAOYSA-N Oc1ccc2c(c1)oc(cc2=O)c1ccccc1 NPC23294 7-Hydroxyheptaphylline 2,7-dihydroxy-1-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde CHEMBL1689801 15767846 C18H17NO3 295.12 0.344 3 3.28 2 3 73.32 7 3 22 0 InChI=1S/C18H17NO3/c1-10(2)3-5-14-17-15(7-11(9-20)18(14)22)13-6-4-12(21)8-16(13)19-17/h3-4,6-9,19,21-22H,5H2,1-2H3 NRWURNOYKGONNZ-UHFFFAOYSA-N O=Cc1cc2c(c(c1O)CC=C(C)C)[nH]c1c2ccc(c1)O NPC301050 7-Methoxy-2-Methyl-3,4-Dihydro-1H-Isoquinolin-6-Ol 7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-6-ol CHEMBL3235514 2752173 C11H15NO2 193.11 -0.1178 2.34 0.768 1 1 32.7 4 2 14 0 InChI=1S/C11H15NO2/c1-12-4-3-8-5-10(13)11(14-2)6-9(8)7-12/h5-6,13H,3-4,7H2,1-2H3 VKAPHOQGGQKBAI-UHFFFAOYSA-N COc1cc2CN(C)CCc2cc1O NPC292998 7-Methoxy-2-Methyl-3-Phenylchromen-4-One 7-methoxy-2-methyl-3-phenylchromen-4-one CHEMBL1322285 354368 C17H14O3 266.09 -0.2048 3 5.248 1 0 35.53 4 3 20 1 InChI=1S/C17H14O3/c1-11-16(12-6-4-3-5-7-12)17(18)14-9-8-13(19-2)10-15(14)20-11/h3-10H,1-2H3 XRGWZIGGCNSFRY-UHFFFAOYSA-N COc1ccc2c(c1)oc(c(c2=O)c1ccccc1)C NPC109183 7-Methoxychamanetin (2S)-5-hydroxy-8-[(2-hydroxyphenyl)methyl]-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835967 56682299 C23H20O5 376.13 -0.9497 3.44 4.582 1 2 75.99 7 4 28 0 InChI=1S/C23H20O5/c1-27-21-13-19(26)22-18(25)12-20(14-7-3-2-4-8-14)28-23(22)16(21)11-15-9-5-6-10-17(15)24/h2-10,13,20,24,26H,11-12H2,1H3/t20-/m0/s1 YPZIHZGUQNBTAR-FQEVSTJZSA-N COc1cc(O)c2c(c1Cc1ccccc1O)O[C@@H](CC2=O)c1ccccc1 NPC3642 7-Methoxydichamanetin (2S)-5-hydroxy-6,8-bis[(2-hydroxyphenyl)methyl]-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835969 56656188 C30H26O6 482.17 -0.9538 4.1 6.152 1 3 96.22 10 5 36 1 InChI=1S/C30H26O6/c1-35-29-21(15-19-11-5-7-13-23(19)31)28(34)27-25(33)17-26(18-9-3-2-4-10-18)36-30(27)22(29)16-20-12-6-8-14-24(20)32/h2-14,26,31-32,34H,15-17H2,1H3/t26-/m0/s1 HUNWUDHAPSHKOD-SANMLTNESA-N COc1c(Cc2ccccc2O)c2O[C@@H](CC(=O)c2c(c1Cc1ccccc1O)O)c1ccccc1 NPC284424 7-Methoxyflavone 7-methoxy-2-phenylchromen-4-one CHEMBL16782 466268 C16H12O3 252.08 -0.5554 2.89 4.645 1 0 35.53 3 3 19 0 InChI=1S/C16H12O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-10H,1H3 QKNDCRMJDZLFEG-UHFFFAOYSA-N COc1ccc2c(c1)oc(cc2=O)c1ccccc1 NPC150239 7-Methoxyheptaphylline 2-hydroxy-7-methoxy-1-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde CHEMBL464275 189688 C19H19NO3 309.14 0.7525 3.11 3.799 2 2 62.32 8 3 23 0 InChI=1S/C19H19NO3/c1-11(2)4-6-15-18-16(8-12(10-21)19(15)22)14-7-5-13(23-3)9-17(14)20-18/h4-5,7-10,20,22H,6H2,1-3H3 RJWKVZMWLOWCMX-UHFFFAOYSA-N O=Cc1cc2c(c(c1O)CC=C(C)C)[nH]c1c2ccc(c1)OC NPC153885 7-Methyl-8-(4-Methylpent-3-Enyl)-3-Propan-2-Ylnaphthalene-1,2-Dione 7-methyl-8-(4-methylpent-3-enyl)-3-propan-2-ylnaphthalene-1,2-dione CHEMBL328673 372741 C20H24O2 296.18 2.8337 3.44 6.186 2 0 34.14 9 2 22 1 InChI=1S/C20H24O2/c1-12(2)7-6-8-16-14(5)9-10-15-11-17(13(3)4)19(21)20(22)18(15)16/h7,9-11,13H,6,8H2,1-5H3 FWJDKZSXXFWHPR-UHFFFAOYSA-N CC(=CCCc1c(C)ccc2c1C(=O)C(=O)C(=C2)C(C)C)C NPC248007 7-Methylguanine 7-methyl-3H-purine-2,6-dione CHEMBL321248 68374 C6H6N4O2 166.05 -0.8051 1.46 -0.826 4 2 84.06 3 2 12 0 InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12) PFWLFWPASULGAN-UHFFFAOYSA-N Oc1nc(O)c2c(n1)ncn2C NPC311830 7-O-Beta-D-Glucopyranoside 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL486391 11294177 C22H22O11 462.12 -3.6832 2.67 0.015 6 6 175.37 12 4 33 1 InChI=1S/C22H22O11/c1-30-15-4-9(2-3-11(15)24)14-7-13(26)18-12(25)5-10(6-16(18)32-14)31-22-21(29)20(28)19(27)17(8-23)33-22/h2-7,17,19-25,27-29H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1 GAMYVSCDDLXAQW-MIUGBVLSSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC26051 7-O-Methylluteone 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL3809337 441251 C21H20O6 368.13 -0.222 3.11 2.538 1 3 96.22 10 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-6-14-17(26-3)9-18-19(20(14)24)21(25)15(10-27-18)13-7-5-12(22)8-16(13)23/h4-5,7-10,22-24H,6H2,1-3H3 AZPLXDBZIQMMMT-UHFFFAOYSA-N COc1cc2occ(c(=O)c2c(c1CC=C(C)C)O)c1ccc(cc1O)O NPC198826 7-O-Methylscutellarein 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one CHEMBL3740428 3084390 C16H12O6 300.06 -1.9363 2.56 1.552 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-13-7-12-14(16(20)15(13)19)10(18)6-11(22-12)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 UWARRXZVZDFPQU-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1O)O)c1ccc(cc1)O NPC145879 7-Oxositosterol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one CHEMBL254780 160608 C29H48O2 428.37 1.0285 4.43 9.499 2 1 37.3 13 4 31 1 InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3/t19-,20-,22+,23-,24+,25+,27+,28+,29-/m1/s1 ICFXJOAKQGDRCT-ZIHMWMKCSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(=O)C=C2[C@]1(C)CC[C@@H](C2)O)C NPC281356 7-Prenyloxycoumarin 7-(3-methylbut-2-enoxy)chromen-2-one CHEMBL156692 320362 C14H14O3 230.09 1.6837 2.67 3.252 1 0 35.53 5 2 17 0 InChI=1S/C14H14O3/c1-10(2)7-8-16-12-5-3-11-4-6-14(15)17-13(11)9-12/h3-7,9H,8H2,1-2H3 SMHJTSOVVRGDEO-UHFFFAOYSA-N CC(=CCOc1ccc2c(c1)oc(=O)cc2)C NPC111247 7R,8R-4,9,9'-Trihydroxy-3,3'-Dimethoxy-8-O-4'-Neolignan (1R,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol CHEMBL1760591 13893598 C20H26O7 378.17 -2.4021 2.89 1.128 3 4 108.61 16 2 27 0 InChI=1S/C20H26O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h5-8,10-11,19-24H,3-4,9,12H2,1-2H3/t19-,20-/m1/s1 DBIKJXXBCAHHMC-WOJBJXKFSA-N OCCCc1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)CO NPC234993 7R-Hydroxy-14-Deoxyandrographolide 4-[2-[(1S,3R,4aS,5R,6R,8aS)-3,6-dihydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL466745 24879275 C20H30O5 350.21 -0.1349 3.11 2.058 5 3 86.99 9 3 25 0 InChI=1S/C20H30O5/c1-12-14(5-4-13-7-9-25-18(13)24)19(2)8-6-17(23)20(3,11-21)16(19)10-15(12)22/h7,14-17,21-23H,1,4-6,8-11H2,2-3H3/t14-,15-,16+,17-,19+,20+/m1/s1 KNCLIXUHDVRNQB-UQZPWQSVSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1C[C@@H](O)C(=C)[C@H]2CCC1=CCOC1=O)C NPC134072 7S-Hydroxy-14-Deoxyandrographolide 4-[2-[(1S,3S,4aS,5R,6R,8aS)-3,6-dihydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL512623 24879276 C20H30O5 350.21 -0.1349 3.11 2.058 5 3 86.99 9 3 25 0 InChI=1S/C20H30O5/c1-12-14(5-4-13-7-9-25-18(13)24)19(2)8-6-17(23)20(3,11-21)16(19)10-15(12)22/h7,14-17,21-23H,1,4-6,8-11H2,2-3H3/t14-,15+,16+,17-,19+,20+/m1/s1 KNCLIXUHDVRNQB-XWIHJEQYSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1C[C@H](O)C(=C)[C@H]2CCC1=CCOC1=O)C NPC262094 7-Trimethylkaempferol 5-hydroxy-3,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL77686 5468749 C18H16O6 328.09 -1.4594 2.78 2.845 2 1 74.22 8 3 24 0 InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)17-18(23-3)16(20)15-13(19)8-12(22-2)9-14(15)24-17/h4-9,19H,1-3H3 WSQWAMGRHJQANC-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(OC)cc(c2c(=O)c1OC)O NPC165711 8(14)-Podocarpen-13-On-18-Oic Acid (1R,4aR,4bS,10aR)-1,4a-dimethyl-7-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid CHEMBL2048510 26183540 C17H24O3 276.17 0.3897 3 3.105 3 1 54.37 4 3 20 0 InChI=1S/C17H24O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-4-11-10-12(18)5-6-13(11)16/h10,13-14H,3-9H2,1-2H3,(H,19,20)/t13-,14+,16+,17+/m0/s1 DXXGHDAWCPTRPU-XOSAIJSUSA-N O=C1CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O NPC62366 8-(2,3-Dihydroxy-3-Methylbutyl)-7-Methoxychromen-2-One 8-(2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one CHEMBL433093 5070783 C15H18O5 278.12 -0.0963 2.56 1.594 3 2 75.99 9 2 20 0 InChI=1S/C15H18O5/c1-15(2,18)12(16)8-10-11(19-3)6-4-9-5-7-13(17)20-14(9)10/h4-7,12,16,18H,8H2,1-3H3 KGGUASRIGLRPAX-UHFFFAOYSA-N COc1ccc2c(c1CC(C(O)(C)C)O)oc(=O)cc2 NPC59739 8-(2,4-Dihydroxyphenyl)-5-Hydroxy-2,2-Dimethylpyrano[3,2-G]Chromen-6-One 8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-6-one CHEMBL221908 15224382 C20H16O6 352.09 -0.9767 3 2.004 1 3 96.22 6 4 26 0 InChI=1S/C20H16O6/c1-20(2)6-5-12-16(26-20)9-17-18(19(12)24)14(23)8-15(25-17)11-4-3-10(21)7-13(11)22/h3-9,21-22,24H,1-2H3 LXEJWVDCRDILQQ-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1cc(=O)c2c(o1)cc1c(c2O)C=CC(O1)(C)C NPC87394 8-(2-Octylcyclopropen-1-Yl)Octanoic Acid 8-(2-octylcyclopropen-1-yl)octanoic acid CHEMBL3677268 12921 C19H34O2 294.26 -2.6641 3.33 7.386 2 1 37.3 17 1 21 2 InChI=1S/C19H34O2/c1-2-3-4-5-7-10-13-17-16-18(17)14-11-8-6-9-12-15-19(20)21/h2-16H2,1H3,(H,20,21) PQRKPYLNZGDCFH-UHFFFAOYSA-N CCCCCCCCC1=C(C1)CCCCCCCC(=O)O NPC100767 8-(4-Hydroxy-4-Methyl-3-Oxopentyl)-7-Methyl-3-Propan-2-Ylnaphthalene-1,2-Dione 8-(4-hydroxy-4-methyl-3-oxopentyl)-7-methyl-3-propan-2-ylnaphthalene-1,2-dione CHEMBL453563 10381845 C20H24O4 328.17 0.9267 3.22 3.387 4 1 71.44 11 2 24 0 InChI=1S/C20H24O4/c1-11(2)15-10-13-7-6-12(3)14(17(13)19(23)18(15)22)8-9-16(21)20(4,5)24/h6-7,10-11,24H,8-9H2,1-5H3 VDYQVYQVQLEJQY-UHFFFAOYSA-N O=C(C(O)(C)C)CCc1c(C)ccc2c1C(=O)C(=O)C(=C2)C(C)C NPC475925 8-Alpha-(4-Hydroxysenecioyloxy)Dehydrozaluzanin C [(3R,3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3-methyl-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-4-yl] (Z)-4-hydroxy-3-methylbut-2-enoate CHEMBL518708 44567545 C20H26O6 362.17 0.827 3 -0.057 6 2 93.06 8 3 26 0 InChI=1S/C20H26O6/c1-9(8-21)5-16(23)25-15-6-10(2)13-7-14(22)11(3)17(13)19-18(15)12(4)20(24)26-19/h5,12-15,17-19,21-22H,2-3,6-8H2,1,4H3/b9-5-/t12-,13+,14+,15+,17+,18-,19-/m1/s1 DTHPKFOZPQHUHF-LRIMPVSOSA-N OC/C(=C\C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1[C@@H](C)C(=O)O3)C(=C)[C@H](C2)O)/C NPC305475 8Alpha-Angeloxy-14,15-Dihydroxy-3(4),11(13)-Germacradien-6,12-Olide [(3aR,4R,6R,9E,11aR)-6,10-bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate CHEMBL389917 44421658 C20H28O6 364.19 1.1744 3 1.276 6 2 93.06 9 2 26 0 InChI=1S/C20H28O6/c1-4-12(2)19(23)25-16-8-14(10-21)6-5-7-15(11-22)9-17-18(16)13(3)20(24)26-17/h4,7,14,16-18,21-22H,3,5-6,8-11H2,1-2H3/b12-4-,15-7+/t14-,16-,17-,18-/m1/s1 OOKRHFBXNRLUNX-XBGVIYRFSA-N OC[C@@H]1CC/C=C(/CO)\C[C@@H]2[C@@H]([C@@H](C1)OC(=O)/C(=C\C)/C)C(=C)C(=O)O2 NPC38604 8Alpha-Hydroxy-Delta9-Tetrahydrocannabinol (6aR,8S,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,8-diol CHEMBL3586104 23620581 C21H30O3 330.22 -0.5485 3.44 4.597 1 2 49.69 10 3 24 0 InChI=1S/C21H30O3/c1-5-6-7-8-14-10-18(23)20-15-9-13(2)17(22)12-16(15)21(3,4)24-19(20)11-14/h9-11,15-17,22-23H,5-8,12H2,1-4H3/t15-,16-,17+/m1/s1 INKUWBOHCFHXTJ-ZACQAIPSSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)[C@H](C1)O)(C)C NPC10154 8Alpha-Hydroxylabda-13(16),14-Dien-19-Yl-(E)-Coumarate [(1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1689215 14138895 C29H40O4 452.29 1.7802 4.21 7.999 3 2 66.76 14 3 33 1 InChI=1S/C29H40O4/c1-6-21(2)8-14-25-28(4)18-7-17-27(3,24(28)16-19-29(25,5)32)20-33-26(31)15-11-22-9-12-23(30)13-10-22/h6,9-13,15,24-25,30,32H,1-2,7-8,14,16-20H2,3-5H3/b15-11+/t24-,25+,27+,28-,29+/m0/s1 LXORINFASUBZBQ-JXZRNQGZSA-N C=CC(=C)CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCC[C@]2(C)COC(=O)/C=C/c1ccc(cc1)O NPC265413 8Alpha-Hydroxylabda-13(16),14-Dien-19-Yl-(Z)-Coumarate [(1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL2385623 70698257 C29H40O4 452.29 1.7802 4.21 7.999 3 2 66.76 14 3 33 1 InChI=1S/C29H40O4/c1-6-21(2)8-14-25-28(4)18-7-17-27(3,24(28)16-19-29(25,5)32)20-33-26(31)15-11-22-9-12-23(30)13-10-22/h6,9-13,15,24-25,30,32H,1-2,7-8,14,16-20H2,3-5H3/b15-11-/t24-,25+,27+,28-,29+/m0/s1 LXORINFASUBZBQ-DEYDKXAOSA-N C=CC(=C)CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCC[C@]2(C)COC(=O)/C=C\c1ccc(cc1)O NPC255307 8Alpha-Methylacryloxy-14,15-Dihydroxy-3(4),11(13)-Germacradien-6,12-Olide [(3aR,4R,6R,9E,11aR)-6,10-bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate CHEMBL388763 44421660 C19H26O6 350.17 0.9746 2.89 0.752 6 2 93.06 8 2 25 0 InChI=1S/C19H26O6/c1-11(2)18(22)24-15-7-13(9-20)5-4-6-14(10-21)8-16-17(15)12(3)19(23)25-16/h6,13,15-17,20-21H,1,3-5,7-10H2,2H3/b14-6+/t13-,15-,16-,17-/m1/s1 HWLLDIMNUIOXAQ-MCBKFPHBSA-N OC[C@@H]1CC/C=C(/CO)\C[C@@H]2[C@@H]([C@@H](C1)OC(=O)C(=C)C)C(=C)C(=O)O2 NPC150755 8Alpha-Methylacryloxy-14-Hydroxy-15-Al-3(4),11(13)-Germacradien-6,12-Olide [(3aR,4R,6R,9E,11aR)-10-formyl-6-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate CHEMBL389476 44421659 C19H24O6 348.16 1.2309 2.89 1.259 6 1 89.9 7 2 25 0 InChI=1S/C19H24O6/c1-11(2)18(22)24-15-7-13(9-20)5-4-6-14(10-21)8-16-17(15)12(3)19(23)25-16/h6,10,13,15-17,20H,1,3-5,7-9H2,2H3/b14-6+/t13-,15-,16-,17-/m1/s1 ZAUICCJAIJSEIZ-MCBKFPHBSA-N OC[C@@H]1CC/C=C(/C=O)\C[C@@H]2[C@@H]([C@@H](C1)OC(=O)C(=C)C)C(=C)C(=O)O2 NPC156681 8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-15-Oxo-5,7Alphah,6Betah-Eleman-1,3,11(13)-Trien-6,12-Olide [(3aR,4S,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(3-oxoprop-1-en-2-yl)-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate CHEMBL465547 13006379 C20H24O7 376.15 0.706 2.89 0.728 7 2 110.13 11 2 27 0 InChI=1S/C20H24O7/c1-6-20(5)7-14(26-18(24)11(3)13(23)9-22)15-12(4)19(25)27-17(15)16(20)10(2)8-21/h6,8,13-17,22-23H,1-4,7,9H2,5H3/t13-,14-,15+,16+,17-,20+/m0/s1 UKOKIVWGORCEQR-XFNMEUKGSA-N OC[C@@H](C(=C)C(=O)O[C@H]1C[C@@](C)(C=C)[C@@H]([C@@H]2[C@@H]1C(=C)C(=O)O2)C(=C)C=O)O NPC308824 8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)Dehydromelitensine [(3aR,4S,6S,7R,7aR)-6-ethenyl-7-(3-hydroxyprop-1-en-2-yl)-6-methyl-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate CHEMBL463085 44566540 C20H26O7 378.17 0.4497 2.89 0.221 7 3 113.29 12 2 27 0 InChI=1S/C20H26O7/c1-6-20(5)7-14(26-18(24)11(3)13(23)9-22)15-12(4)19(25)27-17(15)16(20)10(2)8-21/h6,13-17,21-23H,1-4,7-9H2,5H3/t13-,14-,15+,16+,17-,20+/m0/s1 KUOSLPBZDWVFER-XFNMEUKGSA-N OCC(=C)[C@@H]1[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C[C@@]1(C)C=C)OC(=O)C(=C)[C@H](CO)O NPC170394 8Beta-Hydroxyabieta-9(11),13-Dien-12-One (4bS,8aS,10aR)-10a-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-one CHEMBL243549 44427460 C20H30O2 302.22 1.4051 3.44 4.974 2 1 37.3 7 3 22 0 InChI=1S/C20H30O2/c1-13(2)14-12-20(22)10-7-16-18(3,4)8-6-9-19(16,5)17(20)11-15(14)21/h11-13,16,22H,6-10H2,1-5H3/t16-,19-,20+/m0/s1 DWDOXTINEVOYSV-FFZOFVMBSA-N CC(C1=C[C@]2(O)CC[C@@H]3[C@](C2=CC1=O)(C)CCCC3(C)C)C NPC211179 8Beta-Hydroxy-Delta9-Tetrahydrocannabinol (6aR,8R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,8-diol CHEMBL3586105 169652 C21H30O3 330.22 -0.5485 3.44 4.597 1 2 49.69 10 3 24 0 InChI=1S/C21H30O3/c1-5-6-7-8-14-10-18(23)20-15-9-13(2)17(22)12-16(15)21(3,4)24-19(20)11-14/h9-11,15-17,22-23H,5-8,12H2,1-4H3/t15-,16-,17-/m1/s1 INKUWBOHCFHXTJ-BRWVUGGUSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)[C@@H](C1)O)(C)C NPC164152 8Beta-O-Methyl-4'-Demethoxy-3',4'-Methylenedioxyrocaglaol (1R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-6,8,8b-trimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-ol CHEMBL2332221 71658107 C27H26O7 462.17 -1.4714 3.66 5.167 2 1 75.61 9 6 34 1 InChI=1S/C27H26O7/c1-29-18-12-22(30-2)25-23(13-18)34-26(17-9-10-20-21(11-17)33-15-32-20)19(16-7-5-4-6-8-16)14-24(28)27(25,26)31-3/h4-13,19,24,28H,14-15H2,1-3H3/t19-,24+,26-,27+/m0/s1 SKVASQVJEVFEOC-KTWRFPGGSA-N COc1cc2O[C@@]3([C@@](c2c(c1)OC)(OC)[C@@H](C[C@H]3c1ccccc1)O)c1ccc2c(c1)OCO2 NPC33051 8-Deoxygartanin 1,3,5-trihydroxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL488606 392450 C23H24O5 380.16 1.956 3.44 3.554 1 3 86.99 11 3 28 0 InChI=1S/C23H24O5/c1-12(2)8-10-14-19(25)16(11-9-13(3)4)23-18(20(14)26)21(27)15-6-5-7-17(24)22(15)28-23/h5-9,24-26H,10-11H2,1-4H3 GVQOVMKBYJKZSY-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c(c2c1oc1c(O)cccc1c2=O)O)C NPC237540 8-Deoxylactucin (3S,3aS,9aS,9bS)-9-(hydroxymethyl)-3,6-dimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione CHEMBL448636 14163574 C15H18O4 262.12 0.2059 2.67 -0.117 4 1 63.6 4 3 19 0 InChI=1S/C15H18O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,8,10,13-14,16H,3-4,6H2,1-2H3/t8-,10-,13-,14-/m0/s1 SNIFBMIPCYBVSS-LMVZTGKYSA-N OCC1=CC(=O)C2=C(C)CC[C@@H]3[C@@H]([C@@H]12)OC(=O)[C@H]3C NPC48803 8-Epihelenalin (3aS,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1911137 10400473 C15H18O4 262.12 0.1812 2.67 0.551 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13+,15+/m1/s1 ZVLOPMNVFLSSAA-GSNHZRAGSA-N C=C1C(=O)O[C@@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC284534 8-Epiinuvisolide (3aR,5aS,8R,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one CHEMBL1911141 13817985 C15H20O3 248.14 0.5661 2.78 1.407 3 1 46.53 2 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13-,15-/m1/s1 GTYUWNQOOLJZBM-FTQJZPFOSA-N C=C1C(=O)O[C@H]2[C@@H]1C[C@@H]1[C@@H](C(=C)C2)CC[C@@]1(C)O NPC193881 8-Geranyloxy-5-Methoxypsoralen 9-[(2E)-3,7-dimethylocta-2,6-dienoxy]-4-methoxyfuro[3,2-g]chromen-7-one CHEMBL1934197 6442182 C22H24O5 368.16 2.71 3.33 4.269 1 0 57.9 11 3 27 0 InChI=1S/C22H24O5/c1-14(2)6-5-7-15(3)10-12-26-22-20-17(11-13-25-20)19(24-4)16-8-9-18(23)27-21(16)22/h6,8-11,13H,5,7,12H2,1-4H3/b15-10+ CTPXXQMJFXTTQZ-XNTDXEJSSA-N COc1c2ccoc2c(c2c1ccc(=O)o2)OC/C=C(/CCC=C(C)C)\C NPC12022 8-Gingerol (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one CHEMBL1095671 168114 C19H30O4 322.21 -2.8313 3.11 4.025 2 2 66.76 16 1 23 1 InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1 BCIWKKMTBRYQJU-INIZCTEOSA-N CCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O NPC294300 8-Hydroxy-2-[(1S)-1-Hydroxyethyl]-Naphtho[2,3-B]Furan-4,9-Dione 8-hydroxy-2-[(1S)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione CHEMBL611052 442752 C14H10O5 258.05 -1.6014 2.45 0.702 3 2 87.74 4 3 19 0 InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)7-3-2-4-9(16)11(7)13(18)14(8)19-10/h2-6,15-16H,1H3/t6-/m0/s1 CKCXAMWUYPZVFL-LURJTMIESA-N C[C@@H](c1cc2c(o1)C(=O)c1c(C2=O)cccc1O)O NPC160623 8-Hydroxycannabinol 6,6,9-trimethyl-3-pentylbenzo[c]chromene-1,8-diol CHEMBL550897 44241652 C21H26O3 326.19 -0.5889 3.44 5.457 0 2 49.69 10 3 24 1 InChI=1S/C21H26O3/c1-5-6-7-8-14-10-18(23)20-15-9-13(2)17(22)12-16(15)21(3,4)24-19(20)11-14/h9-12,22-23H,5-8H2,1-4H3 XUERFRQVGLONMR-UHFFFAOYSA-N CCCCCc1cc(O)c2c(c1)OC(c1c2cc(C)c(c1)O)(C)C NPC217447 8-Hydroxycannabinolic Acid A 1,8-dihydroxy-6,6,9-trimethyl-3-pentylbenzo[c]chromene-2-carboxylic acid CHEMBL560418 44139742 C22H26O5 370.18 -0.8287 3.33 5.677 2 3 86.99 12 3 27 1 InChI=1S/C22H26O5/c1-5-6-7-8-13-10-17-19(20(24)18(13)21(25)26)14-9-12(2)16(23)11-15(14)22(3,4)27-17/h9-11,23-24H,5-8H2,1-4H3,(H,25,26) DMVDJDMFQCOKJW-UHFFFAOYSA-N CCCCCc1cc2OC(C)(C)c3c(c2c(c1C(=O)O)O)cc(c(c3)O)C NPC112937 8-Methoxy-9-Methylfuro[2,3-B]Quinolin-4-One 8-methoxy-9-methylfuro[2,3-b]quinolin-4-one CHEMBL447997 927945 C13H11NO3 229.07 -0.3542 2.45 1.824 2 0 42.68 3 3 17 0 InChI=1S/C13H11NO3/c1-14-11-8(4-3-5-10(11)16-2)12(15)9-6-7-17-13(9)14/h3-7H,1-2H3 VNBUMBNLPGLBML-UHFFFAOYSA-N COc1cccc2c1n(C)c1c(c2=O)cco1 NPC328485 8-Methoxy-9-O-Isobutyrylthymol [2-(2-hydroxy-4-methylphenyl)-2-methoxypropyl] 2-methylpropanoate CHEMBL1795995 11065379 C15H22O4 266.15 0.9393 2.67 2.897 3 1 55.76 12 1 19 0 InChI=1S/C15H22O4/c1-10(2)14(17)19-9-15(4,18-5)12-7-6-11(3)8-13(12)16/h6-8,10,16H,9H2,1-5H3 JUQOFHFHZAKXEM-UHFFFAOYSA-N COC(c1ccc(cc1O)C)(COC(=O)C(C)C)C NPC184063 8-O-(3-Hydroxy-3-Methylbutyryl)Desacylcynaropicrin [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 3-hydroxy-3-methylbutanoate CHEMBL457308 24862586 C20H26O6 362.17 0.8539 3 0.34 6 2 93.06 8 3 26 0 InChI=1S/C20H26O6/c1-9-6-14(25-15(22)8-20(4,5)24)17-11(3)19(23)26-18(17)16-10(2)13(21)7-12(9)16/h12-14,16-18,21,24H,1-3,6-8H2,4-5H3/t12-,13-,14-,16-,17+,18+/m0/s1 FSKLYZXJGAAEQB-MGLAFYJRSA-N O=C(CC(O)(C)C)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=C)[C@H](C2)O NPC281513 8-O-Methyl-11-Deoxyalkannin 5-hydroxy-8-methoxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione CHEMBL1097731 46833120 C17H18O4 286.12 1 2.89 2.134 2 1 63.6 8 2 21 0 InChI=1S/C17H18O4/c1-10(2)5-4-6-11-9-13(19)15-12(18)7-8-14(21-3)16(15)17(11)20/h5,7-9,18H,4,6H2,1-3H3 OVTNFJRJFLMYCD-UHFFFAOYSA-N COc1ccc(c2c1C(=O)C(=CC2=O)CCC=C(C)C)O NPC220062 8-Prenylapigenin 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL371562 10246505 C20H18O5 338.12 -0.0071 3.11 3.037 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3 MEHHCBRCXIDGKZ-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)C NPC32739 8-Prenylnaringenin (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL376915 480764 C20H20O5 340.13 0.063 3.11 2.367 1 3 86.99 8 3 25 0 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1 LPEPZZAVFJPLNZ-SFHVURJKSA-N CC(=CCc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1)O)O)C NPC63187 8-Prenylquercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL193059 9799499 C20H18O7 370.11 -0.9238 2.89 2.851 2 5 127.45 10 3 27 0 InChI=1S/C20H18O7/c1-9(2)3-5-11-13(22)8-15(24)16-17(25)18(26)19(27-20(11)16)10-4-6-12(21)14(23)7-10/h3-4,6-8,21-24,26H,5H2,1-2H3 ZHTTWVRMGWQEOH-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1oc(c1ccc(c(c1)O)O)c(c2=O)O)O)C NPC242372 8-Shogaol (E)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one CHEMBL25893 6442560 C19H28O3 304.2 -1.4507 3.22 5.363 1 1 46.53 14 1 22 2 InChI=1S/C19H28O3/c1-3-4-5-6-7-8-9-10-17(20)13-11-16-12-14-18(21)19(15-16)22-2/h9-10,12,14-15,21H,3-8,11,13H2,1-2H3/b10-9+ LGZSMXJRMTYABD-MDZDMXLPSA-N CCCCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC88345 9-(1,3-Benzodioxol-5-Yl)-1-(2,6-Dihydroxyphenyl)Nonan-1-One 9-(1,3-benzodioxol-5-yl)-1-(2,6-dihydroxyphenyl)nonan-1-one CHEMBL1254429 13942402 C22H26O5 370.18 -3.1179 3.33 6.146 1 2 75.99 12 3 27 1 InChI=1S/C22H26O5/c23-17(22-18(24)10-7-11-19(22)25)9-6-4-2-1-3-5-8-16-12-13-20-21(14-16)27-15-26-20/h7,10-14,24-25H,1-6,8-9,15H2 YBWSTOTVYZXFJA-UHFFFAOYSA-N O=C(c1c(O)cccc1O)CCCCCCCCc1ccc2c(c1)OCO2 NPC116838 9-(3,4-Dimethoxyphenyl)-5-Hydroxy-6H-[2]Benzofuro[5,6-F][1,3]Benzodioxol-8-One 9-(3,4-dimethoxyphenyl)-5-hydroxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL495476 332529 C21H16O7 380.09 -0.9461 3 2.017 2 1 83.45 6 5 28 0 InChI=1S/C21H16O7/c1-24-14-4-3-10(5-15(14)25-2)18-11-6-16-17(28-9-27-16)7-12(11)20(22)13-8-26-21(23)19(13)18/h3-7,22H,8-9H2,1-2H3 ZYUVOQCJYNAWNV-UHFFFAOYSA-N COc1cc(ccc1OC)c1c2C(=O)OCc2c(c2c1cc1OCOc1c2)O NPC190212 9-(3-Methylbutanoyl)-8,10-Dehydrothymol 2-(2-hydroxy-4-methylphenyl)prop-2-enyl 3-methylbutanoate CHEMBL1795986 53262899 C15H20O3 248.14 1.2218 2.78 3.721 2 1 46.53 10 1 18 0 InChI=1S/C15H20O3/c1-10(2)7-15(17)18-9-12(4)13-6-5-11(3)8-14(13)16/h5-6,8,10,16H,4,7,9H2,1-3H3 IYXKURCVMVQNOD-UHFFFAOYSA-N CC(CC(=O)OCC(=C)c1ccc(cc1O)C)C NPC219809 9,13-Epoxy-16-Norlabda-13E-En-15-Al (2E)-2-[(4aS,7R,8R,8aS)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene]acetaldehyde CHEMBL2436605 11208535 C19H30O2 290.22 1.331 3.33 5.722 2 0 26.3 5 3 21 1 InChI=1S/C19H30O2/c1-14-6-7-16-17(2,3)10-5-11-18(16,4)19(14)12-8-15(21-19)9-13-20/h9,13-14,16H,5-8,10-12H2,1-4H3/b15-9+/t14-,16+,18+,19-/m1/s1 NUOORXQOTIGTCT-ZREGWRRISA-N O=C/C=C/1\CC[C@@]2(O1)[C@H](C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC216092 9-[(2E)-3,7-Dimethylocta-2,6-Dienoxy]Furo[3,2-G]Chromen-7-One 9-[(2E)-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one CHEMBL1412710 5317564 C21H22O4 338.15 2.7618 3.33 4.713 1 0 48.67 9 3 25 0 InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-19-17(10-12-23-19)13-16-7-8-18(22)25-20(16)21/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9+ SOVNCTNQAWWYAQ-OQLLNIDSSA-N C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/CCC=C(C)C NPC98748 9-Acetoxy-8,10-Dehydrothymol 3-O-Tiglate [2-(3-acetyloxyprop-1-en-2-yl)-5-methylphenyl] (E)-2-methylbut-2-enoate CHEMBL1795991 10869933 C17H20O4 288.14 2.3469 2.89 4.128 3 0 52.6 11 1 21 0 InChI=1S/C17H20O4/c1-6-12(3)17(19)21-16-9-11(2)7-8-15(16)13(4)10-20-14(5)18/h6-9H,4,10H2,1-3,5H3/b12-6+ YQTJNXJVGGXRFW-WUXMJOGZSA-N C/C=C(/C(=O)Oc1cc(C)ccc1C(=C)COC(=O)C)\C NPC329272 9-Acetoxy-8,10-Epoxythymol 3-O-Tiglate [2-[2-(acetyloxymethyl)oxiran-2-yl]-5-methylphenyl] (E)-2-methylbut-2-enoate CHEMBL1795990 56680552 C17H20O5 304.13 1.4076 2.78 3.455 4 0 65.13 11 2 22 0 InChI=1S/C17H20O5/c1-5-12(3)16(19)22-15-8-11(2)6-7-14(15)17(10-21-17)9-20-13(4)18/h5-8H,9-10H2,1-4H3/b12-5+ XRTYDFQPBORLIK-LFYBBSHMSA-N C/C=C(/C(=O)Oc1cc(C)ccc1C1(COC(=O)C)CO1)\C NPC322569 9-Acetoxythymol 3-O-Tiglate [2-(1-acetyloxypropan-2-yl)-5-methylphenyl] (E)-2-methylbut-2-enoate CHEMBL1795992 11808409 C17H22O4 290.15 1.9684 2.89 4.479 3 0 52.6 12 1 21 0 InChI=1S/C17H22O4/c1-6-12(3)17(19)21-16-9-11(2)7-8-15(16)13(4)10-20-14(5)18/h6-9,13H,10H2,1-5H3/b12-6+ NZQYJWRRXAUWML-WUXMJOGZSA-N C/C=C(/C(=O)Oc1cc(C)ccc1C(COC(=O)C)C)\C NPC7388 9Alpha-Hydroxyfraxinellone-9-O-Beta-D-Glucoside (3R,3aR,6R)-3-(furan-3-yl)-3a,7-dimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6-tetrahydro-2-benzofuran-1-one CHEMBL437025 24799850 C20H26O9 410.16 -1.788 2.67 -0.433 8 4 138.82 10 4 29 0 InChI=1S/C20H26O9/c1-9-11(27-19-16(24)15(23)14(22)12(7-21)28-19)3-5-20(2)13(9)18(25)29-17(20)10-4-6-26-8-10/h4,6,8,11-12,14-17,19,21-24H,3,5,7H2,1-2H3/t11-,12-,14-,15+,16-,17+,19-,20-/m1/s1 ADZBWASOZUDACU-NRKKNTPLSA-N OC[C@H]1O[C@@H](O[C@@H]2CC[C@@]3(C(=C2C)C(=O)O[C@H]3c2cocc2)C)[C@@H]([C@H]([C@@H]1O)O)O NPC186626 9Beta-Hydroxyfraxinellone (3R,3aR,6S)-3-(furan-3-yl)-6-hydroxy-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one CHEMBL257169 478833 C14H16O4 248.1 -0.0411 2.56 0.675 3 1 59.67 4 3 18 0 InChI=1S/C14H16O4/c1-8-10(15)3-5-14(2)11(8)13(16)18-12(14)9-4-6-17-7-9/h4,6-7,10,12,15H,3,5H2,1-2H3/t10-,12-,14+/m0/s1 ZCEUBPHEBYXFLM-VHRBIJSZSA-N O=C1O[C@H]([C@]2(C1=C(C)[C@@H](O)CC2)C)c1cocc1 NPC471065 9-Beta-Xylopyranosyl-(-)-Isolariciresinol (2R,3R,4S,5R)-2-[[(2R,3R)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxane-3,4,5-triol CHEMBL2346750 71718945 C25H32O10 492.2 -3.4503 3.11 0.196 6 6 158.3 15 4 35 1 InChI=1S/C25H32O10/c1-32-20-6-12(3-4-17(20)27)22-15-8-18(28)21(33-2)7-13(15)5-14(9-26)16(22)10-34-25-24(31)23(30)19(29)11-35-25/h3-4,6-8,14,16,19,22-31H,5,9-11H2,1-2H3/t14-,16-,19+,22?,23-,24+,25+/m0/s1 TXSJJCSJHIDTDE-QPXBHRGQSA-N OC[C@@H]1Cc2cc(OC)c(cc2C([C@H]1CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)OC)O)O NPC474409 9H-Carbazol-4-Ol 9H-carbazol-4-ol CHEMBL46723 104251 C12H9NO 183.07 -0.8807 2.56 2.904 1 2 36.02 1 3 14 0 InChI=1S/C12H9NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14H UEOHATPGKDSULR-UHFFFAOYSA-N Oc1cccc2c1c1ccccc1[nH]2 NPC21959 9H-Fluoren-9-Ol 9H-fluoren-9-ol CHEMBL571548 74318 C13H10O 182.07 -0.5107 2.78 4.522 1 1 20.23 1 3 14 0 InChI=1S/C13H10O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8,13-14H AFMVESZOYKHDBJ-UHFFFAOYSA-N OC1c2ccccc2c2c1cccc2 NPC255863 9-Hydroxy-10,12-Octadecadienoic Acid (10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid CHEMBL1077284 5282944 C18H32O3 296.24 -2.0652 3.11 5.929 3 2 57.53 17 0 21 2 InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+ NPDSHTNEKLQQIJ-ZJHFMPGASA-N CCCCC/C=C\C=C\C(CCCCCCCC(=O)O)O NPC171968 9-Hydroxy-2,2-Dimethyl-3,4-Dihydrobenzo[G]Chromene-5,10-Dione 9-hydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione CHEMBL2036874 5320006 C15H14O4 258.09 -0.4045 2.67 1.851 3 1 63.6 3 3 19 0 InChI=1S/C15H14O4/c1-15(2)7-6-9-12(17)8-4-3-5-10(16)11(8)13(18)14(9)19-15/h3-5,16H,6-7H2,1-2H3 MYROJYNCTNKRCD-UHFFFAOYSA-N O=C1C2=C(OC(CC2)(C)C)C(=O)c2c1cccc2O NPC285973 9-Hydroxy-7-(4-Hydroxyphenyl)-[1,3]Dioxolo[4,5-G]Chromen-8-One 9-hydroxy-7-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one CHEMBL3527329 5281779 C16H10O6 298.05 -1.89 2.56 1.514 1 2 85.22 3 4 22 0 InChI=1S/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2 NUGRQNBDTZWXTP-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)c(O)c1c(c2)OCO1 NPC26615 9-Isobutyryloxy-8,10-Dehydrothymol 2-(2-hydroxy-4-methylphenyl)prop-2-enyl 2-methylpropanoate CHEMBL1795994 14432745 C14H18O3 234.13 1.3484 2.67 2.937 2 1 46.53 9 1 17 0 InChI=1S/C14H18O3/c1-9(2)14(16)17-8-11(4)12-6-5-10(3)7-13(12)15/h5-7,9,15H,4,8H2,1-3H3 OJQZUKANZQGITH-UHFFFAOYSA-N O=C(C(C)C)OCC(=C)c1ccc(cc1O)C NPC236166 9-Isovaleroxy Balanophonin [(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-[(E)-3-oxoprop-1-enyl]-2,3-dihydro-1-benzofuran-3-yl]methyl 3-methylbutanoate CHEMBL2442645 72696082 C25H28O7 440.18 -0.3776 3.44 3.808 3 1 91.29 15 3 32 0 InChI=1S/C25H28O7/c1-15(2)10-23(28)31-14-19-18-11-16(6-5-9-26)12-22(30-4)25(18)32-24(19)17-7-8-20(27)21(13-17)29-3/h5-9,11-13,15,19,24,27H,10,14H2,1-4H3/b6-5+/t19-,24+/m1/s1 OUNVTMYSIGQAQF-UXHIBOPISA-N O=C/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2COC(=O)CC(C)C)c1ccc(c(c1)OC)O NPC8219 9-Octadecynoic Acid octadec-9-ynoic acid CHEMBL482804 68167 C18H32O2 280.24 -2.6065 3.22 7.498 2 1 37.3 15 0 20 2 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-8,11-17H2,1H3,(H,19,20) RGTIBVZDHOMOKC-UHFFFAOYSA-N CCCCCCCCC#CCCCCCCCC(=O)O NPC170880 Abamectin Component B1A CHEMBL1630577 6434889 C48H72O14 872.49 -0.9868 5.2 2.278 14 3 170.06 21 7 62 1 InChI=1S/C48H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1 RRZXIRBKKLTSOM-XPNPUAGNSA-N CO[C@H]1C[C@H](O[C@H]2[C@@H](C)/C=C/C=C/3\CO[C@H]4[C@]3(O)[C@@H](C=C([C@H]4O)C)C(=O)O[C@H]3C[C@@H](C/C=C/2\C)O[C@]2(C3)C=C[C@@H]([C@H](O2)[C@H](CC)C)C)O[C@H]([C@@H]1O[C@H]1C[C@H](OC)[C@H]([C@@H](O1)C)O)C NPC309399 Abietic Acid (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid CHEMBL71893 10569 C20H30O2 302.22 1.3773 3.44 6.113 2 1 37.3 7 3 22 1 InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1 RSWGJHLUYNHPMX-ONCXSQPRSA-N CC(C1=CC2=CC[C@@H]3[C@]([C@H]2CC1)(C)CCC[C@@]3(C)C(=O)O)C NPC248041 Abrine (2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid CHEMBL552941 160511;6921653 C12H14N2O2 218.11 -1.073 2.34 1.596 4 3 65.12 6 2 16 0 InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)/t11-/m0/s1 CZCIKBSVHDNIDH-NSHDSACASA-N CN[C@H](C(=O)O)Cc1c[nH]c2c1cccc2 NPC169056 Abscisic Acid (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid CHEMBL379808 5375199 C15H20O4 264.14 1.783 2.67 0.878 4 2 74.6 9 1 19 0 InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7- JLIDBLDQVAYHNE-LXGGSRJLSA-N OC(=O)/C=C(\C=C\C1(O)C(=CC(=O)CC1(C)C)C)/C NPC473272 Abyssinin I 5,7-dihydroxy-2-(8-methoxy-2,2-dimethylchromen-6-yl)-2,3-dihydrochromen-4-one CHEMBL389736 44424650 C21H20O6 368.13 -0.4981 3.11 1.853 1 2 85.22 7 4 27 0 InChI=1S/C21H20O6/c1-21(2)5-4-11-6-12(7-18(25-3)20(11)27-21)16-10-15(24)19-14(23)8-13(22)9-17(19)26-16/h4-9,16,22-23H,10H2,1-3H3 SDUMAACMVUGGAC-UHFFFAOYSA-N COc1cc(cc2c1OC(C)(C)C=C2)C1CC(=O)c2c(O1)cc(cc2O)O NPC200761 Abyssinin Ii (2S)-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL388722 442457 C21H22O6 370.14 0.0112 3.11 1.923 1 3 96.22 10 3 27 0 InChI=1S/C21H22O6/c1-11(2)4-5-12-6-13(7-19(26-3)21(12)25)17-10-16(24)20-15(23)8-14(22)9-18(20)27-17/h4,6-9,17,22-23,25H,5,10H2,1-3H3/t17-/m0/s1 UQFQODVSORPELA-KRWDZBQOSA-N COc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC122365 Abyssinoflavanone Vi (2S)-5,7-dihydroxy-2-[7-(3-methylbut-2-enyl)-1-benzofuran-5-yl]-2,3-dihydrochromen-4-one CHEMBL389650 16737096 C22H20O5 364.13 0.3692 3.33 2.969 1 2 79.9 7 4 27 0 InChI=1S/C22H20O5/c1-12(2)3-4-13-7-15(8-14-5-6-26-22(13)14)19-11-18(25)21-17(24)9-16(23)10-20(21)27-19/h3,5-10,19,23-24H,4,11H2,1-2H3/t19-/m0/s1 MXJNLOCPZJNQMY-IBGZPJMESA-N CC(=CCc1cc(cc2c1occ2)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC470890 Abyssinoflavanone Vii (2S)-5,7-dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL229220 16737250 C25H28O6 424.19 0.7686 3.55 2.274 2 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)5-6-15-7-16(8-17(25(15)30)9-19(27)14(3)4)22-12-21(29)24-20(28)10-18(26)11-23(24)31-22/h5,7-8,10-11,19,22,26-28,30H,3,6,9,12H2,1-2,4H3/t19?,22-/m0/s1 FZUJHUDJFJCWMT-BPARTEKVSA-N CC(=CCc1cc(cc(c1O)CC(C(=C)C)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC221432 Abyssinone Ii (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL558103 7330517 C20H20O4 324.14 0.5233 3.22 3.33 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)3-4-13-9-14(5-8-17(13)22)19-11-18(23)16-7-6-15(21)10-20(16)24-19/h3,5-10,19,21-22H,4,11H2,1-2H3/t19-/m0/s1 NLTOTZSPOYWSSP-IBGZPJMESA-N CC(=CCc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2)O)C NPC143896 Abyssinone Iv (2S)-7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL470454 7330513 C25H28O4 392.2 2.4007 3.77 4.8 1 2 66.76 11 3 29 0 InChI=1S/C25H28O4/c1-15(2)5-7-17-11-19(12-18(25(17)28)8-6-16(3)4)23-14-22(27)21-10-9-20(26)13-24(21)29-23/h5-6,9-13,23,26,28H,7-8,14H2,1-4H3/t23-/m0/s1 JBQLRZGPTDOWQA-QHCPKHFHSA-N CC(=CCc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2)O)C NPC258630 Abyssinone V (2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL255890 442153 C25H28O5 408.19 1.9404 3.66 3.837 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-12,22,26-27,29H,7-8,13H2,1-4H3/t22-/m0/s1 LQHKFMYWTKORCE-QFIPXVFZSA-N CC(=CCc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC190043 Abyssinone Vi (E)-1-(2,4-dihydroxyphenyl)-3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-en-1-one CHEMBL508727 5281219 C25H28O4 392.2 2.4712 3.77 5.704 1 3 77.76 14 2 29 1 InChI=1S/C25H28O4/c1-16(2)5-8-19-13-18(14-20(25(19)29)9-6-17(3)4)7-12-23(27)22-11-10-21(26)15-24(22)28/h5-7,10-15,26,28-29H,8-9H2,1-4H3/b12-7+ PEKZTKWPHQWTIM-KPKJPENVSA-N CC(=CCc1cc(/C=C/C(=O)c2ccc(cc2O)O)cc(c1O)CC=C(C)C)C NPC68104 Abyssinone-Iv-4'-O-Methyl Ether (2S)-7-hydroxy-2-[4-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL470452 11995580 C26H30O4 406.21 2.8092 3.88 5.319 1 1 55.76 12 3 30 1 InChI=1S/C26H30O4/c1-16(2)6-8-18-12-20(13-19(26(18)29-5)9-7-17(3)4)24-15-23(28)22-11-10-21(27)14-25(22)30-24/h6-7,10-14,24,27H,8-9,15H2,1-5H3/t24-/m0/s1 UOOVGAFDYLDFRW-DEOSSOPVSA-N COc1c(CC=C(C)C)cc(cc1CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2)O NPC131039 Abyssinone-Vi-4-O-Methyl Ether (E)-1-(2,4-dihydroxyphenyl)-3-[4-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-en-1-one CHEMBL470865 11995582 C26H30O4 406.21 2.8797 3.88 6.223 1 2 66.76 15 2 30 1 InChI=1S/C26H30O4/c1-17(2)6-9-20-14-19(15-21(26(20)30-5)10-7-18(3)4)8-13-24(28)23-12-11-22(27)16-25(23)29/h6-8,11-16,27,29H,9-10H2,1-5H3/b13-8+ AHQPCANDOCWXDN-MDWZMJQESA-N COc1c(CC=C(C)C)cc(cc1CC=C(C)C)/C=C/C(=O)c1ccc(cc1O)O NPC231772 Acacetin 5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL243664 5280442 C16H12O5 284.07 -1.476 2.67 2.086 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 DANYIYRPLHHOCZ-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O NPC27408 Acacetin-7-O-Beta-D-Galactopyranoside 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL487994 5480899 C22H22O10 446.12 -3.2229 2.78 0.978 6 5 155.14 11 4 32 0 InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19+,20+,21-,22-/m1/s1 NLZCOTZRUWYPTP-WHCFWRGISA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)OC)[C@@H]([C@H]([C@H]1O)O)O NPC138811 Acaciin 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL509502 5317025 C28H32O14 592.18 -4.4698 3 0.144 10 7 214.06 16 5 42 1 InChI=1S/C28H32O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-29,31-36H,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 YFVGIJBUXMQFOF-PJOVQGMDSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC248132 Acanthoside B (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL573710 45482321 C28H36O13 580.22 -3.8727 3.11 -0.312 7 5 174.99 18 5 41 0 InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20-,22-,23+,24-,25+,26+,28+/m1/s1 WEKCEGQSIIQPAQ-FKLBZQFOSA-N OC[C@H]1O[C@@H](Oc2c(OC)cc(cc2OC)[C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC180493 Acefylline 2-(1,3-dimethyl-2,6-dioxopurin-7-yl)acetic acid CHEMBL70246 69550 C9H10N4O4 238.07 -0.975 1.57 -1.243 8 1 95.74 5 2 17 0 InChI=1S/C9H10N4O4/c1-11-7-6(8(16)12(2)9(11)17)13(4-10-7)3-5(14)15/h4H,3H2,1-2H3,(H,14,15) HCYFGRCYSCXKNQ-UHFFFAOYSA-N OC(=O)Cn1cnc2c1c(=O)n(C)c(=O)n2C NPC73385 Acerinol CHEMBL2375502 73347277 C30H46O5 486.33 1.3319 4.21 3.966 5 2 68.15 10 7 35 0 InChI=1S/C30H46O5/c1-16-14-19-23(26(4,5)32)35-30(33-19)22(16)27(6)12-10-17-15-29-13-11-21(34-29)25(2,3)20(29)9-8-18(17)28(27,7)24(30)31/h16,19-24,31-32H,8-15H2,1-7H3/t16-,19-,20+,21+,22-,23+,24-,27-,28-,29+,30+/m1/s1 QSMBCFYTBUXTGE-OZOOACSHSA-N C[C@@H]1C[C@H]2O[C@@]3([C@H]1[C@@]1(C)CCC4=C([C@@]1([C@H]3O)C)CC[C@@H]1[C@@]3(C4)CC[C@H](O3)C1(C)C)O[C@@H]2C(O)(C)C NPC286222 Acerogenin E CHEMBL517914 10402312 C19H20O3 296.14 -1.566 3.22 3.913 1 2 57.53 2 3 22 0 InChI=1S/C19H20O3/c20-15-4-2-1-3-13-6-9-18(21)16(11-13)17-12-14(5-8-15)7-10-19(17)22/h6-7,9-12,21-22H,1-5,8H2 HJJZJFOFYZSPGU-UHFFFAOYSA-N O=C1CCCCc2ccc(c(c3cc(CC1)ccc3O)c2)O NPC262365 Acerogenin K CHEMBL462921 9994854 C19H22O3 298.16 -2.4585 3.22 4.322 1 3 60.69 3 3 22 0 InChI=1S/C19H22O3/c20-15-4-2-1-3-13-6-9-18(21)16(11-13)17-12-14(5-8-15)7-10-19(17)22/h6-7,9-12,15,20-22H,1-5,8H2 OUMFOFAOVINTGW-UHFFFAOYSA-N OC1CCCCc2ccc(c(c3cc(CC1)ccc3O)c2)O NPC146165 Acerosin 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxychromen-4-one CHEMBL3314497 177696 C18H16O8 360.08 -2.0399 2.56 0.235 1 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)12-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-12/h4-7,19,21-22H,1-3H3 BTMNGQCCCWTUQH-UHFFFAOYSA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)O NPC146289 Acetaldehyde acetaldehyde CHEMBL170365 177 C2H4O 44.03 -0.1825 1.57 0.334 1 0 17.07 1 0 3 0 InChI=1S/C2H4O/c1-2-3/h2H,1H3 IKHGUXGNUITLKF-UHFFFAOYSA-N CC=O NPC165396 Acetic Acid (1S,4S,6R,7R,10R,11S,12S,15S,16S)-17-((S)-1-Dimethylamino-Ethyl)-2-(S)-Hydroxy-10,13-Dimethyl-3-((E)-2-Methyl-But-2-Enoylamino)-Hexadecahydro-Cyclopenta[A]Phenanthren-4-Yl Ester [(2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-3-[[(E)-2-methylbut-2-enoyl]amino]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL421920 15043264 C30H50N2O4 502.38 1.6463 4.1 6.916 6 2 82.36 16 4 36 1 InChI=1S/C30H50N2O4/c1-9-17(2)28(35)31-26-25(34)16-30(6)23-14-15-29(5)21(18(3)32(7)8)12-13-22(29)20(23)10-11-24(30)27(26)36-19(4)33/h9,18,20-27,34H,10-16H2,1-8H3,(H,31,35)/b17-9+/t18-,20-,21+,22-,23-,24-,25-,26-,27+,29+,30+/m0/s1 QDWARQARJPJBNM-MZHFMOSXSA-N C/C=C(/C(=N[C@H]1[C@@H](O)C[C@]2([C@H]([C@H]1OC(=O)C)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)O)\C NPC36497 Acetic Acid (1S,6R,7R,10R,11S,12S,15S,16S)-17-((S)-1-Dimethylamino-Ethyl)-10,13-Dimethyl-3-(3-Methyl-But-2-Enoylamino)-Hexadecahydro-Cyclopenta[A]Phenanthren-4-Yl Ester [(3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL146254 44364908 C30H50N2O3 486.38 1.9648 4.21 7.827 5 1 62.13 15 4 35 1 InChI=1S/C30H50N2O3/c1-18(2)17-27(34)31-26-14-16-30(6)24-13-15-29(5)22(19(3)32(7)8)11-12-23(29)21(24)9-10-25(30)28(26)35-20(4)33/h17,19,21-26,28H,9-16H2,1-8H3,(H,31,34)/t19-,21-,22+,23-,24-,25-,26-,28+,29+,30+/m0/s1 MTGALPCIDMQJOU-HHUFISPXSA-N CC(=O)O[C@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)N=C(C=C(C)C)O NPC275839 Acetic Acid (2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-Benzoylamino-17-((S)-1-Dimethylamino-Ethyl)-2-Hydroxy-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-4-Yl Ester [(2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-benzamido-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL413039 15043261 C32H48N2O4 524.36 0.2926 4.32 8.665 6 2 82.36 14 5 38 1 InChI=1S/C32H48N2O4/c1-19(34(5)6)23-14-15-24-22-12-13-26-29(38-20(2)35)28(33-30(37)21-10-8-7-9-11-21)27(36)18-32(26,4)25(22)16-17-31(23,24)3/h7-11,19,22-29,36H,12-18H2,1-6H3,(H,33,37)/t19-,22-,23+,24-,25-,26-,27-,28-,29+,31+,32+/m0/s1 PUFTXDSOJLKZCI-JHSINFGJSA-N CC(=O)O[C@H]1[C@@H](N=C(c2ccccc2)O)[C@@H](O)C[C@]2([C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C NPC244002 Acetic Acid 1-(5-{4-[6-(5-Bromo-2,6,6-Trimethyl-Tetrahydro-Pyran-2-Yl)-8A-Methyl-Octahydro-Pyrano[3,2-B]Pyran-2-Yl]-1,4-Dihydroxy-Pentyl}-5-Methyl-Tetrahydro-Furan-2-Yl)-1-Methyl-Ethyl Ester 2-[(2R,5R)-5-[(1S,4S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1,4-dihydroxypentyl]-5-methyloxolan-2-yl]propan-2-yl acetate CHEMBL17664 125904 C32H55BrO8 646.31 0.0692 3.99 5.535 8 2 103.68 21 4 41 1 InChI=1S/C32H55BrO8/c1-20(34)38-28(4,5)23-14-18-30(7,39-23)22(35)13-16-29(6,36)24-10-11-25-31(8,40-24)19-15-26(37-25)32(9)17-12-21(33)27(2,3)41-32/h21-26,35-36H,10-19H2,1-9H3/t21-,22+,23-,24-,25-,26-,29+,30-,31+,32+/m1/s1 CFIPFJIKZAGWFH-WMYXADBDSA-N O[C@H]([C@@]1(C)CC[C@@H](O1)C(OC(=O)C)(C)C)CC[C@@]([C@H]1CC[C@@H]2[C@](O1)(C)CC[C@@H](O2)[C@]1(C)CC[C@H](C(O1)(C)C)Br)(O)C NPC3693 Acetic Acid Butyl Ester butyl acetate CHEMBL284391 31272 C6H12O2 116.08 -0.5943 1.9 1.591 2 0 26.3 6 0 8 0 InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3 DKPFZGUDAPQIHT-UHFFFAOYSA-N CCCCOC(=O)C NPC137050 Acetic Acid Methyl Ester methyl acetate CHEMBL14079 6584 C3H6O2 74.04 0.0211 1.57 0.241 2 0 26.3 3 0 5 0 InChI=1S/C3H6O2/c1-3(4)5-2/h1-2H3 KXKVLQRXCPHEJC-UHFFFAOYSA-N COC(=O)C NPC469968 Acetic Acid17-(1-Dimethylamino-Ethyl)-10,13-Dimethyl-3-(3-Methyl-But-2-Enoylamino)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-Tetradecahydro-1H-Cyclopenta[A]Phenanthren-4-Yl Ester [(3S,4R,8R,9S,10R,13S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL139630 44358273 C30H48N2O3 484.37 2.0943 4.21 6.828 5 1 62.13 15 4 35 1 InChI=1S/C30H48N2O3/c1-18(2)17-27(34)31-26-14-16-30(6)24-13-15-29(5)22(19(3)32(7)8)11-12-23(29)21(24)9-10-25(30)28(26)35-20(4)33/h11,17,19,21,23-26,28H,9-10,12-16H2,1-8H3,(H,31,34)/t19-,21-,23?,24-,25?,26-,28+,29+,30+/m0/s1 SYWAOYCXRQDRLP-VLNZMSLLSA-N CC(=O)O[C@H]1[C@H](CC[C@]2(C1CC[C@@H]1[C@@H]2CC[C@]2(C1CC=C2[C@@H](N(C)C)C)C)C)N=C(C=C(C)C)O NPC319972 Acetohydroxamic Acid N-hydroxyacetamide CHEMBL734 1990 C2H5NO2 75.03 -0.188 1.35 0.163 1 2 52.82 3 0 5 0 InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4) RRUDCFGSUDOHDG-UHFFFAOYSA-N ON=C(O)C NPC200333 Acetone propan-2-one CHEMBL14253 180 C3H6O 58.04 -0.244 1.68 0.185 1 0 17.07 2 0 4 0 InChI=1S/C3H6O/c1-3(2)4/h1-2H3 CSCPPACGZOOCGX-UHFFFAOYSA-N CC(=O)C NPC2785 Acetophenone 1-phenylethanone CHEMBL274467 7410 C8H8O 120.06 -0.2539 2.23 2.931 1 0 17.07 2 1 9 0 InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3 KWOLFJPFCHCOCG-UHFFFAOYSA-N CC(=O)c1ccccc1 NPC197316 Acetoside [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL444478 5281800 C29H36O15 624.21 -4.2978 3 -0.202 11 9 245.29 21 4 44 3 InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1 FBSKJMQYURKNSU-ZLSOWSIRSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC208760 Acetosyringone 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone CHEMBL224146 17198 C10H12O4 196.07 -0.8178 2.12 0.447 1 1 55.76 7 1 14 0 InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3 OJOBTAOGJIWAGB-UHFFFAOYSA-N COc1cc(cc(c1O)OC)C(=O)C NPC74751 Acetoxolone (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL207413 94320 C32H48O5 512.35 2.0622 4.43 7.485 5 1 80.67 12 5 37 1 InChI=1S/C32H48O5/c1-19(33)37-24-10-11-30(6)23(27(24,2)3)9-12-32(8)25(30)22(34)17-20-21-18-29(5,26(35)36)14-13-28(21,4)15-16-31(20,32)7/h17,21,23-25H,9-16,18H2,1-8H3,(H,35,36)/t21-,23-,24-,25+,28+,29-,30-,31+,32+/m0/s1 FTQDJVZNPJRVPG-XWEVEMRCSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C NPC41880 Acetoxybonducellpin C methyl (1S,4aR,6S,6aR,7S,11aS,11bS)-1,6-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-7-carboxylate CHEMBL463938 10742713 C25H34O8 462.23 -0.3576 3.33 2.913 7 1 112.27 13 4 33 0 InChI=1S/C25H34O8/c1-13(26)32-18-12-25(29)23(3,4)9-7-19(33-14(2)27)24(25,5)16-11-17-15(8-10-31-17)20(21(16)18)22(28)30-6/h8,10,16,18-21,29H,7,9,11-12H2,1-6H3/t16-,18-,19-,20+,21-,24-,25+/m0/s1 VWWBNOKRESJKKB-QKLQQXTASA-N COC(=O)[C@@H]1c2ccoc2C[C@H]2[C@H]1[C@@H](OC(=O)C)C[C@@]1([C@]2(C)[C@H](CCC1(C)C)OC(=O)C)O NPC37493 Acetyl Acetate acetyl acetate CHEMBL1305819 7918 C4H6O3 102.03 -0.1948 1.57 0.691 3 0 43.37 4 0 7 0 InChI=1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3 WFDIJRYMOXRFFG-UHFFFAOYSA-N CC(=O)OC(=O)C NPC30522 Acetyl Aleuritolic Acid (4aS,6aR,6bR,8aR,10S,12aR,14aS,14bS)-10-acetyloxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL439422 161616 C32H50O4 498.37 2.9609 4.54 9.598 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-20(33)36-25-12-15-29(6)21(28(25,4)5)9-13-30(7)22(29)10-14-31(8)23(30)11-16-32(26(34)35)18-17-27(2,3)19-24(31)32/h11,21-22,24-25H,9-10,12-19H2,1-8H3,(H,34,35)/t21-,22+,24-,25-,29-,30+,31+,32+/m0/s1 UROPGAQBZGIPQC-VUHMTIHWSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C)C NPC171204 Acetyl Neobritannilactone B [(3aR,4S,6E,10E,11aS)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate CHEMBL520114 11962128 C17H22O4 290.15 2.1415 2.89 2.596 4 0 52.6 5 2 21 0 InChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,14-16H,3,5,7-8H2,1-2,4H3/b10-6+,11-9+/t14-,15-,16+/m0/s1 UPNVKIZABMRHNR-LFLWPQTJSA-N CC(=O)O[C@H]1C/C(=C/CC/C(=C/[C@H]2[C@@H]1C(=C)C(=O)O2)/C)/C NPC120840 Acetyl Oleanolic Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL486822 151202 C32H50O4 498.37 2.5089 4.54 9.792 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1 RIXNFYQZWDGQAE-DFHVBEEKSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC26413 Acetyl-11-Keto-Beta-Boswellic Acid (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid CHEMBL237111 11168203 C32H48O5 512.35 1.4162 4.43 8.442 5 1 80.67 12 5 37 1 InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1 HMMGKOVEOFBCAU-BCDBGHSCSA-N CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C)C NPC216312 Acetylalkannin [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate CHEMBL112415 9967285 C18H18O6 330.11 0.3975 2.78 1.169 4 2 100.9 10 2 24 0 InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m0/s1 WNFXUXZJJKTDOZ-HNNXBMFYSA-N CC(=O)O[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC184006 Acetyl-Beta-Boswellic Acid (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid CHEMBL236906 11386458 C32H50O4 498.37 1.8629 4.54 10.749 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23-,24-,25-,26+,28-,29-,30-,31-,32-/m1/s1 YJBVHJIKNLBFDX-MQURJEHKSA-N CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C)C NPC1591 Acetylcholine 2-acetyloxyethyl(trimethyl)azanium CHEMBL667 187 C7H16NO2 146.12 -1.195 1.9 -0.097 2 0 26.3 8 0 10 0 InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1 OIPILFWXSMYKGL-UHFFFAOYSA-N CC(=O)OCC[N+](C)(C)C NPC248970 Acetylcysteine (2R)-2-acetamido-3-sulfanylpropanoic acid CHEMBL600 12035 C5H9NO3S 163.03 0.054 1.46 0.047 4 2 108.69 7 0 10 0 InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1 PWKSKIMOESPYIA-BYPYZUCNSA-N SC[C@@H](C(=O)O)N=C(O)C NPC263065 Acetylglutamic Acid (2S)-2-acetamidopentanedioic acid CHEMBL1234751 70914 C7H11NO5 189.06 -0.9616 1.57 -0.727 6 3 107.19 9 0 13 0 InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1 RFMMMVDNIPUKGG-YFKPBYRVSA-N OC(=O)CC[C@@H](C(=O)O)N=C(O)C NPC299405 Acetylshikonin [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate CHEMBL403516 479501 C18H18O6 330.11 0.3975 2.78 1.169 4 2 100.9 10 2 24 0 InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m1/s1 WNFXUXZJJKTDOZ-OAHLLOKOSA-N CC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC90819 Acevaltrate [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetyloxy-3-methylbutanoate CHEMBL563350 65717 C24H32O10 480.2 0.1212 3 2.464 10 0 126.96 19 3 34 1 InChI=1S/C24H32O10/c1-13(2)7-19(27)33-22-21-17(16(11-30-22)10-29-14(3)25)8-18(24(21)12-31-24)32-20(28)9-23(5,6)34-15(4)26/h8,11,13,18,21-22H,7,9-10,12H2,1-6H3/t18-,21+,22-,24+/m0/s1 FWKBQAVMKVZEOT-STCFVSJZSA-N CC(CC(=O)O[C@@H]1OC=C(C2=C[C@@H]([C@@]3([C@@H]12)CO3)OC(=O)CC(OC(=O)C)(C)C)COC(=O)C)C NPC137419 Aconitic Acid (E)-prop-1-ene-1,2,3-tricarboxylic acid CHEMBL153658 444212 C6H6O6 174.02 -0.5191 1.46 -1.034 6 3 111.9 7 0 12 0 InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+ GTZCVFVGUGFEME-HNQUOIGGSA-N OC(=O)C/C(=C\C(=O)O)/C(=O)O NPC163578 Aconitine CHEMBL2103747 70697623 C34H47NO11 645.31 -2.8287 3.88 -0.164 12 3 153.45 20 7 46 2 InChI=1S/C34H47NO11/c1-7-35-15-31(16-41-3)20(37)13-21(42-4)33-19-14-32(40)28(45-30(39)18-11-9-8-10-12-18)22(19)34(46-17(2)36,27(38)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20-,21-,22-,23+,24+,25-,26+,27+,28-,29+,31+,32-,33+,34-/m1/s1 XFSBVAOIAHNAPC-FKHWODAVSA-N COC[C@@]12CN(CC)[C@@H]3[C@]4([C@@H]2[C@@H](OC)[C@@H]3[C@@]2([C@@H]3[C@H]4C[C@@]([C@@H]3OC(=O)c3ccccc3)([C@H]([C@@H]2O)OC)O)OC(=O)C)[C@@H](C[C@H]1O)OC NPC270326 Acoramol (Z)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-ol CHEMBL2088630 70682800 C12H16O4 224.1 -0.1363 2.34 1.21 1 1 47.92 9 1 16 0 InChI=1S/C12H16O4/c1-14-10-8-12(16-3)11(15-2)7-9(10)5-4-6-13/h4-5,7-8,13H,6H2,1-3H3/b5-4- TXWGYXAWALNJBI-PLNGDYQASA-N OC/C=C\c1cc(OC)c(cc1OC)OC NPC187302 Acovenosigenin A 3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-1,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL459489 10385736 C23H34O5 390.24 -0.6056 3.44 2.233 5 3 86.99 6 5 28 0 InChI=1S/C23H34O5/c1-21-7-5-17-18(4-3-14-10-15(24)11-19(25)22(14,17)2)23(21,27)8-6-16(21)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15-,16-,17+,18-,19-,21-,22+,23+/m1/s1 CSKIDXJFNAYMTR-IKHIKNNGSA-N O[C@H]1C[C@@H](O)[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC473852 Acovenosigenin A 3-O-Beta-Digitoxopyranoside 3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL453482 44566913 C29H44O8 520.3 -1.6298 3.77 2.429 8 4 125.68 10 6 37 0 InChI=1S/C29H44O8/c1-15-26(33)22(30)13-25(36-15)37-18-11-17-4-5-21-20(28(17,3)23(31)12-18)6-8-27(2)19(7-9-29(21,27)34)16-10-24(32)35-14-16/h10,15,17-23,25-26,30-31,33-34H,4-9,11-14H2,1-3H3/t15-,17-,18-,19-,20+,21-,22-,23-,25+,26-,27-,28+,29+/m1/s1 TWYWVFKLDXGLSS-XOULAJMSSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)[C@H](O)C[C@@H](C2)O[C@H]1C[C@@H](O)[C@@H]([C@H](O1)C)O)O NPC54102 Acridine acridine CHEMBL39677 9215 C13H9N 179.07 0 2.78 4.656 1 0 12.89 0 3 14 0 InChI=1S/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H DZBUGLKDJFMEHC-UHFFFAOYSA-N c1ccc2c(c1)nc1c(c2)cccc1 NPC235797 Acrolein prop-2-enal CHEMBL721 7847 C3H4O 56.03 0.4084 1.68 0.293 1 0 17.07 1 0 4 0 InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2 HGINCPLSRVDWNT-UHFFFAOYSA-N C=CC=O NPC234933 Acronine 6-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one CHEMBL285852 345512 C20H19NO3 321.14 0.7077 3.22 3.75 2 0 38.77 5 4 24 0 InChI=1S/C20H19NO3/c1-20(2)10-9-13-15(24-20)11-16(23-4)17-18(13)21(3)14-8-6-5-7-12(14)19(17)22/h5-11H,1-4H3 SMPZPKRDRQOOHT-UHFFFAOYSA-N COc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(n2C)cccc1 NPC255801 Acrovestone 1-[3-[(1R)-1-[3-acetyl-2,6-dihydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-methylbutyl]-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]ethanone CHEMBL513957 44559660 C32H42O8 554.29 1.3981 4.1 5.244 2 5 144.52 25 2 40 2 InChI=1S/C32H42O8/c1-15(2)10-12-20-27(35)23(18(7)33)30(38)25(28(20)36)22(14-17(5)6)26-29(37)21(13-11-16(3)4)32(40-9)24(19(8)34)31(26)39/h10-11,17,22,35-39H,12-14H2,1-9H3/t22-/m1/s1 KLFWXYAHGSXKAW-JOCHJYFZSA-N COc1c(CC=C(C)C)c(O)c(c(c1C(=O)C)O)[C@@H](c1c(O)c(CC=C(C)C)c(c(c1O)C(=O)C)O)CC(C)C NPC32955 Acrylamide prop-2-enamide CHEMBL348107 6579 C3H5NO 71.04 0.5192 1.57 0.618 2 2 44.08 2 0 5 0 InChI=1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5) HRPVXLWXLXDGHG-UHFFFAOYSA-N OC(=N)C=C NPC20903 Acrylic Acid hydron;prop-2-enoate CHEMBL1213529 19966351;6581 C3H4O2 72.02 0.361 1.57 0.212 2 1 37.3 2 0 5 0 InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) NIXOWILDQLNWCW-UHFFFAOYSA-N OC(=O)C=C NPC97260 Actein CHEMBL3391990 10032468 C37H56O11 676.38 -0.9166 4.32 5.056 11 4 156.67 15 9 48 2 InChI=1S/C37H56O11/c1-17-12-37(29-34(7,47-29)30(42)48-37)46-20-13-32(5)22-9-8-21-31(3,4)23(45-28-27(41)26(40)19(39)15-43-28)10-11-35(21)16-36(22,35)14-24(44-18(2)38)33(32,6)25(17)20/h17,19-30,39-42H,8-16H2,1-7H3/t17-,19-,20+,21+,22+,23+,24-,25+,26+,27-,28+,29-,30+,32+,33-,34+,35-,36+,37-/m1/s1 NEWMWGLPJQHSSQ-PSDKAYTQSA-N CC(=O)O[C@@H]1C[C@]23C[C@]43CC[C@@H](C([C@@H]4CC[C@H]2[C@]2([C@@]1(C)[C@H]1[C@H](C)C[C@@]3(O[C@H]1C2)O[C@@H]([C@@]1([C@H]3O1)C)O)C)(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC299996 Actinidic Acid (1R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL2088612 70680338 C30H46O5 486.33 0.3557 4.21 6.518 5 4 97.99 11 5 35 1 InChI=1S/C30H46O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,18,20-24,31-33H,1,8-16H2,2-6H3,(H,34,35)/t18-,20+,21+,22+,23-,24-,26-,27-,28+,29+,30-/m0/s1 FFMVHFPLIIYYNC-QXIFDOFRSA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)C(=C)CC1)C(=O)O)C)C NPC98745 Acuminatin (2R,3R)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran CHEMBL571195 6441048 C21H24O4 340.17 0.6808 3.33 4.882 0 0 36.92 10 3 25 0 InChI=1S/C21H24O4/c1-6-7-14-10-16-13(2)20(25-21(16)19(11-14)24-5)15-8-9-17(22-3)18(12-15)23-4/h6-13,20H,1-5H3/b7-6+/t13-,20-/m1/s1 ITFKWUHXYCXXFF-XSOBDOKWSA-N C/C=C/c1cc(OC)c2c(c1)[C@@H](C)[C@@H](O2)c1ccc(c(c1)OC)OC NPC164194 Acutoside A (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL504527 21606142 C42H68O13 780.47 -1.364 4.65 6.407 13 8 215.83 22 7 55 3 InChI=1S/C42H68O13/c1-37(2)14-16-42(36(50)51)17-15-40(6)21(22(42)18-37)8-9-26-39(5)12-11-27(38(3,4)25(39)10-13-41(26,40)7)54-35-33(31(48)29(46)24(20-44)53-35)55-34-32(49)30(47)28(45)23(19-43)52-34/h8,22-35,43-49H,9-20H2,1-7H3,(H,50,51)/t22-,23+,24+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-,35-,39-,40+,41+,42-/m0/s1 LEQCLUFJRGKLOA-WLMDKFIXSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC176949 Adenanthin CHEMBL513653 15011073 C26H34O9 490.22 -0.5042 3.33 0.921 9 1 133.27 13 4 35 0 InChI=1S/C26H34O9/c1-11-15-8-16(33-12(2)27)20-25(7)18(34-13(3)28)9-17(30)24(5,6)21(25)19(31)23(35-14(4)29)26(20,10-15)22(11)32/h15-18,20-21,23,30H,1,8-10H2,2-7H3/t15-,16+,17+,18+,20+,21-,23+,25+,26+/m1/s1 WQVYSFSBBFDGRG-FYHXSELJSA-N CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](OC(=O)C)C[C@@H](C([C@H]1C(=O)[C@@H]3OC(=O)C)(C)C)O)C(=O)C2=C NPC18335 Adenine 7H-purin-6-amine CHEMBL226345 190 C5H5N5 135.05 -1.1703 1.46 -0.664 5 2 80.48 1 2 10 0 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) GFFGJBXGBJISGV-UHFFFAOYSA-N Nc1nc[nH]c2c1ncn2 NPC156461 Adenosine (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol CHEMBL477 60961 C10H13N5O4 267.1 -2.2791 1.57 -1.809 9 4 139.54 6 3 19 0 InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 OIRDTQYFTABQOQ-KQYNXXCUSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N NPC185991 Adenosine Phosphate [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate CHEMBL752 6083 C10H14N5O7P 347.06 -2.2149 1.13 -3.467 12 5 195.88 9 3 23 1 InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 UDMBCSSLTHHNCD-KQYNXXCUSA-N O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O NPC85689 Adenosine-3'-Monophosphate [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate CHEMBL576739 41211 C10H14N5O7P 347.06 -2.2149 1.13 -3.896 12 5 195.88 9 3 23 1 InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 LNQVTSROQXJCDD-KQYNXXCUSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N NPC18224 Adipic Acid hexanedioate;hydron CHEMBL1157 22494954;196 C6H10O4 146.06 -0.986 1.68 0.006 4 2 74.6 7 0 10 0 InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10) WNLRTRBMVRJNCN-UHFFFAOYSA-N OC(=O)CCCCC(=O)O NPC149070 Adonitol pentane-1,2,3,4,5-pentol CHEMBL1369426 827 C5H12O5 152.07 -2.4295 1.46 -3.224 5 5 101.15 9 0 10 0 InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2 HEBKCHPVOIAQTA-UHFFFAOYSA-N OCC(C(C(CO)O)O)O NPC159547 Aeroplysinin-1 2-[(1S,6R)-3,5-dibromo-1,6-dihydroxy-4-methoxycyclohexa-2,4-dien-1-yl]acetonitrile CHEMBL462153 100308 C9H9Br2NO3 336.89 0.156 1.79 0.843 4 2 73.48 7 1 15 0 InChI=1S/C9H9Br2NO3/c1-15-7-5(10)4-9(14,2-3-12)8(13)6(7)11/h4,8,13-14H,2H2,1H3/t8-,9-/m0/s1 BGYNLOSBKBOJJD-IUCAKERBSA-N N#CC[C@]1(O)C=C(Br)C(=C([C@@H]1O)Br)OC NPC1702 Aerothionin (5S,6R)-7,9-dibromo-N-[4-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]butyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide CHEMBL228076 10919908 C24H26Br4N4O8 813.85 -1.1786 2.34 2.674 8 4 160.3 19 4 40 1 InChI=1S/C24H26Br4N4O8/c1-37-17-11(25)7-23(19(33)15(17)27)9-13(31-39-23)21(35)29-5-3-4-6-30-22(36)14-10-24(40-32-14)8-12(26)18(38-2)16(28)20(24)34/h7-8,19-20,33-34H,3-6,9-10H2,1-2H3,(H,29,35)(H,30,36)/t19-,20-,23+,24+/m0/s1 BJWQSQOWGBUSFC-UWXQAFAOSA-N COC1=C(Br)[C@@H]([C@]2(C=C1Br)ON=C(C2)C(=O)NCCCCNC(=O)C1=NO[C@@]2(C1)C=C(Br)C(=C([C@@H]2O)Br)OC)O NPC66677 Aerugidiol (3S,3aR,8aR)-3,8a-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4-tetrahydroazulen-6-one CHEMBL2332431 11776892 C15H22O3 250.16 1.3797 2.78 0.513 3 2 57.53 6 2 18 0 InChI=1S/C15H22O3/c1-9(2)11-8-13-14(4,17)5-6-15(13,18)10(3)7-12(11)16/h7,13,17-18H,5-6,8H2,1-4H3/t13-,14+,15+/m1/s1 IXQJBPRUTQTCMW-ILXRZTDVSA-N CC(=C1C[C@@H]2[C@@](C)(O)CC[C@@]2(C(=CC1=O)C)O)C NPC1314 Aesculioside G methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylate CHEMBL3357146 11804359 C56H88O24 1144.57 -3.6746 4.98 2.004 24 12 377.04 39 8 80 3 InChI=1S/C56H88O24/c1-11-24(2)46(70)80-45-44(69)56(23-73-25(3)60)27(18-51(45,4)5)26-12-13-31-52(6)16-15-33(53(7,22-59)30(52)14-17-54(31,8)55(26,9)19-32(56)61)76-50-42(78-49-39(67)37(65)35(63)29(21-58)75-49)40(68)41(43(79-50)47(71)72-10)77-48-38(66)36(64)34(62)28(20-57)74-48/h11-12,27-45,48-50,57-59,61-69H,13-23H2,1-10H3/b24-11+/t27-,28+,29+,30+,31+,32+,33-,34+,35+,36-,37-,38+,39+,40-,41-,42+,43-,44-,45-,48-,49-,50+,52-,53+,54+,55+,56-/m0/s1 RGTNKIXWAOWJPX-PGBOWDDKSA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2O)OC(=O)/C(=C/C)/C)COC(=O)C)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC273878 Aesculioside H methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylate CHEMBL3357147 10796318 C56H88O24 1144.57 -3.6746 4.98 2.004 24 12 377.04 39 8 80 3 InChI=1S/C56H88O24/c1-11-24(2)46(70)80-45-44(69)56(23-73-25(3)60)27(18-51(45,4)5)26-12-13-31-52(6)16-15-33(53(7,22-59)30(52)14-17-54(31,8)55(26,9)19-32(56)61)76-50-42(78-49-39(67)37(65)35(63)29(21-58)75-49)40(68)41(43(79-50)47(71)72-10)77-48-38(66)36(64)34(62)28(20-57)74-48/h11-12,27-45,48-50,57-59,61-69H,13-23H2,1-10H3/b24-11-/t27-,28+,29+,30+,31+,32+,33-,34+,35+,36-,37-,38+,39+,40-,41-,42+,43-,44-,45-,48-,49-,50+,52-,53+,54+,55+,56-/m0/s1 RGTNKIXWAOWJPX-IJNATDAXSA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2O)OC(=O)/C(=C\C)/C)COC(=O)C)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC25998 Aesculioside Iv-23D1 (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL1094675 11788101 C57H88O22 1124.58 -0.9804 5.31 4.913 22 11 347.58 38 8 79 3 InChI=1S/C57H88O22/c1-12-25(3)47(70)78-44-45(79-48(71)26(4)13-2)57(24-60)28(20-52(44,5)6)27-14-15-32-54(9)18-17-34(53(7,8)31(54)16-19-55(32,10)56(27,11)21-33(57)61)74-51-43(77-50-39(66)37(64)35(62)29(22-58)72-50)41(40(67)42(76-51)46(68)69)75-49-38(65)36(63)30(23-59)73-49/h12-14,28-45,49-51,58-67H,15-24H2,1-11H3,(H,68,69)/b25-12-,26-13-/t28-,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,49-,50-,51+,54-,55+,56+,57-/m0/s1 MBJDXKFGFVRQIV-GZBYFAPJSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)CO)O)C)C)[C@@H]([C@H]([C@H]1O)O)O NPC73517 Aescultitannin B CHEMBL1213875 10010849 C45H36O18 864.19 -7.492 4.43 0.364 3 14 320.14 18 10 63 1 InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41+,44-,45+/m1/s1 BYSRPHRKESMCPO-XDJXAWJCSA-N Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@@H](c2ccc(c(c2)O)O)[C@@H]([C@H]1c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O NPC186668 Afrogenin 3-[(2R,3R,5S,8R,9S,10S,13R,14S,15R,17R)-2,3,14,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL3617466 23252526 C23H34O6 406.24 -1.0215 3.33 2.272 6 4 107.22 7 5 29 0 InChI=1S/C23H34O6/c1-21-10-18(25)17(24)8-13(21)3-4-15-14(21)5-6-22(2)16(9-19(26)23(15,22)28)12-7-20(27)29-11-12/h7,13-19,24-26,28H,3-6,8-11H2,1-2H3/t13-,14-,15+,16+,17+,18+,19+,21-,22+,23+/m0/s1 PPMVAFKDEJNUOY-WGIKCKTPSA-N O=C1OCC(=C1)[C@H]1C[C@H]([C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C[C@@H](O)[C@@H](C2)O)O)O NPC87777 Afzelechin-3-O-Alpha-Lrhamnopyranoside (2S,3R,4R,5R,6S)-2-[[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxy]-6-methyloxane-3,4,5-triol CHEMBL517149 44584170 C21H24O9 420.14 -3.2806 2.78 0.535 5 6 149.07 10 4 30 1 InChI=1S/C21H24O9/c1-9-17(25)18(26)19(27)21(28-9)30-16-8-13-14(24)6-12(23)7-15(13)29-20(16)10-2-4-11(22)5-3-10/h2-7,9,16-27H,8H2,1H3/t9-,16-,17-,18+,19+,20+,21-/m0/s1 SQJLTDFIOMWZDE-QUYVSAIISA-N Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C[C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC111929 Afzelin 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL240528 5316673 C21H20O10 432.11 -3.9318 2.67 0.883 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1 SOSLMHZOJATCCP-AEIZVZFYSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC67322 Agathisflavone 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL65320 5281599 C30H18O10 538.09 -3.769 3.66 2.302 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-12,31-34,37-38H BACLASYRJRZXMY-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)O NPC73422 Aglafolin methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL394528 393601 C28H28O8 492.18 -2.1147 3.66 5.396 4 2 103.68 13 5 36 1 InChI=1S/C28H28O8/c1-32-18-12-10-17(11-13-18)28-23(16-8-6-5-7-9-16)22(26(30)35-4)25(29)27(28,31)24-20(34-3)14-19(33-2)15-21(24)36-28/h5-15,22-23,25,29,31H,1-4H3/t22-,23-,25-,27+,28+/m1/s1 VFTGDXPPYSWBSO-GWNOIRNCSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)OC)O)c(OC)cc(c3)OC NPC163099 Agmatine 2-(4-aminobutyl)guanidine CHEMBL58343 199 C5H14N4 130.12 -1.7722 1.57 -0.243 4 4 87.92 7 0 9 0 InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9) QYPPJABKJHAVHS-UHFFFAOYSA-N NCCCCNC(=N)N NPC207114 Aguerin B [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate CHEMBL520721 155102 C19H22O5 330.15 1.8392 3 0.815 5 1 72.83 5 3 24 0 InChI=1S/C19H22O5/c1-8(2)18(21)23-14-6-9(3)12-7-13(20)10(4)15(12)17-16(14)11(5)19(22)24-17/h12-17,20H,1,3-7H2,2H3/t12-,13-,14-,15-,16+,17+/m0/s1 ZGDWDAMVZDRRQA-NQLMQOPMSA-N O[C@H]1C[C@@H]2[C@H](C1=C)[C@H]1OC(=O)C(=C)[C@@H]1[C@H](CC2=C)OC(=O)C(=C)C NPC30326 Aicar [(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate CHEMBL483849 65110 C9H15N4O8P 338.06 -2.2965 1.02 -2.982 12 7 214.18 11 2 22 2 InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1 NOTGFIUVDGNKRI-UUOKFMHZSA-N O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc(c1N)C(=N)O)COP(=O)(O)O NPC51978 Ailanthone CHEMBL161015 72965 C20H24O7 376.15 -0.9967 2.89 -0.429 7 3 113.29 5 5 27 0 InChI=1S/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1 WBBVXGHSWZIJST-RLQYZCPESA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H](C1)C(=C)[C@H]([C@@]3(OC4)O)O)C)O)C NPC204251 Ajoene (E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene CHEMBL122890 5386591 C9H14OS3 234.02 2.0566 2.01 1.416 1 0 86.88 8 0 13 0 InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5+ IXELFRRANAOWSF-FNORWQNLSA-N C=CCSS/C=C/CS(=O)CC=C NPC217201 Ajugasterone C (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL3793486 441826 C27H44O7 480.31 -1.5254 3.66 1.351 7 6 138.45 16 4 34 1 InChI=1S/C27H44O7/c1-14(2)6-7-22(32)26(5,33)21-8-9-27(34)16-11-17(28)15-10-18(29)19(30)12-24(15,3)23(16)20(31)13-25(21,27)4/h11,14-15,18-23,29-34H,6-10,12-13H2,1-5H3/t15-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+/m0/s1 LQGNCUXDDPRDJH-UKTRSHMFSA-N CC(CC[C@H]([C@@]([C@H]1CC[C@@]2([C@]1(C)C[C@@H](O)[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)(O)C)O)C NPC293624 Aknadilactam CHEMBL1097185 15764659 C20H23NO6 373.15 -2.1049 2.89 0.545 5 1 85.3 8 4 27 0 InChI=1S/C20H23NO6/c1-21-14(23)10-19-9-12(22)17(26-3)18(27-4)20(19,21)8-7-11-5-6-13(25-2)16(24)15(11)19/h5-6,24H,7-10H2,1-4H3/t19-,20-/m1/s1 CLWJGNIITFMBQR-WOJBJXKFSA-N COC1=C(OC)[C@@]23[C@](CC1=O)(CC(=O)N3C)c1c(CC2)ccc(c1O)OC NPC196231 Aknadinine CHEMBL1098359 159966 C20H25NO5 359.17 -1.2245 3 1.284 4 1 68.23 8 4 26 0 InChI=1S/C20H25NO5/c1-21-10-9-19-11-13(22)17(25-3)18(26-4)20(19,21)8-7-12-5-6-14(24-2)16(23)15(12)19/h5-6,23H,7-11H2,1-4H3/t19-,20+/m0/s1 XLWYWPDYNLZUJS-VQTJNVASSA-N COC1=C(OC)[C@@]23[C@](CC1=O)(CCN3C)c1c(CC2)ccc(c1O)OC NPC193410 Akuammicine CHEMBL508955 10314057 C20H22N2O2 322.17 0.1244 3.22 2.842 4 1 41.57 4 5 24 0 InChI=1S/C20H22N2O2/c1-3-12-11-22-9-8-20-14-6-4-5-7-15(14)21-18(20)17(19(23)24-2)13(12)10-16(20)22/h3-7,13,16,21H,8-11H2,1-2H3/b12-3-/t13-,16-,20+/m0/s1 AGZMFTKKLPHOMT-DUJTVWLASA-N COC(=O)C1=C2Nc3c([C@@]42[C@@H]2C[C@H]1/C(=C\C)/CN2CC4)cccc3 NPC254240 Akuammigine CHEMBL122404 1268096 C21H24N2O3 352.18 -0.6544 3.22 3.069 5 1 54.56 4 5 26 0 InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19+/m0/s1 GRTOGORTSDXSFK-BMYCAMMWSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@H]1N(C2)CCc2c1[nH]c1c2cccc1)C NPC473390 Alatolide [(3aR,4S,6E,10Z,11aR)-6,10-bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate CHEMBL405877 6325145 C19H26O6 350.17 0.6845 2.89 0.224 6 2 93.06 9 2 25 0 InChI=1S/C19H26O6/c1-11(2)18(22)24-15-7-13(9-20)5-4-6-14(10-21)8-16-17(15)12(3)19(23)25-16/h5,8,11,15-17,20-21H,3-4,6-7,9-10H2,1-2H3/b13-5+,14-8-/t15-,16+,17+/m0/s1 IAKJNLGPQQXWAV-DNUXXQPYSA-N OC/C/1=C/CC/C(=C/[C@@H]2[C@@H]([C@H](C1)OC(=O)C(C)C)C(=C)C(=O)O2)/CO NPC146824 Alatusinine CHEMBL508998 44566643 C38H47NO19 821.27 -2.0091 3.44 1.428 20 2 272.98 24 5 58 2 InChI=1S/C38H47NO19/c1-17(40)50-16-37-30(55-21(5)44)26(52-18(2)41)25-28(54-20(4)43)38(37)36(9,49)29(27(53-19(3)42)31(37)56-22(6)45)57-33(47)34(7,48)13-12-24-23(11-10-14-39-24)32(46)51-15-35(25,8)58-38/h10-11,14,25-31,48-49H,12-13,15-16H2,1-9H3/t25-,26-,27+,28-,29+,30-,31+,34?,35+,36+,37-,38+/m1/s1 PDOVVPMFGOLGNT-GFPSWGCNSA-N CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)C)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CCC(C(=O)O3)(C)O)(C)O NPC193976 Albafuran A 4-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-(6-hydroxy-1-benzofuran-2-yl)benzene-1,3-diol CHEMBL564896 5281297 C24H26O4 378.18 1.5746 3.66 5.187 0 3 73.83 12 3 28 1 InChI=1S/C24H26O4/c1-15(2)5-4-6-16(3)7-10-20-21(12-19(26)13-22(20)27)24-11-17-8-9-18(25)14-23(17)28-24/h5,7-9,11-14,25-27H,4,6,10H2,1-3H3/b16-7+ KGOOVUKZICPAIZ-FRKPEAEDSA-N C/C(=C\Cc1c(O)cc(cc1c1oc2c(c1)ccc(c2)O)O)/CCC=C(C)C NPC59491 Albanol A CHEMBL454705 44567218 C34H26O8 562.16 -1.9797 4.32 4.803 0 5 132.75 8 8 42 0 InChI=1S/C34H26O8/c1-16-8-23-22-6-4-21(37)15-30(22)41-34(25-7-5-19(35)13-26(25)38)33(23)24(9-16)32-27(39)10-18(12-31(32)42-34)28-11-17-2-3-20(36)14-29(17)40-28/h2-7,9-15,23-24,33,35-39H,8H2,1H3/t23-,24-,33?,34+/m1/s1 MJJWBJFYYRAYKU-WLKQUGLZSA-N CC1=C[C@@H]2c3c(O)cc(cc3O[C@]3(C2[C@H](C1)c1ccc(cc1O3)O)c1ccc(cc1O)O)c1oc2c(c1)ccc(c2)O NPC73829 Albiziabioside A (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1765593 10795385 C43H69NO12 791.48 -0.5768 4.76 6.914 13 7 207.96 22 7 56 3 InChI=1S/C43H69NO12/c1-22(45)44-30-33(49)32(48)26(21-54-36-34(50)31(47)25(46)20-53-36)55-35(30)56-29-12-13-40(6)27(39(29,4)5)11-14-42(8)28(40)10-9-23-24-19-38(2,3)15-17-43(24,37(51)52)18-16-41(23,42)7/h9,24-36,46-50H,10-21H2,1-8H3,(H,44,45)(H,51,52)/t24-,25-,26+,27-,28+,29-,30+,31-,32+,33+,34+,35-,36-,40-,41+,42+,43-/m0/s1 MBMJMOODCJFAET-NLZUOQEQSA-N O[C@@H]1[C@@H](CO[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)O[C@H]([C@@H]([C@H]1O)N=C(O)C)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC10915 Albizziine 2-amino-3-(carbamoylamino)propanoic acid CHEMBL1330613 348153 C4H9N3O3 147.06 -1.2097 1.24 -3.229 6 5 119.43 7 0 10 0 InChI=1S/C4H9N3O3/c5-2(3(8)9)1-7-4(6)10/h2H,1,5H2,(H,8,9)(H3,6,7,10) GZYFIMLSHBLMKF-UHFFFAOYSA-N OC(=N)NCC(C(=O)O)N NPC88203 Albopilosin A CHEMBL463148 24721136 C22H32O6 392.22 -1.3989 3.22 1.36 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-11-17-13(24)8-15-21(4)7-5-6-20(3,10-28-12(2)23)14(21)9-16(25)22(15,18(11)26)19(17)27/h13-17,19,24-25,27H,1,5-10H2,2-4H3/t13-,14+,15-,16+,17+,19+,20+,21+,22-/m0/s1 YUDAQISMJIMAFL-UNZHOANCSA-N CC(=O)OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC2724 Alcohol ethanol CHEMBL545 702 C2H6O 46.04 -0.1076 1.57 -0.076 1 1 20.23 2 0 3 0 InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 LFQSCWFLJHTTHZ-UHFFFAOYSA-N CCO NPC233380 Aldisin 1,5,6,7-tetrahydropyrrolo[2,3-c]azepine-4,8-dione CHEMBL357047 3085877 C8H8N2O2 164.06 -1.2726 1.9 -0.212 4 2 61.96 0 2 12 0 InChI=1S/C8H8N2O2/c11-6-2-4-10-8(12)7-5(6)1-3-9-7/h1,3,9H,2,4H2,(H,10,12) AAPGLCCSVSGLFH-UHFFFAOYSA-N O=C1CCNC(=O)c2c1cc[nH]2 NPC192065 Alexitol Sodium hexane-1,2,3,4,5,6-hexol CHEMBL16105 453 C6H14O6 182.08 -2.9402 1.46 -3.896 6 6 121.38 11 0 12 1 InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2 FBPFZTCFMRRESA-UHFFFAOYSA-N OCC(C(C(C(CO)O)O)O)O NPC261782 Alismoxide (1S,3aR,4R,8aS)-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydroazulene-1,4-diol CHEMBL2386511 10988340 C15H26O2 238.19 0.7225 2.89 2.613 2 2 40.46 7 2 17 0 InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3,16)12-6-8-15(4,17)13(12)9-11/h9-10,12-13,16-17H,5-8H2,1-4H3/t12-,13+,14-,15+/m1/s1 IWQURBSTAIRNAE-BARDWOONSA-N CC(C1=C[C@H]2[C@H]([C@](CC1)(C)O)CC[C@]2(C)O)C NPC241875 Alisol A (5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-17-[(2R,4S,5R)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-one CHEMBL467814 15558616 C30H50O5 490.37 0.8749 4.21 3.911 5 4 97.99 17 4 35 0 InChI=1S/C30H50O5/c1-17(15-21(32)25(34)27(4,5)35)18-9-13-29(7)19(18)16-20(31)24-28(6)12-11-23(33)26(2,3)22(28)10-14-30(24,29)8/h17,20-22,24-25,31-32,34-35H,9-16H2,1-8H3/t17-,20+,21+,22+,24+,25-,28+,29+,30+/m1/s1 HNOSJVWYGXOFRP-UNPOXIGHSA-N O[C@H]([C@H](C(O)(C)C)O)C[C@H](C1=C2C[C@H](O)[C@@H]3[C@]([C@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C NPC30677 Alisol A 24-Acetate [(3R,4S,6R)-2,4-dihydroxy-6-[(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] acetate CHEMBL3121587 76336194 C32H52O6 532.38 1.254 4.32 4.651 6 3 104.06 19 4 38 0 InChI=1S/C32H52O6/c1-18(16-23(35)27(29(5,6)37)38-19(2)33)20-10-14-31(8)21(20)17-22(34)26-30(7)13-12-25(36)28(3,4)24(30)11-15-32(26,31)9/h18,22-24,26-27,34-35,37H,10-17H2,1-9H3/t18-,22+,23+,24+,26+,27-,30+,31+,32+/m1/s1 WXHUQVMHWUQNTG-JSWHPQHOSA-N CC(=O)O[C@@H](C(O)(C)C)[C@H](C[C@H](C1=C2C[C@H](O)[C@@H]3[C@]([C@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C)O NPC110609 Alkannin 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione CHEMBL28457 72521 C16H16O5 288.1 0.0184 2.67 0.858 3 3 94.83 8 2 21 0 InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m0/s1 NEZONWMXZKDMKF-JTQLQIEISA-N CC(=CC[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)O)C NPC153556 Allantoin (2,5-dioxoimidazolidin-4-yl)urea CHEMBL593429 204 C4H6N4O3 158.04 -0.2279 1.13 -0.469 7 5 121.29 5 1 11 0 InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11) POJWUDADGALRAB-UHFFFAOYSA-N OC(=N)NC1N=C(N=C1O)O NPC2088 Allicin 3-prop-2-enylsulfinylsulfanylprop-1-ene CHEMBL359965 65036 C6H10OS2 162.02 1.5076 1.79 0.237 1 0 61.58 5 0 9 0 InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2 JDLKFOPOAOFWQN-UHFFFAOYSA-N C=CCSS(=O)CC=C NPC220140 Allitridin 3-(prop-2-enyltrisulfanyl)prop-1-ene CHEMBL123040 16315 C6H10S3 177.99 3.21 1.79 2.521 0 0 75.9 6 0 9 0 InChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2 UBAXRAHSPKWNCX-UHFFFAOYSA-N C=CCSSSCC=C NPC90803 Alloaromadendrene (1aR,4aS,7R,7aR,7bS)-1,1,7-trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene CHEMBL3120657 10899740 C15H24 204.19 2.1549 3.11 6.544 0 0 0 3 3 15 1 InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3/t10-,11-,12-,13-,14-/m1/s1 ITYNGVSTWVVPIC-DHGKCCLASA-N C[C@@H]1CC[C@H]2[C@@H]1[C@H]1[C@H](C1(C)C)CCC2=C NPC67978 Allocryptopine CHEMBL520043 98570 C21H23NO5 369.16 -0.241 3.11 1.933 2 0 57.23 5 4 27 0 InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3 HYBRYAPKQCZIAE-UHFFFAOYSA-N COc1c(OC)ccc2c1CN(C)CCc1c(C(=O)C2)cc2c(c1)OCO2 NPC290605 Alloxanthoxyletin 5-methoxy-2,2-dimethylpyrano[2,3-h]chromen-8-one CHEMBL479462 5317485 C15H14O4 258.09 1.126 2.67 2.488 1 0 44.76 4 3 19 0 InChI=1S/C15H14O4/c1-15(2)7-6-10-11(17-3)8-12-9(14(10)19-15)4-5-13(16)18-12/h4-8H,1-3H3 WTBVBNPZXAQTHI-UHFFFAOYSA-N COc1cc2oc(=O)ccc2c2c1C=CC(O2)(C)C NPC306009 Allyl Alcohol prop-2-en-1-ol CHEMBL234926 7858 C3H6O 58.04 0.2588 1.68 0.116 1 1 20.23 2 0 4 0 InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2 XXROGKLTLUQVRX-UHFFFAOYSA-N OCC=C NPC144939 Allyl Isothiocyanate 3-isothiocyanatoprop-1-ene CHEMBL233248 5971 C4H5NS 99.01 0.7592 1.68 1.721 1 0 44.45 2 0 6 0 InChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2 ZOJBYZNEUISWFT-UHFFFAOYSA-N C=CCN=C=S NPC182240 Alnusonol CHEMBL483034 14009033 C19H20O4 312.14 -1.7887 3.11 2.461 2 3 77.76 3 3 23 0 InChI=1S/C19H20O4/c20-14-5-1-12-3-7-18(22)16(9-12)17-10-13(4-8-19(17)23)2-6-15(21)11-14/h3-4,7-10,14,20,22-23H,1-2,5-6,11H2 XVHOPVJSRBYOKK-UHFFFAOYSA-N OC1CCc2ccc(c(c2)c2cc(CCC(=O)C1)ccc2O)O NPC70622 Aloe-Emodin 1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione CHEMBL40275 10207 C15H10O5 270.05 -1.8969 2.56 0.284 3 3 94.83 4 3 20 0 InChI=1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2 YDQWDHRMZQUTBA-UHFFFAOYSA-N OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1 NPC48130 Aloin 1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one CHEMBL497001 9866696 C21H22O9 418.13 -3.9997 2.78 -0.688 7 7 167.91 10 4 30 1 InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14?,17-,19+,20-,21+/m1/s1 AFHJQYHRLPMKHU-CGISPIQUSA-N OCc1cc(O)c2c(c1)C([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1 NPC218866 Aloin B (10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one CHEMBL3617994 14989 C21H22O9 418.13 -3.9997 2.78 -0.688 7 7 167.91 10 4 30 1 InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17-,19+,20-,21+/m1/s1 AFHJQYHRLPMKHU-WEZNYRQKSA-N OCc1cc(O)c2c(c1)[C@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1 NPC53139 Aloinoside B (10R)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-10H-anthracen-9-one CHEMBL3617996 46173998 C27H32O13 564.18 -5.2466 3 -1.093 11 9 226.83 15 5 40 2 InChI=1S/C27H32O13/c1-9-19(31)22(34)25(37)27(39-9)38-8-10-5-12-16(26-24(36)23(35)20(32)15(7-28)40-26)11-3-2-4-13(29)17(11)21(33)18(12)14(30)6-10/h2-6,9,15-16,19-20,22-32,34-37H,7-8H2,1H3/t9-,15+,16+,19-,20+,22+,23-,24+,25+,26-,27+/m0/s1 BUPDVJFRVYWYEV-SGAFVUFDSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)[C@H]1c2cc(CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)cc(c2C(=O)c2c1cccc2O)O NPC473012 Alopecurone B (2R,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one CHEMBL3600405 10394489 C39H38O9 650.25 -0.7431 4.76 5.239 1 6 156.91 17 6 48 2 InChI=1S/C39H38O9/c1-19(2)5-6-22(20(3)4)15-29-38-34(31(45)18-32(47-38)28-12-11-25(41)17-30(28)44)36(46)35-33(23-13-26(42)16-27(43)14-23)37(48-39(29)35)21-7-9-24(40)10-8-21/h5,7-14,16-17,22,32-33,37,40-44,46H,3,6,15,18H2,1-2,4H3/t22?,32-,33-,37-/m0/s1 UVQKYQGWGMUDAI-PFVCLYDRSA-N CC(=CCC(C(=C)C)Cc1c2O[C@@H](CC(=O)c2c(c2c1O[C@H]([C@H]2c1cc(O)cc(c1)O)c1ccc(cc1)O)O)c1ccc(cc1O)O)C NPC473419 Alpha-5-C-(3-Hydroxybutyl)Hyacinthacine A1 (1R,2R,3R,5S,8R)-5-(3-hydroxybutyl)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol CHEMBL425308 16737241 C12H23NO4 245.16 -3.2195 2.23 -0.258 5 4 84.16 9 2 17 0 InChI=1S/C12H23NO4/c1-7(15)2-3-8-4-5-9-11(16)12(17)10(6-14)13(8)9/h7-12,14-17H,2-6H2,1H3/t7?,8-,9-,10-,11-,12-/m1/s1 CGZUVSCEWJVPBT-LVZGIILASA-N OC[C@@H]1[C@@H](O)[C@@H]([C@@H]2N1[C@H](CCC(O)C)CC2)O NPC284007 Alpha-Alectoronic Acid 3,9-dihydroxy-6-oxo-1,7-bis(2-oxoheptyl)benzo[b][1,4]benzodioxepine-2-carboxylic acid CHEMBL426543 15558610 C28H32O9 512.2 -3.4194 3.55 4.98 5 3 147.43 18 3 37 1 InChI=1S/C28H32O9/c1-3-5-7-9-17(29)11-16-12-19(31)14-22-24(16)28(35)37-23-15-21(32)25(27(33)34)20(26(23)36-22)13-18(30)10-8-6-4-2/h12,14-15,31-32H,3-11,13H2,1-2H3,(H,33,34) ZDIOCINAHISORH-UHFFFAOYSA-N CCCCCC(=O)Cc1cc(O)cc2c1C(=O)Oc1c(O2)c(CC(=O)CCCCC)c(c(c1)O)C(=O)O NPC27765 Alpha-Amyrin (3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-ol CHEMBL455357 73170 C30H50O 426.39 2.3656 4.65 11.448 1 1 20.23 9 5 31 1 InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-25,31H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,27-,28+,29-,30-/m1/s1 FSLPMRQHCOLESF-SFMCKYFRSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC157781 Alpha-Bisabolol (2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol CHEMBL1096927 442343 C15H26O 222.2 2.7502 3 4.085 1 1 20.23 9 1 16 0 InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1 RGZSQWQPBWRIAQ-CABCVRRESA-N CC(=CCC[C@@]([C@H]1CCC(=CC1)C)(O)C)C NPC194208 Alpha-Cadinol (1R,4S,4aR,8aR)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol CHEMBL486795 10398656 C15H26O 222.2 1.3641 3 4.476 1 1 20.23 6 2 16 0 InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1 LHYHMMRYTDARSZ-BYNSBNAKSA-N CC1=C[C@@H]2[C@@H](CC1)[C@](C)(O)CC[C@H]2C(C)C NPC29599 Alpha-Conidendrin (3aR,9S,9aR)-7-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3a,4,9,9a-tetrahydro-1H-benzo[f][2]benzofuran-3-one CHEMBL463246 457194 C20H20O6 356.13 -1.2348 3 1.768 2 2 85.22 7 4 26 0 InChI=1S/C20H20O6/c1-24-17-6-10(3-4-15(17)21)19-12-8-16(22)18(25-2)7-11(12)5-13-14(19)9-26-20(13)23/h3-4,6-8,13-14,19,21-22H,5,9H2,1-2H3/t13-,14+,19+/m1/s1 CAYMSCGTKZIVTN-TYILLQQXSA-N COc1cc2C[C@H]3C(=O)OC[C@@H]3[C@H](c2cc1O)c1ccc(c(c1)OC)O NPC174679 Alpha-Hederin (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL447565 73296 C41H66O12 750.46 -1.444 4.65 6.221 12 7 195.6 20 7 53 3 InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1 KEOITPILCOILGM-LLJOFIFVSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC128713 Alpha-Ketoglutaric Acid 2-oxopentanedioic acid CHEMBL1686 51 C5H6O5 146.02 -0.6738 1.46 -1.056 5 2 91.67 6 0 10 0 InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10) KPGXRSRHYNQIFN-UHFFFAOYSA-N OC(=O)CCC(=O)C(=O)O NPC192577 Alpha-Lapachone 2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione CHEMBL441441 72732 C15H14O3 242.09 0.0558 2.78 3.236 3 0 43.37 2 3 18 0 InChI=1S/C15H14O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-6H,7-8H2,1-2H3 PJWHOPKRRBUSDH-UHFFFAOYSA-N O=C1C2=C(CCC(O2)(C)C)C(=O)c2c1cccc2 NPC158737 Alpha-Methylcubebin 5-[[(2R,3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-2-methoxyoxolan-3-yl]methyl]-1,3-benzodioxole CHEMBL520915 44575384 C21H22O6 370.14 -0.6373 3.11 3.602 2 0 55.38 6 5 27 0 InChI=1S/C21H22O6/c1-22-21-16(7-14-3-5-18-20(9-14)27-12-25-18)15(10-23-21)6-13-2-4-17-19(8-13)26-11-24-17/h2-5,8-9,15-16,21H,6-7,10-12H2,1H3/t15-,16+,21+/m0/s1 UUUXPUGZNDRYSV-GCKMJXCFSA-N CO[C@@H]1OC[C@@H]([C@H]1Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC290690 Alpha-Peltoboykinolic Acid (1S,2R,4aR,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid CHEMBL509107 12016585 C30H48O3 456.36 1.4838 4.43 9.771 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18-10-13-27(5)16-17-30(25(32)33)20(24(27)19(18)2)8-9-22-28(6)14-12-23(31)26(3,4)21(28)11-15-29(22,30)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27-,28+,29-,30-/m1/s1 RXVRYAUOTRSYDU-XGZOTURZSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C(=O)O)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC13991 Alpha-Pinene 4,6,6-trimethylbicyclo[3.1.1]hept-3-ene CHEMBL442565 6654 C10H16 136.13 1.5162 2.56 4.177 0 0 0 3 1 10 0 InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3 GRWFGVWFFZKLTI-UHFFFAOYSA-N CC1=CCC2CC1C2(C)C NPC475704 Alpha-Santalol (Z)-5-[(1R,3R,6S)-2,3-dimethyl-4,5,6,7-tetrahydro-1H-tricyclo[2.2.1.0^{2,6}]heptan-3-yl]-2-methylpent-2-en-1-ol CHEMBL512210 11085337 C15H24O 220.18 1.078 3 4.825 1 1 20.23 8 1 16 0 InChI=1S/C15H24O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,11-13,16H,4,6-9H2,1-3H3/b10-5-/t11?,12-,13+,14-,15?/m1/s1 PDEQKAVEYSOLJX-RQGDDBKYSA-N OC/C(=C\CC[C@]1(C)C2C[C@@H]3C1(C)[C@@H]3C2)/C NPC177932 Alpha-Santonin (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione CHEMBL259254 221071 C15H18O3 246.13 1.2533 2.78 2.045 3 0 43.37 3 3 18 0 InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1 XJHDMGJURBVLLE-BOCCBSBMSA-N C[C@@H]1C(=O)O[C@H]2[C@H]1CC[C@@]1(C2=C(C)C(=O)C=C1)C NPC195713 Alpha-Terthienyl 2,5-dithiophen-2-ylthiophene CHEMBL90017 65067 C12H8S3 247.98 1.7718 2.45 4.693 0 0 84.72 2 3 15 0 InChI=1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H KXSFECAJUBPPFE-UHFFFAOYSA-N c1csc(c1)c1ccc(s1)c1cccs1 NPC173019 Alpha-Terthienylmethanol [5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]methanol CHEMBL90170 454740 C13H10OS3 277.99 1.3231 2.45 3.673 1 1 104.95 4 3 17 0 InChI=1S/C13H10OS3/c14-8-9-3-4-12(16-9)13-6-5-11(17-13)10-2-1-7-15-10/h1-7,14H,8H2 WAYZWWNNJZMQCQ-UHFFFAOYSA-N OCc1ccc(s1)c1ccc(s1)c1cccs1 NPC281195 Alpha-Thujaplicin 2-hydroxy-3-propan-2-ylcyclohepta-2,4,6-trien-1-one CHEMBL1275969 80297 C10H12O2 164.08 0.9538 2.34 2.138 2 1 37.3 4 1 12 0 InChI=1S/C10H12O2/c1-7(2)8-5-3-4-6-9(11)10(8)12/h3-7H,1-2H3,(H,11,12) TUFYVOCKVJOUIR-UHFFFAOYSA-N CC(c1ccccc(c1=O)O)C NPC126759 Alpha-Tochopherol 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol CHEMBL49563 2116 C29H50O2 430.38 3.2935 4.43 10.938 0 1 29.46 21 2 31 2 InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3 GVJHHUAWPYXKBD-UHFFFAOYSA-N CC(CCCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C)CCCC(CCCC(C)C)C NPC61473 Alpha-Tocoquinone 2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione CHEMBL1223852 2734086 C29H50O3 446.38 3.0732 4.32 8.993 3 1 54.37 24 1 32 2 InChI=1S/C29H50O3/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8,32)19-17-26-25(7)27(30)23(5)24(6)28(26)31/h20-22,32H,9-19H2,1-8H3/t21-,22-,29-/m1/s1 LTVDFSLWFKLJDQ-IEOSBIPESA-N C[C@H](CCC[C@@H](CCCC(C)C)C)CCC[C@](CCC1=C(C)C(=O)C(=C(C1=O)C)C)(O)C NPC139047 Alpha-Tocotrienol (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol CHEMBL120276 5282347 C29H44O2 424.33 6.316 4.43 8.157 0 1 29.46 18 2 31 1 InChI=1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1 RZFHLOLGZPDCHJ-XZXLULOTSA-N C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)O)C)/CC/C=C(/CCC=C(C)C)\C NPC220498 Alphitolic Acid (1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL511805 12305768 C30H48O4 472.36 2.1268 4.32 8.595 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-17(2)18-10-13-30(25(33)34)15-14-28(6)19(23(18)30)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h18-24,31-32H,1,8-16H2,2-7H3,(H,33,34)/t18-,19+,20+,21-,22+,23+,24-,27-,28+,29+,30-/m0/s1 PFCVZKFJHRCLCC-PGOIBATFSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1(C)C)O)C(=O)O NPC170084 Alpindenoside A 4-[(2S,6aR,8S,10aS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,7,10a-trimethyl-2,4,5,6,6a,8,9,10-octahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-one CHEMBL558540 25158096 C32H48O13 640.31 -2.2178 3.55 0.01 13 6 193.83 16 6 45 2 InChI=1S/C32H48O13/c1-14-22(34)24(36)26(38)29(42-14)45-27-25(37)23(35)19(12-33)43-30(27)44-21-7-9-32(4)17-11-18(16-8-10-40-28(16)39)41-13-15(17)5-6-20(32)31(21,2)3/h8,14,18-27,29-30,33-38H,5-7,9-13H2,1-4H3/t14-,18-,19+,20-,21-,22-,23+,24+,25-,26+,27+,29-,30-,32+/m0/s1 AEVODBWMGQYTNO-UOXHRDLNSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CCC2=C3C[C@H](OC2)C2=CCOC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC97716 Alpinumisoflavone 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one CHEMBL238628 5490139 C20H16O5 336.1 -0.6795 3.11 2.912 1 2 75.99 5 4 25 0 InChI=1S/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3 RQAMSFTXEFSBPK-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)c(O)c1c(c2)OC(C=C1)(C)C NPC141739 Alprenolol 1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol CHEMBL266195 2119 C15H23NO2 249.17 0.0189 2.78 3.272 2 2 41.49 11 1 18 0 InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3 PAZJSJFMUHDSTF-UHFFFAOYSA-N C=CCc1ccccc1OCC(CNC(C)C)O NPC469462 Alstoyunine F CHEMBL1079305 46882339 C22H26N2O4 382.19 -1.7806 3.22 2.102 6 1 71.36 8 4 28 0 InChI=1S/C22H26N2O4/c1-10(27-3)17-12-8-15-19-22(13-6-4-5-7-14(13)23-19)9-16(24(15)21(17)26)18(12)20(22)28-11(2)25/h4-7,10,12,15-18,20-21,26H,8-9H2,1-3H3/t10?,12?,15-,16-,17-,18?,20?,21+,22+/m0/s1 XHABFDBTVXEZFH-YNQCBNRXSA-N COC([C@H]1C2C[C@@H]3N([C@@H]1O)[C@@H]1C2C(OC(=O)C)[C@]2(C3=Nc3c2cccc3)C1)C NPC138978 Altenusin 2-(4,5-dihydroxy-2-methylphenyl)-6-hydroxy-4-methoxybenzoic acid CHEMBL483531 6918469 C15H14O6 290.08 -1.0305 2.45 2.399 2 4 107.22 9 2 21 0 InChI=1S/C15H14O6/c1-7-3-11(16)12(17)6-9(7)10-4-8(21-2)5-13(18)14(10)15(19)20/h3-6,16-18H,1-2H3,(H,19,20) ADPBTBPPIIKLEH-UHFFFAOYSA-N COc1cc(O)c(c(c1)c1cc(O)c(cc1C)O)C(=O)O NPC469520 Alterperylenol (1R,12aS,12bR)-1,4,9,12a-tetrahydroxy-2,12b-dihydro-1H-perylene-3,10-dione CHEMBL1081908 14213481 C20H14O6 350.08 -2.3425 3 -0.458 4 4 115.06 4 5 26 0 InChI=1S/C20H14O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-6,14,19,21-22,25-26H,7H2/t14-,19+,20-/m1/s1 MTOHOIPTYJIUCH-VOBQZIQPSA-N O=C1C[C@@H](O)[C@H]2c3c1c(O)ccc3c1c3[C@]2(O)C=CC(=O)c3c(cc1)O NPC85310 Altertoxin I (12S,12aS,12bR)-4,9,12,12b-tetrahydroxy-2,11,12,12a-tetrahydro-1H-perylene-3,10-dione CHEMBL521470 104860 C20H16O6 352.09 -2.4132 3 -0.303 4 4 115.06 4 5 26 0 InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2/t14-,19+,20-/m0/s1 GJIALGLHOBXNAT-KPOBHBOGSA-N O=C1C[C@H](O)[C@@H]2c3c1c(O)ccc3c1c3[C@@]2(O)CCC(=O)c3c(cc1)O NPC277788 Altholactone (2R,3R,3aS,7aS)-3-hydroxy-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-5-one CHEMBL512401 442513 C13H12O4 232.07 -0.546 2.45 2.321 4 1 55.76 2 3 17 0 InChI=1S/C13H12O4/c14-10-7-6-9-13(17-10)11(15)12(16-9)8-4-2-1-3-5-8/h1-7,9,11-13,15H/t9-,11+,12+,13+/m0/s1 ZKIRVBNLJKGIEM-WKSBVSIWSA-N O=C1C=C[C@H]2[C@@H](O1)[C@H](O)[C@H](O2)c1ccccc1 NPC470922 Altissinol A CHEMBL2314663 71519983 C30H38O12 590.24 -0.9874 3.44 0.109 12 4 186.12 17 5 42 1 InChI=1S/C30H38O12/c1-7-13(3)23(34)39-11-28(37,8-2)26(36)42-20-19-15(5)21(32)30(38)25-27(6)16(14(4)9-17(31)22(27)33)10-18(41-24(20)35)29(19,25)12-40-30/h7,9,16,18-22,25,32-33,37-38H,5,8,10-12H2,1-4,6H3/b13-7-/t16-,18+,19+,20+,21+,22+,25+,27+,28?,29-,30+/m0/s1 SVVNBEJHMASBLJ-HARZPQNQSA-N C/C=C(\C(=O)OCC(C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1C(=C)[C@@H](O)[C@]([C@@H]4[C@@]1([C@@H](C2)C(=CC(=O)[C@H]1O)C)C)(OC3)O)(CC)O)/C NPC470919 Altissinol B CHEMBL2314659 71519984 C25H34O9 478.22 -1.2551 3.22 0.669 9 4 142.75 12 5 34 0 InChI=1S/C25H34O9/c1-6-10(2)20(29)34-17-16-12(4)18(27)25(31)22-23(5)13(11(3)7-14(26)19(23)28)8-15(33-21(17)30)24(16,22)9-32-25/h7,10,13-19,22,26-28,31H,4,6,8-9H2,1-3,5H3/t10?,13-,14-,15+,16+,17+,18+,19+,22+,23+,24-,25+/m0/s1 WGNVNSPRXOUTKL-WCZQPVQQSA-N CCC(C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1C(=C)[C@@H](O)[C@]([C@@H]4[C@@]1([C@@H](C2)C(=C[C@@H]([C@H]1O)O)C)C)(OC3)O)C NPC209393 Alvaradoin E [(2S,3R,4R,5R,6S)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] acetate CHEMBL549820 16736655 C22H22O9 430.13 -2.3589 2.89 1.314 7 5 153.75 10 4 31 0 InChI=1S/C22H22O9/c1-8-6-11-14(21-19(28)18(27)20(29)22(31-21)30-9(2)23)10-4-3-5-12(24)15(10)17(26)16(11)13(25)7-8/h3-7,14,18-22,24-25,27-29H,1-2H3/t14-,18+,19+,20+,21-,22+/m0/s1 ANCSMTDJGPZSRP-ZKQYTOOUSA-N CC(=O)O[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)[C@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O NPC205172 Alvaradoin F [(2R,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] acetate CHEMBL229574 44424597 C22H22O9 430.13 -2.3589 2.89 1.314 7 5 153.75 10 4 31 0 InChI=1S/C22H22O9/c1-8-6-11-14(21-19(28)18(27)20(29)22(31-21)30-9(2)23)10-4-3-5-12(24)15(10)17(26)16(11)13(25)7-8/h3-7,14,18-22,24-25,27-29H,1-2H3/t14-,18-,19-,20-,21-,22+/m1/s1 ANCSMTDJGPZSRP-MGOVIWOVSA-N CC(=O)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)[C@@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O NPC148323 Alvaradoin G [(2R,3R,4R,5S,6R)-2-acetyloxy-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,5-dihydroxyoxan-4-yl] 3-methylbut-2-enoate CHEMBL229575 44424598 C27H28O10 512.17 -0.5402 3.33 2.074 8 4 159.82 14 4 37 0 InChI=1S/C27H28O10/c1-11(2)8-18(31)36-26-23(33)25(37-27(24(26)34)35-13(4)28)19-14-6-5-7-16(29)20(14)22(32)21-15(19)9-12(3)10-17(21)30/h5-10,19,23-27,29-30,33-34H,1-4H3/t19-,23+,24-,25-,26-,27+/m1/s1 NVWRUTJMHZBGQX-ZSXTWDPGSA-N CC(=CC(=O)O[C@H]1[C@@H](O)[C@@H](OC(=O)C)O[C@@H]([C@@H]1O)[C@@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC283480 Alvaradoin H [(2S,3R,4R,5S,6S)-2-acetyloxy-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,5-dihydroxyoxan-4-yl] 3-methylbut-2-enoate CHEMBL559908 16736265 C27H28O10 512.17 -0.5402 3.33 2.074 8 4 159.82 14 4 37 0 InChI=1S/C27H28O10/c1-11(2)8-18(31)36-26-23(33)25(37-27(24(26)34)35-13(4)28)19-14-6-5-7-16(29)20(14)22(32)21-15(19)9-12(3)10-17(21)30/h5-10,19,23-27,29-30,33-34H,1-4H3/t19-,23-,24+,25-,26+,27+/m0/s1 NVWRUTJMHZBGQX-VJXMHWMPSA-N CC(=CC(=O)O[C@H]1[C@@H](O)[C@H](OC(=O)C)O[C@H]([C@@H]1O)[C@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC208651 Alvaradoin I [(2R,3R,4R,5R,6S)-2-acetyloxy-3,5-dihydroxy-6-[(9R)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]oxan-4-yl] 3-methylbut-2-enoate CHEMBL376398 44424600 C27H28O11 528.16 -1.1545 3.22 0.742 9 5 180.05 15 4 38 0 InChI=1S/C27H28O11/c1-11(2)8-18(31)37-24-22(33)25(38-26(23(24)34)36-13(4)28)27(35)14-6-5-7-16(29)19(14)21(32)20-15(27)9-12(3)10-17(20)30/h5-10,22-26,29-30,33-35H,1-4H3/t22-,23-,24-,25+,26+,27-/m1/s1 CWTBVTWONZDFAF-IQKWJPHWSA-N CC(=CC(=O)O[C@H]1[C@@H](O)[C@@H](OC(=O)C)O[C@@H]([C@@H]1O)[C@@]1(O)c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC206641 Alvaradoin J [(2R,3R,4R,5R,6S)-2-acetyloxy-3,5-dihydroxy-6-[(9S)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]oxan-4-yl] 3-methylbut-2-enoate CHEMBL229629 44424601 C27H28O11 528.16 -1.1545 3.22 0.742 9 5 180.05 15 4 38 0 InChI=1S/C27H28O11/c1-11(2)8-18(31)37-24-22(33)25(38-26(23(24)34)36-13(4)28)27(35)14-6-5-7-16(29)19(14)21(32)20-15(27)9-12(3)10-17(20)30/h5-10,22-26,29-30,33-35H,1-4H3/t22-,23-,24-,25+,26+,27+/m1/s1 CWTBVTWONZDFAF-DKYHJMRNSA-N CC(=CC(=O)O[C@H]1[C@@H](O)[C@@H](OC(=O)C)O[C@@H]([C@@H]1O)[C@]1(O)c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC174599 Alvaradoin K [(2S,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl] 3-methylbut-2-enoate CHEMBL376400 44424602 C25H26O9 470.16 -0.9193 3.22 1.763 7 5 153.75 12 4 34 0 InChI=1S/C25H26O9/c1-10(2)7-16(28)33-24-22(31)21(30)23(34-25(24)32)17-12-5-4-6-14(26)18(12)20(29)19-13(17)8-11(3)9-15(19)27/h4-9,17,21-27,30-32H,1-3H3/t17-,21-,22-,23-,24-,25+/m1/s1 XSVRTNDEOWGZRL-JZZVODJTSA-N CC(=CC(=O)O[C@H]1[C@@H](O)O[C@@H]([C@@H]([C@H]1O)O)[C@@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC192219 Alvaradoin L [(2S,3R,4R,5R,6R)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl] 3-methylbut-2-enoate CHEMBL229683 44424603 C25H26O9 470.16 -0.9193 3.22 1.763 7 5 153.75 12 4 34 0 InChI=1S/C25H26O9/c1-10(2)7-16(28)33-24-22(31)21(30)23(34-25(24)32)17-12-5-4-6-14(26)18(12)20(29)19-13(17)8-11(3)9-15(19)27/h4-9,17,21-27,30-32H,1-3H3/t17-,21+,22+,23+,24+,25-/m0/s1 XSVRTNDEOWGZRL-WAFPUELGSA-N CC(=CC(=O)O[C@H]1[C@@H](O)O[C@@H]([C@@H]([C@H]1O)O)[C@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC82190 Alvaradoin M [(2R,3S,4R,5R,6S)-2-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,5,6-trihydroxyoxan-4-yl] 3-methylbut-2-enoate CHEMBL229684 44424604 C25H26O9 470.16 -0.9193 3.22 1.763 7 5 153.75 12 4 34 0 InChI=1S/C25H26O9/c1-10(2)7-16(28)33-24-21(30)23(34-25(32)22(24)31)17-12-5-4-6-14(26)18(12)20(29)19-13(17)8-11(3)9-15(19)27/h4-9,17,21-27,30-32H,1-3H3/t17-,21-,22+,23+,24+,25-/m0/s1 XVEVCPOACUOIOH-RUSJTPRDSA-N CC(=CC(=O)O[C@H]1[C@@H](O)[C@@H](O)O[C@@H]([C@@H]1O)[C@H]1c2cccc(c2C(=O)c2c1cc(C)cc2O)O)C NPC3449 Alvaradoin N [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[(9S)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]oxan-2-yl] acetate CHEMBL229685 44424605 C22H22O10 446.12 -2.9732 2.78 -0.018 8 6 173.98 11 4 32 1 InChI=1S/C22H22O10/c1-8-6-11-15(13(25)7-8)16(26)14-10(4-3-5-12(14)24)22(11,30)20-18(28)17(27)19(29)21(32-20)31-9(2)23/h3-7,17-21,24-25,27-30H,1-2H3/t17-,18-,19-,20+,21+,22+/m1/s1 OQNNWFYYFFGLHR-UQOPEDAQSA-N CC(=O)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)[C@]1(O)c2cccc(c2C(=O)c2c1cc(C)cc2O)O NPC21471 Ambrosin (3aS,6S,6aR,9aR,9bR)-6,9a-dimethyl-3-methylidene-3a,4,5,6,6a,9b-hexahydroazuleno[8,7-b]furan-2,9-dione CHEMBL115843 92119 C15H18O3 246.13 0.9475 2.78 2.003 3 0 43.37 2 3 18 0 InChI=1S/C15H18O3/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(15)16/h6-8,10-11,13H,2,4-5H2,1,3H3/t8-,10-,11-,13+,15-/m0/s1 IFXGCKRDLITNAU-JHSUYXJUSA-N C[C@H]1CC[C@@H]2[C@H]([C@]3([C@H]1C=CC3=O)C)OC(=O)C2=C NPC138299 Amentoflavone 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL63354 5281600 C30H18O10 538.09 -3.769 3.66 2.302 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H YUSWMAULDXZHPY-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O NPC214729 Americanin A (E)-3-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal CHEMBL482240 44575382 C18H16O6 328.09 -1.6096 2.78 1.764 2 3 96.22 7 3 24 0 InChI=1S/C18H16O6/c19-7-1-2-11-3-6-15-16(8-11)23-17(10-20)18(24-15)12-4-5-13(21)14(22)9-12/h1-9,17-18,20-22H,10H2/b2-1+/t17-,18-/m0/s1 NTXXGPYGMQQSML-QLJMBOKNSA-N O=C/C=C/c1ccc2c(c1)O[C@H]([C@@H](O2)c1ccc(c(c1)O)O)CO NPC150323 Aminobenzoic Acid 4-azaniumylbenzoate CHEMBL542 7057990;978 C7H7NO2 137.05 -0.9897 1.9 1.003 3 2 63.32 3 1 10 0 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) ALYNCZNDIQEVRV-UHFFFAOYSA-N OC(=O)c1ccc(cc1)N NPC474926 Aminoglutethimide 3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione CHEMBL488 2145 C13H16N2O2 232.12 -1.5669 2.45 1.931 4 2 75.68 5 2 17 0 InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17) ROBVIMPUHSLWNV-UHFFFAOYSA-N CCC1(CCC(=NC1=O)O)c1ccc(cc1)N NPC301702 Aminosalicylic Acid 4-amino-2-hydroxybenzoic acid CHEMBL1169 4649 C7H7NO3 153.04 -1.45 1.79 1.023 3 3 83.55 4 1 11 0 InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11) WUBBRNOQWQTFEX-UHFFFAOYSA-N Nc1ccc(c(c1)O)C(=O)O NPC473017 Ammothamnidin (E)-1-[2,4-dihydroxy-3-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL3600412 6247097 C25H28O5 408.19 1.0437 3.66 4.967 1 4 97.99 15 2 30 0 InChI=1S/C25H28O5/c1-15(2)5-6-18(16(3)4)13-21-23(28)12-10-20(25(21)30)22(27)11-8-17-7-9-19(26)14-24(17)29/h5,7-12,14,18,26,28-30H,3,6,13H2,1-2,4H3/b11-8+ BGZLDYWPLZVXDX-DHZHZOJOSA-N CC(=CCC(C(=C)C)Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1O)O)C NPC163846 Amorfrutin A 2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-(2-phenylethyl)benzoic acid CHEMBL491820 17950432 C21H24O4 340.17 1.2503 3.33 7.447 2 2 66.76 12 2 25 1 InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24) CTNFTPUIYFUXBE-UHFFFAOYSA-N COc1cc(CCc2ccccc2)c(c(c1CC=C(C)C)O)C(=O)O NPC33728 Amorphastilbol 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-[(E)-2-phenylethenyl]benzene-1,3-diol CHEMBL500257 6440462 C24H28O2 348.21 2.6568 3.88 8.746 0 2 40.46 12 2 26 1 InChI=1S/C24H28O2/c1-18(2)8-7-9-19(3)12-15-22-23(25)16-21(17-24(22)26)14-13-20-10-5-4-6-11-20/h4-6,8,10-14,16-17,25-26H,7,9,15H2,1-3H3/b14-13+,19-12+ YPGQBVBJFQCVKA-ORSZPIRQSA-N C/C(=C\Cc1c(O)cc(cc1O)/C=C/c1ccccc1)/CCC=C(C)C NPC288534 Amorphispironone CHEMBL491001 3086653 C23H22O7 410.14 -0.5647 3.22 1.837 5 0 80.29 6 5 30 0 InChI=1S/C23H22O7/c1-22(2)8-7-12-14(30-22)6-5-13-20(25)19-17(29-21(12)13)11-28-23(19)10-16(27-4)15(26-3)9-18(23)24/h5-10,17,19H,11H2,1-4H3/t17-,19+,23+/m1/s1 SEEWCETYCHIPHH-FHJLPGHOSA-N COC1=C[C@]2(OC[C@@H]3[C@H]2C(=O)c2c(O3)c3C=CC(Oc3cc2)(C)C)C(=O)C=C1OC NPC180605 Ampelopsin C CHEMBL466300 44583909 C42H32O9 680.2 -4.2826 5.09 6.19 0 8 171.07 12 9 51 2 InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-35(22-13-26(46)15-27(47)14-22)40-34(20-3-9-24(44)10-4-20)36-29(16-28(48)17-30(36)49)37-39-32(18-31(50)38(33)41(39)40)51-42(37)21-5-11-25(45)12-6-21/h1-18,33-35,37,40,42-50H/t33-,34-,35-,37-,40-,42+/m0/s1 QDEHKEFWCRAFDN-DMGQSWNOSA-N Oc1ccc(cc1)[C@H]1c2c(O)cc(cc2[C@H]2c3c4[C@@H]1[C@@H](c1cc(O)cc(c1)O)[C@@H](c4c(cc3O[C@@H]2c1ccc(cc1)O)O)c1ccc(cc1)O)O NPC112609 Amphetamine 1-phenylpropan-2-amine CHEMBL405 3007 C9H13N 135.1 -0.6866 2.34 3.582 1 1 26.02 4 1 10 0 InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3 KWTSXDURSIMDCE-UHFFFAOYSA-N CC(Cc1ccccc1)N NPC146373 Anabasine 3-[(2S)-piperidin-2-yl]pyridine CHEMBL1526229 205586 C10H14N2 162.12 -1.3232 2.34 1.604 2 1 24.92 1 2 12 0 InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2/t10-/m0/s1 MTXSIJUGVMTTMU-JTQLQIEISA-N C1CC[C@H](NC1)c1cccnc1 NPC184579 Anacardic Acid 2-hydroxy-6-[(8Z,11Z)-pentadeca-8,11,14-trienyl]benzoic acid CHEMBL455368 9875131 C22H30O3 342.22 -0.0542 3.55 9.533 2 2 57.53 15 1 25 2 InChI=1S/C22H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h2,4-5,7-8,15,17-18,23H,1,3,6,9-14,16H2,(H,24,25)/b5-4-,8-7- QUVGEKPNSCFQIR-UTOQUPLUSA-N C=CC/C=C\C/C=C\CCCCCCCc1cccc(c1C(=O)O)O NPC35856 Anacardic Acid 2-hydroxy-6-pentadecylbenzoic acid CHEMBL33778 167551 C22H36O3 348.27 -4.3304 3.55 10.553 2 2 57.53 18 1 25 2 InChI=1S/C22H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h15,17-18,23H,2-14,16H2,1H3,(H,24,25) ADFWQBGTDJIESE-UHFFFAOYSA-N CCCCCCCCCCCCCCCc1cccc(c1C(=O)O)O NPC242930 Anandamide (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide CHEMBL15848 5281969 C22H37NO2 347.28 0.7608 3.55 7.848 3 2 52.82 19 0 25 2 InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15- LGEQQWMQCRIYKG-DOFZRALJSA-N CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=NCCO)O NPC248593 Anastatin A (2S)-5,7,8-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-[1]benzofuro[3,2-g]chromen-4-one CHEMBL9167 10134240 C21H14O7 378.07 -2.4288 3 1.419 1 4 120.36 5 5 28 0 InChI=1S/C21H14O7/c22-10-3-1-9(2-4-10)15-7-14(25)20-18(27-15)8-17-19(21(20)26)11-5-12(23)13(24)6-16(11)28-17/h1-6,8,15,22-24,26H,7H2/t15-/m0/s1 DBSPNTHFWOUQFX-HNNXBMFYSA-N Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)c2c(o1)cc(c(c2)O)O NPC69006 Andalasin A 2-[1-(2,4-dihydroxyphenyl)-2-(3,5-dihydroxyphenyl)ethyl]-5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol CHEMBL484253 44576243 C28H24O8 488.15 -3.0243 3.66 3.239 0 8 161.84 14 4 36 1 InChI=1S/C28H24O8/c29-18-4-3-17(24(33)13-18)2-1-15-10-26(35)28(27(36)11-15)23(22-6-5-19(30)14-25(22)34)9-16-7-20(31)12-21(32)8-16/h1-8,10-14,23,29-36H,9H2/b2-1+ PKNYNWYISFVUKM-OWOJBTEDSA-N Oc1cc(O)cc(c1)CC(c1ccc(cc1O)O)c1c(O)cc(cc1O)/C=C/c1ccc(cc1O)O NPC86316 Andrograpanin 4-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL518137 11666871 C20H30O3 318.22 1.0113 3.33 4.9 3 1 46.53 7 3 23 0 InChI=1S/C20H30O3/c1-14-5-8-17-19(2,13-21)10-4-11-20(17,3)16(14)7-6-15-9-12-23-18(15)22/h9,16-17,21H,1,4-8,10-13H2,2-3H3/t16-,17-,19+,20+/m1/s1 WKKBRRFSRMDTJB-JYBIWHBTSA-N OC[C@]1(C)CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC1=CCOC1=O)C NPC264153 Andrographiside (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one CHEMBL519275 44593583 C26H40O10 512.26 -2.075 3.22 1.376 10 6 166.14 14 4 36 1 InChI=1S/C26H40O10/c1-13-4-7-18-25(2,15(13)6-5-14-16(28)11-34-23(14)33)9-8-19(29)26(18,3)12-35-24-22(32)21(31)20(30)17(10-27)36-24/h5,15-22,24,27-32H,1,4,6-12H2,2-3H3/b14-5+/t15-,16-,17-,18+,19-,20-,21+,22-,24-,25+,26+/m1/s1 VUEPOIYXKZTLMD-ANZZXSATSA-N OC[C@H]1O[C@@H](OC[C@]2(C)[C@H](O)CC[C@@]3([C@@H]2CCC(=C)[C@H]3C/C=C/2\[C@H](O)COC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC124512 Andrographolide (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one CHEMBL186141 5318517 C20H30O5 350.21 -0.3281 3.11 2.913 5 3 86.99 8 3 25 0 InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1 BOJKULTULYSRAS-OTESTREVSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C/1\[C@H](O)COC1=O)C NPC139397 Androstenedione (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione CHEMBL274826 6128 C19H26O2 286.19 0.8312 3.33 3.028 2 0 34.14 2 4 21 0 InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 AEMFNILZOJDQLW-QAGGRKNESA-N O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C NPC54123 Androstenedone (8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione CHEMBL1078534 13472 C19H24O2 284.18 1.0951 3.33 3.496 2 0 34.14 2 4 21 0 InChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 LUJVUUWNAPIQQI-QAGGRKNESA-N O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C NPC268388 Anemarchalconyn 1,3-bis(4-hydroxyphenyl)prop-2-yn-1-one CHEMBL1078554 44557158 C15H10O3 238.06 -0.594 2.78 3.356 1 2 57.53 3 2 18 0 InChI=1S/C15H10O3/c16-13-6-1-11(2-7-13)3-10-15(18)12-4-8-14(17)9-5-12/h1-2,4-9,16-17H PYTBOJXUAJEHLW-UHFFFAOYSA-N Oc1ccc(cc1)C#CC(=O)c1ccc(cc1)O NPC99886 Anethole 1-methoxy-4-[(E)-prop-1-enyl]benzene CHEMBL452630 637563 C10H12O 148.09 0.8555 2.45 3.979 0 0 9.23 4 1 11 0 InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+ RUVINXPYWBROJD-ONEGZZNKSA-N C/C=C/c1ccc(cc1)OC NPC246903 Angelicin furo[2,3-h]chromen-2-one CHEMBL53569 10658 C11H6O3 186.03 0.1159 2.34 2.134 1 0 39.44 0 3 14 0 InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H XDROKJSWHURZGO-UHFFFAOYSA-N O=c1ccc2c(o1)c1ccoc1cc2 NPC213603 Angolensin 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one CHEMBL1373918 3584988 C16H16O4 272.1 -0.9414 2.78 2.755 1 2 66.76 8 2 20 0 InChI=1S/C16H16O4/c1-10(11-3-6-13(20-2)7-4-11)16(19)14-8-5-12(17)9-15(14)18/h3-10,17-18H,1-2H3 CCOJFDRSZSSKOG-UHFFFAOYSA-N COc1ccc(cc1)C(C(=O)c1ccc(cc1O)O)C NPC150978 Angustibalin [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL486196 442142 C17H20O5 304.13 0.5603 2.78 1.291 5 0 69.67 5 3 22 0 InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12-,14-,15+,17+/m1/s1 DCNRYQODUSSOKC-HKHYKUHTSA-N CC(=O)O[C@H]1[C@H]2[C@H](OC(=O)C2=C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C NPC55832 Angustone A 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL3808919 15664151 C25H26O6 422.17 1.2469 3.55 3.489 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-7-16-19(26)10-9-15(23(16)28)18-12-31-21-11-20(27)17(8-6-14(3)4)24(29)22(21)25(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3 KKFAKKIIFUFASS-UHFFFAOYSA-N CC(=CCc1c(O)ccc(c1O)c1coc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)C NPC303370 Anhydroaegeline (E)-N-[(E)-2-(4-methoxyphenyl)ethenyl]-3-phenylprop-2-enamide CHEMBL510582 13821181 C18H17NO2 279.13 -0.3806 3.11 6.12 2 1 41.82 7 2 21 1 InChI=1S/C18H17NO2/c1-21-17-10-7-16(8-11-17)13-14-19-18(20)12-9-15-5-3-2-4-6-15/h2-14H,1H3,(H,19,20)/b12-9+,14-13+ ZNOWFEIVNQBQRT-KAQIVPQOSA-N COc1ccc(cc1)/C=C/N=C(/C=C/c1ccccc1)O NPC25038 Anhydrobarakol CHEMBL457050 14429408 C13H10O3 214.06 0.2542 2.56 1.474 3 0 35.53 2 3 16 0 InChI=1S/C13H10O3/c1-7-3-9-5-10(14)6-12-13(9)11(15-7)4-8(2)16-12/h3-6H,1-2H3 XMBHPPIZLUISDL-UHFFFAOYSA-N Cc1oc2cc(C)oc3c2c(c1)cc(=O)c3 NPC57879 Anisaldehyde 4-methoxybenzaldehyde CHEMBL161598 31244 C8H8O2 136.05 -0.2442 2.12 2.003 1 0 26.3 3 1 10 0 InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3 ZRSNZINYAWTAHE-UHFFFAOYSA-N COc1ccc(cc1)C=O NPC224774 Anisocoumarin H 7-[(2E)-5-hydroxy-3,7-dimethylocta-2,6-dienoxy]chromen-2-one CHEMBL408980 14376449 C19H22O4 314.15 2.1496 3.11 3.466 2 1 55.76 10 2 23 0 InChI=1S/C19H22O4/c1-13(2)10-16(20)11-14(3)8-9-22-17-6-4-15-5-7-19(21)23-18(15)12-17/h4-8,10,12,16,20H,9,11H2,1-3H3/b14-8+ VNADFOGBKXRWGC-RIYZIHGNSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC(C=C(C)C)O NPC124576 Anisole anisole CHEMBL278024 7519 C7H8O 108.06 -0.0518 2.12 2.563 0 0 9.23 2 1 8 0 InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 RDOXTESZEPMUJZ-UHFFFAOYSA-N COc1ccccc1 NPC231009 Annonacin 2-methyl-4-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one CHEMBL476498 44575507 C35H64O7 596.47 -8.338 4.54 8.451 7 4 116.45 32 2 42 2 InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(36)18-13-12-14-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3/t27?,29-,30-,31-,32-,33-,34-/m1/s1 XNODZYPOIPVPRF-YHLSWKNRSA-N CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCC[C@@H](CCCCC[C@H](CC1=CC(OC1=O)C)O)O)O)O NPC152212 Anolobine CHEMBL257746 164710 C17H15NO3 281.11 -0.9042 2.89 1.85 1 2 50.72 1 5 21 0 InChI=1S/C17H15NO3/c19-11-1-2-12-10(5-11)6-13-15-9(3-4-18-13)7-14-17(16(12)15)21-8-20-14/h1-2,5,7,13,18-19H,3-4,6,8H2/t13-/m1/s1 LTSPCGWFQLHECP-CYBMUJFWSA-N Oc1ccc2c(c1)C[C@@H]1c3c2c2OCOc2cc3CCN1 NPC189470 Anonaine CHEMBL401798 160597 C17H15NO2 265.11 -0.4439 3 3.657 1 1 30.49 0 5 20 0 InChI=1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2/t13-/m1/s1 VZTUKBKUWSHDFM-CYBMUJFWSA-N c1ccc2c(c1)C[C@@H]1c3c2c2OCOc2cc3CCN1 NPC91478 Anthraflavicacid 2,6-dihydroxyanthracene-9,10-dione CHEMBL298398 6776 C14H8O4 240.04 -1.4482 2.56 1.304 2 2 74.6 2 3 18 0 InChI=1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H APAJFZPFBHMFQR-UHFFFAOYSA-N Oc1ccc2c(c1)C(=O)c1c(C2=O)cc(cc1)O NPC130931 Anthranilic Acid 2-azaniumylbenzoate CHEMBL14173 3734162;227 C7H7NO2 137.05 -0.9897 1.9 1.643 3 2 63.32 3 1 10 0 InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) RWZYAGGXGHYGMB-UHFFFAOYSA-N OC(=O)c1ccccc1N NPC19256 Anthraquinone anthracene-9,10-dione CHEMBL55659 6780 C14H8O2 208.05 -0.5276 2.78 4.074 2 0 34.14 0 3 16 0 InChI=1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H RZVHIXYEVGDQDX-UHFFFAOYSA-N O=C1c2ccccc2C(=O)c2c1cccc2 NPC267262 Anthrone 10H-anthracen-9-one CHEMBL124440 7018 C14H10O 194.07 0.1924 2.89 5.414 1 0 17.07 0 3 15 1 InChI=1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2 RJGDLRCDCYRQOQ-UHFFFAOYSA-N O=C1c2ccccc2Cc2c1cccc2 NPC232654 Antiarol 3,4,5-trimethoxyphenol CHEMBL1319047 69505 C9H12O4 184.07 -0.6157 2.01 0.501 0 1 47.92 7 1 13 0 InChI=1S/C9H12O4/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5,10H,1-3H3 VTCDZPUMZAZMSB-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)O NPC95412 Antimycin A [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate CHEMBL211501 14957 C28H40N2O9 548.27 -1.5535 3.33 5.979 10 3 164.31 20 2 39 2 InChI=1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20-,23+,25+/m1/s1 UIFFUZWRFRDZJC-SBOOETFBSA-N CCCCCC[C@H]1C(=O)O[C@H](C)[C@@H](C(=O)O[C@H]([C@@H]1OC(=O)CC(C)C)C)N=C(c1cccc(c1O)N=CO)O NPC83241 Antimycin A3 [(2R,3S,6S,7R,8R)-8-butyl-3-[(3-formamido-2-hydroxybenzoyl)amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate CHEMBL436605 245869 C26H36N2O9 520.24 -0.9775 3.11 4.841 10 3 164.31 18 2 37 0 InChI=1S/C26H36N2O9/c1-6-7-9-18-23(37-20(30)12-14(2)3)16(5)36-26(34)21(15(4)35-25(18)33)28-24(32)17-10-8-11-19(22(17)31)27-13-29/h8,10-11,13-16,18,21,23,31H,6-7,9,12H2,1-5H3,(H,27,29)(H,28,32)/t15-,16+,18-,21+,23+/m1/s1 PVEVXUMVNWSNIG-PDPGNHKXSA-N CCCC[C@H]1C(=O)O[C@H](C)[C@@H](C(=O)O[C@H]([C@@H]1OC(=O)CC(C)C)C)N=C(c1cccc(c1O)N=CO)O NPC50898 Apigenin 5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL28 5280443 C15H10O5 270.05 -1.8845 2.56 1.567 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H KZNIFHPLKGYRTM-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O NPC282169 Apigenin-7-O-Beta-D-Glucuronide (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid CHEMBL254213 5319484 C21H18O11 446.08 -3.5292 2.56 0.616 7 6 183.21 10 4 32 1 InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 JBFOLLJCGUCDQP-ZFORQUDYSA-N OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC27942 Apigenin-7-O-Beta-D-Glucuronide Methyl Ester methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate CHEMBL464868 13844658 C22H20O11 460.1 -3.2782 2.67 0.937 7 5 172.21 11 4 33 0 InChI=1S/C22H20O11/c1-30-21(29)20-18(27)17(26)19(28)22(33-20)31-11-6-12(24)16-13(25)8-14(32-15(16)7-11)9-2-4-10(23)5-3-9/h2-8,17-20,22-24,26-28H,1H3/t17-,18-,19+,20-,22+/m0/s1 XXKIWCKZQFBXIR-SXFAUFNYSA-N COC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC210003 Apigetrin 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL487017 5280704 C21H20O10 432.11 -3.6314 2.67 0.459 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 KMOUJOKENFFTPU-QNDFHXLGSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC122809 Apiin 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL1535342 5280746 C26H28O14 564.15 -5.0401 2.78 -0.878 10 8 225.06 15 5 40 1 InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1 NTDLXWMIWOECHG-YRCFQSNFSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO NPC92869 Apiol 4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole CHEMBL1560118 10659 C12H14O4 222.09 0.6224 2.34 1.831 0 0 36.92 6 2 16 0 InChI=1S/C12H14O4/c1-4-5-8-6-9(13-2)11-12(10(8)14-3)16-7-15-11/h4,6H,1,5,7H2,2-3H3 QQRSPHJOOXUALR-UHFFFAOYSA-N C=CCc1cc(OC)c2c(c1OC)OCO2 NPC51198 Aplysiatoxin CHEMBL1256416 21672114 C32H47BrO10 670.24 0.1898 3.77 4.451 9 3 140.98 18 4 43 0 InChI=1S/C32H47BrO10/c1-17(8-11-24(39-7)22-12-21(35)9-10-23(22)33)29-19(3)26-15-32(42-29)30(5,6)14-18(2)31(38,43-32)16-28(37)40-25(20(4)34)13-27(36)41-26/h9-10,12,17-20,24-26,29,34-35,38H,8,11,13-16H2,1-7H3/t17-,18+,19-,20+,24-,25+,26-,29+,31-,32-/m0/s1 RHJPBGWFGOAEID-BEDNPZBZSA-N CO[C@H](c1cc(O)ccc1Br)CC[C@@H]([C@H]1O[C@@]23C[C@@H]([C@@H]1C)OC(=O)C[C@@H](OC(=O)C[C@@](O2)(O)[C@@H](CC3(C)C)C)[C@H](O)C)C NPC32163 Apocynin 1-(4-hydroxy-3-methoxyphenyl)ethanone CHEMBL346919 2214 C9H10O3 166.06 -0.766 2.12 0.891 1 1 46.53 5 1 12 0 InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3 DFYRUELUNQRZTB-UHFFFAOYSA-N COc1cc(ccc1O)C(=O)C NPC91495 Arachidonic Acid (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid CHEMBL15594 444899 C20H32O2 304.24 1.2639 3.44 8.349 2 1 37.3 16 0 22 2 InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- YZXBAPSDXZZRGB-DOFZRALJSA-N CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O NPC89051 Arauridine 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione CHEMBL1092065 18323 C9H12N2O6 244.07 -2.5465 1.57 -1.782 8 4 122.82 6 2 17 0 InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7+,8-/m1/s1 DRTQHJPVMGBUCF-CCXZUQQUSA-N OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1ccc(nc1=O)O NPC220241 Arborinine 1-hydroxy-2,3-dimethoxy-10-methylacridin-9-one CHEMBL349609 5281832 C16H15NO4 285.1 -0.7122 2.67 1.906 2 1 59 6 3 21 0 InChI=1S/C16H15NO4/c1-17-10-7-5-4-6-9(10)14(18)13-11(17)8-12(20-2)16(21-3)15(13)19/h4-8,19H,1-3H3 ATBZZQPALSPNMF-UHFFFAOYSA-N COc1cc2c(c(c1OC)O)c(=O)c1c(n2C)cccc1 NPC142319 Arbutin (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol CHEMBL232202 440936 C12H16O7 272.09 -2.6675 2.01 -0.238 5 5 119.61 8 2 19 0 InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC176814 Arctigenin (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one CHEMBL435734 64981 C21H24O6 372.16 -0.5036 3.11 2.934 2 1 74.22 11 3 27 0 InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1 NQWVSMVXKMHKTF-JKSUJKDBSA-N COc1cc(ccc1OC)C[C@H]1COC(=O)[C@@H]1Cc1ccc(c(c1)OC)O NPC229882 Arctiin (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one CHEMBL388452 100528 C27H34O11 534.21 -2.2505 3.22 1.826 7 4 153.37 17 4 38 0 InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1 XOJVHLIYNSOZOO-SWOBOCGESA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)C[C@H]2C(=O)OC[C@@H]2Cc2ccc(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC117668 Ardimerin Digallate [(2R,3S,4R,5R,6S)-6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]benzo[c][1,5]benzodioxocin-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL228115 16681402 C42H40O26 960.18 -7.7012 3.22 -1.844 14 14 425.34 28 7 68 3 InChI=1S/C42H40O26/c1-61-33-13(35-29(53)27(51)25(49)21(65-35)9-63-39(57)11-3-17(43)23(47)18(44)4-11)7-15-37(31(33)55)67-42(60)16-8-14(34(62-2)32(56)38(16)68-41(15)59)36-30(54)28(52)26(50)22(66-36)10-64-40(58)12-5-19(45)24(48)20(46)6-12/h3-8,21-22,25-30,35-36,43-56H,9-10H2,1-2H3/t21-,22-,25-,26-,27+,28+,29-,30-,35+,36+/m1/s1 DXKGWDISVOGUDQ-XHWFIBSOSA-N COc1c(O)c2OC(=O)c3cc([C@@H]4O[C@H](COC(=O)c5cc(O)c(c(c5)O)O)[C@H]([C@@H]([C@H]4O)O)O)c(c(c3OC(=O)c2cc1[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)OC NPC40716 Ardisiacrispin B CHEMBL220982 10441164 C53H86O22 1074.56 -5.169 4.87 1.376 22 12 342.9 30 10 75 3 InChI=1S/C53H86O22/c1-23-32(58)36(62)39(65)43(69-23)75-42-38(64)34(60)25(19-55)71-46(42)72-26-20-67-45(41(35(26)61)74-44-40(66)37(63)33(59)24(18-54)70-44)73-31-10-11-49(5)27(47(31,2)3)8-12-50(6)28(49)9-13-53-29-16-48(4,21-56)14-15-52(29,22-68-53)30(57)17-51(50,53)7/h21,23-46,54-55,57-66H,8-20,22H2,1-7H3/t23-,24+,25+,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,48-,49-,50+,51-,52+,53-/m0/s1 ZDIHSHLFPFGAGP-LLEYBADXSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(C=O)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC87393 Ardisiamamilloside H CHEMBL429197 11125847 C47H74O17 910.49 -3.2028 4.76 2.306 17 8 260.59 23 9 64 2 InChI=1S/C47H74O17/c1-22-30(51)33(54)36(57)39(60-22)64-37-34(55)31(52)23(18-48)61-40(37)62-24-19-58-38(35(56)32(24)53)63-29-10-11-43(5)25(41(29,2)3)8-12-44(6)26(43)9-13-47-27-16-42(4,20-49)14-15-46(27,21-59-47)28(50)17-45(44,47)7/h20,22-27,29-40,48,51-57H,8-19,21H2,1-7H3/t22-,23+,24-,25-,26+,27+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,42-,43-,44+,45-,46+,47-/m0/s1 LDHINNKHMNWJCX-LOFXXVTMSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)CC(=O)[C@@]2([C@H]4C[C@@](C)(C=O)CC2)CO3)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC189575 Ardisianoside B CHEMBL374092 16109773 C64H106O31 1370.67 -7.8177 5.09 -0.718 31 18 484.13 41 12 95 3 InChI=1S/C64H106O31/c1-58(2)14-15-63-24-85-64(33(63)16-58)13-9-32-60(5)11-10-35(59(3,4)31(60)8-12-61(32,6)62(64,7)17-34(63)70)91-56-50(94-54-46(81)43(78)38(73)27(19-66)87-54)41(76)30(23-84-56)90-57-51(95-52-44(79)36(71)25(69)22-83-52)49(40(75)29(21-68)89-57)93-55-47(82)48(39(74)28(20-67)88-55)92-53-45(80)42(77)37(72)26(18-65)86-53/h25-57,65-82H,8-24H2,1-7H3/t25-,26-,27-,28-,29-,30+,31+,32-,33-,34-,35+,36+,37-,38-,39-,40-,41+,42+,43+,44-,45-,46-,47-,48+,49+,50-,51-,52+,53+,54+,55+,56+,57+,60+,61-,62+,63-,64+/m1/s1 OCSVOVNGBJMZTD-JKDSUZQNSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC171741 Ardisianoside C CHEMBL268687 16109780 C47H78O16 898.53 -2.5877 4.87 4.782 16 9 246.68 24 9 63 2 InChI=1S/C47H78O16/c1-22-30(50)33(53)36(56)39(59-22)63-37-34(54)31(51)23(19-48)60-40(37)61-24-20-57-38(35(55)32(24)52)62-29-11-12-43(6)25(42(29,4)5)9-13-44(7)26(43)10-14-47-27-17-41(2,3)15-16-46(27,21-58-47)28(49)18-45(44,47)8/h22-40,48-56H,9-21H2,1-8H3/t22-,23+,24-,25-,26+,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,43-,44+,45-,46+,47-/m0/s1 HERCSTJVHFDRGB-JTWYRERBSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC323231 Ardisianoside D CHEMBL268688 16109774 C46H76O16 884.51 -2.577 4.76 4.322 16 9 246.68 23 9 62 2 InChI=1S/C46H76O16/c1-40(2)14-15-45-21-58-46(27(45)16-40)13-9-26-42(5)11-10-29(41(3,4)25(42)8-12-43(26,6)44(46,7)17-28(45)49)61-37-35(55)32(52)24(20-57-37)60-39-36(33(53)31(51)23(18-47)59-39)62-38-34(54)30(50)22(48)19-56-38/h22-39,47-55H,8-21H2,1-7H3/t22-,23-,24+,25+,26-,27-,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,42+,43-,44+,45-,46+/m1/s1 DYAQVNOJMUMVBF-XKXSQMESSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC224003 Ardisianoside E CHEMBL436518 16109781 C47H78O18 930.52 -4.1784 4.65 2.103 18 11 287.14 26 9 65 2 InChI=1S/C47H78O18/c1-41(2)25-7-11-44(5)26(8-12-47-27-15-42(3,20-50)13-14-46(27,21-60-47)28(51)16-45(44,47)6)43(25,4)10-9-29(41)64-40-37(65-39-36(58)34(56)31(53)23(18-49)62-39)32(54)24(19-59-40)63-38-35(57)33(55)30(52)22(17-48)61-38/h22-40,48-58H,7-21H2,1-6H3/t22-,23-,24+,25+,26-,27-,28-,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,42+,43+,44-,45+,46-,47+/m1/s1 QMDCUVOUEVYVPH-CDLHYRBUSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(CO)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC205129 Ardisianoside F CHEMBL413646 16109775 C58H96O27 1224.61 -7.1615 4.87 -0.728 27 16 425.21 36 11 85 3 InChI=1S/C58H96O27/c1-52(2)29-7-11-55(5)30(8-12-58-31-15-53(3,22-62)13-14-57(31,23-77-58)32(64)16-56(55,58)6)54(29,4)10-9-33(52)82-50-45(84-49-43(74)40(71)36(67)26(18-60)79-49)38(69)28(21-76-50)81-51-46(85-47-41(72)34(65)24(63)20-75-47)44(37(68)27(19-61)80-51)83-48-42(73)39(70)35(66)25(17-59)78-48/h24-51,59-74H,7-23H2,1-6H3/t24-,25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47+,48+,49+,50+,51+,53+,54+,55-,56+,57-,58+/m1/s1 OCLRKHSJKXGXRY-JOONIPAFSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(CO)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC22709 Ardisianoside H CHEMBL374043 16109782 C70H114O37 1546.7 -9.5132 5.09 -2.76 37 21 580.35 47 13 107 3 InChI=1S/C70H114O37/c1-64(2)14-15-69-34(16-64)70(107-63(69)92)13-9-33-66(5)11-10-36(65(3,4)32(66)8-12-67(33,6)68(70,7)17-35(69)77)101-61-54(105-59-49(90)45(86)40(81)28(20-73)97-59)42(83)31(24-94-61)100-62-55(106-56-46(87)37(78)25(76)23-93-56)52(41(82)29(21-74)98-62)103-60-50(91)53(104-58-48(89)44(85)39(80)27(19-72)96-58)51(30(22-75)99-60)102-57-47(88)43(84)38(79)26(18-71)95-57/h25-62,71-91H,8-24H2,1-7H3/t25-,26-,27-,28-,29-,30-,31+,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-,49-,50-,51-,52+,53-,54-,55-,56+,57+,58+,59+,60+,61+,62+,66+,67-,68+,69-,70+/m1/s1 WCJAQHZDGNSJBM-BNJUBNBQSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)C(=O)O3)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC157571 Ardisianoside J CHEMBL374984 16109783 C53H84O23 1088.54 -5.1176 4.76 0.871 23 12 359.97 30 10 76 3 InChI=1S/C53H84O23/c1-22-31(58)35(62)38(65)42(69-22)75-41-37(64)33(60)24(19-55)71-45(41)72-25-20-68-44(40(34(25)61)74-43-39(66)36(63)32(59)23(18-54)70-43)73-30-10-11-49(5)26(47(30,2)3)8-12-50(6)27(49)9-13-53-28-16-48(4,21-56)14-15-52(28,46(67)76-53)29(57)17-51(50,53)7/h21-45,54-55,57-66H,8-20H2,1-7H3/t22-,23+,24+,25-,26-,27+,28+,29+,30-,31-,32+,33+,34-,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,48-,49-,50+,51-,52+,53-/m0/s1 SYINIHYNGYHPRE-KORAFSQNSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(C=O)CC2)C(=O)O3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC106701 Ardisianosides A CHEMBL374091 16109779 C70H116O36 1532.72 -9.5646 5.2 -2.255 36 21 563.28 47 13 106 3 InChI=1S/C70H116O36/c1-64(2)14-15-69-25-94-70(35(69)16-64)13-9-34-66(5)11-10-37(65(3,4)33(66)8-12-67(34,6)68(70,7)17-36(69)77)101-62-55(105-60-50(90)46(86)41(81)29(20-73)97-60)43(83)32(24-93-62)100-63-56(106-57-47(87)38(78)26(76)23-92-57)53(42(82)30(21-74)98-63)103-61-51(91)54(104-59-49(89)45(85)40(80)28(19-72)96-59)52(31(22-75)99-61)102-58-48(88)44(84)39(79)27(18-71)95-58/h26-63,71-91H,8-25H2,1-7H3/t26-,27-,28-,29-,30-,31-,32+,33+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43+,44+,45+,46+,47-,48-,49-,50-,51-,52-,53+,54-,55-,56-,57+,58+,59+,60+,61+,62+,63+,66+,67-,68+,69-,70+/m1/s1 YRTDPWGTGFRWCS-NVSDYHLPSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC212699 Arenastatin A (3S,10R,13E,16S)-10-[(4-methoxyphenyl)methyl]-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL264224 9938734 C34H42N2O8 606.29 0.4465 4.1 6.796 9 2 139.54 14 4 44 1 InChI=1S/C34H42N2O8/c1-21(2)19-28-34(40)43-27(22(3)31-32(44-31)24-9-6-5-7-10-24)11-8-12-29(37)36-26(33(39)35-18-17-30(38)42-28)20-23-13-15-25(41-4)16-14-23/h5-10,12-16,21-22,26-28,31-32H,11,17-20H2,1-4H3,(H,35,39)(H,36,37)/b12-8+/t22-,26+,27-,28-,31+,32+/m0/s1 GPUHMLPBKTYERL-DEIZWQRYSA-N COc1ccc(cc1)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)CCN=C1O)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC226453 Arginine (2S)-2-amino-5-(diaminomethylideneazaniumyl)pentanoate CHEMBL1485 28782;6322 C6H14N4O2 174.11 -2.1807 1.46 -2.924 6 5 125.22 9 0 12 0 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 ODKSFYDXXFIFQN-BYPYZUCNSA-N NC(=N)NCCC[C@@H](C(=O)O)N NPC93365 Aristeromycin (1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol CHEMBL49935 65269 C11H15N5O3 265.12 -2.3077 1.79 -1.203 8 4 130.31 6 3 19 0 InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1 UGRNVLGKAGREKS-GCXDCGAKSA-N OC[C@H]1C[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N NPC28425 Aristolactam Aiiia CHEMBL388956 10356352 C16H11NO4 281.07 -1.054 2.67 1.64 2 3 82.28 5 4 21 0 InChI=1S/C16H11NO4/c1-21-15-12(19)6-10-13-11(17-16(10)20)4-7-2-3-8(18)5-9(7)14(13)15/h2-6,18-19H,1H3,(H,17,20) PFXGXKFPTAJYHV-UHFFFAOYSA-N COc1c(O)cc2c3c1c1cc(O)ccc1cc3N=C2O NPC260118 Aristolactam Biii CHEMBL390715 14526428 C18H15NO4 309.1 -0.237 2.89 2.678 2 1 60.28 7 4 23 0 InChI=1S/C18H15NO4/c1-21-10-5-4-9-6-13-15-12(18(20)19-13)8-14(22-2)17(23-3)16(15)11(9)7-10/h4-8H,1-3H3,(H,19,20) OQKGOEOSXXHWFQ-UHFFFAOYSA-N COc1ccc2c(c1)c1c(OC)c(OC)cc3c1c(c2)N=C3O NPC22928 Aristolactam F Ii CHEMBL226655 183523 C17H13NO4 295.08 -0.6455 2.78 3.003 2 2 71.28 6 4 22 0 InChI=1S/C17H13NO4/c1-21-15-11-9-6-4-3-5-8(9)7-10-12(11)13(17(20)18-10)16(22-2)14(15)19/h3-7,19H,1-2H3,(H,18,20) UQUSUGQKCAHMQJ-UHFFFAOYSA-N COc1c(O)c(OC)c2c3c1c1ccccc1cc3N=C2O NPC296742 Aristolactam I CHEMBL479127 96710 C17H11NO4 293.07 -0.4361 2.78 2.816 2 1 60.28 3 5 22 0 InChI=1S/C17H11NO4/c1-20-12-4-2-3-8-9(12)5-11-14-10(17(19)18-11)6-13-16(15(8)14)22-7-21-13/h2-6H,7H2,1H3,(H,18,19) MXOKGWUJNGEKBH-UHFFFAOYSA-N COc1cccc2c1cc1N=C(c3c1c2c1OCOc1c3)O NPC69213 Aristolactam Ii CHEMBL603073 148745 C16H9NO3 263.06 -0.3843 2.78 3.893 2 1 51.05 1 5 20 0 InChI=1S/C16H9NO3/c18-16-10-6-12-15(20-7-19-12)14-9-4-2-1-3-8(9)5-11(17-16)13(10)14/h1-6H,7H2,(H,17,18) KPVDACWQNCRKTG-UHFFFAOYSA-N OC1=Nc2c3c1cc1OCOc1c3c1c(c2)cccc1 NPC85661 Aristolochic Acid CHEMBL93353 2236 C17H11NO7 341.05 0.0658 2.45 2.79 2 1 108.13 6 4 25 0 InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20) BBFQZRXNYIEMAW-UHFFFAOYSA-N COc1cccc2c1cc(N(=O)=O)c1c2c2OCOc2cc1C(=O)O NPC171882 Aristolochic Acid C 10-hydroxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid CHEMBL603494 165274 C16H9NO7 327.04 -0.3427 2.34 2.06 2 2 119.13 5 4 24 0 InChI=1S/C16H9NO7/c18-8-2-1-7-3-11(17(21)22)13-10(16(19)20)5-12-15(24-6-23-12)14(13)9(7)4-8/h1-5,18H,6H2,(H,19,20) NBFGYDJKTHENDP-UHFFFAOYSA-N Oc1ccc2c(c1)c1c3OCOc3cc(c1c(c2)N(=O)=O)C(=O)O NPC121510 Aristolochic Acid Iii 8-hydroxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid CHEMBL601026 148297 C16H9NO7 327.04 -0.3427 2.34 2.271 2 2 119.13 5 4 24 0 InChI=1S/C16H9NO7/c18-11-3-1-2-7-8(11)4-10(17(21)22)13-9(16(19)20)5-12-15(14(7)13)24-6-23-12/h1-5,18H,6H2,(H,19,20) LGZIKBZSCRORQN-UHFFFAOYSA-N O=N(=O)c1cc2c(O)cccc2c2c1c(cc1c2OCO1)C(=O)O NPC240684 Aristolochic D 10-hydroxy-8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid CHEMBL604748 161218 C17H11NO8 357.05 -0.3945 2.34 1.616 2 2 128.36 7 4 26 0 InChI=1S/C17H11NO8/c1-24-12-3-7(19)2-9-8(12)4-11(18(22)23)14-10(17(20)21)5-13-16(15(9)14)26-6-25-13/h2-5,19H,6H2,1H3,(H,20,21) PADIFGYTAXNCRK-UHFFFAOYSA-N COc1cc(O)cc2c1cc(N(=O)=O)c1c2c2OCOc2cc1C(=O)O NPC227361 Aristoloterpenate-I [(1R,2Z,6E,10E)-3-formyl-7,11-dimethylcyclododeca-2,6,10-trien-1-yl] 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylate CHEMBL505464 10347702 C32H31NO8 557.2 2.7707 3.99 6.305 3 0 114.2 10 5 41 1 InChI=1S/C32H31NO8/c1-19-7-4-9-20(2)13-22(14-21(17-34)10-5-8-19)41-32(35)25-16-28-31(40-18-39-28)30-23-11-6-12-27(38-3)24(23)15-26(29(25)30)33(36)37/h6,8-9,11-12,14-17,22H,4-5,7,10,13,18H2,1-3H3/b19-8+,20-9+,21-14-/t22-/m1/s1 CNCKKGCRDGSHDH-PTDIUHGLSA-N O=C/C/1=C\[C@@H](C/C(=C/CC/C(=C/CC1)/C)/C)OC(=O)c1cc2OCOc2c2c1c(cc1c2cccc1OC)N(=O)=O NPC61731 Aristoloterpenate-Ii [(1R,2Z,6E,10E)-3-formyl-7,11-dimethylcyclododeca-2,6,10-trien-1-yl] 6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylate CHEMBL463405 10346826 C31H29NO7 527.19 2.8225 3.99 7.382 3 0 104.97 8 5 39 1 InChI=1S/C31H29NO7/c1-19-7-5-9-20(2)13-23(14-21(17-33)10-6-8-19)39-31(34)25-16-27-30(38-18-37-27)29-24-12-4-3-11-22(24)15-26(28(25)29)32(35)36/h3-4,8-9,11-12,14-17,23H,5-7,10,13,18H2,1-2H3/b19-8+,20-9+,21-14-/t23-/m1/s1 XJBILGKCOVAJTM-AJNUOSSRSA-N O=C/C/1=C\[C@@H](C/C(=C/CC/C(=C/CC1)/C)/C)OC(=O)c1cc2OCOc2c2c1c(cc1c2cccc1)N(=O)=O NPC124658 Aristoloterpenate-Iii [(1R,2E,6E,10E)-3-formyl-7,11-dimethylcyclododeca-2,6,10-trien-1-yl] 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylate CHEMBL508460 10507017 C32H31NO8 557.2 2.7707 3.99 6.305 3 0 114.2 10 5 41 1 InChI=1S/C32H31NO8/c1-19-7-4-9-20(2)13-22(14-21(17-34)10-5-8-19)41-32(35)25-16-28-31(40-18-39-28)30-23-11-6-12-27(38-3)24(23)15-26(29(25)30)33(36)37/h6,8-9,11-12,14-17,22H,4-5,7,10,13,18H2,1-3H3/b19-8+,20-9+,21-14+/t22-/m1/s1 CNCKKGCRDGSHDH-RKTZXBDWSA-N O=C/C/1=C/[C@@H](C/C(=C/CC/C(=C/CC1)/C)/C)OC(=O)c1cc2OCOc2c2c1c(cc1c2cccc1OC)N(=O)=O NPC186569 Aristoloterpenate-Iv [(1R,2E,6E,10E)-3-formyl-7,11-dimethylcyclododeca-2,6,10-trien-1-yl] 6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylate CHEMBL463406 10602218 C31H29NO7 527.19 2.8225 3.99 7.382 3 0 104.97 8 5 39 1 InChI=1S/C31H29NO7/c1-19-7-5-9-20(2)13-23(14-21(17-33)10-6-8-19)39-31(34)25-16-27-30(38-18-37-27)29-24-12-4-3-11-22(24)15-26(28(25)29)32(35)36/h3-4,8-9,11-12,14-17,23H,5-7,10,13,18H2,1-2H3/b19-8+,20-9+,21-14+/t23-/m1/s1 XJBILGKCOVAJTM-PVLNEPQFSA-N O=C/C/1=C/[C@@H](C/C(=C/CC/C(=C/CC1)/C)/C)OC(=O)c1cc2OCOc2c2c1c(cc1c2cccc1)N(=O)=O NPC149773 Aristophenone A CHEMBL516196 C33H42O6 534.3 3.5602 4.43 7.733 4 3 111.9 19 3 39 1 InChI=1S/C33H42O6/c1-19(2)9-11-23-18-32(15-13-20(3)4)28(37)26(27(36)22-10-12-24(34)25(35)17-22)29(38)33(30(32)39,31(23,7)8)16-14-21(5)6/h9-10,12-14,17,23,34-35,37H,11,15-16,18H2,1-8H3/t23-,32+,33-/m1/s1 ZWAKZDYMQXZEGP-UMJMCJBLSA-N CC(=CC[C@]12C[C@@H](CC=C(C)C)C([C@@](C2=O)(C(=O)C(=C1O)C(=O)c1ccc(c(c1)O)O)CC=C(C)C)(C)C)C NPC256422 Aristophyllide A [(2S)-1-[(5R,6R)-5-ethenyl-5-methyl-6-(3-oxoprop-1-en-2-yl)cyclohexen-1-yl]propan-2-yl] 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylate CHEMBL449419 10840539 C32H31NO8 557.2 2.2332 3.99 6.353 3 0 114.2 14 5 41 1 InChI=1S/C32H31NO8/c1-6-32(4)12-8-9-20(29(32)18(2)16-34)13-19(3)41-31(35)23-15-26-30(40-17-39-26)28-21-10-7-11-25(38-5)22(21)14-24(27(23)28)33(36)37/h6-7,9-11,14-16,19,29H,1-2,8,12-13,17H2,3-5H3/t19-,29+,32-/m0/s1 XXQZGCCUBVSBKJ-ZUECTMELSA-N O=CC(=C)[C@@H]1C(=CCC[C@]1(C)C=C)C[C@@H](OC(=O)c1cc2OCOc2c2c1c(cc1c2cccc1OC)N(=O)=O)C NPC231063 Arjunolic Acid (4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL464466 73641 C30H48O5 488.35 0.8164 4.21 7.537 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1 RWNHLTKFBKYDOJ-DDHMHSPCSA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C NPC25496 Armenin-B (2S,3S,3aR,5R)-2-(1,3-benzodioxol-5-yl)-5,7-dimethoxy-3-methyl-3a-prop-2-enyl-2,3,4,5-tetrahydro-1-benzofuran-6-one CHEMBL470873 21580159 C21H24O6 372.16 -0.6028 3.11 3.136 4 0 63.22 8 4 27 0 InChI=1S/C21H24O6/c1-5-8-21-10-16(23-3)17(22)19(24-4)20(21)27-18(12(21)2)13-6-7-14-15(9-13)26-11-25-14/h5-7,9,12,16,18H,1,8,10-11H2,2-4H3/t12-,16-,18+,21-/m1/s1 SSPDVRMNHFFRCE-JDEKTIPCSA-N C=CC[C@]12C[C@@H](OC)C(=O)C(=C1O[C@@H]([C@H]2C)c1ccc2c(c1)OCO2)OC NPC161957 Aromaticin (3aS,5R,5aR,8aS,9aR)-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione CHEMBL494255 282529 C15H18O3 246.13 1.0131 2.78 1.581 3 0 43.37 2 3 18 0 InChI=1S/C15H18O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h4-5,8,10-12H,2,6-7H2,1,3H3/t8-,10-,11+,12+,15+/m1/s1 OSSDUQKWVVZIGP-SCGWIAOYSA-N C=C1C(=O)O[C@@H]2[C@@H]1C[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC185639 Aromoline CHEMBL509999 442333 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1 HGNHIFJNOKGSKI-WDYNHAJCSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4O)cc2)C)cc(c1OC)OC)C NPC209058 Artanomalide D CHEMBL1076802 44627812 C32H36O8 548.24 1.2101 4.1 1.494 8 1 116.2 8 7 40 0 InChI=1S/C32H36O8/c1-14-12-20(35)23-25(22-15(2)11-19(34)21(14)22)39-28(37)32(23)13-31-10-9-29(32,5)26(31)24-18(16(3)27(36)38-24)7-8-30(31,6)40-17(4)33/h9-11,18,20,22-26,35H,3,7-8,12-13H2,1-2,4-6H3/t18-,20-,22-,23+,24-,25+,26-,29+,30-,31?,32?/m0/s1 VFJMOBCSAQZZGH-UPBIVHIMSA-N CC(=O)O[C@@]1(C)CC[C@@H]2[C@@H]([C@@H]3C41C=C[C@]3(C1(C4)C(=O)O[C@H]3[C@H]1[C@@H](O)CC(=C1[C@@H]3C(=CC1=O)C)C)C)OC(=O)C2=C NPC66581 Arteannuin B CHEMBL515516 6543478 C15H20O3 248.14 0.9014 2.78 2.647 3 0 38.83 2 4 18 0 InChI=1S/C15H20O3/c1-8-4-5-11-9(2)12(16)17-15(11)10(8)6-7-14(3)13(15)18-14/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13-,14-,15-/m1/s1 QWQSMEDUZQDVLA-KPHNHPKPSA-N O=C1O[C@@]23[C@H](C1=C)CC[C@H]([C@@H]2CC[C@@]1([C@H]3O1)C)C NPC45125 Artecanin CHEMBL271164 442175 C15H18O5 278.12 -0.5756 2.56 0.273 5 1 71.59 3 5 20 0 InChI=1S/C15H18O5/c1-6-7-4-5-13(2,17)15-9(8(7)18-12(6)16)14(3)10(19-14)11(15)20-15/h7-11,17H,1,4-5H2,2-3H3/t7-,8-,9-,10+,11-,13+,14-,15+/m0/s1 KXLUWEYBZBGJRZ-POEOZHCLSA-N C=C1C(=O)O[C@H]2[C@H]1CC[C@@]([C@]13[C@@H]2[C@]2(C)O[C@@H]2[C@@H]3O1)(C)O NPC51956 Artemether CHEMBL566534 68911 C16H26O5 298.18 0.6572 2.67 3.334 5 0 46.15 5 3 21 0 InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1 SXYIRMFQILZOAM-HVNFFKDJSA-N CO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC176300 Artemetin 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7-trimethoxychromen-4-one CHEMBL225700 5320351 C20H20O8 388.12 -1.563 2.78 1.957 2 1 92.68 12 3 28 0 InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3 RIGYMJVFEJNCKD-UHFFFAOYSA-N COc1ccc(cc1OC)c1oc2cc(OC)c(c(c2c(=O)c1OC)O)OC NPC48366 Arteminorin C 3-(6,7-dihydroxy-2-oxochromen-3-yl)-7-hydroxy-6,8-dimethoxychromen-2-one CHEMBL1085430 44178672 C20H14O9 398.06 -1.1223 2.67 1.396 2 3 131.75 8 4 29 0 InChI=1S/C20H14O9/c1-26-15-6-9-4-11(20(25)29-17(9)18(27-2)16(15)23)10-3-8-5-12(21)13(22)7-14(8)28-19(10)24/h3-7,21-23H,1-2H3 XFGGVXYNIBUVBK-UHFFFAOYSA-N COc1cc2cc(c(=O)oc2c(c1O)OC)c1cc2cc(O)c(cc2oc1=O)O NPC285480 Artemisin CHEMBL77 44266427 C15H22O5 282.15 0.8012 2.56 3.039 5 0 53.99 3 3 20 0 InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14+,15?/m1/s1 BLUAFEHZUWYNDE-XRNKLDBLSA-N O=C1O[C@@H]2O[C@]3(C)CC[C@@H]4C2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC260977 Artemisinin CHEMBL567597 9838675 C15H22O5 282.15 0.8012 2.56 3.039 5 0 53.99 3 3 20 0 InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14+,15-/m1/s1 BLUAFEHZUWYNDE-DKGJTOOQSA-N O=C1O[C@@H]2O[C@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC148872 Artemisitene CHEMBL526138 11000442 C15H20O5 280.13 1.2901 2.56 2.857 5 0 53.99 2 3 20 0 InChI=1S/C15H20O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13-,14-,15-/m1/s1 IGEBZMMCKFUABB-KPHNHPKPSA-N O=C1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H](C1=C)CC[C@H]4C)OO3 NPC243677 Artepillin (E)-3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-enoic acid CHEMBL456309 5472440 C19H24O3 300.17 3.4158 3.22 4.826 2 2 57.53 12 1 22 0 InChI=1S/C19H24O3/c1-13(2)5-8-16-11-15(7-10-18(20)21)12-17(19(16)22)9-6-14(3)4/h5-7,10-12,22H,8-9H2,1-4H3,(H,20,21)/b10-7+ KABCFARPAMSXCC-JXMROGBWSA-N CC(=CCc1cc(/C=C/C(=O)O)cc(c1O)CC=C(C)C)C NPC30102 Artesunate CHEMBL361497 6917864 C19H28O8 384.18 0.4477 2.67 2.925 8 1 100.52 9 3 27 0 InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1 FIHJKUPKCHIPAT-AHIGJZGOSA-N OC(=O)CCC(=O)O[C@@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC156432 Artobiloxanthone CHEMBL1099162 46887866 C25H22O7 434.14 -0.1817 3.44 2.087 1 4 116.45 8 5 32 0 InChI=1S/C25H22O7/c1-10(2)12-7-13-21(29)20-15(27)9-17-11(5-6-25(3,4)32-17)23(20)31-24(13)19-14(26)8-16(28)22(30)18(12)19/h5-6,8-9,12,26-28,30H,1,7H2,2-4H3/t12-/m1/s1 ZIYAGIMFLYOZDS-GFCCVEGCSA-N CC(=C)[C@H]1Cc2c(c3c1c(O)c(O)cc3O)oc1c(c2=O)c(O)cc2c1C=CC(O2)(C)C NPC310135 Artocarpanone (2S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one CHEMBL467194 15298902 C16H14O6 302.08 -1.8662 2.56 0.453 1 3 96.22 6 3 22 0 InChI=1S/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)10-3-2-8(17)4-11(10)18/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 FQGBGNHGEUOZIW-AWEZNQCLSA-N COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(cc1O)O NPC282300 Artocarpin 2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(E)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)chromen-4-one CHEMBL72617 5458461 C26H28O6 436.19 0.8929 3.66 4.919 1 3 96.22 14 3 32 0 InChI=1S/C26H28O6/c1-14(2)6-9-18-21(31-5)13-22-23(24(18)29)25(30)19(10-7-15(3)4)26(32-22)17-11-8-16(27)12-20(17)28/h6-9,11-14,27-29H,10H2,1-5H3/b9-6+ KRGDFVQWQJIMEK-RMKNXTFCSA-N COc1cc2oc(c3ccc(cc3O)O)c(c(=O)c2c(c1/C=C/C(C)C)O)CC=C(C)C NPC278427 Artorigidin A (5R)-1,3,4,8,10-pentahydroxy-9,11-bis(3-methylbut-2-enyl)-5-prop-1-en-2-yl-5,6-dihydrobenzo[c]xanthen-7-one CHEMBL1094756 46834285 C30H32O7 504.21 2.205 3.99 3.627 1 5 127.45 15 4 37 0 InChI=1S/C30H32O7/c1-13(2)7-9-16-25(33)17(10-8-14(3)4)29-24(26(16)34)27(35)19-11-18(15(5)6)22-23(30(19)37-29)20(31)12-21(32)28(22)36/h7-8,12,18,31-34,36H,5,9-11H2,1-4,6H3/t18-/m1/s1 LAAYVNVIRVOBNR-GOSISDBHSA-N CC(=CCc1c(O)c(CC=C(C)C)c(c2c1oc1c3c(O)cc(c(c3[C@H](Cc1c2=O)C(=C)C)O)O)O)C NPC285716 Ar-Turmerone (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one CHEMBL1668333 160512 C15H20O 216.15 1.9959 3 5.62 1 0 17.07 8 1 16 1 InChI=1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3/t13-/m0/s1 NAAJVHHFAXWBOK-ZDUSSCGKSA-N CC(=CC(=O)C[C@@H](c1ccc(cc1)C)C)C NPC288838 Arundine 3-(1H-indol-3-ylmethyl)-1H-indole CHEMBL446452 3071 C17H14N2 246.12 -0.3846 3.11 4.426 2 2 31.58 2 4 19 0 InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2 VFTRKSBEFQDZKX-UHFFFAOYSA-N c1ccc2c(c1)c(c[nH]2)Cc1c[nH]c2c1cccc2 NPC13880 Arvelexin 2-(4-methoxy-1H-indol-3-yl)acetonitrile CHEMBL2063293 119406 C11H10N2O 186.08 -0.4027 2.34 1.135 2 1 48.81 3 2 14 0 InChI=1S/C11H10N2O/c1-14-10-4-2-3-9-11(10)8(5-6-12)7-13-9/h2-4,7,13H,5H2,1H3 DHOVDDVYXBMXDM-UHFFFAOYSA-N N#CCc1c[nH]c2c1c(OC)ccc2 NPC157944 Asaraldehyde 2,4,5-trimethoxybenzaldehyde CHEMBL1164301 20525 C10H12O4 196.07 -0.3478 2.12 1.115 1 0 44.76 7 1 14 0 InChI=1S/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3 IAJBQAYHSQIQRE-UHFFFAOYSA-N COc1cc(C=O)c(cc1OC)OC NPC129687 Asarinin 5-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole CHEMBL43469 101612 C20H18O6 354.11 -1.6034 3 2.576 2 0 55.38 2 6 26 0 InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m0/s1 PEYUIKBAABKQKQ-WZBLMQSHSA-N C1Oc2c(O1)cc(cc2)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc2c(c1)OCO2 NPC91 Asclepin CHEMBL445086 441844 C31H42O10 574.28 -1.3581 3.77 2.155 10 2 137.82 9 7 41 0 InChI=1S/C31H42O10/c1-16-10-25(39-17(2)33)31(36)27(38-16)40-23-12-19-4-5-22-21(29(19,15-32)13-24(23)41-31)6-8-28(3)20(7-9-30(22,28)35)18-11-26(34)37-14-18/h11,15-16,19-25,27,35-36H,4-10,12-14H2,1-3H3/t16-,19+,20-,21+,22-,23-,24-,25+,27+,28-,29-,30+,31+/m1/s1 OXKMZIABKYHLAR-SVDYBJNLSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@@H]4OC(=O)C)C NPC187770 Ascorbate (2R)-2-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one CHEMBL196 54670067 C6H8O6 176.03 -1.7593 1.46 -0.178 6 4 107.22 6 1 12 0 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 CIWBSHSKHKDKBQ-JLAZNSOCSA-N OC[C@@H]([C@H]1OC(=O)C(=C1O)O)O NPC263548 Asiatic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL404313 119034 C30H48O5 488.35 0.1704 4.21 7.439 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1 JXSVIVRDWWRQRT-UYDOISQJSA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C NPC170814 Asiaticoside A CHEMBL501327 16091661 C37H56O9 644.39 -0.1686 4.54 6.395 9 3 131.75 17 7 46 1 InChI=1S/C37H56O9/c1-18(2)29(40)22-13-19(3)28-23(45-22)14-34(7)25-10-9-24-33(5,6)26(46-32-31(42)30(41)21(39)16-43-32)11-12-36(24)17-37(25,36)15-27(35(28,34)8)44-20(4)38/h13,18-19,21,23-28,30-32,39,41-42H,9-12,14-17H2,1-8H3/t19-,21-,23+,24+,25+,26+,27-,28+,30+,31-,32+,34+,35-,36-,37+/m1/s1 QCYLIQBVLZBPNK-WRRJDLEGSA-N CC(=O)O[C@@H]1C[C@]23C[C@]43CC[C@@H](C([C@@H]4CC[C@H]2[C@]2([C@@]1(C)[C@H]1[C@H](C)C=C(O[C@H]1C2)C(=O)C(C)C)C)(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC133506 Asiaticoside B CHEMBL449193 16091660 C37H54O9 642.38 -0.2143 4.54 4.932 9 3 131.75 17 7 46 0 InChI=1S/C37H54O9/c1-18(2)29(40)22-13-19(3)28-23(45-22)14-34(7)25-10-9-24-33(5,6)26(46-32-31(42)30(41)21(39)16-43-32)11-12-36(24)17-37(25,36)15-27(35(28,34)8)44-20(4)38/h10,13,18-19,21,23-24,26-28,30-32,39,41-42H,9,11-12,14-17H2,1-8H3/t19-,21-,23+,24+,26+,27-,28+,30+,31-,32+,34+,35-,36-,37+/m1/s1 OICQARGRQPYOBP-CTECLONPSA-N CC(=O)O[C@@H]1C[C@]23C[C@]43CC[C@@H](C([C@@H]4CC=C2[C@]2([C@@]1(C)[C@H]1[C@H](C)C=C(O[C@H]1C2)C(=O)C(C)C)C)(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC73318 Asiaticoside G [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-2,9-bis(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate CHEMBL1684589 53320941 C48H78O20 974.51 -5.616 4.54 1.357 20 13 335.44 30 8 68 3 InChI=1S/C48H78O20/c1-20-22(16-49)9-12-48(14-13-46(5)23(29(20)48)7-8-28-44(3)15-24(52)39(61)45(4,19-51)27(44)10-11-47(28,46)6)43(62)68-42-36(59)33(56)31(54)26(66-42)18-63-40-37(60)34(57)38(25(17-50)65-40)67-41-35(58)32(55)30(53)21(2)64-41/h7,20-22,24-42,49-61H,8-19H2,1-6H3/t20-,21-,22-,24+,25+,26+,27+,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39-,40+,41-,42-,44-,45-,46+,47+,48-/m0/s1 QPPUJKJQHUOTFU-FERJIXHESA-N OC[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H]([C@@]1(C)CO)O)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC171135 Asimicin (2R)-4-[(2S)-2,11-dihydroxy-11-[5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl]undecyl]-2-methyl-2H-furan-5-one CHEMBL606053 46931063 C35H62O7 594.45 -7.7942 4.54 8.65 7 3 105.45 28 3 42 2 InChI=1S/C35H62O7/c1-3-4-5-6-7-8-12-15-18-29(37)31-20-22-33(41-31)34-23-21-32(42-34)30(38)19-16-13-10-9-11-14-17-28(36)25-27-24-26(2)40-35(27)39/h24,26,28-34,36-38H,3-23,25H2,1-2H3/t26-,28+,29?,30?,31?,32?,33?,34?/m1/s1 YVZIPERWMPDEIZ-PZHNDOPMSA-N CCCCCCCCCCC(C1CCC(O1)C1CCC(O1)C(CCCCCCCC[C@@H](CC1=C[C@H](OC1=O)C)O)O)O NPC81247 Asimilobine (6aS)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2-ol CHEMBL389271 25774982 C17H17NO2 267.13 -0.6533 3 3.211 1 2 41.49 3 4 20 0 InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m0/s1 NBDNEUOVIJYCGZ-ZDUSSCGKSA-N COc1c(O)cc2c3c1c1ccccc1C[C@@H]3NCC2 NPC128572 Asparacoside CHEMBL509187 21575006 C49H80O21 1004.52 -5.6254 4.54 2.073 21 11 314.83 25 10 70 2 InChI=1S/C49H80O21/c1-20-7-12-49(64-16-20)21(2)32-29(70-49)14-26-24-6-5-22-13-23(8-10-47(22,3)25(24)9-11-48(26,32)4)65-46-42(69-45-39(59)36(56)35(55)30(15-50)66-45)40(60)41(68-44-38(58)34(54)28(52)18-62-44)31(67-46)19-63-43-37(57)33(53)27(51)17-61-43/h20-46,50-60H,5-19H2,1-4H3/t20-,21-,22+,23-,24+,25-,26-,27-,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,39+,40-,41+,42+,43-,44-,45-,46+,47-,48-,49+/m0/s1 GLLQBFOUGGRCKY-YDJQLIBBSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@H]3C[C@H]3[C@@H]4[C@H](C)[C@]4(O3)CC[C@@H](CO4)C)C)C)O[C@@H]([C@H]([C@@H]2O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)CO[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC178981 Asparacosin A CHEMBL469492 11385250 C27H40O5 444.29 -0.3507 3.88 3.25 5 2 75.99 6 6 32 0 InChI=1S/C27H40O5/c1-15-7-10-26(31-14-15)16(2)27(30)23(32-26)13-21-19-6-5-17-11-18(28)8-9-24(17,3)20(19)12-22(29)25(21,27)4/h11,15-16,19-23,29-30H,5-10,12-14H2,1-4H3/t15-,16-,19-,20+,21+,22-,23+,24+,25-,26-,27-/m1/s1 YWWQQPDLTAKFSH-ANLDUCOMSA-N C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@@]([C@@H]2C)(O)[C@@]2([C@@H](C1)[C@@H]1CCC3=CC(=O)CC[C@@]3([C@H]1C[C@H]2O)C)C NPC266932 Asparenydiol 4-[(E)-5-(4-hydroxyphenoxy)pent-3-en-1-ynyl]phenol CHEMBL452743 10084256 C17H14O3 266.09 -0.0049 3 4.008 0 2 49.69 5 2 20 0 InChI=1S/C17H14O3/c18-15-7-5-14(6-8-15)4-2-1-3-13-20-17-11-9-16(19)10-12-17/h1,3,5-12,18-19H,13H2/b3-1+ GXRXAVMCQJHRCM-HNQUOIGGSA-N Oc1ccc(cc1)OC/C=C/C#Cc1ccc(cc1)O NPC208793 Aspartic Acid (2S)-2-aminobutanedioic acid CHEMBL274323 5960;44367445 C4H7NO4 133.04 -1.3518 1.35 -3.707 5 3 100.62 6 0 9 0 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1 CKLJMWTZIZZHCS-REOHCLBHSA-N OC(=O)C[C@@H](C(=O)O)N NPC261117 Asperuloside CHEMBL461910 84298 C18H22O11 414.12 -2.7572 2.23 -1.59 11 4 161.21 11 4 29 1 InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1 IBIPGYWNOBGEMH-DILZHRMZSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@H]4[C@H]2C(=C[C@@H]4OC3=O)COC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC239136 Asphodeline 1-(1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-4,5-dihydroxy-2-methylanthracene-9,10-dione CHEMBL3104734 182665 C30H18O8 506.1 -1.6124 3.88 2.422 4 4 149.2 7 6 38 0 InChI=1S/C30H18O8/c1-11-8-16-22(18(32)9-11)29(37)23-15(26(16)34)7-6-14(27(23)35)20-12(2)10-19(33)24-25(20)28(36)13-4-3-5-17(31)21(13)30(24)38/h3-10,31-33,35H,1-2H3 BXWGUDGILDGCGB-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(cc1)c1c(C)cc(c2c1C(=O)c1cccc(c1C2=O)O)O NPC84772 Aspidinol-B 1-(2,6-dihydroxy-4-methoxy-3-methylphenyl)butan-1-one CHEMBL214690 122841 C12H16O4 224.1 -0.7961 2.34 1.72 1 2 66.76 9 1 16 0 InChI=1S/C12H16O4/c1-4-5-8(13)11-9(14)6-10(16-3)7(2)12(11)15/h6,14-15H,4-5H2,1-3H3 GJRJTYFSORWKBE-UHFFFAOYSA-N CCCC(=O)c1c(O)cc(c(c1O)C)OC NPC311219 Aspirin 2-acetyloxybenzoic acid CHEMBL25 2244 C9H8O4 180.04 -0.321 2.01 2.575 3 1 63.6 5 1 13 0 InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12) BSYNRYMUTXBXSQ-UHFFFAOYSA-N CC(=O)Oc1ccccc1C(=O)O NPC307903 Aspochalasin C CHEMBL519431 20839478 C24H35NO4 401.26 0.8615 3.55 3.944 5 3 90.12 10 3 29 0 InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19+,20+,22+,24-/m1/s1 GCIKKGSNXSCKCP-PJWJRCBPSA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CC[C@@H]([C@H](/C=C/C2=O)O)O)C)O)C NPC140251 Aspochalasin D CHEMBL479328 44575564 C24H35NO4 401.26 0.8615 3.55 3.944 5 3 90.12 10 3 29 0 InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19+,20-,22+,24-/m1/s1 GCIKKGSNXSCKCP-QYNSZGEFSA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CC[C@@H]([C@@H](/C=C/C2=O)O)O)C)O)C NPC475800 Aspochalasin E CHEMBL516341 44575566 C24H37NO5 419.27 0.0245 3.44 3.191 6 4 110.35 11 3 30 0 InChI=1S/C24H37NO5/c1-12(2)8-17-21-15(5)14(4)10-16-9-13(3)6-7-18(26)22(29)19(27)11-20(28)24(16,21)23(30)25-17/h9-10,12,15-19,21-22,26-27,29H,6-8,11H2,1-5H3,(H,25,30)/b13-9+/t15-,16+,17+,18+,19+,21+,22+,24-/m1/s1 PLGNVFSTPJUFKJ-UFWVMRQESA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CC[C@@H]([C@@H]([C@H](CC2=O)O)O)O)C)O)C NPC113012 Aspochalasin I CHEMBL478599 21576438 C24H35NO5 417.25 0.9439 3.44 3.474 6 3 99.35 10 3 30 0 InChI=1S/C24H35NO5/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)30-24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19+,20-,22+,24-/m1/s1 TYOGSRFPSVCJQL-QYNSZGEFSA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CC[C@@H]([C@@H](/C=C/C(=O)O2)O)O)C)O)C NPC122926 Aspochalasin J CHEMBL480287 21576439 C24H35NO4 401.26 1.1666 3.55 4.286 5 2 79.12 9 3 29 0 InChI=1S/C24H35NO4/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)29-24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)/b10-9+,15-12+/t17-,18+,19+,20+,22+,24-/m1/s1 HXVGXVHKKDWYHZ-CEEOZWHRSA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CCC[C@@H](/C=C/C(=O)O2)O)C)O)C NPC474725 Aspochalasin K CHEMBL480485 44575563 C25H39NO5 433.28 0.433 3.55 2.852 6 3 99.35 12 3 31 0 InChI=1S/C25H39NO5/c1-13(2)9-18-22-16(5)15(4)11-17-10-14(3)7-8-19(27)23(31-6)20(28)12-21(29)25(17,22)24(30)26-18/h10-11,13,16-20,22-23,27-28H,7-9,12H2,1-6H3,(H,26,30)/b14-10+/t16-,17+,18+,19+,20+,22+,23+,25-/m1/s1 VDFBOYQHOXIVOC-LJICDNDHSA-N CO[C@H]1[C@@H](O)CC/C(=C/[C@@H]2[C@]3(C(=O)C[C@@H]1O)C(=N[C@H]([C@@H]3[C@@H](C(=C2)C)C)CC(C)C)O)/C NPC79908 Asterbatanoside A 1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]ethanone CHEMBL3402767 127686 C19H26O11 430.15 -3.6973 2.34 -1.067 10 6 175.37 13 3 30 1 InChI=1S/C19H26O11/c1-8(20)9-2-4-10(5-3-9)29-19-17(26)15(24)14(23)12(30-19)7-28-18-16(25)13(22)11(21)6-27-18/h2-5,11-19,21-26H,6-7H2,1H3/t11-,12-,13+,14-,15+,16-,17-,18+,19-/m1/s1 YQOKGDRMWQLQNR-BMVMOQKNSA-N O[C@@H]1[C@@H](CO[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O[C@H]([C@@H]([C@H]1O)O)Oc1ccc(cc1)C(=O)C NPC133671 Astragalin 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL233930 5282102 C21H20O11 448.1 -4.4318 2.56 0.18 7 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1 JPUKWEQWGBDDQB-QSOFNFLRSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC297503 Astragalin 2'',3''-O-Digallate [(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate CHEMBL3236510 90654760 C35H28O19 752.12 -6.4552 3.22 0.966 9 11 319.89 21 6 54 1 InChI=1S/C35H28O19/c36-11-23-27(46)30(52-33(48)13-5-18(40)25(44)19(41)6-13)32(53-34(49)14-7-20(42)26(45)21(43)8-14)35(51-23)54-31-28(47)24-17(39)9-16(38)10-22(24)50-29(31)12-1-3-15(37)4-2-12/h1-10,23,27,30,32,35-46H,11H2/t23-,27-,30+,32-,35+/m1/s1 XIJNRDKMQMEBGV-FGQFUJKUSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC61904 Astragalin 2''-O-Gallate [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL444191 5488619 C28H24O15 600.11 -5.4435 2.89 0.573 8 9 253.13 16 5 43 1 InChI=1S/C28H24O15/c29-9-18-21(36)23(38)26(42-27(39)11-5-15(33)20(35)16(34)6-11)28(41-18)43-25-22(37)19-14(32)7-13(31)8-17(19)40-24(25)10-1-3-12(30)4-2-10/h1-8,18,21,23,26,28-36,38H,9H2/t18-,21-,23+,26-,28+/m1/s1 UWIQWJHBYRTKAL-KQOASZHBSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC117478 Astragalin Heptaacetate [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(4-acetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate CHEMBL1774168 12900986 C35H34O18 742.17 -1.7781 3.33 4.073 14 0 228.86 25 4 53 2 InChI=1S/C35H34O18/c1-15(36)44-14-27-31(48-19(5)40)33(49-20(6)41)34(50-21(7)42)35(52-27)53-32-29(43)28-25(47-18(4)39)12-24(46-17(3)38)13-26(28)51-30(32)22-8-10-23(11-9-22)45-16(2)37/h8-13,27,31,33-35H,14H2,1-7H3/t27-,31-,33+,34-,35+/m1/s1 XNIDEUYQVRRKJJ-FZPNTLRJSA-N CC(=O)OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(OC(=O)C)cc(c3)OC(=O)C)c2ccc(cc2)OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C NPC293852 Atalantoflavone 5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one CHEMBL465808 14162621 C20H16O5 336.1 -0.5164 3.11 2.967 1 2 75.99 5 4 25 0 InChI=1S/C20H16O5/c1-20(2)8-7-13-17(25-20)10-15(23)18-14(22)9-16(24-19(13)18)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3 YEUHAZULDUVZLA-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c1C=CC(Oc1cc2O)(C)C NPC176113 Atalaphyllinine 6,11-dihydroxy-3,3-dimethyl-5-(3-methylbut-2-enyl)-12H-pyrano[2,3-c]acridin-7-one CHEMBL508187 122681 C23H23NO4 377.16 1.1804 3.44 3.717 2 3 78.79 8 4 28 0 InChI=1S/C23H23NO4/c1-12(2)8-9-15-21(27)17-19(14-10-11-23(3,4)28-22(14)15)24-18-13(20(17)26)6-5-7-16(18)25/h5-8,10-11,25,27H,9H2,1-4H3,(H,24,26) QJMYUQUOPGKBEZ-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c1c([nH]2)c(O)ccc1)C NPC307123 Atenolol 2-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide CHEMBL24 2249 C14H22N2O3 266.16 -1.0566 2.45 1.812 4 4 85.57 12 1 19 0 InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18) METKIMKYRPQLGS-UHFFFAOYSA-N OC(COc1ccc(cc1)CC(=N)O)CNC(C)C NPC22481 Atherospermidine CHEMBL389400 97622 C18H11NO4 305.07 -0.6183 2.89 2.198 2 0 57.65 2 5 23 0 InChI=1S/C18H11NO4/c1-21-10-2-3-11-12(7-10)17(20)16-14-9(4-5-19-16)6-13-18(15(11)14)23-8-22-13/h2-7H,8H2,1H3 WLXLLQQGGGHOMA-UHFFFAOYSA-N COc1ccc2c(c1)C(=O)c1c3c2c2OCOc2cc3ccn1 NPC294226 Athraquinones A 1,2-dihydroxyanthracene-9,10-dione CHEMBL55814 6293 C14H8O4 240.04 -1.4482 2.56 2.155 2 2 74.6 2 3 18 0 InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H RGCKGOZRHPZPFP-UHFFFAOYSA-N O=C1c2ccccc2C(=O)c2c1ccc(c2O)O NPC218303 Atolaphyllidine 6,11-dihydroxy-3,3-dimethyl-12H-pyrano[2,3-c]acridin-7-one CHEMBL452220 5479542 C18H15NO4 309.1 -0.697 2.89 2.247 2 3 78.79 4 4 23 0 InChI=1S/C18H15NO4/c1-18(2)7-6-9-13(23-18)8-12(21)14-16(9)19-15-10(17(14)22)4-3-5-11(15)20/h3-8,20-21H,1-2H3,(H,19,22) QMIBOFBCPAGGAC-UHFFFAOYSA-N Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c([nH]2)c(O)ccc1 NPC473718 Atractylochromene 2,8-dimethyl-2-(4-methylpent-3-enyl)chromen-6-ol CHEMBL450070 10244247 C17H22O2 258.16 2.7174 3.11 4.098 0 1 29.46 8 2 19 0 InChI=1S/C17H22O2/c1-12(2)6-5-8-17(4)9-7-14-11-15(18)10-13(3)16(14)19-17/h6-7,9-11,18H,5,8H2,1-4H3 OBBCGWKGCBJQIW-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)c(C)cc(c2)O)C NPC178382 Atractylon (4aS,8aR)-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran CHEMBL486189 3080635 C15H20O 216.15 1.6203 3 4.333 0 0 13.14 2 3 16 0 InChI=1S/C15H20O/c1-10-5-4-6-15(3)8-14-12(7-13(10)15)11(2)9-16-14/h9,13H,1,4-8H2,2-3H3/t13-,15+/m0/s1 TYPSVDGIQAOBAD-DZGCQCFKSA-N C=C1CCC[C@]2([C@H]1Cc1c(C2)occ1C)C NPC149618 Atranorin (3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl) 3-formyl-2,4-dihydroxy-6-methylbenzoate CHEMBL173395 68066 C19H18O8 374.1 0.2728 2.67 4.034 4 3 130.36 13 2 27 0 InChI=1S/C19H18O8/c1-8-5-12(21)11(7-20)17(23)15(8)19(25)27-13-6-9(2)14(18(24)26-4)16(22)10(13)3/h5-7,21-23H,1-4H3 YLOYKYXNDHOHHT-UHFFFAOYSA-N COC(=O)c1c(C)cc(c(c1O)C)OC(=O)c1c(C)cc(c(c1O)C=O)O NPC233570 Atrazine 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine CHEMBL15063 2256 C8H14ClN5 215.09 0.5447 1.68 2.128 5 2 61.14 6 1 14 0 InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14) MXWJVTOOROXGIU-UHFFFAOYSA-N CCN=c1nc(Cl)[nH]c(=NC(C)C)[nH]1 NPC317474 Atropine CHEMBL517712 NA C17H23NO3 289.17 -1.8722 2.89 3.538 4 1 49.77 7 3 21 0 InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16? RKUNBYITZUJHSG-SPUOUPEWSA-N OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C NPC136699 Aucubin (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL514882 91458 C15H22O9 346.13 -3.5817 2.12 -2.39 9 6 149.07 10 3 24 1 InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1 RJWJHRPNHPHBRN-FKVJWERZSA-N OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O NPC306541 Augustic Acid (4aS,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL482673 15560128 C30H48O4 472.36 1.9071 4.32 8.24 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 MDZKJHQSJHYOHJ-KRGADYIYSA-N O[C@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C NPC180006 Auraptene 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one CHEMBL307341 1550607 C19H22O3 298.16 2.9159 3.22 5.074 1 0 35.53 9 2 22 1 InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+ RSDDHGSKLOSQFK-RVDMUPIBSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CCC=C(C)C NPC19545 Aureusidin (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one CHEMBL593229 5281220 C15H10O6 286.05 -2.2381 2.45 1.366 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-5-11(19)14-12(6-8)21-13(15(14)20)4-7-1-2-9(17)10(18)3-7/h1-6,16-19H/b13-4- WBEFUVAYFSOUEA-PQMHYQBVSA-N Oc1cc2O/C(=C\c3ccc(c(c3)O)O)/C(=O)c2c(c1)O NPC149244 Aureusidin-6-O-Beta-D-Glucopyranoside (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one CHEMBL2417912 5321164 C21H20O11 448.1 -3.985 2.56 0.258 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)30-9-5-12(25)16-13(6-9)31-14(17(16)26)4-8-1-2-10(23)11(24)3-8/h1-6,15,18-25,27-29H,7H2/b14-4-/t15-,18-,19+,20-,21-/m1/s1 AMJCTDBATIKENQ-YRDFTBLNSA-N OC[C@H]1O[C@@H](Oc2cc3O/C(=C\c4ccc(c(c4)O)O)/C(=O)c3c(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC170026 Auriculasin 7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one CHEMBL459129 5358846 C25H24O6 420.16 0.7376 3.55 3.848 1 3 96.22 10 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-7-16-23-15(9-10-25(3,4)31-23)21(28)20-22(29)17(12-30-24(16)20)14-6-8-18(26)19(27)11-14/h5-6,8-12,26-28H,7H2,1-4H3 PSEBCAMYGWGJMH-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c(c2c1occ(c2=O)c1ccc(c(c1)O)O)O)C NPC135784 Aurin 4-[bis(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one CHEMBL210868 5100 C19H14O3 290.09 -0.3856 3.22 3.899 1 2 57.53 4 3 22 0 InChI=1S/C19H14O3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20-21H FYEHYMARPSSOBO-UHFFFAOYSA-N O=C1C=CC(=C(c2ccc(cc2)O)c2ccc(cc2)O)C=C1 NPC274356 Austrobailignan 6 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL254071 10404245 C20H24O4 328.17 0.0944 3.22 5.684 0 1 47.92 10 3 24 1 InChI=1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 QDDILOVMGWUNGD-UONOGXRCSA-N COc1cc(ccc1O)C[C@@H]([C@@H](Cc1ccc2c(c1)OCO2)C)C NPC232692 Avicennol 6-[(E)-3-hydroxy-3-methylbut-1-enyl]-5-methoxy-2,2-dimethylpyrano[2,3-h]chromen-8-one CHEMBL258230 15118768 C20H22O5 342.15 1.7276 3.11 2.87 2 1 64.99 9 3 25 0 InChI=1S/C20H22O5/c1-19(2,22)10-8-13-16(23-5)14-9-11-20(3,4)25-18(14)12-6-7-15(21)24-17(12)13/h6-11,22H,1-5H3/b10-8+ AXYRILDCSATJFU-CSKARUKUSA-N COc1c2C=CC(Oc2c2c(c1/C=C/C(O)(C)C)oc(=O)cc2)(C)C NPC150214 Avicennol Methyl Ether 5-methoxy-6-[(E)-3-methoxy-3-methylbut-1-enyl]-2,2-dimethylpyrano[2,3-h]chromen-8-one CHEMBL256113 15118771 C21H24O5 356.16 2.1361 3.22 3.389 2 0 53.99 10 3 26 0 InChI=1S/C21H24O5/c1-20(2,24-6)11-9-14-17(23-5)15-10-12-21(3,4)26-19(15)13-7-8-16(22)25-18(13)14/h7-12H,1-6H3/b11-9+ DOXLEULKLKKQAR-PKNBQFBNSA-N COC(/C=C/c1c(OC)c2C=CC(Oc2c2c1oc(=O)cc2)(C)C)(C)C NPC67037 Avicularin 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL471282 5490064 C20H18O11 434.08 -4.3814 2.45 -0.111 6 7 186.37 11 4 31 1 InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15-,17+,20-/m0/s1 BDCDNTVZSILEOY-UXYNSRGZSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC286245 Aviculin (2R,3R,4R,5R,6S)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-methyloxane-3,4,5-triol CHEMBL2332673 10391477 C26H34O10 506.22 -3.461 3.22 0.656 6 6 158.3 16 4 36 1 InChI=1S/C26H34O10/c1-12-23(30)24(31)25(32)26(36-12)35-11-17-15(10-27)6-14-8-21(34-3)19(29)9-16(14)22(17)13-4-5-18(28)20(7-13)33-2/h4-5,7-9,12,15,17,22-32H,6,10-11H2,1-3H3/t12-,15-,17-,22-,23-,24+,25+,26+/m0/s1 FPJFPMQEUVMUKU-CDDCGRQRSA-N OC[C@@H]1Cc2cc(OC)c(cc2[C@@H]([C@H]1CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)OC)O)O NPC300678 Avrainvilleol 6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(hydroxymethyl)benzene-1,2-diol CHEMBL460434 159086 C14H12Br2O4 401.91 0.4042 2.34 2.506 1 4 80.92 9 2 20 0 InChI=1S/C14H12Br2O4/c15-10-4-7(1-2-12(10)18)3-9-8(6-17)5-11(16)14(20)13(9)19/h1-2,4-5,17-20H,3,6H2 JAJYCHVUMIGCEE-UHFFFAOYSA-N OCc1cc(Br)c(c(c1Cc1ccc(c(c1)Br)O)O)O NPC163524 Axillarin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one CHEMBL487810 5281603 C17H14O8 346.07 -2.7885 2.45 0.829 2 4 125.68 9 3 25 0 InChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3 KIGVXRGRNLQNNI-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(c(c1)O)O)OC NPC270620 Ayanin 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one CHEMBL74898 5280682 C18H16O7 344.09 -1.9197 2.67 1.882 2 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3 KPCRYSMUMBNTCK-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)O)OC NPC199044 Azadiradione [(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate CHEMBL1215754 12308714 C28H34O5 450.24 1.6112 3.99 3.26 4 0 73.58 9 5 33 0 InChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24-,26-,27-,28-/m1/s1 KWAMDQVQFVBEAU-HMWIRDDCSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@H]([C@@]1(CC3)C)c1ccoc1)(C)C=CC(=O)C2(C)C NPC189616 Azadiradionolide [(5R,7R,8R,9R,10R,13S,17R)-4,4,8,10,13-pentamethyl-3,16-dioxo-17-(5-oxo-2H-furan-4-yl)-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774394 11798426 C28H34O6 466.24 1.958 3.88 2.624 6 0 86.74 9 5 34 0 InChI=1S/C28H34O6/c1-15(29)34-22-14-19-25(2,3)21(31)8-11-26(19,4)18-7-10-27(5)20(28(18,22)6)13-17(30)23(27)16-9-12-33-24(16)32/h8-9,11,13,18-19,22-23H,7,10,12,14H2,1-6H3/t18-,19+,22-,23-,26-,27-,28-/m1/s1 ANQXYDNAHFDKKH-ZWERPURDSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@H]([C@]1(C)CC3)C1=CCOC1=O)(C)C=CC(=O)C2(C)C NPC56197 Azadirone [(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1215753 10906239 C28H36O4 436.26 2.0579 4.1 4.934 3 0 56.51 9 5 32 0 InChI=1S/C28H36O4/c1-17(29)32-24-15-22-25(2,3)23(30)10-13-27(22,5)21-9-12-26(4)19(18-11-14-31-16-18)7-8-20(26)28(21,24)6/h8,10-11,13-14,16,19,21-22,24H,7,9,12,15H2,1-6H3/t19-,21+,22-,24+,26-,27+,28-/m0/s1 XXIKKMLIDXLAIK-RFKFVWFBSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@@]1(CC3)C)c1ccoc1)(C)C=CC(=O)C2(C)C NPC214610 Azelaic Acid hydron;nonanedioate CHEMBL1238 19347555;2266 C9H16O4 188.1 -1.85 2.01 1.713 4 2 74.6 10 0 13 0 InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13) BDJRBEYXGGNYIS-UHFFFAOYSA-N OC(=O)CCCCCCCC(=O)O NPC114357 Baccatin Iii CHEMBL288043 65366 C31H38O11 586.24 -1.1309 3.66 1.155 11 3 165.89 16 5 42 1 InChI=1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1 OVMSOCFBDVBLFW-VHLOTGQHSA-N CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C NPC89630 Baccharin (E)-3-[3-(3-methylbut-2-enyl)-4-(3-phenylpropanoyloxy)phenyl]prop-2-enoic acid CHEMBL511708 9947201 C23H24O4 364.17 2.0048 3.55 7.825 3 1 63.6 12 2 27 1 InChI=1S/C23H24O4/c1-17(2)8-12-20-16-19(10-14-22(24)25)9-13-21(20)27-23(26)15-11-18-6-4-3-5-7-18/h3-10,13-14,16H,11-12,15H2,1-2H3,(H,24,25)/b14-10+ BJIVLGIZOMJQRT-GXDHUFHOSA-N O=C(Oc1ccc(cc1CC=C(C)C)/C=C/C(=O)O)CCc1ccccc1 NPC239312 Baicalein 5,6,7-trihydroxy-2-phenylchromen-4-one CHEMBL8260 5281605 C15H10O5 270.05 -1.8845 2.56 3.058 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H FXNFHKRTJBSTCS-UHFFFAOYSA-N Oc1cc2oc(cc(=O)c2c(c1O)O)c1ccccc1 NPC106461 Baicalein Trimethyl Ether 5,6,7-trimethoxy-2-phenylchromen-4-one CHEMBL182992 442583 C18H16O5 312.1 -0.659 2.89 3.757 1 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-15-10-14-16(18(22-3)17(15)21-2)12(19)9-13(23-14)11-7-5-4-6-8-11/h4-10H,1-3H3 HJNJAUYFFFOFBW-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)OC)c1ccccc1 NPC237435 Baicalin (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL485818 64982 C21H18O11 446.08 -3.5292 2.56 1.678 7 6 183.21 10 4 32 1 InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 IKIIZLYTISPENI-ZFORQUDYSA-N OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O NPC98772 Bakuchiol 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol CHEMBL262344 5468522 C18H24O 256.18 2.8614 3.33 7.589 0 1 20.23 10 1 19 1 InChI=1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1 LFYJSSARVMHQJB-QIXNEVBVSA-N C=C[C@@](/C=C/c1ccc(cc1)O)(CCC=C(C)C)C NPC284881 Balanophonin (E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal CHEMBL1956166 21582569 C20H20O6 356.13 -1.3545 3 1.738 2 2 85.22 10 3 26 0 InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19+/m1/s1 GWCSSLSMGCFIFR-GWKPYITFSA-N O=C/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1ccc(c(c1)OC)O NPC171706 Balanophotannin D [(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (1S)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate CHEMBL506571 24862008 C28H24O16 616.11 -4.3548 2.78 -1.015 11 8 267.04 16 5 44 2 InChI=1S/C28H24O16/c29-12-3-1-9(5-13(12)30)2-4-17(33)43-28-24(38)23(37)21(35)16(42-28)8-41-26(39)11-7-15(32)25-19(11)18-10(27(40)44-25)6-14(31)20(34)22(18)36/h1-6,11,16,21,23-24,28-31,34-38H,7-8H2/b4-2+/t11-,16+,21+,23-,24+,28-/m0/s1 URJGURKNABRVCH-ATYMIDRYSA-N O=C(O[C@@H]1O[C@H](COC(=O)[C@H]2CC(=O)c3c2c2c(O)c(O)c(cc2c(=O)o3)O)[C@H]([C@@H]([C@H]1O)O)O)/C=C/c1ccc(c(c1)O)O NPC198902 Balanophotannin E [(2R,3R,4S,5R,6S)-3,5-dihydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl (1S)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate CHEMBL502747 24850144 C33H26O21 758.1 -6.1879 2.78 -2.19 12 11 354.03 21 6 54 2 InChI=1S/C33H26O21/c34-12-1-8(2-13(35)21(12)40)29(46)53-28-24(43)18(51-33(26(28)45)54-30(47)9-3-14(36)22(41)15(37)4-9)7-50-31(48)11-6-17(39)27-20(11)19-10(32(49)52-27)5-16(38)23(42)25(19)44/h1-5,11,18,24,26,28,33-38,40-45H,6-7H2/t11-,18+,24+,26+,28-,33-/m0/s1 GRJMTVYIYMQLED-WVEVCWRSSA-N O[C@@H]1[C@@H](COC(=O)[C@H]2CC(=O)c3c2c2c(O)c(O)c(cc2c(=O)o3)O)O[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC473713 Balanophotannin F CHEMBL449893 24862009 C28H24O17 632.1 -3.4714 2.67 -0.941 12 7 273.11 13 5 45 2 InChI=1S/C28H24O17/c29-12-3-1-9(5-13(12)30)2-4-17(34)43-28-22(37)21(36)23-15(42-28)8-41-25(38)10-6-14(31)20(35)24-18(10)19(27(40)45-24)11(7-16(32)33)26(39)44-23/h1-6,11,15,19,21-23,28-31,35-37H,7-8H2,(H,32,33)/b4-2+/t11-,15+,19-,21+,22+,23+,28-/m0/s1 ZOLLYZCOBHDSOG-QUKFQQCQSA-N O=C(O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c4c3[C@H]([C@@H](C(=O)O[C@H]2[C@@H]([C@H]1O)O)CC(=O)O)C(=O)O4)O)/C=C/c1ccc(c(c1)O)O NPC475360 Balanophotannin G dipotassium;(1R,3aR,8bR)-3a-(carboxylatomethyl)-8-[[(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxycarbonyl]-5,6-dihydroxy-3-oxo-1,8b-dihydrofuro[3,4-b][1]benzofuran-1-carboxylate CHEMBL504285 24862053 C29H26O19.2K 676.09 -5.089 2.56 -1.663 14 7 319.23 20 5 48 3 InChI=1S/C29H26O19.2K/c30-11-3-1-9(5-12(11)31)2-4-16(35)46-27-22(39)21(38)20(37)14(45-27)8-44-26(42)10-6-13(32)19(36)23-17(10)18-24(25(40)41)47-28(43)29(18,48-23)7-15(33)34;;/h1-6,14,18,20-22,24,27,30-32,36-39H,7-8H2,(H,33,34)(H,40,41);;/q;2*+1/p-2/b4-2+;;/t14-,18-,20-,21+,22-,24-,27+,29-;;/m1../s1 POJLFNLRUDCDSB-DOJHFFIFSA-L O=C(O[C@@H]1O[C@H](COC(=O)c2cc(O)c(c3c2[C@@H]2[C@@H](OC(=O)[C@@]2(O3)CC(=O)O)C(=O)O)O)[C@H]([C@@H]([C@H]1O)O)O)/C=C/c1ccc(c(c1)[O-])[O-].[K+].[K+] NPC62367 Barbatellarines B [(1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate CHEMBL595527 46225292 C35H39NO9 617.26 1.267 4.21 5.88 10 1 138.32 17 5 45 2 InChI=1S/C35H39NO9/c1-21-11-9-15-26-33(21,3)29(44-32(40)25-14-10-16-36-19-25)30(45-31(39)24-12-7-6-8-13-24)35(5,41)34(26,4)27(43-22(2)37)17-23-18-28(38)42-20-23/h6-8,10-14,16,18-19,26-27,29-30,41H,9,15,17,20H2,1-5H3/t26-,27-,29-,30-,33-,34-,35-/m0/s1 MCLQCMZKRLWBGH-MJBSQTHJSA-N CC(=O)O[C@H]([C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1ccccc1)OC(=O)c1cccnc1)C)CC1=CC(=O)OC1 NPC235364 Barbatine D [(3S,4aR,5S,6R,6aR,10R,10aS,10bR)-5-acetyloxy-4a,6a,7,10b-tetramethyl-2'-oxo-6-(pyridine-3-carbonyloxy)spiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-10-yl] pyridine-3-carboxylate CHEMBL3577083 44604898 C34H38N2O9 618.26 1.1576 3.99 3.788 11 0 140.21 13 6 45 1 InChI=1S/C34H38N2O9/c1-20-10-11-24(43-29(39)22-8-6-14-35-17-22)26-31(3)12-13-34(16-25(38)41-19-34)45-33(31,5)28(42-21(2)37)27(32(20,26)4)44-30(40)23-9-7-15-36-18-23/h6-10,14-15,17-18,24,26-28H,11-13,16,19H2,1-5H3/t24-,26-,27+,28+,31-,32+,33+,34+/m1/s1 HYHZABLEZGMFII-CCZGNDFLSA-N CC(=O)O[C@H]1[C@H](OC(=O)c2cccnc2)[C@@]2(C)C(=CC[C@H]([C@@H]2[C@@]2([C@@]1(C)O[C@@]1(COC(=O)C1)CC2)C)OC(=O)c1cccnc1)C NPC207819 Bastadin 13 CHEMBL445712 23426999 C34H28Br4N4O8 935.86 1.875 3.44 8.378 4 6 189.28 10 4 50 2 InChI=1S/C34H28Br4N4O8/c35-21-9-17-2-4-28(21)49-29-15-18(1-3-27(29)43)6-8-40-34(46)26(42-48)14-20-10-22(36)31(44)30(16-20)50-32-23(37)11-19(12-24(32)38)13-25(41-47)33(45)39-7-5-17/h1-4,9-12,15-16,43-44,47-48H,5-8,13-14H2,(H,39,45)(H,40,46)/b41-25+,42-26+ XNGIESBQQZJDTL-RIVOPQIESA-N O/N=C/1\Cc2cc(Br)c(c(c2)Oc2c(Br)cc(cc2Br)C/C(=N\O)/C(=NCCc2ccc(Oc3cc(CCN=C1O)ccc3O)c(Br)c2)O)O NPC22610 Batatasin Iii 3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol CHEMBL450788 10466989 C15H16O3 244.11 -0.8476 2.78 3.739 0 2 49.69 7 2 18 0 InChI=1S/C15H16O3/c1-18-15-9-12(8-14(17)10-15)6-5-11-3-2-4-13(16)7-11/h2-4,7-10,16-17H,5-6H2,1H3 VYQXIUVIYICVCM-UHFFFAOYSA-N COc1cc(CCc2cccc(c2)O)cc(c1)O NPC255147 Bauhinoxepin C 3-methoxy-2-methyl-5,6-dihydrobenzo[b][1]benzoxepine-1,7-diol CHEMBL226611 16679963 C16H16O4 272.1 -0.3597 2.78 2.31 0 2 58.92 5 3 20 0 InChI=1S/C16H16O4/c1-9-14(19-2)8-10-6-7-11-12(17)4-3-5-13(11)20-16(10)15(9)18/h3-5,8,17-18H,6-7H2,1-2H3 ZUEQCKLQPIWVQY-UHFFFAOYSA-N COc1cc2CCc3c(Oc2c(c1C)O)cccc3O NPC269528 Bauhinoxepin D 1-methoxy-2-methyl-5,6-dihydrobenzo[b][1]benzoxepine-3,7-diol CHEMBL227813 16680044 C16H16O4 272.1 -0.3597 2.78 2.31 0 2 58.92 5 3 20 0 InChI=1S/C16H16O4/c1-9-13(18)8-10-6-7-11-12(17)4-3-5-14(11)20-16(10)15(9)19-2/h3-5,8,17-18H,6-7H2,1-2H3 PVXKOHCENWLCCX-UHFFFAOYSA-N COc1c2Oc3cccc(c3CCc2cc(c1C)O)O NPC281521 Bauhinoxepin F 1,4-dimethoxy-2-methyl-5,6-dihydrobenzo[b][1]benzoxepine-3,7-diol CHEMBL388606 16680045 C17H18O5 302.12 -0.4115 2.78 1.866 0 2 68.15 7 3 22 0 InChI=1S/C17H18O5/c1-9-14(19)16(21-3)11-8-7-10-12(18)5-4-6-13(10)22-17(11)15(9)20-2/h4-6,18-19H,7-8H2,1-3H3 XVMLDDFWHNGJME-UHFFFAOYSA-N COc1c2CCc3c(Oc2c(c(c1O)C)OC)cccc3O NPC146615 Bauhinoxepin H 7-hydroxy-3-methoxy-2-methyl-5,6-dihydrobenzo[b][1]benzoxepine-1,4-dione CHEMBL389849 16680046 C16H14O5 286.08 -0.7762 2.67 1.65 3 1 72.83 4 3 21 0 InChI=1S/C16H14O5/c1-8-13(18)16-10(14(19)15(8)20-2)7-6-9-11(17)4-3-5-12(9)21-16/h3-5,17H,6-7H2,1-2H3 JVENVIUECZOPJL-UHFFFAOYSA-N COC1=C(C)C(=O)C2=C(C1=O)CCc1c(O2)cccc1O NPC201419 Bauhinoxepin I 8-hydroxy-3-methoxy-2-methyl-5,6-dihydrobenzo[b][1]benzoxepine-1,4-dione CHEMBL389398 16679966 C16H14O5 286.08 -0.7762 2.67 1.65 3 1 72.83 4 3 21 0 InChI=1S/C16H14O5/c1-8-13(18)16-11(14(19)15(8)20-2)5-3-9-7-10(17)4-6-12(9)21-16/h4,6-7,17H,3,5H2,1-2H3 ATBQBNKWWGOEFJ-UHFFFAOYSA-N COC1=C(C)C(=O)C2=C(C1=O)CCc1c(O2)ccc(c1)O NPC152159 Bauhinoxepin J 3-methoxy-5,6-dihydrobenzo[b][1]benzoxepine-1,4-dione CHEMBL227903 16680047 C15H12O4 256.07 -0.869 2.67 2.643 3 0 52.6 2 3 19 0 InChI=1S/C15H12O4/c1-18-13-8-11(16)15-10(14(13)17)7-6-9-4-2-3-5-12(9)19-15/h2-5,8H,6-7H2,1H3 LAAFMXBDDPXIKZ-UHFFFAOYSA-N COC1=CC(=O)C2=C(C1=O)CCc1c(O2)cccc1 NPC39329 Bavachin (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL469444 14236566 C20H20O4 324.14 0.5233 3.22 3.33 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3/t19-/m0/s1 OAUREGNZECGNQS-IBGZPJMESA-N CC(=CCc1cc2C(=O)C[C@H](Oc2cc1O)c1ccc(cc1)O)C NPC110969 Bavachinin 2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL458053 44584224 C21H20O4 336.14 0.8617 3.33 4.519 1 1 55.76 8 3 25 0 InChI=1S/C21H20O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-12,22H,5H2,1-3H3 BVTZAHKRSBADDO-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2cc1CC=C(C)C)c1ccc(cc1)O NPC169591 Bavachinin A (2S)-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL1551302 10337211 C21H22O4 338.15 0.9318 3.33 3.849 1 1 55.76 8 3 25 0 InChI=1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3/t20-/m0/s1 VOCGSQHKPZSIKB-FQEVSTJZSA-N COc1cc2O[C@@H](CC(=O)c2cc1CC=C(C)C)c1ccc(cc1)O NPC171736 Behenic Acid docosanoic acid CHEMBL1173474 8215 C22H44O2 340.33 -5.6257 3.66 10.984 2 1 37.3 22 0 24 2 InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24) UKMSUNONTOPOIO-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCC(=O)O NPC199100 Bellidifolin 1,5,8-trihydroxy-3-methoxyxanthen-9-one CHEMBL185776 5281623 C14H10O6 274.05 -1.8506 2.34 0.17 1 3 96.22 5 3 20 0 InChI=1S/C14H10O6/c1-19-6-4-9(17)11-10(5-6)20-14-8(16)3-2-7(15)12(14)13(11)18/h2-5,15-17H,1H3 JDIORNFCMMYMLF-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc1c(c2=O)c(O)ccc1O NPC114209 Bendazol 2-benzyl-1H-benzimidazole CHEMBL355063 12132 C14H12N2 208.1 -0.358 2.78 5.49 2 1 28.68 2 3 16 1 InChI=1S/C14H12N2/c1-2-6-11(7-3-1)10-14-15-12-8-4-5-9-13(12)16-14/h1-9H,10H2,(H,15,16) YTLQFZVCLXFFRK-UHFFFAOYSA-N c1ccc(cc1)Cc1nc2c([nH]1)cccc2 NPC78500 Benzaldehyde benzaldehyde CHEMBL15972 240 C7H6O 106.04 -0.1924 2.12 3.08 1 0 17.07 1 1 8 0 InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H HUMNYLRZRPPJDN-UHFFFAOYSA-N O=Cc1ccccc1 NPC146703 Benzamide benzamide CHEMBL267373 2331 C7H7NO 121.05 -0.0816 2.01 3.072 2 2 44.08 2 1 9 0 InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) KXDAEFPNCMNJSK-UHFFFAOYSA-N OC(=N)c1ccccc1 NPC11150 Benzene benzene CHEMBL277500 241 C6H6 78.05 0 2.12 4.062 0 0 0 0 1 6 0 InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H UHOVQNZJYSORNB-UHFFFAOYSA-N c1ccccc1 NPC301874 Benzene-1,4-Diamine benzene-1,4-diamine CHEMBL403741 7814 C6H8N2 108.07 -1.4998 1.9 0.736 2 2 52.04 2 1 8 0 InChI=1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2 CBCKQZAAMUWICA-UHFFFAOYSA-N Nc1ccc(cc1)N NPC45255 Benzenemethanethiol phenylmethanethiol CHEMBL1224557 7509 C7H8S 124.03 0.5226 2.12 3.79 0 0 38.8 2 1 8 0 InChI=1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2 UENWRTRMUIOCKN-UHFFFAOYSA-N SCc1ccccc1 NPC191444 Benzidine 4-(4-aminophenyl)aniline CHEMBL15901 7111 C12H12N2 184.1 -1.4998 2.56 3.122 2 2 52.04 3 2 14 0 InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2 HFACYLZERDEVSX-UHFFFAOYSA-N Nc1ccc(cc1)c1ccc(cc1)N NPC287895 Benzo[D]Thiazole 1,3-benzothiazole CHEMBL510309 7222 C7H5NS 135.01 0.5906 2.01 2.14 1 0 41.13 0 2 9 0 InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H IOJUPLGTWVMSFF-UHFFFAOYSA-N c1ccc2c(c1)scn2 NPC50063 Benzo[Def]Chrysene benzo[a]pyrene CHEMBL31184 2336 C20H12 252.09 0 3.66 10.212 0 0 0 0 5 20 1 InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H FMMWHPNWAFZXNH-UHFFFAOYSA-N c1ccc2c(c1)c1ccc3c4c1c(c2)ccc4ccc3 NPC169433 Benzo[F]Quinoline benzo[f]quinoline CHEMBL1565107 6796 C13H9N 179.07 0 2.78 4.904 1 0 12.89 0 3 14 0 InChI=1S/C13H9N/c1-2-5-11-10(4-1)7-8-13-12(11)6-3-9-14-13/h1-9H HCAUQPZEWLULFJ-UHFFFAOYSA-N c1ccc2c(c1)ccc1c2cccn1 NPC50583 Benzofuran-5-Carbaldehyde 1-benzofuran-5-carbaldehyde CHEMBL3358215 2773875 C9H6O2 146.04 -0.3465 2.23 2.086 1 0 30.21 1 2 11 0 InChI=1S/C9H6O2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-6H LLLBDLDNTMMZHL-UHFFFAOYSA-N O=Cc1ccc2c(c1)cco2 NPC62765 Benzoic Acid hydron;benzoate CHEMBL541 20144841;243 C7H6O2 122.04 -0.2398 2.01 2.666 2 1 37.3 2 1 9 0 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9) WPYMKLBDIGXBTP-UHFFFAOYSA-N OC(=O)c1ccccc1 NPC249067 Benzoin 2-hydroxy-1,2-diphenylethanone CHEMBL190677 8400 C14H12O2 212.08 -0.8812 2.78 4.905 2 1 37.3 4 2 16 0 InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H ISAOCJYIOMOJEB-UHFFFAOYSA-N OC(C(=O)c1ccccc1)c1ccccc1 NPC273033 Benzophenone diphenylmethanone CHEMBL90039 3102 C13H10O 182.07 -0.2638 2.78 5.677 1 0 17.07 2 2 14 1 InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H RWCCWEUUXYIKHB-UHFFFAOYSA-N O=C(c1ccccc1)c1ccccc1 NPC261181 Benzoyl Peroxide benzoyl benzenecarboperoxoate CHEMBL1200370 7187 C14H10O4 242.06 -0.1822 2.56 5.378 4 0 52.6 5 2 18 1 InChI=1S/C14H10O4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H OMPJBNCRMGITSC-UHFFFAOYSA-N O=C(c1ccccc1)OOC(=O)c1ccccc1 NPC224632 Benzoylenurea 1H-quinazoline-2,4-dione CHEMBL421646 64048 C8H6N2O2 162.04 -0.9206 1.9 1.166 2 2 66.24 2 2 12 0 InChI=1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12) SDQJTWBNWQABLE-UHFFFAOYSA-N Oc1nc2ccccc2c(n1)O NPC328122 Benzoylgomisin H CHEMBL519932 44575227 C30H34O8 522.23 0.12 3.88 5.347 2 1 92.68 16 4 38 1 InChI=1S/C30H34O8/c1-17-13-19-14-21(33-3)26(36-6)28(38-29(31)18-11-9-8-10-12-18)23(19)24-20(16-30(17,2)32)15-22(34-4)25(35-5)27(24)37-7/h8-12,14-15,17,32H,13,16H2,1-7H3 AZQOQICAWOAGEN-UHFFFAOYSA-N COc1c(OC)cc2c(c1OC(=O)c1ccccc1)c1c(cc(c(c1OC)OC)OC)CC(C(C2)C)(C)O NPC206341 Benzyl (E)-P-Coumarate benzyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1095574 10083644 C16H14O3 254.09 -0.1787 2.89 5.115 2 1 46.53 6 2 19 1 InChI=1S/C16H14O3/c17-15-9-6-13(7-10-15)8-11-16(18)19-12-14-4-2-1-3-5-14/h1-11,17H,12H2/b11-8+ RGZZCZQQPNJCPO-DHZHZOJOSA-N O=C(OCc1ccccc1)/C=C/c1ccc(cc1)O NPC264428 Benzyl 2,6-Dimethoxybenzoate benzyl 2,6-dimethoxybenzoate CHEMBL491794 370912 C16H16O4 272.1 -0.1831 2.78 4.928 2 0 44.76 8 2 20 0 InChI=1S/C16H16O4/c1-18-13-9-6-10-14(19-2)15(13)16(17)20-11-12-7-4-3-5-8-12/h3-10H,11H2,1-2H3 PKIYLOACOOWBCU-UHFFFAOYSA-N COc1cccc(c1C(=O)OCc1ccccc1)OC NPC201655 Benzyl 3-Oxo-23-Hydroxy-Lup-20(29)-En-28-Oic Acid (1R,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bR)-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid CHEMBL3338835 10672073 C30H46O4 470.34 1.8285 4.32 8.097 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h19-22,24,31H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21+,22+,24+,26-,27-,28+,29+,30-/m0/s1 FRBHXYYJMYBCSK-SECHYRITSA-N OC[C@]1(C)C(=O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C NPC66655 Benzyl Alcohol phenylmethanol CHEMBL720 244 C7H8O 108.06 -0.4487 2.12 2.409 1 1 20.23 2 1 8 0 InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2 WVDDGKGOMKODPV-UHFFFAOYSA-N OCc1ccccc1 NPC37714 Benzyl Alpha-D-Mannopyranoside (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-phenylmethoxyoxane-3,4,5-triol CHEMBL1170453 10956572 C13H18O6 270.11 -2.1956 2.23 1.301 6 4 99.38 8 2 19 0 InChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9-,10-,11+,12+,13+/m1/s1 GKHCBYYBLTXYEV-BNDIWNMDSA-N OC[C@H]1O[C@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1O)O)O NPC118343 Benzyl Benzoate benzyl benzoate CHEMBL1239 2345 C14H12O2 212.08 -0.0795 2.78 5.895 2 0 26.3 4 2 16 1 InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2 SESFRYSPDFLNCH-UHFFFAOYSA-N O=C(c1ccccc1)OCc1ccccc1 NPC148060 Benzyl Beta-D-Ribofuranoside (2R,3S,4R,5R)-2-(hydroxymethyl)-5-phenylmethoxyoxolane-3,4-diol CHEMBL3236514 11149145 C12H16O5 240.1 -1.6849 2.23 1.544 5 3 79.15 7 2 17 0 InChI=1S/C12H16O5/c13-6-9-10(14)11(15)12(17-9)16-7-8-4-2-1-3-5-8/h1-5,9-15H,6-7H2/t9-,10-,11-,12-/m1/s1 MBBBSHXQRFAIPA-DDHJBXDOSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)OCc1ccccc1 NPC119631 Benzyl Cinnamate benzyl (E)-3-phenylprop-2-enoate CHEMBL361197 5273469 C16H14O2 238.1 0.2816 3 7.133 2 0 26.3 5 2 18 1 InChI=1S/C16H14O2/c17-16(12-11-14-7-3-1-4-8-14)18-13-15-9-5-2-6-10-15/h1-12H,13H2/b12-11+ NGHOLYJTSCBCGC-VAWYXSNFSA-N O=C(/C=C/c1ccccc1)OCc1ccccc1 NPC289459 Benzyl Ferulate benzyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL457076 7766335 C17H16O4 284.1 -0.2305 2.89 4.46 2 1 55.76 8 2 21 0 InChI=1S/C17H16O4/c1-20-16-11-13(7-9-15(16)18)8-10-17(19)21-12-14-5-3-2-4-6-14/h2-11,18H,12H2,1H3/b10-8+ DZAPHTCUSDTZAT-CSKARUKUSA-N COc1cc(/C=C/C(=O)OCc2ccccc2)ccc1O NPC299134 Benzyl Isothiocyanate isothiocyanatomethylbenzene CHEMBL55285 2346 C8H7NS 149.03 0.0517 2.12 4.36 1 0 44.45 2 1 10 0 InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2 MDKCFLQDBWCQCV-UHFFFAOYSA-N S=C=NCc1ccccc1 NPC233282 Benzyl Salicylate benzyl 2-hydroxybenzoate CHEMBL460124 8363 C14H12O3 228.08 -0.5398 2.67 5.493 2 1 46.53 5 2 17 1 InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2 ZCTQGTTXIYCGGC-UHFFFAOYSA-N O=C(c1ccccc1O)OCc1ccccc1 NPC74458 Benzylacetone 4-phenylbutan-2-one CHEMBL1490851 17355 C10H12O 148.09 -0.1567 2.45 3.914 1 0 17.07 4 1 11 0 InChI=1S/C10H12O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3 AKGGYBADQZYZPD-UHFFFAOYSA-N CC(=O)CCc1ccccc1 NPC49075 Berbamine CHEMBL504323 275182 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-31-18-23(8-11-30(31)40)17-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m0/s1 DFOCUWZXJBAUSQ-URLMMPGGSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@H]3N(CC2)C)ccc4O)cc1)C NPC22517 Berbekorin A (1R,2R)-1-[4-(2-hydroxy-3-methoxy-5-phenylphenoxy)-3,5-dimethoxyphenyl]propane-1,2,3-triol CHEMBL1081743 44605533 C24H26O8 442.16 -2.2399 3.22 3.255 3 4 117.84 16 3 32 0 InChI=1S/C24H26O8/c1-29-18-9-15(14-7-5-4-6-8-14)10-19(23(18)28)32-24-20(30-2)11-16(12-21(24)31-3)22(27)17(26)13-25/h4-12,17,22,25-28H,13H2,1-3H3/t17-,22-/m1/s1 LXYLAIPUYRMIPU-VGOFRKELSA-N OC[C@H]([C@@H](c1cc(OC)c(c(c1)OC)Oc1cc(cc(c1O)OC)c1ccccc1)O)O NPC53069 Berberine CHEMBL295124 2353 C20H18NO4 336.12 -1.583 3.11 2.896 0 0 40.8 4 5 25 0 InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1 YBHILYKTIRIUTE-UHFFFAOYSA-N COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1 NPC296482 Berberine Chloride CHEMBL12089 6426334;12456 C20H18NO4.ClH 336.12 -1.583 3.11 2.896 0 0 40.8 4 5 25 0 InChI=1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1 VKJGBAJNNALVAV-UHFFFAOYSA-M COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1.[Cl-] NPC306669 Berberrubine Chloride CHEMBL1223099 72703;85469308 C19H15NO4.ClH 321.1 -0.2725 3 2.5 3 0 48 2 5 24 0 InChI=1S/C19H15NO4.ClH/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21;/h2-3,6-9H,4-5,10H2,1H3;1H GYFSYEVKFOOLFZ-UHFFFAOYSA-N COc1ccc2c(c1=O)cn1c(c2)c2cc3OCOc3cc2CC1.Cl NPC181615 Berbikonol (1S,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(2R,3S)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenoxy]propane-1,3-diol CHEMBL1760588 52918303 C32H40O11 600.26 -3.0565 3.77 1.629 4 4 145.53 24 4 43 1 InChI=1S/C32H40O11/c1-37-23-9-8-19(13-24(23)38-2)29(36)28(17-35)42-32-26(40-4)14-20(15-27(32)41-5)30-22(16-34)21-11-18(7-6-10-33)12-25(39-3)31(21)43-30/h8-9,11-15,22,28-30,33-36H,6-7,10,16-17H2,1-5H3/t22-,28-,29+,30+/m1/s1 ABIOAIYWIAGXDZ-JZQDODDWSA-N OCCCc1cc(OC)c2c(c1)[C@@H](CO)[C@@H](O2)c1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)OC)O)CO NPC203351 Berfussinol methyl (2S)-3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)propanoate CHEMBL1760595 54586911 C12H16O6 256.09 -1.1461 2.12 -0.344 3 2 85.22 11 1 18 0 InChI=1S/C12H16O6/c1-16-9-4-7(5-10(17-2)11(9)14)8(6-13)12(15)18-3/h4-5,8,13-14H,6H2,1-3H3/t8-/m1/s1 YGUTYWCRKWUWOT-MRVPVSSYSA-N COC(=O)[C@@H](c1cc(OC)c(c(c1)OC)O)CO NPC191104 Bergamottin 4-[(2E)-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one CHEMBL1078442 5471349 C21H22O4 338.15 2.7618 3.33 4.713 1 0 48.67 9 3 25 0 InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9+ DBMJZOMNXBSRED-OQLLNIDSSA-N C/C(=C\COc1c2ccoc2cc2c1ccc(=O)o2)/CCC=C(C)C NPC74539 Bergapten 4-methoxyfuro[3,2-g]chromen-7-one CHEMBL24171 2355 C12H8O4 216.04 0.0641 2.34 1.69 1 0 48.67 2 3 16 0 InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3 BGEBZHIAGXMEMV-UHFFFAOYSA-N COc1c2ccc(=O)oc2cc2c1cco2 NPC155882 Bergaptol 4-hydroxyfuro[3,2-g]chromen-7-one CHEMBL242711 5280371 C11H6O4 202.03 -0.3444 2.23 1.171 1 1 59.67 1 3 15 0 InChI=1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H GIJHDGJRTUSBJR-UHFFFAOYSA-N O=c1ccc2c(o1)cc1c(c2O)cco1 NPC116850 Bergenin (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one CHEMBL273019 66065 C14H16O9 328.08 -2.8389 2.01 -2.021 6 5 145.91 8 3 23 0 InChI=1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13-/m1/s1 YWJXCIXBAKGUKZ-HJJNZUOJSA-N OC[C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1)O)OC NPC208173 Berkazaphilone B [(7R,8R,8aR)-8-hydroxy-7-methyl-6-oxo-3-[(E)-prop-1-enyl]-8,8a-dihydro-1H-isochromen-7-yl] 2,4-dihydroxy-6-methylbenzoate CHEMBL2024574 57379197 C21H22O7 386.14 -0.3444 3 1.98 5 3 113.29 10 3 28 0 InChI=1S/C21H22O7/c1-4-5-14-7-12-8-17(24)21(3,19(25)15(12)10-27-14)28-20(26)18-11(2)6-13(22)9-16(18)23/h4-9,15,19,22-23,25H,10H2,1-3H3/b5-4+/t15-,19+,21-/m0/s1 JCQWLKQBYHSHOG-NRKPLWJESA-N C/C=C/C1=CC2=CC(=O)[C@]([C@@H]([C@H]2CO1)O)(C)OC(=O)c1c(C)cc(cc1O)O NPC76041 Berkazaphilone C [(7R,8R,8aR)-7-hydroxy-7-methyl-6-oxo-3-[(E)-prop-1-enyl]-8,8a-dihydro-1H-isochromen-8-yl] 2,4-dihydroxy-6-methylbenzoate CHEMBL2024575 57384025 C21H22O7 386.14 -0.3444 3 2.409 5 3 113.29 10 3 28 0 InChI=1S/C21H22O7/c1-4-5-14-7-12-8-17(24)21(3,26)19(15(12)10-27-14)28-20(25)18-11(2)6-13(22)9-16(18)23/h4-9,15,19,22-23,26H,10H2,1-3H3/b5-4+/t15-,19+,21-/m0/s1 HNVJWWBKFFDQAA-NRKPLWJESA-N C/C=C/C1=CC2=CC(=O)[C@]([C@@H]([C@H]2CO1)OC(=O)c1c(C)cc(cc1O)O)(C)O NPC188010 Berkeleyamide A (3R,5S)-3-[(1S)-1-hydroxy-3-oxo-4-phenylbutyl]-5-(2-methylpropyl)pyrrolidin-2-one CHEMBL466565 44577362 C18H25NO3 303.18 -0.0096 3 4.659 4 2 69.89 11 2 22 0 InChI=1S/C18H25NO3/c1-12(2)8-14-10-16(18(22)19-14)17(21)11-15(20)9-13-6-4-3-5-7-13/h3-7,12,14,16-17,21H,8-11H2,1-2H3,(H,19,22)/t14-,16+,17-/m0/s1 KACACYYTPVUKSL-UAGQMJEPSA-N O[C@H]([C@H]1C[C@@H](N=C1O)CC(C)C)CC(=O)Cc1ccccc1 NPC223169 Berkeleyone A CHEMBL1911627 57391090 C26H38O6 446.27 0.6919 3.66 4.779 6 2 100.9 11 4 32 0 InChI=1S/C26H38O6/c1-14-23(5)13-16-22(4)11-10-17(27)21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-17,27,31H,1,9-13H2,2-8H3/t15-,16+,17-,22-,23-,24+,25+,26+/m1/s1 NNHHTFDBMMPBSL-JFPRQHOTSA-N COC(=O)[C@@]12C(=O)[C@@](C)(O)C(=O)[C@](C1=C)(C)C[C@@H]1[C@]2(C)CC[C@H]2[C@@]1(C)CC[C@H](C2(C)C)O NPC269492 Berkeleyone C CHEMBL1911630 57401571 C26H34O7 458.23 1.9316 3.55 4.37 7 2 117.97 14 3 33 0 InChI=1S/C26H34O7/c1-14(2)16-9-12-24(6)17(22(16,4)11-10-18(27)28)13-23(5)15(3)26(24,21(31)33-8)20(30)25(7,32)19(23)29/h9,17,32H,1,3,10-13H2,2,4-8H3,(H,27,28)/t17-,22+,23+,24-,25-,26-/m0/s1 HBZLILHFZMWEGE-QFRJCEMRSA-N COC(=O)[C@@]12C(=O)[C@@](C)(O)C(=O)[C@](C1=C)(C)C[C@@H]1[C@]2(C)CC=C([C@@]1(C)CCC(=O)O)C(=C)C NPC201404 Besigomsin CHEMBL403578 3001662 C23H28O7 416.18 -0.0398 3.22 2.307 1 1 75.61 11 4 30 0 InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m0/s1 ZWRRJEICIPUPHZ-MYODQAERSA-N COc1cc2C[C@](C)(O)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC17810 Beta Carotene 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene CHEMBL1293 5280489 C40H56 536.44 8.935 5.86 14.734 0 0 0 20 2 40 1 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ OENHQHLEOONYIE-JLTXGRSLSA-N C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C NPC328273 Beta-(3,4-Dihydroxyphenyl)Ethyl-3-O-E-Caffeoyl-O-[Beta-D-Apiofuranosyl-(1->2)]-Beta-D-Glucopyranoside [(2R,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1689259 51042402 C28H34O15 610.19 -4.4596 2.89 -0.276 11 9 245.29 21 4 43 3 InChI=1S/C28H34O15/c29-11-20-22(36)23(42-21(35)6-3-14-1-4-16(31)18(33)9-14)24(43-27-25(37)28(38,12-30)13-40-27)26(41-20)39-8-7-15-2-5-17(32)19(34)10-15/h1-6,9-10,20,22-27,29-34,36-38H,7-8,11-13H2/b6-3+/t20-,22-,23+,24-,25+,26-,27+,28-/m1/s1 YWKLZOGFDAIZCI-FQMHKDNFSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO NPC321638 Beta-(3,4-Dihydroxyphenyl)Ethyl-6-O-E-Caffeoyl-O-[Beta-D-Apiofuranosyl-(1->2)]-Beta-D-Glucopyranoside [(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4-dihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1689258 51042401 C28H34O15 610.19 -4.4596 2.89 -0.276 11 9 245.29 21 4 43 3 InChI=1S/C28H34O15/c29-12-28(38)13-41-27(25(28)37)43-24-23(36)22(35)20(11-40-21(34)6-3-14-1-4-16(30)18(32)9-14)42-26(24)39-8-7-15-2-5-17(31)19(33)10-15/h1-6,9-10,20,22-27,29-33,35-38H,7-8,11-13H2/b6-3+/t20-,22-,23+,24-,25+,26-,27+,28-/m1/s1 NSDMGXRVIBQWAN-FQMHKDNFSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)O[C@H]1[C@H](OCCc2ccc(c(c2)O)O)O[C@@H]([C@H]([C@@H]1O)O)COC(=O)/C=C/c1ccc(c(c1)O)O NPC321184 Beta-(4-Hydroxyphenyl)Ethyl-4-O-E-Caffeoyl-O-[Beta-D-Apiofuranosyl-(1->2)]-Beta-D-Glucopyranoside [(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1689257 51042201 C28H34O14 594.19 -3.9993 3 -0.171 11 8 225.06 20 4 42 3 InChI=1S/C28H34O14/c29-12-20-23(41-21(34)8-4-16-3-7-18(32)19(33)11-16)22(35)24(42-27-25(36)28(37,13-30)14-39-27)26(40-20)38-10-9-15-1-5-17(31)6-2-15/h1-8,11,20,22-27,29-33,35-37H,9-10,12-14H2/b8-4+/t20-,22+,23-,24-,25+,26-,27+,28-/m1/s1 TXTPNFUSMTWSFE-JCJVHILYSA-N OC[C@H]1O[C@@H](OCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO NPC111422 Beta,Beta-Dimethylacrylalkannin [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate CHEMBL513640 442720 C21H22O6 370.14 1.8371 3.11 2.047 4 2 100.9 12 2 27 0 InChI=1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m0/s1 BATBOVZTQBLKIL-KRWDZBQOSA-N CC(=CC[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C=C(C)C)C NPC114517 Beta-Alanine 3-azaniumylpropanoate CHEMBL297569 4755801;239 C3H7NO2 89.05 -0.9433 1.46 -1.026 3 2 63.32 4 0 6 0 InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) UCMIRNVEIXFBKS-UHFFFAOYSA-N NCCC(=O)O NPC66043 Beta-Aminobutyric Acid 3-azaniumylbutanoate CHEMBL1995111 25201443;10932 C4H9NO2 103.06 -0.954 1.57 -0.566 3 2 63.32 5 0 7 0 InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7) OQEBBZSWEGYTPG-UHFFFAOYSA-N CC(CC(=O)O)N NPC290598 Beta-Amyrin (3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol CHEMBL455098 73145 C30H50O 426.39 3.0116 4.65 11.546 1 1 20.23 9 5 31 1 InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1 JFSHUTJDVKUMTJ-QHPUVITPSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C NPC195334 Beta-Amyrin Acetate [(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate CHEMBL489760 92156 C32H52O2 468.4 3.3907 4.76 12.286 2 0 26.3 11 5 34 1 InChI=1S/C32H52O2/c1-21(33)34-26-13-14-30(7)24(28(26,4)5)12-15-32(9)25(30)11-10-22-23-20-27(2,3)16-17-29(23,6)18-19-31(22,32)8/h10,23-26H,11-20H2,1-9H3/t23-,24-,25+,26-,29+,30-,31+,32+/m0/s1 UMRPOGLIBDXFNK-ZYGITSNFSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C NPC142754 Beta-Amyrone (4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-one CHEMBL461060 12306160 C30H48O 424.37 3.5813 4.65 10.939 1 0 17.07 8 5 31 1 InChI=1S/C30H48O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-23H,10-19H2,1-8H3/t21-,22-,23+,27+,28-,29+,30+/m0/s1 LIIFBMGUDSHTOU-CFYIDONUSA-N O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C NPC109813 Beta-Caryophyllene (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene CHEMBL445740 5281515 C15H24 204.19 3.2289 3.11 6.044 0 0 0 3 2 15 1 InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1 NPNUFJAVOOONJE-GFUGXAQUSA-N C/C/1=C\CCC(=C)[C@@H]2[C@@H](CC1)C(C2)(C)C NPC294858 Beta-Caryophyllene Alcohol CHEMBL1374805 61125 C15H26O 222.2 1.0912 3 5.026 1 1 20.23 4 3 16 1 InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3 FUQAYSQLAOJBBC-UHFFFAOYSA-N CC12CCCC(C2)(O)C2C(CC1)C(C2)(C)C NPC6848 Betadex CHEMBL415690 444041 C42H70O35 1134.37 -12.2283 2.23 -13.762 35 21 554.05 28 7 77 2 InChI=1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-/m1/s1 WHGYBXFWUBPSRW-FOUAGVGXSA-N OC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3[C@H](O[C@H](O[C@@H]4[C@H](O[C@H](O[C@@H]5[C@H](O[C@H](O[C@H]1[C@@H]([C@H]2O)O)[C@H](O)[C@H]5O)CO)[C@H](O)[C@H]4O)CO)[C@H](O)[C@H]3O)CO NPC38350 Beta-Elemonic Acid (2S)-6-methyl-2-[(5S,10S,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid CHEMBL566929 24721570 C30H46O3 454.34 3.9193 4.43 7.514 3 1 54.37 13 4 33 1 InChI=1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24H,8,10-18H2,1-7H3,(H,32,33)/t20-,21+,24+,28+,29-,30+/m0/s1 XLPAINGDLCDYQV-DXXDIINSSA-N CC(=CCC[C@@H]([C@H]1CC[C@]2([C@@]1(C)CCC1=C2CC[C@H]2[C@]1(C)CCC(=O)C2(C)C)C)C(=O)O)C NPC264779 Beta-Eudesmol 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol CHEMBL88244 91457 C15H26O 222.2 0.6981 3 4.83 1 1 20.23 5 2 16 0 InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1 BOPIMTNSYWYZOC-VNHYZAJKSA-N C=C1CCC[C@]2([C@H]1C[C@@H](CC2)C(O)(C)C)C NPC108455 Beta-Glucogallin [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trihydroxybenzoate CHEMBL480283 124021 C13H16O10 332.07 -3.5251 1.79 -1.304 7 7 177.14 11 2 23 1 InChI=1S/C13H16O10/c14-3-7-9(18)10(19)11(20)13(22-7)23-12(21)4-1-5(15)8(17)6(16)2-4/h1-2,7,9-11,13-20H,3H2/t7-,9-,10+,11-,13+/m1/s1 GDVRUDXLQBVIKP-HQHREHCSSA-N OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC56713 Beta-Hederin (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL502407 441929 C41H66O11 734.46 -0.3533 4.76 7.353 11 6 175.37 19 7 52 3 InChI=1S/C41H66O11/c1-21-28(43)30(45)31(46)33(50-21)52-32-29(44)24(42)20-49-34(32)51-27-12-13-38(6)25(37(27,4)5)11-14-40(8)26(38)10-9-22-23-19-36(2,3)15-17-41(23,35(47)48)18-16-39(22,40)7/h9,21,23-34,42-46H,10-20H2,1-8H3,(H,47,48)/t21-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32+,33-,34-,38-,39+,40+,41-/m0/s1 IBAJNOZMACNWJD-HVUPOBLPSA-N O[C@H]1CO[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC303798 Beta-Homofuconojirimycin (2R,3R,4R,5R,6S)-2-(hydroxymethyl)-6-methylpiperidine-3,4,5-triol CHEMBL87474 469851 C7H15NO4 177.1 -2.4507 1.68 -0.469 5 5 92.95 6 1 12 0 InChI=1S/C7H15NO4/c1-3-5(10)7(12)6(11)4(2-9)8-3/h3-12H,2H2,1H3/t3-,4+,5+,6+,7+/m0/s1 ZEWFPWKROPWRKE-CQOGJGKDSA-N OC[C@H]1N[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O NPC257003 Beta-Hydroxyisovalerylshikonin [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate CHEMBL397309 479502 C21H24O7 388.15 0.5562 3 1.167 5 3 121.13 14 2 28 0 InChI=1S/C21H24O7/c1-11(2)5-8-16(28-17(25)10-21(3,4)27)12-9-15(24)18-13(22)6-7-14(23)19(18)20(12)26/h5-7,9,16,22-23,27H,8,10H2,1-4H3/t16-/m1/s1 MXANJRGHSFELEJ-MRXNPFEDSA-N O=C(CC(O)(C)C)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C NPC50763 Beta-Hydroxypropiovanillone 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one CHEMBL485875 75142 C10H12O4 196.07 -1.1898 2.12 0.012 2 2 66.76 7 1 14 0 InChI=1S/C10H12O4/c1-14-10-6-7(2-3-9(10)13)8(12)4-5-11/h2-3,6,11,13H,4-5H2,1H3 NXCPMSUBVRGTSE-UHFFFAOYSA-N OCCC(=O)c1ccc(c(c1)OC)O NPC212415 Beta-Lapachone 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione CHEMBL15192 3885 C15H14O3 242.09 0.0558 2.78 3.196 3 0 43.37 2 3 18 0 InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3 QZPQTZZNNJUOLS-UHFFFAOYSA-N O=C1C2=C(OC(CC2)(C)C)c2c(C1=O)cccc2 NPC14353 Beta-Mangostin 1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL261706 5495925 C25H28O6 424.19 2.3127 3.55 3.629 1 2 85.22 14 3 31 0 InChI=1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3 YRKKJHJIWCRNCW-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)OC NPC32674 Betanaphthol naphthalen-2-ol CHEMBL14126 8663 C10H8O 144.06 -0.4603 2.45 3.92 0 1 20.23 1 2 11 0 InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H JWAZRIHNYRIHIV-UHFFFAOYSA-N Oc1ccc2c(c1)cccc2 NPC115281 Beta-Peltatin A (5aR,8aR,9R)-4-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL97543 92122 C22H22O8 414.13 -1.129 3 1.326 2 1 92.68 8 5 30 0 InChI=1S/C22H22O8/c1-25-14-5-10(6-15(26-2)20(14)27-3)17-12-7-16-21(30-9-29-16)19(23)13(12)4-11-8-28-22(24)18(11)17/h5-7,11,17-18,23H,4,8-9H2,1-3H3/t11-,17+,18-/m0/s1 HLBPOYVRLSXWJJ-PDSMFRHLSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2O NPC149505 Beta-Peltatin-A Methylether (5aR,8aR,9R)-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL483004 159962 C23H24O8 428.15 -0.7205 3.11 1.845 2 0 81.68 9 5 31 0 InChI=1S/C23H24O8/c1-25-15-6-11(7-16(26-2)21(15)28-4)18-13-8-17-22(31-10-30-17)20(27-3)14(13)5-12-9-29-23(24)19(12)18/h6-8,12,18-19H,5,9-10H2,1-4H3/t12-,18+,19-/m0/s1 BFKORKXLSJUYSS-RQUSPXKASA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2OC NPC17733 Beta-Peltoboykinolic Acid (4aR,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid CHEMBL559587 12016584 C30H48O3 456.36 2.1298 4.43 9.869 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-15-27(5)16-17-30(24(32)33)19(20(27)18-25)8-9-22-28(6)12-11-23(31)26(3,4)21(28)10-13-29(22,30)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27+,28-,29+,30+/m0/s1 QGOSJBZFTWGWDU-GSXZFILMSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)C)C(=O)O)C)C NPC47840 Beta-Santalol (Z)-2-methyl-5-[(1R,3R,4S)-3-methyl-2-methylidene-3-bicyclo[2.2.1]heptanyl]pent-2-en-1-ol CHEMBL3586094 6857681 C15H24O 220.18 1.529 3 4.07 1 1 20.23 7 2 16 0 InChI=1S/C15H24O/c1-11(10-16)5-4-8-15(3)12(2)13-6-7-14(15)9-13/h5,13-14,16H,2,4,6-10H2,1,3H3/b11-5-/t13-,14+,15+/m1/s1 OJYKYCDSGQGTRJ-GQYWAMEOSA-N OC/C(=C\CC[C@]1(C)[C@H]2CC[C@@H](C1=C)C2)/C NPC177470 Beta-Sesquiphellandrene (3S)-3-[(2R)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene CHEMBL469718 11106487 C15H24 204.19 3.1924 3.11 6.399 0 0 0 7 1 15 1 InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,10,14-15H,3,5,7,9,11H2,1-2,4H3/t14-,15+/m1/s1 PHWISBHSBNDZDX-CABCVRRESA-N C[C@@H]([C@@H]1CCC(=C)C=C1)CCC=C(C)C NPC20610 Beta-Sitostenone (8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL221543 9801811 C29H48O 412.37 1.8421 4.54 11.375 1 0 17.07 12 4 30 1 InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,24-27H,7-9,11-18H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1 KYOFIJXMVNQYFC-XJZKHKOHSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCC(=O)C2)C NPC230301 Beta-Sitosterol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL221542 222284 C29H50O 414.39 1.3 4.54 11.595 1 1 20.23 13 4 30 1 InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 KZJWDPNRJALLNS-VJSFXXLFSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C NPC160661 Betonicine (2R,4S)-4-hydroxy-1,1-dimethylpyrrolidin-1-ium-2-carboxylate CHEMBL1373466 6604261 C7H13NO3 159.09 -3.1011 1.79 -1.648 3 1 60.36 5 1 11 0 InChI=1S/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6+/m0/s1 MUNWAHDYFVYIKH-NTSWFWBYSA-N O[C@H]1C[C@@H]([N+](C1)(C)C)C(=O)[O-] NPC44079 Betuletol 3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL311155 5459196 C17H14O7 330.07 -1.9842 2.56 1.99 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)16-15(21)13(19)12-11(24-16)7-10(18)17(23-2)14(12)20/h3-7,18,20-21H,1-2H3 MSLBFGWANLXSOK-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(O)c(c(c2c(=O)c1O)O)OC NPC178383 Betulin (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL23236 72326 C30H50O2 442.38 2.1406 4.54 9.714 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1 FVWJYYTZTCVBKE-ROUWMTJPSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)O)C(=C)C NPC304194 Betulin Diacetate [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate CHEMBL359080 236415 C34H54O4 526.4 2.8988 4.76 11.194 4 0 52.6 14 5 38 1 InChI=1S/C34H54O4/c1-21(2)24-12-17-34(20-37-22(3)35)19-18-32(8)25(29(24)34)10-11-27-31(7)15-14-28(38-23(4)36)30(5,6)26(31)13-16-33(27,32)9/h24-29H,1,10-20H2,2-9H3/t24-,25+,26-,27+,28-,29+,31-,32+,33+,34+/m0/s1 MIROITGPMGDCGI-MQXQNARFSA-N CC(=O)OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)C)C(=C)C NPC74595 Betulinaldehyde (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carbaldehyde CHEMBL512622 99615 C30H48O2 440.37 2.3969 4.54 9.821 2 1 37.3 9 5 32 1 InChI=1S/C30H48O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1 FELCJAPFJOPHSD-ROUWMTJPSA-N O=C[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)O)C(=C)C NPC264317 Betulinic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL269277 64971 C30H48O3 456.36 2.3495 4.43 9.407 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1 QGJZLNKBHJESQX-FZFNOLFKSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O NPC66894 Betulinic Acid 3Beta-Caffeate (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL1077309 6439576 C39H54O6 618.39 2.1592 5.09 11.368 4 3 104.06 15 6 45 1 InChI=1S/C39H54O6/c1-23(2)25-14-19-39(34(43)44)21-20-37(6)26(33(25)39)10-12-30-36(5)17-16-31(35(3,4)29(36)15-18-38(30,37)7)45-32(42)13-9-24-8-11-27(40)28(41)22-24/h8-9,11,13,22,25-26,29-31,33,40-41H,1,10,12,14-21H2,2-7H3,(H,43,44)/b13-9+/t25-,26+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1 MNUNUJQYFJZRHQ-VZLLCJDWSA-N O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C)/C=C/c1ccc(c(c1)O)O NPC8102 Betulinic Acid 3Beta-Cis-Caffeate (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL1077310 46881898 C39H54O6 618.39 2.1592 5.09 11.368 4 3 104.06 15 6 45 1 InChI=1S/C39H54O6/c1-23(2)25-14-19-39(34(43)44)21-20-37(6)26(33(25)39)10-12-30-36(5)17-16-31(35(3,4)29(36)15-18-38(30,37)7)45-32(42)13-9-24-8-11-27(40)28(41)22-24/h8-9,11,13,22,25-26,29-31,33,40-41H,1,10,12,14-21H2,2-7H3,(H,43,44)/b13-9-/t25-,26+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1 MNUNUJQYFJZRHQ-MDQHOGMVSA-N O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C)/C=C\c1ccc(c(c1)O)O NPC247312 Betulinic Acid Sulfate (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL397684 11756976 C30H48O6S 536.32 2.3007 3.99 8.11 6 2 109.28 12 5 37 1 InChI=1S/C30H48O6S/c1-18(2)19-10-15-30(25(31)32)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(36-37(33,34)35)26(3,4)21(27)11-14-29(22,28)7/h19-24H,1,8-17H2,2-7H3,(H,31,32)(H,33,34,35)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1 YFXBKUYUDSKMET-FZFNOLFKSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)OS(=O)(=O)O)C(=O)O NPC201459 Betulone (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one CHEMBL469284 10411004 C30H48O2 440.37 2.7103 4.54 9.107 2 1 37.3 9 5 32 1 InChI=1S/C30H48O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-23,25,31H,1,8-18H2,2-7H3/t20-,21+,22-,23+,25+,27-,28+,29+,30+/m0/s1 JYDNKGUBLIKNAM-CNRMHUMKSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CCC(=O)C3(C)C)C(=C)C NPC192744 Betunolic Acid (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid CHEMBL431525 122844 C30H46O3 454.34 2.9192 4.43 8.8 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-22,24H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,24+,27-,28+,29+,30-/m0/s1 SLJTWDNVZKIDAU-SVAFSPIFSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C(=O)O NPC271945 Bicolosin A (6aR,11aR)-1-methoxy-8-methyl-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1835715 56668791 C27H32O5 436.22 2.7713 3.88 4.403 0 2 68.15 13 4 32 0 InChI=1S/C27H32O5/c1-14(2)7-9-17-21(28)12-22-23(26(17)30-6)27-20(13-31-22)19-11-16(5)24(29)18(25(19)32-27)10-8-15(3)4/h7-8,11-12,20,27-29H,9-10,13H2,1-6H3/t20-,27+/m0/s1 KDEQNCVCQDEWGJ-CCLHPLFOSA-N COc1c(CC=C(C)C)c(O)cc2c1[C@@H]1Oc3c([C@@H]1CO2)cc(c(c3CC=C(C)C)O)C NPC181497 Bicolosin B (6aR,11aR)-2-[(2E)-3,7-dimethylocta-2,6-dienyl]-8-methyl-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1835716 56665359 C31H38O4 474.28 4.0553 4.43 6.669 0 2 58.92 15 4 35 1 InChI=1S/C31H38O4/c1-18(2)8-7-9-20(5)11-12-22-15-25-28(16-27(22)32)34-17-26-24-14-21(6)29(33)23(13-10-19(3)4)30(24)35-31(25)26/h8,10-11,14-16,26,31-33H,7,9,12-13,17H2,1-6H3/b20-11+/t26-,31-/m0/s1 HIFJVFRJNUZYGI-NVKVKWIFSA-N C/C(=C\Cc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1cc(c(c2CC=C(C)C)O)C)/CCC=C(C)C NPC207892 Bicolosin C (6aR,11aR)-4-[(2E)-3,7-dimethylocta-2,6-dienyl]-1-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1835717 56682289 C26H30O5 422.21 1.4841 3.77 4.643 0 2 68.15 12 4 31 0 InChI=1S/C26H30O5/c1-15(2)6-5-7-16(3)8-10-19-21(28)13-23(29-4)24-25(19)30-14-20-18-11-9-17(27)12-22(18)31-26(20)24/h6,8-9,11-13,20,26-28H,5,7,10,14H2,1-4H3/b16-8+/t20-,26+/m0/s1 KQOZBCGTGONGDN-UJVMDJEKSA-N COc1cc(O)c(c2c1[C@@H]1Oc3c([C@@H]1CO2)ccc(c3)O)C/C=C(/CCC=C(C)C)\C NPC226652 Bicuculline (6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one CHEMBL417990 10237 C20H17NO6 367.11 -0.4146 2.89 2.504 3 0 66.46 2 6 27 0 InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1 IYGYMKDQCDOMRE-ZWKOTPCHSA-N CN1CCc2c([C@H]1[C@@H]1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1 NPC86538 Bicyclogermacrene (1R,4E,8E,10S)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene CHEMBL509566 13894537 C15H24 204.19 3.2134 3.11 5.999 0 0 0 4 2 15 1 InChI=1S/C15H24/c1-11-6-5-7-12(2)10-14-13(9-8-11)15(14,3)4/h6,10,13-14H,5,7-9H2,1-4H3/b11-6+,12-10+/t13-,14+/m1/s1 VPDZRSSKICPUEY-JEPMYXAXSA-N C/C/1=C\CC/C(=C/[C@H]2[C@@H](CC1)C2(C)C)/C NPC70595 Bigelovin [(3aS,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL486997 3080597 C17H20O5 304.13 0.5603 2.78 1.291 5 0 69.67 5 3 22 0 InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12+,14-,15+,17+/m1/s1 DCNRYQODUSSOKC-MMLVVLEOSA-N CC(=O)O[C@H]1[C@H]2[C@@H](OC(=O)C2=C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C NPC71061 Bilobetin 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL378188 5315459 C31H20O10 552.11 -3.3605 3.77 2.821 2 5 162.98 10 6 41 0 InChI=1S/C31H20O10/c1-39-24-7-4-15(26-12-22(37)29-19(34)9-17(33)10-27(29)40-26)8-18(24)28-20(35)11-21(36)30-23(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3 IWEIJEPIYMAGTH-UHFFFAOYSA-N COc1ccc(cc1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)c1cc(=O)c2c(o1)cc(cc2O)O NPC294409 Biochanin 5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL131921 5280373 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3 WUADCCWRTIWANL-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O NPC223354 Biochanin A, Dimethyl Ether 5,7-dimethoxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL13097 136420 C18H16O5 312.1 -0.8221 2.89 3.069 1 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-12-6-4-11(5-7-12)14-10-23-16-9-13(21-2)8-15(22-3)17(16)18(14)19/h4-10H,1-3H3 PVVORTURQPBPEQ-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)c(OC)cc(c2)OC NPC199072 Biotin 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid CHEMBL857 171548 C10H16N2O3S 244.09 -0.8046 1.9 1.209 5 3 107.22 7 2 16 0 InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 YBJHBAHKTGYVGT-ZKWXMUAHSA-N OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=N2)O NPC113670 Biphenyl 1,1'-biphenyl CHEMBL14092 7095 C12H10 154.08 0 2.78 7.292 0 0 0 1 2 12 1 InChI=1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H ZUOUZKKEUPVFJK-UHFFFAOYSA-N c1ccc(cc1)c1ccccc1 NPC176858 Biphenyl-4-Amine 4-phenylaniline CHEMBL44201 7102 C12H11N 169.09 -0.7499 2.67 5.207 1 1 26.02 2 2 13 1 InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2 DMVOXQPQNTYEKQ-UHFFFAOYSA-N Nc1ccc(cc1)c1ccccc1 NPC308301 Bis(2-Ethylhexyl) Hexanedioate bis(2-ethylhexyl) hexanedioate CHEMBL1414950 7641 C22H42O4 370.31 -2.2892 3.44 7.356 4 0 52.6 23 0 26 2 InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3 SAOKZLXYCUGLFA-UHFFFAOYSA-N CCCCC(COC(=O)CCCCC(=O)OCC(CCCC)CC)CC NPC305912 Bis(2-Ethylhexyl) Phthalate bis(2-ethylhexyl) benzene-1,2-dicarboxylate CHEMBL1242017 8343 C24H38O4 390.28 -1.7828 3.66 9.042 4 0 52.6 20 1 28 2 InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3 BJQHLKABXJIVAM-UHFFFAOYSA-N CCCCC(COC(=O)c1ccccc1C(=O)OCC(CCCC)CC)CC NPC174099 Bis(2-Methoxyethyl) Benzene-1,2-Dicarboxylate bis(2-methoxyethyl) benzene-1,2-dicarboxylate CHEMBL1302251 8344 C14H18O6 282.11 -0.2394 2.34 1.954 6 0 71.06 12 1 20 0 InChI=1S/C14H18O6/c1-17-7-9-19-13(15)11-5-3-4-6-12(11)14(16)20-10-8-18-2/h3-6H,7-10H2,1-2H3 HSUIVCLOAAJSRE-UHFFFAOYSA-N COCCOC(=O)c1ccccc1C(=O)OCCOC NPC214067 Bis(2-Methylpropyl) Benzene-1,2-Dicarboxylate bis(2-methylpropyl) benzene-1,2-dicarboxylate CHEMBL1370662 6782 C16H22O4 278.15 0.9868 2.78 4.49 4 0 52.6 12 1 20 0 InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3 MGWAVDBGNNKXQV-UHFFFAOYSA-N CC(COC(=O)c1ccccc1C(=O)OCC(C)C)C NPC275104 Bis(4-Hydroxybenzyl)Sulfide 4-[(4-hydroxyphenyl)methylsulfanylmethyl]phenol CHEMBL224380 23651847 C14H14O2S 246.07 -0.3068 2.67 3.805 0 2 65.76 6 2 17 0 InChI=1S/C14H14O2S/c15-13-5-1-11(2-6-13)9-17-10-12-3-7-14(16)8-4-12/h1-8,15-16H,9-10H2 OEISQDWSEZCYNH-UHFFFAOYSA-N Oc1ccc(cc1)CSCc1ccc(cc1)O NPC128683 Bis(Gorgiacerol)Amine CHEMBL538175 15720534 C42H47NO12 757.31 2.4926 4.65 4.64 11 3 183.97 18 6 55 1 InChI=1S/C42H47NO12/c1-17(2)21-11-27-23(39(46)50-9)13-29(52-27)33(19(5)6)31-15-25(41(48)54-31)35(37(21)44)43-36-26-16-32(55-42(26)49)34(20(7)8)30-14-24(40(47)51-10)28(53-30)12-22(18(3)4)38(36)45/h13-16,21-22,31-38,43-45H,1,3,5,7,11-12H2,2,4,6,8-10H3/t21-,22-,31-,32-,33+,34+,35+,36+,37-,38-/m1/s1 JNHYDXTWWOIVKJ-XSDNBSJSSA-N COC(=O)c1cc2oc1C[C@H](C(=C)C)[C@@H](O)[C@H](C1=C[C@H]([C@H]2C(=C)C)OC1=O)N[C@@H]1[C@H](O)[C@H](Cc2oc([C@@H]([C@H]3C=C1C(=O)O3)C(=C)C)cc2C(=O)OC)C(=C)C NPC306195 Bisabolol (2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol CHEMBL1561544 6097621 C15H26O 222.2 2.7502 3 4.085 1 1 20.23 9 1 16 0 InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14?,15-/m0/s1 RGZSQWQPBWRIAQ-LOACHALJSA-N CC(=CCC[C@@](C1CCC(=CC1)C)(O)C)C NPC9856 Biscryptolepine 5-methyl-11-(5-methylindolo[3,2-b]quinolin-11-yl)indolo[3,2-b]quinoline CHEMBL518720 10457065 C32H22N4 462.18 -0.6786 4.54 8.36 4 0 31.2 3 8 36 1 InChI=1S/C32H22N4/c1-35-25-17-9-5-13-21(25)27(29-31(35)19-11-3-7-15-23(19)33-29)28-22-14-6-10-18-26(22)36(2)32-20-12-4-8-16-24(20)34-30(28)32/h3-18H,1-2H3 GPXBTNAIIIXHOX-UHFFFAOYSA-N Cn1c2ccccc2c(c2c1c1ccccc1n2)c1c2ccccc2n(c2c1nc1c2cccc1)C NPC68269 Bisdemethoxycurcumin (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL105350 5315472 C19H16O4 308.1 -0.6912 3.11 4.157 2 2 74.6 8 2 23 0 InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+ PREBVFJICNPEKM-YDWXAUTNSA-N O=C(CC(=O)/C=C/c1ccc(cc1)O)/C=C/c1ccc(cc1)O NPC117027 Bisindigotin CHEMBL474468 NA C32H18N4O2 490.14 -1.9288 4.32 7.389 6 2 86.68 2 8 38 1 InChI=1S/C32H18N4O2/c37-31-19-11-3-7-15-23(19)35-29(31)27-25(17-9-1-5-13-21(17)33-27)26-18-10-2-6-14-22(18)34-28(26)30-32(38)20-12-4-8-16-24(20)36-30/h1-16,33,36H/b30-28- LZGZSWNCEMPXSX-HYOGKJQXSA-N O=C1c2ccccc2N/C/1=C/1\N=c2c(=C1c1c([nH]c3c1cccc3)C1=Nc3c(C1=O)cccc3)cccc2 NPC33949 Bisnicalaterine A CHEMBL1077123 46881335 C42H50N4O5 690.38 0.9089 5.09 5.034 9 2 100.03 12 8 51 1 InChI=1S/C42H50N4O5/c1-7-23-21-44(3)33-18-29-25-13-9-11-15-31(25)43-39(29)35(17-27(23)37(33)41(48)50-5)46-32-16-12-10-14-26(32)30-19-34-38(42(49)51-6)28(20-36(47)40(30)46)24(8-2)22-45(34)4/h7-16,27-28,33-38,43,47H,17-22H2,1-6H3/b23-7-,24-8-/t27-,28-,33+,34+,35-,36-,37+,38+/m1/s1 TYYBJRHYBIULFL-STVOPARKSA-N C/C=C\1/CN(C)[C@@H]2[C@H]([C@@H]1C[C@@H](O)c1c(C2)c2c(n1[C@@H]1C[C@@H]3/C(=C\C)/CN([C@H]([C@H]3C(=O)OC)Cc3c1[nH]c1c3cccc1)C)cccc2)C(=O)OC NPC253580 Bisnicalaterine B CHEMBL1778841 46846152 C39H48N4O2 605.39 -2.0911 5.09 5.229 4 3 64.42 9 9 45 1 InChI=1S/C39H48N4O2/c1-4-24-23-43(3)19-14-28-34-29(40-36(28)32(43)21-25(24)15-20-44)11-12-33(45)35(34)31-22-39(5-2)16-8-17-41-18-13-27-26-9-6-7-10-30(26)42(31)37(27)38(39)41/h4,6-7,9-12,25,31-32,38,40,44H,5,8,13-23H2,1-3H3/p+1/b24-4-/t25-,31-,32+,38-,39+,43+/m0/s1 VOTSDECPXOPQEF-RDIXYSTHSA-O OCC[C@H]1C[C@@H]2c3[nH]c4c(c3CC[N@@+]2(C/C/1=C/C)C)c(c(cc4)O)[C@@H]1C[C@@]2(CC)CCCN3[C@H]2c2n1c1ccccc1c2CC3 NPC246056 Bisnorstriatol 5-[14-(3,5-dihydroxyphenyl)tetradecyl]benzene-1,3-diol CHEMBL426392 10431955 C26H38O4 414.28 -5.1724 3.88 8.874 0 4 80.92 19 2 30 2 InChI=1S/C26H38O4/c27-23-15-21(16-24(28)19-23)13-11-9-7-5-3-1-2-4-6-8-10-12-14-22-17-25(29)20-26(30)18-22/h15-20,27-30H,1-14H2 QUXULJDSRDXUCR-UHFFFAOYSA-N Oc1cc(CCCCCCCCCCCCCCc2cc(O)cc(c2)O)cc(c1)O NPC92730 Bisphenol A 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol CHEMBL418971 6623 C15H16O2 228.12 -0.0064 2.89 4.939 0 2 40.46 6 2 17 0 InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3 IISBACLAFKSPIT-UHFFFAOYSA-N CC(c1ccc(cc1)O)(c1ccc(cc1)O)C NPC174977 Blepharocalyxin C (2S,3S,4S,6S)-3-[(E,3S,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-ol CHEMBL448211 11801874 C38H42O7 610.29 -3.7455 4.87 8.017 3 6 130.61 18 5 45 3 InChI=1S/C38H42O7/c39-30-13-2-25(3-14-30)1-10-29(23-34(43)19-8-26-4-15-31(40)16-5-26)37-36(44)24-35(22-9-27-6-17-32(41)18-7-27)45-38(37)28-11-20-33(42)21-12-28/h1-7,10-18,20-21,29,34-44H,8-9,19,22-24H2/b10-1+/t29-,34+,35+,36+,37+,38-/m1/s1 OCGXHNIZNJTINO-XKXZSYDMSA-N Oc1ccc(cc1)[C@H]1O[C@@H](CCc2ccc(cc2)O)C[C@@H]([C@@H]1[C@@H](C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccc(cc1)O)O NPC255026 Blepharocalyxin D 4-[2-[(2S,4S,4aS,5S,7S,8aR)-5-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-7-[2-(4-hydroxyphenyl)ethyl]-2,3,4,4a,5,7,8,8a-octahydropyrano[3,2-c]pyran-2-yl]ethyl]phenol CHEMBL446847 9985898 C38H40O6 592.28 -2.979 4.98 9.035 2 4 99.38 13 6 44 1 InChI=1S/C38H40O6/c39-30-13-2-25(3-14-30)1-10-29-23-34(21-8-26-4-15-31(40)16-5-26)43-36-24-35(22-9-27-6-17-32(41)18-7-27)44-38(37(29)36)28-11-19-33(42)20-12-28/h1-7,10-20,29,34-42H,8-9,21-24H2/b10-1+/t29-,34+,35+,36-,37+,38-/m1/s1 NEVDYTIAHUSATO-LEGNDWSYSA-N Oc1ccc(cc1)[C@H]1O[C@@H](CCc2ccc(cc2)O)C[C@@H]2[C@@H]1[C@H](/C=C/c1ccc(cc1)O)C[C@@H](O2)CCc1ccc(cc1)O NPC208258 Blepharocalyxin E (E)-1-[2,4-dihydroxy-3-[(2S,3R,4R,6S)-3-[(E,1S,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL502939 9988230 C54H54O11 878.37 -3.8857 6.19 10.143 3 8 197.37 26 7 65 3 InChI=1S/C54H54O11/c1-64-49-32-48(62)51(53(63)52(49)47(61)30-13-35-10-23-41(58)24-11-35)46-31-44(29-12-34-8-21-40(57)22-9-34)65-54(37-16-27-43(60)28-17-37)50(46)45(36-14-25-42(59)26-15-36)4-2-3-38(55)18-5-33-6-19-39(56)20-7-33/h2,4,6-11,13-17,19-28,30,32,38,44-46,50,54-60,62-63H,3,5,12,18,29,31H2,1H3/b4-2+,30-13+/t38-,44+,45-,46-,50+,54-/m1/s1 HIWNJCMWCICIHA-SOPVFMOZSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@@H]([C@H]1[C@@H](c1ccc(cc1)O)/C=C/C[C@H](CCc1ccc(cc1)O)O)c1ccc(cc1)O NPC201562 Blumenol A (4S)-4-hydroxy-4-[(E,3R)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one CHEMBL463088 5280462 C13H20O3 224.14 0.7559 2.56 0.644 3 2 57.53 8 1 16 0 InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+/t10-,13-/m1/s1 KPQMCAKZRXOZLB-KOIHBYQTSA-N C[C@H](/C=C/[C@@]1(O)C(=CC(=O)CC1(C)C)C)O NPC115203 Boehmenan 3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL3589242 5274624 C40H40O12 712.25 -1.7611 4.54 5.613 4 3 159.44 24 5 52 2 InChI=1S/C40H40O12/c1-46-33-19-24(7-12-30(33)41)9-15-37(44)50-17-5-6-26-18-28-29(23-51-38(45)16-10-25-8-13-31(42)34(20-25)47-2)39(52-40(28)36(21-26)49-4)27-11-14-32(43)35(22-27)48-3/h7-16,18-22,29,39,41-43H,5-6,17,23H2,1-4H3/b15-9+,16-10+/t29-,39+/m1/s1 OVFZHMPISOASDF-CIQYAKOOSA-N COc1cc(CCCOC(=O)/C=C/c2ccc(c(c2)OC)O)cc2c1O[C@H]([C@@H]2COC(=O)/C=C/c1ccc(c(c1)OC)O)c1ccc(c(c1)OC)O NPC306843 Boldine (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol CHEMBL388342 10154 C19H21NO4 327.15 -0.6295 3 1.199 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1 LZJRNLRASBVRRX-ZDUSSCGKSA-N COc1cc2c(cc1O)C[C@H]1c3c2c(OC)c(O)cc3CCN1C NPC262039 Bonanniol A (2R,3R)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL220418 21721861 C25H28O6 424.19 0.643 3.55 3.854 2 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20-21(22(18)28)23(29)24(30)25(31-20)16-8-10-17(26)11-9-16/h5,7-11,13,24-28,30H,4,6,12H2,1-3H3/b15-7+/t24-,25+/m0/s1 WCWOWFQELCQQCI-AUSBBASTSA-N C/C(=C\Cc1c(O)cc2c(c1O)C(=O)[C@@H]([C@H](O2)c1ccc(cc1)O)O)/CCC=C(C)C NPC228504 Bonannione A (2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL374130 5716903 C25H28O5 408.19 1.2952 3.66 4.189 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+/t22-/m0/s1 XYIQIBWIEGCVQY-RWHUQTJRSA-N C/C(=C\Cc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccc(cc1)O)/CCC=C(C)C NPC188947 Bonducellin (3E)-7-hydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one CHEMBL450675 14079439 C17H14O4 282.09 -0.6462 2.89 3.016 1 1 55.76 4 3 21 0 InChI=1S/C17H14O4/c1-20-14-5-2-11(3-6-14)8-12-10-21-16-9-13(18)4-7-15(16)17(12)19/h2-9,18H,10H2,1H3/b12-8+ DLQSYZMPSWHYMW-XYOKQWHBSA-N COc1ccc(cc1)/C=C/1\COc2c(C1=O)ccc(c2)O NPC121995 Bonducellpin E methyl (4aR,5S,6R,6aR,7S,11aS,11bR)-6-acetyloxy-4a,5-dihydroxy-4,4,11b-trimethyl-1-oxo-2,3,5,6,6a,7,11,11a-octahydronaphtho[2,1-f][1]benzofuran-7-carboxylate CHEMBL252118 23642922 C23H30O8 434.19 -0.9333 3.11 0.965 7 2 123.27 11 4 31 0 InChI=1S/C23H30O8/c1-11(24)31-18-17-13(10-14-12(7-9-30-14)16(17)20(27)29-5)22(4)15(25)6-8-21(2,3)23(22,28)19(18)26/h7,9,13,16-19,26,28H,6,8,10H2,1-5H3/t13-,16+,17+,18+,19-,22-,23+/m0/s1 ZYLJCUKCYXHXHV-SVBHYKRNSA-N COC(=O)[C@@H]1c2ccoc2C[C@H]2[C@H]1[C@@H](OC(=O)C)[C@H](O)[C@@]1([C@]2(C)C(=O)CCC1(C)C)O NPC18986 Bonducellpin F [(4aR,5S,6R,6aR,11aS,11bR)-4a,5-dihydroxy-4,4,11b-trimethyl-7-methylidene-1-oxo-3,5,6,6a,11,11a-hexahydro-2H-naphtho[2,1-f][1]benzofuran-6-yl] acetate CHEMBL252322 23642923 C22H28O6 388.19 -0.0161 3.22 1.545 5 2 96.97 8 4 28 0 InChI=1S/C22H28O6/c1-11-13-7-9-27-15(13)10-14-17(11)18(28-12(2)23)19(25)22(26)20(3,4)8-6-16(24)21(14,22)5/h7,9,14,17-19,25-26H,1,6,8,10H2,2-5H3/t14-,17-,18+,19-,21-,22+/m0/s1 XKTJWVAVUXZAPA-ISSLHIBUSA-N CC(=O)O[C@@H]1[C@H]2C(=C)c3ccoc3C[C@@H]2[C@@]2([C@]([C@H]1O)(O)C(C)(C)CCC2=O)C NPC194499 Bonducellpin G [(1S,4aR,5S,6R,6aR,11aS,11bS)-5-acetyloxy-4a,6-dihydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate CHEMBL400084 23643018 C24H32O7 432.21 -0.2067 3.33 2.463 6 2 106.2 11 4 31 0 InChI=1S/C24H32O7/c1-12-15-8-10-29-17(15)11-16-19(12)20(27)21(31-14(3)26)24(28)22(4,5)9-7-18(23(16,24)6)30-13(2)25/h8,10,16,18-21,27-28H,1,7,9,11H2,2-6H3/t16-,18-,19-,20+,21-,23-,24+/m0/s1 IHXOABPCUNFFPZ-FRZBIBBKSA-N CC(=O)O[C@H]1CCC([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=C)[C@@H]1[C@H]([C@@H]2OC(=O)C)O)O)(C)C NPC86372 Boswellic Acid (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid CHEMBL267225 168928 C30H48O3 456.36 1.4838 4.43 10.438 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18-10-13-26(3)16-17-28(5)20(24(26)19(18)2)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21-,22-,23-,24+,26-,27-,28-,29-,30-/m1/s1 NBGQZFQREPIKMG-PONOSELZSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@H]([C@]1(C)C(=O)O)O)C NPC258231 Boydone B (4R,5S)-2-[(2S)-butan-2-yl]-5-ethyl-4-hydroxy-3-methoxy-5-methylcyclopent-2-en-1-one CHEMBL2417570 73346125 C13H22O3 226.16 -0.5251 2.56 2.161 3 1 46.53 10 1 16 0 InChI=1S/C13H22O3/c1-6-8(3)9-10(16-5)12(15)13(4,7-2)11(9)14/h8,12,15H,6-7H2,1-5H3/t8-,12-,13+/m0/s1 UOZDDNRMIPAGFH-AQUOVQTQSA-N CC[C@@H](C1=C(OC)[C@@H]([C@](C1=O)(C)CC)O)C NPC81679 Brandisianin B (8R)-5-hydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-4-one CHEMBL251258 24763481 C22H20O7 396.12 -0.6791 3.11 1.549 1 2 94.45 9 4 29 0 InChI=1S/C22H20O7/c1-10(2)16-6-12-18(29-16)8-15(24)20-21(25)13(9-28-22(12)20)11-5-19(27-4)14(23)7-17(11)26-3/h5,7-9,16,23-24H,1,6H2,2-4H3/t16-/m1/s1 VIMHZMOJYABXJB-MRXNPFEDSA-N COc1cc(O)c(cc1c1coc2c(c1=O)c(O)cc1c2C[C@@H](O1)C(=C)C)OC NPC130589 Brandisianin C 5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL403122 24763482 C22H22O7 398.14 -0.2738 3.11 2.094 1 3 105.45 12 3 29 0 InChI=1S/C22H22O7/c1-11(2)5-6-12-15(23)8-17(25)20-21(26)14(10-29-22(12)20)13-7-19(28-4)16(24)9-18(13)27-3/h5,7-10,23-25H,6H2,1-4H3 NIJHLDLKJBWHOF-UHFFFAOYSA-N COc1cc(O)c(cc1c1coc2c(c1=O)c(O)cc(c2CC=C(C)C)O)OC NPC78103 Brandisianin E 5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-8-[(E)-4-hydroxy-3-methylbut-2-enyl]chromen-4-one CHEMBL250889 24763560 C22H22O8 414.13 -1.3645 3 0.213 2 4 125.68 13 3 30 0 InChI=1S/C22H22O8/c1-11(9-23)4-5-12-15(24)7-17(26)20-21(27)14(10-30-22(12)20)13-6-19(29-3)16(25)8-18(13)28-2/h4,6-8,10,23-26H,5,9H2,1-3H3/b11-4+ NQIJCWMTBNAWNQ-NYYWCZLTSA-N OC/C(=C/Cc1c(O)cc(c2c1occ(c2=O)c1cc(OC)c(cc1OC)O)O)/C NPC167517 Braylin 6-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one CHEMBL529210 618370 C15H14O4 258.09 1.126 2.67 2.488 1 0 44.76 4 3 19 0 InChI=1S/C15H14O4/c1-15(2)7-6-10-13-9(4-5-12(16)18-13)8-11(17-3)14(10)19-15/h4-8H,1-3H3 UOFNVZWWIXXTMZ-UHFFFAOYSA-N COc1cc2ccc(=O)oc2c2c1OC(C)(C)C=C2 NPC94994 Brazilane (6aR,11bR)-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-3,9,10-triol CHEMBL2207723 15299271 C16H14O4 270.09 -1.5098 2.78 1.947 0 3 69.92 3 4 20 0 InChI=1S/C16H14O4/c17-10-1-2-11-15(5-10)20-7-9-3-8-4-13(18)14(19)6-12(8)16(9)11/h1-2,4-6,9,16-19H,3,7H2/t9-,16-/m0/s1 ZWERDMHQFRTYIN-FVMDXXJSSA-N Oc1ccc2c(c1)OC[C@H]1[C@@H]2c2cc(O)c(cc2C1)O NPC476420 Brazilein CHEMBL598750 C16H12O5 284.07 -1.1438 2.67 0.153 3 3 86.99 3 4 21 0 InChI=1S/C16H12O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,17,19-20H,6-7H2 MLWIYODOURBGPI-UHFFFAOYSA-N Oc1ccc2c(c1)OCC1(C2=C2C=C(O)C(=O)C=C2C1)O NPC155392 Brazilin (6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol CHEMBL598951 73384 C16H14O5 286.08 -1.9489 2.67 1.037 1 4 90.15 4 4 21 0 InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1 UWHUTZOCTZJUKC-JKSUJKDBSA-N Oc1ccc2c(c1)OC[C@]1([C@@H]2c2cc(O)c(cc2C1)O)O NPC327204 Brevipolide A [1-[(1S,2S)-2-[(S)-acetyloxy-[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]cyclopropyl]-1-oxopropan-2-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1085179 44178664 C23H24O8 428.15 -0.6047 3.11 2.821 7 1 116.2 13 3 31 0 InChI=1S/C23H24O8/c1-13(29-21(27)11-8-15-6-9-16(25)10-7-15)22(28)17-12-18(17)23(30-14(2)24)19-4-3-5-20(26)31-19/h3,5-11,13,17-19,23,25H,4,12H2,1-2H3/b11-8+/t13?,17-,18-,19+,23-/m0/s1 HEYOPWSFHOXZQH-ZEEHAMELSA-N O=C(OC(C(=O)[C@H]1C[C@@H]1[C@@H]([C@H]1CC=CC(=O)O1)OC(=O)C)C)/C=C/c1ccc(cc1)O NPC323379 Brevipolide B [1-[(1S,2S)-2-[(S)-acetyloxy-[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]cyclopropyl]-1-oxopropan-2-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1088630 44178755 C23H24O8 428.15 -0.6047 3.11 2.821 7 1 116.2 13 3 31 0 InChI=1S/C23H24O8/c1-13(29-21(27)11-8-15-6-9-16(25)10-7-15)22(28)17-12-18(17)23(30-14(2)24)19-4-3-5-20(26)31-19/h3,5-11,13,17-19,23,25H,4,12H2,1-2H3/b11-8-/t13?,17-,18-,19+,23-/m0/s1 HEYOPWSFHOXZQH-SOBDBXMASA-N O=C(OC(C(=O)[C@H]1C[C@@H]1[C@@H]([C@H]1CC=CC(=O)O1)OC(=O)C)C)/C=C\c1ccc(cc1)O NPC263212 Brevitaxin CHEMBL485660 10074772 C30H30O7 502.2 0.3885 3.99 3.477 3 2 102.29 11 5 37 0 InChI=1S/C30H30O7/c1-15(2)18-12-19-20(10-16-7-9-26(34)30(3,4)21(16)13-23(19)33)29-28(18)37-27(25(14-31)36-29)17-6-8-22(32)24(11-17)35-5/h6-13,15,25,27,31-32H,14H2,1-5H3/t25-,27-/m0/s1 STCQKVIMCUPRKK-BDYUSTAISA-N OC[C@@H]1Oc2c(O[C@H]1c1ccc(c(c1)OC)O)c(cc1c2cc2C=CC(=O)C(c2cc1=O)(C)C)C(C)C NPC328737 Breynceanothanolic Acid CHEMBL1782589 53355687 C29H40O5 468.29 1.7881 4.1 4.907 5 1 76.13 8 7 34 0 InChI=1S/C29H40O5/c1-16(2)18-7-9-25(21(30)31)12-13-26-19(20(18)25)8-10-28(33-22(26)32)24(26,6)11-14-27-23(4,5)15-17(3)29(27,28)34-27/h17-20H,1,7-15H2,2-6H3,(H,30,31)/t17-,18-,19+,20+,24-,25-,26+,27+,28+,29-/m0/s1 SNCMVKNGLNUISS-GCWSBASFSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@]34[C@@]([C@@]1(CC2)C(=O)O3)(C)CC[C@@]12[C@@]4(O1)[C@@H](C)CC2(C)C)C(=O)O NPC54016 Bromo Acetone 1-bromopropan-2-one CHEMBL1085947 11715 C3H5BrO 135.95 0.4331 1.57 0.76 1 0 17.07 3 0 5 0 InChI=1S/C3H5BrO/c1-3(5)2-4/h2H2,1H3 VQFAIAKCILWQPZ-UHFFFAOYSA-N CC(=O)CBr NPC189130 Broussoaurone A (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-5-(3-methylbut-2-enyl)-1-benzofuran-3-one CHEMBL463019 15298907 C20H18O5 338.12 0.0996 3.11 3.799 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5/c1-11(2)3-5-13-9-14-18(10-16(13)22)25-19(20(14)24)8-12-4-6-15(21)17(23)7-12/h3-4,6-10,21-23H,5H2,1-2H3/b19-8- NYCBUBKYUALZIH-UWVJOHFNSA-N CC(=CCc1cc2c(cc1O)O/C(=C\c1ccc(c(c1)O)O)/C2=O)C NPC194764 Broussochalcone A (E)-1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3-(3,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL115452 6438825 C20H20O5 340.13 0.1335 3.11 3.489 1 4 97.99 11 2 25 0 InChI=1S/C20H20O5/c1-12(2)3-6-14-10-15(19(24)11-18(14)23)16(21)7-4-13-5-8-17(22)20(25)9-13/h3-5,7-11,22-25H,6H2,1-2H3/b7-4+ FEALTYYKRMRXTG-QPJJXVBHSA-N CC(=CCc1cc(C(=O)/C=C/c2ccc(c(c2)O)O)c(cc1O)O)C NPC30501 Broussochalcone B (E)-1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL464428 6450879 C20H20O4 324.14 0.5938 3.22 4.234 1 3 77.76 10 2 24 0 InChI=1S/C20H20O4/c1-13(2)3-7-15-11-17(20(24)12-19(15)23)18(22)10-6-14-4-8-16(21)9-5-14/h3-6,8-12,21,23-24H,7H2,1-2H3/b10-6+ BLZGPHNVMRXDCB-UXBLZVDNSA-N CC(=CCc1cc(C(=O)/C=C/c2ccc(cc2)O)c(cc1O)O)C NPC474397 Broussoflavan A 6-[(2S)-7-hydroxy-3,4-dihydro-2H-chromen-2-yl]-2,2-dimethyl-7-(3-methylbut-2-enyl)-3,4-dihydrochromene-3,4,8-triol CHEMBL466162 44257178 C25H30O6 426.2 -0.0547 3.55 3.4 2 4 99.38 11 4 31 0 InChI=1S/C25H30O6/c1-13(2)5-9-16-17(19-10-7-14-6-8-15(26)11-20(14)30-19)12-18-22(28)24(29)25(3,4)31-23(18)21(16)27/h5-6,8,11-12,19,22,24,26-29H,7,9-10H2,1-4H3/t19-,22?,24?/m0/s1 YJRPYTOREHMPPM-HRRASNIPSA-N CC(=CCc1c(cc2c(c1O)OC(C(C2O)O)(C)C)[C@@H]1CCc2c(O1)cc(cc2)O)C NPC475799 Broussoflavonol E 2-[4,5-dihydroxy-2,3-bis(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL516319 10368916 C30H34O7 506.23 2.831 3.99 6.002 2 5 127.45 18 3 37 1 InChI=1S/C30H34O7/c1-15(2)7-10-18-19(11-8-16(3)4)26(34)24(33)13-21(18)30-28(36)27(35)25-23(32)14-22(31)20(29(25)37-30)12-9-17(5)6/h7-9,13-14,31-34,36H,10-12H2,1-6H3 XYNNBNIJZARIJF-UHFFFAOYSA-N CC(=CCc1c(CC=C(C)C)c(O)c(cc1c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O)O)O)C NPC293053 Broussoflavonol F 3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL464007 9866908 C25H26O6 422.17 1.4139 3.55 4.855 2 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-7-15-11-16(8-10-18(15)26)24-23(30)22(29)21-20(28)12-19(27)17(25(21)31-24)9-6-14(3)4/h5-6,8,10-12,26-28,30H,7,9H2,1-4H3 KNMMNUQOUANAJS-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O)O)C NPC229147 Broussonin A 2-[3-(4-hydroxyphenyl)propyl]-5-methoxyphenol CHEMBL465879 5315502 C16H18O3 258.13 -1.1356 2.89 4.097 0 2 49.69 8 2 19 0 InChI=1S/C16H18O3/c1-19-15-10-7-13(16(18)11-15)4-2-3-12-5-8-14(17)9-6-12/h5-11,17-18H,2-4H2,1H3 MSNVBURPCQDLEP-UHFFFAOYSA-N COc1ccc(c(c1)O)CCCc1ccc(cc1)O NPC61885 Broussonin C 4-[3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propyl]benzene-1,3-diol CHEMBL468906 442289 C20H24O3 312.17 0.3333 3.33 5.048 0 3 60.69 11 2 23 1 InChI=1S/C20H24O3/c1-14(2)6-8-17-12-15(7-11-19(17)22)4-3-5-16-9-10-18(21)13-20(16)23/h6-7,9-13,21-23H,3-5,8H2,1-2H3 CMOZGCJOTGLPKO-UHFFFAOYSA-N CC(=CCc1cc(CCCc2ccc(cc2O)O)ccc1O)C NPC265557 Bruceantin CHEMBL509895 5281304 C28H36O11 548.23 -0.4629 3.33 1.867 11 3 165.89 15 5 39 1 InChI=1S/C28H36O11/c1-11(2)12(3)7-17(30)39-20-22-27-10-37-28(22,25(35)36-6)23(33)19(32)21(27)26(5)9-15(29)18(31)13(4)14(26)8-16(27)38-24(20)34/h7,11,14,16,19-23,31-33H,8-10H2,1-6H3/b12-7+/t14-,16+,19+,20+,21+,22+,23-,26-,27+,28-/m0/s1 IRQXZTBHNKVIRL-GOTQHHPNSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)/C=C(/C(C)C)\C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC16081 Bruceine A CHEMBL250451 160006 C26H34O11 522.21 -1.2356 3.11 1.351 11 3 165.89 14 5 37 1 InChI=1S/C26H34O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h10,12,14,17-21,29-31H,6-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1 LPZSTPCYWWRQFU-VILODJCFSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)CC(C)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC143268 Bruceine B CHEMBL140809 161496 C23H28O11 480.16 -1.8334 2.78 0.021 11 3 165.89 11 5 34 1 InChI=1S/C23H28O11/c1-8-10-5-12-22-7-32-23(20(30)31-4,17(22)15(19(29)34-12)33-9(2)24)18(28)14(27)16(22)21(10,3)6-11(25)13(8)26/h10,12,14-18,26-28H,5-7H2,1-4H3/t10-,12+,14+,15+,16+,17+,18-,21-,22+,23-/m0/s1 YDWODLQEUPYKGJ-LZFWDZGBSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC97908 Bruceine D CHEMBL477693 122784 C20H26O9 410.16 -2.6909 2.67 -0.922 9 5 153.75 8 5 29 0 InChI=1S/C20H26O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8,10-15,22-25,27H,5-6H2,1-3H3/t8-,10+,11+,12+,13+,14-,15-,17-,18-,19+,20+/m0/s1 JBDMZGKDLMGOFR-DFEKUIMESA-N CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@H]1OC(=O)[C@@H]([C@@]3([C@]41[C@@H]2[C@@H](O)[C@@H]([C@@]3(OC4)C)O)O)O)C)O NPC176513 Bruceine E CHEMBL2037038 5315510 C20H28O9 412.17 -2.7244 2.67 -0.915 9 6 156.91 9 5 29 1 InChI=1S/C20H28O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8-15,21-25,27H,5-6H2,1-3H3/t8-,9-,10+,11+,12+,13+,14-,15-,17-,18+,19+,20+/m0/s1 ZBXITHPYBBXZRG-QYUWQHSUSA-N O[C@H]1C=C(C)[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@@H](O)[C@H](O)[C@@]3([C@]4([C@@]1([C@@H](C2)OC(=O)[C@@H]4O)CO3)O)C NPC287343 Bruceine H CHEMBL2037039 10320238 C20H26O10 426.15 -3.5791 2.56 -1.196 10 6 173.98 9 5 30 1 InChI=1S/C20H26O10/c1-7-3-9(22)13(24)17(2)8(7)4-10-18-6-29-19(5-21,14(25)11(23)12(17)18)20(18,28)15(26)16(27)30-10/h3,8,10-15,21,23-26,28H,4-6H2,1-2H3/t8-,10+,11+,12+,13+,14-,15-,17-,18+,19+,20-/m0/s1 QXKKRGMRXXMDDP-JVDXBALSSA-N OC[C@@]12OC[C@]34[C@@]2(O)[C@@H](O)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)[C@H](O)C(=O)C=C2C NPC45218 Bruceolide CHEMBL140588 99531 C21H26O10 438.15 -2.2125 2.67 -0.29 10 4 159.82 9 5 31 0 InChI=1S/C21H26O10/c1-7-8-4-10-20-6-30-21(18(28)29-3,15(20)13(25)17(27)31-10)16(26)12(24)14(20)19(8,2)5-9(22)11(7)23/h8,10,12-16,23-26H,4-6H2,1-3H3/t8-,10+,12+,13+,14+,15+,16-,19-,20+,21-/m0/s1 YLWQKYSDNGHLAO-PWRINDRCSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](O)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC190065 Bruceoside A CHEMBL504960 441789 C32H42O16 682.25 -2.5745 3.22 -0.588 16 6 245.04 19 6 48 2 InChI=1S/C32H42O16/c1-11(2)6-17(34)48-23-25-31-10-44-32(25,29(42)43-5)26(40)22(39)24(31)30(4)8-14(18(35)12(3)13(30)7-16(31)47-27(23)41)45-28-21(38)20(37)19(36)15(9-33)46-28/h6,8,12-13,15-16,19-26,28,33,36-40H,7,9-10H2,1-5H3/t12-,13-,15+,16+,19+,20-,21+,22+,23+,24+,25+,26-,28+,30-,31+,32-/m0/s1 AKSGLPBROCFVSE-TUHDNREHSA-N OC[C@H]1O[C@@H](OC2=C[C@@]3(C)[C@H]([C@@H](C2=O)C)C[C@@H]2[C@@]45[C@@H]3[C@@H](O)[C@H](O)[C@]([C@@H]5[C@H](C(=O)O2)OC(=O)C=C(C)C)(OC4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC295220 Bruceoside E CHEMBL450651 11765029 C31H42O16 670.25 -3.6673 3.11 -0.457 16 7 256.04 19 6 47 2 InChI=1S/C31H42O16/c1-10(2)5-16(33)47-22-24-30-9-43-31(24,28(41)42)25(39)21(38)23(30)29(4)7-13(17(34)11(3)12(29)6-15(30)46-26(22)40)44-27-20(37)19(36)18(35)14(8-32)45-27/h7,10-12,14-15,18-25,27,32,35-39H,5-6,8-9H2,1-4H3,(H,41,42)/t11-,12-,14+,15+,18+,19-,20+,21+,22+,23+,24+,25-,27+,29-,30+,31+/m0/s1 QBIRRDDMFSFVGM-SJULGOEYSA-N OC[C@H]1O[C@@H](OC2=C[C@@]3(C)[C@H]([C@@H](C2=O)C)C[C@@H]2[C@@]45[C@@H]3[C@@H](O)[C@H](O)[C@@]([C@@H]5[C@H](C(=O)O2)OC(=O)CC(C)C)(OC4)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC262813 Bruceoside-B CHEMBL2367701 73351376 C32H42O16 682.25 -2.4847 3.22 -0.836 16 6 245.04 19 6 48 2 InChI=1S/C32H42O16/c1-11(2)6-17(35)47-23-25-31-10-44-32(25,29(42)43-5)26(40)21(39)24(31)30(4)8-14(34)22(12(3)13(30)7-16(31)46-27(23)41)48-28-20(38)19(37)18(36)15(9-33)45-28/h6,13,15-16,18-21,23-26,28,33,36-40H,7-10H2,1-5H3/t13-,15+,16+,18+,19-,20+,21+,23+,24+,25+,26-,28-,30-,31+,32+/m0/s1 JMEAKUYWADWLJX-VIQPZYPASA-N OC[C@H]1O[C@@H](OC2=C(C)[C@H]3[C@@](CC2=O)(C)[C@H]2[C@@H](O)[C@H](O)[C@]4([C@H]5[C@@]2([C@@H](C3)OC(=O)[C@@H]5OC(=O)C=C(C)C)CO4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC159815 Brucine (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one CHEMBL501756 442021 C23H26N2O4 394.19 -0.8877 3.33 0.632 4 0 51.24 4 7 29 0 InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1 RRKTZKIUPZVBMF-IBTVXLQLSA-N COc1cc2c(cc1OC)N1[C@@H]3[C@@]42CCN2[C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2 NPC119036 Bruguierin A [(1R,3S,5S,8R,9S,10R,13R,14R,17S)-1-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadecanoate CHEMBL504631 11513260 C48H86O4 726.65 -1.1366 6.3 17.702 4 2 66.76 33 4 52 2 InChI=1S/C48H86O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-27-43(50)52-42-35-41(49)48(9)39(44(42,4)5)31-34-46(7)40(48)29-28-37-38(30-33-45(37,46)6)47(8,51)32-25-26-36(2)3/h26,37-42,49,51H,10-25,27-35H2,1-9H3/t37-,38+,39+,40+,41-,42+,45-,46-,47+,48+/m1/s1 BCRQTNOYBAWCDF-XRYSTRTLSA-N CCCCCCCCCCCCCCCCCC(=O)O[C@H]1C[C@@H](O)[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@](CCC=C(C)C)(O)C)C)C NPC279974 Bruguierin B [(3S,5R,8R,9R,10S,11R,13R,14R,17S)-11-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadecanoate CHEMBL447269 11657758 C48H86O4 726.65 -1.3298 6.3 17.28 4 2 66.76 33 4 52 2 InChI=1S/C48H86O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-27-42(50)52-41-30-32-45(6)40(44(41,4)5)29-34-47(8)43(45)39(49)35-38-37(28-33-46(38,47)7)48(9,51)31-25-26-36(2)3/h26,37-41,43,49,51H,10-25,27-35H2,1-9H3/t37-,38+,39+,40-,41-,43+,45-,46+,47+,48-/m0/s1 BKABTFBEUWNOKF-MVGNDMLNSA-N CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2[C@H](O)C[C@H]2[C@@]1(C)CC[C@@H]2[C@](CCC=C(C)C)(O)C)C)C NPC222153 Bruguierin C [(1R,3S,5S,8R,9S,10R,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadecanoate CHEMBL503931 11629176 C48H86O6 758.64 -2.1235 6.08 16.298 6 3 96.22 35 4 54 2 InChI=1S/C48H86O6/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-42(50)53-41-35-40(49)48(9)38(44(41,4)5)30-34-46(7)39(48)28-27-36-37(29-33-45(36,46)6)47(8,51)32-25-31-43(2,3)54-52/h25,31,36-41,49,51-52H,10-24,26-30,32-35H2,1-9H3/b31-25+/t36-,37+,38+,39+,40-,41+,45-,46-,47+,48+/m1/s1 PNIOLRUIMUJAKL-MZOLOXAHSA-N CCCCCCCCCCCCCCCCCC(=O)O[C@H]1C[C@@H](O)[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@](C/C=C/C(OO)(C)C)(O)C)C)C NPC202651 Bruguiesulfurol (4R)-1,1-dioxodithiolan-4-ol CHEMBL2419097 11513780 C3H6O3S2 153.98 -0.3221 1.24 -0.667 3 1 88.05 1 1 8 0 InChI=1S/C3H6O3S2/c4-3-1-7-8(5,6)2-3/h3-4H,1-2H2/t3-/m1/s1 NGIJTYOKLKCHNE-GSVOUGTGSA-N O[C@@H]1CSS(=O)(=O)C1 NPC18945 Brusatol CHEMBL450464 12302104 C26H32O11 520.19 -0.3938 3.11 0.899 11 3 165.89 13 5 37 1 InChI=1S/C26H32O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,12,14,17-21,29-31H,7-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26+/m0/s1 ZZZYHIMVKOHVIH-MWFXHRFLSA-N COC(=O)[C@]12OC[C@]34[C@H]2[C@@H](OC(=O)C=C(C)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC110494 Buddlejasaponin Iv CHEMBL510087 153940 C48H78O18 942.52 -4.1031 4.76 2.846 18 11 287.14 27 9 66 2 InChI=1S/C48H78O18/c1-22-30(53)37(65-39-35(58)33(56)31(54)23(18-49)62-39)38(66-40-36(59)34(57)32(55)24(19-50)63-40)41(61-22)64-29-10-11-43(4)25(44(29,5)20-51)8-12-45(6)26(43)9-13-48-27-16-42(2,3)14-15-47(27,21-60-48)28(52)17-46(45,48)7/h9,13,22-41,49-59H,8,10-12,14-21H2,1-7H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,41+,43+,44+,45-,46+,47-,48+/m1/s1 IRJDRINEGANBIK-ARKKLDSOSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC39409 Buellin methyl 3-chloro-6-(3,5-dichloro-2-hydroxy-4-methoxy-6-methylphenoxy)-4-methoxy-2-methylbenzoate CHEMBL1079644 44614015 C18H17Cl3O6 434.01 2.8101 2.45 3.457 2 1 74.22 15 2 27 0 InChI=1S/C18H17Cl3O6/c1-7-11(18(23)26-5)9(6-10(24-3)12(7)19)27-16-8(2)13(20)17(25-4)14(21)15(16)22/h6,22H,1-5H3 OYHGZQVOFWBBGE-UHFFFAOYSA-N COc1c(Cl)c(C)c(c(c1Cl)O)Oc1cc(OC)c(c(c1C(=O)OC)C)Cl NPC171014 Bufalin 5-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one CHEMBL399680 9547215 C24H34O4 386.25 -0.0973 3.66 4.125 4 2 66.76 5 5 28 0 InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1 QEEBRPGZBVVINN-BMPKRDENSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C NPC16270 Bufalin-3-Hemisuberate 8-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoic acid CHEMBL2069056 67050194 C32H46O7 542.32 -1.0503 4.21 6.089 7 2 110.13 14 5 39 1 InChI=1S/C32H46O7/c1-30-16-13-23(39-29(36)8-6-4-3-5-7-27(33)34)19-22(30)10-11-26-25(30)14-17-31(2)24(15-18-32(26,31)37)21-9-12-28(35)38-20-21/h9,12,20,22-26,37H,3-8,10-11,13-19H2,1-2H3,(H,33,34)/t22-,23+,24-,25+,26-,30+,31-,32+/m1/s1 RMMRFKRTCRMYRY-IHSZOXLFSA-N OC(=O)CCCCCCC(=O)O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C NPC146786 Bufarenogin 5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one CHEMBL2385665 167607 C24H32O6 416.22 -1.4069 3.44 1.925 6 3 104.06 6 5 30 0 InChI=1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19,21,25,28-29H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,19-,21-,22+,23+,24+/m1/s1 SOGONHOGEFLVPE-PUVOGLICSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C(=O)[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C NPC156704 Bufobutanoic Acid 4-[2-(5-hydroxy-1H-indol-3-yl)ethylamino]-4-oxobutanoic acid CHEMBL1760552 10612485 C14H16N2O4 276.11 -1.0895 2.34 0.611 5 4 105.91 9 2 20 0 InChI=1S/C14H16N2O4/c17-10-1-2-12-11(7-10)9(8-16-12)5-6-15-13(18)3-4-14(19)20/h1-2,7-8,16-17H,3-6H2,(H,15,18)(H,19,20) HGOQFBPGMIWJLR-UHFFFAOYSA-N OC(=O)CCC(=NCCc1c[nH]c2c1cc(O)cc2)O NPC79298 Bufogenin CHEMBL250172 6917974 C24H32O4 384.23 -0.0971 3.66 4.113 4 1 59.06 4 6 28 0 InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15-,16+,17+,18-,19-,20-,22+,23-,24-/m1/s1 ATLJNLYIJOCWJE-CWMZOUAVSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3C[C@@H]2c1ccc(=O)oc1)C)C NPC75389 Bufotalin [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL463064 12302120 C26H36O6 444.25 -0.4845 3.66 3.835 6 2 93.06 8 5 32 0 InChI=1S/C26H36O6/c1-15(27)32-21-13-26(30)20-6-5-17-12-18(28)8-10-24(17,2)19(20)9-11-25(26,3)23(21)16-4-7-22(29)31-14-16/h4,7,14,17-21,23,28,30H,5-6,8-13H2,1-3H3/t17-,18+,19+,20-,21+,23+,24+,25-,26+/m1/s1 VOZHMAYHYHEWBW-NVOOAVKYSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@@H]([C@@H]2c1ccc(=O)oc1)OC(=O)C)C)C NPC171171 Bufotenine 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol CHEMBL416526 10257 C12H16N2O 204.13 -0.3957 2.45 1.176 2 2 39.26 6 2 15 0 InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3 VTTONGPRPXSUTJ-UHFFFAOYSA-N CN(CCc1c[nH]c2c1cc(O)cc2)C NPC292809 Bullanin (2S)-4-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL145449 127149 C37H66O6 606.49 -8.1475 4.87 11.451 6 2 85.22 29 3 43 2 InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3/t29-,31-,32+,33+,34+,35+,36+/m0/s1 URLVCROWVOSNPT-HJPPHTJLSA-N CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC242364 Bullatacin 4-[(12R)-2,12-dihydroxy-12-[(2S,5S)-5-[(2S,5S)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]dodecyl]-2-methyl-2H-furan-5-one CHEMBL1159657 46905041 C36H64O7 608.47 -8.0822 4.65 9.219 7 3 105.45 29 3 43 2 InChI=1S/C36H64O7/c1-3-4-5-6-7-10-13-16-19-30(38)32-21-23-34(42-32)35-24-22-33(43-35)31(39)20-17-14-11-8-9-12-15-18-29(37)26-28-25-27(2)41-36(28)40/h25,27,29-35,37-39H,3-24,26H2,1-2H3/t27?,29?,30-,31-,32+,33+,34+,35+/m1/s1 PJQMINRIJUCTIZ-FKONRUPGSA-N CCCCCCCCCC[C@H]([C@@H]1CC[C@H](O1)[C@@H]1CC[C@H](O1)[C@@H](CCCCCCCCCC(CC1=CC(OC1=O)C)O)O)O NPC244296 Bunkankasaponin A (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(2S,3R,4R,5S,6R)-5-acetyloxy-3-hydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL2058434 70692695 C57H88O24 1156.57 -3.0465 5.09 3.555 24 11 373.88 39 8 81 3 InChI=1S/C57H88O24/c1-12-24(2)48(72)78-42-40(69)50(73-25(3)41(42)74-26(4)61)81-45-46(75-27(5)62)57(23-60)29(19-52(45,6)7)28-13-14-32-53(8)17-16-34(54(9,22-59)31(53)15-18-55(32,10)56(28,11)20-33(57)63)77-51-44(38(67)37(66)43(79-51)47(70)71)80-49-39(68)36(65)35(64)30(21-58)76-49/h12-13,25,29-46,49-51,58-60,63-69H,14-23H2,1-11H3,(H,70,71)/b24-12-/t25-,29+,30-,31-,32-,33-,34+,35-,36+,37+,38+,39-,40-,41+,42-,43+,44-,45+,46+,49+,50+,51-,53+,54-,55-,56-,57+/m1/s1 KKSVHDHHMVUZCB-AMINRDCGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O)OC(=O)/C(=C\C)/C)OC(=O)C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC82380 Bunkankasaponin B (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL2058435 70692696 C60H92O24 1196.6 -1.7027 5.42 4.552 24 11 373.88 41 8 84 3 InChI=1S/C60H92O24/c1-13-26(3)50(74)80-43-28(5)76-53(42(71)44(43)81-51(75)27(4)14-2)84-47-48(77-29(6)64)60(25-63)31(21-55(47,7)8)30-15-16-34-56(9)19-18-36(57(10,24-62)33(56)17-20-58(34,11)59(30,12)22-35(60)65)79-54-46(40(69)39(68)45(82-54)49(72)73)83-52-41(70)38(67)37(66)32(23-61)78-52/h13-15,28,31-48,52-54,61-63,65-71H,16-25H2,1-12H3,(H,72,73)/b26-13-,27-14-/t28-,31+,32-,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45+,46-,47+,48+,52+,53+,54-,56+,57-,58-,59-,60+/m1/s1 YWRZZQBSAZIBEQ-LVBDLZJESA-N OC[C@]12[C@H](O)C[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H]([C@]3(C)CO)O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@@H]2CC([C@H]([C@@H]1OC(=O)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)(C)C)C NPC141600 Bunkankasaponin C (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-10-[(2S,3R,4R,5S,6R)-5-acetyloxy-3-hydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL2058436 70686384 C57H88O24 1156.57 -3.0465 5.09 3.126 24 11 373.88 39 8 81 3 InChI=1S/C57H88O24/c1-12-24(2)48(72)78-42-40(68)50(74-25(3)41(42)75-27(5)61)81-46-45(69)57(23-73-26(4)60)29(19-52(46,6)7)28-13-14-32-53(8)17-16-34(54(9,22-59)31(53)15-18-55(32,10)56(28,11)20-33(57)62)77-51-44(38(66)37(65)43(79-51)47(70)71)80-49-39(67)36(64)35(63)30(21-58)76-49/h12-13,25,29-46,49-51,58-59,62-69H,14-23H2,1-11H3,(H,70,71)/b24-12-/t25-,29+,30-,31-,32-,33-,34+,35-,36+,37+,38+,39-,40-,41+,42-,43+,44-,45+,46+,49+,50+,51-,53+,54-,55-,56-,57+/m1/s1 IVSFMFJFDSBDNT-AMINRDCGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O)OC(=O)/C(=C\C)/C)OC(=O)C)COC(=O)C)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC11577 Bunkankasaponin D (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL2058437 70682127 C60H92O24 1196.6 -1.7027 5.42 4.123 24 11 373.88 41 8 84 3 InChI=1S/C60H92O24/c1-13-26(3)50(74)80-43-28(5)77-53(42(70)44(43)81-51(75)27(4)14-2)84-48-47(71)60(25-76-29(6)63)31(21-55(48,7)8)30-15-16-34-56(9)19-18-36(57(10,24-62)33(56)17-20-58(34,11)59(30,12)22-35(60)64)79-54-46(40(68)39(67)45(82-54)49(72)73)83-52-41(69)38(66)37(65)32(23-61)78-52/h13-15,28,31-48,52-54,61-62,64-71H,16-25H2,1-12H3,(H,72,73)/b26-13-,27-14-/t28-,31+,32-,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45+,46-,47+,48+,52+,53+,54-,56+,57-,58-,59-,60+/m1/s1 ITXHQIBXMIMPJR-LVBDLZJESA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O)OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)COC(=O)C)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC470518 Bunkankasaponin F (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL2058433 66552846 C60H92O23 1180.6 -0.612 5.53 5.684 23 10 353.65 40 8 83 4 InChI=1S/C60H92O23/c1-14-26(3)50(73)79-43-28(5)75-53(42(70)44(43)80-51(74)27(4)15-2)83-47-48(76-29(6)63)60(25-62)31(22-55(47,7)8)30-16-17-34-57(11)20-19-36(56(9,10)33(57)18-21-58(34,12)59(30,13)23-35(60)64)78-54-46(40(68)39(67)45(81-54)49(71)72)82-52-41(69)38(66)37(65)32(24-61)77-52/h14-16,28,31-48,52-54,61-62,64-70H,17-25H2,1-13H3,(H,71,72)/b26-14-,27-15-/t28-,31+,32-,33+,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45+,46-,47+,48+,52+,53+,54-,57+,58-,59-,60+/m1/s1 HUGSFZKDDNLHSO-ODXRRWNRSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)C[C@H]([C@@]3([C@H]4CC(C)(C)[C@H]([C@@H]3OC(=O)C)O[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O)OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)CO)O)C)C)O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC75958 Buphanidrine CHEMBL2146603 338023 C18H21NO4 315.15 -0.4051 2.89 1.064 2 0 40.16 4 5 23 0 InChI=1S/C18H21NO4/c1-20-11-3-4-18-5-6-19(15(18)7-11)9-12-13(18)8-14-17(16(12)21-2)23-10-22-14/h3-4,8,11,15H,5-7,9-10H2,1-2H3/t11-,15+,18+/m0/s1 RNEXSBPDDRJJIY-BKGUAONASA-N CO[C@H]1C=C[C@@]23[C@@H](C1)N(CC2)Cc1c3cc2OCOc2c1OC NPC59408 Bupleurotoxin (2Z,8E,10E,14S)-heptadeca-2,8,10-trien-4,6-diyne-1,14-diol CHEMBL1092811 44613554 C17H22O2 258.16 1.0677 3.11 4.003 2 2 40.46 10 0 19 0 InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11-/t17-/m0/s1 UPXPHJXYZGEBCW-PFTJZPSUSA-N CCC[C@@H](CC/C=C/C=C/C#CC#C/C=C\CO)O NPC200237 Burrodin (3aR,5S,5aS,6S,8aS,9aR)-6-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL509159 177140 C15H20O4 264.14 0.2727 2.67 0.669 4 1 63.6 3 3 19 0 InChI=1S/C15H20O4/c1-7-4-11-9(8(2)14(18)19-11)6-15(3)12(17)5-10(16)13(7)15/h7,9-11,13,16H,2,4-6H2,1,3H3/t7-,9+,10-,11+,13+,15+/m0/s1 HSNYUOAAQCCKRP-UGKIOTTESA-N C[C@H]1C[C@H]2OC(=O)C(=C)[C@H]2C[C@]2([C@H]1[C@@H](O)CC2=O)C NPC192255 Burseran 5-[[(3S,4S)-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl]methyl]-1,3-benzodioxole CHEMBL3582087 11101102 C22H26O6 386.17 -0.5588 3.22 3.247 1 0 55.38 10 4 28 0 InChI=1S/C22H26O6/c1-23-20-9-15(10-21(24-2)22(20)25-3)7-17-12-26-11-16(17)6-14-4-5-18-19(8-14)28-13-27-18/h4-5,8-10,16-17H,6-7,11-13H2,1-3H3/t16-,17-/m1/s1 VJMJISPSGHVBBU-IAGOWNOFSA-N COc1cc(C[C@@H]2COC[C@H]2Cc2ccc3c(c2)OCO3)cc(c1OC)OC NPC214166 Burttinone (2S)-5,7-dihydroxy-2-[3-[(E)-3-hydroxy-3-methylbut-1-enyl]-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL515837 42607959 C26H30O6 438.2 1.0731 3.66 3.268 2 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-15(2)6-7-16-10-18(11-17(25(16)31-5)8-9-26(3,4)30)22-14-21(29)24-20(28)12-19(27)13-23(24)32-22/h6,8-13,22,27-28,30H,7,14H2,1-5H3/b9-8+/t22-/m0/s1 BOBWTYODGOYWRC-UVIRAJKCSA-N COc1c(CC=C(C)C)cc(cc1/C=C/C(O)(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC227579 Burttinonedehydrate (2S)-5,7-dihydroxy-2-[4-methoxy-3-[(1E)-3-methylbuta-1,3-dienyl]-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one CHEMBL513969 12098451 C26H28O5 420.19 2.0932 3.77 4.653 1 2 75.99 12 3 31 0 InChI=1S/C26H28O5/c1-15(2)6-8-17-10-19(11-18(26(17)30-5)9-7-16(3)4)23-14-22(29)25-21(28)12-20(27)13-24(25)31-23/h6-8,10-13,23,27-28H,1,9,14H2,2-5H3/b8-6+/t23-/m0/s1 NCRSCUAICIRLHP-DRGXBFSJSA-N COc1c(CC=C(C)C)cc(cc1/C=C/C(=C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC169474 Bussealin A 3-[3-(3,5-dihydroxy-4-methoxyphenyl)propyl]-6-methoxybenzene-1,2-diol CHEMBL1631144 50900234 C17H20O6 320.13 -2.108 2.67 1.945 0 4 99.38 12 2 23 0 InChI=1S/C17H20O6/c1-22-14-7-6-11(15(20)16(14)21)5-3-4-10-8-12(18)17(23-2)13(19)9-10/h6-9,18-21H,3-5H2,1-2H3 RBSLQVRZZJZYDP-UHFFFAOYSA-N COc1c(O)cc(cc1O)CCCc1ccc(c(c1O)O)OC NPC299221 Bussealin B 3-[3-(5-hydroxy-2,4-dimethoxyphenyl)propyl]-6-methoxybenzene-1,2-diol CHEMBL1631156 50900235 C18H22O6 334.14 -1.6995 2.78 2.253 0 3 88.38 13 2 24 0 InChI=1S/C18H22O6/c1-22-14-8-7-11(17(20)18(14)21)5-4-6-12-9-13(19)16(24-3)10-15(12)23-2/h7-10,19-21H,4-6H2,1-3H3 MFDOSUHLWKCGJQ-UHFFFAOYSA-N COc1cc(OC)c(cc1CCCc1ccc(c(c1O)O)OC)O NPC324112 Bussealin C 3-[3-(3-hydroxy-4-methoxyphenyl)propyl]-6-methoxybenzene-1,2-diol CHEMBL1631157 50900236 C17H20O5 304.13 -1.6477 2.78 2.908 0 3 79.15 11 2 22 0 InChI=1S/C17H20O5/c1-21-14-8-6-11(10-13(14)18)4-3-5-12-7-9-15(22-2)17(20)16(12)19/h6-10,18-20H,3-5H2,1-2H3 XEIIFLOQVMORAW-UHFFFAOYSA-N COc1ccc(cc1O)CCCc1ccc(c(c1O)O)OC NPC234488 Bussealin D 3-methoxy-6-[3-(2,4,5-trimethoxyphenyl)propyl]benzene-1,2-diol CHEMBL1631158 50900322 C19H24O6 348.16 -1.291 2.89 2.772 0 2 77.38 14 2 25 0 InChI=1S/C19H24O6/c1-22-14-9-8-12(18(20)19(14)21)6-5-7-13-10-16(24-3)17(25-4)11-15(13)23-2/h8-11,20-21H,5-7H2,1-4H3 JUBOCNOOUXAKKN-UHFFFAOYSA-N COc1cc(OC)c(cc1CCCc1ccc(c(c1O)O)OC)OC NPC247136 Bussealin E CHEMBL1631159 50900323 C18H18O6 330.11 -1.3933 2.78 1.258 0 2 81.29 8 4 24 0 InChI=1S/C18H18O6/c1-21-14-10(19)7-8-5-4-6-9-12-11(8)15(14)24-16(12)18(23-3)17(22-2)13(9)20/h7,19-20H,4-6H2,1-3H3 FMAUKBYYDCNROF-UHFFFAOYSA-N COc1c(OC)c(O)c2c3c1oc1c3c(CCC2)cc(c1OC)O NPC94980 But-3-En-2-One but-3-en-2-one CHEMBL1600824 6570 C4H6O 70.04 0.3469 1.79 0.474 1 0 17.07 2 0 5 0 InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3 FUSUHKVFWTUUBE-UHFFFAOYSA-N CC(=O)C=C NPC37479 Butanal butanal CHEMBL1478334 261 C4H8O 72.06 -0.3943 1.79 1.156 1 0 17.07 3 0 5 0 InChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3 ZTQSAGDEMFDKMZ-UHFFFAOYSA-N CCCC=O NPC171188 Butanedione butane-2,3-dione CHEMBL365809 650 C4H6O2 86.04 -0.5078 1.68 -0.164 2 0 34.14 3 0 6 0 InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3 QSJXEFYPDANLFS-UHFFFAOYSA-N CC(=O)C(=O)C NPC149209 Butanoic Acid butanoic acid CHEMBL14227 264 C4H8O2 88.05 -0.4417 1.68 0.742 2 1 37.3 4 0 6 0 InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6) FERIUCNNQQJTOY-UHFFFAOYSA-N CCCC(=O)O NPC299484 Butanol butan-2-ol CHEMBL45462 6568 C4H10O 74.07 -0.6961 1.79 0.742 1 1 20.23 4 0 5 0 InChI=1S/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3 BTANRVKWQNVYAZ-UHFFFAOYSA-N CCC(O)C NPC211453 Butanone butan-2-one CHEMBL15849 6569 C4H8O 72.06 -0.1678 1.79 0.438 1 0 17.07 3 0 5 0 InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3 ZWEHNKRNPOVVGH-UHFFFAOYSA-N CCC(=O)C NPC26697 Butein (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL128000 5281222 C15H12O5 272.07 -1.7439 2.56 2.019 1 4 97.99 7 2 20 0 InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+ AYMYWHCQALZEGT-ORCRQEGFSA-N Oc1ccc(c(c1)O)C(=O)/C=C/c1ccc(c(c1)O)O NPC311343 Butenone (E)-4-phenylbut-3-en-2-one CHEMBL73639 637759 C10H10O 146.07 0.1072 2.45 4.166 1 0 17.07 3 1 11 0 InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+ BWHOZHOGCMHOBV-BQYQJAHWSA-N CC(=O)/C=C/c1ccccc1 NPC1612 Butin (2S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrochromen-4-one CHEMBL451168 92775 C15H12O5 272.07 -1.8144 2.56 1.326 1 3 86.99 4 3 20 0 InChI=1S/C15H12O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-6,14,16-17,19H,7H2/t14-/m0/s1 MJBPUQUGJNAPAZ-AWEZNQCLSA-N Oc1ccc2c(c1)O[C@@H](CC2=O)c1ccc(c(c1)O)O NPC128335 Butoxyethanol 2-butoxyethanol CHEMBL284588 8133 C6H14O2 118.1 -1.1043 1.9 0.661 2 1 29.46 7 0 8 0 InChI=1S/C6H14O2/c1-2-3-5-8-6-4-7/h7H,2-6H2,1H3 POAOYUHQDCAZBD-UHFFFAOYSA-N CCCCOCCO NPC161768 Butyl 2-(2,4-Dichlorophenoxy)Acetate butyl 2-(2,4-dichlorophenoxy)acetate CHEMBL1446511 7206 C12H14Cl2O3 276.03 0.5285 2.23 3.597 2 0 35.53 10 1 17 0 InChI=1S/C12H14Cl2O3/c1-2-3-6-16-12(15)8-17-11-5-4-9(13)7-10(11)14/h4-5,7H,2-3,6,8H2,1H3 UQMRAFJOBWOFNS-UHFFFAOYSA-N CCCCOC(=O)COc1ccc(cc1Cl)Cl NPC294703 Butyl Alcohol butan-1-ol CHEMBL14245 263 C4H10O 74.07 -0.9734 1.79 0.851 1 1 20.23 4 0 5 0 InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3 LRHPLDYGYMQRHN-UHFFFAOYSA-N CCCCO NPC275627 Butylated Hydroxyanisole 2-tert-butyl-4-methoxyphenol CHEMBL192451 8456 C11H16O2 180.12 1.0441 2.45 3.184 0 1 29.46 7 1 13 0 InChI=1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3 MRBKEAMVRSLQPH-UHFFFAOYSA-N COc1ccc(c(c1)C(C)(C)C)O NPC144682 Butylated Hydroxytoluene 2,6-ditert-butyl-4-methylphenol CHEMBL146 31404 C15H24O 220.18 3.2941 3 5.957 0 1 20.23 10 1 16 1 InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3 NLZUEZXRPGMBCV-UHFFFAOYSA-N Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C NPC328824 Buxalongifolamidine CHEMBL1651040 53324854 C35H50N2O5 578.37 0.9504 4.54 6.404 7 3 102.59 17 5 42 1 InChI=1S/C35H50N2O5/c1-22(37(6)7)30-27(42-23(2)39)20-34(5)26-13-14-28-32(3,21-38)29(36-31(40)24-11-9-8-10-12-24)16-18-35(28,41)19-25(26)15-17-33(30,34)4/h8-12,15-16,18,22,26-30,38,41H,13-14,17,19-21H2,1-7H3,(H,36,40)/t22-,26+,27+,28-,29-,30-,32-,33+,34-,35-/m0/s1 SQULXMOMDPJQNT-QCFSPYGNSA-N OC[C@]1(C)[C@H](C=C[C@]2([C@H]1CC[C@@H]1C(=CC[C@]3([C@@]1(C)C[C@H]([C@@H]3[C@@H](N(C)C)C)OC(=O)C)C)C2)O)N=C(c1ccccc1)O NPC272732 Buxaminol A CHEMBL1651046 53324855 C28H48N2O 428.38 1.9797 4.21 5.599 3 1 26.71 13 4 31 1 InChI=1S/C28H48N2O/c1-18(29(6)7)25-23(31)17-28(5)22-12-11-21-19(16-20(22)14-15-27(25,28)4)10-13-24(30(8)9)26(21,2)3/h14,16,18,21-25,31H,10-13,15,17H2,1-9H3/t18-,21+,22+,23+,24-,25-,27+,28-/m0/s1 MALAIGCWTXNVKA-DVSVOVCNSA-N CN([C@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC=C1[C@H]2CC[C@@H]2C(=C1)CC[C@@H](C2(C)C)N(C)C)C)C)C NPC118275 Buxaminol C CHEMBL1651038 10811757 C27H46N2O 414.36 1.4438 4.1 5.36 3 2 35.5 12 4 30 1 InChI=1S/C27H46N2O/c1-17(29(7)8)24-22(30)16-27(5)21-11-10-20-18(9-12-23(28-6)25(20,2)3)15-19(21)13-14-26(24,27)4/h13,15,17,20-24,28,30H,9-12,14,16H2,1-8H3/t17-,20+,21+,22+,23-,24-,26+,27-/m0/s1 UFOMWAWIEKKLJS-KBVVDYDXSA-N CN[C@H]1CCC2=CC3=CC[C@]4([C@@]([C@@H]3CC[C@H]2C1(C)C)(C)C[C@H]([C@@H]4[C@@H](N(C)C)C)O)C NPC224165 Byakangelicin 9-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one CHEMBL508648 10211 C17H18O7 334.11 -0.4553 2.56 0.742 3 2 98.36 10 3 24 0 InChI=1S/C17H18O7/c1-17(2,20)11(18)8-23-16-14-10(6-7-22-14)13(21-3)9-4-5-12(19)24-15(9)16/h4-7,11,18,20H,8H2,1-3H3/t11-/m1/s1 PKRPFNXROFUNDE-LLVKDONJSA-N COc1c2ccoc2c(c2c1ccc(=O)o2)OC[C@H](C(O)(C)C)O NPC228842 Caesaldekarin C [(4S,4aS,6aS,7R,11aS,11bR)-4a-hydroxy-4,7,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-yl] acetate CHEMBL2381690 73356480 C21H30O4 346.21 -0.1571 3.33 4.274 3 1 59.67 7 4 25 0 InChI=1S/C21H30O4/c1-13-15-6-10-21(23)19(3,8-5-9-20(21,4)25-14(2)22)17(15)12-18-16(13)7-11-24-18/h7,11,13,15,17,23H,5-6,8-10,12H2,1-4H3/t13-,15+,17+,19-,20+,21+/m1/s1 BDKARMILWOSVNF-ISBFPKGDSA-N CC(=O)O[C@@]1(C)CCC[C@]2([C@@]1(O)CC[C@@H]1[C@@H]2Cc2c([C@@H]1C)cco2)C NPC123153 Caesaldekarine [(1S,3R,4aR,11bS)-1-acetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-3-yl] acetate CHEMBL456938 10597887 C24H30O6 414.2 0.6959 3.44 4.136 5 1 85.97 11 4 30 0 InChI=1S/C24H30O6/c1-13-16-7-9-24(27)22(4,5)20(29-14(2)25)12-21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10-11,20-21,27H,7,9,12H2,1-6H3/t20-,21+,23+,24-/m1/s1 VVJWDPJDEOTQOZ-AWAHEQQVSA-N CC(=O)O[C@H]1C[C@@H](OC(=O)C)C([C@]2([C@@]1(C)c1cc3occc3c(c1CC2)C)O)(C)C NPC104736 Caesalmin B CHEMBL457149 12037261 C22H28O6 388.19 -0.3787 3.22 2.672 5 1 85.97 7 5 28 0 InChI=1S/C22H28O6/c1-11(23)27-16-5-7-20(2,3)22(25)10-15-18-13(21(16,22)4)9-14-12(6-8-26-14)17(18)19(24)28-15/h6,8,13,15-18,25H,5,7,9-10H2,1-4H3/t13-,15-,16-,17+,18-,21-,22+/m0/s1 GXBMHMVGIRRPBD-XTVZKPICSA-N CC(=O)O[C@H]1CCC([C@]2([C@@]1(C)[C@H]1Cc3occc3[C@@H]3[C@@H]1[C@H](C2)OC3=O)O)(C)C NPC99772 Caesalpiniaphenol D 2-[(S)-(3,4-dihydroxyphenyl)-hydroxymethoxy]-4-hydroxybenzaldehyde CHEMBL2208386 71457913 C14H12O6 276.06 -2.0555 2.34 1.283 2 4 107.22 8 2 20 0 InChI=1S/C14H12O6/c15-7-9-1-3-10(16)6-13(9)20-14(19)8-2-4-11(17)12(18)5-8/h1-7,14,16-19H/t14-/m0/s1 MHBAYVIIZSKIQY-AWEZNQCLSA-N O=Cc1ccc(cc1O[C@@H](c1ccc(c(c1)O)O)O)O NPC212257 Caesalpinin C [(1S,3R,4aR,6aR,11aS,11bS)-1-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-3-yl] acetate CHEMBL465802 11165955 C24H32O6 416.22 0.7528 3.44 3.704 5 1 85.97 10 4 30 0 InChI=1S/C24H32O6/c1-13-16-7-9-24(27)22(4,5)20(29-14(2)25)12-21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10,16,18,20-21,27H,1,7,9,11-12H2,2-6H3/t16-,18-,20+,21-,23-,24+/m0/s1 MYVHVFGKOZGBLW-RAMHWAOYSA-N CC(=O)O[C@H]1C[C@@H](OC(=O)C)C([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=C)[C@@H]1CC2)O)(C)C NPC285567 Caesalpinin D CHEMBL517321 11419457 C24H30O8 446.19 -0.7659 3.22 2.382 7 1 112.27 10 5 32 0 InChI=1S/C24H30O8/c1-11(25)30-16-6-8-22(3,4)24(28)20(31-12(2)26)19-18-14(23(16,24)5)10-15-13(7-9-29-15)17(18)21(27)32-19/h7,9,14,16-20,28H,6,8,10H2,1-5H3/t14-,16-,17+,18+,19+,20-,23-,24+/m0/s1 QAYOIGPJKWWLOT-WXRFRXGMSA-N CC(=O)O[C@H]1CCC([C@]2([C@@]1(C)[C@H]1Cc3occc3[C@@H]3[C@@H]1[C@H]([C@@H]2OC(=O)C)OC3=O)O)(C)C NPC68848 Caesalpinin E methyl (1S,4aR,5S,6aR,7S,11aS,11bS)-1,5-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-7-carboxylate CHEMBL464355 11282647 C25H34O8 462.23 -0.3576 3.33 2.913 7 1 112.27 13 4 33 0 InChI=1S/C25H34O8/c1-13(26)32-19-7-9-23(3,4)25(29)20(33-14(2)27)11-16-17(24(19,25)5)12-18-15(8-10-31-18)21(16)22(28)30-6/h8,10,16-17,19-21,29H,7,9,11-12H2,1-6H3/t16-,17+,19+,20+,21-,24+,25-/m1/s1 FSTCFKSVJSWZKZ-PPQOGKFUSA-N COC(=O)[C@@H]1c2ccoc2C[C@H]2[C@H]1C[C@H](OC(=O)C)[C@@]1([C@]2(C)[C@H](CCC1(C)C)OC(=O)C)O NPC287559 Caesalpinin F methyl (4aR,5S,6aR,7S,11aS,11bR)-5-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-1-oxo-2,3,5,6,6a,7,11,11a-octahydronaphtho[2,1-f][1]benzofuran-7-carboxylate CHEMBL464356 11235450 C23H30O7 418.2 -0.167 3.22 1.566 6 1 103.04 10 4 30 0 InChI=1S/C23H30O7/c1-12(24)30-18-10-14-15(11-16-13(7-9-29-16)19(14)20(26)28-5)22(4)17(25)6-8-21(2,3)23(18,22)27/h7,9,14-15,18-19,27H,6,8,10-11H2,1-5H3/t14-,15+,18+,19-,22+,23-/m1/s1 FGVVZVPAVGZHMX-SHLUOHGRSA-N COC(=O)[C@H]1[C@@H]2C[C@H](OC(=O)C)[C@@]3([C@]([C@H]2Cc2c1cco2)(C)C(=O)CCC3(C)C)O NPC83368 Caespitol (2R,3R,5R)-5-bromo-2-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-2,6,6-trimethyloxan-3-ol CHEMBL500561 14314413 C15H25Br2ClO2 429.99 2.8323 2.56 4.911 2 1 29.46 9 2 20 0 InChI=1S/C15H25Br2ClO2/c1-13(2)10(16)8-12(19)15(4,20-13)9-5-6-14(3,18)11(17)7-9/h9-12,19H,5-8H2,1-4H3/t9-,10+,11-,12+,14-,15+/m0/s1 ZAULPZAMCNCFDT-SYPGZIFDSA-N O[C@@H]1C[C@@H](Br)C(O[C@]1(C)[C@H]1CC[C@]([C@H](C1)Br)(C)Cl)(C)C NPC294902 Caffeic Acid (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid CHEMBL145 689043 C9H8O4 180.04 -0.7993 2.01 1.141 2 3 77.76 5 1 13 0 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+ QAIPRVGONGVQAS-DUXPYHPUSA-N OC(=O)/C=C/c1ccc(c(c1)O)O NPC147654 Caffeic Acid 3,4-Dihydroxyphenethyl Ester 2-(3,4-dihydroxyphenyl)ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1088583 637829 C17H16O6 316.09 -1.304 2.67 2.598 2 4 107.22 10 2 23 0 InChI=1S/C17H16O6/c18-13-4-1-11(9-15(13)20)3-6-17(22)23-8-7-12-2-5-14(19)16(21)10-12/h1-6,9-10,18-21H,7-8H2/b6-3+ CCHKZGVRIOKSEE-ZZXKWVIFSA-N O=C(/C=C/c1ccc(c(c1)O)O)OCCc1ccc(c(c1)O)O NPC186418 Caffeic Acid 4-O-Glucoside (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid CHEMBL3092675 14825516 C15H18O9 342.1 -2.5462 2.12 -0.396 7 6 156.91 11 2 24 1 InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-3-1-7(5-8(9)17)2-4-11(18)19/h1-5,10,12-17,20-22H,6H2,(H,18,19)/b4-2+/t10-,12-,13+,14-,15-/m1/s1 OHEYCHKLBCPRLZ-VHCZEJTMSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2O)/C=C/C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC283468 Caffeic Acid Phenethyl Amide (E)-3-(3,4-dihydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide CHEMBL67498 11391937 C17H17NO3 283.12 -0.5981 2.89 5.037 2 3 73.05 8 2 21 1 InChI=1S/C17H17NO3/c19-15-8-6-14(12-16(15)20)7-9-17(21)18-11-10-13-4-2-1-3-5-13/h1-9,12,19-20H,10-11H2,(H,18,21)/b9-7+ QOWABIXYAFJMQE-VQHVLOKHSA-N OC(=NCCc1ccccc1)/C=C/c1ccc(c(c1)O)O NPC263386 Caffeic Acid Phenethyl Ester 2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL319244 5281787 C17H16O4 284.1 -0.3834 2.89 5.15 2 2 66.76 8 2 21 1 InChI=1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+ SWUARLUWKZWEBQ-VQHVLOKHSA-N O=C(/C=C/c1ccc(c(c1)O)O)OCCc1ccccc1 NPC256849 Caffeine 1,3,7-trimethylpurine-2,6-dione CHEMBL113 2519 C8H10N4O2 194.08 -0.4311 1.68 -0.625 6 0 58.44 3 2 14 0 InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3 RYYVLZVUVIJVGH-UHFFFAOYSA-N Cn1cnc2c1c(=O)n(C)c(=O)n2C NPC251407 Caftaric Acid (2R,3R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxybutanedioic acid CHEMBL558557 6440397 C13H12O9 312.05 -1.9047 1.9 -0.277 7 5 161.59 12 1 22 0 InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1 SWGKAHCIOQPKFW-JTNORFRNSA-N O=C(O[C@H]([C@H](C(=O)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC246948 Cajaflavanone (2S)-5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL557692 15224381 C25H26O5 406.18 1.4311 3.66 3.767 1 2 75.99 9 4 30 0 InChI=1S/C25H26O5/c1-14(2)5-10-17-22(28)21-19(27)13-20(15-6-8-16(26)9-7-15)29-24(21)18-11-12-25(3,4)30-23(17)18/h5-9,11-12,20,26,28H,10,13H2,1-4H3/t20-/m0/s1 TXWYWZHIUMRYOS-FQEVSTJZSA-N CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)C(=O)C[C@H](O2)c1ccc(cc1)O)C NPC159338 Calactin CHEMBL502127 441849 C29H40O9 532.27 -1.7372 3.66 1.844 9 3 131.75 7 7 38 0 InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23-,25+,26-,27-,28+,29+/m1/s1 OWPWFVVPBYFKBG-SXDHXEJRSA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC88668 Calactinicacid Methyl Ester methyl (2S,3R,5R)-2-[[(2R,3R,5S,8R,9S,10R,13R,14S,17R)-10-formyl-2,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-5-methyloxolane-3-carboxylate CHEMBL499114 44583861 C30H42O10 562.28 -1.2828 3.66 1.103 10 3 148.82 12 6 40 0 InChI=1S/C30H42O10/c1-16-12-29(35,25(34)37-3)26(39-16)40-23-11-18-4-5-21-20(28(18,15-31)13-22(23)32)6-8-27(2)19(7-9-30(21,27)36)17-10-24(33)38-14-17/h10,15-16,18-23,26,32,35-36H,4-9,11-14H2,1-3H3/t16-,18+,19-,20+,21-,22-,23-,26+,27-,28-,29+,30+/m1/s1 QLQSCJSKNAYZGB-WOASZFFQSA-N COC(=O)[C@@]1(O)C[C@H](O[C@H]1O[C@@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@H]1O)C=O)CC[C@]1([C@]3(O)CC[C@@H]1C1=CC(=O)OC1)C)C NPC1220 Calanolide C CHEMBL263086 454257 C22H26O5 370.18 0.2774 3.33 3.505 2 1 64.99 8 4 27 0 InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12+,18-/m0/s1 NIDRYBLTWYFCFV-IUUKEHGRSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](O)[C@H]([C@H](O1)C)C NPC177995 Calanolide E2 5-hydroxy-6-(3-hydroxy-2-methylbutanoyl)-2,2-dimethyl-10-propyl-9,10-dihydropyrano[2,3-f]chromen-8-one CHEMBL92735 454259 C22H28O6 388.19 -0.3244 3.22 3.165 3 2 93.06 12 3 28 0 InChI=1S/C22H28O6/c1-6-7-13-10-15(24)27-21-16(13)20-14(8-9-22(4,5)28-20)19(26)17(21)18(25)11(2)12(3)23/h8-9,11-13,23,26H,6-7,10H2,1-5H3 QVXVUACNNIWBIU-UHFFFAOYSA-N CCCC1CC(=O)Oc2c1c1OC(C)(C)C=Cc1c(c2C(=O)C(C(O)C)C)O NPC141822 Calanolide F CHEMBL518356 122843 C22H26O5 370.18 0.2774 3.33 3.505 2 1 64.99 8 4 27 0 InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12+,18+/m1/s1 NIDRYBLTWYFCFV-SOZUMNATSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](O)[C@@H]([C@@H](O1)C)C NPC886 Calceolarioside A [(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL481635 5273566 C23H26O11 478.15 -3.0509 2.78 0.632 7 7 186.37 16 3 34 1 InChI=1S/C23H26O11/c24-11-18-22(34-19(29)6-3-12-1-4-14(25)16(27)9-12)20(30)21(31)23(33-18)32-8-7-13-2-5-15(26)17(28)10-13/h1-6,9-10,18,20-28,30-31H,7-8,11H2/b6-3+/t18-,20-,21-,22-,23-/m1/s1 UHIGZYLCYRQESL-VJWFJHQPSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O)O NPC287597 Calceolarioside B [(2R,3S,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL518414 5273567 C23H26O11 478.15 -3.0509 2.78 1.061 7 7 186.37 16 3 34 1 InChI=1S/C23H26O11/c24-14-4-1-12(9-16(14)26)3-6-19(28)33-11-18-20(29)21(30)22(31)23(34-18)32-8-7-13-2-5-15(25)17(27)10-13/h1-6,9-10,18,20-27,29-31H,7-8,11H2/b6-3+/t18-,20-,21+,22-,23-/m1/s1 LFKQVVDFNHDYNK-FOXCETOMSA-N O=C(OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C/c1ccc(c(c1)O)O NPC138908 Calcicolin A CHEMBL468345 44577280 C28H38O10 534.25 -0.2515 3.44 1.808 10 1 142.5 16 4 38 0 InChI=1S/C28H38O10/c1-12-17-9-18(35-13(2)29)22-27(8)20(36-14(3)30)10-19(33)26(6,7)23(27)21(37-15(4)31)25(38-16(5)32)28(22,11-17)24(12)34/h17-23,25,33H,1,9-11H2,2-8H3/t17-,18+,19+,20+,21-,22+,23-,25+,27+,28+/m1/s1 OSKSJKKACYXKDD-OHXXAWQDSA-N CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](OC(=O)C)C[C@@H](C([C@H]1[C@H]([C@@H]3OC(=O)C)OC(=O)C)(C)C)O)C(=O)C2=C NPC201908 Calcicolin B CHEMBL511941 44577319 C24H32O8 448.21 -0.8833 3.22 0.181 8 2 127.2 11 4 32 0 InChI=1S/C24H32O8/c1-10-13-7-14(31-11(2)25)18-23(6)16(28)8-15(27)22(4,5)19(23)17(29)21(32-12(3)26)24(18,9-13)20(10)30/h13-16,18-19,21,27-28H,1,7-9H2,2-6H3/t13-,14+,15+,16+,18+,19-,21+,23+,24+/m1/s1 VPHPJXZKYUHFDK-AIWHPTMGSA-N CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](O)C[C@@H](C([C@H]1C(=O)[C@@H]3OC(=O)C)(C)C)O)C(=O)C2=C NPC196449 Calcimycin 5-(methylamino)-2-[[(2S,3R,5R,6S,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid CHEMBL1256686 11957499 C29H37N3O6 523.27 -1.3482 3.66 4.488 8 3 126.68 13 5 38 0 InChI=1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1 HIYAVKIYRIFSCZ-CYEMHPAKSA-N CNc1ccc2c(c1C(=O)O)nc(o2)C[C@H]1O[C@@]2(CC[C@H]1C)O[C@@H]([C@@H](C[C@H]2C)C)[C@@H](C(=O)c1ccc[nH]1)C NPC324772 Calcitriol (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol CHEMBL846 5280453 C27H44O3 416.33 0.7547 4.1 6.745 3 3 60.69 13 3 30 1 InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1 GMRQFYUYWCNGIN-NKMMMXOESA-N O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1 NPC104387 Calenduladiol (1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-4,9-diol CHEMBL462795 461835 C30H50O2 442.38 2.6582 4.54 9.394 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-18(2)19-11-14-28(6)24(32)17-30(8)20(25(19)28)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20+,21-,22+,23-,24-,25+,27-,28+,29+,30+/m0/s1 AJBZENLMTKDAEK-SKESNUHASA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)C[C@@H]2O)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC22956 Calendulagycoside B (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL500221 44566499 C48H76O19 956.5 -3.0087 4.65 5.027 19 11 312.05 28 8 67 3 InChI=1S/C48H76O19/c1-43(2)14-16-48(42(60)61)17-15-46(6)21(22(48)18-43)8-9-26-45(5)12-11-27(44(3,4)25(45)10-13-47(26,46)7)64-41-37(67-40-33(56)31(54)29(52)24(20-50)63-40)35(34(57)36(66-41)38(58)59)65-39-32(55)30(53)28(51)23(19-49)62-39/h8,22-37,39-41,49-57H,9-20H2,1-7H3,(H,58,59)(H,60,61)/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31-,32+,33+,34-,35-,36-,37+,39-,40-,41+,45-,46+,47+,48-/m0/s1 YDZWHGJRWMQCDP-NKILCQAGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC35405 Calenduloside G6'-O-Methyl Ester (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-3,5-dihydroxy-6-methoxycarbonyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL501609 16220256 C43H68O14 808.46 -1.0108 4.65 6.456 14 7 221.9 23 7 57 3 InChI=1S/C43H68O14/c1-38(2)15-17-43(37(51)52)18-16-41(6)21(22(43)19-38)9-10-25-40(5)13-12-26(39(3,4)24(40)11-14-42(25,41)7)55-36-31(49)32(30(48)33(57-36)34(50)53-8)56-35-29(47)28(46)27(45)23(20-44)54-35/h9,22-33,35-36,44-49H,10-20H2,1-8H3,(H,51,52)/t22-,23+,24-,25+,26-,27-,28-,29+,30-,31+,32-,33-,35-,36+,40-,41+,42+,43-/m0/s1 LZWQMJKDWBMYDJ-BYKOXTSZSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@H]2O)C(=O)OC)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@H]1O)O)O NPC16488 Callystatin A (2R)-2-[(1E,3Z,5R,7E,9E,11R,13S,14R,15S)-3-ethyl-14-hydroxy-5,9,11,13,15-pentamethyl-12-oxoheptadeca-1,3,7,9-tetraenyl]-2,3-dihydropyran-6-one CHEMBL200899 5471086 C29H44O4 456.32 2.8117 4.21 6.964 4 1 63.6 21 1 33 2 InChI=1S/C29H44O4/c1-8-22(5)28(31)24(7)29(32)23(6)18-20(3)12-10-13-21(4)19-25(9-2)16-17-26-14-11-15-27(30)33-26/h10-12,15-19,21-24,26,28,31H,8-9,13-14H2,1-7H3/b12-10+,17-16+,20-18+,25-19-/t21-,22+,23-,24+,26-,28-/m1/s1 QPJTWGLLJWBDQW-KMMMXHTBSA-N CC[C@@H]([C@H]([C@@H](C(=O)[C@@H](/C=C(/C=C/C[C@H](/C=C(\C=C\[C@H]1CC=CC(=O)O1)/CC)C)\C)C)C)O)C NPC86935 Calodendrolide (1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a,8-dimethyl-1a,4,5,6-tetrahydrooxireno[2,3-d]isochromen-2-one CHEMBL256319 478835 C15H16O4 260.1 0.6127 2.67 1.325 3 0 51.97 3 4 19 0 InChI=1S/C15H16O4/c1-9-4-3-6-14(2)11(10-5-7-17-8-10)18-13(16)12-15(9,14)19-12/h4-5,7-8,11-12H,3,6H2,1-2H3/t11-,12+,14-,15+/m0/s1 RCGHAGIMQPCIRT-MYZSUADSSA-N O=C1O[C@@H](c2cocc2)[C@]2([C@]3([C@@H]1O3)C(=CCC2)C)C NPC196931 Calotropagenin (2R,3R,5S,8R,9S,10R,13R,14S,17R)-2,3,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL495033 14134976 C23H32O6 404.22 -1.0896 3.33 1.637 6 3 104.06 6 5 29 0 InChI=1S/C23H32O6/c1-21-6-4-16-17(3-2-14-9-18(25)19(26)10-22(14,16)12-24)23(21,28)7-5-15(21)13-8-20(27)29-11-13/h8,12,14-19,25-26,28H,2-7,9-11H2,1H3/t14-,15+,16-,17+,18+,19+,21+,22+,23-/m0/s1 VRDLGTLMAZPOMK-CSWSNCTRSA-N O=C[C@]12C[C@@H](O)[C@@H](C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O NPC253456 Calotropin CHEMBL495949 16142 C29H40O9 532.27 -1.7372 3.66 1.844 9 3 131.75 7 7 38 0 InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1 OWPWFVVPBYFKBG-NYVHBPEFSA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC57036 Calycinine CHEMBL226824 44422610 C18H17NO4 311.12 -0.956 2.89 1.406 1 2 59.95 3 5 23 0 InChI=1S/C18H17NO4/c1-21-11-4-10-5-12-15-9(2-3-19-12)6-14-18(23-8-22-14)17(15)16(10)13(20)7-11/h4,6-7,12,19-20H,2-3,5,8H2,1H3/t12-/m0/s1 PTEWWARRGIJHQK-LBPRGKRZSA-N COc1cc2C[C@@H]3NCCc4c3c(c2c(c1)O)c1OCOc1c4 NPC80710 Calycosin 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one CHEMBL241608 5280448 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3 ZZAJQOPSWWVMBI-UHFFFAOYSA-N COc1ccc(cc1O)c1coc2c(c1=O)ccc(c2)O NPC137554 Calystegine B2 (1R,2S,3R,4S,5R)-8-azabicyclo[3.2.1]octane-2,3,4,5-tetrol CHEMBL526330 124434 C7H13NO4 175.08 -3.0192 1.68 -0.255 5 5 92.95 4 2 12 0 InChI=1S/C7H13NO4/c9-4-3-1-2-7(12,8-3)6(11)5(4)10/h3-6,8-12H,1-2H2/t3-,4+,5-,6+,7-/m1/s1 FXFBVZOJVHCEDO-IBISWUOJSA-N O[C@H]1[C@H]2CC[C@](N2)([C@H]([C@@H]1O)O)O NPC284556 Calythropsin (E)-3-(3,4-dihydroxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one CHEMBL340244 5353470 C16H14O5 286.08 -1.3354 2.67 2.538 1 3 86.99 8 2 21 0 InChI=1S/C16H14O5/c1-21-11-4-5-12(15(19)9-11)13(17)6-2-10-3-7-14(18)16(20)8-10/h2-9,18-20H,1H3/b6-2+ IULVGTQOZKYHCS-QHHAFSJGSA-N COc1ccc(c(c1)O)C(=O)/C=C/c1ccc(c(c1)O)O NPC43345 Calyxin A (E)-1-[2,4-dihydroxy-3-[(E,3R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL504530 10817087 C35H34O8 582.23 -2.3032 4.43 6.673 2 6 147.68 19 4 43 3 InChI=1S/C35H34O8/c1-43-32-21-31(41)33(35(42)34(32)30(40)19-10-24-7-16-28(38)17-8-24)25(11-2-22-3-12-26(36)13-4-22)20-29(39)18-9-23-5-14-27(37)15-6-23/h2-8,10-17,19,21,25,29,36-39,41-42H,9,18,20H2,1H3/b11-2+,19-10+/t25-,29-/m0/s1 QFJRXXRSLNGSSQ-UCLDVTQQSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@H](C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccc(cc1)O NPC37253 Calyxin B (E)-1-[2,4-dihydroxy-3-[(2S,4R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL447717 11635614 C35H34O8 582.23 -2.5314 4.43 6.182 2 5 136.68 15 5 43 1 InChI=1S/C35H34O8/c1-42-32-20-30(40)33(35(41)34(32)29(39)17-7-22-4-12-26(37)13-5-22)24-18-28(16-6-21-2-10-25(36)11-3-21)43-31(19-24)23-8-14-27(38)15-9-23/h2-5,7-15,17,20,24,28,31,36-38,40-41H,6,16,18-19H2,1H3/b17-7+/t24-,28+,31+/m1/s1 LPRJKEYEZOKENY-VKTVXKIRSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@@H](C1)c1ccc(cc1)O NPC257166 Calyxin E 7-hydroxy-8-[(E,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-2-(4-hydroxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one CHEMBL452916 44559999 C35H34O8 582.23 -2.3737 4.43 5.769 2 5 136.68 16 5 43 1 InChI=1S/C35H34O8/c1-42-32-20-29(40)33(35-34(32)30(41)19-31(43-35)23-9-16-27(38)17-10-23)24(8-2-21-3-11-25(36)12-4-21)18-28(39)15-7-22-5-13-26(37)14-6-22/h2-6,8-14,16-17,20,24,28,31,36-40H,7,15,18-19H2,1H3/b8-2+/t24?,28-,31?/m0/s1 LQWWCAPEPBPSDD-FYELDJPQSA-N COc1cc(O)c(c2c1C(=O)CC(O2)c1ccc(cc1)O)C(C[C@H](CCc1ccc(cc1)O)O)/C=C/c1ccc(cc1)O NPC98023 Calyxin I (E)-1-[(2S,4S,4aS,5R,10bR)-10-hydroxy-4,5-bis(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethyl]-8-methoxy-1,2,4,4a,5,10b-hexahydropyrano[3,4-c]chromen-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL455049 10327269 C42H38O9 686.25 -3.0258 5.09 7.285 2 5 145.91 15 7 51 1 InChI=1S/C42H38O9/c1-49-36-23-35(48)37-33-22-32(20-6-24-2-12-28(43)13-3-24)50-40(26-8-16-30(45)17-9-26)38(33)41(27-10-18-31(46)19-11-27)51-42(37)39(36)34(47)21-7-25-4-14-29(44)15-5-25/h2-5,7-19,21,23,32-33,38,40-41,43-46,48H,6,20,22H2,1H3/b21-7+/t32-,33-,38-,40+,41-/m0/s1 UJEBJUQQVRWYAG-SOFNOPICSA-N COc1cc(O)c2c(c1C(=O)/C=C/c1ccc(cc1)O)O[C@H]([C@H]1[C@H]2C[C@H](CCc2ccc(cc2)O)O[C@@H]1c1ccc(cc1)O)c1ccc(cc1)O NPC42965 Calyxin J CHEMBL510115 11765183 C42H38O9 686.25 -3.0963 5.09 6.81 2 4 134.91 12 8 51 1 InChI=1S/C42H38O9/c1-48-35-22-36-37(42-39(35)33(47)21-34(50-42)24-5-13-28(44)14-6-24)32-20-31(19-4-23-2-11-27(43)12-3-23)49-40(25-7-15-29(45)16-8-25)38(32)41(51-36)26-9-17-30(46)18-10-26/h2-3,5-18,22,31-32,34,38,40-41,43-46H,4,19-21H2,1H3/t31-,32-,34?,38-,40+,41-/m0/s1 VIDHFKRYBXNWLN-OMQYIVAFSA-N COc1cc2O[C@@H](c3ccc(cc3)O)[C@H]3[C@H](c2c2c1C(=O)CC(O2)c1ccc(cc1)O)C[C@@H](O[C@@H]3c1ccc(cc1)O)CCc1ccc(cc1)O NPC1796 Calyxin K 7-hydroxy-2-(4-hydroxyphenyl)-8-[(2S,4R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-5-methoxy-2,3-dihydrochromen-4-one CHEMBL455334 10348279 C35H34O8 582.23 -2.6019 4.43 5.278 2 4 125.68 12 6 43 1 InChI=1S/C35H34O8/c1-41-32-19-28(39)33(35-34(32)29(40)18-31(43-35)22-7-13-26(38)14-8-22)23-16-27(15-4-20-2-9-24(36)10-3-20)42-30(17-23)21-5-11-25(37)12-6-21/h2-3,5-14,19,23,27,30-31,36-39H,4,15-18H2,1H3/t23-,27+,30+,31?/m1/s1 JHPJOKVLYIDVMB-DXOCUVQASA-N COc1cc(O)c(c2c1C(=O)CC(O2)c1ccc(cc1)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@@H](C1)c1ccc(cc1)O NPC15815 Calyxin L (E)-1-[(2R,4R)-5-hydroxy-4-[(2S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-8-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL448657 10722001 C35H34O8 582.23 -2.5314 4.43 5.753 2 5 136.68 16 5 43 1 InChI=1S/C35H34O8/c1-42-32-20-30(41)33-24(18-28(39)14-6-21-2-10-25(36)11-3-21)19-31(23-8-15-27(38)16-9-23)43-35(33)34(32)29(40)17-7-22-4-12-26(37)13-5-22/h2-5,7-13,15-17,20,24,28,31,36-39,41H,6,14,18-19H2,1H3/b17-7+/t24-,28+,31-/m1/s1 WVMXLWIYDSSCRW-KBYRMXMQSA-N COc1cc(O)c2c(c1C(=O)/C=C/c1ccc(cc1)O)O[C@H](C[C@H]2C[C@H](CCc1ccc(cc1)O)O)c1ccc(cc1)O NPC51247 Calyxin M/C-9''-Epicalyxin M (8R,10R)-10-[(2S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2,8-bis(4-hydroxyphenyl)-5-methoxy-3,8,9,10-tetrahydro-2H-pyrano[2,3-h]chromen-4-one CHEMBL457496 21588172 C35H34O8 582.23 -2.6019 4.43 5.278 2 4 125.68 13 6 43 1 InChI=1S/C35H34O8/c1-41-31-19-32-33(35-34(31)28(40)18-30(43-35)22-7-14-26(38)15-8-22)23(17-29(42-32)21-5-12-25(37)13-6-21)16-27(39)11-4-20-2-9-24(36)10-3-20/h2-3,5-10,12-15,19,23,27,29-30,36-39H,4,11,16-18H2,1H3/t23-,27+,29-,30?/m1/s1 GCOWWPYRPQXGML-YWKCAHPZSA-N COc1cc2O[C@H](C[C@H](c2c2c1C(=O)CC(O2)c1ccc(cc1)O)C[C@H](CCc1ccc(cc1)O)O)c1ccc(cc1)O NPC8493 Cambogin CHEMBL458934 11135781 C38H50O6 602.36 3.8728 4.98 8.882 4 2 100.9 20 4 44 1 InChI=1S/C38H50O6/c1-22(2)11-14-26-20-37-21-27(15-12-23(3)4)36(9,10)44-33(37)30(31(41)25-13-16-28(39)29(40)19-25)32(42)38(34(37)43,35(26,7)8)18-17-24(5)6/h11-13,16-17,19,26-27,39-40H,14-15,18,20-21H2,1-10H3/t26-,27+,37+,38+/m1/s1 KXTNVBQRLRYVCO-LPSZMIQCSA-N CC(=CC[C@]12C(=O)C(=C3[C@@](C1=O)(C[C@@H](C(O3)(C)C)CC=C(C)C)C[C@H](C2(C)C)CC=C(C)C)C(=O)c1ccc(c(c1)O)O)C NPC33083 Camelliquercetiside A [(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1957046 57401809 C47H54O27 1050.29 -8.8521 3.66 -2.171 21 15 429.89 31 8 74 3 InChI=1S/C47H54O27/c1-16-30(56)40(72-46-37(63)35(61)32(58)26(13-48)69-46)38(64)45(67-16)66-15-27-33(59)41(73-44-36(62)31(57)24(54)14-65-44)43(71-28(55)9-4-17-2-6-19(49)7-3-17)47(70-27)74-42-34(60)29-23(53)11-20(50)12-25(29)68-39(42)18-5-8-21(51)22(52)10-18/h2-12,16,24,26-27,30-33,35-38,40-41,43-54,56-59,61-64H,13-15H2,1H3/b9-4+/t16-,24-,26+,27+,30-,31-,32+,33+,35-,36+,37+,38+,40+,41-,43+,44-,45+,46-,47-/m0/s1 YDPDTPHAIHAETR-RJHHWURMSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(c(c4)O)O)[C@@H]([C@H]([C@@H]3O)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O)O)OC(=O)/C=C/c3ccc(cc3)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC249560 Camelliquercetiside B [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1957047 57384054 C42H46O23 918.24 -7.6159 3.55 -0.877 17 13 370.97 27 7 65 3 InChI=1S/C42H46O23/c1-15-28(50)37(64-41-34(56)32(54)29(51)24(13-43)61-41)35(57)40(59-15)58-14-25-30(52)33(55)39(63-26(49)9-4-16-2-6-18(44)7-3-16)42(62-25)65-38-31(53)27-22(48)11-19(45)12-23(27)60-36(38)17-5-8-20(46)21(47)10-17/h2-12,15,24-25,28-30,32-35,37,39-48,50-52,54-57H,13-14H2,1H3/b9-4+/t15-,24+,25+,28-,29+,30+,32-,33-,34+,35+,37+,39+,40+,41-,42-/m0/s1 FMFFYFPHHRLGQM-SLBAZVKTSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(c(c4)O)O)[C@@H]([C@H]([C@@H]3O)O)OC(=O)/C=C/c3ccc(cc3)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC275977 Camelliquercetiside C [(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-5-hydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1957048 57400005 C41H44O22 888.23 -7.1052 3.55 -0.205 16 12 350.74 25 7 63 3 InChI=1S/C41H44O22/c1-15-28(49)32(53)34(55)39(58-15)57-14-25-30(51)36(62-40-33(54)29(50)23(47)13-56-40)38(61-26(48)9-4-16-2-6-18(42)7-3-16)41(60-25)63-37-31(52)27-22(46)11-19(43)12-24(27)59-35(37)17-5-8-20(44)21(45)10-17/h2-12,15,23,25,28-30,32-34,36,38-47,49-51,53-55H,13-14H2,1H3/b9-4+/t15-,23-,25+,28-,29-,30+,32+,33+,34+,36-,38+,39+,40-,41-/m0/s1 WJNXAFADOMWGIU-UFYQSDDJSA-N O=C(O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)/C=C/c1ccc(cc1)O NPC162394 Camelliquercetiside D [(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1957049 57384062 C36H36O18 756.19 -5.869 3.44 1.089 12 10 291.82 21 6 54 2 InChI=1S/C36H36O18/c1-14-26(43)29(46)31(48)35(50-14)49-13-23-27(44)30(47)34(53-24(42)9-4-15-2-6-17(37)7-3-15)36(52-23)54-33-28(45)25-21(41)11-18(38)12-22(25)51-32(33)16-5-8-19(39)20(40)10-16/h2-12,14,23,26-27,29-31,34-41,43-44,46-48H,13H2,1H3/b9-4+/t14-,23+,26-,27+,29+,30-,31+,34+,35+,36-/m0/s1 IJYHCBQZOMHTFY-WAUDLAJOSA-N O=C(O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)/C=C/c1ccc(cc1)O NPC131981 Camphor (1R,4R)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one CHEMBL504760 159055 C10H16O 152.12 0.9693 2.45 2.127 1 0 17.07 3 2 11 0 InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1 DSSYKIVIOFKYAU-XCBNKYQSSA-N O=C1C[C@@H]2C([C@@]1(C)CC2)(C)C NPC129909 Camptothecin CHEMBL65 24360 C20H16N2O4 348.11 -1.587 3 2.133 6 1 79.73 3 5 26 0 InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1 VSJKWCGYPAHWDS-FQEVSTJZSA-N CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O NPC216459 Canadine CHEMBL490533 21171 C20H21NO4 339.15 -0.1023 3.11 2.475 1 0 40.16 4 5 25 0 InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1 VZTUIEROBZXUFA-INIZCTEOSA-N COc1c(OC)ccc2c1CN1CCc3c([C@@H]1C2)cc1c(c3)OCO1 NPC136159 Canaline (2S)-2-amino-4-aminooxybutanoic acid CHEMBL1231652 441443;25246035 C4H10N2O3 134.07 -2.1728 1.35 -4.108 3 3 98.57 7 0 9 0 InChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1 FQPGMQABJNQLLF-VKHMYHEASA-N N[C@H](C(=O)O)CCON NPC60672 Canavanine (2S)-2-azaniumyl-4-(diaminomethylideneamino)oxybutanoate CHEMBL443732 46224610;439202 C5H12N4O3 176.09 -2.0468 1.24 -3.019 5 5 134.45 9 0 12 0 InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1 FSBIGDSBMBYOPN-VKHMYHEASA-N NC(=N)NOCC[C@@H](C(=O)O)N NPC28730 Candenatenin A 4-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enyl]-2,3-dimethoxyphenol CHEMBL1080062 44254875 C18H20O5 316.13 -0.287 2.89 2.848 0 2 68.15 11 2 23 0 InChI=1S/C18H20O5/c1-21-16-10-7-12(11-15(16)20)5-4-6-13-8-9-14(19)18(23-3)17(13)22-2/h4-5,7-11,19-20H,6H2,1-3H3/b5-4+ LNXCGMDIRKMWRL-SNAWJCMRSA-N COc1ccc(cc1O)/C=C/Cc1ccc(c(c1OC)OC)O NPC295021 Candidine (6Z)-6-(3-oxo-1H-indol-2-ylidene)indolo[2,1-b]quinazolin-12-one CHEMBL503442 5320815 C23H13N3O2 363.1 -1.4589 3.44 6.186 5 1 61.77 0 6 28 1 InChI=1S/C23H13N3O2/c27-21-13-7-1-4-10-16(13)24-20(21)19-15-9-3-6-12-18(15)26-22(19)25-17-11-5-2-8-14(17)23(26)28/h1-12,24H/b20-19- DXENDDMPDZMHSQ-VXPUYCOJSA-N O=C1c2ccccc2N/C/1=c/1\c2nc3ccccc3c(=O)n2c2c1cccc2 NPC216842 Candidusin A 7-(4-hydroxyphenyl)-6,9-dimethoxydibenzofuran-2,3-diol CHEMBL1795468 24011606 C20H16O6 352.09 -1.6386 3 2.468 0 3 92.29 8 4 26 0 InChI=1S/C20H16O6/c1-24-17-8-12(10-3-5-11(21)6-4-10)19(25-2)20-18(17)13-7-14(22)15(23)9-16(13)26-20/h3-9,21-23H,1-2H3 LMJVXQOOTLMXHB-UHFFFAOYSA-N COc1c(cc(c2c1oc1c2cc(c(c1)O)O)OC)c1ccc(cc1)O NPC82217 Candidusin C 6,9-dimethoxy-7-(4-methoxyphenyl)dibenzofuran-2,3-diol CHEMBL1795469 56659541 C21H18O6 366.11 -1.2301 3.11 2.987 0 2 81.29 9 4 27 0 InChI=1S/C21H18O6/c1-24-12-6-4-11(5-7-12)13-9-18(25-2)19-14-8-15(22)16(23)10-17(14)27-21(19)20(13)26-3/h4-10,22-23H,1-3H3 WGKJZQZVJSKRPI-UHFFFAOYSA-N COc1ccc(cc1)c1cc(OC)c2c(c1OC)oc1c2cc(c(c1)O)O NPC218753 Cannabichromene 2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-5-ol CHEMBL422704 30219 C21H30O2 314.22 1.3251 3.55 6.585 0 1 29.46 12 2 23 1 InChI=1S/C21H30O2/c1-5-6-7-10-17-14-19(22)18-11-13-21(4,23-20(18)15-17)12-8-9-16(2)3/h9,11,13-15,22H,5-8,10,12H2,1-4H3 UVOLYTDXHDXWJU-UHFFFAOYSA-N CCCCCc1cc2OC(C)(CCC=C(C)C)C=Cc2c(c1)O NPC299568 Cannabidiol 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol CHEMBL190461 644019 C21H30O2 314.22 0.55 3.55 6.336 0 2 40.46 11 2 23 1 InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N CCCCCc1cc(O)c(c(c1)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C NPC290803 Cannabidiol Acid 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-pentylbenzoic acid CHEMBL498672 160570 C22H30O4 358.21 0.3102 3.44 6.556 2 3 77.76 13 2 26 1 InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1 WVOLTBSCXRRQFR-DLBZAZTESA-N CCCCCc1cc(O)c(c(c1C(=O)O)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C NPC201662 Cannabigerol 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentylbenzene-1,3-diol CHEMBL497318 5315659 C21H32O2 316.24 1.4387 3.55 6.761 0 2 40.46 15 1 23 1 InChI=1S/C21H32O2/c1-5-6-7-11-18-14-20(22)19(21(23)15-18)13-12-17(4)10-8-9-16(2)3/h9,12,14-15,22-23H,5-8,10-11,13H2,1-4H3/b17-12+ QXACEHWTBCFNSA-SFQUDFHCSA-N CCCCCc1cc(O)c(c(c1)O)C/C=C(/CCC=C(C)C)\C NPC16577 Cannabinol 6,6,9-trimethyl-3-pentylbenzo[c]chromen-1-ol CHEMBL74415 2543 C21H26O2 310.19 -0.1286 3.55 7.264 0 1 29.46 9 3 23 1 InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3 VBGLYOIFKLUMQG-UHFFFAOYSA-N CCCCCc1cc(O)c2c(c1)OC(c1c2cc(C)cc1)(C)C NPC472800 Cannabiripsol (6aR,9S,10S,10aR)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9,10-triol CHEMBL3586111 192007 C21H32O4 348.23 -1.4162 3.33 4.816 2 3 69.92 11 3 25 0 InChI=1S/C21H32O4/c1-5-6-7-8-13-11-15(22)18-16(12-13)25-20(2,3)14-9-10-21(4,24)19(23)17(14)18/h11-12,14,17,19,22-24H,5-10H2,1-4H3/t14-,17-,19+,21+/m1/s1 TZGCTXUTNDNTTE-DYZHCLJRSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2[C@H](O)[C@@](CC1)(C)O)(C)C NPC193382 Cannogenol-3-O-Alpha-L-Rhamnoside 3-[(3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL400877 21123891 C29H44O9 536.3 -2.3701 3.66 1.726 9 5 145.91 11 6 38 0 InChI=1S/C29H44O9/c1-15-23(32)24(33)25(34)26(37-15)38-18-5-9-28(14-30)17(12-18)3-4-21-20(28)6-8-27(2)19(7-10-29(21,27)35)16-11-22(31)36-13-16/h11,15,17-21,23-26,30,32-35H,3-10,12-14H2,1-2H3/t15-,17+,18-,19+,20-,21+,23-,24+,25+,26-,27+,28+,29-/m0/s1 WPVGSIBYLZQSIK-XUAZSLIYSA-N OC[C@]12CC[C@@H](C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC180777 Canophyllol (4R,4aS,6aS,6aS,6bR,8aS,12aS,14aS,14bS)-8a-(hydroxymethyl)-4,4a,6a,6b,11,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL483012 7330581 C30H50O2 442.38 2.1268 4.54 10.426 2 1 37.3 9 5 32 1 InChI=1S/C30H50O2/c1-20-21(32)8-9-22-26(20,4)11-10-23-27(22,5)13-14-29(7)24-18-25(2,3)12-16-30(24,19-31)17-15-28(23,29)6/h20,22-24,31H,8-19H2,1-7H3/t20-,22+,23-,24-,26+,27-,28+,29-,30+/m0/s1 YPWQSKQSNNTXOL-TWWFCBCGSA-N OC[C@@]12CCC(C[C@H]2[C@]2([C@@](CC1)(C)[C@H]1CC[C@]3([C@H]([C@@]1(CC2)C)CCC(=O)[C@@H]3C)C)C)(C)C NPC293487 Canthin-6-One CHEMBL156897 97176 C14H8N2O 220.06 -0.2737 2.67 2.809 3 0 34.89 0 4 17 0 InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H ZERVJPYNQLONEK-UHFFFAOYSA-N O=c1ccc2c3n1c1ccccc1c3ccn2 NPC269023 Capillarin 3-but-2-ynylisochromen-1-one CHEMBL479330 3083811 C13H10O2 198.07 1.4835 2.67 3.992 2 0 26.3 1 2 15 0 InChI=1S/C13H10O2/c1-2-3-7-11-9-10-6-4-5-8-12(10)13(14)15-11/h4-6,8-9H,7H2,1H3 KUJLPCYCQICVRM-UHFFFAOYSA-N CC#CCc1cc2ccccc2c(=O)o1 NPC255550 Capsaicin (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide CHEMBL294199 1548943 C18H27NO3 305.2 -0.0512 3 4.651 2 2 62.05 14 1 22 0 InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+ YKPUWZUDDOIDPM-SOFGYWHQSA-N COc1cc(CN=C(CCCC/C=C/C(C)C)O)ccc1O NPC183736 Capsanthin (2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one CHEMBL1519371 5281228 C40H56O3 584.42 7.6727 5.53 9.892 3 2 57.53 23 2 43 2 InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1 VYIRVAXUEZSDNC-RDJLEWNRSA-N C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]1(C)C[C@H](CC1(C)C)O)\C NPC473231 Capsicodendrin CHEMBL376261 44419494 C34H48O10 616.32 0.3173 4.1 5.326 10 2 137.82 16 6 44 1 InChI=1S/C34H48O10/c1-18(36)40-22-15-20-26(38)42-28-34(20,32(8)14-10-12-30(5,6)25(22)32)44-27(43-28)21-16-23(41-19(2)37)24-29(3,4)11-9-13-31(24,7)33(21,39)17-35/h15-17,22-28,38-39H,9-14H2,1-8H3/t22-,23-,24+,25+,26?,27?,28+,31+,32+,33-,34+/m1/s1 ASRYDWWUAZEWIH-QXSHUVCSSA-N O=C[C@@]1(O)C(=C[C@H]([C@@H]2[C@]1(C)CCCC2(C)C)OC(=O)C)C1O[C@H]2[C@@]3(O1)C(=C[C@H]([C@@H]1[C@]3(C)CCCC1(C)C)OC(=O)C)C(O2)O NPC470012 Carabrol (3aR,4aS,5S,5aR,6aR)-5-[(3S)-3-hydroxybutyl]-4a,5a-dimethyl-3-methylidene-4,5,6,6a-tetrahydro-3aH-cyclopropa[f][1]benzofuran-2-one CHEMBL1644101 53323204 C16H24O3 264.17 0.3696 2.89 3.334 3 1 46.53 7 3 19 0 InChI=1S/C16H24O3/c1-9(17)5-6-13-15(3)7-11-10(2)14(18)19-12(11)8-16(13,15)4/h9,11-13,17H,2,5-8H2,1,3-4H3/t9-,11+,12+,13-,15-,16+/m0/s1 FDFBRCKWUMZDTG-AYWPFRTFSA-N C[C@@H](CC[C@@H]1[C@@]2([C@@]1(C)C[C@H]1[C@@H](C2)OC(=O)C1=C)C)O NPC194637 Carabron (3aR,4aS,5S,5aR,6aR)-5a-methyl-3-methylidene-5-(3-oxobutyl)-3a,4,4a,5,6,6a-hexahydrocyclopropa[f][1]benzofuran-2-one CHEMBL3315226 164879 C15H20O3 248.14 0.4292 2.78 2.424 3 0 43.37 5 3 18 0 InChI=1S/C15H20O3/c1-8(16)4-5-11-12-6-10-9(2)14(17)18-13(10)7-15(11,12)3/h10-13H,2,4-7H2,1,3H3/t10-,11+,12+,13-,15-/m1/s1 AGIQIKMGJVLKMA-NLRWUALESA-N CC(=O)CC[C@H]1[C@H]2[C@]1(C)C[C@@H]1[C@H](C2)C(=C)C(=O)O1 NPC219011 Carabrone (3aR,4aS,5S,5aR,6aR)-4a,5a-dimethyl-3-methylidene-5-(3-oxobutyl)-4,5,6,6a-tetrahydro-3aH-cyclopropa[f][1]benzofuran-2-one CHEMBL1644102 53319263 C16H22O3 262.16 0.8979 2.89 3.03 3 0 43.37 6 3 19 0 InChI=1S/C16H22O3/c1-9(17)5-6-13-15(3)7-11-10(2)14(18)19-12(11)8-16(13,15)4/h11-13H,2,5-8H2,1,3-4H3/t11-,12-,13+,15+,16-/m1/s1 UUCCDEBLQHHCHQ-XYTFPVCRSA-N CC(=O)CC[C@@H]1[C@@]2([C@@]1(C)C[C@H]1[C@@H](C2)OC(=O)C1=C)C NPC237424 Caragasinin A (1R,2S,3R)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-1-[(R)-(4-hydroxyphenyl)-methoxymethyl]-2,3-dihydro-1H-indene-4,6-diol CHEMBL1939064 56950653 C29H26O7 486.17 -3.0307 3.88 3.765 1 6 130.61 12 5 36 1 InChI=1S/C29H26O7/c1-36-29(16-4-8-19(31)9-5-16)28-23-13-22(34)14-24(35)27(23)26(17-10-20(32)12-21(33)11-17)25(28)15-2-6-18(30)7-3-15/h2-14,25-26,28-35H,1H3/t25-,26-,28-,29-/m0/s1 XPDHVQUZVFHQNW-DZXSPZCNSA-N CO[C@H]([C@H]1c2cc(O)cc(c2[C@H]([C@@H]1c1ccc(cc1)O)c1cc(O)cc(c1)O)O)c1ccc(cc1)O NPC238168 Caragasinin B (1R,2S,3R)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-1-[(S)-(4-hydroxyphenyl)-methoxymethyl]-2,3-dihydro-1H-indene-4,6-diol CHEMBL1939067 56950654 C29H26O7 486.17 -3.0307 3.88 3.765 1 6 130.61 12 5 36 1 InChI=1S/C29H26O7/c1-36-29(16-4-8-19(31)9-5-16)28-23-13-22(34)14-24(35)27(23)26(17-10-20(32)12-21(33)11-17)25(28)15-2-6-18(30)7-3-15/h2-14,25-26,28-35H,1H3/t25-,26-,28-,29+/m0/s1 XPDHVQUZVFHQNW-ZSLRCHCDSA-N CO[C@@H]([C@H]1c2cc(O)cc(c2[C@H]([C@@H]1c1ccc(cc1)O)c1cc(O)cc(c1)O)O)c1ccc(cc1)O NPC20210 Caraphenol B [(1R,2R,3R)-2-(3,5-dihydroxyphenyl)-4,6-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methanone CHEMBL1939066 484754 C28H22O7 470.14 -3.3027 3.77 3.199 1 6 138.45 10 5 35 1 InChI=1S/C28H22O7/c29-17-5-1-14(2-6-17)24-25(16-9-19(31)11-20(32)10-16)27(22-12-21(33)13-23(34)26(22)24)28(35)15-3-7-18(30)8-4-15/h1-13,24-25,27,29-34H/t24-,25+,27-/m0/s1 NNTKNQXSDDQTKC-WEWMWRJBSA-N Oc1ccc(cc1)C(=O)[C@H]1c2cc(O)cc(c2[C@H]([C@H]1c1cc(O)cc(c1)O)c1ccc(cc1)O)O NPC250361 Carbazole 9H-carbazole CHEMBL243580 6854 C12H9N 167.07 -0.4204 2.67 4.078 1 1 15.79 0 3 13 0 InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H UJOBWOGCFQCDNV-UHFFFAOYSA-N c1ccc2c(c1)[nH]c1c2cccc1 NPC42483 Carbendazim methyl N-(1H-benzimidazol-2-yl)carbamate CHEMBL70971 25429 C9H9N3O2 191.07 0.1511 1.9 2.618 5 2 70.5 4 2 14 0 InChI=1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13) TWFZGCMQGLPBSX-UHFFFAOYSA-N COC(=Nc1nc2c([nH]1)cccc2)O NPC87231 Cardamomin (E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one CHEMBL378104 641785 C16H14O4 270.09 -0.8751 2.78 4.338 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+ NYSZJNUIVUBQMM-BQYQJAHWSA-N COc1cc(O)cc(c1C(=O)/C=C/c1ccccc1)O NPC147310 Cardol 5-pentadecylbenzene-1,3-diol CHEMBL98610 76617 C21H36O2 320.27 -4.5509 3.55 9.159 0 2 40.46 17 1 23 2 InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3 KVVSCMOUFCNCGX-UHFFFAOYSA-N CCCCCCCCCCCCCCCc1cc(O)cc(c1)O NPC293454 Carnosic Acid (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid CHEMBL484853 65126 C20H28O4 332.2 -0.0192 3.22 5.183 2 3 77.76 9 3 24 1 InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1 QRYRORQUOLYVBU-VBKZILBWSA-N OC(=O)[C@@]12CCCC([C@@H]2CCc2c1c(O)c(c(c2)C(C)C)O)(C)C NPC84786 Carnosol CHEMBL218693 442009 C20H26O4 330.18 0.0167 3.22 4.551 2 2 66.76 7 2 24 0 InChI=1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1 XUSYGBPHQBWGAD-PJSUUKDQSA-N O=C1O[C@H]2C[C@@H]3[C@]1(CCCC3(C)C)c1c2cc(c(c1O)O)C(C)C NPC168679 Carpesiolin (3aS,5R,5aS,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1644106 10015663 C15H20O4 264.14 0.2071 2.67 0.669 4 1 63.6 3 3 19 0 InChI=1S/C15H20O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h7,9-10,12-13,17H,2,4-6H2,1,3H3/t7-,9+,10+,12-,13+,15+/m1/s1 IOUNDPHKKPZPKB-GSNHZRAGSA-N C=C1C(=O)O[C@@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)CC[C@H]1[C@@H](C2)C NPC312132 Carvacrol 2-methyl-5-propan-2-ylphenol CHEMBL281202 10364 C10H14O 150.1 0.7546 2.45 3.556 0 1 20.23 5 1 11 0 InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3 RECUKUPTGUEGMW-UHFFFAOYSA-N CC(c1ccc(c(c1)O)C)C NPC111485 Caryachine CHEMBL480663 44575219 C19H19NO4 325.13 -0.6753 3 1.993 1 1 51.16 4 5 24 0 InChI=1S/C19H19NO4/c1-20-14-4-11-6-18-19(24-9-23-18)8-13(11)15(20)3-10-5-17(22-2)16(21)7-12(10)14/h5-8,14-15,21H,3-4,9H2,1-2H3/t14-,15-/m0/s1 TZJNFQHUSMXCIT-GJZGRUSLSA-N COc1cc2C[C@@H]3N([C@H](c2cc1O)Cc1c3cc2OCOc2c1)C NPC127933 Caseamembrin A [(1R,3S,5S,6aR,7S,8S,10R,10aR)-1-acetyloxy-3-butanoyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL475676 11249785 C31H46O8 546.32 1.1745 3.99 6.594 8 1 108.36 21 3 39 2 InChI=1S/C31H46O8/c1-9-12-26(34)38-28-23-16-22(37-27(35)19(5)11-3)17-24-30(8,14-13-18(4)10-2)20(6)15-25(33)31(23,24)29(39-28)36-21(7)32/h10,16,19-20,22,24-25,28-29,33H,2,4,9,11-15,17H2,1,3,5-8H3/t19?,20-,22+,24+,25+,28+,29-,30-,31-/m0/s1 TZJHOPZZDGIPGM-RKJNHNLOSA-N CCCC(=O)O[C@@H]1O[C@@H]([C@]23C1=C[C@@H](OC(=O)C(CC)C)C[C@@H]3[C@@]([C@H](C[C@H]2O)C)(C)CCC(=C)C=C)OC(=O)C NPC238397 Caseamembrin B [(1R,3R,5S,6aR,7S,8S,10R,10aR)-1-acetyloxy-10-hydroxy-3-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL470761 11237186 C28H42O7 490.29 1.4157 3.77 5.551 7 1 91.29 18 3 35 2 InChI=1S/C28H42O7/c1-9-16(3)11-12-27(7)18(5)13-23(30)28-21(25(32-8)35-26(28)33-19(6)29)14-20(15-22(27)28)34-24(31)17(4)10-2/h9,14,17-18,20,22-23,25-26,30H,1,3,10-13,15H2,2,4-8H3/t17?,18-,20+,22+,23+,25+,26-,27-,28-/m0/s1 RGZKHYXCYJSLDP-YSUIGKFQSA-N CCC(C(=O)O[C@@H]1C=C2[C@H](OC)O[C@@H]([C@@]32[C@H](C1)[C@@](C)(CCC(=C)C=C)[C@H](C[C@H]3O)C)OC(=O)C)C NPC125423 Caseamembrin C [(1R,3S,5S,6aR,7R,8R,9R,10S,10aR)-1-acetyloxy-3-butanoyloxy-9,10-dihydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL475879 11203809 C31H46O9 562.31 0.4082 3.88 5.571 9 2 128.59 22 3 40 2 InChI=1S/C31H46O9/c1-9-12-24(33)39-28-22-15-21(38-27(36)18(5)11-3)16-23-30(8,14-13-17(4)10-2)19(6)25(34)26(35)31(22,23)29(40-28)37-20(7)32/h10,15,18-19,21,23,25-26,28-29,34-35H,2,4,9,11-14,16H2,1,3,5-8H3/t18?,19-,21+,23+,25+,26+,28+,29-,30-,31-/m0/s1 BOVQULZBTRBINP-SFNDVPNUSA-N CCCC(=O)O[C@@H]1O[C@@H]([C@]23C1=C[C@@H](OC(=O)C(CC)C)C[C@@H]3[C@@]([C@H]([C@H]([C@H]2O)O)C)(C)CCC(=C)C=C)OC(=O)C NPC40728 Caseamembrin D [(1R,3S,5S,6aR,7R,8R,9R,10S,10aR)-1,9-diacetyloxy-3-butanoyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL510107 11192734 C33H48O10 604.32 0.7873 3.99 5.882 10 1 134.66 24 3 43 2 InChI=1S/C33H48O10/c1-10-13-26(36)42-30-24-16-23(41-29(38)19(5)12-3)17-25-32(9,15-14-18(4)11-2)20(6)27(39-21(7)34)28(37)33(24,25)31(43-30)40-22(8)35/h11,16,19-20,23,25,27-28,30-31,37H,2,4,10,12-15,17H2,1,3,5-9H3/t19?,20-,23+,25+,27+,28+,30+,31-,32-,33-/m0/s1 ZWHARZIRGKBMPI-VHLLSUOMSA-N CCCC(=O)O[C@@H]1O[C@@H]([C@]23C1=C[C@@H](OC(=O)C(CC)C)C[C@@H]3[C@@]([C@H]([C@H]([C@H]2O)OC(=O)C)C)(C)CCC(=C)C=C)OC(=O)C NPC7613 Caseamembrin E [(1R,3S,5R,6aR,7S,8S,10R,10aR)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL470549 11260897 C29H42O8 518.29 1.3863 3.77 5.772 8 1 108.36 19 3 37 2 InChI=1S/C29H42O8/c1-9-16(3)11-12-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)17(4)10-2/h9,14,17-18,21,23-24,26-27,32H,1,3,10-13,15H2,2,4-8H3/t17?,18-,21-,23+,24+,26+,27-,28-,29-/m0/s1 UCTQGEZEUWGOLP-NKFLEMPSSA-N C=CC(=C)CC[C@@]1(C)[C@@H](C)C[C@H]([C@]23[C@@H]1C[C@@H](OC(=O)C(CC)C)C=C3[C@@H](O[C@@H]2OC(=O)C)OC(=O)C)O NPC89171 Caseamembrin F [(2S,4aR,5R,7S,8S,8aR)-4,4a-diformyl-5-hydroxy-7,8-dimethyl-8-(3-methylidenepent-4-enyl)-1,2,5,6,7,8a-hexahydronaphthalen-2-yl] 2-methylbutanoate CHEMBL470550 11292959 C25H36O5 416.26 1.0536 3.66 6.138 5 1 80.67 15 2 30 1 InChI=1S/C25H36O5/c1-7-16(3)9-10-24(6)18(5)11-22(28)25(15-27)19(14-26)12-20(13-21(24)25)30-23(29)17(4)8-2/h7,12,14-15,17-18,20-22,28H,1,3,8-11,13H2,2,4-6H3/t17?,18-,20+,21+,22+,24-,25+/m0/s1 UESZYYLGCVWOTQ-QWUBLNBUSA-N C=CC(=C)CC[C@@]1(C)[C@@H](C)C[C@H]([C@]2([C@@H]1C[C@H](OC(=O)C(CC)C)C=C2C=O)C=O)O NPC264867 Casearlucin A [(1R,3S,5S,6aR,7S,8S,10R,10aR)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL456075 44584135 C29H42O8 518.29 1.985 3.77 5.727 8 1 108.36 19 3 37 2 InChI=1S/C29H42O8/c1-9-16(3)11-12-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)17(4)10-2/h9,11,14,17-18,21,23-24,26-27,32H,1,10,12-13,15H2,2-8H3/b16-11+/t17?,18-,21+,23+,24+,26+,27-,28-,29-/m0/s1 FGGPIWICAGRSLN-UQSIVEBGSA-N C=C/C(=C/C[C@@]1(C)[C@@H](C)C[C@H]([C@]23[C@@H]1C[C@H](OC(=O)C(CC)C)C=C3[C@@H](O[C@@H]2OC(=O)C)OC(=O)C)O)/C NPC287152 Casimiroin 6-methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8-one CHEMBL492762 124075 C12H11NO4 233.07 -0.9727 2.23 1.052 3 0 48 3 3 17 0 InChI=1S/C12H11NO4/c1-13-10(14)5-9(15-2)7-3-4-8-12(11(7)13)17-6-16-8/h3-5H,6H2,1-2H3 DPXXJCMMMXZVSW-UHFFFAOYSA-N COc1cc(=O)n(c2c1ccc1c2OCO1)C NPC61350 Cassiarin A CHEMBL596396 NA C13H11NO2 213.08 0.2856 2.56 2.58 1 1 42.35 3 3 16 0 InChI=1S/C13H11NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3-6,15H,1-2H3 PEFIRMBVFBVVGZ-UHFFFAOYSA-N CC1=Cc2c3c(O1)cc(O)cc3cc(n2)C NPC296589 Cassiarin B CHEMBL594329 17756116 C18H19NO4 313.13 0.1911 2.89 2.107 5 0 55.84 8 3 23 0 InChI=1S/C18H19NO4/c1-11-7-13-9-14(20)10-16-18(13)15(8-12(2)23-16)19(11)6-4-5-17(21)22-3/h7-10H,4-6H2,1-3H3 OTLORQJLOJHVHW-UHFFFAOYSA-N COC(=O)CCCn1c(C)cc2c3c1cc(C)oc3cc(=O)c2 NPC469390 Cassiarin C CHEMBL1077553 C13H13NO2 215.09 0.0816 2.56 2.204 1 1 42.35 3 3 16 0 InChI=1S/C13H13NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3,5-6,8,15H,4H2,1-2H3 RDTYCRMZIHUCEV-UHFFFAOYSA-N CC1Oc2cc(O)cc3c2c(C1)nc(c3)C NPC469439 Cassiarin D CHEMBL1078791 C26H23NO6 445.15 -1.0785 3.55 2.692 3 2 105.95 9 5 33 0 InChI=1S/C26H23NO6/c1-13-4-15-6-18(30)9-23-24(15)20(27-13)12-26(3,33-23)11-19-10-21(31)25-16(5-14(2)28)7-17(29)8-22(25)32-19/h4,6-10,29-30H,5,11-12H2,1-3H3 HZJJDGVISZWXLO-UHFFFAOYSA-N CC(=O)Cc1cc(O)cc2c1c(=O)cc(o2)CC1(C)Oc2cc(O)cc3c2c(C1)nc(c3)C NPC469440 Cassiarin E CHEMBL1078792 C26H22N2O4 426.16 -0.0494 3.66 4.398 2 2 84.7 7 6 32 0 InChI=1S/C26H22N2O4/c1-13-4-15-6-17(29)8-22-24(15)20(27-13)10-19(31-22)11-26(3)12-21-25-16(5-14(2)28-21)7-18(30)9-23(25)32-26/h4-10,29-30H,11-12H2,1-3H3 QFASAGFSZZZDBJ-UHFFFAOYSA-N Oc1cc2cc(C)nc3c2c(c1)OC(C3)(C)CC1=Cc2c3c(O1)cc(O)cc3cc(n2)C NPC26536 Castalagin CHEMBL504485 12302513 C41H26O26 934.07 -8.0607 3.11 -2.766 11 16 455.18 16 8 67 2 InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11-,31-,34-,35+,36+/m1/s1 UDYKDZHZAKSYCO-JLQXGYSZSA-N O=C1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]2OC(=O)c4c(c5c1cc(O)c(c5O)O)c(O)c(O)c(c4c1c4C(=O)O[C@H]2[C@H](O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)O)O NPC121522 Castanin 7-hydroxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL464404 5281704 C17H14O5 298.08 -1.2306 2.78 2.55 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)13-9-22-15-8-14(18)16(21-2)7-12(15)17(13)19/h3-9,18H,1-2H3 KJGPBYUQZLUKLL-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)cc(c(c2)O)OC NPC126664 Castanospermine (1S,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrol CHEMBL311226 54445 C8H15NO4 189.1 -2.3448 1.79 -1.792 5 4 84.16 4 2 13 0 InChI=1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1 JDVVGAQPNNXQDW-TVNFTVLESA-N O[C@@H]1[C@@H](O)CN2[C@@H]([C@H]1O)[C@@H](O)CC2 NPC25495 Casticin 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxychromen-4-one CHEMBL452767 5315263 C19H18O8 374.1 -1.9715 2.67 1.438 2 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3 PJQLSMYMOKWUJG-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)O)OC)c(c(=O)c2c(c1OC)O)OC NPC162169 Casuariin CHEMBL509562 14035442 C34H24O22 784.08 -7.049 2.78 -2.756 10 14 388.42 15 6 56 1 InChI=1S/C34H24O22/c35-8-1-5-12(21(42)18(8)39)13-6(2-9(36)19(40)22(13)43)32(50)54-28(11(38)4-53-31(5)49)30-29-26(47)17-16(34(52)55-29)15(24(45)27(48)25(17)46)14-7(33(51)56-30)3-10(37)20(41)23(14)44/h1-3,11,26,28-30,35-48H,4H2/t11-,26-,28-,29+,30+/m1/s1 CHBITXAMNKHJCR-JNUHSSLSSA-N O[C@@H]1COC(=O)c2cc(O)c(c(c2c2c(C(=O)O[C@H]1[C@@H]1OC(=O)c3cc(O)c(c(c3c3c4C(=O)O[C@H]1[C@H](O)c4c(O)c(c3O)O)O)O)cc(O)c(c2O)O)O)O NPC217781 Casuarinin CHEMBL507387 13834145 C41H28O26 936.09 -8.0607 3.11 -1.934 11 16 455.18 20 7 67 2 InChI=1S/C41H28O26/c42-11-1-7(2-12(43)23(11)47)37(58)64-16-6-63-38(59)8-3-13(44)24(48)27(51)17(8)18-9(4-14(45)25(49)28(18)52)39(60)65-34(16)36-35-32(56)22-21(41(62)66-35)20(30(54)33(57)31(22)55)19-10(40(61)67-36)5-15(46)26(50)29(19)53/h1-5,16,32,34-36,42-57H,6H2/t16-,32-,34-,35+,36+/m1/s1 MMQXBTULXAEKQE-LVFBLPLOSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1COC(=O)c2cc(O)c(c(c2c2c(C(=O)O[C@H]1[C@@H]1OC(=O)c3cc(O)c(c(c3c3c4C(=O)O[C@H]1[C@H](O)c4c(O)c(c3O)O)O)O)cc(O)c(c2O)O)O)O NPC258501 Catalpol (2S,3R,4S,5S,6R)-2-[[(1aS,1bS,2S,5aR,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-2,5a,6,6a-tetrahydro-1bH-oxireno[5,6]cyclopenta[1,3-c]pyran-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL513223 91520 C15H22O10 362.12 -4.3433 2.01 -2.707 10 6 161.6 10 4 25 1 InChI=1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1 LHDWRKICQLTVDL-PZYDOOQISA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(CO)O[C@H]2[C@H]3O)[C@@H]([C@H]([C@@H]1O)O)O NPC61477 Catechin 2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL206452 1203 C15H14O6 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2 PFTAWBLQPZVEMU-UHFFFAOYSA-N Oc1cc2OC(c3ccc(c(c3)O)O)C(Cc2c(c1)O)O NPC68324 Catechin Gallate [(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL483083 5276454 C22H18O10 442.09 -3.5057 2.78 1.228 2 7 177.14 11 4 32 1 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m0/s1 LSHVYAFMTMFKBA-PZJWPPBQSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC263940 Catechin-(4Alpha->6)-Catechin (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL502984 474540 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29+,30+/m0/s1 GMISZFQPFDAPGI-ZBRHZRBFSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc2c(c1O)C[C@@H]([C@H](O2)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC18185 Catechin-(4Alpha->6)-Epicatechin (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL451115 474541 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26+,28+,29-,30-/m1/s1 GMISZFQPFDAPGI-JJYFIROESA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc2c(c1O)C[C@H]([C@H](O2)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC202742 Catechin-(4Alpha->8)-Epicatechin (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL447373 147299 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29-/m1/s1 XFZJEEAOWLFHDH-VUGKQVTMSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC98083 Catechin-[5,6-E]-4Beta-(3,4-Dihydroxyphenyl)Dihydro-2(3H)-Pyranone (4S,8R,9S)-4,8-bis(3,4-dihydroxyphenyl)-5,9-dihydroxy-4,8,9,10-tetrahydro-3H-pyrano[2,3-h]chromen-2-one CHEMBL2316619 71661208 C24H20O9 452.11 -3.1415 3.11 1.465 2 6 156.91 8 5 33 1 InChI=1S/C24H20O9/c25-14-3-1-10(5-16(14)27)12-8-21(31)33-24-13-7-19(30)23(11-2-4-15(26)17(28)6-11)32-20(13)9-18(29)22(12)24/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19-,23+/m0/s1 AKZBEMDOKOHIFM-BIGSBDRZSA-N O=C1C[C@@H](c2ccc(c(c2)O)O)c2c(O1)c1C[C@H](O)[C@H](Oc1cc2O)c1ccc(c(c1)O)O NPC153342 Catechin-3-O-Alpha-L-Rhamnopyranoside (2S,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL3109441 76310272 C21H22O10 434.12 -3.7135 2.67 -0.272 6 6 166.14 10 4 31 1 InChI=1S/C21H22O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-25,27-28H,1H3/t8-,15-,17+,18+,19-,20+,21-/m0/s1 VQUPQWGKORWZII-ZUSBORFQSA-N Oc1ccc(cc1)[C@@H]1Oc2cc(O)cc(c2C(=O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC204932 Catechol benzene-1,2-diol CHEMBL280998 289 C6H6O2 110.04 -0.9206 1.9 1.299 0 2 40.46 2 1 8 0 InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H YCIMNLLNPGFGHC-UHFFFAOYSA-N Oc1ccccc1O NPC143438 Catenarin 1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione CHEMBL29860 10150 C15H10O6 286.05 -1.7268 2.45 -0.51 2 4 115.06 5 3 21 0 InChI=1S/C15H10O6/c1-5-2-8(17)11-12(13(5)19)14(20)7-3-6(16)4-9(18)10(7)15(11)21/h2-4,16-19H,1H3 VWDXGKUTGQJJHJ-UHFFFAOYSA-N Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1O)C NPC108606 Cathine (1S,2S)-2-amino-1-phenylpropan-1-ol CHEMBL1412041 441457 C9H13NO 151.1 -1.2597 2.23 2.13 2 2 46.25 5 1 11 0 InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m0/s1 DLNKOYKMWOXYQA-IONNQARKSA-N O[C@@H](c1ccccc1)[C@@H](N)C NPC155754 Catiguanin A methyl 2-[(2R,3R,12R)-2-(3,4-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-2,3,4,12-tetrahydropyrano[2,3-a]xanthen-12-yl]acetate CHEMBL412194 24762915 C25H22O10 482.12 -3.1933 3.11 1.021 3 6 166.14 11 5 35 1 InChI=1S/C25H22O10/c1-33-22(32)7-12-11-5-17(29)18(30)9-20(11)34-21-8-15(27)13-6-19(31)24(35-25(13)23(12)21)10-2-3-14(26)16(28)4-10/h2-5,8-9,12,19,24,26-31H,6-7H2,1H3/t12-,19-,24-/m1/s1 XECJBJHITROSPL-UCKKVMSCSA-N COC(=O)C[C@H]1c2c(cc(c3c2O[C@@H]([C@@H](C3)O)c2ccc(c(c2)O)O)O)Oc2c1cc(O)c(c2)O NPC124747 Catiguanin B methyl 2-[(2R,3R,12S)-2-(3,4-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-2,3,4,12-tetrahydropyrano[2,3-a]xanthen-12-yl]acetate CHEMBL437966 24762916 C25H22O10 482.12 -3.1933 3.11 1.021 3 6 166.14 11 5 35 1 InChI=1S/C25H22O10/c1-33-22(32)7-12-11-5-17(29)18(30)9-20(11)34-21-8-15(27)13-6-19(31)24(35-25(13)23(12)21)10-2-3-14(26)16(28)4-10/h2-5,8-9,12,19,24,26-31H,6-7H2,1H3/t12-,19+,24+/m0/s1 XECJBJHITROSPL-WSONZKGWSA-N COC(=O)C[C@@H]1c2c(cc(c3c2O[C@@H]([C@@H](C3)O)c2ccc(c(c2)O)O)O)Oc2c1cc(O)c(c2)O NPC8104 Caulerpin CHEMBL377236 NA C24H18N2O4 398.13 -0.6232 3.44 5.678 6 2 84.18 6 5 30 1 InChI=1S/C24H18N2O4/c1-29-23(27)17-11-15-13-7-3-6-10-20(13)26-22(15)18(24(28)30-2)12-16-14-8-4-5-9-19(14)25-21(16)17/h3-12,25-26H,1-2H3/b15-11-,16-12-,17-11+,18-12+,21-17-,22-18- PVWALMHWUOWPPA-HCOJNGAVSA-N COC(=O)c1cc2c([nH]c3c2cccc3)c(cc2c1[nH]c1c2cccc1)C(=O)OC NPC241909 Cauloside D [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL538919 21630094 C53H86O22 1074.56 -5.0953 4.87 2.949 22 13 353.9 32 9 75 3 InChI=1S/C53H86O22/c1-23-32(57)35(60)39(64)45(70-23)74-42-27(19-54)71-43(41(66)37(42)62)69-21-28-34(59)36(61)40(65)46(72-28)75-47(67)53-16-14-48(2,3)18-25(53)24-8-9-30-49(4)12-11-31(73-44-38(63)33(58)26(56)20-68-44)50(5,22-55)29(49)10-13-52(30,7)51(24,6)15-17-53/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1 UEHILKCNLIKLEV-LXABABOZSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H]([C@@]5(C)CO)O[C@@H]5OC[C@@H]([C@@H]([C@H]5O)O)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC183655 Cearoin (2,5-dihydroxy-4-methoxyphenyl)-phenylmethanone CHEMBL1613209 3938139 C14H12O4 244.07 -1.2362 2.56 3.103 1 2 66.76 6 2 18 0 InChI=1S/C14H12O4/c1-18-13-8-11(15)10(7-12(13)16)14(17)9-5-3-2-4-6-9/h2-8,15-16H,1H3 NFJVELXCUBWAFL-UHFFFAOYSA-N COc1cc(O)c(cc1O)C(=O)c1ccccc1 NPC4170 Celaphanol A (4aR)-6,7,10-trihydroxy-1,1,4a-trimethyl-3,4-dihydro-2H-phenanthren-9-one CHEMBL512226 10016968 C17H20O4 288.14 -0.4521 2.89 3.436 2 3 77.76 6 3 21 0 InChI=1S/C17H20O4/c1-16(2)5-4-6-17(3)10-8-12(19)11(18)7-9(10)13(20)14(21)15(16)17/h7-8,18-19,21H,4-6H2,1-3H3/t17-/m1/s1 MLGLJFWISHCOAE-QGZVFWFLSA-N OC1=C2C(C)(C)CCC[C@@]2(c2c(C1=O)cc(O)c(c2)O)C NPC112454 Celastrol (2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid CHEMBL301982 122724 C29H38O4 450.28 2.4831 4.21 7.98 4 2 74.6 9 5 33 1 InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1 KQJSQWZMSAGSHN-JJWQIEBTSA-N O=C1C=C2C(=CC=C3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2C[C@@](C)(CC3)C(=O)O)C)C)C(=C1O)C NPC9609 Centaureidin 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxychromen-4-one CHEMBL77552 5315773 C18H16O8 360.08 -2.38 2.56 0.919 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3 BZXULYMZYPRZOG-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC NPC68248 Centaurepensin [(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate CHEMBL272221 14021487 C19H24Cl2O7 434.09 0.3625 2.56 0.799 7 3 113.29 11 3 28 0 InChI=1S/C19H24Cl2O7/c1-8-4-11(27-17(24)18(3,25)6-20)13-9(2)16(23)28-15(13)14-10(8)5-12(22)19(14,26)7-21/h10-15,22,25-26H,1-2,4-7H2,3H3/t10-,11-,12-,13+,14-,15-,18+,19+/m0/s1 NUVAJKJDTZTFLK-ONCJGSTBSA-N ClC[C@@]1(O)[C@@H](O)C[C@@H]2[C@H]1[C@H]1OC(=O)C(=C)[C@@H]1[C@H](CC2=C)OC(=O)[C@@](CCl)(O)C NPC13470 Cephalexin (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid CHEMBL1727 27447;6560168 C16H17N3O4S 347.09 -0.8185 2.34 -1.005 7 3 141.52 8 3 24 0 InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C)O)c1ccccc1 NPC67246 Cephalomannine CHEMBL305522 6436208 C45H53NO14 831.35 -0.2695 4.76 4.887 15 4 224.78 26 6 60 2 InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1 DBXFAPJCZABTDR-WBYYIXQISA-N C/C=C(/C(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)C)O)OC(=O)C)O)c1ccccc1)O)\C NPC265383 Cepharanone B CHEMBL226772 162739 C17H13NO3 279.09 -0.1852 2.89 3.966 2 1 51.05 5 4 21 0 InChI=1S/C17H13NO3/c1-20-13-8-11-14-12(18-17(11)19)7-9-5-3-4-6-10(9)15(14)16(13)21-2/h3-8H,1-2H3,(H,18,19) YHQIYHDLBZXUON-UHFFFAOYSA-N COc1c(OC)cc2c3c1c1ccccc1cc3N=C2O NPC73492 Cepharanthine CHEMBL449782 10206 C37H38N2O6 606.27 0.0749 4.65 6.025 2 0 61.86 6 7 45 1 InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1 YVPXVXANRNDGTA-WDYNHAJCSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc2c1OCO2)C NPC470995 Ceramicine E CHEMBL2335023 51041019 C27H32O7 468.21 -0.6761 3.66 1.599 6 1 101.8 8 7 34 0 InChI=1S/C27H32O7/c1-13(28)33-18-20-26(4,22(30)19-23(34-19)27(20)12-32-27)17-7-9-24(2)15(14-8-10-31-11-14)5-6-16(24)25(17,3)21(18)29/h6,8,10-11,15,17-21,23,29H,5,7,9,12H2,1-4H3/t15-,17-,18+,19+,20+,21+,23+,24-,25-,26+,27-/m0/s1 PMTSZEDSTPUOTP-QWWQISINSA-N CC(=O)O[C@H]1[C@@H](O)[C@@]2(C)C3=CC[C@H]([C@]3(C)CC[C@@H]2[C@@]2([C@@H]1[C@@]1(CO1)[C@H]1[C@@H](C2=O)O1)C)c1cocc1 NPC302987 Ceramicine F (4R,5S,6R,7S,8R,9S,10R,13S,17R)-17-(furan-3-yl)-6,7-dihydroxy-4,8,10,13-tetramethyl-1-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthrene-4-carbaldehyde CHEMBL2335024 51041020 C26H32O5 424.22 0.0781 3.77 2.963 4 2 87.74 8 5 31 0 InChI=1S/C26H32O5/c1-23(14-27)10-8-19(28)26(4)18-7-11-24(2)16(15-9-12-31-13-15)5-6-17(24)25(18,3)22(30)20(29)21(23)26/h6,8-10,12-14,16,18,20-22,29-30H,5,7,11H2,1-4H3/t16-,18-,20+,21-,22+,23-,24-,25-,26-/m0/s1 FMPMGORTBBATND-RTBHCFDSSA-N O=C[C@]1(C)C=CC(=O)[C@]2([C@H]1[C@@H](O)[C@@H](O)[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@H]2c1ccoc1)C)C)C NPC92979 Ceramicine G methyl (4R,5R,6R,7S,8R,9S,10R,13S,17R)-17-(furan-3-yl)-6,7-dihydroxy-4,8,10,13-tetramethyl-1-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthrene-4-carboxylate CHEMBL2335025 51041021 C27H34O6 454.24 0.2817 3.77 2.87 5 2 96.97 10 5 33 0 InChI=1S/C27H34O6/c1-24-11-8-18-26(3,17(24)7-6-16(24)15-10-13-33-14-15)22(30)20(29)21-25(2,23(31)32-5)12-9-19(28)27(18,21)4/h7,9-10,12-14,16,18,20-22,29-30H,6,8,11H2,1-5H3/t16-,18-,20+,21-,22+,24-,25+,26-,27-/m0/s1 OBHWVBQIRYCJIX-WAXOFRPGSA-N COC(=O)[C@]1(C)C=CC(=O)[C@]2([C@H]1[C@@H](O)[C@@H](O)[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@H]2c1cocc1)C)C)C NPC155939 Ceramicine I CHEMBL2335027 51041218 C28H34O6 466.24 0.3943 3.88 1.494 5 1 85.97 9 6 34 0 InChI=1S/C28H34O6/c1-15(29)34-21-12-19-27(4,18-7-6-17(26(18,21)3)16-9-11-32-13-16)24(31)22-23-25(2,14-33-22)10-8-20(30)28(19,23)5/h7-11,13,17,19,21-24,31H,6,12,14H2,1-5H3/t17-,19-,21-,22+,23-,24+,25-,26-,27-,28-/m0/s1 PCOIBLURWHFKMR-XWQWWSFPSA-N CC(=O)O[C@H]1C[C@H]2[C@@](C3=CC[C@H]([C@]13C)c1cocc1)(C)[C@H](O)[C@H]1[C@@H]3[C@]2(C)C(=O)C=C[C@@]3(C)CO1 NPC33938 Ceramicines A [(4S,5R,6R,7S,8R,9S,10R,13S,17R)-17-(furan-3-yl)-4,7-dihydroxy-8,10,13-trimethyl-1-oxo-5,6,7,9,11,12,16,17-octahydro-4H-cyclopenta[a]phenanthren-6-yl] acetate CHEMBL457896 24948959 C26H32O6 440.22 -0.3085 3.66 2.224 5 2 96.97 9 5 32 0 InChI=1S/C26H32O6/c1-14(27)32-22-21-17(28)6-8-20(29)26(21,4)19-9-11-24(2)16(15-10-12-31-13-15)5-7-18(24)25(19,3)23(22)30/h6-8,10,12-13,16-17,19,21-23,28,30H,5,9,11H2,1-4H3/t16-,17-,19-,21+,22+,23+,24-,25-,26-/m0/s1 DTSROXJVONSDFR-ZFOFYTLHSA-N CC(=O)O[C@H]1[C@@H](O)[C@@]2(C)C3=CC[C@H]([C@]3(C)CC[C@@H]2[C@@]2([C@@H]1[C@@H](O)C=CC2=O)C)c1cocc1 NPC196846 Ceramicines B CHEMBL515208 42609928 C26H32O4 408.23 0.5883 3.88 2.628 3 1 59.67 6 6 30 0 InChI=1S/C26H32O4/c1-23-10-8-19(27)26(4)18-7-11-24(2)16(15-9-12-29-13-15)5-6-17(24)25(18,3)22(28)20(21(23)26)30-14-23/h6,8-10,12-13,16,18,20-22,28H,5,7,11,14H2,1-4H3/t16-,18-,20+,21-,22+,23-,24-,25-,26-/m0/s1 AEPJQKVEJDKGIZ-RTBHCFDSSA-N O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@]1(C)CC2)c1cocc1)(C)C(=O)C=C3)C NPC141538 Ceramicines C CHEMBL457713 42609929 C30H36O6 492.25 1.5383 4.1 1.967 5 1 85.97 10 6 36 0 InChI=1S/C30H36O6/c1-16(2)26(33)36-22-13-20-29(5,19-8-7-18(28(19,22)4)17-10-12-34-14-17)25(32)23-24-27(3,15-35-23)11-9-21(31)30(20,24)6/h8-12,14,18,20,22-25,32H,1,7,13,15H2,2-6H3/t18-,20-,22-,23+,24-,25+,27-,28-,29-,30-/m0/s1 KVENECVQNDUZLK-GAEFUUMCSA-N O=C(C(=C)C)O[C@H]1C[C@H]2[C@@](C3=CC[C@H]([C@]13C)c1ccoc1)(C)[C@H](O)[C@H]1[C@@H]3[C@]2(C)C(=O)C=C[C@@]3(C)CO1 NPC469486 Cercosporin CHEMBL1080283 C29H26O10 534.15 -2.9977 3.55 0.159 6 4 151.98 14 6 39 0 InChI=1S/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-33H,5-6,9H2,1-4H3 DGAZLNHJYDOWLG-UHFFFAOYSA-N COC1=C(CC(O)C)c2c3C(=C(OC)C(=O)c4c3c3c5c2c(C1=O)c(O)cc5OCOc3cc4O)CC(O)C NPC291158 Cetostearyl Alcohol octadecan-1-ol CHEMBL24640 8221 C18H38O 270.29 -5.0054 3.33 8.817 1 1 20.23 18 0 19 2 InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3 GLDOVTGHNKAZLK-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCO NPC181516 Cetyl Alcohol hexadecan-1-ol CHEMBL706 2682 C16H34O 242.26 -4.4294 3.11 7.679 1 1 20.23 16 0 17 2 InChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3 BXWNKGSJHAJOGX-UHFFFAOYSA-N CCCCCCCCCCCCCCCCO NPC274384 Cgmp 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-3H-purin-6-one CHEMBL395336 24316 C10H12N5O7P 345.05 -1.542 1.13 -2.712 12 5 181.32 4 4 23 1 InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 ZOOGRGPOEVQQDX-UUOKFMHZSA-N O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c1[nH]c(=N)nc2O NPC71664 Chalcone (E)-1,3-diphenylprop-2-en-1-one CHEMBL7976 637760 C15H12O 208.09 0.0973 3 6.912 1 0 17.07 3 2 16 1 InChI=1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+ DQFBYFPFKXHELB-VAWYXSNFSA-N O=C(c1ccccc1)/C=C/c1ccccc1 NPC271741 Chamaeflavone A (2R,3S)-5,7-dihydroxy-3-[(2R,3S)-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL2375491 71712662 C32H26O10 570.15 -3.1708 3.88 2.362 2 4 151.98 11 6 42 0 InChI=1S/C32H26O10/c1-39-19-9-5-16(6-10-19)32-28(30(38)26-22(36)13-20(40-2)14-24(26)42-32)27-29(37)25-21(35)11-18(34)12-23(25)41-31(27)15-3-7-17(33)8-4-15/h3-14,27-28,31-36H,1-2H3/t27-,28-,31+,32+/m1/s1 BFPJOJFVZXWMSM-CKROWEISSA-N COc1ccc(cc1)[C@@H]1Oc2cc(OC)cc(c2C(=O)[C@H]1[C@H]1[C@@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(cc1)O)O NPC22760 Chamazulene 7-ethyl-1,4-dimethylazulene CHEMBL495665 10719 C14H16 184.13 1.5909 3 7.476 0 0 0 4 2 14 1 InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3 GXGJIOMUZAGVEH-UHFFFAOYSA-N CCc1ccc(c2c(c1)c(C)cc2)C NPC473995 Chamuvarinin (2S)-4-[(13R)-13-[(2R,5R)-5-[5-(6-hexyloxan-2-yl)oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one CHEMBL457676 11342455 C37H64O6 604.47 -7.6037 4.87 10.595 6 1 74.22 24 4 43 2 InChI=1S/C37H64O6/c1-3-4-5-15-19-30-20-17-22-33(41-30)34-25-26-36(43-34)35-24-23-32(42-35)31(38)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)40-37(29)39/h27-28,30-36,38H,3-26H2,1-2H3/t28-,30?,31+,32+,33?,34?,35+,36?/m0/s1 IWOYCFRIFNMRSY-PWPZFVDCSA-N CCCCCCC1CCCC(O1)C1CCC(O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O NPC57105 Chandrananimycin D 2-hydroxy-N-[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]acetamide CHEMBL1224595 46939591 C15H12N2O5 300.07 -1.8873 2.34 0.081 6 3 111.71 6 3 22 0 InChI=1S/C15H12N2O5/c18-6-8-1-2-13-10(3-8)16-11-4-9(17-15(21)7-19)12(20)5-14(11)22-13/h1-5,18-19H,6-7H2,(H,17,21) OQMHQWLKGNKBET-UHFFFAOYSA-N OCc1ccc2c(c1)nc1c(o2)cc(=O)c(c1)N=C(CO)O NPC201992 Chaparrinone CHEMBL472016 73154 C20H26O7 378.17 -1.2786 2.89 0.226 7 3 113.29 6 5 27 0 InChI=1S/C20H26O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-17,23-25H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16-,17-,18-,19-,20+/m1/s1 VLYMLZRDCSQUQF-RZUZYEBMSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H](C1)[C@@H](C)[C@H]([C@@]3(OC4)O)O)C)O)C NPC241847 Chartreusin CHEMBL1554674 5281394 C32H32O14 640.18 -2.5461 3.44 1.353 10 5 199.9 14 7 46 0 InChI=1S/C32H32O14/c1-10-8-9-15-18-16(10)29(38)45-26-17-13(23(35)20(19(18)26)30(39)43-15)6-5-7-14(17)44-32-28(24(36)21(33)11(2)42-32)46-31-25(37)27(40-4)22(34)12(3)41-31/h5-9,11-12,21-22,24-25,27-28,31-37H,1-4H3/t11-,12-,21+,22+,24+,25-,27+,28-,31-,32+/m1/s1 PONPPNYZKHNPKZ-RYBWXQSLSA-N CO[C@@H]1[C@@H](O)[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O)O)C)Oc2cccc3c2c2oc(=O)c4c5c2c(c3O)c(=O)oc5ccc4C)O[C@@H]([C@@H]1O)C NPC119094 Chebulagic Acid CHEMBL525240 442674 C41H30O27 954.1 -6.8232 3 -1.67 15 13 447.09 18 8 68 2 InChI=1S/C41H30O27/c42-13-1-8(2-14(43)24(13)49)35(56)68-41-34-33-31(64-39(60)12(6-19(47)48)22-23-11(38(59)67-34)5-17(46)27(52)32(23)65-40(61)30(22)55)18(63-41)7-62-36(57)9-3-15(44)25(50)28(53)20(9)21-10(37(58)66-33)4-16(45)26(51)29(21)54/h1-5,12,18,22,30-31,33-34,41-46,49-55H,6-7H2,(H,47,48)/t12-,18+,22-,30-,31+,33-,34+,41-/m0/s1 HGJXAVROWQLCTP-YABCKIEDSA-N OC(=O)C[C@@H]1C(=O)O[C@@H]2[C@H]3COC(=O)c4cc(O)c(c(c4c4c(C(=O)O[C@@H]2[C@@H](OC(=O)c2c5[C@H]1[C@H](O)C(=O)Oc5c(c(c2)O)O)[C@@H](O3)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c4O)O)O)O NPC142291 Chebulinic Acid CHEMBL501154 452240 C41H32O27 956.11 -6.8232 3 -0.838 15 13 447.09 25 7 68 3 InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22-,24+,30+,31-,33+,34-,41+/m1/s1 YGVHOSGNOYKRIH-JHSYUSIXSA-N OC(=O)C[C@H]1C(=O)O[C@@H]2[C@@H](COC(=O)c3cc(O)c(c(c3)O)O)O[C@H]([C@@H]([C@H]2OC(=O)c2cc(O)c(c(c2)O)O)OC(=O)c2c3[C@H]1[C@H](O)C(=O)Oc3c(c(c2)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC232514 Cheilanthifoline CHEMBL1209678 5117621 C19H19NO4 325.13 -0.5108 3 1.956 1 1 51.16 3 5 24 0 InChI=1S/C19H19NO4/c1-22-18-7-12-4-5-20-9-14-11(2-3-17-19(14)24-10-23-17)6-15(20)13(12)8-16(18)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3 FVXCQULKSPVRPK-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1O)Cc1c(C3)c2OCOc2cc1 NPC100079 Chelerythrine 1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium CHEMBL13045 2703 C21H18NO4 348.12 -1.7479 3.22 3.37 0 0 40.8 5 5 26 0 InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1 LLEJIEBFSOEYIV-UHFFFAOYSA-N COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2 NPC294790 Chelidonine CHEMBL496867 197810 C20H19NO5 353.13 -1.2831 3 1.604 2 1 60.39 2 6 26 0 InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1 GHKISGDRQRSCII-ZOCIIQOWSA-N CN1Cc2c([C@@H]3[C@H]1c1cc4OCOc4cc1C[C@@H]3O)ccc1c2OCO1 NPC118633 Chelidonine (+) CHEMBL436279 10147 C20H19NO5 353.13 -1.2831 3 1.604 2 1 60.39 2 6 26 0 InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3 GHKISGDRQRSCII-UHFFFAOYSA-N CN1Cc2c(C3C1c1cc4OCOc4cc1CC3O)ccc1c2OCO1 NPC171317 Cherimolacyclopeptide C CHEMBL510705 11216146 C35H48N8O7 692.36 -4.3095 3.66 1.69 15 6 219.36 13 5 50 2 InChI=1S/C35H48N8O7/c1-5-19(2)29-35(50)43-15-9-13-27(43)34(49)42-14-8-12-26(42)33(48)37-18-28(44)38-20(3)30(45)39-21(4)31(46)40-25(32(47)41-29)16-22-17-36-24-11-7-6-10-23(22)24/h6-7,10-11,17,19-21,25-27,29,36H,5,8-9,12-16,18H2,1-4H3,(H,37,48)(H,38,44)(H,39,45)(H,40,46)(H,41,47)/t19-,20-,21-,25-,26-,27-,29-/m0/s1 MGVKXKSMRFXMCF-OAAOFIGVSA-N CC[C@@H]([C@@H]1N=C(O)[C@@H](N=C(O)[C@H](C)N=C(O)[C@H](C)N=C(CN=C([C@H]2N(C(=O)[C@H]3N(C1=O)CCC3)CCC2)O)O)Cc1c[nH]c2c1cccc2)C NPC237506 Chicoric Acid (2S,3S)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid CHEMBL29660 5470299 C22H18O12 474.08 -2.095 2.56 1.684 8 6 208.12 17 2 34 2 InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m0/s1 YDDGKXBLOXEEMN-QFZCZCNSSA-N O=C(O[C@@H]([C@@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC54395 Chiisanoside CHEMBL507957 21626427 C48H74O19 954.48 -2.4457 4.65 2.493 19 10 301.05 27 8 67 3 InChI=1S/C48H74O19/c1-19(2)22-9-12-48(14-13-45(6)24(30(22)48)15-25-40-46(45,7)11-10-23(20(3)4)47(40,8)28(50)16-29(51)63-25)44(60)67-43-37(58)34(55)32(53)27(65-43)18-61-41-38(59)35(56)39(26(17-49)64-41)66-42-36(57)33(54)31(52)21(5)62-42/h21-28,30-43,49-50,52-59H,1,3,9-18H2,2,4-8H3/t21-,22-,23-,24+,25+,26+,27+,28+,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40-,41+,42-,43-,45+,46+,47+,48-/m0/s1 JVLBOZIUMGNKQW-JBPVHNHLSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CC[C@H]([C@@H]4[C@@H]4[C@](CC3)(C)[C@]3(C)CC[C@H]([C@]5([C@H]3[C@@H](C4)OC(=O)C[C@H]5O)C)C(=C)C)C(=C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC157868 Chikusetsusaponin Iva (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL1095348 13909684 C42H66O14 794.45 -1.4193 4.54 6.795 14 8 232.9 22 7 56 3 InChI=1S/C42H66O14/c1-37(2)14-16-42(36(52)56-34-30(48)27(45)26(44)22(19-43)53-34)17-15-40(6)20(21(42)18-37)8-9-24-39(5)12-11-25(38(3,4)23(39)10-13-41(24,40)7)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h8,21-32,34-35,43-49H,9-19H2,1-7H3,(H,50,51)/t21-,22+,23-,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,39-,40+,41+,42-/m0/s1 YOSRLTNUOCHBEA-SGVKAIFKSA-N OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](C(=O)O)[C@H]([C@@H]([C@H]4O)O)O)[C@@H]3CC(CC2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC235405 Chikusetsusaponin-Ib [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate CHEMBL1773986 54587154 C53H84O23 1088.54 -4.5599 4.76 3.766 23 13 370.97 33 9 76 3 InChI=1S/C53H84O23/c1-48(2)14-16-53(47(68)76-45-38(65)34(61)31(58)25(20-55)71-45)17-15-51(6)22(23(53)18-48)8-9-28-50(5)12-11-29(49(3,4)27(50)10-13-52(28,51)7)72-46-39(66)35(62)40(73-43-36(63)32(59)26(21-56)69-43)41(74-46)42(67)75-44-37(64)33(60)30(57)24(19-54)70-44/h8,23-41,43-46,54-66H,9-21H2,1-7H3/t23-,24+,25+,26-,27-,28+,29-,30+,31+,32-,33-,34-,35+,36+,37+,38+,39+,40-,41-,43-,44-,45-,46+,50-,51+,52+,53-/m0/s1 ZGUGZUGPYPBJAQ-CGGDTZFRSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C)C)C(=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC249848 Chikusetsusaponin-Iv Methyl Ester methyl (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate CHEMBL1773983 54583263 C48H76O18 940.5 -2.4045 4.76 5.393 18 9 280.82 28 8 66 4 InChI=1S/C48H76O18/c1-43(2)15-17-48(42(59)66-40-34(56)31(53)29(51)24(20-49)62-40)18-16-46(6)22(23(48)19-43)9-10-27-45(5)13-12-28(44(3,4)26(45)11-14-47(27,46)7)63-41-35(57)32(54)36(37(65-41)38(58)60-8)64-39-33(55)30(52)25(21-50)61-39/h9,23-37,39-41,49-57H,10-21H2,1-8H3/t23-,24+,25-,26-,27+,28-,29+,30-,31-,32+,33+,34+,35+,36-,37-,39-,40-,41+,45-,46+,47+,48-/m0/s1 WJHDDPVZYYTSCO-ZXTQJPCGSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C)C)C(=O)OC NPC39211 Chikusetsusaponin-Iva Butyl Ester butyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate CHEMBL502145 44566502 C46H74O14 850.51 -1.7837 4.98 8.466 14 7 221.9 26 7 60 4 InChI=1S/C46H74O14/c1-9-10-21-56-37(54)36-33(51)32(50)35(53)39(59-36)58-29-14-15-43(6)27(42(29,4)5)13-16-45(8)28(43)12-11-24-25-22-41(2,3)17-19-46(25,20-18-44(24,45)7)40(55)60-38-34(52)31(49)30(48)26(23-47)57-38/h11,25-36,38-39,47-53H,9-10,12-23H2,1-8H3/t25-,26+,27-,28+,29-,30+,31-,32-,33-,34+,35+,36-,38-,39+,43-,44+,45+,46-/m0/s1 UMELIPOCPCVHGJ-GUQBEPFPSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC214484 Chikusetsusaponin-Iva Methyl Ester methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate CHEMBL1773984 637855 C43H68O14 808.46 -1.1683 4.65 7.116 14 7 221.9 23 7 57 3 InChI=1S/C43H68O14/c1-38(2)15-17-43(37(52)57-35-31(49)28(46)27(45)23(20-44)54-35)18-16-41(6)21(22(43)19-38)9-10-25-40(5)13-12-26(39(3,4)24(40)11-14-42(25,41)7)55-36-32(50)29(47)30(48)33(56-36)34(51)53-8/h9,22-33,35-36,44-50H,10-20H2,1-8H3/t22-,23+,24-,25+,26-,27+,28-,29-,30-,31+,32+,33-,35-,36+,40-,41+,42+,43-/m0/s1 XPORLJWHBRUXGD-HWIUFREPSA-N OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](C(=O)OC)[C@H]([C@@H]([C@H]4O)O)O)[C@@H]3CC(CC2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC115123 Chinensinaphthol Methyl Ether 9-(3,4-dimethoxyphenyl)-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL510411 5315828 C22H18O7 394.11 -0.5376 3.11 2.536 2 0 72.45 7 5 29 0 InChI=1S/C22H18O7/c1-24-15-5-4-11(6-16(15)25-2)19-12-7-17-18(29-10-28-17)8-13(12)21(26-3)14-9-27-22(23)20(14)19/h4-8H,9-10H2,1-3H3 SFPLCCUNXOBTQY-UHFFFAOYSA-N COc1cc(ccc1OC)c1c2C(=O)OCc2c(c2c1cc1OCOc1c2)OC NPC35097 Chinensiolide E [(2R,3S,4S,5R,6R)-6-[[(3aS,6R,6aR,8S,9aR,9bS)-6-hydroxy-6-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl]oxy]-3,4-dihydroxy-5-[2-(4-hydroxyphenyl)acetyl]oxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate CHEMBL507663 16091565 C37H42O13 694.26 -1.6733 4.1 2.23 11 5 198.51 17 6 50 2 InChI=1S/C37H42O13/c1-18-24-12-13-37(3,45)25-16-26(19(2)30(25)33(24)50-35(18)44)47-36-34(49-29(41)15-21-6-10-23(39)11-7-21)32(43)31(42)27(48-36)17-46-28(40)14-20-4-8-22(38)9-5-20/h4-11,24-27,30-34,36,38-39,42-43,45H,1-2,12-17H2,3H3/t24-,25+,26-,27+,30-,31+,32-,33-,34+,36+,37+/m0/s1 GDSPNUSHQQYFSK-MCOQXLJUSA-N O=C(Cc1ccc(cc1)O)OC[C@H]1O[C@@H](O[C@H]2C[C@@H]3[C@H](C2=C)[C@H]2OC(=O)C(=C)[C@@H]2CC[C@@]3(C)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)Cc1ccc(cc1)O NPC88121 Chinomethionat 6-methyl-[1,3]dithiolo[4,5-b]quinoxalin-2-one CHEMBL1595865 17109 C10H6N2OS2 233.99 2.2181 2.01 2.228 3 0 93.45 1 3 15 0 InChI=1S/C10H6N2OS2/c1-5-2-3-6-7(4-5)12-9-8(11-6)14-10(13)15-9/h2-4H,1H3 FBQQHUGEACOBDN-UHFFFAOYSA-N Cc1ccc2c(c1)nc1c(n2)sc(=O)s1 NPC329180 Chisomicine A CHEMBL1782585 53356104 C32H38O8 550.26 2.1856 4.1 2.954 7 0 109.11 13 5 40 0 InChI=1S/C32H38O8/c1-7-18(2)29(36)39-25-9-8-20-21(32(5)23(15-26(34)37-6)31(25,4)16-24(32)33)10-12-30(3)22(20)14-27(35)40-28(30)19-11-13-38-17-19/h7-9,11,13,17,21,23,25,28H,10,12,14-16H2,1-6H3/b9-8-,18-7+/t21-,23-,25+,28-,30+,31+,32+/m0/s1 XVHXALVCAPLJJX-TXTGMHMPSA-N COC(=O)C[C@H]1[C@@]2(C)CC(=O)[C@]1(C)[C@H]1CC[C@@]3(C(=C1C=C[C@H]2OC(=O)/C(=C/C)/C)CC(=O)O[C@H]3c1ccoc1)C NPC78594 Chloraeudolide (4aR,5R,8R,8aR,9aS)-5,8,9a-trihydroxy-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one CHEMBL1669185 50993975 C15H22O5 282.15 -0.0401 2.56 -0.026 5 3 86.99 6 3 20 0 InChI=1S/C15H22O5/c1-8-9-6-10-13(2,7-15(9,19)20-12(8)17)11(16)4-5-14(10,3)18/h10-11,16,18-19H,4-7H2,1-3H3/t10-,11-,13-,14-,15+/m1/s1 BWOFLNFAFOQHRS-BBIZWXPBSA-N O=C1O[C@@]2(C(=C1C)C[C@@H]1[C@](C2)(C)[C@H](O)CC[C@@]1(C)O)O NPC320231 Chlorajapolide A CHEMBL1668789 50993826 C15H16O4 260.1 0.279 2.67 -0.077 4 1 63.6 4 4 19 0 InChI=1S/C15H16O4/c1-6-11-10(19-14(6)18)4-15(2)9-3-7(9)8(5-16)12(15)13(11)17/h5,7,9-10,13,17H,3-4H2,1-2H3/t7-,9-,10+,13+,15+/m1/s1 UGOMZSBOIHRNKE-BVWZFGMISA-N O=CC1=C2[C@@H](O)C3=C(C)C(=O)O[C@H]3C[C@]2([C@H]2[C@@H]1C2)C NPC319861 Chlorajapolide B CHEMBL1668790 50993898 C15H16O4 260.1 0.4495 2.67 -0.035 4 1 55.76 3 5 19 0 InChI=1S/C15H16O4/c1-5-9-8(18-13(5)16)4-15(2)7-3-6(7)10-11(15)12(9)19-14(10)17/h6-8,12,14,17H,3-4H2,1-2H3/t6-,7+,8-,12-,14-,15-/m0/s1 IIFNVNIPMCRQPC-YIEVAYSQSA-N O[C@H]1O[C@@H]2C3=C1[C@H]1C[C@H]1[C@]3(C)C[C@H]1C2=C(C)C(=O)O1 NPC321385 Chlorajapolide C CHEMBL1669180 50993899 C15H18O3 246.13 0.9896 2.78 0.407 3 1 46.53 4 4 18 0 InChI=1S/C15H18O3/c1-7-8-3-12-10(6-16)9-4-11(9)15(12,2)5-13(8)18-14(7)17/h9,11,13,16H,3-6H2,1-2H3/t9-,11-,13+,15+/m1/s1 MTQDWDRXGBDENC-RNKJKDHYSA-N OCC1=C2CC3=C(C)C(=O)O[C@H]3C[C@]2([C@H]2[C@@H]1C2)C NPC329435 Chlorajapolide D CHEMBL1669181 50993900 C15H20O4 264.14 -0.2733 2.67 0.506 4 2 66.76 5 4 19 0 InChI=1S/C15H20O4/c1-7-8-3-12-14(2,5-11(8)19-13(7)17)9-4-10(9)15(12,18)6-16/h9-12,16,18H,3-6H2,1-2H3/t9-,10+,11+,12-,14+,15-/m1/s1 QKAOLXBSWUJRPA-NBVFDPJVSA-N OC[C@@]1(O)[C@H]2C[C@H]2[C@]2([C@H]1CC1=C(C)C(=O)O[C@H]1C2)C NPC161775 Chlorajapolide E CHEMBL1669182 50993901 C18H24O7 352.15 -1.1003 2.67 0.152 7 2 102.29 10 4 25 0 InChI=1S/C18H24O7/c1-8(20)24-7-11-9-4-12(9)17(2)13(11)5-14-10(6-19)15(21)25-18(14,23-3)16(17)22/h9,11-13,16,19,22H,4-7H2,1-3H3/t9-,11-,12-,13+,16+,17+,18-/m1/s1 OUJYYGQZMSBQBK-JJPRHFNDSA-N OCC1=C2C[C@H]3[C@H](COC(=O)C)[C@@H]4[C@H]([C@@]3([C@@H]([C@@]2(OC1=O)OC)O)C)C4 NPC85670 Chlorajaposide CHEMBL1669183 53316475 C21H28O8 408.18 -0.5291 2.89 0.896 8 4 125.68 9 5 29 0 InChI=1S/C21H28O8/c1-8-10-4-13(10)20(3)7-21(12(5-11(8)20)9(2)18(26)28-21)29-19-17(25)16(24)15(23)14(6-22)27-19/h10-11,13-17,19,22-25H,1,4-7H2,2-3H3/t10-,11+,13-,14-,15-,16+,17-,19+,20-,21-/m1/s1 DIHJSNVGGKCCRW-IFIACUTQSA-N OC[C@H]1O[C@@H](O[C@]23OC(=O)C(=C3C[C@@H]3[C@](C2)(C)[C@@H]2C[C@@H]2C3=C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC125416 Chlorhexidine 2-[6-[[amino-[(E)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine CHEMBL790 88536661;5360566;2713;9552079;5353524 C22H30Cl2N10 504.2 -0.4956 2.56 6.994 10 10 167.58 19 2 34 3 InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34) GHXZTYHSJHQHIJ-UHFFFAOYSA-N N=C(NC(=N)Nc1ccc(cc1)Cl)NCCCCCCNC(=N)NC(=N)Nc1ccc(cc1)Cl NPC158994 Chloroacetic Acid 2-chloroacetic acid CHEMBL14090 300 C2H3ClO2 93.98 0.3027 1.35 0.157 2 1 37.3 3 0 5 0 InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5) FOCAUTSVDIKZOP-UHFFFAOYSA-N OC(=O)CCl NPC302857 Chlorogenic Acid (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid CHEMBL284616 1794427 C16H18O9 354.1 -2.1962 2.23 -0.447 7 6 164.75 11 2 25 1 InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1 CWVRJTMFETXNAD-JUHZACGLSA-N O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC295492 Chlorogenic Acid Methyl Ester methyl (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate CHEMBL416955 6476139 C17H20O9 368.11 -1.9452 2.34 -0.126 7 5 153.75 12 2 26 0 InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3+/t12-,13-,15-,17+/m1/s1 MZNIJRAPCCELQX-AWOKGZDASA-N COC(=O)[C@]1(O)C[C@@H](O)[C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)O NPC296734 Chlorogenin CHEMBL2047364 12303065 C27H44O4 432.32 -0.4255 3.99 5.432 4 2 58.92 6 6 31 1 InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22+,23+,24+,25-,26+,27-/m1/s1 PZNPHSFXILSZTM-JUGSJECZSA-N C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1C[C@H](O)[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C NPC476464 Chloroquine 4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine CHEMBL76 2719 C18H26ClN3 319.18 0.479 3 4.148 3 1 28.16 12 2 22 0 InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21) WHTVZRBIWZFKQO-UHFFFAOYSA-N CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC NPC245531 Chlorothalonil 2,4,5,6-tetrachlorobenzene-1,3-dicarbonitrile CHEMBL468167 15910 C8Cl4N2 263.88 3.0466 1.68 1.876 2 0 47.58 4 1 14 0 InChI=1S/C8Cl4N2/c9-5-3(1-13)6(10)8(12)7(11)4(5)2-14 CRQQGFGUEAVUIL-UHFFFAOYSA-N N#Cc1c(Cl)c(C#N)c(c(c1Cl)Cl)Cl NPC269877 Cholecalciferol (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol CHEMBL1042 5280795 C27H44O 384.34 1.7669 4.32 9.896 1 1 20.23 11 3 28 1 InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1 QYSXJUFSXHHAJI-YRZJJWOYSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@@H](O)CCC1=C)C)C NPC228994 Cholestan-3Beta,5Alpha,6Beta-Triol (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol CHEMBL1278089 91498 C27H48O3 420.36 0.4131 4.1 9.006 3 3 60.69 13 4 30 1 InChI=1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1 YMMFNKXZULYSOQ-RUXQDQFYSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]2([C@]1(C)CC[C@@H](C2)O)O)O)C)C NPC158208 Cholestane-3Beta,5Alpha,6Beta,7Beta-Tetrol (3S,5R,6R,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,7-tetrol CHEMBL1825079 56678658 C27H48O4 436.36 -0.3532 3.99 8.194 4 4 80.92 14 4 31 1 InChI=1S/C27H48O4/c1-16(2)7-6-8-17(3)19-9-10-20-22-21(12-13-25(19,20)4)26(5)14-11-18(28)15-27(26,31)24(30)23(22)29/h16-24,28-31H,6-15H2,1-5H3/t17-,18+,19-,20+,21+,22+,23-,24-,25-,26-,27+/m1/s1 XOUZTYUNBKJPDT-HTYANLOZSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)[C@H]([C@@]2([C@]1(C)CC[C@@H](C2)O)O)O)C)C NPC28657 Cholesterol (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL112570 5997 C27H46O 386.35 1.5548 4.32 10.518 1 1 20.23 11 4 28 1 InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 HVYWMOMLDIMFJA-DPAQBDIFSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)C NPC136014 Choline 2-hydroxyethyl(trimethyl)azanium CHEMBL920 305 C5H14NO 104.11 -1.5741 1.79 -0.837 1 1 20.23 6 0 7 0 InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 OEYIOHPDSNJKLS-UHFFFAOYSA-N OCC[N+](C)(C)C NPC53276 Chonemorphine (3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL498645 165208 C23H42N2 346.33 0.3463 3.77 6.901 2 1 29.26 8 4 25 1 InChI=1S/C23H42N2/c1-15(25(4)5)19-8-9-20-18-7-6-16-14-17(24)10-12-22(16,2)21(18)11-13-23(19,20)3/h15-21H,6-14,24H2,1-5H3/t15-,16-,17-,18-,19+,20-,21-,22-,23+/m0/s1 MJGLREGOLPEPID-GHKGYAFRSA-N N[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C NPC279916 Chromone chromen-4-one CHEMBL13311 10286 C9H6O2 146.04 -0.5778 2.23 2.318 1 0 26.3 0 2 11 0 InChI=1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H OTAFHZMPRISVEM-UHFFFAOYSA-N O=c1ccoc2c1cccc2 NPC67367 Chrysanthemic Acid 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid CHEMBL1437285 2743 C10H16O2 168.12 1.955 2.34 2.533 2 1 37.3 7 1 12 0 InChI=1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12) XLOPRKKSAJMMEW-UHFFFAOYSA-N CC(=CC1C(C1(C)C)C(=O)O)C NPC252860 Chrysanthemic Acid, Ethyl Ester ethyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate CHEMBL1596099 7334 C12H20O2 196.15 2.4564 2.56 3.277 2 0 26.3 9 1 14 0 InChI=1S/C12H20O2/c1-6-14-11(13)10-9(7-8(2)3)12(10,4)5/h7,9-10H,6H2,1-5H3 VIMXTGUGWLAOFZ-UHFFFAOYSA-N CCOC(=O)C1C(C1(C)C)C=C(C)C NPC62755 Chrysanthemyl Alcohol [2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methanol CHEMBL1318346 110685 C10H18O 154.14 1.5847 2.45 2.646 1 1 20.23 7 1 11 0 InChI=1S/C10H18O/c1-7(2)5-8-9(6-11)10(8,3)4/h5,8-9,11H,6H2,1-4H3 HIPIENNKVJCMAP-UHFFFAOYSA-N OCC1C(C1(C)C)C=C(C)C NPC66270 Chrysene chrysene CHEMBL85685 9171 C18H12 228.09 0 3.44 9.69 0 0 0 0 4 18 1 InChI=1S/C18H12/c1-3-7-15-13(5-1)9-11-18-16-8-4-2-6-14(16)10-12-17(15)18/h1-12H WDECIBYCCFPHNR-UHFFFAOYSA-N c1ccc2c(c1)c1ccc3c(c1cc2)cccc3 NPC78540 Chrysin 5,7-dihydroxy-2-phenylchromen-4-one CHEMBL117 5281607 C15H10O4 254.06 -1.4242 2.67 3.163 1 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H RTIXKCRFFJGDFG-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1 NPC278556 Chrysin Dimethyl Ether 5,7-dimethoxy-2-phenylchromen-4-one CHEMBL275391 88881 C17H14O4 282.09 -0.6072 2.89 4.201 1 0 44.76 5 3 21 0 InChI=1S/C17H14O4/c1-19-12-8-15(20-2)17-13(18)10-14(21-16(17)9-12)11-6-4-3-5-7-11/h3-10H,1-2H3 JRFZSUMZAUHNSL-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(cc2=O)c1ccccc1 NPC471683 Chryslandicin 1,4,5-trihydroxy-2-methyl-6-(4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl)anthracene-9,10-dione CHEMBL3104733 13940830 C30H20O9 524.11 -2.5541 3.77 1.23 4 6 172.59 9 6 39 1 InChI=1S/C30H20O9/c1-11-8-16-22(18(32)9-11)29(38)21-14(4-3-5-17(21)31)30(16,39)15-7-6-13-20(27(15)36)28(37)23-19(33)10-12(2)25(34)24(23)26(13)35/h3-10,31-34,36,39H,1-2H3 YRUMLFPFVRGJGH-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(O)(c1ccc3c(c1O)C(=O)c1c(C3=O)c(O)c(cc1O)C)c1c(C2=O)c(O)ccc1 NPC183950 Chrysoeriol 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one CHEMBL214321 5280666 C16H12O6 300.06 -1.9363 2.56 1.123 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3 SCZVLDHREVKTSH-UHFFFAOYSA-N COc1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O NPC199463 Chrysoobtusin 2-hydroxy-1,6,7,8-tetramethoxy-3-methylanthracene-9,10-dione CHEMBL461085 155381 C19H18O7 358.11 -0.5531 2.78 0.603 2 1 91.29 10 3 26 0 InChI=1S/C19H18O7/c1-8-6-9-12(18(25-4)14(8)20)16(22)13-10(15(9)21)7-11(23-2)17(24-3)19(13)26-5/h6-7,20H,1-5H3 ZMDXTRSTKHTSCE-UHFFFAOYSA-N COc1c(OC)cc2c(c1OC)C(=O)c1c(C2=O)cc(c(c1OC)O)C NPC282923 Chrysophanol 1,8-dihydroxy-3-methylanthracene-9,10-dione CHEMBL41092 10208 C15H10O4 254.06 -0.8062 2.67 1.627 2 2 74.6 3 3 19 0 InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3 LQGUBLBATBMXHT-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1 NPC261004 Chrysosplenol B 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxychromen-4-one CHEMBL33256 5281608 C19H18O8 374.1 -1.9715 2.67 1.438 2 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-11-7-9(5-6-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3 NBVTYGIYKCPHQN-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)OC)O)c(c(=O)c2c(c1OC)O)OC NPC18772 Chrysosplenol D 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxychromen-4-one CHEMBL491366 5280699 C18H16O8 360.08 -2.38 2.56 1.348 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-12-7-11-13(14(21)17(12)24-2)15(22)18(25-3)16(26-11)8-4-5-9(19)10(20)6-8/h4-7,19-21H,1-3H3 BYWLLSQTJBXAPV-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)c(c(c2)OC)OC)c1ccc(c(c1)O)O NPC219876 Cianidanol (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL311498 9064 C15H14O6 290.08 -2.494 2.45 0.406 1 5 110.38 6 3 21 0 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1 PFTAWBLQPZVEMU-DZGCQCFKSA-N Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](Cc2c(c1)O)O NPC217052 Cichoric Acid (2R,3R)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid CHEMBL282731 5281764 C22H18O12 474.08 -2.095 2.56 1.684 8 6 208.12 17 2 34 2 InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 YDDGKXBLOXEEMN-IABMMNSOSA-N O=C(O[C@H]([C@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC291437 Cicutoxin (8E,10E,12E,14R)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol CHEMBL140367 25265910 C17H22O2 258.16 0.8745 3.11 3.739 2 2 40.46 10 0 19 0 InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,17-19H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+/t17-/m1/s1 FQVNSJQTSOVRKZ-JNRDBWBESA-N CCC[C@H](/C=C/C=C/C=C/C#CC#CCCCO)O NPC114120 Ciliatoside A 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one CHEMBL497767 10462924 C36H40O19 776.22 -4.8272 3.33 -1.479 14 7 260.21 19 8 55 2 InChI=1S/C36H40O19/c1-45-21-6-15-16(7-22(21)46-2)30(17-8-47-32(43)25(17)24(15)14-3-4-20-23(5-14)53-13-52-20)54-35-31(55-34-29(42)27(40)19(38)10-49-34)36(44,12-51-35)11-50-33-28(41)26(39)18(37)9-48-33/h3-7,18-19,26-29,31,33-35,37-42,44H,8-13H2,1-2H3/t18-,19+,26+,27+,28-,29-,31+,33+,34+,35+,36-/m1/s1 WTNBRCRYRLAZFO-DSUIHCPPSA-N COc1cc2c(cc1OC)c(O[C@@H]1OC[C@]([C@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)(O)CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1c(c2c2ccc3c(c2)OCO3)C(=O)OC1 NPC286301 Ciliatoside B 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R)-3-[(2S,3R,4S,5S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-4-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one CHEMBL445172 10557698 C41H48O23 908.26 -6.2359 3.44 -3.245 18 9 319.13 24 9 64 3 InChI=1S/C41H48O23/c1-52-23-6-17-18(7-24(23)53-2)31(19-8-54-35(49)27(19)26(17)16-3-4-22-25(5-16)61-15-60-22)62-39-34(41(51,14-59-39)13-57-36-29(46)28(45)20(43)9-55-36)64-37-30(47)32(21(44)10-56-37)63-38-33(48)40(50,11-42)12-58-38/h3-7,20-21,28-30,32-34,36-39,42-48,50-51H,8-15H2,1-2H3/t20-,21+,28+,29-,30-,32+,33+,34+,36+,37+,38+,39+,40-,41-/m1/s1 WXAISWUHCSJJHM-FEXIVYOSSA-N COc1cc2c(cc1OC)c(O[C@@H]1OC[C@]([C@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)O)(O)CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1c(c2c2ccc3c(c2)OCO3)C(=O)OC1 NPC312328 Cimicifugenol CHEMBL226240 44423584 C30H48O 424.37 3.6073 4.65 10.652 1 1 20.23 12 5 31 1 InChI=1S/C30H48O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,13,21,23-25,31H,8,10-12,14-19H2,1-7H3/t21-,23+,24+,25+,27-,28+,29-,30+/m1/s1 QQEBZBZJWRBJTK-LWMHBJGISA-N CC(=CCC[C@H](C1=CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC283081 Cimicifugic Acid A (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxybutanedioic acid CHEMBL517537 6449879 C21H20O11 448.1 -2.2234 2.56 0.636 7 6 191.05 17 2 32 1 InChI=1S/C21H20O11/c1-31-16-9-11(2-6-14(16)23)4-7-17(25)32-18(19(26)27)21(30,20(28)29)10-12-3-5-13(22)15(24)8-12/h2-9,18,22-24,30H,10H2,1H3,(H,26,27)(H,28,29)/b7-4+/t18-,21-/m1/s1 LIJMMUDJSMCVDJ-ZHBFVYIWSA-N COc1cc(/C=C/C(=O)O[C@@H]([C@@](C(=O)O)(Cc2ccc(c(c2)O)O)O)C(=O)O)ccc1O NPC221383 Cimicifugic Acid B (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxybutanedioic acid CHEMBL500586 6449880 C21H20O11 448.1 -2.2234 2.56 0.636 7 6 191.05 17 2 32 1 InChI=1S/C21H20O11/c1-31-16-6-3-11(8-15(16)24)4-7-17(25)32-18(19(26)27)21(30,20(28)29)10-12-2-5-13(22)14(23)9-12/h2-9,18,22-24,30H,10H2,1H3,(H,26,27)(H,28,29)/b7-4+/t18-,21-/m1/s1 YVHLLZXSGPDXOA-ZHBFVYIWSA-N COc1ccc(cc1O)/C=C/C(=O)O[C@@H]([C@@](C(=O)O)(Cc1ccc(c(c1)O)O)O)C(=O)O NPC143892 Cimicifugic Acid G (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-2-hydroxybutanedioic acid CHEMBL479308 11655574 C22H22O11 462.12 -1.8149 2.67 1.155 7 5 180.05 18 2 33 1 InChI=1S/C22H22O11/c1-31-16-7-4-12(10-17(16)32-2)5-8-18(25)33-19(20(26)27)22(30,21(28)29)11-13-3-6-14(23)15(24)9-13/h3-10,19,23-24,30H,11H2,1-2H3,(H,26,27)(H,28,29)/b8-5+/t19-,22-/m1/s1 YMPYAGUNPNITIL-AHKCGJDQSA-N COc1cc(/C=C/C(=O)O[C@@H]([C@@](C(=O)O)(Cc2ccc(c(c2)O)O)O)C(=O)O)ccc1OC NPC166456 Cinchonain Ia (2R,3R,10S)-2,10-bis(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one CHEMBL401058 10456516 C24H20O9 452.11 -3.1415 3.11 1.465 2 6 156.91 8 5 33 1 InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19+,23+/m0/s1 LKCOZWLUAKSRQM-IBUUURQNSA-N O=C1Oc2cc(O)c3c(c2[C@@H](C1)c1ccc(c(c1)O)O)O[C@@H]([C@@H](C3)O)c1ccc(c(c1)O)O NPC7543 Cinchonain Ib (2R,3R,10R)-2,10-bis(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one CHEMBL251476 442675 C24H20O9 452.11 -3.1415 3.11 1.465 2 6 156.91 8 5 33 1 InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19-,23-/m1/s1 LKCOZWLUAKSRQM-UMAWSMADSA-N O=C1Oc2cc(O)c3c(c2[C@H](C1)c1ccc(c(c1)O)O)O[C@@H]([C@@H](C3)O)c1ccc(c(c1)O)O NPC203754 Cinchonidine (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol CHEMBL533841 101744 C19H22N2O 294.17 -0.4618 3.22 3.317 3 1 36.36 4 2 22 0 InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1 KMPWYEUPVWOPIM-KODHJQJWSA-N C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cccc2)O NPC150048 Cinchonine (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol CHEMBL588619 90454 C19H22N2O 294.17 -0.4618 3.22 3.317 3 1 36.36 4 2 22 0 InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1 KMPWYEUPVWOPIM-QAMTZSDWSA-N C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cccc2)O NPC235059 Cinnamaldehyde (E)-3-phenylprop-2-enal CHEMBL293492 637511 C9H8O 132.06 0.1687 2.34 3.985 1 0 17.07 2 1 10 0 InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+ KJPRLNWUNMBNBZ-QPJJXVBHSA-N O=C/C=C/c1ccccc1 NPC206800 Cinnamic Acid (E)-3-phenylprop-2-enoic acid CHEMBL27246 444539 C9H8O2 148.05 0.1213 2.23 3.904 2 1 37.3 3 1 11 0 InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+ WBYWAXJHAXSJNI-VOTSOKGWSA-N OC(=O)/C=C/c1ccccc1 NPC174314 Cinnamodial [(1R,4S,4aS,8aS)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] acetate CHEMBL373458 442354 C17H24O5 308.16 -0.0971 2.78 3.144 5 1 80.67 9 2 22 0 InChI=1S/C17H24O5/c1-11(20)22-13-8-12(9-18)17(21,10-19)16(4)7-5-6-15(2,3)14(13)16/h8-10,13-14,21H,5-7H2,1-4H3/t13-,14+,16+,17-/m1/s1 UKLMEFSRPRDOLD-YQFWSFKMSA-N O=CC1=C[C@@H](OC(=O)C)[C@@H]2[C@]([C@@]1(O)C=O)(C)CCCC2(C)C NPC4809 Cinnamtannin B1 CHEMBL540956 475277 C45H36O18 864.19 -7.492 4.43 0.364 3 14 320.14 18 10 63 1 InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1 BYSRPHRKESMCPO-LQNPQWRQSA-N Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@H](c2ccc(c(c2)O)O)[C@@H]([C@H]1c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O NPC86630 Cinnamtannin B2 CHEMBL410924 16130973 C60H48O24 1152.25 -10.1793 5.42 0.123 4 19 430.52 25 13 84 1 InChI=1S/C60H48O24/c61-23-13-34(71)42-40(14-23)80-54(20-2-6-26(63)31(68)10-20)51(77)48(42)45-36(73)17-37(74)46-50-47-41(83-60(59(50)79,84-58(45)46)22-4-8-28(65)33(70)12-22)18-38(75)44-49(52(78)55(82-57(44)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-39(76)53(81-56(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,39,48-55,59,61-79H,15H2/t39-,48-,49+,50-,51-,52-,53-,54-,55-,59-,60-/m1/s1 QRQAODSINXAOBF-UKTWWWBFSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@]1(Oc3c([C@@H]2[C@H]1O)c1O[C@H](c2ccc(c(c2)O)O)[C@@H]([C@H](c1c(c3)O)c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC157380 Cinobufagin CHEMBL250785 11969542 C26H34O6 442.24 -0.4843 3.66 3.823 6 1 85.36 7 6 32 0 InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1 SCULJPGYOQQXTK-OLRINKBESA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3[C@@H]([C@@H]2c1ccc(=O)oc1)OC(=O)C)C)C NPC213761 Cinobufotalin CHEMBL517341 259776 C26H34O7 458.23 -0.9234 3.55 2.28 7 2 105.59 8 6 33 0 InChI=1S/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,30H,6-12H2,1-3H3/t16-,17-,18+,20-,21+,22+,23+,24+,25-,26+/m0/s1 KBKUJJFDSHBPPA-ZNCGZLKOSA-N O[C@H]1CC[C@]2([C@](C1)(O)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3[C@@H]([C@@H]2c1ccc(=O)oc1)OC(=O)C)C)C NPC104071 Cirensenoside O [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171448 169187 C48H78O17 926.52 -2.7684 4.87 4.946 17 10 274.75 27 8 65 2 InChI=1S/C48H78O17/c1-22-30(51)32(53)35(56)40(61-22)64-38-25(20-49)62-39(37(58)34(38)55)60-21-26-31(52)33(54)36(57)41(63-26)65-42(59)48-17-15-43(2,3)19-24(48)23-9-10-28-45(6)13-12-29(50)44(4,5)27(45)11-14-47(28,8)46(23,7)16-18-48/h9,22,24-41,49-58H,10-21H2,1-8H3/t22-,24-,25+,26+,27-,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,45-,46+,47+,48-/m0/s1 QDUNASUIHMLOJM-VYEWMGKISA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H](C5(C)C)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC133463 Cirrhopetalanthin 1-(2,7-dihydroxy-4-methoxyphenanthren-1-yl)-4-methoxyphenanthrene-2,7-diol CHEMBL359501 9982511 C30H22O6 478.14 -1.9448 4.1 4.992 0 4 99.38 9 6 36 0 InChI=1S/C30H22O6/c1-35-25-13-23(33)29(21-7-3-15-11-17(31)5-9-19(15)27(21)25)30-22-8-4-16-12-18(32)6-10-20(16)28(22)26(36-2)14-24(30)34/h3-14,31-34H,1-2H3 CNLFNDMTGHNGIV-UHFFFAOYSA-N COc1cc(O)c(c2c1c1ccc(cc1cc2)O)c1c(O)cc(c2c1ccc1c2ccc(c1)O)OC NPC206525 Cirrhopetalanthrin 1-(2,7-dihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)-4-methoxyphenanthrene-2,7-diol CHEMBL369741 442695 C30H24O6 480.16 -1.82 4.1 4.776 0 4 99.38 9 6 36 0 InChI=1S/C30H24O6/c1-35-25-13-23(33)29(21-7-3-15-11-17(31)5-9-19(15)27(21)25)30-22-8-4-16-12-18(32)6-10-20(16)28(22)26(36-2)14-24(30)34/h3,5-7,9-14,31-34H,4,8H2,1-2H3 LCCDZCVHGDFKNQ-UHFFFAOYSA-N COc1cc(O)c(c2c1c1ccc(cc1CC2)O)c1c(O)cc(c2c1ccc1c2ccc(c1)O)OC NPC47781 Cirsileneol 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL487213 162464 C18H16O7 344.09 -1.5796 2.67 1.198 1 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3 VKOSQMWSWLZQPA-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccc(c(c1)OC)O NPC25270 Cirsiliol 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one CHEMBL72637 160237 C17H14O7 330.07 -1.9881 2.56 1.108 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3 IMEYGBIXGJLUIS-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccc(c(c1)O)O NPC58053 Cirsimarin 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one CHEMBL517637 159460 C23H24O11 476.13 -3.2747 2.78 0.534 6 5 164.37 13 4 34 0 InChI=1S/C23H24O11/c1-30-15-8-14-17(19(27)22(15)31-2)12(25)7-13(33-14)10-3-5-11(6-4-10)32-23-21(29)20(28)18(26)16(9-24)34-23/h3-8,16,18,20-21,23-24,26-29H,9H2,1-2H3/t16-,18-,20+,21-,23-/m1/s1 RETJLKUBHXTIGH-FZFRBNDOSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)c2cc(=O)c3c(o2)cc(c(c3O)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC120163 Cirsimaritin 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL348436 188323 C17H14O6 314.08 -1.5278 2.67 1.642 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3 ZIIAJIWLQUVGHB-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccc(cc1)O NPC168303 Cis-5-N-Pentadec-8'-Enylresorcinol 5-[(E)-pentadec-8-enyl]benzene-1,3-diol CHEMBL221899 6916254 C21H34O2 318.26 -2.4199 3.55 8.643 0 2 40.46 16 1 23 2 InChI=1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h7-8,16-18,22-23H,2-6,9-15H2,1H3/b8-7+ TUGAUFMQYWZJAB-BQYQJAHWSA-N CCCCCC/C=C/CCCCCCCc1cc(O)cc(c1)O NPC278550 Cis-Guai-6-En-10-Ol (1S,3aR,4S,8aR)-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydro-1H-azulen-4-ol CHEMBL2386510 73345873 C15H26O 222.2 1.1616 3 4.367 1 1 20.23 6 2 16 0 InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)13(14)9-12/h9-11,13-14,16H,5-8H2,1-4H3/t11-,13-,14+,15-/m0/s1 TUFHRGQKTXJXPF-MHEUCROKSA-N CC(C1=C[C@H]2[C@@H](C)CC[C@H]2[C@@](CC1)(C)O)C NPC312770 Cis-N-Feruloyloctopamine (Z)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide CHEMBL2337114 68976271 C18H19NO5 329.13 -1.4162 2.78 2.079 3 4 102.51 11 2 24 0 InChI=1S/C18H19NO5/c1-24-17-10-12(2-8-15(17)21)3-9-18(23)19-11-16(22)13-4-6-14(20)7-5-13/h2-10,16,20-22H,11H2,1H3,(H,19,23)/b9-3- VJSCHQMOTSXAKB-OQFOIZHKSA-N COc1cc(/C=C\C(=NCC(c2ccc(cc2)O)O)O)ccc1O NPC35961 Cis-N-Feruloyltyramine (Z)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL451720 6440659 C18H19NO4 313.13 -0.6499 2.89 3.109 2 3 82.28 10 2 23 0 InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5- NPNNKDMSXVRADT-UITAMQMPSA-N COc1cc(/C=C\C(=NCCc2ccc(cc2)O)O)ccc1O NPC248573 Cis-Resveratrol 5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol CHEMBL87333 1548910 C14H12O3 228.08 -0.9131 2.67 3.436 0 3 60.69 5 2 17 0 InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1- LUKBXSAWLPMMSZ-UPHRSURJSA-N Oc1ccc(cc1)/C=C\c1cc(O)cc(c1)O NPC76478 Citibrasine 1,5-dihydroxy-2,3,4-trimethoxy-10-methylacridin-9-one CHEMBL1668599 19093029 C17H17NO6 331.11 -1.2243 2.56 0.288 2 2 88.46 9 3 24 0 InChI=1S/C17H17NO6/c1-18-11-8(6-5-7-9(11)19)13(20)10-12(18)15(22-2)17(24-4)16(23-3)14(10)21/h5-7,19,21H,1-4H3 QYPQTPVQPNLXHV-UHFFFAOYSA-N COc1c(OC)c(OC)c2c(c1O)c(=O)c1c(n2C)c(O)ccc1 NPC18205 Citral (2E)-3,7-dimethylocta-2,6-dienal CHEMBL1080997 638011 C10H16O 152.12 2.4893 2.45 2.701 1 0 17.07 7 0 11 0 InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+ WTEVQBCEXWBHNA-JXMROGBWSA-N O=C/C=C(/CCC=C(C)C)\C NPC293378 Citric Acid 2-hydroxypropane-1,2,3-tricarboxylic acid CHEMBL1261 311;19782904;88113319 C6H8O7 192.03 -1.395 1.35 -2.247 7 4 132.13 9 0 13 0 InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) KRKNYBCHXYNGOX-UHFFFAOYSA-N OC(=O)C(CC(=O)O)(CC(=O)O)O NPC24824 Citronellol 3,7-dimethyloct-6-en-1-ol CHEMBL395827 8842 C10H20O 156.15 1.4641 2.45 3.286 1 1 20.23 9 0 11 0 InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3 QMVPMAAFGQKVCJ-UHFFFAOYSA-N OCCC(CCC=C(C)C)C NPC289388 Citronellyl Acetate 3,7-dimethyloct-6-enyl acetate CHEMBL1453648 9017 C12H22O2 198.16 1.8432 2.56 4.026 2 0 26.3 11 0 14 0 InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3 JOZKFWLRHCDGJA-UHFFFAOYSA-N CC(CCC=C(C)C)CCOC(=O)C NPC298796 Citropten 5,7-dimethoxychromen-2-one CHEMBL481049 2775 C11H10O4 206.06 0.1664 2.23 1.607 1 0 44.76 4 2 15 0 InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3 NXJCRELRQHZBQA-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(=O)cc2 NPC148391 Citrusinine-I 1,5-dihydroxy-3,4-dimethoxy-10-methylacridin-9-one CHEMBL451705 5487772 C16H15NO5 301.1 -1.1725 2.56 0.732 2 2 79.23 7 3 22 0 InChI=1S/C16H15NO5/c1-17-13-8(5-4-6-9(13)18)15(20)12-10(19)7-11(21-2)16(22-3)14(12)17/h4-7,18-19H,1-3H3 UTEAJHNFBCLZHN-UHFFFAOYSA-N COc1c(OC)cc(c2c1n(C)c1c(c2=O)cccc1O)O NPC2905 Citrusinine-Ii 1,3,5-trihydroxy-4-methoxy-10-methylacridin-9-one CHEMBL465847 10016895 C15H13NO5 287.08 -1.581 2.45 0.213 2 3 90.23 6 3 21 0 InChI=1S/C15H13NO5/c1-16-12-7(4-3-5-8(12)17)14(20)11-9(18)6-10(19)15(21-2)13(11)16/h3-6,17-19H,1-2H3 QEGXAAUCDUFHPJ-UHFFFAOYSA-N COc1c(O)cc(c2c1n(C)c1c(c2=O)cccc1O)O NPC166757 Citrusinol 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one CHEMBL463744 44259051 C20H16O6 352.09 -0.9728 3 3.315 2 3 96.22 6 4 26 0 InChI=1S/C20H16O6/c1-20(2)8-7-12-14(26-20)9-13(22)15-16(23)17(24)18(25-19(12)15)10-3-5-11(21)6-4-10/h3-9,21-22,24H,1-2H3 OKQQXHUICMLKQI-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2c3C=CC(Oc3cc(c2c(=O)c1O)O)(C)C NPC12377 Cladrin 3-(3,4-dimethoxyphenyl)-7-hydroxychromen-4-one CHEMBL454746 5748605 C17H14O5 298.08 -1.2306 2.78 2.55 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-14-6-3-10(7-16(14)21-2)13-9-22-15-8-11(18)4-5-12(15)17(13)19/h3-9,18H,1-2H3 VFZIJLPRJAQGFO-UHFFFAOYSA-N COc1cc(ccc1OC)c1coc2c(c1=O)ccc(c2)O NPC208084 Claurailas A 1,7-dimethoxy-9H-carbazole-3-carbaldehyde CHEMBL1689795 51039825 C15H13NO3 255.09 -0.7164 2.67 2.419 2 1 51.32 5 3 19 0 InChI=1S/C15H13NO3/c1-18-10-3-4-11-12-5-9(8-17)6-14(19-2)15(12)16-13(11)7-10/h3-8,16H,1-2H3 LEYWMXGGVZTHDM-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(cc1OC)C=O NPC6786 Claurailas D 9-hydroxy-3,3-dimethyl-7H-pyrano[2,3-c]carbazole-10-carbaldehyde CHEMBL1689798 51039828 C18H15NO3 293.11 -0.1653 3 3.21 2 2 62.32 4 4 22 0 InChI=1S/C18H15NO3/c1-18(2)6-5-11-16(22-18)4-3-13-17(11)12-7-10(9-20)15(21)8-14(12)19-13/h3-9,19,21H,1-2H3 FKVAMCZERBVNQE-UHFFFAOYSA-N O=Cc1cc2c(cc1O)[nH]c1c2c2C=CC(Oc2cc1)(C)C NPC71184 Clausenidin 5-hydroxy-2,2-dimethyl-6-(2-methylbut-3-en-2-yl)-3H-pyrano[2,3-h]chromene-4,8-dione CHEMBL453806 10404227 C19H20O5 328.13 1.6424 3 2.887 2 1 72.83 7 3 24 0 InChI=1S/C19H20O5/c1-6-18(2,3)14-15(22)13-11(20)9-19(4,5)24-16(13)10-7-8-12(21)23-17(10)14/h6-8,22H,1,9H2,2-5H3 PSVNHBQNGNPKTQ-UHFFFAOYSA-N C=CC(c1c(O)c2C(=O)CC(Oc2c2c1oc(=O)cc2)(C)C)(C)C NPC118228 Clausine E methyl 1-hydroxy-9H-carbazole-3-carboxylate CHEMBL235934 5315951 C14H11NO3 241.07 -0.8695 2.56 2.891 3 2 62.32 4 3 18 0 InChI=1S/C14H11NO3/c1-18-14(17)8-6-10-9-4-2-3-5-11(9)15-13(10)12(16)7-8/h2-7,15-16H,1H3 ZWPODTIRGFOENJ-UHFFFAOYSA-N COC(=O)c1cc(O)c2c(c1)c1ccccc1[nH]2 NPC174760 Clausine K 2,7-dimethoxy-9H-carbazole-3-carboxylic acid CHEMBL1689806 504070 C15H13NO4 271.08 -0.7638 2.56 2.559 3 2 71.55 6 3 20 0 InChI=1S/C15H13NO4/c1-19-8-3-4-9-10-6-11(15(17)18)14(20-2)7-13(10)16-12(9)5-8/h3-7,16H,1-2H3,(H,17,18) LDKCHJXUOLZQQV-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(c(c1)OC)C(=O)O NPC39679 Clausine M methyl 7-hydroxy-9H-carbazole-3-carboxylate CHEMBL2260661 15550280 C14H11NO3 241.07 -0.8695 2.56 2.251 3 2 62.32 4 3 18 0 InChI=1S/C14H11NO3/c1-18-14(17)8-2-5-12-11(6-8)10-4-3-9(16)7-13(10)15-12/h2-7,15-16H,1H3 DLSYIZRGLJIEKT-UHFFFAOYSA-N COC(=O)c1ccc2c(c1)c1ccc(cc1[nH]2)O NPC86834 Clausine O 2,7-dihydroxy-9H-carbazole-3-carbaldehyde CHEMBL1689804 11241634 C13H9NO3 227.06 -1.5334 2.45 1.81 2 3 73.32 3 3 17 0 InChI=1S/C13H9NO3/c15-6-7-3-10-9-2-1-8(16)4-11(9)14-12(10)5-13(7)17/h1-6,14,16-17H RTRVKTRUQDUIKV-UHFFFAOYSA-N O=Cc1cc2c(cc1O)[nH]c1c2ccc(c1)O NPC293151 Clausine-D 1-hydroxy-4-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde CHEMBL2036044 3035740 C18H17NO2 279.13 0.8043 3.11 4.665 2 2 53.09 6 3 21 0 InChI=1S/C18H17NO2/c1-11(2)7-8-13-12(10-20)9-16(21)18-17(13)14-5-3-4-6-15(14)19-18/h3-7,9-10,19,21H,8H2,1-2H3 PNBKXALRNLUCJB-UHFFFAOYSA-N O=Cc1cc(O)c2c(c1CC=C(C)C)c1ccccc1[nH]2 NPC249583 Clauszoline K 7-methoxy-9H-carbazole-3-carbaldehyde CHEMBL1927326 10537169 C14H11NO2 225.08 -0.6646 2.67 2.863 2 1 42.09 3 3 17 0 InChI=1S/C14H11NO2/c1-17-10-3-4-11-12-6-9(8-16)2-5-13(12)15-14(11)7-10/h2-8,15H,1H3 IBDBRUPJUXYODT-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(cc1)C=O NPC288149 Cleistantoxin (5R,5aR,8aR,9R)-9-(1,3-benzodioxol-5-yl)-5-hydroxy-4-methoxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL2146936 71452884 C21H18O8 398.1 -1.6997 2.89 1.186 3 1 92.68 4 6 29 0 InChI=1S/C21H18O8/c1-24-20-17-10(5-14-19(20)29-8-28-14)15(16-11(18(17)22)6-25-21(16)23)9-2-3-12-13(4-9)27-7-26-12/h2-5,11,15-16,18,22H,6-8H2,1H3/t11-,15+,16-,18+/m0/s1 GTFKUBXSHHHPRX-QOQPWIFLSA-N COc1c2[C@H](O)[C@H]3COC(=O)[C@@H]3[C@@H](c2cc2c1OCO2)c1ccc2c(c1)OCO2 NPC32723 Clematernoside B [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171257 49799230 C86H132O42 1836.82 -9.7633 6.3 -0.786 40 22 645.34 58 14 128 3 InChI=1S/C86H132O42/c1-33-50(93)56(99)61(104)74(115-33)124-67-42(28-88)118-72(63(106)58(67)101)113-31-44-53(96)57(100)62(105)76(121-44)128-80(110)86-23-21-81(3,4)26-37(86)36-13-15-47-83(7)19-18-48(82(5,6)46(83)17-20-85(47,9)84(36,8)22-24-86)122-79-71(52(95)39(91)30-112-79)127-77-65(108)69(51(94)34(2)116-77)126-73-60(103)54(97)45(32-114-73)120-75-64(107)59(102)68(43(29-89)119-75)125-78-66(109)70(55(98)41(27-87)117-78)123-49(92)16-12-35-11-14-40(111-10)38(90)25-35/h11-14,16,25,33-34,37,39,41-48,50-79,87-91,93-109H,15,17-24,26-32H2,1-10H3/b16-12+/t33-,34-,37-,39-,41+,42+,43+,44+,45+,46-,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58+,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70-,71+,72+,73-,74-,75-,76-,77-,78-,79-,83-,84+,85+,86-/m0/s1 BUCJUMIAUUHQKH-KCGRVSEWSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)OC(=O)/C=C/c1ccc(c(c1)O)OC)O)O)O NPC469778 Clematernoside C [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171258 49799231 C86H132O42 1836.82 -9.7633 6.3 -0.357 40 22 645.34 58 14 128 3 InChI=1S/C86H132O42/c1-33-50(93)56(99)62(105)74(115-33)124-67-42(28-88)118-72(64(107)59(67)102)113-31-44-54(97)57(100)63(106)76(121-44)128-80(110)86-23-21-81(3,4)26-37(86)36-13-15-47-83(7)19-18-48(82(5,6)46(83)17-20-85(47,9)84(36,8)22-24-86)122-78-70(52(95)39(91)30-112-78)127-77-66(109)69(51(94)34(2)116-77)126-73-61(104)55(98)45(32-114-73)120-75-65(108)60(103)68(43(29-89)119-75)125-79-71(58(101)53(96)41(27-87)117-79)123-49(92)16-12-35-11-14-40(111-10)38(90)25-35/h11-14,16,25,33-34,37,39,41-48,50-79,87-91,93-109H,15,17-24,26-32H2,1-10H3/b16-12+/t33-,34-,37-,39-,41+,42+,43+,44+,45+,46-,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58-,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73-,74-,75-,76-,77-,78-,79-,83-,84+,85+,86-/m0/s1 LMPGKAHRTFPCEF-YVHWDHLRSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O)O)O)O NPC100925 Clematernoside D [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171445 49799265 C98H152O52 2160.92 -13.8478 6.52 -3.86 50 28 803.64 70 16 150 3 InChI=1S/C98H152O52/c1-35-54(106)62(114)69(121)82(134-35)131-31-47-58(110)64(116)71(123)87(141-47)148-79-61(113)44(27-99)137-91(81(79)144-53(105)16-12-38-11-14-43(129-10)41(103)25-38)146-77-46(29-101)139-86(74(126)67(77)119)140-49-33-133-84(68(120)60(49)112)147-78-56(108)37(3)136-89(75(78)127)149-80-57(109)42(104)30-130-90(80)143-52-18-19-94(6)50(95(52,7)34-102)17-20-97(9)51(94)15-13-39-40-26-93(4,5)21-23-98(40,24-22-96(39,97)8)92(128)150-88-72(124)65(117)59(111)48(142-88)32-132-83-73(125)66(118)76(45(28-100)138-83)145-85-70(122)63(115)55(107)36(2)135-85/h11-14,16,25,35-37,40,42,44-52,54-91,99-104,106-127H,15,17-24,26-34H2,1-10H3/b16-12+/t35-,36-,37-,40-,42-,44+,45+,46+,47+,48+,49+,50+,51+,52-,54-,55-,56-,57-,58+,59+,60+,61+,62+,63+,64-,65-,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79-,80+,81+,82+,83+,84-,85-,86-,87-,88-,89-,90-,91-,94-,95-,96+,97+,98-/m0/s1 JQRSXCMDPLDAJV-PARJEWBKSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC135334 Clematernoside E [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171446 49799266 C98H152O51 2144.93 -12.7571 6.63 -2.728 49 27 783.41 69 16 149 3 InChI=1S/C98H152O51/c1-35-54(105)62(113)69(120)82(133-35)130-32-47-58(109)64(115)71(122)87(140-47)147-79-61(112)44(28-99)136-91(81(79)143-53(104)17-13-38-12-15-43(128-11)41(102)26-38)145-77-46(30-101)138-86(74(125)67(77)118)139-49-34-132-84(68(119)60(49)111)146-78-56(107)37(3)135-89(75(78)126)148-80-57(108)42(103)31-129-90(80)142-52-19-20-95(8)50(94(52,6)7)18-21-97(10)51(95)16-14-39-40-27-93(4,5)22-24-98(40,25-23-96(39,97)9)92(127)149-88-72(123)65(116)59(110)48(141-88)33-131-83-73(124)66(117)76(45(29-100)137-83)144-85-70(121)63(114)55(106)36(2)134-85/h12-15,17,26,35-37,40,42,44-52,54-91,99-103,105-126H,16,18-25,27-34H2,1-11H3/b17-13+/t35-,36-,37-,40-,42-,44+,45+,46+,47+,48+,49+,50-,51+,52-,54-,55-,56-,57-,58+,59+,60+,61+,62+,63+,64-,65-,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79-,80+,81+,82+,83+,84-,85-,86-,87-,88-,89-,90-,91-,95-,96+,97+,98-/m0/s1 LYZNTGCVMWIGPU-YWLSKINTSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC295941 Clematernoside K [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171447 49799267 C104H162O56 2306.98 -14.504 6.74 -4.265 54 30 862.56 75 17 160 3 InChI=1S/C104H162O56/c1-36-56(112)65(121)73(129)89(142-36)154-80-47(30-107)147-87(77(133)70(80)126)139-33-49-61(117)68(124)76(132)93(151-49)160-98(136)104-24-22-99(4,5)27-41(104)40-14-16-53-101(8)20-19-54(100(6,7)52(101)18-21-103(53,10)102(40,9)23-25-104)152-96-84(59(115)43(110)32-138-96)158-94-79(135)82(58(114)38(3)143-94)156-88-72(128)63(119)51(34-140-88)149-90-78(134)71(127)81(48(31-108)148-90)155-97-86(153-55(111)17-13-39-12-15-44(137-11)42(109)26-39)83(64(120)46(29-106)146-97)157-92-75(131)67(123)62(118)50(150-92)35-141-95-85(69(125)57(113)37(2)144-95)159-91-74(130)66(122)60(116)45(28-105)145-91/h12-15,17,26,36-38,41,43,45-54,56-97,105-110,112-135H,16,18-25,27-35H2,1-11H3/b17-13+/t36-,37-,38-,41-,43-,45+,46+,47+,48+,49+,50+,51+,52-,53+,54-,56-,57-,58-,59-,60+,61+,62+,63+,64+,65+,66-,67-,68-,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83-,84+,85+,86+,87+,88-,89-,90-,91-,92-,93-,94-,95+,96-,97-,101-,102+,103+,104-/m0/s1 BHHFSNCTZVVISM-GRZVMDJFSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC469772 Clematochinenoside A [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171251 49799224 C104H162O57 2322.98 -15.5947 6.63 -5.397 55 31 882.79 76 17 161 3 InChI=1S/C104H162O57/c1-36-56(113)65(122)73(130)89(143-36)155-80-47(29-107)148-87(77(134)70(80)127)140-32-49-61(118)68(125)76(133)93(152-49)161-98(137)104-23-21-99(4,5)26-41(104)40-13-15-53-100(6)19-18-54(101(7,35-109)52(100)17-20-103(53,9)102(40,8)22-24-104)153-96-84(59(116)43(111)31-139-96)159-94-79(136)82(58(115)38(3)144-94)157-88-72(129)63(120)51(33-141-88)150-90-78(135)71(128)81(48(30-108)149-90)156-97-86(154-55(112)16-12-39-11-14-44(138-10)42(110)25-39)83(64(121)46(28-106)147-97)158-92-75(132)67(124)62(119)50(151-92)34-142-95-85(69(126)57(114)37(2)145-95)160-91-74(131)66(123)60(117)45(27-105)146-91/h11-14,16,25,36-38,41,43,45-54,56-97,105-111,113-136H,15,17-24,26-35H2,1-10H3/b16-12+/t36-,37-,38-,41-,43+,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,56-,57-,58-,59-,60+,61+,62+,63+,64+,65+,66-,67-,68-,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83-,84+,85+,86+,87+,88-,89-,90-,91-,92-,93-,94-,95+,96-,97-,100-,101-,102+,103+,104-/m0/s1 FLILBXBCHAHNMP-PPJOBGPXSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC469773 Clematochinenoside C [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171252 49799225 C104H162O57 2322.98 -15.5947 6.63 -5.397 55 31 882.79 76 17 161 3 InChI=1S/C104H162O57/c1-36-56(113)64(121)72(129)87(143-36)142-34-51-82(156-92-74(131)66(123)60(117)45(27-105)146-92)70(127)78(135)93(152-51)159-84-63(120)46(28-106)147-97(86(84)154-55(112)16-12-39-11-14-44(138-10)42(110)25-39)157-81-48(30-108)149-91(77(134)69(81)126)150-50-33-141-89(71(128)62(50)119)158-83-58(115)38(3)145-95(79(83)136)160-85-59(116)43(111)31-139-96(85)153-54-18-19-100(6)52(101(54,7)35-109)17-20-103(9)53(100)15-13-40-41-26-99(4,5)21-23-104(41,24-22-102(40,103)8)98(137)161-94-75(132)67(124)61(118)49(151-94)32-140-88-76(133)68(125)80(47(29-107)148-88)155-90-73(130)65(122)57(114)37(2)144-90/h11-14,16,25,36-38,41,43,45-54,56-97,105-111,113-136H,15,17-24,26-35H2,1-10H3/b16-12+/t36-,37-,38-,41-,43+,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,56-,57-,58-,59-,60+,61+,62+,63+,64+,65+,66-,67-,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84-,85+,86+,87+,88+,89-,90-,91-,92-,93-,94-,95-,96-,97-,100-,101-,102+,103+,104-/m0/s1 JMQASNOHJLGJPA-XZZXHIFASA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC469774 Clematochinenoside D [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171253 49799226 C86H132O43 1852.81 -10.854 6.19 -1.918 41 23 665.57 59 14 129 3 InChI=1S/C86H132O43/c1-33-50(94)56(100)61(105)74(116-33)125-67-42(27-88)119-72(63(107)58(67)102)114-30-44-53(97)57(101)62(106)76(122-44)129-80(111)86-22-20-81(3,4)25-37(86)36-12-14-47-82(5)18-17-48(83(6,32-90)46(82)16-19-85(47,8)84(36,7)21-23-86)123-79-71(52(96)39(92)29-113-79)128-77-65(109)69(51(95)34(2)117-77)127-73-60(104)54(98)45(31-115-73)121-75-64(108)59(103)68(43(28-89)120-75)126-78-66(110)70(55(99)41(26-87)118-78)124-49(93)15-11-35-10-13-40(112-9)38(91)24-35/h10-13,15,24,33-34,37,39,41-48,50-79,87-92,94-110H,14,16-23,25-32H2,1-9H3/b15-11+/t33-,34-,37-,39+,41+,42+,43+,44+,45+,46+,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58+,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70-,71+,72+,73-,74-,75-,76-,77-,78-,79-,82-,83-,84+,85+,86-/m0/s1 GUKNLPLKUUCJEO-BGRFPKFFSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)OC(=O)/C=C/c1ccc(c(c1)O)OC)O)O)O NPC469775 Clematochinenoside E [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171254 49799227 C86H132O43 1852.81 -10.854 6.19 -1.489 41 23 665.57 59 14 129 3 InChI=1S/C86H132O43/c1-33-50(93)56(99)62(105)74(117-33)125-68-41(26-87)119-72(65(108)59(68)102)115-30-44-54(97)58(101)64(107)77(123-44)129-80(111)86-22-20-81(3,4)25-37(86)36-12-14-47-82(5)18-17-48(83(6,32-89)46(82)16-19-85(47,8)84(36,7)21-23-86)124-79-71(52(95)39(91)28-114-79)128-78-67(110)70(51(94)34(2)118-78)127-73-61(104)55(98)45(31-116-73)121-75-66(109)60(103)69(42(27-88)120-75)126-76-63(106)57(100)53(96)43(122-76)29-113-49(92)15-11-35-10-13-40(112-9)38(90)24-35/h10-13,15,24,33-34,37,39,41-48,50-79,87-91,93-110H,14,16-23,25-32H2,1-9H3/b15-11+/t33-,34-,37-,39+,41+,42+,43+,44+,45+,46+,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58-,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73-,74-,75-,76-,77-,78-,79-,82-,83-,84+,85+,86-/m0/s1 VHCSZQUYNKUEQK-XAOHDVSWSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](COC(=O)/C=C/c2ccc(c(c2)O)OC)[C@H]([C@@H]([C@H]1O)O)O)O)O NPC469776 Clematochinenoside F [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171255 49799228 C86H132O42 1836.82 -9.7633 6.3 -0.357 40 22 645.34 58 14 128 3 InChI=1S/C86H132O42/c1-33-50(92)56(98)62(104)74(116-33)124-68-41(27-87)118-72(65(107)59(68)101)114-31-44-54(96)58(100)64(106)77(122-44)128-80(110)86-23-21-81(3,4)26-37(86)36-13-15-47-83(7)19-18-48(82(5,6)46(83)17-20-85(47,9)84(36,8)22-24-86)123-79-71(52(94)39(90)29-113-79)127-78-67(109)70(51(93)34(2)117-78)126-73-61(103)55(97)45(32-115-73)120-75-66(108)60(102)69(42(28-88)119-75)125-76-63(105)57(99)53(95)43(121-76)30-112-49(91)16-12-35-11-14-40(111-10)38(89)25-35/h11-14,16,25,33-34,37,39,41-48,50-79,87-90,92-109H,15,17-24,26-32H2,1-10H3/b16-12+/t33-,34-,37-,39+,41+,42+,43+,44+,45+,46-,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58-,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73-,74-,75-,76-,77-,78-,79-,83-,84+,85+,86-/m0/s1 VLQHHSUVYKIMDZ-PGLUCOPWSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](COC(=O)/C=C/c2ccc(c(c2)O)OC)[C@H]([C@@H]([C@H]1O)O)O)O)O NPC469777 Clematochinenoside G [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1171256 49799229 C92H142O48 2014.87 -12.6009 6.3 -3.026 46 26 744.72 65 15 140 3 InChI=1S/C92H142O48/c1-34-52(101)59(108)65(114)79(125-34)135-71-44(28-95)129-77(68(117)62(71)111)123-31-46-56(105)61(110)67(116)82(132-46)140-86(120)92-22-20-87(3,4)25-38(92)37-12-14-49-88(5)18-17-50(89(6,33-97)48(88)16-19-91(49,8)90(37,7)21-23-92)133-84-75(54(103)40(99)30-122-84)139-83-70(119)73(53(102)35(2)126-83)137-78-64(113)57(106)47(32-124-78)131-80-69(118)63(112)72(45(29-96)130-80)136-85-76(134-51(100)15-11-36-10-13-41(121-9)39(98)24-36)74(58(107)43(27-94)128-85)138-81-66(115)60(109)55(104)42(26-93)127-81/h10-13,15,24,34-35,38,40,42-50,52-85,93-99,101-119H,14,16-23,25-33H2,1-9H3/b15-11+/t34-,35-,38-,40+,42+,43+,44+,45+,46+,47+,48+,49+,50-,52-,53-,54-,55+,56+,57+,58+,59+,60-,61-,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74-,75+,76+,77+,78-,79-,80-,81-,82-,83-,84-,85-,88-,89-,90+,91+,92-/m0/s1 VSUTUTIGOVBVSY-WHFZGNONSA-N OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@@H]2O)O)O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC21184 Cleomiscosin D (2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one CHEMBL256915 13965876 C21H20O9 416.11 -1.2034 2.78 0.742 2 2 112.91 10 4 30 0 InChI=1S/C21H20O9/c1-25-12-7-11(8-13(26-2)17(12)24)18-15(9-22)28-20-14(27-3)6-10-4-5-16(23)29-19(10)21(20)30-18/h4-8,15,18,22,24H,9H2,1-3H3/t15-,18-/m0/s1 IXSZNNRKGDOXQI-YJBOKZPZSA-N OC[C@@H]1Oc2c(OC)cc3c(c2O[C@H]1c1cc(OC)c(c(c1)OC)O)oc(=O)cc3 NPC184805 Clethroidoside C CHEMBL1927848 56597930 C53H86O21 1058.57 -4.1153 4.98 2.638 21 11 322.67 29 10 74 2 InChI=1S/C53H86O21/c1-23-32(57)36(61)39(64)43(68-23)74-42-38(63)34(59)25(20-55)70-46(42)71-26-21-66-45(41(35(26)60)73-44-40(65)37(62)33(58)24(19-54)69-44)72-31-11-12-49(6)27(48(31,4)5)9-13-50(7)28(49)10-14-53-29-17-47(2,3)15-16-52(29,22-67-53)30(56)18-51(50,53)8/h23-29,31-46,54-55,57-65H,9-22H2,1-8H3/t23-,24+,25+,26-,27-,28+,29+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,49-,50+,51-,52+,53-/m0/s1 SAYPHAZZCBWZNW-TZXNXWDXSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)CC(=O)[C@@]2([C@H]4CC(C)(C)CC2)CO3)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC273189 Clethroidoside D CHEMBL1927849 56598062 C52H84O21 1044.55 -4.1046 4.87 2.178 21 11 322.67 28 10 73 2 InChI=1S/C52H84O21/c1-46(2)14-15-51-22-67-52(29(51)16-46)13-9-28-48(5)11-10-31(47(3,4)27(48)8-12-49(28,6)50(52,7)17-30(51)56)71-44-40(73-43-39(64)36(61)33(58)24(18-53)68-43)35(60)26(21-66-44)70-45-41(37(62)34(59)25(19-54)69-45)72-42-38(63)32(57)23(55)20-65-42/h23-29,31-45,53-55,57-64H,8-22H2,1-7H3/t23-,24-,25-,26+,27+,28-,29-,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,48+,49-,50+,51-,52+/m1/s1 LXYNMISGVPYMHU-LGZUVIOGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)CC(=O)[C@@]2([C@H]4CC(C)(C)CC2)CO3)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC209798 Clethroidoside E CHEMBL1927850 56598063 C55H90O22 1102.59 -3.9555 5.09 3.556 22 11 331.9 32 10 77 3 InChI=1S/C55H90O22/c1-24-34(59)38(63)41(66)45(71-24)77-44-40(65)35(60)26(20-56)72-48(44)74-28-22-69-47(43(37(28)62)76-46-42(67)39(64)36(61)27(73-46)21-68-25(2)57)75-33-12-13-51(7)29(50(33,5)6)10-14-52(8)30(51)11-15-55-31-18-49(3,4)16-17-54(31,23-70-55)32(58)19-53(52,55)9/h24,26-48,56,58-67H,10-23H2,1-9H3/t24-,26+,27+,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,51-,52+,53-,54+,55-/m0/s1 KEJKWEZYXBTIOG-AAALSCGBSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC51579 Clethroidoside F CHEMBL1928000 56601861 C56H90O25 1162.58 -4.7119 4.87 1.361 25 12 378.43 35 10 81 3 InChI=1S/C56H90O25/c1-23(59)74-44-45(75-24(2)60)55-22-73-56(31(55)16-50(44,3)4)15-11-30-52(7)13-12-33(51(5,6)29(52)10-14-53(30,8)54(56,9)17-32(55)62)79-48-42(81-47-41(70)38(67)35(64)26(18-57)76-47)37(66)28(21-72-48)78-49-43(39(68)36(65)27(19-58)77-49)80-46-40(69)34(63)25(61)20-71-46/h25-49,57-58,61-70H,10-22H2,1-9H3/t25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,48+,49+,52+,53-,54+,55+,56+/m1/s1 HHORBZPRWXKSQO-LKWZKNPLSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)C)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC469910 Cnicin CHEMBL1257707 C20H26O7 378.17 0.5934 2.89 -0.033 7 3 113.29 10 2 27 0 InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5-,14-8-/t15-,16+,17-,18-/m1/s1 ZTDFZLVUIVPZDU-ZWSPDTATSA-N OC/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C\CC1)/C)OC(=O)C(=C)[C@@H](CO)O NPC320833 Cocarboxylase 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate CHEMBL1236376 1132 C12H18N4O7P2S 425.04 -2.5904 1.24 -1.817 10 5 213.27 13 2 26 0 InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1 AYEKOFBPNLCAJY-UHFFFAOYSA-O Cc1ncc(c(=N)[nH]1)C[n+]1csc(c1C)CCOP(=O)(OP(=O)(O)O)O NPC473309 Cochinchinenene B 2-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-methoxyphenyl)propyl]-3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol CHEMBL399481 23655936 C32H32O6 512.22 -0.8814 4.32 7.713 0 3 88.38 16 4 38 1 InChI=1S/C32H32O6/c1-36-27-15-9-22(10-16-27)29(17-11-23-8-14-26(34)19-31(23)38-3)32-24(18-28(37-2)20-30(32)35)7-4-21-5-12-25(33)13-6-21/h4-10,12-16,18-20,29,33-35H,11,17H2,1-3H3/b7-4+ XZVDYCHPJWUZFS-QPJJXVBHSA-N COc1cc(O)c(c(c1)/C=C/c1ccc(cc1)O)C(c1ccc(cc1)OC)CCc1ccc(cc1OC)O NPC471518 Cochinchinenene C 4-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol CHEMBL254439 23655741 C31H30O6 498.2 -1.2899 4.21 7.194 0 4 99.38 15 4 37 1 InChI=1S/C31H30O6/c1-36-29-18-26(34)15-9-22(29)10-16-28(21-7-13-25(33)14-8-21)31-23(17-27(35)19-30(31)37-2)6-3-20-4-11-24(32)12-5-20/h3-9,11-15,17-19,28,32-35H,10,16H2,1-2H3/b6-3+ BADBXHHJFGZPSY-ZZXKWVIFSA-N COc1cc(O)cc(c1C(c1ccc(cc1)O)CCc1ccc(cc1OC)O)/C=C/c1ccc(cc1)O NPC471523 Cochinchinenin B 3-[5-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-2,4-dimethoxyphenyl]-1-(4-hydroxyphenyl)propan-1-one CHEMBL254648 23634523 C33H34O7 542.23 -1.5158 4.32 6.149 1 3 105.45 18 4 40 2 InChI=1S/C33H34O7/c1-38-31-19-27(36)15-8-23(31)9-16-28(21-4-11-25(34)12-5-21)29-18-24(32(39-2)20-33(29)40-3)10-17-30(37)22-6-13-26(35)14-7-22/h4-8,11-15,18-20,28,34-36H,9-10,16-17H2,1-3H3 QFWXEYRQNKRQDH-UHFFFAOYSA-N COc1cc(OC)c(cc1CCC(=O)c1ccc(cc1)O)C(c1ccc(cc1)O)CCc1ccc(cc1OC)O NPC43490 Cochinchinoxanthone CHEMBL1782238 53355017 C23H24O6 396.16 -0.2297 3.33 0.899 3 2 93.06 8 3 29 0 InChI=1S/C23H24O6/c1-11(2)5-6-22-20(27)12-7-14-19(26)18-15(25)9-13(24)10-16(18)28-23(14,22)17(8-12)21(3,4)29-22/h5,7,9-10,12,17,24-25H,6,8H2,1-4H3/t12-,17+,22+,23-/m0/s1 XCRBRZWMQVMPIY-OJVGWFQVSA-N CC(=CC[C@@]12OC([C@@H]3[C@@]42Oc2cc(O)cc(c2C(=O)C4=C[C@H](C1=O)C3)O)(C)C)C NPC274716 Cocsuline CHEMBL447886 21579625 C35H34N2O5 562.25 -0.185 4.54 5.559 2 1 63.63 5 7 42 1 InChI=1S/C35H34N2O5/c1-36-12-10-22-17-30-31-19-25(22)26(36)15-21-6-9-28(38)29(16-21)40-24-7-4-20(5-8-24)14-27-33-23(11-13-37(27)2)18-32(39-3)34(41-30)35(33)42-31/h4-9,16-19,26-27,38H,10-15H2,1-3H3/t26-,27-/m0/s1 GOYCVNCWKXBQBF-SVBPBHIXSA-N COc1cc2CCN([C@@H]3c2c2c1Oc1cc4CCN([C@H](c4cc1O2)Cc1ccc(c(Oc2ccc(C3)cc2)c1)O)C)C NPC43069 Codeine (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol CHEMBL485 5284371 C18H21NO3 299.15 -0.19 3 0.433 4 1 41.93 4 5 22 0 InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1 OROGSEYTTFOCAN-DNJOTXNNSA-N COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O)C NPC174783 Codeine-6-Methyl Ether (4R,4aR,7S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline CHEMBL412301 5492619 C19H23NO3 313.17 0.2185 3.11 0.952 4 0 30.93 5 5 23 0 InChI=1S/C19H23NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,12-13,15,18H,8-10H2,1-3H3/t12-,13+,15-,18-,19-/m0/s1 HGPQAWTZLJXCTC-SSTWWWIQSA-N CO[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC NPC214629 Codeinone (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL257627 5459910 C18H19NO3 297.14 -0.2751 3 1.308 2 0 38.77 3 5 22 0 InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1 XYYVYLMBEZUESM-CMKMFDCUSA-N COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=CC1=O)C NPC170485 Coelonin 4,7-dimethoxy-9,10-dihydrophenanthren-2-ol CHEMBL254600 24762426 C16H16O3 256.11 -0.4391 2.89 3.215 0 1 38.69 5 3 19 0 InChI=1S/C16H16O3/c1-18-13-5-6-14-10(8-13)3-4-11-7-12(17)9-15(19-2)16(11)14/h5-9,17H,3-4H2,1-2H3 HWILQAUQOIOQMW-UHFFFAOYSA-N COc1ccc2c(c1)CCc1c2c(OC)cc(c1)O NPC226941 Colchicine N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide CHEMBL107 6167 C22H25NO6 399.17 -0.4721 3.11 1.463 4 1 86.58 11 3 29 0 InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1 IAKHMKGGTNLKSZ-INIZCTEOSA-N COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@H](CC2)N=C(O)C)OC NPC116146 Colubrinic Acid CHEMBL470503 21672700 C30H46O4 470.34 2.238 4.32 8.733 4 2 74.6 11 5 34 1 InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-27(5)19(23(18)30)8-9-22-28(27,6)12-11-21-26(3,4)24(32)20(16-31)29(21,22)7/h16,18-24,32H,1,8-15H2,2-7H3,(H,33,34)/t18-,19+,20+,21-,22-,23+,24+,27+,28+,29-,30-/m0/s1 SLWJVQQNDGLXTK-IMBMMKFRSA-N O=C[C@@H]1[C@@H](O)C([C@H]2[C@@]1(C)[C@H]1CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@]1([C@@H]3[C@@H](CC1)C(=C)C)C(=O)O)(C)C NPC202605 Columbamine 3,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-2-ol CHEMBL400345 72310 C20H19NO4 338.14 -1.7924 3.11 2.45 0 1 51.8 7 4 25 0 InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1 YYFOFDHQVIODOQ-UHFFFAOYSA-O COc1cc2CC[n+]3c(c2cc1O)cc1c(c3)c(OC)c(cc1)OC NPC55149 Columbianadin 2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate CHEMBL1324067 6436246 C19H20O5 328.13 1.9846 3 3.83 3 0 61.83 8 3 24 0 InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1 JRIBPWOXWIRQOQ-GHAIFCDISA-N C/C=C(\C(=O)OC([C@H]1Oc2c(C1)c1oc(=O)ccc1cc2)(C)C)/C NPC33986 Columbianetin (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one CHEMBL201152 92201 C14H14O4 246.09 0.2617 2.56 2.093 2 1 55.76 4 3 18 0 InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m0/s1 YRAQEMCYCSSHJG-NSHDSACASA-N O=c1ccc2c(o1)c1C[C@H](Oc1cc2)C(O)(C)C NPC170844 Combretastatin 5-[(2R)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol CHEMBL246600 9895264 C18H22O6 334.14 -1.1158 2.78 1.707 1 2 77.38 13 2 24 0 InChI=1S/C18H22O6/c1-21-15-6-5-11(8-14(15)20)7-13(19)12-9-16(22-2)18(24-4)17(10-12)23-3/h5-6,8-10,13,19-20H,7H2,1-4H3/t13-/m1/s1 LGZKGOGODCLQHG-CYBMUJFWSA-N COc1cc(cc(c1OC)OC)[C@@H](Cc1ccc(c(c1)O)OC)O NPC82483 Combretastatin A-1 3-methoxy-6-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzene-1,2-diol CHEMBL36255 5458993 C18H20O6 332.13 -0.66 2.78 2.63 0 2 77.38 12 2 24 0 InChI=1S/C18H20O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h5-10,19-20H,1-4H3/b6-5- YUSYSJSHVJULID-WAYWQWQTSA-N COc1cc(/C=C\c2ccc(c(c2O)O)OC)cc(c1OC)OC NPC228769 Combretastatin A-2 2-methoxy-5-[(Z)-2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]phenol CHEMBL47037 11779540 C17H16O5 300.1 -0.3988 2.78 3.302 0 1 57.15 7 3 22 0 InChI=1S/C17H16O5/c1-19-14-6-5-11(7-13(14)18)3-4-12-8-15(20-2)17-16(9-12)21-10-22-17/h3-9,18H,10H2,1-2H3/b4-3- YTVCXBVFGQEBAL-ARJAWSKDSA-N COc1ccc(cc1O)/C=C\c1cc(OC)c2c(c1)OCO2 NPC262253 Combretastatin A4 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol CHEMBL67 5351344 C18H20O5 316.13 -0.1997 2.89 3.375 0 1 57.15 11 2 23 0 InChI=1S/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5- HVXBOLULGPECHP-WAYWQWQTSA-N COc1cc(/C=C\c2ccc(c(c2)O)OC)cc(c1OC)OC NPC236791 Combretastatin B-1 3-methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene-1,2-diol CHEMBL285152 135716 C18H22O6 334.14 -1.003 2.78 2.414 0 2 77.38 13 2 24 0 InChI=1S/C18H22O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h7-10,19-20H,5-6H2,1-4H3 ZSNYQENLWQYSRK-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2O)O)OC)cc(c1OC)OC NPC208950 Combretastatin B-3 4-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene-1,2-diol CHEMBL485822 122775 C17H20O5 304.13 -0.9512 2.78 3.069 0 2 68.15 11 2 22 0 InChI=1S/C17H20O5/c1-20-15-9-12(10-16(21-2)17(15)22-3)5-4-11-6-7-13(18)14(19)8-11/h6-10,18-19H,4-5H2,1-3H3 SFWXNQDSPCKFAW-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)O)O)cc(c1OC)OC NPC136319 Combretastatin B-4 4-[2-(3,5-dimethoxyphenyl)ethyl]benzene-1,2-diol CHEMBL487612 146633 C16H18O4 274.12 -0.8994 2.78 3.513 0 2 58.92 9 2 20 0 InChI=1S/C16H18O4/c1-19-13-7-12(8-14(10-13)20-2)4-3-11-5-6-15(17)16(18)9-11/h5-10,17-18H,3-4H2,1-2H3 PBRZRNRAYCSTKB-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)O)O)cc(c1)OC NPC106613 Comosone A (4R)-4-hydroxy-6,6-bis(3-methylbut-2-enyl)cyclohex-2-en-1-one CHEMBL1773909 52952530 C16H24O2 248.18 3.034 3 3.041 2 1 37.3 9 1 18 0 InChI=1S/C16H24O2/c1-12(2)7-9-16(10-8-13(3)4)11-14(17)5-6-15(16)18/h5-8,14,17H,9-11H2,1-4H3/t14-/m0/s1 DHMJQJOXFBGZRW-AWEZNQCLSA-N O[C@H]1C=CC(=O)C(C1)(CC=C(C)C)CC=C(C)C NPC53740 Comosusol B 2-[(Z)-3-hydroxy-3-methylbut-1-enyl]-5-(2-methylbut-3-en-2-yl)benzene-1,4-diol CHEMBL1773906 52952527 C16H22O3 262.16 1.3027 2.89 3.052 1 3 60.69 11 1 19 0 InChI=1S/C16H22O3/c1-6-15(2,3)12-10-13(17)11(9-14(12)18)7-8-16(4,5)19/h6-10,17-19H,1H2,2-5H3/b8-7- LXQUYFOONKATDQ-FPLPWBNLSA-N C=CC(c1cc(O)c(cc1O)/C=C\C(O)(C)C)(C)C NPC47284 Comosusol C 2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)benzene-1,4-diol CHEMBL1773907 52952528 C16H22O2 246.16 2.5785 3 4.14 0 2 40.46 10 1 18 0 InChI=1S/C16H22O2/c1-6-16(4,5)13-10-14(17)12(9-15(13)18)8-7-11(2)3/h6-7,9-10,17-18H,1,8H2,2-5H3 JNPXKIOGCPMNPZ-UHFFFAOYSA-N C=CC(c1cc(O)c(cc1O)CC=C(C)C)(C)C NPC7214 Conessine CHEMBL191703 441082 C24H40N2 356.32 0.5176 3.88 4.999 2 0 6.48 6 5 26 0 InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1 GPLGAQQQNWMVMM-MYAJQUOBSA-N CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C)C NPC73052 Confertin (3aR,5S,5aS,8aS,9aR)-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1911140 167852 C15H20O3 248.14 1.039 2.78 1.699 3 0 43.37 2 3 18 0 InChI=1S/C15H20O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-12H,2,4-7H2,1,3H3/t8-,10+,11-,12+,15-/m0/s1 DCKYPAZZUYXYTC-HBKJAXODSA-N C=C1C(=O)O[C@H]2[C@@H]1C[C@]1(C)C(=O)CC[C@H]1[C@H](C2)C NPC85895 Confluentin (2R)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,7-dimethylchromen-5-ol CHEMBL449069 10381750 C22H30O2 326.22 3.9496 3.66 6.131 0 1 29.46 12 2 24 1 InChI=1S/C22H30O2/c1-16(2)8-6-9-17(3)10-7-12-22(5)13-11-19-20(23)14-18(4)15-21(19)24-22/h8,10-11,13-15,23H,6-7,9,12H2,1-5H3/b17-10+/t22-/m1/s1 WQOSNKWCIQZRGH-IHSQGBLNSA-N C/C(=C\CC[C@]1(C)C=Cc2c(O1)cc(cc2O)C)/CCC=C(C)C NPC473429 Congo Red CHEMBL429694 C32H24N6O6S2.2Na 650.1 -3.9384 3.44 8.232 12 2 232.64 11 6 46 2 InChI=1S/C32H24N6O6S2.2Na/c33-31-25-7-3-1-5-23(25)29(45(39,40)41)17-27(31)37-35-21-13-9-19(10-14-21)20-11-15-22(16-12-20)36-38-28-18-30(46(42,43)44)24-6-2-4-8-26(24)32(28)34;;/h1-18H,33-34H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/b37-35+,38-36+;; IQFVPQOLBLOTPF-HKXUKFGYSA-L Nc1c(/N=N/c2ccc(cc2)c2ccc(cc2)/N=N/c2cc(c3c(c2N)cccc3)S(=O)(=O)[O-])cc(c2c1cccc2)S(=O)(=O)[O-].[Na+].[Na+] NPC39793 Coniferyl Aldehyde (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal CHEMBL242529 5280536 C10H10O3 178.06 -0.3434 2.23 1.312 1 1 46.53 5 1 13 0 InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+ DKZBBWMURDFHNE-NSCUHMNNSA-N O=C/C=C/c1ccc(c(c1)OC)O NPC167301 Coniine (2S)-2-propylpiperidine CHEMBL2287063 441072 C8H17N 127.14 -1.8479 2.23 2.075 1 1 12.03 3 1 9 0 InChI=1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3/t8-/m0/s1 NDNUANOUGZGEPO-QMMMGPOBSA-N CCC[C@H]1CCCCN1 NPC251866 Convallatoxin (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL399336 441852 C29H42O10 550.28 -2.5529 3.55 1.141 10 5 162.98 11 6 39 0 InChI=1S/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17-,18+,19-,20+,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1 HULMNSIAKWANQO-JQKSAQOKSA-N O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC171409 Coptisine CHEMBL362071 72322 C19H14NO4 320.09 -1.7821 3 2.823 0 0 40.8 0 6 24 0 InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1 XYHOBCMEDLZUMP-UHFFFAOYSA-N C1Oc2c(O1)cc1c(c2)CC[n+]2c1cc1ccc3c(c1c2)OCO3 NPC96405 Coptisine Chloride CHEMBL498722 72321 C19H14NO4.ClH 320.09 -1.7821 3 2.823 0 0 40.8 0 6 24 0 InChI=1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14;/h1-2,5-8H,3-4,9-10H2;1H/q+1;/p-1 LUXPUVKJHVUJAV-UHFFFAOYSA-M C1Oc2c(O1)cc1c(c2)CC[n+]2c1cc1ccc3c(c1c2)OCO3.[Cl-] NPC475556 Corchorusoside C 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL508079 44566921 C35H54O13 682.36 -3.2427 3.88 0.801 13 7 204.83 16 7 48 2 InChI=1S/C35H54O13/c1-17-30(48-31-29(41)28(40)27(39)24(15-36)47-31)23(37)13-26(45-17)46-19-4-8-32(2)21-5-9-33(3)20(18-12-25(38)44-16-18)7-11-35(33,43)22(21)6-10-34(32,42)14-19/h12,17,19-24,26-31,36-37,39-43H,4-11,13-16H2,1-3H3/t17-,19+,20-,21+,22-,23-,24-,26+,27-,28+,29-,30-,31+,32-,33-,34+,35+/m1/s1 ZOSJMTBTUZXPSR-YLGHRFGMSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC474108 Cordatolide E 5-hydroxy-6-(3-hydroxy-2-methylbutanoyl)-2,2,10-trimethyl-9,10-dihydropyrano[2,3-f]chromen-8-one CHEMBL462029 467235 C20H24O6 360.16 0.0962 3 2.027 3 2 93.06 10 3 26 0 InChI=1S/C20H24O6/c1-9-8-13(22)25-19-14(9)18-12(6-7-20(4,5)26-18)17(24)15(19)16(23)10(2)11(3)21/h6-7,9-11,21,24H,8H2,1-5H3 YBTZYMZAMUEVJB-UHFFFAOYSA-N O=C1CC(C)c2c(O1)c(C(=O)C(C(O)C)C)c(c1c2OC(C)(C)C=C1)O NPC240593 Cordoin (E)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]-3-phenylprop-2-en-1-one CHEMBL450771 5961410 C20H20O3 308.14 1.0507 3.33 6.502 1 1 46.53 9 2 23 1 InChI=1S/C20H20O3/c1-15(2)12-13-23-17-9-10-18(20(22)14-17)19(21)11-8-16-6-4-3-5-7-16/h3-12,14,22H,13H2,1-2H3/b11-8+ DGUGLZYULGVSIZ-DHZHZOJOSA-N CC(=CCOc1ccc(c(c1)O)C(=O)/C=C/c1ccccc1)C NPC14030 Corilagin CHEMBL449392 73568 C27H22O18 634.08 -5.5485 2.45 -1.779 9 11 310.66 14 5 45 1 InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22-,23+,27+/m1/s1 TUSDEZXZIZRFGC-XIGLUPEJSA-N O[C@@H]1[C@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]1[C@H]([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(O)c(c3O)O)O)O NPC470077 Cornusalterin A (3S,9R,10R,13S,14S,17S)-17-[(E,2S)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL1669589 53319543 C31H52O2 456.4 2.8749 4.65 9.809 2 1 29.46 15 4 33 1 InChI=1S/C31H52O2/c1-21(11-10-17-27(2,3)33-9)22-14-19-31(8)24-12-13-25-28(4,5)26(32)16-18-29(25,6)23(24)15-20-30(22,31)7/h10,12,17,21-23,25-26,32H,11,13-16,18-20H2,1-9H3/b17-10+/t21-,22-,23-,25?,26-,29+,30-,31+/m0/s1 XQBDRFMUTUDWCI-SXQODDTDSA-N COC(/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)(C)C NPC470557 Cornusalterin B (8R,9S,10R,13S,14R,17S)-17-[(E,2S)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL2069125 70688780 C31H52O2 456.4 3.6835 4.65 10.471 2 0 26.3 14 4 33 1 InChI=1S/C31H52O2/c1-21(11-10-17-27(2,3)33-9)22-14-19-31(8)24-12-13-25-28(4,5)26(32)16-18-29(25,6)23(24)15-20-30(22,31)7/h10,17,21-25H,11-16,18-20H2,1-9H3/b17-10+/t21-,22-,23-,24+,25?,29+,30-,31+/m0/s1 VXRYSPWFQKBSPW-BDROBAENSA-N COC(/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)(C)C NPC470558 Cornusalterin C (3S,8R,9S,10R,13S,14R,17S)-17-[(E,2S)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL2069126 70682451 C31H54O2 458.41 3.1138 4.65 11.078 2 1 29.46 15 4 33 1 InChI=1S/C31H54O2/c1-21(11-10-17-27(2,3)33-9)22-14-19-31(8)24-12-13-25-28(4,5)26(32)16-18-29(25,6)23(24)15-20-30(22,31)7/h10,17,21-26,32H,11-16,18-20H2,1-9H3/b17-10+/t21-,22-,23-,24+,25?,26-,29+,30-,31+/m0/s1 AHAJUDPVPSLOAM-MCTQLSMQSA-N COC(/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)(C)C NPC470078 Cornusalterin D (9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S,4E)-6-methylhepta-4,6-dien-2-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1669592 53318193 C30H46O 422.35 4.0562 4.65 10.279 1 0 17.07 11 4 31 1 InChI=1S/C30H46O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h9-10,12,21-23,25H,1,11,13-19H2,2-8H3/b10-9+/t21-,22-,23-,25?,28+,29-,30+/m0/s1 SPMYJZJNYRWSFW-ICRZDDGFSA-N CC(=C)/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C NPC470044 Cornusalterin E (9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylheptan-2-yl]-5,6,9,11,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one CHEMBL1668098 53325645 C30H48O 424.37 3.4321 4.65 10.893 1 0 17.07 13 4 31 1 InChI=1S/C30H48O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h12,16-17,20-23,25H,9-11,13-15,18-19H2,1-8H3/t21-,22-,23-,25?,28+,29-,30+/m0/s1 ZYAWSDGOPQRREN-VNYVIHJJSA-N CC(CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)C=CC(=O)C2(C)C)C)C)C NPC470045 Cornusalterin F (9S,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylheptan-2-yl]-5,6,9,11,12,15,16,17-octahydrocyclopenta[a]phenanthren-1-one CHEMBL1668099 53323673 C30H48O 424.37 3.4321 4.65 10.893 1 0 17.07 13 4 31 1 InChI=1S/C30H48O/c1-20(2)10-9-11-21(3)22-14-18-29(7)23-12-13-25-27(4,5)17-16-26(31)30(25,8)24(23)15-19-28(22,29)6/h12,16-17,20-22,24-25H,9-11,13-15,18-19H2,1-8H3/t21-,22-,24-,25?,28-,29+,30+/m0/s1 SRZGQWOHBSWCAT-MHNWUIROSA-N CC(CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)C(=O)C=CC2(C)C)C)C)C NPC470046 Cornusalterin G (9R,10R,13S,14S,17S)-17-[(2S,4R)-4-methoxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668100 53317046 C31H50O2 454.38 4.0817 4.65 9.048 2 0 26.3 14 4 33 1 InChI=1S/C31H50O2/c1-20(2)18-22(33-9)19-21(3)23-12-16-31(8)25-10-11-26-28(4,5)27(32)14-15-29(26,6)24(25)13-17-30(23,31)7/h10,18,21-24,26H,11-17,19H2,1-9H3/t21-,22-,23-,24-,26?,29+,30-,31+/m0/s1 UDSUNACNDRCFFJ-SMLRQZPUSA-N CO[C@H](C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)C=C(C)C NPC470047 Cornusalterin H (9R,10R,13S,14S,17S)-17-[(2S,4S)-4-methoxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668101 53324955 C31H50O2 454.38 4.0817 4.65 9.048 2 0 26.3 14 4 33 1 InChI=1S/C31H50O2/c1-20(2)18-22(33-9)19-21(3)23-12-16-31(8)25-10-11-26-28(4,5)27(32)14-15-29(26,6)24(25)13-17-30(23,31)7/h10,18,21-24,26H,11-17,19H2,1-9H3/t21-,22+,23-,24-,26?,29+,30-,31+/m0/s1 UDSUNACNDRCFFJ-QIBYADRPSA-N CO[C@@H](C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)C=C(C)C NPC470048 Cornusalterin I (10S,13S,14S,17S)-17-[(2S,4S)-4-methoxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one CHEMBL1668102 53317047 C31H48O2 452.37 4.488 4.65 8.519 2 0 26.3 14 4 33 1 InChI=1S/C31H48O2/c1-20(2)18-22(33-9)19-21(3)23-12-16-31(8)25-10-11-26-28(4,5)27(32)14-15-29(26,6)24(25)13-17-30(23,31)7/h10,13,18,21-23,26H,11-12,14-17,19H2,1-9H3/t21-,22+,23-,26?,29+,30-,31+/m0/s1 WISSQECJGFKWLU-NBCACCRGSA-N CO[C@@H](C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC=C1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)C=C(C)C NPC470049 Cornusalterin J (3S,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-methoxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL1668103 53323674 C31H52O2 456.4 3.512 4.65 9.655 2 1 29.46 15 4 33 1 InChI=1S/C31H52O2/c1-20(2)18-22(33-9)19-21(3)23-12-16-31(8)25-10-11-26-28(4,5)27(32)14-15-29(26,6)24(25)13-17-30(23,31)7/h10,18,21-24,26-27,32H,11-17,19H2,1-9H3/t21-,22-,23-,24-,26?,27-,29+,30-,31+/m0/s1 CMYFKSGATOJENB-LRTLWCEFSA-N CO[C@H](C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)C=C(C)C NPC53911 Cornusalterin K (1R,8R,9S,10R,13S,14R,17S)-1-hydroxy-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylheptan-2-yl]-1,2,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668104 50994389 C30H50O2 442.38 2.7883 4.54 10.165 2 1 37.3 14 4 32 1 InChI=1S/C30H50O2/c1-19(2)10-9-11-20(3)21-14-16-29(7)22-12-13-24-27(4,5)25(31)18-26(32)30(24,8)23(22)15-17-28(21,29)6/h13,19-23,26,32H,9-12,14-18H2,1-8H3/t20-,21-,22+,23-,26+,28-,29+,30+/m0/s1 FEAAYJYTVFABGY-UHNHVWPPSA-N CC(CCC[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)[C@H](O)CC(=O)C2(C)C)C)C)C NPC470050 Cornusalterin L (9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668105 53319674 C30H46O2 438.35 3.5515 4.54 7.993 2 0 26.3 9 5 32 1 InChI=1S/C30H46O2/c1-19(2)16-21-17-20(18-32-21)22-10-14-30(7)24-8-9-25-27(3,4)26(31)12-13-28(25,5)23(24)11-15-29(22,30)6/h8,16,20-23,25H,9-15,17-18H2,1-7H3/t20-,21-,22+,23+,25?,28-,29+,30-/m1/s1 WAGHSYJXJAHWPX-DYRFBARISA-N CC(=C[C@H]1OC[C@@H](C1)[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C NPC222875 Coroglaucigenin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL495179 12302399 C23H34O5 390.24 -1.1232 3.44 2.131 5 3 86.99 6 5 28 0 InChI=1S/C23H34O5/c1-21-7-5-18-19(3-2-15-11-16(25)4-8-22(15,18)13-24)23(21,27)9-6-17(21)14-10-20(26)28-12-14/h10,15-19,24-25,27H,2-9,11-13H2,1H3/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1 CDMVQQAHEQVSMF-AULARHRYSA-N OC[C@]12CC[C@@H](C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O NPC329858 Coronaridine CHEMBL364613 73489 C21H26N2O2 338.2 -1.0027 3.33 3.941 4 1 45.33 5 3 25 0 InChI=1S/C21H26N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,13-14,19,22H,3,8-12H2,1-2H3/t13-,14-,19-,21+/m0/s1 NVVDQMVGALBDGE-KSWFMABOSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2 NPC278887 Coronaridine Hydroxyindolenine CHEMBL184480 14061706 C21H26N2O3 354.19 -1.9767 3.22 2.727 5 1 62.13 6 3 26 0 InChI=1S/C21H26N2O3/c1-3-14-10-13-11-20(19(24)26-2)17(14)23(12-13)9-8-21(25)15-6-4-5-7-16(15)22-18(20)21/h4-7,13-14,17,25H,3,8-12H2,1-2H3/t13-,14-,17-,20-,21+/m0/s1 PEBWIYPIKTWOBT-XPZFDQFCSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)C1=Nc2c([C@@]1(CC3)O)cccc2 NPC251528 Coronarin C 4-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2-hydroxy-2H-furan-5-one CHEMBL1288154 52947374 C20H30O3 318.22 1.7623 3.33 6.618 3 1 46.53 7 3 23 1 InChI=1S/C20H30O3/c1-13-6-9-16-19(2,3)10-5-11-20(16,4)15(13)8-7-14-12-17(21)23-18(14)22/h12,15-17,21H,1,5-11H2,2-4H3/t15-,16-,17?,20+/m0/s1 RNPDONJEBKWTIQ-SEVYOHKTSA-N OC1OC(=O)C(=C1)CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C NPC217394 Coronarin D (3Z)-3-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-hydroxyoxolan-2-one CHEMBL1288153 52947373 C20H30O3 318.22 1.7623 3.33 6.352 3 1 46.53 6 3 23 1 InChI=1S/C20H30O3/c1-13-6-9-16-19(2,3)10-5-11-20(16,4)15(13)8-7-14-12-17(21)23-18(14)22/h7,15-17,21H,1,5-6,8-12H2,2-4H3/b14-7-/t15-,16-,17?,20+/m0/s1 DYYYQLXAGIXUGM-FKKKBMQXSA-N OC1OC(=O)/C(=C\C[C@H]2C(=C)CC[C@@H]3[C@]2(C)CCCC3(C)C)/C1 NPC469 Coronarin D Methyl Ether (3Z)-3-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-methoxyoxolan-2-one CHEMBL1288155 52944913 C21H32O3 332.24 2.1708 3.44 6.871 3 0 35.53 7 3 24 1 InChI=1S/C21H32O3/c1-14-7-10-17-20(2,3)11-6-12-21(17,4)16(14)9-8-15-13-18(23-5)24-19(15)22/h8,16-18H,1,6-7,9-13H2,2-5H3/b15-8-/t16-,17-,18?,21+/m0/s1 AXVHMYNDGVQIQD-ZGXFQUMWSA-N COC1OC(=O)/C(=C\C[C@H]2C(=C)CC[C@@H]3[C@]2(C)CCCC3(C)C)/C1 NPC277525 Coronarin E 3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]furan CHEMBL109252 9971144 C20H28O 284.21 2.0344 3.55 7.793 0 0 13.14 5 3 21 1 InChI=1S/C20H28O/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16-10-13-21-14-16/h7-8,10,13-14,17-18H,1,5-6,9,11-12H2,2-4H3/b8-7+/t17-,18-,20+/m0/s1 QXVXYNOIXUIXBI-NDLVVHCESA-N C=C1CC[C@@H]2[C@]([C@H]1/C=C/c1cocc1)(C)CCCC2(C)C NPC201658 Coronopilin (3aS,6S,6aR,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione CHEMBL248564 257278 C15H20O4 264.14 0.2625 2.67 0.578 4 1 63.6 3 3 19 0 InChI=1S/C15H20O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h8,10,12,18H,2,4-7H2,1,3H3/t8-,10-,12+,14-,15+/m0/s1 GEUJJEYGSRWXPC-JISBIHODSA-N O=C1O[C@@H]2[C@H](C1=C)CC[C@@H]([C@]1([C@@]2(C)C(=O)CC1)O)C NPC71074 Corosolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL391533 6918774 C30H48O4 472.36 1.2611 4.32 8.142 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 HFGSQOYIOKBQOW-ZSDYHTTISA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1(C)C)O)C(=O)O NPC307335 Corosolic Acid Methyl Ester methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate CHEMBL394202 14109751 C31H50O4 486.37 1.5121 4.43 8.463 4 2 66.76 12 5 35 1 InChI=1S/C31H50O4/c1-18-11-14-31(26(34)35-8)16-15-29(6)20(24(31)19(18)2)9-10-23-28(5)17-21(32)25(33)27(3,4)22(28)12-13-30(23,29)7/h9,18-19,21-25,32-33H,10-17H2,1-8H3/t18-,19+,21-,22+,23-,24+,25+,28+,29-,30-,31+/m1/s1 BRZWXKGDPAZBLF-OKUTUCSLSA-N COC(=O)[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)C[C@H]([C@@H](C1(C)C)O)O)C)C NPC131002 Corossoline (2S)-4-[(8R,13R)-8,13-dihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL445024 11071966 C35H64O6 580.47 -8.1153 4.65 10.114 6 3 96.22 31 2 41 2 InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-10-14-17-23-31(37)33-25-26-34(41-33)32(38)24-19-18-22-30(36)21-16-13-11-12-15-20-29-27-28(2)40-35(29)39/h27-28,30-34,36-38H,3-26H2,1-2H3/t28-,30+,31+,32+,33+,34+/m0/s1 GBNCDYGXXWZSAO-YZDQYAEISA-N CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCC[C@@H](CCCCCCCC1=C[C@@H](OC1=O)C)O)O)O NPC7467 Corydaline (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline CHEMBL2165401 101301 C22H27NO4 369.19 0.1678 3.33 2.845 1 0 40.16 9 4 27 0 InChI=1S/C22H27NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-11,13,21H,8-9,12H2,1-5H3/t13-,21+/m0/s1 VRSRXLJTYQVOHC-YEJXKQKISA-N COc1cc2CCN3[C@@H](c2cc1OC)[C@@H](C)c1c(C3)c(OC)c(cc1)OC NPC39701 Corydalmine 2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol CHEMBL1209608 5316093 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-18-9-13-6-7-21-11-15-12(4-5-17(22)20(15)25-3)8-16(21)14(13)10-19(18)24-2/h4-5,9-10,16,22H,6-8,11H2,1-3H3 DIHXHTWYVOYYDC-UHFFFAOYSA-N COc1cc2c(cc1OC)CCN1C2Cc2ccc(c(c2C1)OC)O NPC117188 Corydine (6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol CHEMBL489524 10153 C20H23NO4 341.16 -0.221 3.11 1.718 1 1 51.16 8 4 25 0 InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)19(22)18-16(12)13(21)9-11-5-6-14(23-2)20(25-4)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1 IDQUPXZJURZAGF-ZDUSSCGKSA-N COc1cc2CCN([C@@H]3c2c(c1O)c1c(C3)ccc(c1OC)OC)C NPC102338 Corynanrheidine methyl (E)-2-[(2S,3S,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate CHEMBL60533 3000341 C22H28N2O3 368.21 -0.7897 3.33 3.811 5 1 54.56 8 4 27 0 InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17+,20+/m1/s1 NMLUOJBSAYAYEM-QALMDFCDSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@H]1CC)CCc1c2[nH]c2c1cccc2)/C(=O)OC NPC196251 Corynantheidine methyl (Z)-2-[(2S,3S,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate CHEMBL1668783 6540753 C22H28N2O3 368.21 -0.7897 3.33 3.811 5 1 54.56 8 4 27 0 InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13-/t14-,17+,20+/m1/s1 NMLUOJBSAYAYEM-OCUKFOPLSA-N CO/C=C(/[C@H]1C[C@@H]2N(C[C@H]1CC)CCc1c2[nH]c2c1cccc2)\C(=O)OC NPC148468 Corynoxeine methyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethenyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate CHEMBL481358 44568160 C22H26N2O4 382.19 0.1235 3.22 3.025 6 1 71.36 8 4 28 0 InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1 MUVGVMUWMAGNSY-KAXDATADSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@@H]1C=C)CC[C@@]12C(=Nc2c1cccc2)O)/C(=O)OC NPC125924 Coryternatine A 5-[[(5S)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]-1,3-benzodioxole-4-carboxylic acid CHEMBL1209457 46911013 C19H17NO6 355.11 -0.9864 2.78 2.475 3 2 86.25 4 5 26 0 InChI=1S/C19H17NO6/c21-19(22)17-11(1-2-14-18(17)26-9-23-14)5-13-12-7-16-15(24-8-25-16)6-10(12)3-4-20-13/h1-2,6-7,13,20H,3-5,8-9H2,(H,21,22)/t13-/m0/s1 UZOSDBREZDOHGU-ZDUSSCGKSA-N OC(=O)c1c(ccc2c1OCO2)C[C@@H]1NCCc2c1cc1OCOc1c2 NPC469815 Coryternatine B 2,3-dimethoxy-6-[[(5S)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]benzoic acid CHEMBL1209535 49862537 C20H21NO6 371.14 -0.7873 2.89 2.548 3 2 86.25 8 4 27 0 InChI=1S/C20H21NO6/c1-24-15-4-3-12(18(20(22)23)19(15)25-2)7-14-13-9-17-16(26-10-27-17)8-11(13)5-6-21-14/h3-4,8-9,14,21H,5-7,10H2,1-2H3,(H,22,23)/t14-/m0/s1 KMFUNEOFNWQPNI-AWEZNQCLSA-N COc1c(OC)ccc(c1C(=O)O)C[C@@H]1NCCc2c1cc1OCOc1c2 NPC469816 Coryternatine C 2,3-dimethoxy-6-[[(5R)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]benzoic acid CHEMBL1209536 49862538 C20H21NO6 371.14 -0.7873 2.89 2.548 3 2 86.25 8 4 27 0 InChI=1S/C20H21NO6/c1-24-15-4-3-12(18(20(22)23)19(15)25-2)7-14-13-9-17-16(26-10-27-17)8-11(13)5-6-21-14/h3-4,8-9,14,21H,5-7,10H2,1-2H3,(H,22,23)/t14-/m1/s1 KMFUNEOFNWQPNI-CQSZACIVSA-N COc1c(OC)ccc(c1C(=O)O)C[C@H]1NCCc2c1cc1OCOc1c2 NPC158376 Corytuberine (6aS)-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,11-diol CHEMBL227965 160500 C19H21NO4 327.15 -0.6295 3 1.199 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-7-6-11-9-14(24-3)19(22)17-15(11)12(20)8-10-4-5-13(23-2)18(21)16(10)17/h4-5,9,12,21-22H,6-8H2,1-3H3/t12-/m0/s1 WHFUDAOCYRYAKQ-LBPRGKRZSA-N COc1ccc2c(c1O)c1c(O)c(OC)cc3c1[C@H](C2)N(C)CC3 NPC270675 Cosmosiin 6''-(E)-P-Coumarate [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3597472 6439941 C30H26O12 578.14 -3.3614 3.44 2.736 7 6 192.44 14 5 42 1 InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-27(36)28(37)29(38)30(42-24)40-19-11-20(33)26-21(34)13-22(41-23(26)12-19)16-4-8-18(32)9-5-16/h1-13,24,27-33,36-38H,14H2/b10-3+/t24-,27-,28+,29-,30-/m1/s1 WPQRDUGBKUNFJW-ZZSHFKPLSA-N O=C(OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C/c1ccc(cc1)O NPC195685 Cosmosiin 6''-(Z)-P-Coumarate [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3597473 16109837 C30H26O12 578.14 -3.3614 3.44 2.736 7 6 192.44 14 5 42 1 InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-27(36)28(37)29(38)30(42-24)40-19-11-20(33)26-21(34)13-22(41-23(26)12-19)16-4-8-18(32)9-5-16/h1-13,24,27-33,36-38H,14H2/b10-3-/t24-,27-,28+,29-,30-/m1/s1 WPQRDUGBKUNFJW-SVZMWWRJSA-N O=C(OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C\c1ccc(cc1)O NPC142563 Costatolide CHEMBL7187 461128 C22H26O5 370.18 0.2774 3.33 3.505 2 1 64.99 8 4 27 0 InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12-,18-/m0/s1 NIDRYBLTWYFCFV-PZROIBLQSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](O)[C@H]([C@@H](O1)C)C NPC269206 Costunolide (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one CHEMBL86416 5281437 C15H20O2 232.15 2.5287 2.89 3.308 2 0 26.3 2 2 17 0 InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1 HRYLQFBHBWLLLL-AHNJNIBGSA-N C/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2CC/C(=C/CC1)/C NPC65408 Cotinine (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one CHEMBL578211 854019 C10H12N2O 176.09 -0.8361 2.23 0.746 3 0 33.2 2 2 13 0 InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1 UIKROCXWUNQSPJ-VIFPVBQESA-N O=C1CC[C@H](N1C)c1cccnc1 NPC81010 Coumaric Acid (E)-3-(4-hydroxyphenyl)prop-2-enoic acid CHEMBL66879 637542 C9H8O3 164.05 -0.339 2.12 1.886 2 2 57.53 4 1 12 0 InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+ NGSWKAQJJWESNS-ZZXKWVIFSA-N OC(=O)/C=C/c1ccc(cc1)O NPC139891 Coumarin chromen-2-one CHEMBL6466 323 C9H6O2 146.04 0.27 2.23 2.706 1 0 26.3 0 2 11 0 InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H ZYGHJZDHTFUPRJ-UHFFFAOYSA-N O=c1ccc2c(o1)cccc2 NPC227255 Coumarinic Acid Methyl Ether (E)-3-(2-methoxyphenyl)prop-2-enoic acid CHEMBL95203 734154 C10H10O3 178.06 0.0695 2.23 2.405 2 1 46.53 5 1 13 0 InChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+ FEGVSPGUHMGGBO-VOTSOKGWSA-N COc1ccccc1/C=C/C(=O)O NPC41326 Coumestrol 3,9-dihydroxy-[1]benzofuro[3,2-c]chromen-6-one CHEMBL30707 5281707 C15H8O5 268.04 -1.1658 2.56 1.952 1 2 79.9 2 4 20 0 InChI=1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H ZZIALNLLNHEQPJ-UHFFFAOYSA-N Oc1ccc2c(c1)oc(=O)c1c2oc2c1ccc(c2)O NPC73413 Coumurrayin 5,7-dimethoxy-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL3235998 176911 C16H18O4 274.12 2.0438 2.78 3.077 1 0 44.76 8 2 20 0 InChI=1S/C16H18O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5,7-9H,6H2,1-4H3 CPXPWRXPEOMRNV-UHFFFAOYSA-N COc1cc(OC)c2c(c1CC=C(C)C)oc(=O)cc2 NPC211820 Cpg [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate CHEMBL283807 6804 C10H14N5O8P 363.06 -2.151 1.02 -3.301 13 7 212.55 9 3 24 2 InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 RQFCJASXJCIDSX-UUOKFMHZSA-N O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1[nH]c(=N)nc2O)COP(=O)(O)O NPC222814 Cremastranone 5,7-dihydroxy-3-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2,3-dihydrochromen-4-one CHEMBL3581076 21676260 C18H18O7 346.11 -1.7143 2.67 0.2 1 3 105.45 9 3 25 0 InChI=1S/C18H18O7/c1-23-13-4-3-9(6-11(13)19)5-10-8-25-14-7-12(20)18(24-2)17(22)15(14)16(10)21/h3-4,6-7,10,19-20,22H,5,8H2,1-2H3 DSTDMPAJBBOFCE-UHFFFAOYSA-N COc1ccc(cc1O)CC1COc2c(C1=O)c(O)c(c(c2)O)OC NPC233108 Cremastrine [(1S,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R,3R)-2-hydroxy-3-methylpentanoate CHEMBL480464 656392 C14H25NO3 255.18 -1.9843 2.56 1.73 4 1 49.77 9 2 18 0 InChI=1S/C14H25NO3/c1-3-10(2)13(16)14(17)18-9-11-6-8-15-7-4-5-12(11)15/h10-13,16H,3-9H2,1-2H3/t10-,11-,12+,13-/m1/s1 AVBKRVFZNFJQBK-FVCCEPFGSA-N CC[C@H]([C@H](C(=O)OC[C@H]1CCN2[C@H]1CCC2)O)C NPC82533 Crinamine CHEMBL1221865 12096833 C17H19NO4 301.13 -1.1196 2.78 0.478 3 1 51.16 3 5 22 0 InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15-,16-,17+/m0/s1 YGPRSGKVLATIHT-GNCDUGFZSA-N CO[C@H]1C=C[C@@]23[C@H](C1)N(C[C@@H]2O)Cc1c3cc2OCOc2c1 NPC43053 Crocetin (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid CHEMBL464792 5281232 C20H24O4 328.17 4.5806 3.22 4.472 4 2 74.6 14 0 24 0 InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+ PANKHBYNKQNAHN-MQQNZMFNSA-N C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)O)/C)/C)/C=C/C=C(/C(=O)O)\C NPC475186 Crocetin Monogentibiosyl Ester (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxo-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexadeca-2,4,6,8,10,12,14-heptaenoic acid CHEMBL500492 44575352 C32H44O14 652.27 0.9293 3.44 1.629 14 8 232.9 26 2 46 3 InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(40)41)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(39)26(37)24(35)22(45-32)16-43-31-27(38)25(36)23(34)21(15-33)44-31/h5-14,21-28,31-39H,15-16H2,1-4H3,(H,40,41)/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14+/t21-,22-,23-,24-,25+,26+,27-,28-,31-,32-/m1/s1 VULLCGFNYWDRHL-CCHFYQIXSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@H](OC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C(=O)O)\C)\C)/C)/C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC40583 Crotafuran A CHEMBL6900 10245439 C20H16O4 320.1 -0.1136 3.22 3.106 0 1 51.83 3 5 24 0 InChI=1S/C20H16O4/c1-10(2)17-8-14-16(23-17)6-5-12-15-9-22-18-7-11(21)3-4-13(18)20(15)24-19(12)14/h3-8,15,20-21H,1,9H2,2H3/t15-,20-/m0/s1 BNHKKFCHFULPFL-YWZLYKJASA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc1c2cc(o1)C(=C)C NPC109180 Crotafuran B CHEMBL267742 10358740 C19H14O5 322.08 -1.5214 3 2.287 1 1 68.9 3 5 24 0 InChI=1S/C19H14O5/c1-9(20)16-7-13-15(23-16)5-4-11-14-8-22-17-6-10(21)2-3-12(17)19(14)24-18(11)13/h2-7,14,19,21H,8H2,1H3/t14-,19-/m0/s1 RRVLNZLJKIPESL-LIRRHRJNSA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc1c2cc(o1)C(=O)C NPC8466 Crotonaldehyde (E)-but-2-enal CHEMBL1086445 447466 C4H6O 70.04 0.6082 1.79 0.817 1 0 17.07 2 0 5 0 InChI=1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+ MLUCVPSAIODCQM-NSCUHMNNSA-N C/C=C/C=O NPC297363 Crotonic Acid (E)-but-2-enoic acid CHEMBL1213528 637090 C4H6O2 86.04 0.5608 1.68 0.736 2 1 37.3 3 0 6 0 InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+ LDHQCZJRKDOVOX-NSCUHMNNSA-N C/C=C/C(=O)O NPC190298 Cryptocaryanone A (3aS,7R,9bR)-7-phenyl-3a,7,8,9b-tetrahydro-1H-furo[3,2-f]chromene-2,9-dione CHEMBL1223795 10356404 C17H14O4 282.09 -0.5531 2.89 2.961 4 0 52.6 1 4 21 0 InChI=1S/C17H14O4/c18-12-9-15(10-4-2-1-3-5-10)20-14-7-6-13-11(17(12)14)8-16(19)21-13/h1-7,11,13,15H,8-9H2/t11-,13-,15+/m0/s1 VISHTIMCJNWYLP-CORIIIEPSA-N O=C1O[C@@H]2[C@H](C1)C1=C(C=C2)O[C@H](CC1=O)c1ccccc1 NPC51174 Cryptocaryone (3aR,4Z,7aS)-4-[(E)-1-hydroxy-3-phenylprop-2-enylidene]-3a,7a-dihydro-3H-1-benzofuran-2,5-dione CHEMBL1782085 10379026 C17H14O4 282.09 -0.1386 2.89 4.448 4 1 63.6 3 3 21 0 InChI=1S/C17H14O4/c18-13(7-6-11-4-2-1-3-5-11)17-12-10-16(20)21-15(12)9-8-14(17)19/h1-9,12,15,18H,10H2/b7-6+,17-13-/t12-,15-/m0/s1 PTLQMLWEJRHXDU-VHIARPGFSA-N O/C(=C/1\C(=O)C=C[C@H]2[C@@H]1CC(=O)O2)/C=C/c1ccccc1 NPC296163 Cryptolepine 5-methylindolo[3,2-b]quinoline CHEMBL119096 82143 C16H12N2 232.1 -0.1437 3 4.596 2 0 15.6 1 4 18 0 InChI=1S/C16H12N2/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14/h2-10H,1H3 KURWKDDWCJELSV-UHFFFAOYSA-N Cn1c2ccccc2cc2c1c1ccccc1n2 NPC102336 Cryptomeridiol (1R,4aR,8aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-ol CHEMBL1288770 52940854 C15H28O2 240.21 0.1703 2.89 3.575 2 2 40.46 7 2 17 0 InChI=1S/C15H28O2/c1-13(2,16)11-6-9-14(3)7-5-8-15(4,17)12(14)10-11/h11-12,16-17H,5-10H2,1-4H3/t11?,12-,14-,15-/m1/s1 LKKDASYGWYYFIK-ZJPTYJIISA-N CC(C1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C)(O)C NPC134413 Cryptophycin 16 (3S,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL502895 10508360 C34H41ClN2O8 640.26 1.1908 3.99 6.892 9 2 139.54 15 4 45 1 InChI=1S/C34H41ClN2O8/c1-20(2)17-28-34(41)44-26(21(3)31-32(45-31)23-9-6-5-7-10-23)11-8-12-29(38)37-25(33(40)36-16-15-30(39)43-28)19-22-13-14-27(42-4)24(35)18-22/h5-10,12-14,18,20-21,25-26,28,31-32H,11,15-17,19H2,1-4H3,(H,36,40)(H,37,38)/b12-8+/t21-,25+,26-,28-,31+,32+/m0/s1 ATKRDMWWPRZLSY-BJJCRNJMSA-N COc1ccc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)CCN=C1O)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC49315 Cryptophycin 175 (3S,6R,10R,13E,16S)-10-[(3,5-dichloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(E,2R)-4-phenylbut-3-en-2-yl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL506269 10604522 C35H42Cl2N2O7 672.24 2.9178 4.1 9.013 8 2 127.01 17 3 46 1 InChI=1S/C35H42Cl2N2O7/c1-21(2)16-30-35(43)45-29(22(3)14-15-24-10-7-6-8-11-24)12-9-13-31(40)39-28(33(41)38-20-23(4)34(42)46-30)19-25-17-26(36)32(44-5)27(37)18-25/h6-11,13-15,17-18,21-23,28-30H,12,16,19-20H2,1-5H3,(H,38,41)(H,39,40)/b13-9+,15-14+/t22-,23-,28-,29+,30+/m1/s1 WTWQLCDDGYJOLG-GAWFYVAGSA-N COc1c(Cl)cc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H](/C=C/c1ccccc1)C NPC227778 Cryptophycin 176 (3S,10R,13E,16S)-10-[(3-chloro-4-hydroxyphenyl)methyl]-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL452431 21591965 C33H39ClN2O8 626.24 0.7823 3.88 6.373 9 3 150.54 14 4 44 1 InChI=1S/C33H39ClN2O8/c1-19(2)16-27-33(41)43-26(20(3)30-31(44-30)22-8-5-4-6-9-22)10-7-11-28(38)36-24(32(40)35-15-14-29(39)42-27)18-21-12-13-25(37)23(34)17-21/h4-9,11-13,17,19-20,24,26-27,30-31,37H,10,14-16,18H2,1-3H3,(H,35,40)(H,36,38)/b11-7+/t20-,24+,26-,27-,30+,31+/m0/s1 ZOBPQYRFOOKIQZ-JZZSZVNESA-N CC(C[C@@H]1OC(=O)CCN=C(O)[C@@H](Cc2ccc(c(c2)Cl)O)N=C(/C=C/C[C@H](OC1=O)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C)O)C NPC86678 Cryptophycin 326 (3S,10R,13E,16S)-10-[(3,5-dichloro-4-methoxyphenyl)methyl]-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL502931 11169871 C34H40Cl2N2O8 674.22 1.9351 3.88 6.988 9 2 139.54 16 4 46 1 InChI=1S/C34H40Cl2N2O8/c1-19(2)15-27-34(42)45-26(20(3)30-31(46-30)22-9-6-5-7-10-22)11-8-12-28(39)38-25(33(41)37-14-13-29(40)44-27)18-21-16-23(35)32(43-4)24(36)17-21/h5-10,12,16-17,19-20,25-27,30-31H,11,13-15,18H2,1-4H3,(H,37,41)(H,38,39)/b12-8+/t20-,25+,26-,27-,30+,31+/m0/s1 CMKDWVQADDGVPU-QXLIMSJFSA-N COc1c(Cl)cc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)CCN=C1O)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC271958 Cryptophycin 327 (3S,6R,10R,13Z,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL452448 11422411 C35H43ClN2O8 654.27 1.4508 4.1 7.185 9 2 139.54 16 4 46 1 InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9-/t21-,22+,26-,27+,29+,31-,32-/m1/s1 PSNOPSMXOBPNNV-GKPRUIBSSA-N COc1ccc(cc1Cl)C[C@H]1N=C(O)/C=C\C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC45112 Cryptophycin 38 (3S,6R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2S,3S)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL450143 10699481 C35H43ClN2O8 654.27 1.4508 4.1 7.185 9 2 139.54 16 4 46 1 InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9+/t21-,22+,26-,27+,29+,31+,32+/m1/s1 PSNOPSMXOBPNNV-PJIUNSFYSA-N COc1ccc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H]([C@@H]1O[C@H]1c1ccccc1)C NPC151030 Cryptophycin 46 (3S,6R,10S,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(E,2R)-4-phenylbut-3-en-2-yl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL492459 10258579 C35H43ClN2O7 638.28 2.1735 4.21 8.917 8 2 127.01 16 3 45 1 InChI=1S/C35H43ClN2O7/c1-22(2)18-31-35(42)44-29(23(3)14-15-25-10-7-6-8-11-25)12-9-13-32(39)38-28(33(40)37-21-24(4)34(41)45-31)20-26-16-17-30(43-5)27(36)19-26/h6-11,13-17,19,22-24,28-29,31H,12,18,20-21H2,1-5H3,(H,37,40)(H,38,39)/b13-9+,15-14+/t23-,24-,28+,29+,31+/m1/s1 QLGFKEFRTAOKJU-FDUWFYLVSA-N COc1ccc(cc1Cl)C[C@@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H](/C=C/c1ccccc1)C NPC263507 Cryptophycin A (3S,6R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CHEMBL441018 6438401 C35H43ClN2O8 654.27 1.4508 4.1 7.185 9 2 139.54 16 4 46 1 InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9+/t21-,22+,26-,27+,29+,31-,32-/m1/s1 PSNOPSMXOBPNNV-VVCTWANISA-N COc1ccc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)[C@@H](CN=C1O)C)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C NPC144863 Cryptopleurine (14aR)-2,3,6-trimethoxy-11,12,13,14,14a,15-hexahydro-9H-phenanthro[9,10-b]quinolizine CHEMBL198075 92765 C24H27NO3 377.2 -0.971 3.66 3.808 1 0 30.93 6 5 28 0 InChI=1S/C24H27NO3/c1-26-16-7-8-17-19(11-16)21-13-24(28-3)23(27-2)12-20(21)18-10-15-6-4-5-9-25(15)14-22(17)18/h7-8,11-13,15H,4-6,9-10,14H2,1-3H3/t15-/m1/s1 RSHYSOGXGSUUIJ-OAHLLOKOSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2CN2CCCC[C@@H]2C1)OC NPC77000 Cryptotanshinone (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL187460 160254 C19H20O3 296.14 0.0397 3.22 4.812 3 0 43.37 3 4 22 0 InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3/t10-/m0/s1 GVKKJJOMQCNPGB-JTQLQIEISA-N C[C@H]1COC2=C1C(=O)C(=O)c1c2ccc2c1CCCC2(C)C NPC171550 Cubebin (3R,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-ol CHEMBL3752996 14137603 C20H20O6 356.13 -1.0458 3 3.083 2 1 66.38 5 5 26 0 InChI=1S/C20H20O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15,20-21H,5-6,9-11H2/t14-,15+,20?/m0/s1 DIYWRNLYKJKHAM-VKWYCSODSA-N OC1OC[C@@H]([C@H]1Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC239273 Cucurbitacin A [(E,6R)-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-9-(hydroxymethyl)-4,4,13,14-tetramethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate CHEMBL455518 5281315 C32H46O9 574.31 -0.3198 3.99 2.022 9 4 158.43 19 4 41 0 InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1 IHTCCHVMPGDDSL-IVNGUWCNSA-N OC[C@]12C(=O)C[C@]3([C@@]([C@@H]2CC=C2[C@H]1C[C@H](O)C(=O)C2(C)C)(C)C[C@H]([C@@H]3[C@](C(=O)/C=C/C(OC(=O)C)(C)C)(O)C)O)C NPC475524 Cucurbitacin B [(E,6R)-6-[(2S,8S,9R,10S,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate CHEMBL507237 15944763 C32H46O8 558.32 0.7709 4.1 2.725 8 3 138.2 18 4 40 0 InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20-,21+,22-,25-,29-,30+,31-,32-/m0/s1 IXQKXEUSCPEQRD-QATBOUOLSA-N CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2CC=C2[C@@H]1C[C@H](O)C(=O)C2(C)C)C)C)(O)C)(C)C NPC311612 Cucurbitacin D (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione CHEMBL493646 5281318 C30H44O7 516.31 0.3918 3.99 1.985 7 4 132.13 16 4 37 0 InChI=1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1 SRPHMISUTWFFKJ-QJNWWGCFSA-N O[C@H]1C[C@@H]2C(=CC[C@@H]3[C@@]2(C)C(=O)C[C@]2([C@@]3(C)C[C@H]([C@@H]2[C@](C(=O)/C=C/C(O)(C)C)(O)C)O)C)C(C1=O)(C)C NPC221144 Cucurbitacin E [(E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate CHEMBL455056 5281319 C32H44O8 556.3 1.1668 4.1 3.404 8 3 138.2 18 4 40 0 InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1 NDYMQXYDSVBNLL-MUYMLXPFSA-N CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C=C(O)C(=O)C2(C)C)C)C)(O)C)(C)C NPC111323 Cucurbitacin I (8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione CHEMBL387737 5281321 C30H42O7 514.29 0.7877 3.99 2.664 7 4 132.13 16 4 37 0 InChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+/t17-,19-,20+,23+,27+,28-,29+,30+/m1/s1 NISPVUDLMHQFRQ-MKIKIEMVSA-N OC1=C[C@@H]2C(=CC[C@@H]3[C@@]2(C)C(=O)C[C@]2([C@@]3(C)C[C@H]([C@@H]2[C@](C(=O)/C=C/C(O)(C)C)(O)C)O)C)C(C1=O)(C)C NPC267375 Cudraflavanone A (2S)-5,7-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL220746 21721847 C25H26O6 422.17 0.9708 3.55 2.804 1 3 96.22 10 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-6-15-17(26)11-22-23(24(15)29)19(28)12-21(30-22)16-9-14-7-8-25(3,4)31-20(14)10-18(16)27/h5,7-11,21,26-27,29H,6,12H2,1-4H3/t21-/m0/s1 XPMCEWWRVJLSLM-NRFANRHFSA-N CC(=CCc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1cc2C=CC(Oc2cc1O)(C)C)C NPC166689 Cudraflavanone D (2S)-2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL218741 44419446 C25H28O6 424.19 1.4801 3.55 2.874 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)5-7-15-9-17(19(27)10-18(15)26)22-12-21(29)24-23(31-22)11-20(28)16(25(24)30)8-6-14(3)4/h5-6,9-11,22,26-28,30H,7-8,12H2,1-4H3/t22-/m0/s1 XLHAGJGNSIEVFB-QFIPXVFZSA-N CC(=CCc1cc([C@@H]2CC(=O)c3c(O2)cc(c(c3O)CC=C(C)C)O)c(cc1O)O)C NPC321623 Cudraflavone A CHEMBL230558 5316261 C25H22O6 418.14 0.7464 3.55 3.232 1 2 85.22 7 5 31 0 InChI=1S/C25H22O6/c1-12(2)9-18-21-23(28)20-19(11-17-14(22(20)27)7-8-25(3,4)31-17)30-24(21)15-6-5-13(26)10-16(15)29-18/h5-11,18,26-27H,1-4H3 UEENYRGPBCHSLB-UHFFFAOYSA-N CC(=CC1Oc2cc(O)ccc2c2c1c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(C)C)C NPC78803 Cudraflavone B 8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one CHEMBL221907 5319925 C25H24O6 420.16 0.8118 3.55 3.627 1 3 96.22 10 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-7-17-23(29)21-20(30-24(17)15-8-6-14(26)11-18(15)27)12-19-16(22(21)28)9-10-25(3,4)31-19/h5-6,8-12,26-28H,7H2,1-4H3 XIWCDUHPYMOFIL-UHFFFAOYSA-N CC(=CCc1c(oc2c(c1=O)c(O)c1c(c2)OC(C=C1)(C)C)c1ccc(cc1O)O)C NPC303633 Cudraflavone C 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-bis(3-methylbut-2-enyl)chromen-4-one CHEMBL485777 5319924 C25H26O6 422.17 1.3211 3.55 3.697 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-8-16-20(28)12-21-22(23(16)29)24(30)18(9-6-14(3)4)25(31-21)17-10-7-15(26)11-19(17)27/h5-7,10-12,26-29H,8-9H2,1-4H3 MUUDYSFWQUSAOO-UHFFFAOYSA-N CC(=CCc1c(oc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)c1ccc(cc1O)O)C NPC235018 Cudratricusxanthone A 2,3,6,8-tetrahydroxy-5-(2-methylbut-3-en-2-yl)-1-(3-methylbut-2-enyl)xanthen-9-one CHEMBL200640 11153672 C23H24O6 396.16 1.24 3.33 3.35 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-6-23(4,5)19-14(25)9-13(24)18-21(28)17-12(8-7-11(2)3)20(27)15(26)10-16(17)29-22(18)19/h6-7,9-10,24-27H,1,8H2,2-5H3 FUEJTEBWTNXAPG-UHFFFAOYSA-N C=CC(c1c(O)cc(c2c1oc1cc(O)c(c(c1c2=O)CC=C(C)C)O)O)(C)C NPC152951 Cudraxanthone 1,5-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one CHEMBL1224332 10449043 C19H18O5 326.12 0.4871 3 2.603 1 2 75.99 8 3 24 0 InChI=1S/C19H18O5/c1-10(2)7-8-11-14(23-3)9-15-16(17(11)21)18(22)12-5-4-6-13(20)19(12)24-15/h4-7,9,20-21H,8H2,1-3H3 INFMYEMPDJIILH-UHFFFAOYSA-N COc1cc2oc3c(O)cccc3c(=O)c2c(c1CC=C(C)C)O NPC220313 Cudraxanthone C 3,6,8-trihydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)-1-(3-methylbut-2-enyl)xanthen-9-one CHEMBL200429 44405862 C24H26O6 410.17 1.6485 3.44 3.44 1 3 96.22 13 3 30 0 InChI=1S/C24H26O6/c1-7-24(4,5)20-15(26)10-14(25)19-21(28)18-13(9-8-12(2)3)22(29-6)16(27)11-17(18)30-23(19)20/h7-8,10-11,25-27H,1,9H2,2-6H3 ZTYHIXDBHBLOBX-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)c(c(cc1O)O)C(C=C)(C)C NPC32694 Cudraxanthone D 2,3,8-trihydroxy-6-methoxy-5-(2-methylbut-3-en-2-yl)-1-(3-methylbut-2-enyl)xanthen-9-one CHEMBL425926 11611248 C24H26O6 410.17 1.6485 3.44 3.869 1 3 96.22 13 3 30 0 InChI=1S/C24H26O6/c1-7-24(4,5)20-17(29-6)10-14(25)19-22(28)18-13(9-8-12(2)3)21(27)15(26)11-16(18)30-23(19)20/h7-8,10-11,25-27H,1,9H2,2-6H3 UIIGEZZURHDEDK-UHFFFAOYSA-N COc1cc(O)c2c(c1C(C=C)(C)C)oc1c(c2=O)c(CC=C(C)C)c(c(c1)O)O NPC172770 Cudraxanthone L 1,3,6,7-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)xanthen-9-one CHEMBL197916 11486277 C23H24O6 396.16 1.24 3.33 3.35 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-6-23(4,5)18-14(24)10-16-17(21(18)28)20(27)13-9-15(25)19(26)12(22(13)29-16)8-7-11(2)3/h6-7,9-10,24-26,28H,1,8H2,2-5H3 LVKPSBFBKBJJOB-UHFFFAOYSA-N C=CC(c1c(O)cc2c(c1O)c(=O)c1c(o2)c(CC=C(C)C)c(c(c1)O)O)(C)C NPC329669 Cudraxanthone M 4,7,8-trihydroxy-2,3,3-trimethyl-9-(3-methylbut-2-enyl)-2H-furo[3,2-b]xanthen-5-one CHEMBL371024 11689770 C23H24O6 396.16 0.8396 3.33 3.058 1 3 96.22 10 4 29 0 InChI=1S/C23H24O6/c1-10(2)6-7-12-19(25)14(24)8-13-20(26)17-15(29-22(12)13)9-16-18(21(17)27)23(4,5)11(3)28-16/h6,8-9,11,24-25,27H,7H2,1-5H3 ZYJVDWWKUSJAQY-UHFFFAOYSA-N CC(=CCc1c(O)c(O)cc2c1oc1cc3OC(C(c3c(c1c2=O)O)(C)C)C)C NPC252067 Cuminaldehyde 4-propan-2-ylbenzaldehyde CHEMBL161577 326 C10H12O 148.09 0.3805 2.45 4.48 1 0 17.07 4 1 11 0 InChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3 WTWBUQJHJGUZCY-UHFFFAOYSA-N O=Cc1ccc(cc1)C(C)C NPC151214 Cumingianoside A CHEMBL451574 10439987 C40H66O12 738.46 -0.9636 4.54 5.978 12 6 192.44 27 6 52 4 InChI=1S/C40H66O12/c1-20(16-24(43)33(47)36(6,7)48)23-10-15-40-19-39(23,40)14-11-26-37(8)13-12-28(50-22(3)42)35(4,5)27(37)17-29(38(26,40)9)52-34-32(46)31(45)30(44)25(51-34)18-49-21(2)41/h20,23-34,43-48H,10-19H2,1-9H3/t20-,23-,24+,25+,26+,27-,28+,29+,30+,31-,32+,33-,34-,37+,38-,39+,40+/m0/s1 LWBFDADHSVYUPS-VAEWVCEVSA-N CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)C[C@H]([C@@]1([C@@H]2CC[C@@]23[C@]1(CC[C@H]3[C@H](C[C@H]([C@@H](C(O)(C)C)O)O)C)C2)C)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)C NPC191915 Cumingianoside C CHEMBL503335 9987638 C41H68O12 752.47 -0.5551 4.65 6.497 12 5 181.44 28 6 53 3 InChI=1S/C41H68O12/c1-21(17-25(44)34(48)37(6,7)49-10)24-11-16-41-20-40(24,41)15-12-27-38(8)14-13-29(51-23(3)43)36(4,5)28(38)18-30(39(27,41)9)53-35-33(47)32(46)31(45)26(52-35)19-50-22(2)42/h21,24-35,44-48H,11-20H2,1-10H3/t21-,24-,25+,26+,27+,28-,29+,30+,31+,32-,33+,34-,35-,38+,39-,40+,41+/m0/s1 TZKXHZFZNDJTCA-DHCGTJORSA-N COC([C@H]([C@@H](C[C@@H]([C@@H]1CC[C@@]23[C@]1(CC[C@H]1[C@@]3(C)[C@H](O[C@@H]3O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]3O)O)O)C[C@@H]3[C@]1(C)CC[C@H](C3(C)C)OC(=O)C)C2)C)O)O)(C)C NPC127295 Cupacinoside [(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-5-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate CHEMBL1775012 52951499 C40H62O14 766.41 3.3267 4.32 5.899 14 2 182.58 35 2 54 3 InChI=1S/C40H62O14/c1-23(2)14-11-15-24(3)16-12-17-25(4)18-13-19-26(5)20-21-47-39-36(34(46)33(45)32(53-39)22-48-28(7)41)54-40-38(52-31(10)44)37(51-30(9)43)35(27(6)49-40)50-29(8)42/h14,16,18,20,27,32-40,45-46H,11-13,15,17,19,21-22H2,1-10H3/b24-16+,25-18+,26-20+/t27-,32+,33+,34-,35-,36+,37+,38+,39+,40-/m0/s1 WIVIEKSHGBRJOH-UZZLBKCXSA-N C/C(=C\CO[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)O)O)/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C NPC96759 Cupacinoxepin CHEMBL1775014 52951623 C31H52O3 472.39 3.5604 4.54 9.933 3 0 35.53 9 5 34 1 InChI=1S/C31H52O3/c1-25(2)15-10-16-28(6)23-12-11-22-27(5)17-14-24(32)33-26(3,4)21(27)13-18-29(22,7)34-30(23,8)19-20-31(25,28)9/h21-23H,10-20H2,1-9H3/t21-,22+,23+,27-,28+,29+,30+,31-/m0/s1 ZOSNTVJOXIRCCT-ISLDYSMMSA-N O=C1CC[C@]2([C@H](C(O1)(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@](O1)(C)CC[C@@]1([C@]2(C)CCCC1(C)C)C)C)C NPC222713 Cupressuflavone 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL1208973 5281609 C30H18O10 538.09 -3.769 3.66 2.302 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)23-11-21(37)25-17(33)9-19(35)27(29(25)39-23)28-20(36)10-18(34)26-22(38)12-24(40-30(26)28)14-3-7-16(32)8-4-14/h1-12,31-36H LADPNODMUXOPRG-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O NPC260604 Curculigoside B [5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-hydroxy-6-methoxybenzoate CHEMBL403237 132567 C21H24O11 452.13 -3.2591 2.56 1.171 7 6 175.37 15 3 32 1 InChI=1S/C21H24O11/c1-29-14-4-2-3-12(24)16(14)20(28)30-9-10-7-11(23)5-6-13(10)31-21-19(27)18(26)17(25)15(8-22)32-21/h2-7,15,17-19,21-27H,8-9H2,1H3/t15-,17-,18+,19-,21-/m1/s1 DIZYHORWVKHYCQ-PEVLUNPASA-N OC[C@H]1O[C@@H](Oc2ccc(cc2COC(=O)c2c(O)cccc2OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC217950 Curculigoside D [2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 3-hydroxy-2,6-dimethoxybenzoate CHEMBL258047 21580518 C22H26O11 466.15 -2.8506 2.67 1.472 7 5 164.37 16 3 33 0 InChI=1S/C22H26O11/c1-29-14-8-7-12(24)20(30-2)16(14)21(28)31-10-11-5-3-4-6-13(11)32-22-19(27)18(26)17(25)15(9-23)33-22/h3-8,15,17-19,22-27H,9-10H2,1-2H3/t15-,17-,18+,19-,22-/m1/s1 FUMJMMSKXPMVAE-DRASZATQSA-N OC[C@H]1O[C@@H](Oc2ccccc2COC(=O)c2c(OC)ccc(c2OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC215215 Curcumenol CHEMBL2367910 12304275 C15H22O2 234.16 2.327 2.89 1.748 2 1 29.46 5 3 17 0 InChI=1S/C15H22O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h7,11-12,16H,5-6,8H2,1-4H3/t11-,12-,14-,15-/m0/s1 ISFMXVMWEWLJGJ-JURCDPSOSA-N CC(=C1C[C@]23O[C@@]1(O)C=C([C@@H]3CC[C@@H]2C)C)C NPC109083 Curcumin (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one CHEMBL116438 5281767 C21H20O6 368.13 -0.6611 3.11 2.955 2 3 96.22 12 2 27 0 InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-13,22,24-25H,1-2H3/b7-3+,8-4+,16-13- ZIUSSTSXXLLKKK-KOBPDPAPSA-N COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)O)/O)ccc1O NPC163076 Cyanide formonitrile CHEMBL183419 768 CHN 27.01 0.5675 1.46 -0.357 1 0 23.79 0 0 2 0 InChI=1S/CHN/c1-2/h1H LELOWRISYMNNSU-UHFFFAOYSA-N C#N NPC46274 Cyanidin 2-(3,4-dihydroxyphenyl)chromenylium-3,5,7-triol CHEMBL404515 128861 C15H10O6 288.06 -2.3015 2.45 0.742 1 6 101.15 6 3 21 1 InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 VEVZSMAEJFVWIL-UHFFFAOYSA-O Oc1cc(O)c2c(c1)[o+]c(c(c2)O)c1ccc(c(c1)O)O NPC226331 Cyanidin Chloride 2-(3,4-dihydroxyphenyl)chromenylium-3,5,7-triol;chloride CHEMBL511367 68247 C15H10O6.ClH 287.06 -2.6353 2.45 0.742 1 5 103.98 6 3 21 0 InChI=1S/C15H10O6.ClH/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-6H,(H4-,16,17,18,19,20);1H COAWNPJQKJEHPG-UHFFFAOYSA-N Oc1cc(O)c2c(c1)[o+]c(c(c2)[O-])c1ccc(c(c1)O)O.Cl NPC49492 Cyasterone (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one CHEMBL494249 119444 C29H44O8 520.3 -1.1455 3.77 1.159 8 5 144.52 14 5 37 0 InChI=1S/C29H44O8/c1-14-16(15(2)37-25(14)34)10-24(33)28(5,35)23-7-9-29(36)18-11-20(30)19-12-21(31)22(32)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1 NEFYSBQJYCICOG-YSEUJXISSA-N O[C@H]1C[C@@]2(C)[C@@H](C[C@H]1O)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@]([C@@H](C[C@@H]1[C@@H](C)OC(=O)[C@H]1C)O)(O)C)C NPC262567 Cyclamin CHEMBL373379 441916 C58H94O27 1222.6 -6.9052 4.87 -0.621 27 15 422.05 35 11 85 3 InChI=1S/C58H94O27/c1-52(2)29-7-11-55(5)30(8-12-58-31-15-53(3,22-62)13-14-57(31,23-77-58)32(64)16-56(55,58)6)54(29,4)10-9-33(52)82-50-45(84-49-43(74)40(71)36(67)26(18-60)79-49)38(69)28(21-76-50)81-51-46(85-47-41(72)34(65)24(63)20-75-47)44(37(68)27(19-61)80-51)83-48-42(73)39(70)35(66)25(17-59)78-48/h22,24-51,59-61,63-74H,7-21,23H2,1-6H3/t24-,25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47+,48+,49+,50+,51+,53+,54+,55-,56+,57-,58+/m1/s1 JPEQATLMKATGAQ-JOONIPAFSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(C=O)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC158367 Cyclamiretin A CHEMBL374093 44419686 C47H76O17 912.51 -3.4221 4.76 2.913 17 9 263.75 24 9 64 2 InChI=1S/C47H76O17/c1-22-30(51)33(54)36(57)39(60-22)64-37-34(55)31(52)23(18-48)61-40(37)62-24-19-58-38(35(56)32(24)53)63-29-10-11-43(5)25(41(29,2)3)8-12-44(6)26(43)9-13-47-27-16-42(4,20-49)14-15-46(27,21-59-47)28(50)17-45(44,47)7/h20,22-40,48,50-57H,8-19,21H2,1-7H3/t22-,23+,24-,25-,26+,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,42-,43-,44+,45-,46+,47-/m0/s1 MKOLINYFCYHLHC-AIZXFEFNSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(C=O)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC212551 Cyclic Adenosine Monophosphate (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol CHEMBL316966 6076 C10H12N5O6P 329.05 -1.6059 1.24 -2.878 11 3 164.65 4 4 22 1 InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 IVOMOUWHDPKRLL-KQYNXXCUSA-N O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c1ncnc2N NPC303045 Cyclo(Lphe-L-Val) (3S,6S)-3-benzyl-6-propan-2-ylpiperazine-2,5-dione CHEMBL503815 13783105 C14H18N2O2 246.14 0.1579 2.56 3.676 4 2 65.18 7 2 18 0 InChI=1S/C14H18N2O2/c1-9(2)12-14(18)15-11(13(17)16-12)8-10-6-4-3-5-7-10/h3-7,9,11-12H,8H2,1-2H3,(H,15,18)(H,16,17)/t11-,12-/m0/s1 OQQPOHUVAQPSHJ-RYUDHWBXSA-N CC([C@@H]1N=C(O)[C@@H](N=C1O)Cc1ccccc1)C NPC35 Cycloaltilisin 6 1-(2,4-dihydroxyphenyl)-3-[5-[2-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4,5-dihydroxyphenyl]-2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dihydroxyphenyl]propan-1-one CHEMBL508746 10190977 C50H58O10 818.4 2.2036 5.86 9.286 2 8 195.98 33 4 60 3 InChI=1S/C50H58O10/c1-29(2)9-7-11-31(5)13-18-36-33(15-23-43(53)39-20-16-34(51)26-45(39)55)25-42(50(60)49(36)59)41-28-47(57)48(58)38(19-14-32(6)12-8-10-30(3)4)37(41)22-24-44(54)40-21-17-35(52)27-46(40)56/h9-10,13-14,16-17,20-21,25-28,51-52,55-60H,7-8,11-12,15,18-19,22-24H2,1-6H3/b31-13+,32-14+ BHDBRCJCCXGBOF-GCFMLEDASA-N C/C(=C\Cc1c(CCC(=O)c2ccc(cc2O)O)cc(c(c1O)O)c1cc(O)c(c(c1CCC(=O)c1ccc(cc1O)O)C/C=C(/CCC=C(C)C)\C)O)/CCC=C(C)C NPC475052 Cycloaltilisin 7 5-hydroxy-2-(4-hydroxyphenyl)-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL494579 11811595 C25H26O5 406.18 1.1816 3.66 4.013 1 2 75.99 9 4 30 0 InChI=1S/C25H26O5/c1-15(2)5-4-11-25(3)12-10-18-22(30-25)14-20(28)23-19(27)13-21(29-24(18)23)16-6-8-17(26)9-7-16/h5-10,12,14,21,26,28H,4,11,13H2,1-3H3 VSBUTPUUSVOZDI-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)cc(c1c2OC(CC1=O)c1ccc(cc1)O)O)C NPC41577 Cycloartanol CHEMBL225763 12760132 C30H52O 428.4 2.0263 4.65 12.778 1 1 20.23 13 5 31 1 InChI=1S/C30H52O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h20-25,31H,8-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1 YABASAWVVRQMEU-YBXTVTTCSA-N CC(CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC85346 Cycloartenol CHEMBL225815 92110 C30H50O 426.39 3.2976 4.65 11.921 1 1 20.23 12 5 31 1 InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1 ONQRKEUAIJMULO-YBXTVTTCSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC139206 Cycloartenol Acetate CHEMBL226035 13023741 C32H52O2 468.4 3.6767 4.76 12.661 2 0 26.3 14 5 34 1 InChI=1S/C32H52O2/c1-21(2)10-9-11-22(3)24-14-16-30(8)26-13-12-25-28(5,6)27(34-23(4)33)15-17-31(25)20-32(26,31)19-18-29(24,30)7/h10,22,24-27H,9,11-20H2,1-8H3/t22-,24-,25+,26+,27+,29-,30+,31-,32+/m1/s1 PQNTWKDHNSWVPU-OSWLCJEWSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)OC(=O)C)C)C)C NPC214770 Cycloartenone CHEMBL226084 12305360 C30H48O 424.37 3.8673 4.65 11.314 1 0 17.07 11 5 31 1 InChI=1S/C30H48O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-24H,8,10-19H2,1-7H3/t21-,22-,23+,24+,27-,28+,29-,30+/m1/s1 NAJCQAAOHKVCES-ZZOQNIIDSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C)C)C NPC474161 Cycloartocarpin A 8,10-dihydroxy-3-methoxy-9-[(E)-3-methylbut-1-enyl]-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one CHEMBL463093 44258302 C26H26O6 434.17 0.8275 3.66 4.524 1 2 85.22 11 4 32 0 InChI=1S/C26H26O6/c1-13(2)6-8-16-18(27)12-21-22(24(16)28)25(29)23-20(10-14(3)4)31-19-11-15(30-5)7-9-17(19)26(23)32-21/h6-13,20,27-28H,1-5H3/b8-6+ FUOITKFXHPXSCA-SOFGYWHQSA-N COc1ccc2c(c1)OC(c1c2oc2cc(O)c(c(c2c1=O)O)/C=C/C(C)C)C=C(C)C NPC49168 Cycloeucalenol CHEMBL225634 101690 C30H50O 426.39 1.9488 4.65 11.97 1 1 20.23 12 5 31 1 InChI=1S/C30H50O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-26,31H,3,8-18H2,1-2,4-7H3/t21-,22+,23-,24+,25+,26+,27-,28+,29-,30+/m1/s1 HUNLTIZKNQDZEI-PGFZVWMDSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H]([C@H]2C)O)C)C NPC189917 Cycloeucalenone CHEMBL225754 21594790 C30H48O 424.37 2.6799 4.65 11.557 1 0 17.07 11 5 31 1 InChI=1S/C30H48O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-24,26H,3,8-18H2,1-2,4-7H3/t21-,22+,23-,24+,26+,27-,28+,29-,30+/m1/s1 NFRXSIOHGADFRG-MEMZBLDGSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)[C@H]2C)C)C NPC194427 Cycloheterphyllin CHEMBL461820 5316250 C30H30O7 502.2 2.1635 3.99 4.168 1 3 105.45 12 5 37 0 InChI=1S/C30H30O7/c1-14(2)7-8-17-27-16(9-10-30(5,6)37-27)25(33)24-26(34)23-22(11-15(3)4)35-21-13-20(32)19(31)12-18(21)29(23)36-28(17)24/h7,9-13,22,31-33H,8H2,1-6H3 ZZPIXEJZTXAVCX-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c(c2c1oc1c3cc(O)c(cc3OC(c1c2=O)C=C(C)C)O)O)C NPC113082 Cyclohex-2-En-1-One cyclohex-2-en-1-one CHEMBL1439332 13594 C6H8O 96.06 0.0997 2.01 0.806 1 0 17.07 0 1 7 0 InChI=1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2 FWFSEYBSWVRWGL-UHFFFAOYSA-N O=C1CCCC=C1 NPC129976 Cyclohexanone cyclohexanone CHEMBL18850 7967 C6H10O 98.07 -1.0582 2.01 0.92 1 0 17.07 0 1 7 0 InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2 JHIVVAPYMSGYDF-UHFFFAOYSA-N O=C1CCCCC1 NPC253703 Cycloheximide 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione CHEMBL123292 6197 C15H23NO4 281.16 -1.1984 2.56 1.416 5 2 86.96 7 2 20 0 InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1 YPHMISFOHDHNIV-FSZOTQKASA-N C[C@H]1C[C@H](C)C(=O)[C@@H](C1)[C@@H](CC1CC(=NC(=O)C1)O)O NPC196358 Cyclolaudenol (24S) CHEMBL376381 101729 C31H52O 440.4 3.0287 4.76 12.47 1 1 20.23 13 5 32 1 InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h21-26,32H,1,9-19H2,2-8H3/t21-,22+,23+,24-,25-,26-,28+,29-,30+,31-/m0/s1 IXHACUTUTOCSJE-HWTFXIFRSA-N CC(=C)[C@H](CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC31385 Cyclolinopeptide F (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-3,9-bis(2-methylsulfinylethyl)-12-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone CHEMBL3787695 6398538 C55H73N9O10S2 1083.49 -3.2496 5.2 7.437 19 8 336.79 28 6 76 4 InChI=1S/C55H73N9O10S2/c1-33(2)28-42-49(66)58-41(24-27-76(6)74)55(72)64-25-15-22-46(64)53(70)62-44(30-36-18-11-8-12-19-36)51(68)60-43(29-35-16-9-7-10-17-35)50(67)61-45(31-37-32-56-39-21-14-13-20-38(37)39)52(69)63-47(34(3)4)54(71)57-40(48(65)59-42)23-26-75(5)73/h7-14,16-21,32-34,40-47,56H,15,22-31H2,1-6H3,(H,57,71)(H,58,66)(H,59,65)(H,60,68)(H,61,67)(H,62,70)(H,63,69)/t40-,41-,42-,43-,44-,45-,46-,47-,75?,76?/m0/s1 OPPHXUQOVAMNAS-AEEQZTKLSA-N CS(=O)CC[C@@H]1N=C(O)[C@@H](N=C(O)[C@@H](N=C(O)[C@H](Cc2ccccc2)N=C(O)[C@@H](N=C([C@H]2N(C(=O)[C@@H](N=C([C@@H](N=C1O)CC(C)C)O)CCS(=O)C)CCC2)O)Cc1ccccc1)Cc1c[nH]c2c1cccc2)C(C)C NPC110602 Cyclolinopeptide G (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-12-[(2S)-butan-2-yl]-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-3,9-bis(2-methylsulfinylethyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone CHEMBL3787164 10724885 C56H75N9O10S2 1097.51 -3.9258 5.31 8.006 19 8 336.79 29 6 77 4 InChI=1S/C56H75N9O10S2/c1-7-35(4)48-55(72)58-41(24-27-76(5)74)49(66)60-43(29-34(2)3)50(67)59-42(25-28-77(6)75)56(73)65-26-16-23-47(65)54(71)63-45(31-37-19-12-9-13-20-37)52(69)61-44(30-36-17-10-8-11-18-36)51(68)62-46(53(70)64-48)32-38-33-57-40-22-15-14-21-39(38)40/h8-15,17-22,33-35,41-48,57H,7,16,23-32H2,1-6H3,(H,58,72)(H,59,67)(H,60,66)(H,61,69)(H,62,68)(H,63,71)(H,64,70)/t35-,41-,42-,43-,44-,45-,46-,47-,48-,76?,77?/m0/s1 MGTCVHJATWUGDT-JVXUKOSASA-N CC[C@@H]([C@@H]1N=C(O)[C@@H](N=C(O)[C@H](Cc2ccccc2)N=C(O)[C@H](Cc2ccccc2)N=C(O)[C@H]2N(C(=O)[C@@H](N=C([C@@H](N=C([C@@H](N=C1O)CCS(=O)C)O)CC(C)C)O)CCS(=O)C)CCC2)Cc1c[nH]c2c1cccc2)C NPC75726 Cyclolinopeptide H (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-12-[(2S)-butan-2-yl]-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-3-(2-methylsulfanylethyl)-9-(2-methylsulfinylethyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone CHEMBL3785507 10558089 C56H75N9O9S2 1081.51 -2.814 5.42 10.035 18 8 325.81 29 6 76 4 InChI=1S/C56H75N9O9S2/c1-7-35(4)48-55(72)58-41(25-28-76(6)74)49(66)60-43(29-34(2)3)50(67)59-42(24-27-75-5)56(73)65-26-16-23-47(65)54(71)63-45(31-37-19-12-9-13-20-37)52(69)61-44(30-36-17-10-8-11-18-36)51(68)62-46(53(70)64-48)32-38-33-57-40-22-15-14-21-39(38)40/h8-15,17-22,33-35,41-48,57H,7,16,23-32H2,1-6H3,(H,58,72)(H,59,67)(H,60,66)(H,61,69)(H,62,68)(H,63,71)(H,64,70)/t35-,41-,42-,43-,44-,45-,46-,47-,48-,76?/m0/s1 RGLVOQUKDGQVGR-MYFHKKGJSA-N CSCC[C@@H]1N=C(O)[C@H](CC(C)C)N=C(O)[C@H](CCS(=O)C)N=C(O)[C@@H](N=C(O)[C@@H](N=C([C@@H](N=C([C@@H](N=C([C@H]2N(C1=O)CCC2)O)Cc1ccccc1)O)Cc1ccccc1)O)Cc1c[nH]c2c1cccc2)[C@H](CC)C NPC242159 Cyclo-L-Pro-L-Tyr (3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione CHEMBL359788 119404 C14H16N2O3 260.12 -1.9929 2.45 1.048 4 2 73.13 4 3 19 0 InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1 LSGOTAXPWMCUCK-RYUDHWBXSA-N Oc1ccc(cc1)C[C@@H]1N=C(O)[C@H]2N(C1=O)CCC2 NPC217372 Cyclomethyltryptophan (3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid CHEMBL155546 449440;6920044 C12H12N2O2 216.09 -1.1637 2.34 1.46 4 3 65.12 2 3 16 0 InChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16)/t10-/m0/s1 FSNCEEGOMTYXKY-JTQLQIEISA-N OC(=O)[C@H]1NCc2c(C1)c1ccccc1[nH]2 NPC189087 Cyclomorusin CHEMBL1770313 5481969 C25H22O6 418.14 0.7464 3.55 3.232 1 2 85.22 7 5 31 0 InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3 GDQXJMLXEYSICD-UHFFFAOYSA-N CC(=CC1Oc2cc(O)ccc2c2c1c(=O)c1c(o2)c2C=CC(Oc2cc1O)(C)C)C NPC241879 Cyclonataminol CHEMBL1651044 53316925 C28H48N2O2 444.37 0.9482 4.1 5.308 4 2 46.94 14 5 32 1 InChI=1S/C28H48N2O2/c1-17(29(6)7)22-18(31)14-26(5)21-11-10-20-24(2,3)23(30(8)9)19(32)15-28(20)16-27(21,28)13-12-25(22,26)4/h10-11,17-23,31-32H,12-16H2,1-9H3/t17-,18+,19+,20-,21-,22-,23-,25+,26-,27-,28+/m0/s1 KQPMIGNYSJUHRD-VQKBPVDWSA-N CN([C@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC[C@@]13[C@H]2C=C[C@@H]2[C@]3(C1)C[C@@H](O)[C@@H](C2(C)C)N(C)C)C)C)C NPC28280 Cyclopamine (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-ol CHEMBL254129 442972 C27H41NO2 411.31 0.683 4.1 3.646 3 2 41.49 5 6 30 0 InChI=1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-/m0/s1 QASFUMOKHFSJGL-LAFRSMQTSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC2=C(C)[C@]4(CC[C@@H]32)O[C@H]2[C@H]([C@H]4C)NC[C@H](C2)C)C1)C NPC142492 Cyclopentane cyclopentane CHEMBL1370850 9253 C5H10 70.08 -1.44 2.01 2.845 0 0 0 0 1 5 0 InChI=1S/C5H10/c1-2-4-5-3-1/h1-5H2 RGSFGYAAUTVSQA-UHFFFAOYSA-N C1CCCC1 NPC252154 Cyclopentanol cyclopentanol CHEMBL288998 7298 C5H10O 86.07 -1.6627 1.9 0.76 1 1 20.23 1 1 6 0 InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2 XCIXKGXIYUWCLL-UHFFFAOYSA-N OC1CCCC1 NPC276014 Cyclovalone (2E,6E)-2,6-bis[(4-hydroxy-3-methoxyphenyl)methylidene]cyclohexan-1-one CHEMBL17205 1550234 C22H22O5 366.15 -0.9068 3.33 3.145 1 2 75.99 8 3 27 0 InChI=1S/C22H22O5/c1-26-20-12-14(6-8-18(20)23)10-16-4-3-5-17(22(16)25)11-15-7-9-19(24)21(13-15)27-2/h6-13,23-24H,3-5H2,1-2H3/b16-10+,17-11+ DHKKONBXGAAFTB-OTYYAQKOSA-N COc1cc(ccc1O)/C=C/1\CCC/C(=C\c2ccc(c(c2)OC)O)/C1=O NPC25513 Cyfusine 1,2,3,3a,4,9b-hexahydropyrrolo[3,4-a]indolizin-6-one CHEMBL404660 11708150 C10H12N2O 176.09 -1.2505 2.23 -0.609 3 1 32.34 0 3 13 0 InChI=1S/C10H12N2O/c13-10-3-1-2-9-8-5-11-4-7(8)6-12(9)10/h1-3,7-8,11H,4-6H2 CXOGMMQKRNROKJ-UHFFFAOYSA-N O=c1cccc2n1CC1C2CNC1 NPC9592 Cylindrocyclophane A CHEMBL1224866 10348304 C36H56O6 584.41 -3.8758 4.76 9.318 2 6 121.38 16 2 42 2 InChI=1S/C36H56O6/c1-5-7-15-25-17-11-9-13-23(3)36(42)28-21-31(39)34(32(40)22-28)26(16-8-6-2)18-12-10-14-24(4)35(41)27-19-29(37)33(25)30(38)20-27/h19-26,35-42H,5-18H2,1-4H3/t23-,24-,25-,26-,35+,36+/m0/s1 JCKOOZUMKBNWSJ-WDCWCBICSA-N CCCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC NPC174729 Cylindrocyclophane A1 CHEMBL1224861 46939423 C36H55ClO6 618.37 -3.1712 4.65 9.027 2 6 121.38 17 2 43 2 InChI=1S/C36H55ClO6/c1-4-5-14-25-15-8-6-12-23(2)36(43)28-21-31(40)34(32(41)22-28)26(17-10-11-18-37)16-9-7-13-24(3)35(42)27-19-29(38)33(25)30(39)20-27/h19-26,35-36,38-43H,4-18H2,1-3H3/t23-,24-,25-,26+,35+,36+/m0/s1 XZVMPRPAUUDNLD-YXTQZPCGSA-N CCCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCCCl NPC237517 Cylindrocyclophane A2 CHEMBL1224860 46939339 C36H54Cl2O6 652.33 -2.7275 4.54 9.445 2 6 121.38 18 2 44 2 InChI=1S/C36H54Cl2O6/c1-4-5-13-24-14-8-6-11-22(2)36(44)27-20-30(41)34(31(42)21-27)25(16-10-17-32(37)38)15-9-7-12-23(3)35(43)26-18-28(39)33(24)29(40)19-26/h18-25,32,35-36,39-44H,4-17H2,1-3H3/t22-,23-,24-,25+,35+,36+/m0/s1 LERNCFONJSWYRR-CCNIBDGSSA-N CCCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC(Cl)Cl NPC111723 Cylindrocyclophane A3 CHEMBL1224859 46939338 C36H53Cl3O6 686.29 -2.0229 4.43 9.154 2 6 121.38 19 2 45 2 InChI=1S/C36H53Cl3O6/c1-22-10-3-5-12-24(14-7-8-17-37)33-28(40)18-26(19-29(33)41)35(44)23(2)11-4-6-13-25(15-9-16-32(38)39)34-30(42)20-27(36(22)45)21-31(34)43/h18-25,32,35-36,40-45H,3-17H2,1-2H3/t22-,23-,24+,25+,35+,36+/m0/s1 LHICTIBASFRESH-IULTZZOBSA-N ClCCCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC(Cl)Cl NPC32715 Cylindrocyclophane A4 CHEMBL1224858 46939337 C36H52Cl4O6 720.25 -1.5792 4.32 9.572 2 6 121.38 20 2 46 2 InChI=1S/C36H52Cl4O6/c1-21-9-3-5-11-23(13-7-15-31(37)38)34-29(43)19-26(20-30(34)44)36(46)22(2)10-4-6-12-24(14-8-16-32(39)40)33-27(41)17-25(35(21)45)18-28(33)42/h17-24,31-32,35-36,41-46H,3-16H2,1-2H3/t21-,22-,23+,24+,35+,36+/m0/s1 NCSNQRGCQJNJTK-PLKRWIMUSA-N ClC(CCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC(Cl)Cl)Cl NPC139774 Cylindrocyclophane Ab4 CHEMBL1224865 46939504 C36H52Br4O6 896.05 -0.7332 4.32 10.924 2 6 121.38 20 2 46 2 InChI=1S/C36H52Br4O6/c1-21-9-3-5-11-23(13-7-15-31(37)38)34-29(43)19-26(20-30(34)44)36(46)22(2)10-4-6-12-24(14-8-16-32(39)40)33-27(41)17-25(35(21)45)18-28(33)42/h17-24,31-32,35-36,41-46H,3-16H2,1-2H3/t21-,22-,23+,24+,35+,36+/m0/s1 OAOGUBBGJGDGQT-PLKRWIMUSA-N BrC(CCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC(Br)Br)Br NPC91204 Cylindrocyclophane C2 CHEMBL1224863 46939426 C36H54Cl2O5 636.33 -1.8956 4.65 11.319 1 5 101.15 17 2 43 1 InChI=1S/C36H54Cl2O5/c1-4-5-13-26-14-8-6-11-23(2)18-25-19-29(39)34(30(40)20-25)27(16-10-17-33(37)38)15-9-7-12-24(3)36(43)28-21-31(41)35(26)32(42)22-28/h19-24,26-27,33,36,39-43H,4-18H2,1-3H3/t23-,24-,26-,27+,36+/m0/s1 NEHSJAVXGQMVJK-JSTSWHIPSA-N CCCC[C@H]1CCCC[C@H](C)Cc2cc(O)c(c(c2)O)[C@H](CCCC[C@@H]([C@H](c2cc(c1c(O)c2)O)O)C)CCCC(Cl)Cl NPC98200 Cylindrocyclophane C4 CHEMBL1224862 46939424 C36H52Cl4O5 704.26 -0.7473 4.43 11.446 1 5 101.15 19 2 45 1 InChI=1S/C36H52Cl4O5/c1-22-9-3-5-11-26(14-8-16-33(39)40)35-30(43)20-27(21-31(35)44)36(45)23(2)10-4-6-12-25(13-7-15-32(37)38)34-28(41)18-24(17-22)19-29(34)42/h18-23,25-26,32-33,36,41-45H,3-17H2,1-2H3/t22-,23-,25+,26+,36+/m0/s1 WKPXZZKUCLAECJ-KFCUGCEISA-N ClC(CCC[C@H]1CCCC[C@H](C)[C@@H](O)c2cc(O)c(c(c2)O)[C@H](CCCC[C@@H](Cc2cc(c1c(O)c2)O)C)CCCC(Cl)Cl)Cl NPC122175 Cylindrocyclophane F4 CHEMBL1224864 46939503 C36H52Cl4O4 688.26 0.0846 4.54 13.32 0 4 80.92 18 2 44 1 InChI=1S/C36H52Cl4O4/c1-23-9-3-5-11-27(13-7-15-33(37)38)36-31(43)21-26(22-32(36)44)18-24(2)10-4-6-12-28(14-8-16-34(39)40)35-29(41)19-25(17-23)20-30(35)42/h19-24,27-28,33-34,41-44H,3-18H2,1-2H3/t23-,24-,27+,28+/m0/s1 QZEVGBIFKZJWPF-KBJUPQRZSA-N ClC(CCC[C@H]1CCCC[C@H](C)Cc2cc(O)c(c(c2)O)[C@H](CCCC[C@@H](Cc2cc(c1c(O)c2)O)C)CCCC(Cl)Cl)Cl NPC284948 Cynarin (1R,3R,4S,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid CHEMBL487258 5281769 C25H24O12 516.13 -2.3865 2.89 1.514 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1 YDDUMTOHNYZQPO-RVXRWRFUSA-N O=C(O[C@@H]1C[C@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC38392 Cynaropicrin [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate CHEMBL374146 119093 C19H22O6 346.14 0.7485 2.89 -0.222 6 2 93.06 6 3 25 0 InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1 KHSCYOFDKADJDJ-NQLMQOPMSA-N OCC(=C)C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=C)[C@H](C2)O NPC326808 Cysteine 2-azaniumyl-3-sulfanylpropanoate CHEMBL54943 5260155;594 C3H7NO2S 121.02 -0.6242 1.35 -2.575 3 2 102.12 5 0 7 0 InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) XUJNEKJLAYXESH-UHFFFAOYSA-N NC(C(=O)O)CS NPC185755 Cystine (2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]propanoic acid CHEMBL590540 67678;6992103 C6H12N2O4S2 240.02 -1.0892 1.24 -3.312 6 4 177.24 11 0 14 0 InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1 LEVWYRKDKASIDU-IMJSIDKUSA-N N[C@H](C(=O)O)CSSC[C@@H](C(=O)O)N NPC62927 Cytidine 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one CHEMBL95606 6175 C9H13N3O5 243.09 -2.3883 1.57 -0.606 8 5 129.6 6 2 17 0 InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 UHDGCWIWMRVCDJ-XVFCMESISA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=N)nc1O NPC77890 Cytisine CHEMBL497939 10235 C11H14N2O 190.11 -1.1881 2.34 -0.251 3 1 32.34 0 3 14 0 InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1 ANJTVLIZGCUXLD-DTWKUNHWSA-N O=c1cccc2n1C[C@@H]1CNC[C@H]2C1 NPC31171 Cytochalasin B CHEMBL411729 5311281 C29H37NO5 479.27 -0.8417 3.99 6.449 6 3 99.35 7 4 35 1 InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1 GBOGMAARMMDZGR-TYHYBEHESA-N C[C@@H]1CCC[C@@H](O)/C=C/C(=O)O[C@@]23[C@@H](/C=C/C1)[C@H](O)C(=C)[C@H]([C@H]3[C@@H](N=C2O)Cc1ccccc1)C NPC151976 Cytoglobosin C CHEMBL1097579 44610809 C32H38N2O5 530.28 0.3665 4.21 3.39 7 5 126.14 10 5 39 0 InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,23,25-26,28-30,33,35,37-38H,8,15H2,1-4H3,(H,34,39)/b10-7+,13-12+,18-14+/t17-,23-,25-,26-,28-,29+,30+,32+/m0/s1 VWKVHGIGUCPWKR-HDCYGHGWSA-N C[C@H]1C/C=C/[C@H]2[C@H](O)C(=C([C@@H]3[C@@]2(C(=O)/C=C/[C@@H]([C@@H](/C(=C/1)/C)O)O)C(=N[C@H]3Cc1c[nH]c2c1cccc2)O)C)C NPC46225 Cytoglobosin D CHEMBL1098275 46209919 C32H38N2O4 514.28 0.5642 4.32 5.554 6 4 105.91 9 5 38 1 InChI=1S/C32H38N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-15,17-18,21,23,26-27,29-30,33,35,37H,8,16H2,1-4H3,(H,34,38)/b9-7+,13-12+,20-14+/t18-,21+,23-,26-,27-,29-,30+,32+/m0/s1 PSEVHIVYAHBJDR-HMIIDTQCSA-N C[C@H]1C/C=C/[C@H]2C=C(C)[C@H]([C@@H]3[C@]2(C(=N[C@H]3Cc2c[nH]c3c2cccc3)O)C(=O)/C=C/[C@@H]([C@@H](/C(=C/1)/C)O)O)C NPC223427 Daibucarboline A 1-[(4-hydroxyphenyl)methyl]-3-methoxy-9H-pyrido[3,4-b]indol-6-ol CHEMBL1927942 56649389 C19H16N2O3 320.12 -1.0716 3 3.097 2 3 78.37 6 4 24 0 InChI=1S/C19H16N2O3/c1-24-18-10-15-14-9-13(23)6-7-16(14)21-19(15)17(20-18)8-11-2-4-12(22)5-3-11/h2-7,9-10,21-23H,8H2,1H3 JKRLKWREOILLPH-UHFFFAOYSA-N COc1nc(Cc2ccc(cc2)O)c2c(c1)c1cc(O)ccc1[nH]2 NPC234560 Daidzein 7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one CHEMBL8145 5281708 C15H10O4 254.06 -1.5873 2.67 2.475 1 2 66.76 3 3 19 0 InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H ZQSIJRDFPHDXIC-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O NPC161749 Daidzin 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL486422 107971 C21H20O9 416.11 -3.3342 2.78 1.367 6 5 145.91 9 4 30 0 InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1 KYQZWONCHDNPDP-QNDFHXLGSA-N OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC116709 D-Alanine (2R)-2-azaniumylpropanoate CHEMBL66693 7311725;71080 C3H7NO2 89.05 -1.0955 1.46 -2.824 3 2 63.32 4 0 6 0 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-N C[C@H](C(=O)O)N NPC106215 Dalbergichromene 7-methoxy-4-phenyl-2H-chromen-6-ol CHEMBL3289674 5316291 C16H14O3 254.09 -0.3824 2.89 4.42 0 1 38.69 4 3 19 0 InChI=1S/C16H14O3/c1-18-16-10-15-13(9-14(16)17)12(7-8-19-15)11-5-3-2-4-6-11/h2-7,9-10,17H,8H2,1H3 WZIKSEWGSSYQHA-UHFFFAOYSA-N COc1cc2OCC=C(c2cc1O)c1ccccc1 NPC91492 Dalbergin 6-hydroxy-7-methoxy-4-phenylchromen-2-one CHEMBL1829658 442768 C16H12O4 268.07 -0.4377 2.78 4.318 1 1 55.76 4 3 20 0 InChI=1S/C16H12O4/c1-19-15-9-14-12(7-13(15)17)11(8-16(18)20-14)10-5-3-2-4-6-10/h2-9,17H,1H3 AZELSOYQOIUPBZ-UHFFFAOYSA-N COc1cc2oc(=O)cc(c2cc1O)c1ccccc1 NPC325646 Dalbergione, 4-Methoxy-4'-Hydroxy- 2-[1-(4-hydroxyphenyl)prop-2-enyl]-5-methoxycyclohexa-2,5-diene-1,4-dione CHEMBL1374504 3950721 C16H14O4 270.09 -0.2539 2.78 2.363 3 1 63.6 6 2 20 0 InChI=1S/C16H14O4/c1-3-12(10-4-6-11(17)7-5-10)13-8-15(19)16(20-2)9-14(13)18/h3-9,12,17H,1H2,2H3 DLCVFIMWFKVRTM-UHFFFAOYSA-N COC1=CC(=O)C(=CC1=O)C(c1ccc(cc1)O)C=C NPC470647 Dalenin 8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one CHEMBL2147165 53249095 C20H18O6 354.11 -0.9066 3 1.334 1 3 96.22 6 4 26 0 InChI=1S/C20H18O6/c1-20(2)6-5-12-16(26-20)9-17-18(19(12)24)14(23)8-15(25-17)11-4-3-10(21)7-13(11)22/h3-7,9,15,21-22,24H,8H2,1-2H3 OBECBPJJXYKUJE-UHFFFAOYSA-N Oc1ccc(c(c1)O)C1CC(=O)c2c(O1)cc1c(c2O)C=CC(O1)(C)C NPC57565 Dalfampridine pyridin-4-amine CHEMBL284348 1727 C5H6N2 94.05 -0.8458 1.79 0.839 2 2 35.88 0 1 7 0 InChI=1S/C5H6N2/c6-5-1-3-7-4-2-5/h1-4H,(H2,6,7) NUKYPUAOHBNCPY-UHFFFAOYSA-N N=c1cc[nH]cc1 NPC43264 Daminozide 4-(2,2-dimethylhydrazinyl)-4-oxobutanoic acid CHEMBL2164243 15331;72200802 C6H12N2O3 160.08 -0.034 1.57 -0.248 5 2 73.13 8 0 11 0 InChI=1S/C6H12N2O3/c1-8(2)7-5(9)3-4-6(10)11/h3-4H2,1-2H3,(H,7,9)(H,10,11) NOQGZXFMHARMLW-UHFFFAOYSA-N CN(N=C(CCC(=O)O)O)C NPC6978 Dammar-20(22),24-Diene-3Beta,6Alpha,12Beta-Triol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL1939360 57391948 C30H50O3 458.38 2.8115 4.43 7.277 3 3 60.69 14 4 33 1 InChI=1S/C30H50O3/c1-18(2)10-9-11-19(3)20-12-15-29(7)25(20)21(31)16-23-28(6)14-13-24(33)27(4,5)26(28)22(32)17-30(23,29)8/h10-11,20-26,31-33H,9,12-17H2,1-8H3/b19-11+/t20-,21-,22+,23-,24+,25+,26+,28-,29-,30-/m1/s1 JKPOYAJYRYOGBN-DUVBXBALSA-N CC(=CC/C=C(/[C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)\C)C NPC138621 Dammara-20(21),24-Diene-3Beta,6Alpha,12Beta-Triol (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol CHEMBL1939358 57393678 C30H50O3 458.38 2.6648 4.43 7.133 3 3 60.69 14 4 33 1 InChI=1S/C30H50O3/c1-18(2)10-9-11-19(3)20-12-15-29(7)25(20)21(31)16-23-28(6)14-13-24(33)27(4,5)26(28)22(32)17-30(23,29)8/h10,20-26,31-33H,3,9,11-17H2,1-2,4-8H3/t20-,21-,22+,23-,24+,25+,26+,28-,29-,30-/m1/s1 PVFYPUURNFDINN-ACLGHVBBSA-N CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)C NPC185536 Dammara-20,25-Dien-3Beta,24-Diol (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL491343 14524502 C30H50O2 442.38 2.7408 4.54 9.318 2 2 40.46 13 4 32 1 InChI=1S/C30H50O2/c1-19(2)23(31)11-9-20(3)21-13-17-29(7)22(21)10-12-25-28(6)16-15-26(32)27(4,5)24(28)14-18-30(25,29)8/h21-26,31-32H,1,3,9-18H2,2,4-8H3/t21-,22-,23+,24+,25-,26+,28+,29-,30-/m1/s1 WXSZYFSBLQQISH-CZSACIGHSA-N CC(=C)[C@H](CCC(=C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)O NPC208806 Damnacanthal 3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde CHEMBL212948 2948 C16H10O5 282.05 -1.2321 2.67 2.325 3 1 80.67 4 3 21 0 InChI=1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3 IPDMWUNUULAXLU-UHFFFAOYSA-N COc1c2C(=O)c3ccccc3C(=O)c2cc(c1C=O)O NPC318173 Danshenxinkun A CHEMBL390741 NA C18H16O4 296.1 -0.4918 3 4.102 4 2 74.6 6 3 22 0 InChI=1S/C18H16O4/c1-9-4-3-5-12-11(9)6-7-13-15(12)18(22)17(21)14(16(13)20)10(2)8-19/h3-7,10,19,21H,8H2,1-2H3 MHCXKYJBQMJPRJ-UHFFFAOYSA-N OCC(C1=C(O)C(=O)c2c(C1=O)ccc1c2cccc1C)C NPC103540 Danthron 1,8-dihydroxyanthracene-9,10-dione CHEMBL53418 2950 C14H8O4 240.04 -1.4482 2.56 1.304 2 2 74.6 2 3 18 0 InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H QBPFLULOKWLNNW-UHFFFAOYSA-N Oc1cccc2c1C(=O)c1c(C2=O)cccc1O NPC249435 Daphneolon 3-hydroxy-1-(4-hydroxyphenyl)-5-phenylpentan-1-one CHEMBL1724888 5316300 C17H18O3 270.13 -1.4256 3 4.75 2 2 57.53 8 2 20 0 InChI=1S/C17H18O3/c18-15-10-7-14(8-11-15)17(20)12-16(19)9-6-13-4-2-1-3-5-13/h1-5,7-8,10-11,16,18-19H,6,9,12H2 NNPDNNXUSPXBRO-UHFFFAOYSA-N OC(CC(=O)c1ccc(cc1)O)CCc1ccccc1 NPC73738 Daphnetin 7,8-dihydroxychromen-2-one CHEMBL244948 5280569 C9H6O4 178.03 -0.6506 2.01 0.998 1 2 66.76 2 2 13 0 InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H ATEFPOUAMCWAQS-UHFFFAOYSA-N O=c1ccc2c(o1)c(O)c(cc2)O NPC146310 Daphnetoxin CHEMBL2023369 119454 C27H30O8 482.19 -0.8274 3.55 2.157 8 3 117.98 9 7 35 0 InChI=1S/C27H30O8/c1-13(2)23-11-15(4)26-17-10-14(3)19(29)25(17,31)22(30)24(12-28)21(32-24)18(26)20(23)33-27(34-23,35-26)16-8-6-5-7-9-16/h5-10,15,17-18,20-22,28,30-31H,1,11-12H2,2-4H3/t15-,17-,18-,20-,21+,22-,23-,24+,25-,26+,27-/m1/s1 LGEROVMQYFTBDI-FFIGBMOQSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)[C@@H](C[C@@]3(O4)C(=C)C)C)c1ccccc1 NPC8704 Daphnodorin F CHEMBL2048507 70688394 C30H22O10 542.12 -4.0288 3.66 2.138 2 6 166.14 8 7 40 1 InChI=1S/C30H22O10/c31-16-5-1-14(2-6-16)22-10-9-19-20(34)13-24-26(27(19)38-22)29(37)28(36)25-21(35)11-18(33)12-23(25)39-30(29,40-24)15-3-7-17(32)8-4-15/h1-8,11-13,22,31-35,37H,9-10H2/t22-,29+,30+/m0/s1 KVPJDVHJFGPPAB-XOHQIPOJSA-N Oc1ccc(cc1)[C@@H]1CCc2c(O1)c1c(cc2O)O[C@@]2([C@]1(O)C(=O)c1c(O)cc(cc1O2)O)c1ccc(cc1)O NPC231149 Daphnoretin 7-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxychromen-2-one CHEMBL508494 5281406 C19H12O7 352.06 -0.4663 2.78 3.359 2 1 91.29 5 4 26 0 InChI=1S/C19H12O7/c1-23-16-6-11-7-17(19(22)26-15(11)9-13(16)20)24-12-4-2-10-3-5-18(21)25-14(10)8-12/h2-9,20H,1H3 JRHMMVBOTXEHGJ-UHFFFAOYSA-N COc1cc2cc(Oc3ccc4c(c3)oc(=O)cc4)c(=O)oc2cc1O NPC284810 Daphnorin 6-methoxy-3-(2-oxochromen-7-yl)oxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one CHEMBL1209491 185819 C25H22O12 514.11 -2.2132 2.89 2.251 7 4 170.44 11 5 37 0 InChI=1S/C25H22O12/c1-32-16-6-12-7-18(33-13-4-2-11-3-5-20(27)34-14(11)8-13)24(31)35-15(12)9-17(16)36-25-23(30)22(29)21(28)19(10-26)37-25/h2-9,19,21-23,25-26,28-30H,10H2,1H3/t19-,21-,22+,23-,25-/m1/s1 WYIIRKFHBPIFQZ-FGBFUVBKSA-N OC[C@H]1O[C@@H](Oc2cc3oc(=O)c(cc3cc2OC)Oc2ccc3c(c2)oc(=O)cc3)[C@@H]([C@H]([C@@H]1O)O)O NPC285322 D-Aspartate (2R)-2-aminobutanedioic acid CHEMBL29757 83887 C4H7NO4 133.04 -1.3518 1.35 -3.707 5 3 100.62 6 0 9 0 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1 CKLJMWTZIZZHCS-UWTATZPHSA-N OC(=O)C[C@H](C(=O)O)N NPC243728 Daucosterol (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL506678 5742590 C35H60O6 576.44 -0.4469 4.65 10.487 6 4 99.38 19 5 41 1 InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1 NPJICTMALKLTFW-OFUAXYCQSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C NPC37139 Daurichromenic Acid (2S)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-5-hydroxy-2,7-dimethylchromene-6-carboxylic acid CHEMBL1171643 6475854 C23H30O4 370.21 3.7098 3.55 6.351 2 2 66.76 14 2 27 1 InChI=1S/C23H30O4/c1-15(2)8-6-9-16(3)10-7-12-23(5)13-11-18-19(27-23)14-17(4)20(21(18)24)22(25)26/h8,10-11,13-14,24H,6-7,9,12H2,1-5H3,(H,25,26)/b16-10+/t23-/m0/s1 UYLFTJMQPWWDCW-MVLVPLOLSA-N C/C(=C\CC[C@@]1(C)C=Cc2c(O1)cc(c(c2O)C(=O)O)C)/CCC=C(C)C NPC268503 Dauricine 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenol CHEMBL442717 73400 C38H44N2O6 624.32 -0.0322 4.76 6.043 2 1 72.86 17 6 46 1 InChI=1S/C38H44N2O6/c1-39-15-13-26-20-35(42-3)37(44-5)22-29(26)31(39)17-24-7-10-28(11-8-24)46-34-19-25(9-12-33(34)41)18-32-30-23-38(45-6)36(43-4)21-27(30)14-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32-/m1/s1 AQASRZOCERRGBL-ROJLCIKYSA-N COc1cc2c(cc1OC)CCN([C@@H]2Cc1ccc(cc1)Oc1cc(ccc1O)C[C@H]1N(C)CCc2c1cc(OC)c(c2)OC)C NPC208522 Daurioxoisoporphine A CHEMBL523250 10477546 C26H22N2O4 426.16 -0.9809 3.66 3.742 3 2 80.68 9 5 32 0 InChI=1S/C26H22N2O4/c1-31-18-7-8-19-20(14-18)26(30)23-22-16(10-12-27-24(19)22)13-21(32-2)25(23)28-11-9-15-3-5-17(29)6-4-15/h3-8,10,12-14,28-29H,9,11H2,1-2H3 MFZIOXKFMPCZNK-UHFFFAOYSA-N COc1cc2ccnc3c2c(c1NCCc1ccc(cc1)O)C(=O)c1c3ccc(c1)OC NPC270515 Daurioxoisoporphine B CHEMBL446816 640927 C19H16N2O4 336.11 -1.1691 2.89 1.238 3 1 83.67 7 4 25 0 InChI=1S/C19H16N2O4/c1-23-9-4-5-10-12(8-9)17(22)14-13-11(6-7-21-16(10)13)18(24-2)19(25-3)15(14)20/h4-8H,20H2,1-3H3 IKUGYVORDGAYDA-UHFFFAOYSA-N COc1ccc2c(c1)C(=O)c1c3c2nccc3c(c(c1N)OC)OC NPC27359 D-Carnitine (3S)-3-hydroxy-4-(trimethylazaniumyl)butanoate CHEMBL503189 2724480 C7H15NO3 161.11 -2.5189 1.79 -1.741 3 1 60.36 9 0 11 0 InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m0/s1 PHIQHXFUZVPYII-LURJTMIESA-N O[C@H](C[N+](C)(C)C)CC(=O)[O-] NPC110533 D-Cysteine (2S)-2-amino-3-sulfanylpropanoic acid CHEMBL171281 92851;6419721 C3H7NO2S 121.02 -0.6242 1.35 -2.575 3 2 102.12 5 0 7 0 InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 XUJNEKJLAYXESH-UWTATZPHSA-N N[C@@H](C(=O)O)CS NPC24490 De-4'-Methylyangabin 4-[(3S,3aR,6S,6aR)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol CHEMBL1761716 44555396 C23H28O8 432.18 -1.7173 3.11 1.315 2 1 84.84 13 4 31 0 InChI=1S/C23H28O8/c1-25-16-6-12(7-17(26-2)20(16)24)21-14-10-31-22(15(14)11-30-21)13-8-18(27-3)23(29-5)19(9-13)28-4/h6-9,14-15,21-22,24H,10-11H2,1-5H3/t14-,15-,21+,22+/m0/s1 AJMQKDTUOKAQNT-ZYNNUQKQSA-N COc1cc(cc(c1OC)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)O NPC60973 Deacetoxy-7-Oxogedunin CHEMBL452232 21594780 C26H30O6 438.2 0.7636 3.66 2.289 5 0 86.11 6 6 32 0 InChI=1S/C26H30O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15-,16+,19+,20-,23-,24+,25+,26-/m1/s1 PMISPNORJONCHB-OASIGRBWSA-N O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)C(=O)C[C@@H]3[C@]([C@H]1CC2)(C)C=CC(=O)C3(C)C)C NPC5079 Deacetylgedunin CHEMBL465423 3034112 C26H32O6 440.22 0.7375 3.66 2.896 5 1 89.27 7 6 32 0 InChI=1S/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,18-20,28H,6,10,12H2,1-5H3/t15-,16+,18-,19+,20-,23-,24+,25+,26-/m1/s1 HCEYJYMNIQHPPK-DXTZDJJUSA-N O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)[C@H](O)C[C@@H]3[C@]([C@H]1CC2)(C)C=CC(=O)C3(C)C)C NPC210424 Deacetylhectochlorin CHEMBL486608 11192900 C25H32Cl2N2O8S2 622.1 1.5938 2.67 4.319 10 2 201.62 15 3 39 0 InChI=1S/C25H32Cl2N2O8S2/c1-12-15(8-7-9-25(6,26)27)35-21(32)13-10-38-18(28-13)16(30)24(4,5)37-22(33)14-11-39-19(29-14)17(23(2,3)34)36-20(12)31/h10-12,15-17,30,34H,7-9H2,1-6H3/t12-,15-,16+,17+/m0/s1 VZEAHVQDYHOSRG-KKBVYLPWSA-N C[C@H]1[C@H](CCCC(Cl)(Cl)C)OC(=O)c2csc(n2)[C@@H](O)C(OC(=O)c2nc([C@@H](OC1=O)C(O)(C)C)sc2)(C)C NPC285748 Deacetylmammea E/Bc Cyclo D 6-butanoyl-5-hydroxy-10-[(1S)-1-hydroxypropyl]-2,2-dimethylpyrano[2,3-f]chromen-8-one CHEMBL2064614 44546136 C21H24O6 372.16 -0.6912 3.11 2.42 3 2 93.06 11 3 27 0 InChI=1S/C21H24O6/c1-5-7-14(23)17-18(25)11-8-9-21(3,4)27-19(11)16-12(13(22)6-2)10-15(24)26-20(16)17/h8-10,13,22,25H,5-7H2,1-4H3/t13-/m0/s1 FVVAKBFHVJJOKV-ZDUSSCGKSA-N CCCC(=O)c1c(O)c2C=CC(Oc2c2c1oc(=O)cc2[C@H](CC)O)(C)C NPC197137 Deacetylnimbin CHEMBL1774398 10505484 C28H34O8 498.23 0.6329 3.66 0.771 7 1 112.27 13 5 36 0 InChI=1S/C28H34O8/c1-14-16(15-8-10-35-13-15)11-17-21(14)28(4)18(12-20(30)33-5)27(3)19(29)7-9-26(2,25(32)34-6)23(27)22(31)24(28)36-17/h7-10,13,16-18,22-24,31H,11-12H2,1-6H3/t16-,17-,18-,22-,23+,24-,26-,27+,28-/m1/s1 CTBHKOAPXBDFPX-PQYHCQQJSA-N COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@@H]([C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC)O NPC62800 Debromoaplysiatoxin CHEMBL2148106 5352033 C32H48O10 592.32 -0.699 3.88 4.017 9 3 140.98 17 4 42 0 InChI=1S/C32H48O10/c1-18(11-12-24(38-7)22-9-8-10-23(34)13-22)29-20(3)26-16-32(41-29)30(5,6)15-19(2)31(37,42-32)17-28(36)39-25(21(4)33)14-27(35)40-26/h8-10,13,18-21,24-26,29,33-34,37H,11-12,14-17H2,1-7H3/t18-,19+,20-,21+,24-,25+,26-,29+,31-,32-/m0/s1 REAZZDPREXHWNV-HJUJCDCNSA-N CO[C@H](c1cccc(c1)O)CC[C@@H]([C@H]1O[C@@]23C[C@@H]([C@@H]1C)OC(=O)C[C@@H](OC(=O)C[C@@](O2)(O)[C@@H](CC3(C)C)C)[C@H](O)C)C NPC162268 Debromohymenialdisine (4Z)-4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one CHEMBL255465 5288032 C11H11N5O2 245.09 -1.3196 1.9 1.024 7 5 116.85 2 3 18 0 InChI=1S/C11H11N5O2/c12-11-15-8(10(18)16-11)6-2-4-14-9(17)7-5(6)1-3-13-7/h1,3,13H,2,4H2,(H,14,17)(H3,12,15,16,18)/b8-6- JYRJOQGKGMHTOO-VURMDHGXSA-N N=C1N=C(/C(=C/2\CCN=C(c3c2cc[nH]3)O)/N1)O NPC279026 Decanoic Acid decanoic acid CHEMBL107498 2969 C10H20O2 172.15 -2.1697 2.34 4.156 2 1 37.3 10 0 12 0 InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) GHVNFZFCNZKVNT-UHFFFAOYSA-N CCCCCCCCCC(=O)O NPC118121 Decarine 1-methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-2-ol CHEMBL458702 179640 C19H13NO4 319.08 -0.8148 3 2.724 1 1 60.81 3 5 24 0 InChI=1S/C19H13NO4/c1-22-19-14-8-20-18-12(11(14)4-5-15(19)21)3-2-10-6-16-17(7-13(10)18)24-9-23-16/h2-8,21H,9H2,1H3 GJJFWGQGJJGJEO-UHFFFAOYSA-N COc1c(O)ccc2c1cnc1c2ccc2c1cc1OCOc1c2 NPC121100 Dechlorodeploicin 2,4,8-trichloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one CHEMBL1079485 46879135 C16H11Cl3O5 387.97 2.7596 2.34 3.437 1 1 64.99 8 3 24 0 InChI=1S/C16H11Cl3O5/c1-5-9-8(4-7(20)10(5)17)23-13-6(2)11(18)14(22-3)12(19)15(13)24-16(9)21/h4,20H,1-3H3 LSRZUHYIVQJJRO-UHFFFAOYSA-N COc1c(Cl)c2OC(=O)c3c(Oc2c(c1Cl)C)cc(c(c3C)Cl)O NPC78746 Decursinol (3S)-3-hydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one CHEMBL481657 442127 C14H14O4 246.09 0.2617 2.56 2.093 2 1 55.76 3 3 18 0 InChI=1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3/t12-/m0/s1 BGXFQDFSVDZUIW-LBPRGKRZSA-N O=c1ccc2c(o1)cc1c(c2)C[C@@H](C(O1)(C)C)O NPC117579 Decussatin 8-hydroxy-1,2,6-trimethoxyxanthen-9-one CHEMBL26323 5378284 C16H14O6 302.08 -1.0336 2.56 1.208 1 1 74.22 7 3 22 0 InChI=1S/C16H14O6/c1-19-8-6-9(17)13-12(7-8)22-10-4-5-11(20-2)16(21-3)14(10)15(13)18/h4-7,17H,1-3H3 VYRIGRQQKUZPEX-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc1c(c2=O)c(OC)c(cc1)OC NPC68577 Decyl 2-Methylprop-2-Enoate decyl 2-methylprop-2-enoate CHEMBL1578928 18510 C14H26O2 226.19 -1.1783 2.78 5.478 2 0 26.3 13 0 16 2 InChI=1S/C14H26O2/c1-4-5-6-7-8-9-10-11-12-16-14(15)13(2)3/h2,4-12H2,1,3H3 GTBGXKPAKVYEKJ-UHFFFAOYSA-N CCCCCCCCCCOC(=O)C(=C)C NPC30856 Degalactotigonin CHEMBL454566 162401 C50H82O22 1034.53 -6.1361 4.54 1.401 22 12 335.06 27 10 72 3 InChI=1S/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(62)37(59)41(31(17-53)68-45)69-47-43(71-46-39(61)36(58)34(56)29(15-51)66-46)42(35(57)30(16-52)67-47)70-44-38(60)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3/t20-,21+,22+,23+,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41+,42+,43-,44+,45-,46+,47+,48+,49+,50-/m1/s1 BJNQXJIQCPPOHN-NUKVSUKUSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]2[C@@H]3[C@H](C)[C@]3(O2)CC[C@H](CO3)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC165549 Deguelin CHEMBL393417 107935 C23H22O6 394.14 0.0487 3.33 2.551 1 0 63.22 6 5 29 0 InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1 ORDAZKGHSNRHTD-UXHICEINSA-N COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C=CC(Oc1cc2)(C)C NPC128248 Dehydroabietic Acid (1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid CHEMBL12850 94391 C20H28O2 300.21 0.9014 3.44 7.946 2 1 37.3 7 3 22 1 InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1 NFWKVWVWBFBAOV-MISYRCLQSA-N OC(=O)[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)C(C)C)C NPC291799 Dehydro-Alpha-Lapachone 2,2-dimethylbenzo[g]chromene-5,10-dione CHEMBL272253 72734 C15H12O3 240.08 0.2056 2.78 3.044 3 0 43.37 2 3 18 0 InChI=1S/C15H12O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-8H,1-2H3 OWFHAMHRUCUSRM-UHFFFAOYSA-N O=C1C2=C(C=CC(O2)(C)C)C(=O)c2c1cccc2 NPC24651 Dehydrobrusatol CHEMBL2037040 59087297 C26H30O11 518.18 -0.2187 3.11 0.952 11 3 165.89 13 5 37 1 InChI=1S/C26H30O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,8,14,17-21,27,30-31H,7,9H2,1-5H3/t14-,17-,18-,19-,20-,21+,24+,25-,26+/m1/s1 FVPJJJBZBYEPPP-IRPUDBTHSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C=C(C)C)C(=O)O[C@@H]4CC2=C(C(=O)C(=C[C@@]2([C@H]3[C@H]([C@@H]1O)O)C)O)C NPC156502 Dehydroconiferyl Alcohol 4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL1761712 11078843 C20H22O6 358.14 -1.5041 3 1.561 2 3 88.38 11 3 26 0 InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m1/s1 KUSXBOZNRPQEON-GWKPYITFSA-N OC/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1ccc(c(c1)OC)O NPC209195 Dehydrocorybulbine 2,9,10-trimethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol CHEMBL3343658 5316439 C21H21NO4 352.15 -1.1142 3.22 1.22 2 1 49.2 7 4 26 0 InChI=1S/C21H21NO4/c1-12-14-5-6-18(24-2)21(26-4)16(14)11-22-8-7-13-9-17(23)19(25-3)10-15(13)20(12)22/h5-6,9-11H,7-8H2,1-4H3/p+1 XWCVASCMRTXXRY-UHFFFAOYSA-O COC1=CC2=c3[n+](CCC2=CC1=O)cc1c(c3C)ccc(c1OC)OC NPC143979 Dehydrocostuslactone (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one CHEMBL88985 73174 C15H18O2 230.13 1.6555 2.89 2.451 2 0 26.3 0 3 17 0 InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1 NETSQGRTUNRXEO-XUXIUFHCSA-N C=C1C(=O)O[C@H]2[C@H]1CCC(=C)[C@H]1[C@@H]2C(=C)CC1 NPC180340 Dehydrodeguelin CHEMBL465673 3083803 C23H20O6 392.13 0.0692 3.33 3.204 1 0 63.22 6 5 29 0 InChI=1S/C23H20O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10H,11H2,1-4H3 NGQVFILFHVPLFE-UHFFFAOYSA-N COc1cc2c(cc1OC)OCc1c2c(=O)c2c(o1)c1C=CC(Oc1cc2)(C)C NPC117032 Dehydroevodiamine CHEMBL81923 156372 C19H15N3O 302.13 -1.8296 3.11 4.157 3 1 37.52 1 5 23 0 InChI=1S/C19H15N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9H,10-11H2,1H3/p+1 VXHNSVKJHXSKKM-UHFFFAOYSA-O O=c1c2ccccc2n(c2=C3C(=c4c(=[NH+]3)cccc4)CCn12)C NPC61062 Dehydrohirsutanonol (E)-1,7-bis(3,4-dihydroxyphenyl)hept-4-en-3-one CHEMBL464274 637394 C19H20O5 328.13 -1.3287 3 3.141 1 4 97.99 11 2 24 0 InChI=1S/C19H20O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h2,4,6-7,9-12,21-24H,1,3,5,8H2/b4-2+ VWHYFMQKJYFLCC-DUXPYHPUSA-N O=C(CCc1ccc(c(c1)O)O)/C=C/CCc1ccc(c(c1)O)O NPC302426 Dehydroleucodin (3aS,9aS,9bS)-6,9-dimethyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione CHEMBL441260 73440 C15H16O3 244.11 1.5137 2.78 0.949 3 0 43.37 2 3 18 0 InChI=1S/C15H16O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,10,13-14H,3-5H2,1-2H3/t10-,13-,14-/m0/s1 SKNVIAFTENCNGB-BPNCWPANSA-N CC1=CC(=O)C2=C(C)CC[C@@H]3[C@@H]([C@@H]12)OC(=O)C3=C NPC263835 Dehydromarmeline (E)-N-[2-[4-(3-methylbut-2-enoxy)phenyl]ethyl]-3-phenylprop-2-enamide CHEMBL522648 44579696 C22H25NO2 335.19 1.7362 3.55 7.502 2 1 41.82 11 2 25 1 InChI=1S/C22H25NO2/c1-18(2)15-17-25-21-11-8-20(9-12-21)14-16-23-22(24)13-10-19-6-4-3-5-7-19/h3-13,15H,14,16-17H2,1-2H3,(H,23,24)/b13-10+ GDBYZGRXGDJMHH-JLHYYAGUSA-N OC(=NCCc1ccc(cc1)OCC=C(C)C)/C=C/c1ccccc1 NPC180586 Dehydromethoxygaertneroside methyl (1S,4aS,7R,7aS)-4'-(4-hydroxy-3-methoxybenzoyl)-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate CHEMBL446254 11203960 C27H28O14 576.15 -3.3156 2.89 -0.368 12 5 207.74 15 5 41 1 InChI=1S/C27H28O14/c1-36-16-7-11(3-4-15(16)29)19(30)13-8-27(41-24(13)35)6-5-12-14(23(34)37-2)10-38-25(18(12)27)40-26-22(33)21(32)20(31)17(9-28)39-26/h3-8,10,12,17-18,20-22,25-26,28-29,31-33H,9H2,1-2H3/t12-,17-,18-,20-,21+,22-,25+,26+,27-/m1/s1 RIDIXCFHWOHPTF-SPJPOALZSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)C(=O)c2ccc(c(c2)OC)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC174734 Dehydropodophyllotoxin 5-hydroxy-9-(3,4,5-trimethoxyphenyl)-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL487214 5316463 C22H18O8 410.1 -0.9979 3 1.573 2 1 92.68 8 5 30 0 InChI=1S/C22H18O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,23H,8-9H2,1-3H3 HSSDVCMYTACNSM-UHFFFAOYSA-N COc1cc(cc(c1OC)OC)c1c2C(=O)OCc2c(c2c1cc1OCOc1c2)O NPC249405 Dehydroroemerine CHEMBL1171263 161899 C18H15NO2 277.11 0.08 3.11 4.179 1 0 21.7 1 5 21 0 InChI=1S/C18H15NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,8-9H,6-7,10H2,1H3 YUWBTKIVDAWQHK-UHFFFAOYSA-N CN1CCc2c3c1cc1ccccc1c3c1c(c2)OCO1 NPC136473 Dehydrovomifoliol (4S)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one CHEMBL461278 688492 C13H18O3 222.13 0.8547 2.56 0.476 3 1 54.37 7 1 16 0 InChI=1S/C13H18O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,16H,8H2,1-4H3/b6-5+/t13-/m1/s1 JJRYPZMXNLLZFH-URWSZGRFSA-N CC(=O)/C=C/[C@@]1(O)C(=CC(=O)CC1(C)C)C NPC5447 Delphinidin 2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol CHEMBL276780 128853 C15H10O7 304.06 -2.7618 2.34 0.208 1 7 121.38 7 3 22 1 InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1 JKHRCGUTYDNCLE-UHFFFAOYSA-O Oc1cc(O)c2c(c1)[o+]c(c(c2)O)c1cc(O)c(c(c1)O)O NPC37793 Delphinidin 3-Glucoside (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL518846 443650 C21H20O12 466.11 -4.5087 2.45 -1.329 6 10 200.53 13 4 33 1 InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1 XENHPQQLDPAYIJ-PEVLUNPASA-O OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2cc(O)c(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC250432 Delphinidin Chloride 2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol;chloride CHEMBL590878 68245 C15H10O7.ClH 303.05 -3.0956 2.34 0.208 1 6 124.21 7 3 22 1 InChI=1S/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H FFNDMZIBVDSQFI-UHFFFAOYSA-N Oc1cc(O)c2c(c1)[o+]c(c(c2)O)c1cc(O)c(c(c1)O)[O-].Cl NPC28198 Delta-Hederin (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL452911 441928 C35H56O8 604.4 -0.1971 4.43 7.055 8 5 136.68 15 6 43 1 InChI=1S/C35H56O8/c1-30(2)13-15-35(29(40)41)16-14-33(5)20(21(35)17-30)7-8-24-31(3)11-10-25(43-28-27(39)26(38)22(37)18-42-28)32(4,19-36)23(31)9-12-34(24,33)6/h7,21-28,36-39H,8-19H2,1-6H3,(H,40,41)/t21-,22-,23+,24+,25-,26-,27+,28-,31-,32-,33+,34+,35-/m0/s1 QUBNLZCADIYAFW-RITZIESXSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O NPC69539 Delta-Tocotrienol (2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol CHEMBL121305 5282350 C27H40O2 396.3 5.032 4.21 7.933 0 1 29.46 16 2 29 1 InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1 ODADKLYLWWCHNB-LDYBVBFYSA-N C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)/CC/C=C(/CCC=C(C)C)\C NPC150372 Deltonin CHEMBL2207416 441884 C45H72O17 884.48 -4.4636 4.54 2.133 17 9 255.91 22 9 62 2 InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-35(52)33(50)31(48)21(3)56-40)37(54)38(29(17-47)59-42)60-41-36(53)34(51)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1 OLAMGHNQGZIWHZ-YIKYYZBWSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC474129 Demecolcinone CHEMBL462714 44583926 C19H17NO5 339.11 -0.3543 2.89 1.152 6 1 75.84 6 5 25 0 InChI=1S/C19H17NO5/c1-18-7-11-10-6-12(21)14(24-2)5-4-9(10)15-17(25-3)16(23)13(22)8-19(15,18)20(11)18/h4-6,8,11,22H,7H2,1-3H3/t11-,18?,19?,20?/m1/s1 JHQXILBWKAUJFN-VGENCSJCSA-N COC1=C2c3ccc(c(=O)cc3[C@@H]3N4C2(C=C(C1=O)O)C4(C)C3)OC NPC189844 Demethoxycurcumin (1E,4Z,6E)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one CHEMBL179512 5324476 C20H18O5 338.12 -0.6093 3.11 3.61 2 3 86.99 10 2 25 0 InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-13,21,23-24H,1H3/b9-4+,10-5+,18-13- UEPVWRDHSPMIAZ-IZTHOABVSA-N COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(cc2)O)/O)ccc1O NPC279930 Demethoxykanugin 2-(1,3-benzodioxol-5-yl)-3,7-dimethoxychromen-4-one CHEMBL2205108 10381709 C18H14O6 326.08 -1.25 2.78 3.291 2 0 63.22 5 4 24 0 InChI=1S/C18H14O6/c1-20-11-4-5-12-14(8-11)24-17(18(21-2)16(12)19)10-3-6-13-15(7-10)23-9-22-13/h3-8H,9H2,1-2H3 UBKPBGYXBIXFFC-UHFFFAOYSA-N COc1c(oc2c(c1=O)ccc(c2)OC)c1ccc2c(c1)OCO2 NPC248372 Demethoxymatteucinol (2S)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydrochromen-4-one CHEMBL53439 180550 C17H16O4 284.1 -0.0701 2.89 2.717 1 2 66.76 5 3 21 0 InChI=1S/C17H16O4/c1-9-15(19)10(2)17-14(16(9)20)12(18)8-13(21-17)11-6-4-3-5-7-11/h3-7,13,19-20H,8H2,1-2H3/t13-/m0/s1 HAIHGFWQOPJMPV-ZDUSSCGKSA-N Cc1c2O[C@@H](CC(=O)c2c(c(c1O)C)O)c1ccccc1 NPC61620 Demethylbellidifolin 1,3,5,8-tetrahydroxyxanthen-9-one CHEMBL184574 5281626 C13H8O6 260.03 -2.2591 2.23 -0.349 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-5-3-8(17)10-9(4-5)19-13-7(16)2-1-6(15)11(13)12(10)18/h1-4,14-17H MPXAWSABMVLIBU-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)c(O)ccc1O NPC469817 Demethylcorydalmine 2,3-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-9,10-diol CHEMBL1209607 14138277 C19H21NO4 327.15 -0.7202 3 1.939 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-17-8-12-5-6-20-10-14-11(3-4-16(21)19(14)22)7-15(20)13(12)9-18(17)24-2/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3 SUHDGQSJNMIRRN-UHFFFAOYSA-N COc1cc2c(cc1OC)CCN1C2Cc2ccc(c(c2C1)O)O NPC111845 Demethylcryptojaponol (4aS,10aS)-5,6-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL2252750 10403490 C20H28O3 316.2 0.3156 3.33 5.549 1 2 57.53 8 3 23 1 InChI=1S/C20H28O3/c1-11(2)12-9-13-14(21)10-15-19(3,4)7-6-8-20(15,5)16(13)18(23)17(12)22/h9,11,15,22-23H,6-8,10H2,1-5H3/t15-,20-/m0/s1 GDLRDIDXYBIPFY-YWZLYKJASA-N O=C1C[C@H]2C(C)(C)CCC[C@@]2(c2c1cc(C(C)C)c(c2O)O)C NPC151113 Demethylencecalin 1-(7-hydroxy-2,2-dimethylchromen-6-yl)ethanone CHEMBL443462 100768 C13H14O3 218.09 0.1936 2.56 2.201 1 1 46.53 5 2 16 0 InChI=1S/C13H14O3/c1-8(14)10-6-9-4-5-13(2,3)16-12(9)7-11(10)15/h4-7,15H,1-3H3 SVUVYHFYZBCYRF-UHFFFAOYSA-N CC(=O)c1cc2C=CC(Oc2cc1O)(C)C NPC275055 Demethyleucomin (3E)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]chromen-4-one CHEMBL1077616 15484393 C16H12O5 284.07 -1.515 2.67 1.534 1 3 86.99 4 3 21 0 InChI=1S/C16H12O5/c17-11-3-1-9(2-4-11)5-10-8-21-14-7-12(18)6-13(19)15(14)16(10)20/h1-7,17-19H,8H2/b10-5+ PKCWSPYCHMNVKB-BJMVGYQFSA-N Oc1ccc(cc1)/C=C/1\COc2c(C1=O)c(O)cc(c2)O NPC262573 Demethylmedicarpin (6aR,11aR)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1098413 162933 C15H12O4 256.07 -1.5737 2.67 1.795 0 2 58.92 2 4 19 0 InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2/t12-,15-/m0/s1 ODMIEGVTNZNSLD-WFASDCNBSA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc(c2)O NPC23668 Demethylmoracin I 5-(6-hydroxy-1-benzofuran-2-yl)-4-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL458188 641375 C19H18O4 310.12 0.3424 3.11 3.365 0 3 73.83 8 3 23 0 InChI=1S/C19H18O4/c1-11(2)3-6-15-16(8-14(21)9-17(15)22)19-7-12-4-5-13(20)10-18(12)23-19/h3-5,7-10,20-22H,6H2,1-2H3 KDDIWXQFRQYXCG-UHFFFAOYSA-N CC(=CCc1c(O)cc(cc1c1oc2c(c1)ccc(c2)O)O)C NPC98254 Demethylxanthohumol (E)-3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one CHEMBL466143 6443339 C20H20O5 340.13 0.1335 3.11 3.7 1 4 97.99 11 2 25 0 InChI=1S/C20H20O5/c1-12(2)3-9-15-17(23)11-18(24)19(20(15)25)16(22)10-6-13-4-7-14(21)8-5-13/h3-8,10-11,21,23-25H,9H2,1-2H3/b10-6+ FUSADYLVRMROPL-UXBLZVDNSA-N CC(=CCc1c(O)cc(c(c1O)C(=O)/C=C/c1ccc(cc1)O)O)C NPC80370 Denbinobin 5-hydroxy-3,7-dimethoxyphenanthrene-1,4-dione CHEMBL400925 10423984 C16H12O5 284.07 -1.1772 2.67 1.614 3 1 72.83 5 3 21 0 InChI=1S/C16H12O5/c1-20-9-5-8-3-4-10-11(17)7-13(21-2)16(19)15(10)14(8)12(18)6-9/h3-7,18H,1-2H3 KYOONHCJRPIMJE-UHFFFAOYSA-N COc1cc(O)c2c(c1)ccc1c2C(=O)C(=CC1=O)OC NPC289316 Dentatin 5-methoxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one CHEMBL552132 342801 C20H22O4 326.15 2.7477 3.22 4.288 1 0 44.76 8 3 24 0 InChI=1S/C20H22O4/c1-7-19(2,3)15-17-12(8-9-14(21)23-17)16(22-6)13-10-11-20(4,5)24-18(13)15/h7-11H,1H2,2-6H3 QBFYQVZGIDUNIY-UHFFFAOYSA-N C=CC(c1c2OC(C)(C)C=Cc2c(c2c1oc(=O)cc2)OC)(C)C NPC85276 Deoxiepinephrine 4-[2-(methylamino)ethyl]benzene-1,2-diol CHEMBL31088 4382 C9H13NO2 167.09 -0.9715 2.12 0.96 1 3 52.49 6 1 12 0 InChI=1S/C9H13NO2/c1-10-5-4-7-2-3-8(11)9(12)6-7/h2-3,6,10-12H,4-5H2,1H3 NGKZFDYBISXGGS-UHFFFAOYSA-N CNCCc1ccc(c(c1)O)O NPC209525 Deoxyadenosine (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol CHEMBL449329 13730 C10H13N5O3 251.1 -2.0564 1.68 -1.208 8 3 119.31 5 3 18 0 InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1 OLXZPDWKRNYJJZ-RRKCRQDMSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1ncnc2N NPC139692 Deoxyandrographolide 4-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL415768 11624161 C20H30O4 334.21 0.4382 3.22 3.877 4 2 66.76 8 3 24 0 InChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1 GVRNTWSGBWPJGS-YSDSKTICSA-N OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC1=CCOC1=O)C NPC60568 Deoxyartemisinin CHEMBL331309 12814879 C15H22O4 266.15 -0.1859 2.67 2.913 4 0 44.76 3 4 19 0 InChI=1S/C15H22O4/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1 ZQGMLVQZBIKKMP-NNWCWBAJSA-N C[C@@H]1CC[C@@H]2[C@@]34[C@H]1CC[C@@](O3)(O[C@H]4OC(=O)[C@@H]2C)C NPC32064 Deoxybouvardin CHEMBL404613 13361282 C40H48N6O9 756.35 -3.11 4.21 3.469 12 4 197.39 14 4 55 1 InChI=1S/C40H48N6O9/c1-22-35(48)42-23(2)38(51)44(4)30(18-25-8-13-28(54-7)14-9-25)37(50)43-24(3)39(52)46(6)32-19-26-10-15-29(16-11-26)55-34-21-27(12-17-33(34)47)20-31(36(49)41-22)45(5)40(32)53/h8-17,21-24,30-32,47H,18-20H2,1-7H3,(H,41,49)(H,42,48)(H,43,50)/t22-,23+,24+,30+,31+,32+/m1/s1 VXVGFMUNENQGFW-LZQLRFBTSA-N COc1ccc(cc1)C[C@H]1C(=N[C@@H](C)C(=O)N(C)[C@H]2Cc3ccc(cc3)Oc3cc(C[C@H](N(C2=O)C)C(=N[C@@H](C(=N[C@H](C(=O)N1C)C)O)C)O)ccc3O)O NPC307401 Deoxycaesaldekarin C [(4S,4aR,6aS,7R,11aS,11bR)-4,7,11b-trimethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-yl] acetate CHEMBL2381691 73354919 C21H30O3 330.22 0.5538 3.44 5.817 2 0 39.44 6 4 24 1 InChI=1S/C21H30O3/c1-13-15-6-7-19-20(3,9-5-10-21(19,4)24-14(2)22)17(15)12-18-16(13)8-11-23-18/h8,11,13,15,17,19H,5-7,9-10,12H2,1-4H3/t13-,15+,17+,19-,20-,21+/m1/s1 YUAQBFTWNHXSHR-MEOKCCQFSA-N CC(=O)O[C@@]1(C)CCC[C@]2([C@H]1CC[C@@H]1[C@@H]2Cc2c([C@@H]1C)cco2)C NPC152233 Deoxycalyxin A (E)-1-[3-[(E,3R)-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL393708 44559997 C35H34O7 566.23 -2.0805 4.54 8.547 1 5 127.45 18 4 42 2 InChI=1S/C35H34O7/c1-42-32-22-31(40)33(35(41)34(32)30(39)21-13-25-11-19-29(38)20-12-25)26(14-6-24-9-17-28(37)18-10-24)5-3-2-4-23-7-15-27(36)16-8-23/h6-22,26,36-38,40-41H,2-5H2,1H3/b14-6+,21-13+/t26-/m1/s1 BCKIYNIEMIFBBI-VQIRUFDZSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H](/C=C/c1ccc(cc1)O)CCCCc1ccc(cc1)O NPC229249 Deoxycytidine 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one CHEMBL66115 13711 C9H13N3O4 227.09 -2.1656 1.68 -0.005 7 4 109.37 5 2 16 0 InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 CKTSBUTUHBMZGZ-SHYZEUOFSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(=N)nc1O NPC470051 Deoxyflindissone (9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(3S,5R)-5-(2-methylprop-1-enyl)oxolan-3-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL1668106 53326248 C30H46O2 438.35 3.5515 4.54 7.993 2 0 26.3 9 5 32 1 InChI=1S/C30H46O2/c1-19(2)16-21-17-20(18-32-21)22-10-14-30(7)24-8-9-25-27(3,4)26(31)12-13-28(25,5)23(24)11-15-29(22,30)6/h8,16,20-23,25H,9-15,17-18H2,1-7H3/t20-,21+,22+,23+,25?,28-,29+,30-/m1/s1 WAGHSYJXJAHWPX-XZXIZOHXSA-N CC(=C[C@@H]1OC[C@@H](C1)[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C NPC204709 Deoxyfuconojirimycin (2S,3R,4S,5R)-2-methylpiperidine-3,4,5-triol CHEMBL314772 122618 C6H13NO3 147.09 -1.94 1.68 -0.226 4 4 72.72 4 1 10 0 InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1 VYOCYWDJTQRZLC-KCDKBNATSA-N O[C@@H]1CN[C@H]([C@H]([C@H]1O)O)C NPC262926 Deoxyguanosine 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one CHEMBL68908 187790 C10H13N5O4 267.1 -1.9925 1.57 -1.042 9 5 135.98 5 3 19 0 InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 YKBGVTZYEHREMT-KVQBGUIXSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1[nH]c(=N)nc2O NPC157778 Deoxylapachol 2-(3-methylbut-2-enyl)naphthalene-1,4-dione CHEMBL32570 97448 C15H14O2 226.1 1.5153 2.89 3.583 2 0 34.14 4 2 17 0 InChI=1S/C15H14O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,9H,8H2,1-2H3 OSDFYZPKJKRCRR-UHFFFAOYSA-N CC(=CCC1=CC(=O)c2c(C1=O)cccc2)C NPC22774 Deoxymannojirimycin (2R,3R,4R,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol CHEMBL84844 72258 C6H13NO4 163.08 -2.44 1.57 -0.929 5 5 92.95 5 1 11 0 InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m1/s1 LXBIFEVIBLOUGU-KVTDHHQDSA-N OC[C@H]1NC[C@H]([C@H]([C@@H]1O)O)O NPC101755 Deoxypicropodophyllin (5R,5aS,8aR)-5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL519603 11711021 C22H22O7 398.14 -0.6687 3.11 2.289 2 0 72.45 7 5 29 0 InChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3/t13-,19+,20+/m0/s1 ZGLXUQQMLLIKAN-CJMONDIMSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2 NPC136340 Deoxypseudopterolide CHEMBL518839 11631769 C21H24O5 356.16 2.3356 3.22 3.696 4 0 65.74 7 3 26 0 InChI=1S/C21H24O5/c1-11(2)13-6-7-14-9-17(26-20(14)22)19(12(3)4)18-10-15(21(23)24-5)16(8-13)25-18/h9-10,13,17,19H,1,3,6-8H2,2,4-5H3/t13-,17-,19-/m1/s1 MLOLVPCQYYACCM-OMWUSAIZSA-N COC(=O)c1cc2oc1C[C@@H](CCC1=C[C@H]([C@H]2C(=C)C)OC1=O)C(=C)C NPC306765 Deoxyshikonin 5,8-dihydroxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione CHEMBL486627 98914 C16H16O4 272.1 0.5915 2.78 1.615 2 2 74.6 7 2 20 0 InChI=1S/C16H16O4/c1-9(2)4-3-5-10-8-13(19)14-11(17)6-7-12(18)15(14)16(10)20/h4,6-8,17-18H,3,5H2,1-2H3 VOMDIEGPEURZJO-UHFFFAOYSA-N CC(=CCCC1=CC(=O)c2c(C1=O)c(O)ccc2O)C NPC106780 Deoxyuridine 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione CHEMBL353955 13712 C9H12N2O5 228.07 -2.3238 1.68 -1.181 7 3 102.59 5 2 16 0 InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1 MXHRCPNRJAMMIM-SHYZEUOFSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(nc1=O)O NPC207428 Deoxyvasicinone 2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one CHEMBL456881 68261 C11H10N2O 186.08 -0.8417 2.34 1.937 3 0 32.67 0 3 14 0 InChI=1S/C11H10N2O/c14-11-8-4-1-2-5-9(8)12-10-6-3-7-13(10)11/h1-2,4-5H,3,6-7H2 VARHXCYGZKSOOO-UHFFFAOYSA-N O=c1c2ccccc2nc2n1CCC2 NPC271208 D-Epigalbacin 5-[(2S,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole CHEMBL2151191 12310041 C20H20O5 340.13 -0.5935 3.11 3.822 1 0 46.15 4 5 25 0 InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12+,19-,20-/m0/s1 QFUXQRHAJWXPGP-YLYZPZNOSA-N C[C@@H]1[C@H](O[C@@H]([C@@H]1C)c1ccc2c(c1)OCO2)c1ccc2c(c1)OCO2 NPC313449 Dequalinium 1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine CHEMBL333826 2993 C30H38N4 456.33 -4.9156 4.32 9.164 2 2 57.66 13 4 34 2 InChI=1S/C30H38N4/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3/p+2 PCSWXVJAIHCTMO-UHFFFAOYSA-P Cc1cc(=[NH2+])c2c(n1CCCCCCCCCCn1c(C)cc(=[NH2+])c3c1cccc3)cccc2 NPC24673 Derrone 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one CHEMBL393223 14704457 C20H16O5 336.1 -0.6795 3.11 2.912 1 2 75.99 5 4 25 0 InChI=1S/C20H16O5/c1-20(2)8-7-13-16(25-20)9-15(22)17-18(23)14(10-24-19(13)17)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3 ZSYPWSSGRVZENH-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)c(O)cc1c2C=CC(O1)(C)C NPC15975 Desacetoxymatricarin (3S,3aS,9aS,9bS)-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione CHEMBL517040 167683 C15H18O3 246.13 1.2966 2.78 1.131 3 0 43.37 3 3 18 0 InChI=1S/C15H18O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-10,13-14H,4-5H2,1-3H3/t9-,10-,13-,14-/m0/s1 BJPSSVHNEGMBDQ-NUZBWSBOSA-N C[C@@H]1C(=O)O[C@H]2[C@H]1CCC(=C1[C@@H]2C(=CC1=O)C)C NPC275060 Desacetylbufotalin 5-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one CHEMBL463065 12358889 C24H34O5 402.24 -0.8636 3.55 3.095 5 3 86.99 6 5 29 0 InChI=1S/C24H34O5/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)21(19(26)12-24(18,23)28)14-3-6-20(27)29-13-14/h3,6,13,15-19,21,25-26,28H,4-5,7-12H2,1-2H3/t15-,16+,17+,18-,19+,21+,22+,23-,24+/m1/s1 MWFCMSURKYLINK-QDLCSJEJSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@@H]([C@@H]2c1ccc(=O)oc1)O)C)C NPC187661 Desacylcynaropicrin (3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one CHEMBL464877 13943205 C15H18O4 262.12 0.3161 2.67 -0.398 4 2 66.76 2 3 19 0 InChI=1S/C15H18O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h9-14,16-17H,1-5H2/t9-,10-,11-,12-,13+,14+/m0/s1 VPRPYNVJJXOFKZ-SNIKSBKOSA-N O[C@H]1C[C@@H]2[C@H](C1=C)[C@H]1OC(=O)C(=C)[C@@H]1[C@H](CC2=C)O NPC79117 Desfuranoazadiradione [(5R,7R,8R,9R,10R,13S)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate CHEMBL1774395 52952012 C24H32O4 384.23 1.9448 3.66 2.893 4 0 60.44 8 4 28 0 InChI=1S/C24H32O4/c1-14(25)28-20-12-17-21(2,3)19(27)8-10-23(17,5)16-7-9-22(4)13-15(26)11-18(22)24(16,20)6/h8,10-11,16-17,20H,7,9,12-13H2,1-6H3/t16-,17+,20-,22+,23-,24-/m1/s1 RACYWTTYSJTPOV-TUJRATNISA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)C[C@@]1(CC3)C)(C)C=CC(=O)C2(C)C NPC5311 Desglucouzarin 3-[(3S,5S,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL449767 15558779 C29H44O9 536.3 -1.7794 3.66 2.577 9 5 145.91 11 6 38 0 InChI=1S/C29H44O9/c1-27-8-5-17(37-26-25(34)24(33)23(32)21(13-30)38-26)12-16(27)3-4-20-19(27)6-9-28(2)18(7-10-29(20,28)35)15-11-22(31)36-14-15/h11,16-21,23-26,30,32-35H,3-10,12-14H2,1-2H3/t16-,17-,18+,19-,20+,21+,23+,24-,25+,26+,27-,28+,29-/m0/s1 CMHWMOGWFZWDMR-UEVATAMWSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC208193 Deslanoside 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL1614 28620 C47H74O19 942.48 -5.4251 4.54 0.637 19 9 282.21 24 9 66 2 InChI=1S/C47H74O19/c1-20-41(64-36-16-30(50)42(21(2)60-36)65-37-17-31(51)43(22(3)61-37)66-44-40(56)39(55)38(54)32(18-48)63-44)29(49)15-35(59-20)62-25-8-10-45(4)24(13-25)6-7-27-28(45)14-33(52)46(5)26(9-11-47(27,46)57)23-12-34(53)58-19-23/h12,20-22,24-33,35-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46+,47+/m1/s1 OBATZBGFDSVCJD-LALPQLPRSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC99240 Desmethoxyyangonin 4-methoxy-6-[(E)-2-phenylethenyl]pyran-2-one CHEMBL254218 5273621 C14H12O3 228.08 0.2602 2.67 4.878 3 0 35.53 4 2 17 0 InChI=1S/C14H12O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-10H,1H3/b8-7+ DKKJNZYHGRUXBS-BQYQJAHWSA-N COc1cc(/C=C/c2ccccc2)oc(=O)c1 NPC469844 Desmethyllimocin B [(5R,7R,8R,9R,10R,13S,17S)-17-[(3R)-5-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate CHEMBL1214755 49864004 C28H38O6 470.27 0.7006 3.88 2.418 6 1 89.9 10 5 34 0 InChI=1S/C28H38O6/c1-15(29)34-22-13-19-25(2,3)21(31)8-10-26(19,4)18-7-9-27(5)20(28(18,22)6)12-17(30)24(27)16-11-23(32)33-14-16/h8,10,12,16,18-19,22-24,32H,7,9,11,13-14H2,1-6H3/t16-,18+,19-,22+,23?,24+,26+,27+,28+/m0/s1 OLDRWPRIFGFBQV-JYPNLMPBSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@H]([C@@]1(CC3)C)[C@@H]1COC(C1)O)(C)C=CC(=O)C2(C)C NPC23219 Desmorostratine CHEMBL456407 25147609 C20H21NO5 355.14 -0.5993 3 1.481 1 1 58.18 6 5 26 0 InChI=1S/C20H21NO5/c1-22-14-5-4-10-12(17(14)23-2)8-13-15-11(6-7-21-13)18(24-3)20-19(16(10)15)25-9-26-20/h4-5,13,21H,6-9H2,1-3H3/t13-/m1/s1 CUYKKCDYAVFQQG-CYBMUJFWSA-N COc1c(OC)ccc2c1C[C@H]1NCCc3c1c2c1OCOc1c3OC NPC288759 Des-N-Methylnoracronycine 6-hydroxy-3,3-dimethyl-12H-pyrano[2,3-c]acridin-7-one CHEMBL454569 5479541 C18H15NO3 293.11 -0.2367 3 2.992 2 2 58.56 3 4 22 0 InChI=1S/C18H15NO3/c1-18(2)8-7-11-14(22-18)9-13(20)15-16(11)19-12-6-4-3-5-10(12)17(15)21/h3-9,20H,1-2H3,(H,19,21) RPWNPBFZWFWZNJ-UHFFFAOYSA-N Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c([nH]2)cccc1 NPC19900 Desoxo-Narchinol A (4R,4aS,5R)-4-hydroxy-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one CHEMBL1933703 56835056 C12H16O2 192.12 0.7756 2.56 1.556 2 1 37.3 3 2 14 0 InChI=1S/C12H16O2/c1-8-4-3-5-9-10(13)6-7-11(14)12(8,9)2/h5-8,11,14H,3-4H2,1-2H3/t8-,11-,12+/m1/s1 YWSIMWUTQXMOSD-FXAINCCUSA-N O=C1C=C[C@H]([C@@]2(C1=CCC[C@H]2C)C)O NPC80230 Desoxypodophyllotoxin (5R,5aR,8aR)-5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL63970 345501 C22H22O7 398.14 -0.6687 3.11 2.289 2 0 72.45 7 5 29 0 InChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3/t13-,19+,20-/m0/s1 ZGLXUQQMLLIKAN-SVIJTADQSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2 NPC70940 Dexibuprofen (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid CHEMBL175 39912 C13H18O2 206.13 0.9491 2.67 5.342 2 1 37.3 8 1 15 1 InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1 HEFNNWSXXWATRW-JTQLQIEISA-N CC(Cc1ccc(cc1)[C@@H](C(=O)O)C)C NPC293692 D-Galactono-1,4-Lactone (3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one CHEMBL466882 97165 C6H10O6 178.05 -2.229 1.46 -1.632 6 4 107.22 6 1 12 0 InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m1/s1 SXZYCXMUPBBULW-AIHAYLRMSA-N OC[C@H]([C@@H]1OC(=O)[C@@H]([C@H]1O)O)O NPC273330 D-Glutamate (2R)-2-aminopentanedioic acid CHEMBL76232 23327 C5H9NO4 147.05 -1.6398 1.46 -3.349 5 3 100.62 7 0 10 0 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1 WHUUTDBJXJRKMK-GSVOUGTGSA-N OC(=O)CC[C@H](C(=O)O)N NPC18223 D-Histidine (2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid CHEMBL104875 71083;6971048 C6H9N3O2 155.07 -1.3116 1.57 -3.134 5 3 92 5 1 11 0 InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1 HNDVDQJCIGZPNO-RXMQYKEDSA-N N[C@@H](C(=O)O)Cc1cnc[nH]1 NPC38891 D-Hydroxyglutarate (2R)-2-hydroxypentanedioic acid CHEMBL1614745 439391 C5H8O5 148.04 -1.3502 1.46 -1.116 5 3 94.83 7 0 10 0 InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1 HWXBTNAVRSUOJR-GSVOUGTGSA-N OC(=O)CC[C@H](C(=O)O)O NPC156018 Diallyl Sulfide 3-prop-2-enylsulfanylprop-1-ene CHEMBL170458 11617 C6H10S 114.05 2.0288 2.01 2.011 0 0 25.3 4 0 7 0 InChI=1S/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2 UBJVUCKUDDKUJF-UHFFFAOYSA-N C=CCSCC=C NPC184203 Diallyldisulfide 3-(prop-2-enyldisulfanyl)prop-1-ene CHEMBL366603 16590 C6H10S2 146.02 2.6194 1.9 2.266 0 0 50.6 5 0 8 0 InChI=1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2 PFRGXCVKLLPLIP-UHFFFAOYSA-N C=CCSSCC=C NPC273758 Dibenzoylmethane 1,3-diphenylpropane-1,3-dione CHEMBL371523 8433 C15H12O2 224.08 -0.4928 2.89 5.723 2 0 34.14 4 2 17 1 InChI=1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2 NZZIMKJIVMHWJC-UHFFFAOYSA-N O=C(c1ccccc1)CC(=O)c1ccccc1 NPC119914 Dibromo(Chloro)Methane dibromo(chloro)methane CHEMBL157093 31296 CHBr2Cl 205.81 2.0248 1.24 2.75 0 0 0 3 0 4 0 InChI=1S/CHBr2Cl/c2-1(3)4/h1H GATVIKZLVQHOMN-UHFFFAOYSA-N ClC(Br)Br NPC102686 Dibromoacetic Acid 2,2-dibromoacetic acid CHEMBL449362 12433 C2H2Br2O2 215.84 1.3882 1.24 1.247 2 1 37.3 4 0 6 0 InChI=1S/C2H2Br2O2/c3-1(4)2(5)6/h1H,(H,5,6) SIEILFNCEFEENQ-UHFFFAOYSA-N BrC(C(=O)O)Br NPC10251 Dibutyl Phthalate dibutyl benzene-1,2-dicarboxylate CHEMBL272485 3026 C16H22O4 278.15 -1.2084 2.78 5.034 4 0 52.6 12 1 20 1 InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3 DOIRQSBPFJWKBE-UHFFFAOYSA-N CCCCOC(=O)c1ccccc1C(=O)OCCCC NPC16805 Dicentrine CHEMBL464748 101300 C20H21NO4 339.15 -0.0116 3.11 2.164 1 0 40.16 5 5 25 0 InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1 YJWBWQWUHVXPNC-AWEZNQCLSA-N COc1cc2c(cc1OC)C[C@H]1c3c2c2OCOc2cc3CCN1C NPC251144 Dicerandrol A CHEMBL460126 NA C34H34O14 666.19 -3.677 3.66 -0.54 10 6 226.58 17 6 48 1 InChI=1S/C34H34O14/c1-13-9-19(39)25-29(43)23-21(47-33(25,11-35)31(13)45-15(3)37)7-5-17(27(23)41)18-6-8-22-24(28(18)42)30(44)26-20(40)10-14(2)32(46-16(4)38)34(26,12-36)48-22/h5-8,13-14,31-32,35-36,39-42H,9-12H2,1-4H3/t13-,14-,31-,32-,33+,34+/m1/s1 LMADRJRTQXNOEP-FNCICBJWSA-N OC[C@@]12Oc3ccc(c(c3C(=O)C2=C(C[C@H]([C@H]1OC(=O)C)C)O)O)c1ccc2c(c1O)C(=O)C1=C(O)C[C@H]([C@H]([C@]1(O2)CO)OC(=O)C)C NPC241387 Dicerandrol B CHEMBL498888 NA C36H36O15 708.21 -3.2979 3.77 0.2 11 5 232.65 19 6 51 1 InChI=1S/C36H36O15/c1-14-10-21(41)27-31(45)25-23(50-35(27,12-37)33(14)48-17(4)39)8-6-19(29(25)43)20-7-9-24-26(30(20)44)32(46)28-22(42)11-15(2)34(49-18(5)40)36(28,51-24)13-47-16(3)38/h6-9,14-15,33-34,37,41-44H,10-13H2,1-5H3/t14-,15-,33-,34-,35+,36+/m1/s1 WRLHYRADHSNDLJ-NKSNWBLISA-N OC[C@@]12Oc3ccc(c(c3C(=O)C2=C(C[C@H]([C@H]1OC(=O)C)C)O)O)c1ccc2c(c1O)C(=O)C1=C(O)C[C@H]([C@H]([C@]1(O2)COC(=O)C)OC(=O)C)C NPC297195 Dicerandrol C CHEMBL507894 NA C38H38O16 750.22 -2.9188 3.88 0.94 12 4 238.72 21 6 54 2 InChI=1S/C38H38O16/c1-15-11-23(43)29-33(47)27-25(53-37(29,13-49-17(3)39)35(15)51-19(5)41)9-7-21(31(27)45)22-8-10-26-28(32(22)46)34(48)30-24(44)12-16(2)36(52-20(6)42)38(30,54-26)14-50-18(4)40/h7-10,15-16,35-36,43-46H,11-14H2,1-6H3/t15-,16-,35-,36-,37+,38+/m1/s1 LYWOIRXBEDUAPM-ACMZUNAXSA-N CC(=O)OC[C@@]12Oc3ccc(c(c3C(=O)C2=C(C[C@H]([C@H]1OC(=O)C)C)O)O)c1ccc2c(c1O)C(=O)C1=C(O)C[C@H]([C@H]([C@]1(O2)COC(=O)C)OC(=O)C)C NPC122894 Dichamanetin (2S)-5,7-dihydroxy-6,8-bis[(2-hydroxyphenyl)methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835968 181193 C29H24O6 468.16 -1.3623 3.99 5.633 1 4 107.22 9 5 35 1 InChI=1S/C29H24O6/c30-22-12-6-4-10-18(22)14-20-27(33)21(15-19-11-5-7-13-23(19)31)29-26(28(20)34)24(32)16-25(35-29)17-8-2-1-3-9-17/h1-13,25,30-31,33-34H,14-16H2/t25-/m0/s1 WBZSDBHJYZORRP-VWLOTQADSA-N Oc1ccccc1Cc1c(O)c(Cc2ccccc2O)c(c2c1O[C@@H](CC2=O)c1ccccc1)O NPC278758 Dichloroacetic Acid 2,2-dichloroacetic acid CHEMBL13960 6597 C2H2Cl2O2 127.94 0.9652 1.24 0.571 2 1 37.3 4 0 6 0 InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6) JXTHNDFMNIQAHM-UHFFFAOYSA-N ClC(C(=O)O)Cl NPC290971 Dichlorvos 2,2-dichloroethenyl dimethyl phosphate CHEMBL167911 3039 C4H7Cl2O4P 219.95 1.0332 1.13 1.207 4 0 54.57 8 0 11 0 InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3 OEBRKCOSUFCWJD-UHFFFAOYSA-N COP(=O)(OC=C(Cl)Cl)OC NPC23808 Dichotomin CHEMBL2071190 56924627 C57H94O26 1194.6 -7.7239 4.87 -0.124 26 15 404.98 38 10 83 3 InChI=1S/C57H94O26/c1-21(20-73-50-42(67)40(65)37(62)32(18-58)78-50)10-15-57(72)22(2)34-31(83-57)17-30-28-9-8-26-16-27(11-13-55(26,6)29(28)12-14-56(30,34)7)77-54-49(82-52-44(69)39(64)36(61)24(4)75-52)46(71)48(33(19-59)79-54)81-53-45(70)41(66)47(25(5)76-53)80-51-43(68)38(63)35(60)23(3)74-51/h8,21-25,27-54,58-72H,9-20H2,1-7H3/t21-,22+,23+,24+,25+,27+,28-,29+,30+,31+,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42-,43-,44-,45-,46+,47+,48-,49-,50-,51+,52+,53+,54-,55+,56+,57-/m1/s1 YHKROSUJLZTZDS-BZISHKIGSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@](O4)(O)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC89508 Dichotomine C methyl 1-[(1R)-1,2-dihydroxyethyl]-9H-pyrido[3,4-b]indole-3-carboxylate CHEMBL458036 11254673 C15H14N2O4 286.1 -1.3686 2.45 1.539 6 3 95.44 7 3 21 0 InChI=1S/C15H14N2O4/c1-21-15(20)11-6-9-8-4-2-3-5-10(8)16-13(9)14(17-11)12(19)7-18/h2-6,12,16,18-19H,7H2,1H3/t12-/m0/s1 WKUVQUIYZHZZFT-LBPRGKRZSA-N OC[C@@H](c1nc(cc2c1[nH]c1c2cccc1)C(=O)OC)O NPC120857 Dichrostachine A (4aR,8R,8aS)-8-[[(1R,3S,4aR,5R,8aS)-3-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077840 44557088 C36H42O9 618.28 -1.7682 4.43 3.436 6 4 150.59 13 6 45 0 InChI=1S/C36H42O9/c1-18-7-8-21-33(43)28(44-5)16-30(42)36(21,31-15-26(41)32-25(40)11-20(38)12-27(32)45-31)22(18)13-23-19(2)24(39)14-29-34(3,17-37)9-6-10-35(23,29)4/h7,11-12,15-16,21-24,29,37-40H,2,6,8-10,13-14,17H2,1,3-5H3/t21-,22+,23-,24-,29-,34-,35+,36-/m0/s1 DUHUEQDHHJOBJV-AOIUAGPTSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCC[C@@]2(C)CO)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC85047 Dichrostachine B (4aR,8R,8aS)-8-[[(1R,3S,4aS,7S,8aS)-3,7-dihydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077605 44557089 C36H42O9 618.28 -0.9002 4.43 3.327 6 4 150.59 13 6 45 0 InChI=1S/C36H42O9/c1-17-7-8-21-33(43)28(44-6)14-30(42)36(21,31-13-26(41)32-25(40)9-19(37)10-27(32)45-31)22(17)11-23-18(2)24(39)12-29-34(3,4)15-20(38)16-35(23,29)5/h7,9-10,13-14,20-24,29,37-40H,2,8,11-12,15-16H2,1,3-6H3/t20-,21-,22+,23-,24-,29-,35+,36-/m0/s1 DYFMUBBDBHDXDV-QUUXZHRUSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)C[C@@H](O)CC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC17274 Dichrostachine C (4aR,8R,8aS)-8-[[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077606 44557090 C36H42O8 602.29 -0.6775 4.54 5.412 5 3 130.36 12 6 44 1 InChI=1S/C36H42O8/c1-18-8-9-21-33(42)28(43-6)17-30(41)36(21,31-16-26(40)32-25(39)12-20(37)13-27(32)44-31)22(18)14-23-19(2)24(38)15-29-34(3,4)10-7-11-35(23,29)5/h8,12-13,16-17,21-24,29,37-39H,2,7,9-11,14-15H2,1,3-6H3/t21-,22+,23-,24-,29-,35+,36-/m0/s1 XRTOJGYRPZUDFW-LKXYNGSNSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCCC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC193698 Dichrostachine E (1R,4aR,5R,7S,8aR)-5-[[(1R,4aR,8aS)-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1H-naphthalen-1-yl]methyl]-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid CHEMBL1077608 44557152 C36H40O10 632.26 -1.5593 4.32 3.129 7 4 167.66 13 6 46 0 InChI=1S/C36H40O10/c1-17-7-8-20-32(42)27(45-5)16-29(41)36(20,30-15-25(40)31-24(39)11-19(37)12-26(31)46-30)21(17)13-22-18(2)23(38)14-28-34(22,3)9-6-10-35(28,4)33(43)44/h7,11-12,15-16,20-23,28,37-39H,2,6,8-10,13-14H2,1,3-5H3,(H,43,44)/t20-,21+,22-,23-,28+,34+,35+,36-/m0/s1 IFXOMNGVRBQEDH-SYSMSXLOSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC469393 Dichrostachine G (4aR,8R,8aS)-8-[[(1S,2R,3S,4aS,7S,8aS)-1,2,3,7-tetrahydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077622 46882801 C36H44O11 652.29 -2.3321 4.21 2.598 8 6 191.05 16 6 47 1 InChI=1S/C36H44O11/c1-17-7-8-20-31(43)25(46-6)12-28(42)36(20,29-11-23(40)30-22(39)9-18(37)10-24(30)47-29)21(17)16-35(45)33(4)15-19(38)14-32(2,3)26(33)13-27(41)34(35,5)44/h7,9-12,19-21,26-27,37-39,41,44-45H,8,13-16H2,1-6H3/t19-,20-,21+,26-,27-,33-,34+,35-,36-/m0/s1 CUTOXMFEWLGUMD-BJKXCROMSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@@]1(O)[C@](C)(O)[C@@H](O)C[C@@H]2[C@]1(C)C[C@@H](O)CC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC20734 Dichrostachine H (1R,4aR,5R,7S,8aR)-5-[[(1R,4aR,8aS)-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1H-naphthalen-1-yl]methyl]-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde CHEMBL1077623 44557215 C36H40O9 616.27 -1.5119 4.43 3.543 6 3 147.43 12 6 45 0 InChI=1S/C36H40O9/c1-18-7-8-21-33(43)28(44-5)16-30(42)36(21,31-15-26(41)32-25(40)11-20(38)12-27(32)45-31)22(18)13-23-19(2)24(39)14-29-34(3,17-37)9-6-10-35(23,29)4/h7,11-12,15-17,21-24,29,38-40H,2,6,8-10,13-14H2,1,3-5H3/t21-,22+,23-,24-,29-,34-,35+,36-/m0/s1 AXSSBKMBBDXDQZ-AOIUAGPTSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCC[C@@]2(C)C=O)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC61382 Dichrostachine L (4aR,8R,8aS)-8-[[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3-oxo-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077624 44557282 C36H40O8 600.27 -0.6514 4.54 5.469 5 2 127.2 11 6 44 1 InChI=1S/C36H40O8/c1-18-8-9-21-33(42)28(43-6)17-30(41)36(21,31-16-26(40)32-25(39)12-20(37)13-27(32)44-31)22(18)14-23-19(2)24(38)15-29-34(3,4)10-7-11-35(23,29)5/h8,12-13,16-17,21-23,29,37,39H,2,7,9-11,14-15H2,1,3-6H3/t21-,22+,23-,29-,35+,36-/m0/s1 LKPWVASVMKRNQW-VUXXZOQTSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)C(=O)C[C@@H]2[C@]1(C)CCCC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC103816 Dichrostachine M (4aR,8R,8aS)-8-[[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3-oxo-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-8a-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione CHEMBL1077625 44557283 C37H42O8 614.29 -0.2429 4.65 5.988 5 1 116.2 12 6 45 1 InChI=1S/C37H42O8/c1-19-9-10-22-34(42)29(44-7)18-31(41)37(22,32-17-27(40)33-26(39)13-21(43-6)14-28(33)45-32)23(19)15-24-20(2)25(38)16-30-35(3,4)11-8-12-36(24,30)5/h9,13-14,17-18,22-24,30,39H,2,8,10-12,15-16H2,1,3-7H3/t22-,23+,24-,30-,36+,37-/m0/s1 NWFRZQVUFDCHQD-CTGSLWKSSA-N COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@H]1C(=C)C(=O)C[C@@H]2[C@]1(C)CCCC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)OC NPC469394 Dichrostachine O 2-[(4R,4aS,8aR)-4-[[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8-hydroxy-7-methoxy-3-methyl-5-oxo-1,4,8,8a-tetrahydronaphthalen-4a-yl]-5,7-dihydroxychromen-4-one CHEMBL1077627 44557417 C36H44O8 604.3 -1.0858 4.54 5.356 5 4 133.52 13 6 44 1 InChI=1S/C36H44O8/c1-18-8-9-21-33(42)28(43-6)17-30(41)36(21,31-16-26(40)32-25(39)12-20(37)13-27(32)44-31)22(18)14-23-19(2)24(38)15-29-34(3,4)10-7-11-35(23,29)5/h8,12-13,16-17,21-24,29,33,37-39,42H,2,7,9-11,14-15H2,1,3-6H3/t21-,22+,23-,24-,29-,33?,35+,36-/m0/s1 LVNKBVBEDBVHKZ-NINURHNOSA-N COC1=CC(=O)[C@@]2([C@H](C1O)CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCCC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)O NPC469395 Dichrostachine P 2-[(4R,4aR,8aR)-4-[[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8-hydroxy-3-methyl-7-oxo-1,4,8,8a-tetrahydronaphthalen-4a-yl]-5,7-dihydroxychromen-4-one CHEMBL1077628 44557354 C35H42O7 574.29 -0.6939 4.54 5.878 4 4 124.29 11 6 42 1 InChI=1S/C35H42O7/c1-18-7-8-21-32(41)24(37)9-12-35(21,30-17-27(40)31-26(39)13-20(36)14-28(31)42-30)22(18)15-23-19(2)25(38)16-29-33(3,4)10-6-11-34(23,29)5/h7,9,12-14,17,21-23,25,29,32,36,38-39,41H,2,6,8,10-11,15-16H2,1,3-5H3/t21-,22+,23-,25-,29-,32?,34+,35-/m0/s1 NNBNXABSIDFNHX-BQAJGYTOSA-N Oc1cc(O)c2c(c1)oc(cc2=O)[C@@]12C=CC(=O)C([C@@H]1CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCCC2(C)C)C)O NPC469507 Dichrostachine R 6-[(E)-4-[(3S,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]but-2-en-2-yl]-1,4-dihydroxy-5,6-dihydrobenzo[c]xanthen-7-one CHEMBL1081669 46882098 C35H40O5 540.29 0.672 4.76 7.991 2 3 86.99 10 6 40 1 InChI=1S/C35H40O5/c1-19(11-12-24-20(2)27(38)18-29-34(3,4)15-8-16-35(24,29)5)22-17-23-25(36)13-14-26(37)30(23)33-31(22)32(39)21-9-6-7-10-28(21)40-33/h6-7,9-11,13-14,22,24,27,29,36-38H,2,8,12,15-18H2,1,3-5H3/b19-11+/t22?,24?,27-,29?,35+/m0/s1 AHTDOSQUZMXRQZ-UWZDIDAWSA-N C/C(=C\CC1C(=C)[C@@H](O)CC2[C@]1(C)CCCC2(C)C)/C1Cc2c(O)ccc(c2c2c1c(=O)c1c(o2)cccc1)O NPC137295 Dictamdiol A (1R,4R,6S,8aR)-1-(furan-3-yl)-4,6-dihydroxy-5,8a-dimethyl-4,6,7,8-tetrahydro-1H-isochromen-3-one CHEMBL404868 24799849 C15H18O5 278.12 -0.6585 2.56 -0.075 4 2 79.9 5 3 20 0 InChI=1S/C15H18O5/c1-8-10(16)3-5-15(2)11(8)12(17)14(18)20-13(15)9-4-6-19-7-9/h4,6-7,10,12-13,16-17H,3,5H2,1-2H3/t10-,12+,13-,15+/m0/s1 XWGNIHFUPLLNBR-QMPIGLIWSA-N O=C1O[C@@H](c2cocc2)[C@]2(C(=C(C)[C@H](CC2)O)[C@H]1O)C NPC269367 Dictamnine 4-methoxyfuro[2,3-b]quinoline CHEMBL22533 68085 C12H9NO2 199.06 -0.2059 2.45 2.723 1 0 35.26 2 3 15 0 InChI=1S/C12H9NO2/c1-14-11-8-4-2-3-5-10(8)13-12-9(11)6-7-15-12/h2-7H,1H3 WIONIXOBNMDJFJ-UHFFFAOYSA-N COc1c2ccccc2nc2c1cco2 NPC147168 Dictamnusine (1R,5S,6S,8aR)-1-(furan-3-yl)-4-hydroxy-5,8a-dimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7,8-tetrahydro-1H-isochromen-3-one CHEMBL402945 24799851 C21H28O10 440.17 -2.6641 2.67 0.119 9 5 159.05 11 4 31 0 InChI=1S/C21H28O10/c1-9-11(29-20-17(26)16(25)14(23)12(7-22)30-20)3-5-21(2)13(9)15(24)19(27)31-18(21)10-4-6-28-8-10/h4,6,8-9,11-12,14,16-18,20,22-26H,3,5,7H2,1-2H3/t9-,11+,12-,14-,16+,17-,18+,20-,21-/m1/s1 XAOOOVFRRCYNSK-GHYKFGOFSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C(=C(O)C(=O)O[C@H]3c3cocc3)[C@@H]2C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC229113 Dicumarol 4-hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one CHEMBL1466 54676038 C19H12O6 336.06 -0.3078 2.89 4.227 4 2 93.06 4 4 25 0 InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2 DOBMPNYZJYQDGZ-UHFFFAOYSA-N O=c1oc2ccccc2c(c1Cc1c(=O)oc2c(c1O)cccc2)O NPC51543 Didesmethylrocaglamide (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide CHEMBL583207 397614 C27H27NO7 477.18 -2.2075 3.55 5.481 4 4 121.46 12 5 35 1 InChI=1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1 RMNPQEWLGQURNX-PXIJUOARSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=N)O)O)c(OC)cc(c3)OC NPC66504 Didrovaltrate [(1S,4aS,6S,7R,7aS)-6-acetyloxy-1-(3-methylbutanoyloxy)spiro[4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate CHEMBL550227 65689 C22H32O8 424.21 0.1303 3 3.125 8 0 100.66 16 3 30 1 InChI=1S/C22H32O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h10,12-13,16-17,20-21H,6-9,11H2,1-5H3/t16-,17+,20-,21+,22-/m1/s1 PHHROXLDZHUIGO-PNBTUHDLSA-N CC(CC(=O)OCC1=CO[C@H]([C@H]2[C@@H]1C[C@@H]([C@@]12CO1)OC(=O)C)OC(=O)CC(C)C)C NPC274588 Didrovaltrate Acetoxy Hydrin [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate CHEMBL560620 12821895 C24H36O10 484.23 -0.2571 3 2.847 10 1 134.66 21 2 34 1 InChI=1S/C24H36O10/c1-13(2)7-20(27)30-10-17-11-31-23(34-21(28)8-14(3)4)22-18(17)9-19(33-16(6)26)24(22,29)12-32-15(5)25/h11,13-14,18-19,22-23,29H,7-10,12H2,1-6H3/t18-,19+,22-,23+,24-/m1/s1 ZQPPJHUOJWNFMW-GLUARIRHSA-N CC(CC(=O)OCC1=CO[C@H]([C@H]2[C@@H]1C[C@@H]([C@]2(O)COC(=O)C)OC(=O)C)OC(=O)CC(C)C)C NPC26244 Dienestrol 4-[(2E,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol CHEMBL1018 667476 C18H18O2 266.13 0.5028 3.22 6.088 0 2 40.46 7 2 20 1 InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3+,18-4+ NFDFQCUYFHCNBW-SCGPFSFSSA-N C/C=C(/C(=C/C)/c1ccc(cc1)O)\c1ccc(cc1)O NPC191310 Diethyl 2,6-Dimethyl-4-Phenylpyridine-3,5-Dicarboxylate diethyl 2,6-dimethyl-4-phenylpyridine-3,5-dicarboxylate CHEMBL1583690 629929 C19H21NO4 327.15 1.4022 3 5.586 5 0 65.49 11 2 24 1 InChI=1S/C19H21NO4/c1-5-23-18(21)15-12(3)20-13(4)16(19(22)24-6-2)17(15)14-10-8-7-9-11-14/h7-11H,5-6H2,1-4H3 VQDKSJMDSZZJER-UHFFFAOYSA-N CCOC(=O)c1c(C)nc(c(c1c1ccccc1)C(=O)OCC)C NPC2419 Diethyl Carbonate diethyl carbonate CHEMBL1533495 7766 C5H10O3 118.06 1.1651 1.68 1.258 3 0 35.53 6 0 8 0 InChI=1S/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3 OIFBSDVPJOWBCH-UHFFFAOYSA-N CCOC(=O)OCC NPC119271 Diethyl Phthalate diethyl benzene-1,2-dicarboxylate CHEMBL388558 6781 C12H14O4 222.09 0.5232 2.34 3.18 4 0 52.6 8 1 16 0 InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3 FLKPEMZONWLCSK-UHFFFAOYSA-N CCOC(=O)c1ccccc1C(=O)OCC NPC233267 Diffractaic Acid 4-(2,4-dimethoxy-3,6-dimethylbenzoyl)oxy-2-hydroxy-3,6-dimethylbenzoic acid CHEMBL367741 94870 C20H22O7 374.14 1.6732 2.89 3.925 3 2 102.29 14 2 27 0 InChI=1S/C20H22O7/c1-9-8-14(11(3)17(21)15(9)19(22)23)27-20(24)16-10(2)7-13(25-5)12(4)18(16)26-6/h7-8,21H,1-6H3,(H,22,23) MIJKZXWOOXIEEU-UHFFFAOYSA-N COc1cc(C)c(c(c1C)OC)C(=O)Oc1cc(C)c(c(c1C)O)C(=O)O NPC134975 Digallic Acid 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid CHEMBL366356 341 C14H10O9 322.03 -2.6324 2.01 0.395 3 6 164.75 10 2 23 1 InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21) COVFEVWNJUOYRL-UHFFFAOYSA-N O=C(c1cc(O)c(c(c1)O)O)Oc1cc(cc(c1O)O)C(=O)O NPC295110 Digitoxigenin 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL1453 4369270 C23H34O4 374.25 -0.0325 3.55 3.685 4 2 66.76 5 5 27 0 InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1 XZTUSOXSLKTKJQ-CESUGQOBSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC474908 Digitoxigenin 3-O-[O-Beta-Glucopyranosyl-(1->6)-O-Beta-Glucopyranosyl-(1->4)-3-O-Acetyl-Beta-Digitoxopyranoside] [(2R,3R,4R,6R)-6-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-4-yl] acetate CHEMBL487262 44566914 C43H66O18 870.42 -4.1714 4.21 1.547 18 8 269.82 23 8 61 3 InChI=1S/C43H66O18/c1-19-38(61-40-37(52)35(50)33(48)29(60-40)18-55-39-36(51)34(49)32(47)28(16-44)59-39)27(57-20(2)45)15-31(56-19)58-23-7-10-41(3)22(14-23)5-6-26-25(41)8-11-42(4)24(9-12-43(26,42)53)21-13-30(46)54-17-21/h13,19,22-29,31-40,44,47-53H,5-12,14-18H2,1-4H3/t19-,22-,23+,24-,25+,26-,27-,28-,29-,31+,32-,33-,34+,35+,36-,37-,38-,39-,40+,41+,42-,43+/m1/s1 QMFIJGFTYUHBOS-ABSSGRENSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@@H]3[C@@H](C)O[C@H](C[C@H]3OC(=O)C)O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC474423 Digitoxigenin 3-O-[O-Beta-Glucopyranosyl-(1->6)-O-Beta-Glucopyranosyl-(1->4)-O-Beta-Digitalopyranosyl-(1->4)-Beta-Cymaropyranoside] 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL467975 44566915 C49H78O21 1002.5 -4.9804 4.54 0.582 21 9 300.67 28 9 70 3 InChI=1S/C49H78O21/c1-21-41(69-46-40(58)43(61-6)42(22(2)65-46)70-45-39(57)37(55)35(53)31(68-45)20-63-44-38(56)36(54)34(52)30(18-50)67-44)29(60-5)17-33(64-21)66-25-9-12-47(3)24(16-25)7-8-28-27(47)10-13-48(4)26(11-14-49(28,48)59)23-15-32(51)62-19-23/h15,21-22,24-31,33-46,50,52-59H,7-14,16-20H2,1-6H3/t21-,22-,24-,25+,26-,27+,28-,29-,30-,31-,33+,34-,35-,36+,37+,38-,39-,40-,41-,42-,43-,44-,45+,46+,47+,48-,49+/m1/s1 SGNSJSCRNZVJBP-LHEWADCBSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C NPC30483 Digitoxigenin Gentiobioside 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL499216 11479526 C35H54O14 698.35 -3.5263 3.77 1.04 14 8 225.06 17 7 49 2 InChI=1S/C35H54O14/c1-33-8-5-18(47-32-30(43)28(41)26(39)23(49-32)15-46-31-29(42)27(40)25(38)22(13-36)48-31)12-17(33)3-4-21-20(33)6-9-34(2)19(7-10-35(21,34)44)16-11-24(37)45-14-16/h11,17-23,25-32,36,38-44H,3-10,12-15H2,1-2H3/t17-,18+,19-,20+,21-,22-,23-,25-,26-,27+,28+,29-,30-,31-,32-,33+,34-,35+/m1/s1 COIUWGNHAYDCDZ-NCZJMCBLSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC292467 Digitoxigenin Sophoroside 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL503155 14540496 C35H54O14 698.35 -3.5263 3.77 1.04 14 8 225.06 17 7 49 2 InChI=1S/C35H54O14/c1-33-8-5-18(46-32-30(28(42)26(40)23(14-37)48-32)49-31-29(43)27(41)25(39)22(13-36)47-31)12-17(33)3-4-21-20(33)6-9-34(2)19(7-10-35(21,34)44)16-11-24(38)45-15-16/h11,17-23,25-32,36-37,39-44H,3-10,12-15H2,1-2H3/t17-,18+,19-,20+,21-,22-,23-,25-,26-,27+,28+,29-,30-,31+,32-,33+,34-,35+/m1/s1 RIPMDUQTRRLJTE-GNZBWACPSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC475590 Digitoxigenin3-O-[O-Beta-D-Glucopyranosyl-(1->6)-O-Beta-D-Glucopyranosyl-(1->4)-Beta-D-Digitoxopyranoside] 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL508792 44566919 C41H64O17 828.41 -4.5505 4.1 0.807 17 9 263.75 21 8 58 2 InChI=1S/C41H64O17/c1-18-36(58-38-35(50)33(48)31(46)27(57-38)17-53-37-34(49)32(47)30(45)26(15-42)56-37)25(43)14-29(54-18)55-21-6-9-39(2)20(13-21)4-5-24-23(39)7-10-40(3)22(8-11-41(24,40)51)19-12-28(44)52-16-19/h12,18,20-27,29-38,42-43,45-51H,4-11,13-17H2,1-3H3/t18-,20-,21+,22-,23+,24-,25-,26-,27-,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41+/m1/s1 NQKAYUABNWNCPK-LCAOPRJFSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3[C@H](O)C[C@@H](O[C@@H]3C)O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC[C@]4([C@]3(O)CC[C@@H]4C3=CC(=O)OC3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC72260 Digitoxin 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL254219 441207 C41H64O13 764.43 -3.1051 4.54 3.415 13 5 182.83 17 8 54 1 InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1 WDJUZGPOPHTGOT-XUDUSOBPSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)O NPC189588 Digoxigenin 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL1153 15478 C23H34O5 390.24 -0.6056 3.44 2.444 5 3 86.99 6 5 28 0 InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17-,18+,19-,21+,22+,23+/m1/s1 SHIBSTMRCDJXLN-KCZCNTNESA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC173555 Digoxin 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL1751 2724385 C41H64O14 780.43 -3.6782 4.43 2.174 14 6 203.06 18 8 55 2 InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1 LTMHDMANZUZIPE-PUGKRICDSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)[C@H](O)C[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)O NPC154245 Dihomo-Gamma-Linolenic Acid (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid CHEMBL465183 5280581 C20H34O2 306.26 -0.1303 3.44 8.676 2 1 37.3 17 0 22 2 InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- HOBAELRKJCKHQD-QNEBEIHSSA-N CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O NPC222084 Dihydrocaffeic Acid 3-(3,4-dihydroxyphenyl)propanoic acid CHEMBL136927 348154 C9H10O4 182.06 -1.0632 2.01 0.886 2 3 77.76 6 1 13 0 InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13) DZAUWHJDUNRCTF-UHFFFAOYSA-N OC(=O)CCc1ccc(c(c1)O)O NPC218530 Dihydrocapsaicin N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide CHEMBL311158 107982 C18H29NO3 307.21 -1.095 3 5.171 2 2 62.05 15 1 22 1 InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21) XJQPQKLURWNAAH-UHFFFAOYSA-N COc1cc(CN=C(CCCCCCC(C)C)O)ccc1O NPC243305 Dihydrocelastrol (2R,4aS,6aS,6aS,14aS,14bR)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,8,13,14,14b-octahydro-1H-picene-2-carboxylic acid CHEMBL1092797 10411574 C29H40O4 452.29 2.0007 4.21 7.878 2 3 77.76 10 5 33 1 InChI=1S/C29H40O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h8,15,22,30-31H,7,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1 WZAUFGYINZYCKH-JJWQIEBTSA-N Oc1cc2c(c(c1O)C)CC=C1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C NPC179704 Dihydrochelerythrine 1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine CHEMBL400359 485077 C21H19NO4 349.13 -0.2792 3.22 3.232 1 0 40.16 5 5 26 0 InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3 ALZAZMCIBRHMFF-UHFFFAOYSA-N COc1c(OC)ccc2c1CN(C)c1c2ccc2c1cc1OCOc1c2 NPC143895 Dihydroclusin Diacetate [(2R,3R)-3-(acetyloxymethyl)-2-(1,3-benzodioxol-5-ylmethyl)-4-(3,4,5-trimethoxyphenyl)butyl] acetate CHEMBL3582088 21600064 C26H32O9 488.2 -0.5671 3.33 3.709 4 0 98.75 19 3 35 1 InChI=1S/C26H32O9/c1-16(27)32-13-20(8-18-6-7-22-23(10-18)35-15-34-22)21(14-33-17(2)28)9-19-11-24(29-3)26(31-5)25(12-19)30-4/h6-7,10-12,20-21H,8-9,13-15H2,1-5H3/t20-,21-/m0/s1 PGLVKIQODAEYPR-SFTDATJTSA-N COc1cc(C[C@H]([C@@H](Cc2ccc3c(c2)OCO3)COC(=O)C)COC(=O)C)cc(c1OC)OC NPC40352 Dihydrocubebin (2R,3R)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butane-1,4-diol CHEMBL486597 193042 C20H22O6 358.14 -1.4726 3 2.6 2 2 77.38 9 4 26 0 InChI=1S/C20H22O6/c21-9-15(5-13-1-3-17-19(7-13)25-11-23-17)16(10-22)6-14-2-4-18-20(8-14)26-12-24-18/h1-4,7-8,15-16,21-22H,5-6,9-12H2/t15-,16-/m0/s1 JKCVMTYNARDGET-HOTGVXAUSA-N OC[C@@H]([C@@H](Cc1ccc2c(c1)OCO2)CO)Cc1ccc2c(c1)OCO2 NPC263367 Dihydrodehydrodiconifery Alcohol 4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL261907 384679 C20H24O6 360.16 -2.1975 3 1.511 2 3 88.38 12 3 26 0 InChI=1S/C20H24O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19+/m0/s1 SBLZVJIHPWRSQQ-HNAYVOBHSA-N OCCCc1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1ccc(c(c1)OC)O NPC29799 Dihydrodehydrodiconiferyl Alcohol 4-[(2R,3S)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol CHEMBL253590 5274623 C20H24O6 360.16 -2.1975 3 1.511 2 3 88.38 12 3 26 0 InChI=1S/C20H24O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19+/m1/s1 SBLZVJIHPWRSQQ-BEFAXECRSA-N OCCCc1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1ccc(c(c1)OC)O NPC473628 Dihydrodiscorhabdin C CHEMBL447553 5387734 C18H15Br2N3O2 462.95 -0.1141 2.67 2.21 5 3 77.48 3 5 25 0 InChI=1S/C18H15Br2N3O2/c19-9-5-18(6-10(20)16(9)24)2-4-22-15-12(18)13-11-8(1-3-21-13)7-23-14(11)17(15)25/h5-7,16,22-24H,1-4H2 PYSBSZHLMZJQFU-UHFFFAOYSA-N BrC1=CC2(CCNC3=C2C2=NCCc4c2c(C3=O)[nH]c4)C=C(C1O)Br NPC165133 Dihydroguaiaretic Acid 4-[4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL1976696 161924 C20H26O4 330.18 -0.115 3.22 5.238 0 2 58.92 13 2 24 1 InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3 ADFOLUXMYYCTRR-UHFFFAOYSA-N COc1cc(ccc1O)CC(C(Cc1ccc(c(c1)OC)O)C)C NPC319589 Dihydrojasmonic Acid, Methyl Ester methyl 2-(3-oxo-2-pentylcyclopentyl)acetate CHEMBL1530328 102861 C13H22O3 226.16 -0.9353 2.56 2.655 3 0 43.37 9 1 16 0 InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3 KVWWIYGFBYDJQC-UHFFFAOYSA-N CCCCCC1C(CCC1=O)CC(=O)OC NPC268572 Dihydro-N-Caffeoyltyramine 3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide CHEMBL208465 16119668 C17H19NO4 301.13 -1.3223 2.78 2.764 2 4 93.28 10 2 22 0 InChI=1S/C17H19NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-3,5-7,11,19-21H,4,8-10H2,(H,18,22) RIYORZPRGANLCW-UHFFFAOYSA-N Oc1ccc(cc1)CCN=C(CCc1ccc(c(c1)O)O)O NPC302310 Dihydrooenanthotoxin (8E,10E,14R)-heptadeca-8,10-dien-4,6-diyne-1,14-diol CHEMBL570308 44138864 C17H24O2 260.18 0.3743 3.11 3.917 2 2 40.46 11 0 19 0 InChI=1S/C17H24O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,17-19H,2,11-16H2,1H3/b6-4+,10-8+/t17-/m1/s1 SZYKBBPFQKNSPD-NNRSTCLESA-N CCC[C@H](CC/C=C/C=C/C#CC#CCCCO)O NPC255106 Dihydrooroxylin A (2S)-5,7-dihydroxy-6-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL253465 177032 C16H14O5 286.08 -1.4059 2.67 2.049 1 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-6,8,12,18-19H,7H2,1H3/t12-/m0/s1 QUAPPCXFYKSDSV-LBPRGKRZSA-N COc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccccc1 NPC268032 Dihydropiceatannol 4-[2-(3,5-dihydroxyphenyl)ethyl]benzene-1,2-diol CHEMBL329520 152444 C14H14O4 246.09 -1.7164 2.56 2.475 0 4 80.92 7 2 18 0 InChI=1S/C14H14O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h3-8,15-18H,1-2H2 KTLRRKBJXAJHJD-UHFFFAOYSA-N Oc1cc(CCc2ccc(c(c2)O)O)cc(c1)O NPC100340 Dihydropinosylvin 5-(2-phenylethyl)benzene-1,3-diol CHEMBL228120 442700 C14H14O2 214.1 -0.7958 2.78 5.238 0 2 40.46 5 2 16 1 InChI=1S/C14H14O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-5,8-10,15-16H,6-7H2 LDBYHULIXFIJAZ-UHFFFAOYSA-N Oc1cc(CCc2ccccc2)cc(c1)O NPC474933 Dihydropterostilbene 4-[2-(3,5-dimethoxyphenyl)ethyl]phenol CHEMBL488414 146634 C16H18O3 258.13 -0.4391 2.89 4.258 0 1 38.69 8 2 19 0 InChI=1S/C16H18O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h5-11,17H,3-4H2,1-2H3 WOOTZIKTRHIJPN-UHFFFAOYSA-N COc1cc(CCc2ccc(cc2)O)cc(c1)OC NPC30506 Dihydroresveratrol 5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol CHEMBL111234 185914 C14H14O3 230.09 -1.2561 2.67 3.22 0 3 60.69 6 2 17 0 InChI=1S/C14H14O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-9,15-17H,1-2H2 HITJFUSPLYBJPE-UHFFFAOYSA-N Oc1ccc(cc1)CCc1cc(O)cc(c1)O NPC474962 Dihydroschizandronic Acid CHEMBL490332 21626062 C30H48O3 456.36 2.0781 4.43 10.082 3 1 54.37 13 5 33 1 InChI=1S/C30H48O3/c1-19(8-7-9-20(2)25(32)33)21-12-14-28(6)23-11-10-22-26(3,4)24(31)13-15-29(22)18-30(23,29)17-16-27(21,28)5/h19-23H,7-18H2,1-6H3,(H,32,33)/t19-,20?,21-,22+,23+,27-,28+,29-,30+/m1/s1 IIUXRYBFJIQPEV-KABYOLABSA-N OC(=O)C(CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C)C)C NPC988 Dihydrotanshinone I (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL227075 11425923 C18H14O3 278.09 -0.0693 3.11 4.453 3 0 43.37 2 4 21 0 InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-7,10H,8H2,1-2H3/t10-/m0/s1 HARGZZNYNSYSGJ-JTQLQIEISA-N C[C@H]1COC2=C1C(=O)C(=O)c1c2ccc2c1cccc2C NPC475990 Dihydrousambarensine CHEMBL520569 C29H32N4 436.26 -0.8659 4.21 4.996 4 2 43.42 3 7 33 0 InChI=1S/C29H32N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h2-10,19,23,27,29,31-32H,11-17H2,1H3/b18-2+/t19-,23?,27-,29?/m0/s1 JBQRORTXNDQJOM-AGDKNOKHSA-N C/C=C/1\CN2CCC3C([C@@H]2C[C@@H]1CC1=NCCc2c1[nH]c1c2cccc1)Nc1c3cccc1 NPC13575 Dihydroxanthohumol 1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one CHEMBL510279 10450920 C21H24O5 356.16 0.2781 3.22 3.538 1 3 86.99 13 2 26 0 InChI=1S/C21H24O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-6,8-9,12,22,24-25H,7,10-11H2,1-3H3 SVTCZHIDEDUTBH-UHFFFAOYSA-N COc1cc(O)c(c(c1C(=O)CCc1ccc(cc1)O)O)CC=C(C)C NPC300238 Dimedazol 5,6-dimethyl-1H-benzimidazole CHEMBL351132 675 C9H10N2 146.08 0.8636 2.23 2.339 2 1 28.68 2 2 11 0 InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11) LJUQGASMPRMWIW-UHFFFAOYSA-N Cc1cc2[nH]cnc2cc1C NPC134047 Dimethyl Lithospermate methyl (2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylate CHEMBL2048505 70688393 C29H26O12 566.14 -2.453 3.33 2.519 6 5 189.28 18 4 41 1 InChI=1S/C29H26O12/c1-38-28(36)22(12-14-3-7-17(30)20(33)11-14)40-23(35)10-6-15-4-9-19(32)27-24(15)25(29(37)39-2)26(41-27)16-5-8-18(31)21(34)13-16/h3-11,13,22,25-26,30-34H,12H2,1-2H3/b10-6+/t22-,25+,26-/m1/s1 YAXTXMBBIHBGPZ-ZBBBDWFHSA-N COC(=O)[C@@H](Cc1ccc(c(c1)O)O)OC(=O)/C=C/c1ccc(c2c1[C@H](C(=O)OC)[C@H](O2)c1ccc(c(c1)O)O)O NPC180423 Dimethyl Succinate dimethyl butanedioate CHEMBL556489 7820 C6H10O4 146.06 0.092 1.68 -0.068 4 0 52.6 7 0 10 0 InChI=1S/C6H10O4/c1-9-5(7)3-4-6(8)10-2/h3-4H2,1-2H3 MUXOBHXGJLMRAB-UHFFFAOYSA-N COC(=O)CCC(=O)OC NPC29771 Dimethylacrylshikonin [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate CHEMBL267024 479499 C21H22O6 370.14 1.8371 3.11 2.047 4 2 100.9 12 2 27 0 InChI=1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m1/s1 BATBOVZTQBLKIL-QGZVFWFLSA-N CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C=C(C)C)C NPC280001 Dimethylcurcumin (1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one CHEMBL128748 6477182 C23H24O6 396.16 0.1559 3.33 3.993 2 1 74.22 14 2 29 0 InChI=1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3/b9-5+,10-6+,18-15- ZMGUKFHHNQMKJI-CIOHCNBKSA-N COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)OC)/O)ccc1OC NPC245094 Dinoxin B (2R)-2-[(1R)-2-hydroxy-1-[(8S,9S,10R,12R,13S,14S,17R)-12-hydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one CHEMBL1689424 51041991 C34H48O11 632.32 -1.1663 3.99 1.504 11 6 183.21 16 6 45 2 InChI=1S/C34H48O11/c1-16-11-24(44-31(42)20(16)15-43-32-30(41)29(40)28(39)25(14-36)45-32)19(13-35)22-10-9-21-18-8-7-17-5-4-6-26(37)33(17,2)23(18)12-27(38)34(21,22)3/h4,6-7,18-19,21-25,27-30,32,35-36,38-41H,5,8-15H2,1-3H3/t18-,19-,21-,22+,23-,24+,25+,27+,28+,29-,30+,32+,33-,34-/m0/s1 LZMUHRZRHBVVTP-MHEOYVQJSA-N OC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)[C@H](O)C[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2)[C@H]1CC(=C(C(=O)O1)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C NPC470887 Di-O-Acetylendiandrin A [4-[(1R,2R,3S,4S)-2-(4-acetyloxy-3-methoxyphenyl)-3,4-dimethylcyclobutyl]-2-methoxyphenyl] acetate CHEMBL228655 16756781 C24H28O6 412.19 -0.261 3.44 6.256 2 0 71.06 14 3 30 1 InChI=1S/C24H28O6/c1-13-14(2)24(18-8-10-20(30-16(4)26)22(12-18)28-6)23(13)17-7-9-19(29-15(3)25)21(11-17)27-5/h7-14,23-24H,1-6H3/t13-,14-,23-,24-/m0/s1 VOWJIFKFNBEVKN-NHCASCSRSA-N COc1cc(ccc1OC(=O)C)[C@@H]1[C@@H](C)[C@@H]([C@H]1c1ccc(c(c1)OC)OC(=O)C)C NPC474350 Di-O-Acetylmangostin [6-acetyloxy-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9-oxoxanthen-3-yl] acetate CHEMBL465553 44566652 C28H30O8 494.19 2.6624 3.66 4.59 3 1 108.36 17 3 36 0 InChI=1S/C28H30O8/c1-14(2)8-10-18-20(34-16(5)29)12-22-25(26(18)31)27(32)24-19(11-9-15(3)4)28(33-7)23(35-17(6)30)13-21(24)36-22/h8-9,12-13,31H,10-11H2,1-7H3 WBVGQHDFFNOEEI-UHFFFAOYSA-N COc1c(OC(=O)C)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)OC(=O)C NPC93084 Dioctyl Benzene-1,2-Dicarboxylate dioctyl benzene-1,2-dicarboxylate CHEMBL1409747 8346 C24H38O4 390.28 -3.5124 3.66 9.586 4 0 52.6 20 1 28 2 InChI=1S/C24H38O4/c1-3-5-7-9-11-15-19-27-23(25)21-17-13-14-18-22(21)24(26)28-20-16-12-10-8-6-4-2/h13-14,17-18H,3-12,15-16,19-20H2,1-2H3 MQIUGAXCHLFZKX-UHFFFAOYSA-N CCCCCCCCOC(=O)c1ccccc1C(=O)OCCCCCCCC NPC141481 Diolein [(2S)-3-hydroxy-2-[(E)-octadec-9-enoyl]oxypropyl] (E)-octadec-9-enoate CHEMBL57517 6505653 C39H72O5 620.54 -4.8755 5.2 16.144 5 1 72.83 39 0 44 2 InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18+/t37-/m0/s1 AFSHUZFNMVJNKX-BIJVAZSDSA-N CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)CO NPC473264 Di-O-Methylendiandrin A 4-[(1R,2R,3S,4S)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene CHEMBL388363 16756782 C22H28O4 356.2 -0.2022 3.44 5.814 0 0 36.92 12 3 26 1 InChI=1S/C22H28O4/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21-,22-/m0/s1 IOTXFXWARGNLEJ-WJWAULOUSA-N COc1cc(ccc1OC)[C@@H]1[C@@H](C)[C@@H]([C@H]1c1ccc(c(c1)OC)OC)C NPC216929 Di-O-Methyltetrahydrofuriguaiacin B (2S,3R,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL3104952 21722900 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21+,22- JLJAVUZBHSLLJL-ZYKUOIRYSA-N COc1cc(ccc1OC)[C@@H]1O[C@@H]([C@@H]([C@@H]1C)C)c1ccc(c(c1)OC)OC NPC46190 Dioscin CHEMBL507001 119245 C45H72O16 868.48 -3.9636 4.65 2.836 16 8 235.68 21 9 61 2 InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1 VNONINPVFQTJOC-ZGXDEBHDSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC52005 Diosmetin 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one CHEMBL90568 5281612 C16H12O6 300.06 -1.9363 2.56 1.123 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3 MBNGWHIJMBWFHU-UHFFFAOYSA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(cc2O)O NPC209296 Diosmin 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL231884 5281613 C28H32O15 608.17 -4.9301 2.89 -0.819 10 8 234.29 17 5 43 1 InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 GZSOSUNBTXMUFQ-YFAPSIMESA-N COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC252307 Diosniponol B (2S,4S,6S)-2-(4-hydroxy-3-methoxyphenyl)-6-[2-(4-hydroxy-3-methoxyphenyl)ethyl]oxan-4-ol CHEMBL2398581 71680770 C21H26O6 374.17 -2.5914 3.11 2.38 2 3 88.38 11 3 27 0 InChI=1S/C21H26O6/c1-25-20-9-13(4-7-17(20)23)3-6-16-11-15(22)12-19(27-16)14-5-8-18(24)21(10-14)26-2/h4-5,7-10,15-16,19,22-24H,3,6,11-12H2,1-2H3/t15-,16-,19-/m0/s1 JVJOETZYMWSWLO-BXWFABGCSA-N COc1cc(CC[C@H]2C[C@H](O)C[C@H](O2)c2ccc(c(c2)OC)O)ccc1O NPC200745 Diphenylacetylene 2-phenylethynylbenzene CHEMBL223309 10390 C14H10 178.08 0.5904 3 7.952 0 0 0 0 2 14 1 InChI=1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H JRXXLCKWQFKACW-UHFFFAOYSA-N c1ccc(cc1)C#Cc1ccccc1 NPC229477 Diphenylamine N-phenylaniline CHEMBL38688 11487 C12H11N 169.09 -0.4204 2.67 4.91 1 1 12.03 2 2 13 0 InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H DMBHHRLKUKUOEG-UHFFFAOYSA-N c1ccc(cc1)Nc1ccccc1 NPC473206 Diphenyleneiodonium CHEMBL365739 3101 C12H8I 278.97 0 2.67 5.4 0 0 0 0 3 13 1 InChI=1S/C12H8I/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H/q+1 QFXKXRXFBRLLPQ-UHFFFAOYSA-N c1ccc2c(c1)[I+]c1c2cccc1 NPC125306 Diphenylether phenoxybenzene CHEMBL38934 7583 C12H10O 170.07 -0.1541 2.67 5.106 0 0 9.23 2 2 13 1 InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H USIUVYZYUHIAEV-UHFFFAOYSA-N c1ccc(cc1)Oc1ccccc1 NPC22130 Diphyllin 9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one CHEMBL221190 100492 C21H16O7 380.09 -0.9461 3 2.017 2 1 83.45 6 5 28 0 InChI=1S/C21H16O7/c1-24-15-6-11-12(7-16(15)25-2)20(22)13-8-26-21(23)19(13)18(11)10-3-4-14-17(5-10)28-9-27-14/h3-7,22H,8-9H2,1-2H3 VMEJANRODATDOF-UHFFFAOYSA-N COc1cc2c(c3ccc4c(c3)OCO4)c3C(=O)OCc3c(c2cc1OC)O NPC195675 Diploicin 2,4,8,10-tetrachloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one CHEMBL1079645 68244 C16H10Cl4O5 421.93 3.5039 2.23 3.533 1 1 64.99 9 3 25 0 InChI=1S/C16H10Cl4O5/c1-4-6-13(9(19)11(21)7(4)17)24-12-5(2)8(18)14(23-3)10(20)15(12)25-16(6)22/h21H,1-3H3 AXZCNBVMHHTPKA-UHFFFAOYSA-N COc1c(Cl)c2OC(=O)c3c(Oc2c(c1Cl)C)c(Cl)c(c(c3C)Cl)O NPC265511 Diplotrin B 2-(3-hydroxy-4-methoxyphenyl)-3,7,8-trimethoxychromen-4-one CHEMBL1910868 54669843 C19H18O7 358.11 -1.5112 2.78 2.401 2 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-13-7-5-10(9-12(13)20)16-19(25-4)15(21)11-6-8-14(23-2)18(24-3)17(11)26-16/h5-9,20H,1-4H3 CKCKGXKRQSDPEV-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2c(OC)c(OC)ccc2c(=O)c1OC NPC135488 Dipyrithione 1-oxido-2-[(1-oxidopyridin-1-ium-2-yl)disulfanyl]pyridin-1-ium CHEMBL549473 3109 C10H8N2O2S2 252 1.1346 1.9 2.152 0 0 101.52 3 2 16 0 InChI=1S/C10H8N2O2S2/c13-11-7-3-1-5-9(11)15-16-10-6-2-4-8-12(10)14/h1-8H ZHDBTKPXEJDTTQ-UHFFFAOYSA-N O=n1ccccc1SSc1ccccn1=O NPC234403 Discorhabdin C CHEMBL509849 5387726 C18H13Br2N3O2 460.94 0.1328 2.67 3 5 2 74.32 2 5 25 0 InChI=1S/C18H13Br2N3O2/c19-9-5-18(6-10(20)16(9)24)2-4-22-15-12(18)13-11-8(1-3-21-13)7-23-14(11)17(15)25/h5-7,22-23H,1-4H2 IWHQWCUADMOONN-UHFFFAOYSA-N O=C1C(=CC2(C=C1Br)CCNC1=C2C2=NCCc3c2c(C1=O)[nH]c3)Br NPC221726 Discorhabdine A CHEMBL488771 5748836 C18H14BrN3O2S 415 -0.0921 2.67 1.988 5 2 99.62 1 6 25 0 InChI=1S/C18H14BrN3O2S/c19-8-4-18-5-11(25-10(18)3-9(8)23)22-16-13(18)14-12-7(1-2-20-14)6-21-15(12)17(16)24/h4,6,10-11,21-22H,1-3,5H2/t10-,11+,18+/m1/s1 IMRWMDAHKYBDMQ-DDBGAENHSA-N O=C1C[C@H]2S[C@H]3C[C@]2(C=C1Br)C1=C(N3)C(=O)c2c3C1=NCCc3c[nH]2 NPC37272 Discretine N-Oxide (13aS)-2,10,11-trimethoxy-7-oxido-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-3-ol CHEMBL456615 25147610 C20H23NO5 357.16 3 4 1 64.99 7 4 26 0 InChI=1S/C20H23NO5/c1-24-18-10-15-12(7-17(18)22)4-5-21(23)11-14-9-20(26-3)19(25-2)8-13(14)6-16(15)21/h7-10,16,22H,4-6,11H2,1-3H3/t16-,21?/m0/s1 VVJSPQNTUBTZOK-BJQOMGFOSA-N COc1cc2C[C@H]3c4cc(OC)c(cc4CCN3(=O)Cc2cc1OC)O NPC242419 Disogenin CHEMBL412437 99474 C27H42O3 414.31 0.2771 4.1 6.041 3 1 38.69 5 6 30 1 InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 WQLVFSAGQJTQCK-VKROHFNGSA-N C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C NPC181845 Disogluside CHEMBL395414 11827970 C33H52O8 576.37 -1.4698 4.21 4.933 8 4 117.84 11 7 41 0 InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1 WXMARHKAXWRNDM-GAMIEDRGSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O NPC470036 Dispermoquinone methyl (2R,4aS,6aR,6aR,14aS)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-7,11-dioxo-3,4,5,6,6b,13,14,14b-octahydro-1H-picene-2-carboxylate CHEMBL1651344 53320376 C30H40O5 480.29 1.9467 4.21 6.779 5 1 80.67 10 5 35 1 InChI=1S/C30H40O5/c1-17-18-14-21(32)24-28(4,19(18)15-20(31)23(17)33)11-13-29(5)22-16-27(3,25(34)35-7)9-8-26(22,2)10-12-30(24,29)6/h14-15,22,24,33H,8-13,16H2,1-7H3/t22?,24?,26-,27-,28+,29+,30-/m1/s1 CYWKOHDPZDOSBL-FWXLIWGPSA-N COC(=O)[C@]1(C)CC[C@]2(C(C1)[C@]1(C)CC[C@@]3(C([C@]1(CC2)C)C(=O)C=C1C3=CC(=O)C(=C1C)O)C)C NPC63152 Distichamine CHEMBL2146602 71461758 C18H19NO5 329.13 -0.6284 2.78 0.179 3 0 57.23 4 5 24 0 InChI=1S/C18H19NO5/c1-21-10-5-14-18(15(20)6-10)3-4-19(14)8-11-12(18)7-13-17(16(11)22-2)24-9-23-13/h6-7,14H,3-5,8-9H2,1-2H3/t14-,18+/m1/s1 FNYADSSSNOZMIA-KDOFPFPSSA-N COC1=CC(=O)[C@@]23[C@@H](C1)N(CC2)Cc1c3cc2OCOc2c1OC NPC469771 Diterpene Derivative [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-formyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL117118 10078678 C39H44O14 736.27 -1.3585 4.21 6.41 14 2 206.1 22 5 53 3 InChI=1S/C39H44O14/c1-21(42)49-28-17-27-36(4,5)31(51-23(3)44)29(50-22(2)43)32(53-34(46)25-15-11-8-12-16-25)38(27,20-41)30-26(52-33(45)24-13-9-7-10-14-24)18-37(6,19-40)35(47)39(28,30)48/h7-16,19,26-32,41,48H,17-18,20H2,1-6H3/t26-,27?,28-,29+,30?,31-,32+,37-,38+,39+/m1/s1 GZGMTWJDIWUSBB-XBDKZVGKSA-N OC[C@@]12[C@@H](OC(=O)c3ccccc3)[C@@H](OC(=O)C)[C@H](C(C2C[C@H]([C@@]2(C1[C@@H](C[C@](C2=O)(C)C=O)OC(=O)c1ccccc1)O)OC(=O)C)(C)C)OC(=O)C NPC472005 Diterpene Derivative [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7-diacetyloxy-4b-(acetyloxymethyl)-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL331893 10462677 C40H46O13 734.29 -0.4586 4.43 7.869 13 2 189.03 22 5 53 3 InChI=1S/C40H46O13/c1-8-38(7)20-27(52-34(45)25-15-11-9-12-16-25)31-39(21-49-22(2)41)28(19-29(44)40(31,48)36(38)47)37(5,6)32(51-24(4)43)30(50-23(3)42)33(39)53-35(46)26-17-13-10-14-18-26/h8-18,27-33,44,48H,1,19-21H2,2-7H3/t27-,28?,29-,30+,31?,32-,33+,38+,39+,40+/m1/s1 JVVJQHQBRIQJKT-GQFLSVFTSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)C2[C@@](C1=O)(O)[C@H](O)CC1[C@]2(COC(=O)C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)OC(=O)C NPC472022 Diterpene Derivative [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7-diacetyloxy-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL332637 10394907 C38H44O12 692.28 -0.8377 4.32 7.129 12 3 182.96 20 5 50 3 InChI=1S/C38H44O12/c1-7-36(6)19-25(49-32(43)23-14-10-8-11-15-23)29-37(20-39)26(18-27(42)38(29,46)34(36)45)35(4,5)30(48-22(3)41)28(47-21(2)40)31(37)50-33(44)24-16-12-9-13-17-24/h7-17,25-31,39,42,46H,1,18-20H2,2-6H3/t25-,26?,27-,28+,29?,30-,31+,36+,37+,38+/m1/s1 XYELSYGEQPFQMP-OAPAROCCSA-N OC[C@]12[C@@H](OC(=O)c3ccccc3)[C@@H](OC(=O)C)[C@H](C(C1C[C@H]([C@@]1(C2[C@H](OC(=O)c2ccccc2)C[C@](C1=O)(C)C=C)O)O)(C)C)OC(=O)C NPC472030 Diterpene Derivative [(2R,4R,4bS,5R,6S,7S,10R,10aR)-7,10-diacetyloxy-5-benzoyloxy-2-ethenyl-6,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL333406 9987166 C38H44O12 692.28 -0.8377 4.32 6.7 12 3 182.96 20 5 50 3 InChI=1S/C38H44O12/c1-7-36(6)19-25(49-32(43)23-14-10-8-11-15-23)29-37(20-39)26(18-27(47-21(2)40)38(29,46)34(36)45)35(4,5)30(48-22(3)41)28(42)31(37)50-33(44)24-16-12-9-13-17-24/h7-17,25-31,39,42,46H,1,18-20H2,2-6H3/t25-,26?,27-,28+,29?,30-,31+,36+,37+,38+/m1/s1 OCMIPFCAXYMOEC-OAPAROCCSA-N OC[C@]12[C@@H](OC(=O)c3ccccc3)[C@@H](O)[C@H](C(C1C[C@H]([C@@]1(C2[C@H](OC(=O)c2ccccc2)C[C@](C1=O)(C)C=C)O)OC(=O)C)(C)C)OC(=O)C NPC473414 Diterpene Derivative [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-ethenyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL420695 10372798 C40H46O13 734.29 -0.4586 4.43 7.44 13 2 189.03 22 5 53 3 InChI=1S/C40H46O13/c1-8-38(7)20-27(52-34(45)25-15-11-9-12-16-25)31-39(21-41)28(19-29(49-22(2)42)40(31,48)36(38)47)37(5,6)32(51-24(4)44)30(50-23(3)43)33(39)53-35(46)26-17-13-10-14-18-26/h8-18,27-33,41,48H,1,19-21H2,2-7H3/t27-,28?,29-,30+,31?,32-,33+,38+,39+,40+/m1/s1 FGNRGTAPXIKBOC-GQFLSVFTSA-N OC[C@@]12[C@@H](OC(=O)c3ccccc3)[C@@H](OC(=O)C)[C@H](C(C2C[C@H]([C@@]2(C1[C@@H](C[C@](C2=O)(C)C=C)OC(=O)c1ccccc1)O)OC(=O)C)(C)C)OC(=O)C NPC166424 Dl-Anabasine 3-piperidin-2-ylpyridine CHEMBL280963 2181 C10H14N2 162.12 -1.3232 2.34 1.604 2 1 24.92 1 2 12 0 InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2 MTXSIJUGVMTTMU-UHFFFAOYSA-N C1CCC(NC1)c1cccnc1 NPC162620 D-Leucine (2R)-2-amino-4-methylpentanoic acid CHEMBL1232258 439524;6950207 C6H13NO2 131.09 -0.3183 1.79 -1.389 3 2 63.32 7 0 9 0 InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1 ROHFNLRQFUQHCH-RXMQYKEDSA-N N[C@@H](C(=O)O)CC(C)C NPC110500 Dl-Tryptophan 2-amino-3-(1H-indol-3-yl)propanoic acid CHEMBL484901 1148;4099458 C11H12N2O2 204.09 -1.5048 2.23 -0.96 4 3 79.11 5 2 15 0 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) QIVBCDIJIAJPQS-UHFFFAOYSA-N OC(=O)C(Cc1c[nH]c2c1cccc2)N NPC285364 D-Mannose (3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol CHEMBL469448 18950 C6H12O6 180.06 -2.5134 1.46 -1.697 6 5 110.38 6 1 12 0 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1 WQZGKKKJIJFFOK-QTVWNMPRSA-N OC[C@H]1OC(O)[C@H]([C@H]([C@@H]1O)O)O NPC270796 Doconexent (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid CHEMBL367149 445580 C22H32O2 328.24 2.9327 3.66 8.833 2 1 37.3 16 0 24 2 InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18- MBMBGCFOFBJSGT-KUBAVDMBSA-N CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O NPC70387 Docosapentaenoic Acid (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoic acid CHEMBL496634 5497182 C22H34O2 330.26 1.5385 3.66 9.16 2 1 37.3 17 0 24 2 InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15- YUFFSWGQGVEMMI-JLNKQSITSA-N CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)O NPC125506 Docusate 1,4-bis(2-ethylhexoxy)-1-oxo-4-oxoniumylidenebutane-2-sulfonate CHEMBL1477036 60110176;11339 C20H38O7S 422.23 -2.4466 2.78 5.04 7 1 115.35 23 0 28 2 InChI=1S/C20H38O7S/c1-5-9-11-16(7-3)14-26-19(21)13-18(28(23,24)25)20(22)27-15-17(8-4)12-10-6-2/h16-18H,5-15H2,1-4H3,(H,23,24,25) HNSDLXPSAYFUHK-UHFFFAOYSA-N CCCCC(COC(=O)CC(S(=O)(=O)O)C(=O)OCC(CCCC)CC)CC NPC201844 Dodecanoate dodecanoic acid CHEMBL108766 3893 C12H24O2 200.18 -2.7457 2.56 5.294 2 1 37.3 12 0 14 1 InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) POULHZVOKOAJMA-UHFFFAOYSA-N CCCCCCCCCCCC(=O)O NPC156892 Dodecyl Gallate dodecyl 3,4,5-trihydroxybenzoate CHEMBL16121 14425 C19H30O5 338.21 -4.2891 3 6.225 2 3 86.99 17 1 24 2 InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3 RPWFJAMTCNSJKK-UHFFFAOYSA-N CCCCCCCCCCCCOC(=O)c1cc(O)c(c(c1)O)O NPC40663 Domoic Acid (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid CHEMBL1232313 5282253 C15H21NO6 311.14 -0.1859 2.34 -0.002 7 4 123.93 12 1 22 0 InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1 VZFRNCSOCOPNDB-AOKDLOFSSA-N OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)/C(=C\C=C\[C@H](C(=O)O)C)/C NPC16031 Dopa 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid CHEMBL351042 836;58663891 C9H11NO4 197.07 -2.005 1.9 -2.111 3 4 103.78 7 1 14 0 InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14) WTDRDQBEARUVNC-UHFFFAOYSA-N OC(=O)C(Cc1ccc(c(c1)O)O)N NPC146422 Dopamine 4-(2-aminoethyl)benzene-1,2-diol CHEMBL59 681 C8H11NO2 153.08 -1.4033 2.01 0.57 1 3 66.48 5 1 11 0 InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 VYFYYTLLBUKUHU-UHFFFAOYSA-N NCCc1ccc(c(c1)O)O NPC140872 D-Ornithine (2R)-2,5-diaminopentanoic acid CHEMBL103686 71082 C5H12N2O2 132.09 -2.4611 1.57 -3.307 4 3 89.34 7 0 9 0 InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m1/s1 AHLPHDHHMVZTML-SCSAIBSYSA-N N[C@@H](C(=O)O)CCCN NPC261012 Doxorubicin (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione CHEMBL53463 31703 C27H29NO11 543.17 -4.4188 3.11 -1.679 9 6 206.07 13 5 39 1 InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1 AOJJSUZBOXZQNB-TZSSRYMLSA-N OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC NPC302003 D-Proline (2R)-pyrrolidin-1-ium-2-carboxylate CHEMBL80257 6971012;8988 C5H9NO2 115.06 -1.3817 1.68 -0.185 3 2 49.33 2 1 8 0 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 ONIBWKKTOPOVIA-SCSAIBSYSA-N OC(=O)[C@H]1CCCN1 NPC476085 Draconin A CHEMBL525243 10854922 C44H64O17 864.41 -2.2523 4.43 1.959 17 5 235.43 22 8 61 1 InChI=1S/C44H64O17/c1-18-16-54-44(39(52)33(18)50)19(2)32-30(61-44)15-28-26-10-9-24-13-25(48)14-31(43(24,8)27(26)11-12-42(28,32)7)59-40-36(34(51)29(49)17-53-40)60-41-38(58-23(6)47)37(57-22(5)46)35(20(3)55-41)56-21(4)45/h9,19-20,25-41,48-52H,1,10-17H2,2-8H3/t19-,20-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-/m0/s1 MBDYQOIVJMSYGC-KOSUSYEFSA-N O[C@H]1C[C@@H](O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2OC(=O)C)OC(=O)C)OC(=O)C)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@@]2(O3)OCC(=C)[C@@H]([C@@H]2O)O)C)C1)C NPC473633 Draconin B CHEMBL447737 10930857 C42H62O16 822.4 -2.6314 4.32 1.219 16 6 229.36 20 8 58 2 InChI=1S/C42H62O16/c1-17-15-52-42(37(50)31(17)47)18(2)30-28(58-42)14-26-24-9-8-22-12-23(45)13-29(41(22,7)25(24)10-11-40(26,30)6)56-38-35(33(49)27(46)16-51-38)57-39-36(55-21(5)44)34(54-20(4)43)32(48)19(3)53-39/h8,18-19,23-39,45-50H,1,9-16H2,2-7H3/t18-,19-,23+,24+,25-,26-,27-,28-,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41-,42-/m0/s1 RKZQYSQHBPDHHB-ASZZWXFMSA-N CC(=O)O[C@H]1[C@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O)O[C@@H]2C[C@H](O)CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]2([C@H]4C[C@H]3[C@@H]2[C@H](C)[C@@]2(O3)OCC(=C)[C@@H]([C@@H]2O)O)C)O[C@H]([C@@H]([C@H]1OC(=O)C)O)C NPC96940 Dronabinol (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol CHEMBL465 16078 C21H30O2 314.22 0.0246 3.55 6.205 0 1 29.46 9 3 23 1 InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1 CYQFCXCEBYINGO-IAGOWNOFSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)CC1)(C)C NPC303141 Drupanin (E)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid CHEMBL464997 6440361 C14H16O3 232.11 1.5384 2.67 3.356 2 2 57.53 8 1 17 0 InChI=1S/C14H16O3/c1-10(2)3-6-12-9-11(4-7-13(12)15)5-8-14(16)17/h3-5,7-9,15H,6H2,1-2H3,(H,16,17)/b8-5+ HZKNHDLUFBYIQN-VMPITWQZSA-N CC(=CCc1cc(/C=C/C(=O)O)ccc1O)C NPC149155 D-Tryptophan (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate CHEMBL292303 6923517;9060 C11H12N2O2 204.09 -1.5048 2.23 -0.96 4 3 79.11 5 2 15 0 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 QIVBCDIJIAJPQS-SECBINFHSA-N OC(=O)[C@@H](Cc1c[nH]c2c1cccc2)N NPC188867 D-Tyrosine (2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid CHEMBL1076637 71098;6919035 C9H11NO3 181.07 -1.5447 2.01 -1.577 3 3 83.55 6 1 13 0 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1 OUYCCCASQSFEME-MRVPVSSYSA-N OC(=O)[C@@H](Cc1ccc(cc1)O)N NPC279401 Dubinidine 2-(4-methoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl)propane-1,2-diol CHEMBL1255737 442897 C15H17NO4 275.12 -0.9483 2.56 1.55 3 2 71.81 7 3 20 0 InChI=1S/C15H17NO4/c1-15(18,8-17)12-7-10-13(19-2)9-5-3-4-6-11(9)16-14(10)20-12/h3-6,12,17-18H,7-8H2,1-2H3 NETGEQWGGLFVRL-UHFFFAOYSA-N COc1c2CC(Oc2nc2c1cccc2)C(CO)(O)C NPC258695 Duguevanine CHEMBL227962 44422628 C20H21NO5 355.14 -0.5993 3 1.481 1 1 58.18 6 5 26 0 InChI=1S/C20H21NO5/c1-22-11-6-10-7-13-16-12(4-5-21-13)18(24-3)20-19(25-9-26-20)17(16)15(10)14(8-11)23-2/h6,8,13,21H,4-5,7,9H2,1-3H3/t13-/m0/s1 AQOBGOYAGNVUIN-ZDUSSCGKSA-N COc1cc(OC)c2c(c1)C[C@H]1c3c2c2OCOc2c(c3CCN1)OC NPC48929 Dulcidiol CHEMBL453808 11826069 C27H38O4 426.28 -0.1621 3.99 7.271 4 2 66.76 9 5 31 1 InChI=1S/C27H38O4/c1-24-12-13-27(16-24)19(15-21(24)29)14-20(31-23(30)18-8-5-4-6-9-18)22-25(2,17-28)10-7-11-26(22,27)3/h4-6,8-9,19-22,28-29H,7,10-17H2,1-3H3/t19-,20+,21-,22-,24+,25-,26-,27-/m0/s1 GRHQTTJLYWYUIY-MMIHEUQKSA-N OC[C@]1(C)CCC[C@]2([C@H]1[C@H](OC(=O)c1ccccc1)C[C@@H]1[C@]32CC[C@](C3)([C@H](C1)O)C)C NPC306462 Duvoglustat (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol CHEMBL307429 29435 C6H13NO4 163.08 -2.44 1.57 -0.929 5 5 92.95 5 1 11 0 InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1 LXBIFEVIBLOUGU-JGWLITMVSA-N OC[C@H]1NC[C@@H]([C@H]([C@@H]1O)O)O NPC132307 D-Valine (2R)-2-azaniumyl-3-methylbutanoate CHEMBL1232398 6971095;71563 C5H11NO2 117.08 -0.5739 1.68 -2.169 3 2 63.32 6 0 8 0 InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1 KZSNJWFQEVHDMF-SCSAIBSYSA-N N[C@@H](C(=O)O)C(C)C NPC137705 Dysidenin (2S,4S)-5,5,5-trichloro-4-methyl-2-[methyl-[(3S)-4,4,4-trichloro-3-methylbutanoyl]amino]-N-[(1S)-1-(1,3-thiazol-2-yl)ethyl]pentanamide CHEMBL391079 10007601 C17H23Cl6N3O2S 542.96 3.6418 2.01 5.828 5 1 94.03 22 1 29 2 InChI=1S/C17H23Cl6N3O2S/c1-9(16(18,19)20)7-12(14(28)25-11(3)15-24-5-6-29-15)26(4)13(27)8-10(2)17(21,22)23/h5-6,9-12H,7-8H2,1-4H3,(H,25,28)/t9-,10-,11-,12-/m0/s1 BFVRAKVNXYQMID-BJDJZHNGSA-N OC(=N[C@H](c1nccs1)C)[C@@H](N(C(=O)C[C@@H](C(Cl)(Cl)Cl)C)C)C[C@@H](C(Cl)(Cl)Cl)C NPC287745 Dysosmarol 4-[(2R,3S,4S)-4-[(S)-hydroxy-(3-hydroxy-5-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol CHEMBL376657 16109834 C20H24O7 376.15 -2.7887 2.89 0.666 3 4 108.61 12 3 27 0 InChI=1S/C20H24O7/c1-25-14-6-12(5-13(22)8-14)19(24)16-10-27-20(15(16)9-21)11-3-4-17(23)18(7-11)26-2/h3-8,15-16,19-24H,9-10H2,1-2H3/t15-,16-,19-,20+/m1/s1 PMLAAAIZDRPWMW-SMOSDQRPSA-N COc1cc(O)cc(c1)[C@H]([C@@H]1CO[C@H]([C@@H]1CO)c1ccc(c(c1)OC)O)O NPC58616 E1501 benzyl acetate CHEMBL1233714 8785 C9H10O2 150.07 -0.0696 2.23 3.149 2 0 26.3 4 1 11 0 InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 QUKGYYKBILRGFE-UHFFFAOYSA-N CC(=O)OCc1ccccc1 NPC41845 E181 CHEMBL1159467 46905123 C48H32O32 1120.09 -5.994 3.22 3.13 32 17 537.24 23 10 80 2 InChI=1S/C48H32O32/c49-15-1-9(2-16(50)27(15)55)41(65)79-46-39-38-36(76-45(69)13-7-22(54)47(70,71)48(72)26(13)25-11(44(68)78-39)4-19(53)30(58)37(25)80-48)21(75-46)8-73-42(66)12-6-20(74-35-14(40(63)64)5-18(52)29(57)34(35)62)31(59)33(61)24(12)23-10(43(67)77-38)3-17(51)28(56)32(23)60/h1-7,21,26,36,38-39,46,49-53,55-62,70-72H,8H2,(H,63,64)/t21-,26?,36-,38+,39-,46+,48?/m1/s1 AFGJEKPFFJLISF-XXZGJZCYSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(Oc4c(cc(c(c4O)O)O)C(=O)O)c(c(c3c3c(C(=O)O[C@@H]4[C@H]1OC(=O)c1cc(O)c(c5c1C1C(=CC(=O)C(C1(O5)O)(O)O)C(=O)O[C@H]24)O)cc(O)c(c3O)O)O)O NPC187993 E309 (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol CHEMBL1451395 92094 C27H46O2 402.35 2.0095 4.21 10.714 0 1 29.46 19 2 29 2 InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1 GZIFEOYASATJEH-VHFRWLAGSA-N C[C@@H](CCC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)CCC[C@@H](CCCC(C)C)C NPC220935 E565 4-ethoxy-6-methoxy-2-[(8Z,11Z)-pentadeca-8,11,14-trienyl]benzene-1,3-diol CHEMBL456854 44559488 C24H36O4 388.26 -0.1279 3.66 7.463 0 2 58.92 19 1 28 2 InChI=1S/C24H36O4/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(25)21(27-3)19-22(24(20)26)28-5-2/h4,7-8,10-11,19,25-26H,1,5-6,9,12-18H2,2-3H3/b8-7-,11-10- SUAPARZKDSPGMY-NQLNTKRDSA-N C=CC/C=C\C/C=C\CCCCCCCc1c(O)c(OC)cc(c1O)OCC NPC33415 E968 (2S,3R)-butane-1,2,3,4-tetrol CHEMBL349605 222285 C4H10O4 122.06 -1.9188 1.46 -2.552 4 4 80.92 7 0 8 0 InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+ UNXHWFMMPAWVPI-ZXZARUISSA-N OC[C@H]([C@H](CO)O)O NPC16935 Ebenfuran I 4-(5-hydroxy-6-methoxy-1-benzofuran-2-yl)benzene-1,3-diol CHEMBL523477 10265236 C15H12O5 272.07 -1.5868 2.56 1.451 0 3 83.06 6 3 20 0 InChI=1S/C15H12O5/c1-19-15-7-13-8(4-12(15)18)5-14(20-13)10-3-2-9(16)6-11(10)17/h2-7,16-18H,1H3 KJOUKFLQGCLIOG-UHFFFAOYSA-N COc1cc2oc(cc2cc1O)c1ccc(cc1O)O NPC67654 Ebenfuran Ii 2-(2,4-dihydroxyphenyl)-4-hydroxy-6-methoxy-1-benzofuran-3-carbaldehyde CHEMBL491705 10266789 C16H12O6 300.06 -1.7792 2.56 1.102 1 3 100.13 7 3 22 0 InChI=1S/C16H12O6/c1-21-9-5-13(20)15-11(7-17)16(22-14(15)6-9)10-3-2-8(18)4-12(10)19/h2-7,18-20H,1H3 MYAHOBWCBIQQLV-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c2C=O)c1ccc(cc1O)O NPC247677 Ebenfuran Iii 2-(2,4-dihydroxyphenyl)-4-hydroxy-6-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-3-carbaldehyde CHEMBL579049 10090417 C21H20O6 368.13 0.0982 3.11 2.572 1 3 100.13 11 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-6-14-17(26-3)9-18-19(20(14)25)15(10-22)21(27-18)13-7-5-12(23)8-16(13)24/h4-5,7-10,23-25H,6H2,1-3H3 PXSWSGDFRGTMGP-UHFFFAOYSA-N O=Cc1c(oc2c1c(O)c(c(c2)OC)CC=C(C)C)c1ccc(cc1O)O NPC160015 Ebenfuran Iv 4-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-3-carbaldehyde CHEMBL578015 25157566 C22H22O6 382.14 0.5067 3.22 3.091 1 2 89.13 12 3 28 0 InChI=1S/C22H22O6/c1-12(2)5-7-14-18(27-4)10-19-20(21(14)25)16(11-23)22(28-19)15-8-6-13(24)9-17(15)26-3/h5-6,8-11,24-25H,7H2,1-4H3 SQWIGJZIQFBGQM-UHFFFAOYSA-N O=Cc1c(oc2c1c(O)c(c(c2)OC)CC=C(C)C)c1ccc(cc1OC)O NPC296957 Ebenfuran Vi 4-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-(3-hydroxy-3-methylbutyl)-6-methoxy-1-benzofuran-3-carbaldehyde CHEMBL578016 25157567 C22H24O7 400.15 -0.9189 3.11 2.194 2 3 109.36 14 3 29 0 InChI=1S/C22H24O7/c1-22(2,26)8-7-13-17(28-4)10-18-19(20(13)25)15(11-23)21(29-18)14-6-5-12(24)9-16(14)27-3/h5-6,9-11,24-26H,7-8H2,1-4H3 DVCUSBGWKAJHOB-UHFFFAOYSA-N O=Cc1c(oc2c1c(O)c(c(c2)OC)CCC(O)(C)C)c1ccc(cc1OC)O NPC476350 Ebenfuran Viii 4,6-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-(2-hydroxy-3-methylbut-3-enyl)-1-benzofuran-3-carbaldehyde CHEMBL574555 45481959 C21H20O7 384.12 -1.0736 3 1.009 2 4 120.36 12 3 28 0 InChI=1S/C21H20O7/c1-10(2)15(24)7-13-16(25)8-18-19(20(13)26)14(9-22)21(28-18)12-5-4-11(23)6-17(12)27-3/h4-6,8-9,15,23-26H,1,7H2,2-3H3 ONCAJIQSAVIIRM-UHFFFAOYSA-N O=Cc1c(oc2c1c(O)c(c(c2)O)CC(C(=C)C)O)c1ccc(cc1OC)O NPC471795 Ebractenoid A (3aR,6aR,8R,10aS)-8-ethenyl-10a-(hydroxymethyl)-4,4,8-trimethyl-5,6,6a,7,9,10-hexahydro-3aH-benzo[6,7]cyclohepta[4,6-c]furan-2-one CHEMBL3234212 90670335 C19H28O3 304.2 1.5573 3.22 4.004 3 1 46.53 6 3 22 0 InChI=1S/C19H28O3/c1-5-18(4)8-9-19(12-20)13(11-18)6-7-17(2,3)16-14(19)10-15(21)22-16/h5,10,13,16,20H,1,6-9,11-12H2,2-4H3/t13-,16+,18-,19+/m1/s1 NIKHROFAFUSZHD-HQJJXPTPSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CCC([C@@H]1C2=CC(=O)O1)(C)C)CO NPC471796 Ebractenoid B (3aR,6S,6aR,8R,10aR)-8-ethenyl-6-hydroxy-4,4,8,10a-tetramethyl-5,6,6a,7,9,10-hexahydro-3aH-benzo[6,7]cyclohepta[4,6-c]furan-2-one CHEMBL3234213 90670336 C19H28O3 304.2 1.8817 3.22 4.106 3 1 46.53 6 3 22 0 InChI=1S/C19H28O3/c1-6-18(4)7-8-19(5)12-9-15(21)22-16(12)17(2,3)11-14(20)13(19)10-18/h6,9,13-14,16,20H,1,7-8,10-11H2,2-5H3/t13-,14-,16-,18+,19-/m0/s1 IJNNVZQLPKGNLI-FUUSMOTLSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)[C@@H](O)CC([C@@H]1C2=CC(=O)O1)(C)C)C NPC471798 Ebractenoid D (2S,4bR,7R,8aR,9S,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,9-diol CHEMBL3234215 90670338 C20H32O2 304.24 1.9371 3.44 4.02 2 2 40.46 7 3 22 0 InChI=1S/C20H32O2/c1-6-19(4)9-10-20(5)13-7-8-17(22)18(2,3)14(13)11-16(21)15(20)12-19/h6-7,14-17,21-22H,1,8-12H2,2-5H3/t14-,15+,16+,17+,19-,20+/m1/s1 IKYRTDCRZLGSRA-JRNUACSKSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)[C@@H](O)C[C@@H]1C2=CC[C@@H](C1(C)C)O)C NPC16030 Ebractenoid F (4bR,7R,8aR)-7-ethenyl-1,4b,7-trimethyl-5,6,8,8a,9,10-hexahydrophenanthrene-2,3-diol CHEMBL3234204 72793015 C19H26O2 286.19 1.4312 3.33 6.394 0 2 40.46 6 3 21 1 InChI=1S/C19H26O2/c1-5-18(3)8-9-19(4)13(11-18)6-7-14-12(2)17(21)16(20)10-15(14)19/h5,10,13,20-21H,1,6-9,11H2,2-4H3/t13-,18-,19-/m1/s1 MKKOUGDVRDZEMO-UPRAQXHNSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CCc1c2cc(O)c(c1C)O)C NPC471794 Ebractenoid G (4bR,7R,8aR,9S)-7-ethenyl-1,4b,7-trimethyl-5,6,8,8a,9,10-hexahydrophenanthrene-2,3,9-triol CHEMBL3234211 90670334 C19H26O3 302.19 0.6649 3.22 4.309 1 3 60.69 7 3 22 0 InChI=1S/C19H26O3/c1-5-18(3)6-7-19(4)13-9-16(21)17(22)11(2)12(13)8-15(20)14(19)10-18/h5,9,14-15,20-22H,1,6-8,10H2,2-4H3/t14-,15-,18+,19-/m0/s1 WRBYHCXJVBWVFG-SAKMYQHLSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)[C@@H](O)Cc1c2cc(O)c(c1C)O)C NPC471793 Ebractenoid H (1S,4aS,4bR,7R,8aR,10aS)-7-ethenyl-4a-hydroxy-1-(hydroxymethyl)-1,4b,7-trimethyl-6,8,8a,9,10,10a-hexahydro-5H-phenanthren-2-one CHEMBL3234210 90670333 C20H30O3 318.22 1.0443 3.33 3.733 3 2 57.53 7 3 23 0 InChI=1S/C20H30O3/c1-5-17(2)10-11-19(4)14(12-17)6-7-15-18(3,13-21)16(22)8-9-20(15,19)23/h5,8-9,14-15,21,23H,1,6-7,10-13H2,2-4H3/t14-,15+,17-,18-,19-,20+/m1/s1 DMNRNXPOMWACEA-NPYRMBCDSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1[C@@]2(O)C=CC(=O)[C@]1(C)CO)C NPC150531 Ecdysone (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL549300 19212 C27H44O6 464.31 -0.7591 3.77 1.959 6 5 118.22 15 4 33 0 InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1 UPEZCKBFRMILAV-JMZLNJERSA-N O[C@@H]([C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)C)CCC(O)(C)C NPC175214 Echinacoside [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL393090 44429857 C35H46O20 786.26 -6.0447 3.11 -1.31 16 12 324.44 27 5 55 3 InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22-,24-,25+,26+,27-,28+,29+,30-,31-,32-,33+,34-,35-/m1/s1 FSBUXLDOLNLABB-ZBMJVRRDSA-N OC[C@@H]1O[C@H](OC[C@H]2O[C@@H](OCCc3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)O)O)O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC247779 Echinatin (E)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL141530 6442675 C16H14O4 270.09 -0.8751 2.78 2.643 1 2 66.76 7 2 20 0 InChI=1S/C16H14O4/c1-20-16-10-14(18)8-4-12(16)5-9-15(19)11-2-6-13(17)7-3-11/h2-10,17-18H,1H3/b9-5+ QJKMIJNRNRLQSS-WEVVVXLNSA-N COc1cc(O)ccc1/C=C/C(=O)c1ccc(cc1)O NPC210597 Echinoisoflavanone 3-[2,4-dimethoxy-3-(3-methylbut-2-en-2-yl)phenyl]-3,5,7-trihydroxy-2H-chromen-4-one CHEMBL565053 45270698 C22H24O7 400.15 -0.1731 3.11 1.616 2 3 105.45 12 3 29 0 InChI=1S/C22H24O7/c1-11(2)12(3)18-16(27-4)7-6-14(20(18)28-5)22(26)10-29-17-9-13(23)8-15(24)19(17)21(22)25/h6-9,23-24,26H,10H2,1-5H3 VNIXCOZHVDVADB-UHFFFAOYSA-N COc1ccc(c(c1C(=C(C)C)C)OC)C1(O)COc2c(C1=O)c(O)cc(c2)O NPC327269 Echrenone B10 4-hydroxy-6-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2-enyl)-2,3-dihydrofuro[3,2-g]chromen-5-one CHEMBL2159049 195652 C25H26O6 422.17 0.2818 3.55 3.543 2 3 96.22 11 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-10-16-23-17(11-19(31-23)25(3,4)29)21(27)20-22(28)18(12-30-24(16)20)14-6-8-15(26)9-7-14/h5-9,12,19,26-27,29H,10-11H2,1-4H3 LKFQSODZCVNSSG-UHFFFAOYSA-N CC(=CCc1c2OC(Cc2c(c2c1occ(c2=O)c1ccc(cc1)O)O)C(O)(C)C)C NPC475419 Echujin 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL505275 44566920 C42H66O17 842.43 -4.142 4.21 1.326 17 8 252.75 22 8 59 2 InChI=1S/C42H66O17/c1-19-37(59-39-36(50)34(48)32(46)28(58-39)18-54-38-35(49)33(47)31(45)27(16-43)57-38)26(52-4)15-30(55-19)56-22-7-10-40(2)21(14-22)5-6-25-24(40)8-11-41(3)23(9-12-42(25,41)51)20-13-29(44)53-17-20/h13,19,21-28,30-39,43,45-51H,5-12,14-18H2,1-4H3/t19-,21-,22+,23-,24+,25-,26-,27-,28-,30+,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42+/m1/s1 ITKDSJDYFJAVTJ-AVQXZIHCSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C NPC214289 Eckol 4-(3,5-dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol CHEMBL471187 145937 C18H12O9 372.05 -3.2241 2.45 -0.114 0 6 149.07 8 4 27 1 InChI=1S/C18H12O9/c19-7-1-8(20)3-10(2-7)25-16-12(23)6-13(24)17-18(16)27-15-11(22)4-9(21)5-14(15)26-17/h1-6,19-24H PCZZRBGISTUIOA-UHFFFAOYSA-N Oc1cc(O)cc(c1)Oc1c(O)cc(c2c1Oc1c(O)cc(cc1O2)O)O NPC281558 Edgeworin 7-hydroxy-3-(2-oxochromen-7-yl)oxychromen-2-one CHEMBL259025 10925304 C18H10O6 322.05 -0.4145 2.78 3.803 2 1 82.06 3 4 24 0 InChI=1S/C18H10O6/c19-12-4-1-11-7-16(18(21)24-14(11)8-12)22-13-5-2-10-3-6-17(20)23-15(10)9-13/h1-9,19H WNLKKLCKMRDNHF-UHFFFAOYSA-N Oc1ccc2c(c1)oc(=O)c(c2)Oc1ccc2c(c1)oc(=O)cc2 NPC42591 Edulitine 4,8-dimethoxy-1H-quinolin-2-one CHEMBL256497 826073 C11H11NO3 205.07 -0.5639 2.23 1.466 1 1 51.58 5 2 15 0 InChI=1S/C11H11NO3/c1-14-8-5-3-4-7-9(15-2)6-10(13)12-11(7)8/h3-6H,1-2H3,(H,12,13) HPPSTURWGYFXQN-UHFFFAOYSA-N COc1cccc2c1nc(O)cc2OC NPC63841 Effusanin B CHEMBL1641880 53323113 C22H30O6 390.2 -0.7635 3.22 2.229 6 2 93.06 7 3 28 0 InChI=1S/C22H30O6/c1-11-13-5-6-14-20-10-27-22(26,21(14,9-13)17(11)24)18(25)16(20)19(3,4)8-7-15(20)28-12(2)23/h13-16,18,25-26H,1,5-10H2,2-4H3/t13-,14+,15+,16-,18+,20-,21+,22+/m1/s1 TZECSBJPAFKEQJ-KHLAQJFASA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@@]([C@H]2O)([C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)O)(C)C NPC137104 Effusanin D CHEMBL521396 44585547 C24H32O8 448.21 -1.4751 3.22 1.415 8 2 119.36 10 3 32 0 InChI=1S/C24H32O8/c1-12-15-5-6-16-22-11-31-24(29,23(16,9-15)19(12)27)20(28)18(22)21(4,10-30-13(2)25)8-7-17(22)32-14(3)26/h15-18,20,28-29H,1,5-11H2,2-4H3/t15-,16+,17+,18-,20+,21+,22-,23+,24-/m1/s1 IYWHJYKWKCMAGI-LTDHTRFUSA-N CC(=O)O[C@H]1CC[C@@]([C@@H]2[C@]31CO[C@]([C@H]2O)([C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)O)(C)COC(=O)C NPC95716 Effusol 5-ethenyl-1-methyl-9,10-dihydrophenanthrene-2,7-diol CHEMBL205119 100801 C17H16O2 252.12 0.5537 3.11 4.566 0 2 40.46 4 3 19 0 InChI=1S/C17H16O2/c1-3-11-8-13(18)9-12-4-5-14-10(2)16(19)7-6-15(14)17(11)12/h3,6-9,18-19H,1,4-5H2,2H3 GEXAPRXWKRZPCK-UHFFFAOYSA-N C=Cc1cc(O)cc2c1c1ccc(c(c1CC2)C)O NPC99968 Egonol 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol CHEMBL470981 485186 C19H18O5 326.12 -1.1829 3 3.075 1 1 61.06 7 4 24 0 InChI=1S/C19H18O5/c1-21-18-8-12(3-2-6-20)7-14-10-16(24-19(14)18)13-4-5-15-17(9-13)23-11-22-15/h4-5,7-10,20H,2-3,6,11H2,1H3 VOLZBKQSLGCZGC-UHFFFAOYSA-N OCCCc1cc2cc(oc2c(c1)OC)c1ccc2c(c1)OCO2 NPC296540 Egonol Oleate 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propyl (Z)-octadec-9-enoate CHEMBL1834808 56659293 C37H50O6 590.36 -2.9166 4.87 12.087 2 0 67.13 24 4 43 2 InChI=1S/C37H50O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-36(38)40-23-18-19-29-24-31-27-33(43-37(31)35(25-29)39-2)30-21-22-32-34(26-30)42-28-41-32/h10-11,21-22,24-27H,3-9,12-20,23,28H2,1-2H3/b11-10- GVZWPCDBHBSBHJ-KHPPLWFESA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCCCc1cc(OC)c2c(c1)cc(o2)c1ccc2c(c1)OCO2 NPC309335 Egonol-9(Z),12(Z)Linoleate 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propyl (9Z,12Z)-octadeca-9,12-dienoate CHEMBL1834806 56598866 C37H48O6 588.35 -1.5224 4.87 11.76 2 0 67.13 23 4 43 2 InChI=1S/C37H48O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-36(38)40-23-18-19-29-24-31-27-33(43-37(31)35(25-29)39-2)30-21-22-32-34(26-30)42-28-41-32/h7-8,10-11,21-22,24-27H,3-6,9,12-20,23,28H2,1-2H3/b8-7-,11-10- NHCDDUNWYVJRPS-NQLNTKRDSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCCc1cc(OC)c2c(c1)cc(o2)c1ccc2c(c1)OCO2 NPC297322 Elaeocarpenine [(8aR)-1,2,3,5,6,8a-hexahydroindolizin-8-yl]-(2-hydroxy-6-methylphenyl)methanone CHEMBL608815 16747727 C16H19NO2 257.14 -0.6879 2.89 2.835 2 1 40.54 4 3 19 0 InChI=1S/C16H19NO2/c1-11-5-2-8-14(18)15(11)16(19)12-6-3-9-17-10-4-7-13(12)17/h2,5-6,8,13,18H,3-4,7,9-10H2,1H3/t13-/m1/s1 KNSLYJICIDVPEX-CYBMUJFWSA-N Cc1cccc(c1C(=O)C1=CCCN2[C@@H]1CCC2)O NPC264336 Elaeodendroside V 3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,11,14-trihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL501316 42636949 C35H54O16 730.34 -5.3224 3.55 -1.744 16 10 265.52 19 7 51 2 InChI=1S/C35H54O16/c1-15-29(51-31-27(43)25(41)24(40)21(12-36)50-31)26(42)28(44)30(48-15)49-17-3-6-33(14-37)23-19(4-7-34(33,45)10-17)35(46)8-5-18(16-9-22(39)47-13-16)32(35,2)11-20(23)38/h9,15,17-21,23-31,36-38,40-46H,3-8,10-14H2,1-2H3/t15-,17+,18-,19-,20-,21-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32-,33+,34+,35+/m1/s1 YPZVRDVFGRFZHP-PCUDRXQQSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3[C@H](O)C[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)CO)[C@@H]([C@@H]([C@@H]1O)O)O NPC59288 Elaeodendroside W (3S,5S,8R,9S,10S,11R,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,11,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL509894 42636955 C35H52O16 728.33 -5.0661 3.55 -1.637 16 9 262.36 18 7 51 2 InChI=1S/C35H52O16/c1-15-29(51-31-27(43)25(41)24(40)21(12-36)50-31)26(42)28(44)30(48-15)49-17-3-6-33(14-37)23-19(4-7-34(33,45)10-17)35(46)8-5-18(16-9-22(39)47-13-16)32(35,2)11-20(23)38/h9,14-15,17-21,23-31,36,38,40-46H,3-8,10-13H2,1-2H3/t15-,17+,18-,19-,20-,21-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32-,33+,34+,35+/m1/s1 XPFIWTDYADXSKF-PCUDRXQQSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3[C@H](O)C[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)[C@@H]([C@@H]([C@@H]1O)O)O NPC31330 Elatol (3S,4R,6R)-4-bromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-en-3-ol CHEMBL464203 479931 C15H22BrClO 332.05 3.1753 2.78 3.041 1 1 20.23 6 2 18 0 InChI=1S/C15H22BrClO/c1-9-5-6-15(8-11(9)17)10(2)7-12(18)13(16)14(15,3)4/h12-13,18H,2,5-8H2,1,3-4H3/t12-,13-,15+/m0/s1 HZKGRCIKQBHSNA-KCQAQPDRSA-N O[C@H]1CC(=C)[C@@]2(C([C@H]1Br)(C)C)CCC(=C(C2)Cl)C NPC149184 Elcosanoic Acid icosanoic acid CHEMBL1173381 10467 C20H40O2 312.3 -5.0497 3.44 9.846 2 1 37.3 20 0 22 2 InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22) VKOBVWXKNCXXDE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCC(=O)O NPC119949 Elemicin 4-methoxy-6-prop-2-enyl-1,3-benzodioxole CHEMBL481044 4276 C11H12O3 192.08 0.6742 2.34 2.486 0 0 27.69 4 2 14 0 InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3 BNWJOHGLIBDBOB-UHFFFAOYSA-N C=CCc1cc(OC)c2c(c1)OCO2 NPC178134 Ellagic Acid CHEMBL6246 5281855 C14H6O8 302.01 -2.0234 2.12 -0.046 2 4 133.52 4 4 22 0 InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H AFSDNFLWKVMVRB-UHFFFAOYSA-N Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O NPC181778 Ellagic Acid 4-O-Xylopyranoside CHEMBL1939391 5487461 C19H14O12 434.05 -3.2596 2.23 -1.34 6 6 192.44 8 5 31 1 InChI=1S/C19H14O12/c20-6-1-4-9-10-5(18(27)30-15(9)12(6)23)2-8(13(24)16(10)31-17(4)26)29-19-14(25)11(22)7(21)3-28-19/h1-2,7,11,14,19-25H,3H2/t7-,11+,14-,19+/m1/s1 KNURQRIPZJJYQO-PJIMMEPBSA-N O[C@@H]1CO[C@H]([C@@H]([C@H]1O)O)Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O NPC55949 Elliptinone 5-hydroxy-6-(1-hydroxy-6-methyl-5,8-dioxonaphthalen-2-yl)-2-methylnaphthalene-1,4-dione CHEMBL2023568 146680 C22H14O6 374.08 -0.3608 3.22 0.68 4 2 108.74 5 4 28 0 InChI=1S/C22H14O6/c1-9-7-15(23)17-13(19(9)25)5-3-11(21(17)27)12-4-6-14-18(22(12)28)16(24)8-10(2)20(14)26/h3-8,27-28H,1-2H3 TXVAHWOABLOYCD-UHFFFAOYSA-N O=C1C=C(C)C(=O)c2c1c(O)c(cc2)c1ccc2c(c1O)C(=O)C=C(C2=O)C NPC143168 Embelin 2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione CHEMBL221137 3218 C17H26O4 294.18 -3.4988 2.89 6.234 4 2 74.6 13 1 21 1 InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3 IRSFLDGTOHBADP-UHFFFAOYSA-N CCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O NPC187022 Emetine (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine CHEMBL50588 10219 C29H40N2O4 480.3 -0.5069 3.99 4.161 2 1 52.19 12 5 35 0 InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1 AUVVAXYIELKVAI-CKBKHPSWSA-N CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC NPC97525 Emindole Sb CHEMBL1257246 9887568 C28H39NO 405.3 1.9295 4.32 8.029 2 2 36.02 9 5 30 1 InChI=1S/C28H39NO/c1-18(2)9-8-15-26(3)23-13-12-19-17-21-20-10-6-7-11-22(20)29-25(21)28(19,5)27(23,4)16-14-24(26)30/h6-7,9-11,19,23-24,29-30H,8,12-17H2,1-5H3/t19-,23-,24-,26-,27-,28+/m0/s1 XOLHQUYGSUGTQA-DFGZTGKASA-N CC(=CCC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@H]1[C@]2(C)c2[nH]c3c(c2C1)cccc3)C)C NPC290550 Emodic Acid 4,5,7-trihydroxy-9,10-dioxoanthracene-2-carboxylic acid CHEMBL290914 361510 C15H8O7 300.03 -2.1483 2.34 -0.422 4 4 132.13 5 3 22 0 InChI=1S/C15H8O7/c16-6-3-8-12(10(18)4-6)14(20)11-7(13(8)19)1-5(15(21)22)2-9(11)17/h1-4,16-18H,(H,21,22) ZJXVNNSMRGTDBI-UHFFFAOYSA-N Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C(=O)O NPC254847 Emodin 1,3,8-trihydroxy-6-methylanthracene-9,10-dione CHEMBL289277 3220 C15H10O5 270.05 -1.2665 2.56 0.664 2 3 94.83 4 3 20 0 InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3 RHMXXJGYXNZAPX-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)O NPC267205 Emodin Anthrone 1,3,8-trihydroxy-6-methyl-10H-anthracen-9-one CHEMBL122192 122635 C15H12O4 256.07 -0.5465 2.67 1.793 1 3 77.76 4 3 19 0 InChI=1S/C15H12O4/c1-7-2-8-4-9-5-10(16)6-12(18)14(9)15(19)13(8)11(17)3-7/h2-3,5-6,16-18H,4H2,1H3 LAJSXCAVRQXZIO-UHFFFAOYSA-N Cc1cc2Cc3cc(O)cc(c3C(=O)c2c(c1)O)O NPC473466 Emodin Triacetate (4,5-diacetyloxy-7-methyl-9,10-dioxoanthracen-2-yl) acetate CHEMBL44247 343129 C21H16O8 396.08 -0.1292 2.89 2.884 5 0 113.04 10 3 29 0 InChI=1S/C21H16O8/c1-9-5-14-18(16(6-9)28-11(3)23)21(26)19-15(20(14)25)7-13(27-10(2)22)8-17(19)29-12(4)24/h5-8H,1-4H3 RVPRUQJQDGWKRY-UHFFFAOYSA-N CC(=O)Oc1cc(OC(=O)C)c2c(c1)C(=O)c1c(C2=O)c(OC(=O)C)cc(c1)C NPC205316 Emoroidocarpan CHEMBL1224761 46939886 C21H18O5 350.12 0.056 3.22 2.722 0 0 46.15 2 6 26 0 InChI=1S/C21H18O5/c1-10(2)15-4-11-3-13-17(6-16(11)25-15)22-8-14-12-5-19-20(24-9-23-19)7-18(12)26-21(13)14/h3,5-7,14-15,21H,1,4,8-9H2,2H3/t14-,15+,21-/m0/s1 JDLWWTGCAJYSSZ-ZSDSOXJFSA-N CC(=C)[C@H]1Cc2c(O1)cc1c(c2)[C@@H]2Oc3c([C@@H]2CO1)cc1c(c3)OCO1 NPC73995 Encelin (3aR,4aR,8aS,9aR)-8a-methyl-3,5-dimethylidene-4,4a,9,9a-tetrahydro-3aH-benzo[f][1]benzofuran-2,6-dione CHEMBL512400 72540 C15H16O3 244.11 0.9396 2.78 1.359 3 0 43.37 1 3 18 0 InChI=1S/C15H16O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h4-5,10-11,13H,1-2,6-7H2,3H3/t10-,11+,13-,15-/m1/s1 LXMUZMFQJGRVFW-NDPMZMCLSA-N O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1[C@](C2)(C)C=CC(=O)C1=C NPC275150 Endiandramide A CHEMBL1821987 54669853 C26H31NO3 405.23 0.095 3.88 6.539 2 1 51.05 8 6 30 1 InChI=1S/C26H31NO3/c1-14(2)12-27-26(28)19-5-4-16-11-21-20(18-7-6-17(19)24(16)25(18)21)9-15-3-8-22-23(10-15)30-13-29-22/h3-8,10,14,16-21,24-25H,9,11-13H2,1-2H3,(H,27,28)/t16-,17+,18-,19-,20-,21+,24-,25-/m1/s1 VJYDYOYYSFAXSI-DLGBIPEUSA-N CC(CN=C([C@@H]1C=C[C@H]2[C@@H]3[C@H]1C=C[C@H]1[C@@H]3[C@@H](C2)[C@@H]1Cc1ccc2c(c1)OCO2)O)C NPC160380 Endiandrin A 4-[(1R,2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dimethylcyclobutyl]-2-methoxyphenol CHEMBL228274 16756780 C20H24O4 328.17 -1.0192 3.22 4.776 0 2 58.92 10 3 24 0 InChI=1S/C20H24O4/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12-,19-,20-/m0/s1 QDBUCXMBHJMGCN-HIGYNYDNSA-N COc1cc(ccc1O)[C@@H]1[C@@H](C)[C@@H]([C@H]1c1ccc(c(c1)OC)O)C NPC38996 Endiandrin B 4-[(1R,2S,3R,4S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dimethylcyclobutyl]-2-methoxyphenol CHEMBL517222 25242508 C20H24O4 328.17 -1.0192 3.22 4.776 0 2 58.92 10 3 24 0 InChI=1S/C20H24O4/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12+,19-,20+ QDBUCXMBHJMGCN-JARDSOJUSA-N COc1cc(ccc1O)[C@@H]1[C@@H](C)[C@H]([C@@H]1c1ccc(c(c1)OC)O)C NPC84281 Endo-Atropine [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate CHEMBL2449003 154417 C17H23NO3 289.17 -1.8722 2.89 3.538 4 1 49.77 7 3 21 0 InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16-/m1/s1 RKUNBYITZUJHSG-VFSICIBPSA-N OC[C@H](c1ccccc1)C(=O)OC1C[C@@H]2CC[C@H](C1)N2C NPC61071 Enemin CHEMBL453801 352542 C20H26O6 362.17 -0.627 3 1.117 6 2 93.06 4 5 26 0 InChI=1S/C20H26O6/c1-9-10-4-5-11-19(7-10,15(9)22)17(24)26-13-6-12(21)18(2,3)14-16(23)25-8-20(11,13)14/h10-14,16,21,23H,1,4-8H2,2-3H3/t10-,11-,12+,13+,14-,16-,19+,20-/m1/s1 MQOJPNKACWKUGI-CDKPERABSA-N O[C@@H]1OC[C@]23[C@H]1C(C)(C)[C@H](C[C@@H]2OC(=O)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)O NPC264477 Enhydrin CHEMBL206765 44409570 C23H28O10 464.17 0.5373 2.89 0.946 10 0 130.26 12 4 33 0 InChI=1S/C23H28O10/c1-10-14-16(31-21(27)23(5)11(2)32-23)15(29-12(3)24)13(20(26)28-6)8-7-9-22(4)18(33-22)17(14)30-19(10)25/h8,11,14-18H,1,7,9H2,2-6H3/b13-8+/t11-,14+,15-,16-,17-,18+,22+,23-/m0/s1 VCBNPTWPJQLHQN-ZRVFLOPNSA-N COC(=O)/C/1=C/CC[C@@]2(C)O[C@@H]2[C@@H]2[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)[C@@]1(C)O[C@H]1C)C(=C)C(=O)O2 NPC212866 Enniatin B (3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3,6,9,12,15,18-hexa(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone CHEMBL469036 164754 C33H57N3O9 639.41 0.624 3.77 4.137 12 0 139.83 21 1 45 1 InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1 MIZMDSVSLSIMSC-VYLWARHZSA-N CC([C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@@H](N(C(=O)[C@H](OC(=O)[C@@H](N(C1=O)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C NPC233455 Enoxolone (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid CHEMBL230006 10114 C30H46O4 470.34 1.6831 4.32 6.745 4 2 74.6 10 5 34 1 InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1 MPDGHEJMBKOTSU-YKLVYJNSSA-N O=C1C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C([C@@H]1CC2)(C)C)O)C)C)C(=O)O NPC475184 Ent-Naringeninyl-(I-3Alpha,Ii-8)-4'-O-Methylnaringenin (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-[(2R,3R)-4,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]-2,3-dihydrochromen-4-one CHEMBL500482 44575248 C31H26O10 558.15 -3.8081 3.77 1.709 2 6 166.14 11 6 41 1 InChI=1S/C31H26O10/c1-39-18-8-4-14(5-9-18)23-13-22(37)25-20(35)12-21(36)27(31(25)40-23)28-29(38)26-19(34)10-17(33)11-24(26)41-30(28)15-2-6-16(32)7-3-15/h2-12,23,28-30,32-36,38H,13H2,1H3/t23-,28+,29?,30-/m0/s1 XNZXBSSGLCCBPV-FEVFIROASA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(c(cc2O)O)[C@H]1[C@@H](Oc2c(C1O)c(O)cc(c2)O)c1ccc(cc1)O NPC69029 Ephemeranthol A 6,7-dimethoxy-9,10-dihydrophenanthrene-2,5-diol CHEMBL400926 44445444 C16H16O4 272.1 -0.8994 2.78 2.252 0 2 58.92 6 3 20 0 InChI=1S/C16H16O4/c1-19-13-8-10-4-3-9-7-11(17)5-6-12(9)14(10)15(18)16(13)20-2/h5-8,17-18H,3-4H2,1-2H3 AUIUZJOPXKYLOS-UHFFFAOYSA-N COc1c(OC)cc2c(c1O)c1ccc(cc1CC2)O NPC164947 Ephemeranthoquinone 7-hydroxy-2-methoxy-9,10-dihydrophenanthrene-1,4-dione CHEMBL472431 10038025 C15H12O4 256.07 -0.924 2.67 1.402 3 1 63.6 3 3 19 0 InChI=1S/C15H12O4/c1-19-13-7-12(17)14-10-5-3-9(16)6-8(10)2-4-11(14)15(13)18/h3,5-7,16H,2,4H2,1H3 SBMILRCXQPFDME-UHFFFAOYSA-N COC1=CC(=O)C2=C(C1=O)CCc1c2ccc(c1)O NPC160697 Epheneranthol C 4-methoxy-9,10-dihydrophenanthrene-2,3,5-triol CHEMBL1085501 46871898 C15H14O4 258.09 -1.3079 2.67 2.373 0 3 69.92 5 3 19 0 InChI=1S/C15H14O4/c1-19-15-13-9(7-11(17)14(15)18)6-5-8-3-2-4-10(16)12(8)13/h2-4,7,16-18H,5-6H2,1H3 LOICISWPCCICIA-UHFFFAOYSA-N COc1c2c(CCc3c2c(O)ccc3)cc(c1O)O NPC278552 Epiafzelechin (2R,3R)(-) (2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL159303 443639 C15H14O5 274.08 -2.0337 2.56 0.94 1 4 90.15 5 3 20 0 InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15-/m1/s1 RSYUFYQTACJFML-UKRRQHHQSA-N Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O NPC79375 Epicalyxin F (E)-1-[2,4-dihydroxy-3-[(2R,4R,6S)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL451268 44559998 C35H34O8 582.23 -2.5314 4.43 6.182 2 5 136.68 15 5 43 1 InChI=1S/C35H34O8/c1-42-32-20-30(40)33(35(41)34(32)29(39)17-7-22-4-12-26(37)13-5-22)24-18-28(16-6-21-2-10-25(36)11-3-21)43-31(19-24)23-8-14-27(38)15-9-23/h2-5,7-15,17,20,24,28,31,36-38,40-41H,6,16,18-19H2,1H3/b17-7+/t24-,28+,31-/m1/s1 LPRJKEYEZOKENY-KBYRMXMQSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)[C@@H]1C[C@H](CCc2ccc(cc2)O)O[C@H](C1)c1ccc(cc1)O NPC226462 Epicalyxin I (E)-1-[(2S,4S,4aS,5S,10bR)-10-hydroxy-4,5-bis(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethyl]-8-methoxy-1,2,4,4a,5,10b-hexahydropyrano[3,4-c]chromen-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL503028 11765182 C42H38O9 686.25 -3.0258 5.09 7.285 2 5 145.91 15 7 51 1 InChI=1S/C42H38O9/c1-49-36-23-35(48)37-33-22-32(20-6-24-2-12-28(43)13-3-24)50-40(26-8-16-30(45)17-9-26)38(33)41(27-10-18-31(46)19-11-27)51-42(37)39(36)34(47)21-7-25-4-14-29(44)15-5-25/h2-5,7-19,21,23,32-33,38,40-41,43-46,48H,6,20,22H2,1H3/b21-7+/t32-,33-,38-,40+,41+/m0/s1 UJEBJUQQVRWYAG-VACWHKBWSA-N COc1cc(O)c2c(c1C(=O)/C=C/c1ccc(cc1)O)O[C@@H]([C@H]1[C@H]2C[C@H](CCc2ccc(cc2)O)O[C@@H]1c1ccc(cc1)O)c1ccc(cc1)O NPC160512 Epicatechin Gallate [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL36327 107905 C22H18O10 442.09 -3.5057 2.78 1.228 2 7 177.14 11 4 32 1 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 LSHVYAFMTMFKBA-TZIWHRDSSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC224941 Epicatechin Pentaacetate [(2R,3R)-5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-3,4-dihydro-2H-chromen-3-yl] acetate CHEMBL2408677 5317058 C25H24O11 500.13 -0.5985 3 3.677 6 0 140.73 16 3 36 1 InChI=1S/C25H24O11/c1-12(26)31-18-9-21(33-14(3)28)19-11-24(35-16(5)30)25(36-22(19)10-18)17-6-7-20(32-13(2)27)23(8-17)34-15(4)29/h6-10,24-25H,11H2,1-5H3/t24-,25-/m1/s1 BKYWAYNSDFXIPL-JWQCQUIFSA-N CC(=O)Oc1cc2O[C@H](c3ccc(c(c3)OC(=O)C)OC(=O)C)[C@@H](Cc2c(c1)OC(=O)C)OC(=O)C NPC226809 Epicatechin-(4Beta-8)-Epicatechin-(4Beta-6)-Epicatechin (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-6-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL592329 14237653 C45H38O18 866.21 -7.8686 4.43 -0.076 3 15 331.14 20 9 63 1 InChI=1S/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37-,38+,40-,41-,42-,43-,44-/m1/s1 PBYRKMXDROOXMU-KCXYZFMFSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc2c(c1O)C[C@H]([C@H](O2)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O NPC183374 Epiceanothic Acid CHEMBL1644817 23631167 C30H46O5 486.33 2.1906 4.21 8.319 5 3 94.83 12 5 35 1 InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22-,23-,27+,28+,29-,30-/m0/s1 WLCHQSHZHFLMJH-JCYSKKLGSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)[C@H](C(=O)O)[C@@H](C1(C)C)O)C(=O)O NPC277510 Epicoccolide B 2-(2-formyl-3,4,5-trihydroxy-6-methylphenyl)-6,7-dihydroxy-5-methyl-1-benzofuran-4-carbaldehyde CHEMBL3104855 11210533 C18H14O8 358.07 -1.5564 2.56 1.211 2 5 148.43 10 3 26 0 InChI=1S/C18H14O8/c1-6-9(4-19)8-3-11(26-18(8)17(25)13(6)21)12-7(2)14(22)16(24)15(23)10(12)5-20/h3-5,21-25H,1-2H3 HTCVSLIHSFBUEL-UHFFFAOYSA-N O=Cc1c(c2cc3c(o2)c(O)c(c(c3C=O)C)O)c(C)c(c(c1O)O)O NPC247902 Epicorazine A CHEMBL2024572 57383998 C18H16N2O6S2 420.04 -0.7542 2.34 -2.856 8 2 165.82 2 4 28 0 InChI=1S/C18H16N2O6S2/c21-9-1-3-11(23)13-7(9)5-17-15(25)20-14-8(10(22)2-4-12(14)24)6-18(20,28-27-17)16(26)19(13)17/h1-4,7-8,11-14,23-24H,5-6H2/t7-,8-,11+,12+,13+,14+,17-,18-/m1/s1 RCODXLGTKJXDNC-UORGKRBOSA-N O[C@H]1C=CC(=O)[C@@H]2[C@@H]1N1C(=O)[C@]34SS[C@]1(C2)C(=O)N4[C@H]1[C@H](C3)C(=O)C=C[C@@H]1O NPC226708 Epi-Coryximine 5-[[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]-1,3-benzodioxole-4-carboxylic acid CHEMBL1209456 49862477 C20H19NO6 369.12 -0.4505 2.89 2.714 3 1 77.46 5 5 27 0 InChI=1S/C20H19NO6/c1-21-5-4-11-7-16-17(26-9-25-16)8-13(11)14(21)6-12-2-3-15-19(27-10-24-15)18(12)20(22)23/h2-3,7-8,14H,4-6,9-10H2,1H3,(H,22,23)/t14-/m0/s1 MVXPONFJJHYSIL-AWEZNQCLSA-N CN1CCc2c([C@@H]1Cc1ccc3c(c1C(=O)O)OCO3)cc1c(c2)OCO1 NPC220825 Epigallocatechin (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL47386 72277 C15H14O7 306.07 -2.9543 2.34 -0.128 1 6 130.61 7 3 22 1 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1 XMOCLSLCDHWDHP-IUODEOHRSA-N Oc1cc2O[C@H](c3cc(O)c(c(c3)O)O)[C@@H](Cc2c(c1)O)O NPC250436 Epigalocatechin Gallate [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL297453 65064 C22H18O11 458.08 -3.966 2.67 0.694 2 8 197.37 12 4 33 1 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 WMBWREPUVVBILR-WIYYLYMNSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O NPC103637 Epigomisin O CHEMBL521975 5317081 C23H28O7 416.18 -0.4326 3.22 2.609 1 1 75.61 11 4 30 0 InChI=1S/C23H28O7/c1-11-7-13-8-16-21(30-10-29-16)22(27-5)17(13)18-14(19(24)12(11)2)9-15(25-3)20(26-4)23(18)28-6/h8-9,11-12,19,24H,7,10H2,1-6H3/t11-,12-,19-/m0/s1 GWDFJIBHVSYXQL-ZKTNFTSUSA-N COc1cc2[C@@H](O)[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC88297 Epigrandisin (2R,3R,4R,5S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane CHEMBL459405 21603492 C24H32O7 432.21 -0.2989 3.33 3.08 1 0 64.61 16 3 31 0 InChI=1S/C24H32O7/c1-13-14(2)22(16-11-19(27-5)24(30-8)20(12-16)28-6)31-21(13)15-9-17(25-3)23(29-7)18(10-15)26-4/h9-14,21-22H,1-8H3/t13-,14-,21-,22+/m1/s1 ZPINJJOPURFFNV-SRLQQUAWSA-N COc1cc(cc(c1OC)OC)[C@@H]1O[C@@H]([C@@H]([C@H]1C)C)c1cc(OC)c(c(c1)OC)OC NPC210658 Epihippuristanol CHEMBL458245 330750 C28H46O5 462.33 0.0059 3.99 4.83 5 3 79.15 9 6 33 0 InChI=1S/C28H46O5/c1-15-13-28(33-24(15,2)3)27(6,31)23-21(32-28)12-19-18-8-7-16-11-17(29)9-10-25(16,4)22(18)20(30)14-26(19,23)5/h15-23,29-31H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23-,25-,26-,27+,28-/m0/s1 HPHXKNOXVBFETI-FELJEYOCSA-N O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1C[C@H]1[C@@H]2[C@@](C)(O)[C@]2(O1)C[C@@H](C(O2)(C)C)C)C)C NPC236347 Epinephrine 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol CHEMBL679 5816 C9H13NO3 183.09 -1.7378 2.01 -0.07 2 4 72.72 7 1 13 0 InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1 UCTWMZQNUQWSLP-VIFPVBQESA-N CNC[C@@H](c1ccc(c(c1)O)O)O NPC96333 Epinodosin CHEMBL1081333 9975896 C20H26O6 362.17 -0.8202 3 1.117 6 2 93.06 4 5 26 0 InChI=1S/C20H26O6/c1-9-10-6-11(21)13-19(7-10,15(9)22)17(24)26-12-4-5-18(2,3)14-16(23)25-8-20(12,13)14/h10-14,16,21,23H,1,4-8H2,2-3H3/t10-,11+,12+,13-,14-,16-,19+,20+/m1/s1 WZYJEEIAFBHYJS-YXZSDFPZSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)(C2)C(=O)O[C@@H]1[C@]23CO[C@H]([C@@H]2C(CC1)(C)C)O)O NPC130577 Epi-Oleanolic Acid (4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL486382 11869658 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23+,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-KDQGZELNSA-N O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC98187 Epipachysamine B N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]pyridine-3-carboxamide CHEMBL2087209 70688998 C29H45N3O 451.36 0.9025 4.21 8.378 4 1 48.72 10 5 33 1 InChI=1S/C29H45N3O/c1-19(32(4)5)24-10-11-25-23-9-8-21-17-22(31-27(33)20-7-6-16-30-18-20)12-14-28(21,2)26(23)13-15-29(24,25)3/h6-7,16,18-19,21-26H,8-15,17H2,1-5H3,(H,31,33)/t19-,21-,22-,23-,24+,25-,26-,28-,29+/m0/s1 LMILOBNADVQQTH-QECVUFATSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N=C(c1cccnc1)O)C)C NPC109151 Epipachysamine D N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]benzamide CHEMBL136933 10433924 C30H46N2O 450.36 0.9025 4.43 10.407 3 1 35.83 10 5 33 1 InChI=1S/C30H46N2O/c1-20(32(4)5)25-13-14-26-24-12-11-22-19-23(31-28(33)21-9-7-6-8-10-21)15-17-29(22,2)27(24)16-18-30(25,26)3/h6-10,20,22-27H,11-19H2,1-5H3,(H,31,33)/t20-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1 SFKPSOAYNYYOLN-IBWRYCSWSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N=C(c1ccccc1)O)C)C NPC230677 Epipachysamine-E-5-En-4-One N-[(3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,2,3,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide CHEMBL496259 44587247 C27H42N2O2 426.32 1.4316 3.99 5.868 4 2 61.69 11 4 31 1 InChI=1S/C27H42N2O2/c1-16(2)15-24(30)29-23-12-14-27(5)21-11-13-26(4)19(17(3)28-6)9-10-20(26)18(21)7-8-22(27)25(23)31/h8,15,17-21,23,28H,7,9-14H2,1-6H3,(H,29,30)/t17-,18-,19+,20-,21-,23-,26+,27+/m0/s1 CLUQFEVBBPGSGA-FXLGMTMQSA-N CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2=O)N=C(C=C(C)C)O)C NPC78047 Epipervilline CHEMBL1224763 49866292 C22H22O5 366.15 0.2551 3.33 2.795 0 0 46.15 6 5 27 0 InChI=1S/C22H22O5/c1-11(2)17-8-12-7-14-19(9-18(12)26-17)25-10-15-13-5-6-16(23-3)22(24-4)21(13)27-20(14)15/h5-7,9,15,17,20H,1,8,10H2,2-4H3/t15-,17-,20-/m1/s1 CLCLFKDEXVVDGI-WRWLIDTKSA-N COc1c(OC)ccc2c1O[C@H]1[C@@H]2COc2c1cc1C[C@@H](Oc1c2)C(=C)C NPC257682 Episesamin Dicatechol 4-[(3R,3aR,6S,6aR)-3-(3,4-dihydroxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]benzene-1,2-diol CHEMBL1688937 53321379 C18H18O6 330.11 -2.8392 2.78 1.504 2 4 99.38 6 4 24 0 InChI=1S/C18H18O6/c19-13-3-1-9(5-15(13)21)17-11-7-24-18(12(11)8-23-17)10-2-4-14(20)16(22)6-10/h1-6,11-12,17-22H,7-8H2/t11-,12-,17-,18+/m0/s1 OQSOTSIYXPYTRE-GNTOHDJUSA-N Oc1ccc(cc1O)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)O)O NPC197596 Epoxyazadiradione CHEMBL1214684 49863985 C28H34O6 466.24 0.8496 3.88 3.243 5 0 86.11 9 6 34 0 InChI=1S/C28H34O6/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)22(31)23-28(26,34-23)27(17,20)6/h8-10,12,14,17-18,20-21,23H,7,11,13H2,1-6H3/t17-,18+,20-,21-,23-,25-,26+,27+,28-/m1/s1 NEYCGDYQBQONFC-GGPFZBFUSA-N CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@@]2([C@@H]2[C@]1(C)[C@@]13O[C@@H]1C(=O)[C@H]([C@@]3(CC2)C)c1ccoc1)C NPC125674 Epoxynobilin CHEMBL483867 9998730 C20H26O6 362.17 1.5977 3 1.814 6 1 85.36 8 3 26 0 InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15+,16+,17-,20+/m0/s1 DZTWAOVNNLDWNH-AUWKULLQSA-N C/C=C(\C(=O)O[C@@H]1C[C@@]2(C)O[C@@H]2C[C@@H](/C(=C\[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/C NPC238995 Epsilon-Cotonefuran 3,4,7-trimethoxydibenzofuran-2,6-diol CHEMBL1080658 10334385 C15H14O6 290.08 -1.2301 2.45 0.594 0 2 81.29 8 3 21 0 InChI=1S/C15H14O6/c1-18-10-5-4-7-8-6-9(16)14(19-2)15(20-3)13(8)21-12(7)11(10)17/h4-6,16-17H,1-3H3 BWNWAKZIGLEKRI-UHFFFAOYSA-N COc1c(OC)c(O)cc2c1oc1c2ccc(c1O)OC NPC233467 Epsilon-Viniferin Glucoside (2S,3R,4S,5S,6R)-2-[[(2S,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1082598 46890010 C34H32O11 616.19 -3.916 3.99 4.256 5 8 189.53 15 6 45 1 InChI=1S/C34H32O11/c35-16-27-30(40)31(41)32(42)34(45-27)43-25-13-19(4-1-17-2-7-21(36)8-3-17)28-26(15-25)44-33(18-5-9-22(37)10-6-18)29(28)20-11-23(38)14-24(39)12-20/h1-15,27,29-42H,16H2/b4-1+/t27-,29+,30-,31+,32-,33-,34-/m1/s1 NHYFNLFVNSLRES-YNVKLIFMSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)c3c(c2)O[C@@H]([C@H]3c2cc(O)cc(c2)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC182550 Eremanthin (3aS,6aR,9aR,9bS)-6-methyl-3,9-dimethylidene-4,6a,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one CHEMBL451364 100572 C15H18O2 230.13 1.8022 2.89 2.406 2 0 26.3 1 3 17 0 InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h4,11-14H,2-3,5-7H2,1H3/t11-,12-,13-,14-/m0/s1 BWRZDLYJNURUHS-XUXIUFHCSA-N C=C1C(=O)O[C@H]2[C@H]1CC=C([C@H]1[C@@H]2C(=C)CC1)C NPC9161 Ergocalciferol (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol CHEMBL1536 5280793 C28H44O 396.34 2.1449 4.43 9.88 1 1 20.23 11 3 29 1 InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 MECHNRXZTMCUDQ-RKHKHRCZSA-N O[C@H]1CCC(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(C)C)C)C)C)/C1 NPC238593 Ergolide [(3aS,5R,5aS,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL515974 185786 C17H22O5 306.15 0.5862 2.78 1.409 5 0 69.67 5 3 22 0 InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h8,11-12,14-15H,2,5-7H2,1,3-4H3/t8-,11+,12+,14-,15+,17+/m1/s1 JCDZXDWMCKMXFF-MMLVVLEOSA-N CC(=O)O[C@H]1[C@H]2[C@@H](OC(=O)C2=C)C[C@H]([C@H]2[C@@]1(C)C(=O)CC2)C NPC216420 Ergost-24(28)-Ene-3-Beta,5-Alpha,6-Beta,7-Beta-Tetrol (3S,5R,6R,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,7-tetrol CHEMBL520370 11037703 C28H48O4 448.36 0.2535 4.1 7.781 4 4 80.92 14 4 32 1 InChI=1S/C28H48O4/c1-16(2)17(3)7-8-18(4)20-9-10-21-23-22(12-13-26(20,21)5)27(6)14-11-19(29)15-28(27,32)25(31)24(23)30/h16,18-25,29-32H,3,7-15H2,1-2,4-6H3/t18-,19+,20-,21+,22+,23+,24-,25-,26-,27-,28+/m1/s1 CSEIKYIGVBFUKD-MISHLHQHSA-N O[C@H]1CC[C@]2([C@@](C1)(O)[C@H](O)[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=C)C(C)C)C)C)O)C NPC18603 Ergosterol (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL1232562 444679 C28H44O 396.34 2.2555 4.43 9.499 1 1 20.23 11 4 29 1 InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 DNVPQKQSNYMLRS-APGDWVJJSA-N O[C@H]1CC[C@]2(C(=CC=C3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C1)C NPC4574 Ergosterol Peroxide CHEMBL434750 5351516 C28H44O3 428.33 2.8285 4.21 8.383 3 1 38.69 11 3 31 1 InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1 VXOZCESVZIRHCJ-KGHQQZOUSA-N O[C@H]1CC[C@]2([C@@]3(C1)OO[C@@]1([C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C=C3)C NPC108198 Erianthridin 3,4-dimethoxy-9,10-dihydrophenanthrene-2,7-diol CHEMBL253982 10401022 C16H16O4 272.1 -0.8994 2.78 2.252 0 2 58.92 6 3 20 0 InChI=1S/C16H16O4/c1-19-15-13(18)8-10-4-3-9-7-11(17)5-6-12(9)14(10)16(15)20-2/h5-8,17-18H,3-4H2,1-2H3 NWPBSPADEDDKAO-UHFFFAOYSA-N COc1c2c(CCc3c2ccc(c3)O)cc(c1OC)O NPC88243 Erigeroflavanone methyl 2-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2-methoxy-4-oxochromen-3-yl]acetate CHEMBL465526 24850296 C19H18O10 406.09 -2.9901 2.45 -0.054 5 5 162.98 12 3 29 0 InChI=1S/C19H18O10/c1-27-15(24)8-18(26)17(25)16-13(23)6-10(20)7-14(16)29-19(18,28-2)9-3-4-11(21)12(22)5-9/h3-7,20-23,26H,8H2,1-2H3/t18-,19+/m0/s1 ZPKRBBYQFOQJRL-RBUKOAKNSA-N COC(=O)C[C@]1(O)C(=O)c2c(O)cc(cc2O[C@]1(OC)c1ccc(c(c1)O)O)O NPC205534 Eriocalyxin B CHEMBL2088267 16202215 C20H24O5 344.16 -0.309 3.11 0.57 5 2 83.83 4 3 25 0 InChI=1S/C20H24O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h6-7,11-12,14,16,23-24H,1,4-5,8-9H2,2-3H3/t11-,12+,14-,16+,18-,19+,20-/m1/s1 RTIKCEKESDRWAE-UJVKWQRCSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)[C@]1(O)OC[C@@]23C(=O)C=CC([C@H]2[C@@H]1O)(C)C NPC219353 Eriocasin D [(1R,4S,4aS,4bR,7R,8aR,10S,10aR)-4,10-dihydroxy-1,4a-dimethyl-9-oxo-7-(3-oxoprop-1-en-2-yl)-3,4,4b,5,6,7,8,8a,10,10a-decahydro-2H-phenanthren-1-yl]methyl acetate CHEMBL1641875 50901033 C22H32O6 392.22 -0.8656 3.22 2.003 6 2 100.9 10 3 28 0 InChI=1S/C22H32O6/c1-12(10-23)14-5-6-16-15(9-14)18(26)19(27)20-21(3,11-28-13(2)24)8-7-17(25)22(16,20)4/h10,14-17,19-20,25,27H,1,5-9,11H2,2-4H3/t14-,15-,16-,17+,19-,20-,21+,22-/m1/s1 HYXIZWTUHCHPMV-HQNQHPRXSA-N O=CC(=C)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]2(C)[C@@H](O)CC[C@@]1(C)COC(=O)C)O NPC294852 Eriodictyol (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL8996 440735 C15H12O6 288.06 -2.2747 2.45 0.363 1 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1 SBHXYTNGIZCORC-ZDUSSCGKSA-N Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(c(c1)O)O NPC105283 Eriodictyol 7-O-Sophoroside (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one CHEMBL499113 44559222 C27H32O16 612.17 -5.7685 2.67 -2.282 11 10 265.52 17 5 43 2 InChI=1S/C27H32O16/c28-7-17-20(34)22(36)24(38)26(41-17)43-25-23(37)21(35)18(8-29)42-27(25)39-10-4-13(32)19-14(33)6-15(40-16(19)5-10)9-1-2-11(30)12(31)3-9/h1-5,15,17-18,20-32,34-38H,6-8H2/t15-,17+,18+,20+,21+,22-,23-,24+,25+,26-,27+/m0/s1 HLQJCYNRIXWLJK-MHSNNWACSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC29830 Eriodictyol-7-O-Glucoside (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL509624 13254473 C21H22O11 450.12 -4.0216 2.56 -0.745 6 7 186.37 11 4 32 1 InChI=1S/C21H22O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-5,14,16,18-25,27-29H,6-7H2/t14-,16+,18+,19-,20+,21+/m0/s1 RAFHNDRXYHOLSH-SFTVRKLSSA-N OC[C@H]1O[C@@H](Oc2cc3O[C@@H](CC(=O)c3c(c2)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC59951 Ermanin 5,7-dihydroxy-3-methoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL309061 5352001 C17H14O6 314.08 -1.8679 2.67 2.326 2 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-11-5-3-9(4-6-11)16-17(22-2)15(20)14-12(19)7-10(18)8-13(14)23-16/h3-8,18-19H,1-2H3 RJCJVIFSIXKSAH-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC)O NPC290563 Erucic Acid (Z)-docos-13-enoic acid CHEMBL1173380 5281116 C22H42O2 338.32 -3.4947 3.66 10.468 2 1 37.3 21 0 24 2 InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9- DPUOLQHDNGRHBS-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCCCCCC(=O)O NPC17437 Ervadivaricatine B CHEMBL376477 44418786 C43H54N4O5 706.41 -2.2901 5.2 6.583 8 2 99.89 14 7 52 1 InChI=1S/C43H54N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h9-12,17,19,23-25,28,31,35,37,40,44-45H,7-8,13-16,18,20-22H2,1-6H3/t23-,24+,25-,28-,31+,35-,37?,40+,43-/m1/s1 YBBXESOBDXAWTH-LNMIZDNBSA-N CC[C@@H]1CN(C)[C@H]2C([C@@H]1C[C@@H](c1cc3[nH]c4c(c3cc1OC)CCN1[C@@H]3[C@]4(C[C@@H](C[C@@H]3CC)C1)C(=O)OC)c1c(C2)c2c([nH]1)cccc2)C(=O)OC NPC129106 Erybraedin A (6aR,11aR)-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL564141 21141346 C25H28O4 392.2 2.1811 3.77 4.735 0 2 58.92 10 4 29 0 InChI=1S/C25H28O4/c1-14(2)5-7-17-21(26)12-10-19-23(17)28-13-20-16-9-11-22(27)18(8-6-15(3)4)24(16)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1 HOGHBEDTLGAJAS-CPJSRVTESA-N CC(=CCc1c(O)ccc2c1OC[C@@H]1[C@H]2Oc2c1ccc(c2CC=C(C)C)O)C NPC206224 Erybraedin C (6aR,11aR)-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL455372 10408212 C25H28O4 392.2 2.1811 3.77 4.735 0 2 58.92 10 4 29 0 InChI=1S/C25H28O4/c1-14(2)5-7-16-11-19-23(12-22(16)27)28-13-20-17-9-10-21(26)18(8-6-15(3)4)24(17)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1 LDKAMVCGTURXMH-CPJSRVTESA-N CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1ccc(c2CC=C(C)C)O)C NPC115335 Erybreadin B CHEMBL561967 45268827 C25H26O4 390.18 1.6718 3.77 4.665 0 1 47.92 7 5 29 0 InChI=1S/C25H26O4/c1-14(2)5-6-16-20(26)9-7-18-22(16)27-13-19-15-8-10-21-17(23(15)28-24(18)19)11-12-25(3,4)29-21/h5,7-12,19,24,26H,6,13H2,1-4H3/t19-,24-/m0/s1 XDRMVDDOBVPELW-CYFREDJKSA-N CC(=CCc1c(O)ccc2c1OC[C@@H]1[C@H]2Oc2c1ccc1c2C=CC(O1)(C)C)C NPC268917 Erybreadin C (6aR,11aR)-4,8-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1086765 21147013 C25H28O4 392.2 2.1811 3.77 4.735 0 2 58.92 10 4 29 0 InChI=1S/C25H28O4/c1-14(2)5-7-16-11-19-20-13-28-24-17(8-6-15(3)4)21(26)10-9-18(24)25(20)29-23(19)12-22(16)27/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1 SAXBNTXROWQAKX-CPJSRVTESA-N CC(=CCc1cc2c(cc1O)O[C@@H]1[C@H]2COc2c1ccc(c2CC=C(C)C)O)C NPC469557 Erybreadin D CHEMBL1087148 46880036 C25H26O4 390.18 1.6718 3.77 4.665 0 1 47.92 7 5 29 0 InChI=1S/C25H26O4/c1-14(2)5-7-17-20(26)10-9-18-22(17)27-13-19-16-8-6-15-11-12-25(3,4)29-21(15)24(16)28-23(18)19/h5-6,8-12,19,23,26H,7,13H2,1-4H3/t19-,23-/m0/s1 YODBFZQPDZJGJG-CVDCTZTESA-N CC(=CCc1c(O)ccc2c1OC[C@@H]1[C@H]2Oc2c1ccc1c2OC(C)(C)C=C1)C NPC38761 Erycebenin E 2-[(2S)-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-5-methoxyphenol CHEMBL241569 16093658 C18H20O5 316.13 -1.0458 2.89 2.564 0 1 57.15 8 3 23 0 InChI=1S/C18H20O5/c1-20-11-4-5-13(15(19)8-11)16-7-6-14-17(22-3)9-12(21-2)10-18(14)23-16/h4-5,8-10,16,19H,6-7H2,1-3H3/t16-/m0/s1 JCLYSCYJVYARSD-INIZCTEOSA-N COc1ccc(c(c1)O)[C@@H]1CCc2c(O1)cc(cc2OC)OC NPC51070 Erycibenin A 6-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one CHEMBL241817 11337736 C20H20O7 372.12 -2.3621 2.89 1.055 3 5 127.45 11 3 27 0 InChI=1S/C20H20O7/c1-20(2,26)16(23)7-12-14(22)8-15-17(18(12)24)19(25)13(9-27-15)10-3-5-11(21)6-4-10/h3-6,8-9,16,21-24,26H,7H2,1-2H3/t16-/m0/s1 ZTEAOMCBLMDBDX-INIZCTEOSA-N Oc1ccc(cc1)c1coc2c(c1=O)c(O)c(c(c2)O)C[C@@H](C(O)(C)C)O NPC213608 Erycrystagallin 2,10-bis(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL462699 10362969 C25H26O4 390.18 2.5376 3.77 4.833 0 2 62.83 10 4 29 0 InChI=1S/C25H26O4/c1-14(2)5-7-16-11-19-23(12-22(16)27)28-13-20-17-9-10-21(26)18(8-6-15(3)4)24(17)29-25(19)20/h5-6,9-12,26-27H,7-8,13H2,1-4H3 VNTSSLCFFUCTNP-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)OCc1c2oc2c1ccc(c2CC=C(C)C)O)C NPC51887 Erysenegalensein E 5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL557493 15478903 C25H26O6 422.17 0.5354 3.55 2.889 2 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-10-17-22(28)18(11-20(27)14(3)4)25-21(23(17)29)24(30)19(12-31-25)15-6-8-16(26)9-7-15/h5-9,12,20,26-29H,3,10-11H2,1-2,4H3 ZXSXDAJQZZFAON-UHFFFAOYSA-N CC(=CCc1c(O)c(CC(C(=C)C)O)c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C NPC180872 Erysolin 1-isothiocyanato-4-methylsulfonylbutane CHEMBL1600484 3080557 C6H11NO2S2 193.02 -0.8356 1.57 1.983 3 0 86.97 6 0 11 0 InChI=1S/C6H11NO2S2/c1-11(8,9)5-3-2-4-7-6-10/h2-5H2,1H3 WNCZPWWLBZOFJL-UHFFFAOYSA-N S=C=NCCCCS(=O)(=O)C NPC117048 Erystagallin A (6aS,11aS)-9-methoxy-2,10-bis(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a-diol CHEMBL1088462 10410005 C26H30O5 422.21 2.1505 3.77 4.344 1 2 68.15 12 4 31 0 InChI=1S/C26H30O5/c1-15(2)6-8-17-12-19-23(13-21(17)27)30-14-26(28)20-10-11-22(29-5)18(9-7-16(3)4)24(20)31-25(19)26/h6-7,10-13,25,27-28H,8-9,14H2,1-5H3/t25-,26+/m0/s1 OOAXWUFECWLVEQ-IZZNHLLZSA-N COc1ccc2c(c1CC=C(C)C)O[C@@H]1[C@@]2(O)COc2c1cc(CC=C(C)C)c(c2)O NPC20829 Erysubin E CHEMBL1086764 637080 C25H26O5 406.18 1.2327 3.66 3.755 1 2 68.15 8 5 30 0 InChI=1S/C25H26O5/c1-14(2)5-6-15-11-17-21(12-19(15)26)28-13-25(27)18-7-8-20-16(22(18)29-23(17)25)9-10-24(3,4)30-20/h5,7-12,23,26-27H,6,13H2,1-4H3/t23-,25+/m0/s1 CMHGFGMNRHHGSN-UKILVPOCSA-N CC(=CCc1cc2c(cc1O)OC[C@@]1([C@H]2Oc2c1ccc1c2C=CC(O1)(C)C)O)C NPC172250 Erysubin F 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL2159045 12051847 C25H26O4 390.18 2.1675 3.77 5.415 1 2 66.76 11 3 29 1 InChI=1S/C25H26O4/c1-15(2)5-7-18-13-17(8-11-22(18)26)21-14-29-25-19(9-6-16(3)4)23(27)12-10-20(25)24(21)28/h5-6,8,10-14,26-27H,7,9H2,1-4H3 YBJJPNXZVZRDIU-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1coc2c(c1=O)ccc(c2CC=C(C)C)O)C NPC85435 Erythribyssin A (6aS,11aS)-6a,9-dimethoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-3-ol CHEMBL1076430 46879996 C22H24O5 368.16 0.6816 3.33 3.393 1 1 57.15 9 4 27 0 InChI=1S/C22H24O5/c1-13(2)5-7-15-18(24-3)10-9-17-20(15)27-21-16-8-6-14(23)11-19(16)26-12-22(17,21)25-4/h5-6,8-11,21,23H,7,12H2,1-4H3/t21-,22+/m0/s1 IGSYALWDCAHJEF-FCHUYYIVSA-N CO[C@]12COc3c([C@@H]2Oc2c1ccc(c2CC=C(C)C)OC)ccc(c3)O NPC287495 Erythro-(7R,8R)-Guaiacylglycerol 8-Vanillin Ether 4-[(1S,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxybenzaldehyde CHEMBL2430314 11382454 C18H20O7 348.12 -1.9202 2.67 1.083 3 3 105.45 13 2 25 0 InChI=1S/C18H20O7/c1-23-15-8-12(4-5-13(15)21)18(22)17(10-20)25-14-6-3-11(9-19)7-16(14)24-2/h3-9,17-18,20-22H,10H2,1-2H3/t17-,18+/m1/s1 BRWKQWFEHBAUSN-MSOLQXFVSA-N OC[C@H]([C@H](c1ccc(c(c1)OC)O)O)Oc1ccc(cc1OC)C=O NPC237594 Erythro-(7S,8R)-Guaiacylglycerol-B-Coniferyl Aldehyde Ether (E)-3-[4-[(1S,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enal CHEMBL2430312 73350868 C20H22O7 374.14 -1.5591 2.89 1.355 3 3 105.45 14 2 27 0 InChI=1S/C20H22O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-11,19-20,22-24H,12H2,1-2H3/b4-3+/t19-,20+/m1/s1 LWLOALZBDOVWAE-WGLWSTOQSA-N O=C/C=C/c1ccc(c(c1)OC)O[C@@H]([C@H](c1ccc(c(c1)OC)O)O)CO NPC101475 Erythrodiol (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol CHEMBL400074 101761 C30H50O2 442.38 1.9209 4.54 9.359 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1 PSZDOEIIIJFCFE-OSQDELBUSA-N OC[C@]12CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H](C3(C)C)O)[C@@H]2CC(CC1)(C)C)C NPC143402 Erythrosine 3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one CHEMBL1332616 3259 C20H8I4O5 835.66 4.2297 2.67 6.538 1 2 79.9 6 5 29 1 InChI=1S/C20H8I4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H OALHHIHQOFIMEF-UHFFFAOYSA-N O=C1OC2(c3c1cccc3)c1cc(I)c(c(c1Oc1c2cc(I)c(c1I)O)I)O NPC1477 Eryvarin D 9-methoxy-10-(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromen-3-ol CHEMBL1097045 15546808 C21H20O4 336.14 1.0687 3.33 3.882 0 1 51.83 7 4 25 0 InChI=1S/C21H20O4/c1-12(2)4-6-15-18(23-3)9-8-14-17-11-24-19-10-13(22)5-7-16(19)21(17)25-20(14)15/h4-5,7-10,22H,6,11H2,1-3H3 BYZVMAQRPFEPSV-UHFFFAOYSA-N COc1ccc2c(c1CC=C(C)C)oc1c2COc2c1ccc(c2)O NPC97870 Esatenolol 2-[4-[(2S)-2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide CHEMBL343633 175540 C14H22N2O3 266.16 -1.0566 2.45 1.812 4 4 85.57 12 1 19 0 InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m0/s1 METKIMKYRPQLGS-LBPRGKRZSA-N O[C@H](COc1ccc(cc1)CC(=N)O)CNC(C)C NPC210148 Escholtzine CHEMBL481839 12304178 C19H17NO4 323.12 -0.4659 3 2.439 1 0 40.16 1 6 24 0 InChI=1S/C19H17NO4/c1-20-14-2-10-4-16-18(23-8-21-16)6-12(10)15(20)3-11-5-17-19(7-13(11)14)24-9-22-17/h4-7,14-15H,2-3,8-9H2,1H3/t14-,15-/m0/s1 PGINMPJZCWDQNT-GJZGRUSLSA-N CN1[C@H]2Cc3c([C@@H]1Cc1c2cc2OCOc2c1)cc1c(c3)OCO1 NPC280029 Escin Ia (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid CHEMBL507233 6476030 C55H86O24 1130.55 -3.9256 4.87 2.112 24 13 388.04 38 8 79 3 InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10+/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1 AXNVHPCVMSNXNP-IVKVKCDBSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C(=O)O)O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)/C(=C/C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC107536 Escin Ib (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid CHEMBL505939 6476031 C55H86O24 1130.55 -3.9256 4.87 2.112 24 13 388.04 38 8 79 3 InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1 AXNVHPCVMSNXNP-OXPBSUTMSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C(=O)O)O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)/C(=C\C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC137949 Esculetin 6,7-dihydroxychromen-2-one CHEMBL244743 5281416 C9H6O4 178.03 -0.6506 2.01 0.998 1 2 66.76 2 2 13 0 InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H ILEDWLMCKZNDJK-UHFFFAOYSA-N O=c1ccc2c(o1)cc(c(c2)O)O NPC206264 Esculin 7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one CHEMBL482581 5281417 C15H16O9 340.08 -2.3975 2.12 -0.539 6 5 145.91 8 3 24 0 InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1 XHCADAYNFIFUHF-TVKJYDDYSA-N OC[C@H]1O[C@@H](Oc2cc3ccc(=O)oc3cc2O)[C@@H]([C@H]([C@@H]1O)O)O NPC48342 Estradiol (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol CHEMBL135 5757 C18H24O2 272.18 -0.4699 3.22 4.646 1 2 40.46 3 4 20 0 InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1 VOXZDWNPVJITMN-ZBRFXRBCSA-N Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C NPC71853 Estragole 1-methoxy-4-prop-2-enylbenzene CHEMBL470671 8815 C10H12O 148.09 0.9769 2.45 3.658 0 0 9.23 4 1 11 0 InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3 ZFMSMUAANRJZFM-UHFFFAOYSA-N COc1ccc(cc1)CC=C NPC190501 Estrone (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one CHEMBL1405 5870 C18H22O2 270.16 0.0998 3.22 4.039 1 1 37.3 2 4 20 0 InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1 DNXHEGUUPJUMQT-CBZIJGRNSA-N Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C NPC282294 Ethacrynic Acid 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid CHEMBL456 3278 C13H12Cl2O4 302.01 1.4479 2.23 2.362 3 1 63.6 10 1 19 0 InChI=1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17) AVOLMBLBETYQHX-UHFFFAOYSA-N CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O NPC21142 Ethosuximide 3-ethyl-3-methylpyrrolidine-2,5-dione CHEMBL696 3291 C7H11NO2 141.08 -0.2374 1.9 0.751 3 1 49.66 4 1 10 0 InChI=1S/C7H11NO2/c1-3-7(2)4-5(9)8-6(7)10/h3-4H2,1-2H3,(H,8,9,10) HAPOVYFOVVWLRS-UHFFFAOYSA-N CC1(CC)CC(=NC1=O)O NPC226547 Ethoxyclusin (3R,4R)-4-[(7-ethoxy-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol CHEMBL480295 44575400 C24H30O8 446.19 -0.6999 3.22 2.691 2 1 84.84 14 4 32 0 InChI=1S/C24H30O8/c1-5-29-20-10-14(11-21-23(20)32-13-31-21)6-16-12-30-24(25)17(16)7-15-8-18(26-2)22(28-4)19(9-15)27-3/h8-11,16-17,24-25H,5-7,12-13H2,1-4H3/t16-,17+,24?/m0/s1 PPKABVGOUVBEEX-HSQXHLSASA-N CCOc1cc(C[C@H]2COC([C@@H]2Cc2cc(OC)c(c(c2)OC)OC)O)cc2c1OCO2 NPC200845 Ethyl (9E,12E,15E)-Octadeca-9,12,15-Trienoate ethyl (9E,12E,15E)-octadeca-9,12,15-trienoate CHEMBL1527567 6371716 C20H34O2 306.26 0.4035 3.44 8.282 2 0 26.3 17 0 22 2 InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3/b6-5+,9-8+,12-11+ JYYFMIOPGOFNPK-XSHSMGBESA-N CC/C=C/C/C=C/C/C=C/CCCCCCCC(=O)OCC NPC194040 Ethyl 2-Oxo-1H-Quinoline-4-Carboxylate ethyl 2-oxo-1H-quinoline-4-carboxylate CHEMBL1561047 160782 C12H11NO3 217.07 -0.1987 2.34 2.546 3 1 59.42 5 2 16 0 InChI=1S/C12H11NO3/c1-2-16-12(15)9-7-11(14)13-10-6-4-3-5-8(9)10/h3-7H,2H2,1H3,(H,13,14) WTHATVQLTWYSCI-UHFFFAOYSA-N CCOC(=O)c1cc(O)nc2c1cccc2 NPC226855 Ethyl 3,4-Dihydroxybenzoate ethyl 3,4-dihydroxybenzoate CHEMBL486216 77547 C9H10O4 182.06 -0.659 2.01 1.28 2 2 66.76 6 1 13 0 InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3 KBPUBCVJHFXPOC-UHFFFAOYSA-N CCOC(=O)c1ccc(c(c1)O)O NPC23508 Ethyl Acetate ethyl acetate CHEMBL14152 8857 C4H8O2 88.05 0.2715 1.68 0.664 2 0 26.3 4 0 6 0 InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3 XEKOWRVHYACXOJ-UHFFFAOYSA-N CCOC(=O)C NPC118940 Ethyl Beta-Carboline-3-Carboxylate ethyl 9H-pyrido[3,4-b]indole-3-carboxylate CHEMBL454606 105078 C14H12N2O2 240.09 -0.1588 2.56 2.84 4 1 54.98 4 3 18 0 InChI=1S/C14H12N2O2/c1-2-18-14(17)12-7-10-9-5-3-4-6-11(9)16-13(10)8-15-12/h3-8,16H,2H2,1H3 KOVRZNUMIKACTB-UHFFFAOYSA-N CCOC(=O)c1ncc2c(c1)c1ccccc1[nH]2 NPC95381 Ethyl Caffeate ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL17347 5317238 C11H12O4 208.07 -0.2979 2.23 1.885 2 2 66.76 7 1 15 0 InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+ WDKYDMULARNCIS-GQCTYLIASA-N CCOC(=O)/C=C/c1ccc(c(c1)O)O NPC167577 Ethyl Cinnamate ethyl (E)-3-phenylprop-2-enoate CHEMBL318196 637758 C11H12O2 176.08 0.6227 2.45 4.648 2 0 26.3 5 1 13 0 InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+ KBEBGUQPQBELIU-CMDGGOBGSA-N CCOC(=O)/C=C/c1ccccc1 NPC202474 Ethyl Ferulate ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL286796 736681 C12H14O4 222.09 0.1106 2.34 1.975 2 1 55.76 8 1 16 0 InChI=1S/C12H14O4/c1-3-16-12(14)7-5-9-4-6-10(13)11(8-9)15-2/h4-8,13H,3H2,1-2H3/b7-5+ ATJVZXXHKSYELS-FNORWQNLSA-N CCOC(=O)/C=C/c1ccc(c(c1)OC)O NPC41409 Ethyl Fumarate (E)-4-ethoxy-4-oxobut-2-enoic acid CHEMBL1771637 5358902 C6H8O4 144.04 0.2762 1.68 0.328 4 1 63.6 6 0 10 0 InChI=1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3+ XLYMOEINVGRTEX-ONEGZZNKSA-N CCOC(=O)/C=C/C(=O)O NPC304638 Ethyl P-Coumarate ethyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL2074640 676946 C11H12O3 192.08 0.1624 2.34 2.63 2 1 46.53 6 1 14 0 InChI=1S/C11H12O3/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-8,12H,2H2,1H3/b8-5+ ZOQCEVXVQCPESC-VMPITWQZSA-N CCOC(=O)/C=C/c1ccc(cc1)O NPC188785 Ethyl Tumonoate A ethyl (2S)-1-[(E,2R,3S)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate CHEMBL1822612 53493313 C21H37NO4 367.27 -1.5295 3.22 4.403 5 1 66.84 18 1 26 1 InChI=1S/C21H37NO4/c1-5-7-8-9-10-11-13-16(3)19(23)17(4)20(24)22-15-12-14-18(22)21(25)26-6-2/h13,17-19,23H,5-12,14-15H2,1-4H3/b16-13+/t17-,18+,19-/m1/s1 ATSNGULFDLCUIL-BFJJTLHJSA-N CCCCCCC/C=C(/[C@H]([C@H](C(=O)N1CCC[C@H]1C(=O)OCC)C)O)\C NPC298268 Ethyl Vanillin 3-ethoxy-4-hydroxybenzaldehyde CHEMBL508676 8467 C9H10O3 166.06 -0.4541 2.12 1.463 1 1 46.53 5 1 12 0 InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3 CBOQJANXLMLOSS-UHFFFAOYSA-N CCOc1cc(C=O)ccc1O NPC65873 Ethylbenzene ethylbenzene CHEMBL371561 7500 C8H10 106.08 0.3069 2.34 4.954 0 0 0 2 1 8 0 InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3 YNQLUTRBYVCPMQ-UHFFFAOYSA-N CCc1ccccc1 NPC1321 Ethylgallate ethyl 3,4,5-trihydroxybenzoate CHEMBL453196 13250 C9H10O5 198.05 -1.1193 1.9 0.746 2 3 86.99 7 1 14 0 InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3 VFPFQHQNJCMNBZ-UHFFFAOYSA-N CCOC(=O)c1cc(O)c(c(c1)O)O NPC27633 Ethylparaben ethyl 4-hydroxybenzoate CHEMBL15841 8434 C9H10O3 166.06 -0.1987 2.12 1.814 2 1 46.53 5 1 12 0 InChI=1S/C9H10O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3 NUVBSKCKDOMJSU-UHFFFAOYSA-N CCOC(=O)c1ccc(cc1)O NPC109322 Etofylline 7-(2-hydroxyethyl)-1,3-dimethylpurine-2,6-dione CHEMBL699 1892 C9H12N4O3 224.09 -0.9705 1.68 -1.334 7 1 78.67 5 2 16 0 InChI=1S/C9H12N4O3/c1-11-7-6(8(15)12(2)9(11)16)13(3-4-14)5-10-7/h5,14H,3-4H2,1-2H3 NWPRCRWQMGIBOT-UHFFFAOYSA-N OCCn1cnc2c1c(=O)n(C)c(=O)n2C NPC287331 Eucalyptol 2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane CHEMBL485259 2758 C10H18O 154.14 1.3109 2.45 2.595 1 0 9.23 3 0 11 0 InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3 WEEGYLXZBRQIMU-UHFFFAOYSA-N CC12CCC(CC1)C(O2)(C)C NPC283234 Euchrenone A3 (2S)-5,7-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL559832 45269666 C30H34O6 490.24 2.8482 4.1 4.274 1 3 96.22 14 4 36 0 InChI=1S/C30H34O6/c1-16(2)7-9-19-27(33)20(10-8-17(3)4)29-26(28(19)34)23(32)15-25(35-29)21-13-18-11-12-30(5,6)36-24(18)14-22(21)31/h7-8,11-14,25,31,33-34H,9-10,15H2,1-6H3/t25-/m0/s1 HBUKGWAZEVMVBC-VWLOTQADSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c(c1O)CC=C(C)C)O)c1cc2C=CC(Oc2cc1O)(C)C)C NPC70956 Euchrestine B 8-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-methoxy-3-methyl-9H-carbazol-2-ol CHEMBL2323766 15060943 C24H29NO2 363.22 2.8191 3.77 5.653 1 2 45.25 12 3 27 1 InChI=1S/C24H29NO2/c1-15(2)7-6-8-16(3)9-10-19-23(27-5)12-11-18-20-13-17(4)22(26)14-21(20)25-24(18)19/h7,9,11-14,25-26H,6,8,10H2,1-5H3/b16-9+ OFHARTBNOLXMFZ-CXUHLZMHSA-N COc1ccc2c(c1C/C=C(/CCC=C(C)C)\C)[nH]c1c2cc(c(c1)O)C NPC190204 Eugeniin CHEMBL450745 442679 C41H30O26 938.1 -7.5719 3.11 -0.135 11 15 444.18 24 7 67 2 InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1 JCGHAEBIBSEQAD-UUUCSUBKSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@@H](O[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC31872 Eugenin 5-hydroxy-7-methoxy-2-methylchromen-4-one CHEMBL446974 10189 C11H10O4 206.06 -0.5762 2.23 0.936 1 1 55.76 4 2 15 0 InChI=1S/C11H10O4/c1-6-3-8(12)11-9(13)4-7(14-2)5-10(11)15-6/h3-5,13H,1-2H3 SUTUBQHKZRNZRA-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(cc2=O)C NPC257124 Eugenol 2-methoxy-4-prop-2-enylphenol CHEMBL42710 3314 C10H12O2 164.08 0.5166 2.34 2.484 0 1 29.46 5 1 12 0 InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3 RRAFCDWBNXTKKO-UHFFFAOYSA-N C=CCc1ccc(c(c1)OC)O NPC303522 Eugenyl Acetate (2-methoxy-4-prop-2-enylphenyl) acetate CHEMBL108299 7136 C12H14O3 206.09 0.8957 2.45 3.224 1 0 35.53 7 1 15 0 InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H3 SCCDQYPEOIRVGX-UHFFFAOYSA-N C=CCc1ccc(c(c1)OC)OC(=O)C NPC100887 Eupafolin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one CHEMBL172350 5317284 C16H12O7 316.06 -2.3966 2.45 0.589 1 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3 FHHSEFRSDKWJKJ-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O NPC28337 Euparin 1-(6-hydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone CHEMBL503938 119039 C13H12O3 216.08 0.2856 2.56 2.112 1 1 50.44 5 2 16 0 InChI=1S/C13H12O3/c1-7(2)12-5-9-4-10(8(3)14)11(15)6-13(9)16-12/h4-6,15H,1H2,2-3H3 OPUFDNZTKHPZHM-UHFFFAOYSA-N CC(=C)c1cc2c(o1)cc(c(c2)C(=O)C)O NPC255350 Eupatilin 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one CHEMBL312750 5273755 C18H16O7 344.09 -1.5796 2.67 1.198 1 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3 DRRWBCNQOKKKOL-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)cc(c(c2O)OC)O NPC211164 Eupatobenzofuran [(2S,3R)-3-hydroxy-3,6-dimethyl-2H-1-benzofuran-2-yl] (Z)-2-methylbut-2-enoate CHEMBL1795987 53262898 C15H18O4 262.12 1.577 2.67 3.312 3 1 55.76 8 2 19 0 InChI=1S/C15H18O4/c1-5-10(3)13(16)19-14-15(4,17)11-7-6-9(2)8-12(11)18-14/h5-8,14,17H,1-4H3/b10-5-/t14-,15+/m0/s1 QBRJXXZJFOHOGJ-KJUPGIGJSA-N C/C=C(\C(=O)O[C@@H]1Oc2c([C@@]1(C)O)ccc(c2)C)/C NPC160951 Eupatorin 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL487402 97214 C18H16O7 344.09 -1.5796 2.67 1.198 1 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3 KLAOKWJLUQKWIF-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccc(c(c1)O)OC NPC470755 Eupatoriopicrin [(3aR,4R,6Z,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate CHEMBL221283 6917047 C20H26O6 362.17 1.5064 3 1.308 6 2 93.06 9 2 26 0 InChI=1S/C20H26O6/c1-12-5-4-6-13(2)10-17(26-20(24)15(11-22)7-8-21)18-14(3)19(23)25-16(18)9-12/h6-7,9,16-18,21-22H,3-5,8,10-11H2,1-2H3/b12-9+,13-6-,15-7+/t16-,17-,18+/m1/s1 VWJYWGYJIDQUEG-UWRPYMCXSA-N OC/C=C(/C(=O)O[C@@H]1C/C(=C\CC/C(=C/[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)/C)\CO NPC122504 Euphorbiasteroid CHEMBL1437184 15940183 C32H40O8 552.27 0.7685 4.1 6.756 8 0 108.5 14 5 40 1 InChI=1S/C32H40O8/c1-18-14-24-23(30(24,5)6)12-13-31(17-37-31)29(38-20(3)33)26-27(39-25(35)15-22-10-8-7-9-11-22)19(2)16-32(26,28(18)36)40-21(4)34/h7-11,14,19,23-24,26-27,29H,12-13,15-17H2,1-6H3/b18-14+/t19-,23-,24+,26+,27-,29-,31+,32+/m0/s1 SDGDWRYYHQOQOJ-XXMLZKCSSA-N O=C(O[C@H]1[C@@H](C)C[C@]2([C@H]1[C@H](OC(=O)C)[C@@]1(CC[C@H]3[C@@H](/C=C(/C2=O)\C)C3(C)C)CO1)OC(=O)C)Cc1ccccc1 NPC233860 Euphornin [(1S,2S,3aR,4S,5S,6E,9R,11R,12E,13aS)-4,9,11-triacetyloxy-3a-hydroxy-2,5,8,8,12-pentamethyl-2,3,4,5,9,10,11,13a-octahydro-1H-cyclopenta[12]annulen-1-yl] benzoate CHEMBL499921 14489120 C33H44O9 584.3 0.7498 4.1 5.749 9 1 125.43 18 3 42 1 InChI=1S/C33H44O9/c1-19-14-15-32(7,8)28(40-23(5)35)17-27(39-22(4)34)20(2)16-26-29(42-31(37)25-12-10-9-11-13-25)21(3)18-33(26,38)30(19)41-24(6)36/h9-16,19,21,26-30,38H,17-18H2,1-8H3/b15-14+,20-16+/t19-,21-,26-,27+,28+,29-,30-,33+/m0/s1 BRVXVMOWTHQKHC-LKCWGRRXSA-N CC(=O)O[C@H]1[C@@H](C)/C=C/C(C)(C)[C@H](OC(=O)C)C[C@H](/C(=C/[C@@H]2[C@]1(O)C[C@@H]([C@@H]2OC(=O)c1ccccc1)C)/C)OC(=O)C NPC230541 Eurycolactone E CHEMBL1079673 636592 C19H26O6 350.17 -0.7171 2.89 -0.473 6 3 104.06 7 4 25 0 InChI=1S/C19H26O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-10,12-16,20,22-23H,6H2,1-4H3/t8-,9+,10+,12-,13+,14-,15-,16-,18+,19+/m1/s1 PFEUJUXMHXWDQS-MHSWQEBQSA-N O[C@H]1C=C(C)[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@@H](O)[C@@H]3OC(=O)[C@H]([C@@]1(C(=O)C2)C)[C@H]3C NPC277017 Eurycomalactone CHEMBL1081239 441793 C19H24O6 348.16 -0.6836 2.89 -0.48 6 2 100.9 6 4 25 0 InChI=1S/C19H24O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,12-16,22-23H,6H2,1-4H3/t8-,9+,12-,13+,14-,15-,16-,18+,19+/m1/s1 OGHYZHNTIINXEO-MGBQOKOWSA-N O=C1C=C(C)[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@@H](O)[C@@H]3OC(=O)[C@H]([C@@]1(C(=O)C2)C)[C@H]3C NPC188738 Eurycomalide B CHEMBL1079672 46878940 C19H24O6 348.16 -0.4555 2.89 -0.6 6 3 104.06 7 4 25 0 InChI=1S/C19H24O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5-6,8,10,12-16,20,22-23H,1-4H3/t8-,10+,12-,13+,14-,15-,16-,18+,19+/m1/s1 GAVAUJBDPWVDRK-MDRFCZBNSA-N O[C@H]1C=C(C)C2=CC(=O)[C@@]3([C@@H]([C@]2([C@@H]1O)C)[C@@H](O)[C@@H]1OC(=O)[C@H]3[C@H]1C)C NPC112038 Eurycomanone CHEMBL1171981 49798945 C20H24O9 408.14 -2.2632 2.67 -1.282 9 5 153.75 7 5 29 0 InChI=1S/C20H24O9/c1-7-4-10(21)13(23)17(3)9(7)5-11-18-6-28-20(27,16(17)18)12(22)8(2)19(18,26)14(24)15(25)29-11/h4,9,11-14,16,22-24,26-27H,2,5-6H2,1,3H3/t9-,11+,12+,13+,14-,16+,17+,18+,19-,20+/m0/s1 UCUWZJWAQQRCOR-AIMGAIMTSA-N CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@H]1OC(=O)[C@@H]([C@@]3([C@]41[C@@H]2[C@](O)(OC4)[C@@H](C3=C)O)O)O)C)O NPC158371 Euscaphic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL239075 471426 C30H48O5 488.35 0.822 4.21 5.966 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1 OXVUXGFZHDKYLS-QUFHAEKXSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C NPC203343 Euscaphic Acid C CHEMBL1270356 49831542 C30H46O5 486.33 0.529 4.21 6.214 5 4 97.99 11 6 35 1 InChI=1S/C30H46O5/c1-17-7-11-28(23(33)34)13-14-30-16-29(30,22(28)27(17,6)35)12-9-20-25(4)15-18(31)21(32)24(2,3)19(25)8-10-26(20,30)5/h9,12,17-22,31-32,35H,7-8,10-11,13-16H2,1-6H3,(H,33,34)/t17-,18-,19+,20-,21-,22-,25+,26-,27-,28+,29-,30-/m1/s1 FJBWUBWZSSBDEN-XVNGACRRSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@@H]1O)(C)C)CC[C@@]1([C@@H]2C=C[C@@]23[C@]1(CC[C@@]1([C@H]3[C@](C)(O)[C@H](C)CC1)C(=O)O)C2)C NPC312075 Euscaphic Acid D CHEMBL1270451 49831543 C30H46O5 486.33 0.529 4.21 6.214 5 4 97.99 11 6 35 1 InChI=1S/C30H46O5/c1-17-7-11-28(23(33)34)13-14-30-16-29(30,22(28)27(17,6)35)12-9-20-25(4)15-18(31)21(32)24(2,3)19(25)8-10-26(20,30)5/h9,12,17-22,31-32,35H,7-8,10-11,13-16H2,1-6H3,(H,33,34)/t17-,18-,19+,20-,21+,22-,25+,26-,27-,28+,29-,30-/m1/s1 FJBWUBWZSSBDEN-CTCWFQGOSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2C=C[C@@]23[C@]1(CC[C@@]1([C@H]3[C@](C)(O)[C@H](C)CC1)C(=O)O)C2)C NPC255589 Euscaphic Acid Methyl Ester methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL2089025 14314584 C31H50O5 502.37 1.073 4.32 6.287 5 3 86.99 13 5 36 1 InChI=1S/C31H50O5/c1-18-11-14-31(25(34)36-8)16-15-28(5)19(23(31)30(18,7)35)9-10-22-27(4)17-20(32)24(33)26(2,3)21(27)12-13-29(22,28)6/h9,18,20-24,32-33,35H,10-17H2,1-8H3/t18-,20-,21+,22-,23-,24-,27+,28-,29-,30-,31+/m1/s1 RQWXHGLRDYGNGZ-VFBRRWPOSA-N COC(=O)[C@@]12CC[C@H]([C@@]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)C[C@H]([C@H](C1(C)C)O)O)(C)O)C NPC246700 Eustifoline C 4-[(2E)-3,7-dimethylocta-2,6-dienyl]-6-methyl-9H-carbazol-3-ol CHEMBL2323765 14635307 C23H27NO 333.21 2.8709 3.77 6.519 1 2 36.02 10 3 25 1 InChI=1S/C23H27NO/c1-15(2)6-5-7-16(3)8-10-18-22(25)13-12-21-23(18)19-14-17(4)9-11-20(19)24-21/h6,8-9,11-14,24-25H,5,7,10H2,1-4H3/b16-8+ MFGOZKCFDYMVEK-LZYBPNLTSA-N C/C(=C\Cc1c(O)ccc2c1c1cc(C)ccc1[nH]2)/CCC=C(C)C NPC141549 Euxanthone 2,7-dihydroxyxanthen-9-one CHEMBL448874 2836049 C13H8O4 228.04 -1.3385 2.45 1.577 1 2 66.76 2 3 17 0 InChI=1S/C13H8O4/c14-7-1-3-11-9(5-7)13(16)10-6-8(15)2-4-12(10)17-11/h1-6,14-15H JXMFQSCZNDSWSX-UHFFFAOYSA-N Oc1ccc2c(c1)c(=O)c1c(o2)ccc(c1)O NPC153453 Evelynin 2-[3-(3,4-dimethoxyphenyl)-3-oxopropyl]-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione CHEMBL1224594 46938776 C19H20O7 360.12 -1.1617 2.78 1.293 5 0 88.13 12 2 26 0 InChI=1S/C19H20O7/c1-23-15-8-5-11(9-16(15)24-2)13(20)7-6-12-14(21)10-17(25-3)18(22)19(12)26-4/h5,8-10H,6-7H2,1-4H3 RESAUZHVVYGGHO-UHFFFAOYSA-N COC1=CC(=O)C(=C(C1=O)OC)CCC(=O)c1ccc(c(c1)OC)OC NPC135601 Evodiamine CHEMBL486598 6971167 C19H17N3O 303.14 -0.5403 3.11 3.89 4 1 39.34 1 5 23 0 InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m1/s1 TXDUTHBFYKGSAH-GOSISDBHSA-N O=C1c2ccccc2N([C@@H]2N1CCc1c2[nH]c2c1cccc2)C NPC51633 Evofolin C (E)-3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol CHEMBL251915 44445795 C14H18O2 218.13 1.4328 2.78 3.51 1 1 29.46 8 1 16 0 InChI=1S/C14H18O2/c1-12(2)9-11-16-14-7-5-13(6-8-14)4-3-10-15/h3-9,15H,10-11H2,1-2H3/b4-3+ ROCWIPIJKMWFFA-ONEGZZNKSA-N OC/C=C/c1ccc(cc1)OCC=C(C)C NPC101233 Excisanin A CHEMBL480677 11772488 C20H30O5 350.21 -1.2604 3.11 0.511 5 4 97.99 7 4 25 0 InChI=1S/C20H30O5/c1-9-15-10(21)7-12-19(4)11(18(2,3)6-5-13(19)22)8-14(23)20(12,16(9)24)17(15)25/h10-15,17,21-23,25H,1,5-8H2,2-4H3/t10-,11+,12-,13-,14+,15+,17+,19+,20-/m0/s1 NFENNPKUXFGPST-WEMBNSTNSA-N O[C@H]1C[C@H]2[C@]3(C)[C@@H](O)CCC([C@H]3C[C@H]([C@]32[C@@H]([C@@H]1C(=C)C3=O)O)O)(C)C NPC148628 Excisanin B CHEMBL470766 13193213 C22H32O6 392.22 -0.8813 3.22 1.251 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-17-12(28-11(2)23)8-14-21(5)13(20(3,4)7-6-15(21)24)9-16(25)22(14,18(10)26)19(17)27/h12-17,19,24-25,27H,1,6-9H2,2-5H3/t12-,13+,14-,15-,16+,17+,19+,21+,22-/m0/s1 VAAUVQKKXHANPM-DQHXIWAQSA-N CC(=O)O[C@H]1C[C@@H]2[C@]3([C@@H]([C@@H]1C(=C)C3=O)O)[C@H](O)C[C@H]1[C@@]2(C)[C@@H](O)CCC1(C)C NPC149761 Excisanin C CHEMBL253559 15011613 C20H30O4 334.21 -1.0117 3.22 1.861 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-11-12-5-6-13-19(3)8-4-7-18(2,10-21)14(19)9-15(22)20(13,16(11)23)17(12)24/h12-15,17,21-22,24H,1,4-10H2,2-3H3/t12-,13-,14+,15+,17+,18+,19-,20-/m0/s1 NAXAHKFDLHFVHY-YNDYFHGHSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@@]13[C@H]2CC[C@H]([C@H]3O)C(=C)C1=O)C NPC476168 Excisanin K CHEMBL550435 45270538 C20H30O4 334.21 -1.0117 3.22 1.228 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-11-12-4-5-14-19(3)13(18(2,10-21)8-7-15(19)22)6-9-20(14,16(11)23)17(12)24/h12-15,17,21-22,24H,1,4-10H2,2-3H3/t12-,13+,14-,15-,17+,18+,19+,20+/m0/s1 IOLAXGYDTVZNNV-UGKKBRBKSA-N OC[C@@]1(C)CC[C@@H]([C@@]2([C@@H]1CC[C@@]13[C@H]2CC[C@H]([C@H]3O)C(=C)C1=O)C)O NPC93113 Excoecariphenol D CHEMBL1939386 57397230 C46H36O31 1084.12 3.11 -3.246 20 16 505.24 19 77 2 InChI=1S/C46H36O31/c47-13-1-9(2-14(48)23(13)53)35(57)76-39-32-31-27(19(70-39)7-68-36(58)10-3-15(49)24(54)28-20(10)21-11(37(59)72-31)4-16(50)25(55)29(21)71-28)74-41(61)42-8-43(62)34(18(52)6-69-43)75-40(42)44(63,64)46(66,67)45(65)33(42)22-12(38(60)73-32)5-17(51)26(56)30(22)77-45/h1-5,18-19,27,31-34,39-40,47-56,62-67H,6-8H2/t18-,19-,27-,31+,32-,33-,34+,39+,40+,42-,43+,45-/m1/s1 KVXLJYHVDVUACG-AZNNVHTCSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c4c3c3c(C(=O)O[C@@H]5[C@H]1OC(=O)c1cc(O)c(c6c1[C@@H]1[C@]7(C(=O)O[C@H]25)C[C@]2(O)OC[C@H]([C@@H]2O[C@@H]7C(C([C@@]1(O6)O)(O)O)(O)O)O)O)cc(O)c(c3o4)O)O NPC85162 Exiguaflavone A (2S)-2-(2,6-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL464368 15735861 C25H28O6 424.19 0.5129 3.55 3.311 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)8-9-15(14(3)4)10-16-19(28)11-20(29)24-21(30)12-22(31-25(16)24)23-17(26)6-5-7-18(23)27/h5-8,11,15,22,26-29H,3,9-10,12H2,1-2,4H3/t15-,22+/m1/s1 FPUREMWTZVLZBZ-QRQCRPRQSA-N CC(=CC[C@@H](C(=C)C)Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1c(O)cccc1O)O)C NPC125894 Exiguaflavone B (2S)-2-(2,6-dihydroxyphenyl)-5-hydroxy-7-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL465402 15735862 C26H30O6 438.2 0.9214 3.66 3.83 1 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-14(2)9-10-16(15(3)4)11-17-22(31-5)12-20(29)25-21(30)13-23(32-26(17)25)24-18(27)7-6-8-19(24)28/h6-9,12,16,23,27-29H,3,10-11,13H2,1-2,4-5H3/t16-,23+/m1/s1 COKUCRXLRIRZQM-MWTRTKDXSA-N COc1cc(O)c2c(c1C[C@H](C(=C)C)CC=C(C)C)O[C@@H](CC2=O)c1c(O)cccc1O NPC76726 Fagomine (2R,3R,4R)-2-(hydroxymethyl)piperidine-3,4-diol CHEMBL108084 72259 C6H13NO3 147.09 -2.2173 1.68 -0.757 4 4 72.72 4 1 10 0 InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5-,6-/m1/s1 YZNNBIPIQWYLDM-HSUXUTPPSA-N OC[C@H]1NCC[C@H]([C@@H]1O)O NPC248884 Falcarindiol (3R,8S,9Z)-heptadeca-1,9-dien-4,6-diyne-3,8-diol CHEMBL69018 5281148 C17H24O2 260.18 0.2016 3.11 4.573 2 2 40.46 11 0 19 0 InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16-,17+/m1/s1 QWCNQXNAFCBLLV-YWALDVPYSA-N CCCCCCC/C=C\[C@@H](C#CC#C[C@@H](C=C)O)O NPC31194 Falcarindiol (8S,9Z)-heptadeca-1,9-dien-4,6-diyne-3,8-diol CHEMBL1094112 46887429 C17H24O2 260.18 0.2016 3.11 4.573 2 2 40.46 11 0 19 0 InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16?,17-/m0/s1 QWCNQXNAFCBLLV-KJGFWLTQSA-N CCCCCCC/C=C\[C@@H](C#CC#CC(C=C)O)O NPC19834 Falcarinol (3S,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol CHEMBL368712 5469789 C17H24O 244.18 1.0335 3.22 6.197 1 1 20.23 10 0 18 1 InChI=1S/C17H24O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h4,10-11,17-18H,2-3,5-9,12H2,1H3/b11-10-/t17-/m0/s1 UGJAEDFOKNAMQD-MQNTZWLQSA-N CCCCCCC/C=C\CC#CC#C[C@H](C=C)O NPC115284 Fanchinin CHEMBL176045 73078 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m0/s1 WVTKBKWTSCPRNU-KYJUHHDHSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@@H]3N(CC2)C)ccc4OC)cc1)C NPC217748 Fangchinoline CHEMBL504256 73481 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1 IIQSJHUEZBTSAT-VMPREFPWSA-N COc1cc2CCN([C@@H]3c2c(c1O)Oc1cc2c(cc1OC)CCN([C@H]2Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C)C NPC14697 Farnesiferol C 7-[(E)-3-methyl-5-[(1R,3R,4S)-2,2,4-trimethyl-7-oxabicyclo[2.2.1]heptan-3-yl]pent-2-enoxy]chromen-2-one CHEMBL177697 15559239 C24H30O4 382.21 2.1573 3.66 5.319 2 0 44.76 10 4 28 1 InChI=1S/C24H30O4/c1-16(5-9-20-23(2,3)21-11-13-24(20,4)28-21)12-14-26-18-8-6-17-7-10-22(25)27-19(17)15-18/h6-8,10,12,15,20-21H,5,9,11,13-14H2,1-4H3/b16-12+/t20-,21-,24+/m1/s1 OCHZHKVSLMBEJP-QYQYHAIPSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC[C@H]1[C@]2(C)CC[C@H](C1(C)C)O2 NPC103213 Farnesol (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol CHEMBL25308 445070 C15H26O 222.2 3.5719 3 4.346 1 1 20.23 12 0 16 0 InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+ CRDAMVZIKSXKFV-YFVJMOTDSA-N OC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C NPC283849 Fatsiaside A1 (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL444982 13878127 C35H56O7 588.4 0.8936 4.54 8.187 7 4 116.45 14 6 42 1 InChI=1S/C35H56O7/c1-30(2)14-16-35(29(39)40)17-15-33(6)20(21(35)18-30)8-9-24-32(5)12-11-25(31(3,4)23(32)10-13-34(24,33)7)42-28-27(38)26(37)22(36)19-41-28/h8,21-28,36-38H,9-19H2,1-7H3,(H,39,40)/t21-,22-,23-,24+,25-,26-,27+,28-,32-,33+,34+,35-/m0/s1 HZLWUYJLOIAQFC-HRDZKRTASA-N O[C@H]1CO[C@H]([C@@H]([C@H]1O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC289905 Fdm A (8S)-4',9,9'-trihydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone CHEMBL256952 9937086 C30H21NO9 539.12 -1.9038 3.66 1.393 6 4 171.32 9 6 40 0 InChI=1S/C30H21NO9/c1-3-4-5-6-14-10-13-9-12-7-8-30(22(12)26(36)17(13)29(39)31-14)27(37)20-21(28(30)38)25(35)19-18(24(20)34)15(32)11-16(40-2)23(19)33/h3-6,9-11,34-36H,7-8H2,1-2H3,(H,31,39)/b4-3+,6-5+/t30-/m0/s1 BZONSJUONOFNNP-MHSJTTIKSA-N C/C=C/C=C/c1nc(O)c2c(c1)cc1c(c2O)[C@@]2(CC1)C(=O)c1c(C2=O)c(O)c2c(c1O)C(=O)C=C(C2=O)OC NPC302807 Fdm E (8R)-5',8',9,9',10'-pentahydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,3'-anthracene]-1,1',2',4'-tetrone CHEMBL255899 44448279 C31H23NO10 569.13 -2.4749 3.66 0.724 4 6 194.71 11 6 42 1 InChI=1S/C31H23NO10/c1-3-4-5-6-14-10-13-9-12-7-8-31(22(12)26(37)17(13)30(41)32-14)28(39)21-20(27(38)29(31)40)24(35)18-15(33)11-16(42-2)23(34)19(18)25(21)36/h3-6,9-11,33-37H,7-8H2,1-2H3,(H,32,41)/b4-3+,6-5+/t31-/m1/s1 CBYHZVAGTILQJR-GSIWLMKGSA-N C/C=C/C=C/c1nc(O)c2c(c1)cc1c(c2O)[C@@]2(CC1)C(=O)C(=O)c1c(C2=O)c(O)c2c(c1O)c(O)cc(c2O)OC NPC93071 Ferrugicadinol (4bS,8aS,10S)-10-[[(4aR,5R,8S,8aR)-5-hydroxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalen-2-yl]methyl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol CHEMBL465221 11562492 C35H54O2 506.41 1.8045 5.09 12.181 1 2 40.46 14 5 37 1 InChI=1S/C35H54O2/c1-21(2)25-12-15-35(8,37)29-11-10-23(17-28(25)29)16-24-18-32-33(5,6)13-9-14-34(32,7)30-20-31(36)26(22(3)4)19-27(24)30/h17,19-22,24-25,28-29,32,36-37H,9-16,18H2,1-8H3/t24-,25+,28+,29-,32+,34-,35-/m1/s1 ZBJRPMGEEOSMIM-IKCQQGRZSA-N CC([C@@H]1CC[C@@]([C@H]2[C@H]1C=C(CC2)C[C@@H]1C[C@H]2C(C)(C)CCC[C@@]2(c2c1cc(C(C)C)c(c2)O)C)(C)O)C NPC126002 Ferrugieudesmol (4bS,8aS,10R)-10-[(1S,4aS,6R,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol CHEMBL508557 11994700 C35H54O2 506.41 2.178 5.09 12.579 1 2 40.46 13 5 37 1 InChI=1S/C35H54O2/c1-21(2)24-18-25-26(19-31-32(4,5)14-10-15-35(31,9)29(25)20-30(24)36)27-12-11-22(3)28-17-23(33(6,7)37)13-16-34(27,28)8/h18,20-21,23,26-28,31,36-37H,3,10-17,19H2,1-2,4-9H3/t23-,26+,27+,28+,31+,34+,35-/m1/s1 QJDFWYBXQNDEJQ-RPABJFINSA-N C=C1CC[C@H]([C@]2([C@H]1C[C@@H](CC2)C(O)(C)C)C)[C@H]1C[C@H]2C(C)(C)CCC[C@@]2(c2c1cc(C(C)C)c(c2)O)C NPC260323 Ferruginol (4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol CHEMBL197308 442027 C20H30O 286.23 1.3229 3.55 8.211 0 1 20.23 7 3 21 1 InChI=1S/C20H30O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h11-13,18,21H,6-10H2,1-5H3/t18-,20+/m0/s1 QXNWVJOHUAQHLM-AZUAARDMSA-N CC(c1cc2CC[C@@H]3[C@](c2cc1O)(C)CCCC3(C)C)C NPC70744 Ferulic Acid (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid CHEMBL32749 445858 C10H10O4 194.06 -0.3908 2.12 1.231 2 2 66.76 6 1 14 0 InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+ KSEBMYQBYZTDHS-HWKANZROSA-N COc1cc(/C=C/C(=O)O)ccc1O NPC138438 Ficuseptamine B 6-(dimethylamino)-1-(3-hydroxy-4-methoxyphenyl)hexan-1-one CHEMBL1088609 44614017 C15H23NO3 265.17 -1.3757 2.67 1.648 2 1 49.77 12 1 19 0 InChI=1S/C15H23NO3/c1-16(2)10-6-4-5-7-13(17)12-8-9-15(19-3)14(18)11-12/h8-9,11,18H,4-7,10H2,1-3H3 KHPBRJKLVIUPRG-UHFFFAOYSA-N COc1ccc(cc1O)C(=O)CCCCCN(C)C NPC114119 Ficusesquilignan A (1R,2S)-2-[4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol CHEMBL1760589 54580061 C31H36O11 584.23 -3.2897 3.66 1.283 4 4 145.53 19 5 42 1 InChI=1S/C31H36O11/c1-36-23-9-16(5-7-21(23)33)28(34)27(13-32)42-22-8-6-17(10-24(22)37-2)30-19-14-41-31(20(19)15-40-30)18-11-25(38-3)29(35)26(12-18)39-4/h5-12,19-20,27-28,30-35H,13-15H2,1-4H3/t19-,20-,27+,28-,30+,31+/m1/s1 PFZFCRCFYYFTPE-RWMYVIIASA-N OC[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)Oc1ccc(cc1OC)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1cc(OC)c(c(c1)OC)O NPC151656 Fimbriol B 4-methoxyphenanthrene-2,3,5-triol CHEMBL254188 23900101 C15H12O4 256.07 -1.4327 2.67 2.589 0 3 69.92 5 3 19 0 InChI=1S/C15H12O4/c1-19-15-13-9(7-11(17)14(15)18)6-5-8-3-2-4-10(16)12(8)13/h2-7,16-18H,1H3 XXYVUERYPGSDCY-UHFFFAOYSA-N COc1c(O)c(O)cc2c1c1c(O)cccc1cc2 NPC222307 Fischerosides A CHEMBL1813581 53360347 C28H40O11 552.26 -1.8978 3.33 -0.819 11 6 183.21 17 5 39 2 InChI=1S/C28H40O11/c1-12-6-18-26(35,23(12)34)9-15(11-37-24-21(33)20(32)19(31)17(10-29)38-24)7-16-22-25(4,5)27(22,39-14(3)30)8-13(2)28(16,18)36/h6-7,13,16-22,24,29,31-33,35-36H,8-11H2,1-5H3/t13-,16+,17-,18-,19-,20+,21-,22-,24-,26-,27+,28-/m1/s1 JMDGBSYRPFFZBO-WHDWRCRCSA-N OC[C@H]1O[C@@H](OCC2=C[C@H]3[C@H]4[C@@](C4(C)C)(OC(=O)C)C[C@H]([C@@]3([C@H]3[C@@](C2)(O)C(=O)C(=C3)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC102367 Fischerosides B CHEMBL1813582 53360348 C35H44O15 704.27 -2.9095 3.66 -0.426 12 8 249.97 22 6 50 2 InChI=1S/C35H44O15/c1-14-6-23-33(45,29(14)43)11-17(7-19-28-32(4,5)34(28,50-16(3)36)10-15(2)35(19,23)46)12-48-31-27(42)26(41)25(40)22(49-31)13-47-30(44)18-8-20(37)24(39)21(38)9-18/h6-9,15,19,22-23,25-28,31,37-42,45-46H,10-13H2,1-5H3/t15-,19+,22-,23-,25-,26+,27-,28-,31-,33-,34+,35-/m1/s1 HILKKSGKHWLFAN-QWOHJRRRSA-N CC(=O)O[C@@]12C[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC270109 Fischerosides C CHEMBL1813583 53360349 C28H40O12 568.25 -2.4709 3.22 -1.849 12 7 203.44 18 5 40 2 InChI=1S/C28H40O12/c1-11-6-17-26(36,22(11)34)8-14(10-38-24-20(33)19(32)18(31)16(9-29)39-24)7-15-21-25(4,5)28(21,40-13(3)30)23(35)12(2)27(15,17)37/h6-7,12,15-21,23-24,29,31-33,35-37H,8-10H2,1-5H3/t12-,15+,16-,17-,18-,19+,20-,21-,23-,24-,26-,27-,28-/m1/s1 BOMSGJZXLXXNID-AAONQXFQSA-N OC[C@H]1O[C@@H](OCC2=C[C@H]3[C@@H]4C([C@]4(OC(=O)C)[C@@H]([C@H]([C@@]3([C@H]3[C@@](C2)(O)C(=O)C(=C3)C)O)C)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC51443 Fisetin 2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one CHEMBL31574 5281614 C15H10O6 286.05 -2.3409 2.45 2.344 2 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H XHEFDIBZLJXQHF-UHFFFAOYSA-N Oc1ccc2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O NPC299923 Fisetin Tetramethyl Ether 2-(3,4-dimethoxyphenyl)-3,7-dimethoxychromen-4-one CHEMBL575808 631171 C19H18O6 342.11 -1.0509 2.89 3.364 2 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-12-6-7-13-15(10-12)25-18(19(24-4)17(13)20)11-5-8-14(22-2)16(9-11)23-3/h5-10H,1-4H3 NAMFTZBUZYVNST-UHFFFAOYSA-N COc1ccc2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)OC)OC NPC314329 Flavanone 2-phenyl-2,3-dihydrochromen-4-one CHEMBL274318 10251 C15H12O2 224.08 -0.4335 2.89 4.63 1 0 26.3 1 3 17 0 InChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2 ZONYXWQDUYMKFB-UHFFFAOYSA-N O=C1CC(Oc2c1cccc2)c1ccccc1 NPC200557 Flavanthridin 5,7-dimethoxy-9,10-dihydrophenanthrene-2,6-diol CHEMBL1082453 14777891 C16H16O4 272.1 -0.8994 2.78 2.252 0 2 58.92 6 3 20 0 InChI=1S/C16H16O4/c1-19-13-8-10-4-3-9-7-11(17)5-6-12(9)14(10)16(20-2)15(13)18/h5-8,17-18H,3-4H2,1-2H3 SOHTUOALNFQEMJ-UHFFFAOYSA-N COc1c(O)c(OC)cc2c1c1ccc(cc1CC2)O NPC242294 Flavokawain A (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one CHEMBL243829 5355469 C18H18O5 314.12 -0.5184 2.89 3.358 1 1 64.99 10 2 23 0 InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+ CGIBCVBDFUTMPT-RMKNXTFCSA-N COc1ccc(cc1)/C=C/C(=O)c1c(O)cc(cc1OC)OC NPC188646 Flavokawain B (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one CHEMBL104255 5356121 C17H16O4 284.1 -0.4666 2.89 4.857 1 1 55.76 8 2 21 0 InChI=1S/C17H16O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-11,19H,1-2H3/b9-8+ QKQLSQLKXBHUSO-CMDGGOBGSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1 NPC263670 Flavokawain C (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL251958 6293081 C17H16O5 300.1 -0.9269 2.78 2.839 1 2 75.99 9 2 22 0 InChI=1S/C17H16O5/c1-21-13-9-15(20)17(16(10-13)22-2)14(19)8-5-11-3-6-12(18)7-4-11/h3-10,18,20H,1-2H3/b8-5+ UXUFMIJZNYXWDX-VMPITWQZSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccc(cc1)O NPC32298 Flavone 2-phenylchromen-4-one CHEMBL275638 10680 C15H10O2 222.07 -0.5036 2.89 5.3 1 0 26.3 1 3 17 1 InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H VHBFFQKBGNRLFZ-UHFFFAOYSA-N O=c1cc(oc2c1cccc2)c1ccccc1 NPC93730 Flavonol 3-hydroxy-2-phenylchromen-4-one CHEMBL294009 11349 C15H10O3 238.06 -0.96 2.78 5.648 2 1 46.53 2 3 18 1 InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H HVQAJTFOCKOKIN-UHFFFAOYSA-N O=c1c(O)c(oc2c1cccc2)c1ccccc1 NPC165964 Flazine 1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carboxylic acid CHEMBL1822160 5377686 C17H12N2O4 308.08 -1.263 2.67 2.417 5 3 99.35 5 4 23 0 InChI=1S/C17H12N2O4/c20-8-9-5-6-14(23-9)16-15-11(7-13(19-16)17(21)22)10-3-1-2-4-12(10)18-15/h1-7,18,20H,8H2,(H,21,22) USBWYUYKHHILLZ-UHFFFAOYSA-N OCc1ccc(o1)c1nc(cc2c1[nH]c1c2cccc1)C(=O)O NPC195621 Flemichin D (8S)-8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one CHEMBL550565 124344 C25H26O6 422.17 0.9708 3.55 2.804 1 3 96.22 10 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-7-17-23-16(9-10-25(3,4)31-23)22(29)21-19(28)12-20(30-24(17)21)15-8-6-14(26)11-18(15)27/h5-6,8-11,20,26-27,29H,7,12H2,1-4H3/t20-/m0/s1 DFVFCZXJTRKRPI-FQEVSTJZSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c2c1OC(C)(C)C=C2)O)c1ccc(cc1O)O)C NPC256406 Flemingsin 5,7-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)-6,8-bis(3-methylbut-2-enyl)chromen-4-one CHEMBL2442946 15719494 C26H28O6 436.19 1.6554 3.66 4.008 1 3 96.22 14 3 32 0 InChI=1S/C26H28O6/c1-14(2)6-9-17-23(28)18(10-7-15(3)4)26-22(24(17)29)25(30)19(13-32-26)16-8-11-20(27)21(12-16)31-5/h6-8,11-13,27-29H,9-10H2,1-5H3 HTHLDJJBNQWUJJ-UHFFFAOYSA-N COc1cc(ccc1O)c1coc2c(c1=O)c(O)c(c(c2CC=C(C)C)O)CC=C(C)C NPC28241 Flemiphilippinin A 7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-3-(2-methylbut-3-en-2-yl)-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one CHEMBL2442948 10074228 C30H32O6 488.22 2.1637 4.1 5.901 1 3 96.22 14 4 36 1 InChI=1S/C30H32O6/c1-8-29(4,5)23-14-19-25(33)24-26(34)20(17-10-12-21(31)22(32)13-17)15-35-28(24)18(11-9-16(2)3)27(19)36-30(23,6)7/h8-10,12-15,31-33H,1,11H2,2-7H3 VBTMMYSERQFPPK-UHFFFAOYSA-N C=CC(C1=Cc2c(OC1(C)C)c(CC=C(C)C)c1c(c2O)c(=O)c(co1)c1ccc(c(c1)O)O)(C)C NPC188403 Flemiphilippinin E 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-3-(2-methylbut-3-en-2-yl)-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one CHEMBL2442949 73355670 C30H32O5 472.22 2.624 4.21 6.435 1 2 75.99 13 4 35 1 InChI=1S/C30H32O5/c1-8-29(4,5)23-15-21-25(32)24-26(33)22(18-10-12-19(31)13-11-18)16-34-28(24)20(14-9-17(2)3)27(21)35-30(23,6)7/h8-13,15-16,31-32H,1,14H2,2-7H3 RREXXCHIBJFPKH-UHFFFAOYSA-N C=CC(C1=Cc2c(OC1(C)C)c(CC=C(C)C)c1c(c2O)c(=O)c(co1)c1ccc(cc1)O)(C)C NPC173250 Flindersiamine CHEMBL503519 68221 C14H11NO5 273.06 -0.5604 2.34 1.107 1 0 62.95 4 4 20 0 InChI=1S/C14H11NO5/c1-16-11-7-3-4-18-14(7)15-10-8(11)5-9-12(13(10)17-2)20-6-19-9/h3-5H,6H2,1-2H3 IMJCEVWDXKCHOI-UHFFFAOYSA-N COc1c2OCOc2cc2c1nc1occc1c2OC NPC288943 Flindersine 2,2-dimethyl-6H-pyrano[3,2-c]quinolin-5-one CHEMBL1507844 68230 C14H13NO2 227.09 0.4475 2.67 3.002 1 1 42.35 3 3 17 0 InChI=1S/C14H13NO2/c1-14(2)8-7-10-12(17-14)9-5-3-4-6-11(9)15-13(10)16/h3-8H,1-2H3,(H,15,16) PXNMNABLQWUMCX-UHFFFAOYSA-N Oc1nc2ccccc2c2c1C=CC(O2)(C)C NPC40649 Flopropione 1-(2,4,6-trihydroxyphenyl)propan-1-one CHEMBL1605835 3362 C9H10O4 182.06 -1.5586 2.01 0.52 1 3 77.76 6 1 13 0 InChI=1S/C9H10O4/c1-2-6(11)9-7(12)3-5(10)4-8(9)13/h3-4,10,12-13H,2H2,1H3 PTHLEKANMPKYDB-UHFFFAOYSA-N CCC(=O)c1c(O)cc(cc1O)O NPC8431 Floralginsenoside Ta (6S)-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-1-en-3-one CHEMBL583814 46224641 C36H60O10 652.42 -0.8652 4.32 3.475 10 7 177.14 22 5 46 1 InChI=1S/C36H60O10/c1-18(2)20(38)10-14-36(8,46-31-29(44)28(43)27(42)23(17-37)45-31)19-9-13-34(6)26(19)21(39)15-24-33(5)12-11-25(41)32(3,4)30(33)22(40)16-35(24,34)7/h19,21-31,37,39-44H,1,9-17H2,2-8H3/t19-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36-/m0/s1 WASDVSJZUWYOKU-ZWRGRXQVSA-N OC[C@H]1O[C@@H](O[C@]([C@H]2CC[C@@]3([C@@H]2[C@H](O)C[C@H]2[C@@]3(C)C[C@@H]([C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)O)C)(CCC(=O)C(=C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC255345 Fluoranthene fluoranthene CHEMBL355014 9154 C16H10 202.08 0 3.22 8.336 0 0 0 0 4 16 1 InChI=1S/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H GVEPBJHOBDJJJI-UHFFFAOYSA-N c1ccc2c(c1)c1cccc3c1c2ccc3 NPC75844 Fluorouracil 5-fluoro-1H-pyrimidine-2,4-dione CHEMBL185 3385 C4H3FN2O2 130.02 -0.4409 1.35 -0.503 2 2 66.24 3 1 9 0 InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9) GHASVSINZRGABV-UHFFFAOYSA-N Oc1ncc(c(n1)O)F NPC328267 Fluoxetine N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine CHEMBL41 3386 C17H18F3NO 309.13 0.2991 2.78 6.383 1 1 21.26 11 2 22 1 InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3 RTHCYVBBDHJXIQ-UHFFFAOYSA-N CNCCC(c1ccccc1)Oc1ccc(cc1)C(F)(F)F NPC139067 Fokienagarofuran A CHEMBL504778 11571180 C40H42O11 698.27 -0.5019 4.65 10.646 11 0 140.73 19 6 51 3 InChI=1S/C40H42O11/c1-24-21-31(49-36(44)28-17-11-7-12-18-28)34(48-26(3)42)39(23-46-35(43)27-15-9-6-10-16-27)32(50-37(45)29-19-13-8-14-20-29)22-30-33(47-25(2)41)40(24,39)51-38(30,4)5/h6-20,24,30-34H,21-23H2,1-5H3/t24-,30-,31+,32+,33-,34+,39-,40-/m1/s1 NDGTVMJNLFEYMW-NPIRVHPYSA-N CC(=O)O[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@H]([C@@]23[C@]1(COC(=O)c1ccccc1)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)C)C(O2)(C)C)C NPC67777 Fokienagarofuran D CHEMBL487597 11578600 C45H44O11 760.29 -0.5118 5.2 13.392 11 0 140.73 19 7 56 3 InChI=1S/C45H44O11/c1-28-25-35(53-40(48)31-19-11-6-12-20-31)38(52-29(2)46)44(27-51-39(47)30-17-9-5-10-18-30)36(54-41(49)32-21-13-7-14-22-32)26-34-37(45(28,44)56-43(34,3)4)55-42(50)33-23-15-8-16-24-33/h5-24,28,34-38H,25-27H2,1-4H3/t28-,34-,35+,36+,37-,38+,44-,45-/m1/s1 CZZSDKFRUYZLHU-DQSPPWPVSA-N CC(=O)O[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@H]([C@@]23[C@]1(COC(=O)c1ccccc1)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C)C NPC147983 Folic Acid (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid CHEMBL1622 6037 C19H19N7O6 441.14 -2.6195 2.12 0.045 13 7 209.98 13 3 32 2 InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1 OVBPIULPVIDEAO-LBPRGKRZSA-N OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCc1cnc2c(n1)c(O)nc(=N)[nH]2 NPC198154 Folitenol CHEMBL551155 15840592 C25H26O4 390.18 1.6718 3.77 4.665 0 1 47.92 7 5 29 0 InChI=1S/C25H26O4/c1-14(2)5-6-15-11-18-22(12-20(15)26)27-13-19-16-7-8-21-17(23(16)28-24(18)19)9-10-25(3,4)29-21/h5,7-12,19,24,26H,6,13H2,1-4H3/t19-,24-/m0/s1 XERSCIKBWOLVNC-CYFREDJKSA-N CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1ccc1c2C=CC(O1)(C)C)C NPC15826 Fomepizole 4-methyl-1H-pyrazole CHEMBL1308 3406 C4H6N2 82.05 0.2216 1.68 0.733 2 1 28.68 1 1 6 0 InChI=1S/C4H6N2/c1-4-2-5-6-3-4/h2-3H,1H3,(H,5,6) RIKMMFOAQPJVMX-UHFFFAOYSA-N Cc1c[nH]nc1 NPC10467 Formonetin 6,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL239028 5281812 C16H12O5 284.07 -1.6391 2.67 2.46 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-10-4-2-9(3-5-10)12-8-21-15-7-14(18)13(17)6-11(15)16(12)19/h2-8,17-18H,1H3 GCWOYVFHJDNKIN-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)cc(c(c2)O)O NPC209560 Formononetin 7-hydroxy-3-(4-methoxyphenyl)chromen-4-one CHEMBL242341 5280378 C16H12O4 268.07 -1.1788 2.78 2.994 1 1 55.76 4 3 20 0 InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3 HKQYGTCOTHHOMP-UHFFFAOYSA-N COc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O NPC81515 Forsythiaside [(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL504363 5281773 C29H36O15 624.21 -4.2978 3 0.227 11 9 245.29 21 4 44 3 InChI=1S/C29H36O15/c1-13-22(35)23(36)25(38)29(42-13)41-12-20-27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)24(37)26(39)28(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29+/m0/s1 DTOUWTJYUCZJQD-UJERWXFOSA-N O=C(O[C@@H]1[C@@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O[C@H]([C@@H]([C@H]1O)O)OCCc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC98776 Frangulin B 3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione CHEMBL496999 442744 C20H18O9 402.1 -2.6752 2.67 -0.244 6 5 153.75 9 4 29 0 InChI=1S/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3/t18-,19-,20+/m0/s1 AEQMIFRODRFTJF-SLFFLAALSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C NPC95162 Fraxetin 7,8-dihydroxy-6-methoxychromen-2-one CHEMBL54909 5273569 C10H8O5 208.04 -0.7024 2.01 0.554 1 2 75.99 4 2 15 0 InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3 HAVWRBANWNTOJX-UHFFFAOYSA-N COc1cc2ccc(=O)oc2c(c1O)O NPC148835 Fraxidin 8-hydroxy-6,7-dimethoxychromen-2-one CHEMBL2334351 3083616 C11H10O5 222.05 -0.2939 2.12 0.644 1 1 64.99 5 2 16 0 InChI=1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)9(13)11(7)15-2/h3-5,13H,1-2H3 QNFBKOHHLAWWTC-UHFFFAOYSA-N COc1c(OC)cc2c(c1O)oc(=O)cc2 NPC244799 Fraxidin Methyl Ether 6,7,8-trimethoxychromen-2-one CHEMBL253551 3083928 C12H12O5 236.07 0.1146 2.23 1.163 1 0 53.99 6 2 17 0 InChI=1S/C12H12O5/c1-14-8-6-7-4-5-9(13)17-10(7)12(16-3)11(8)15-2/h4-6H,1-3H3 RAYQKHLZHPFYEJ-UHFFFAOYSA-N COc1c(OC)c(OC)cc2c1oc(=O)cc2 NPC213197 Fraxine 7-hydroxy-6-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one CHEMBL293864 5273568 C16H18O10 370.09 -2.4493 2.12 -0.983 6 5 155.14 10 3 26 0 InChI=1S/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s1 CRSFLLTWRCYNNX-QBNNUVSCSA-N OC[C@H]1O[C@@H](Oc2c(O)c(OC)cc3c2oc(=O)cc3)[C@@H]([C@H]([C@@H]1O)O)O NPC95567 Fraxinellone (3R,3aR)-3-(furan-3-yl)-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one CHEMBL257170 124039 C14H16O3 232.11 0.532 2.67 2.072 2 0 39.44 3 3 17 0 InChI=1S/C14H16O3/c1-9-4-3-6-14(2)11(9)13(15)17-12(14)10-5-7-16-8-10/h5,7-8,12H,3-4,6H2,1-2H3/t12-,14+/m0/s1 XYYAFLHHHZVPRN-GXTWGEPZSA-N CC1=C2C(=O)O[C@H]([C@@]2(CCC1)C)c1cocc1 NPC474983 Fremontin Tetraacetate [5-acetyloxy-3-[4,5-diacetyloxy-2-(2-methylbut-3-en-2-yl)phenyl]-4-oxochromen-7-yl] acetate CHEMBL491160 44566227 C28H26O10 522.15 0.6302 3.44 5.52 5 0 131.5 17 3 38 2 InChI=1S/C28H26O10/c1-8-28(6,7)21-12-23(37-16(4)31)22(36-15(3)30)11-19(21)20-13-34-24-9-18(35-14(2)29)10-25(38-17(5)32)26(24)27(20)33/h8-13H,1H2,2-7H3 GXUDMRDICMYDQL-UHFFFAOYSA-N C=CC(c1cc(OC(=O)C)c(cc1c1coc2c(c1=O)c(OC(=O)C)cc(c2)OC(=O)C)OC(=O)C)(C)C NPC307063 Friedeline (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one CHEMBL485998 91472 C30H50O 426.39 3.2175 4.65 12.613 1 0 17.07 8 5 31 1 InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1 OFMXGFHWLZPCFL-SVRPQWSVSA-N O=C1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C NPC236112 Fruticoside A (2R,3R,4S,5S,9R,10S,13R,14R,17R)-17-[(2R)-1-hydroxy-6-methyl-5-methylideneheptan-2-yl]-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol CHEMBL1782590 53355688 C29H48O3 444.36 1.2002 4.32 7.804 3 3 60.69 14 4 32 1 InChI=1S/C29H48O3/c1-17(2)18(3)7-8-20(16-30)23-11-12-24-21-9-10-22-19(4)27(32)26(31)15-29(22,6)25(21)13-14-28(23,24)5/h9,17,19-20,22-27,30-32H,3,7-8,10-16H2,1-2,4-6H3/t19-,20-,22-,23+,24-,25-,26+,27+,28+,29-/m0/s1 OJCFPYLTKWNLCE-CBUQHMQYSA-N OC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)C[C@@H](O)[C@@H]([C@H]2C)O)CCC(=C)C(C)C NPC271385 Fucosyltransferase V 1,6-dihydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione CHEMBL464360 99649 C21H20O10 432.11 -3.0134 2.67 -0.444 7 6 173.98 10 4 31 1 InChI=1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1 HSWIRQIYASIOBE-JNHRPPPUSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC474726 Fukanedone C (3S,4R,5R)-3-(2,4-dihydroxybenzoyl)-5-[(4E)-4,8-dimethyl-6-oxonona-4,7-dienyl]-4,5-dimethyloxolan-2-one CHEMBL480489 11350513 C24H30O6 414.2 0.891 3.44 3.247 4 2 100.9 15 2 30 0 InChI=1S/C24H30O6/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21(23(29)30-24)22(28)19-9-8-17(25)13-20(19)27/h8-9,11-13,16,21,25,27H,6-7,10H2,1-5H3/b15-12+/t16-,21+,24-/m1/s1 OFAXVXGIEWFHQV-UZJAXVDTSA-N C/C(=C\C(=O)C=C(C)C)/CCC[C@@]1(C)OC(=O)[C@@H]([C@H]1C)C(=O)c1ccc(cc1O)O NPC475955 Fukanedone D (3S,4R,5R)-3-(2,4-dihydroxybenzoyl)-5-[(4Z)-4,8-dimethyl-6-oxonona-4,7-dienyl]-4,5-dimethyloxolan-2-one CHEMBL519597 11200812 C24H30O6 414.2 0.891 3.44 3.247 4 2 100.9 15 2 30 0 InChI=1S/C24H30O6/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21(23(29)30-24)22(28)19-9-8-17(25)13-20(19)27/h8-9,11-13,16,21,25,27H,6-7,10H2,1-5H3/b15-12-/t16-,21+,24-/m1/s1 OFAXVXGIEWFHQV-RODQJHSISA-N C/C(=C/C(=O)C=C(C)C)/CCC[C@@]1(C)OC(=O)[C@@H]([C@H]1C)C(=O)c1ccc(cc1O)O NPC148738 Fukanefuromarin A (2R,3S)-2-[(4E)-4,8-dimethyl-6-oxonona-4,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL510366 5324512 C24H28O5 396.19 1.4311 3.55 4.221 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h8-9,11-13,16,25H,6-7,10H2,1-5H3/b15-12+/t16-,24+/m0/s1 NWTCYOAKBSTWBB-RHUXRCPJSA-N C/C(=C\C(=O)C=C(C)C)/CCC[C@@]1(C)Oc2c([C@@H]1C)c(=O)oc1c2ccc(c1)O NPC327612 Fukanefuromarin B (2R,3R)-2-[(4E)-4,8-dimethyl-6-oxonona-4,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL516720 10340706 C24H28O5 396.19 1.4311 3.55 4.221 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h8-9,11-13,16,25H,6-7,10H2,1-5H3/b15-12+/t16-,24-/m1/s1 NWTCYOAKBSTWBB-NDIQIQBTSA-N C/C(=C\C(=O)C=C(C)C)/CCC[C@@]1(C)Oc2c([C@H]1C)c(=O)oc1c2ccc(c1)O NPC73078 Fukanefuromarin C (2R,3S)-2-[(4Z)-4,8-dimethyl-6-oxonona-4,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL464738 10250145 C24H28O5 396.19 1.4311 3.55 4.221 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h8-9,11-13,16,25H,6-7,10H2,1-5H3/b15-12-/t16-,24+/m0/s1 NWTCYOAKBSTWBB-NWMOAKGTSA-N C/C(=C/C(=O)C=C(C)C)/CCC[C@@]1(C)Oc2c([C@@H]1C)c(=O)oc1c2ccc(c1)O NPC319870 Fukanefuromarin D (2R,3R)-2-[(4Z)-4,8-dimethyl-6-oxonona-4,7-dienyl]-7-hydroxy-2,3-dimethyl-3H-furo[3,2-c]chromen-4-one CHEMBL516698 9978057 C24H28O5 396.19 1.4311 3.55 4.221 3 1 72.83 12 3 29 0 InChI=1S/C24H28O5/c1-14(2)11-18(26)12-15(3)7-6-10-24(5)16(4)21-22(29-24)19-9-8-17(25)13-20(19)28-23(21)27/h8-9,11-13,16,25H,6-7,10H2,1-5H3/b15-12-/t16-,24-/m1/s1 NWTCYOAKBSTWBB-AFVAUOOZSA-N C/C(=C/C(=O)C=C(C)C)/CCC[C@@]1(C)Oc2c([C@H]1C)c(=O)oc1c2ccc(c1)O NPC474289 Fukanemarin A 7-hydroxy-3-[(3E,6E)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one CHEMBL464739 44566692 C24H28O4 380.2 3.2373 3.66 4.941 2 1 63.6 13 2 28 0 InChI=1S/C24H28O4/c1-15(2)11-21(26)12-16(3)7-6-8-17(4)18(5)22-13-19-9-10-20(25)14-23(19)28-24(22)27/h7-11,13-14,18,25H,6,12H2,1-5H3/b16-7+,17-8+ NELRHPUZXIHWPT-GDWCLCACSA-N C/C(=C\C/C=C(/C(c1cc2ccc(cc2oc1=O)O)C)\C)/CC(=O)C=C(C)C NPC179505 Fukinolic Acid (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxybutanedioic acid CHEMBL487192 6441059 C20H18O11 434.08 -2.6319 2.45 0.546 7 7 202.05 16 2 31 1 InChI=1S/C20H18O11/c21-12-4-1-10(7-14(12)23)3-6-16(25)31-17(18(26)27)20(30,19(28)29)9-11-2-5-13(22)15(24)8-11/h1-8,17,21-24,30H,9H2,(H,26,27)(H,28,29)/b6-3+/t17-,20-/m1/s1 ACYXDIZTQDLTCB-UVIKLTKHSA-N O=C(O[C@@H]([C@@](C(=O)O)(Cc1ccc(c(c1)O)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC224651 Fumaric Acid (E)-but-2-enedioic acid CHEMBL503160 444972;21883788 C4H4O4 116.01 -0.2252 1.46 -0.416 4 2 74.6 4 0 8 0 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ VZCYOOQTPOCHFL-OWOJBTEDSA-N OC(=O)/C=C/C(=O)O NPC147824 Furan-2(5H)-One 2H-furan-5-one CHEMBL166223 10341 C4H4O2 84.02 0.2816 1.68 0.308 2 0 26.3 0 1 6 0 InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 VIHAEDVKXSOUAT-UHFFFAOYSA-N C1OC(=O)C=C1 NPC229387 Furan-2-Ylmethyl Acetate furan-2-ylmethyl acetate CHEMBL1522321 12170 C7H8O3 140.05 -0.2237 1.9 1.123 2 0 39.44 4 1 10 0 InChI=1S/C7H8O3/c1-6(8)10-5-7-3-2-4-9-7/h2-4H,5H2,1H3 CKOYRRWBOKMNRG-UHFFFAOYSA-N CC(=O)OCc1ccco1 NPC160294 Furan-3-Carbaldehyde furan-3-carbaldehyde CHEMBL2228160 10351 C5H4O2 96.02 -0.3465 1.79 0.669 1 0 30.21 1 1 7 0 InChI=1S/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H AZVSIHIBYRHSLB-UHFFFAOYSA-N O=Cc1cocc1 NPC217226 Furfural furan-2-carbaldehyde CHEMBL189362 7362 C5H4O2 96.02 -0.3465 1.79 1.057 1 0 30.21 1 1 7 0 InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H HYBBIBNJHNGZAN-UHFFFAOYSA-N O=Cc1ccco1 NPC99657 Furohyperforin CHEMBL397752 44427231 C35H52O5 552.38 4.6779 4.76 7.914 5 1 80.67 22 3 40 1 InChI=1S/C35H52O5/c1-21(2)13-12-18-33(11)25(16-14-22(3)4)19-34-20-27(32(9,10)39)40-30(34)26(17-15-23(5)6)29(37)35(33,31(34)38)28(36)24(7)8/h13-15,24-25,27,39H,12,16-20H2,1-11H3/t25-,27?,33+,34-,35-/m0/s1 SUOQGZCCNGMYHT-VJRKKQGXSA-N CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@]23C(=O)[C@]1(C(=O)C(C)C)C(=O)C(=C3OC(C2)C(O)(C)C)CC=C(C)C)C NPC170203 Furosin CHEMBL447361 10416810 C27H22O19 650.08 -5.4315 2.34 -2.717 13 10 316.73 14 6 46 2 InChI=1S/C27H22O19/c28-5-12-19-18(35)21(25(42-12)45-22(36)6-1-9(29)16(33)10(30)2-6)44-23(37)7-3-11(31)17(34)20-14(7)15-8(24(38)43-19)4-13(32)26(39,40)27(15,41)46-20/h1-4,12,15,18-19,21,25,28-31,33-35,39-41H,5H2/t12-,15+,18+,19-,21-,25+,27?/m1/s1 CXTMLIMZRPKULL-YXYYPBJFSA-N OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@H]2[C@H]([C@@H]1OC(=O)C1=CC(=O)C(C3([C@@H]1c1c(C(=O)O2)cc(c(c1O3)O)O)O)(O)O)O NPC39091 Fuscaxanthone A 7-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,9-dihydroxy-8-methoxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one CHEMBL3421661 5324264 C29H32O6 476.22 2.6271 3.99 4.862 1 2 85.22 14 4 35 0 InChI=1S/C29H32O6/c1-16(2)8-7-9-17(3)10-11-19-24-22(14-20(30)28(19)33-6)34-23-15-21-18(12-13-29(4,5)35-21)26(31)25(23)27(24)32/h8,10,12-15,30-31H,7,9,11H2,1-6H3/b17-10+ XDMFZDJOFFBFDK-LICLKQGHSA-N COc1c(O)cc2c(c1C/C=C(/CCC=C(C)C)\C)c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(C)C NPC165977 Fuscaxanthone C 1-hydroxy-3,6,7-trimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL464524 231412 C26H30O6 438.2 2.7212 3.66 4.148 1 1 74.22 15 3 32 0 InChI=1S/C26H30O6/c1-14(2)8-10-16-18(29-5)12-20-23(24(16)27)25(28)22-17(11-9-15(3)4)26(31-7)21(30-6)13-19(22)32-20/h8-9,12-13,27H,10-11H2,1-7H3 FCIKYGUVHWZSJV-UHFFFAOYSA-N COc1c(OC)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)OC NPC27532 Fustin (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL470267 5317435 C15H12O6 288.06 -2.4666 2.45 0.991 2 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,14-18,20H/t14-,15+/m0/s1 FNUPUYFWZXZMIE-LSDHHAIUSA-N Oc1ccc2c(c1)O[C@@H]([C@H](C2=O)O)c1ccc(c(c1)O)O NPC178290 Futoenone CHEMBL295191 9819306 C20H20O5 340.13 -0.8402 3.11 3.603 3 0 53.99 4 5 25 0 InChI=1S/C20H20O5/c1-11-14(12-3-4-16-17(5-12)24-10-23-16)6-13-8-20(11)9-18(22-2)15(21)7-19(20)25-13/h3-5,7,9,11,13-14H,6,8,10H2,1-2H3/t11-,13+,14+,20-/m1/s1 SXHVHWXETMBKPP-KXXATPMCSA-N COC1=C[C@@]23C[C@@H](OC2=CC1=O)C[C@@H]([C@H]3C)c1ccc2c(c1)OCO2 NPC7744 Futokadsurin C 5-[(2S,3R,4S,5S)-5-(2,3-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole CHEMBL603427 46228348 C21H24O5 356.16 -0.3944 3.22 3.895 1 0 46.15 8 4 26 0 InChI=1S/C21H24O5/c1-12-13(2)20(15-6-5-7-17(22-3)21(15)23-4)26-19(12)14-8-9-16-18(10-14)25-11-24-16/h5-10,12-13,19-20H,11H2,1-4H3/t12-,13+,19+,20+/m1/s1 LRAAAHJAYCYQAG-NXIGZUMLSA-N COc1cccc(c1OC)[C@H]1O[C@@H]([C@@H]([C@@H]1C)C)c1ccc2c(c1)OCO2 NPC256167 Futoquinol 4-[(E)-1-(1,3-benzodioxol-5-yl)prop-1-en-2-yl]-4,5-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one CHEMBL498296 5281817 C21H22O5 354.15 1.1744 3.22 3.293 3 0 53.99 9 3 26 0 InChI=1S/C21H22O5/c1-5-6-16-12-21(24-4,20(23-3)11-17(16)22)14(2)9-15-7-8-18-19(10-15)26-13-25-18/h5,7-12H,1,6,13H2,2-4H3/b14-9+ AOZTYYBGNNXAOI-NTEUORMPSA-N C=CCC1=CC(OC)(C(=CC1=O)OC)/C(=C/c1ccc2c(c1)OCO2)/C NPC213078 Gaillardin [(3aS,5aS,6S,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate CHEMBL490386 267247 C17H22O5 306.15 0.5188 2.78 1.338 5 1 72.83 6 3 22 0 InChI=1S/C17H22O5/c1-8-5-13-11(9(2)16(19)22-13)6-12-15(8)14(21-10(3)18)7-17(12,4)20/h5,11-15,20H,2,6-7H2,1,3-4H3/t11-,12-,13+,14+,15-,17-/m1/s1 UTPGJEROJZHISI-DFGCRIRUSA-N CC(=O)O[C@H]1C[C@@]([C@H]2[C@H]1C(=C[C@H]1[C@H](C2)C(=C)C(=O)O1)C)(C)O NPC187432 Galangin 3,5,7-trihydroxy-2-phenylchromen-4-one CHEMBL309490 5281616 C15H10O5 270.05 -1.8806 2.56 3.511 2 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H VCCRNZQBSJXYJD-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccccc1 NPC78359 Galantamine CHEMBL659 9651 C17H21NO3 287.15 -0.5627 2.89 1.062 2 1 41.93 4 4 21 0 InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1 ASUTZQLVASHGKV-JDFRZJQESA-N COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@@H](C1)O NPC126935 Galgravin (2S,3S,4R,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL418309 101749 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+ JLJAVUZBHSLLJL-DQEHQXCCSA-N COc1cc(ccc1OC)[C@@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc(c(c1)OC)OC NPC225710 Gallic Acid 3,4,5-trihydroxybenzoic acid CHEMBL288114 370 C7H6O5 170.02 -1.6207 1.68 0.002 2 4 97.99 5 1 12 0 InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12) LNTHITQWFMADLM-UHFFFAOYSA-N OC(=O)c1cc(O)c(c(c1)O)O NPC264145 Gallic Acid Methyl Ester methyl 3,4,5-trihydroxybenzoate CHEMBL65675 7428 C8H8O5 184.04 -1.3697 1.79 0.323 2 3 86.99 6 1 13 0 InChI=1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3 FBSFWRHWHYMIOG-UHFFFAOYSA-N COC(=O)c1cc(O)c(c(c1)O)O NPC268342 Gallocatechin (2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL125743 65084 C15H14O7 306.07 -2.9543 2.34 -0.128 1 6 130.61 7 3 22 1 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1 XMOCLSLCDHWDHP-SWLSCSKDSA-N Oc1cc2O[C@H](c3cc(O)c(c(c3)O)O)[C@H](Cc2c(c1)O)O NPC300845 Gallocatechin Gallate [(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL264938 199472 C22H18O11 458.08 -3.966 2.67 0.694 2 8 197.37 12 4 33 1 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1 WMBWREPUVVBILR-NQIIRXRSSA-N Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O NPC80360 Galloylpaeoniflorin CHEMBL1077642 46882879 C30H32O15 632.17 -4.4029 3.11 1.613 12 7 231.13 18 6 45 2 InChI=1S/C30H32O15/c1-27-11-29(39)18-9-30(27,28(18,26(44-27)45-29)12-41-23(37)13-5-3-2-4-6-13)43-25-22(36)21(35)20(34)17(42-25)10-40-24(38)14-7-15(31)19(33)16(32)8-14/h2-8,17-18,20-22,25-26,31-36,39H,9-12H2,1H3/t17-,18+,20-,21+,22-,25+,26-,27+,28+,29-,30-/m1/s1 KLFIUQCKSSAFFU-ANNBSXMPSA-N O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)COC(=O)c1cc(O)c(c(c1)O)O)O[C@]12C[C@H]3[C@@]2(COC(=O)c2ccccc2)[C@@H]2O[C@@]1(C)C[C@]3(O2)O NPC189142 Galuteolin 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL233929 5280637 C21H20O11 448.1 -4.0917 2.56 -0.075 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 PEFNSGRTCBGNAN-QNDFHXLGSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC142339 Gama-Mangostin 1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL260553 5464078 C23H24O6 396.16 1.4957 3.33 3.02 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3 VEZXFTKZUMARDU-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c(c1CC=C(C)C)O)O)C NPC476216 Gambogefic Acid CHEMBL554811 25208438 C38H44O8 628.3 2.4614 4.76 3.861 5 2 119.36 15 5 46 0 InChI=1S/C38H44O8/c1-18(2)9-11-22-31-27(23-15-19(3)10-12-24(23)35(5,6)44-31)30(40)28-29(39)25-16-21-17-26-36(7,8)46-37(33(21)41,14-13-20(4)34(42)43)38(25,26)45-32(22)28/h9,13,15-16,21,23-24,26,40H,10-12,14,17H2,1-8H3,(H,42,43)/b20-13-/t21-,23?,24?,26+,37+,38-/m1/s1 FJRORJDZZLUAPP-BUJCIKCXSA-N CC(=CCc1c2O[C@]34[C@@]5(C/C=C(\C(=O)O)/C)OC([C@@H]4C[C@H](C5=O)C=C3C(=O)c2c(c2c1OC(C)(C)C1C2C=C(CC1)C)O)(C)C)C NPC41598 Gambogellic Acid CHEMBL1241412 52945437 C38H44O8 628.3 2.8856 4.76 4.011 5 2 119.36 15 5 46 0 InChI=1S/C38H44O8/c1-18(2)9-10-23-31-27(24-17-36(8,44-31)13-12-22(24)19(3)4)30(40)28-29(39)25-15-21-16-26-35(6,7)46-37(33(21)41,14-11-20(5)34(42)43)38(25,26)45-32(23)28/h9,11,15,21-22,24,26,40H,3,10,12-14,16-17H2,1-2,4-8H3,(H,42,43)/b20-11-/t21-,22?,24?,26-,36-,37+,38-/m1/s1 NVYMXCXFPJLTOZ-KEUVWPIWSA-N CC(=CCc1c2O[C@]34C(=C[C@@H]5C[C@@H]3C(O[C@@]4(C/C=C(\C(=O)O)/C)C5=O)(C)C)C(=O)c2c(c2c1O[C@]1(C)CCC(C2C1)C(=C)C)O)C NPC189689 Gambogenic Acid CHEMBL2205166 10794070 C38H46O8 630.32 3.8755 4.76 4.417 5 3 130.36 21 3 46 0 InChI=1S/C38H46O8/c1-20(2)10-9-11-22(5)13-15-25-30(39)26(14-12-21(3)4)33-29(31(25)40)32(41)27-18-24-19-28-36(7,8)46-37(34(24)42,38(27,28)45-33)17-16-23(6)35(43)44/h10,12-13,16,18,24,28,39-40H,9,11,14-15,17,19H2,1-8H3,(H,43,44)/b22-13+,23-16-/t24-,28+,37+,38-/m1/s1 RCWNBHCZYXWDOV-VSFMGBBVSA-N CC(=CCc1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1O[C@]13C(=C[C@@H]4C[C@H]1C(O[C@@]3(C/C=C(\C(=O)O)/C)C4=O)(C)C)C2=O)O)C NPC162248 Gambogenific Acid CHEMBL558353 25208911 C38H46O9 646.31 2.4501 4.65 3.508 6 3 139.59 20 4 47 0 InChI=1S/C38H46O9/c1-19(2)10-9-11-20(3)12-13-23-29(39)28-30(40)25-16-22-17-26-36(7,8)47-37(33(22)41,15-14-21(4)34(42)43)38(25,26)46-32(28)24-18-27(35(5,6)44)45-31(23)24/h10,12,14,16,22,26-27,39,44H,9,11,13,15,17-18H2,1-8H3,(H,42,43)/b20-12+,21-14-/t22-,26+,27-,37+,38-/m1/s1 PYFLPJICKBMZSN-ABLNVRIDSA-N C/C(=C\Cc1c2O[C@H](Cc2c2c(c1O)C(=O)C1=C[C@@H]3C[C@@H]4[C@@]1(O2)[C@@](C/C=C(\C(=O)O)/C)(OC4(C)C)C3=O)C(O)(C)C)/CCC=C(C)C NPC474715 Gambogenone CHEMBL480075 C27H32O6 452.22 1.6532 3.77 4.307 4 3 111.9 13 3 33 0 InChI=1S/C27H32O6/c1-14(2)9-10-27-12-17(15(3)4)26(5,6)22(20(30)13-27)24(32)21(25(27)33)23(31)16-7-8-18(28)19(29)11-16/h7-9,11,17,22,28-29,32H,3,10,12-13H2,1-2,4-6H3 VEEKTRKRLASDJR-UHFFFAOYSA-N CC(=CCC12CC(=O)C(C(C(C1)C(=C)C)(C)C)C(=C(C2=O)C(=O)c1ccc(c(c1)O)O)O)C NPC158329 Gambogic Acid CHEMBL555017 9852185 C38H44O8 628.3 3.7619 4.76 4.241 5 2 119.36 18 4 46 0 InChI=1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/b22-13-/t23-,27+,36-,37+,38-/m1/s1 GEZHEQNLKAOMCA-RRZNCOCZSA-N CC(=CCc1c2O[C@]34[C@@]5(C/C=C(\C(=O)O)/C)OC([C@@H]4C[C@H](C5=O)C=C3C(=O)c2c(c2c1O[C@](C)(CCC=C(C)C)C=C2)O)(C)C)C NPC476162 Gambospiroene CHEMBL541964 45268894 C38H48O6 600.35 4.3457 4.98 5.828 3 2 93.06 17 5 44 1 InChI=1S/C38H48O6/c1-22(2)11-9-12-24(5)16-18-26-32(40)27(17-15-23(3)4)35-31(33(26)41)34(42)28-13-10-14-30-36(7,8)44-37(38(28,30)43-35)20-19-25(6)29(39)21-37/h10-11,13,15-16,19,28,30,40-41H,9,12,14,17-18,20-21H2,1-8H3/b24-16+ BASBNFFOTUXIJJ-LFVJCYFKSA-N CC(=CCc1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1OC13C(C2=O)C=CCC1C(OC13CC=C(C(=O)C1)C)(C)C)O)C NPC18188 Gamma-Aminobutyric Acid 4-aminobutanoic acid CHEMBL96 119;6992099 C4H9NO2 103.06 -1.2313 1.57 -0.668 3 2 63.32 5 0 7 0 InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7) BTCSSZJGUNDROE-UHFFFAOYSA-N NCCCC(=O)O NPC131885 Gamma-Fagarine 4,8-dimethoxyfuro[2,3-b]quinoline CHEMBL252925 107936 C13H11NO3 229.07 -0.2577 2.45 2.068 1 0 44.49 4 3 17 0 InChI=1S/C13H11NO3/c1-15-10-5-3-4-8-11(10)14-13-9(6-7-17-13)12(8)16-2/h3-7H,1-2H3 KFBCTNNQFGONHB-UHFFFAOYSA-N COc1cccc2c1nc1occc1c2OC NPC174486 Gamma-Rubromycin methyl (2S)-4',9',10-trihydroxy-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylate CHEMBL3347482 5464075 C26H18O12 522.08 -2.5563 3 0.931 7 3 175.12 8 6 38 0 InChI=1S/C26H18O12/c1-34-13-7-12(27)16-17(19(13)29)21(31)23-11(18(16)28)8-26(38-23)4-3-9-5-10-6-14(24(32)35-2)36-25(33)15(10)20(30)22(9)37-26/h5-7,28,30-31H,3-4,8H2,1-2H3/t26-/m0/s1 CKLKRRFSZZUFKT-SANMLTNESA-N COC(=O)c1cc2cc3CC[C@@]4(Oc3c(c2c(=O)o1)O)Cc1c(O4)c(O)c2c(c1O)C(=O)C=C(C2=O)OC NPC229046 Gamma-Thujaplicin 2-hydroxy-5-propan-2-ylcyclohepta-2,4,6-trien-1-one CHEMBL1275999 12649 C10H12O2 164.08 0.8471 2.34 2.349 2 1 37.3 4 1 12 0 InChI=1S/C10H12O2/c1-7(2)8-3-5-9(11)10(12)6-4-8/h3-7H,1-2H3,(H,11,12) WKEWHSLZDDZONF-UHFFFAOYSA-N CC(c1ccc(=O)c(cc1)O)C NPC45663 Gamma-Tocotrienol (2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol CHEMBL120697 5282349 C28H42O2 410.32 5.674 4.32 8.045 0 1 29.46 17 2 30 1 InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1 OTXNTMVVOOBZCV-WAZJVIJMSA-N C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)c(c(c2)O)C)/CC/C=C(/CCC=C(C)C)\C NPC5413 Gamolenic Acid (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid CHEMBL464982 5280933 C18H30O2 278.22 0.4457 3.22 7.538 2 1 37.3 15 0 20 2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12- VZCCETWTMQHEPK-QNEBEIHSSA-N CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O NPC204450 Ganoderenic Acid A (E)-6-[(5R,7S,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxohept-5-enoic acid CHEMBL1922171 14193987 C30H42O7 514.29 1.2733 3.99 0.491 7 3 128.97 15 4 37 0 InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21,23,32,35H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10+/t16?,18-,19+,21+,23+,28+,29-,30+/m1/s1 OVUOUFPIPZJGME-JQDIJSAQSA-N O=C(CC(C(=O)O)C)/C=C(/[C@H]1C[C@@H]([C@@]2([C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)O)\C NPC202389 Ganoderol B (3S,5R,10S,13R,14R,17R)-17-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL240972 13934286 C30H48O2 440.37 3.1854 4.54 8.545 2 2 40.46 14 4 32 1 InChI=1S/C30H48O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,11,14,21-22,25-26,31-32H,8,10,12-13,15-19H2,1-7H3/b20-9+/t21-,22-,25+,26+,28-,29-,30+/m1/s1 AOXXVRDKZLRGTJ-AZIDVCJLSA-N OC/C(=C/CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC=C1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)/C NPC41539 Ganoderone A (5R,10S,13R,14R,17R)-17-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,7-dione CHEMBL457601 11705156 C30H46O3 454.34 2.7995 4.43 5.96 3 1 54.37 13 4 33 1 InChI=1S/C30H46O3/c1-19(18-31)9-8-10-20(2)21-11-16-30(7)26-22(12-15-29(21,30)6)28(5)14-13-25(33)27(3,4)24(28)17-23(26)32/h9,20-21,24,31H,8,10-18H2,1-7H3/b19-9+/t20-,21-,24+,28-,29-,30+/m1/s1 SDAWCNCFVWQZDP-GOUGDUPLSA-N OC/C(=C/CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2C(=O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C)/C NPC228609 Ganomycin B (2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid CHEMBL496060 10246918 C21H28O4 344.2 2.5394 3.33 4.529 2 3 77.76 15 1 25 0 InChI=1S/C21H28O4/c1-15(2)6-4-7-16(3)8-5-9-17(21(24)25)10-11-18-14-19(22)12-13-20(18)23/h6,8,10,12-14,22-23H,4-5,7,9,11H2,1-3H3,(H,24,25)/b16-8+,17-10- HVLZHPCKWVKAQH-IRQOBONWSA-N C/C(=C\CC/C(=C/Cc1cc(O)ccc1O)/C(=O)O)/CCC=C(C)C NPC65933 Ganschisandrine (2S,3S,4R,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL469500 11975478 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22-/m0/s1 JLJAVUZBHSLLJL-RZMCSOMXSA-N COc1cc(ccc1OC)[C@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc(c(c1)OC)OC NPC25736 Garcicowin B CHEMBL1077054 C43H58O5 654.43 6.4849 5.64 12.016 4 2 91.67 26 3 48 2 InChI=1S/C43H58O5/c1-28(2)14-11-16-32(9)19-20-34-27-42(24-21-30(5)6)38(46)36(37(45)33-17-12-18-35(44)26-33)39(47)43(40(42)48,25-22-31(7)8)41(34,10)23-13-15-29(3)4/h12,14-15,17-19,21-22,26,34,44,46H,11,13,16,20,23-25,27H2,1-10H3/b32-19+/t34-,41+,42+,43-/m1/s1 XTFPCLRYUHLWLA-LYQFBJAVSA-N C/C(=C\C[C@@H]1C[C@@]2(CC=C(C)C)C(=C(C(=O)[C@@]([C@@]1(C)CCC=C(C)C)(C2=O)CC=C(C)C)C(=O)c1cccc(c1)O)O)/CCC=C(C)C NPC190713 Garcihombronanes C methyl (E,4R,6R)-4-hydroxy-6-[(3R,5R,10S,13S,17S)-3-hydroxy-4,4,10,13,17-pentamethyl-2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoate CHEMBL511954 44593343 C31H48O4 484.36 2.7801 4.43 7.344 4 2 66.76 16 4 35 1 InChI=1S/C31H48O4/c1-19(27(34)35-8)17-21(32)18-20(2)30(6)15-12-24-22-9-10-25-28(3,4)26(33)13-14-29(25,5)23(22)11-16-31(24,30)7/h12,17,20-21,25-26,32-33H,9-11,13-16,18H2,1-8H3/b19-17+/t20-,21+,25+,26-,29-,30+,31-/m1/s1 DSRXFFLSYVPYKU-NVHZQPCMSA-N COC(=O)/C(=C/[C@@H](C[C@H]([C@]1(C)CC=C2[C@@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@H](C2(C)C)O)C)O)/C NPC17884 Garcilivin A 3-[(E)-2-[(1S,2S)-1,4-dimethyl-2-(1,4,5-trihydroxy-9-oxoxanthen-3-yl)cyclohex-3-en-1-yl]ethenyl]-1,4,5-trihydroxyxanthen-9-one CHEMBL454538 10348920 C36H28O10 620.17 -1.8201 4.32 3.864 2 6 173.98 11 7 46 1 InChI=1S/C36H28O10/c1-16-9-11-36(2,12-10-17-14-24(39)26-29(42)18-5-3-7-22(37)32(18)45-34(26)28(17)41)21(13-16)20-15-25(40)27-30(43)19-6-4-8-23(38)33(19)46-35(27)31(20)44/h3-8,10,12-15,21,37-41,44H,9,11H2,1-2H3/b12-10+/t21-,36+/m1/s1 XYRCPMXSIHHGSO-OOJAHBNDSA-N CC1=C[C@@H]([C@](CC1)(C)/C=C/c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O)c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O NPC294330 Garcimultiflorone D CHEMBL1215427 C38H52O7 620.37 3.0448 4.87 8.743 5 4 132.13 25 3 45 2 InChI=1S/C38H52O7/c1-22(2)11-13-26(24(5)6)20-37-21-27(15-12-23(3)4)36(9,10)38(34(37)44,18-17-35(7,8)45)33(43)30(32(37)42)31(41)25-14-16-28(39)29(40)19-25/h11-12,14,16,19,26-27,39-40,42,45H,5,13,15,17-18,20-21H2,1-4,6-10H3/t26-,27-,37-,38+/m1/s1 BWJVAZLOCUCVOO-DDFNXOHMSA-N CC(=CC[C@@H](C(=C)C)C[C@@]12C[C@@H](CC=C(C)C)C([C@](C2=O)(C(=O)C(=C1O)C(=O)c1ccc(c(c1)O)O)CCC(O)(C)C)(C)C)C NPC469855 Garcimultiflorone E CHEMBL1215429 C38H50O7 618.36 3.7506 4.87 7.655 5 4 132.13 24 3 45 2 InChI=1S/C38H50O7/c1-21(2)11-13-27-20-37(19-26(23(5)6)18-29(40)24(7)8)33(43)31(32(42)25-12-14-28(39)30(41)17-25)34(44)38(35(37)45,36(27,9)10)16-15-22(3)4/h11-12,14-15,17,26-27,29,39-41,43H,5,7,13,16,18-20H2,1-4,6,8-10H3/t26-,27-,29?,37-,38+/m1/s1 DIAUICLIYKIHDM-UWMGRSOSSA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(C[C@H](C(=C)C)CC(C(=C)C)O)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC469856 Garcimultiflorone F CHEMBL1215430 C38H52O8 636.37 2.7305 4.76 7.291 6 5 152.36 26 3 46 2 InChI=1S/C38H52O8/c1-21(2)11-12-25(23(5)6)19-37-20-26(18-29(41)36(9,10)46)35(7,8)38(34(37)45,16-15-22(3)4)33(44)30(32(37)43)31(42)24-13-14-27(39)28(40)17-24/h11,13-15,17,25-26,29,39-41,43,46H,5,12,16,18-20H2,1-4,6-10H3/t25-,26-,29?,37-,38+/m1/s1 YLWXNRUZQJAHRN-CGJQWDJPSA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(C[C@H](C(=C)C)CC=C(C)C)C[C@H](C2(C)C)CC(C(O)(C)C)O)O)C(=O)c1ccc(c(c1)O)O)C NPC46549 Garcinialiptone B CHEMBL1077025 46184557 C38H48O6 600.35 4.3198 4.98 8.212 4 2 100.9 19 4 44 1 InChI=1S/C38H48O6/c1-21(2)11-13-26-19-37-20-27(24(7)8)30(17-23(5)6)44-34(37)31(32(41)25-12-14-28(39)29(40)18-25)33(42)38(35(37)43,36(26,9)10)16-15-22(3)4/h11-12,14-15,17-18,26-27,30,39-40H,7,13,16,19-20H2,1-6,8-10H3/t26-,27-,30-,37+,38+/m0/s1 AFHKVDYTQYGRHC-JVFVNDAQSA-N CC(=CC[C@@]12C(=O)C(=C3[C@](C1=O)(C[C@H]([C@@H](O3)C=C(C)C)C(=C)C)C[C@@H](C2(C)C)CC=C(C)C)C(=O)c1ccc(c(c1)O)O)C NPC473812 Garcinianone A CHEMBL452501 C28H32O6 464.22 2.745 3.88 5.615 3 3 104.06 15 3 34 1 InChI=1S/C28H32O6/c1-16(2)7-6-8-18(5)10-12-28(11-9-17(3)4)25-23(15-21(31)27(28)33)34-22-14-19(29)13-20(30)24(22)26(25)32/h7,9-10,13-15,29-31H,6,8,11-12H2,1-5H3/b18-10+ FZFFGBOPCQADGY-VCHYOVAHSA-N C/C(=C\CC1(CC=C(C)C)C(=O)C(=Cc2c1c(=O)c1c(o2)cc(cc1O)O)O)/CCC=C(C)C NPC473813 Garcinianone B CHEMBL452502 C28H32O6 464.22 2.745 3.88 5.615 3 3 104.06 15 3 34 1 InChI=1S/C28H32O6/c1-16(2)7-6-8-18(5)10-12-28(11-9-17(3)4)25-23(15-21(31)27(28)33)34-22-14-19(29)13-20(30)24(22)26(25)32/h7,9-10,13-15,29-31H,6,8,11-12H2,1-5H3/b18-10- FZFFGBOPCQADGY-ZDLGFXPLSA-N C/C(=C/CC1(CC=C(C)C)C(=O)C(=Cc2c1c(=O)c1c(o2)cc(cc1O)O)O)/CCC=C(C)C NPC153776 Garcinielliptone L CHEMBL484649 11752069 C30H44O5 484.32 3.4457 4.21 5.798 5 1 80.67 18 3 35 1 InChI=1S/C30H44O5/c1-17(2)11-12-20-16-29(23(31)19(5)6)25-21(15-22(35-25)28(9,10)34)24(32)30(26(29)33,27(20,7)8)14-13-18(3)4/h11,13,19-20,22,34H,12,14-16H2,1-10H3/t20-,22+,29+,30+/m0/s1 VSDIWXQPEDKOLG-JXJYVRBQSA-N CC(=CC[C@@]12C(=O)C3=C([C@@](C1=O)(C[C@@H](C2(C)C)CC=C(C)C)C(=O)C(C)C)O[C@H](C3)C(O)(C)C)C NPC177680 Garcinielliptone M CHEMBL519681 11477259 C30H44O5 484.32 3.4457 4.21 5.798 5 1 80.67 18 3 35 1 InChI=1S/C30H44O5/c1-17(2)11-12-20-16-29(23(31)19(5)6)25-21(15-22(35-25)28(9,10)34)24(32)30(26(29)33,27(20,7)8)14-13-18(3)4/h11,13,19-20,22,34H,12,14-16H2,1-10H3/t20-,22-,29+,30+/m0/s1 VSDIWXQPEDKOLG-BGMSEKPMSA-N CC(=CC[C@@]12C(=O)C3=C([C@@](C1=O)(C[C@@H](C2(C)C)CC=C(C)C)C(=O)C(C)C)O[C@@H](C3)C(O)(C)C)C NPC91887 Garcinol CHEMBL502489 NA C38H50O6 602.36 4.4704 4.98 9.64 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3/t27-,28+,37+,38-/m0/s1 QDKLRKZQSOQWJQ-SMDXAGPFSA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(C[C@@H](C(=C)C)CC=C(C)C)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC61010 Garcinone D 1,3,6-trihydroxy-8-(3-hydroxy-3-methylbutyl)-7-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one CHEMBL462879 5495926 C24H28O7 428.18 0.4786 3.33 2.213 2 4 116.45 15 3 31 0 InChI=1S/C24H28O7/c1-12(2)6-7-13-15(25)10-18-20(21(13)27)22(28)19-14(8-9-24(3,4)29)23(30-5)16(26)11-17(19)31-18/h6,10-11,25-27,29H,7-9H2,1-5H3 TYALNCRUIKOKGP-UHFFFAOYSA-N COc1c(O)cc2c(c1CCC(O)(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O NPC119224 Garcinone E 2,3,6,8-tetrahydroxy-1,4,7-tris(3-methylbut-2-enyl)xanthen-9-one CHEMBL454580 10298511 C28H32O6 464.22 3.3731 3.88 4.49 1 4 107.22 16 3 34 0 InChI=1S/C28H32O6/c1-14(2)7-10-17-20(29)13-21-23(24(17)30)27(33)22-18(11-8-15(3)4)25(31)26(32)19(28(22)34-21)12-9-16(5)6/h7-9,13,29-32H,10-12H2,1-6H3 WVJYEKGQSBGNRP-UHFFFAOYSA-N CC(=CCc1c(O)c(O)c(c2c1c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O)CC=C(C)C)C NPC19273 Garcivilin C 3-[(E)-2-[(1S,2R)-1,4-dimethyl-2-(1,4,5-trihydroxy-9-oxoxanthen-3-yl)cyclohex-3-en-1-yl]ethenyl]-1,4,5-trihydroxyxanthen-9-one CHEMBL499445 10031809 C36H28O10 620.17 -1.8201 4.32 3.864 2 6 173.98 11 7 46 1 InChI=1S/C36H28O10/c1-16-9-11-36(2,12-10-17-14-24(39)26-29(42)18-5-3-7-22(37)32(18)45-34(26)28(17)41)21(13-16)20-15-25(40)27-30(43)19-6-4-8-23(38)33(19)46-35(27)31(20)44/h3-8,10,12-15,21,37-41,44H,9,11H2,1-2H3/b12-10+/t21-,36-/m0/s1 XYRCPMXSIHHGSO-VDSQSLJXSA-N CC1=C[C@H]([C@](CC1)(C)/C=C/c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O)c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O NPC250822 Gardenin 5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one CHEMBL77705 261859 C21H22O9 418.13 -1.2747 2.78 0.829 1 1 101.91 14 3 30 0 InChI=1S/C21H22O9/c1-24-13-7-10(8-14(25-2)17(13)26-3)12-9-11(22)15-16(23)19(27-4)21(29-6)20(28-5)18(15)30-12/h7-9,23H,1-6H3 MQBFFYQCZCKSBX-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)OC NPC176775 Gardenin B 5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL226512 96539 C19H18O7 358.11 -1.1711 2.78 1.717 1 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-9,21H,1-4H3 LXEVSYZNYDZSOB-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)OC NPC191146 Gartanin 1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL487992 5281633 C23H24O6 396.16 1.4957 3.33 2.591 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3 OJXQLGQIDIPMTE-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c(c2c1oc1c(O)ccc(c1c2=O)O)O)C NPC62444 Gaudichaudione H CHEMBL2013058 57345562 C29H34O7 494.23 1.4557 3.88 2.197 4 2 102.29 14 3 36 0 InChI=1S/C29H34O7/c1-15(2)8-9-17-19(30)12-20(31)22-23(32)18-13-27(34-7)14-21-26(5,6)36-28(25(27)33,11-10-16(3)4)29(18,21)35-24(17)22/h8,10,12-13,21,30-31H,9,11,14H2,1-7H3/t21-,27-,28-,29+/m0/s1 NROYLORRLOZTAW-POBVQFHHSA-N CO[C@@]12C=C3C(=O)c4c(O)cc(c(c4O[C@]43[C@@H](C1)C(O[C@]4(C2=O)CC=C(C)C)(C)C)CC=C(C)C)O NPC209364 Gedunin CHEMBL465226 12004512 C28H34O7 482.23 1.1166 3.77 3.636 6 0 95.34 9 6 35 0 InChI=1S/C28H34O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h8-10,12,14,17-18,20-22H,7,11,13H2,1-6H3/t17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1 YJXDGWUNRYLINJ-BHAPSIHVSA-N CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@@]2([C@@H]2[C@]1(C)[C@@]13O[C@@H]1C(=O)O[C@H]([C@@]3(CC2)C)c1ccoc1)C NPC56271 Gefitinib N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine CHEMBL939 123631 C22H24ClFN4O3 446.15 0.2384 2.89 3.056 5 1 68.74 11 4 31 0 InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27) XGALLCVXEZPNRQ-UHFFFAOYSA-N COc1cc2ncnc(c2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F NPC203170 Gelsebamine (3R,3aS,4R,5S,6aS)-3-(diethylaminomethyl)-4-(hydroxymethyl)-5-methyl-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one CHEMBL503405 16086588 C14H25NO3 255.18 -0.2279 2.56 1.236 4 1 49.77 9 2 18 0 InChI=1S/C14H25NO3/c1-4-15(5-2)7-10-13-11(8-16)9(3)6-12(13)18-14(10)17/h9-13,16H,4-8H2,1-3H3/t9-,10-,11+,12-,13+/m0/s1 GDLVNWBONOJNFR-IEECTRCBSA-N OC[C@@H]1[C@@H](C)C[C@H]2[C@@H]1[C@H](CN(CC)CC)C(=O)O2 NPC286871 Gelsedine CHEMBL476885 21589070 C19H24N2O3 328.18 -2.3014 3 2.127 3 1 50.8 4 4 24 0 InChI=1S/C19H24N2O3/c1-3-14-11-8-17-19(9-15(20-14)12(11)10-24-17)13-6-4-5-7-16(13)21(23-2)18(19)22/h4-7,11-12,14-15,17,20H,3,8-10H2,1-2H3/t11-,12+,14-,15+,17-,19+/m1/s1 LDBVYQSHIPCQPT-CTSQFDBHSA-N CC[C@H]1N[C@@H]2[C@@H]3[C@H]1C[C@H]([C@]1(C2)c2ccccc2N(C1=O)OC)OC3 NPC243626 Gelsemicine CHEMBL523430 5462428 C20H26N2O4 358.19 -2.3532 3 1.472 3 1 60.03 6 4 26 0 InChI=1S/C20H26N2O4/c1-4-15-12-8-18-20(9-16(21-15)13(12)10-26-18)14-6-5-11(24-2)7-17(14)22(25-3)19(20)23/h5-7,12-13,15-16,18,21H,4,8-10H2,1-3H3/t12-,13+,15-,16+,18-,20+/m1/s1 RIHQHYIWKHVLRH-XKTBTPLDSA-N CC[C@H]1N[C@@H]2[C@@H]3[C@H]1C[C@H]([C@]1(C2)c2ccc(cc2N(C1=O)OC)OC)OC3 NPC143457 Gelsenicine CHEMBL523429 21123652 C19H22N2O3 326.16 -1.5641 3 1.665 3 0 51.13 4 4 24 0 InChI=1S/C19H22N2O3/c1-3-14-11-8-17-19(9-15(20-14)12(11)10-24-17)13-6-4-5-7-16(13)21(23-2)18(19)22/h4-7,11-12,15,17H,3,8-10H2,1-2H3/t11-,12+,15+,17-,19+/m1/s1 BIGABVPVCRHEES-NWPJSNQLSA-N CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@H]3C[C@H]2OC[C@H]13)CC NPC112789 Gemichalcone B [(Z)-4-[2,6-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl]-2-methylbut-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL497716 10413126 C29H26O7 486.17 -0.2269 3.88 5.059 3 4 124.29 15 3 36 1 InChI=1S/C29H26O7/c1-19(18-36-28(34)17-8-21-5-11-23(31)12-6-21)2-13-24-27(33)16-14-25(29(24)35)26(32)15-7-20-3-9-22(30)10-4-20/h2-12,14-17,30-31,33,35H,13,18H2,1H3/b15-7+,17-8+,19-2- YKTQNXNBVRMYNF-VFZUQKNSSA-N C/C(=C/Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/COC(=O)/C=C/c1ccc(cc1)O NPC35598 Gemichalcones C [(Z)-4-[3-[(E)-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,6-dihydroxyphenyl]-2-methylbut-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL499860 10626094 C30H28O9 532.17 -0.739 3.77 3.23 3 5 153.75 18 3 39 1 InChI=1S/C30H28O9/c1-18(17-39-29(36)14-5-19-4-11-26(34)28(15-19)38-2)3-9-22-25(33)13-10-23(30(22)37)24(32)12-7-20-6-8-21(31)16-27(20)35/h3-8,10-16,31,33-35,37H,9,17H2,1-2H3/b12-7+,14-5+,18-3- OFKHJNZDWNKYOY-DBLNWHOKSA-N COc1cc(/C=C/C(=O)OC/C(=C\Cc2c(O)ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)/C)ccc1O NPC174140 Gemin A CHEMBL449414 44575173 C82H56O50 1840.18 -14.9636 4.98 -0.826 18 29 843.22 43 16 132 3 InChI=1S/C82H56O50/c83-26-1-16(2-27(84)47(26)95)73(112)127-69-67-39(14-120-65-19-7-31(88)50(98)57(105)41(19)42-20(66(65)125-67)8-32(89)51(99)58(42)106)123-81(71(69)129-74(113)17-3-28(85)48(96)29(86)4-17)131-75(114)18-5-30(87)49(97)38(6-18)122-64-25(13-37(94)56(104)63(64)111)80(119)132-82-72-70(128-78(117)23-11-35(92)54(102)61(109)45(23)46-24(79(118)130-72)12-36(93)55(103)62(46)110)68-40(124-82)15-121-76(115)21-9-33(90)52(100)59(107)43(21)44-22(77(116)126-68)10-34(91)53(101)60(44)108/h1-13,39-40,67-72,81-111H,14-15H2/t39-,40-,67-,68-,69+,70+,71-,72-,81-,82+/m1/s1 NYVCMROWMXMBDJ-KGLDGZCVSA-N Oc1cc(cc(c1O)Oc1c(cc(c(c1O)O)O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c3O)O)O)O)C(=O)O[C@H]1O[C@@H]2COc3c(O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1c1c3cc(O)c(c1O)O)O)O NPC310035 Gemmacolide H CHEMBL1812328 46236356 C28H35ClO12 598.18 0.0778 3.11 1.454 12 1 164.26 16 4 41 1 InChI=1S/C28H35ClO12/c1-12-8-9-18(37-14(3)30)26(7)19(38-15(4)31)10-20(39-16(5)32)27(11-36-27)22(26)24(40-17(6)33)28(35)13(2)25(34)41-23(28)21(12)29/h8-9,13,18-24,35H,1,10-11H2,2-7H3/b9-8+/t13-,18-,19-,20+,21-,22+,23-,24-,26-,27+,28-/m0/s1 SOPGXGVLWJRPKF-GBGQAHMFSA-N CC(=O)O[C@H]1/C=C/C(=C)[C@H](Cl)[C@H]2[C@@]([C@H]([C@@H]3[C@]1(C)[C@@H](OC(=O)C)C[C@H]([C@]13OC1)OC(=O)C)OC(=O)C)(O)[C@@H](C)C(=O)O2 NPC211455 Genipin methyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate CHEMBL459016 442424 C11H14O5 226.08 -1.1743 2.12 -0.746 5 2 75.99 6 2 16 0 InChI=1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1 AZKVWQKMDGGDSV-BCMRRPTOSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O NPC39426 Genistein 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one CHEMBL44 5280961 C15H10O5 270.05 -2.0476 2.56 1.512 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H TZBJGXHYKVUXJN-UHFFFAOYSA-N Oc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O NPC254588 Genkwadaphnin CHEMBL1096218 46886776 C34H36O10 604.23 -1.8152 4.1 4.29 9 3 144.28 13 7 44 0 InChI=1S/C34H36O10/c1-18(2)33-26(42-29(37)21-11-7-5-8-12-21)20(4)34(43-22-13-9-6-10-14-22)23-15-19(3)25(36)32(23,39)30(38)31(16-35)27(44-31)24(34)28(33)40-17-41-33/h5-15,20,23-24,26-28,30,35,38-39H,1,16-17H2,2-4H3/t20-,23-,24+,26-,27+,28-,30-,31+,32-,33+,34+/m1/s1 RWZIZQFWAANZRA-KUTWFHBRSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OCO[C@@]3(C(=C)C)[C@@H]([C@H]([C@@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)Oc1ccccc1)C)OC(=O)c1ccccc1 NPC312393 Genkwanine J [(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-5-[[(2E,4E)-deca-2,4-dienoyl]oxymethyl]-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-7-yl] benzoate CHEMBL2376826 73350392 C37H52O11 672.35 -3.5288 4.32 5.809 11 7 194.21 24 4 48 4 InChI=1S/C37H52O11/c1-6-7-8-9-10-11-15-18-27(38)47-21-35(44)30(40)28-31(48-32(41)25-16-13-12-14-17-25)34(43,22(2)3)20-24(5)36(28,45)26-19-23(4)29(39)37(26,46)33(35)42/h10-18,23-24,26,28-31,33,39-40,42-46H,2,6-9,19-21H2,1,3-5H3/b11-10+,18-15+/t23-,24+,26-,28-,29-,30-,31+,33+,34+,35+,36-,37+/m0/s1 RAPRQAJGDAZICI-UMYSLSSFSA-N CCCCC/C=C/C=C/C(=O)OC[C@@]1(O)[C@@H](O)[C@H]2[C@@H](OC(=O)c3ccccc3)[C@@](O)(C[C@H]([C@@]2([C@H]2[C@@]([C@@H]1O)(O)[C@@H](O)[C@H](C2)C)O)C)C(=C)C NPC62042 Gentiakochianin 1,2,8-trihydroxy-6-methoxyxanthen-9-one CHEMBL187044 5281661 C14H10O6 274.05 -1.8506 2.34 0.599 1 3 96.22 5 3 20 0 InChI=1S/C14H10O6/c1-19-6-4-8(16)11-10(5-6)20-9-3-2-7(15)13(17)12(9)14(11)18/h2-5,15-17H,1H3 BDBVOZGRVBXANN-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc1c(c2=O)c(O)c(cc1)O NPC203974 Gentirigeoside A (2S,4S,5S)-4,5-dihydroxy-2-[(3S,4S,5R,8R,9R,10R,13R,14R,17S)-4-(hydroxymethyl)-4,8,10,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6,6-dimethyloxane-2-carboxylic acid CHEMBL373538 44422964 C36H60O12 684.41 -2.1486 4.1 4.805 12 8 206.6 20 6 48 2 InChI=1S/C36H60O12/c1-31(2)28(43)20(39)15-36(48-31,30(44)45)19-9-13-34(5)18(19)7-8-23-32(3)12-11-24(33(4,17-38)22(32)10-14-35(23,34)6)47-29-27(42)26(41)25(40)21(16-37)46-29/h18-29,37-43H,7-17H2,1-6H3,(H,44,45)/t18-,19+,20+,21-,22-,23-,24+,25-,26+,27-,28+,29+,32+,33-,34-,35-,36+/m1/s1 XPJOLTRXAYBSEB-KMWDMBMQSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC[C@H]3[C@@]2(C)CC[C@@H]3[C@@]2(C[C@H](O)[C@@H](C(O2)(C)C)O)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC312800 Gentisic Acid 2,5-dihydroxybenzoic acid CHEMBL1461 3469 C7H6O4 154.03 -1.1604 1.79 1.09 2 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11) WXTMDXOMEHJXQO-UHFFFAOYSA-N Oc1ccc(c(c1)C(=O)O)O NPC201814 Geraniin CHEMBL506069 3001497 C41H28O27 952.08 -7.4549 3 -2.334 15 14 450.25 17 9 68 2 InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-38(58)12-6-19(47)41(61)40(59,60)23(12)22-11(37(57)66-33)5-17(46)27(51)31(22)68-41)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18-,23+,30-,32+,33-,39+,41+/m1/s1 JQQBXPCJFAKSPG-SVYIMCMUSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]4[C@H]1OC(=O)c1cc(O)c(c5c1[C@@H]1C(=CC(=O)[C@](O5)(C1(O)O)O)C(=O)O[C@H]24)O)cc(O)c(c3O)O)O)O NPC255042 Geraniol (2E)-3,7-dimethylocta-2,6-dien-1-ol CHEMBL25719 637566 C10H18O 154.14 2.3397 2.45 2.524 1 1 20.23 8 0 11 0 InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+ GLZPCOQZEFWAFX-JXMROGBWSA-N OC/C=C(/CCC=C(C)C)\C NPC47946 Geranyl Acetate [(2E)-3,7-dimethylocta-2,6-dienyl] acetate CHEMBL1369384 1549026 C12H20O2 196.15 2.7188 2.56 3.264 2 0 26.3 10 0 14 0 InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+ HIGQPQRQIQDZMP-DHZHZOJOSA-N C/C(=C\COC(=O)C)/CCC=C(C)C NPC18646 Geranyl Gallate [(2E)-3,7-dimethylocta-2,6-dienyl] 3,4,5-trihydroxybenzoate CHEMBL85907 10946694 C17H22O5 306.15 1.328 2.78 3.346 2 3 86.99 13 1 22 0 InChI=1S/C17H22O5/c1-11(2)5-4-6-12(3)7-8-22-17(21)13-9-14(18)16(20)15(19)10-13/h5,7,9-10,18-20H,4,6,8H2,1-3H3/b12-7+ MSJJHLNDRMIKET-KPKJPENVSA-N C/C(=C\COC(=O)c1cc(O)c(c(c1)O)O)/CCC=C(C)C NPC269823 Geranylgeraniol (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol CHEMBL478589 5281365 C20H34O 290.26 4.8041 3.55 6.168 1 1 20.23 16 0 21 1 InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+ OJISWRZIEWCUBN-QIRCYJPOSA-N OC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C NPC308331 Geranylgeranoic Acid (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid CHEMBL171326 5275521 C20H32O2 304.24 4.9063 3.44 6.264 2 1 37.3 16 0 22 1 InChI=1S/C20H32O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h9,11,13,15H,6-8,10,12,14H2,1-5H3,(H,21,22)/b17-11+,18-13+,19-15+ SZNLKILVMCHHSD-OZFNKYQOSA-N C/C(=C\CC/C(=C/C(=O)O)/C)/CC/C=C(/CCC=C(C)C)\C NPC20907 Gericudranin E (2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-[(4-hydroxyphenyl)methyl]-2,3-dihydrochromen-4-one CHEMBL454853 44559902 C22H18O7 394.11 -2.4707 3.11 2.132 2 5 127.45 8 4 29 0 InChI=1S/C22H18O7/c23-13-5-1-11(2-6-13)9-15-16(25)10-17-18(19(15)26)20(27)21(28)22(29-17)12-3-7-14(24)8-4-12/h1-8,10,21-26,28H,9H2/t21-,22+/m0/s1 SFDDCVYUBBUSMV-FCHUYYIVSA-N Oc1ccc(cc1)Cc1c(O)cc2c(c1O)C(=O)[C@@H]([C@H](O2)c1ccc(cc1)O)O NPC120926 Germacrene D (1E,6E,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene CHEMBL105432 5317570 C15H24 204.19 2.7967 3.11 6.294 0 0 0 4 1 15 1 InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8+,14-7+/t15-/m0/s1 GAIBLDCXCZKKJE-RXJOXMPGSA-N C/C/1=C\CCC(=C)/C=C/[C@@H](CC1)C(C)C NPC288813 Gerontoxanthone A CHEMBL517514 11948658 C23H22O6 394.14 0.3303 3.33 2.559 1 2 85.22 7 5 29 0 InChI=1S/C23H22O6/c1-10-23(4,5)16-14(27-10)9-13-15(18(16)25)17(24)12-8-11-6-7-22(2,3)29-20(11)19(26)21(12)28-13/h6-10,25-26H,1-5H3 YNHZDINWEJCMRF-UHFFFAOYSA-N Oc1c2OC(C)(C)C=Cc2cc2c1oc1cc3OC(C(c3c(c1c2=O)O)(C)C)C NPC234644 Gerontoxanthone B 7,9,12-trihydroxy-2,2-dimethyl-8-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one CHEMBL478938 14259057 C23H22O6 394.14 0.7307 3.33 2.851 1 3 96.22 9 4 29 0 InChI=1S/C23H22O6/c1-6-22(2,3)16-13(24)10-14-15(18(16)26)17(25)12-9-11-7-8-23(4,5)29-20(11)19(27)21(12)28-14/h6-10,24,26-27H,1H2,2-5H3 LGFMLQQVQWNWFN-UHFFFAOYSA-N C=CC(c1c(O)cc2c(c1O)c(=O)c1c(o2)c(O)c2c(c1)C=CC(O2)(C)C)(C)C NPC18100 Gerontoxanthone G 4,8,9-trihydroxy-2,3,3-trimethyl-7-(3-methylbut-2-enyl)-2H-furo[3,2-b]xanthen-5-one CHEMBL479107 14412268 C23H24O6 396.16 0.8396 3.33 3.058 1 3 96.22 10 4 29 0 InChI=1S/C23H24O6/c1-10(2)6-7-12-8-13-19(25)16-14(29-22(13)21(27)18(12)24)9-15-17(20(16)26)23(4,5)11(3)28-15/h6,8-9,11,24,26-27H,7H2,1-5H3 IBAHQFUORXONGI-UHFFFAOYSA-N CC(=CCc1cc2c(c(c1O)O)oc1c(c2=O)c(O)c2c(c1)OC(C2(C)C)C)C NPC304008 Gerontoxanthone I 1,3,5,6-tetrahydroxy-4-(2-methylbut-3-en-2-yl)-2-(3-methylbut-2-enyl)xanthen-9-one CHEMBL478791 14412270 C23H24O6 396.16 1.24 3.33 3.35 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-6-23(4,5)16-19(27)12(8-7-11(2)3)17(25)15-18(26)13-9-10-14(24)20(28)21(13)29-22(15)16/h6-7,9-10,24-25,27-28H,1,8H2,2-5H3 SHKQTNVZRNUENO-UHFFFAOYSA-N C=CC(c1c(O)c(CC=C(C)C)c(c2c1oc1c(O)c(O)ccc1c2=O)O)(C)C NPC120537 Getiacaulein 2,8-dihydroxy-1,6-dimethoxyxanthen-9-one CHEMBL467590 5281634 C15H12O6 288.06 -1.4421 2.45 0.689 1 2 85.22 6 3 21 0 InChI=1S/C15H12O6/c1-19-7-5-9(17)12-11(6-7)21-10-4-3-8(16)15(20-2)13(10)14(12)18/h3-6,16-17H,1-2H3 WYOSCUWDVFHQFY-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc1c(c2=O)c(OC)c(cc1)O NPC164859 Gf (2S)-2-[(2-azaniumylacetyl)amino]-3-phenylpropanoate CHEMBL299889 1549344;92953 C11H14N2O3 222.1 -1.3678 2.12 -0.207 5 3 95.91 8 1 16 0 InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)/t9-/m0/s1 JBCLFWXMTIKCCB-VIFPVBQESA-N NCC(=N[C@H](C(=O)O)Cc1ccccc1)O NPC9848 Gibberellin A3 CHEMBL1232952 6466 C19H22O6 346.14 -0.0109 2.89 -0.595 6 3 104.06 5 5 25 0 InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1 IXORZMNAPKEEDV-OBDJNFEBSA-N OC(=O)[C@H]1[C@H]2[C@]3([C@H]4[C@]51CC(=C)[C@](C5)(O)CC4)C=C[C@@H]([C@@]2(C)C(=O)O3)O NPC117214 Gigantol 4-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol CHEMBL219553 10221179 C16H18O4 274.12 -0.8994 2.78 3.084 0 2 58.92 9 2 20 0 InChI=1S/C16H18O4/c1-19-14-8-12(7-13(17)10-14)4-3-11-5-6-15(18)16(9-11)20-2/h5-10,17-18H,3-4H2,1-2H3 BMSPEISBKGSBTR-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)O)cc(c1)O NPC20287 Gingerol (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one CHEMBL402978 442793 C17H26O4 294.18 -2.2553 2.89 2.887 2 2 66.76 14 1 21 0 InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1 NLDDIKRKFXEWBK-AWEZNQCLSA-N CCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O NPC179092 Gingkolic Acid 2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid CHEMBL445177 5281858 C22H34O3 346.25 -2.1994 3.55 10.037 2 2 57.53 17 1 25 2 InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h7-8,15,17-18,23H,2-6,9-14,16H2,1H3,(H,24,25)/b8-7- YXHVCZZLWZYHSA-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCc1cccc(c1C(=O)O)O NPC265624 Ginkgetin 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)chromen-4-one CHEMBL377324 5271805 C32H22O10 566.12 -2.952 3.88 3.34 2 4 151.98 11 6 42 0 InChI=1S/C32H22O10/c1-39-18-10-20(34)30-23(37)13-27(41-28(30)11-18)16-5-8-25(40-2)19(9-16)29-21(35)12-22(36)31-24(38)14-26(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-36H,1-2H3 AIFCFBUSLAEIBR-UHFFFAOYSA-N COc1ccc(cc1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)c1cc(=O)c2c(o1)cc(cc2O)OC NPC272454 Ginkgolic Acid 13:0 2-hydroxy-6-tridecylbenzoic acid CHEMBL476921 161306 C20H32O3 320.24 -3.7544 3.33 9.415 2 2 57.53 16 1 23 2 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-15-13-16-18(21)19(17)20(22)23/h13,15-16,21H,2-12,14H2,1H3,(H,22,23) VEPUCZUJLKAVNM-UHFFFAOYSA-N CCCCCCCCCCCCCc1cccc(c1C(=O)O)O NPC292665 Ginkgolic Acid 17:1 2-[(Z)-heptadec-10-enyl]-6-hydroxybenzoic acid CHEMBL470768 5469634 C24H38O3 374.28 -2.7754 3.77 11.175 2 2 57.53 19 1 27 2 InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h7-8,17,19-20,25H,2-6,9-16,18H2,1H3,(H,26,27)/b8-7- MBYNDKVOZOAOIS-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCCCc1cccc(c1C(=O)O)O NPC114365 Ginkgolide A CHEMBL465161 9909368 C20H24O9 408.14 -0.745 2.67 1.176 9 2 128.59 7 6 29 0 InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17-,18+,19-,20-/m1/s1 FPUXKXIZEIDQKW-VKMVSBOZSA-N O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4(C2)[C@H](OC3=O)C[C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C NPC292803 Ginkgolide M CHEMBL2113267 71450923 C20H24O10 424.14 -1.6453 2.56 -0.185 10 3 148.82 8 6 30 0 InChI=1S/C20H24O10/c1-5-6-8(27-13(5)24)10(22)19-12-7(21)9(17(2,3)4)18(19)11(23)14(25)29-16(18)30-20(6,19)15(26)28-12/h5-12,16,21-23H,1-4H3/t5-,6-,7+,8+,9-,10-,11-,12?,16?,18?,19+,20+/m0/s1 KDKROYXEHCYLJQ-DDQXZYLESA-N O=C1O[C@@H]2[C@H]([C@@H]1C)[C@@]13[C@]4([C@H]2O)C(OC3=O)[C@@H]([C@H](C24C(O1)OC(=O)[C@@H]2O)C(C)(C)C)O NPC132304 Ginkolide B CHEMBL514432 6324617 C20H24O10 424.14 -1.3181 2.56 0.146 10 3 148.82 8 6 30 0 InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17+,18+,19-,20-/m1/s1 SQOJOAFXDQDRGF-MMQTXUMRSA-N O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4([C@H]2O)[C@H](OC3=O)C[C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C NPC226738 Ginnalin A [(2R,3S,4S,5S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1933684 5318457 C20H20O13 468.09 -4.1971 2.23 -0.805 7 8 223.67 15 3 33 1 InChI=1S/C20H20O13/c21-9-1-7(2-10(22)15(9)25)19(29)32-5-13-17(27)18(28)14(6-31-13)33-20(30)8-3-11(23)16(26)12(24)4-8/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1 IGKWMHUOBKCUQU-LTCOOKNTSA-N O[C@@H]1[C@H](OC[C@@H]([C@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)COC(=O)c1cc(O)c(c(c1)O)O NPC225036 Ginnalin B [(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1933678 44512370 C13H16O9 316.08 -3.1854 1.9 -1.198 6 6 156.91 10 2 22 1 InChI=1S/C13H16O9/c14-6-1-5(2-7(15)10(6)17)13(20)22-4-9-12(19)11(18)8(16)3-21-9/h1-2,8-9,11-12,14-19H,3-4H2/t8-,9+,11+,12+/m0/s1 NUVIRDWXIBOJTE-LUTQBAROSA-N O[C@H]1CO[C@@H]([C@H]([C@@H]1O)O)COC(=O)c1cc(O)c(c(c1)O)O NPC75763 Ginnalin C [(3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL1933681 44512371 C13H16O9 316.08 -3.1854 1.9 -1.198 6 6 156.91 10 2 22 1 InChI=1S/C13H16O9/c14-3-8-11(18)12(19)9(4-21-8)22-13(20)5-1-6(15)10(17)7(16)2-5/h1-2,8-9,11-12,14-19H,3-4H2/t8-,9+,11-,12-/m1/s1 JSUKXSPCKOKNJD-RBLKWDMZSA-N OC[C@H]1OC[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC160734 Ginsenoside F1 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol CHEMBL584011 9809542 C36H62O9 638.44 0.0217 4.43 4.981 9 7 160.07 22 5 45 1 InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36-/m0/s1 XNGXWSFSJIQMNC-FIYORUNESA-N OC[C@H]1O[C@@H](O[C@]([C@H]2CC[C@@]3([C@@H]2[C@H](O)C[C@H]2[C@@]3(C)C[C@@H]([C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)O)C)(CCC=C(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC155010 Ginsenoside Rg2 (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL505747 21599924 C42H72O13 784.5 -1.2252 4.65 4.147 13 9 218.99 27 6 55 2 InChI=1S/C42H72O13/c1-20(2)11-10-14-42(9,51)22-12-16-40(7)28(22)23(44)17-26-39(6)15-13-27(45)38(4,5)35(39)24(18-41(26,40)8)53-37-34(32(49)30(47)25(19-43)54-37)55-36-33(50)31(48)29(46)21(3)52-36/h11,21-37,43-51H,10,12-19H2,1-9H3/t21-,22-,23+,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1 AGBCLJAHARWNLA-DQUQINEDSA-N OC[C@H]1O[C@@H](O[C@H]2C[C@]3(C)[C@@H]([C@@]4([C@@H]2C(C)(C)[C@@H](O)CC4)C)C[C@H]([C@H]2[C@@]3(C)CC[C@@H]2[C@](CCC=C(C)C)(O)C)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC88000 Ginsenoside Rh2 (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1783834 119307 C36H62O8 622.44 0.788 4.54 6.855 8 6 139.84 21 5 44 2 InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1 CKUVNOCSBYYHIS-IRFFNABBSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@](CCC=C(C)C)(O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC97700 Gitonin CHEMBL505764 44584313 C50H82O22 1034.53 -6.1361 4.54 1.401 22 12 335.06 27 10 72 3 InChI=1S/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(62)37(59)41(31(17-53)68-45)69-47-43(71-46-39(61)36(58)34(56)29(15-51)66-46)42(35(57)30(16-52)67-47)70-44-38(60)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3/t20-,21+,22+,23+,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,34+,35-,36+,37-,38-,39-,40-,41+,42+,43-,44+,45-,46+,47+,48+,49+,50-/m1/s1 BJNQXJIQCPPOHN-IHUGAGLBSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]2[C@@H]3[C@H](C)[C@]3(O2)CC[C@H](CO3)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC220217 Gitoxigenin 3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL464658 348482 C23H34O5 390.24 -0.7988 3.44 2.655 5 3 86.99 6 5 28 0 InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-16(21)6-8-22(2)20(13-9-19(26)28-12-13)18(25)11-23(17,22)27/h9,14-18,20,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16+,17-,18+,20+,21+,22-,23+/m1/s1 PVAMXWLZJKTXFW-VQMOFDJESA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@@H]([C@@H]2C1=CC(=O)OC1)O)C)C NPC193893 Gitoxin 3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14,16-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL109317 91540 C41H64O14 780.43 -3.8714 4.43 2.385 14 6 203.06 18 8 55 2 InChI=1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25+,26-,27+,28+,29+,30+,32+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1 LKRDZKPBAOKJBT-CNPIRKNPSA-N O=C1OCC(=C1)[C@H]1[C@@H](O)C[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)O NPC37496 Glabranin (2S)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one CHEMBL253998 124049 C20H20O4 324.14 0.5233 3.22 3.963 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1 DAWSYIQAGQMLFS-SFHVURJKSA-N CC(=CCc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1)O)C NPC118683 Glabridin 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol CHEMBL480477 124052 C20H20O4 324.14 -0.1402 3.22 3.207 0 2 58.92 5 4 24 0 InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1 LBQIJVLKGVZRIW-ZDUSSCGKSA-N Oc1ccc(c(c1)O)[C@@H]1COc2c(C1)ccc1c2C=CC(O1)(C)C NPC150408 Glabrol (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL462721 11596309 C25H28O4 392.2 2.4007 3.77 4.8 1 2 66.76 11 3 29 0 InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1 CUFAXDWQDQQKFF-DEOSSOPVSA-N CC(=CCc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(cc2)O)C NPC266572 Glabrone 7-hydroxy-3-(5-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one CHEMBL600457 5317652 C20H16O5 336.1 -0.6795 3.11 2.912 1 2 75.99 5 4 25 0 InChI=1S/C20H16O5/c1-20(2)8-7-14-16(25-20)6-5-12(18(14)22)15-10-24-17-9-11(21)3-4-13(17)19(15)23/h3-10,21-22H,1-2H3 COLMVFWKLOZOOP-UHFFFAOYSA-N Oc1ccc2c(c1)occ(c2=O)c1ccc2c(c1O)C=CC(O2)(C)C NPC470628 Glaucarubin CHEMBL2106871 15063 C25H36O10 496.23 -2.1375 3.11 0.166 10 5 162.98 14 5 35 0 InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3/t11-,12?,13+,14?,15?,16?,17-,18-,20?,22?,23-,24?,25-/m1/s1 LZKVXMYVBSNXER-DCNWDFLTSA-N CCC(C(=O)OC1C(=O)OC2C34C1[C@@H](C)[C@@H](O)[C@](C4[C@@]1(C(C2)C(=C[C@@H]([C@H]1O)O)C)C)(OC3)O)(O)C NPC289312 Glaucarubolone CHEMBL523681 10475713 C20H26O8 394.16 -1.9308 2.78 -0.109 8 4 133.52 7 5 28 0 InChI=1S/C20H26O8/c1-7-4-10(21)15(24)18(3)9(7)5-11-19-6-27-20(26,17(18)19)14(23)8(2)12(19)13(22)16(25)28-11/h4,8-9,11-15,17,22-24,26H,5-6H2,1-3H3/t8-,9+,11-,12-,13-,14-,15-,17-,18-,19+,20-/m1/s1 FJHVIRYYVWNHSM-RDOVZJMRSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H]([C@H]1O)[C@@H](C)[C@H]([C@]3(OC4)O)O)C)O)C NPC99659 Glaucine (6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL228082 16754 C21H25NO4 355.18 0.1875 3.22 2.237 1 0 40.16 9 4 26 0 InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1 RUZIUYOSRDWYQF-HNNXBMFYSA-N COc1cc2c(cc1OC)C[C@H]1c3c2c(OC)c(OC)cc3CCN1C NPC180849 Glaucocalyxin A CHEMBL549359 10471963 C20H28O4 332.2 0.0756 3.22 0.934 4 2 74.6 5 4 24 0 InChI=1S/C20H28O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h11-13,15,17,22,24H,1,5-9H2,2-4H3/t11-,12-,13+,15+,17+,19-,20-/m0/s1 UCDVIBNDYLUWFP-MJTHGBBVSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)CCC(=O)C1(C)C NPC13949 Glaucocalyxin B CHEMBL563681 14193399 C22H30O5 374.21 0.4547 3.33 1.674 5 1 80.67 7 4 27 0 InChI=1S/C22H30O5/c1-11-13-6-7-14-21(5)9-8-16(24)20(3,4)15(21)10-17(25)22(14,18(11)26)19(13)27-12(2)23/h13-15,17,19,25H,1,6-10H2,2-5H3/t13-,14-,15+,17+,19+,21-,22-/m0/s1 LSUXOKVMORWDLT-KEXKRWMXSA-N CC(=O)O[C@@H]1[C@H]2CC[C@@H]3[C@]1([C@H](O)C[C@H]1[C@@]3(C)CCC(=O)C1(C)C)C(=O)C2=C NPC241657 Glaucogenin C CHEMBL477935 44584797 C21H28O5 360.19 -0.8498 3.22 1.783 5 1 64.99 3 5 26 0 InChI=1S/C21H28O5/c1-20-8-7-14(22)9-13(20)4-5-15-16(20)6-3-12-10-24-21(2)18(12)17(11-25-21)26-19(15)23/h4,10,14-18,22H,3,5-9,11H2,1-2H3/t14-,15+,16-,17?,18+,20-,21-/m0/s1 ZCEYOMXMDDYIQP-ZYQXTWTMSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CCC2=CO[C@@]4([C@H]2C(OC3=O)CO4)C)C1)C NPC204048 Glaucolide K CHEMBL516705 11719358 C23H30O9 450.19 1.053 3 2.103 9 0 117.73 13 3 32 0 InChI=1S/C23H30O9/c1-11(2)21(26)30-17-9-12(3)16(29-14(5)25)7-8-23(6)20(32-23)19-18(17)15(22(27)31-19)10-28-13(4)24/h12,16-17,19-20H,1,7-10H2,2-6H3/t12-,16-,17-,19-,20+,23+/m0/s1 SMSAHFFESNPUAJ-SAHIIEOHSA-N CC(=O)OCC1=C2[C@H](C[C@H](C)[C@H](CC[C@@]3([C@@H]([C@H]2OC1=O)O3)C)OC(=O)C)OC(=O)C(=C)C NPC158061 Glaucolide L CHEMBL465154 11711225 C21H28O8 408.18 0.6739 2.89 1.792 8 1 111.66 11 3 29 0 InChI=1S/C21H28O8/c1-10(2)19(24)27-15-8-11(3)14(26-12(4)23)6-7-21(5)18(29-21)17-16(15)13(9-22)20(25)28-17/h11,14-15,17-18,22H,1,6-9H2,2-5H3/t11-,14-,15-,17-,18+,21+/m0/s1 PHZVXWDOWQSRIQ-IFTCQUJZSA-N OCC1=C2[C@H](C[C@H](C)[C@H](CC[C@@]3([C@@H]([C@H]2OC1=O)O3)C)OC(=O)C)OC(=O)C(=C)C NPC260343 Glaucolide M [(4S,6S,7S,10R,11E)-7-acetyloxy-3-(acetyloxymethyl)-10-hydroxy-6,10-dimethyl-2-oxo-4,5,6,7,8,9-hexahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate CHEMBL465358 11612119 C23H30O9 450.19 0.8686 3 2.094 9 1 125.43 14 2 32 0 InChI=1S/C23H30O9/c1-12(2)21(26)31-18-9-13(3)17(30-15(5)25)7-8-23(6,28)10-19-20(18)16(22(27)32-19)11-29-14(4)24/h10,13,17-18,28H,1,7-9,11H2,2-6H3/b19-10+/t13-,17-,18-,23+/m0/s1 ICDFEPLJXGFLMV-QIQGQPBLSA-N CC(=O)OCC1=C2[C@H](C[C@H](C)[C@H](CC[C@@](/C=C\2/OC1=O)(C)O)OC(=O)C)OC(=O)C(=C)C NPC112492 Gleditsia Saponin C [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5S,6S)-5-hydroxy-3-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-4-[(2E,6S)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL504224 44584163 C94H148O43 1964.94 -6.2311 7.07 0.113 43 22 662.41 68 13 137 3 InChI=1S/C94H148O43/c1-15-89(10,118)25-17-19-40(3)76(115)132-75-72(131-77(116)43(33-95)20-18-26-90(11,119)16-2)56(101)41(4)126-84(75)125-39-51-61(106)63(108)74(136-81-68(113)64(109)70(42(5)127-81)133-80-69(114)71(49(99)37-122-80)134-78-65(110)57(102)46(96)34-120-78)85(129-51)137-86(117)94-30-29-87(6,7)31-45(94)44-21-22-53-91(12)27-24-55(88(8,9)52(91)23-28-92(53,13)93(44,14)32-54(94)100)130-82-67(112)62(107)60(105)50(128-82)38-124-83-73(59(104)48(98)36-123-83)135-79-66(111)58(103)47(97)35-121-79/h15-16,19-21,41-42,45-75,78-85,95-114,118-119H,1-2,17-18,22-39H2,3-14H3/b40-19+,43-20+/t41-,42-,45+,46+,47+,48-,49+,50+,51+,52-,53+,54+,55-,56-,57-,58-,59-,60+,61+,62-,63-,64-,65+,66+,67+,68+,69+,70-,71-,72+,73+,74+,75+,78-,79-,80-,81-,82-,83-,84+,85-,89+,90+,91-,92+,93+,94+/m0/s1 SPFLAGMYUISNQO-HWAXQYJXSA-N OC/C(=C\CC[C@@](C=C)(O)C)/C(=O)O[C@H]1[C@@H](OC(=O)/C(=C/CC[C@@](C=C)(O)C)/C)[C@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@@H]4C4=CC[C@H]5[C@@]([C@@]4(C[C@H]3O)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H]([C@@H]([C@H]4O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@H]([C@@H]([C@H]3O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]([C@@H]1O)C NPC297950 Gleditsioside A [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL3357148 10796625 C78H124O35 1620.79 -5.5168 6.19 1.603 35 18 536.73 52 12 113 3 InChI=1S/C78H124O35/c1-12-74(8,98)19-13-14-33(2)63(96)99-31-41-50(87)52(89)62(112-67-57(94)53(90)59(34(3)105-67)109-66-58(95)60(40(82)30-102-66)110-64-54(91)46(83)37(79)27-100-64)70(107-41)113-71(97)78-24-22-72(4,5)26-36(78)35-15-16-44-75(9)20-18-45(73(6,7)43(75)17-21-77(44,11)76(35,10)23-25-78)108-68-56(93)51(88)49(86)42(106-68)32-104-69-61(48(85)39(81)29-103-69)111-65-55(92)47(84)38(80)28-101-65/h12,14-15,34,36-62,64-70,79-95,98H,1,13,16-32H2,2-11H3/b33-14+/t34-,36-,37+,38+,39-,40+,41+,42+,43-,44+,45-,46-,47-,48-,49+,50+,51-,52-,53-,54+,55+,56+,57+,58+,59-,60-,61+,62+,64-,65-,66-,67-,68-,69-,70-,74+,75-,76+,77+,78-/m0/s1 PSWTYKAGISJRNR-YRGLWYEXSA-N C=C[C@](CC/C=C(/C(=O)OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)\C)(O)C NPC472268 Gleditsioside B [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL3357149 10701743 C78H124O36 1636.79 -6.6075 6.08 0.566 36 19 556.96 53 12 114 3 InChI=1S/C78H124O36/c1-11-74(7,99)18-12-13-34(26-79)63(97)100-31-41-50(88)52(90)62(113-67-57(95)53(91)59(33(2)106-67)110-66-58(96)60(40(83)30-103-66)111-64-54(92)46(84)37(80)27-101-64)70(108-41)114-71(98)78-23-21-72(3,4)25-36(78)35-14-15-44-75(8)19-17-45(73(5,6)43(75)16-20-77(44,10)76(35,9)22-24-78)109-68-56(94)51(89)49(87)42(107-68)32-105-69-61(48(86)39(82)29-104-69)112-65-55(93)47(85)38(81)28-102-65/h11,13-14,33,36-62,64-70,79-96,99H,1,12,15-32H2,2-10H3/b34-13+/t33-,36-,37+,38+,39-,40+,41+,42+,43-,44+,45-,46-,47-,48-,49+,50+,51-,52-,53-,54+,55+,56+,57+,58+,59-,60-,61+,62+,64-,65-,66-,67-,68-,69-,70-,74?,75-,76+,77+,78-/m0/s1 ORMLQCLBYVIXAG-VNWVVGBMSA-N OC/C(=C\CCC(C=C)(O)C)/C(=O)OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O NPC23020 Gleditsioside C [(2S,3R,4S,5S,6R)-3-[(2S,3R,4R,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2E,6S)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL3357150 21604045 C84H134O42 1814.83 -8.9275 6.08 -1.994 42 23 656.34 60 13 126 3 InChI=1S/C84H134O42/c1-11-80(7,109)18-12-13-34(25-85)68(107)110-31-42-53(97)56(100)66(125-75-67(124-73-60(104)54(98)51(95)41(26-86)117-73)61(105)63(33(2)116-75)121-71-62(106)64(40(90)30-113-71)122-69-57(101)48(92)37(87)27-111-69)76(119-42)126-77(108)84-22-21-78(3,4)23-36(84)35-14-15-45-81(8)19-17-47(79(5,6)44(81)16-20-82(45,9)83(35,10)24-46(84)91)120-72-59(103)55(99)52(96)43(118-72)32-115-74-65(50(94)39(89)29-114-74)123-70-58(102)49(93)38(88)28-112-70/h11,13-14,33,36-67,69-76,85-106,109H,1,12,15-32H2,2-10H3/b34-13+/t33-,36-,37+,38+,39-,40+,41+,42+,43+,44-,45+,46+,47-,48-,49-,50-,51-,52+,53+,54-,55-,56-,57+,58+,59+,60+,61+,62+,63-,64-,65+,66+,67+,69-,70-,71-,72-,73-,74-,75-,76-,80+,81-,82+,83+,84+/m0/s1 AFLKYKNVPJFJBF-CYNZVBCFSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@@H](O[C@@H]([C@H]([C@@H]3O)O)COC(=O)/C(=C/CC[C@@](C=C)(O)C)/CO)OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(C[C@H]3O)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H]([C@@H]([C@H]4O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@H]([C@@H]([C@H]3O)O)O)(C)C)O[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)C)[C@@H]([C@H]([C@H]1O)O)O NPC32858 Glimepiride CHEMBL1481 NA C24H34N4O5S 490.22 0.2885 3 4.487 9 3 140.04 14 3 34 0 InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19- WIGIZIANZCJQQY-RUCARUNLSA-N CCC1=C(C)CN(C1=O)C(=NCCc1ccc(cc1)S(=O)(=O)NC(=N[C@@H]1CC[C@H](CC1)C)O)O NPC166036 Glisoflavone 3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-7-hydroxy-5-methoxychromen-4-one CHEMBL1223641 5487298 C21H20O6 368.13 -0.222 3.11 2.967 1 3 96.22 10 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-5-12-6-13(7-16(23)20(12)24)15-10-27-18-9-14(22)8-17(26-3)19(18)21(15)25/h4,6-10,22-24H,5H2,1-3H3 PYVPKOSKOWDDSV-UHFFFAOYSA-N COc1cc(O)cc2c1c(=O)c(co2)c1cc(O)c(c(c1)CC=C(C)C)O NPC116119 Glochidiol (1R,3aR,5aR,5bR,7aS,9S,11S,11aR,11bS,13aS,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,11-diol CHEMBL470447 44559213 C30H50O2 442.38 2.6582 4.54 10.238 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-18(2)19-11-13-27(5)15-16-28(6)20(25(19)27)9-10-22-29(28,7)14-12-21-26(3,4)23(31)17-24(32)30(21,22)8/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20-,21-,22-,23-,24-,25+,27+,28+,29+,30-/m0/s1 SWEUJTWPRYKNNX-NLRQXZAZSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)[C@@H](O)C[C@@H](C1(C)C)O)C NPC212290 Gluco-Aurantioobtusin 1,7-dihydroxy-2,8-dimethoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione CHEMBL464229 442725 C23H24O12 492.13 -3.117 2.67 -1.543 7 6 192.44 14 4 35 1 InChI=1S/C23H24O12/c1-7-4-8-13(22(33-3)14(7)25)17(28)12-9(15(8)26)5-10(21(32-2)18(12)29)34-23-20(31)19(30)16(27)11(6-24)35-23/h4-5,11,16,19-20,23-25,27,29-31H,6H2,1-3H3/t11-,16-,19+,20-,23-/m1/s1 LQYQYAJWKXDTHR-PHVGODQESA-N OC[C@H]1O[C@@H](Oc2cc3C(=O)c4cc(C)c(c(c4C(=O)c3c(c2OC)O)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC220922 Gluconolactone (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one CHEMBL1200829 7027 C6H10O6 178.05 -2.229 1.46 -1.203 6 4 107.22 5 1 12 0 InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1 PHOQVHQSTUBQQK-SQOUGZDYSA-N OC[C@H]1OC(=O)[C@@H]([C@H]([C@@H]1O)O)O NPC199357 Gluco-Obtusifolin 8-hydroxy-1-methoxy-3-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione CHEMBL517625 442761 C22H22O10 446.12 -2.6049 2.78 -0.136 7 5 162.98 11 4 32 0 InChI=1S/C22H22O10/c1-8-6-10-14(17(27)13-9(15(10)25)4-3-5-11(13)24)21(30-2)20(8)32-22-19(29)18(28)16(26)12(7-23)31-22/h3-6,12,16,18-19,22-24,26,28-29H,7H2,1-2H3/t12-,16-,18+,19-,22+/m1/s1 JMDQOFZFOJHOMU-UJPYTVAASA-N OC[C@H]1O[C@@H](Oc2c(C)cc3c(c2OC)C(=O)c2c(C3=O)cccc2O)[C@@H]([C@H]([C@@H]1O)O)O NPC197087 Glutamine (2S)-2,5-diamino-5-oxopentanoic acid CHEMBL930 5961;6992086 C5H10N2O3 146.07 -1.4816 1.46 -2.943 5 4 107.4 7 0 10 0 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 ZDXPYRJPNDTMRX-VKHMYHEASA-N OC(=N)CC[C@@H](C(=O)O)N NPC125575 Glutarate hydron;pentanedioate CHEMBL1162495 23322899;743 C5H8O4 132.04 -0.698 1.57 -0.352 4 2 74.6 6 0 9 0 InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9) JFCQEDHGNNZCLN-UHFFFAOYSA-N OC(=O)CCCC(=O)O NPC174304 Glutathione (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid CHEMBL1543 124886;25246407 C10H17N3O6S 307.08 -1.6393 1.46 -3.978 9 5 204.6 15 0 20 0 InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 RWSXRVCMGQZWBV-WDSKDSINSA-N SC[C@@H](C(=NCC(=O)O)O)N=C(CC[C@@H](C(=O)O)N)O NPC106364 Glutinol (3S,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-ol CHEMBL452242 9932254 C30H50O 426.39 3.0116 4.65 11.546 1 1 20.23 9 5 31 1 InChI=1S/C30H50O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-24,31H,10-19H2,1-8H3/t21-,22+,23-,24+,27-,28+,29-,30+/m1/s1 HFSACQSILLSUII-ISSAZSKYSA-N O[C@H]1CC[C@@H]2C(=CC[C@H]3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2CC(C)(C)CC3)C)C)C1(C)C NPC108476 Glutinol Acetate [(3S,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydropicen-3-yl] acetate CHEMBL487567 1781002 C32H52O2 468.4 3.3907 4.76 12.286 2 0 26.3 11 5 34 1 InChI=1S/C32H52O2/c1-21(33)34-26-13-11-23-22(28(26,4)5)10-12-24-30(23,7)17-19-32(9)25-20-27(2,3)14-15-29(25,6)16-18-31(24,32)8/h10,23-26H,11-20H2,1-9H3/t23-,24+,25-,26+,29-,30+,31-,32+/m1/s1 CQQNBMVDVWGBMD-JZWVFCOJSA-N CC(=O)O[C@H]1CC[C@@H]2C(=CC[C@H]3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2CC(C)(C)CC3)C)C)C1(C)C NPC296697 Glutinone (6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-2,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-one CHEMBL517609 10071029 C30H48O 424.37 3.5813 4.65 11.756 1 0 17.07 8 5 31 1 InChI=1S/C30H48O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-23H,10-19H2,1-8H3/t21-,22+,23-,27-,28+,29-,30+/m1/s1 XUPCBKGIPJPDGW-VZTATICASA-N O=C1CC[C@@H]2C(=CC[C@H]3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2CC(C)(C)CC3)C)C)C1(C)C NPC53986 Glyasperin C 4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol CHEMBL1630857 480859 C21H24O5 356.16 0.3173 3.22 2.833 0 3 79.15 10 3 26 0 InChI=1S/C21H24O5/c1-12(2)4-6-16-19(24)10-20-17(21(16)25-3)8-13(11-26-20)15-7-5-14(22)9-18(15)23/h4-5,7,9-10,13,22-24H,6,8,11H2,1-3H3/t13-/m0/s1 RCZMWVKBVFOCEE-ZDUSSCGKSA-N COc1c2C[C@@H](COc2cc(c1CC=C(C)C)O)c1ccc(cc1O)O NPC38664 Glyasperin D 4-[(3R)-5,7-dimethoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol CHEMBL1563332 480860 C22H26O5 370.18 0.7258 3.33 3.352 0 2 68.15 11 3 27 0 InChI=1S/C22H26O5/c1-13(2)5-7-17-20(25-3)11-21-18(22(17)26-4)9-14(12-27-21)16-8-6-15(23)10-19(16)24/h5-6,8,10-11,14,23-24H,7,9,12H2,1-4H3/t14-/m0/s1 DDMAUIOCNQXFHL-AWEZNQCLSA-N COc1c2C[C@@H](COc2cc(c1CC=C(C)C)OC)c1ccc(cc1O)O NPC2613 Glyasperin H 3-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-2,6-dimethoxyphenol CHEMBL498725 44592902 C22H24O5 368.16 0.2165 3.33 3.282 0 1 57.15 8 4 27 0 InChI=1S/C22H24O5/c1-22(2)10-9-16-17(27-22)7-5-13-11-14(12-26-20(13)16)15-6-8-18(24-3)19(23)21(15)25-4/h5-10,14,23H,11-12H2,1-4H3/t14-/m0/s1 KCINTAABQWLKML-AWEZNQCLSA-N COc1c(ccc(c1O)OC)[C@@H]1COc2c(C1)ccc1c2C=CC(O1)(C)C NPC208280 Glyburide 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide CHEMBL472 3488 C23H28ClN3O5S 493.14 -1.4483 2.89 5.1 7 3 128.96 13 3 33 1 InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29) ZNNLBTZKUZBEKO-UHFFFAOYSA-N COc1ccc(cc1C(=NCCc1ccc(cc1)S(=O)(=O)NC(=NC1CCCCC1)O)O)Cl NPC262585 Glyceollin I CHEMBL1774987 162807 C20H18O5 338.12 -0.6447 3.11 2.285 1 2 68.15 4 5 25 0 InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-4-13-17(12)23-10-20(22)14-5-3-11(21)9-16(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m0/s1 YIFYYPKWOQSCRI-AZUAARDMSA-N Oc1ccc2c(c1)O[C@@H]1[C@@]2(O)COc2c1ccc1c2C=CC(O1)(C)C NPC157340 Glycerin propane-1,2,3-triol CHEMBL692 753 C3H8O3 92.05 -1.4081 1.46 -1.88 3 3 60.69 5 0 6 0 InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 PEDCQBHIVMGVHV-UHFFFAOYSA-N OCC(CO)O NPC127091 Glyceryl Monolinoleate [(2S)-2,3-dihydroxypropyl] (9Z,12Z)-octadeca-9,12-dienoate CHEMBL188361 6436630 C21H38O4 354.28 -1.7476 3.33 6.805 4 2 66.76 21 0 25 2 InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-/t20-/m0/s1 WECGLUPZRHILCT-GSNKCQISSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO)O NPC53463 Glyceryl Monostearate 2,3-dihydroxypropyl octadecanoate CHEMBL255696 24699 C21H42O4 358.31 -5.2728 3.33 7.648 4 2 66.76 23 0 25 2 InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3 VBICKXHEKHSIBG-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O NPC126681 Glycine 2-aminoacetic acid CHEMBL773 750;5257127 C2H5NO2 75.03 -1.1915 1.35 -3.35 3 2 63.32 3 0 5 0 InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) DHMQDGOQFOQNFH-UHFFFAOYSA-N NCC(=O)O NPC59650 Glycinebetaine 2-(trimethylazaniumyl)acetate CHEMBL1182 247 C5H11NO2 117.08 -2.2564 1.68 -1.227 2 0 40.13 6 0 8 0 InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 KWIUHFFTVRNATP-UHFFFAOYSA-N [O-]C(=O)C[N+](C)(C)C NPC170333 Glycocitrine-I 1,3,5-trihydroxy-10-methyl-4-(3-methylbut-2-enyl)acridin-9-one CHEMBL1668598 11580650 C19H19NO4 325.13 0.3482 3 2.127 2 3 81 8 3 24 0 InChI=1S/C19H19NO4/c1-10(2)7-8-11-14(22)9-15(23)16-18(11)20(3)17-12(19(16)24)5-4-6-13(17)21/h4-7,9,21-23H,8H2,1-3H3 OPPJKACRWCPJGU-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1n(C)c1c(O)cccc1c2=O)O)C NPC7560 Glycocitrine-Iv 1,3,5-trihydroxy-4-methoxy-10-methyl-2-(3-methylbut-2-enyl)acridin-9-one CHEMBL463652 9998312 C20H21NO5 355.14 0.2964 3 1.683 2 3 90.23 10 3 26 0 InChI=1S/C20H21NO5/c1-10(2)8-9-12-18(24)14-16(20(26-4)19(12)25)21(3)15-11(17(14)23)6-5-7-13(15)22/h5-8,22,24-25H,9H2,1-4H3 GKBPFZFFEMNSRA-UHFFFAOYSA-N COc1c(O)c(CC=C(C)C)c(c2c1n(C)c1c(c2=O)cccc1O)O NPC308137 Glycosinine 2-methoxy-9H-carbazole-3-carbaldehyde CHEMBL1088189 6483032 C14H11NO2 225.08 -0.6646 2.67 3.074 2 1 42.09 3 3 17 0 InChI=1S/C14H11NO2/c1-17-14-7-13-11(6-9(14)8-16)10-4-2-3-5-12(10)15-13/h2-8,15H,1H3 SIUSRUNIJUFYPR-UHFFFAOYSA-N O=Cc1cc2c(cc1OC)[nH]c1c2cccc1 NPC46561 Glycozolidal 2,6-dimethoxy-9H-carbazole-3-carbaldehyde CHEMBL2036045 182690 C15H13NO3 255.09 -0.7164 2.67 2.419 2 1 51.32 5 3 19 0 InChI=1S/C15H13NO3/c1-18-10-3-4-13-12(6-10)11-5-9(8-17)15(19-2)7-14(11)16-13/h3-8,16H,1-2H3 WCKFRKXQABCDRE-UHFFFAOYSA-N COc1ccc2c(c1)c1cc(C=O)c(cc1[nH]2)OC NPC135325 Glycybenzofuran 4-(6-hydroxy-3-methyl-1-benzofuran-2-yl)-5-methoxy-6-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL1223582 46934435 C21H22O5 354.15 0.9326 3.22 3.033 0 3 83.06 11 3 26 0 InChI=1S/C21H22O5/c1-11(2)5-7-15-16(23)10-17(24)19(21(15)25-4)20-12(3)14-8-6-13(22)9-18(14)26-20/h5-6,8-10,22-24H,7H2,1-4H3 OEIIVGQLDAYZNT-UHFFFAOYSA-N COc1c(CC=C(C)C)c(O)cc(c1c1oc2c(c1C)ccc(c2)O)O NPC221777 Glycyrdione A 1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione CHEMBL2437373 15742118 C25H28O5 408.19 1.8811 3.66 4.937 2 3 94.83 15 2 30 0 InChI=1S/C25H28O5/c1-15(2)5-7-17-11-18(9-10-21(17)26)22(27)13-24(29)20-12-19(8-6-16(3)4)23(28)14-25(20)30/h5-6,9-12,14,26,28,30H,7-8,13H2,1-4H3 VDOHBGQSFOWYTB-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)C(=O)CC(=O)c1cc(CC=C(C)C)c(cc1O)O)C NPC260296 Glycyrol 3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one CHEMBL132695 5320083 C21H18O6 366.11 0.6598 3.11 2.978 1 2 89.13 8 4 27 0 InChI=1S/C21H18O6/c1-10(2)4-6-12-14(23)9-16-18(19(12)25-3)20-17(21(24)27-16)13-7-5-11(22)8-15(13)26-20/h4-5,7-9,22-23H,6H2,1-3H3 LWESBHWAOZORCQ-UHFFFAOYSA-N COc1c(CC=C(C)C)c(O)cc2c1c1oc3c(c1c(=O)o2)ccc(c3)O NPC238279 Glycyrrhisoflavone 3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one CHEMBL491515 5317764 C20H18O6 354.11 -0.6305 3 2.448 1 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-4-11-5-12(6-16(23)19(11)24)14-9-26-17-8-13(21)7-15(22)18(17)20(14)25/h3,5-9,21-24H,4H2,1-2H3 JOQWUUJQWPZLAT-UHFFFAOYSA-N CC(=CCc1cc(cc(c1O)O)c1coc2c(c1=O)c(O)cc(c2)O)C NPC202666 Glycyrrhizin (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL441687 14982 C42H62O16 822.4 -1.6063 4.32 4.414 16 8 267.04 22 7 58 2 InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1 LPLVUJXQOOQHMX-QWBHMCJMSA-N O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C NPC75906 Gnaphalin CHEMBL465001 44584264 C20H24O6 360.16 -1.8522 3 0.998 5 1 89.27 4 5 26 0 InChI=1S/C20H24O6/c1-12-7-16(22)20(10-21)15(3-2-5-18(20)11-25-18)19(12)8-14(26-17(19)23)13-4-6-24-9-13/h4,6,9,12,14-15,21H,2-3,5,7-8,10-11H2,1H3/t12-,14+,15-,18+,19-,20+/m1/s1 KRDZPLIXVXKNST-AVIVPSALSA-N OC[C@@]12C(=O)C[C@H]([C@@]3([C@H]1CCC[C@@]12CO1)C[C@H](OC3=O)c1cocc1)C NPC274291 Gnf-Pf-180 (R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol CHEMBL576997 94175 C20H24N2O2 324.18 -0.5136 3.22 2.662 3 1 45.59 6 2 24 0 InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20+/m0/s1 LOUPRKONTZGTKE-AFHBHXEDSA-N C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O NPC94337 Gnf-Pf-1841 (1aR,6R,7R,7aR,7bR)-6-hydroxy-7,7a-dimethyl-1a-prop-1-en-2-yl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one CHEMBL586685 177175 C15H20O3 248.14 0.2355 2.78 0.021 3 1 49.83 5 3 18 0 InChI=1S/C15H20O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11,13,16H,1,5-6H2,2-4H3/t9-,11+,13+,14+,15-/m0/s1 PCBDXYONDOCJPR-OANMRLRGSA-N C[C@@]12[C@H]3O[C@@]3(C(=C)C)C(=O)C=C2CC[C@H]([C@@H]1C)O NPC22062 Gnf-Pf-2160 5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL601333 5480901 C28H32O14 592.18 -4.4698 3 0.144 10 7 214.06 16 5 42 1 InChI=1S/C28H32O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-29,31-36H,10H2,1-2H3 YFVGIJBUXMQFOF-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O NPC58373 Gnf-Pf-2580 7-hydroxy-2,8-dimethoxyphenanthrene-1,4-dione CHEMBL600127 174864 C16H12O5 284.07 -1.1772 2.67 1.403 3 1 72.83 5 3 21 0 InChI=1S/C16H12O5/c1-20-13-7-12(18)14-8-5-6-11(17)16(21-2)9(8)3-4-10(14)15(13)19/h3-7,17H,1-2H3 BMYGDZTYQFCHKI-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)ccc1c2ccc(c1OC)O NPC27659 Gnf-Pf-2961 7-hydroxy-2-methoxyphenanthrene-1,4-dione CHEMBL582103 637413 C15H10O4 254.06 -1.1254 2.67 2.058 3 1 63.6 3 3 19 0 InChI=1S/C15H10O4/c1-19-13-7-12(17)14-10-5-3-9(16)6-8(10)2-4-11(14)15(13)18/h2-7,16H,1H3 FVUZCFUZMSCPCK-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)ccc1c2ccc(c1)O NPC129930 Gnf-Pf-349 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3H-benzo[f][2]benzofuran-1-one CHEMBL601587 119458 C27H26O12 542.14 -2.693 3.11 0.909 7 4 162.6 12 6 39 0 InChI=1S/C27H26O12/c1-33-16-6-12-13(7-17(16)34-2)25(39-27-24(31)23(30)22(29)19(8-28)38-27)14-9-35-26(32)21(14)20(12)11-3-4-15-18(5-11)37-10-36-15/h3-7,19,22-24,27-31H,8-10H2,1-2H3/t19-,22-,23+,24-,27+/m1/s1 BJGIWVGXMRUMNA-WBYCZGBQSA-N OC[C@H]1O[C@@H](Oc2c3COC(=O)c3c(c3c2cc(OC)c(c3)OC)c2ccc3c(c2)OCO3)[C@@H]([C@H]([C@@H]1O)O)O NPC178902 Gnf-Pf-5230 N-[2-(4-hydroxyphenyl)ethyl]acetamide CHEMBL152117 121051 C10H13NO2 179.09 -0.489 2.23 1.798 2 2 52.82 6 1 13 0 InChI=1S/C10H13NO2/c1-8(12)11-7-6-9-2-4-10(13)5-3-9/h2-5,13H,6-7H2,1H3,(H,11,12) ATDWJOOPFDQZNK-UHFFFAOYSA-N Oc1ccc(cc1)CCN=C(O)C NPC43304 Gnidilatidin CHEMBL504425 5358691 C37H44O10 648.29 -0.6528 4.43 5.468 10 3 144.28 18 7 47 2 InChI=1S/C37H44O10/c1-6-7-8-9-10-11-15-18-34-45-30-26-29-33(20-38,44-29)32(41)35(42)25(19-22(4)27(35)39)37(26,47-34)23(5)28(36(30,46-34)21(2)3)43-31(40)24-16-13-12-14-17-24/h10-19,23,25-26,28-30,32,38,41-42H,2,6-9,20H2,1,3-5H3/b11-10+,18-15+/t23-,25-,26+,28-,29+,30-,32-,33+,34-,35-,36+,37+/m1/s1 CGSGRJNIABXQJQ-NSCQCFIPSA-N CCCCC/C=C/C=C/[C@@]12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)c1ccccc1 NPC309991 Gnidimacrin CHEMBL501600 44575159 C44H54O12 774.36 -3.6009 4.98 8.405 12 4 173.74 16 9 56 2 InChI=1S/C44H54O12/c1-24(2)40-21-29(22-51-37(47)27-16-10-7-11-17-27)43-32-35(40)54-44(55-40,56-43)30(46)20-14-6-5-9-15-25(3)31-26(4)34(52-38(48)28-18-12-8-13-19-28)42(50,33(31)43)39(49)41(23-45)36(32)53-41/h7-8,10-13,16-19,25-26,29-36,39,45-46,49-50H,1,5-6,9,14-15,20-23H2,2-4H3/t25-,26+,29+,30-,31+,32-,33-,34+,35-,36+,39-,40+,41+,42-,43-,44?/m1/s1 SSXCVTWCXHGTLK-HPSSUOODSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OC45O[C@]1([C@H]1[C@@]([C@@H]2O)(O)[C@@H](OC(=O)c2ccccc2)[C@H]([C@@H]1[C@H](C)CCCCCC[C@H]5O)C)[C@@H](C[C@]3(O4)C(=C)C)COC(=O)c1ccccc1 NPC49297 Gniditrin CHEMBL1159653 46905268 C37H42O10 646.28 0.2843 4.43 5.104 10 3 144.28 17 7 47 1 InChI=1S/C37H42O10/c1-6-7-8-9-10-11-15-18-26(39)43-29-23(5)36-25-19-22(4)28(40)34(25,42)32(41)33(20-38)30(44-33)27(36)31-35(29,21(2)3)46-37(45-31,47-36)24-16-13-12-14-17-24/h8-19,23,25,27,29-32,38,41-42H,2,6-7,20H2,1,3-5H3/b9-8+,11-10+,18-15+/t23-,25-,27+,29-,30+,31?,32-,33+,34-,35?,36?,37?/m1/s1 NEIGQRKMHFDLTK-FLWUMMFCSA-N CCC/C=C/C=C/C=C/C(=O)O[C@@H]1[C@@H](C)C23OC4(OC1(C(=C)C)C([C@@H]2[C@@H]1O[C@@]1([C@H]([C@]1([C@H]3C=C(C1=O)C)O)O)CO)O4)c1ccccc1 NPC189609 Goiazensolide CHEMBL371358 5358393 C19H20O7 360.12 0.8068 2.78 0.576 7 1 99.13 7 3 26 0 InChI=1S/C19H20O7/c1-9(2)17(22)25-14-7-19(4)15(21)6-12(26-19)11(8-20)5-13-16(14)10(3)18(23)24-13/h5-6,13-14,16,20H,1,3,7-8H2,2,4H3/b11-5-/t13-,14+,16+,19-/m1/s1 HTMCLLSRQWRPTN-OKMRAYSCSA-N OC/C/1=C/[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C[C@]2(OC1=CC2=O)C)OC(=O)C(=C)C NPC118162 Gomisin C CHEMBL404875 151529 C30H32O9 536.2 -0.5025 3.77 4.763 3 1 101.91 14 5 39 0 InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30-/m0/s1 UFCGDBKFOKKVAC-DSASHONVSA-N COc1cc2c(c(c1OC)OC)c1c(cc3c(c1OC)OCO3)C[C@@H]([C@]([C@H]2OC(=O)c1ccccc1)(C)O)C NPC224472 Gomisin F CHEMBL1081698 6325287 C28H34O9 514.22 0.947 3.55 2.895 3 1 101.91 16 4 37 0 InChI=1S/C28H34O9/c1-14(2)9-20(29)37-27-17-12-19-24(36-13-35-19)26(34-8)22(17)21-16(10-15(3)28(27,4)30)11-18(31-5)23(32-6)25(21)33-7/h9,11-12,15,27,30H,10,13H2,1-8H3/t15-,27-,28-/m0/s1 LCQKYZXWCLBYHK-WIKKSFEZSA-N COc1c2OCOc2cc2c1c1c(cc(c(c1OC)OC)OC)C[C@@H]([C@]([C@H]2OC(=O)C=C(C)C)(C)O)C NPC83049 Gomisin G CHEMBL515928 14992067 C30H32O9 536.2 -0.5025 3.77 4.763 3 1 101.91 14 5 39 0 InChI=1S/C30H32O9/c1-16-12-18-13-20(33-3)24(34-4)26(35-5)22(18)23-19(14-21-25(27(23)36-6)38-15-37-21)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30-/m0/s1 OFDWKHIQKPKRKY-DSASHONVSA-N COc1c2OCOc2cc2c1c1c(C[C@@H]([C@]([C@H]2OC(=O)c2ccccc2)(C)O)C)cc(c(c1OC)OC)OC NPC276026 Gomisin J CHEMBL251864 3001686 C22H28O6 388.19 -0.2186 3.22 3.518 0 2 77.38 12 3 28 0 InChI=1S/C22H28O6/c1-11-7-13-9-15(23)19(25-3)21(27-5)17(13)18-14(8-12(11)2)10-16(24)20(26-4)22(18)28-6/h9-12,23-24H,7-8H2,1-6H3/t11-,12+ PICOUNAPKDEPCA-TXEJJXNPSA-N COc1c2c(C[C@H](C)[C@@H](Cc3c2c(OC)c(c(c3)O)OC)C)cc(c1OC)O NPC230538 Gomisin O CHEMBL522973 5317808 C23H28O7 416.18 -0.4326 3.22 2.609 1 1 75.61 11 4 30 0 InChI=1S/C23H28O7/c1-11-7-13-8-16-21(30-10-29-16)22(27-5)17(13)18-14(19(24)12(11)2)9-15(25-3)20(26-4)23(18)28-6/h8-9,11-12,19,24H,7,10H2,1-6H3/t11-,12-,19+/m0/s1 GWDFJIBHVSYXQL-SYTFOFBDSA-N COc1cc2[C@H](O)[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC127491 Goniothalamin (2R)-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one CHEMBL464443 6440856 C13H12O2 200.08 0.943 2.67 4.876 2 0 26.3 2 2 15 0 InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+/t12-/m1/s1 RLGHFVLWYYVMQZ-BZYZDCJZSA-N O=C1C=CC[C@@H](O1)/C=C/c1ccccc1 NPC268243 Goodyeroside (4S)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one CHEMBL2071309 10445498 C10H16O8 264.08 -2.3023 1.68 -1.919 8 4 125.68 7 2 18 0 InChI=1S/C10H16O8/c11-2-5-7(13)8(14)9(15)10(18-5)17-4-1-6(12)16-3-4/h4-5,7-11,13-15H,1-3H2/t4-,5+,7+,8-,9+,10+/m0/s1 MQEPWBMWFIVRPS-MBOSOLAWSA-N OC[C@H]1O[C@@H](O[C@@H]2COC(=O)C2)[C@@H]([C@H]([C@@H]1O)O)O NPC27208 Gossypetin 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one CHEMBL253570 5280647 C15H10O8 318.04 -3.2615 2.23 0.847 2 6 147.68 7 3 23 1 InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H YRRAGUMVDQQZIY-UHFFFAOYSA-N Oc1cc(ccc1O)c1oc2c(O)c(O)cc(c2c(=O)c1O)O NPC68441 Gossypol 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde CHEMBL51483 3503 C30H30O8 518.19 -0.7168 3.88 5.51 2 6 155.52 17 4 38 2 InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3 QBKSWRVVCFFDOT-UHFFFAOYSA-N O=Cc1c(O)c(O)c(c2c1c(O)c(c(c2)C)c1c(C)cc2c(c1O)c(C=O)c(c(c2C(C)C)O)O)C(C)C NPC300557 Gracillin CHEMBL500045 159861 C45H72O17 884.48 -4.4636 4.54 2.562 17 9 255.91 22 9 62 2 InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(53)34(51)31(48)21(3)56-40)38(33(50)29(17-47)59-42)60-41-37(54)35(52)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1 YQEMAEKYNNOCBY-IEMDQPGHSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC110126 Gramine 1-(1H-indol-3-yl)-N,N-dimethylmethanamine CHEMBL254348 6890 C11H14N2 174.12 -0.191 2.45 1.992 2 1 19.03 4 2 13 0 InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3 OCDGBSUVYYVKQZ-UHFFFAOYSA-N CN(Cc1c[nH]c2c1cccc2)C NPC37348 Gramniphenol C 3-hydroxy-1-[6-hydroxy-2-methoxy-3-[(2S)-6-methoxy-2H-chromen-2-yl]phenyl]propan-1-one CHEMBL2333777 71579376 C20H20O6 356.13 -0.9783 3 2.176 2 2 85.22 10 3 26 0 InChI=1S/C20H20O6/c1-24-13-4-8-17-12(11-13)3-7-18(26-17)14-5-6-15(22)19(20(14)25-2)16(23)9-10-21/h3-8,11,18,21-22H,9-10H2,1-2H3/t18-/m0/s1 FJRLGZIVEMDILD-SFHVURJKSA-N OCCC(=O)c1c(O)ccc(c1OC)[C@@H]1C=Cc2c(O1)ccc(c2)OC NPC272194 Gramniphenol F 4-(7,7-dimethylfuro[3,2-g]chromen-2-yl)phenol CHEMBL2333780 71579377 C19H16O3 292.11 0.2934 3.22 4.258 0 1 42.6 4 4 22 0 InChI=1S/C19H16O3/c1-19(2)8-7-13-9-14-10-16(12-3-5-15(20)6-4-12)21-17(14)11-18(13)22-19/h3-11,20H,1-2H3 GQRJEBZESAXFAK-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2c(c1)cc1c(c2)OC(C=C1)(C)C NPC329938 Granaxylocarpin A [(1R,3R,4R)-6-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-3-(2-methoxy-2-oxoethyl)-2,2,4-trimethyl-5-oxocyclohexyl] 2-methylbutanoate CHEMBL389681 44421657 C34H44O12 644.28 -0.1725 3.88 1.877 11 1 172.71 21 4 46 2 InChI=1S/C34H44O12/c1-9-17(2)31(40)46-29-26(27(39)18(3)21(32(29,5)6)14-24(37)42-8)30(44-19(4)35)34(41)22-15-25(38)45-28(20-11-13-43-16-20)33(22,7)12-10-23(34)36/h11,13,15-18,21,26,28-30,41H,9-10,12,14H2,1-8H3/t17?,18-,21-,26?,28+,29-,30-,33-,34+/m1/s1 WLGITUVANAQCQM-CZXGELTISA-N CCC(C(=O)O[C@@H]1C(C(=O)[C@@H]([C@H](C1(C)C)CC(=O)OC)C)[C@H]([C@@]1(O)C(=O)CC[C@@]2(C1=CC(=O)O[C@H]2c1cocc1)C)OC(=O)C)C NPC173544 Granaxylocarpin B [(R)-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]-[(4R,5R)-4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohexen-1-yl]methyl] (E)-2-methylbut-2-enoate CHEMBL390119 16216542 C32H38O10 582.25 1.6716 3.88 2.419 9 1 146.41 17 4 42 0 InChI=1S/C32H38O10/c1-8-17(2)29(37)42-28(20-15-30(4,5)21(13-24(34)39-7)18(3)26(20)36)32(38)22-14-25(35)41-27(19-10-12-40-16-19)31(22,6)11-9-23(32)33/h8,10,12,14-16,18,21,27-28,38H,9,11,13H2,1-7H3/b17-8+/t18-,21-,27+,28-,31-,32+/m1/s1 ZBJPDPDKXYNWFV-PQAYMIJJSA-N C/C=C(/C(=O)O[C@@H]([C@@]1(O)C(=O)CC[C@@]2(C1=CC(=O)O[C@H]2c1cocc1)C)C1=CC(C)(C)[C@@H]([C@H](C1=O)C)CC(=O)OC)\C NPC54647 Grandiflorone 5-hydroxy-2,2,6,6-tetramethyl-4-(3-phenylpropanoyl)cyclohex-4-ene-1,3-dione CHEMBL3810189 3014646 C19H22O4 314.15 0.8433 3.11 4.921 4 1 71.44 9 2 23 0 InChI=1S/C19H22O4/c1-18(2)15(21)14(16(22)19(3,4)17(18)23)13(20)11-10-12-8-6-5-7-9-12/h5-9,21H,10-11H2,1-4H3 KUWGTESSHWPSOB-UHFFFAOYSA-N O=C(C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)CCc1ccccc1 NPC217903 Gravacridondiol 2-(1,2-dihydroxypropan-2-yl)-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one CHEMBL562500 5317836 C19H19NO5 341.13 -1.5051 2.89 1.26 4 3 90.23 7 4 25 0 InChI=1S/C19H19NO5/c1-19(24,9-21)15-7-11-14(25-15)8-13(22)16-17(11)20(2)12-6-4-3-5-10(12)18(16)23/h3-6,8,15,21-22,24H,7,9H2,1-2H3 RQAGSTDFTGSIGB-UHFFFAOYSA-N OCC(C1Oc2c(C1)c1c(c(c2)O)c(=O)c2c(n1C)cccc2)(O)C NPC116178 Gravacridondiolmonomethyl Ether 5-hydroxy-2-(2-hydroxy-1-methoxypropan-2-yl)-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one CHEMBL560820 5317837 C20H21NO5 355.14 -1.0966 3 1.779 4 2 79.23 8 4 26 0 InChI=1S/C20H21NO5/c1-20(24,10-25-3)16-8-12-15(26-16)9-14(22)17-18(12)21(2)13-7-5-4-6-11(13)19(17)23/h4-7,9,16,22,24H,8,10H2,1-3H3 YYTVGIBSAJVHGD-UHFFFAOYSA-N COCC(C1Oc2c(C1)c1c(c(c2)O)c(=O)c2c(n1C)cccc2)(O)C NPC293418 Graveolide (3aS,5R,5aS,8aS,9aR)-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione CHEMBL1911138 11043090 C15H20O3 248.14 1.039 2.78 1.699 3 0 43.37 2 3 18 0 InChI=1S/C15H20O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-12H,2,4-7H2,1,3H3/t8-,10-,11+,12+,15+/m1/s1 DCKYPAZZUYXYTC-SCGWIAOYSA-N C=C1C(=O)O[C@@H]2[C@@H]1C[C@]1(C)C(=O)CC[C@H]1[C@@H](C2)C NPC5167 Graveoline 2-(1,3-benzodioxol-5-yl)-1-methylquinolin-4-one CHEMBL1371756 353825 C17H13NO3 279.09 -0.5367 2.89 4.12 2 0 38.77 2 4 21 0 InChI=1S/C17H13NO3/c1-18-13-5-3-2-4-12(13)15(19)9-14(18)11-6-7-16-17(8-11)21-10-20-16/h2-9H,10H2,1H3 COBBNRKBTCBWQP-UHFFFAOYSA-N Cn1c(cc(=O)c2c1cccc2)c1ccc2c(c1)OCO2 NPC209959 Grevillol 3,5-dihydroxy-2-tridecylbenzoic acid CHEMBL520177 14462118 C20H32O4 336.23 -4.2147 3.22 7.047 2 3 77.76 17 1 24 2 InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-18(20(23)24)14-16(21)15-19(17)22/h14-15,21-22H,2-13H2,1H3,(H,23,24) ZQEUSILVHHMGIF-UHFFFAOYSA-N CCCCCCCCCCCCCc1c(O)cc(cc1C(=O)O)O NPC120102 Griffipavixanthone (8S,8aS,12aR)-1,3,6,7-tetrahydroxy-9,9,11-trimethyl-8-(3,4,6,8-tetrahydroxy-9-oxoxanthen-1-yl)-8,8a,10,12a-tetrahydroindeno[1,2-a]xanthen-13-one CHEMBL3314604 60151566 C36H28O12 652.16 -2.4969 4.1 2.647 2 8 214.44 12 8 48 1 InChI=1S/C36H28O12/c1-11-4-15-21-26(32(45)33(46)35-27(21)31(44)25-17(40)6-13(38)8-20(25)48-35)22(28(15)36(2,3)10-11)14-9-18(41)29(42)34-23(14)30(43)24-16(39)5-12(37)7-19(24)47-34/h4-9,15,22,28,37-42,45-46H,10H2,1-3H3/t15-,22-,28-/m0/s1 KAPVRSRPLHVWCH-JNFGOLMQSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)c2c(c(c1O)O)[C@@H]([C@@H]1[C@H]2C=C(C)CC1(C)C)c1cc(O)c(c2c1c(=O)c1c(o2)cc(cc1O)O)O NPC43787 Grinimibine 3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole CHEMBL1477760 96943 C18H17NO 263.13 1.1294 3.22 4.416 1 1 25.02 3 4 20 0 InChI=1S/C18H17NO/c1-11-10-14-12-6-4-5-7-15(12)19-16(14)13-8-9-18(2,3)20-17(11)13/h4-10,19H,1-3H3 GAEQWKVGMHUUKO-UHFFFAOYSA-N Cc1cc2c(c3c1OC(C)(C)C=C3)[nH]c1c2cccc1 NPC90984 Grossamide (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide CHEMBL500729 6440658 C36H36N2O8 624.25 -1.5498 4.32 5.3 4 5 153.56 19 5 46 2 InChI=1S/C36H36N2O8/c1-44-30-21-25(8-13-29(30)41)34-33(36(43)38-18-16-23-5-11-27(40)12-6-23)28-19-24(20-31(45-2)35(28)46-34)7-14-32(42)37-17-15-22-3-9-26(39)10-4-22/h3-14,19-21,33-34,39-41H,15-18H2,1-2H3,(H,37,42)(H,38,43)/b14-7+/t33-,34+/m1/s1 DROXVBRNXCRUHP-YRKLVFRVSA-N COc1cc(/C=C/C(=NCCc2ccc(cc2)O)O)cc2c1O[C@H]([C@@H]2C(=NCCc1ccc(cc1)O)O)c1ccc(c(c1)OC)O NPC309757 Grossheimin (3aR,4S,6aR,9S,9aR,9bR)-4-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,7,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione CHEMBL271958 442256 C15H18O4 262.12 -0.1467 2.67 -0.156 4 1 63.6 2 3 19 0 InChI=1S/C15H18O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h7,9,11-14,17H,1,3-5H2,2H3/t7-,9+,11+,12+,13-,14-/m1/s1 YGMIBVIKXJJQQJ-MSOSQAFRSA-N C[C@@H]1C(=O)C[C@@H]2[C@H]1[C@H]1OC(=O)C(=C)[C@@H]1[C@H](CC2=C)O NPC293799 Gs-39783 4-N,6-N-dicyclopentyl-2-methylsulfanyl-5-nitropyrimidine-4,6-diamine CHEMBL392394 6604928 C15H23N5O2S 337.16 -1.4775 2.23 5.277 4 2 117.22 7 3 23 1 InChI=1S/C15H23N5O2S/c1-23-15-18-13(16-10-6-2-3-7-10)12(20(21)22)14(19-15)17-11-8-4-5-9-11/h10-11H,2-9H2,1H3,(H2,16,17,18,19) GSGVDKOCBKBMGG-UHFFFAOYSA-N CSc1nc(NC2CCCC2)c(c(=NC2CCCC2)[nH]1)N(=O)=O NPC114325 Guaiacol 2-methoxyphenol CHEMBL13766 460 C7H8O2 124.05 -0.5121 2.01 1.389 0 1 29.46 3 1 9 0 InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3 LHGVFZTZFXWLCP-UHFFFAOYSA-N COc1ccccc1O NPC323008 Guaianolide (3aS,5R,8S,8aR,9aR)-5,8-dihydroxy-5,8-dimethyl-1-methylidene-3a,4,7,8a,9,9a-hexahydroazuleno[6,5-b]furan-2-one CHEMBL1644098 50941544 C15H20O4 264.14 0.0712 2.67 0.095 4 2 66.76 4 3 19 0 InChI=1S/C15H20O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h4,9,11-12,17-18H,1,5-7H2,2-3H3/t9-,11-,12+,14+,15-/m1/s1 SKXYOUKPVUIPFP-HTZLXXLYSA-N O=C1O[C@@H]2[C@@H](C1=C)C[C@@H]1C(=CC[C@]1(C)O)[C@](C2)(C)O NPC297358 Guaiazulene 1,4-dimethyl-7-propan-2-ylazulene CHEMBL1408759 3515 C15H18 198.14 1.8569 3.11 7.984 0 0 0 5 2 15 1 InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3 FWKQNCXZGNBPFD-UHFFFAOYSA-N CC(c1ccc(c2c(c1)c(C)cc2)C)C NPC118284 Guajaverin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one CHEMBL464507 5481224 C20H18O11 434.08 -4.3814 2.45 -0.111 6 7 186.37 10 4 31 1 InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1 PZZRDJXEMZMZFD-IEGSVRCHSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC20535 Guanidine guanidine CHEMBL821 3520 CH5N3 59.05 -0.4695 1.24 -0.646 3 3 75.89 2 0 4 0 InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) ZRALSGWEFCBTJO-UHFFFAOYSA-N NC(=N)N NPC40511 Guanidino Acetate 2-[[amino(azaniumyl)methylidene]amino]acetate CHEMBL281593 4546993;3946848;763 C3H7N3O2 117.05 -0.9111 1.24 -2.967 5 4 99.2 5 0 8 0 InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6) BPMFZUMJYQTVII-UHFFFAOYSA-N NC(=N)NCC(=O)O NPC59314 Guanine 2-amino-3,7-dihydropurin-6-one CHEMBL219568 764 C5H5N5O 151.05 -1.1064 1.35 -0.498 6 4 97.15 1 2 11 0 InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) UYTPUPDQBNUYGX-UHFFFAOYSA-N N=c1nc(O)c2c([nH]1)[nH]cn2 NPC61198 Guanosine 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one CHEMBL375655 6802 C10H13N5O5 283.09 -2.2152 1.46 -1.643 10 6 156.21 6 3 20 1 InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 NYHBQMYGNKIUIF-UUOKFMHZSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]c(=N)nc2O NPC214116 Guatterine CHEMBL464733 10358947 C19H19NO4 325.13 -0.5329 3 2.211 2 1 51.16 4 5 24 0 InChI=1S/C19H19NO4/c1-20-8-7-12-13-14(18-19(17(12)22-2)24-9-23-18)10-5-3-4-6-11(10)16(21)15(13)20/h3-6,15-16,21H,7-9H2,1-2H3/t15-,16-/m0/s1 IMMQQBXZSPYGID-HOTGVXAUSA-N COc1c2OCOc2c2c3c1CCN([C@@H]3[C@H](c1c2cccc1)O)C NPC2634 Guggulsterone (8R,9S,10R,13S,14S,17Z)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione CHEMBL410683 6450278 C21H28O2 312.21 1.2873 3.55 4.086 2 0 34.14 3 4 23 0 InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4+/t15-,17+,18+,20+,21-/m1/s1 WDXRGPWQVHZTQJ-OSJVMJFVSA-N C/C=C/1\C(=O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C NPC291449 Guineensine (2E,4E,12E)-13-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide CHEMBL404184 6442405 C24H33NO3 383.25 0.6319 3.66 7.693 2 1 51.05 15 2 28 2 InChI=1S/C24H33NO3/c1-20(2)18-25-24(26)14-12-10-8-6-4-3-5-7-9-11-13-21-15-16-22-23(17-21)28-19-27-22/h8,10-17,20H,3-7,9,18-19H2,1-2H3,(H,25,26)/b10-8+,13-11+,14-12+ FPMPOFBEYSSYDQ-AUVZEZIHSA-N CC(CN=C(/C=C/C=C/CCCCCC/C=C/c1ccc2c(c1)OCO2)O)C NPC60413 Gustastatin [3-methoxy-4-methoxycarbonyl-5-(2-oxoheptyl)phenyl] 2-hydroxy-4-methoxy-6-(2-oxoheptyl)benzoate CHEMBL481267 11757435 C31H40O9 556.27 -2.6576 3.88 6.284 5 1 125.43 25 2 40 2 InChI=1S/C31H40O9/c1-6-8-10-12-22(32)14-20-16-24(37-3)18-26(34)28(20)31(36)40-25-17-21(15-23(33)13-11-9-7-2)29(30(35)39-5)27(19-25)38-4/h16-19,34H,6-15H2,1-5H3 FHOVJOXBAHBKGJ-UHFFFAOYSA-N CCCCCC(=O)Cc1cc(OC)cc(c1C(=O)Oc1cc(OC)c(c(c1)CC(=O)CCCCC)C(=O)OC)O NPC289358 Guttiferone A CHEMBL452483 NA C38H50O6 602.36 4.7924 4.98 9.66 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-23(2)11-10-18-36(9)28(14-12-24(3)4)22-37(19-16-25(5)6)33(42)31(32(41)27-13-15-29(39)30(40)21-27)34(43)38(36,35(37)44)20-17-26(7)8/h11-13,15-17,21,28,39-40,42H,10,14,18-20,22H2,1-9H3/t28-,36+,37-,38+/m0/s1 QKKRBNPMUBNTPA-GHCWVHGPSA-N CC(=CC[C@]12C[C@H](CC=C(C)C)[C@@]([C@@](C2=O)(C(=O)C(=C1O)C(=O)c1ccc(c(c1)O)O)CC=C(C)C)(C)CCC=C(C)C)C NPC297797 Guttiferone E CHEMBL447153 C37H48O6 588.35 4.6798 4.87 9.181 4 3 111.9 22 3 43 1 InChI=1S/C37H48O6/c1-21(2)11-13-27-20-36(19-26(24(7)8)17-23(5)6)32(41)30(31(40)25-12-14-28(38)29(39)18-25)33(42)37(34(36)43,35(27,9)10)16-15-22(3)4/h11-12,14-15,17-18,26-27,38-39,41H,7,13,16,19-20H2,1-6,8-10H3/t26-,27-,36-,37+/m0/s1 PERYNTNSURMRNO-AAXMREPPSA-N CC(=CC[C@@]12C(=O)C(=C([C@](C1=O)(C[C@@H](C(=C)C)C=C(C)C)C[C@@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC46242 Guttiferone F CHEMBL454261 NA C38H50O6 602.36 4.4704 4.98 9.64 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3/t27-,28-,37-,38+/m1/s1 QDKLRKZQSOQWJQ-LPEHXNHASA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(C[C@H](C(=C)C)CC=C(C)C)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC473527 Guttiferone H CHEMBL444720 C38H50O6 602.36 4.5037 4.98 10.133 4 3 111.9 19 4 44 1 InChI=1S/C38H50O6/c1-21(2)11-13-26-27-15-14-25(23(5)6)35(7,8)20-37(27)32(42)30(31(41)24-12-16-28(39)29(40)19-24)33(43)38(34(37)44,36(26,9)10)18-17-22(3)4/h11-12,16-17,19,25-27,39-40,42H,5,13-15,18,20H2,1-4,6-10H3 IIOQLCJBRQEPIR-UHFFFAOYSA-N CC(=CCC12C(=O)C(=C(C3(C1=O)CC(C)(C)C(CCC3C(C2(C)C)CC=C(C)C)C(=C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC23667 Guttiferone I CHEMBL445689 C43H58O6 670.42 6.0246 5.53 11.482 4 3 111.9 27 3 49 2 InChI=1S/C43H58O6/c1-27(2)13-11-15-31(9)16-18-33-26-42(23-20-29(5)6)38(47)36(37(46)32-17-19-34(44)35(45)25-32)39(48)43(40(42)49,24-21-30(7)8)41(33,10)22-12-14-28(3)4/h13-14,16-17,19-21,25,33,44-45,47H,11-12,15,18,22-24,26H2,1-10H3/b31-16+/t33-,41+,42-,43+/m0/s1 XIKKSUTXFFVDEF-VOWDTJCUSA-N CC(=CCC[C@]1(C)[C@@H](C/C=C(/CCC=C(C)C)\C)C[C@@]2(C(=O)[C@@]1(CC=C(C)C)C(=O)C(=C2O)C(=O)c1ccc(c(c1)O)O)CC=C(C)C)C NPC42384 Guttiferone K CHEMBL388529 NA C38H50O6 602.36 4.7924 4.98 9.66 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-23(2)11-10-18-36(9)28(14-12-24(3)4)22-37(19-16-25(5)6)33(42)31(32(41)27-13-15-29(39)30(40)21-27)34(43)38(36,35(37)44)20-17-26(7)8/h11-13,15-17,21,28,39-40,42H,10,14,18-20,22H2,1-9H3/t28-,36+,37+,38-/m1/s1 QKKRBNPMUBNTPA-ZZEFGTIFSA-N CC(=CC[C@]12C[C@@H](CC=C(C)C)[C@]([C@@](C2=O)(C(=O)C(=C1O)C(=O)c1ccc(c(c1)O)O)CC=C(C)C)(C)CCC=C(C)C)C NPC4668 Guvacine 1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate CHEMBL76768 40468028;3532 C6H9NO2 127.06 -0.6528 1.79 0.041 3 2 49.33 2 1 9 0 InChI=1S/C6H9NO2/c8-6(9)5-2-1-3-7-4-5/h2,7H,1,3-4H2,(H,8,9) QTDZOWFRBNTPQR-UHFFFAOYSA-N OC(=O)C1=CCCNC1 NPC133758 Guvacine Hydrochloride 1,2,3,6-tetrahydropyridine-5-carboxylic acid;hydrochloride CHEMBL1256362 11957555 C6H9NO2.ClH 127.06 -0.6528 1.79 0.041 3 2 49.33 2 1 9 0 InChI=1S/C6H9NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h2,7H,1,3-4H2,(H,8,9);1H FGNUNVVTHHKDAM-UHFFFAOYSA-N OC(=O)C1=CCCNC1.Cl NPC229976 Gypensapogenin A CHEMBL1951707 57403926 C30H42O2 434.32 3.149 4.54 6.665 2 0 26.3 7 6 32 1 InChI=1S/C30H42O2/c1-17(2)18-7-8-20(27(18)31)19-13-15-29(5)21(19)9-10-23-26-22(14-16-30(23,29)6)28(3,4)25-12-11-24(26)32-25/h8,19,21,23-25H,7,9-16H2,1-6H3/t19-,21-,23-,24-,25+,29-,30-/m1/s1 PYGRZYXAMLFMOS-IBMFSSKUSA-N CC(=C1CC=C(C1=O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CCC2=C1[C@H]1CC[C@H](O1)C2(C)C)C)C NPC190442 Gypensapogenin B CHEMBL1951708 57400364 C30H42O2 434.32 3.1773 4.54 6.546 2 0 26.3 7 6 32 1 InChI=1S/C30H42O2/c1-17(2)20-15-18(16-24(20)31)19-11-13-29(5)21(19)7-8-23-27-22(12-14-30(23,29)6)28(3,4)26-10-9-25(27)32-26/h16,19,21,23,25-26H,7-15H2,1-6H3/t19-,21-,23-,25-,26+,29-,30-/m1/s1 NNUMQZNZQGQGCN-AGHUFMIKSA-N CC(=C1CC(=CC1=O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CCC2=C1[C@H]1CC[C@H](O1)C2(C)C)C)C NPC126993 Gypensapogenin C 2-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-propan-2-ylidenecyclopent-2-en-1-one CHEMBL1951709 57395175 C30H46O2 438.35 3.5015 4.54 8.901 2 1 37.3 9 5 32 1 InChI=1S/C30H46O2/c1-18(2)19-8-9-21(26(19)32)20-12-16-29(6)22(20)10-11-24-28(5)15-14-25(31)27(3,4)23(28)13-17-30(24,29)7/h9,20,22-25,31H,8,10-17H2,1-7H3/t20-,22-,23+,24-,25+,28+,29-,30-/m1/s1 PTTPQVVXFQBCKP-WDKNXSKUSA-N CC(=C1CC=C(C1=O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C NPC112009 Gypensapogenin E (2S)-2-(2-hydroxy-2-methylpropyl)-4-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL2313421 71517216 C30H48O4 472.36 2.3314 4.32 8.751 4 2 66.76 12 5 34 1 InChI=1S/C30H48O4/c1-26(2,33)17-18-16-20(25(32)34-18)19-10-14-29(6)21(19)8-9-23-28(5)13-12-24(31)27(3,4)22(28)11-15-30(23,29)7/h16,18-19,21-24,31,33H,8-15,17H2,1-7H3/t18-,19-,21-,22+,23-,24+,28+,29-,30-/m1/s1 QDAUOBHGLHSXJU-CFJKEVLMSA-N O=C1O[C@H](C=C1[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)CC(O)(C)C NPC180204 Gypensapogenin G [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-(2-hydroxy-2-methylpropyl)-5-oxo-2H-furan-4-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate CHEMBL2313423 71517218 C32H50O5 514.37 2.7105 4.43 9.491 5 1 72.83 14 5 37 1 InChI=1S/C32H50O5/c1-19(33)36-26-13-14-30(6)24(29(26,4)5)12-16-32(8)25(30)10-9-23-21(11-15-31(23,32)7)22-17-20(37-27(22)34)18-28(2,3)35/h17,20-21,23-26,35H,9-16,18H2,1-8H3/t20-,21-,23-,24+,25-,26+,30+,31-,32-/m1/s1 ZLAWDYMKBWCNPW-PDBGKUALSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2C1=C[C@@H](OC1=O)CC(O)(C)C)C)C NPC294112 Gypsogenin 3-O-Beta-D-Glucuronopyranoside (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL2043372 13919535 C36H54O10 646.37 -0.3493 4.32 7.076 10 5 170.82 16 6 46 1 InChI=1S/C36H54O10/c1-31(2)13-15-36(30(43)44)16-14-34(5)19(20(36)17-31)7-8-22-32(3)11-10-23(33(4,18-37)21(32)9-12-35(22,34)6)45-29-26(40)24(38)25(39)27(46-29)28(41)42/h7,18,20-27,29,38-40H,8-17H2,1-6H3,(H,41,42)(H,43,44)/t20-,21+,22+,23-,24-,25-,26+,27-,29+,32-,33-,34+,35+,36-/m0/s1 NUSHOJSYOLRGAX-ALBXZGMBSA-N O=C[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O NPC242840 Gypsogenin 3-O-Beta-D-Glucuronopyranosyl-28-O-Beta-D-Glucopyranoside (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-formyl-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL2043373 70692466 C42H64O15 808.42 -2.2537 4.43 5.77 15 8 249.97 22 7 57 3 InChI=1S/C42H64O15/c1-37(2)13-15-42(36(53)57-34-30(49)27(46)26(45)22(18-43)54-34)16-14-40(5)20(21(42)17-37)7-8-24-38(3)11-10-25(39(4,19-44)23(38)9-12-41(24,40)6)55-35-31(50)28(47)29(48)32(56-35)33(51)52/h7,19,21-32,34-35,43,45-50H,8-18H2,1-6H3,(H,51,52)/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,38-,39-,40+,41+,42-/m0/s1 KFNNEUAROQLUQS-ZJDNFKTFSA-N OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H]([C@@]4(C)C=O)O[C@@H]4O[C@H](C(=O)O)[C@H]([C@@H]([C@H]4O)O)O)[C@@H]3CC(CC2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC290759 Haemanthamine CHEMBL1172810 5281173 C17H19NO4 301.13 -1.1196 2.78 0.478 3 1 51.16 3 5 22 0 InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16-,17+/m1/s1 YGPRSGKVLATIHT-BEMMVCDISA-N CO[C@@H]1C=C[C@]23[C@H](C1)N(C[C@H]2O)Cc1c3cc2OCOc2c1 NPC128828 Halocynthiaxanthin (3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,3S,6S)-3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-6-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one CHEMBL450953 11966451 C40H54O4 598.4 7.1056 5.42 8.545 4 2 70.06 21 3 44 1 InChI=1S/C40H54O4/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)24-37(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36(43)27-40-38(8,9)25-34(42)26-39(40,10)44-40/h11-20,33-34,41-42H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t33-,34+,39-,40+/m1/s1 CNOIXMULOQWVGR-ABUIXNMTSA-N C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)C[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C#CC1=C(C)C[C@H](CC1(C)C)O)\C NPC75945 Hamamelitannin [(2R,3R,4R)-3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxolan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL491592 16211077 C20H20O14 484.09 -4.7093 2.12 -0.954 8 9 243.9 17 3 34 1 InChI=1S/C20H20O14/c21-9-1-7(2-10(22)14(9)25)17(28)32-5-13-16(27)20(31,19(30)34-13)6-33-18(29)8-3-11(23)15(26)12(24)4-8/h1-4,13,16,19,21-27,30-31H,5-6H2/t13-,16-,19?,20-/m1/s1 FEPAFOYQTIEEIS-IZUGRSKYSA-N O=C(c1cc(O)c(c(c1)O)O)OC[C@H]1OC([C@@]([C@@H]1O)(O)COC(=O)c1cc(O)c(c(c1)O)O)O NPC120852 Hanultarin [(2R,3R)-4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL479034 25147697 C30H34O9 538.22 -1.6732 3.77 3.759 3 4 134.91 21 3 39 1 InChI=1S/C30H34O9/c1-36-27-14-19(4-8-24(27)32)7-11-30(35)39-18-23(13-21-6-10-26(34)29(16-21)38-3)22(17-31)12-20-5-9-25(33)28(15-20)37-2/h4-11,14-16,22-23,31-34H,12-13,17-18H2,1-3H3/b11-7+/t22-,23-/m0/s1 YXLRFCDMMBITIW-ZDRWSHPDSA-N OC[C@@H]([C@@H](Cc1ccc(c(c1)OC)O)COC(=O)/C=C/c1ccc(c(c1)OC)O)Cc1ccc(c(c1)OC)O NPC66083 Haplamine 9-methoxy-2,2-dimethyl-6H-pyrano[3,2-c]quinolin-5-one CHEMBL1488010 648601 C15H15NO3 257.11 0.3957 2.67 2.347 1 1 51.58 5 3 19 0 InChI=1S/C15H15NO3/c1-15(2)7-6-10-13(19-15)11-8-9(18-3)4-5-12(11)16-14(10)17/h4-8H,1-3H3,(H,16,17) IXRKDGGGFFCRIR-UHFFFAOYSA-N COc1ccc2c(c1)c1OC(C)(C)C=Cc1c(n2)O NPC84478 Harmaline CHEMBL340807 NA C13H14N2O 214.11 -0.5249 2.56 1.73 2 1 37.38 3 3 16 0 InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3 RERZNCLIYCABFS-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2CCN=C1C NPC72980 Harmalol CHEMBL129177 NA C12H12N2O 200.09 -0.9334 2.45 1.211 2 2 48.38 2 3 15 0 InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3 RHVPEFQDYMMNSY-UHFFFAOYSA-N Oc1ccc2c(c1)[nH]c1c2CCN=C1C NPC179787 Harman 1-methyl-9H-pyrido[3,4-b]indole CHEMBL12014 5281404 C12H10N2 182.08 0.0191 2.56 2.968 2 1 28.68 1 3 14 0 InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3 PSFDQSOCUJVVGF-UHFFFAOYSA-N Cc1nccc2c1[nH]c1c2cccc1 NPC232727 Harmine 7-methoxy-1-methyl-9H-pyrido[3,4-b]indole CHEMBL269538 5280953 C13H12N2O 212.09 -0.0327 2.56 2.313 2 1 37.91 3 3 16 0 InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3 BXNJHAXVSOCGBA-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2ccnc1C NPC291389 Harmol 1-methyl-2,9-dihydropyrido[3,4-b]indol-7-one CHEMBL486817 68094 C12H10N2O 198.08 -0.8687 2.45 2.112 3 2 44.89 1 3 15 0 InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,13-14H,1H3 LBBJNGFCXDOYMQ-UHFFFAOYSA-N O=c1ccc2c(c1)[nH]c1c2cc[nH]c1C NPC276047 Harpagoside [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate CHEMBL516702 5281542 C24H30O11 494.18 -3.1641 2.89 2.643 11 6 175.37 14 4 35 2 InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1 KVRQGMOSZKPBNS-FMHLWDFHSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@](C)(OC(=O)/C=C/c2ccccc2)C[C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC53001 Harunganin CHEMBL495269 C30H36O4 460.26 4.518 4.32 6.537 2 3 77.76 16 3 34 1 InChI=1S/C30H36O4/c1-17(2)8-9-21-20(7)14-24(31)27-22(21)15-23-28(29(27)34)25(32)16-26(33)30(23,12-10-18(3)4)13-11-19(5)6/h8,10-11,14-16,31,33-34H,9,12-13H2,1-7H3 STXNXYCDWWHABB-UHFFFAOYSA-N CC(=CCc1c(C)cc(c2c1cc1c(c2O)C(=O)C=C(C1(CC=C(C)C)CC=C(C)C)O)O)C NPC191976 Harunganol B 1,6,8-trihydroxy-3-methyl-2,4,5-tris(3-methylbut-2-enyl)-10H-anthracen-9-one CHEMBL126813 44349182 C30H36O4 460.26 5.0857 4.32 6.414 1 3 77.76 16 3 34 1 InChI=1S/C30H36O4/c1-16(2)8-11-20-19(7)21(12-9-17(3)4)29(33)28-23(20)14-24-22(13-10-18(5)6)25(31)15-26(32)27(24)30(28)34/h8-10,15,31-33H,11-14H2,1-7H3 BYQNZJZELQIDNF-UHFFFAOYSA-N CC(=CCc1c(C)c(CC=C(C)C)c(c2c1Cc1c(C2=O)c(O)cc(c1CC=C(C)C)O)O)C NPC473324 Hebeirubescensins G CHEMBL400340 44445764 C20H28O7 380.18 -2.3142 2.89 -0.287 7 5 127.45 7 3 27 0 InChI=1S/C20H28O7/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)15(24)20(26,27-16(18)25)19(10,13(8)22)14(9)23/h9-12,14-16,21,23-26H,1,4-7H2,2-3H3/t9-,10-,11+,12+,14+,15-,16-,18-,19-,20-/m0/s1 BTWFVPFIPDEZTE-NPAPHPRCSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)O[C@@H]([C@@]23[C@H](O)CCC([C@H]2[C@@H]1O)(C)C)O NPC471476 Hebeirubescensins H CHEMBL252114 44445765 C20H28O7 380.18 -2.3142 2.89 -0.287 7 5 127.45 7 3 27 0 InChI=1S/C20H28O7/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)15(24)20(26,27-16(18)25)19(10,13(8)22)14(9)23/h9-12,14-16,21,23-26H,1,4-7H2,2-3H3/t9-,10-,11+,12+,14+,15-,16?,18-,19-,20-/m0/s1 BTWFVPFIPDEZTE-RNXOQALLSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC([C@@]23[C@H](O)CCC([C@H]2[C@@H]1O)(C)C)O NPC139044 Hederacolchiside A (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL479310 11650910 C47H76O17 912.51 -3.1909 4.76 4.684 17 10 274.75 26 8 64 2 InChI=1S/C47H76O17/c1-22-30(50)33(53)35(55)38(60-22)64-37-32(52)26(62-39-36(56)34(54)31(51)25(19-48)61-39)20-59-40(37)63-29-11-12-43(4)27(44(29,5)21-49)10-13-46(7)28(43)9-8-23-24-18-42(2,3)14-16-47(24,41(57)58)17-15-45(23,46)6/h8,22,24-40,48-56H,9-21H2,1-7H3,(H,57,58)/t22-,24-,25+,26-,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,43-,44-,45+,46+,47-/m0/s1 SOLICHUQXFAOEP-YDIXZRNLSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC257468 Hederacolchiside A1 (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL444941 11622076 C47H76O16 896.51 -2.1002 4.87 5.816 16 9 254.52 25 8 63 3 InChI=1S/C47H76O16/c1-22-30(49)33(52)35(54)38(59-22)63-37-32(51)26(61-39-36(55)34(53)31(50)25(20-48)60-39)21-58-40(37)62-29-12-13-44(6)27(43(29,4)5)11-14-46(8)28(44)10-9-23-24-19-42(2,3)15-17-47(24,41(56)57)18-16-45(23,46)7/h9,22,24-40,48-55H,10-21H2,1-8H3,(H,56,57)/t22-,24-,25+,26-,27-,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,44-,45+,46+,47-/m0/s1 FYSAXYBPXKLMJO-IFECXJOTSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC270768 Hederagenin (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL486400 73299 C30H48O4 472.36 1.0391 4.32 8.349 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1 PGOYMURMZNDHNS-MYPRUECHSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C NPC237503 Hederagenin 28-O-Beta-D-Glucopyranosyl Ester [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1910843 21120798 C36H58O9 634.41 -0.8653 4.43 7.043 9 6 156.91 17 6 45 2 InChI=1S/C36H58O9/c1-31(2)13-15-36(30(43)45-29-28(42)27(41)26(40)22(18-37)44-29)16-14-34(5)20(21(36)17-31)7-8-24-32(3)11-10-25(39)33(4,19-38)23(32)9-12-35(24,34)6/h7,21-29,37-42H,8-19H2,1-6H3/t21-,22+,23+,24+,25-,26+,27-,28+,29-,32-,33-,34+,35+,36-/m0/s1 WJMMBVSOQPALFO-DLQTVUGOSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H]([C@@]2(C)CO)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC276093 Hederagenin-3-O-Beta-D-Glucopyranosyl-(1->3)-Alpha-L-Rhamnopyranosyl-(1->2)-Alpha-L-Arabinopyranoside (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL501682 11506184 C47H76O17 912.51 -3.1909 4.76 4.255 17 10 274.75 26 8 64 2 InChI=1S/C47H76O17/c1-22-30(51)36(63-38-34(55)33(54)32(53)26(19-48)61-38)35(56)39(60-22)64-37-31(52)25(50)20-59-40(37)62-29-11-12-43(4)27(44(29,5)21-49)10-13-46(7)28(43)9-8-23-24-18-42(2,3)14-16-47(24,41(57)58)17-15-45(23,46)6/h8,22,24-40,48-56H,9-21H2,1-7H3,(H,57,58)/t22-,24-,25-,26+,27+,28+,29-,30-,31-,32+,33-,34+,35+,36+,37+,38-,39-,40-,43-,44-,45+,46+,47-/m0/s1 AMXYFWUYMQOLRN-BHGPNLNISA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC67857 Hederasaponin B [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL506880 21626480 C59H96O25 1204.62 -5.2515 5.2 3.247 25 14 392.59 36 10 84 3 InChI=1S/C59H96O25/c1-24-34(62)38(66)42(70)49(77-24)82-46-29(21-60)79-48(45(73)41(46)69)76-23-30-37(65)40(68)44(72)51(80-30)84-53(74)59-18-16-54(3,4)20-27(59)26-10-11-32-56(7)14-13-33(55(5,6)31(56)12-15-58(32,9)57(26,8)17-19-59)81-52-47(36(64)28(61)22-75-52)83-50-43(71)39(67)35(63)25(2)78-50/h10,24-25,27-52,60-73H,11-23H2,1-9H3/t24-,25-,27-,28-,29+,30+,31-,32+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,45+,46+,47+,48+,49-,50-,51-,52-,56-,57+,58+,59-/m0/s1 NVSLBOBPSCMMSO-BVLVEXITSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC87466 Hedychenone (4S,4aR,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one CHEMBL450467 12067184 C20H26O2 298.19 1.7344 3.44 5.441 1 0 30.21 6 3 22 1 InChI=1S/C20H26O2/c1-14-12-17(21)18-19(2,3)9-5-10-20(18,4)16(14)7-6-15-8-11-22-13-15/h6-8,11-13,16,18H,5,9-10H2,1-4H3/b7-6+/t16-,18-,20+/m0/s1 MXTCKNHXBBXULO-ZJDHVTHPSA-N CC1=CC(=O)[C@@H]2[C@]([C@H]1/C=C/c1cocc1)(C)CCCC2(C)C NPC470097 Hedyotol C (1S,2R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol CHEMBL1761717 21636185 C31H36O11 584.23 -3.2897 3.66 1.283 4 4 145.53 19 5 42 1 InChI=1S/C31H36O11/c1-36-23-9-16(5-7-21(23)33)28(35)27(13-32)42-31-25(38-3)11-18(12-26(31)39-4)30-20-15-40-29(19(20)14-41-30)17-6-8-22(34)24(10-17)37-2/h5-12,19-20,27-30,32-35H,13-15H2,1-4H3/t19-,20-,27+,28-,29+,30+/m0/s1 DVTIDVKFFJRCAB-PEVOTWPUSA-N COc1cc(cc(c1O[C@@H]([C@H](c1ccc(c(c1)OC)O)O)CO)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)OC)O NPC275960 Helenalin (3aR,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione CHEMBL338474 23205 C15H18O4 262.12 0.1812 2.67 0.551 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1 ZVLOPMNVFLSSAA-XEPQRQSNSA-N C=C1C(=O)O[C@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC74103 Helenalinisobutyrate [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] 2-methylpropanoate CHEMBL364038 9996862 C19H24O5 332.16 1.2847 3 1.837 5 0 69.67 7 3 24 0 InChI=1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,9-10,12-13,15-16H,4,8H2,1-3,5H3/t10-,12+,13-,15-,16+,19+/m1/s1 SKAOENNHESXSCC-SVAVSBTGSA-N O=C(C(C)C)O[C@H]1[C@H]2[C@@H](C[C@H]([C@H]3[C@@]1(C)C(=O)C=C3)C)OC(=O)C2=C NPC178676 Helenine (3aR,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one CHEMBL136356 72724 C15H20O2 232.15 1.1063 2.89 3.443 2 0 26.3 2 3 17 0 InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1 PXOYOCNNSUAQNS-AGNJHWRGSA-N C[C@H]1CCC[C@]2(C1=C[C@H]1[C@@H](C2)OC(=O)C1=C)C NPC129132 Helichrysetin (E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL507998 6253344 C16H14O5 286.08 -1.3354 2.67 2.32 1 3 86.99 8 2 21 0 InChI=1S/C16H14O5/c1-21-15-9-12(18)8-14(20)16(15)13(19)7-4-10-2-5-11(17)6-3-10/h2-9,17-18,20H,1H3/b7-4+ OWGUBYRKZATRIT-QPJJXVBHSA-N COc1cc(O)cc(c1C(=O)/C=C/c1ccc(cc1)O)O NPC221111 Helioscopinolide A (3R,4aS,10aR,11aR,11bS)-3-hydroxy-4,4,8,11b-tetramethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one CHEMBL469645 10245246 C20H28O3 316.2 1.6112 3.33 3.52 3 1 46.53 5 4 23 0 InChI=1S/C20H28O3/c1-11-13-9-12-5-6-16-19(2,3)17(21)7-8-20(16,4)14(12)10-15(13)23-18(11)22/h9,14-17,21H,5-8,10H2,1-4H3/t14-,15-,16-,17-,20+/m1/s1 KZIADLALQLRZIQ-RXFYRGCNSA-N O=C1O[C@H]2C(=C1C)C=C1[C@@H](C2)[C@]2(C)CC[C@H](C([C@H]2CC1)(C)C)O NPC54179 Helioxanthin 10-(1,3-benzodioxol-5-yl)-9H-[2]benzofuro[6,5-g][1,3]benzodioxol-7-one CHEMBL436474 177023 C20H12O6 348.06 -0.6849 3 2.907 2 0 63.22 1 6 26 0 InChI=1S/C20H12O6/c21-20-12-5-10-2-4-15-19(26-9-24-15)18(10)17(13(12)7-22-20)11-1-3-14-16(6-11)25-8-23-14/h1-6H,7-9H2 JUBRYHUFFFYTGR-UHFFFAOYSA-N O=C1OCc2c1cc1ccc3c(c1c2c1ccc2c(c1)OCO2)OCO3 NPC160100 Heliparvifoline CHEMBL455007 NA C13H11NO4 245.07 -0.718 2.34 1.105 1 1 64.72 5 3 18 0 InChI=1S/C13H11NO4/c1-16-11-7-3-4-9(15)12(17-2)10(7)14-13-8(11)5-6-18-13/h3-6,15H,1-2H3 LJKPBWHZRNQEMO-UHFFFAOYSA-N COc1c(O)ccc2c1nc1occc1c2OC NPC44530 Hematoxylin (6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol CHEMBL477197 442514 C16H14O6 302.08 -2.4092 2.56 0.503 1 5 110.38 5 4 22 0 InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2/t13-,16+/m0/s1 WZUVPPKBWHMQCE-XJKSGUPXSA-N Oc1cc2C[C@@]3([C@H](c2cc1O)c1ccc(c(c1OC3)O)O)O NPC141368 Hemigossypol 2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde CHEMBL2271696 115300 C15H16O4 260.1 -0.3584 2.67 3.171 1 3 77.76 8 2 19 0 InChI=1S/C15H16O4/c1-7(2)12-9-4-8(3)5-11(17)13(9)10(6-16)14(18)15(12)19/h4-7,17-19H,1-3H3 WWHRTLINNBKCGL-UHFFFAOYSA-N O=Cc1c(O)c(O)c(c2c1c(O)cc(c2)C)C(C)C NPC233886 Hemsleyanol D CHEMBL1939277 21606288 C56H42O12 906.27 -5.5386 6.3 8.118 0 10 220.76 16 12 68 2 InChI=1S/C56H42O12/c57-30-9-1-25(2-10-30)44-47-38(20-36(63)22-40(47)65)50-52-43(68-56(50)28-7-15-33(60)16-8-28)24-41(66)51-45(26-3-11-31(58)12-4-26)49(53(44)54(51)52)39-21-37(64)23-42-48(39)46(29-17-34(61)19-35(62)18-29)55(67-42)27-5-13-32(59)14-6-27/h1-24,44-46,49-50,53,55-66H/t44-,45-,46+,49-,50-,53+,55-,56+/m0/s1 PXUKGIXMZKRNMI-VCEXAHOOSA-N Oc1ccc(cc1)[C@@H]1c2c(O)cc3c4c2[C@@H]([C@H]1c1cc(O)cc2c1[C@@H](c1cc(O)cc(c1)O)[C@@H](O2)c1ccc(cc1)O)[C@@H](c1ccc(cc1)O)c1c([C@@H]4[C@H](O3)c2ccc(cc2)O)cc(cc1O)O NPC52899 Henryin CHEMBL470764 11741244 C22H32O6 392.22 -1.2057 3.22 1.36 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-11-13-5-6-14-21(10-28-12(2)23)15(20(3,4)8-7-16(21)24)9-17(25)22(14,18(11)26)19(13)27/h13-17,19,24-25,27H,1,5-10H2,2-4H3/t13-,14-,15+,16-,17+,19+,21-,22-/m0/s1 FWBSIMCZPHJUNZ-PUFYUQCQSA-N CC(=O)OC[C@]12[C@@H](O)CCC([C@H]2C[C@H]([C@]23[C@H]1CC[C@H]([C@H]2O)C(=C)C3=O)O)(C)C NPC64006 Henryine A CHEMBL563345 16046182 C20H28O5 348.19 -1.7657 3.11 -0.004 5 3 94.83 6 4 25 0 InChI=1S/C20H28O5/c1-10-11-7-12(22)15-19(3)6-4-5-18(2,9-21)13(19)8-14(23)20(15,16(10)24)17(11)25/h11,13-15,17,21,23,25H,1,4-9H2,2-3H3/t11-,13+,14+,15-,17+,18+,19+,20+/m0/s1 KVVMQRLBODZZRT-AZLPZDFOSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@@]13[C@H]2C(=O)C[C@H]([C@H]3O)C(=C)C1=O)C NPC256209 Heptadec-8-Ene-4,6-Diyne-1,10-Diol (E,10S)-heptadec-8-en-4,6-diyne-1,10-diol CHEMBL138587 11108150 C17H26O2 262.19 -1.2131 3.11 4.627 2 2 40.46 12 0 19 0 InChI=1S/C17H26O2/c1-2-3-4-8-11-14-17(19)15-12-9-6-5-7-10-13-16-18/h12,15,17-19H,2-4,8,10-11,13-14,16H2,1H3/b15-12+/t17-/m0/s1 XOENZUAFVYYLIG-VMEIHUARSA-N CCCCCCC[C@@H](/C=C/C#CC#CCCCO)O NPC151782 Heptadec-9-Ene-4,6-Diyne-1,8-Diol (Z,8S)-heptadec-9-en-4,6-diyne-1,8-diol CHEMBL435827 10753985 C17H26O2 262.19 -0.6695 3.11 4.609 2 2 40.46 12 0 19 0 InChI=1S/C17H26O2/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18/h11,14,17-19H,2-6,8,10,13,16H2,1H3/b14-11-/t17-/m0/s1 OZXJUTMPBYVTKB-IFCKCIONSA-N CCCCCCC/C=C\[C@@H](C#CC#CCCCO)O NPC110732 Heptadeca-8,10-Diene-4,6-Diyne-1,12-Diol (8E,10E,12S)-heptadeca-8,10-dien-4,6-diyne-1,12-diol CHEMBL423178 11108083 C17H24O2 260.18 -0.1693 3.11 4.183 2 2 40.46 11 0 19 0 InChI=1S/C17H24O2/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18/h7,9,12,15,17-19H,2-3,10-11,13-14,16H2,1H3/b9-7+,15-12+/t17-/m0/s1 UYZBGAFJAALREV-WHLLTAFYSA-N CCCCC[C@@H](/C=C/C=C/C#CC#CCCCO)O NPC193872 Heptaminol 6-amino-2-methylheptan-2-ol CHEMBL2111076 3590 C8H19NO 145.15 -0.9356 2.12 1.136 2 2 46.25 9 0 10 0 InChI=1S/C8H19NO/c1-7(9)5-4-6-8(2,3)10/h7,10H,4-6,9H2,1-3H3 LREQLEBVOXIEOM-UHFFFAOYSA-N CC(CCCC(O)(C)C)N NPC32279 Heptanal heptanal CHEMBL18104 8130 C7H14O 114.1 -1.2583 2.12 2.863 1 0 17.07 6 0 8 0 InChI=1S/C7H14O/c1-2-3-4-5-6-7-8/h7H,2-6H2,1H3 FXHGMKSSBGDXIY-UHFFFAOYSA-N CCCCCCC=O NPC155263 Heptanoate heptanoic acid CHEMBL320358 8094 C7H14O2 130.1 -1.3057 2.01 2.449 2 1 37.3 7 0 9 0 InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9) MNWFXJYAOYHMED-UHFFFAOYSA-N CCCCCCC(=O)O NPC303951 Heptaphylline 2-hydroxy-1-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde CHEMBL1689799 5318015 C18H17NO2 279.13 0.8043 3.11 4.454 2 2 53.09 6 3 21 0 InChI=1S/C18H17NO2/c1-11(2)7-8-14-17-15(9-12(10-20)18(14)21)13-5-3-4-6-16(13)19-17/h3-7,9-10,19,21H,8H2,1-2H3 ICYHRFZZQCYWNF-UHFFFAOYSA-N O=Cc1cc2c(c(c1O)CC=C(C)C)[nH]c1c2cccc1 NPC173149 Heracleninprangenin 9-[(3,3-dimethyloxiran-2-yl)methoxy]furo[3,2-g]chromen-7-one CHEMBL346814 182251 C16H14O5 286.08 0.363 2.67 2.204 2 0 61.2 5 4 21 0 InChI=1S/C16H14O5/c1-16(2)11(21-16)8-19-15-13-10(5-6-18-13)7-9-3-4-12(17)20-14(9)15/h3-7,11H,8H2,1-2H3 CTJZWFCPUDPLME-UHFFFAOYSA-N O=c1ccc2c(o1)c(OCC1OC1(C)C)c1c(c2)cco1 NPC51404 Heraclenol 9-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one CHEMBL1173444 73253 C16H16O6 304.09 -0.4035 2.56 1.186 3 2 89.13 8 3 22 0 InChI=1S/C16H16O6/c1-16(2,19)11(17)8-21-15-13-10(5-6-20-13)7-9-3-4-12(18)22-14(9)15/h3-7,11,17,19H,8H2,1-2H3/t11-/m1/s1 FOINLJRVEBYARJ-LLVKDONJSA-N O=c1ccc2c(o1)c(OC[C@H](C(O)(C)C)O)c1c(c2)cco1 NPC225731 Herbacetin 3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL611029 5280544 C15H10O7 302.04 -2.8012 2.34 1.381 2 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-3-1-6(2-4-7)14-13(21)12(20)10-8(17)5-9(18)11(19)15(10)22-14/h1-5,16-19,21H ZDOTZEDNGNPOEW-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2c(O)c(O)cc(c2c(=O)c1O)O NPC265547 Herniarin 7-methoxychromen-2-one CHEMBL49732 10748 C10H8O3 176.05 0.2182 2.23 2.051 1 0 35.53 2 2 13 0 InChI=1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3 LIIALPBMIOVAHH-UHFFFAOYSA-N COc1ccc2c(c1)oc(=O)cc2 NPC302950 Hesperetin (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL399121 72281 C16H14O6 302.08 -1.8662 2.56 0.453 1 3 96.22 6 3 22 0 InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 AIONOLUJZLIMTK-AWEZNQCLSA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC79056 Hesperidin (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL449317 10621 C28H34O15 610.19 -4.86 2.89 -1.489 10 8 234.29 17 5 43 1 InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 QUQPHWDTPGMPEX-QJBIFVCTSA-N COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC218871 Heterophyllin 5-hydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-enyl)-8-(2,4,5-trihydroxyphenyl)pyrano[3,2-g]chromen-6-one CHEMBL461821 14557105 C30H32O7 504.21 2.2289 3.99 4.563 1 4 116.45 15 4 37 0 InChI=1S/C30H32O7/c1-15(2)7-9-17-25(34)24-26(35)18-11-12-30(5,6)37-28(18)19(10-8-16(3)4)29(24)36-27(17)20-13-22(32)23(33)14-21(20)31/h7-8,11-14,31-33,35H,9-10H2,1-6H3 CBYLXVCMCVXUQQ-UHFFFAOYSA-N CC(=CCc1c(oc2c(c1=O)c(O)c1c(c2CC=C(C)C)OC(C=C1)(C)C)c1cc(O)c(cc1O)O)C NPC241279 Hexadecanoic Acid Propylamide N-propylhexadecanamide CHEMBL35286 10379895 C19H39NO 297.3 -4.1888 3.33 8.559 2 1 32.59 19 0 21 2 InChI=1S/C19H39NO/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-19(21)20-18-4-2/h3-18H2,1-2H3,(H,20,21) HBMSIPLIFIVUKZ-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(=NCCC)O NPC137427 Hexahydrocurcumin 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one CHEMBL479650 5318039 C21H26O6 374.17 -1.8923 3.11 1.983 2 3 96.22 15 2 27 0 InChI=1S/C21H26O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16,22,24-25H,3-4,7-8,13H2,1-2H3 RSAHICAPUYTWHW-UHFFFAOYSA-N COc1cc(CCC(CC(=O)CCc2ccc(c(c2)OC)O)O)ccc1O NPC259058 Hexamethoxyflavone 2-(3,4-dimethoxyphenyl)-3,5,6,7-tetramethoxychromen-4-one CHEMBL225698 386331 C21H22O8 402.13 -1.1545 2.89 2.476 2 0 81.68 13 3 29 0 InChI=1S/C21H22O8/c1-23-12-8-7-11(9-13(12)24-2)18-21(28-6)17(22)16-14(29-18)10-15(25-3)19(26-4)20(16)27-5/h7-10H,1-6H3 CHXSDKWBSFDZEU-UHFFFAOYSA-N COc1ccc(cc1OC)c1oc2cc(OC)c(c(c2c(=O)c1OC)OC)OC NPC175342 Hexanoate hexanoic acid CHEMBL14184 8892 C6H12O2 116.08 -1.0177 1.9 1.88 2 1 37.3 6 0 8 0 InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) FUZZWVXGSFPDMH-UHFFFAOYSA-N CCCCCC(=O)O NPC470945 Heyneanone A (2Z,4S,7S,8R)-4,7,8-trihydroxy-3,7-dimethyl-10-propan-2-ylidenecyclodec-2-en-1-one CHEMBL2332437 71578079 C15H24O4 268.17 0.6072 2.67 0.561 4 3 77.76 7 1 19 0 InChI=1S/C15H24O4/c1-9(2)11-8-14(18)15(4,19)6-5-12(16)10(3)7-13(11)17/h7,12,14,16,18-19H,5-6,8H2,1-4H3/b10-7-/t12-,14+,15-/m0/s1 AGMVUQMPIYDZOG-LSLMRWIDSA-N O[C@H]1CC[C@](C)(O)[C@H](O)CC(=C(C)C)C(=O)/C=C\1/C NPC470947 Heyneanones C (2Z,4R,7S,8R)-4,7,8-trihydroxy-3,7-dimethyl-10-propan-2-ylidenecyclodec-2-en-1-one CHEMBL2332439 71578080 C15H24O4 268.17 0.6072 2.67 0.561 4 3 77.76 7 1 19 0 InChI=1S/C15H24O4/c1-9(2)11-8-14(18)15(4,19)6-5-12(16)10(3)7-13(11)17/h7,12,14,16,18-19H,5-6,8H2,1-4H3/b10-7-/t12-,14-,15+/m1/s1 AGMVUQMPIYDZOG-HOHRPOLTSA-N O[C@@H]1CC[C@](C)(O)[C@H](O)CC(=C(C)C)C(=O)/C=C\1/C NPC209985 Hierochin A (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-5-[(E)-3-methoxyprop-1-enyl]-2,3-dihydro-1-benzofuran-7-ol CHEMBL591727 10089764 C20H22O6 358.14 -1.5041 3 1.561 2 3 88.38 11 3 26 0 InChI=1S/C20H22O6/c1-24-7-3-4-12-8-14-15(11-21)19(26-20(14)17(23)9-12)13-5-6-16(22)18(10-13)25-2/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m1/s1 VHVQTNBRDOVOOA-GWKPYITFSA-N COC/C=C/c1cc(O)c2c(c1)[C@@H](CO)[C@@H](O2)c1ccc(c(c1)OC)O NPC26394 Hierochin B (E)-3-[(2S,3R)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol CHEMBL2368657 10339234 C21H24O6 372.16 -1.0956 3.11 2.08 2 2 77.38 12 3 27 0 InChI=1S/C21H24O6/c1-24-17-7-6-14(11-18(17)25-2)20-16(12-23)15-9-13(5-4-8-22)10-19(26-3)21(15)27-20/h4-7,9-11,16,20,22-23H,8,12H2,1-3H3/b5-4+/t16-,20+/m0/s1 IATWXYMZKVGQLC-WXVIEYATSA-N OC/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1ccc(c(c1)OC)OC NPC265662 Himeic Acid A (E)-11-[5-[[(3S)-3-carboxybutanoyl]carbamoyl]-4-oxopyran-2-yl]undec-10-enoic acid CHEMBL2046773 11774903 C22H29NO8 435.19 -2.7235 2.89 3.459 9 3 150.56 19 1 31 1 InChI=1S/C22H29NO8/c1-15(22(29)30)12-19(25)23-21(28)17-14-31-16(13-18(17)24)10-8-6-4-2-3-5-7-9-11-20(26)27/h8,10,13-15H,2-7,9,11-12H2,1H3,(H,26,27)(H,29,30)(H,23,25,28)/b10-8+/t15-/m0/s1 OKGLROPOZIVCCZ-HQPKTYMTSA-N OC(=NC(=O)c1coc(cc1=O)/C=C/CCCCCCCCC(=O)O)C[C@@H](C(=O)O)C NPC196179 Hinokiflavone 6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL291426 5281627 C30H18O10 538.09 -3.4628 3.66 3.189 2 5 162.98 9 6 40 0 InChI=1S/C30H18O10/c31-16-5-1-14(2-6-16)24-12-21(35)28-26(40-24)13-22(36)30(29(28)37)38-18-7-3-15(4-8-18)23-11-20(34)27-19(33)9-17(32)10-25(27)39-23/h1-13,31-33,36-37H WTDHMFBJQJSTMH-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O)O NPC19890 Hinokinin (3R,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-one CHEMBL242011 442879 C20H18O6 354.11 -0.4933 3 3.307 2 0 63.22 4 5 26 0 InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m0/s1 DDWGQGZPYDSYEL-LSDHHAIUSA-N O=C1OC[C@@H]([C@H]1Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC46565 Hinokitiol hydron;7-oxo-5-propan-2-ylcyclohepta-1,3,5-trien-1-olate CHEMBL48310 71773484;3611 C10H12O2 164.08 0.8471 2.34 2.349 2 1 37.3 4 1 12 0 InChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12) FUWUEFKEXZQKKA-UHFFFAOYSA-N CC(c1cccc(c(=O)c1)O)C NPC161928 Hippuristanol CHEMBL1098427 9981822 C28H46O5 462.33 0.0059 3.99 4.83 5 3 79.15 9 6 33 0 InChI=1S/C28H46O5/c1-15-13-28(33-24(15,2)3)27(6,31)23-21(32-28)12-19-18-8-7-16-11-17(29)9-10-25(16,4)22(18)20(30)14-26(19,23)5/h15-23,29-31H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23-,25-,26-,27+,28+/m0/s1 HPHXKNOXVBFETI-SHCCRYCOSA-N O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1C[C@H]1[C@@H]2[C@@](C)(O)[C@@]2(O1)C[C@@H](C(O2)(C)C)C)C)C NPC105718 Hircinol 4-methoxy-9,10-dihydrophenanthrene-2,5-diol CHEMBL475652 442705 C15H14O3 242.09 -0.8476 2.78 2.907 0 2 49.69 4 3 18 0 InChI=1S/C15H14O3/c1-18-13-8-11(16)7-10-6-5-9-3-2-4-12(17)14(9)15(10)13/h2-4,7-8,16-17H,5-6H2,1H3 UZIPEBBTICXJHN-UHFFFAOYSA-N COc1cc(O)cc2c1c1c(O)cccc1CC2 NPC111602 Hirsutine methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate CHEMBL327134 3037884 C22H28N2O3 368.21 -0.7897 3.33 3.811 5 1 54.56 8 4 27 0 InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1 NMLUOJBSAYAYEM-AZQGJTAVSA-N CO/C=C(\[C@H]1C[C@H]2N(C[C@@H]1CC)CCc1c2[nH]c2c1cccc2)/C(=O)OC NPC97523 Hirtellanine A CHEMBL561435 44511307 C21H16O7 380.09 -0.6366 3 2.138 1 2 98.36 6 5 28 0 InChI=1S/C21H16O7/c1-21(2)5-4-9-14(28-21)8-15-17(19(9)25-3)18(24)16-10-6-11(22)12(23)7-13(10)26-20(16)27-15/h4-8,22-23H,1-3H3 IIPPFLXNSSHPQF-UHFFFAOYSA-N COc1c2C=CC(Oc2cc2c1c(=O)c1c(o2)oc2c1cc(O)c(c2)O)(C)C NPC164384 Hirtellanine B CHEMBL564727 45270450 C21H16O7 380.09 -0.3098 3 2.374 1 2 98.36 6 5 28 0 InChI=1S/C21H16O7/c1-21(2)5-4-9-14(28-21)8-15-17(18(9)25-3)19-16(20(24)27-15)10-6-11(22)12(23)7-13(10)26-19/h4-8,22-23H,1-3H3 HNORCYMXOCSMNP-UHFFFAOYSA-N COc1c2C=CC(Oc2cc2c1c1oc3c(c1c(=O)o2)cc(c(c3)O)O)(C)C NPC469651 Hirtellin A CHEMBL1096302 46886885 C82H58O52 1874.19 -7.3234 4.76 10.276 52 30 888.36 49 14 134 4 InChI=1S/C82H58O52/c83-27-1-17(2-28(84)49(27)97)71(113)129-67-65-42(16-124-76(118)22-10-36(92)54(102)60(108)44(22)45-23(77(119)127-65)11-37(93)55(103)61(45)109)126-82(69(67)131-73(115)19-5-31(87)51(99)32(88)6-19)134-80(122)26-14-40(96)58(106)64(112)48(26)47-25(13-39(95)57(105)63(47)111)79(121)132-70-68(130-72(114)18-3-29(85)50(98)30(86)4-18)66-41(125-81(70)133-74(116)20-7-33(89)52(100)34(90)8-20)15-123-75(117)21-9-35(91)53(101)59(107)43(21)46-24(78(120)128-66)12-38(94)56(104)62(46)110/h1-14,41-42,65-70,81-112H,15-16H2/t41-,42-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1 CQYQBRHCEZGSHD-QHNYOMBNSA-N Oc1cc(C(=O)O[C@H]2[C@@H](O[C@H]3[C@H]([C@@H]2OC(=O)c2cc(O)c(c(c2)O)O)OC(=O)c2cc(O)c(c(c2c2c(C(=O)OC3)cc(c(c2O)O)O)O)O)OC(=O)c2cc(O)c(c(c2)O)O)c(c(c1O)O)c1c(cc(c(c1O)O)O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O NPC240200 Hirtellin B CHEMBL1077254 16133926 C82H56O52 1872.17 -14.5314 4.76 -0.464 22 28 866.36 42 15 134 3 InChI=1S/C82H56O52/c83-27-1-17(2-28(84)47(27)95)71(111)129-67-65-41(15-121-75(115)21-9-34(90)51(99)57(105)43(21)45-23(77(117)127-65)11-36(92)53(101)59(45)107)125-81(133-73(113)19-5-31(87)49(97)32(88)6-19)69(67)131-79(119)25-13-38(94)55(103)61(109)63(25)124-40-14-26-64(62(110)56(40)104)123-39-8-20(7-33(89)50(39)98)74(114)134-82-70(132-80(26)120)68(130-72(112)18-3-29(85)48(96)30(86)4-18)66-42(126-82)16-122-76(116)22-10-35(91)52(100)58(106)44(22)46-24(78(118)128-66)12-37(93)54(102)60(46)108/h1-14,41-42,65-70,81-110H,15-16H2/t41-,42-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1 UOUAIWRZGXIRCC-QHNYOMBNSA-N O=C1O[C@H]2[C@@H](O[C@H]3[C@H]([C@@H]2OC(=O)c2cc(O)c(c(c2)O)O)OC(=O)c2cc(O)c(c(c2c2c(C(=O)OC3)cc(c(c2O)O)O)O)O)OC(=O)c2cc(Oc3c1cc(Oc1c(cc(c(c1O)O)O)C(=O)O[C@H]1[C@@H](O[C@H]4[C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC4)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)c(c3O)O)c(O)c(c2)O NPC77196 Hispaglabridin B 6-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-2,2-dimethylchromen-5-ol CHEMBL464582 15228661 C25H26O4 390.18 1.2279 3.77 4.607 0 1 47.92 6 5 29 0 InChI=1S/C25H26O4/c1-24(2)11-9-18-20(28-24)8-6-17(22(18)26)16-13-15-5-7-21-19(23(15)27-14-16)10-12-25(3,4)29-21/h5-12,16,26H,13-14H2,1-4H3/t16-/m0/s1 CJUFYKORDZSOLF-INIZCTEOSA-N Oc1c(ccc2c1C=CC(O2)(C)C)[C@@H]1COc2c(C1)ccc1c2C=CC(O1)(C)C NPC131530 Hispidin 6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one CHEMBL1224512 54685921 C13H10O5 246.05 -0.7249 2.34 1.794 3 3 86.99 5 2 18 0 InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+ SGJNQVTUYXCBKH-HNQUOIGGSA-N Oc1cc(/C=C/c2ccc(c(c2)O)O)oc(=O)c1 NPC241498 Hispidulin 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one CHEMBL293776 5281628 C16H12O6 300.06 -1.9363 2.56 1.123 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 IHFBPDAQLQOCBX-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O NPC111132 Histamine 2-(1H-imidazol-5-yl)ethanamine CHEMBL90 774 C5H9N3 111.08 -1.4467 1.68 -0.453 3 2 54.7 3 1 8 0 InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) NTYJJOPFIAHURM-UHFFFAOYSA-N NCCc1cnc[nH]1 NPC237812 Histidine (2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid CHEMBL17962 6274;6971009 C6H9N3O2 155.07 -1.3116 1.57 -3.134 5 3 92 5 1 11 0 InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1 HNDVDQJCIGZPNO-YFKPBYRVSA-N N[C@H](C(=O)O)Cc1cnc[nH]1 NPC271013 Homoaromoline CHEMBL509855 99620 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)17-23-8-11-30(41-3)32(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1 YJRWQNIRFXVBRB-WDYNHAJCSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1O)OC)C NPC254659 Homobutein (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one CHEMBL144686 6438092 C16H14O5 286.08 -1.3354 2.67 2.109 1 3 86.99 8 2 21 0 InChI=1S/C16H14O5/c1-21-16-8-10(3-7-14(16)19)2-6-13(18)12-5-4-11(17)9-15(12)20/h2-9,17,19-20H,1H3/b6-2+ BWFSBUVPIAIXKJ-QHHAFSJGSA-N COc1cc(/C=C/C(=O)c2ccc(cc2O)O)ccc1O NPC236637 Homoeriodictyol (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL490170 73635 C16H14O6 302.08 -1.8662 2.56 0.453 1 3 96.22 6 3 22 0 InChI=1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1 FTODBIPDTXRIGS-ZDUSSCGKSA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC236934 Homoeriodictyol 7-O-Beta-D-Glucopyranoside (2S)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL1086150 21629877 C22H24O11 464.13 -3.6131 2.67 -0.655 6 6 175.37 12 4 33 1 InChI=1S/C22H24O11/c1-30-15-4-9(2-3-11(15)24)14-7-13(26)18-12(25)5-10(6-16(18)32-14)31-22-21(29)20(28)19(27)17(8-23)33-22/h2-6,14,17,19-25,27-29H,7-8H2,1H3/t14-,17+,19+,20-,21+,22+/m0/s1 KZQCCKUDYVSOLC-YMTXFHFDSA-N OC[C@H]1O[C@@H](Oc2cc3O[C@@H](CC(=O)c3c(c2)O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC35680 Homolycorine (5aR,11bS,11cS)-9,10-dimethoxy-1-methyl-2,3,5,5a,11b,11c-hexahydroisochromeno[3,4-g]indol-7-one CHEMBL1221973 160473 C18H21NO4 315.15 0.3089 2.89 1.189 3 0 48 5 4 23 0 InChI=1S/C18H21NO4/c1-19-7-6-10-4-5-13-16(17(10)19)11-8-14(21-2)15(22-3)9-12(11)18(20)23-13/h4,8-9,13,16-17H,5-7H2,1-3H3/t13-,16-,17-/m1/s1 WXZAKVLYZHWSNF-KBRIMQKVSA-N COc1cc2[C@@H]3[C@@H](CC=C4[C@H]3N(C)CC4)OC(=O)c2cc1OC NPC281020 Homovanillic Acid 2-(4-hydroxy-3-methoxyphenyl)acetic acid CHEMBL1562 1738 C9H10O4 182.06 -0.7171 2.01 0.618 2 2 66.76 6 1 13 0 InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12) QRMZSPFSDQBLIX-UHFFFAOYSA-N COc1cc(ccc1O)CC(=O)O NPC168829 Honokiol 2-(4-hydroxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol CHEMBL16901 72303 C18H18O2 266.13 1.1368 3.22 5.024 0 2 40.46 7 2 20 1 InChI=1S/C18H18O2/c1-3-5-13-7-9-18(20)16(11-13)14-8-10-17(19)15(12-14)6-4-2/h3-4,7-12,19-20H,1-2,5-6H2 FVYXIJYOAGAUQK-UHFFFAOYSA-N C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)O)O NPC184033 Hookerianamide H N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]formamide CHEMBL496489 44587217 C24H38N2O2 386.29 1.2059 3.66 5.664 4 1 52.9 9 4 28 1 InChI=1S/C24H38N2O2/c1-15(26(4)5)17-8-9-18-16-6-7-20-22(28)21(25-14-27)11-13-24(20,3)19(16)10-12-23(17,18)2/h11,14-20H,6-10,12-13H2,1-5H3,(H,25,27)/t15-,16-,17+,18-,19-,20-,23+,24+/m0/s1 BRKREXSOPCTPTI-BLXLMBLLSA-N OC=NC1=CC[C@]2([C@H](C1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C NPC126458 Hookerianamide I N-[(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N-methylbenzamide CHEMBL503323 44587245 C30H46N2O 450.36 0.0278 4.43 9.826 3 1 32.34 10 5 33 1 InChI=1S/C30H46N2O/c1-20(31-4)25-13-14-26-24-12-11-22-19-23(32(5)28(33)21-9-7-6-8-10-21)15-17-29(22,2)27(24)16-18-30(25,26)3/h6-10,20,22-27,31H,11-19H2,1-5H3/t20-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1 NISGMKNSSUMSSN-IBWRYCSWSA-N CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N(C(=O)c1ccccc1)C)C NPC55462 Hookerianamide J N-[(3S,4R,5R,8R,9S,10R,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-4-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide CHEMBL496487 25016666 C28H46N2O2 442.36 1.7152 4.1 6.088 4 2 56.06 13 4 32 1 InChI=1S/C28H46N2O2/c1-17(2)16-25(31)29-24-13-15-28(5)22-12-14-27(4)20(18(3)30(6)7)10-11-21(27)19(22)8-9-23(28)26(24)32/h10,16,18-19,21-24,26,32H,8-9,11-15H2,1-7H3,(H,29,31)/t18-,19-,21-,22-,23-,24-,26+,27+,28+/m0/s1 UBWMSSICUOCSHT-BJHCZKLTSA-N CC(=CC(=N[C@H]1CC[C@]2([C@H]([C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2[C@@H](N(C)C)C)C)C)O)C NPC265789 Hookerianamide K (3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL496488 25016412 C25H42N2 370.33 1.573 3.99 5.262 2 0 6.48 10 4 27 1 InChI=1S/C25H42N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h11,16-17,19-21,23H,8-10,12-15H2,1-7H3/t17-,19-,20-,21+,23-,24-,25+/m0/s1 JLDLXPZTQHZTBT-JYNQZMPESA-N CN([C@H]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@@H]2[C@@H](N(C)C)C)C)C)C NPC220930 Horminone CHEMBL517846 NA C20H28O4 332.2 0.4682 3.22 4.369 4 2 74.6 8 3 24 0 InChI=1S/C20H28O4/c1-10(2)13-16(22)14-11(21)9-12-19(3,4)7-6-8-20(12,5)15(14)18(24)17(13)23/h10-12,21,23H,6-9H2,1-5H3/t11-,12+,20+/m1/s1 YVSUCPNWDPTGKM-JGRMJRGVSA-N O[C@@H]1C[C@H]2C(C)(C)CCC[C@@]2(C2=C1C(=O)C(=C(C2=O)O)C(C)C)C NPC242000 Huajiaosimuline 2,6-dimethyl-2-(4-methyl-3-oxopentyl)-3,4-dihydropyrano[3,2-c]quinolin-5-one CHEMBL513567 44559731 C20H25NO3 327.18 0.3723 3.22 3.546 4 0 46.61 8 3 24 0 InChI=1S/C20H25NO3/c1-13(2)17(22)10-12-20(3)11-9-15-18(24-20)14-7-5-6-8-16(14)21(4)19(15)23/h5-8,13H,9-12H2,1-4H3 JEYMMXXYHADRSB-UHFFFAOYSA-N O=C(C(C)C)CCC1(C)CCc2c(O1)c1ccccc1n(c2=O)C NPC83351 Hugorosenol (2R,3S,4bR,7R,8aR,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,3-diol CHEMBL3234208 24776072 C20H32O2 304.24 1.9371 3.44 5.559 2 2 40.46 7 3 22 1 InChI=1S/C20H32O2/c1-6-19(4)9-10-20(5)13(12-19)7-8-14-15(20)11-16(21)17(22)18(14,2)3/h6,11,13-14,16-17,21-22H,1,7-10,12H2,2-5H3/t13-,14-,16+,17+,19-,20-/m1/s1 FPJMLNAVZWUNGU-VMCOHINHSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=C[C@H](O)[C@@H](C1(C)C)O)C NPC275766 Humulone (6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one CHEMBL3814665 442911 C21H30O5 362.21 2.2491 3.22 4.55 5 3 94.83 16 1 26 0 InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1 VMSLCPKYRPDHLN-OAQYLSRUSA-N CC(=CCC1=C(O)[C@](C(=O)C(=C1O)C(=O)CC(C)C)(O)CC=C(C)C)C NPC474508 Huratoxin CHEMBL470375 44559594 C34H48O8 584.33 -1.6009 4.32 5.288 8 3 117.98 19 6 42 2 InChI=1S/C34H48O8/c1-6-7-8-9-10-11-12-13-14-15-16-17-32-40-27-25-28-31(20-35,39-28)29(37)33(38)24(18-22(4)26(33)36)34(25,42-32)23(5)19-30(27,41-32)21(2)3/h14-18,23-25,27-29,35,37-38H,2,6-13,19-20H2,1,3-5H3/b15-14+,17-16+/t23-,24+,25+,27+,28-,29+,30+,31-,32+,33+,34+/m0/s1 VWGORPXMXKBHER-WIECMINZSA-N CCCCCCCCC/C=C/C=C/[C@@]12O[C@H]3[C@@](O1)(C[C@@H]([C@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)C(=C)C NPC184150 Hyacinthacine C2 (1S,2R,3R,5S,7S,8R)-3,5-bis(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol CHEMBL226576 16737240 C9H17NO5 219.11 -2.8555 1.79 -2.464 6 5 104.39 7 2 15 0 InChI=1S/C9H17NO5/c11-2-4-1-6(13)7-9(15)8(14)5(3-12)10(4)7/h4-9,11-15H,1-3H2/t4-,5+,6-,7+,8+,9-/m0/s1 FKQQQROPNALGDM-ARADLNFTSA-N OC[C@@H]1C[C@@H]([C@H]2N1[C@H](CO)[C@H]([C@H]2O)O)O NPC141156 Hyacinthacine C3 (1S,2R,3R,5S,7R,8R)-3,5-bis(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol CHEMBL226683 16737238 C9H17NO5 219.11 -2.8555 1.79 -2.464 6 5 104.39 7 2 15 0 InChI=1S/C9H17NO5/c11-2-4-1-6(13)7-9(15)8(14)5(3-12)10(4)7/h4-9,11-15H,1-3H2/t4-,5+,6+,7+,8+,9-/m0/s1 FKQQQROPNALGDM-ZLFMKPOPSA-N OC[C@@H]1C[C@H]([C@H]2N1[C@H](CO)[C@H]([C@H]2O)O)O NPC163538 Hyacinthacine C5 (1R,2R,3R,5S,6S,7S,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol CHEMBL227057 16737239 C9H17NO5 219.11 -2.5782 1.79 -1.933 6 5 104.39 7 2 15 0 InChI=1S/C9H17NO5/c1-3-6(12)8(14)5-9(15)7(13)4(2-11)10(3)5/h3-9,11-15H,2H2,1H3/t3-,4+,5+,6-,7+,8-,9+/m0/s1 TXKSAMJHOAHOGY-FDQLZJOISA-N OC[C@@H]1[C@@H](O)[C@@H]([C@@H]2N1[C@@H](C)[C@@H]([C@H]2O)O)O NPC73020 Hydrastine (3S)-6,7-dimethoxy-3-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one CHEMBL1256919 197835 C21H21NO6 383.14 -0.2155 3 2.577 3 0 66.46 6 5 28 0 InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1 JZUTXVTYJDCMDU-MOPGFXCFSA-N COc1c(OC)ccc2c1C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1cc1OCOc1c2 NPC115906 Hydrocodone (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL1457 5284569 C18H21NO3 299.15 -0.6176 3 1.426 2 0 38.77 3 5 22 0 InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1 LLPOLZWFYMWNKH-CMKMFDCUSA-N COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CCC1=O)C NPC18509 Hydrocortisone (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one CHEMBL389621 5754 C21H30O5 362.21 -1.1216 3.22 0.553 5 3 94.83 7 4 26 0 InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1 JYGXADMDTFJGBT-VWUMJDOOSA-N OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C NPC59907 Hydrocotarnine 4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline CHEMBL1606295 3646 C12H15NO3 221.11 0.0398 2.34 0.77 1 0 30.93 3 3 16 0 InChI=1S/C12H15NO3/c1-13-4-3-8-5-10-12(16-7-15-10)11(14-2)9(8)6-13/h5H,3-4,6-7H2,1-2H3 XXANNZJIZQTCBP-UHFFFAOYSA-N COc1c2CN(C)CCc2cc2c1OCO2 NPC51957 Hydron;2,3,9,10-Tetramethoxy-6,8,13,13A-Tetrahydro-5H-Isoquinolino[2,1-B]Isoquinoline;Chloride hydron;2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline;chloride CHEMBL1412574 645223;17265;6602555 C21H25NO4.ClH 355.18 0.0968 3.22 2.548 1 0 40.16 8 4 26 0 InChI=1S/C21H25NO4.ClH/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;/h5-6,10-11,17H,7-9,12H2,1-4H3;1H MGSZZQQRTPWMEI-UHFFFAOYSA-N COc1cc2CCN3C(c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC.Cl NPC65517 Hydroquinone benzene-1,4-diol CHEMBL537 785 C6H6O2 110.04 -0.9206 1.9 0.87 0 2 40.46 2 1 8 0 InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H QIGBRXMKCJKVMJ-UHFFFAOYSA-N Oc1ccc(cc1)O NPC184014 Hydroxy-Alpha-Sanshool (2E,6Z,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide CHEMBL1084610 10084135 C16H25NO2 263.19 2.5548 2.89 4.26 3 2 52.82 13 0 19 0 InChI=1S/C16H25NO2/c1-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(2,3)19/h4-9,12-13,19H,10-11,14H2,1-3H3,(H,17,18)/b5-4+,7-6+,9-8-,13-12+ LHFKHAVGGJJQFF-UEOYEZOQSA-N C/C=C/C=C/C=C\CC/C=C/C(=NCC(O)(C)C)O NPC132669 Hydroxy-Beta-Sanshool (2E,6E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide CHEMBL2335715 10220912 C16H25NO2 263.19 2.5548 2.89 4.26 3 2 52.82 13 0 19 0 InChI=1S/C16H25NO2/c1-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(2,3)19/h4-9,12-13,19H,10-11,14H2,1-3H3,(H,17,18)/b5-4+,7-6+,9-8+,13-12+ LHFKHAVGGJJQFF-UMYNZBAMSA-N C/C=C/C=C/C=C/CC/C=C/C(=NCC(O)(C)C)O NPC151781 Hydroxycamptothecin CHEMBL273862 97226 C20H16N2O5 364.11 -2.0473 2.89 0.959 6 2 99.96 4 5 27 0 InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1 HAWSQZCWOQZXHI-FQEVSTJZSA-N CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4cc3Cn1c2=O)O NPC109955 Hydroxychavicol 4-prop-2-enylbenzene-1,2-diol CHEMBL111134 70775 C9H10O2 150.07 0.1081 2.23 2.394 0 2 40.46 4 1 11 0 InChI=1S/C9H10O2/c1-2-3-7-4-5-8(10)9(11)6-7/h2,4-6,10-11H,1,3H2 FHEHIXJLCWUPCZ-UHFFFAOYSA-N C=CCc1ccc(c(c1)O)O NPC269800 Hydroxy-Gamma-Isosanshool (2E,4E,8E,10E,12E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide CHEMBL3086845 14135316 C18H27NO2 289.2 3.0226 3.11 4.954 3 2 52.82 14 0 21 0 InChI=1S/C18H27NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h4-9,12-15,21H,10-11,16H2,1-3H3,(H,19,20)/b5-4+,7-6+,9-8+,13-12+,15-14+ CRPPMKFSMRODIQ-FMBIJHKPSA-N C/C=C/C=C/C=C/CC/C=C/C=C/C(=NCC(O)(C)C)O NPC14234 Hydroxy-Gamma-Sanshool (2E,4E,8Z,10E,12E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide CHEMBL3086846 14135317 C18H27NO2 289.2 3.0226 3.11 4.954 3 2 52.82 14 0 21 0 InChI=1S/C18H27NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h4-9,12-15,21H,10-11,16H2,1-3H3,(H,19,20)/b5-4+,7-6+,9-8-,13-12+,15-14+ CRPPMKFSMRODIQ-JDXPBYPHSA-N C/C=C/C=C/C=C\CC/C=C/C=C/C(=NCC(O)(C)C)O NPC147921 Hydroxylindestenolide (4aS,8aS,9aS)-9a-hydroxy-3,8a-dimethyl-5-methylidene-3,4a,6,9-tetrahydrobenzo[f][1]benzofuran-2-one CHEMBL1079724 46883415 C15H18O3 246.13 1.6696 2.78 1.872 3 1 46.53 3 3 18 0 InChI=1S/C15H18O3/c1-9-5-4-6-14(3)8-15(17)12(7-11(9)14)10(2)13(16)18-15/h4,6-7,10-11,17H,1,5,8H2,2-3H3/t10?,11-,14+,15-/m0/s1 BCKDXTZTXHTKQP-BDHHQKMPSA-N C=C1CC=C[C@]2([C@H]1C=C1C(C)C(=O)O[C@]1(C2)O)C NPC245561 Hydroxyphenyl Propionic Acid 3-(4-hydroxyphenyl)propanoic acid CHEMBL1172560 10394 C9H10O3 166.06 -0.6029 2.12 1.631 2 2 57.53 5 1 12 0 InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12) NMHMNPHRMNGLLB-UHFFFAOYSA-N OC(=O)CCc1ccc(cc1)O NPC144258 Hydroxyprogesterone (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one CHEMBL1062 6238 C21H30O3 330.22 0.3167 3.44 3.035 3 1 54.37 5 4 24 0 InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 DBPWSSGDRRHUNT-CEGNMAFCSA-N O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C NPC305039 Hydroxyprogesterone Caproate [(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] hexanoate CHEMBL1200848 169870 C27H40O4 428.29 -0.092 3.99 5.735 4 0 60.44 11 4 31 1 InChI=1S/C27H40O4/c1-5-6-7-8-24(30)31-27(18(2)28)16-13-23-21-10-9-19-17-20(29)11-14-25(19,3)22(21)12-15-26(23,27)4/h17,21-23H,5-16H2,1-4H3/t21-,22+,23+,25+,26+,27+/m1/s1 DOMWKUIIPQCAJU-LJHIYBGHSA-N CCCCCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C(=O)C NPC12278 Hydroxytyrosol 4-(2-hydroxyethyl)benzene-1,2-diol CHEMBL1950045 82755 C8H10O3 154.06 -1.1137 2.01 0.637 1 3 60.69 5 1 11 0 InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2 JUUBCHWRXWPFFH-UHFFFAOYSA-N OCCc1ccc(c(c1)O)O NPC264558 Hydroxytyrosol Acetate 2-(3,4-dihydroxyphenyl)ethyl acetate CHEMBL3093465 155240 C10H12O4 196.07 -0.7346 2.12 1.377 2 2 66.76 7 1 14 0 InChI=1S/C10H12O4/c1-7(11)14-5-4-8-2-3-9(12)10(13)6-8/h2-3,6,12-13H,4-5H2,1H3 FGJGLFPNIZXRLV-UHFFFAOYSA-N CC(=O)OCCc1ccc(c(c1)O)O NPC52247 Hymecromone 7-hydroxy-4-methylchromen-2-one CHEMBL12208 5280567 C10H8O3 176.05 0.2561 2.23 1.594 1 1 46.53 2 2 13 0 InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3 HSHNITRMYYLLCV-UHFFFAOYSA-N Oc1ccc2c(c1)oc(=O)cc2C NPC213126 Hyoscyamine CHEMBL1331216 NA C17H23NO3 289.17 -1.8722 2.89 3.538 4 1 49.77 7 3 21 0 InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1 RKUNBYITZUJHSG-FXUDXRNXSA-N OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C NPC44963 Hyperforin (1R,5R,6R,7S)-2-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-2-ene-4,9-dione CHEMBL501711 441298 C35H52O4 536.39 6.4473 4.87 9.021 4 1 71.44 23 2 39 2 InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1 KGSZHKRKHXOAMG-HQKKAZOISA-N CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@]2(C(=O)[C@]1(C(=O)C(C)C)C(=O)C(=C2O)CC=C(C)C)CC=C(C)C)C NPC227841 Hypericin CHEMBL286494 5281051 C30H16O8 504.08 -2.0054 3.88 1.306 2 6 155.52 8 8 38 1 InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3 BTXNYTINYBABQR-UHFFFAOYSA-N Oc1cc(C)c2c3c1C(=O)c1c(O)cc(c4c1c3c1c3c2c(C)cc(c3C(=O)c2c1c4c(O)cc2O)O)O NPC281131 Hyperoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL251254 5281643 C21H20O12 464.1 -4.8921 2.45 -0.354 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 OVSQVDMCBVZWGM-DTGCRPNFSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O NPC200746 Hyperxanthone E 5,9,11-trihydroxy-3,3-dimethyl-1,2-dihydropyrano[3,2-a]xanthen-12-one CHEMBL521005 11151593 C18H16O6 328.09 -1.0408 2.78 1.242 1 3 96.22 5 4 24 0 InChI=1S/C18H16O6/c1-18(2)4-3-9-14-13(7-11(21)17(9)24-18)23-12-6-8(19)5-10(20)15(12)16(14)22/h5-7,19-21H,3-4H2,1-2H3 JXBWMJZDYVJVIV-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)c2CCC(Oc2c(c1)O)(C)C NPC9218 Hypholomine B (2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3-(4-hydroxy-6-oxopyran-2-yl)-2,3-dihydrofuro[3,2-c]pyran-4-one CHEMBL1682260 54730031 C26H18O10 490.09 -2.129 3.22 2.546 6 5 162.98 9 5 36 0 InChI=1S/C26H18O10/c27-14-9-20(35-22(32)10-14)23-24-21(36-25(23)13-3-6-17(29)19(31)8-13)11-15(34-26(24)33)4-1-12-2-5-16(28)18(30)7-12/h1-11,23,25,27-31H/b4-1+/t23-,25+/m0/s1 CGMQDMKDINCGOB-NJYVMNEESA-N Oc1cc(=O)oc(c1)[C@@H]1[C@H](Oc2c1c(=O)oc(c2)/C=C/c1ccc(c(c1)O)O)c1ccc(c(c1)O)O NPC90844 Hypoestestatin 1 (13aS)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine CHEMBL483423 12019847 C23H25NO3 363.18 -0.683 3.55 3.45 1 0 30.93 6 5 27 0 InChI=1S/C23H25NO3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3/t14-/m0/s1 NCVWJDISIZHFQS-AWEZNQCLSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2CN2CCC[C@H]2C1)OC NPC17286 Hypolaetin 2-(3,4-dihydroxyphenyl)-5,7,8-trihydroxychromen-4-one CHEMBL1829395 5281648 C15H10O7 302.04 -2.8051 2.34 0.499 1 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)12-5-10(19)13-9(18)4-11(20)14(21)15(13)22-12/h1-5,16-18,20-21H ASOIXDIITRKTOX-UHFFFAOYSA-N Oc1cc(ccc1O)c1cc(=O)c2c(o1)c(O)c(cc2O)O NPC146872 Hypopurin A CHEMBL485667 11151602 C20H24O4 328.17 0.509 3.22 3.011 3 0 56.51 6 4 24 0 InChI=1S/C20H24O4/c1-12-9-16-17-19(2,6-4-7-20(17,3)18(22)24-16)14(12)10-15(21)13-5-8-23-11-13/h5,8-9,11,14,16-17H,4,6-7,10H2,1-3H3/t14-,16+,17+,19+,20-/m0/s1 PHCHZWZHTDPULA-UZKILMIQSA-N CC1=C[C@H]2OC(=O)[C@@]3([C@H]2[C@]([C@H]1CC(=O)c1cocc1)(C)CCC3)C NPC14330 Hypoxanthine 3,7-dihydropurin-6-one CHEMBL1427 790 C5H4N4O 136.04 -0.8807 1.46 -0.597 4 2 74.69 1 2 10 0 InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) FDGQSTZJBFJUBT-UHFFFAOYSA-N Oc1ncnc2c1nc[nH]2 NPC235053 Hyptasienic Acid (3aS,5aR,5bS,7aS,10R,11R,11aS,13aS,13bS)-11-hydroxy-1-(hydroxymethyl)-3,3,5a,5b,10,11,13b-heptamethyl-4,5,6,7,8,9,10,11a,13,13a-decahydro-3aH-cyclopenta[a]chrysene-7a-carboxylic acid CHEMBL1164447 14605533 C30H46O4 470.34 1.6045 4.32 5.985 4 3 77.76 12 5 34 1 InChI=1S/C30H46O4/c1-18-10-13-30(24(32)33)15-14-26(4)20(23(30)29(18,7)34)8-9-22-27(26,5)12-11-21-25(2,3)16-19(17-31)28(21,22)6/h8,16,18,21-23,31,34H,9-15,17H2,1-7H3,(H,32,33)/t18-,21+,22+,23-,26-,27-,28+,29-,30+/m1/s1 YFLYOZWZPSYMPX-DCLYBNOZSA-N OCC1=CC([C@H]2[C@@]1(C)[C@H]1CC=C3[C@@]([C@@]1(CC2)C)(C)CC[C@@]1([C@H]3[C@](C)(O)[C@H](C)CC1)C(=O)O)(C)C NPC300614 Hyrtiolide (1R,4R,5aS,5bR,7aS,11aS,11bR,13R,13aS)-1,4,13-trihydroxy-5b,8,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-3-one CHEMBL1078884 10693349 C25H38O5 418.27 0.6401 3.66 5.575 5 3 86.99 8 5 30 1 InChI=1S/C25H38O5/c1-22(2)8-6-9-23(3)14(22)7-10-24(4)15(23)12-17(27)25(5)16(24)11-13(26)18-19(25)21(29)30-20(18)28/h13-17,21,26-27,29H,6-12H2,1-5H3/t13-,14+,15-,16+,17-,21-,23+,24-,25-/m1/s1 GAQSWPYYPSDAAV-ZOBQAXMWSA-N O[C@@H]1OC(=O)C2=C1[C@@]1(C)[C@H](O)C[C@H]3[C@@]([C@@H]1C[C@H]2O)(C)CC[C@@H]1[C@]3(C)CCCC1(C)C NPC205765 Hyrtiosal (2S,3S,3aR,5aS,9aS,9bR)-3-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,3a,6,6,9a-pentamethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2-carbaldehyde CHEMBL1078661 11361184 C25H38O3 386.28 1.2125 3.88 7.89 2 1 50.44 10 4 28 1 InChI=1S/C25H38O3/c1-22(2)9-6-10-24(4)19(22)7-11-25(5)20(23(3,16-26)14-21(24)25)13-18(27)17-8-12-28-15-17/h8,12,15-16,18-21,27H,6-7,9-11,13-14H2,1-5H3/t18-,19-,20+,21+,23+,24-,25-/m0/s1 PUTJFIQGLGDLIT-RNDOZLNUSA-N O=C[C@@]1(C)C[C@H]2[C@@]([C@@H]1C[C@@H](c1ccoc1)O)(C)CC[C@@H]1[C@]2(C)CCCC1(C)C NPC329793 Ibogaine CHEMBL222287 442108 C20H26N2O 310.2 -1.2608 3.33 3.58 2 1 28.26 4 3 23 0 InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13-,17-,20-/m0/s1 HSIBGVUMFOSJPD-NXWOVTFFSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@@H](C2)c1[nH]c2c(c1CC3)cc(cc2)OC NPC274455 Ibuprofen 2-[4-(2-methylpropyl)phenyl]propanoic acid CHEMBL521 3672 C13H18O2 206.13 0.9491 2.67 5.342 2 1 37.3 8 1 15 1 InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15) HEFNNWSXXWATRW-UHFFFAOYSA-N CC(Cc1ccc(cc1)C(C(=O)O)C)C NPC5319 Icariin 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL553204 5318997 C33H40O15 676.24 -3.3928 3.44 1.764 11 8 234.29 21 5 48 2 InChI=1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1 TZJALUIVHRYQQB-XLRXWWTNSA-N COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC179198 Icariside Ii 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL497293 44587252 C27H30O10 514.18 -1.6459 3.33 2.872 6 5 155.14 15 4 37 0 InChI=1S/C27H30O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h5-9,11,13,20,22-23,27-30,32-33H,10H2,1-4H3/t13-,20-,22+,23+,27+/m1/s1 NGMYNFJANBHLKA-XAPMVYOVSA-N COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O NPC273538 Icaritin 3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL498485 5318980 C21H20O6 368.13 -0.055 3.11 3.904 2 3 96.22 10 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-9-14-15(22)10-16(23)17-18(24)19(25)20(27-21(14)17)12-5-7-13(26-3)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3 TUUXBSASAQJECY-UHFFFAOYSA-N COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O)O NPC158179 Icosa-5,8,11,14-Tetraynoic Acid icosa-5,8,11,14-tetraynoic acid CHEMBL458328 1780 C20H24O2 296.18 2.5493 3.44 5.573 2 1 37.3 8 0 22 1 InChI=1S/C20H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14,17-19H2,1H3,(H,21,22) MGLDCXPLYOWQRP-UHFFFAOYSA-N CCCCCC#CCC#CCC#CCC#CCCCC(=O)O NPC117572 Icosapent (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid CHEMBL460026 446284 C20H30O2 302.22 2.1145 3.44 8.022 2 1 37.3 15 0 22 2 InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15- JAZBEHYOTPTENJ-JLNKQSITSA-N CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O NPC471214 Idescarpin [3-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate CHEMBL2387741 21591971 C20H24O11 440.13 -2.9978 2.45 -0.979 9 6 183.21 13 3 31 1 InChI=1S/C20H24O11/c21-8-12-14(24)15(25)16(26)18(30-12)31-17-10(4-3-5-11(17)22)9-29-19(27)20(28)7-2-1-6-13(20)23/h2-5,7,12,14-16,18,21-22,24-26,28H,1,6,8-9H2/t12-,14-,15+,16-,18+,20?/m1/s1 LNCXAOPUEFHMOC-ZTWYEDEXSA-N OC[C@H]1O[C@@H](Oc2c(cccc2O)COC(=O)C2(O)C=CCCC2=O)[C@@H]([C@H]([C@@H]1O)O)O NPC74821 Idronoxil 3-(4-hydroxyphenyl)-2H-chromen-7-ol CHEMBL1957038 219100 C15H12O3 240.08 -0.7909 2.78 2.635 0 2 49.69 3 3 18 0 InChI=1S/C15H12O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-8,16-17H,9H2 ZZUBHVMHNVYXRR-UHFFFAOYSA-N Oc1ccc(cc1)C1=Cc2c(OC1)cc(cc2)O NPC292589 Iguesterin (6aS,6bS,8aS,12aR,14aR)-3-hydroxy-4,6a,6b,8a,11,14a-hexamethyl-8,9,12,12a,13,14-hexahydro-7H-picen-2-one CHEMBL1092796 46881919 C28H36O2 404.27 3.5613 4.32 8.906 2 1 37.3 7 5 30 1 InChI=1S/C28H36O2/c1-17-9-10-25(3)11-13-27(5)22-8-7-19-18(2)24(30)21(29)16-20(19)26(22,4)12-14-28(27,6)23(25)15-17/h7-9,16,23,30H,10-15H2,1-6H3/t23-,25-,26+,27-,28+/m1/s1 FLMDVQMCMIGPEK-IPTPSVHJSA-N CC1=CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C NPC227719 Iguestol (4bS,8aS,9S)-3-methoxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-4,9-diol CHEMBL1813344 56666273 C21H32O3 332.24 0.5048 3.44 5.471 1 2 49.69 10 3 24 1 InChI=1S/C21H32O3/c1-12(2)14-10-13-11-15(22)19-20(3,4)8-7-9-21(19,5)16(13)17(23)18(14)24-6/h10,12,15,19,22-23H,7-9,11H2,1-6H3/t15-,19-,21+/m0/s1 NYUISWIGTHHXEG-PAXLWEDBSA-N COc1c(O)c2c(cc1C(C)C)C[C@@H]([C@@H]1[C@]2(C)CCCC1(C)C)O NPC87095 Ilekudinol B (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-1,2,6a,6b,12a-pentamethyl-9-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL523827 10647480 C29H44O4 456.32 0.8588 4.21 7.092 4 3 77.76 9 5 33 1 InChI=1S/C29H44O4/c1-16-9-12-29(25(32)33)14-13-27(5)20(23(29)17(16)2)7-8-22-26(4)15-21(30)24(31)18(3)19(26)10-11-28(22,27)6/h7,16-17,19,21-24,30-31H,3,8-15H2,1-2,4-6H3,(H,32,33)/t16-,17+,19+,21-,22-,23+,24-,26+,27-,28-,29+/m1/s1 RDOIACMZJPLQIZ-FNVOJQHCSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1=C)O)C(=O)O NPC167096 Ilepcimide (E)-3-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylprop-2-en-1-one CHEMBL118478 641115 C15H17NO3 259.12 -1.4172 2.67 2.473 2 0 38.77 3 3 19 0 InChI=1S/C15H17NO3/c17-15(16-8-2-1-3-9-16)7-5-12-4-6-13-14(10-12)19-11-18-13/h4-7,10H,1-3,8-9,11H2/b7-5+ BLPUOQGPBJPXRL-FNORWQNLSA-N O=C(N1CCCCC1)/C=C/c1ccc2c(c1)OCO2 NPC39362 Ilicic Acid 2-[(2R,4aR,8R,8aR)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid CHEMBL408129 11876195 C15H24O3 252.17 0.3086 2.78 3.269 3 2 57.53 6 2 18 0 InChI=1S/C15H24O3/c1-10(13(16)17)11-5-8-14(2)6-4-7-15(3,18)12(14)9-11/h11-12,18H,1,4-9H2,2-3H3,(H,16,17)/t11-,12-,14-,15-/m1/s1 FXKCXGBBUBCRPU-QHSBEEBCSA-N C=C([C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C)C(=O)O NPC258595 Ilicic Alcohol (1R,4aR,7R,8aR)-7-(3-hydroxyprop-1-en-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-ol CHEMBL456866 44559657 C15H26O2 238.19 0.0997 2.89 2.843 2 2 40.46 6 2 17 0 InChI=1S/C15H26O2/c1-11(10-16)12-5-8-14(2)6-4-7-15(3,17)13(14)9-12/h12-13,16-17H,1,4-10H2,2-3H3/t12-,13-,14-,15-/m1/s1 RMARCXQAHOJNRB-KBUPBQIOSA-N OCC(=C)[C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C NPC91369 Imbricatolic Acid (1S,4aR,5S,8aR)-5-[(3S)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid CHEMBL2048004 70688370 C20H34O3 322.25 0.6174 3.33 5.568 3 2 57.53 11 2 23 1 InChI=1S/C20H34O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h14,16-17,21H,2,5-13H2,1,3-4H3,(H,22,23)/t14-,16-,17+,19+,20-/m0/s1 NSRKLZRKJJQJLD-BEUFEYIVSA-N OCC[C@H](CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O)C NPC15566 Imidazole Acetic Acid 2-(1H-imidazol-5-yl)acetic acid CHEMBL784 96215;28305488 C5H6N2O2 126.04 -0.6254 1.57 -0.066 4 2 65.98 3 1 9 0 InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9) PRJKNHOMHKJCEJ-UHFFFAOYSA-N OC(=O)Cc1cnc[nH]1 NPC10262 Iminoribitol (2R,3R,4S)-2-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL261634 446222 C5H11NO3 133.07 -1.9293 1.57 -0.686 4 4 72.72 4 1 9 0 InChI=1S/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2/t3-,4+,5-/m1/s1 OQEBIHBLFRADNM-MROZADKFSA-N OC[C@H]1NC[C@@H]([C@@H]1O)O NPC220111 Imperialine CHEMBL1623724 442977 C27H43NO3 429.32 -1.7921 3.99 4.011 4 2 60.77 5 6 31 0 InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23+,25-,26+,27-/m0/s1 IQDIERHFZVCNRZ-LRCDAWNTSA-N O[C@H]1CC[C@]2([C@H](C1)C(=O)C[C@@H]1[C@@H]2C[C@@H]2[C@H]1CC[C@@H]1[C@H]2CN2C[C@@H](C)CC[C@H]2[C@@]1(C)O)C NPC209389 Indigo (2E)-2-(3-oxo-1H-indol-2-ylidene)-1H-indol-3-one CHEMBL599552 5318432 C16H10N2O2 262.07 -1.7942 2.78 4.628 4 2 58.2 0 4 20 0 InChI=1S/C16H10N2O2/c19-15-9-5-1-3-7-11(9)17-13(15)14-16(20)10-6-2-4-8-12(10)18-14/h1-8,17-18H/b14-13+ COHYTHOBJLSHDF-BUHFOSPRSA-N O=C1c2ccccc2N/C/1=C\1/Nc2c(C1=O)cccc2 NPC300596 Indirubin (3Z)-3-(3-oxo-1H-indol-2-ylidene)-1H-indol-2-one CHEMBL1276127 5318433 C16H10N2O2 262.07 -0.9404 2.78 4.524 4 2 61.69 1 4 20 0 InChI=1S/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20)/b14-13- CRDNMYFJWFXOCH-YPKPFQOOSA-N O=C1/C(=C\2/C(=Nc3c2cccc3)O)/Nc2c1cccc2 NPC82295 Indole 1H-indole CHEMBL15844 798 C8H7N 117.06 -0.4204 2.23 2.45 1 1 15.79 0 2 9 0 InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H SIKJAQJRHWYJAI-UHFFFAOYSA-N c1ccc2c(c1)[nH]cc2 NPC230002 Indole-3-Carbonitrile 1H-indole-3-carbonitrile CHEMBL46724 230282 C9H6N2 142.05 -0.3857 2.23 1.798 2 1 39.58 0 2 11 0 InChI=1S/C9H6N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H CHIFTAQVXHNVRW-UHFFFAOYSA-N N#Cc1c[nH]c2c1cccc2 NPC179411 Infectocaryone methyl 2-[(1R,6Z)-6-[(E)-1-hydroxy-3-phenylprop-2-enylidene]-5-oxocyclohex-3-en-1-yl]acetate CHEMBL1223794 10379922 C18H18O4 298.12 0.0765 3 4.924 4 1 63.6 7 2 22 0 InChI=1S/C18H18O4/c1-22-17(21)12-14-8-5-9-15(19)18(14)16(20)11-10-13-6-3-2-4-7-13/h2-7,9-11,14,20H,8,12H2,1H3/b11-10+,18-16-/t14-/m1/s1 HAXYQNFQUDHACW-LVJWOEPNSA-N COC(=O)C[C@H]1CC=CC(=O)/C/1=C(/C=C/c1ccccc1)\O NPC261341 Ingenol CHEMBL2165402 442042 C20H28O5 348.19 -0.8624 3.11 1.907 5 4 97.99 9 4 25 0 InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3/t10-,12+,13-,14+,15+,16-,19+,20-/m1/s1 VEBVPUXQAPLADL-POYOOMFHSA-N OCC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]3([C@@]([C@@H]1O)(O)[C@@H](O)C(=C3)C)C2=O)C NPC49958 Inokosterone (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL564971 5458789 C27H44O7 480.31 -1.6473 3.66 0.827 7 6 138.45 16 4 34 1 InChI=1S/C27H44O7/c1-15(14-28)5-6-23(32)26(4,33)22-8-10-27(34)17-11-19(29)18-12-20(30)21(31)13-24(18,2)16(17)7-9-25(22,27)3/h11,15-16,18,20-23,28,30-34H,5-10,12-14H2,1-4H3/t15?,16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1 JQNVCUBPURTQPQ-XDWLXSIGSA-N OCC(CC[C@H]([C@@]([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)(O)C)O)C NPC54320 Inosine 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one CHEMBL1556 6021 C10H12N4O5 268.08 -1.9895 1.57 -1.742 8 4 133.75 6 3 19 0 InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 UGQMRVRMYYASKQ-KQYNXXCUSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2O NPC88278 Inositol CHEMBL1222251 NA C6H12O6 180.06 -3.0642 1.46 -1.458 6 6 121.38 6 1 12 1 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- CDAISMWEOUEBRE-GPIVLXJGSA-N O[C@@H]1[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)O)O NPC306100 Interfungin A 6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3-[(1Z,3Z)-1-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxohexa-1,3-dien-2-yl]-4-hydroxypyran-2-one CHEMBL388592 54726789 C25H20O9 464.11 -1.9181 3.22 3.142 5 6 164.75 13 3 34 1 InChI=1S/C25H20O9/c1-13(26)8-20(29)17(9-15-4-7-19(28)22(31)11-15)24-23(32)12-16(34-25(24)33)5-2-14-3-6-18(27)21(30)10-14/h2-12,27-32H,1H3/b5-2+,17-9+,20-8- SDJYPLYGBCMOGL-RRAWIICHSA-N CC(=O)/C=C(/C(=C\c1ccc(c(c1)O)O)/c1c(O)cc(oc1=O)/C=C/c1ccc(c(c1)O)O)\O NPC198129 Interiotherin C CHEMBL488100 10099233 C30H36O10 556.23 0.8375 3.66 3.634 4 0 107.98 18 4 40 0 InChI=1S/C30H36O10/c1-10-14(2)30(32)40-25-16(4)15(3)24(39-17(5)31)19-12-21-27(38-13-37-21)29(36-9)23(19)22-18(25)11-20(33-6)26(34-7)28(22)35-8/h10-12,15-16,24-25H,13H2,1-9H3/b14-10-/t15-,16+,24-,25-/m1/s1 HIGLJZHMTBHEQS-HWZXAUMYSA-N C/C=C(\C(=O)O[C@@H]1[C@@H](C)[C@@H](C)[C@@H](OC(=O)C)c2c(c3c1cc(OC)c(c3OC)OC)c(OC)c1c(c2)OCO1)/C NPC31363 Intricatinol (3E)-7,8-dihydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one CHEMBL233805 6439175 C17H14O5 298.08 -1.1065 2.78 2.482 1 2 75.99 5 3 22 0 InChI=1S/C17H14O5/c1-21-12-4-2-10(3-5-12)8-11-9-22-17-13(15(11)19)6-7-14(18)16(17)20/h2-8,18,20H,9H2,1H3/b11-8+ VXIWIIHDWPBCIM-DHZHZOJOSA-N COc1ccc(cc1)/C=C/1\COc2c(C1=O)ccc(c2O)O NPC301477 Inuchinenolide A [(3aR,4S,7S,8aR)-7-methyl-3-methylidene-2-oxo-6-(3-oxobutyl)-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-4-yl] acetate CHEMBL1163183 46906384 C17H22O5 306.15 0.4372 2.78 1.271 5 0 69.67 8 2 22 0 InChI=1S/C17H22O5/c1-9-7-14-16(11(3)17(20)22-14)15(21-12(4)19)8-13(9)6-5-10(2)18/h8-9,14-16H,3,5-7H2,1-2,4H3/t9-,14+,15-,16+/m0/s1 MLXCWANLSPBFEG-AKVMBCECSA-N CC(=O)CCC1=C[C@H](OC(=O)C)[C@H]2[C@@H](C[C@@H]1C)OC(=O)C2=C NPC127019 Inuchinenolide B [(3aR,6S,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate CHEMBL1911142 57399053 C17H22O5 306.15 0.6917 2.78 0.787 5 1 72.83 6 3 22 0 InChI=1S/C17H22O5/c1-8-5-13-11(9(2)16(19)22-13)6-12-15(8)14(21-10(3)18)7-17(12,4)20/h11-14,20H,2,5-7H2,1,3-4H3/t11-,12-,13-,14+,17-/m1/s1 PHMCCYUSORUPSX-MNLSVMLLSA-N CC(=O)O[C@H]1C[C@@]([C@H]2C1=C(C)C[C@@H]1[C@H](C2)C(=C)C(=O)O1)(C)O NPC29821 Inuchinenolide C [(3aS,5S,5aS,8aR,9S,9aS)-8-acetyloxy-9-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate CHEMBL411908 44457222 C19H26O7 366.17 -0.3707 2.78 1.726 7 1 99.13 9 3 26 0 InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(22)19(5)14(25-11(4)21)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12-,13?,14?,15+,16+,17-,19+/m0/s1 QFJNAUKGMNMIGV-YRBNLPDFSA-N CC(=O)OC1CC([C@@H]2[C@]1(C)[C@@H](O)[C@H]1[C@H](C[C@@H]2C)OC(=O)C1=C)OC(=O)C NPC273248 Inuroyleanol (4aS,10aS)-5,8-dihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL1813347 15386508 C21H30O4 346.21 0.2638 3.33 4.676 1 2 66.76 10 3 25 0 InChI=1S/C21H30O4/c1-11(2)14-17(23)15-12(22)10-13-20(3,4)8-7-9-21(13,5)16(15)18(24)19(14)25-6/h11,13,23-24H,7-10H2,1-6H3/t13-,21-/m0/s1 ACKWWYIXLTYJCG-ZSEKCTLFSA-N COc1c(O)c2c(c(c1C(C)C)O)C(=O)C[C@@H]1[C@]2(C)CCCC1(C)C NPC300082 Inuviscolide (3aS,5aS,8R,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one CHEMBL521960 176489 C15H20O3 248.14 0.5661 2.78 1.407 3 1 46.53 2 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13+,15-/m1/s1 GTYUWNQOOLJZBM-XLFUENPSSA-N C=C1C(=O)O[C@@H]2[C@@H]1C[C@@H]1[C@@H](C(=C)C2)CC[C@@]1(C)O NPC286641 Iodoform iodoform CHEMBL1451116 6374 CHI3 393.72 0.7184 1.24 3.688 0 0 0 3 0 4 0 InChI=1S/CHI3/c2-1(3)4/h1H OKJPEAGHQZHRQV-UHFFFAOYSA-N IC(I)I NPC16119 Irisquinone A 2-[(Z)-heptadec-10-enyl]-6-methoxycyclohexa-2,5-diene-1,4-dione CHEMBL461167 5318483 C24H38O3 374.28 -2.5749 3.77 8.676 3 0 43.37 18 1 27 2 InChI=1S/C24H38O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-19-22(25)20-23(27-2)24(21)26/h8-9,19-20H,3-7,10-18H2,1-2H3/b9-8- YYCCUFKHCNSRIA-HJWRWDBZSA-N CCCCCC/C=C\CCCCCCCCCC1=CC(=O)C=C(C1=O)OC NPC16249 Isaindigotone CHEMBL518103 NA C20H18N2O4 350.13 -0.6246 3 2.627 3 1 71.36 6 4 26 0 InChI=1S/C20H18N2O4/c1-25-16-10-12(11-17(26-2)18(16)23)9-13-7-8-22-19(13)21-15-6-4-3-5-14(15)20(22)24/h3-6,9-11,23H,7-8H2,1-2H3/b13-9+ UBCUTNIGHUVICE-UKTHLTGXSA-N COc1cc(/C=C/2\CCn3c2nc2ccccc2c3=O)cc(c1O)OC NPC254698 Isatin 1H-indole-2,3-dione CHEMBL326294 7054 C8H5NO2 147.03 -0.8986 2.01 1.653 3 1 46.17 0 2 11 0 InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) JXDYKVIHCLTXOP-UHFFFAOYSA-N O=C1C(=O)Nc2c1cccc2 NPC64141 Isoacteoside [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL504873 6476333 C29H36O15 624.21 -4.2978 3 -0.202 11 9 245.29 21 4 44 3 InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29-/m0/s1 FNMHEHXNBNCPCI-QEOJJFGVSA-N O=C(OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)/C=C/c1ccc(c(c1)O)O NPC194273 Isoadenolin I CHEMBL1802174 56683363 C22H28O6 388.19 -0.8092 3.22 1.583 6 2 93.06 7 3 28 0 InChI=1S/C22H28O6/c1-11-13-5-6-14-20-10-27-22(26,21(14,9-13)17(11)24)18(25)16(20)19(3,4)8-7-15(20)28-12(2)23/h6,13,15-16,18,25-26H,1,5,7-10H2,2-4H3/t13-,15+,16-,18+,20-,21+,22-/m1/s1 YANOCUIQFVTZFB-QMDSWMCQSA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@]([C@H]2O)([C@]12C3=CC[C@H](C1)C(=C)C2=O)O)(C)C NPC152966 Isoadenolin K CHEMBL1802175 56659536 C22H30O7 406.2 -1.6292 3.11 -0.279 7 4 116.45 9 3 29 0 InChI=1S/C22H30O7/c1-10-12-8-21(17(10)25)14(7-13(12)24)20-9-28-22(21,27)18(26)16(20)19(3,4)6-5-15(20)29-11(2)23/h7,12-13,15-18,24-27H,1,5-6,8-9H2,2-4H3/t12-,13+,15+,16-,17-,18+,20-,21+,22-/m1/s1 FVWUMQGTOQVUIL-PYFPKMBKSA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@]([C@H]2O)([C@]12C3=C[C@H](O)[C@H](C1)C(=C)[C@H]2O)O)(C)C NPC226988 Isoalantolactone (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one CHEMBL137803 73285 C15H20O2 232.15 0.6791 2.89 3.681 2 0 26.3 1 3 17 0 InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1 CVUANYCQTOGILD-QVHKTLOISA-N O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1[C@](C2)(C)CCCC1=C NPC203077 Isoangustone A 3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL3809403 21591148 C25H26O6 422.17 1.2469 3.55 3.918 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-7-15-9-16(10-20(27)23(15)28)18-12-31-21-11-19(26)17(8-6-14(3)4)24(29)22(21)25(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3 QNLGNISMYMFVHP-UHFFFAOYSA-N CC(=CCc1cc(cc(c1O)O)c1coc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)C NPC72158 Isobavachalcone (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL253467 5281255 C20H20O4 324.14 0.5938 3.22 4.234 1 3 77.76 10 2 24 0 InChI=1S/C20H20O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-8,10-12,21,23-24H,9H2,1-2H3/b11-6+ DUWPGRAKHMEPCM-IZZDOVSWSA-N CC(=CCc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)C NPC164980 Isobavachin (2S)-7-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL491534 193679 C20H20O4 324.14 0.5233 3.22 3.33 1 2 66.76 7 3 24 0 InChI=1S/C20H20O4/c1-12(2)3-8-15-17(22)10-9-16-18(23)11-19(24-20(15)16)13-4-6-14(21)7-5-13/h3-7,9-10,19,21-22H,8,11H2,1-2H3/t19-/m0/s1 KYFBXCHUXFKMGQ-IBGZPJMESA-N CC(=CCc1c(O)ccc2c1O[C@@H](CC2=O)c1ccc(cc1)O)C NPC304443 Isobergaptene 5-methoxyfuro[2,3-h]chromen-2-one CHEMBL141690 68082 C12H8O4 216.04 0.0641 2.34 1.69 1 0 48.67 2 3 16 0 InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3 AJSPSRWWZBBIOR-UHFFFAOYSA-N COc1cc2occc2c2c1ccc(=O)o2 NPC212794 Isoboldine (6aS)-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,9-diol CHEMBL462880 133323 C19H21NO4 327.15 -0.6295 3 1.199 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-5-4-10-8-16(24-3)19(22)18-12-9-15(23-2)14(21)7-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1 LINHZVMHXABQLB-ZDUSSCGKSA-N COc1cc2c(cc1O)C[C@H]1c3c2c(O)c(OC)cc3CCN1C NPC44193 Isobungeanool (2E,4E,8Z,11E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,11-tetraenamide CHEMBL505802 14135320 C18H29NO2 291.22 1.941 3.11 5.41 3 2 52.82 15 0 21 1 InChI=1S/C18H29NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h5-6,8-9,12-15,21H,4,7,10-11,16H2,1-3H3,(H,19,20)/b6-5+,9-8-,13-12+,15-14+ HSFPMLIZJAVYHM-NPNWTSAVSA-N CC/C=C/C/C=C\CC/C=C/C=C/C(=NCC(O)(C)C)O NPC88839 Isobutanol 2-methylpropan-1-ol CHEMBL269630 6560 C4H10O 74.07 0.1242 1.79 0.579 1 1 20.23 4 0 5 0 InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3 ZXEKIIBDNHEJCQ-UHFFFAOYSA-N OCC(C)C NPC37992 Isobutylalkannin [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylpropanoate CHEMBL453856 5318520 C20H22O6 358.14 1.1219 3 1.715 4 2 100.9 12 2 26 0 InChI=1S/C20H22O6/c1-10(2)5-8-16(26-20(25)11(3)4)12-9-15(23)17-13(21)6-7-14(22)18(17)19(12)24/h5-7,9,11,16,21-22H,8H2,1-4H3/t16-/m0/s1 BVRYLTBIGIAADD-INIZCTEOSA-N CC(=CC[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C(C)C)C NPC241349 Isobutylshikonin [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylpropanoate CHEMBL9416 479500 C20H22O6 358.14 1.1219 3 1.715 4 2 100.9 12 2 26 0 InChI=1S/C20H22O6/c1-10(2)5-8-16(26-20(25)11(3)4)12-9-15(23)17-13(21)6-7-14(22)18(17)19(12)24/h5-7,9,11,16,21-22H,8H2,1-4H3/t16-/m1/s1 BVRYLTBIGIAADD-MRXNPFEDSA-N CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C(C)C)C NPC133819 Isobutyraldehyde 2-methylpropanal CHEMBL1404017 6561 C4H8O 72.06 0.5419 1.79 0.88 1 0 17.07 3 0 5 0 InChI=1S/C4H8O/c1-4(2)3-5/h3-4H,1-2H3 AMIMRNSIRUDHCM-UHFFFAOYSA-N O=CC(C)C NPC4138 Isocephaeline (1S)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol CHEMBL486005 12302705 C28H38N2O4 466.28 -0.9154 3.88 3.642 2 2 63.19 11 5 34 0 InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23-,24-/m0/s1 DTGZHCFJNDAHEN-IAUHIMIASA-N CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@@H]1NCCc2c1cc(OC)c(c2)O)cc(c(c3)OC)OC NPC39045 Isochamanetin (2S)-5,7-dihydroxy-6-[(2-hydroxyphenyl)methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835966 5318528 C22H18O5 362.12 -1.3582 3.33 4.063 1 3 86.99 6 4 27 0 InChI=1S/C22H18O5/c23-16-9-5-4-8-14(16)10-15-17(24)11-20-21(22(15)26)18(25)12-19(27-20)13-6-2-1-3-7-13/h1-9,11,19,23-24,26H,10,12H2/t19-/m0/s1 KSBALECVCJXYHU-IBGZPJMESA-N O=C1C[C@H](Oc2c1c(O)c(c(c2)O)Cc1ccccc1O)c1ccccc1 NPC104196 Isochondodendrine CHEMBL1169628 197726 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-15-13-23-19-29(41-3)33(39)35-31(23)27(37)17-21-5-9-26(10-6-21)44-36-32-24(20-30(42-4)34(36)40)14-16-38(2)28(32)18-22-7-11-25(43-35)12-8-22/h5-12,19-20,27-28,39-40H,13-18H2,1-4H3/t27-,28-/m1/s1 XIOGHHPVBVXQIV-VSGBNLITSA-N COc1cc2CCN([C@H]3c2c(c1O)Oc1ccc(cc1)C[C@H]1N(C)CCc2c1c(Oc1ccc(C3)cc1)c(O)c(c2)OC)C NPC118329 Isoconessimine CHEMBL371125 11772257 C23H38N2 342.3 -0.0183 3.77 4.76 2 1 15.27 5 5 25 0 InChI=1S/C23H38N2/c1-15-19-7-8-21-18-6-5-16-13-17(24-3)9-11-22(16,2)20(18)10-12-23(19,21)14-25(15)4/h5,15,17-21,24H,6-14H2,1-4H3/t15-,17-,18+,19+,20-,21-,22-,23-/m0/s1 UBWOPONWVXRTKE-ALCLCTQTSA-N CN[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C NPC205421 Isocorydine (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-11-ol CHEMBL489525 10143 C20H23NO4 341.16 -0.221 3.11 1.718 1 1 51.16 8 4 25 0 InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1 QELDJEKNFOQJOY-ZDUSSCGKSA-N COc1ccc2c(c1O)c1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3 NPC243673 Isocorynoxeine methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate CHEMBL481359 3037448 C22H26N2O4 382.19 0.1235 3.22 3.025 6 1 71.36 8 4 28 0 InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1 MUVGVMUWMAGNSY-VKCGGMIFSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@@H]1C=C)CC[C@]12C(=Nc2c1cccc2)O)/C(=O)OC NPC187036 Isocryptolepine 5-methylindolo[3,2-c]quinoline CHEMBL596333 380925 C16H12N2 232.1 -0.2389 3 5.15 2 0 15.6 1 4 18 1 InChI=1S/C16H12N2/c1-18-10-13-11-6-2-4-8-14(11)17-16(13)12-7-3-5-9-15(12)18/h2-10H,1H3 GLYLOCYYFNTVGX-UHFFFAOYSA-N Cn1cc2c3ccccc3nc2c2c1cccc2 NPC219867 Isocudraniaxanthone B 1,5,6-trihydroxy-3-methoxy-4-(2-methylbut-3-en-2-yl)xanthen-9-one CHEMBL199304 10831150 C19H18O6 342.11 -0.2289 2.89 2.399 1 3 96.22 9 3 25 0 InChI=1S/C19H18O6/c1-5-19(2,3)14-12(24-4)8-11(21)13-15(22)9-6-7-10(20)16(23)17(9)25-18(13)14/h5-8,20-21,23H,1H2,2-4H3 PELOBHLTYBBGDO-UHFFFAOYSA-N COc1cc(O)c2c(c1C(C=C)(C)C)oc1c(c2=O)ccc(c1O)O NPC152017 Isocurcumenol CHEMBL2367911 12310886 C15H22O2 234.16 1.9871 2.89 1.427 2 1 29.46 4 3 17 0 InChI=1S/C15H22O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h11-12,16H,3,5-8H2,1-2,4H3/t11-,12-,14-,15-/m0/s1 DEBDFZGNZTYPMF-JURCDPSOSA-N CC(=C1C[C@]23O[C@@]1(O)CC(=C)[C@@H]3CC[C@@H]2C)C NPC68656 Isocyperol (2R,4aS,7R)-4a-methyl-1-methylidene-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-2-ol CHEMBL489542 44576209 C15H24O 220.18 1.1451 3 4.16 1 1 20.23 4 2 16 0 InChI=1S/C15H24O/c1-10(2)12-5-7-15(4)8-6-14(16)11(3)13(15)9-12/h12-14,16H,1,3,5-9H2,2,4H3/t12-,13?,14-,15+/m1/s1 CZFHAODYOVXPIQ-FFHGMXDLSA-N CC(=C)[C@@H]1CC[C@@]2(C(C1)C(=C)[C@@H](CC2)O)C NPC476347 Isodaphneticin (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one CHEMBL574038 45482320 C19H16O7 356.09 -1.0998 2.78 1.63 2 2 94.45 6 4 26 0 InChI=1S/C19H16O7/c1-23-14-8-11(2-5-12(14)21)17-15(9-20)25-19-13(24-17)6-3-10-4-7-16(22)26-18(10)19/h2-8,15,17,20-21H,9H2,1H3/t15-,17-/m0/s1 SPQBUENVXULSQS-RDJZCZTQSA-N OC[C@@H]1Oc2c(O[C@H]1c1ccc(c(c1)OC)O)ccc1c2oc(=O)cc1 NPC276356 Isodehydrocostus Lactone (3aS,6aR,9aR,9bS)-9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one CHEMBL451971 10933292 C15H18O2 230.13 1.8022 2.89 2.406 2 0 26.3 1 3 17 0 InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5,11-14H,1,3-4,6-7H2,2H3/t11-,12-,13-,14-/m0/s1 HOKNRQOXIXGZDY-XUXIUFHCSA-N CC1=CC[C@@H]2[C@H]1[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C NPC474052 Isoderrone 3-(2,2-dimethylchromen-7-yl)-5,7-dihydroxychromen-4-one CHEMBL459201 44559672 C20H16O5 336.1 -0.6795 3.11 3.123 1 2 75.99 5 4 25 0 InChI=1S/C20H16O5/c1-20(2)6-5-11-3-4-12(7-16(11)25-20)14-10-24-17-9-13(21)8-15(22)18(17)19(14)23/h3-10,21-22H,1-2H3 CZOGIPODZHBTGK-UHFFFAOYSA-N Oc1cc(O)c2c(c1)occ(c2=O)c1ccc2c(c1)OC(C=C2)(C)C NPC25764 Isodesaacetyluvaricin (2S)-4-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL62800 44306490 C37H66O6 606.49 -8.1475 4.87 11.451 6 2 85.22 29 3 43 2 InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3/t29-,31+,32+,33+,34+,35+,36+/m0/s1 URLVCROWVOSNPT-XOTOMLERSA-N CCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC39167 Isodesacetyluvaricin (2R)-4-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL484529 44591854 C37H66O6 606.49 -8.1475 4.87 11.451 6 2 85.22 29 3 43 2 InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3/t29-,31+,32-,33-,34-,35-,36-/m1/s1 URLVCROWVOSNPT-JOZNLICQSA-N CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@H](OC1=O)C)O)O NPC474927 Isodojaponin A CHEMBL488129 25023159 C24H32O9 464.2 -2.307 3.11 0.174 9 3 139.59 11 3 33 0 InChI=1S/C24H32O9/c1-11-14-5-6-15-22-10-32-24(30,23(15,18(11)27)19(14)28)20(29)17(22)21(4,9-31-12(2)25)8-7-16(22)33-13(3)26/h14-17,19-20,28-30H,1,5-10H2,2-4H3/t14-,15-,16-,17+,19+,20-,21-,22+,23-,24-/m0/s1 GHFPBIGVWURSNB-NFNPFXJOSA-N CC(=O)O[C@H]1CC[C@@]([C@@H]2[C@]31CO[C@@]([C@H]2O)([C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=O)O)(C)COC(=O)C NPC214946 Isodomedin CHEMBL564759 442045 C22H32O6 392.22 -0.6881 3.22 0.829 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-12-6-7-13-21(5)14(8-16(25)22(13,18(10)26)19(12)27)20(3,4)17(9-15(21)24)28-11(2)23/h12-17,19,24-25,27H,1,6-9H2,2-5H3/t12-,13-,14+,15-,16+,17-,19+,21-,22-/m0/s1 DHKJGTMHEVCMKJ-NWWLGSBGSA-N CC(=O)O[C@H]1C[C@H](O)[C@@]2([C@@H](C1(C)C)C[C@H]([C@@]13[C@H]2CC[C@H]([C@H]3O)C(=C)C1=O)O)C NPC68967 Isoelaeocarpicine [(7S,8R,8aR)-7-hydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-8-yl]-(2-hydroxy-6-methylphenyl)methanone CHEMBL608811 44423024 C16H21NO3 275.15 -1.6155 2.78 2.299 3 2 60.77 5 3 20 0 InChI=1S/C16H21NO3/c1-10-4-2-6-12(18)14(10)16(20)15-11-5-3-8-17(11)9-7-13(15)19/h2,4,6,11,13,15,18-19H,3,5,7-9H2,1H3/t11-,13+,15-/m1/s1 KNWPAVJLJQWJMR-OSAQELSMSA-N O[C@H]1CCN2[C@@H]([C@H]1C(=O)c1c(C)cccc1O)CCC2 NPC133817 Isoelaeocarpine (6aS,12aR,12bR)-11-methyl-1,2,3,5,6,6a,12a,12b-octahydrochromeno[2,3-g]indolizin-12-one CHEMBL608812 44423026 C16H19NO2 257.14 -0.849 2.89 2.459 2 0 29.54 1 4 19 0 InChI=1S/C16H19NO2/c1-10-4-2-6-12-14(10)16(18)15-11-5-3-8-17(11)9-7-13(15)19-12/h2,4,6,11,13,15H,3,5,7-9H2,1H3/t11-,13+,15-/m1/s1 DXTYYNIKCKARPP-OSAQELSMSA-N Cc1cccc2c1C(=O)[C@H]1[C@@H](O2)CCN2[C@@H]1CCC2 NPC117836 Isoerysenegalensein E 5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL559714 5318561 C25H26O6 422.17 0.5354 3.55 2.889 2 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-10-17-22(28)18(11-20(27)14(3)4)23(29)21-24(30)19(12-31-25(17)21)15-6-8-16(26)9-7-15/h5-9,12,20,26-29H,3,10-11H2,1-2,4H3 MHYBVRYBSLBMGT-UHFFFAOYSA-N CC(=CCc1c(O)c(CC(C(=C)C)O)c(c2c1occ(c2=O)c1ccc(cc1)O)O)C NPC93756 Isoeugenitol 5,7-dihydroxy-2,8-dimethylchromen-4-one CHEMBL1371435 5318562 C11H10O4 206.06 -0.3427 2.23 0.529 1 2 66.76 4 2 15 0 InChI=1S/C11H10O4/c1-5-3-8(13)10-9(14)4-7(12)6(2)11(10)15-5/h3-4,12,14H,1-2H3 XSSGQRFNGHRFBC-UHFFFAOYSA-N Cc1cc(=O)c2c(o1)c(C)c(cc2O)O NPC233731 Isoeugenol 2-methoxy-4-[(Z)-prop-1-enyl]phenol CHEMBL445206 1549041 C10H12O2 164.08 0.3952 2.34 2.805 0 1 29.46 5 1 12 0 InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3- BJIOGJUNALELMI-ARJAWSKDSA-N C/C=C\c1ccc(c(c1)OC)O NPC36108 Isoeugenol 2-methoxy-4-[(E)-prop-1-enyl]phenol CHEMBL193598 853433 C10H12O2 164.08 0.3952 2.34 2.805 0 1 29.46 5 1 12 0 InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+ BJIOGJUNALELMI-ONEGZZNKSA-N C/C=C/c1ccc(c(c1)OC)O NPC164706 Isoferulic Acid (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid CHEMBL233295 736186 C10H10O4 194.06 -0.3908 2.12 1.231 2 2 66.76 6 1 14 0 InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+ QURCVMIEKCOAJU-HWKANZROSA-N COc1ccc(cc1O)/C=C/C(=O)O NPC469857 Isogarcimultiflorone F CHEMBL1215431 C38H50O6 602.36 4.3237 4.98 9.685 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h12,14,16-17,19,27-28,39-40,42H,1,7,11,13,15,18,20-21H2,2-6,8-10H3/t27-,28-,37-,38+/m1/s1 ZLMZRAYSIVLUPA-LPEHXNHASA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(C[C@H](C(=C)C)CCC(=C)C)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC19622 Isogemichalcone B [(E)-4-[2,6-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl]-2-methylbut-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL517334 42607532 C29H26O7 486.17 -0.2269 3.88 5.059 3 4 124.29 15 3 36 1 InChI=1S/C29H26O7/c1-19(18-36-28(34)17-8-21-5-11-23(31)12-6-21)2-13-24-27(33)16-14-25(29(24)35)26(32)15-7-20-3-9-22(30)10-4-20/h2-12,14-17,30-31,33,35H,13,18H2,1H3/b15-7+,17-8+,19-2+ YKTQNXNBVRMYNF-YVMHTMGASA-N C/C(=C\Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/COC(=O)/C=C/c1ccc(cc1)O NPC222689 Isogemichalcone C [(E)-4-[3-[(E)-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,6-dihydroxyphenyl]-2-methylbut-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL463638 10143276 C30H28O9 532.17 -0.739 3.77 3.23 3 5 153.75 18 3 39 1 InChI=1S/C30H28O9/c1-18(17-39-29(36)14-5-19-4-11-26(34)28(15-19)38-2)3-9-22-25(33)13-10-23(30(22)37)24(32)12-7-20-6-8-21(31)16-27(20)35/h3-8,10-16,31,33-35,37H,9,17H2,1-2H3/b12-7+,14-5+,18-3+ OFKHJNZDWNKYOY-MNYVGDBSSA-N COc1cc(/C=C/C(=O)OC/C(=C/Cc2c(O)ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)/C)ccc1O NPC150908 Isoginkgetin 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL1208903 5318569 C32H22O10 566.12 -2.952 3.88 3.34 2 4 151.98 11 6 42 0 InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)26-14-24(38)31-22(36)12-21(35)29(32(31)42-26)19-9-16(5-8-25(19)40-2)27-13-23(37)30-20(34)10-17(33)11-28(30)41-27/h3-14,33-36H,1-2H3 HUOOMAOYXQFIDQ-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1OC)c1cc(=O)c2c(o1)cc(cc2O)O NPC155640 Isoglycyrol CHEMBL495063 124050 C21H18O6 366.11 7.00E-04 3.11 3.099 1 1 78.13 5 5 27 0 InChI=1S/C21H18O6/c1-21(2)7-6-12-14(27-21)9-15-17(18(12)24-3)19-16(20(23)26-15)11-5-4-10(22)8-13(11)25-19/h4-5,8-9,22H,6-7H2,1-3H3 CFWLRXJPRRCJTI-UHFFFAOYSA-N COc1c2CCC(Oc2cc2c1c1oc3c(c1c(=O)o2)ccc(c3)O)(C)C NPC164665 Isoguanosine 6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-2-one CHEMBL1688963 65085 C10H13N5O5 283.09 -2.7394 1.46 -2.277 9 5 159.77 7 3 20 0 InChI=1S/C10H13N5O5/c11-7-4-8(14-10(19)13-7)15(2-12-4)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 MIKUYHXYGGJMLM-UUOKFMHZSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(O)nc2N NPC88445 Isoimperatorin 4-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one CHEMBL448060 68081 C16H14O4 270.09 1.5296 2.78 2.891 1 0 48.67 5 3 20 0 InChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3 IGWDEVSBEKYORK-UHFFFAOYSA-N CC(=CCOc1c2ccoc2cc2c1ccc(=O)o2)C NPC147957 Isoindigo (3E)-3-(2-oxo-1H-indol-3-ylidene)-1H-indol-2-one CHEMBL515155 5318575 C16H10N2O2 262.07 -0.0866 2.78 4.42 4 2 65.18 2 4 20 0 InChI=1S/C16H10N2O2/c19-15-13(9-5-1-3-7-11(9)17-15)14-10-6-2-4-8-12(10)18-16(14)20/h1-8H,(H,17,19)(H,18,20)/b14-13+ MLCPSWPIYHDOKG-BUHFOSPRSA-N OC1=Nc2c(/C/1=C/1\C(=Nc3c1cccc3)O)cccc2 NPC103342 Isokaempferide 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxychromen-4-one CHEMBL165064 5280862 C16H12O6 300.06 -2.2764 2.56 1.807 2 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-16-14(20)13-11(19)6-10(18)7-12(13)22-15(16)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3 VJJZJBUCDWKPLC-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC307050 Isolariciresinol (6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol CHEMBL399512 160521 C20H24O6 360.16 -2.2141 3 1.061 2 4 99.38 11 3 26 0 InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1 OGFXBIXJCWAUCH-KPHUOKFYSA-N OC[C@@H]1Cc2cc(OC)c(cc2[C@@H]([C@H]1CO)c1ccc(c(c1)OC)O)O NPC200694 Isolicoflavonol 3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one CHEMBL457679 5318585 C20H18O6 354.11 -0.4635 3 3.385 2 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-4-11-7-12(5-6-14(11)22)20-19(25)18(24)17-15(23)8-13(21)9-16(17)26-20/h3,5-9,21-23,25H,4H2,1-2H3 PGCKDCPTJAQQSQ-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O)O)C NPC84479 Isolinderalactone (3aS,4R,8bR)-4-ethenyl-4,8-dimethyl-3-methylidene-5,8b-dihydro-3aH-furo[2,3-e][1]benzofuran-2-one CHEMBL1927943 5318587 C15H16O3 244.11 2.0283 2.78 2.549 2 0 39.44 3 3 18 0 InChI=1S/C15H16O3/c1-5-15(4)6-10-11(8(2)7-17-10)13-12(15)9(3)14(16)18-13/h5,7,12-13H,1,3,6H2,2,4H3/t12-,13-,15-/m0/s1 VXZIFOKTSURLNL-YDHLFZDLSA-N C=C[C@@]1(C)Cc2occ(c2[C@H]2[C@@H]1C(=C)C(=O)O2)C NPC19174 Isoliquiritigenin (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL129795 638278 C15H12O4 256.07 -1.2836 2.67 2.764 1 3 77.76 6 2 19 0 InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+ DXDRHHKMWQZJHT-FPYGCLRLSA-N Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O NPC259767 Isoliquiritin (E)-1-(2,4-dihydroxyphenyl)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one CHEMBL599763 5318591 C21H22O9 418.13 -3.0305 2.78 1.656 6 6 156.91 12 3 30 1 InChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+/t17-,18-,19+,20-,21-/m1/s1 YNWXJFQOCHMPCK-LXGDFETPSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=C/C(=O)c2ccc(cc2O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC149368 Isoliquiritin Apioside (E)-3-[4-[(2S,3R,4S,5S,6R)-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL599764 46232188 C26H30O13 550.17 -4.4392 2.89 0.319 10 8 215.83 17 4 39 1 InChI=1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+/t19-,20-,21+,22-,23-,24-,25-,26+/m1/s1 VMMVZVPAYFZNBM-SXSJKRSNSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=C/C(=O)c2ccc(cc2O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1OC[C@@]([C@@H]1O)(O)CO NPC86947 Isomagnolol 4-prop-2-enyl-2-(4-prop-2-enylphenoxy)phenol CHEMBL183320 159137 C18H18O2 266.13 1.443 3.22 6.122 0 1 29.46 7 2 20 1 InChI=1S/C18H18O2/c1-3-5-14-7-10-16(11-8-14)20-18-13-15(6-4-2)9-12-17(18)19/h3-4,7-13,19H,1-2,5-6H2 ROPDWYIWHWKVLI-UHFFFAOYSA-N C=CCc1ccc(cc1)Oc1cc(CC=C)ccc1O NPC125365 Isomahubannolide-23 (3E,4R)-4-hydroxy-5-methylidene-3-octadecylideneoxolan-2-one CHEMBL1080352 46237230 C23H40O3 364.3 -4.082 3.66 9.216 3 1 46.53 18 1 26 2 InChI=1S/C23H40O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-22(24)20(2)26-23(21)25/h19,22,24H,2-18H2,1H3/b21-19+/t22-/m0/s1 SQZLNCJQWPKOOM-KGAYOUTBSA-N CCCCCCCCCCCCCCCCC/C=C\1/C(=O)OC(=C)[C@@H]1O NPC196137 Isomammeisin 5,7-dihydroxy-8-(3-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-phenylchromen-2-one CHEMBL511810 5748555 C25H26O5 406.18 1.3751 3.66 6.53 2 2 83.83 12 3 30 1 InChI=1S/C25H26O5/c1-14(2)10-11-17-23(28)21-18(16-8-6-5-7-9-16)13-20(27)30-25(21)22(24(17)29)19(26)12-15(3)4/h5-10,13,15,28-29H,11-12H2,1-4H3 SBHOAZQBEGVQLJ-UHFFFAOYSA-N CC(CC(=O)c1c(O)c(CC=C(C)C)c(c2c1oc(=O)cc2c1ccccc1)O)C NPC240431 Isomyricitrin 5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL1221722 5318606 C21H20O13 480.09 -5.3524 2.34 -0.888 7 9 226.83 13 4 34 1 InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15-,17+,18-,21+/m1/s1 FOHXFLPXBUAOJM-LIBJPBHASA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2cc(O)c(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC223008 Isoneorautenol CHEMBL1098729 821442 C20H18O4 322.12 -0.2056 3.22 3.195 0 1 47.92 3 5 24 0 InChI=1S/C20H18O4/c1-20(2)6-5-11-7-14-15-10-22-17-8-12(21)3-4-13(17)19(15)23-18(14)9-16(11)24-20/h3-9,15,19,21H,10H2,1-2H3/t15-,19-/m0/s1 WTKJOOHYNMPGLE-KXBFYZLASA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OC(C=C1)(C)C NPC330326 Isoniazid pyridine-4-carbohydrazide CHEMBL64 3767 C6H7N3O 137.06 -1.2303 1.68 -0.571 4 2 68.01 3 1 10 0 InChI=1S/C6H7N3O/c7-9-6(10)5-1-3-8-4-2-5/h1-4H,7H2,(H,9,10) QRXWMOHMRWLFEY-UHFFFAOYSA-N NNC(=O)c1ccncc1 NPC51809 Isoobtusilactone A (3E,4S)-4-hydroxy-5-methylidene-3-tetradecylideneoxolan-2-one CHEMBL449423 6442493 C19H32O3 308.24 -2.93 3.22 6.94 3 1 46.53 14 1 22 2 InChI=1S/C19H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-18(20)16(2)22-19(17)21/h15,18,20H,2-14H2,1H3/b17-15+/t18-/m1/s1 FCLYKYQBTSMTJB-WBWKYDSYSA-N CCCCCCCCCCCCC/C=C\1/C(=O)OC(=C)[C@H]1O NPC53545 Isoorientin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL239559 114776 C21H20O11 448.1 -4.5805 2.56 -1.042 6 8 197.37 11 4 32 1 InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1 ODBRNZZJSYPIDI-VJXVFPJBSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O NPC214030 Isopatriscabrol (4S,4aS,6S,7S,7aR)-6,7-dihydroxy-4,7-dimethyl-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one CHEMBL2152451 11019883 C10H16O4 200.1 -0.9577 2.12 0.268 4 2 66.76 4 2 14 0 InChI=1S/C10H16O4/c1-5-6-3-8(11)10(2,13)7(6)4-14-9(5)12/h5-8,11,13H,3-4H2,1-2H3/t5-,6+,7-,8-,10-/m0/s1 RPOWAISXPHIEJS-QOSZEMKLSA-N O=C1OC[C@H]2[C@@H]([C@@H]1C)C[C@@H]([C@@]2(C)O)O NPC228435 Isophthalic Acid benzene-1,3-dicarboxylate;hydron CHEMBL1871181 23461093;8496 C8H6O4 166.03 -0.4796 1.9 1.481 4 2 74.6 4 1 12 0 InChI=1S/C8H6O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)(H,11,12) QQVIHTHCMHWDBS-UHFFFAOYSA-N OC(=O)c1cccc(c1)C(=O)O NPC239890 Isopicropodophyllone (5aS,8aR,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-[2]benzofuro[5,6-f][1,3]benzodioxole-5,8-dione CHEMBL1778160 11189106 C22H20O8 412.12 -1.0923 3 1.212 3 0 89.52 7 5 30 0 InChI=1S/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3/t13-,18-,19+/m1/s1 ISCQYPPCSYRZOT-ZNOIYHFQSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@H]2C(=O)c2c1cc1OCOc1c2 NPC173416 Isopiline (6aR)-2,3-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol CHEMBL508011 13891896 C18H19NO3 297.14 -0.7051 3 2.767 1 2 50.72 5 4 22 0 InChI=1S/C18H19NO3/c1-21-17-12-7-8-19-13-9-10-5-3-4-6-11(10)15(14(12)13)16(20)18(17)22-2/h3-6,13,19-20H,7-9H2,1-2H3/t13-/m1/s1 XLXSXOHBVGWKMT-CYBMUJFWSA-N COc1c(O)c2c3ccccc3C[C@@H]3c2c(c1OC)CCN3 NPC234536 Isopimpinellin 4,9-dimethoxyfuro[3,2-g]chromen-7-one CHEMBL140796 68079 C13H10O5 246.05 0.0123 2.34 1.246 1 0 57.9 4 3 18 0 InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3 DFMAXQKDIGCMTL-UHFFFAOYSA-N COc1c2ccc(=O)oc2c(c2c1cco2)OC NPC299180 Isoplagiochin D CHEMBL515207 11732630 C28H24O4 424.17 -1.5916 4.1 6.913 0 4 80.92 4 4 32 1 InChI=1S/C28H24O4/c29-21-8-10-22-20(16-21)7-3-18-6-12-27(31)25(14-18)24-13-17(5-11-26(24)30)1-2-19-4-9-23(22)28(32)15-19/h4-6,8-16,29-32H,1-3,7H2 ZVVCUSDMHMVYJD-UHFFFAOYSA-N Oc1ccc2c(c1)CCc1ccc(c(c1)c1cc(CCc3ccc2c(O)c3)ccc1O)O NPC163707 Isopropyl Alcohol propan-2-ol CHEMBL582 3776 C3H8O 60.06 -0.4081 1.68 0.384 1 1 20.23 3 0 4 0 InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3 KFZMGEQAYNKOFK-UHFFFAOYSA-N CC(O)C NPC266347 Isopropyl Isothiocyanate 2-isothiocyanatopropane CHEMBL2208211 75263 C4H7NS 101.03 0.2044 1.68 2.401 1 0 44.45 3 0 6 0 InChI=1S/C4H7NS/c1-4(2)5-3-6/h4H,1-2H3 VHBFEIBMZHEWSX-UHFFFAOYSA-N CC(N=C=S)C NPC47363 Isopropyl Myristate propan-2-yl tetradecanoate CHEMBL207602 8042 C17H34O2 270.26 -3.1208 3.11 7.636 2 0 26.3 17 0 19 2 InChI=1S/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3 AXISYYRBXTVTFY-UHFFFAOYSA-N CCCCCCCCCCCCCC(=O)OC(C)C NPC287231 Isopropyl Palmitate propan-2-yl hexadecanoate CHEMBL139055 8907 C19H38O2 298.29 -3.6968 3.33 8.774 2 0 26.3 19 0 21 2 InChI=1S/C19H38O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(20)21-18(2)3/h18H,4-17H2,1-3H3 XUGNVMKQXJXZCD-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(=O)OC(C)C NPC135924 Isopropylbenzene cumene CHEMBL1398949 7406 C9H12 120.09 0.5729 2.45 5.462 0 0 0 3 1 9 1 InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3 RWGFKTVRMDUZSP-UHFFFAOYSA-N CC(c1ccccc1)C NPC179950 Isoquercetin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL250450 5280804 C21H20O12 464.1 -4.8921 2.45 -0.354 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1 OVSQVDMCBVZWGM-QSOFNFLRSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC113836 Isoquercitin 2''-O-Gallate [(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL459260 5480249 C28H24O16 616.11 -5.9038 2.78 0.039 8 10 273.36 17 5 44 1 InChI=1S/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21-,23+,26-,28+/m1/s1 PXGWEUQZDRUMRE-KQOASZHBSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC88896 Isorawsonol 3-bromo-4-[[5-bromo-2-[(3-bromo-4-hydroxyphenyl)methyl]-3,4-dihydroxyphenyl]methyl]-6-[(3-bromo-4-hydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol CHEMBL460227 10440299 C28H22Br4O7 785.81 1.7133 3.33 5.558 1 7 141.61 18 4 39 2 InChI=1S/C28H22Br4O7/c29-19-7-12(1-3-22(19)34)5-15-14(10-21(31)27(38)25(15)36)9-16-18(11-33)17(26(37)28(39)24(16)32)6-13-2-4-23(35)20(30)8-13/h1-4,7-8,10,33-39H,5-6,9,11H2 KNBYXCNYWVPELL-UHFFFAOYSA-N OCc1c(Cc2cc(Br)c(c(c2Cc2ccc(c(c2)Br)O)O)O)c(Br)c(c(c1Cc1ccc(c(c1)Br)O)O)O NPC125062 Isorhamnetin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one CHEMBL379064 5281654 C16H12O7 316.06 -2.3927 2.45 1.471 2 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3 IZQSVPBOUDKVDZ-UHFFFAOYSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O)O NPC225434 Isorhamnetin 3-Glucoside 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL234316 5318645 C22H22O12 478.11 -4.4836 2.56 -0.264 7 7 195.6 13 4 34 1 InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1 CQLRUIIRRZYHHS-LFXZADKFSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC223747 Isorhamnetin 3-O-Rhamnoside 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL485261 23634491 C22H22O11 462.12 -3.9836 2.67 0.439 6 6 175.37 12 4 33 1 InChI=1S/C22H22O11/c1-8-16(26)18(28)19(29)22(31-8)33-21-17(27)15-12(25)6-10(23)7-14(15)32-20(21)9-3-4-11(24)13(5-9)30-2/h3-8,16,18-19,22-26,28-29H,1-2H3/t8-,16-,18+,19+,22-/m0/s1 UXXAEVMOIUAYQT-UFGFRKJLSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC97380 Isorhynchophylline methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate CHEMBL480521 3037048 C22H28N2O4 384.2 -0.8207 3.22 3.395 6 1 71.36 9 4 28 0 InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1 DAXYUDFNWXHGBE-VKCGGMIFSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@@H]1CC)CC[C@]12C(=Nc2c1cccc2)O)/C(=O)OC NPC127046 Isorosmanol CHEMBL494659 13820511 C20H26O5 346.18 -0.7496 3.11 3.31 3 3 86.99 8 2 25 0 InChI=1S/C20H26O5/c1-9(2)10-8-11-12(14(22)13(10)21)20-7-5-6-19(3,4)17(20)15(23)16(11)25-18(20)24/h8-9,15-17,21-23H,5-7H2,1-4H3/t15-,16+,17-,20-/m0/s1 UXVPWKDITRJELA-CLWJZODNSA-N O[C@H]1[C@@H]2OC(=O)[C@]3([C@@H]1C(C)(C)CCC3)c1c2cc(C(C)C)c(c1O)O NPC127326 Isosafrole 5-[(E)-prop-1-enyl]-1,3-benzodioxole CHEMBL487603 637796 C10H10O2 162.07 0.6046 2.34 3.251 0 0 18.46 2 2 12 0 InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2+ VHVOLFRBFDOUSH-NSCUHMNNSA-N C/C=C/c1ccc2c(c1)OCO2 NPC274784 Isosakutanetin (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one CHEMBL470266 160481 C16H14O5 286.08 -1.4059 2.67 1.416 1 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 HMUJXQRRKBLVOO-AWEZNQCLSA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC301089 Isosalvianolic Acid C (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(2,3,10-trihydroxybenzo[b][1]benzoxepin-7-yl)prop-2-enoyl]oxypropanoic acid CHEMBL464633 44566967 C26H20O10 492.11 -2.0523 3.22 3.108 4 6 173.98 13 4 36 1 InChI=1S/C26H20O10/c27-17-6-1-13(9-19(17)29)10-23(26(33)34)35-24(32)8-4-14-3-7-18(28)25-16(14)5-2-15-11-20(30)21(31)12-22(15)36-25/h1-9,11-12,23,27-31H,10H2,(H,33,34)/b8-4+/t23-/m1/s1 AVGRZVZQTALJJF-VURDRKPISA-N O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1C=Cc1c(O2)cc(c(c1)O)O)O NPC94650 Isoscoparin F CHEMBL564818 25209066 C22H32O6 392.22 -1.2953 3.22 2.058 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-14-15(25)16(26)17-21(5)8-6-7-20(3,4)12(21)9-13(24)22(17,18(14)27)19(10)28-11(2)23/h12,14-19,25-27H,1,6-9H2,2-5H3/t12-,14-,15-,16+,17+,18-,19-,21-,22+/m1/s1 BCMXEXLNZDMRBV-CCFKJOQPSA-N CC(=O)O[C@@H]1C(=C)[C@H]2[C@H]([C@]31C(=O)C[C@H]1[C@@]([C@@H]3[C@H]([C@@H]2O)O)(C)CCCC1(C)C)O NPC29112 Isoscoparin I CHEMBL563174 25195036 C20H28O5 348.19 -1.5217 3.11 0.516 5 3 94.83 6 4 25 0 InChI=1S/C20H28O5/c1-10-11-7-12(22)15-19(3)6-4-5-18(2,9-21)13(19)8-14(23)20(15,16(10)24)17(11)25/h9,11-15,17,22-23,25H,1,4-8H2,2-3H3/t11-,12-,13+,14+,15-,17+,18+,19+,20+/m0/s1 UQAGZQADCUJYDW-YHWIGYDFSA-N O=C[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@@]13[C@H]2[C@@H](O)C[C@H]([C@H]3O)C(=C)C1=O)C NPC129004 Isoscoparin L CHEMBL560643 25195034 C20H30O4 334.21 -0.6873 3.22 2.596 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-15-11(21)8-13-19(4)7-5-6-18(2,3)12(19)9-14(22)20(13,16(10)23)17(15)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12+,13-,14+,15+,17+,19+,20-/m0/s1 UWJKFPFMTSZKRY-ANQHUWQMSA-N O[C@H]1C[C@H]2[C@]3(C)CCCC([C@H]3C[C@H]([C@]32[C@@H]([C@@H]1C(=C)C3=O)O)O)(C)C NPC139548 Isoscopoletin 6-hydroxy-7-methoxychromen-2-one CHEMBL390320 69894 C10H8O4 192.04 -0.2421 2.12 1.088 1 1 55.76 3 2 14 0 InChI=1S/C10H8O4/c1-13-9-5-8-6(4-7(9)11)2-3-10(12)14-8/h2-5,11H,1H3 SYTYLPHCLSSCOJ-UHFFFAOYSA-N COc1cc2oc(=O)ccc2cc1O NPC106510 Isosecotanapartholide (4S,5S)-5-[(3S)-3-hydroxy-2-methyl-5-oxocyclopenten-1-yl]-3-methylidene-4-(3-oxobutyl)oxolan-2-one CHEMBL508537 13918473 C15H18O5 278.12 0.0797 2.56 -0.563 5 1 80.67 7 2 20 0 InChI=1S/C15H18O5/c1-7(16)4-5-10-8(2)15(19)20-14(10)13-9(3)11(17)6-12(13)18/h10-11,14,17H,2,4-6H2,1,3H3/t10-,11-,14-/m0/s1 XXYRTFCLQHKIDU-MJVIPROJSA-N CC(=O)CC[C@H]1C(=C)C(=O)O[C@@H]1C1=C(C)[C@H](CC1=O)O NPC72787 Isosilybin A (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL592676 11059920 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1 FDQAOULAVFHKBX-HKTJVKLFSA-N OC[C@H]1Oc2cc(ccc2O[C@@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O NPC58223 Isosilybin B (2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL3542340 10885340 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1 FDQAOULAVFHKBX-WAABAYLZSA-N OC[C@@H]1Oc2cc(ccc2O[C@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O NPC85078 Isosorbide Dinitrate [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate CHEMBL6622 6883 C6H8N2O8 236.03 -0.515 1.02 0.044 2 0 128.56 4 2 16 0 InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1 MOYKHGMNXAOIAT-JGWLITMVSA-N O=N(=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2ON(=O)=O NPC112363 Isosorbide Mononitrate [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate CHEMBL1311 27661 C6H9NO6 191.04 -0.9611 1.35 -0.908 3 1 93.74 3 2 13 0 InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1 YWXYYJSYQOXTPL-SLPGGIOYSA-N O=N(=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O NPC87113 Isostrebluslignanaldehyde (E)-3-[4-(2-hydroxy-4-prop-2-enylphenoxy)phenyl]prop-2-enal CHEMBL2346746 71580866 C18H16O3 280.11 0.583 3.11 4.95 1 1 46.53 7 2 21 0 InChI=1S/C18H16O3/c1-2-4-15-8-11-18(17(20)13-15)21-16-9-6-14(7-10-16)5-3-12-19/h2-3,5-13,20H,1,4H2/b5-3+ OEMPNLUEIYKHQQ-HWKANZROSA-N C=CCc1ccc(c(c1)O)Oc1ccc(cc1)/C=C/C=O NPC183407 Isostrychnopentamine (2R,3R,12bS)-3-ethyl-11-[(2S)-1-methylpyrrolidin-2-yl]-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizin-10-ol CHEMBL496076 44559861 C35H47N5O 553.38 -2.4643 4.65 5.067 5 3 57.77 8 8 41 1 InChI=1S/C35H47N5O/c1-4-21-20-40-17-14-26-24-11-12-31(41)32(28-10-7-15-38(28)2)35(24)37-34(26)30(40)19-22(21)18-29-33-25(13-16-39(29)3)23-8-5-6-9-27(23)36-33/h5-6,8-9,11-12,21-22,26,28-30,34,36-37,41H,4,7,10,13-20H2,1-3H3/t21-,22-,26?,28-,29-,30-,34?/m0/s1 MHIOYLXTHAIJLU-FVHQJPTNSA-N CC[C@H]1CN2CCC3C([C@@H]2C[C@@H]1C[C@@H]1N(C)CCc2c1[nH]c1c2cccc1)Nc1c3ccc(c1[C@@H]1CCCN1C)O NPC221095 Isotenuifolide (3E,4S)-3-heptacosylidene-4-hydroxy-5-methylideneoxolan-2-one CHEMBL1077858 44557420 C32H58O3 490.44 -6.674 4.65 14.337 3 1 46.53 27 1 35 2 InChI=1S/C32H58O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-31(33)29(2)35-32(30)34/h28,31,33H,2-27H2,1H3/b30-28+/t31-/m1/s1 RXXMEENDMWGIGU-SZXJBNFZSA-N CCCCCCCCCCCCCCCCCCCCCCCCCC/C=C\1/C(=O)OC(=C)[C@H]1O NPC10908 Isotetrandrine CHEMBL504757 5351212 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30+/m1/s1 WVTKBKWTSCPRNU-IHLOFXLRSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@@H]4Cc1ccc(Oc4cc(C[C@@H]3N(CC2)C)ccc4OC)cc1)C NPC251580 Isotrilobine CHEMBL503241 12310578 C36H36N2O5 576.26 0.2235 4.65 6.078 2 0 52.63 6 7 43 1 InChI=1S/C36H36N2O5/c1-37-13-11-23-18-31-32-20-26(23)27(37)16-22-7-10-29(39-3)30(17-22)41-25-8-5-21(6-9-25)15-28-34-24(12-14-38(28)2)19-33(40-4)35(42-31)36(34)43-32/h5-10,17-20,27-28H,11-16H2,1-4H3/t27-,28-/m0/s1 SVMNNRZZJAFEJM-NSOVKSMOSA-N COc1ccc2cc1Oc1ccc(cc1)C[C@@H]1N(C)CCc3c1c1Oc4cc5[C@H](C2)N(C)CCc5cc4Oc1c(c3)OC NPC117237 Isovanillin 3-hydroxy-4-methoxybenzaldehyde CHEMBL275563 12127 C8H8O3 152.05 -0.7045 2.01 1.04 1 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3 JVTZFYYHCGSXJV-UHFFFAOYSA-N O=Cc1ccc(c(c1)O)OC NPC289774 Isovitexin 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL465360 162350 C21H20O10 432.11 -4.1202 2.67 -0.508 6 7 177.14 10 4 31 1 InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1 MYXNWGACZJSMBT-VJXVFPJBSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O NPC473041 Isovoacangine CHEMBL360427 44393473 C22H28N2O3 368.21 -1.0545 3.33 3.286 4 1 54.56 7 3 27 0 InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-17(7-8-24(12-13)20(14)22)16-6-5-15(26-2)10-18(16)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1 FPUHKQMDWMVBRI-RUGRQLENSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)ccc(c2)OC NPC104406 Isowighteone 3-(2,2-dimethylchromen-6-yl)-7-hydroxychromen-4-one CHEMBL1271888 5316097 C20H16O4 320.1 -0.2192 3.22 3.875 1 1 55.76 4 4 24 0 InChI=1S/C20H16O4/c1-20(2)8-7-13-9-12(3-6-17(13)24-20)16-11-23-18-10-14(21)4-5-15(18)19(16)22/h3-11,21H,1-2H3 PWAACAMQKVIVPZ-UHFFFAOYSA-N Oc1ccc2c(c1)occ(c2=O)c1ccc2c(c1)C=CC(O2)(C)C NPC326109 Isowighteone Hydrate 5,7-dihydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one;hydrate CHEMBL1812593 56676507 C20H18O5.H2O 338.12 -0.1702 3.11 2.982 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5.H2O/c1-11(2)3-4-13-7-12(5-6-16(13)22)15-10-25-18-9-14(21)8-17(23)19(18)20(15)24;/h3,5-10,21-23H,4H2,1-2H3;1H2 WFALQMZTKNBBMO-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1coc2c(c1=O)c(O)cc(c2)O)C.O NPC76338 Isoxanthohumol 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL492828 513197 C21H22O5 354.15 0.4715 3.22 2.886 1 2 75.99 9 3 26 0 InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3 YKGCBLWILMDSAV-UHFFFAOYSA-N COc1cc(O)c(c2c1C(=O)CC(O2)c1ccc(cc1)O)CC=C(C)C NPC240084 Isoxanthopterin 2-amino-1,8-dihydropteridine-4,7-dione CHEMBL464251 10729 C6H5N5O2 179.04 -1.1463 1.35 -0.848 6 4 114.48 2 2 13 0 InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13) GLKCOBIIZKYKFN-UHFFFAOYSA-N Oc1cnc2c(n1)[nH]c(=N)nc2O NPC223356 Isoyuanhuadine CHEMBL2376818 73345818 C32H42O10 586.28 -0.6429 3.88 2.722 10 3 144.28 18 6 42 0 InChI=1S/C32H42O10/c1-7-8-9-10-11-12-13-14-29-40-26-22-25-28(16-33,39-25)27(36)30(37)21(15-18(4)23(30)35)32(22,42-29)19(5)24(38-20(6)34)31(26,41-29)17(2)3/h11-15,19,21-22,24-27,33,36-37H,2,7-10,16H2,1,3-6H3/b12-11-,14-13+/t19-,21-,22+,24-,25+,26-,27-,28+,29?,30-,31+,32+/m1/s1 NHELFTYSELEEFD-COIZZEIWSA-N CCCCC/C=C\C=C\C12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)C NPC115719 Isozedoarondiol (3S,3aS,8S,8aS)-3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one CHEMBL2332428 14632999 C15H24O3 252.17 0.7404 2.78 1.151 3 2 57.53 6 2 18 0 InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12-,14-,15-/m0/s1 TXIKNNOOLCGADE-JURCDPSOSA-N CC(=C1C[C@H]2[C@@H]([C@@](CC1=O)(C)O)CC[C@]2(C)O)C NPC116620 Ivalin (3aR,4aS,7S,8aR,9aR)-7-hydroxy-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one CHEMBL1644108 65156 C15H20O3 248.14 0.4564 2.78 1.807 3 1 46.53 2 3 18 0 InChI=1S/C15H20O3/c1-8-4-10(16)6-15(3)7-13-11(5-12(8)15)9(2)14(17)18-13/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12-,13+,15+/m0/s1 OVIILQQKQPCQTF-GGAZOKNXSA-N O[C@H]1CC(=C)[C@H]2[C@@](C1)(C)C[C@@H]1[C@H](C2)C(=C)C(=O)O1 NPC175293 Ivalin Acetate [(3aR,4aS,7S,8aR,9aR)-8a-methyl-3,5-dimethylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-7-yl] acetate CHEMBL2380792 181263 C17H22O4 290.15 0.8355 2.89 2.547 4 0 52.6 4 3 21 0 InChI=1S/C17H22O4/c1-9-5-12(20-11(3)18)7-17(4)8-15-13(6-14(9)17)10(2)16(19)21-15/h12-15H,1-2,5-8H2,3-4H3/t12-,13+,14-,15+,17+/m0/s1 QPWCHXDSBJOZCP-LVNYTYFRSA-N CC(=O)O[C@H]1CC(=C)[C@H]2[C@@](C1)(C)C[C@@H]1[C@H](C2)C(=C)C(=O)O1 NPC476228 Ivhd-Valtrate [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a-hydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL556679 45273108 C27H40O11 540.26 -0.2559 3.22 3.062 11 1 147.19 23 3 38 2 InChI=1S/C27H40O11/c1-14(2)8-20(29)37-22(16(5)6)24(31)33-11-18-12-34-25(38-21(30)9-15(3)4)23-26(18,32)10-19(36-17(7)28)27(23)13-35-27/h12,14-16,19,22-23,25,32H,8-11,13H2,1-7H3/t19-,22?,23-,25-,26-,27+/m0/s1 QPMVBTMUWDUUTJ-KZYULCMASA-N CC(CC(=O)O[C@@H]1OC=C([C@@]2([C@H]1[C@@]1(CO1)[C@H](C2)OC(=O)C)O)COC(=O)C(C(C)C)OC(=O)CC(C)C)C NPC152042 Izalpinin 3,5-dihydroxy-7-methoxy-2-phenylchromen-4-one CHEMBL464966 5318691 C16H12O5 284.07 -1.4721 2.67 4.03 2 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-10-7-11(17)13-12(8-10)21-16(15(19)14(13)18)9-5-3-2-4-6-9/h2-8,17,19H,1H3 PVJNLMXWZXXHSZ-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccccc1 NPC200246 Jacareubin 5,9,10-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one CHEMBL1254294 5281644 C18H14O6 326.08 -0.891 2.78 1.48 1 3 96.22 5 4 24 0 InChI=1S/C18H14O6/c1-18(2)6-5-8-11(24-18)7-12-13(14(8)20)15(21)9-3-4-10(19)16(22)17(9)23-12/h3-7,19-20,22H,1-2H3 UCLUVPCGXYTYEK-UHFFFAOYSA-N Oc1ccc2c(c1O)oc1c(c2=O)c(O)c2c(c1)OC(C=C2)(C)C NPC83508 Jaceosidine 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one CHEMBL487601 5379096 C17H14O7 330.07 -1.9881 2.56 0.679 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-13-5-8(3-4-9(13)18)12-6-10(19)15-14(24-12)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3 GLAAQZFBFGEBPS-UHFFFAOYSA-N COc1cc(ccc1O)c1cc(=O)c2c(o1)cc(c(c2O)OC)O NPC60120 Jasmonic Acid 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid CHEMBL449572 5281166 C12H18O3 210.13 -0.3357 2.45 1.818 3 1 54.37 7 1 15 0 InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1 ZNJFBWYDHIGLCU-HWKXXFMVSA-N CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)O NPC329704 Jatamanvaltrate A [(1S,4aR,6S,7R,7aS)-6-acetyloxy-7-[(3-acetyloxy-3-methylbutanoyl)oxymethyl]-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL552776 42640645 C34H52O15 700.33 -0.1055 3.55 3.522 15 2 207.49 34 2 49 2 InChI=1S/C34H52O15/c1-18(2)11-25(37)47-28(20(5)6)30(40)43-15-23-16-44-31(48-26(38)12-19(3)4)29-33(23,41)13-24(46-21(7)35)34(29,42)17-45-27(39)14-32(9,10)49-22(8)36/h16,18-20,24,28-29,31,41-42H,11-15,17H2,1-10H3/t24-,28?,29-,31-,33-,34+/m0/s1 RSFLKWAAFPCZOO-YXIIQOEFSA-N CC(CC(=O)O[C@@H]1OC=C([C@@]2([C@H]1[C@@](O)(COC(=O)CC(OC(=O)C)(C)C)[C@H](C2)OC(=O)C)O)COC(=O)C(C(C)C)OC(=O)CC(C)C)C NPC27474 Jatamanvaltrate B [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-7-(3-methylbutanoyloxymethyl)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL554325 42640646 C32H50O13 642.33 -0.0455 3.55 4.114 13 2 181.19 31 2 45 2 InChI=1S/C32H50O13/c1-17(2)10-24(34)42-16-32(39)23(43-21(9)33)13-31(38)22(15-41-30(28(31)32)45-26(36)12-19(5)6)14-40-29(37)27(20(7)8)44-25(35)11-18(3)4/h15,17-20,23,27-28,30,38-39H,10-14,16H2,1-9H3/t23-,27?,28-,30-,31-,32+/m0/s1 ZWCCPUWSKJGJNH-ZTJXRXMQSA-N CC(CC(=O)OC[C@@]1(O)[C@@H](OC(=O)C)C[C@]2([C@@H]1[C@@H](OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O)C NPC329997 Jatamanvaltrate D [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-4-[[3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 2-hydroxybenzoate CHEMBL553189 42640647 C34H46O14 678.29 -1.1135 3.66 5.128 13 3 201.42 29 3 48 3 InChI=1S/C34H46O14/c1-18(2)12-26(37)47-28(20(5)6)31(40)43-15-22-16-44-32(48-27(38)13-19(3)4)29-33(22,41)14-25(46-21(7)35)34(29,42)17-45-30(39)23-10-8-9-11-24(23)36/h8-11,16,18-20,25,28-29,32,36,41-42H,12-15,17H2,1-7H3/t25-,28?,29-,32-,33-,34+/m0/s1 UWCWLUDDBLLVGQ-MKIXRFLUSA-N CC(CC(=O)O[C@@H]1OC=C([C@@]2([C@H]1[C@@](O)(COC(=O)c1ccccc1O)[C@H](C2)OC(=O)C)O)COC(=O)C(C(C)C)OC(=O)CC(C)C)C NPC476320 Jatamanvaltrate E [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-7-(methoxymethyl)-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL564119 42638122 C28H44O12 572.28 -0.6139 3.22 2.563 12 2 164.12 27 2 40 2 InChI=1S/C28H44O12/c1-15(2)9-21(30)39-23(17(5)6)25(32)36-12-19-13-37-26(40-22(31)10-16(3)4)24-27(19,33)11-20(38-18(7)29)28(24,34)14-35-8/h13,15-17,20,23-24,26,33-34H,9-12,14H2,1-8H3/t20-,23?,24-,26-,27-,28+/m0/s1 IXNNZGPEYDVEBJ-YEPWGQAWSA-N COC[C@@]1(O)[C@@H](OC(=O)C)C[C@]2([C@@H]1[C@@H](OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O NPC170527 Jatamanvaltrate F [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-hydroxy-1-(3-methylbutanoyloxy)-4-(3-methylbutanoyloxymethyl)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-acetyloxy-3-methylbutanoate CHEMBL540155 42640469 C29H44O12 584.28 0.2807 3.33 3.585 12 1 160.96 27 2 41 2 InChI=1S/C29H44O12/c1-16(2)9-23(32)36-13-20-14-37-27(40-24(33)10-17(3)4)26-21(20)11-22(39-18(5)30)29(26,35)15-38-25(34)12-28(7,8)41-19(6)31/h14,16-17,21-22,26-27,35H,9-13,15H2,1-8H3/t21-,22+,26-,27+,29-/m1/s1 QZOHYBQLEGSTNQ-JQNTVMKESA-N CC(CC(=O)O[C@@H]1OC=C([C@@H]2[C@H]1[C@@](O)(COC(=O)CC(OC(=O)C)(C)C)[C@H](C2)OC(=O)C)COC(=O)CC(C)C)C NPC6765 Jatamanvaltrate G [(1S,4aS,6S,7R,7aS)-7-(acetyloxymethyl)-6,7-dihydroxy-1-(3-methylbutanoyloxy)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate CHEMBL559514 42638123 C22H34O9 442.22 -0.6362 2.89 2.536 9 2 128.59 19 2 31 1 InChI=1S/C22H34O9/c1-12(2)6-18(25)28-9-15-10-29-21(31-19(26)7-13(3)4)20-16(15)8-17(24)22(20,27)11-30-14(5)23/h10,12-13,16-17,20-21,24,27H,6-9,11H2,1-5H3/t16-,17+,20-,21+,22-/m1/s1 XMMXYMRDMCRIGT-PNBTUHDLSA-N CC(CC(=O)OCC1=CO[C@H]([C@H]2[C@@H]1C[C@@H]([C@]2(O)COC(=O)C)O)OC(=O)CC(C)C)C NPC93869 Jatamanvaltrate H [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-hydroxy-7-(hydroxymethyl)-1-(3-methylbutanoyloxy)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate CHEMBL559515 42640470 C22H34O9 442.22 -0.6362 2.89 2.107 9 2 128.59 19 2 31 1 InChI=1S/C22H34O9/c1-12(2)6-18(25)28-9-15-10-29-21(31-19(26)7-13(3)4)20-16(15)8-17(30-14(5)24)22(20,27)11-23/h10,12-13,16-17,20-21,23,27H,6-9,11H2,1-5H3/t16-,17+,20-,21+,22-/m1/s1 GGDYOYOEMNQXNC-PNBTUHDLSA-N OC[C@@]1(O)[C@@H](OC(=O)C)C[C@H]2[C@@H]1[C@@H](OC=C2COC(=O)CC(C)C)OC(=O)CC(C)C NPC189631 Jatamanvaltrate I [(1S,6S,7R,7aS)-6-acetyloxy-7-hydroxy-1-(3-methylbutanoyloxy)-4-(3-methylbutanoyloxymethyl)-6,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl 2-hydroxybenzoate CHEMBL551298 42638124 C29H36O11 560.23 -0.6764 3.44 5.122 10 2 154.89 22 3 40 2 InChI=1S/C29H36O11/c1-16(2)10-24(32)36-13-19-14-37-28(40-25(33)11-17(3)4)26-21(19)12-23(39-18(5)30)29(26,35)15-38-27(34)20-8-6-7-9-22(20)31/h6-9,12,14,16-17,23,26,28,31,35H,10-11,13,15H2,1-5H3/t23-,26+,28-,29+/m0/s1 IUCHWPNAQOIPNG-IPGTZRFSSA-N CC(CC(=O)O[C@@H]1OC=C(C2=C[C@@H]([C@]([C@@H]12)(O)COC(=O)c1ccccc1O)OC(=O)C)COC(=O)CC(C)C)C NPC20673 Jatamanvaltrate J [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-6,7-dihydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-methylbutanoate CHEMBL560617 42638125 C22H32O9 440.2 -0.5853 2.89 2.467 9 2 128.59 19 2 31 1 InChI=1S/C22H32O9/c1-12(2)6-18(25)30-11-22(27)17(24)8-16-15(9-28-14(5)23)10-29-21(20(16)22)31-19(26)7-13(3)4/h8,10,12-13,17,20-21,24,27H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1 OEAZFPVJNXNHSX-KVJIRVJXSA-N CC(CC(=O)OC[C@@]1(O)[C@@H](O)C=C2[C@@H]1[C@@H](OC=C2COC(=O)C)OC(=O)CC(C)C)C NPC244878 Jatamanvaltrate K [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-7-hydroxy-7-(hydroxymethyl)-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate CHEMBL551356 42640471 C22H32O9 440.2 -0.5853 2.89 2.038 9 2 128.59 19 2 31 1 InChI=1S/C22H32O9/c1-12(2)6-18(25)30-17-8-16-15(9-28-14(5)24)10-29-21(20(16)22(17,27)11-23)31-19(26)7-13(3)4/h8,10,12-13,17,20-21,23,27H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1 BKKCPVJHKOCEPK-KVJIRVJXSA-N OC[C@@]1(O)[C@@H](OC(=O)CC(C)C)C=C2[C@@H]1[C@@H](OC=C2COC(=O)C)OC(=O)CC(C)C NPC329834 Jatamanvaltrate L [(1S,4aR,6S,7R,7aS)-4a,6-dihydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL551501 42638126 C25H38O10 498.25 -0.635 3.11 2.322 10 2 141.12 21 3 35 1 InChI=1S/C25H38O10/c1-13(2)7-18(27)34-20(15(5)6)22(29)31-10-16-11-32-23(35-19(28)8-14(3)4)21-24(16,30)9-17(26)25(21)12-33-25/h11,13-15,17,20-21,23,26,30H,7-10,12H2,1-6H3/t17-,20?,21-,23-,24-,25+/m0/s1 ZLGMGWPIAQVIEN-PDQNLLLBSA-N CC(CC(=O)O[C@@H]1OC=C([C@@]2([C@H]1[C@@]1(CO1)[C@H](C2)O)O)COC(=O)C(C(C)C)OC(=O)CC(C)C)C NPC284063 Jatamanvaltrate M [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4-(ethoxymethyl)-4a-hydroxyspiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-1-yl] 3-methylbutanoate CHEMBL563802 42640644 C19H28O8 384.18 -0.8986 2.67 1.05 8 1 103.82 14 3 27 0 InChI=1S/C19H28O8/c1-5-23-8-13-9-24-17(27-15(21)6-11(2)3)16-18(13,22)7-14(26-12(4)20)19(16)10-25-19/h9,11,14,16-17,22H,5-8,10H2,1-4H3/t14-,16-,17-,18-,19+/m0/s1 HXMXOBXOPPGJHP-XFUTXVRSSA-N CCOCC1=CO[C@H]([C@H]2[C@]1(O)C[C@@H]([C@@]12CO1)OC(=O)C)OC(=O)CC(C)C NPC13826 Jatrorrhizine 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol CHEMBL251055 72323 C20H19NO4 338.14 -1.5606 3.11 1.039 2 1 49.2 6 4 25 0 InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1 MXTLAHSTUOXGQF-UHFFFAOYSA-O COC1=CC2=c3cc4ccc(c(c4c[n+]3CCC2=CC1=O)OC)OC NPC196026 Jatrorrhizine Chloride 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-3-one;hydrochloride CHEMBL274346 71730841;371256 C20H19NO4.ClH 337.13 -0.1035 3.11 1.92 3 0 48 6 4 25 0 InChI=1S/C20H19NO4.ClH/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3;/h4-5,8-11H,6-7H2,1-3H3;1H JKMUUZMCSNHBAX-UHFFFAOYSA-N COC1=CC2=c3cc4ccc(c(c4cn3CCC2=CC1=O)OC)OC.Cl NPC88864 Javanicin 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione CHEMBL1224810 10149 C15H14O6 290.08 -1.1628 2.45 -0.542 4 2 100.9 8 2 21 0 InChI=1S/C15H14O6/c1-6(16)4-8-7(2)13(18)11-9(17)5-10(21-3)15(20)12(11)14(8)19/h5,18-19H,4H2,1-3H3 UHPMCKVQTMMPCG-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)c(O)c(c(c2O)C)CC(=O)C NPC146432 Javanicolide E CHEMBL2037041 70686049 C26H34O11 522.21 -1.1323 3.11 0.78 11 3 165.89 13 5 37 1 InChI=1S/C26H34O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,11-12,14,16-21,29-31H,7-9H2,1-5H3/t11-,12-,14+,16+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1 BVRDRHRMMWTKQW-VXNVDJCPSA-N COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C=C(C)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)[C@@H]([C@H]2C)O NPC96010 Jervine (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one CHEMBL186779 10098 C27H39NO3 425.29 -0.0124 3.99 1.88 4 2 58.56 5 6 31 0 InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1 CLEXYFLHGFJONT-DNMILWOZSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2C(=O)C2=C(C)[C@]4(CC[C@@H]32)O[C@H]2[C@H]([C@H]4C)NC[C@H](C2)C)C1)C NPC20757 Jezonocinol A (2R,3S,8R,9R)-2,8-bis(3,4-dihydroxyphenyl)-9-(3,5-dihydroxyphenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromene-3,5-diol CHEMBL403352 23634533 C29H24O10 532.14 -4.2103 3.55 1.8 1 8 180.3 11 6 39 1 InChI=1S/C29H24O10/c30-15-5-14(6-16(31)9-15)25-26-24(38-28(25)13-2-4-19(33)22(36)8-13)11-20(34)17-10-23(37)27(39-29(17)26)12-1-3-18(32)21(35)7-12/h1-9,11,23,25,27-28,30-37H,10H2/t23-,25+,27+,28-/m0/s1 BCIBEYSHPVFKBY-KCPWBINCSA-N Oc1cc(O)cc(c1)[C@@H]1c2c(O[C@H]1c1ccc(c(c1)O)O)cc(c1c2O[C@@H]([C@H](C1)O)c1ccc(c(c1)O)O)O NPC227516 Jezonocinol B (2R,3S,8S,9S)-2,8-bis(3,4-dihydroxyphenyl)-9-(3,5-dihydroxyphenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromene-3,5-diol CHEMBL253154 23634534 C29H24O10 532.14 -4.2103 3.55 1.8 1 8 180.3 11 6 39 1 InChI=1S/C29H24O10/c30-15-5-14(6-16(31)9-15)25-26-24(38-28(25)13-2-4-19(33)22(36)8-13)11-20(34)17-10-23(37)27(39-29(17)26)12-1-3-18(32)21(35)7-12/h1-9,11,23,25,27-28,30-37H,10H2/t23-,25-,27+,28+/m0/s1 BCIBEYSHPVFKBY-FRRISVFZSA-N Oc1cc(O)cc(c1)[C@H]1c2c(O[C@@H]1c1ccc(c(c1)O)O)cc(c1c2O[C@@H]([C@H](C1)O)c1ccc(c(c1)O)O)O NPC252292 Jionoside D [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL555710 9895632 C30H38O15 638.22 -3.8893 3.11 -0.112 11 8 234.29 22 4 45 3 InChI=1S/C30H38O15/c1-14-23(36)24(37)25(38)30(42-14)45-28-26(39)29(41-10-9-16-4-7-20(40-2)19(34)12-16)43-21(13-31)27(28)44-22(35)8-5-15-3-6-17(32)18(33)11-15/h3-8,11-12,14,21,23-34,36-39H,9-10,13H2,1-2H3/b8-5+/t14-,21+,23-,24+,25+,26+,27+,28+,29+,30-/m0/s1 WKQLGHCWJNLUKK-CPPDSBOHSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC202824 Jolkinoate A CHEMBL2315611 53355694 C24H34O5 402.24 2.0236 3.55 4.788 5 0 69.67 11 3 29 0 InChI=1S/C24H34O5/c1-13-8-9-18-19(23(18,6)7)11-14(2)22(27)24(29-17(5)26)12-15(3)21(20(24)10-13)28-16(4)25/h10-11,15,18-21H,8-9,12H2,1-7H3/b13-10+,14-11+/t15-,18-,19+,20-,21-,24+/m0/s1 NGGOVTJUPVNNNR-CLHRSZSESA-N CC(=O)O[C@]12C[C@@H]([C@@H]([C@@H]1/C=C(\C)/CC[C@H]1[C@@H](/C=C(/C2=O)\C)C1(C)C)OC(=O)C)C NPC37968 Jolkinol B CHEMBL489265 44588921 C29H36O5 464.26 1.2248 4.1 7.232 5 1 76.13 10 5 34 1 InChI=1S/C29H36O5/c1-17-15-21-20(27(21,3)4)13-14-28(5)26(34-28)23-24(31)18(2)16-29(23,25(17)32)33-22(30)12-11-19-9-7-6-8-10-19/h6-12,15,18,20-21,23-24,26,31H,13-14,16H2,1-5H3/b12-11+,17-15+/t18-,20-,21+,23+,24-,26+,28+,29+/m0/s1 OMBNGHNNZSKBRK-XMILKHFNSA-N O=C(O[C@@]12C[C@@H]([C@@H]([C@@H]2[C@H]2O[C@]2(C)CC[C@H]2[C@@H](/C=C(/C1=O)\C)C2(C)C)O)C)/C=C/c1ccccc1 NPC87090 Jolkinol D CHEMBL2315610 71719801 C22H32O4 360.23 1.6445 3.44 4.048 4 1 63.6 9 3 26 0 InChI=1S/C22H32O4/c1-12-7-8-16-17(21(16,5)6)10-13(2)20(25)22(26-15(4)23)11-14(3)19(24)18(22)9-12/h9-10,14,16-19,24H,7-8,11H2,1-6H3/b12-9+,13-10+/t14-,16-,17+,18-,19-,22+/m0/s1 VOSTXBQUXUOFQQ-FTKVYYONSA-N C/C/1=C\[C@H]2[C@@H](O)[C@H](C[C@]2(OC(=O)C)C(=O)/C(=C/[C@@H]2[C@H](CC1)C2(C)C)/C)C NPC165608 Jolkinolide B CHEMBL404387 161954 C20H26O4 330.18 1.3228 3.22 4.299 4 0 51.36 4 6 24 0 InChI=1S/C20H26O4/c1-10-12-14-19(22-14)9-6-11-17(2,3)7-5-8-18(11,4)13(19)15-20(12,23-15)24-16(10)21/h11,13-15H,5-9H2,1-4H3/t11-,13+,14-,15-,18-,19+,20-/m1/s1 SOVOCMGDFRGRKF-MCDHERAVSA-N O=C1O[C@@]23C(=C1C)[C@H]1O[C@]41[C@@H]([C@H]3O2)[C@]1(C)CCCC([C@H]1CC4)(C)C NPC32203 Juarezic Acid (2E,4E)-5-phenylpenta-2,4-dienoic acid CHEMBL1095566 1549512 C11H10O2 174.07 0.5891 2.45 4.598 2 1 37.3 4 1 13 0 InChI=1S/C11H10O2/c12-11(13)9-5-4-8-10-6-2-1-3-7-10/h1-9H,(H,12,13)/b8-4+,9-5+ FEIQOMCWGDNMHM-KBXRYBNXSA-N OC(=O)/C=C/C=C/c1ccccc1 NPC288084 Juglanin 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL469440 5318717 C20H18O10 418.09 -3.9211 2.56 0.423 6 6 166.14 10 4 30 1 InChI=1S/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15-,17+,20-/m0/s1 POQICXMTUPVZMX-UXYNSRGZSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC108288 Juglone 5-hydroxynaphthalene-1,4-dione CHEMBL43612 3806 C10H6O3 174.03 -0.7335 2.23 0.575 2 1 54.37 1 2 13 0 InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H KQPYUDDGWXQXHS-UHFFFAOYSA-N O=C1C=CC(=O)c2c1c(O)ccc2 NPC265699 Julibroside Iii [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2E,6S)-6-[(2S,3R,4R,5S,6R)-5-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2,6-dimethylocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL452115 20056072 C104H165NO48 2196.05 -7.2053 7.51 0.428 49 25 753.92 79 14 153 3 InChI=1S/C104H165NO48/c1-19-99(14,152-92-77(128)69(120)61(112)43(5)136-92)30-22-24-42(4)86(132)146-80-45(7)139-93(78(129)73(80)124)153-100(15,20-2)29-21-23-41(3)85(131)144-59-35-104(96(133)151-95-84(72(123)65(116)52(37-107)142-95)150-91-79(130)82(148-90-76(127)70(121)64(115)51(36-106)140-90)81(46(8)138-91)147-89-75(126)66(117)53(38-108)141-89)49(33-97(59,10)11)48-25-26-56-101(16)31-28-58(98(12,13)55(101)27-32-102(56,17)103(48,18)34-57(104)111)145-87-60(105-47(9)109)68(119)67(118)54(143-87)40-135-94-83(71(122)62(113)44(6)137-94)149-88-74(125)63(114)50(110)39-134-88/h19-20,23-25,43-46,49-84,87-95,106-108,110-130H,1-2,21-22,26-40H2,3-18H3,(H,105,109)/b41-23+,42-24+/t43-,44-,45-,46+,49+,50-,51-,52-,53+,54-,55+,56-,57-,58+,59+,60-,61-,62+,63+,64-,65-,66+,67-,68-,69+,70+,71+,72+,73-,74-,75-,76-,77-,78-,79-,80-,81+,82+,83-,84-,87+,88+,89+,90+,91+,92+,93+,94-,95+,99-,100-,101+,102-,103-,104-/m1/s1 SQDOTVKCGLZBJK-QAWAJVGUSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/C)(C=C)C)/C)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2N=C(O)C)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC100612 Julibroside J29 [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(2E,6R)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL430035 44448243 C88H141NO43 1899.89 -9.2455 6.3 -1.608 44 24 688.93 66 13 132 3 InChI=1S/C88H141NO43/c1-14-84(10,132-78-66(112)59(105)51(97)33(2)118-78)21-15-16-37(27-90)72(114)125-49-26-88(81(115)131-80-71(62(108)55(101)42(29-92)123-80)130-77-67(113)69(128-76-65(111)60(106)54(100)41(28-91)121-76)68(35(4)120-77)127-75-64(110)56(102)43(30-93)122-75)39(24-82(49,6)7)38-17-18-46-85(11)22-20-48(83(8,9)45(85)19-23-86(46,12)87(38,13)25-47(88)96)126-73-50(89-36(5)94)58(104)57(103)44(124-73)32-117-79-70(61(107)52(98)34(3)119-79)129-74-63(109)53(99)40(95)31-116-74/h14,16-17,33-35,39-71,73-80,90-93,95-113H,1,15,18-32H2,2-13H3,(H,89,94)/b37-16+/t33-,34-,35+,39+,40-,41-,42-,43+,44-,45+,46-,47-,48+,49+,50-,51-,52+,53+,54-,55-,56+,57-,58-,59+,60+,61+,62+,63-,64-,65-,66-,67-,68+,69+,70-,71-,73+,74+,75+,76+,77+,78+,79-,80+,84+,85+,86-,87-,88-/m1/s1 CPYYSAAISPCOSH-QRROOZJYSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/CO)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2N=C(O)C)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC239113 Justicidin A 9-(1,3-benzodioxol-5-yl)-4,6,7-trimethoxy-3H-benzo[f][2]benzofuran-1-one CHEMBL508532 159982 C22H18O7 394.11 -0.5376 3.11 2.536 2 0 72.45 7 5 29 0 InChI=1S/C22H18O7/c1-24-16-7-12-13(8-17(16)25-2)21(26-3)14-9-27-22(23)20(14)19(12)11-4-5-15-18(6-11)29-10-28-15/h4-8H,9-10H2,1-3H3 ANFSXHKDCKWWDB-UHFFFAOYSA-N COc1cc2c(c3ccc4c(c3)OCO4)c3C(=O)OCc3c(c2cc1OC)OC NPC65784 Justicidin B 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxybenzo[f][1]benzofuran-3-one CHEMBL149056 44365806 C21H16O6 364.09 -1.026 3.11 2.463 1 0 63.22 5 5 27 0 InChI=1S/C21H16O6/c1-23-16-6-12-7-19-21(14(22)9-25-19)20(13(12)8-17(16)24-2)11-3-4-15-18(5-11)27-10-26-15/h3-8H,9-10H2,1-2H3 VKHANCMHYATJMZ-UHFFFAOYSA-N COc1cc2c(cc1OC)cc1c(c2c2ccc3c(c2)OCO3)C(=O)CO1 NPC24193 Justicidin-E 5-(1,3-benzodioxol-5-yl)-6H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one CHEMBL304236 363128 C20H12O6 348.06 -0.6849 3 2.907 2 0 63.22 1 6 26 0 InChI=1S/C20H12O6/c21-20-13-3-11-5-17-18(26-9-25-17)6-12(11)19(14(13)7-22-20)10-1-2-15-16(4-10)24-8-23-15/h1-6H,7-9H2 VSMWRDYVLPCABE-UHFFFAOYSA-N O=C1OCc2c1cc1cc3OCOc3cc1c2c1ccc2c(c1)OCO2 NPC97913 Kadsuracoccinic Acid A (Z,6Z)-6-[(3aS,6S,7S,9aS,9bS)-6-(2-carboxyethyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-2,4,7,8,9,9a-hexahydro-1H-cyclopenta[a]naphthalen-3-ylidene]-2-methylhept-2-enoic acid CHEMBL515069 24850148 C30H44O4 468.32 4.5065 4.32 7.909 4 2 74.6 16 3 34 1 InChI=1S/C30H44O4/c1-19(2)22-11-12-25-24(28(22,5)16-15-26(31)32)14-18-29(6)23(13-17-30(25,29)7)20(3)9-8-10-21(4)27(33)34/h10,14,22,25H,1,8-9,11-13,15-18H2,2-7H3,(H,31,32)(H,33,34)/b21-10-,23-20-/t22-,25+,28-,29+,30-/m0/s1 QOIBKZDJHBYYMX-AVNVPESYSA-N OC(=O)CC[C@@]1(C)[C@@H](CC[C@@H]2C1=CC[C@]1([C@@]2(C)CC/C/1=C(/CC/C=C(\C(=O)O)/C)\C)C)C(=C)C NPC191231 Kadsuralignan H (6R,7R,8R)-2,3-dimethoxy-8-(7-methoxy-1,3-benzodioxol-5-yl)-6,7-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol CHEMBL250065 24762749 C22H26O6 386.17 -0.3319 3.22 3.938 0 1 66.38 10 4 28 0 InChI=1S/C22H26O6/c1-11-6-13-7-16(25-4)22(26-5)20(23)19(13)18(12(11)2)14-8-15(24-3)21-17(9-14)27-10-28-21/h7-9,11-12,18,23H,6,10H2,1-5H3/t11-,12-,18-/m1/s1 HAPHUWWEOOCTDA-SEDUGSJDSA-N COc1c(OC)cc2c(c1O)[C@@H](c1cc(OC)c3c(c1)OCO3)[C@@H]([C@@H](C2)C)C NPC473425 Kadsuralignan J CHEMBL428232 24762750 C27H34O8 486.23 -0.4138 3.55 3.945 2 1 92.68 15 4 35 0 InChI=1S/C27H34O8/c1-8-13(2)27(29)35-26-20-16(10-18(30-5)23(26)31-6)9-14(3)15(4)22(28)17-11-19-24(34-12-33-19)25(32-7)21(17)20/h10-11,13-15,22,28H,8-9,12H2,1-7H3/t13?,14-,15-,22-/m1/s1 RMXHLDWUDHWRRF-HCARGWMASA-N CCC(C(=O)Oc1c(OC)c(OC)cc2c1c1c(cc3c(c1OC)OCO3)[C@@H]([C@@H]([C@@H](C2)C)C)O)C NPC256776 Kadsuranin CHEMBL513752 174277 C23H28O6 400.19 0.3993 3.33 4.483 0 0 55.38 10 4 29 0 InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m0/s1 RTZKSTLPRTWFEV-QWHCGFSZSA-N COc1cc2C[C@H](C)[C@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC280399 Kadsurenone (2S,3R,3aS)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one CHEMBL296958 122159 C21H24O5 356.16 0.44 3.22 3.065 3 0 53.99 10 3 26 0 InChI=1S/C21H24O5/c1-6-7-15-12-21(25-5)13(2)20(26-19(21)11-16(15)22)14-8-9-17(23-3)18(10-14)24-4/h6,8-13,20H,1,7H2,2-5H3/t13-,20+,21+/m1/s1 VDYACOATPFOZIO-UBWHGVKJSA-N C=CCC1=C[C@@]2(OC)C(=CC1=O)O[C@@H]([C@H]2C)c1ccc(c(c1)OC)OC NPC241838 Kaempferide 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL40919 5281666 C16H12O6 300.06 -1.9324 2.56 2.434 2 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3 SQFSKOYWJBQGKQ-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O)O NPC116775 Kaempferol 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL150 5280863 C15H10O6 286.05 -2.3409 2.45 1.915 2 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H IYRMWMYZSQPJKC-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O)O NPC297987 Kaempferol 3,7-Di-O-Beta-D-Glucopyranoside 5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-4-one CHEMBL2206209 6325460 C27H30O16 610.15 -6.1787 2.67 -0.928 12 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-5-12(31)16-13(6-11)40-24(9-1-3-10(30)4-2-9)25(19(16)34)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1 XFFQVRFGLSBFON-DEFKTLOSSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC217822 Kaempferol 3-O-Alpha-L-(2''-E-P-Coumaroyl-3''-Z-P-Coumaroyl)Rhamnoside [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1075911 44612901 C39H32O14 724.18 -3.3918 4.21 5.437 8 6 218.74 18 6 53 3 InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6-,17-7+/t20-,33-,36+,38+,39-/m0/s1 HKZIBACORRUGAC-DJVSQZLHSA-N Oc1ccc(cc1)/C=C\C(=O)O[C@H]1[C@@H](OC(=O)/C=C/c2ccc(cc2)O)[C@@H](O[C@H]([C@@H]1O)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC11847 Kaempferol 3-O-Alpha-L-(2''-Z-P-Coumaroyl-3''-E-P-Coumaroyl)Rhamnoside [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL1080027 44612902 C39H32O14 724.18 -3.3918 4.21 5.437 8 6 218.74 18 6 53 3 InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6+,17-7-/t20-,33-,36+,38+,39-/m0/s1 HKZIBACORRUGAC-SYXHEPFYSA-N Oc1ccc(cc1)/C=C/C(=O)O[C@H]1[C@@H](OC(=O)/C=C\c2ccc(cc2)O)[C@@H](O[C@H]([C@@H]1O)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC189564 Kaempferol 3-O-Beta-D-Glucopyranosyl(1->3)-Alpha-L-Rhamnopyranosyl(1->6)-Beta-D-Galactopyranoside 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL1957045 20055968 C33H40O20 756.21 -7.4256 2.89 -2.62 16 12 324.44 22 6 53 2 InChI=1S/C33H40O20/c1-10-19(38)29(52-32-25(44)23(42)20(39)16(8-34)50-32)27(46)31(48-10)47-9-17-21(40)24(43)26(45)33(51-17)53-30-22(41)18-14(37)6-13(36)7-15(18)49-28(30)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,29,31-40,42-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21-,23-,24-,25+,26+,27+,29+,31+,32-,33-/m0/s1 MFIXKYXSBNIMPX-CHLFRWFTSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(cc4)O)[C@@H]([C@H]([C@H]3O)O)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC135391 Kaempferol 3-O-D-Galactoside 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL2297279 5488283 C21H20O11 448.1 -4.4318 2.56 0.18 7 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15+,17+,18-,21?/m1/s1 JPUKWEQWGBDDQB-HBDJNLTOSA-N OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O NPC203500 Kaempferol 7-O-Beta-D-Glucopyranoside 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL469441 10095180 C21H20O11 448.1 -4.0878 2.56 0.807 7 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1 YPWHZCPMOQGCDQ-HMGRVEAOSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC474037 Kaempferol Tetraacetate [4-(3,5,7-triacetyloxy-4-oxochromen-2-yl)phenyl] acetate CHEMBL458917 14130926 C23H18O10 454.09 -1.1685 2.89 3.897 6 0 131.5 13 3 33 0 InChI=1S/C23H18O10/c1-11(24)29-16-7-5-15(6-8-16)22-23(32-14(4)27)21(28)20-18(31-13(3)26)9-17(30-12(2)25)10-19(20)33-22/h5-10H,1-4H3 UXAYHERJWMTSFV-UHFFFAOYSA-N CC(=O)Oc1ccc(cc1)c1oc2cc(OC(=O)C)cc(c2c(=O)c1OC(=O)C)OC(=O)C NPC85751 Kaempferol-3-Beta-D-(6-O-Cis-P-Coumaroyl)Glucopyranoside [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL499705 10175330 C30H26O13 594.14 -4.1618 3.33 2.457 8 7 212.67 15 5 43 1 InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3-/t21-,24-,26+,27-,30+/m1/s1 DVGGLGXQSFURLP-PYFXTMFGSA-N O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C\c1ccc(cc1)O NPC104677 Kaempferol-3-O-(2,3,4-Tri-O-Acetyl-Alpha-L-Rhamnopyranoside) [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-2-methyloxan-3-yl] acetate CHEMBL519761 11364979 C27H26O13 558.14 -2.7945 3 2.245 9 3 184.35 16 4 40 0 InChI=1S/C27H26O13/c1-11-22(36-12(2)28)25(37-13(3)29)26(38-14(4)30)27(35-11)40-24-21(34)20-18(33)9-17(32)10-19(20)39-23(24)15-5-7-16(31)8-6-15/h5-11,22,25-27,31-33H,1-4H3/t11-,22-,25+,26+,27-/m0/s1 OFWDHNGVKNRLFY-LHZKXVGGSA-N CC(=O)O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC259957 Kaempferol-3-O-(2,4-Di-O-Acetyl-Alpha-L-Rhamnopyranoside) [(2S,3R,4R,5R,6S)-5-acetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl] acetate CHEMBL471074 14825858 C25H24O12 516.13 -3.1736 2.89 1.505 8 4 178.28 14 4 37 0 InChI=1S/C25H24O12/c1-10-21(34-11(2)26)20(32)24(35-12(3)27)25(33-10)37-23-19(31)18-16(30)8-15(29)9-17(18)36-22(23)13-4-6-14(28)7-5-13/h4-10,20-21,24-25,28-30,32H,1-3H3/t10-,20+,21-,24+,25-/m0/s1 VWQNZPASHLNLEM-WKSZPJAWSA-N CC(=O)O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O)OC(=O)C)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC218161 Kaempferol-3-O-(2'',6''-Di-E-P-Coumaroyl)-Beta-Glucopyranoside [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3628129 10439991 C39H32O15 740.17 -3.8918 4.1 4.734 9 7 238.97 19 6 54 2 InChI=1S/C39H32O15/c40-23-9-1-20(2-10-23)5-15-30(45)50-19-29-33(47)35(49)38(53-31(46)16-6-21-3-11-24(41)12-4-21)39(52-29)54-37-34(48)32-27(44)17-26(43)18-28(32)51-36(37)22-7-13-25(42)14-8-22/h1-18,29,33,35,38-44,47,49H,19H2/b15-5+,16-6+/t29-,33-,35+,38-,39+/m1/s1 YXXQUJGFZPLXJV-AIBWQOBZSA-N O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)/C=C/c1ccc(cc1)O NPC92815 Kaempferol-3-O-(3'',4\\"-Diacetyl-2\\",6\\"-Di-E-P-Coumaroyl)-Glucoside [(2R,3R,4S,5R,6S)-3,4-diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3628130 10328097 C43H36O17 824.2 -3.1336 4.32 5.785 11 5 251.11 23 6 60 3 InChI=1S/C43H36O17/c1-22(44)55-39-33(21-54-34(51)17-7-24-3-11-27(46)12-4-24)58-43(42(41(39)56-23(2)45)59-35(52)18-8-25-5-13-28(47)14-6-25)60-40-37(53)36-31(50)19-30(49)20-32(36)57-38(40)26-9-15-29(48)16-10-26/h3-20,33,39,41-43,46-50H,21H2,1-2H3/b17-7+,18-8+/t33-,39-,41+,42-,43+/m1/s1 IFLHDGGEJKVLAF-FEMPFSAESA-N O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)/C=C/c1ccc(cc1)O)/C=C/c1ccc(cc1)O NPC214621 Kaempferol-3-O-(6''-Caffeoglucoside) [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL2071308 15516397 C30H26O14 610.13 -4.6221 3.22 1.712 8 8 232.9 16 5 44 1 InChI=1S/C30H26O14/c31-15-5-3-14(4-6-15)28-29(25(38)23-19(35)10-16(32)11-20(23)42-28)44-30-27(40)26(39)24(37)21(43-30)12-41-22(36)8-2-13-1-7-17(33)18(34)9-13/h1-11,21,24,26-27,30-35,37,39-40H,12H2/b8-2+/t21-,24-,26+,27-,30+/m1/s1 GZORMMCZSCNNCI-QPFSIERHSA-N O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C/c1ccc(c(c1)O)O NPC41121 Kaempferol-3-O-Rhamnoside 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL515798 5318763 C21H20O10 432.11 -3.9318 2.67 0.883 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m1/s1 SOSLMHZOJATCCP-QBWVUYDZSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O NPC69374 Kainic Acid (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidin-1-ium-2-carboxylate CHEMBL275040 44338126;10255 C10H15NO4 213.1 -0.469 2.01 -0.213 5 3 86.63 7 1 15 0 InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1 VLSMHEGGTFMBBZ-OOZYFLPDSA-N OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)C(=C)C NPC7940 Kalkipyrone 2-[(2E,5E,7E,9R)-9-hydroxy-3,7-dimethyldeca-2,5,7-trienyl]-6-methoxy-3,5-dimethylpyran-4-one CHEMBL445827 10592699 C20H28O4 332.2 3.1416 3.22 3.881 4 1 55.76 14 1 24 0 InChI=1S/C20H28O4/c1-13(8-7-9-14(2)12-15(3)21)10-11-18-16(4)19(22)17(5)20(23-6)24-18/h7,9-10,12,15,21H,8,11H2,1-6H3/b9-7+,13-10+,14-12+/t15-/m1/s1 ZMSSBNLNFAIVPK-MTGFRBBYSA-N COc1oc(C/C=C(/C/C=C/C(=C/[C@H](O)C)/C)\C)c(c(=O)c1C)C NPC76972 Kalopanaxsaponin B [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1910840 11491905 C59H96O26 1220.62 -6.3422 5.09 2.115 26 15 412.82 37 10 85 3 InChI=1S/C59H96O26/c1-24-34(63)38(67)42(71)49(78-24)83-46-29(20-60)80-48(45(74)41(46)70)77-22-30-37(66)40(69)44(73)51(81-30)85-53(75)59-17-15-54(3,4)19-27(59)26-9-10-32-55(5)13-12-33(56(6,23-61)31(55)11-14-58(32,8)57(26,7)16-18-59)82-52-47(36(65)28(62)21-76-52)84-50-43(72)39(68)35(64)25(2)79-50/h9,24-25,27-52,60-74H,10-23H2,1-8H3/t24-,25-,27-,28-,29+,30+,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,45+,46+,47+,48+,49-,50-,51-,52-,55-,56-,57+,58+,59-/m0/s1 RYHDIBJJJRNDSX-MCGLQMIESA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H]([C@@]3(C)CO)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC12823 Kamebacetal A CHEMBL1641883 53322744 C21H30O5 362.21 -0.7495 3.22 1.622 5 2 75.99 6 3 26 0 InChI=1S/C21H30O5/c1-10-11-5-6-12-20-13(19(2,3)8-7-14(20)22)9-15(26-18(20)25-4)21(12,16(10)23)17(11)24/h11-15,17-18,22,24H,1,5-9H2,2-4H3/t11-,12-,13+,14-,15-,17+,18?,20+,21-/m0/s1 HZXIWBLGRBHNQF-WWXNXQHNSA-N COC1O[C@H]2C[C@H]3[C@@]1([C@@H](O)CCC3(C)C)[C@H]1[C@@]32[C@H](O)[C@@H](CC1)C(=C)C3=O NPC84018 Kamebakaurinin CHEMBL1165401 13945510 C20H30O5 350.21 -1.778 3.11 0.831 5 4 97.99 7 4 25 0 InChI=1S/C20H30O5/c1-10-11-7-12(22)15-19(9-21)6-4-5-18(2,3)13(19)8-14(23)20(15,16(10)24)17(11)25/h11-15,17,21-23,25H,1,4-9H2,2-3H3/t11-,12-,13+,14+,15-,17+,19-,20+/m0/s1 BCIUAQVTZYTSHZ-XUHSIGFGSA-N OC[C@]12CCCC([C@H]2C[C@H]([C@]23[C@H]1[C@@H](O)C[C@H]([C@H]2O)C(=C)C3=O)O)(C)C NPC181594 Kamebanin CHEMBL472437 12004580 C20H30O4 334.21 -0.4941 3.22 1.752 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-5-6-12-19(4)13(18(2,3)8-7-14(19)21)9-15(22)20(12,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13+,14-,15+,17+,19-,20-/m0/s1 VSDVMWBRICFVRW-BIGDWJEQSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)[C@@H](O)CCC1(C)C NPC476383 Kankanoside G [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL590410 44205526 C30H38O14 622.23 -4.0085 3.22 0.195 11 8 225.06 21 4 44 3 InChI=1S/C30H38O14/c1-15-24(35)27(38)25(36)21(43-15)14-42-29-26(37)22(13-41-23(34)9-5-17-4-8-19(32)20(33)12-17)44-30(28(29)39)40-11-10-16-2-6-18(31)7-3-16/h2-9,12,15,21-22,24-33,35-39H,10-11,13-14H2,1H3/b9-5+/t15-,21-,22+,24-,25-,26+,27+,28+,29-,30+/m0/s1 JMRQILWJRNGKKT-QLLFZWLSSA-N O=C(/C=C/c1ccc(c(c1)O)O)OC[C@H]1O[C@@H](OCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)OC[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC230332 Kanshone B (3aR,7R,9R,9aR,9bS)-7-hydroxy-1,1,9,9a-tetramethyl-3a,4,7,8,9,9b-hexahydronaphtho[2,1-c]dioxol-5-one CHEMBL1933704 14021478 C15H22O4 266.15 1.5361 2.67 1.652 4 1 55.76 5 3 19 0 InChI=1S/C15H22O4/c1-8-5-9(16)6-10-11(17)7-12-13(15(8,10)4)14(2,3)19-18-12/h6,8-9,12-13,16H,5,7H2,1-4H3/t8-,9-,12-,13+,15+/m1/s1 QLASPINFLLNESN-UVBAXCRRSA-N O[C@@H]1C[C@@H](C)[C@]2(C(=C1)C(=O)C[C@@H]1[C@H]2C(C)(C)OO1)C NPC235239 Kanzonol B (E)-1-(2,4-dihydroxyphenyl)-3-(2,2-dimethylchromen-6-yl)prop-2-en-1-one CHEMBL561840 10881804 C20H18O4 322.12 0.0845 3.22 4.164 1 2 66.76 7 3 24 0 InChI=1S/C20H18O4/c1-20(2)10-9-14-11-13(4-8-19(14)24-20)3-7-17(22)16-6-5-15(21)12-18(16)23/h3-12,21,23H,1-2H3/b7-3+ TUHJQMZJOMZXJO-XVNBXDOJSA-N Oc1ccc(c(c1)O)C(=O)/C=C/c1ccc2c(c1)C=CC(O2)(C)C NPC267217 Karakoline CHEMBL1242438 5281278 C22H35NO4 377.26 -2.568 3.33 0.869 5 3 73.16 8 6 27 0 InChI=1S/C22H35NO4/c1-4-23-10-20(2)6-5-16(24)22-12-7-11-14(27-3)9-21(26,17(12)18(11)25)13(19(22)23)8-15(20)22/h11-19,24-26H,4-10H2,1-3H3/t11-,12-,13-,14+,15-,16+,17-,18+,19?,20+,21+,22-/m1/s1 HKQZUYOVMYOFIT-NHNXFQBOSA-N CCN1C[C@]2(C)CC[C@@H]([C@]34C1[C@@H](C[C@H]23)[C@@]1(O)C[C@@H]([C@H]2C[C@@H]4[C@@H]1[C@H]2O)OC)O NPC41719 Karanjin 3-methoxy-2-phenylfuro[2,3-h]chromen-4-one CHEMBL208484 100633 C18H12O4 292.07 -1.0496 3 4.968 2 0 48.67 3 4 22 0 InChI=1S/C18H12O4/c1-20-18-15(19)13-7-8-14-12(9-10-21-14)17(13)22-16(18)11-5-3-2-4-6-11/h2-10H,1H3 LKPQNZRGGNOPPU-UHFFFAOYSA-N COc1c(oc2c(c1=O)ccc1c2cco1)c1ccccc1 NPC171203 Katonic Acid (2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid CHEMBL490528 9804114 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23+,26+,27+,28-,29+,30+/m0/s1 JZFSMVXQUWRSIW-MCLQAGPZSA-N O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C)C NPC161187 Kaurenoic Acid CHEMBL489140 73062 C20H30O2 302.22 1.3222 3.44 6.629 2 1 37.3 4 4 22 1 InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1 NIKHGUQULKYIGE-OTCXFQBHSA-N C=C1C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C NPC279241 Kaurenoic Acid Methyl Ester CHEMBL485999 5742847 C21H32O2 316.24 1.5732 3.55 6.95 2 0 26.3 5 4 23 1 InChI=1S/C21H32O2/c1-14-12-21-11-8-16-19(2,17(21)7-6-15(14)13-21)9-5-10-20(16,3)18(22)23-4/h15-17H,1,5-13H2,2-4H3/t15-,16+,17+,19-,20-,21-/m1/s1 DWTRNJFPDXIFSY-YXEXTMMPSA-N COC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@@]13[C@H]2CC[C@H](C3)C(=C)C1)C NPC286608 Kavain (2R)-4-methoxy-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one CHEMBL578607 5281565 C14H14O3 230.09 0.4444 2.67 4.783 3 0 35.53 4 2 17 0 InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7+/t12-/m0/s1 XEAQIWGXBXCYFX-GUOLPTJISA-N COC1=CC(=O)O[C@H](C1)/C=C/c1ccccc1 NPC186227 Kayaflavone 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL453479 9894522 C33H24O10 580.14 -2.5435 3.99 3.859 2 3 140.98 12 6 43 0 InChI=1S/C33H24O10/c1-39-19-7-4-16(5-8-19)26-14-23(37)32-24(38)15-28(41-3)30(33(32)43-26)20-10-17(6-9-25(20)40-2)27-13-22(36)31-21(35)11-18(34)12-29(31)42-27/h4-15,34-35,38H,1-3H3 RROKRDUARFDCDH-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)OC)c1cc(ccc1OC)c1cc(=O)c2c(o1)cc(cc2O)O NPC33653 Kayeassamin A 8-butanoyl-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]chromen-2-one CHEMBL453869 25070689 C26H34O6 442.24 1.0503 3.66 4.312 3 3 104.06 18 2 32 0 InChI=1S/C26H34O6/c1-6-9-20(28)23-25(31)17(13-12-16(5)11-8-10-15(3)4)24(30)22-18(19(27)7-2)14-21(29)32-26(22)23/h10,12,14,19,27,30-31H,6-9,11,13H2,1-5H3/b16-12+/t19-/m0/s1 LVPCBEMZVHIBKU-BAILOTOSSA-N CCCC(=O)c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1oc(=O)cc2[C@H](CC)O)O NPC294432 Kayeassamin E 6-butanoyl-5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL488456 25141330 C21H26O6 374.17 -0.1819 3.11 2.919 3 3 104.06 14 2 27 0 InChI=1S/C21H26O6/c1-5-7-15(23)18-19(25)12(9-8-11(3)4)21-17(20(18)26)13(14(22)6-2)10-16(24)27-21/h8,10,14,22,25-26H,5-7,9H2,1-4H3/t14-/m0/s1 XJMZUXUWUKIMKA-AWEZNQCLSA-N CCCC(=O)c1c(O)c(CC=C(C)C)c2c(c1O)c(cc(=O)o2)[C@H](CC)O NPC474939 Kayeassamin F 5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-6-(2-methylbutanoyl)-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL489071 44546260 C22H28O6 388.19 0.0781 3.22 3.212 3 3 104.06 15 2 28 0 InChI=1S/C22H28O6/c1-6-12(5)19(25)18-20(26)13(9-8-11(3)4)22-17(21(18)27)14(15(23)7-2)10-16(24)28-22/h8,10,12,15,23,26-27H,6-7,9H2,1-5H3/t12?,15-/m0/s1 CCOHVVJBRSLHNZ-CVRLYYSRSA-N CCC(C(=O)c1c(O)c(CC=C(C)C)c2c(c1O)c(cc(=O)o2)[C@H](CC)O)C NPC96216 Kayeassamin G 5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-6-(3-methylbutanoyl)-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL489072 25141331 C22H28O6 388.19 0.6277 3.22 3.427 3 3 104.06 15 2 28 0 InChI=1S/C22H28O6/c1-6-15(23)14-10-17(25)28-22-13(8-7-11(2)3)20(26)19(21(27)18(14)22)16(24)9-12(4)5/h7,10,12,15,23,26-27H,6,8-9H2,1-5H3/t15-/m0/s1 BTFZDVPXMARYML-HNNXBMFYSA-N CC[C@@H](c1cc(=O)oc2c1c(O)c(C(=O)CC(C)C)c(c2CC=C(C)C)O)O NPC265075 Kazinol A 4-[(2S)-7-hydroxy-3,4-dihydro-2H-chromen-2-yl]-3,6-bis(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL465167 442414 C25H30O4 394.21 1.9438 3.77 5.339 0 3 69.92 12 3 29 1 InChI=1S/C25H30O4/c1-15(2)5-7-18-13-21(20(11-6-16(3)4)25(28)24(18)27)22-12-9-17-8-10-19(26)14-23(17)29-22/h5-6,8,10,13-14,22,26-28H,7,9,11-12H2,1-4H3/t22-/m0/s1 QXHVECWDOBLWPW-QFIPXVFZSA-N CC(=CCc1c(cc(c(c1O)O)CC=C(C)C)[C@@H]1CCc2c(O1)cc(cc2)O)C NPC233980 Kazinol B 6-[(2S)-7-hydroxy-3,4-dihydro-2H-chromen-2-yl]-2,2-dimethyl-7-(3-methylbut-2-enyl)chromen-8-ol CHEMBL465371 480869 C25H28O4 392.2 1.4345 3.77 4.84 0 2 58.92 9 4 29 0 InChI=1S/C25H28O4/c1-15(2)5-9-19-20(13-17-11-12-25(3,4)29-24(17)23(19)27)21-10-7-16-6-8-18(26)14-22(16)28-21/h5-6,8,11-14,21,26-27H,7,9-10H2,1-4H3/t21-/m0/s1 QSCBHDIGHKHWKC-NRFANRHFSA-N CC(=CCc1c(cc2c(c1O)OC(C=C2)(C)C)[C@@H]1CCc2c(O1)cc(cc2)O)C NPC53567 Kazinol C 5-[3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]propyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL466200 21637679 C30H40O4 464.29 3.3721 4.32 7.784 0 4 80.92 20 2 34 1 InChI=1S/C30H40O4/c1-8-30(6,7)25-16-22(26(31)18-27(25)32)11-9-10-21-17-28(33)29(34)24(15-13-20(4)5)23(21)14-12-19(2)3/h8,12-13,16-18,31-34H,1,9-11,14-15H2,2-7H3 YCJJCTRPAGXWGX-UHFFFAOYSA-N C=CC(c1cc(CCCc2cc(O)c(c(c2CC=C(C)C)CC=C(C)C)O)c(cc1O)O)(C)C NPC237667 Kazinol F 5-[3-(2,4-dihydroxyphenyl)propyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL457677 184311 C25H32O4 396.23 1.7504 3.77 5.984 0 4 80.92 16 2 29 1 InChI=1S/C25H32O4/c1-16(2)8-12-21-19(7-5-6-18-10-11-20(26)15-23(18)27)14-24(28)25(29)22(21)13-9-17(3)4/h8-11,14-15,26-29H,5-7,12-13H2,1-4H3 PNQQDEFGJPUAGZ-UHFFFAOYSA-N CC(=CCc1c(CCCc2ccc(cc2O)O)cc(c(c1CC=C(C)C)O)O)C NPC474453 Kazinol S 5-[3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]propyl]-3-[(3,3-dimethyloxiran-2-yl)methyl]-4-(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL469113 44569902 C30H40O5 480.29 1.9467 4.21 6.875 1 4 93.45 20 3 35 1 InChI=1S/C30H40O5/c1-8-29(4,5)23-14-20(24(31)17-25(23)32)11-9-10-19-15-26(33)28(34)22(16-27-30(6,7)35-27)21(19)13-12-18(2)3/h8,12,14-15,17,27,31-34H,1,9-11,13,16H2,2-7H3 YTBAFGRFSDPCBF-UHFFFAOYSA-N C=CC(c1cc(CCCc2cc(O)c(c(c2CC=C(C)C)CC2OC2(C)C)O)c(cc1O)O)(C)C NPC234952 Kazinol U 4-[(2R)-7-hydroxy-3,4-dihydro-2H-chromen-2-yl]-3-(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL1084746 46871902 C20H22O4 326.15 0.0664 3.22 3.869 0 3 69.92 8 3 24 0 InChI=1S/C20H22O4/c1-12(2)3-7-16-15(8-9-17(22)20(16)23)18-10-5-13-4-6-14(21)11-19(13)24-18/h3-4,6,8-9,11,18,21-23H,5,7,10H2,1-2H3/t18-/m1/s1 MVHAAGZZSATGDD-GOSISDBHSA-N CC(=CCc1c(ccc(c1O)O)[C@H]1CCc2c(O1)cc(cc2)O)C NPC25897 Kealiinine A 2-amino-6-methoxy-9-(4-methoxyphenyl)-3-methylbenzo[f]benzimidazol-7-ol CHEMBL488196 9997944 C20H19N3O3 349.14 -0.9311 3 3.976 3 3 77.81 7 4 26 0 InChI=1S/C20H19N3O3/c1-23-15-8-12-9-17(26-3)16(24)10-14(12)18(19(15)22-20(23)21)11-4-6-13(25-2)7-5-11/h4-10,24H,1-3H3,(H2,21,22) LWHVSHIPEZJGGL-UHFFFAOYSA-N COc1ccc(cc1)c1c2cc(O)c(cc2cc2c1[nH]c(=N)n2C)OC NPC79213 Kealiinine B 6,7-dimethoxy-4-(4-methoxyphenyl)-1-methylbenzo[f]benzimidazol-2-amine CHEMBL2441625 23248790 C21H21N3O3 363.16 -0.5226 3.11 4.495 3 2 66.81 8 4 27 0 InChI=1S/C21H21N3O3/c1-24-16-9-13-10-17(26-3)18(27-4)11-15(13)19(20(16)23-21(24)22)12-5-7-14(25-2)8-6-12/h5-11H,1-4H3,(H2,22,23) ADAJQGCVARDFOO-UHFFFAOYSA-N COc1ccc(cc1)c1c2cc(OC)c(cc2cc2c1[nH]c(=N)n2C)OC NPC474961 Kenganthranol B 1,3,8,10-tetrahydroxy-6-methyl-2,4,5-tris(3-methylbut-2-enyl)-10H-anthracen-9-one CHEMBL490326 11496609 C30H36O5 476.26 4.1188 4.21 4.962 2 4 97.99 17 3 35 0 InChI=1S/C30H36O5/c1-15(2)8-11-19-18(7)14-22(31)25-23(19)29(34)24-20(12-9-16(3)4)27(32)21(13-10-17(5)6)28(33)26(24)30(25)35/h8-10,14,29,31-34H,11-13H2,1-7H3 HAPSTBPDRQRBSO-UHFFFAOYSA-N CC(=CCc1c(O)c(CC=C(C)C)c(c2c1C(O)c1c(C2=O)c(O)cc(c1CC=C(C)C)C)O)C NPC470810 Kenganthranol C 5,7-dihydroxy-2-(2-hydroxypropan-2-yl)-11-methoxy-9-methyl-10-(3-methylbut-2-enyl)-2,11-dihydro-1H-naphtho[3,2-e][1]benzofuran-6-one CHEMBL225221 11619022 C26H30O6 438.2 1.2245 3.66 3.102 3 3 96.22 13 4 32 0 InChI=1S/C26H30O6/c1-12(2)7-8-14-13(3)9-16(27)22-20(14)25(31-6)21-15-10-19(26(4,5)30)32-18(15)11-17(28)23(21)24(22)29/h7,9,11,19,25,27-28,30H,8,10H2,1-6H3 XIQDGAKRANNCDI-UHFFFAOYSA-N COC1c2c(CC=C(C)C)c(C)cc(c2C(=O)c2c1c1CC(Oc1cc2O)C(O)(C)C)O NPC83357 Khonklonginol H (8S)-5-hydroxy-8-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one CHEMBL557097 44179862 C26H28O6 436.19 1.3793 3.66 3.323 1 2 85.22 11 4 32 0 InChI=1S/C26H28O6/c1-14(2)6-8-18-24-17(10-11-26(3,4)32-24)23(29)22-20(28)13-21(31-25(18)22)16-9-7-15(30-5)12-19(16)27/h6-7,9-12,21,27,29H,8,13H2,1-5H3/t21-/m0/s1 DODLFMXUTHHGIM-NRFANRHFSA-N COc1ccc(c(c1)O)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c1c(c2O)C=CC(O1)(C)C NPC200060 Khrinone E 7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)chromen-4-one CHEMBL1079959 6710647 C17H14O6 314.08 -1.6909 2.67 1.587 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-13-6-5-10(17(22-2)16(13)20)12-8-23-14-7-9(18)3-4-11(14)15(12)19/h3-8,18,20H,1-2H3 WDHLJEOPUWGKKG-UHFFFAOYSA-N COc1c(O)c(OC)ccc1c1coc2c(c1=O)ccc(c2)O NPC147524 Khusimol CHEMBL511334 167519 C15H24O 220.18 1.0149 3 4.468 1 1 20.23 4 3 16 0 InChI=1S/C15H24O/c1-10-13-5-4-12(9-16)15(13)7-6-11(8-15)14(10,2)3/h11-13,16H,1,4-9H2,2-3H3/t11-,12-,13-,15+/m1/s1 OOYRHNIVDZZGQV-BHPKHCPMSA-N OC[C@H]1CC[C@H]2[C@@]31CC[C@H](C3)C(C2=C)(C)C NPC50511 Kinetin N-(furan-2-ylmethyl)-7H-purin-6-amine CHEMBL228792 3830 C10H9N5O 215.08 -0.9833 1.9 0.608 5 2 79.63 3 3 16 0 InChI=1S/C10H9N5O/c1-2-7(16-3-1)4-11-9-8-10(13-5-12-8)15-6-14-9/h1-3,5-6H,4H2,(H2,11,12,13,14,15) QANMHLXAZMSUEX-UHFFFAOYSA-N c1coc(c1)CNc1nc[nH]c2c1ncn2 NPC109925 Klugine (1S)-1-[[(2R,3R,11bS)-3-ethyl-9-hydroxy-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-3,4-dihydro-2H-isoquinoline-1,6-diol CHEMBL486004 10457340 C27H36N2O5 468.26 -1.7138 3.66 2.545 3 4 94.42 11 5 34 0 InChI=1S/C27H36N2O5/c1-4-16-15-29-8-6-17-10-23(30)25(33-2)12-20(17)22(29)9-19(16)14-27(32)21-13-26(34-3)24(31)11-18(21)5-7-28-27/h10-13,16,19,22,28,30-32H,4-9,14-15H2,1-3H3/t16-,19+,22-,27-/m0/s1 IIFHKWNCTVOSKL-OKGGWNPJSA-N CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@@]1(O)NCCc2c1cc(OC)c(c2)O)cc(c(c3)O)OC NPC226656 Knipholone 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthracene-9,10-dione CHEMBL514883 442753 C24H18O8 434.1 -2.0325 3.22 1.152 3 4 141.36 10 4 32 0 InChI=1S/C24H18O8/c1-9-7-13(27)20-21(22(29)11-5-4-6-12(26)18(11)24(20)31)16(9)19-14(28)8-15(32-3)17(10(2)25)23(19)30/h4-8,26-28,30H,1-3H3 DUENHQWYLVQDQK-UHFFFAOYSA-N COc1cc(O)c(c(c1C(=O)C)O)c1c(C)cc(c2c1C(=O)c1cccc(c1C2=O)O)O NPC162484 Koenimbine 8-methoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole CHEMBL2323768 97487 C19H19NO2 293.14 1.0776 3.22 3.761 1 1 34.25 5 4 22 0 InChI=1S/C19H19NO2/c1-11-9-15-14-10-12(21-4)5-6-16(14)20-17(15)13-7-8-19(2,3)22-18(11)13/h5-10,20H,1-4H3 OSERHKINMDLESD-UHFFFAOYSA-N COc1ccc2c(c1)c1cc(C)c3c(c1[nH]2)C=CC(O3)(C)C NPC128823 Koenoline (1-methoxy-9H-carbazol-3-yl)methanol CHEMBL503498 375152 C14H13NO2 227.09 -0.9209 2.67 2.403 2 2 45.25 4 3 17 0 InChI=1S/C14H13NO2/c1-17-13-7-9(8-16)6-11-10-4-2-3-5-12(10)15-14(11)13/h2-7,15-16H,8H2,1H3 KNKVHLASDDREQS-UHFFFAOYSA-N COc1cc(CO)cc2c1[nH]c1c2cccc1 NPC260385 Koetjapic Acid (3S,4aR,6aR,7S,8S,10aR,10bS,12aS)-7-(2-carboxyethyl)-3,7,10a,10b,12a-pentamethyl-8-prop-1-en-2-yl-2,4,4a,6,6a,8,9,10,11,12-decahydro-1H-chrysene-3-carboxylic acid CHEMBL495066 15513441 C30H46O4 470.34 2.9632 4.32 9.172 4 2 74.6 13 4 34 1 InChI=1S/C30H46O4/c1-19(2)20-10-13-30(7)23(28(20,5)12-11-24(31)32)9-8-21-22-18-27(4,25(33)34)15-14-26(22,3)16-17-29(21,30)6/h8,20,22-23H,1,9-18H2,2-7H3,(H,31,32)(H,33,34)/t20-,22-,23+,26+,27-,28-,29+,30+/m0/s1 ASOUKQDZWGOCBR-ICSARBIRSA-N OC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC=C1[C@@]2(C)CC[C@@]2([C@H]1C[C@](C)(CC2)C(=O)O)C)C)C(=C)C NPC116366 Kojic Acid 5-hydroxy-2-(hydroxymethyl)pyran-4-one CHEMBL287556 3840 C6H6O4 142.03 -1.5686 1.68 -0.13 4 2 66.76 3 1 10 0 InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2 BEJNERDRQOWKJM-UHFFFAOYSA-N OCc1occ(c(=O)c1)O NPC217176 Kokusaginine 4,6,7-trimethoxyfuro[2,3-b]quinoline CHEMBL278779 10227 C14H13NO4 259.08 -0.3095 2.45 1.624 1 0 53.72 6 3 19 0 InChI=1S/C14H13NO4/c1-16-11-6-9-10(7-12(11)17-2)15-14-8(4-5-19-14)13(9)18-3/h4-7H,1-3H3 JBRXRVFXQIKPEA-UHFFFAOYSA-N COc1cc2c(cc1OC)nc1c(c2OC)cco1 NPC146418 Koniamborine 7-methoxy-5-methylpyrano[3,2-b]indol-4-one CHEMBL486605 11345225 C13H11NO3 229.07 -0.5141 2.45 1.733 2 0 40.46 3 3 17 0 InChI=1S/C13H11NO3/c1-14-10-7-8(16-2)3-4-9(10)13-12(14)11(15)5-6-17-13/h3-7H,1-2H3 MHWZBYSZMPRYHU-UHFFFAOYSA-N COc1ccc2c(c1)n(C)c1c2occc1=O NPC195763 Koparin 3-(2,3-dihydroxy-4-methoxyphenyl)-7-hydroxychromen-4-one CHEMBL1354502 5318834 C16H12O6 300.06 -2.0994 2.56 1.497 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-12-5-4-9(15(19)16(12)20)11-7-22-13-6-8(17)2-3-10(13)14(11)18/h2-7,17,19-20H,1H3 SMOFGXHPWCTYQD-UHFFFAOYSA-N COc1ccc(c(c1O)O)c1coc2c(c1=O)ccc(c2)O NPC8062 Kravanhin B (3aS,3bS,5aS,9aS,9bR)-3b,6,6,9a-tetramethyl-5,5a,7,8,9,9b,10,11-octahydro-3aH-naphtho[1,2-g][1]benzofuran-2,4-dione CHEMBL2333381 71578893 C20H28O3 316.2 1.1466 3.33 4.64 3 0 43.37 4 4 23 0 InChI=1S/C20H28O3/c1-18(2)8-5-9-19(3)13-7-6-12-10-16(22)23-17(12)20(13,4)15(21)11-14(18)19/h10,13-14,17H,5-9,11H2,1-4H3/t13-,14+,17+,19-,20-/m1/s1 XLVNIBKSCAQVMP-ZHFSRMOBSA-N O=C1C=C2[C@H](O1)[C@@]1(C)C(=O)C[C@@H]3[C@]([C@H]1CC2)(C)CCCC3(C)C NPC110067 Kuhlmannin 6-hydroxy-7,8-dimethoxy-4-phenylchromen-2-one CHEMBL1568181 4412068 C17H14O5 298.08 -0.4895 2.78 3.874 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-16-13(18)8-12-11(10-6-4-3-5-7-10)9-14(19)22-15(12)17(16)21-2/h3-9,18H,1-2H3 ABUBCBFUQXIEAU-UHFFFAOYSA-N COc1c(OC)c(O)cc2c1oc(=O)cc2c1ccccc1 NPC271808 Kukoamine A 3-(3,4-dihydroxyphenyl)-N-[3-[4-[3-[3-(3,4-dihydroxyphenyl)propanoylamino]propylamino]butylamino]propyl]propanamide CHEMBL79129 5318865 C28H42N4O6 530.31 -4.1816 3.44 2.638 6 8 170.16 25 2 38 2 InChI=1S/C28H42N4O6/c33-23-9-5-21(19-25(23)35)7-11-27(37)31-17-3-15-29-13-1-2-14-30-16-4-18-32-28(38)12-8-22-6-10-24(34)26(36)20-22/h5-6,9-10,19-20,29-30,33-36H,1-4,7-8,11-18H2,(H,31,37)(H,32,38) IOLDDENZPBFBHV-UHFFFAOYSA-N OC(=NCCCNCCCCNCCCN=C(CCc1ccc(c(c1)O)O)O)CCc1ccc(c(c1)O)O NPC56049 Kumanon H 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one CHEMBL506234 5281668 C45H44O11 760.29 0.1416 5.2 5.529 2 8 205.21 22 6 56 2 InChI=1S/C45H44O11/c1-21(2)6-10-27-33(48)15-14-29(41(27)53)42(54)38-31(26-12-8-24(46)18-34(26)49)16-23(5)17-32(38)39-36(51)20-37(52)40-43(55)30(11-7-22(3)4)44(56-45(39)40)28-13-9-25(47)19-35(28)50/h6-9,12-15,17-20,31-32,38,46-53H,10-11,16H2,1-5H3/t31-,32-,38-/m0/s1 DKBPTKFKCCNXNH-QXGWMLRCSA-N CC(=CCc1c(O)ccc(c1O)C(=O)[C@H]1[C@@H](CC(=C[C@@H]1c1c(O)cc(c2c1oc(c1ccc(cc1O)O)c(c2=O)CC=C(C)C)O)C)c1ccc(cc1O)O)C NPC146679 Kumatakenin 5-hydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxychromen-4-one CHEMBL349724 5318869 C17H14O6 314.08 -1.8679 2.67 2.326 2 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-11-7-12(19)14-13(8-11)23-16(17(22-2)15(14)20)9-3-5-10(18)6-4-9/h3-8,18-19H,1-2H3 BJBUTJQYZDYRMJ-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)cc(c2)OC)c1ccc(cc1)O NPC153979 Kuraidin (E)-1-[2,4-dihydroxy-6-methoxy-3-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL243362 44428631 C26H30O6 438.2 0.9919 3.66 4.523 1 4 107.22 17 2 32 0 InChI=1S/C26H30O6/c1-15(2)6-7-18(16(3)4)12-20-23(30)14-24(32-5)25(26(20)31)21(28)11-9-17-8-10-19(27)13-22(17)29/h6,8-11,13-14,18,27,29-31H,3,7,12H2,1-2,4-5H3/b11-9+/t18-/m1/s1 PIAPWPAWQGDOMN-SXAWMYDMSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1O)O)O)C[C@H](C(=C)C)CC=C(C)C NPC127059 Kurarinol (2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-2,3-dihydrochromen-4-one CHEMBL455667 44563198 C26H32O7 456.21 -0.0522 3.55 2.722 2 4 116.45 16 3 33 0 InChI=1S/C26H32O7/c1-14(2)15(8-9-26(3,4)31)10-18-20(29)12-23(32-5)24-21(30)13-22(33-25(18)24)17-7-6-16(27)11-19(17)28/h6-7,11-12,15,22,27-29,31H,1,8-10,13H2,2-5H3/t15-,22+/m1/s1 XMUPAAIHKAIUSU-QRQCRPRQSA-N COc1cc(O)c(c2c1C(=O)C[C@H](O2)c1ccc(cc1O)O)C[C@H](C(=C)C)CCC(O)(C)C NPC77794 Kurarinone (2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one CHEMBL243796 10812923 C26H30O6 438.2 0.9214 3.66 3.83 1 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-21(29)12-24(31-5)25-22(30)13-23(32-26(19)25)18-9-8-17(27)11-20(18)28/h6,8-9,11-12,16,23,27-29H,3,7,10,13H2,1-2,4-5H3/t16?,23-/m0/s1 LTTQKYMNTNISSZ-KESSSICBSA-N COc1cc(O)c(c2c1C(=O)C[C@H](O2)c1ccc(cc1O)O)CC(C(=C)C)CC=C(C)C NPC168579 Kuromanin (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL257839 441667 C21H20O11 450.12 -4.0484 2.56 -0.795 6 9 180.3 12 4 32 1 InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1 RKWHWFONKJEUEF-GQUPQBGVSA-O OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC81697 Kushenol A (2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL455679 44563121 C25H28O5 408.19 0.9732 3.66 4.485 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)9-10-16(15(3)4)11-18-20(27)12-21(28)24-22(29)13-23(30-25(18)24)17-7-5-6-8-19(17)26/h5-9,12,16,23,26-28H,3,10-11,13H2,1-2,4H3/t16-,23+/m1/s1 OGBMVWVBHWHRGD-MWTRTKDXSA-N CC(=CC[C@@H](C(=C)C)Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1O)O)C NPC285630 Kushenol P (2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-(5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl)-2,3-dihydrochromen-4-one CHEMBL519277 10742453 C26H32O7 456.21 -0.0522 3.55 2.722 2 4 116.45 16 3 33 0 InChI=1S/C26H32O7/c1-14(2)15(8-9-26(3,4)31)10-18-19(28)12-20(29)24-21(30)13-23(33-25(18)24)17-7-6-16(27)11-22(17)32-5/h6-7,11-12,15,23,27-29,31H,1,8-10,13H2,2-5H3/t15?,23-/m0/s1 XOPDZJVJVVORSL-GMTBNIFVSA-N COc1cc(O)ccc1[C@@H]1CC(=O)c2c(O1)c(CC(C(=C)C)CCC(O)(C)C)c(cc2O)O NPC131568 Kushenol T (2S)-5,7-dihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL509486 44563122 C25H30O6 426.2 -4.00E-04 3.55 3.377 2 4 107.22 14 3 31 0 InChI=1S/C25H30O6/c1-14(2)15(9-10-25(3,4)30)11-17-19(27)12-20(28)23-21(29)13-22(31-24(17)23)16-7-5-6-8-18(16)26/h5-8,12,15,22,26-28,30H,1,9-11,13H2,2-4H3/t15-,22+/m1/s1 PMFICSJNAUBMIQ-QRQCRPRQSA-N CC(=C)[C@@H](Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1O)O)CCC(O)(C)C NPC96565 Kuwanon C 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)chromen-4-one CHEMBL518543 5481958 C25H26O6 422.17 1.3211 3.55 3.697 1 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-8-17-20(28)12-21(29)22-23(30)18(9-6-14(3)4)24(31-25(17)22)16-10-7-15(26)11-19(16)27/h5-7,10-12,26-29H,8-9H2,1-4H3 UWQYBLOHTQWSQD-UHFFFAOYSA-N CC(=CCc1c(oc2c(c1=O)c(O)cc(c2CC=C(C)C)O)c1ccc(cc1O)O)C NPC96408 Kuwanon E 2-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL1096939 10342292 C25H28O6 424.19 0.8349 3.55 3.226 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-16-9-18(20(28)12-19(16)27)23-13-22(30)25-21(29)10-17(26)11-24(25)31-23/h5,7,9-12,23,26-29H,4,6,8,13H2,1-3H3/b15-7+ GJFHZVPRFLHEBR-VIZOYTHASA-N C/C(=C\Cc1cc(c(cc1O)O)C1CC(=O)c2c(O1)cc(cc2O)O)/CCC=C(C)C NPC110882 Kuwanon J (E)-1-[3-[(1S,5S,6R)-6-[3,5-dihydroxy-4-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL570475 45485201 C40H38O10 678.25 -1.046 4.76 4.463 2 8 195.98 20 5 50 1 InChI=1S/C40H38O10/c1-20(2)4-9-27-34(46)16-23(17-35(27)47)39(49)37-29(26-10-8-25(42)19-36(26)48)14-21(3)15-30(37)38-32(44)13-11-28(40(38)50)31(43)12-6-22-5-7-24(41)18-33(22)45/h4-8,10-13,15-19,29-30,37,41-42,44-48,50H,9,14H2,1-3H3/b12-6+/t29-,30+,37-/m1/s1 BDUDECZOBBDZCJ-CQZGAYFHSA-N CC(=CCc1c(O)cc(cc1O)C(=O)[C@H]1[C@H](C=C(C[C@@H]1c1ccc(cc1O)O)C)c1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1O)O)C NPC105584 Kuwanon L (2S)-2-[3-[(1S,5R,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL377937 184877 C35H30O11 626.18 -3.4542 4.1 1.766 2 8 205.21 14 6 46 1 InChI=1S/C35H30O11/c1-15-8-22(19-4-2-16(36)10-25(19)40)31(34(44)20-5-3-17(37)11-26(20)41)23(9-15)32-24(39)7-6-21(35(32)45)29-14-28(43)33-27(42)12-18(38)13-30(33)46-29/h2-7,9-13,22-23,29,31,36-42,45H,8,14H2,1H3/t22-,23-,29-,31-/m0/s1 ZEZOBFSLMMTYFF-HQSFFLIMSA-N Oc1ccc(c(c1)O)[C@@H]1CC(=C[C@@H]([C@H]1C(=O)c1ccc(cc1O)O)c1c(O)ccc(c1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC85393 Kuwanon V (E)-1-[3-[(1S,5S,6R)-6-[3,5-dihydroxy-4-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL570609 45485203 C40H38O8 646.26 -0.1254 4.98 6.811 2 6 155.52 18 5 48 2 InChI=1S/C40H38O8/c1-22(2)4-14-29-35(45)20-26(21-36(29)46)39(47)37-31(25-8-12-28(42)13-9-25)18-23(3)19-32(37)38-34(44)17-15-30(40(38)48)33(43)16-7-24-5-10-27(41)11-6-24/h4-13,15-17,19-21,31-32,37,41-42,44-46,48H,14,18H2,1-3H3/b16-7+/t31-,32+,37-/m1/s1 MYKDNKGHXHALEF-SJIVMEQQSA-N CC(=CCc1c(O)cc(cc1O)C(=O)[C@H]1[C@H](C=C(C[C@@H]1c1ccc(cc1)O)C)c1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)C NPC58827 Kynurenine 2-amino-4-(2-aminophenyl)-4-oxobutanoic acid CHEMBL1377927 846;25245862 C10H12N2O3 208.08 -2.1257 2.01 -1.719 5 3 106.41 7 1 15 0 InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15) YGPSJZOEDVAXAB-UHFFFAOYSA-N OC(=O)C(CC(=O)c1ccccc1N)N NPC69669 L-1-Deoxynojirimycin (2S,3S,4S,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol CHEMBL369297 44387838 C6H13NO4 163.08 -2.44 1.57 -0.929 5 5 92.95 5 1 11 0 InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m0/s1 LXBIFEVIBLOUGU-FSIIMWSLSA-N OC[C@@H]1NC[C@H]([C@@H]([C@H]1O)O)O NPC75179 L-754394 (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(furo[2,3-b]pyridin-5-ylmethyl)piperazine-2-carboxamide CHEMBL2062137 5481990 C38H47N5O5 653.36 -0.0458 4.54 6.855 9 4 138.15 19 6 48 2 InChI=1S/C38H47N5O5/c1-38(2,3)41-36(47)32-24-42(22-26-18-28-13-16-48-37(28)39-21-26)14-15-43(32)23-30(44)19-29(17-25-9-5-4-6-10-25)35(46)40-34-31-12-8-7-11-27(31)20-33(34)45/h4-13,16,18,21,29-30,32-34,44-45H,14-15,17,19-20,22-24H2,1-3H3,(H,40,46)(H,41,47)/t29-,30+,32+,33-,34+/m1/s1 UBUFVRJUGFJQSI-PPJSLLJVSA-N O[C@@H](C[C@H](C(=N[C@@H]1[C@H](O)Cc2c1cccc2)O)Cc1ccccc1)CN1CCN(C[C@H]1C(=NC(C)(C)C)O)Cc1cnc2c(c1)cco2 NPC169275 Labda-8(17),12-Diene-15,16-Dial (2E)-2-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]butanedial CHEMBL112830 11077520 C20H30O2 302.22 1.5759 3.44 6.642 2 0 34.14 8 2 22 1 InChI=1S/C20H30O2/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16(14-22)10-13-21/h7,13-14,17-18H,1,5-6,8-12H2,2-4H3/b16-7+/t17-,18-,20+/m0/s1 TZCSIFOYBLPUIF-OQONWLFBSA-N O=CC/C(=C\C[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C)/C=O NPC135438 Labdanediol (1R,2R,4aS,8aS)-1-[(3S)-5-hydroxy-3-methylpentyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol CHEMBL1172098 11130717 C20H38O2 310.29 0.9714 3.44 6.596 2 2 40.46 12 2 22 1 InChI=1S/C20H38O2/c1-15(10-14-21)7-8-17-19(4)12-6-11-18(2,3)16(19)9-13-20(17,5)22/h15-17,21-22H,6-14H2,1-5H3/t15-,16-,17+,19-,20+/m0/s1 MCHQEVJMCLOQAZ-VBYALHQYSA-N OCC[C@H](CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)C NPC41542 Labdanic Acid Methyl Ester methyl (3S)-5-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanoate CHEMBL1171377 7057547 C21H38O3 338.28 1.7541 3.44 6.808 3 1 46.53 13 2 24 1 InChI=1S/C21H38O3/c1-15(14-18(22)24-6)8-9-17-20(4)12-7-11-19(2,3)16(20)10-13-21(17,5)23/h15-17,23H,7-14H2,1-6H3/t15-,16-,17+,20-,21+/m0/s1 GOECIRGMYVJNBS-CFPPRVJZSA-N COC(=O)C[C@H](CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)C NPC273683 Lacinilene C (1R)-1,7-dihydroxy-1,6-dimethyl-4-propan-2-ylnaphthalen-2-one CHEMBL254803 170551 C15H18O3 246.13 0.3506 2.78 2.163 2 2 57.53 7 2 18 0 InChI=1S/C15H18O3/c1-8(2)10-6-14(17)15(4,18)12-7-13(16)9(3)5-11(10)12/h5-8,16,18H,1-4H3/t15-/m1/s1 JLCJSBOHWRDWQW-OAHLLOKOSA-N CC(C1=CC(=O)[C@](c2c1cc(C)c(c2)O)(C)O)C NPC312560 Lacinilene C Methyl Ether (1R)-1-hydroxy-7-methoxy-1,6-dimethyl-4-propan-2-ylnaphthalen-2-one CHEMBL2206801 108125 C16H20O3 260.14 0.7591 2.89 2.682 2 1 46.53 8 2 19 0 InChI=1S/C16H20O3/c1-9(2)11-7-15(17)16(4,18)13-8-14(19-5)10(3)6-12(11)13/h6-9,18H,1-5H3/t16-/m1/s1 VMEKKHYIQYOLHA-MRXNPFEDSA-N COc1cc2c(cc1C)C(=CC(=O)[C@]2(C)O)C(C)C NPC212664 Lactarorufin A (5S,5aS,8aR,9S)-5,9-dihydroxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one CHEMBL1224063 10869217 C15H22O4 266.15 0.4463 2.67 1.424 4 2 66.76 5 3 19 0 InChI=1S/C15H22O4/c1-14(2)4-9-11(6-14)15(3,18)5-8-10(12(9)16)7-19-13(8)17/h9,11-12,16,18H,4-7H2,1-3H3/t9-,11+,12+,15+/m1/s1 UUZWMJQAEYBHAO-ZFVXVEAMSA-N O[C@@H]1C2=C(C[C@]([C@@H]3[C@H]1CC(C3)(C)C)(C)O)C(=O)OC2 NPC76217 Lactic Acid 2-hydroxypropanoic acid CHEMBL1200559 612;19789253 C3H6O3 90.03 -0.8059 1.46 -0.591 3 2 57.53 4 0 6 0 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6) JVTAAEKCZFNVCJ-UHFFFAOYSA-N OC(=O)C(O)C NPC58629 Lactose, Anhydrous (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol CHEMBL417016 6134 C12H22O11 342.12 -4.2603 1.57 -3.663 11 8 189.53 12 2 23 2 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1 GUBGYTABKSRVRQ-DCSYEGIMSA-N OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)O NPC57030 Ladanein 5,6-dihydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL209257 3084066 C17H14O6 314.08 -1.5278 2.67 2.071 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)12-7-11(18)15-13(23-12)8-14(22-2)16(19)17(15)20/h3-8,19-20H,1-2H3 UUQJTIHOVGMQIH-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)O)OC NPC172807 Ladanetin-6-O-Beta-(6''-O-Acetyl)Glucoside [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]oxyoxan-2-yl]methyl acetate CHEMBL1271925 50898536 C24H24O12 504.13 -3.3041 2.78 0.326 7 5 181.44 14 4 36 0 InChI=1S/C24H24O12/c1-10(25)33-9-17-19(28)21(30)22(31)24(35-17)36-23-16(32-2)8-15-18(20(23)29)13(27)7-14(34-15)11-3-5-12(26)6-4-11/h3-8,17,19,21-22,24,26,28-31H,9H2,1-2H3/t17-,19-,21+,22-,24+/m1/s1 JIFPVGMUAPCSFJ-NZXWXYQFSA-N COc1cc2oc(cc(=O)c2c(c1O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O)c1ccc(cc1)O NPC228411 Laherradurin (4R,5S)-4-hydroxy-3-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-5-methyloxolan-2-one CHEMBL160640 44374350 C37H68O7 624.5 -8.8819 4.76 10.483 7 3 105.45 30 3 44 2 InChI=1S/C37H68O7/c1-3-4-5-6-7-13-16-19-22-30(38)32-24-26-34(43-32)35-27-25-33(44-35)31(39)23-20-17-14-11-9-8-10-12-15-18-21-29-36(40)28(2)42-37(29)41/h28-36,38-40H,3-27H2,1-2H3/t28-,29?,30-,31+,32+,33+,34+,35+,36-/m0/s1 FTTBSOBXDJECAA-SLOXALGKSA-N CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1C(=O)O[C@H]([C@@H]1O)C)O)O NPC74575 Lakshminine CHEMBL1651052 11097799 C17H12N2O2 276.09 -1.0655 2.89 2.548 3 1 65.21 3 4 21 0 InChI=1S/C17H12N2O2/c1-21-12-8-9-6-7-19-16-10-4-2-3-5-11(10)17(20)14(13(9)16)15(12)18/h2-8H,18H2,1H3 IHHZBGNIAYEFQG-UHFFFAOYSA-N COc1cc2ccnc3c2c(c1N)C(=O)c1c3cccc1 NPC272614 L-Alanine (2S)-2-aminopropanoic acid CHEMBL279597 5950;7311724 C3H7NO2 89.05 -1.0955 1.46 -2.824 3 2 63.32 4 0 6 0 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 QNAYBMKLOCPYGJ-REOHCLBHSA-N C[C@@H](C(=O)O)N NPC469972 Lamivudine 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one CHEMBL141 60825 C8H11N3O3S 229.05 -0.5821 1.57 0.493 6 3 114.44 4 2 15 0 InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1 JTEGQNOMFQHVDC-NKWVEPMBSA-N Oc1nc(=N)ccn1[C@@H]1CS[C@@H](O1)CO NPC34089 Lanaroflavone 8-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL2172395 11272651 C30H18O10 538.09 -3.4628 3.66 3.189 2 5 162.98 9 6 40 0 InChI=1S/C30H18O10/c31-16-5-1-14(2-6-16)25-13-22(36)28-20(34)11-23(37)29(30(28)40-25)38-18-7-3-15(4-8-18)24-12-21(35)27-19(33)9-17(32)10-26(27)39-24/h1-13,31-34,37H DLWAHHFLQNUOIA-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(Oc1ccc(cc1)c1cc(=O)c3c(o1)cc(cc3O)O)c(cc2O)O NPC117445 Lanatoside C [(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4S,6R)-6-[[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate CHEMBL506569 656630 C49H76O20 984.49 -5.046 4.65 1.377 20 8 288.28 26 9 69 3 InChI=1S/C49H76O20/c1-21-43(67-38-17-32(53)44(22(2)62-38)68-39-18-33(64-24(4)51)45(23(3)63-39)69-46-42(58)41(57)40(56)34(19-50)66-46)31(52)16-37(61-21)65-27-9-11-47(5)26(14-27)7-8-29-30(47)15-35(54)48(6)28(10-12-49(29,48)59)25-13-36(55)60-20-25/h13,21-23,26-35,37-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29-,30+,31+,32+,33+,34-,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48+,49+/m1/s1 JAYAGJDXJIDEKI-PTGWOZRBSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2OC(=O)C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC471416 Lancerin 1,3,7-trihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one CHEMBL2436932 73346479 C19H18O11 422.08 -4.006 2.34 -1.457 6 7 186.37 10 4 30 1 InChI=1S/C19H18O11/c20-5-11-14(25)15(26)16(27)19(29-11)30-17-9(23)4-8(22)12-13(24)7-3-6(21)1-2-10(7)28-18(12)17/h1-4,11,14-16,19-23,25-27H,5H2/t11-,14-,15+,16-,19+/m0/s1 LHOFSAMRRKVGMM-GKYWSENQSA-N OC[C@@H]1O[C@H](Oc2c(O)cc(c3c2oc2ccc(cc2c3=O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC40918 Lantadene A (4R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid CHEMBL510691 6436598 C35H52O5 552.38 3.8493 4.76 8.73 5 1 80.67 14 5 40 1 InChI=1S/C35H52O5/c1-10-21(2)28(37)40-27-20-30(3,4)19-23-22-11-12-25-32(7)15-14-26(36)31(5,6)24(32)13-16-34(25,9)33(22,8)17-18-35(23,27)29(38)39/h10-11,23-25,27H,12-20H2,1-9H3,(H,38,39)/b21-10-/t23-,24-,25+,27+,32-,33+,34+,35-/m0/s1 KCLIRHUTOPOHKJ-LSZVMECJSA-N C/C=C(\C(=O)O[C@@H]1CC(C)(C)C[C@@H]2[C@]1(CC[C@@]1(C2=CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCC(=O)C1(C)C)C)C(=O)O)/C NPC274443 Lapachol CHEMBL15193 NA C15H14O3 242.09 1.0589 2.78 3.931 3 1 54.37 5 2 18 0 InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3 CIEYTVIYYGTCCI-UHFFFAOYSA-N CC(=CCC1=C(O)C(=O)c2c(C1=O)cccc2)C NPC257582 Lariciresinol 4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol CHEMBL518421 332427 C20H24O6 360.16 -1.9568 3 1.696 2 3 88.38 11 3 26 0 InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1 MHXCIKYXNYCMHY-AUSJPIAWSA-N OC[C@H]1[C@H](CO[C@@H]1c1ccc(c(c1)OC)O)Cc1ccc(c(c1)OC)O NPC67650 Lasiodiplodin (9S)-15-hydroxy-13-methoxy-9-methyl-10-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-11-one CHEMBL393258 14562696 C17H24O4 292.17 -2.2679 2.89 5.001 2 1 55.76 4 2 21 1 InChI=1S/C17H24O4/c1-12-8-6-4-3-5-7-9-13-10-14(18)11-15(20-2)16(13)17(19)21-12/h10-12,18H,3-9H2,1-2H3/t12-/m0/s1 OKWRDLQBKAOJNC-LBPRGKRZSA-N COc1cc(O)cc2c1C(=O)O[C@@H](C)CCCCCCC2 NPC471093 Lasiokaurin CHEMBL2368597 73348360 C22H30O7 406.2 -1.5954 3.11 0.988 7 3 113.29 8 3 29 0 InChI=1S/C22H30O7/c1-10-12-5-6-13-20-9-28-22(27,21(13,16(10)24)17(12)25)18(26)15(20)19(3,4)8-7-14(20)29-11(2)23/h12-15,17-18,25-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,17+,18-,20+,21-,22-/m0/s1 DJQLJZNVICMJRV-VPKUEDJQSA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@@]([C@H]2O)([C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=O)O)(C)C NPC470172 Lasiokaurinin CHEMBL1802179 56673384 C23H34O8 438.23 -2.2922 3.11 0.56 8 3 122.52 11 3 31 0 InChI=1S/C23H34O8/c1-11(24)31-15-7-8-20(2,3)16-19(27)23(28)22-14(21(15,16)10-30-23)6-5-12(17(22)25)13(9-29-4)18(22)26/h12-17,19,25,27-28H,5-10H2,1-4H3/t12-,13+,14-,15-,16+,17+,19-,21+,22+,23+/m0/s1 LKQZANFJJKHPQL-RJGQTVETSA-N COC[C@@H]1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@]1(O)OC[C@@]23[C@H](CCC([C@H]2[C@@H]1O)(C)C)OC(=O)C NPC328750 Laudanosine 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline CHEMBL1407 15548 C21H27NO4 357.19 0.1875 3.22 3.069 1 0 40.16 11 3 26 0 InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3 KGPAYJZAMGEDIQ-UHFFFAOYSA-N COc1cc(ccc1OC)CC1N(C)CCc2c1cc(OC)c(c2)OC NPC69712 Laurotetanine (6aS)-1,2,10-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol CHEMBL464098 31415 C19H21NO4 327.15 -0.7569 3 1.479 1 2 59.95 7 4 24 0 InChI=1S/C19H21NO4/c1-22-15-9-12-11(7-14(15)21)6-13-17-10(4-5-20-13)8-16(23-2)19(24-3)18(12)17/h7-9,13,20-21H,4-6H2,1-3H3/t13-/m0/s1 GVVXPMORGFYVOO-ZDUSSCGKSA-N COc1c(OC)cc2c3c1c1cc(OC)c(cc1C[C@@H]3NCC2)O NPC247325 Lawsaritol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL202496 14890646 C29H50O 414.39 1.4932 4.54 11.861 1 1 20.23 13 4 30 1 InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,23-27,30H,7-17H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 BBTIMXAYZRWPNG-VJSFXXLFSA-N CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=C[C@H](CC[C@]12C)O)C NPC156021 Lawsone CHEMBL240963 NA C10H6O3 174.03 -0.7296 2.23 2.308 3 1 54.37 1 2 13 0 InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H CSFWPUWCSPOLJW-UHFFFAOYSA-N O=C1C=C(O)C(=O)c2c1cccc2 NPC165616 Laxiflorin P CHEMBL2088263 60154784 C20H26O5 346.18 -0.4816 3.11 0.644 5 1 80.67 5 2 25 0 InChI=1S/C20H26O5/c1-10(8-21)11-4-5-13-12(6-11)16(23)17(24)18-19(2,3)15-7-14(22)20(13,18)9-25-15/h8,11-13,15,17-18,24H,1,4-7,9H2,2-3H3/t11-,12-,13-,15-,17-,18-,20-/m1/s1 VAXMIGRMYUFPSH-SWWOWSJHSA-N O=CC(=C)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]32CO[C@H](CC3=O)C1(C)C)O NPC277669 L-Coclaurine (1S)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol CHEMBL446211 160487 C17H19NO3 285.14 -1.1136 2.89 2.236 1 3 61.72 6 3 21 0 InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1 LVVKXRQZSRUVPY-HNNXBMFYSA-N COc1cc2CCN[C@H](c2cc1O)Cc1ccc(cc1)O NPC107177 Leachianone A (2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL453642 44593449 C26H30O6 438.2 0.9214 3.66 3.83 1 3 96.22 14 3 32 0 InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-20(28)12-21(29)25-22(30)13-24(32-26(19)25)18-9-8-17(27)11-23(18)31-5/h6,8-9,11-12,16,24,27-29H,3,7,10,13H2,1-2,4-5H3/t16-,24+/m1/s1 YLTPWCZXKJSORQ-GYCJOSAFSA-N COc1cc(O)ccc1[C@@H]1CC(=O)c2c(O1)c(C[C@H](C(=C)C)CC=C(C)C)c(cc2O)O NPC99428 Lecanindole B CHEMBL1087512 44605898 C23H29NO2 351.22 0.6527 3.66 3.952 3 2 53.09 5 5 26 0 InChI=1S/C23H29NO2/c1-20(2)18(25)10-11-21(3)22(4)14(9-12-23(20,21)26)13-16-15-7-5-6-8-17(15)24-19(16)22/h5-8,14,24,26H,9-13H2,1-4H3/t14-,21+,22+,23+/m0/s1 JQTRPSHLFTZYHC-SESVXGAZSA-N O=C1CC[C@]2([C@@](C1(C)C)(O)CC[C@@H]1[C@]2(C)c2[nH]c3c(c2C1)cccc3)C NPC302191 Lecanindole D CHEMBL1076438 44605900 C23H31NO2 353.24 0.083 3.66 4.559 3 3 56.25 6 5 26 0 InChI=1S/C23H31NO2/c1-20(2)18(25)10-11-21(3)22(4)14(9-12-23(20,21)26)13-16-15-7-5-6-8-17(15)24-19(16)22/h5-8,14,18,24-26H,9-13H2,1-4H3/t14-,18+,21+,22+,23+/m0/s1 QJRNEHJGTLWRJJ-BVYMYZFFSA-N O[C@@H]1CC[C@]2([C@@](C1(C)C)(O)CC[C@@H]1[C@]2(C)c2[nH]c3c(c2C1)cccc3)C NPC105648 Lecanoric Acid 4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoic acid CHEMBL1451874 99613 C16H14O7 318.07 -0.4278 2.45 3.092 3 4 124.29 10 2 23 0 InChI=1S/C16H14O7/c1-7-3-9(17)5-11(18)14(7)16(22)23-10-4-8(2)13(15(20)21)12(19)6-10/h3-6,17-19H,1-2H3,(H,20,21) HEMSJKZDHNSSEW-UHFFFAOYSA-N Oc1cc(C)c(c(c1)O)C(=O)Oc1cc(C)c(c(c1)O)C(=O)O NPC473015 Lehmannin (2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one CHEMBL3600410 13831864 C25H28O5 408.19 0.9732 3.66 4.274 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)5-6-16(15(3)4)11-20-21(27)10-9-19-23(29)13-24(30-25(19)20)18-8-7-17(26)12-22(18)28/h5,7-10,12,16,24,26-28H,3,6,11,13H2,1-2,4H3/t16?,24-/m0/s1 JUKXEUCJMRWMTL-ODOSRFNGSA-N CC(=CCC(C(=C)C)Cc1c(O)ccc2c1O[C@@H](CC2=O)c1ccc(cc1O)O)C NPC43169 L-Erythro-3-Hydroxyasparate (2S,3R)-2-amino-3-hydroxybutanedioic acid CHEMBL3317781 14463 C4H7NO5 149.03 -2.004 1.24 -4.471 6 4 120.85 7 0 10 0 InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2+/m0/s1 YYLQUHNPNCGKJQ-NHYDCYSISA-N OC(=O)[C@@H]([C@@H](C(=O)O)N)O NPC470225 Lespebuergine G4 8-methyl-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1835792 56657670 C26H30O4 406.21 2.8231 3.88 4.847 0 2 58.92 11 4 30 0 InChI=1S/C26H30O4/c1-14(2)6-8-17-11-20-23(12-22(17)27)29-13-21-19-10-16(5)24(28)18(9-7-15(3)4)25(19)30-26(20)21/h6-7,10-12,21,26-28H,8-9,13H2,1-5H3 RBWZJDQLHCNCDG-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)OCC1C2Oc2c1cc(c(c2CC=C(C)C)O)C)C NPC64908 Lespecyrtin B2 (E)-1-(5-hydroxy-2,2-dimethylchromen-8-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL559972 25208602 C20H18O4 322.12 0.0845 3.22 3.735 1 2 66.76 7 3 24 0 InChI=1S/C20H18O4/c1-20(2)12-11-16-18(23)10-8-15(19(16)24-20)17(22)9-5-13-3-6-14(21)7-4-13/h3-12,21,23H,1-2H3/b9-5+ YXOJEXDPGBEHQJ-WEVVVXLNSA-N Oc1ccc(cc1)/C=C/C(=O)c1ccc(c2c1OC(C)(C)C=C2)O NPC259519 Lespecyrtin D1 4-[(3R)-7-hydroxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]-6-methoxybenzene-1,3-diol CHEMBL554280 25208603 C21H24O5 356.16 0.3173 3.22 2.833 0 3 79.15 10 3 26 0 InChI=1S/C21H24O5/c1-12(2)4-5-13-6-14-7-15(11-26-20(14)10-17(13)22)16-8-21(25-3)19(24)9-18(16)23/h4,6,8-10,15,22-24H,5,7,11H2,1-3H3/t15-/m0/s1 ZEYGPIZPJVPIMO-HNNXBMFYSA-N COc1cc([C@@H]2COc3c(C2)cc(c(c3)O)CC=C(C)C)c(cc1O)O NPC188578 Lespecyrtin E2 CHEMBL551303 25208755 C30H32O5 472.22 2.5796 4.21 5.102 0 1 57.15 9 6 35 1 InChI=1S/C30H32O5/c1-16(2)7-8-18-24-21-15-32-23-14-22-17(9-11-29(3,4)34-22)13-20(23)26(21)33-27(24)19-10-12-30(5,6)35-28(19)25(18)31/h7,9-14,21,26,31H,8,15H2,1-6H3/t21-,26-/m0/s1 NTMZAWZAUXOLLI-LVXARBLLSA-N CC(=CCc1c2[C@@H]3COc4c([C@@H]3Oc2c2c(c1O)OC(C=C2)(C)C)cc1c(c4)OC(C=C1)(C)C)C NPC160196 Lespecyrtin E3 CHEMBL563180 25208431 C30H34O5 474.24 3.0889 4.21 5.172 0 2 68.15 12 5 35 1 InChI=1S/C30H34O5/c1-16(2)7-9-18-13-21-24(14-23(18)31)33-15-22-25-19-11-12-30(5,6)35-29(19)26(32)20(10-8-17(3)4)28(25)34-27(21)22/h7-8,11-14,22,27,31-32H,9-10,15H2,1-6H3/t22-,27-/m0/s1 AJYSQFRTOQQIHC-CUNXSJBXSA-N CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1c1C=CC(Oc1c(c2CC=C(C)C)O)(C)C)C NPC80918 Lespecyrtin E4 CHEMBL557492 25208756 C30H32O5 472.22 2.5796 4.21 5.102 0 1 57.15 9 6 35 1 InChI=1S/C30H32O5/c1-16(2)7-8-19-25(31)28-18(10-12-30(5,6)35-28)24-21-15-32-23-14-22-17(9-11-29(3,4)34-22)13-20(23)26(21)33-27(19)24/h7,9-14,21,26,31H,8,15H2,1-6H3/t21-,26-/m0/s1 MYOQMGSQVOTIII-LVXARBLLSA-N CC(=CCc1c2O[C@@H]3[C@H](c2c2c(c1O)OC(C=C2)(C)C)COc1c3cc2C=CC(Oc2c1)(C)C)C NPC97834 Lespecyrtin E5 CHEMBL560771 25208432 C26H28O4 404.2 2.3138 3.88 4.777 0 1 47.92 8 5 30 0 InChI=1S/C26H28O4/c1-14(2)6-7-17-23(27)15(3)10-18-20-13-28-22-12-21-16(8-9-26(4,5)30-21)11-19(22)25(20)29-24(17)18/h6,8-12,20,25,27H,7,13H2,1-5H3/t20-,25-/m0/s1 UGKOYAUMAZQEFW-CPJSRVTESA-N CC(=CCc1c2O[C@@H]3[C@H](c2cc(c1O)C)COc1c3cc2C=CC(Oc2c1)(C)C)C NPC13005 Lespecyrtin E6 (6aR,11aR)-2-(3-hydroxy-3-methylbutyl)-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL560646 25208757 C25H30O5 410.21 0.7555 3.66 3.838 1 3 79.15 12 4 30 0 InChI=1S/C25H30O5/c1-14(2)5-6-17-20(26)8-7-16-19-13-29-22-12-21(27)15(9-10-25(3,4)28)11-18(22)24(19)30-23(16)17/h5,7-8,11-12,19,24,26-28H,6,9-10,13H2,1-4H3/t19-,24-/m0/s1 VTLAWTXYJBLWSZ-CYFREDJKSA-N CC(=CCc1c(O)ccc2c1O[C@@H]1[C@H]2COc2c1cc(CCC(O)(C)C)c(c2)O)C NPC101376 Lespecyrtin E7 CHEMBL550232 25208433 C21H22O6 370.14 -1.1735 3.11 1.912 1 2 77.38 6 5 27 0 InChI=1S/C21H22O6/c1-21(2)19(23)5-10-4-12-16(8-15(10)27-21)25-9-13-11-6-18(24-3)14(22)7-17(11)26-20(12)13/h4,6-8,13,19-20,22-23H,5,9H2,1-3H3/t13-,19+,20-/m0/s1 SEIHXYPYVZURAM-SVIJTADQSA-N COc1cc2c(cc1O)O[C@@H]1[C@H]2COc2c1cc1c(c2)OC([C@@H](C1)O)(C)C NPC37183 Lespecyrtin F2 2,10-bis(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromene-3,8,9-triol CHEMBL551908 25208758 C25H26O5 406.18 2.0773 3.66 4.299 0 3 83.06 11 4 30 0 InChI=1S/C25H26O5/c1-13(2)5-7-15-9-18-22(11-20(15)26)29-12-19-17-10-21(27)23(28)16(8-6-14(3)4)24(17)30-25(18)19/h5-6,9-11,26-28H,7-8,12H2,1-4H3 LGLLDPCJEPLYCU-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)OCc1c2oc2c1cc(c(c2CC=C(C)C)O)O)C NPC310130 Lespeflorin A1 (2S)-7-hydroxy-2-(4-methoxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL563314 25243164 C26H30O4 406.21 2.8092 3.88 5.319 1 1 55.76 12 3 30 1 InChI=1S/C26H30O4/c1-16(2)6-8-19-14-22-23(27)15-24(18-9-11-20(29-5)12-10-18)30-26(22)21(25(19)28)13-7-17(3)4/h6-7,9-12,14,24,28H,8,13,15H2,1-5H3/t24-/m0/s1 XGZTURSZEPLOKA-DEOSSOPVSA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(c(c2)CC=C(C)C)O NPC149026 Lespeflorin A2 (2S)-7-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL551902 25243165 C21H22O4 338.15 0.9318 3.33 3.849 1 1 55.76 8 3 25 0 InChI=1S/C21H22O4/c1-13(2)4-9-16-18(22)11-10-17-19(23)12-20(25-21(16)17)14-5-7-15(24-3)8-6-14/h4-8,10-11,20,22H,9,12H2,1-3H3/t20-/m0/s1 PAILWWPOJHGXTM-FQEVSTJZSA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(cc2)O NPC160821 Lespeflorin A3 (2S)-2-(2,2-dimethylchromen-6-yl)-7-hydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL550552 25243166 C30H34O4 458.25 3.7688 4.32 6.2 1 1 55.76 12 4 34 1 InChI=1S/C30H34O4/c1-18(2)7-9-22-16-24-25(31)17-27(33-29(24)23(28(22)32)11-8-19(3)4)20-10-12-26-21(15-20)13-14-30(5,6)34-26/h7-8,10,12-16,27,32H,9,11,17H2,1-6H3/t27-/m0/s1 SAZBMMMZQLNWMN-MHZLTWQESA-N CC(=CCc1c2O[C@@H](CC(=O)c2cc(c1O)CC=C(C)C)c1ccc2c(c1)C=CC(O2)(C)C)C NPC301276 Lespeflorin A4 (2S)-5-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-8,8-dimethyl-2,3-dihydropyrano[2,3-h]chromen-4-one CHEMBL559455 25243167 C21H20O6 368.13 -0.4981 3.11 1.853 1 2 85.22 7 4 27 0 InChI=1S/C21H20O6/c1-21(2)7-6-13-18(27-21)10-15(24)19-14(23)9-17(26-20(13)19)12-5-4-11(22)8-16(12)25-3/h4-8,10,17,22,24H,9H2,1-3H3/t17-/m0/s1 QYFQIQNDWGAVKJ-KRWDZBQOSA-N COc1cc(O)ccc1[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1cc2O)(C)C NPC171651 Lespeflorin B1 (2R,3R)-3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL561905 25243246 C25H28O5 408.19 1.7485 3.66 4.465 2 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)5-7-16-11-18(9-10-20(16)26)25-24(29)23(28)19-12-17(8-6-15(3)4)21(27)13-22(19)30-25/h5-6,9-13,24-27,29H,7-8H2,1-4H3/t24-,25+/m0/s1 YELBDRXMPXVGQT-LOSJGSFVSA-N CC(=CCc1cc2c(cc1O)O[C@@H]([C@H](C2=O)O)c1ccc(c(c1)CC=C(C)C)O)C NPC35567 Lespeflorin B2 (2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL564362 23958195 C25H28O5 408.19 1.7485 3.66 4.465 2 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)5-7-17-13-20-22(28)23(29)24(16-8-10-18(26)11-9-16)30-25(20)19(21(17)27)12-6-15(3)4/h5-6,8-11,13,23-24,26-27,29H,7,12H2,1-4H3/t23-,24+/m0/s1 ITVZAHAQSAAKJV-BJKOFHAPSA-N CC(=CCc1c2O[C@H](c3ccc(cc3)O)[C@H](C(=O)c2cc(c1O)CC=C(C)C)O)C NPC293286 Lespeflorin B3 (2R,3R)-3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL549408 25243247 C30H36O5 476.26 3.6259 4.21 5.935 2 3 86.99 16 3 35 1 InChI=1S/C30H36O5/c1-17(2)7-10-20-15-22(12-14-25(20)31)29-28(34)27(33)24-16-21(11-8-18(3)4)26(32)23(30(24)35-29)13-9-19(5)6/h7-9,12,14-16,28-29,31-32,34H,10-11,13H2,1-6H3/t28-,29+/m0/s1 IKKCPYPLJMVWMP-URLMMPGGSA-N CC(=CCc1c2O[C@H](c3ccc(c(c3)CC=C(C)C)O)[C@H](C(=O)c2cc(c1O)CC=C(C)C)O)C NPC138288 Lespeflorin B4 (2R,3R)-3,5,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL562301 25243248 C30H36O6 492.25 3.1656 4.1 4.972 2 4 107.22 17 3 36 0 InChI=1S/C30H36O6/c1-16(2)7-10-19-15-20(11-14-23(19)31)29-28(35)27(34)24-26(33)21(12-8-17(3)4)25(32)22(30(24)36-29)13-9-18(5)6/h7-9,11,14-15,28-29,31-33,35H,10,12-13H2,1-6H3/t28-,29+/m0/s1 HPUMCKZHBQPWBN-URLMMPGGSA-N CC(=CCc1c2O[C@H](c3ccc(c(c3)CC=C(C)C)O)[C@H](C(=O)c2c(c(c1O)CC=C(C)C)O)O)C NPC148545 Lespeflorin C2 (2S)-1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-2-hydroxy-3-(4-methoxyphenyl)propan-1-one CHEMBL560560 25243250 C21H24O5 356.16 0.0862 3.22 3.526 2 3 86.99 13 2 26 0 InChI=1S/C21H24O5/c1-13(2)4-7-15-11-17(19(23)12-18(15)22)21(25)20(24)10-14-5-8-16(26-3)9-6-14/h4-6,8-9,11-12,20,22-24H,7,10H2,1-3H3/t20-/m0/s1 OQPMMZXQSPMSJV-FQEVSTJZSA-N COc1ccc(cc1)C[C@@H](C(=O)c1cc(CC=C(C)C)c(cc1O)O)O NPC245482 Lespeflorin C3 (2S)-2-hydroxy-1-[4-hydroxy-2-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one CHEMBL560625 25243322 C21H24O5 356.16 0.0862 3.22 3.097 2 3 86.99 13 2 26 0 InChI=1S/C21H24O5/c1-13(2)4-7-15-11-17(20(26-3)12-18(15)23)21(25)19(24)10-14-5-8-16(22)9-6-14/h4-6,8-9,11-12,19,22-24H,7,10H2,1-3H3/t19-/m0/s1 XTDORSAGLFPXGX-IBGZPJMESA-N COc1cc(O)c(cc1C(=O)[C@H](Cc1ccc(cc1)O)O)CC=C(C)C NPC70859 Lespeflorin C6 (2S)-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one CHEMBL560044 25243325 C25H30O5 410.21 1.5551 3.66 4.477 2 4 97.99 16 2 30 0 InChI=1S/C25H30O5/c1-15(2)5-9-18-14-21(24(29)20(23(18)28)12-6-16(3)4)25(30)22(27)13-17-7-10-19(26)11-8-17/h5-8,10-11,14,22,26-29H,9,12-13H2,1-4H3/t22-/m0/s1 VMDPAFNBQPVUSZ-QFIPXVFZSA-N CC(=CCc1cc(C(=O)[C@H](Cc2ccc(cc2)O)O)c(c(c1O)CC=C(C)C)O)C NPC61258 Lespeflorin C7 (2S)-2-hydroxy-3-(4-hydroxyphenyl)-1-(7-methoxy-2,2-dimethylchromen-6-yl)propan-1-one CHEMBL560626 25243326 C21H22O5 354.15 -0.4231 3.22 3.027 2 2 75.99 10 3 26 0 InChI=1S/C21H22O5/c1-21(2)9-8-14-11-16(19(25-3)12-18(14)26-21)20(24)17(23)10-13-4-6-15(22)7-5-13/h4-9,11-12,17,22-23H,10H2,1-3H3/t17-/m0/s1 CSJQGXKXWYTHHQ-KRWDZBQOSA-N COc1cc2OC(C)(C)C=Cc2cc1C(=O)[C@H](Cc1ccc(cc1)O)O NPC39195 Lespeflorin D1 (3R)-7-hydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL554273 25227610 C26H30O5 422.21 2.2314 3.77 4.189 1 2 75.99 13 3 31 0 InChI=1S/C26H30O5/c1-15(2)6-8-18-22(27)12-10-17(25(18)30-5)21-14-31-26-19(9-7-16(3)4)23(28)13-11-20(26)24(21)29/h6-7,10-13,21,27-28H,8-9,14H2,1-5H3/t21-/m0/s1 XCHYGHACCAXWJR-NRFANRHFSA-N COc1c(ccc(c1CC=C(C)C)O)[C@@H]1COc2c(C1=O)ccc(c2CC=C(C)C)O NPC229442 Lespeflorin E1 3-(4-hydroxy-2,3-dimethoxyphenyl)-8-methoxy-2H-chromen-7-ol CHEMBL560441 25243078 C18H18O6 330.11 -0.9463 2.78 1.303 0 2 77.38 9 3 24 0 InChI=1S/C18H18O6/c1-21-16-12(5-7-14(20)18(16)23-3)11-8-10-4-6-13(19)17(22-2)15(10)24-9-11/h4-8,19-20H,9H2,1-3H3 KQIIEUWMLQSINE-UHFFFAOYSA-N COc1c(ccc(c1OC)O)C1=Cc2c(OC1)c(OC)c(cc2)O NPC272722 Lespeflorin F1 2-(4-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol CHEMBL564683 25242926 C17H16O6 316.09 -1.2301 2.67 1.526 0 2 81.29 9 3 23 0 InChI=1S/C17H16O6/c1-20-15-10(5-7-12(19)17(15)22-3)13-8-9-4-6-11(18)16(21-2)14(9)23-13/h4-8,18-19H,1-3H3 JPIDUHLSGGDKPQ-UHFFFAOYSA-N COc1c(O)ccc(c1OC)c1oc2c(c1)ccc(c2OC)O NPC247973 Lespeflorin F2 4-[6-hydroxy-3-(hydroxymethyl)-5-methoxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL560442 25243079 C21H22O6 370.14 -0.1581 3.11 1.901 1 4 103.29 12 3 27 0 InChI=1S/C21H22O6/c1-11(2)4-6-14-19(25)18(26-3)9-15-16(10-22)20(27-21(14)15)13-7-5-12(23)8-17(13)24/h4-5,7-9,22-25H,6,10H2,1-3H3 CKVPUAIEQLSMGP-UHFFFAOYSA-N COc1cc2c(CO)c(oc2c(c1O)CC=C(C)C)c1ccc(cc1O)O NPC280092 Lespeflorin G1 (6aR,11aR)-8-methoxy-4-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL552510 25242927 C21H22O5 354.15 0.2519 3.22 2.821 0 2 68.15 8 4 26 0 InChI=1S/C21H22O5/c1-11(2)4-5-12-16(22)7-6-13-20(12)25-10-15-14-8-19(24-3)17(23)9-18(14)26-21(13)15/h4,6-9,15,21-23H,5,10H2,1-3H3/t15-,21-/m0/s1 SVGUEYZRBQMTPO-BTYIYWSLSA-N COc1cc2c(cc1O)O[C@@H]1[C@H]2COc2c1ccc(c2CC=C(C)C)O NPC280653 Lespeflorin G10 (6aR,11aR)-8-methyl-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL550775 25242998 C21H22O4 338.15 0.9457 3.33 3.377 0 2 58.92 7 4 25 0 InChI=1S/C21H22O4/c1-11(2)4-6-15-19(23)12(3)8-16-17-10-24-18-9-13(22)5-7-14(18)20(17)25-21(15)16/h4-5,7-9,17,20,22-23H,6,10H2,1-3H3/t17-,20-/m0/s1 ZEHIHNBSUKPKMF-PXNSSMCTSA-N CC(=CCc1c2O[C@@H]3[C@H](c2cc(c1O)C)COc1c3ccc(c1)O)C NPC16269 Lespeflorin G11 CHEMBL564950 25243327 C25H26O5 406.18 1.2115 3.66 3.702 0 2 68.15 8 5 30 0 InChI=1S/C25H26O5/c1-13(2)5-6-14-9-17-21(11-19(14)26)28-12-18-16-10-20(27)24-15(22(16)29-23(17)18)7-8-25(3,4)30-24/h5,7-11,18,23,26-27H,6,12H2,1-4H3/t18-,23-/m0/s1 RUXZLRGFTZAFJO-MBSDFSHPSA-N CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1cc(c1c2C=CC(O1)(C)C)O)C NPC21776 Lespeflorin G12 CHEMBL562225 25243328 C21H20O5 352.13 -0.2574 3.22 2.751 0 1 57.15 5 5 26 0 InChI=1S/C21H20O5/c1-21(2)7-6-13-19-14(9-16(22)20(13)26-21)15-10-24-17-8-11(23-3)4-5-12(17)18(15)25-19/h4-9,15,18,22H,10H2,1-3H3/t15-,18-/m0/s1 VWRAKYMXGMVCQG-YJBOKZPZSA-N COc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc(c1c2C=CC(O1)(C)C)O NPC47633 Lespeflorin G2 (6aR,11aR)-9-methoxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8-diol CHEMBL562031 25243080 C26H30O5 422.21 2.1293 3.77 4.291 0 2 68.15 12 4 31 0 InChI=1S/C26H30O5/c1-14(2)6-8-16-10-19-23(12-21(16)27)30-13-20-18-11-22(28)26(29-5)17(9-7-15(3)4)24(18)31-25(19)20/h6-7,10-12,20,25,27-28H,8-9,13H2,1-5H3/t20-,25-/m0/s1 VFTCTZLSYLIKOO-CPJSRVTESA-N COc1c(O)cc2c(c1CC=C(C)C)O[C@@H]1[C@H]2COc2c1cc(CC=C(C)C)c(c2)O NPC63879 Lespeflorin G3 (6aR,11aR)-1,9-dimethoxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8-diol CHEMBL555351 25242995 C27H32O6 452.22 2.0775 3.77 3.847 0 2 77.38 14 4 33 0 InChI=1S/C27H32O6/c1-14(2)7-9-16-20(28)12-22-23(26(16)31-6)27-19(13-32-22)18-11-21(29)25(30-5)17(24(18)33-27)10-8-15(3)4/h7-8,11-12,19,27-29H,9-10,13H2,1-6H3/t19-,27+/m0/s1 HZCGTSDDHHPRDX-UZTOHYMASA-N COc1c(CC=C(C)C)c(O)cc2c1[C@@H]1Oc3c([C@@H]1CO2)cc(c(c3CC=C(C)C)OC)O NPC27187 Lespeflorin G4 (6aR,11aR)-8-methyl-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL562032 25243081 C26H30O4 406.21 2.8231 3.88 4.847 0 2 58.92 11 4 30 0 InChI=1S/C26H30O4/c1-14(2)6-8-17-11-20-23(12-22(17)27)29-13-21-19-10-16(5)24(28)18(9-7-15(3)4)25(19)30-26(20)21/h6-7,10-12,21,26-28H,8-9,13H2,1-5H3/t21-,26-/m0/s1 RBWZJDQLHCNCDG-LVXARBLLSA-N CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1cc(c(c2CC=C(C)C)O)C)C NPC12875 Lespeflorin G5 (6aR,11aR)-8-methyl-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL563349 25227611 C26H30O4 406.21 2.8231 3.88 4.847 0 2 58.92 11 4 30 0 InChI=1S/C26H30O4/c1-14(2)6-8-17-22(27)11-10-19-24(17)29-13-21-20-12-16(5)23(28)18(9-7-15(3)4)25(20)30-26(19)21/h6-7,10-12,21,26-28H,8-9,13H2,1-5H3/t21-,26-/m0/s1 XQHLJEHHIHCILO-LVXARBLLSA-N CC(=CCc1c(O)ccc2c1OC[C@@H]1[C@H]2Oc2c1cc(c(c2CC=C(C)C)O)C)C NPC476166 Lespeflorin G6 (6aR,11aR)-9-methoxy-8-methyl-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol CHEMBL550223 45270490 C22H24O4 352.17 1.3542 3.44 3.896 0 1 47.92 8 4 26 0 InChI=1S/C22H24O4/c1-12(2)5-7-16-20(24-4)13(3)9-17-18-11-25-19-10-14(23)6-8-15(19)21(18)26-22(16)17/h5-6,8-10,18,21,23H,7,11H2,1-4H3/t18-,21-/m0/s1 AUTKSCVETOWBRA-RXVVDRJESA-N COc1c(C)cc2c(c1CC=C(C)C)O[C@@H]1[C@H]2COc2c1ccc(c2)O NPC45257 Lespeflorin G7 (6aR,11aR)-8-methoxy-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL560103 25243162 C21H22O5 354.15 0.2519 3.22 2.821 0 2 68.15 8 4 26 0 InChI=1S/C21H22O5/c1-11(2)4-6-14-19(23)18(24-3)9-15-16-10-25-17-8-12(22)5-7-13(17)20(16)26-21(14)15/h4-5,7-9,16,20,22-23H,6,10H2,1-3H3/t16-,20-/m0/s1 JZCLWJAANXMNAY-JXFKEZNVSA-N COc1cc2[C@@H]3COc4c([C@@H]3Oc2c(c1O)CC=C(C)C)ccc(c4)O NPC12641 Lespeflorin G8 (6aR,11aR)-3,9-dimethoxy-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-ol CHEMBL550774 25242997 C22H24O5 368.16 0.6604 3.33 3.34 0 1 57.15 9 4 27 0 InChI=1S/C22H24O5/c1-12(2)5-7-15-21-16(10-18(23)22(15)25-4)17-11-26-19-9-13(24-3)6-8-14(19)20(17)27-21/h5-6,8-10,17,20,23H,7,11H2,1-4H3/t17-,20-/m0/s1 KSFWNDOCIUMRTJ-PXNSSMCTSA-N COc1c(O)cc2c(c1CC=C(C)C)O[C@@H]1[C@H]2COc2c1ccc(c2)OC NPC93323 Lespeflorin G9 (6aR,11aR)-3,8-dimethoxy-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-9-ol CHEMBL561040 25243163 C22H24O5 368.16 0.6604 3.33 3.34 0 1 57.15 9 4 27 0 InChI=1S/C22H24O5/c1-12(2)5-7-15-20(23)19(25-4)10-16-17-11-26-18-9-13(24-3)6-8-14(18)21(17)27-22(15)16/h5-6,8-10,17,21,23H,7,11H2,1-4H3/t17-,21-/m0/s1 VTOUUGNAMKWJPH-UWJYYQICSA-N COc1cc2[C@@H]3COc4c([C@@H]3Oc2c(c1O)CC=C(C)C)ccc(c4)OC NPC277480 Lespeflorin H1 3-methoxy-10-(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromene-8,9-diol CHEMBL565008 25242999 C21H20O5 352.13 0.6084 3.22 3.348 0 2 72.06 8 4 26 0 InChI=1S/C21H20O5/c1-11(2)4-6-14-19(23)17(22)9-15-16-10-25-18-8-12(24-3)5-7-13(18)20(16)26-21(14)15/h4-5,7-9,22-23H,6,10H2,1-3H3 CVWBRDWJOWRQRY-UHFFFAOYSA-N COc1ccc2c(c1)OCc1c2oc2c1cc(c(c2CC=C(C)C)O)O NPC310794 Lespeflorin H2 CHEMBL550432 25227612 C21H18O5 350.12 0.0991 3.22 2.849 0 1 61.06 5 5 26 0 InChI=1S/C21H18O5/c1-21(2)7-6-13-19-14(9-16(22)20(13)26-21)15-10-24-17-8-11(23-3)4-5-12(17)18(15)25-19/h4-9,22H,10H2,1-3H3 AMXXXMGWYLGBLR-UHFFFAOYSA-N COc1ccc2c(c1)OCc1c2oc2c1cc(c1c2C=CC(O1)(C)C)O NPC218533 Lespeflorin I1 3,8,9-trihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one CHEMBL557283 25243000 C20H16O6 352.09 0.2513 3 2.888 1 3 100.13 7 4 26 0 InChI=1S/C20H16O6/c1-9(2)3-4-10-5-12-17(7-13(10)21)26-20(24)18-11-6-14(22)15(23)8-16(11)25-19(12)18/h3,5-8,21-23H,4H2,1-2H3 QQFZXERRGYMNKV-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)oc(=O)c1c2oc2c1cc(c(c2)O)O)C NPC78830 Lespeflorin I2 3,8,9-trihydroxy-2,10-bis(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one CHEMBL564881 25243392 C25H24O6 420.16 2.1287 3.55 4.358 1 3 100.13 11 4 31 0 InChI=1S/C25H24O6/c1-12(2)5-7-14-9-16-20(11-18(14)26)30-25(29)21-17-10-19(27)22(28)15(8-6-13(3)4)23(17)31-24(16)21/h5-6,9-11,26-28H,7-8H2,1-4H3 RBMYHWVIWHGISG-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)oc(=O)c1c2oc2c1cc(c(c2CC=C(C)C)O)O)C NPC261471 Lespeflorin I3 8,9-dihydroxy-3-methoxy-10-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one CHEMBL561441 25243076 C21H18O6 366.11 0.6598 3.11 3.407 1 2 89.13 8 4 27 0 InChI=1S/C21H18O6/c1-10(2)4-6-13-18(23)15(22)9-14-17-20(27-19(13)14)12-7-5-11(25-3)8-16(12)26-21(17)24/h4-5,7-9,22-23H,6H2,1-3H3 OCSVLSKWXCFMKU-UHFFFAOYSA-N COc1ccc2c(c1)oc(=O)c1c2oc2c1cc(c(c2CC=C(C)C)O)O NPC47905 Lespeflorin J1 [(6aR,11aR)-3,9-dihydroxy-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone CHEMBL556062 25243393 C50H52O10 812.36 3.6768 5.86 8.284 1 6 170.05 25 7 60 3 InChI=1S/C50H52O10/c1-24(2)9-13-28-19-34(40(53)22-39(28)52)50-42(35-21-41(54)44(56)31(48(35)60-50)16-12-27(7)8)45(57)36-20-33-37-23-58-46-29(14-10-25(3)4)38(51)18-17-32(46)49(37)59-47(33)30(43(36)55)15-11-26(5)6/h9-12,17-22,37,49,51-56H,13-16,23H2,1-8H3/t37-,49-/m0/s1 KYGKFGJZDFSTOO-HNKXTRRSSA-N CC(=CCc1c2O[C@@H]3[C@H](c2cc(c1O)C(=O)c1c(oc2c1cc(O)c(c2CC=C(C)C)O)c1cc(CC=C(C)C)c(cc1O)O)COc1c3ccc(c1CC=C(C)C)O)C NPC304322 Lespeflorin J3 [(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone CHEMBL557191 25243394 C50H52O10 812.36 3.6768 5.86 8.284 1 6 170.05 25 7 60 3 InChI=1S/C50H52O10/c1-24(2)9-13-28-17-33(40(53)21-38(28)51)50-43(35-20-41(54)45(56)31(48(35)60-50)16-12-27(7)8)46(57)36-19-32-37-23-58-42-22-39(52)29(14-10-25(3)4)18-34(42)49(37)59-47(32)30(44(36)55)15-11-26(5)6/h9-12,17-22,37,49,51-56H,13-16,23H2,1-8H3/t37-,49-/m0/s1 BEZJLLIBPJHWLI-HNKXTRRSSA-N CC(=CCc1c2O[C@@H]3[C@H](c2cc(c1O)C(=O)c1c(oc2c1cc(O)c(c2CC=C(C)C)O)c1cc(CC=C(C)C)c(cc1O)O)COc1c3cc(CC=C(C)C)c(c1)O)C NPC188677 Letestuianin C 1,7-bis(4-hydroxyphenyl)heptane-3,5-dione CHEMBL443146 9796792 C19H20O4 312.14 -1.219 3.11 3.653 2 2 74.6 10 2 23 0 InChI=1S/C19H20O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,20-21H,5-6,11-13H2 KTRRXJQAOOYSDA-UHFFFAOYSA-N O=C(CC(=O)CCc1ccc(cc1)O)CCc1ccc(cc1)O NPC100998 Leucosceptoside A [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL450121 10394343 C30H38O15 638.22 -3.8893 3.11 -0.112 11 8 234.29 22 4 45 3 InChI=1S/C30H38O15/c1-14-23(36)24(37)25(38)30(42-14)45-28-26(39)29(41-10-9-16-3-6-17(32)19(34)11-16)43-21(13-31)27(28)44-22(35)8-5-15-4-7-18(33)20(12-15)40-2/h3-8,11-12,14,21,23-34,36-39H,9-10,13H2,1-2H3/b8-5+/t14-,21+,23-,24+,25+,26+,27+,28+,29+,30-/m0/s1 ZMYQRHSOVRDQDL-CPPDSBOHSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)OC)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC131450 Leucovorin (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid CHEMBL1679 6006 C20H23N7O7 473.17 -3.7521 2.12 -0.04 14 8 216.54 14 3 34 3 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1 VVIAGPKUTFNRDU-ABLWVSNPSA-N O=CN1C(CNc2ccc(cc2)C(=O)N[C@H](C(=O)O)CCC(=O)O)CNc2c1c(O)nc(=N)[nH]2 NPC78427 Leukamenin E CHEMBL562257 45267324 C22H32O5 376.22 -0.115 3.33 2.281 5 2 83.83 8 4 27 0 InChI=1S/C22H32O5/c1-11-13-6-7-14-21(5)9-8-17(27-12(2)23)20(3,4)15(21)10-16(24)22(14,18(11)25)19(13)26/h13-17,19,24,26H,1,6-10H2,2-5H3/t13-,14-,15+,16+,17-,19+,21-,22-/m0/s1 FWHAVXHOWGXALS-OACISFLYSA-N CC(=O)O[C@H]1CC[C@@]2([C@@H](C1(C)C)C[C@H]([C@@]13[C@H]2CC[C@H]([C@H]3O)C(=C)C1=O)O)C NPC124802 Levallorphan CHEMBL1254682 5359371 C19H25NO 283.19 -0.3827 3.33 4.303 1 1 23.47 3 4 21 0 InChI=1S/C19H25NO/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19/h2,6-7,13,16,18,21H,1,3-5,8-12H2/t16-,18+,19+/m0/s1 OZYUPQUCAUTOBP-QXAKKESOSA-N C=CCN1CC[C@@]23[C@H]([C@H]1Cc1c3cc(cc1)O)CCCC2 NPC295832 Levocarnitine (3R)-3-hydroxy-4-(trimethylazaniumyl)butanoate CHEMBL1149 10917 C7H15NO3 161.11 -2.5189 1.79 -1.741 3 1 60.36 9 0 11 0 InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1 PHIQHXFUZVPYII-ZCFIWIBFSA-N O[C@@H](C[N+](C)(C)C)CC(=O)[O-] NPC161593 Levodopa (2S)-2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate CHEMBL1009 6971033;6047 C9H11NO4 197.07 -2.005 1.9 -2.111 3 4 103.78 7 1 14 0 InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1 WTDRDQBEARUVNC-LURJTMIESA-N OC(=O)[C@H](Cc1ccc(c(c1)O)O)N NPC14849 Levomefolic Acid (2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid CHEMBL1231574 444412 C20H25N7O6 459.19 -2.9329 2.23 1.129 13 8 199.47 14 3 33 2 InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1 ZNOVTXRBGFNYRX-STQMWFEESA-N OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NC[C@H]1CNc2c(N1C)c(O)nc(=N)[nH]2 NPC176309 Levomenthol (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol CHEMBL470670 16666 C10H20O 156.15 0.6563 2.45 3.211 1 1 20.23 5 1 11 0 InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1 NOOLISFMXDJSKH-KXUCPTDWSA-N C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C NPC197239 Levothyroxine (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid CHEMBL1624 5819;25201348 C15H11I4NO4 776.69 3.9816 2.12 2.847 3 3 92.78 12 2 24 0 InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1 XUIIKFGFIJCVMT-LBPRGKRZSA-N OC(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O)N NPC7814 Levulinic Acid 4-oxopentanoic acid CHEMBL1235931 11579 C5H8O3 116.05 -0.4241 1.68 -0.445 3 1 54.37 5 0 8 0 InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8) JOOXCMJARBKPKM-UHFFFAOYSA-N CC(=O)CCC(=O)O NPC277475 L-Fucose (3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol CHEMBL469449 17106 C6H12O5 164.07 -2.0134 1.57 -0.994 5 4 90.15 5 1 11 0 InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m0/s1 SHZGCJCMOBCMKK-DHVFOXMCSA-N O[C@@H]1[C@H](C)OC([C@H]([C@@H]1O)O)O NPC137958 L-Glutamate (2S)-2-azaniumyl-5-hydroxy-5-oxopentanoate CHEMBL575060 44272391;33032;88747398 C5H9NO4 147.05 -1.6398 1.46 -3.349 5 3 100.62 7 0 10 0 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 WHUUTDBJXJRKMK-VKHMYHEASA-N OC(=O)CC[C@@H](C(=O)O)N NPC187616 Licarin A 2-methoxy-4-[(2S,3S)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol CHEMBL463526 5281836 C20H22O4 326.15 0.2723 3.22 4.363 0 1 47.92 9 3 24 0 InChI=1S/C20H22O4/c1-5-6-13-9-15-12(2)19(24-20(15)18(10-13)23-4)14-7-8-16(21)17(11-14)22-3/h5-12,19,21H,1-4H3/b6-5+/t12-,19-/m0/s1 ITDOFWOJEDZPCF-FNINDUDTSA-N C/C=C/c1cc2c(c(c1)OC)O[C@@H]([C@H]2C)c1ccc(c(c1)OC)O NPC49603 Licarine A 2-methoxy-4-[(2R,3R)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol CHEMBL259731 6442393 C20H22O4 326.15 0.2723 3.22 4.363 0 1 47.92 9 3 24 0 InChI=1S/C20H22O4/c1-5-6-13-9-15-12(2)19(24-20(15)18(10-13)23-4)14-7-8-16(21)17(11-14)22-3/h5-12,19,21H,1-4H3/b6-5+/t12-,19-/m1/s1 ITDOFWOJEDZPCF-OTBILJLCSA-N C/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2C)c1ccc(c(c1)OC)O NPC90083 Licarine B 5-[(2R,3R)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]-1,3-benzodioxole CHEMBL259386 6441061 C20H20O4 324.14 0.4817 3.22 4.809 0 0 36.92 6 4 24 0 InChI=1S/C20H20O4/c1-4-5-13-8-15-12(2)19(24-20(15)18(9-13)21-3)14-6-7-16-17(10-14)23-11-22-16/h4-10,12,19H,11H2,1-3H3/b5-4+/t12-,19-/m1/s1 DMMQXURQRMNSBM-YZAYTREXSA-N C/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2C)c1ccc2c(c1)OCO2 NPC23870 Licoagrochacone A (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL139702 5318998 C21H22O4 338.15 0.7466 3.33 4.443 1 2 66.76 11 2 25 0 InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+ KAZSKMJFUPEHHW-DHZHZOJOSA-N C=CC(c1cc(/C=C/C(=O)c2ccc(cc2)O)c(cc1O)OC)(C)C NPC169250 Licoagrochalcone A (E)-1-(2,4-dihydroxyphenyl)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one CHEMBL229885 11099375 C20H20O4 324.14 0.5938 3.22 4.234 1 3 77.76 10 2 24 0 InChI=1S/C20H20O4/c1-13(2)3-6-15-11-14(4-9-18(15)22)5-10-19(23)17-8-7-16(21)12-20(17)24/h3-5,7-12,21-22,24H,6H2,1-2H3/b10-5+ TVUGLERLRIQATC-BJMVGYQFSA-N CC(=CCc1cc(/C=C/C(=O)c2ccc(cc2O)O)ccc1O)C NPC156955 Licoagrone 2-[4,5-dihydroxy-2-[(Z)-[6-hydroxy-7-(3-methylbut-2-enyl)-3-oxo-1-benzofuran-2-ylidene]methyl]phenyl]-6-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(3-methylbut-2-enyl)-1-benzofuran-3-one CHEMBL2437367 5318993 C45H42O10 742.28 1.9672 5.31 7.324 3 5 170.82 21 6 55 1 InChI=1S/C45H42O10/c1-23(2)7-10-26-17-28(12-15-34(26)46)43(52)45(44(53)32-18-27(11-8-24(3)4)36(48)22-39(32)55-45)33-21-38(50)37(49)19-29(33)20-40-41(51)31-14-16-35(47)30(42(31)54-40)13-9-25(5)6/h7-9,12,14-22,46-50H,10-11,13H2,1-6H3/b40-20- MEJLVLSNRYLDSG-MDCVPAOJSA-N CC(=CCc1cc2c(cc1O)OC(C2=O)(C(=O)c1ccc(c(c1)CC=C(C)C)O)c1cc(O)c(cc1/C=C/1\Oc2c(C1=O)ccc(c2CC=C(C)C)O)O)C NPC110419 Licochalcone B (E)-3-(3,4-dihydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL2437372 5318999 C16H14O5 286.08 -1.3354 2.67 2.109 1 3 86.99 8 2 21 0 InChI=1S/C16H14O5/c1-21-16-11(5-9-14(19)15(16)20)4-8-13(18)10-2-6-12(17)7-3-10/h2-9,17,19-20H,1H3/b8-4+ DRDRYGIIYOPBBZ-XBXARRHUSA-N COc1c(/C=C/C(=O)c2ccc(cc2)O)ccc(c1O)O NPC27643 Licochalcone C (E)-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL141207 9840805 C21H22O4 338.15 1.0023 3.33 4.113 1 2 66.76 11 2 25 0 InChI=1S/C21H22O4/c1-14(2)4-11-18-20(24)13-8-16(21(18)25-3)7-12-19(23)15-5-9-17(22)10-6-15/h4-10,12-13,22,24H,11H2,1-3H3/b12-7+ WBDNTJSRHDSPSR-KPKJPENVSA-N COc1c(/C=C/C(=O)c2ccc(cc2)O)ccc(c1CC=C(C)C)O NPC157133 Licochalcone D (E)-3-(3,4-dihydroxy-2-methoxyphenyl)-1-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one CHEMBL1644932 10473311 C21H22O5 354.15 0.542 3.22 3.579 1 3 86.99 12 2 26 0 InChI=1S/C21H22O5/c1-13(2)4-5-15-12-16(8-10-18(15)23)17(22)9-6-14-7-11-19(24)20(25)21(14)26-3/h4,6-12,23-25H,5H2,1-3H3/b9-6+ RETRVWFVEFCGOK-RMKNXTFCSA-N COc1c(/C=C/C(=O)c2ccc(c(c2)CC=C(C)C)O)ccc(c1O)O NPC24394 Licochalcone E (E)-3-[4-hydroxy-2-methoxy-5-[(2S)-3-methylbut-3-en-2-yl]phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1779057 46209991 C21H22O4 338.15 0.684 3.33 4.093 1 2 66.76 11 2 25 0 InChI=1S/C21H22O4/c1-13(2)14(3)18-11-16(21(25-4)12-20(18)24)7-10-19(23)15-5-8-17(22)9-6-15/h5-12,14,22,24H,1H2,2-4H3/b10-7+/t14-/m0/s1 SWPKMTGYQGHLJS-RNVIBTMRSA-N COc1cc(O)c(cc1/C=C/C(=O)c1ccc(cc1)O)[C@H](C(=C)C)C NPC226644 Licocoumarone 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL611368 503731 C20H20O5 340.13 0.2906 3.11 2.921 0 3 83.06 10 3 25 0 InChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3 CNPMAFLUEHEXRE-UHFFFAOYSA-N COc1c(CC=C(C)C)c(O)cc2c1cc(o2)c1ccc(cc1O)O NPC172986 Licoflavone B 7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL3125437 11349817 C25H26O4 390.18 2.3306 3.77 5.47 1 2 66.76 11 3 29 1 InChI=1S/C25H26O4/c1-15(2)5-7-17-11-19(9-10-21(17)26)24-14-23(28)20-12-18(8-6-16(3)4)22(27)13-25(20)29-24/h5-6,9-14,26-27H,7-8H2,1-4H3 GLDVIKFETPAZNV-UHFFFAOYSA-N CC(=CCc1cc2c(=O)cc(oc2cc1O)c1ccc(c(c1)CC=C(C)C)O)C NPC24821 Licoflavonol 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL600185 5481964 C20H18O6 354.11 -0.4635 3 3.385 2 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-8-13-14(22)9-15-16(17(13)23)18(24)19(25)20(26-15)11-4-6-12(21)7-5-11/h3-7,9,21-23,25H,8H2,1-2H3 TVMHBSODLWMMMV-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)O)C NPC93962 Licoricidin 4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]-2-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL1929043 480865 C26H32O5 424.22 2.1947 3.77 4.303 0 3 79.15 14 3 31 0 InChI=1S/C26H32O5/c1-15(2)6-8-19-22(27)11-10-18(25(19)29)17-12-21-24(31-14-17)13-23(28)20(26(21)30-5)9-7-16(3)4/h6-7,10-11,13,17,27-29H,8-9,12,14H2,1-5H3/t17-/m0/s1 GBRZTUJCDFSIHM-KRWDZBQOSA-N COc1c2C[C@@H](COc2cc(c1CC=C(C)C)O)c1ccc(c(c1O)CC=C(C)C)O NPC265480 Licuroside (E)-1-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1940910 14282455 C26H30O13 550.17 -4.4392 2.89 0.319 10 8 215.83 17 4 39 1 InChI=1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-6-7-16(18(31)9-15)17(30)8-3-13-1-4-14(29)5-2-13/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+/t19-,20-,21+,22-,23+,24-,25+,26-/m1/s1 NIZFPXZQERMCLE-KVFWHIKKSA-N OC[C@H]1O[C@@H](Oc2ccc(c(c2)O)C(=O)/C=C/c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO NPC2432 L-Ido-1-Deoxynojirimycin (2S,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol CHEMBL175901 10888248 C6H13NO4 163.08 -2.44 1.57 -0.929 5 5 92.95 5 1 11 0 InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4-,5+,6+/m0/s1 LXBIFEVIBLOUGU-UNTFVMJOSA-N OC[C@@H]1NC[C@@H]([C@H]([C@@H]1O)O)O NPC112571 Ligraminol A (2S,3R,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolane CHEMBL1928001 56599264 C23H30O6 402.2 -0.2471 3.33 3.524 1 0 55.38 14 3 29 0 InChI=1S/C23H30O6/c1-13-14(2)22(16-11-19(26-5)23(28-7)20(12-16)27-6)29-21(13)15-8-9-17(24-3)18(10-15)25-4/h8-14,21-22H,1-7H3/t13-,14+,21+,22+/m1/s1 FUFHSLKNBJRCDG-RUGJYQHNSA-N COc1cc(ccc1OC)[C@H]1O[C@@H]([C@H]([C@H]1C)C)c1cc(OC)c(c(c1)OC)OC NPC118385 Ligraminol B (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R)-2,5-bis(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1928002 56600271 C28H38O14 598.23 -4.6392 3 -1.33 8 7 206.22 22 4 42 2 InChI=1S/C28H38O14/c1-36-16-5-12(6-17(37-2)21(16)31)26-14(9-29)15(11-40-28-25(35)24(34)23(33)20(10-30)41-28)27(42-26)13-7-18(38-3)22(32)19(8-13)39-4/h5-8,14-15,20,23-35H,9-11H2,1-4H3/t14-,15-,20-,23-,24+,25-,26+,27+,28-/m1/s1 FHFLZYGQOCDSKY-FCEOPEINSA-N OC[C@H]1[C@@H](O[C@H]([C@@H]1CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)c1cc(OC)c(c(c1)OC)O NPC279379 Ligraminol C [(1R,2R)-1-(3,4-dimethoxyphenyl)-2-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]propyl] acetate CHEMBL1928003 56599265 C23H28O6 400.19 0.4671 3.33 5.239 2 0 63.22 16 2 29 1 InChI=1S/C23H28O6/c1-7-8-17-9-11-20(21(13-17)26-5)28-15(2)23(29-16(3)24)18-10-12-19(25-4)22(14-18)27-6/h7-15,23H,1-6H3/b8-7-/t15-,23+/m1/s1 PYVVKTYHVHGNMI-ZJTDORCHSA-N C/C=C\c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)OC(=O)C)C NPC71090 Ligraminol D (2S)-3-(3,4-dimethoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propan-1-ol CHEMBL1928004 56599266 C21H28O6 376.19 -1.4205 3.11 2.677 2 2 77.38 16 2 27 1 InChI=1S/C21H28O6/c1-24-18-8-7-16(13-20(18)25-2)11-17(14-23)27-19-9-6-15(5-4-10-22)12-21(19)26-3/h6-9,12-13,17,22-23H,4-5,10-11,14H2,1-3H3/t17-/m0/s1 MWNKZXPDVFFATH-KRWDZBQOSA-N OCCCc1ccc(c(c1)OC)O[C@@H](Cc1ccc(c(c1)OC)OC)CO NPC133600 Ligustilide (3Z)-3-butylidene-4,5-dihydro-2-benzofuran-1-one CHEMBL481246 5319022 C12H14O2 190.1 0.8112 2.56 2.819 2 0 26.3 3 2 14 0 InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7-8H,2-4,6H2,1H3/b11-8- IQVQXVFMNOFTMU-FLIBITNWSA-N CCC/C=C/1\OC(=O)C2=C1CCC=C2 NPC76145 Limonene (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene CHEMBL449062 440917 C10H16 136.13 2.1424 2.56 3.729 0 0 0 3 1 10 0 InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1 XMGQYMWWDOXHJM-JTQLQIEISA-N CC1=CC[C@@H](CC1)C(=C)C NPC305016 Limonin CHEMBL517449 179651 C26H30O8 470.19 -0.4484 3.44 1.644 7 0 104.57 5 7 34 0 InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1 KBDSLGBFQAGHBE-MSGMIQHVSA-N O=C1OC[C@]23[C@H](C1)OC([C@@H]2CC(=O)[C@@]1([C@@H]3CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1cocc1)C)C)(C)C NPC180871 Linalool 3,7-dimethylocta-1,6-dien-3-ol CHEMBL25306 6549 C10H18O 154.14 2.4692 2.45 2.468 1 1 20.23 8 0 11 0 InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 CDOSHBSSFJOMGT-UHFFFAOYSA-N C=CC(CCC=C(C)C)(O)C NPC68889 Linalool (+) (3R)-3,7-dimethylocta-1,6-dien-3-ol CHEMBL235672 443158 C10H18O 154.14 2.4692 2.45 2.468 1 1 20.23 8 0 11 0 InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1 CDOSHBSSFJOMGT-JTQLQIEISA-N C=C[C@@](CCC=C(C)C)(O)C NPC205143 Linderanlide C (4aR,5R,6R,8aS,9aS)-6-hydroxy-3,8a-dimethylspiro[4a,6,9,9a-tetrahydro-4H-benzo[f][1]benzofuran-5,2'-oxirane]-2-one CHEMBL3594245 54763989 C15H18O4 262.12 0.7283 2.67 0.508 4 1 59.06 3 4 19 0 InChI=1S/C15H18O4/c1-8-9-5-11-14(2,6-10(9)19-13(8)17)4-3-12(16)15(11)7-18-15/h3-4,10-12,16H,5-7H2,1-2H3/t10-,11+,12+,14+,15-/m0/s1 AISWISKDODQMAG-PRSHDEELSA-N O=C1O[C@@H]2C(=C1C)C[C@@H]1[C@](C2)(C)C=C[C@H]([C@@]21CO2)O NPC123177 Linifolin A [(3aS,5R,5aR,8aR,9R,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate CHEMBL270297 442272 C17H20O5 304.13 0.5603 2.78 1.291 5 0 69.67 5 3 22 0 InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12+,14-,15-,17+/m1/s1 DCNRYQODUSSOKC-JKSXDGAISA-N CC(=O)O[C@@H]1[C@H]2[C@@H](OC(=O)C2=C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C NPC8573 Linocinamarin 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,8-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-4-one CHEMBL596219 5491604 C27H30O17 626.15 -6.639 2.56 -1.891 12 11 285.75 18 5 44 2 InChI=1S/C27H30O17/c28-6-12-15(33)18(36)20(38)26(40-12)43-23-11(32)5-10(31)14-17(35)25(22(42-24(14)23)8-1-3-9(30)4-2-8)44-27-21(39)19(37)16(34)13(7-29)41-27/h1-5,12-13,15-16,18-21,26-34,36-39H,6-7H2/t12-,13-,15-,16-,18+,19+,20-,21-,26+,27+/m1/s1 VMOKZQAQPBUNRW-PXJYGDGDSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC85813 Linoleic Acid (9Z,12Z)-octadeca-9,12-dienoic acid CHEMBL267476 5280450 C18H32O2 280.24 -0.9485 3.22 7.865 2 1 37.3 16 0 20 2 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- OYHQOLUKZRVURQ-HZJYTTRNSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)O NPC294548 Linolenic Acid (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid CHEMBL8739 5280934 C18H30O2 278.22 -0.0979 3.22 7.538 2 1 37.3 15 0 20 2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9- DTOSIQBPPRVQHS-PDBXOOCHSA-N CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O NPC166287 Lipoic Acid 5-[(3R)-dithiolan-3-yl]pentanoic acid CHEMBL134342 6112 C8H14O2S2 206.04 -0.2146 1.9 2.072 2 1 87.9 6 1 12 0 InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1 AGBQKNBQESQNJD-SSDOTTSWSA-N OC(=O)CCCC[C@H]1SSCC1 NPC317573 Lippiolide CHEMBL1641870 50908706 C30H46O4 470.34 2.2234 4.32 7.897 4 1 55.76 8 4 34 1 InChI=1S/C30H46O4/c1-18(2)24-23-19-8-9-21-28(7,27(19,6)13-12-26(23,5)16-22(31)34-24)11-10-20-25(3,4)30(32)15-14-29(20,21)17-33-30/h19-21,23-24,32H,1,8-17H2,2-7H3/t19-,20+,21+,23+,24+,26+,27-,28-,29-,30-/m1/s1 XVOHBMBYVJHVEX-PVXVMCPWSA-N O=C1O[C@@H](C(=C)C)[C@H]2[C@@](C1)(C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]1[C@@]32CC[C@@](OC3)(C1(C)C)O)C NPC170475 Liquiritin (2S)-7-hydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one CHEMBL511995 503737 C21H22O9 418.13 -3.101 2.78 0.752 6 5 145.91 9 4 30 0 InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1 DEMKZLAVQYISIA-ZRWXNEIDSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)[C@@H]2CC(=O)c3c(O2)cc(cc3)O)[C@@H]([C@H]([C@@H]1O)O)O NPC200708 Liquiritin Apioside (2S)-2-[4-[(2S,3R,4S,5S,6R)-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-2,3-dihydrochromen-4-one CHEMBL600792 46232263 C26H30O13 550.17 -4.5097 2.89 -0.585 10 7 204.83 14 5 39 1 InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2/t17-,19+,20+,21-,22+,23+,24+,25+,26-/m0/s1 FTVKHUHJWDMWIR-FRFGAYJHSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)[C@@H]2CC(=O)c3c(O2)cc(cc3)O)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1OC[C@@]([C@@H]1O)(O)CO NPC147686 Liquirtigenin (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL252642 114829 C15H12O4 256.07 -1.3541 2.67 1.86 1 2 66.76 3 3 19 0 InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1 FURUXTVZLHCCNA-AWEZNQCLSA-N Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2)O NPC95392 Liriodendrtachioside (2R,3S,4R,5R,6S)-2-[4-[(3S,3aR,6S,6aR)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL505393 44202792 C34H46O18 742.27 -5.6196 3.22 -1.42 12 8 254.14 24 6 52 3 InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21-,22+,23-,24+,25+,26-,27-,28+,29+,30+,33+,34-/m0/s1 FFDULTAFAQRACT-IHHOVKAUSA-N OC[C@@H]1O[C@H](Oc2c(OC)cc(cc2OC)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2cc(OC)c(c(c2)OC)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O NPC278525 Liriodenine CHEMBL37736 10144 C17H9NO3 275.06 -0.5665 2.89 3.275 2 0 48.42 0 5 21 0 InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2 MUMCCPUVOAUBAN-UHFFFAOYSA-N O=C1c2ccccc2c2c3c1nccc3cc1c2OCO1 NPC60186 Litebamine 9,11-dimethoxy-2-methyl-3,4-dihydro-1H-naphtho[2,1-f]isoquinoline-8,12-diol CHEMBL453173 196885 C20H21NO4 339.15 -0.6299 3.11 1.847 1 2 62.16 7 4 25 0 InChI=1S/C20H21NO4/c1-21-7-6-12-13-5-4-11-8-16(22)17(24-2)9-14(11)18(13)20(25-3)19(23)15(12)10-21/h4-5,8-9,22-23H,6-7,10H2,1-3H3 QOWFEPGZJDCIKG-UHFFFAOYSA-N COc1c(O)c2CN(C)CCc2c2c1c1cc(OC)c(cc1cc2)O NPC280026 Lithocholic Acid (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid CHEMBL1478 9903 C24H40O3 376.3 0.873 3.77 8.263 3 2 57.53 9 4 27 1 InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1 SMEROWZSTRWXGI-HVATVPOCSA-N O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C NPC144557 Lithospermic Acid (2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid CHEMBL518243 6441498 C27H22O12 538.11 -2.955 3.11 1.877 6 7 211.28 16 4 39 1 InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1 UJZQBMQZMKFSRV-RGKBJLTCSA-N O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O)[C@H](O2)c1ccc(c(c1)O)O)O NPC197089 Litseagermacrane (4S,5E,7S)-7-(2-hydroxypropan-2-yl)-4-methyl-10-methylidenecyclodec-5-en-1-one CHEMBL453713 10060039 C15H24O2 236.18 1.2854 2.89 2.701 2 1 37.3 5 1 17 0 InChI=1S/C15H24O2/c1-11-5-8-13(15(3,4)17)9-7-12(2)14(16)10-6-11/h5,8,11,13,17H,2,6-7,9-10H2,1,3-4H3/b8-5+/t11-,13-/m1/s1 RJCCYTWCDOEWGM-UCYCBVHCSA-N C[C@@H]1/C=C/[C@H](CCC(=C)C(=O)CC1)C(O)(C)C NPC126293 L-Mimosine (2S)-2-azaniumyl-3-(3-hydroxy-4-oxopyridin-1-yl)propanoate CHEMBL245416 6971294;440473 C8H10N2O4 198.06 -2.162 1.68 -2.372 6 3 103.86 6 1 14 0 InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1 WZNJWVWKTVETCG-YFKPBYRVSA-N OC(=O)[C@H](Cn1ccc(=O)c(c1)O)N NPC118522 L-Norepinephrine 4-[(1S)-2-amino-1-hydroxyethyl]benzene-1,2-diol CHEMBL18824 5814 C8H11NO3 169.07 -2.1696 1.9 -0.46 2 4 86.71 6 1 12 0 InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m1/s1 SFLSHLFXELFNJZ-MRVPVSSYSA-N NC[C@H](c1ccc(c(c1)O)O)O NPC300984 Lobaric Acid 3-hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid CHEMBL551842 73157 C25H28O8 456.18 -2.5011 3.33 5.872 4 2 119.36 15 3 33 1 InChI=1S/C25H28O8/c1-4-6-8-9-15-21(24(28)29)18(27)13-20-23(15)32-19-12-14(31-3)11-16(17(26)10-7-5-2)22(19)25(30)33-20/h11-13,27H,4-10H2,1-3H3,(H,28,29) JHEWMLHQNRHTQX-UHFFFAOYSA-N CCCCCc1c2Oc3cc(OC)cc(c3C(=O)Oc2cc(c1C(=O)O)O)C(=O)CCCC NPC159963 Lochnericine CHEMBL2011514 11382599 C21H24N2O3 352.18 -0.5736 3.22 2.912 5 1 54.1 5 6 26 0 InChI=1S/C21H24N2O3/c1-3-20-10-12(18(24)25-2)16-21(13-6-4-5-7-14(13)22-16)8-9-23(19(20)21)11-15-17(20)26-15/h4-7,15,17,19,22H,3,8-11H2,1-2H3/t15-,17-,19-,20+,21-/m0/s1 AUVZFRDLRJQTQF-KXEYLTKFSA-N COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@](C1)(CC)[C@H]1O[C@H]1CN2CC4)cccc3 NPC471617 Lonafarnib 4-[2-[4-[(11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[1,2]cyclohepta[2,4-b]pyridin-11-yl]piperidin-1-yl]-2-oxoethyl]piperidine-1-carboxamide CHEMBL298734 148195 C27H31Br2ClN4O2 636.05 0.1235 3.44 6.689 6 2 80.52 9 5 36 1 InChI=1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1 DHMTURDWPRKSOA-RUZDIDTESA-N Clc1cc(Br)c2c(c1)CCc1c([C@@H]2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=N)O)ncc(c1)Br NPC305355 Lonchocarpin (E)-1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-phenylprop-2-en-1-one CHEMBL457644 6283743 C20H18O3 306.13 0.5448 3.33 6.182 1 1 46.53 6 3 23 1 InChI=1S/C20H18O3/c1-20(2)13-12-16-18(23-20)11-9-15(19(16)22)17(21)10-8-14-6-4-3-5-7-14/h3-13,22H,1-2H3/b10-8+ UEXPKLJRGIWQBF-CSKARUKUSA-N O=C(c1ccc2c(c1O)C=CC(O2)(C)C)/C=C/c1ccccc1 NPC102741 Longikaurin B CHEMBL400142 10046926 C22H30O7 406.2 -2.113 3.11 0.675 7 3 113.29 8 3 29 0 InChI=1S/C22H30O7/c1-11-13-5-6-14-20-8-4-7-19(3,9-28-12(2)23)15(20)18(26)22(27,29-10-20)21(14,16(11)24)17(13)25/h13-15,17-18,25-27H,1,4-10H2,2-3H3/t13-,14-,15+,17+,18-,19-,20+,21-,22-/m0/s1 JMCGQPHJXFUMBU-YEJWVSDBSA-N CC(=O)OC[C@]1(C)CCC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=O NPC56656 Longikaurin C CHEMBL519320 44586034 C22H30O6 390.2 -1.2811 3.22 1.916 6 2 93.06 7 3 28 0 InChI=1S/C22H30O6/c1-12-14-5-6-15-20-8-4-7-19(3,10-27-13(2)23)16(20)18(25)22(26,28-11-20)21(15,9-14)17(12)24/h14-16,18,25-26H,1,4-11H2,2-3H3/t14-,15+,16-,18+,19+,20-,21+,22+/m1/s1 HSMCZGYOVWATPU-AQXMTESMSA-N CC(=O)OC[C@]1(C)CCC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O NPC471474 Longikaurin D CHEMBL252105 44445755 C22H30O7 406.2 -2.0474 3.11 0.464 7 3 113.29 8 3 29 0 InChI=1S/C22H30O7/c1-11-13-7-14(24)15-20-6-4-5-19(3,9-28-12(2)23)16(20)18(26)22(27,29-10-20)21(15,8-13)17(11)25/h13-16,18,24,26-27H,1,4-10H2,2-3H3/t13-,14-,15+,16-,18+,19+,20-,21+,22+/m1/s1 XQPBZGQNCZAVQT-DOBWZTAESA-N CC(=O)OC[C@]1(C)CCC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3[C@H](O)C[C@H](C1)C(=C)C2=O NPC186054 Longikaurin E CHEMBL1802177 56673383 C22H30O6 390.2 -0.9567 3.22 2.229 6 2 93.06 7 3 28 0 InChI=1S/C22H30O6/c1-11-13-8-14(28-12(2)23)15-20-7-5-6-19(3,4)16(20)18(25)22(26,27-10-20)21(15,9-13)17(11)24/h13-16,18,25-26H,1,5-10H2,2-4H3/t13-,14-,15+,16-,18+,20-,21+,22-/m1/s1 VLCMAXYGZMNIMT-HFMLIDFKSA-N CC(=O)O[C@@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]14CCCC([C@H]4[C@@H]([C@]3(OC1)O)O)(C)C)C(=O)C2=C NPC3316 Longilactone CHEMBL1080174 46878941 C19H26O7 366.17 -1.476 2.78 -0.474 7 4 124.29 8 4 26 0 InChI=1S/C19H26O7/c1-6-5-8(20)15(24)18(3)9(6)12(22)16-19(4)10(17(25)26-16)7(2)11(21)13(23)14(18)19/h5,7,9-16,21-24H,1-4H3/t7-,9-,10?,11+,12-,13+,14-,15-,16-,18+,19+/m1/s1 KBBRVTNGCNCUCX-GZKGTQTLSA-N O[C@H]1[C@H](C)C2C(=O)O[C@H]3[C@@]2([C@H]([C@H]1O)[C@@]1(C)[C@H](O)C(=O)C=C([C@@H]1[C@H]3O)C)C NPC115674 Lonicerin 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one CHEMBL452979 5282152 C27H30O15 594.16 -5.3386 2.78 -0.909 10 9 245.29 16 5 42 1 InChI=1S/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 SHPPXMGVUDNKLV-KMFFXDMSSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC182814 Lonijaposide O (2S)-2-[3-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]propanoate CHEMBL3092662 76335387 C24H29NO11 507.17 -4.4467 2.78 0.398 11 5 189.92 16 3 36 1 InChI=1S/C24H29NO11/c1-3-14-15(7-6-13-5-4-8-25(9-13)12(2)21(30)31)16(22(32)33)11-34-23(14)36-24-20(29)19(28)18(27)17(10-26)35-24/h3-9,11-12,14-15,17-20,23-24,26-29H,1,10H2,2H3,(H-,30,31,32,33)/b7-6+/t12-,14+,15-,17+,18+,19-,20+,23-,24-/m0/s1 NAPHCTLCUKYBIG-KMRSAXKXSA-N C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1ccc[n+](c1)[C@H](C(=O)O)C)C(=O)[O-])O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC50997 Lonijaposide R (2R)-2-[3-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]-3-phenylpropanoate CHEMBL3092665 76309955 C30H33NO11 583.21 -4.4356 3.44 3.663 11 5 189.92 17 4 42 2 InChI=1S/C30H33NO11/c1-2-19-20(11-10-18-9-6-12-31(14-18)22(28(38)39)13-17-7-4-3-5-8-17)21(27(36)37)16-40-29(19)42-30-26(35)25(34)24(33)23(15-32)41-30/h2-12,14,16,19-20,22-26,29-30,32-35H,1,13,15H2,(H-,36,37,38,39)/b11-10+/t19-,20+,22-,23-,24-,25+,26-,29+,30+/m1/s1 NESGKYFUGBYZKP-PPHHKDQVSA-N C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1ccc[n+](c1)[C@@H](C(=O)[O-])Cc1ccccc1)C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC12944 Lonijaposide T (2S,3R,4S)-4-[(E)-2-[5-carboxy-1-[(1S)-1-carboxy-3-methylbutyl]pyridin-1-ium-3-yl]ethenyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate CHEMBL3092667 76309957 C28H35NO13 593.21 -3.9093 3 1.07 13 6 227.22 21 3 42 3 InChI=1S/C28H35NO13/c1-4-16-17(6-5-14-8-15(24(34)35)10-29(9-14)19(26(38)39)7-13(2)3)18(25(36)37)12-40-27(16)42-28-23(33)22(32)21(31)20(11-30)41-28/h4-6,8-10,12-13,16-17,19-23,27-28,30-33H,1,7,11H2,2-3H3,(H2-,34,35,36,37,38,39)/b6-5+/t16-,17+,19+,20-,21-,22+,23-,27+,28+/m1/s1 NRCYLHJBIBALDE-TUXMONONSA-N C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1c[n+](cc(c1)C(=O)O)[C@H](C(=O)[O-])CC(C)C)C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC111732 Lonijaposide W (2R)-2-[3-carboxy-5-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]-3-phenylpropanoate CHEMBL3092670 76324558 C31H33NO13 627.2 -4.6754 3.33 2.9 13 6 227.22 19 4 45 3 InChI=1S/C31H33NO13/c1-2-19-20(21(28(39)40)15-43-30(19)45-31-26(36)25(35)24(34)23(14-33)44-31)9-8-17-10-18(27(37)38)13-32(12-17)22(29(41)42)11-16-6-4-3-5-7-16/h2-10,12-13,15,19-20,22-26,30-31,33-36H,1,11,14H2,(H2-,37,38,39,40,41,42)/b9-8+/t19-,20+,22-,23-,24-,25+,26-,30+,31+/m1/s1 TYCHKAUZEONICT-LADCKBOFSA-N C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1c[n+](cc(c1)C(=O)O)[C@@H](C(=O)[O-])Cc1ccccc1)C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC116961 Loratadine ethyl 4-(8-chloro-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridin-11-ylidene)piperidine-1-carboxylate CHEMBL998 3957 C22H23ClN2O2 382.14 1.7488 3.33 4.263 4 0 42.43 5 4 27 0 InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3 JCCNYMKQOSZNPW-UHFFFAOYSA-N CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1 NPC112192 Loureirin A 3-(2,4-dimethoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one CHEMBL253779 5319081 C17H18O4 286.12 -0.7305 2.89 2.91 1 1 55.76 9 2 21 0 InChI=1S/C17H18O4/c1-20-15-9-5-13(17(11-15)21-2)6-10-16(19)12-3-7-14(18)8-4-12/h3-5,7-9,11,18H,6,10H2,1-2H3 RSAIVLRELNGZEY-UHFFFAOYSA-N COc1cc(OC)ccc1CCC(=O)c1ccc(cc1)O NPC96217 Loxothyrin A CHEMBL486708 6712389 C24H30O9 462.19 -1.4336 3.11 0.861 9 1 133.27 10 4 33 0 InChI=1S/C24H30O9/c1-12-15-7-16(28)19-23(8-15,20(12)29)21(30)32-11-24(19)17(9-25)22(4,10-31-13(2)26)6-5-18(24)33-14(3)27/h9,15-19,28H,1,5-8,10-11H2,2-4H3/t15-,16-,17-,18+,19-,22+,23+,24+/m1/s1 DESXTEYYECQGPC-METYIPFGSA-N O=C[C@@H]1[C@](C)(COC(=O)C)CC[C@@H]([C@@]21COC(=O)[C@]13[C@H]2[C@H](O)C[C@H](C1)C(=C)C3=O)OC(=O)C NPC10781 L-Phenylalanine (2S)-2-azaniumyl-3-phenylpropanoate CHEMBL301523 6925665;6140 C9H11NO2 165.08 -1.0844 2.12 0.441 3 2 63.32 5 1 12 0 InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1 COLNVLDHVKWLRT-QMMMGPOBSA-N N[C@H](C(=O)O)Cc1ccccc1 NPC11433 L-Proline (2S)-pyrrolidine-2-carboxylic acid CHEMBL54922 145742;6971047 C5H9NO2 115.06 -1.3817 1.68 -0.185 3 2 49.33 2 1 8 0 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1 ONIBWKKTOPOVIA-BYPYZUCNSA-N OC(=O)[C@@H]1CCCN1 NPC105023 L-Sulforaphane 1-isothiocyanato-4-[(S)-methylsulfinyl]butane CHEMBL1627201 10419733 C6H11NOS2 177.03 -0.9316 1.68 1.175 2 0 80.73 6 0 10 0 InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m0/s1 SUVMJBTUFCVSAD-JTQLQIEISA-N S=C=NCCCC[S@@](=O)C NPC69454 Lucidadiol (3S,5R,10S,13R,14R,17R)-3-hydroxy-17-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one CHEMBL1915764 10789991 C30H48O3 456.36 2.2298 4.43 6.567 3 2 57.53 14 4 33 1 InChI=1S/C30H48O3/c1-19(18-31)9-8-10-20(2)21-11-16-30(7)26-22(12-15-29(21,30)6)28(5)14-13-25(33)27(3,4)24(28)17-23(26)32/h9,20-21,24-25,31,33H,8,10-18H2,1-7H3/b19-9+/t20-,21-,24+,25+,28-,29-,30+/m1/s1 AZPOACUDFJKUHJ-GPEQXWBKSA-N OC/C(=C/CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2C(=O)C[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)/C NPC17677 Lucidamine A 1-[(6S)-2,3-dihydroxy-7,8-dimethoxy-5-methyl-6H-benzo[c]phenanthridin-6-yl]propan-2-one CHEMBL399861 23656474 C23H23NO5 393.16 -1.1782 3.33 2.538 2 2 79.23 10 4 29 0 InChI=1S/C23H23NO5/c1-12(25)9-17-21-14(7-8-20(28-3)23(21)29-4)15-6-5-13-10-18(26)19(27)11-16(13)22(15)24(17)2/h5-8,10-11,17,26-27H,9H2,1-4H3/t17-/m0/s1 OZFFCUIRRDOAHH-KRWDZBQOSA-N COc1c(OC)ccc2c1[C@H](CC(=O)C)N(C)c1c2ccc2c1cc(O)c(c2)O NPC471489 Lucidamine B 1-[(6S)-2,3-dihydroxy-7,8-dimethoxy-5-methyl-1,4-bis(2-methylbut-3-en-2-yl)-6H-benzo[c]phenanthridin-6-yl]propan-2-one CHEMBL252914 23656475 C33H39NO5 529.28 2.0652 4.43 6.138 2 2 79.23 18 4 39 1 InChI=1S/C33H39NO5/c1-11-32(4,5)26-21-14-13-20-19-15-16-23(38-9)31(39-10)24(19)22(17-18(3)35)34(8)28(20)25(21)27(30(37)29(26)36)33(6,7)12-2/h11-16,22,36-37H,1-2,17H2,3-10H3/t22-/m0/s1 JBKDWQUWYFBOCS-QFIPXVFZSA-N C=CC(c1c(O)c(O)c(c2c1c1N(C)[C@@H](CC(=O)C)c3c(c1cc2)ccc(c3OC)OC)C(C=C)(C)C)(C)C NPC224652 Ludartin CHEMBL1097764 14355826 C15H18O3 246.13 1.0791 2.78 1.221 3 0 38.83 2 4 18 0 InChI=1S/C15H18O3/c1-7-4-5-9-8(2)14(16)17-13(9)12-10(7)6-11-15(12,3)18-11/h9,11-13H,2,4-6H2,1,3H3/t9-,11+,12-,13-,15+/m0/s1 QXJYIGSXUBOSID-JZEMPJKHSA-N CC1=C2C[C@@H]3[C@]([C@@H]2[C@@H]2[C@@H](CC1)C(=C)C(=O)O2)(O3)C NPC252133 Lup-20(29)En-2,28-Diol-3-Yl Caffeate [(1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-10-hydroxy-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL1774776 54585389 C39H56O6 620.41 1.7276 5.09 10.434 4 4 107.22 16 6 45 1 InChI=1S/C39H56O6/c1-23(2)25-14-17-39(22-40)19-18-37(6)26(33(25)39)10-12-31-36(5)21-29(43)34(35(3,4)30(36)15-16-38(31,37)7)45-32(44)13-9-24-8-11-27(41)28(42)20-24/h8-9,11,13,20,25-26,29-31,33-34,40-43H,1,10,12,14-19,21-22H2,2-7H3/b13-9+/t25-,26+,29+,30-,31+,33+,34-,36-,37+,38+,39+/m0/s1 GTZFQWLOIJEDDS-JHEUPGEVSA-N OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)C[C@H]([C@@H](C3(C)C)OC(=O)/C=C/c1ccc(c(c1)O)O)O)C(=C)C NPC271803 Lupanine CHEMBL459396 91471 C15H24N2O 248.19 -2.6426 2.78 1.381 3 0 23.55 0 4 18 0 InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1 JYIJIIVLEOETIQ-XDQVBPFNSA-N O=C1CCC[C@H]2N1C[C@@H]1C[C@H]2CN2[C@H]1CCCC2 NPC43300 Lupenone (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one CHEMBL486393 92158 C30H48O 424.37 3.801 4.65 11.294 1 0 17.07 8 5 31 1 InChI=1S/C30H48O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-23,25H,1,9-18H2,2-8H3/t20-,21+,22-,23+,25+,27+,28-,29+,30+/m0/s1 GRBHNQFQFHLCHO-BHMAJAPKSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C NPC305835 Lupenyl Acetate [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate CHEMBL453802 92157 C32H52O2 468.4 3.6104 4.76 12.641 2 0 26.3 11 5 34 1 InChI=1S/C32H52O2/c1-20(2)22-12-15-29(6)18-19-31(8)23(27(22)29)10-11-25-30(7)16-14-26(34-21(3)33)28(4,5)24(30)13-17-32(25,31)9/h22-27H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26-,27+,29+,30-,31+,32+/m0/s1 ODSSDTBFHAYYMD-YOJQYFTNSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C)C)C NPC192638 Lupeol (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol CHEMBL289191 259846 C30H50O 426.39 3.2313 4.65 11.901 1 1 20.23 9 5 31 1 InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1 MQYXUWHLBZFQQO-QGTGJCAVSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC471900 Lupeolic Acid (1R,3aR,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid CHEMBL3289105 90644330 C30H48O3 456.36 2.3495 4.43 10.891 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18(2)19-10-13-26(3)16-17-28(5)20(24(19)26)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21+,22+,23-,24+,26+,27+,28+,29+,30+/m0/s1 NYJYXELDYSTZFI-SZTSEJDOSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H]([C@]1(C)C(=O)O)O)C NPC142405 Lupinifolin (8S)-5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one CHEMBL559980 10250777 C25H26O5 406.18 1.4311 3.66 3.767 1 2 75.99 9 4 30 0 InChI=1S/C25H26O5/c1-14(2)5-10-18-23-17(11-12-25(3,4)30-23)22(28)21-19(27)13-20(29-24(18)21)15-6-8-16(26)9-7-15/h5-9,11-12,20,26,28H,10,13H2,1-4H3/t20-/m0/s1 PDTJZCUQXSFLDW-FQEVSTJZSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c2c1OC(C)(C)C=C2)O)c1ccc(cc1)O)C NPC203819 Lupulone CHEMBL480267 NA C26H38O4 414.28 4.7607 3.88 7.091 4 2 74.6 19 1 30 1 InChI=1S/C26H38O4/c1-16(2)9-10-20-23(28)22(21(27)15-19(7)8)25(30)26(24(20)29,13-11-17(3)4)14-12-18(5)6/h9,11-12,19,28,30H,10,13-15H2,1-8H3 WPVSVIXDXMNGGN-UHFFFAOYSA-N CC(=CCC1=C(O)C(=C(C(C1=O)(CC=C(C)C)CC=C(C)C)O)C(=O)CC(C)C)C NPC103743 Lupulone A 7-hydroxy-2,2-dimethyl-6-(3-methylbutanoyl)-4a,8-bis(3-methylbut-2-enyl)chromen-5-one CHEMBL480268 11223675 C26H36O4 412.26 3.9074 3.88 6.394 4 1 63.6 16 2 30 1 InChI=1S/C26H36O4/c1-16(2)9-10-19-22(28)21(20(27)15-18(5)6)23(29)26(12-11-17(3)4)14-13-25(7,8)30-24(19)26/h9,11,13-14,18,28H,10,12,15H2,1-8H3 WOAGFYGUGHOSMR-UHFFFAOYSA-N CC(=CCC1=C2OC(C)(C)C=CC2(C(=O)C(=C1O)C(=O)CC(C)C)CC=C(C)C)C NPC113370 Lupulone B 7-hydroxy-2,2-dimethyl-4a,8-bis(3-methylbut-2-enyl)-6-(2-methylpropanoyl)chromen-5-one CHEMBL479882 11258041 C25H34O4 398.25 4.034 3.77 5.61 4 1 63.6 15 2 29 1 InChI=1S/C25H34O4/c1-15(2)9-10-18-21(27)19(20(26)17(5)6)22(28)25(12-11-16(3)4)14-13-24(7,8)29-23(18)25/h9,11,13-14,17,27H,10,12H2,1-8H3 MJXCRNGPAMBYDU-UHFFFAOYSA-N CC(=CCC1=C2OC(C)(C)C=CC2(C(=O)C(=C1O)C(=O)C(C)C)CC=C(C)C)C NPC93271 Lupulone D 6-hydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-3a,7-bis(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-one CHEMBL521269 11350917 C26H38O5 430.27 2.9913 3.77 5.555 5 2 83.83 18 2 31 1 InChI=1S/C26H38O5/c1-15(2)9-10-18-22(28)21(19(27)13-17(5)6)23(29)26(12-11-16(3)4)14-20(25(7,8)30)31-24(18)26/h9,11,17,20,28,30H,10,12-14H2,1-8H3 UFNSPVPZCKZBHN-UHFFFAOYSA-N CC(=CCC1=C2OC(CC2(C(=O)C(=C1O)C(=O)CC(C)C)CC=C(C)C)C(O)(C)C)C NPC135576 Lupulone E 6-hydroxy-2-(2-hydroxypropan-2-yl)-3a,7-bis(3-methylbut-2-enyl)-5-(2-methylpropanoyl)-2,3-dihydro-1-benzofuran-4-one CHEMBL481841 11774378 C25H36O5 416.26 3.1179 3.66 4.771 5 2 83.83 17 2 30 0 InChI=1S/C25H36O5/c1-14(2)9-10-17-21(27)19(20(26)16(5)6)22(28)25(12-11-15(3)4)13-18(24(7,8)29)30-23(17)25/h9,11,16,18,27,29H,10,12-13H2,1-8H3 AVOJMEPPTDIWFH-UHFFFAOYSA-N CC(=CCC1=C2OC(CC2(C(=O)C(=C1O)C(=O)C(C)C)CC=C(C)C)C(O)(C)C)C NPC138248 Lusianthridin 7-methoxy-9,10-dihydrophenanthrene-2,5-diol CHEMBL254187 442702 C15H14O3 242.09 -0.8476 2.78 2.696 0 2 49.69 4 3 18 0 InChI=1S/C15H14O3/c1-18-12-7-10-3-2-9-6-11(16)4-5-13(9)15(10)14(17)8-12/h4-8,16-17H,2-3H2,1H3 RDKDIPDDUFMMMT-UHFFFAOYSA-N COc1cc(O)c2c(c1)CCc1c2ccc(c1)O NPC279121 Luteolin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL151 5280445 C15H10O6 286.05 -2.3448 2.45 1.033 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H IQPNAANSBPBGFQ-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O NPC190003 Luteolin-7-O-Beta-D-Glucuronide Ethyl Ester ethyl (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate CHEMBL1272141 52944072 C23H22O12 490.11 -3.4881 2.67 0.826 7 6 192.44 13 4 35 1 InChI=1S/C23H22O12/c1-2-32-22(31)21-19(29)18(28)20(30)23(35-21)33-10-6-13(26)17-14(27)8-15(34-16(17)7-10)9-3-4-11(24)12(25)5-9/h3-8,18-21,23-26,28-30H,2H2,1H3/t18-,19-,20+,21-,23+/m0/s1 BEPOTAUCBSWOPK-KHYDEXNFSA-N CCOC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC223124 Lycobetaine CHEMBL253553 159646 C16H11NO3 266.08 0.0682 2.78 0.909 1 1 21.7 0 5 20 0 InChI=1S/C16H11NO3/c18-11-3-9-1-2-17-7-10-4-14-15(20-8-19-14)6-12(10)13(5-11)16(9)17/h3-7H,1-2,8H2/p+1 DFQOXFIPAAMFAU-UHFFFAOYSA-O [O+]=c1cc2CCn3c2c(c1)c1cc2OCOc2cc1c3 NPC208118 Lycoctonine CHEMBL517003 11972492 C25H41NO7 467.29 -3.4454 3.33 -0.217 8 3 100.85 14 6 33 0 InChI=1S/C25H41NO7/c1-6-26-11-22(12-27)8-7-16(31-3)24-14-9-13-15(30-2)10-23(28,17(14)18(13)32-4)25(29,21(24)26)20(33-5)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21+,22+,23-,24+,25+/m1/s1 YOTUXHIWBVZAJQ-VCDUNCIKSA-N CO[C@H]1C[C@@]2(O)[C@H]3[C@H]([C@@H]1C[C@H]3[C@@]13[C@H]4[C@@]2(O)[C@@H](OC)[C@@H]1[C@@](CN4CC)(CO)CC[C@@H]3OC)OC NPC126481 Lycoparin C CHEMBL455781 44586221 C15H18N2O2 258.14 -0.9209 2.67 0.347 3 3 79.37 5 3 19 0 InChI=1S/C15H18N2O2/c1-2-11-10-5-9(8-18)7-15(11,16)12-3-4-14(19)17-13(12)6-10/h2-5,10-11,18H,1,6-8,16H2,(H,17,19)/t10-,11+,15+/m0/s1 KKOQTAOXNQUZKU-FIXISWKDSA-N C=C[C@@H]1[C@H]2C=C(C[C@]1(N)c1c(C2)nc(cc1)O)CO NPC99088 Lycopene (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene CHEMBL501174 446925 C40H56 536.44 11.5726 5.86 14.586 0 0 0 26 0 40 2 InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+ OAIJSZIZWZSQBC-GYZMGTAESA-N C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\CCC=C(C)C)/C)/C)/C)/C=C/C=C(/C=C/C=C(/CCC=C(C)C)\C)\C NPC181653 Lycorine CHEMBL400092 72378 C16H17NO4 287.12 -1.1164 2.67 0.203 3 2 62.16 2 5 21 0 InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1 XGVJWXAYKUHDOO-DANNLKNASA-N O[C@H]1C=C2CCN3[C@H]2[C@@H]([C@@H]1O)c1cc2OCOc2cc1C3 NPC122471 Lysianadioic Acid (2Z)-2-[3-(diaminomethylideneamino)propylidene]butanedioic acid CHEMBL253846 25110755 C8H13N3O4 215.09 -0.9185 1.57 -0.656 7 5 136.5 10 0 15 0 InChI=1S/C8H13N3O4/c9-8(10)11-3-1-2-5(7(14)15)4-6(12)13/h2H,1,3-4H2,(H,12,13)(H,14,15)(H4,9,10,11)/b5-2- FQUBLGQMXQHASY-DJWKRKHSSA-N NC(=N)NCC/C=C(\C(=O)O)/CC(=O)O NPC210434 Lysicamine CHEMBL510090 122691 C18H13NO3 291.09 -0.3674 3 3.348 2 0 48.42 4 4 22 0 InChI=1S/C18H13NO3/c1-21-13-9-10-7-8-19-16-14(10)15(18(13)22-2)11-5-3-4-6-12(11)17(16)20/h3-9H,1-2H3 DPBMWJXWUINLQT-UHFFFAOYSA-N COc1c(OC)cc2c3c1c1ccccc1C(=O)c3ncc2 NPC77717 Lysikokianoside 1 CHEMBL501046 44593371 C52H86O21 1046.57 -4.3239 4.87 2.785 21 12 325.83 29 10 73 2 InChI=1S/C52H86O21/c1-46(2)14-15-51-22-67-52(29(51)16-46)13-9-28-48(5)11-10-31(47(3,4)27(48)8-12-49(28,6)50(52,7)17-30(51)56)71-44-40(73-43-39(64)36(61)33(58)24(18-53)68-43)35(60)26(21-66-44)70-45-41(37(62)34(59)25(19-54)69-45)72-42-38(63)32(57)23(55)20-65-42/h23-45,53-64H,8-22H2,1-7H3/t23-,24-,25-,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,48+,49-,50+,51-,52+/m1/s1 GQENXAKENMICMF-UXYUNAJASA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC42716 Maackiain CHEMBL334918 91510 C16H12O5 284.07 -1.4161 2.67 1.797 0 1 57.15 1 5 21 0 InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m0/s1 HUKSJTUUSUGIDC-ZBEGNZNMSA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OCO1 NPC293319 Macaflavanone G (2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL575434 25155335 C30H36O6 492.25 2.4489 4.1 4.711 1 3 96.22 14 4 36 0 InChI=1S/C30H36O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-11,15,25,31-32,34H,6,9,12-14,16H2,1-5H3/t25-,30+/m0/s1 YDKQMGVESZZFGP-SETSBSEESA-N CC(=CCC[C@]1(C)CCc2c(O1)c(O)ccc2[C@@H]1CC(=O)c2c(O1)cc(c(c2O)CC=C(C)C)O)C NPC125855 Macarangaflavanone B (2S)-5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL471799 14309760 C25H28O5 408.19 1.9404 3.66 3.837 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-14(2)5-7-16-11-17(8-10-19(16)26)22-13-21(28)24-23(30-22)12-20(27)18(25(24)29)9-6-15(3)4/h5-6,8,10-12,22,26-27,29H,7,9,13H2,1-4H3/t22-/m0/s1 WNEAAJKGMLICIY-QFIPXVFZSA-N CC(=CCc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)CC=C(C)C)O)C NPC212932 Macarangin 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL478764 10047854 C25H26O6 422.17 0.7687 3.55 5.207 2 4 107.22 13 3 31 1 InChI=1S/C25H26O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20-21(22(18)28)23(29)24(30)25(31-20)16-8-10-17(26)11-9-16/h5,7-11,13,26-28,30H,4,6,12H2,1-3H3/b15-7+ MBIJQAHZUBUPNM-VIZOYTHASA-N C/C(=C\Cc1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)O)/CCC=C(C)C NPC191037 Machilin D 4-[(1S,2S)-1-hydroxy-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]propyl]-2-methoxyphenol CHEMBL185692 904797 C20H24O5 344.16 -0.3205 3.11 3.98 1 2 68.15 13 2 25 0 InChI=1S/C20H24O5/c1-5-6-14-7-10-17(19(11-14)24-4)25-13(2)20(22)15-8-9-16(21)18(12-15)23-3/h5-13,20-22H,1-4H3/b6-5+/t13-,20+/m0/s1 WCFYXOLUODJLKB-QONXFYDISA-N C/C=C/c1ccc(c(c1)OC)O[C@H]([C@H](c1ccc(c(c1)OC)O)O)C NPC57119 Machilin G 5-[(2S,3S,4R,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole CHEMBL471177 10450921 C21H24O5 356.16 -0.3944 3.22 3.895 1 0 46.15 8 4 26 0 InChI=1S/C21H24O5/c1-12-13(2)21(15-6-8-17-19(10-15)25-11-24-17)26-20(12)14-5-7-16(22-3)18(9-14)23-4/h5-10,12-13,20-21H,11H2,1-4H3/t12-,13+,20-,21+/m1/s1 HSMDOSKNXLVXIP-QVEMZERUSA-N COc1cc(ccc1OC)[C@@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc2c(c1)OCO2 NPC188433 Macluraxanthone 5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one CHEMBL478960 5281646 C23H22O6 394.14 0.7307 3.33 3.28 1 3 96.22 9 4 29 0 InChI=1S/C23H22O6/c1-6-22(2,3)15-19-12(9-10-23(4,5)29-19)17(26)14-16(25)11-7-8-13(24)18(27)20(11)28-21(14)15/h6-10,24,26-27H,1H2,2-5H3 XRVLGJCHUWXTDX-UHFFFAOYSA-N C=CC(c1c2OC(C)(C)C=Cc2c(c2c1oc1c(O)c(O)ccc1c2=O)O)(C)C NPC185258 Macluraxanthone B 1,3,6,7-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-enyl)xanthen-9-one CHEMBL370126 5353737 C23H24O6 396.16 1.24 3.33 3.35 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-6-23(4,5)18-20(27)12(8-7-11(2)3)22-17(21(18)28)19(26)13-9-14(24)15(25)10-16(13)29-22/h6-7,9-10,24-25,27-28H,1,8H2,2-5H3 QFYDCUMYVXSZFJ-UHFFFAOYSA-N C=CC(c1c(O)c(CC=C(C)C)c2c(c1O)c(=O)c1c(o2)cc(c(c1)O)O)(C)C NPC135801 Maclurin (3,4-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone CHEMBL506731 68213 C13H10O6 262.05 -2.5653 2.23 0.883 1 5 118.22 7 2 19 0 InChI=1S/C13H10O6/c14-7-4-10(17)12(11(18)5-7)13(19)6-1-2-8(15)9(16)3-6/h1-5,14-18H XNWPXDGRBWJIES-UHFFFAOYSA-N Oc1cc(O)c(c(c1)O)C(=O)c1ccc(c(c1)O)O NPC43158 Macrathoin F methyl 3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylate CHEMBL2048502 5319161 C26H26O12 530.14 -2.1355 3 1.406 8 6 200.28 17 3 38 1 InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(37-22(31)8-4-14-2-6-16(27)18(29)10-14)24(33)21(13-26)38-23(32)9-5-15-3-7-17(28)19(30)11-15/h2-11,20-21,24,27-30,33,35H,12-13H2,1H3/b8-4+,9-5+ VEBNYMXKXIIGFX-KBXRYBNXSA-N COC(=O)C1(O)CC(OC(=O)/C=C/c2ccc(c(c2)O)O)C(C(C1)OC(=O)/C=C/c1ccc(c(c1)O)O)O NPC17165 Macrocalin B CHEMBL401208 44445771 C20H26O6 362.17 -1.7409 3 0.942 6 3 96.22 5 3 26 0 InChI=1S/C20H26O6/c1-8-9-7-10(21)11-18-6-4-5-17(2,3)12(18)14(23)20(24)19(11,13(8)22)15(9)25-16(18)26-20/h9-12,14-16,21,23-24H,1,4-7H2,2-3H3/t9-,10-,11-,12+,14-,15+,16-,18+,19-,20-/m0/s1 GSRZMSWBSLHHAD-IFKNWNSRSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@]4(C1=O)[C@@H]2O[C@@H]1[C@@]23CCCC([C@H]2[C@@H]([C@]4(O)O1)O)(C)C)O NPC135548 Macrocalyxin C CHEMBL463149 14563770 C20H28O5 348.19 -1.5217 3.11 0.727 5 3 94.83 6 4 25 0 InChI=1S/C20H28O5/c1-10-15-11(22)7-13-19(3)6-4-5-18(2,9-21)12(19)8-14(23)20(13,16(10)24)17(15)25/h9,11-15,17,22-23,25H,1,4-8H2,2-3H3/t11-,12+,13-,14+,15+,17+,18+,19+,20-/m0/s1 STHPHTFJMBGODJ-CQUQCLBPSA-N O=C[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC470037 Macrocarpin A methyl (2S,4aS,6aR,6aR,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,6a,14a-pentamethyl-3,8-dioxo-4,5,6,6b,7,13,14,14b-octahydro-1H-picene-2-carboxylate CHEMBL1651347 53322156 C30H38O7 510.26 0.1102 3.99 6.682 5 2 117.97 11 5 37 1 InChI=1S/C30H38O7/c1-26-7-9-29(4)20-12-18(32)23-16(15-31)24(35)19(33)11-17(23)27(20,2)8-10-30(29,5)21(26)13-28(3,22(34)14-26)25(36)37-6/h11,15,20-21,33,35H,7-10,12-14H2,1-6H3/t20?,21-,26+,27+,28+,29-,30+/m1/s1 VDKFCMZNYZMXRF-QYOTWRPRSA-N COC(=O)[C@@]1(C)C[C@@H]2[C@@](CC1=O)(C)CC[C@]1([C@@]2(C)CC[C@@]2(C1CC(=O)c1c2cc(O)c(c1C=O)O)C)C NPC28724 Macrophyllin B (2S,5S,6R,7R)-2-hydroxy-5-methoxy-6-methyl-3-prop-2-enyl-7-(3,4,5-trimethoxyphenyl)bicyclo[3.2.1]oct-3-en-8-one CHEMBL585912 45487148 C22H28O6 388.19 -0.1079 3.22 1.434 3 1 74.22 13 3 28 0 InChI=1S/C22H28O6/c1-7-8-13-11-22(28-6)12(2)17(18(19(13)23)21(22)24)14-9-15(25-3)20(27-5)16(10-14)26-4/h7,9-12,17-19,23H,1,8H2,2-6H3/t12-,17+,18?,19-,22-/m1/s1 NWXSUVZITFIXOL-FXNKJGLGSA-N C=CCC1=C[C@]2(OC)C(=O)C([C@@H]1O)[C@@H]([C@H]2C)c1cc(OC)c(c(c1)OC)OC NPC168922 Maculine CHEMBL503675 68232 C13H9NO4 243.05 -0.5086 2.34 1.551 1 0 53.72 2 4 18 0 InChI=1S/C13H9NO4/c1-15-12-7-2-3-16-13(7)14-9-5-11-10(4-8(9)12)17-6-18-11/h2-5H,6H2,1H3 VPNYHHBCMOYPCJ-UHFFFAOYSA-N COc1c2cc3OCOc3cc2nc2c1cco2 NPC154683 Madagascin 1,8-dihydroxy-3-methyl-6-(3-methylbut-2-enoxy)anthracene-9,10-dione CHEMBL1800811 378693 C20H18O5 338.12 0.6075 3.11 2.384 2 2 83.83 8 3 25 0 InChI=1S/C20H18O5/c1-10(2)4-5-25-12-8-14-18(16(22)9-12)20(24)17-13(19(14)23)6-11(3)7-15(17)21/h4,6-9,21-22H,5H2,1-3H3 AIEGEPAELPMAPY-UHFFFAOYSA-N CC(=CCOc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C)C NPC305464 Madecassic Acid (1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL481854 73412 C30H48O6 504.35 -0.5959 4.1 5.776 6 5 118.22 13 5 36 1 InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1 PRAUVHZJPXOEIF-AOLYGAPISA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1[C@H](O)C[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C NPC295034 Magnaldehyde 4-hydroxy-3-(2-hydroxy-5-prop-2-enylphenyl)benzaldehyde CHEMBL550166 5319189 C16H14O3 254.09 -0.0843 2.89 3.791 1 2 57.53 6 2 19 0 InChI=1S/C16H14O3/c1-2-3-11-4-6-15(18)13(8-11)14-9-12(10-17)5-7-16(14)19/h2,4-10,18-19H,1,3H2 KDWYPRNOEMXUNA-UHFFFAOYSA-N C=CCc1ccc(c(c1)c1cc(C=O)ccc1O)O NPC288411 Magnolol 2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenol CHEMBL180920 72300 C18H18O2 266.13 1.1368 3.22 5.446 0 2 40.46 7 2 20 1 InChI=1S/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2 VVOAZFWZEDHOOU-UHFFFAOYSA-N C=CCc1ccc(c(c1)c1cc(CC=C)ccc1O)O NPC189248 Magnosalin 1-[(1R,2R,3R,4R)-2,3-dimethyl-4-(2,4,5-trimethoxyphenyl)cyclobutyl]-2,4,5-trimethoxybenzene CHEMBL156339 10454589 C24H32O6 416.22 -0.3058 3.44 4.504 0 0 55.38 16 3 30 0 InChI=1S/C24H32O6/c1-13-14(2)24(16-10-20(28-6)22(30-8)12-18(16)26-4)23(13)15-9-19(27-5)21(29-7)11-17(15)25-3/h9-14,23-24H,1-8H3/t13-,14-,23+,24+/m1/s1 WCERJEZPIONOJU-LHEXPUQLSA-N COc1cc(OC)c(cc1[C@@H]1[C@H](C)[C@H]([C@H]1c1cc(OC)c(cc1OC)OC)C)OC NPC205934 Mahanimbine 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole CHEMBL495873 167963 C23H25NO 331.19 2.7573 3.77 6.132 1 1 25.02 7 4 25 1 InChI=1S/C23H25NO/c1-15(2)8-7-12-23(4)13-11-18-21-19(14-16(3)22(18)25-23)17-9-5-6-10-20(17)24-21/h5-6,8-11,13-14,24H,7,12H2,1-4H3 HTNVFUBCWIYPJN-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)c(C)cc1c2[nH]c2c1cccc2)C NPC214264 Makisterone A (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5R)-2,3,6-trihydroxy-5,6-dimethylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL255034 12312690 C28H46O7 494.32 -0.7768 3.77 1.346 7 6 138.45 17 4 35 1 InChI=1S/C28H46O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-35H,7-11,13-14H2,1-6H3/t15-,16+,18+,20-,21+,22+,23-,25-,26-,27-,28-/m1/s1 IJRBORPEVKCEQD-JMQWOFAPSA-N O[C@H]1C[C@@]2(C)[C@@H](C[C@H]1O)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@]([C@@H](C[C@H](C(O)(C)C)C)O)(O)C)C NPC188814 Malabaricone A 1-(2,6-dihydroxyphenyl)-9-phenylnonan-1-one CHEMBL1254269 324062 C21H26O3 326.19 -2.8152 3.44 8.373 1 2 57.53 12 2 24 1 InChI=1S/C21H26O3/c22-18(21-19(23)15-10-16-20(21)24)14-9-4-2-1-3-6-11-17-12-7-5-8-13-17/h5,7-8,10,12-13,15-16,23-24H,1-4,6,9,11,14H2 IAXIHKJASWPASP-UHFFFAOYSA-N O=C(c1c(O)cccc1O)CCCCCCCCc1ccccc1 NPC196976 Malabaricone B 1-(2,6-dihydroxyphenyl)-9-(4-hydroxyphenyl)nonan-1-one CHEMBL489354 163001 C21H26O4 342.18 -3.2755 3.33 6.355 1 3 77.76 13 2 25 1 InChI=1S/C21H26O4/c22-17-14-12-16(13-15-17)8-5-3-1-2-4-6-9-18(23)21-19(24)10-7-11-20(21)25/h7,10-15,22,24-25H,1-6,8-9H2 KOAPDMKKECXPHX-UHFFFAOYSA-N Oc1ccc(cc1)CCCCCCCCC(=O)c1c(O)cccc1O NPC244441 Malabaricone C 1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)nonan-1-one CHEMBL524100 100313 C21H26O5 358.18 -3.7358 3.22 5.61 1 4 97.99 14 2 26 1 InChI=1S/C21H26O5/c22-16-13-12-15(14-20(16)26)8-5-3-1-2-4-6-9-17(23)21-18(24)10-7-11-19(21)25/h7,10-14,22,24-26H,1-6,8-9H2 HCOZRFYGIFMIEX-UHFFFAOYSA-N Oc1cc(CCCCCCCCC(=O)c2c(O)cccc2O)ccc1O NPC98098 Maleic Acid (Z)-but-2-enedioic acid CHEMBL539648 444266 C4H4O4 116.01 -0.2252 1.46 -0.416 4 2 74.6 4 0 8 0 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- VZCYOOQTPOCHFL-UPHRSURJSA-N OC(=O)/C=C\C(=O)O NPC111490 Mallotinic Acid CHEMBL448796 10056140 C34H26O23 802.09 -6.863 2.67 -1.597 11 14 397.65 20 6 57 2 InChI=1S/C34H26O23/c35-11-1-7(2-12(36)19(11)39)31(50)57-34-27(47)29-23(43)16(55-34)6-53-32(51)8-3-13(37)20(40)24(44)17(8)18-9(33(52)56-29)5-15(22(42)25(18)45)54-28-10(30(48)49)4-14(38)21(41)26(28)46/h1-5,16,23,27,29,34-47H,6H2,(H,48,49)/t16-,23-,27-,29+,34+/m1/s1 AJIFASHLGBHDDS-GEFDNOIESA-N O[C@@H]1[C@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]1[C@H]([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)O)c(c3O)O)O)O NPC186628 Mallotophenone 1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone CHEMBL504060 179090 C21H24O8 404.15 -0.7124 2.89 1.322 2 4 133.52 16 2 29 0 InChI=1S/C21H24O8/c1-8-16(24)14(10(3)22)18(26)12(20(8)28-5)7-13-19(27)15(11(4)23)17(25)9(2)21(13)29-6/h24-27H,7H2,1-6H3 JXSPGOIAWPYMGS-UHFFFAOYSA-N COc1c(Cc2c(OC)c(C)c(c(c2O)C(=O)C)O)c(O)c(c(c1C)O)C(=O)C NPC228779 Mallotus B (2S)-8-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one CHEMBL2426500 73352327 C30H30O8 518.19 -0.0133 3.88 3.868 2 5 144.52 15 4 38 0 InChI=1S/C30H30O8/c1-14(2)10-11-18-27(35)20(12-19-25(33)15(3)26(34)23(16(4)31)29(19)37)30-24(28(18)36)21(32)13-22(38-30)17-8-6-5-7-9-17/h5-10,22,33-37H,11-13H2,1-4H3/t22-/m0/s1 NMVQTCAUGXWCNZ-QFIPXVFZSA-N CC(=CCc1c(O)c(Cc2c(O)c(C)c(c(c2O)C(=O)C)O)c2c(c1O)C(=O)C[C@H](O2)c1ccccc1)C NPC3474 Mallotusinic Acid CHEMBL506817 16201525 C48H32O32 1120.09 -8.7694 3.22 -2.152 17 17 537.24 23 10 80 2 InChI=1S/C48H32O32/c49-15-1-9(2-16(50)27(15)55)41(65)79-46-39-38-36(76-45(69)13-7-22(54)48(72)47(70,71)26(13)25-11(43(67)78-39)4-19(53)30(58)37(25)80-48)21(75-46)8-73-42(66)10-3-17(51)28(56)32(60)23(10)24-12(44(68)77-38)6-20(31(59)33(24)61)74-35-14(40(63)64)5-18(52)29(57)34(35)62/h1-7,21,26,36,38-39,46,49-53,55-62,70-72H,8H2,(H,63,64)/t21-,26+,36-,38+,39-,46+,48+/m1/s1 MWPRJJBXNINUTQ-PDRZNIRRSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]4[C@H]1OC(=O)c1cc(O)c(c5c1[C@@H]1C(=CC(=O)[C@](O5)(C1(O)O)O)C(=O)O[C@H]24)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)O)c(c3O)O)O)O NPC3343 Malonic Acid propanedioic acid CHEMBL7942 867;23511544 C3H4O4 104.01 -0.4448 1.35 -0.299 4 2 74.6 4 0 7 0 InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7) OFOBLEOULBTSOW-UHFFFAOYSA-N OC(=O)CC(=O)O NPC158853 Maltol 3-hydroxy-2-methylpyran-4-one CHEMBL31422 8369 C6H6O3 126.03 -0.6804 1.79 0.907 3 1 46.53 2 1 9 0 InChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3 XPCTZQVDEJYUGT-UHFFFAOYSA-N O=c1ccoc(c1O)C NPC127624 Malvidin 2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3,5,7-triol CHEMBL255753 159287 C17H14O7 332.09 -1.9448 2.56 0.388 1 5 99.38 9 3 24 0 InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1 KZMACGJDUUWFCH-UHFFFAOYSA-O COc1cc(cc(c1O)OC)c1[o+]c2cc(O)cc(c2cc1O)O NPC21324 Malyngamide N (E,7S)-N-[(Z)-3-chloro-2-[(1S,6S)-4-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-6-yl]prop-2-enyl]-7-methoxy-N-methyltetradec-4-enamide CHEMBL485775 10528184 C26H40ClNO4 465.26 -0.3027 3.66 4.772 5 0 59.14 21 2 32 1 InChI=1S/C26H40ClNO4/c1-5-6-7-8-10-13-22(31-4)14-11-9-12-15-24(29)28(3)19-21(18-27)26-23(32-26)17-16-20(2)25(26)30/h9,11,16,18,22-23H,5-8,10,12-15,17,19H2,1-4H3/b11-9+,21-18-/t22-,23-,26-/m0/s1 NTWGVTHKTLNPTB-SERKONDUSA-N CCCCCCC[C@@H](C/C=C/CCC(=O)N(C/C(=C/Cl)/[C@]12O[C@H]1CC=C(C2=O)C)C)OC NPC46764 Malyngamide S (E,7S)-N-[(E)-3-chloro-2-[(1R,2R,3S)-2-hydroxy-2,3,5,5-tetramethyl-4,6-dioxocyclohexyl]prop-2-enyl]-7-methoxydodec-4-enamide CHEMBL523553 643654 C26H42ClNO5 483.28 0.3144 3.55 3.554 6 2 96.19 22 1 33 1 InChI=1S/C26H42ClNO5/c1-7-8-10-13-20(33-6)14-11-9-12-15-21(29)28-17-19(16-27)22-24(31)25(3,4)23(30)18(2)26(22,5)32/h9,11,16,18,20,22,32H,7-8,10,12-15,17H2,1-6H3,(H,28,29)/b11-9+,19-16-/t18-,20+,22+,26-/m1/s1 YISCQTHSBLSJHQ-JLKVJSSTSA-N CCCCC[C@@H](C/C=C/CCC(=NC/C(=C/Cl)/[C@H]1C(=O)C(C)(C)C(=O)[C@H]([C@@]1(C)O)C)O)OC NPC36181 Mammea A/Ac 6-butanoyl-5,7-dihydroxy-8-(3-methylbut-2-enyl)-4-phenylchromen-2-one CHEMBL453876 44546137 C24H24O5 392.16 0.5655 3.55 6.451 2 2 83.83 11 3 29 1 InChI=1S/C24H24O5/c1-4-8-18(25)21-22(27)16(12-11-14(2)3)24-20(23(21)28)17(13-19(26)29-24)15-9-6-5-7-10-15/h5-7,9-11,13,27-28H,4,8,12H2,1-3H3 NWWAVRDKPXDXSM-UHFFFAOYSA-N CCCC(=O)c1c(O)c2c(cc(=O)oc2c(c1O)CC=C(C)C)c1ccccc1 NPC221173 Mammea B/Ac Cyclo D 6-butanoyl-5-hydroxy-8,8-dimethyl-4-propylpyrano[2,3-h]chromen-2-one CHEMBL2064612 70684457 C21H24O5 356.16 -0.1181 3.22 3.817 2 1 72.83 10 3 26 0 InChI=1S/C21H24O5/c1-5-7-12-11-15(23)25-19-13-9-10-21(3,4)26-20(13)17(14(22)8-6-2)18(24)16(12)19/h9-11,24H,5-8H2,1-4H3 SMRSMFDNXPPPCA-UHFFFAOYSA-N CCCC(=O)c1c2OC(C)(C)C=Cc2c2c(c1O)c(CCC)cc(=O)o2 NPC470556 Mammea E/Bb [(1S)-1-[5,7-dihydroxy-8-(2-methylbutanoyl)-6-(3-methylbut-2-enyl)-2-oxochromen-4-yl]propyl] acetate CHEMBL2064613 70682370 C24H30O7 430.2 0.4572 3.33 3.523 4 2 110.13 17 2 31 0 InChI=1S/C24H30O7/c1-7-13(5)21(27)20-23(29)15(10-9-12(3)4)22(28)19-16(11-18(26)31-24(19)20)17(8-2)30-14(6)25/h9,11,13,17,28-29H,7-8,10H2,1-6H3/t13?,17-/m0/s1 CIJFRPODNXMJFU-RUINGEJQSA-N CCC(C(=O)c1c(O)c(CC=C(C)C)c(c2c1oc(=O)cc2[C@@H](OC(=O)C)CC)O)C NPC112829 Mammeasin A [(1S)-1-[8-butanoyl-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-oxochromen-4-yl]propyl] acetate CHEMBL2064606 66559530 C28H36O7 484.25 1.4294 3.77 5.052 4 2 110.13 20 2 35 2 InChI=1S/C28H36O7/c1-7-10-21(30)25-27(33)19(14-13-17(5)12-9-11-16(3)4)26(32)24-20(15-23(31)35-28(24)25)22(8-2)34-18(6)29/h11,13,15,22,32-33H,7-10,12,14H2,1-6H3/b17-13+/t22-/m0/s1 YSEYMBBIBGSBCM-OEHGHSTBSA-N CCCC(=O)c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1oc(=O)cc2[C@@H](OC(=O)C)CC)O NPC307895 Mammeasin B [(1S)-1-[6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-8-(3-methylbutanoyl)-2-oxochromen-4-yl]propyl] acetate CHEMBL2064607 66559531 C29H38O7 498.26 2.239 3.88 5.56 4 2 110.13 21 2 36 2 InChI=1S/C29H38O7/c1-8-23(35-19(7)30)21-15-24(32)36-29-25(21)27(33)20(13-12-18(6)11-9-10-16(2)3)28(34)26(29)22(31)14-17(4)5/h10,12,15,17,23,33-34H,8-9,11,13-14H2,1-7H3/b18-12+/t23-/m0/s1 ORNWXFDALTWWQH-SJQUQUAPSA-N CC[C@@H](c1cc(=O)oc2c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2C(=O)CC(C)C)O)OC(=O)C NPC1886 Mammeisin 5,7-dihydroxy-6-(3-methylbutanoyl)-8-(3-methylbut-2-enyl)-4-phenylchromen-2-one CHEMBL194485 5281419 C25H26O5 406.18 1.3751 3.66 6.959 2 2 83.83 12 3 30 1 InChI=1S/C25H26O5/c1-14(2)10-11-17-23(28)22(19(26)12-15(3)4)24(29)21-18(13-20(27)30-25(17)21)16-8-6-5-7-9-16/h5-10,13,15,28-29H,11-12H2,1-4H3 JIFOADIANOIMSK-UHFFFAOYSA-N CC(CC(=O)c1c(O)c2c(cc(=O)oc2c(c1O)CC=C(C)C)c1ccccc1)C NPC470372 Manassantin A 2-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-5-[(2S,3R,4R,5S)-5-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]phenol CHEMBL2021442 70685494 C41H50O11 718.34 -2.0352 4.76 5.799 3 3 134.53 27 5 52 2 InChI=1S/C41H50O11/c1-22-23(2)41(29-13-17-34(37(21-29)49-9)51-25(4)39(44)27-11-16-33(46-6)36(20-27)48-8)52-40(22)28-12-14-31(30(42)18-28)50-24(3)38(43)26-10-15-32(45-5)35(19-26)47-7/h10-25,38-44H,1-9H3/t22-,23-,24-,25-,38+,39+,40+,41+/m1/s1 BHSIFEWQADUTCG-FZBBBUCASA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)O)O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C NPC93610 Manassantin B (1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2S,3R,4R,5S)-5-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol CHEMBL461308 10439828 C41H48O11 716.32 -1.8258 4.76 6.245 3 2 123.53 24 6 52 2 InChI=1S/C41H48O11/c1-22-23(2)41(29-12-16-33(36(20-29)47-8)51-25(4)39(43)27-10-14-31-37(18-27)49-21-48-31)52-40(22)28-11-15-32(35(19-28)46-7)50-24(3)38(42)26-9-13-30(44-5)34(17-26)45-6/h9-20,22-25,38-43H,21H2,1-8H3/t22-,23-,24-,25-,38+,39+,40+,41+/m1/s1 GSWZMFDCPMPHDL-FZBBBUCASA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc2c(c1)OCO2)O)C NPC160548 Mandelic Acid 2-hydroxy-2-phenylacetic acid CHEMBL1609 1292 C8H8O3 152.05 -0.8572 2.01 1.894 3 2 57.53 4 1 11 0 InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11) IWYDHOAUDWTVEP-UHFFFAOYSA-N OC(c1ccccc1)C(=O)O NPC228383 Mangiferin 1,3,6,7-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one CHEMBL464825 5281647 C19H18O11 422.08 -4.4948 2.34 -1.995 6 8 197.37 10 4 30 1 InChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2/t11-,15-,17+,18-,19+/m1/s1 AEDDIBAIWPIIBD-ZJKJAXBQSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c(c1)O)O NPC16287 Mangiferonic Acid CHEMBL490331 14034474 C30H46O3 454.34 2.9855 4.43 9.859 3 1 54.37 12 5 33 1 InChI=1S/C30H46O3/c1-19(8-7-9-20(2)25(32)33)21-12-14-28(6)23-11-10-22-26(3,4)24(31)13-15-29(22)18-30(23,29)17-16-27(21,28)5/h9,19,21-23H,7-8,10-18H2,1-6H3,(H,32,33)/b20-9+/t19-,21-,22+,23+,27-,28+,29-,30+/m1/s1 MZPNVEOVZSHYMZ-NTXGJNAHSA-N C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C)CC/C=C(/C(=O)O)\C NPC275780 Mangostanin 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-b]xanthen-6-one CHEMBL561643 5495929 C24H24O6 408.16 1.3949 3.44 3.04 1 2 85.22 10 4 30 0 InChI=1S/C24H24O6/c1-12(2)6-7-14-19-17(10-15(25)23(14)28-5)29-18-11-16-13(8-9-24(3,4)30-16)21(26)20(18)22(19)27/h6,8-11,25-26H,7H2,1-5H3 HQWHKELJHUFLGD-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(C)C NPC117854 Mangostanol 3,5,9-trihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-3,4-dihydropyrano[3,2-b]xanthen-6-one CHEMBL1224250 10048103 C24H26O7 426.17 0.4788 3.33 2.201 2 3 105.45 11 4 31 0 InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(27)20(17)22(19)28)8-18(26)24(3,4)31-15/h6,9-10,18,25-27H,7-8H2,1-5H3 KCMPFWGUVNEDHW-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc2c(c1O)CC(C(O2)(C)C)O NPC228785 Mangostin 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one CHEMBL323197 5281650 C24H26O6 410.17 1.9042 3.44 3.11 1 3 96.22 13 3 30 0 InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3 GNRIZKKCNOBBMO-UHFFFAOYSA-N COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O NPC227337 Mangostinone 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trihydroxyxanthen-9-one CHEMBL481310 6478778 C23H24O5 380.16 1.3108 3.44 3.906 1 3 86.99 11 3 28 0 InChI=1S/C23H24O5/c1-13(2)6-4-7-14(3)10-11-15-18(25)12-19-20(21(15)26)22(27)16-8-5-9-17(24)23(16)28-19/h5-6,8-10,12,24-26H,4,7,11H2,1-3H3/b14-10+ RJLWIAOXQDZMTB-GXDHUFHOSA-N C/C(=C\Cc1c(O)cc2c(c1O)c(=O)c1c(o2)c(O)ccc1)/CCC=C(C)C NPC42482 Manioside A CHEMBL1169844 49799046 C39H62O13 738.42 -3.4276 4.32 2.338 13 7 196.99 17 8 52 2 InChI=1S/C39H62O13/c1-18-8-13-38(47-17-18)20(3)39(46)27(52-38)15-25-23-7-6-21-14-22(9-11-36(21,4)24(23)10-12-37(25,39)5)49-35-32(45)33(29(42)26(16-40)50-35)51-34-31(44)30(43)28(41)19(2)48-34/h6,18-20,22-35,40-46H,7-17H2,1-5H3/t18-,19+,20-,22+,23-,24+,25+,26-,27+,28+,29-,30-,31-,32-,33+,34+,35-,36+,37+,38-,39-/m1/s1 PESPHCXEIPYBIA-ROYLHSTISA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@]3(O)[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC86412 Mannitol (2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol CHEMBL689 6251 C6H14O6 182.08 -2.9402 1.46 -3.896 6 6 121.38 11 0 12 1 InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1 FBPFZTCFMRRESA-KVTDHHQDSA-N OC[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O NPC133461 Mansonone C 3,8-dimethyl-5-propan-2-ylnaphthalene-1,2-dione CHEMBL508283 21742 C15H16O2 228.12 1.6015 2.89 4.368 2 0 34.14 5 2 17 0 InChI=1S/C15H16O2/c1-8(2)11-6-5-9(3)13-12(11)7-10(4)14(16)15(13)17/h5-8H,1-4H3 GREWJSSEUGRGIT-UHFFFAOYSA-N CC1=Cc2c(ccc(c2C(=O)C1=O)C)C(C)C NPC135730 Mansonone E CHEMBL362672 94303 C15H14O3 242.09 0.5727 2.78 2.798 3 0 43.37 3 3 18 0 InChI=1S/C15H14O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-5,8H,6H2,1-3H3 SYWTYRLIJCHSLJ-UHFFFAOYSA-N CC1COC2=C(C)C(=O)C(=O)c3c2c1ccc3C NPC13784 Mansonone F CHEMBL197655 94304 C15H12O3 240.08 0.8209 2.78 2.598 3 0 43.37 3 3 18 0 InChI=1S/C15H12O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-6H,1-3H3 WSRLWSPFIOAYST-UHFFFAOYSA-N CC1=C2OC=C(c3c2c(C(=O)C1=O)c(C)cc3)C NPC282577 Mansonone G 6-hydroxy-3,8-dimethyl-5-propan-2-ylnaphthalene-1,2-dione CHEMBL2206793 608583 C15H16O3 244.11 1.1412 2.78 2.561 2 1 54.37 6 2 18 0 InChI=1S/C15H16O3/c1-7(2)12-10-5-9(4)14(17)15(18)13(10)8(3)6-11(12)16/h5-7,16H,1-4H3 KAIIHLMDZDKJOC-UHFFFAOYSA-N O=C1C(=Cc2c(C1=O)c(C)cc(c2C(C)C)O)C NPC218970 Maoecrystal C CHEMBL2088266 14109075 C20H26O5 346.18 -0.5559 3.11 0.711 5 3 86.99 5 3 25 0 InChI=1S/C20H26O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h6-7,11-12,14-16,22-24H,1,4-5,8-9H2,2-3H3/t11-,12+,14-,15-,16+,18-,19+,20-/m1/s1 AYICIQWCTWRIFH-QQSVSSDMSA-N C=C1[C@@H]2CC[C@@H]3[C@]([C@@H]1O)(C2)[C@]1(O)OC[C@@]23C(=O)C=CC([C@H]2[C@@H]1O)(C)C NPC85391 Maoecrystal I CHEMBL253333 44445756 C22H30O8 422.19 -2.4273 3 -0.355 8 4 133.52 9 3 30 0 InChI=1S/C22H30O8/c1-10-12-4-5-13-20-9-30-22(28,21(13,7-12)17(10)26)18(27)16(20)19(3,8-29-11(2)23)14(24)6-15(20)25/h12-16,18,24-25,27-28H,1,4-9H2,2-3H3/t12-,13+,14+,15-,16-,18+,19-,20-,21+,22+/m1/s1 HMWUNMFAGJJPBJ-MAZUHHGLSA-N CC(=O)OC[C@]1(C)[C@@H](O)C[C@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)O NPC131903 Maoecrystal J CHEMBL1641879 53317860 C24H32O8 448.21 -1.4751 3.22 1.415 8 2 119.36 10 3 32 0 InChI=1S/C24H32O8/c1-12-15-5-6-16-22-8-7-17(32-14(3)26)21(4,10-30-13(2)25)18(22)20(28)24(29,31-11-22)23(16,9-15)19(12)27/h15-18,20,28-29H,1,5-11H2,2-4H3/t15-,16+,17+,18-,20+,21-,22-,23+,24+/m1/s1 SLUROFCVEYCYDJ-MIWKWXCYSA-N CC(=O)OC[C@]1(C)[C@H](CC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)OC(=O)C NPC268343 Maoecrystal M CHEMBL1641884 53324467 C48H64O16 896.42 4.98 0.926 16 4 20 64 1 InChI=1S/C48H64O16/c1-23(49)59-19-39(5)31-17-45(57)47-29(41(31,21-61-45)13-11-33(39)63-25(3)51)9-7-27(35(47)53)43(37(47)55)15-16-44(43)28-8-10-30-42-14-12-34(64-26(4)52)40(6,20-60-24(2)50)32(42)18-46(58,62-22-42)48(30,36(28)54)38(44)56/h27-36,53-54,57-58H,7-22H2,1-6H3/t27-,28-,29+,30+,31-,32-,33?,34?,35-,36-,39+,40+,41-,42-,43?,44?,45+,46+,47-,48-/m1/s1 XAUPVVJNAXCPIJ-XVWPPZNOSA-N CC(=O)OC[C@]1(C)C(CC[C@@]23[C@@H]1C[C@](O)(OC2)[C@]12[C@H]3CC[C@H]([C@H]1O)C1(C2=O)CCC21[C@@H]1CC[C@@H]3[C@](C2=O)([C@@H]1O)[C@@]1(O)OC[C@@]23CCC([C@@]([C@H]2C1)(C)COC(=O)C)OC(=O)C)OC(=O)C NPC163249 Maoecrystal P CHEMBL465683 20056132 C20H22O5 342.15 -0.1585 3.11 0.923 5 1 80.67 3 3 25 0 InChI=1S/C20H22O5/c1-9-10-4-5-11-19(7-10,16(9)23)17(24)14(22)15-18(2,3)13-6-12(21)20(11,15)8-25-13/h10-11,13,22H,1,4-8H2,2-3H3/t10-,11-,13-,19+,20-/m1/s1 PTXBJCCXMBZGPW-ZUIFNPILSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)C(=O)C(=C1[C@@]23CO[C@@H](C1(C)C)CC2=O)O NPC274827 Maoecrystal R CHEMBL1641882 53316534 C26H34O9 490.22 -1.096 3.33 1.726 9 1 125.43 12 3 35 0 InChI=1S/C26H34O9/c1-13-17-6-7-18-24-12-33-26(31,25(18,10-17)21(13)30)22(35-16(4)29)20(24)23(5,11-32-14(2)27)9-8-19(24)34-15(3)28/h17-20,22,31H,1,6-12H2,2-5H3/t17-,18+,19-,20-,22+,23-,24-,25+,26+/m1/s1 NETLVPWZRKTNPY-PYAZLTRKSA-N CC(=O)O[C@H]1[C@@H]2[C@](C)(CC[C@H]([C@@]32CO[C@]1(O)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)OC(=O)C)COC(=O)C NPC320118 Maoesin D CHEMBL1641877 50901151 C24H30O8 446.19 -1.1173 3.22 1.005 8 2 119.36 10 3 32 0 InChI=1S/C24H30O8/c1-12-15-5-6-16-22-8-7-17(32-14(3)26)21(4,10-30-13(2)25)18(22)20(28)24(29,31-11-22)23(16,9-15)19(12)27/h5-6,15-18,20,28-29H,1,7-11H2,2-4H3/t15-,16+,17+,18-,20+,21-,22-,23+,24+/m1/s1 FUWZKRPAEKGTSW-MIWKWXCYSA-N CC(=O)OC[C@]1(C)[C@H](CC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3C=C[C@H](C1)C(=C)C2=O)OC(=O)C NPC105525 Maplexin A [(2R,3R,4R,5S)-3,5-dihydroxy-2-(hydroxymethyl)oxan-4-yl] 3,4,5-trihydroxybenzoate CHEMBL1933679 56835101 C13H16O9 316.08 -3.1854 1.9 -1.627 6 6 156.91 10 2 22 1 InChI=1S/C13H16O9/c14-3-9-11(19)12(8(17)4-21-9)22-13(20)5-1-6(15)10(18)7(16)2-5/h1-2,8-9,11-12,14-19H,3-4H2/t8-,9+,11+,12+/m0/s1 MSANRIKNONNWHX-LUTQBAROSA-N OC[C@H]1OC[C@@H]([C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)O NPC12218 Maplexin B [(2R,3S,4R,5S)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL1933680 56835118 C13H16O9 316.08 -3.1854 1.9 -1.627 6 6 156.91 10 2 22 1 InChI=1S/C13H16O9/c14-3-9-12(11(19)8(17)4-21-9)22-13(20)5-1-6(15)10(18)7(16)2-5/h1-2,8-9,11-12,14-19H,3-4H2/t8-,9+,11+,12+/m0/s1 RLDCPODFUAIPRT-LUTQBAROSA-N OC[C@H]1OC[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)O NPC121573 Maplexin C [(3S,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL1933682 56835119 C20H20O13 468.09 -4.1971 2.23 -0.805 7 8 223.67 15 3 33 1 InChI=1S/C20H20O13/c21-5-13-17(28)18(33-20(30)8-3-11(24)16(27)12(25)4-8)14(6-31-13)32-19(29)7-1-9(22)15(26)10(23)2-7/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1 BHJGLIPKIVIMEJ-LTCOOKNTSA-N OC[C@H]1OC[C@@H]([C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC22176 Maplexin D [(3S,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL1933683 56835120 C20H20O13 468.09 -4.1971 2.23 -1.234 7 8 223.67 15 3 33 1 InChI=1S/C20H20O13/c21-5-13-18(33-20(30)8-3-11(24)16(27)12(25)4-8)17(28)14(6-31-13)32-19(29)7-1-9(22)15(26)10(23)2-7/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1 MAAFPSYEXHLRIU-LTCOOKNTSA-N OC[C@H]1OC[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC142528 Maplexin E [(2R,3S,4R,5S)-4-hydroxy-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL1933686 56835121 C27H24O17 620.1 -5.2088 2.56 -0.412 8 10 290.43 20 4 44 1 InChI=1S/C27H24O17/c28-12-1-9(2-13(29)20(12)34)25(38)42-8-19-24(44-27(40)11-5-16(32)22(36)17(33)6-11)23(37)18(7-41-19)43-26(39)10-3-14(30)21(35)15(31)4-10/h1-6,18-19,23-24,28-37H,7-8H2/t18-,19+,23+,24+/m0/s1 BPVTXEMSGYROPO-PLXZFBFJSA-N O[C@@H]1[C@H](CO[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)COC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC66840 Marchantin A CHEMBL2040589 442710 C28H24O5 440.16 -1.4395 3.99 7.731 0 3 79.15 3 4 33 1 InChI=1S/C28H24O5/c29-24-6-2-4-21-12-9-18-10-13-22(14-11-18)32-26-17-20(16-25(30)27(26)31)8-7-19-3-1-5-23(15-19)33-28(21)24/h1-6,10-11,13-17,29-31H,7-9,12H2 LLMFFOXSSQHNFR-UHFFFAOYSA-N Oc1c(O)cc2cc1Oc1ccc(cc1)CCc1c(Oc3cc(CC2)ccc3)c(O)ccc1 NPC474227 Marchantin A Trimethyl Ether CHEMBL463761 10457959 C31H30O5 482.21 -0.214 4.32 8.859 0 0 46.15 6 4 36 1 InChI=1S/C31H30O5/c1-32-27-9-5-7-24-15-12-21-13-16-25(17-14-21)35-29-20-23(19-28(33-2)31(29)34-3)11-10-22-6-4-8-26(18-22)36-30(24)27/h4-9,13-14,16-20H,10-12,15H2,1-3H3 JNMUZWBJUZBJLP-UHFFFAOYSA-N COc1cc2CCc3cccc(c3)Oc3c(CCc4ccc(Oc(c1OC)c2)cc4)cccc3OC NPC256307 Marchantin B CHEMBL2040593 5319271 C28H24O6 456.16 -1.8998 3.88 7.197 0 4 99.38 4 4 34 1 InChI=1S/C28H24O6/c29-23-13-10-20-9-6-17-7-11-21(12-8-17)33-25-16-19(15-24(30)26(25)31)5-4-18-2-1-3-22(14-18)34-28(20)27(23)32/h1-3,7-8,10-16,29-32H,4-6,9H2 NCHXANMHUQGJGW-UHFFFAOYSA-N Oc1c(O)ccc2c1Oc1cccc(c1)CCc1cc(O)c(c(c1)Oc1ccc(CC2)cc1)O NPC134431 Marchantin C CHEMBL1243029 5319272 C28H24O4 424.17 -0.9792 4.1 8.265 0 2 58.92 2 4 32 1 InChI=1S/C28H24O4/c29-25-16-12-21-8-7-20-3-1-5-24(17-20)32-28-22(4-2-6-26(28)30)13-9-19-10-14-23(15-11-19)31-27(25)18-21/h1-6,10-12,14-18,29-30H,7-9,13H2 BLRFPCOIKKIKNC-UHFFFAOYSA-N Oc1ccc2cc1Oc1ccc(cc1)CCc1c(Oc3cc(CC2)ccc3)c(O)ccc1 NPC88043 Marein (E)-3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one CHEMBL490510 6441269 C21H22O11 450.12 -3.9511 2.56 0.377 6 8 197.37 14 3 32 1 InChI=1S/C21H22O11/c22-8-15-18(28)19(29)20(30)21(32-15)31-14-6-3-10(16(26)17(14)27)11(23)4-1-9-2-5-12(24)13(25)7-9/h1-7,15,18-22,24-30H,8H2/b4-1+/t15-,18-,19+,20-,21-/m1/s1 XGEYXJDOVMEJNG-HTFDPZBKSA-N OC[C@H]1O[C@@H](Oc2ccc(c(c2O)O)C(=O)/C=C/c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC244699 Maritinone 5-hydroxy-8-(4-hydroxy-7-methyl-5,8-dioxonaphthalen-1-yl)-2-methylnaphthalene-1,4-dione CHEMBL512154 633024 C22H14O6 374.08 -0.3608 3.22 0.68 4 2 108.74 5 4 28 0 InChI=1S/C22H14O6/c1-9-7-15(25)19-13(23)5-3-11(17(19)21(9)27)12-4-6-14(24)20-16(26)8-10(2)22(28)18(12)20/h3-8,23-24H,1-2H3 XCRMWTKECYDCOD-UHFFFAOYSA-N CC1=CC(=O)c2c(C1=O)c(ccc2O)c1ccc(c2c1C(=O)C(=CC2=O)C)O NPC469630 Marlignan G CHEMBL1094873 46888562 C29H34O7 494.23 -0.7327 3.88 5.071 1 2 86.61 15 4 36 1 InChI=1S/C29H34O7/c1-16-12-19-13-21(30)26(32-3)28(34-5)23(19)24-20(14-22(31)27(33-4)29(24)35-6)25(17(16)2)36-15-18-10-8-7-9-11-18/h7-11,13-14,16-17,25,30-31H,12,15H2,1-6H3/t16-,17-,25+/m0/s1 HNEIZJMWVBMZCE-XOWTYJCDSA-N COc1c(OC)c(O)cc2c1c1c(C[C@@H]([C@@H]([C@H]2OCc2ccccc2)C)C)cc(c(c1OC)OC)O NPC67003 Marrubenol (1R,3R,4R,4aS,8S,8aS)-4-[2-(furan-3-yl)ethyl]-8-(hydroxymethyl)-3,4a,8-trimethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalene-1,4-diol CHEMBL389065 10449689 C20H32O4 336.23 -0.9014 3.22 2.728 3 3 73.83 10 3 24 0 InChI=1S/C20H32O4/c1-14-11-16(22)17-18(2,13-21)7-4-8-19(17,3)20(14,23)9-5-15-6-10-24-12-15/h6,10,12,14,16-17,21-23H,4-5,7-9,11,13H2,1-3H3/t14-,16-,17+,18-,19+,20-/m1/s1 NZMHIKFTAXRIDL-FQFOHHTNSA-N OC[C@@]1(C)CCC[C@]2([C@H]1[C@H](O)C[C@H]([C@]2(O)CCc1cocc1)C)C NPC34927 Martynoside A [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL503531 5319292 C31H40O15 652.24 -3.4808 3.22 -0.022 11 7 223.29 23 4 46 3 InChI=1S/C31H40O15/c1-15-24(36)25(37)26(38)31(43-15)46-29-27(39)30(42-11-10-17-5-8-20(40-2)19(34)12-17)44-22(14-32)28(29)45-23(35)9-6-16-4-7-18(33)21(13-16)41-3/h4-9,12-13,15,22,24-34,36-39H,10-11,14H2,1-3H3/b9-6+/t15-,22+,24-,25+,26+,27+,28+,29+,30+,31-/m0/s1 WLWAYPFRKDSFCL-CNMJWYMJSA-N OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)OC)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC84319 Maslinic Acid (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL201515 73659 C30H48O4 472.36 1.9071 4.32 8.24 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 MDZKJHQSJHYOHJ-LLICELPBSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C NPC136313 Maslinic Acid Methyl Ester methyl (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL202346 13653327 C31H50O4 486.37 2.1581 4.43 8.561 4 2 66.76 12 5 35 1 InChI=1S/C31H50O4/c1-26(2)13-15-31(25(34)35-8)16-14-29(6)19(20(31)17-26)9-10-23-28(5)18-21(32)24(33)27(3,4)22(28)11-12-30(23,29)7/h9,20-24,32-33H,10-18H2,1-8H3/t20-,21+,22-,23+,24-,28-,29+,30+,31-/m0/s1 OTDUGESKRJHFHR-SUXCAEKLSA-N COC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)C[C@H]([C@@H](C1(C)C)O)O)(C)C NPC68779 Matairesinol (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one CHEMBL425148 119205 C20H22O6 358.14 -0.9121 3 2.415 2 2 85.22 10 3 26 0 InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1 MATGKVZWFZHCLI-LSDHHAIUSA-N COc1cc(ccc1O)C[C@H]1C(=O)OC[C@@H]1Cc1ccc(c(c1)OC)O NPC31187 Maytenoic Acid (2R,4aS,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bR)-2,4a,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-2-carboxylic acid CHEMBL458132 169521 C30H48O3 456.36 2.3357 4.43 10.119 3 1 54.37 9 5 33 1 InChI=1S/C30H48O3/c1-19-20(31)8-9-21-27(19,4)11-10-22-28(21,5)15-17-30(7)23-18-26(3,24(32)33)13-12-25(23,2)14-16-29(22,30)6/h19,21-23H,8-18H2,1-7H3,(H,32,33)/t19-,21+,22-,23+,25+,26+,27+,28-,29+,30-/m0/s1 WHWHDGKOSUKYOV-GDXNDQEESA-N O=C1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C NPC471215 Medicarpin 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL238823 3347979 C15H12O4 256.07 -1.5737 2.67 1.795 0 2 58.92 2 4 19 0 InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2 ODMIEGVTNZNSLD-UHFFFAOYSA-N Oc1ccc2c(c1)OCC1C2Oc2c1ccc(c2)O NPC99572 Medioresinol 4-[(3S,3aR,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol CHEMBL513023 332425 C21H24O7 388.15 -2.074 3 1.24 2 2 86.61 10 4 28 0 InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21?/m0/s1 VJOBNGRIBLNUKN-ITZZLVQVSA-N COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1COC2c1cc(OC)c(c(c1)OC)O NPC475803 Megathyrin A CHEMBL516482 10315734 C20H28O5 348.19 -1.2082 3.11 1.06 5 3 86.99 5 3 25 0 InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-19(24,20(12,15(10)22)16(11)23)8-13(18)17(2,3)7-6-14(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12-,13+,14-,16+,18-,19-,20-/m0/s1 VPZCKRKZFRCZMX-KLQXUPCOSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2C1)(C)C NPC310220 Meglutol 3-hydroxy-3-methylpentanedioic acid CHEMBL50444 1662 C6H10O5 162.05 -0.7157 1.57 -0.965 5 3 94.83 8 0 11 0 InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10) NPOAOTPXWNWTSH-UHFFFAOYSA-N OC(=O)CC(CC(=O)O)(O)C NPC307963 Melatonin N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide CHEMBL45 896 C13H16N2O2 232.12 -0.5009 2.45 1.76 3 2 57.61 7 2 17 0 InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16) DRLFMBDRBRZALE-UHFFFAOYSA-N COc1ccc2c(c1)c(CCN=C(O)C)c[nH]2 NPC471142 Melcanthin C methyl (3aS,4S,5R,6E,8S,10E,11aR)-5-acetyloxy-8-hydroxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate CHEMBL2380781 73354912 C22H28O10 452.17 0.1841 2.78 -0.028 10 2 145.66 14 2 32 0 InChI=1S/C22H28O10/c1-10(2)20(26)32-19-17-11(3)21(27)31-16(17)7-13(9-23)6-14(25)8-15(22(28)29-5)18(19)30-12(4)24/h7-8,10,14,16-19,23,25H,3,6,9H2,1-2,4-5H3/b13-7+,15-8+/t14-,16+,17-,18+,19-/m0/s1 ITNBCDHJIVJLJO-OQESSQTCSA-N COC(=O)/C/1=C/[C@@H](O)C/C(=C\[C@@H]2[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C(C)C)C(=C)C(=O)O2)/CO NPC43945 Menadione 2-methylnaphthalene-1,4-dione CHEMBL590 4055 C11H8O2 172.05 0.2799 2.45 2.141 2 0 34.14 1 2 13 0 InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 MJVAVZPDRWSRRC-UHFFFAOYSA-N O=C1C=C(C)C(=O)c2c1cccc2 NPC284475 Menatetrenone 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione CHEMBL259223 5282367 C31H40O2 444.3 5.765 4.65 9.23 2 0 34.14 17 2 33 2 InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+ DKHGMERMDICWDU-GHDNBGIDSA-N C/C(=C\CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)/CC/C=C(/CCC=C(C)C)\C NPC306555 Menisperine 1,2,10-trimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-ium-11-ol CHEMBL175775 30358 C21H25NO4 356.19 -1.5758 3.22 1.527 0 1 47.92 9 4 26 0 InChI=1S/C21H25NO4/c1-22(2)9-8-13-11-16(25-4)21(26-5)19-17(13)14(22)10-12-6-7-15(24-3)20(23)18(12)19/h6-7,11,14H,8-10H2,1-5H3/p+1 XQINTCORIZHGFD-UHFFFAOYSA-O COc1ccc2c(c1O)c1c(OC)c(OC)cc3c1C(C2)[N+](C)(C)CC3 NPC59035 Menthofuran 3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran CHEMBL1522900 329983 C10H14O 150.1 1.0017 2.45 2.834 0 0 13.14 2 2 11 0 InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3 YGWKXXYGDYYFJU-UHFFFAOYSA-N CC1CCc2c(C1)occ2C NPC223468 Menthol 5-methyl-2-propan-2-ylcyclohexan-1-ol CHEMBL256087 1254 C10H20O 156.15 0.6563 2.45 3.211 1 1 20.23 5 1 11 0 InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3 NOOLISFMXDJSKH-UHFFFAOYSA-N CC1CCC(C(C1)O)C(C)C NPC194034 Mephenesin 3-(2-methylphenoxy)propane-1,2-diol CHEMBL229128 4059 C10H14O3 182.09 -0.4599 2.23 1.294 2 2 49.69 7 1 13 0 InChI=1S/C10H14O3/c1-8-4-2-3-5-10(8)13-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3 JWDYCNIAQWPBHD-UHFFFAOYSA-N OCC(COc1ccccc1C)O NPC189314 Mercaptopurine 3,7-dihydropurine-6-thione CHEMBL1425 667490 C5H4N4S 152.02 0.0906 1.46 0.254 4 1 93.26 1 2 10 0 InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) GLVAUDGFNGKCSF-UHFFFAOYSA-N Sc1ncnc2c1nc[nH]2 NPC105513 Mescaline 2-(3,4,5-trimethoxyphenyl)ethanamine CHEMBL26687 4076 C11H17NO3 211.12 -0.6381 2.23 0.735 1 1 53.71 9 1 15 0 InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3 RHCSKNNOAZULRK-UHFFFAOYSA-N NCCc1cc(OC)c(c(c1)OC)OC NPC232316 Mesodihydroguaiaretic Acid 4-[(2S,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol CHEMBL430464 476856 C20H26O4 330.18 -0.115 3.22 5.238 0 2 58.92 13 2 24 1 InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14+ ADFOLUXMYYCTRR-OKILXGFUSA-N COc1cc(ccc1O)C[C@H]([C@H](Cc1ccc(c(c1)OC)O)C)C NPC469932 Mesuagenin A 5-hydroxy-2-methyl-6-(3-methylbutanoyl)-2-(4-methylpent-3-enyl)-10-phenylpyrano[2,3-f]chromen-8-one CHEMBL1277495 49870983 C30H32O5 472.22 2.4937 4.21 8.176 2 1 72.83 13 4 35 1 InChI=1S/C30H32O5/c1-18(2)10-9-14-30(5)15-13-21-27(33)26(23(31)16-19(3)4)29-25(28(21)35-30)22(17-24(32)34-29)20-11-7-6-8-12-20/h6-8,10-13,15,17,19,33H,9,14,16H2,1-5H3 STYQYOHXCPHKKX-UHFFFAOYSA-N CC(CC(=O)c1c(O)c2C=CC(Oc2c2c1oc(=O)cc2c1ccccc1)(C)CCC=C(C)C)C NPC469933 Mesuagenin B 5-hydroxy-2-methyl-6-(2-methylbutanoyl)-2-(4-methylpent-3-enyl)-10-phenylpyrano[2,3-f]chromen-8-one CHEMBL1277588 13917758 C30H32O5 472.22 1.9441 4.21 7.961 2 1 72.83 13 4 35 1 InChI=1S/C30H32O5/c1-6-19(4)26(32)25-27(33)21-14-16-30(5,15-10-11-18(2)3)35-28(21)24-22(17-23(31)34-29(24)25)20-12-8-7-9-13-20/h7-9,11-14,16-17,19,33H,6,10,15H2,1-5H3 GEYVIFNRNUBPHZ-UHFFFAOYSA-N CCC(C(=O)c1c(O)c2C=CC(Oc2c2c1oc(=O)cc2c1ccccc1)(C)CCC=C(C)C)C NPC469934 Mesuagenin D 4-hydroxy-2-(2-hydroxy-5-methylhexan-2-yl)-2-methyl-5-(3-methylbutanoyl)-9-phenyl-3H-furo[2,3-f]chromen-7-one CHEMBL1277681 52945557 C30H36O6 492.25 1.0581 4.1 8.042 3 2 93.06 16 4 36 1 InChI=1S/C30H36O6/c1-17(2)12-13-29(5,34)30(6)16-21-26(33)25(22(31)14-18(3)4)28-24(27(21)36-30)20(15-23(32)35-28)19-10-8-7-9-11-19/h7-11,15,17-18,33-34H,12-14,16H2,1-6H3 PABMLJMVAOFHKY-UHFFFAOYSA-N CC(CCC(C1(C)Oc2c(C1)c(O)c(c1c2c(cc(=O)o1)c1ccccc1)C(=O)CC(C)C)(O)C)C NPC297886 Mesuagin 5-hydroxy-8,8-dimethyl-6-(2-methylpropanoyl)-4-phenylpyrano[2,3-h]chromen-2-one CHEMBL198546 5319380 C24H22O5 390.15 0.9924 3.55 5.676 2 1 72.83 8 4 29 1 InChI=1S/C24H22O5/c1-13(2)20(26)19-21(27)18-16(14-8-6-5-7-9-14)12-17(25)28-22(18)15-10-11-24(3,4)29-23(15)19/h5-13,27H,1-4H3 SVCPILBFQWTZFW-UHFFFAOYSA-N O=c1oc2c3C=CC(Oc3c(c(c2c(c1)c1ccccc1)O)C(=O)C(C)C)(C)C NPC94794 Mesuol 5,7-dihydroxy-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)-4-phenylchromen-2-one CHEMBL197069 5277586 C24H24O5 392.16 1.5017 3.55 6.175 2 2 83.83 11 3 29 1 InChI=1S/C24H24O5/c1-13(2)10-11-16-22(27)20(21(26)14(3)4)23(28)19-17(12-18(25)29-24(16)19)15-8-6-5-7-9-15/h5-10,12,14,27-28H,11H2,1-4H3 IWUNXYBEJCJQHB-UHFFFAOYSA-N CC(=CCc1c(O)c(C(=O)C(C)C)c(c2c1oc(=O)cc2c1ccccc1)O)C NPC150837 Metacresol 3-methylphenol CHEMBL298312 342 C7H8O 108.06 0.1817 2.12 2.367 0 1 20.23 2 1 8 0 InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3 RLSSMJSEOOYNOY-UHFFFAOYSA-N Cc1cccc(c1)O NPC230775 Metformin 3-(diaminomethylidene)-1,1-dimethylguanidine CHEMBL1431 4091 C4H11N5 129.1 -0.2231 1.35 0.558 5 4 88.99 6 0 9 0 InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8) XZWYZXLIPXDOLR-UHFFFAOYSA-N CN(C(=N)NC(=N)N)C NPC256853 Methanesulfonylmethane methylsulfonylmethane CHEMBL25028 6213 C2H6O2S 94.01 -0.2206 1.35 0.09 2 0 42.52 2 0 5 0 InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3 HHVIBTZHLRERCL-UHFFFAOYSA-N CS(=O)(=O)C NPC33320 Methoxsalen 9-methoxyfuro[3,2-g]chromen-7-one CHEMBL416 4114 C12H8O4 216.04 0.0641 2.34 1.69 1 0 48.67 2 3 16 0 InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3 QXKHYNVANLEOEG-UHFFFAOYSA-N COc1c2oc(=O)ccc2cc2c1occ2 NPC15805 Methoxy Aucuparin 1,2,3-trimethoxy-5-phenylbenzene CHEMBL1080123 46186838 C15H16O3 244.11 -0.1554 2.78 4.694 0 0 27.69 7 2 18 0 InChI=1S/C15H16O3/c1-16-13-9-12(11-7-5-4-6-8-11)10-14(17-2)15(13)18-3/h4-10H,1-3H3 FZELAUWRSAKWRF-UHFFFAOYSA-N COc1cc(cc(c1OC)OC)c1ccccc1 NPC188717 Methyl (1R)-1-Hydroxy-7-(Hydroxymethyl)-1,4A,5,7A-Tetrahydrocyclopenta[C]Pyran-4-Carboxylate methyl (1R)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate CHEMBL1317787 44144320 C11H14O5 226.08 -1.1743 2.12 -0.746 5 2 75.99 6 2 16 0 InChI=1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7?,9?,11-/m1/s1 AZKVWQKMDGGDSV-LKXRVVKTSA-N COC(=O)C1=CO[C@H](C2C1CC=C2CO)O NPC23593 Methyl (1R,2R,3S,3Ar,8Bs)-3A-(1,3-Benzodioxol-5-Yl)-1,8B-Dihydroxy-6,8-Dimethoxy-3-Phenyl-2,3-Dihydro-1H-Cyclopenta[B][1]Benzofuran-2-Carboxylate methyl (1R,2R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-1,8b-dihydroxy-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL1986494 390507 C28H26O9 506.16 -2.3656 3.55 4.879 4 2 112.91 11 6 37 0 InChI=1S/C28H26O9/c1-32-17-12-20(33-2)24-21(13-17)37-28(16-9-10-18-19(11-16)36-14-35-18)23(15-7-5-4-6-8-15)22(26(30)34-3)25(29)27(24,28)31/h4-13,22-23,25,29,31H,14H2,1-3H3/t22-,23-,25-,27+,28+/m1/s1 SAGBWAVFZFVBBQ-GWNOIRNCSA-N COC(=O)[C@@H]1[C@@H](c2ccccc2)[C@]2([C@]([C@@H]1O)(O)c1c(O2)cc(cc1OC)OC)c1ccc2c(c1)OCO2 NPC100734 Methyl (1S,15R,17S,18S,19R,20R)-6,18-Dimethoxy-17-(3,4,5-Trimethoxybenzoyl)Oxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate methyl (1S,15R,17S,18S,19R,20R)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL1396912 6604180 C33H40N2O9 608.27 -0.8642 3.88 2.783 7 1 117.78 16 6 44 0 InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m0/s1 QEVHRUUCFGRFIF-KWTXYEQSSA-N COc1ccc2c(c1)[nH]c1c2CCN2[C@H]1C[C@@H]1[C@H](C2)C[C@@H]([C@H]([C@@H]1C(=O)OC)OC)OC(=O)c1cc(OC)c(c(c1)OC)OC NPC79129 Methyl (1S,15R,18R,19R,20S)-18-Hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate methyl (1S,15R,18R,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL2079555 3058605 C21H26N2O3 354.19 -1.212 3.22 2.857 5 2 65.56 4 5 26 0 InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18+,19+/m0/s1 BLGXFZZNTVWLAY-MQPLHJKPSA-N COC(=O)[C@H]1[C@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1 NPC293255 Methyl (1S,4As,5As,6R,10As)-1-Methyl-2'-Oxospiro[1,4A,5,5A,7,8,10,10A-Octahydropyrano[3,4-F]Indolizine-6,3'-1H-Indole]-4-Carboxylate methyl (1S,4aS,5aS,6R,10aS)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate CHEMBL1449034 10429112 C21H24N2O4 368.17 -0.6854 3.11 2.653 6 1 71.36 5 5 27 0 InChI=1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14-,18-,21+/m0/s1 JMIAZDVHNCCPDM-QLMFUGSGSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@@H]1N(C2)CC[C@@]21C(=Nc1c2cccc1)O)C NPC306344 Methyl (1S,4As,7As)-7-(Hydroxymethyl)-1-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,4A,5,7A-Tetrahydrocyclopenta[C]Pyran-4-Carboxylate methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate CHEMBL1417490 12004581 C17H24O10 388.14 -2.9212 2.23 -1.854 10 5 155.14 12 3 27 0 InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10?,11-,12?,13?,14?,16+,17?/m1/s1 IBFYXTRXDNAPMM-VZVOBWAWSA-N OCC1OC(O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)OC)C(C(C1O)O)O NPC469384 Methyl (1S,4As,7R,7As)-1-[(2S,3R,4S,5S,6R)-6-(Acetyloxymethyl)-3,4,5-Trihydroxyoxan-2-Yl]Oxy-4'-[(R)-Hydroxy-(4-Hydroxy-3-Methoxyphenyl)Methyl]-5'-Oxospiro[4A,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Furan]-4-Carboxylate methyl (1S,4aS,7R,7aS)-1-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4'-[(R)-hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxospiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate CHEMBL1077223 46881624 C29H32O15 620.17 -3.1834 3 -0.014 13 5 216.97 18 5 44 1 InChI=1S/C29H32O15/c1-12(30)40-11-19-22(33)23(34)24(35)28(42-19)43-27-20-14(16(10-41-27)25(36)39-3)6-7-29(20)9-15(26(37)44-29)21(32)13-4-5-17(31)18(8-13)38-2/h4-10,14,19-24,27-28,31-35H,11H2,1-3H3/t14-,19-,20-,21-,22-,23+,24-,27+,28+,29-/m1/s1 UJGUSKGCTXMCER-LPWQJEQNSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C=C[C@@]12OC(=O)C(=C1)[C@@H](c1ccc(c(c1)OC)O)O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O NPC119773 Methyl (1S,4As,7R,7As)-1-[(2S,3R,4S,5S,6R)-6-(Acetyloxymethyl)-3,4,5-Trihydroxyoxan-2-Yl]Oxy-4'-[(R)-Hydroxy-(4-Hydroxyphenyl)Methyl]-5'-Oxospiro[4A,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Furan]-4-Carboxylate methyl (1S,4aS,7R,7aS)-1-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4'-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-5'-oxospiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate CHEMBL1077224 46881625 C28H30O14 590.16 -3.1316 3 0.43 13 5 207.74 16 5 42 1 InChI=1S/C28H30O14/c1-12(29)38-11-18-21(32)22(33)23(34)27(40-18)41-26-19-15(17(10-39-26)24(35)37-2)7-8-28(19)9-16(25(36)42-28)20(31)13-3-5-14(30)6-4-13/h3-10,15,18-23,26-27,30-34H,11H2,1-2H3/t15-,18-,19-,20-,21-,22+,23-,26+,27+,28-/m1/s1 BDUPWFOFVQZENO-HRCCQKLCSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C=C[C@@]12OC(=O)C(=C1)[C@@H](c1ccc(cc1)O)O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O NPC286919 Methyl (1S,4As,7R,7As)-4'-[(R)-Hydroxy-(4-Hydroxy-3-Methoxyphenyl)Methyl]-5'-Oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyspiro[4A,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Furan]-4-Carboxylate methyl (1S,4aS,7R,7aS)-4'-[(R)-hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate CHEMBL1077225 46881626 C27H30O14 578.16 -3.5625 2.89 -0.325 12 6 210.9 16 5 41 2 InChI=1S/C27H30O14/c1-36-16-7-11(3-4-15(16)29)19(30)13-8-27(41-24(13)35)6-5-12-14(23(34)37-2)10-38-25(18(12)27)40-26-22(33)21(32)20(31)17(9-28)39-26/h3-8,10,12,17-22,25-26,28-33H,9H2,1-2H3/t12-,17-,18-,19-,20-,21+,22-,25+,26+,27-/m1/s1 SERITHPGXJNZPQ-WVFRXHQUSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](c2ccc(c(c2)OC)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC143246 Methyl (1S,4As,7R,7As)-4'-[(R)-Hydroxy-(4-Hydroxyphenyl)Methyl]-5'-Oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyspiro[4A,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Furan]-4-Carboxylate methyl (1S,4aS,7R,7aS)-4'-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate CHEMBL1077226 23643734 C26H28O13 548.15 -3.5107 2.89 0.119 12 6 201.67 14 5 39 2 InChI=1S/C26H28O13/c1-35-22(33)15-10-36-24(38-25-21(32)20(31)19(30)16(9-27)37-25)17-13(15)6-7-26(17)8-14(23(34)39-26)18(29)11-2-4-12(28)5-3-11/h2-8,10,13,16-21,24-25,27-32H,9H2,1H3/t13-,16-,17-,18-,19-,20+,21-,24+,25+,26-/m1/s1 HGHZVZYRYYMUTI-NZIYMCKGSA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](c2ccc(cc2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC191136 Methyl (2R)-2-Amino-3-Sulfanylpropanoate methyl (2R)-2-amino-3-sulfanylpropanoate CHEMBL1231844 29145;1550140 C4H9NO2S 135.04 -0.3732 1.46 -0.088 3 1 91.12 6 0 8 0 InChI=1S/C4H9NO2S/c1-7-4(6)3(5)2-8/h3,8H,2,5H2,1H3/t3-/m0/s1 MCYHPZGUONZRGO-VKHMYHEASA-N COC(=O)[C@H](CS)N NPC212643 Methyl (E)-3-(1,3-Benzodioxol-5-Yl)Prop-2-Enoate methyl (E)-3-(1,3-benzodioxol-5-yl)prop-2-enoate CHEMBL17322 736823 C11H10O4 206.06 0.0696 2.23 1.998 2 0 44.76 4 2 15 0 InChI=1S/C11H10O4/c1-13-11(12)5-3-8-2-4-9-10(6-8)15-7-14-9/h2-6H,7H2,1H3/b5-3+ WPNYKVVEDMUXTO-HWKANZROSA-N COC(=O)/C=C/c1ccc2c(c1)OCO2 NPC246716 Methyl 10-Formyl-3,9-Dihydroxy-1,4,7-Trimethyl-6-Oxobenzo[B][1,4]Benzodioxepine-2-Carboxylate methyl 10-formyl-3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylate CHEMBL177021 5379546 C19H16O8 372.08 0.579 2.67 3.02 4 2 119.36 9 3 27 0 InChI=1S/C19H16O8/c1-7-5-11(21)10(6-20)17-12(7)19(24)27-16-9(3)14(22)13(18(23)25-4)8(2)15(16)26-17/h5-6,21-22H,1-4H3 HTAATVDZOHXHBE-UHFFFAOYSA-N COC(=O)c1c(C)c2Oc3c(C(=O)Oc2c(c1O)C)c(C)cc(c3C=O)O NPC313985 Methyl 18-Hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate methyl 18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL1531132 2866 C21H26N2O3 354.19 -1.212 3.22 2.857 5 2 65.56 4 5 26 0 InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3 BLGXFZZNTVWLAY-UHFFFAOYSA-N COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1 NPC263955 Methyl 1-Formyloxy-4'-Demethoxy-3',4'-Methylenedioxyrocaglate methyl (1R,2R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-1-formyloxy-8b-hydroxy-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL2331811 10721063 C29H26O10 534.15 -2.0653 3.55 4.525 5 1 118.98 12 6 39 0 InChI=1S/C29H26O10/c1-33-18-12-21(34-2)25-22(13-18)39-29(17-9-10-19-20(11-17)38-15-37-19)24(16-7-5-4-6-8-16)23(27(31)35-3)26(36-14-30)28(25,29)32/h4-14,23-24,26,32H,15H2,1-3H3/t23-,24-,26-,28+,29+/m1/s1 XKYRDXZNJADCQR-IDAMAFBJSA-N O=CO[C@@H]1[C@H](C(=O)OC)[C@H]([C@]2([C@]1(O)c1c(OC)cc(cc1O2)OC)c1ccc2c(c1)OCO2)c1ccccc1 NPC95309 Methyl 2,4-Dihydroxybenzoate methyl 2,4-dihydroxybenzoate CHEMBL486026 16523 C8H8O4 168.04 -0.9094 1.9 1.411 2 2 66.76 5 1 12 0 InChI=1S/C8H8O4/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,9-10H,1H3 IIFCLXHRIYTHPV-UHFFFAOYSA-N COC(=O)c1ccc(cc1O)O NPC168471 Methyl 2,7-Dihydroxy-4-Isopropyl-6-Methyl-1-Naphthoate methyl 2,7-dihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carboxylate CHEMBL2386316 71726176 C16H18O4 274.12 0.3055 2.78 4.166 2 2 66.76 9 2 20 0 InChI=1S/C16H18O4/c1-8(2)10-6-14(18)15(16(19)20-4)12-7-13(17)9(3)5-11(10)12/h5-8,17-18H,1-4H3 FEOZGAGVOUZGSU-UHFFFAOYSA-N COC(=O)c1c(O)cc(c2c1cc(O)c(c2)C)C(C)C NPC230951 Methyl 2-Acetyloxybenzoate methyl 2-acetyloxybenzoate CHEMBL163148 68484 C10H10O4 194.06 -0.07 2.12 2.896 3 0 52.6 6 1 14 0 InChI=1S/C10H10O4/c1-7(11)14-9-6-4-3-5-8(9)10(12)13-2/h3-6H,1-2H3 ONWPLBKWMAUFGZ-UHFFFAOYSA-N COC(=O)c1ccccc1OC(=O)C NPC180905 Methyl 2-Hydroxy-4-Methoxy-6-Methylbenzoate methyl 2-hydroxy-4-methoxy-6-methylbenzoate CHEMBL1595401 596344 C10H12O4 196.07 0.1411 2.12 2.253 2 1 55.76 7 1 14 0 InChI=1S/C10H12O4/c1-6-4-7(13-2)5-8(11)9(6)10(12)14-3/h4-5,11H,1-3H3 PFVPJOAAHSOENR-UHFFFAOYSA-N COc1cc(C)c(c(c1)O)C(=O)OC NPC192831 Methyl 3,4-Di-O-Caffeoyl Quinate methyl (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylate CHEMBL464371 10392218 C26H26O12 530.14 -2.1355 3 1.406 8 6 200.28 17 3 38 1 InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(31)24(38-23(33)9-5-15-3-7-17(28)19(30)11-15)21(13-26)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h2-11,20-21,24,27-31,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24-,26+/m1/s1 PKJBSZTYNDRXEQ-VOHNXBSUSA-N COC(=O)[C@@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@@H]([C@@H](C1)O)OC(=O)/C=C/c1ccc(c(c1)O)O NPC98270 Methyl 3Beta-Acetoxylup-20(29)-En-28-Oate methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate CHEMBL508907 6451984 C33H52O4 512.39 2.9796 4.65 10.468 4 0 52.6 13 5 37 1 InChI=1S/C33H52O4/c1-20(2)22-12-17-33(28(35)36-9)19-18-31(7)23(27(22)33)10-11-25-30(6)15-14-26(37-21(3)34)29(4,5)24(30)13-16-32(25,31)8/h22-27H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26-,27+,30-,31+,32+,33-/m0/s1 FBSVHROTXUJUHS-ODLWIBRJSA-N COC(=O)[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)C)C(=C)C NPC212808 Methyl 3-Ethenyl-4-[[6-[4-(4-Hydroxyphenyl)-2-Oxobutyl]-4-Oxooxan-2-Yl]Methyl]-2-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-3,4-Dihydro-2H-Pyran-5-Carboxylate methyl 3-ethenyl-4-[[6-[4-(4-hydroxyphenyl)-2-oxobutyl]-4-oxooxan-2-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate CHEMBL1606388 434883 C31H40O13 620.25 -2.8852 3.44 0.582 12 5 198.51 19 4 44 2 InChI=1S/C31H40O13/c1-3-22-23(13-21-12-19(35)11-20(42-21)10-18(34)9-6-16-4-7-17(33)8-5-16)24(29(39)40-2)15-41-30(22)44-31-28(38)27(37)26(36)25(14-32)43-31/h3-5,7-8,15,20-23,25-28,30-33,36-38H,1,6,9-14H2,2H3 BAKYVUHOODEWGV-UHFFFAOYSA-N C=CC1C(OC=C(C1CC1CC(=O)CC(O1)CC(=O)CCc1ccc(cc1)O)C(=O)OC)OC1OC(CO)C(C(C1O)O)O NPC267517 Methyl 3-Oxo-Olean-12-En-28-Oate methyl (4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylate CHEMBL1631518 10695622 C31H48O3 468.36 2.9505 4.54 8.766 3 0 43.37 10 5 34 1 InChI=1S/C31H48O3/c1-26(2)15-17-31(25(33)34-8)18-16-29(6)20(21(31)19-26)9-10-23-28(5)13-12-24(32)27(3,4)22(28)11-14-30(23,29)7/h9,21-23H,10-19H2,1-8H3/t21-,22-,23+,28-,29+,30+,31-/m0/s1 PPMUFCXCVKVCSV-VNNAKPRGSA-N COC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)(C)C NPC188895 Methyl 4-Formylbenzoate methyl 4-formylbenzoate CHEMBL1607943 15294 C9H8O3 164.05 -0.1812 2.12 2.005 3 0 43.37 4 1 12 0 InChI=1S/C9H8O3/c1-12-9(11)8-4-2-7(6-10)3-5-8/h2-6H,1H3 FEIOASZZURHTHB-UHFFFAOYSA-N COC(=O)c1ccc(cc1)C=O NPC220540 Methyl 4-Methoxybenzoate methyl 4-methoxybenzoate CHEMBL1762668 8499 C9H10O3 166.06 -0.0406 2.12 1.91 2 0 35.53 5 1 12 0 InChI=1S/C9H10O3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6H,1-2H3 DDIZAANNODHTRB-UHFFFAOYSA-N COc1ccc(cc1)C(=O)OC NPC306343 Methyl 4-O-Galloylchlorogenate [(1R,2R,4S,6R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,6-dihydroxy-4-methoxycarbonylcyclohexyl] 3,4,5-trihydroxybenzoate CHEMBL459400 10951440 C24H24O13 520.12 -2.9569 2.67 0.267 8 7 220.51 17 3 37 1 InChI=1S/C24H24O13/c1-35-23(33)24(34)9-17(29)21(37-22(32)12-7-15(27)20(31)16(28)8-12)18(10-24)36-19(30)5-3-11-2-4-13(25)14(26)6-11/h2-8,17-18,21,25-29,31,34H,9-10H2,1H3/b5-3+/t17-,18-,21-,24+/m1/s1 VMLJFBIJZLTOFL-IVBQVISXSA-N COC(=O)[C@]1(O)C[C@@H](O)[C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC315634 Methyl 6,18-Dimethoxy-17-(3,4,5-Trimethoxybenzoyl)Oxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate methyl 6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL357497 5052 C33H40N2O9 608.27 -0.8642 3.88 2.783 7 1 117.78 16 6 44 0 InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3 QEVHRUUCFGRFIF-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2CCN2C1CC1C(C2)CC(C(C1C(=O)OC)OC)OC(=O)c1cc(OC)c(c(c1)OC)OC NPC474395 Methyl 8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-6Alpha,15-Dihydroxyelema-1,3,11(13)-Trien-12-Oate [(1S,2S,3R,5R)-3-hydroxy-5-(1-hydroxyethenyl)-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] (3R)-3,4-dihydroxy-2-methylidenebutanoate CHEMBL465976 44566548 C21H30O9 426.19 -0.4714 2.78 -1.325 9 5 153.75 18 1 30 1 InChI=1S/C21H30O9/c1-10(8-22)17-18(26)16(12(3)19(27)29-6)15(7-21(17,5)13(4)24)30-20(28)11(2)14(25)9-23/h14-18,22-26H,1-4,7-9H2,5-6H3/t14-,15-,16+,17?,18-,21-/m0/s1 TWXCADQDVNDWNH-VMIYVNOCSA-N OCC(=C)C1[C@@H](O)[C@@H]([C@H](C[C@@]1(C)C(=C)O)OC(=O)C(=C)[C@H](CO)O)C(=C)C(=O)OC NPC107739 Methyl 8B-O-Methyl-4'-Demethoxy-3',4'-Methylenedioxyrocaglate methyl (1R,2R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-1-hydroxy-6,8,8b-trimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL2332222 71658233 C29H28O9 520.17 -1.9571 3.66 4.969 4 1 101.91 12 6 38 0 InChI=1S/C29H28O9/c1-32-18-13-21(33-2)25-22(14-18)38-28(17-10-11-19-20(12-17)37-15-36-19)24(16-8-6-5-7-9-16)23(27(31)34-3)26(30)29(25,28)35-4/h5-14,23-24,26,30H,15H2,1-4H3/t23-,24-,26-,28+,29+/m1/s1 LRAANIDQMLMHFL-IDAMAFBJSA-N COC(=O)[C@@H]1[C@@H](c2ccccc2)[C@]2([C@]([C@@H]1O)(OC)c1c(O2)cc(cc1OC)OC)c1ccc2c(c1)OCO2 NPC209473 Methyl 8B-Omethylrocaglate methyl (1R,2R,3S,3aR,8bS)-1-hydroxy-6,8,8b-trimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL2331812 21670099 C29H30O8 506.19 -1.7062 3.77 5.486 4 1 92.68 14 5 37 1 InChI=1S/C29H30O8/c1-32-19-13-11-18(12-14-19)28-24(17-9-7-6-8-10-17)23(27(31)35-4)26(30)29(28,36-5)25-21(34-3)15-20(33-2)16-22(25)37-28/h6-16,23-24,26,30H,1-5H3/t23-,24-,26-,28+,29+/m1/s1 OAKWLIZTUWAJDM-IDAMAFBJSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(OC)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)OC)O)c(OC)cc(c3)OC NPC234306 Methyl Alcohol methanol CHEMBL14688 887 CH4O 32.03 -0.358 1.46 -0.499 1 1 20.23 1 0 2 0 InChI=1S/CH4O/c1-2/h2H,1H3 OKKJLVBELUTLKV-UHFFFAOYSA-N CO NPC282143 Methyl Alpha-D-Mannoside (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol CHEMBL195368 101798 C7H14O6 194.08 -2.1049 1.57 -1.607 6 4 99.38 7 1 13 0 InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6+,7+/m1/s1 HOVAGTYPODGVJG-VEIUFWFVSA-N CO[C@H]1O[C@H](CO)[C@H]([C@@H]([C@@H]1O)O)O NPC226794 Methyl Anthranilate methyl 2-aminobenzoate CHEMBL1493986 8635 C8H9NO2 151.06 -0.7387 2.01 1.964 3 1 52.32 4 1 11 0 InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3 VAMXMNNIEUEQDV-UHFFFAOYSA-N COC(=O)c1ccccc1N NPC130398 Methyl Benzoate methyl benzoate CHEMBL16435 7150 C8H8O2 136.05 0.0112 2.12 2.987 2 0 26.3 3 1 10 0 InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3 QPJVMBTYPHYUOC-UHFFFAOYSA-N COC(=O)c1ccccc1 NPC12774 Methyl Betulinate methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate CHEMBL295602 73493 C31H50O3 470.38 2.6005 4.54 9.728 3 1 46.53 11 5 34 1 InChI=1S/C31H50O3/c1-19(2)20-11-16-31(26(33)34-8)18-17-29(6)21(25(20)31)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h20-25,32H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,28-,29+,30+,31-/m0/s1 XNZIMRUZBOZIBC-JVRMVBBZSA-N COC(=O)[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)O)C(=C)C NPC63020 Methyl Betulonate methyl (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate CHEMBL376266 10766700 C31H48O3 468.36 3.1702 4.54 9.121 3 0 43.37 10 5 34 1 InChI=1S/C31H48O3/c1-19(2)20-11-16-31(26(33)34-8)18-17-29(6)21(25(20)31)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h20-23,25H,1,9-18H2,2-8H3/t20-,21+,22-,23+,25+,28-,29+,30+,31-/m0/s1 XXCPTCZYFSRIGU-DSBZJMBESA-N COC(=O)[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CCC(=O)C3(C)C)C(=C)C NPC160381 Methyl Carbazole-3-Carboxylate methyl 9H-carbazole-3-carboxylate CHEMBL446253 504069 C14H11NO2 225.08 -0.4092 2.67 3.425 3 1 42.09 3 3 17 0 InChI=1S/C14H11NO2/c1-17-14(16)9-6-7-13-11(8-9)10-4-2-3-5-12(10)15-13/h2-8,15H,1H3 LZXXHWWSVRIDGR-UHFFFAOYSA-N COC(=O)c1ccc2c(c1)c1ccccc1[nH]2 NPC137537 Methyl Ferulate methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL32969 5357283 C11H12O4 208.07 -0.1398 2.23 1.552 2 1 55.76 7 1 15 0 InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+ AUJXJFHANFIVKH-GQCTYLIASA-N COC(=O)/C=C/c1ccc(c(c1)OC)O NPC295643 Methyl Glycyrrhetinate methyl (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate CHEMBL1271483 102135 C31H48O4 484.36 1.9341 4.43 7.066 4 1 63.6 11 5 35 1 InChI=1S/C31H48O4/c1-26(2)22-9-12-31(7)24(29(22,5)11-10-23(26)33)21(32)17-19-20-18-28(4,25(34)35-8)14-13-27(20,3)15-16-30(19,31)6/h17,20,22-24,33H,9-16,18H2,1-8H3/t20-,22-,23-,24+,27+,28-,29-,30+,31+/m0/s1 RMIVRCBSQPCSCQ-BDANYOJNSA-N COC(=O)[C@@]1(C)CC[C@]2([C@@H](C1)C1=CC(=O)[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C NPC99441 Methyl Haematommate methyl 3-formyl-2,4-dihydroxy-6-methylbenzoate CHEMBL470649 591773 C10H10O5 210.05 -0.4598 2.01 2.243 3 2 83.83 7 1 15 0 InChI=1S/C10H10O5/c1-5-3-7(12)6(4-11)9(13)8(5)10(14)15-2/h3-4,12-13H,1-2H3 PXFMUVDLJWXOQM-UHFFFAOYSA-N COC(=O)c1c(C)cc(c(c1O)C=O)O NPC307594 Methyl Isobutyl Ketone 4-methylpentan-2-one CHEMBL285323 7909 C6H12O 100.09 0.3538 2.01 1.515 1 0 17.07 5 0 7 0 InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3 NTIZESTWPVYFNL-UHFFFAOYSA-N CC(CC(=O)C)C NPC246708 Methyl Oleanolate methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL487412 92900 C31H50O3 470.38 2.3808 4.54 9.373 3 1 46.53 11 5 34 1 InChI=1S/C31H50O3/c1-26(2)15-17-31(25(33)34-8)18-16-29(6)20(21(31)19-26)9-10-23-28(5)13-12-24(32)27(3,4)22(28)11-14-30(23,29)7/h9,21-24,32H,10-19H2,1-8H3/t21-,22-,23+,24-,28-,29+,30+,31-/m0/s1 BTXWOKJOAGWCSN-JBYJGCOVSA-N COC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)(C)C NPC189823 Methyl Orsellinate methyl 2,4-dihydroxy-6-methylbenzoate CHEMBL454431 76658 C9H10O4 182.06 -0.2674 2.01 1.734 2 2 66.76 6 1 13 0 InChI=1S/C9H10O4/c1-5-3-6(10)4-7(11)8(5)9(12)13-2/h3-4,10-11H,1-2H3 NCCWCZLEACWJIN-UHFFFAOYSA-N COC(=O)c1c(C)cc(cc1O)O NPC257175 Methyl Pheophorbide A CHEMBL504821 C36H38N4O5 606.28 1.9078 4.43 4.673 9 2 127.03 15 6 45 0 InChI=1S/C36H38N4O5/c1-9-20-16(3)23-13-25-18(5)22(11-12-29(41)44-7)33(39-25)31-32(36(43)45-8)35(42)30-19(6)26(40-34(30)31)15-28-21(10-2)17(4)24(38-28)14-27(20)37-23/h9,13-15,18,22,32,37,40H,1,10-12H2,2-8H3/b23-13-,24-14-,25-13-,26-15-,27-14-,28-15-,33-31-/t18-,22-,32+/m0/s1 IWKYEJKHXKRZIJ-FQCHGZAQSA-N COC(=O)CC[C@H]1[C@H](C)C2=N/C/1=C\1/[C@@H](C(=O)OC)C(=O)c3c1[nH]c(c3C)/C=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(C)c3C=C)C(=C1CC)C NPC253746 Methyl P-Hydroxycinnamate methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL146816 5319562 C10H10O3 178.06 -0.088 2.23 2.207 2 1 46.53 5 1 13 0 InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+ NITWSHWHQAQBAW-QPJJXVBHSA-N COC(=O)/C=C/c1ccc(cc1)O NPC199209 Methyl Piperate methyl (2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoate CHEMBL42965 9921021 C13H12O4 232.07 0.5374 2.45 2.692 2 0 44.76 5 2 17 0 InChI=1S/C13H12O4/c1-15-13(14)5-3-2-4-10-6-7-11-12(8-10)17-9-16-11/h2-8H,9H2,1H3/b4-2+,5-3+ VOZJBFJHMHRLDN-ZUVMSYQZSA-N COC(=O)/C=C/C=C/c1ccc2c(c1)OCO2 NPC158654 Methyl Protocatechuate methyl 3,4-dihydroxybenzoate CHEMBL486027 287064 C8H8O4 168.04 -0.9094 1.9 0.857 2 2 66.76 5 1 12 0 InChI=1S/C8H8O4/c1-12-8(11)5-2-3-6(9)7(10)4-5/h2-4,9-10H,1H3 CUFLZUDASVUNOE-UHFFFAOYSA-N COC(=O)c1ccc(c(c1)O)O NPC168799 Methyl Rosmarinate methyl (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoate CHEMBL241405 6479915 C19H18O8 374.1 -1.6547 2.67 2.404 4 4 133.52 13 2 27 0 InChI=1S/C19H18O8/c1-26-19(25)17(10-12-3-6-14(21)16(23)9-12)27-18(24)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-23H,10H2,1H3/b7-4+/t17-/m1/s1 XHALVRQBZGZHFE-BBOMDTFKSA-N COC(=O)[C@@H](Cc1ccc(c(c1)O)O)OC(=O)/C=C/c1ccc(c(c1)O)O NPC128825 Methyl Salicylate methyl 2-hydroxybenzoate CHEMBL108545 4133 C8H8O3 152.05 -0.4491 2.01 2.585 2 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3 OSWPMRLSEDHDFF-UHFFFAOYSA-N COC(=O)c1ccccc1O NPC144010 Methyl Tanshinonate methyl (6S)-1,6-dimethyl-10,11-dioxo-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-6-carboxylate CHEMBL2146517 14610613 C20H18O5 338.12 0.0805 3.11 2.756 4 0 73.58 5 4 25 0 InChI=1S/C20H18O5/c1-10-9-25-18-12-6-7-13-11(15(12)17(22)16(21)14(10)18)5-4-8-20(13,2)19(23)24-3/h6-7,9H,4-5,8H2,1-3H3/t20-/m0/s1 YFDKIHAZVQFLRC-FQEVSTJZSA-N COC(=O)[C@@]1(C)CCCc2c1ccc1c2C(=O)C(=O)c2c1occ2C NPC216130 Methyl Undec-10-Enoate methyl undec-10-enoate CHEMBL1591973 8138 C12H22O2 198.16 -0.7189 2.56 4.68 2 0 26.3 11 0 14 0 InChI=1S/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3 KISVAASFGZJBCY-UHFFFAOYSA-N C=CCCCCCCCCC(=O)OC NPC40552 Methyl Ursolate methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate CHEMBL260673 636516 C31H50O3 470.38 1.7348 4.54 9.275 3 1 46.53 11 5 34 1 InChI=1S/C31H50O3/c1-19-11-16-31(26(33)34-8)18-17-29(6)21(25(31)20(19)2)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h9,19-20,22-25,32H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,28+,29-,30-,31+/m1/s1 YCBSMEKEDOHEQI-QHQGJMPNSA-N COC(=O)[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C)C NPC470588 Methyl3Beta-Hydroxyolean-12-En-27-Oate methyl (4aR,6aR,6aR,6bR,10S,12aR,14bR)-10-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylate CHEMBL207494 44411982 C31H50O3 470.38 2.3808 4.54 10.19 3 1 46.53 11 5 34 1 InChI=1S/C31H50O3/c1-26(2)15-16-28(5)17-18-31(25(33)34-8)20(21(28)19-26)9-10-23-29(6)13-12-24(32)27(3,4)22(29)11-14-30(23,31)7/h9,21-24,32H,10-19H2,1-8H3/t21-,22?,23+,24-,28+,29-,30+,31+/m0/s1 HEDYWHFMTAMIIX-IPZPPPCKSA-N COC(=O)[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CCC2[C@]1(C)CC[C@@H](C2(C)C)O)CC(CC3)(C)C)C NPC196864 Methylangolensate CHEMBL483006 21596327 C27H34O7 470.23 1.0935 3.66 1.971 6 0 92.04 9 5 34 0 InChI=1S/C27H34O7/c1-15-17-7-9-25(4)23(16-8-10-32-14-16)33-22(30)13-27(15,25)34-20-12-19(28)24(2,3)18(26(17,20)5)11-21(29)31-6/h8,10,14,17-18,20,23H,1,7,9,11-13H2,2-6H3/t17-,18-,20-,23-,25-,26+,27-/m0/s1 YNMYHRYTRCKSMI-SQHTYAHXSA-N COC(=O)C[C@@H]1[C@]2(C)[C@H](CC(=O)C1(C)C)O[C@]13C(=C)[C@@H]2CC[C@@]3(C)[C@@H](OC(=O)C1)c1cocc1 NPC265862 Methylbrevifolin Carboxylate methyl 7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate CHEMBL567076 5319518 C14H10O8 306.04 -2.0091 2.12 -0.92 5 3 130.36 6 3 22 0 InChI=1S/C14H10O8/c1-21-13(19)5-3-7(16)12-9(5)8-4(14(20)22-12)2-6(15)10(17)11(8)18/h2,5,15,17-18H,3H2,1H3 JNWDNAASYHRXMG-UHFFFAOYSA-N COC(=O)C1CC(=O)c2c1c1c(O)c(O)c(cc1c(=O)o2)O NPC226250 Methylcaffeate methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL17001 689075 C10H10O4 194.06 -0.5483 2.12 1.462 2 2 66.76 6 1 14 0 InChI=1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)9(12)6-7/h2-6,11-12H,1H3/b5-3+ OCNYGKNIVPVPPX-HWKANZROSA-N COC(=O)/C=C/c1ccc(c(c1)O)O NPC302378 Methylconiferin (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-methoxy-4-[(E)-3-methoxyprop-1-enyl]phenoxy]oxane-3,4,5-triol CHEMBL3236506 5319561 C17H24O8 356.15 -1.8314 2.45 0.546 6 4 117.84 13 2 25 0 InChI=1S/C17H24O8/c1-22-7-3-4-10-5-6-11(12(8-10)23-2)24-17-16(21)15(20)14(19)13(9-18)25-17/h3-6,8,13-21H,7,9H2,1-2H3/b4-3+/t13-,14-,15+,16-,17-/m1/s1 SCOBOZBTFMWPOO-AAHFWSMJSA-N COC/C=C/c1ccc(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC269843 Methylcurcumin CHEMBL494826 NA C22H22O6 382.14 -0.2526 3.22 3.474 2 2 85.22 13 2 28 0 InChI=1S/C22H22O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)14-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h4-14,23,25H,1-3H3/b8-4+,9-5+,17-14- MXGYVBOZRLQICP-VUSYVUDMSA-N COc1cc(/C=C/C(=O)/C=C(/C=C/c2ccc(c(c2)OC)O)\O)ccc1OC NPC1580 Methyldavallialactone 3-[(2S,3R)-2-(3,4-dihydroxyphenyl)-6-methyl-4-oxo-2,3-dihydropyran-3-yl]-4-hydroxy-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]pyran-2-one CHEMBL204677 54726724 C26H22O9 478.13 -1.5851 3.33 2.436 5 4 142.75 11 4 35 0 InChI=1S/C26H22O9/c1-13-9-20(30)23(25(34-13)15-5-8-17(27)19(29)11-15)24-21(31)12-16(35-26(24)32)6-3-14-4-7-18(28)22(10-14)33-2/h3-12,23,25,27-29,31H,1-2H3/b6-3+/t23-,25-/m1/s1 LDTVSIZNVSZWDV-DSJLGJJVSA-N COc1cc(/C=C/c2cc(O)c(c(=O)o2)[C@H]2C(=O)C=C(O[C@@H]2c2ccc(c(c2)O)O)C)ccc1O NPC128350 Methylene Chloride dichloromethane CHEMBL45967 6344 CH2Cl2 83.95 1.0729 1.35 1.519 0 0 0 2 0 3 0 InChI=1S/CH2Cl2/c2-1-3/h1H2 YMWUJEATGCHHMB-UHFFFAOYSA-N ClCCl NPC229649 Methylene-Bis-Methylphlorobutyrophenone 1-[3-[(3-butanoyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-2,4,6-trihydroxy-5-methylphenyl]butan-1-one CHEMBL213124 16046225 C23H28O8 432.18 -1.953 3.11 1.928 2 6 155.52 18 2 31 1 InChI=1S/C23H28O8/c1-5-7-14(24)16-20(28)10(3)18(26)12(22(16)30)9-13-19(27)11(4)21(29)17(23(13)31)15(25)8-6-2/h26-31H,5-9H2,1-4H3 JBOIEATWPCRELN-UHFFFAOYSA-N CCCC(=O)c1c(O)c(Cc2c(O)c(C)c(c(c2O)C(=O)CCC)O)c(c(c1O)C)O NPC228400 Methylephedrine (1R)-2-(dimethylamino)-1-phenylpropan-1-ol CHEMBL1589978 9851505 C11H17NO 179.13 -0.292 2.45 2.759 2 1 23.47 7 1 13 0 InChI=1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9?,11-/m0/s1 FMCGSUUBYTWNDP-UMJHXOGRSA-N O[C@@H](C(N(C)C)C)c1ccccc1 NPC292792 Methyleugenol 1,2-dimethoxy-4-prop-2-enylbenzene CHEMBL108861 7127 C11H14O2 178.1 0.9251 2.45 3.003 0 0 18.46 6 1 13 0 InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3 ZYEMGPIYFIJGTP-UHFFFAOYSA-N C=CCc1ccc(c(c1)OC)OC NPC35344 Methylhonokiol 2-(4-methoxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol CHEMBL89700 155160 C19H20O2 280.15 1.5453 3.33 5.543 0 1 29.46 8 2 21 1 InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3 OQFHJKZVOALSPV-UHFFFAOYSA-N C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)OC)O NPC30691 Methylisothiocyanate methylimino(sulfanylidene)methane CHEMBL396000 11167 C2H3NS 73 0.0303 1.46 1.618 1 0 44.45 1 0 4 0 InChI=1S/C2H3NS/c1-3-2-4/h1H3 LGDSHSYDSCRFAB-UHFFFAOYSA-N CN=C=S NPC241404 Methylmalonic Acid 2-methylpropanedioic acid CHEMBL1232416 487 C4H6O4 118.03 -0.1848 1.46 -0.085 4 2 74.6 5 0 8 0 InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8) ZIYVHBGGAOATLY-UHFFFAOYSA-N CC(C(=O)O)C(=O)O NPC131192 Methylparaben methyl 4-hydroxybenzoate CHEMBL325372 7456 C8H8O3 152.05 -0.4491 2.01 1.391 2 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3 LXCFILQKKLGQFO-UHFFFAOYSA-N COC(=O)c1ccc(cc1)O NPC144956 Methylprednisolone (6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-6,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one CHEMBL650 6741 C22H30O5 374.21 -0.9799 3.33 1.525 5 3 94.83 8 4 27 0 InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1 VHRSUDSXCMQTMA-PJHHCJLFSA-N OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)C NPC22779 Methylprotodioscin CHEMBL453625 11263254 C52H86O22 1062.56 -6.0685 4.76 1.229 22 12 335.06 34 9 74 3 InChI=1S/C52H86O22/c1-21(20-66-46-40(61)39(60)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(32(19-54)71-49)72-47-41(62)37(58)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3/t21-,22+,23+,24+,26+,27-,28+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+,52-/m1/s1 HSSJYSJXBOCKQM-GVTGEURHSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@](O4)(OC)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC74400 Methylseleninic Acid methaneseleninic acid CHEMBL399906 161597 CH4O2Se 127.94 -0.0373 1.24 -0.05 2 1 37.3 2 0 4 0 InChI=1S/CH4O2Se/c1-4(2)3/h1H3,(H,2,3) UEQANLFPOFICBH-UHFFFAOYSA-N C[Se](=O)O NPC162093 Methylsyringin (2S,3R,4S,5S,6R)-2-[2,6-dimethoxy-4-[(E)-3-methoxyprop-1-enyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL3236505 15108321 C18H26O9 386.16 -1.8832 2.45 0.102 6 4 127.07 15 2 27 0 InChI=1S/C18H26O9/c1-23-6-4-5-10-7-11(24-2)17(12(8-10)25-3)27-18-16(22)15(21)14(20)13(9-19)26-18/h4-5,7-8,13-16,18-22H,6,9H2,1-3H3/b5-4+/t13-,14-,15+,16-,18+/m1/s1 KDZYNPVXUQIVAO-LSUNSJSKSA-N COC/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC136349 Methylthioadenosine (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol CHEMBL277041 439176 C11H15N5O3S 297.09 -1.1259 1.68 -0.493 8 3 144.61 7 3 20 0 InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 WUUGFSXJNOTRMR-IOSLPCCCSA-N CSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N NPC193484 Methysticin (2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one CHEMBL579224 5281567 C15H14O5 274.08 0.1417 2.56 2.556 3 0 53.99 4 3 20 0 InChI=1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2+/t11-/m0/s1 GTEXBOVBADJOQH-FWEMWIAWSA-N COC1=CC(=O)O[C@H](C1)/C=C/c1ccc2c(c1)OCO2 NPC193645 Mexicanin I (3aS,5R,5aR,8aR,9R,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione CHEMBL486996 93016 C15H18O4 262.12 0.1812 2.67 0.551 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13-,15+/m1/s1 ZVLOPMNVFLSSAA-UEIZXJDVSA-N C=C1C(=O)O[C@@H]2[C@@H]1[C@@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC213173 Mexoticin 8-[(2R)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one CHEMBL3426679 176970 C16H20O6 308.13 -0.1481 2.56 1.15 3 2 85.22 11 2 22 0 InChI=1S/C16H20O6/c1-16(2,19)13(17)7-10-12(21-4)8-11(20-3)9-5-6-14(18)22-15(9)10/h5-6,8,13,17,19H,7H2,1-4H3/t13-/m1/s1 JVCJUTNJQMKKCK-CYBMUJFWSA-N COc1cc(OC)c2c(c1C[C@H](C(O)(C)C)O)oc(=O)cc2 NPC211428 Mezzettiaside 11 [(2S,3S,4S,5R,6R)-5-hydroxy-2-methyl-6-octoxy-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] hexanoate CHEMBL453334 10394451 C32H54O13 646.36 -3.8906 3.55 5.521 13 1 162.35 30 2 45 3 InChI=1S/C32H54O13/c1-8-10-12-13-14-16-18-38-31-25(37)28(26(19(3)39-31)44-24(36)17-15-11-9-2)45-32-30(43-23(7)35)29(42-22(6)34)27(20(4)40-32)41-21(5)33/h19-20,25-32,37H,8-18H2,1-7H3/t19-,20-,25+,26-,27-,28-,29+,30+,31+,32-/m0/s1 ZHVXITBCDFFAFT-LEJNOGAASA-N CCCCCCCCO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)CCCCC NPC225748 Mezzettiaside 2 [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate CHEMBL452206 10102009 C40H66O18 834.42 -4.7584 3.88 4.998 18 2 227.34 37 3 58 2 InChI=1S/C40H66O18/c1-10-12-14-15-16-18-20-48-38-30(47)34(32(22(4)49-38)56-28(45)19-17-13-11-2)57-40-37(55-27(9)44)36(33(23(5)51-40)53-25(7)42)58-39-35(54-26(8)43)29(46)31(21(3)50-39)52-24(6)41/h21-23,29-40,46-47H,10-20H2,1-9H3/t21-,22-,23-,29+,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1 SXBDWFAPSSAIPL-QBWWOGMWSA-N CCCCCC(=O)O[C@H]1[C@H](C)O[C@H]([C@@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O)OC(=O)C)OC(=O)C)O)OCCCCCCCC NPC39266 Mezzettiaside 3 [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4S,5S,6S)-4,5-diacetyloxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate CHEMBL450202 10328148 C40H66O18 834.42 -4.7584 3.88 4.998 18 2 227.34 37 3 58 2 InChI=1S/C40H66O18/c1-10-12-14-15-16-18-20-48-38-29(46)35(32(22(4)49-38)56-28(45)19-17-13-11-2)57-40-37(55-27(9)44)36(33(23(5)51-40)53-25(7)42)58-39-30(47)34(54-26(8)43)31(21(3)50-39)52-24(6)41/h21-23,29-40,46-47H,10-20H2,1-9H3/t21-,22-,23-,29+,30+,31-,32-,33-,34-,35-,36+,37+,38+,39-,40-/m0/s1 DBTGYAVTHIAQRY-NCUXRCQESA-N CCCCCC(=O)O[C@H]1[C@H](C)O[C@H]([C@@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)OC(=O)C)OC(=O)C)OC(=O)C)O)OCCCCCCCC NPC9763 Mezzettiaside 4 [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate CHEMBL498846 10350348 C38H64O17 792.41 -5.1375 3.77 4.687 17 3 221.27 35 3 55 2 InChI=1S/C38H64O17/c1-9-11-13-14-15-17-19-46-36-29(45)33(31(21(4)47-36)53-26(42)18-16-12-10-2)54-38-35(52-25(8)41)34(32(22(5)49-38)51-24(7)40)55-37-28(44)27(43)30(20(3)48-37)50-23(6)39/h20-22,27-38,43-45H,9-19H2,1-8H3/t20-,21-,22-,27-,28+,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-/m0/s1 UWRBANIXXKCENR-CXRZNAPFSA-N CCCCCC(=O)O[C@H]1[C@H](C)O[C@H]([C@@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)OC(=O)C)OC(=O)C)O)OCCCCCCCC NPC169085 Mezzettiaside 8 [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate CHEMBL505158 9987864 C38H64O17 792.41 -5.1375 3.77 4.687 17 3 221.27 35 3 55 2 InChI=1S/C38H64O17/c1-9-11-13-14-15-17-19-46-36-29(45)32(30(21(4)48-36)53-26(42)18-16-12-10-2)54-38-35(52-25(8)41)34(31(22(5)49-38)50-23(6)39)55-37-33(51-24(7)40)28(44)27(43)20(3)47-37/h20-22,27-38,43-45H,9-19H2,1-8H3/t20-,21-,22-,27-,28+,29+,30-,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1 RFBUDPHMUJKWKY-SHJIKHEYSA-N CCCCCC(=O)O[C@H]1[C@H](C)O[C@H]([C@@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)O)O)OC(=O)C)O)OCCCCCCCC NPC50228 Mezzettiaside 9 [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,4-diacetyloxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate CHEMBL443164 10054386 C30H52O12 604.35 -4.2697 3.44 4.781 12 2 156.28 28 2 42 2 InChI=1S/C30H52O12/c1-7-9-11-12-13-15-17-36-29-24(35)27(25(19(4)38-29)41-22(33)16-14-10-8-2)42-30-28(40-21(6)32)26(39-20(5)31)23(34)18(3)37-30/h18-19,23-30,34-35H,7-17H2,1-6H3/t18-,19-,23-,24+,25-,26+,27-,28+,29+,30-/m0/s1 RDCMFBVGEZABQK-UWVAMOTESA-N CCCCCCCCO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)O)OC(=O)CCCCC NPC40496 Michellamine A (1R,3R)-5-[3-[4-[(1R,3R)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol CHEMBL295292 454909 C46H48N2O8 756.34 -2.2938 5.42 5.274 2 8 163.9 19 8 56 2 InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m1/s1 GMLBVLXDRNJFGR-MOUTVQLLSA-N COc1cc(C)cc2c1c(O)c(cc2c1c(O)cc(c2c1C[C@@H](C)N[C@@H]2C)O)c1cc(c2c(O)cc(c3c2C[C@@H](C)N[C@@H]3C)O)c2c(c1O)c(OC)cc(c2)C NPC257269 Michellamine D (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(1R,3R)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol CHEMBL445287 468217 C47H50N2O8 770.36 -1.8853 5.53 5.793 2 7 152.9 20 8 57 2 InChI=1S/C47H50N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-35(42)51)16-30(46(53)44(26)37(12-20)55-7)31-17-29(27-11-21(2)13-38(56-8)45(27)47(31)54)43-33-15-23(4)49-25(6)41(33)39(57-9)19-36(43)52/h10-13,16-19,22-25,48-54H,14-15H2,1-9H3/t22-,23-,24-,25-/m1/s1 ZWXPIGTZTDZJFU-ZGFBMJKBSA-N COc1cc(O)c(c2c1[C@@H](C)N[C@@H](C2)C)c1cc(c(c2c1cc(C)cc2OC)O)c1cc(c2c(O)cc(c3c2C[C@@H](C)N[C@@H]3C)O)c2c(c1O)c(OC)cc(c2)C NPC230276 Michellamine E (1R,3S)-5-[3-[4-[(1R,3R)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline-6,8-diol CHEMBL454272 10350236 C47H50N2O8 770.36 -1.7579 5.53 5.513 2 7 155.11 20 8 57 2 InChI=1S/C47H50N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-36(42)52)16-30(46(54)44(26)38(12-20)56-8)31-17-29(27-11-21(2)13-39(57-9)45(27)47(31)55)43-33-15-23(4)49(7)25(6)41(33)35(51)19-37(43)53/h10-13,16-19,22-25,48,50-55H,14-15H2,1-9H3/t22-,23+,24-,25-/m1/s1 BWDHNUUYBZPQFQ-ZFFYZDHPSA-N COc1cc(C)cc2c1c(O)c(cc2c1c(O)cc(c2c1C[C@H](C)N([C@@H]2C)C)O)c1cc(c2c(O)cc(c3c2C[C@@H](C)N[C@@H]3C)O)c2c(c1O)c(OC)cc(c2)C NPC223236 Michellamine F CHEMBL501944 C47H48N2O8 768.34 -1.6736 5.53 5.806 2 6 153.23 20 8 57 2 InChI=1S/C47H48N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-35(42)51)16-30(46(53)44(26)37(12-20)55-7)31-17-29(27-11-21(2)13-38(56-8)45(27)47(31)54)43-33-15-23(4)49-25(6)41(33)39(57-9)19-36(43)52/h10-13,16-19,22-24,48,50-54H,14-15H2,1-9H3/t22-,23-,24-/m1/s1 VSDWMCJBOALEDE-WXFUMESZSA-N COc1cc(O)c(c2c1C(=N[C@@H](C2)C)C)c1cc(c(c2c1cc(C)cc2OC)O)c1cc(c2c(O)cc(c3c2C[C@@H](C)N[C@@H]3C)O)c2c(c1O)c(OC)cc(c2)C NPC226143 Michler's Ketone bis[4-(dimethylamino)phenyl]methanone CHEMBL15137 7031 C17H20N2O 268.16 0.1718 3 3.609 3 0 23.55 8 2 20 0 InChI=1S/C17H20N2O/c1-18(2)15-9-5-13(6-10-15)17(20)14-7-11-16(12-8-14)19(3)4/h5-12H,1-4H3 VVBLNCFGVYUYGU-UHFFFAOYSA-N CN(c1ccc(cc1)C(=O)c1ccc(cc1)N(C)C)C NPC19631 Microcarpin 2-(4,6-dihydroxy-8-methyl-9,10-dioxoanthracen-2-yl)-1,8-dihydroxy-3-methylanthracene-9,10-dione CHEMBL3104735 76321113 C30H18O8 506.1 -1.6124 3.88 2.422 4 4 149.2 7 6 38 0 InChI=1S/C30H18O8/c1-11-6-14(31)10-18-22(11)27(35)17-8-13(9-20(33)24(17)28(18)36)21-12(2)7-16-25(29(21)37)30(38)23-15(26(16)34)4-3-5-19(23)32/h3-10,31-33,37H,1-2H3 ZRRZSYXEHVZHQQ-UHFFFAOYSA-N Oc1cc(C)c2c(c1)C(=O)c1c(C2=O)cc(cc1O)c1c(C)cc2c(c1O)C(=O)c1c(C2=O)cccc1O NPC23721 Microgrewiapine A (2S,3R,6S)-6-[(1E,3E,5E)-deca-1,3,5-trienyl]-1,2-dimethylpiperidin-3-ol CHEMBL2334868 71576920 C17H29NO 263.22 0.1136 3.11 4.589 2 1 23.47 10 1 19 0 InChI=1S/C17H29NO/c1-4-5-6-7-8-9-10-11-12-16-13-14-17(19)15(2)18(16)3/h7-12,15-17,19H,4-6,13-14H2,1-3H3/b8-7+,10-9+,12-11+/t15-,16+,17+/m0/s1 ZBJGGLXQNXXXRO-VCZRHBNQSA-N CCCC/C=C/C=C/C=C/[C@@H]1CC[C@H]([C@@H](N1C)C)O NPC323626 Millewanin G 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL522471 11662094 C25H26O7 438.17 0.0751 3.44 2.355 2 5 127.45 14 3 32 0 InChI=1S/C25H26O7/c1-12(2)5-7-15-22(29)16(10-19(27)13(3)4)23(30)21-24(31)17(11-32-25(15)21)14-6-8-18(26)20(28)9-14/h5-6,8-9,11,19,26-30H,3,7,10H2,1-2,4H3 FSQKKJIBNQATIX-UHFFFAOYSA-N CC(=CCc1c(O)c(CC(C(=C)C)O)c(c2c1occ(c2=O)c1ccc(c(c1)O)O)O)C NPC210216 Miltipolone CHEMBL1761193 10086184 C19H24O3 300.17 0.9447 3.22 3.523 3 1 46.53 4 2 22 0 InChI=1S/C19H24O3/c1-11-7-12-13(8-14(20)17(11)21)19-6-4-5-18(2,3)16(19)9-15(12)22-10-19/h7-8,15-16H,4-6,9-10H2,1-3H3,(H,20,21)/t15-,16-,19-/m0/s1 QCERTNNJMAPQRG-BXWFABGCSA-N O=c1c(O)cc2c(cc1C)[C@H]1OC[C@]32CCCC([C@@H]3C1)(C)C NPC239185 Miltirone 8,8-dimethyl-2-propan-2-yl-6,7-dihydro-5H-phenanthrene-3,4-dione CHEMBL45830 160142 C19H22O2 282.16 1.0685 3.33 6.171 2 0 34.14 5 3 21 1 InChI=1S/C19H22O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h7-8,10-11H,5-6,9H2,1-4H3 FEFAIBOZOKSLJR-UHFFFAOYSA-N CC(C1=Cc2ccc3c(c2C(=O)C1=O)CCCC3(C)C)C NPC126147 Mimengoside C (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL525972 44566639 C54H88O22 1088.58 -5.1254 4.98 1.599 22 14 357.06 34 9 76 3 InChI=1S/C54H88O22/c1-23-33(60)36(63)39(66)45(69-23)74-42-28(20-56)72-47(41(68)38(42)65)75-43-34(61)24(2)70-48(44(43)76-46-40(67)37(64)35(62)27(19-55)71-46)73-32-12-13-50(5)29(51(32,6)21-57)11-14-52(7)30(50)10-9-25-26-17-49(3,4)15-16-54(26,22-58)31(59)18-53(25,52)8/h9-10,23-24,27-48,55-68H,11-22H2,1-8H3/t23-,24+,27+,28+,29+,30+,31-,32-,33-,34-,35+,36+,37-,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48-,50-,51-,52+,53+,54+/m0/s1 NGKWNCMSRYLUCM-YFQSRCFUSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=CC3=C4CC(C)(C)CC[C@@]4([C@H](C[C@@]23C)O)CO)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC257964 Mimengoside D (2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol CHEMBL453682 21602030 C47H76O17 912.51 -3.3678 4.76 2.247 17 11 277.91 27 8 64 2 InChI=1S/C47H76O17/c1-22-31(53)38(64-40-35(57)33(55)37(26(18-48)61-40)63-39-34(56)32(54)25(51)19-59-39)36(58)41(60-22)62-30-11-12-43(4)27(44(30,5)20-49)10-13-45(6)28(43)9-8-23-24-16-42(2,3)14-15-47(24,21-50)29(52)17-46(23,45)7/h8-9,22,25-41,48-58H,10-21H2,1-7H3/t22-,25-,26-,27-,28-,29+,30+,31+,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,43+,44+,45-,46-,47-/m1/s1 BYBUJJNQSUNMID-YJZVTENUSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=CC3=C4CC(C)(C)CC[C@@]4([C@H](C[C@@]23C)O)CO)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O NPC138057 Mimengoside E (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL501564 44566640 C54H88O22 1088.58 -5.3898 4.98 1.071 22 14 357.06 34 9 76 3 InChI=1S/C54H88O22/c1-23-33(60)36(63)39(66)45(69-23)74-42-28(20-56)72-47(41(68)38(42)65)75-43-34(61)24(2)70-48(44(43)76-46-40(67)37(64)35(62)27(19-55)71-46)73-32-12-13-50(5)29(51(32,6)21-57)11-14-52(7)30(50)10-9-25-26-17-49(3,4)15-16-54(26,22-58)31(59)18-53(25,52)8/h9-10,23-24,26-29,31-48,55-68H,11-22H2,1-8H3/t23-,24+,26-,27+,28+,29+,31-,32-,33-,34-,35+,36+,37-,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48-,50-,51-,52+,53+,54+/m0/s1 NWQQCEBYZYQXIQ-MXADEGCQSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2(C3=CC=C3[C@@]2(C)C[C@@H]([C@@]2([C@H]3CC(C)(C)CC2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC230948 Mimengoside F (2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol CHEMBL499514 21602032 C47H76O17 912.51 -3.6322 4.76 1.719 17 11 277.91 27 8 64 2 InChI=1S/C47H76O17/c1-22-31(53)38(64-40-35(57)33(55)37(26(18-48)61-40)63-39-34(56)32(54)25(51)19-59-39)36(58)41(60-22)62-30-11-12-43(4)27(44(30,5)20-49)10-13-45(6)28(43)9-8-23-24-16-42(2,3)14-15-47(24,21-50)29(52)17-46(23,45)7/h8-9,22,24-27,29-41,48-58H,10-21H2,1-7H3/t22-,24+,25-,26-,27-,29+,30+,31+,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,43+,44+,45-,46-,47-/m1/s1 JIHQJAJJWXKVPN-BBTOJCRJSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2(C3=CC=C3[C@@]2(C)C[C@@H]([C@@]2([C@H]3CC(C)(C)CC2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O NPC473734 Mimengoside G (2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aS,6bR,8aS,12aS,14bS)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol CHEMBL450550 44566641 C47H76O16 896.51 -3.0591 4.87 2.742 16 10 257.68 26 8 63 2 InChI=1S/C47H76O16/c1-23-31(52)38(63-40-35(56)33(54)37(27(19-48)60-40)62-39-34(55)32(53)26(51)20-58-39)36(57)41(59-23)61-30-11-12-43(4)28(44(30,5)21-49)10-13-46(7)29(43)9-8-24-25-18-42(2,3)14-16-47(25,22-50)17-15-45(24,46)6/h8-9,23,25-28,30-41,48-57H,10-22H2,1-7H3/t23-,25+,26-,27-,28-,30+,31+,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,43+,44+,45-,46-,47-/m1/s1 NBOLTJBFBQWADJ-IQWBYJDBSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2(C3=CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)CO)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O NPC253662 Miquelianin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1098724 12304323 C21H20O12 464.1 -4.8921 2.45 -0.354 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21-/m1/s1 OVSQVDMCBVZWGM-DHALZPNHSA-N OC[C@H]1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC149633 Miyabenol A 5-[(2R,3R)-6-hydroxy-4-[(2S,3S)-6-hydroxy-4-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol CHEMBL499861 16129868 C56H42O12 906.27 -4.6811 6.3 9.22 0 9 209.76 17 11 68 2 InChI=1S/C56H42O12/c57-34-11-2-28(3-12-34)1-4-32-19-40(63)25-45-48(32)52(55(66-45)30-7-15-36(59)16-8-30)44-24-42(65)27-47-51(44)53(56(68-47)31-9-17-37(60)18-10-31)43-23-41(64)26-46-50(43)49(33-20-38(61)22-39(62)21-33)54(67-46)29-5-13-35(58)14-6-29/h1-27,49,52-65H/b4-1+/t49-,52-,53+,54+,55+,56-/m1/s1 UCGUBQISONYIPQ-JEORVNINSA-N Oc1ccc(cc1)[C@H]1Oc2c([C@@H]1c1cc(O)cc3c1[C@@H](c1cc(O)cc(c1)O)[C@@H](O3)c1ccc(cc1)O)c(cc(c2)O)[C@H]1[C@@H](Oc2c1c(/C=C/c1ccc(cc1)O)cc(c2)O)c1ccc(cc1)O NPC25666 Monascin (3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione CHEMBL1215463 12118082 C21H26O5 358.18 -0.5092 3.22 2.381 5 0 69.67 9 3 26 0 InChI=1S/C21H26O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10,16,18H,4,6-7,9,11-12H2,1-3H3/b8-5+/t16-,18+,21-/m1/s1 XXKNHBAFFJINCK-RVEJDSBJSA-N CCCCCC(=O)[C@H]1C(=O)O[C@@]2([C@@H]1CC1=C(C2=O)COC(=C1)/C=C/C)C NPC30911 Monocrotaline CHEMBL521035 9415 C16H23NO6 325.15 -0.5674 2.45 0.018 7 2 96.3 5 3 23 0 InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1 QVCMHGGNRFRMAD-XFGHUUIASA-N O=C1O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]([C@H]1C)(C)O)(C)O NPC262962 Monoethanolamine 2-aminoethanol CHEMBL104943 700 C2H7NO 61.05 -1.187 1.46 -1.275 2 2 46.25 3 0 4 0 InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2 HZAXFHJVJLSVMW-UHFFFAOYSA-N NCCO NPC106659 Mono-O-Demethylcurcumin (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL103410 5469426 C20H18O6 354.11 -1.2033 3 2.757 2 3 104.06 11 2 26 0 InChI=1S/C20H18O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)12-15(21)6-2-13-4-8-17(23)19(25)10-13/h2-11,23-25H,12H2,1H3/b6-2+,7-3+ FFRFJIZJLZXEJX-YPCIICBESA-N COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)O)O)ccc1O NPC296683 Monoterpenylmagnolol 2-(2-hydroxy-5-prop-2-enylphenyl)-6-[(1S,6S)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]-4-prop-2-enylphenol CHEMBL3765325 11732171 C28H34O2 402.26 2.5049 4.32 9.129 0 2 40.46 12 3 30 1 InChI=1S/C28H34O2/c1-6-8-20-11-13-27(29)24(15-20)26-17-21(9-7-2)16-25(28(26)30)23-14-19(5)10-12-22(23)18(3)4/h6-7,11,13-18,22-23,29-30H,1-2,8-10,12H2,3-5H3/t22-,23+/m0/s1 QIWQHZQTBNPZSG-XZOQPEGZSA-N C=CCc1cc([C@@H]2C=C(C)CC[C@H]2C(C)C)c(c(c1)c1cc(CC=C)ccc1O)O NPC171460 Montbretol (4aR)-6,10-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one CHEMBL469670 3009284 C20H26O3 314.19 0.5811 3.33 5.159 2 2 57.53 8 3 23 1 InChI=1S/C20H26O3/c1-11(2)12-9-13-14(10-15(12)21)20(5)8-6-7-19(3,4)18(20)17(23)16(13)22/h9-11,21,23H,6-8H2,1-5H3/t20-/m1/s1 XLUHSPYVUOVWRM-HXUWFJFHSA-N OC1=C2C(C)(C)CCC[C@@]2(c2c(C1=O)cc(C(C)C)c(c2)O)C NPC162612 Morachalcone A (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one CHEMBL465880 9862769 C20H20O5 340.13 0.1335 3.11 3.06 1 4 97.99 11 2 25 0 InChI=1S/C20H20O5/c1-12(2)3-7-15-18(23)10-8-16(20(15)25)17(22)9-5-13-4-6-14(21)11-19(13)24/h3-6,8-11,21,23-25H,7H2,1-2H3/b9-5+ NXBYIJSAISXPKJ-WEVVVXLNSA-N CC(=CCc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1O)O)C NPC167576 Moracin C 5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL2018876 155248 C19H18O4 310.12 0.3424 3.11 3.365 0 3 73.83 8 3 23 0 InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3 ZTGHWUWBQNCCOH-UHFFFAOYSA-N CC(=CCc1c(O)cc(cc1O)c1cc2c(o1)cc(cc2)O)C NPC72370 Moracin D 7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol CHEMBL463241 641378 C19H16O4 308.1 -0.1669 3.11 3.295 0 2 62.83 5 4 23 0 InChI=1S/C19H16O4/c1-19(2)6-5-14-15(21)7-12(9-18(14)23-19)16-8-11-3-4-13(20)10-17(11)22-16/h3-10,20-21H,1-2H3 CHAAQDMHLLQJRO-UHFFFAOYSA-N Oc1ccc2c(c1)oc(c2)c1cc(O)c2c(c1)OC(C=C2)(C)C NPC155144 Moracin M 5-(6-hydroxy-1-benzofuran-2-yl)benzene-1,3-diol CHEMBL512578 185848 C14H10O4 242.06 -1.535 2.56 1.895 0 3 73.83 4 3 18 0 InChI=1S/C14H10O4/c15-10-2-1-8-5-13(18-14(8)7-10)9-3-11(16)6-12(17)4-9/h1-7,15-17H LHPRYOJTASOZGJ-UHFFFAOYSA-N Oc1cc(O)cc(c1)c1oc2c(c1)ccc(c2)O NPC178202 Moracin N 5-[6-hydroxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL465881 641376 C19H18O4 310.12 0.3424 3.11 3.365 0 3 73.83 8 3 23 0 InChI=1S/C19H18O4/c1-11(2)3-4-12-5-13-8-18(23-19(13)10-17(12)22)14-6-15(20)9-16(21)7-14/h3,5-10,20-22H,4H2,1-2H3 WBSCSIABHGPAMC-UHFFFAOYSA-N CC(=CCc1cc2cc(oc2cc1O)c1cc(O)cc(c1)O)C NPC220582 Moracin O 5-[6-(2-hydroxypropan-2-yl)-5,6-dihydrofuro[3,2-f][1]benzofuran-2-yl]benzene-1,3-diol CHEMBL205924 14539883 C19H18O5 326.12 -1.083 3 2.456 1 3 83.06 7 4 24 0 InChI=1S/C19H18O5/c1-19(2,22)18-7-11-3-10-6-15(23-16(10)9-17(11)24-18)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-22H,7H2,1-2H3 HMTMYIWMPJSCAZ-UHFFFAOYSA-N Oc1cc(O)cc(c1)c1oc2c(c1)cc1c(c2)OC(C1)C(O)(C)C NPC171985 Morelloflavone 8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1215433 5464454 C30H20O11 556.1 -4.3387 3.55 1.279 2 7 194.21 10 6 41 1 InChI=1S/C30H20O11/c31-14-4-1-12(2-5-14)29-27(28(39)25-18(35)8-15(32)9-23(25)41-29)26-20(37)10-19(36)24-21(38)11-22(40-30(24)26)13-3-6-16(33)17(34)7-13/h1-11,27,29,31-37H/t27-,29+/m0/s1 GFWPWSNIXRDQJC-LMSSTIIKSA-N Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O)O NPC216361 Morin 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one CHEMBL28626 5281670 C15H10O7 302.04 -2.8012 2.34 0.952 2 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H YXOLAZRVSSWPPT-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1oc2cc(O)cc(c2c(=O)c1O)O NPC181225 Morolic Acid (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicene-4a-carboxylic acid CHEMBL463665 489944 C30H48O3 456.36 2.2574 4.43 9.671 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h18-19,21-23,31H,8-17H2,1-7H3,(H,32,33)/t19-,21+,22-,23+,27+,28-,29-,30+/m1/s1 RGZSSKBTFGNUCG-VNTGHVHSSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1(C2=CC(C)(C)CC1)C(=O)O)C)C NPC69101 Moronic Acid (4aS,6aR,6aR,6bR,8aR,12aR,14aS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-4,5,6,6a,7,8,8a,11,12,13,14,14a-dodecahydro-3H-picene-4a-carboxylic acid CHEMBL472646 489941 C30H46O3 454.34 2.8271 4.43 9.064 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h18-19,21-22H,8-17H2,1-7H3,(H,32,33)/t19-,21+,22-,27+,28-,29-,30+/m1/s1 UMYJVVZWBKIXQQ-QALSDZMNSA-N OC(=O)[C@]12CC[C@@]3([C@@H](C2=CC(CC1)(C)C)CC[C@H]1[C@@]3(C)CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C NPC232533 Morphine (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol CHEMBL70 5288826 C17H19NO3 285.14 -0.2545 2.89 0.112 4 2 52.93 3 5 21 0 InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1 BQJCRHHNABKAKU-KBQPJGBKSA-N O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O NPC62840 Morusin 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one CHEMBL464006 5281671 C25H24O6 420.16 0.8118 3.55 3.627 1 3 96.22 10 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-7-17-22(29)21-19(28)12-20-16(9-10-25(3,4)31-20)24(21)30-23(17)15-8-6-14(26)11-18(15)27/h5-6,8-12,26-28H,7H2,1-4H3 XFFOMNJIDRDDLQ-UHFFFAOYSA-N CC(=CCc1c(oc2c(c1=O)c(O)cc1c2C=CC(O1)(C)C)c1ccc(cc1O)O)C NPC217083 Morusinol 2-(2,4-dihydroxyphenyl)-5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one CHEMBL1719948 5481968 C25H26O7 438.17 -0.6138 3.44 2.541 2 4 116.45 12 4 32 0 InChI=1S/C25H26O7/c1-24(2,30)9-7-16-21(29)20-18(28)12-19-15(8-10-25(3,4)32-19)23(20)31-22(16)14-6-5-13(26)11-17(14)27/h5-6,8,10-12,26-28,30H,7,9H2,1-4H3 AFOKZNPZDXHDHD-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1oc2c3C=CC(Oc3cc(c2c(=O)c1CCC(O)(C)C)O)(C)C NPC276212 Morusyunnansins E 4-[(2S)-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-7-methoxy-3,4-dihydro-2H-chromen-2-yl]benzene-1,3-diol CHEMBL1951403 57333039 C21H24O5 356.16 -0.6158 3.22 2.078 1 3 79.15 10 3 26 0 InChI=1S/C21H24O5/c1-13(12-22)3-7-17-19(25-2)9-4-14-5-10-20(26-21(14)17)16-8-6-15(23)11-18(16)24/h3-4,6,8-9,11,20,22-24H,5,7,10,12H2,1-2H3/b13-3+/t20-/m0/s1 ZWYKFLRPPQSGJI-BBYTVTEQSA-N OC/C(=C/Cc1c(OC)ccc2c1O[C@@H](CC2)c1ccc(cc1O)O)/C NPC103420 Morusyunnansins F 4-[(2S)-7-hydroxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-2-yl]benzene-1,3-diol CHEMBL1951300 57333040 C20H22O4 326.15 0.0664 3.22 3.44 0 3 69.92 8 3 24 0 InChI=1S/C20H22O4/c1-12(2)3-7-16-17(22)9-4-13-5-10-19(24-20(13)16)15-8-6-14(21)11-18(15)23/h3-4,6,8-9,11,19,21-23H,5,7,10H2,1-2H3/t19-/m0/s1 ZKQRTKHIRJLHLJ-IBGZPJMESA-N CC(=CCc1c(O)ccc2c1O[C@@H](CC2)c1ccc(cc1O)O)C NPC193544 Moscatilin 4-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethoxyphenol CHEMBL374047 176096 C17H20O5 304.13 -0.9512 2.78 2.64 0 2 68.15 11 2 22 0 InChI=1S/C17H20O5/c1-20-14-8-11(6-7-13(14)18)4-5-12-9-15(21-2)17(19)16(10-12)22-3/h6-10,18-19H,4-5H2,1-3H3 YTRAYUIKLRABOQ-UHFFFAOYSA-N COc1cc(CCc2cc(OC)c(c(c2)OC)O)ccc1O NPC38017 Moscatin 4-methoxyphenanthrene-2,5-diol CHEMBL448260 194774 C15H12O3 240.08 -0.9724 2.78 3.123 0 2 49.69 4 3 18 0 InChI=1S/C15H12O3/c1-18-13-8-11(16)7-10-6-5-9-3-2-4-12(17)14(9)15(10)13/h2-8,16-17H,1H3 LVOCAIKGDCMNNK-UHFFFAOYSA-N COc1cc(O)cc2c1c1c(O)cccc1cc2 NPC239128 Mosloflavone 5-hydroxy-6,7-dimethoxy-2-phenylchromen-4-one CHEMBL52676 471722 C17H14O5 298.08 -1.0675 2.78 3.238 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-14-9-13-15(16(19)17(14)21-2)11(18)8-12(22-13)10-6-4-3-5-7-10/h3-9,19H,1-2H3 SIVAITYPYQQYAP-UHFFFAOYSA-N COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccccc1 NPC306821 Moslosooflavone 5-hydroxy-7,8-dimethoxy-2-phenylchromen-4-one CHEMBL2235239 188316 C17H14O5 298.08 -1.0675 2.78 3.238 1 1 64.99 6 3 22 0 InChI=1S/C17H14O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-9,19H,1-2H3 IHLSBQVBFDTNTC-UHFFFAOYSA-N COc1c(OC)cc(c2c1oc(cc2=O)c1ccccc1)O NPC151516 Moudanpioside F (1R,5S,6R)-6-(hydroxymethyl)-4,6-dimethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybicyclo[3.1.1]hept-3-en-2-one CHEMBL2205293 21631108 C16H24O8 344.15 -2.2072 2.34 -2.161 8 5 136.68 11 2 24 0 InChI=1S/C16H24O8/c1-7-3-9(19)8-4-16(7,15(8,2)6-18)24-14-13(22)12(21)11(20)10(5-17)23-14/h3,8,10-14,17-18,20-22H,4-6H2,1-2H3/t8-,10+,11+,12-,13+,14-,15-,16-/m0/s1 HDRABVWFLVVWRI-VCRUDBCKSA-N OC[C@H]1O[C@@H](O[C@@]23C[C@H]([C@]3(C)CO)C(=O)C=C2C)[C@@H]([C@H]([C@@H]1O)O)O NPC162659 Mucronulatol (3S)-3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol CHEMBL253474 442811 C17H18O5 302.12 -1.1516 2.78 1.882 0 2 68.15 7 3 22 0 InChI=1S/C17H18O5/c1-20-14-6-5-13(17(21-2)16(14)19)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3/t11-/m1/s1 NUNFZNIXYWTZMW-LLVKDONJSA-N COc1c(ccc(c1O)OC)[C@H]1COc2c(C1)ccc(c2)O NPC90497 Mucusisoflavone A 3-[3-[(E)-2-[(1S,2S)-2-[5-(5,7-dihydroxy-4-oxochromen-3-yl)-2-hydroxyphenyl]-1,4-dimethylcyclohex-3-en-1-yl]ethenyl]-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one CHEMBL1812483 53344646 C40H32O10 672.2 -2.3177 4.76 5.66 2 6 173.98 13 7 50 2 InChI=1S/C40H32O10/c1-20-7-9-40(2,10-8-23-12-21(3-5-30(23)43)27-18-49-34-16-24(41)14-32(45)36(34)38(27)47)29(11-20)26-13-22(4-6-31(26)44)28-19-50-35-17-25(42)15-33(46)37(35)39(28)48/h3-6,8,10-19,29,41-46H,7,9H2,1-2H3/b10-8+/t29-,40+/m1/s1 UXLMHNXEKOQLBQ-DCAFODOZSA-N Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c(c1)/C=C/[C@]1(C)CCC(=C[C@@H]1c1cc(ccc1O)c1coc2c(c1=O)c(O)cc(c2)O)C)O NPC121647 Mucusisoflavone B 3-[3-[(E)-2-[(2R,4S)-6-(5,7-dihydroxy-4-oxochromen-3-yl)-2-methyl-4-(2-methylprop-1-enyl)-3,4-dihydrochromen-2-yl]ethenyl]-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one CHEMBL1812484 53344648 C40H32O10 672.2 -1.5823 4.76 5.489 2 5 162.98 13 7 50 1 InChI=1S/C40H32O10/c1-20(2)10-24-17-40(3,50-33-7-5-22(12-27(24)33)29-19-49-35-16-26(42)14-32(45)37(35)39(29)47)9-8-23-11-21(4-6-30(23)43)28-18-48-34-15-25(41)13-31(44)36(34)38(28)46/h4-16,18-19,24,41-45H,17H2,1-3H3/b9-8+/t24-,40+/m1/s1 OPQNVODKGMOOPC-ZJVGCZFCSA-N CC(=C[C@@H]1C[C@](C)(/C=C/c2cc(ccc2O)c2coc3c(c2=O)c(O)cc(c3)O)Oc2c1cc(cc2)c1coc2c(c1=O)c(O)cc(c2)O)C NPC324447 Mucusisoflavone C 8-[1-[5-(5,7-dihydroxy-4-oxochromen-3-yl)-2-hydroxyphenyl]-3-methylbut-2-enyl]-5,7-dihydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one CHEMBL1812485 53344647 C40H34O10 674.22 -0.6631 4.76 5.313 2 6 173.98 17 6 50 2 InChI=1S/C40H34O10/c1-19(2)5-6-23-12-21(7-9-29(23)42)28-18-50-40-35(32(45)16-33(46)37(40)39(28)48)26(11-20(3)4)25-13-22(8-10-30(25)43)27-17-49-34-15-24(41)14-31(44)36(34)38(27)47/h5,7-18,26,41-46H,6H2,1-4H3 HCKWMBTVENMFOU-UHFFFAOYSA-N CC(=CC(c1c(O)cc(c2c1occ(c2=O)c1ccc(c(c1)CC=C(C)C)O)O)c1cc(ccc1O)c1coc2c(c1=O)c(O)cc(c2)O)C NPC184408 Mukoeic Acid 1-methoxy-9H-carbazole-3-carboxylic acid CHEMBL498081 375142 C14H11NO3 241.07 -0.712 2.56 2.66 3 2 62.32 4 3 18 0 InChI=1S/C14H11NO3/c1-18-12-7-8(14(16)17)6-10-9-4-2-3-5-11(9)15-13(10)12/h2-7,15H,1H3,(H,16,17) VZOALRHIINZPKX-UHFFFAOYSA-N COc1cc(cc2c1[nH]c1c2cccc1)C(=O)O NPC39500 Mukonine methyl 1-methoxy-9H-carbazole-3-carboxylate CHEMBL236143 5319913 C15H13NO3 255.09 -0.461 2.67 2.981 3 1 51.32 5 3 19 0 InChI=1S/C15H13NO3/c1-18-13-8-9(15(17)19-2)7-11-10-5-3-4-6-12(10)16-14(11)13/h3-8,16H,1-2H3 GIKICDROPGNERQ-UHFFFAOYSA-N COC(=O)c1cc(OC)c2c(c1)c1ccccc1[nH]2 NPC169471 Mulberrofuran C [(1S,2R,6R)-2-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-(2,4-dihydroxyphenyl)methanone CHEMBL378806 157143 C34H28O9 580.17 -2.7145 4.21 3.727 1 7 171.82 13 6 43 1 InChI=1S/C34H28O9/c1-16-8-24(22-6-4-19(35)13-26(22)38)32(34(42)23-7-5-20(36)14-27(23)39)25(9-16)33-28(40)10-18(11-29(33)41)30-12-17-2-3-21(37)15-31(17)43-30/h2-7,9-15,24-25,32,35-41H,8H2,1H3/t24-,25+,32-/m0/s1 WTGKDESIYCVAOP-UNTHUGQZSA-N Oc1ccc(c(c1)O)[C@@H]1CC(=C[C@H]([C@H]1C(=O)c1ccc(cc1O)O)c1c(O)cc(cc1O)c1cc2c(o1)cc(cc2)O)C NPC297531 Mulberrofuran D 5-[7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-1-benzofuran-2-yl]-4-(3-methylbut-2-enyl)benzene-1,3-diol CHEMBL517247 5467256 C29H34O4 446.25 3.452 4.21 6.657 0 3 73.83 16 3 33 1 InChI=1S/C29H34O4/c1-18(2)7-6-8-20(5)10-13-24-26(31)14-11-21-15-28(33-29(21)24)25-16-22(30)17-27(32)23(25)12-9-19(3)4/h7,9-11,14-17,30-32H,6,8,12-13H2,1-5H3/b20-10+ WCJPAQJEARHLGS-KEBDBYFISA-N C/C(=C\Cc1c(O)ccc2c1oc(c2)c1cc(O)cc(c1CC=C(C)C)O)/CCC=C(C)C NPC24748 Mulberrofuran G CHEMBL445265 9959532 C34H26O8 562.16 -1.9797 4.32 4.803 0 5 132.75 8 8 42 0 InChI=1S/C34H26O8/c1-16-8-23-22-6-4-21(37)15-30(22)41-34(25-7-5-19(35)13-26(25)38)33(23)24(9-16)32-27(39)10-18(12-31(32)42-34)28-11-17-2-3-20(36)14-29(17)40-28/h2-7,9-15,23-24,33,35-39H,8H2,1H3/t23-,24-,33-,34+/m0/s1 MJJWBJFYYRAYKU-OPKNDJPNSA-N CC1=C[C@H]2c3c(O)cc(cc3O[C@@]3([C@H]2[C@@H](C1)c1ccc(cc1O3)O)c1ccc(cc1O)O)c1oc2c(c1)ccc(c2)O NPC159508 Mulberrofuran H CHEMBL563553 20056162 C27H22O6 442.14 -1.6451 3.77 3.493 0 4 103.29 7 6 33 0 InChI=1S/C27H22O6/c1-27-12-16(20-5-4-19(29)11-25(20)33-27)6-17(13-27)26-21(30)7-15(8-22(26)31)23-9-14-2-3-18(28)10-24(14)32-23/h2-5,7-11,13,16,28-31H,6,12H2,1H3/t16-,27-/m0/s1 ZVTKGVROAGDVCH-OQRWROFFSA-N Oc1ccc2c(c1)O[C@]1(C[C@@H]2CC(=C1)c1c(O)cc(cc1O)c1oc2c(c1)ccc(c2)O)C NPC142308 Mulberrofuran W 5-(6-hydroxy-1-benzofuran-2-yl)-4-[(2Z,6Z)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol CHEMBL562810 45273151 C29H34O4 446.25 2.8068 4.21 7.009 0 3 73.83 16 3 33 1 InChI=1S/C29H34O4/c1-19(2)7-5-8-20(3)9-6-10-21(4)11-14-25-26(16-24(31)17-27(25)32)29-15-22-12-13-23(30)18-28(22)33-29/h7,9,11-13,15-18,30-32H,5-6,8,10,14H2,1-4H3/b20-9-,21-11- YUFBSQFJPYHMTK-QUYCRGELSA-N C/C(=C/Cc1c(O)cc(cc1c1oc2c(c1)ccc(c2)O)O)/CC/C=C(\CCC=C(C)C)/C NPC133065 Mulberrofuran Y 5-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-methoxy-1-benzofuran-2-yl]benzene-1,3-diol CHEMBL448850 10621441 C25H28O5 408.19 1.5228 3.66 4.743 0 3 83.06 14 3 30 0 InChI=1S/C25H28O5/c1-15(2)6-5-7-16(3)8-9-20-21-13-23(17-10-18(26)12-19(27)11-17)30-24(21)14-22(28)25(20)29-4/h6,8,10-14,26-28H,5,7,9H2,1-4H3/b16-8+ WLJKBVCQTOXSPP-LZYBPNLTSA-N COc1c(O)cc2c(c1C/C=C(/CCC=C(C)C)\C)cc(o2)c1cc(O)cc(c1)O NPC255430 Multiflorine CHEMBL517095 6918763 C15H22N2O 246.17 -1.8423 2.78 1.685 3 0 23.55 0 4 18 0 InChI=1S/C15H22N2O/c18-13-4-6-17-9-11-7-12(15(17)8-13)10-16-5-2-1-3-14(11)16/h4,6,11-12,14-15H,1-3,5,7-10H2/t11-,12-,14-,15+/m0/s1 HQSKZPOVBDNEGN-NZBPQXDJSA-N O=C1C=CN2[C@H](C1)[C@H]1C[C@@H](C2)[C@H]2N(C1)CCCC2 NPC156692 Mumeose C [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-hydroxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL3262773 71734603 C27H34O16 614.18 -2.9032 2.67 -0.496 15 5 234.04 23 3 43 2 InChI=1S/C27H34O16/c1-13(30)37-11-19-21(35)23(38-14(2)31)24(39-15(3)32)26(40-19)43-27(12-29)25(22(36)18(10-28)42-27)41-20(34)9-6-16-4-7-17(33)8-5-16/h4-9,18-19,21-26,28-29,33,35-36H,10-12H2,1-3H3/b9-6+/t18-,19-,21-,22-,23+,24-,25+,26-,27+/m1/s1 RVECJMKUWCVVGH-PZHMIARSSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)(CO)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)O NPC38099 Murpanicin 8-(1-ethoxy-2-hydroxy-3-methylbut-3-enyl)-7-methoxychromen-2-one CHEMBL3426682 188750 C17H20O5 304.13 1.0096 2.78 1.87 3 1 64.99 10 2 22 0 InChI=1S/C17H20O5/c1-5-21-17(15(19)10(2)3)14-12(20-4)8-6-11-7-9-13(18)22-16(11)14/h6-9,15,17,19H,2,5H2,1,3-4H3 GDLSTIJVZWVVPB-UHFFFAOYSA-N CCOC(c1c(OC)ccc2c1oc(=O)cc2)C(C(=C)C)O NPC175159 Murralongin 2-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-2-enal CHEMBL1098016 179620 C15H14O4 258.09 1.3864 2.67 2.428 2 0 52.6 6 2 19 0 InChI=1S/C15H14O4/c1-9(2)11(8-16)14-12(18-3)6-4-10-5-7-13(17)19-15(10)14/h4-8H,1-3H3 PBAZKMWQUBDDLZ-UHFFFAOYSA-N O=CC(=C(C)C)c1c(OC)ccc2c1oc(=O)cc2 NPC229916 Murranganone 8-(1-hydroxy-3-methyl-2-oxobutyl)-7-methoxychromen-2-one CHEMBL3426684 5319956 C15H16O5 276.1 0.0713 2.56 1.327 3 1 72.83 8 2 20 0 InChI=1S/C15H16O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-8,14,18H,1-3H3 QPXQLCIYAJVXPH-UHFFFAOYSA-N COc1ccc2c(c1C(C(=O)C(C)C)O)oc(=O)cc2 NPC242928 Murrayafoline A 1-methoxy-3-methyl-9H-carbazole CHEMBL490667 375150 C14H13NO 211.1 0.1698 2.78 3.746 1 1 25.02 3 3 16 0 InChI=1S/C14H13NO/c1-9-7-11-10-5-3-4-6-12(10)15-14(11)13(8-9)16-2/h3-8,15H,1-2H3 HDETUOZJFUNSKG-UHFFFAOYSA-N COc1cc(C)cc2c1[nH]c1c2cccc1 NPC470930 Murrayamine-B 10-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole CHEMBL2323763 14892675 C24H27NO2 361.2 2.7055 3.77 5.477 1 1 34.25 9 4 27 1 InChI=1S/C24H27NO2/c1-15(2)8-7-12-24(4)13-11-18-21-19(14-16(3)23(18)27-24)17-9-6-10-20(26-5)22(17)25-21/h6,8-11,13-14,25H,7,12H2,1-5H3 PCARJFWVFUEFLY-UHFFFAOYSA-N COc1cccc2c1[nH]c1c2cc(c2c1C=CC(O2)(C)CCC=C(C)C)C NPC187501 Murrayanine 1-methoxy-9H-carbazole-3-carbaldehyde CHEMBL1689802 96942 C14H11NO2 225.08 -0.6646 2.67 3.074 2 1 42.09 3 3 17 0 InChI=1S/C14H11NO2/c1-17-13-7-9(8-16)6-11-10-4-2-3-5-12(10)15-14(11)13/h2-8,15H,1H3 FWNZQNAJETXQPP-UHFFFAOYSA-N COc1cc(C=O)cc2c1[nH]c1c2cccc1 NPC115232 Murrayaquinone A 3-methyl-9H-carbazole-1,4-dione CHEMBL396171 127481 C13H9NO2 211.06 -0.1405 2.56 2.19 3 1 49.93 1 3 16 0 InChI=1S/C13H9NO2/c1-7-6-10(15)12-11(13(7)16)8-4-2-3-5-9(8)14-12/h2-6,14H,1H3 XJTABSPWPMYLQX-UHFFFAOYSA-N CC1=CC(=O)c2c(C1=O)c1ccccc1[nH]2 NPC8712 Mururin A CHEMBL2316617 10366382 C24H16O9 448.08 -2.5737 3.11 1.59 2 5 145.91 6 6 33 0 InChI=1S/C24H16O9/c25-13-2-1-9(3-14(13)26)23-17(29)5-12-19(32-23)8-20-22-11(6-21(30)33-24(12)22)10-4-15(27)16(28)7-18(10)31-20/h1-4,6-8,17,23,25-29H,5H2/t17-,23+/m0/s1 UZKYBGJWZRFMHC-GAJHUEQPSA-N O=c1cc2c3cc(O)c(cc3Oc3c2c(o1)c1C[C@H](O)[C@H](Oc1c3)c1ccc(c(c1)O)O)O NPC293551 Muscarine [(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium CHEMBL12587 9308 C9H20NO2 174.15 -2.1277 2.12 -0.345 2 1 29.46 7 1 12 0 InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1 UQOFGTXDASPNLL-XHNCKOQMSA-N O[C@@H]1C[C@H](O[C@H]1C)C[N+](C)(C)C NPC163314 Muzanzagenin CHEMBL455616 10836928 C27H38O5 442.27 0.0963 3.88 2.728 5 2 75.99 6 6 32 0 InChI=1S/C27H38O5/c1-14-7-8-27(31-13-14)15(2)24-22(32-27)10-19-17-6-5-16-9-20(28)21(29)12-25(16,3)18(17)11-23(30)26(19,24)4/h6,9,14-15,18-19,21-24,29-30H,5,7-8,10-13H2,1-4H3/t14-,15+,18+,19+,21+,22+,23+,24+,25+,26-,27-/m1/s1 QRAOBCVRMVGMTN-QWNORFRRSA-N C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)C1=CCC3=CC(=O)[C@H](C[C@@]3([C@H]1C[C@@H]2O)C)O)C NPC147062 M-Xylene 1,3-xylene CHEMBL286727 7929 C8H10 106.08 1.284 2.34 4.708 0 0 0 2 1 8 0 InChI=1S/C8H10/c1-7-4-3-5-8(2)6-7/h3-6H,1-2H3 IVSZLXZYQVIEFR-UHFFFAOYSA-N Cc1cccc(c1)C NPC251884 Mycosporine Serinol (5S)-3-(1,3-dihydroxypropan-2-ylamino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one CHEMBL1210424 442866 C11H19NO6 261.12 -3.2063 1.9 -2.653 7 5 119.25 11 1 18 0 InChI=1S/C11H19NO6/c1-18-10-8(12-7(4-13)5-14)2-11(17,6-15)3-9(10)16/h7,12-15,17H,2-6H2,1H3/t11-/m0/s1 VVTDHOIRNPCGTH-NSHDSACASA-N OCC(NC1=C(OC)C(=O)C[C@](C1)(O)CO)CO NPC138113 Myrcene 7-methyl-3-methylideneocta-1,6-diene CHEMBL455491 31253 C10H16 136.13 3.0936 2.56 4.17 0 0 0 6 0 10 0 InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3 UAHWPYUMFXYFJY-UHFFFAOYSA-N C=CC(=C)CCC=C(C)C NPC9613 Myrianthic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL2385208 182497 C30H48O6 504.35 -0.2687 4.1 5.263 6 5 118.22 13 5 36 1 InChI=1S/C30H48O6/c1-17-9-12-30(24(34)35)14-13-27(4)18(22(30)29(17,6)36)7-8-21-25(2)15-19(32)23(33)26(3,16-31)20(25)10-11-28(21,27)5/h7,17,19-23,31-33,36H,8-16H2,1-6H3,(H,34,35)/t17-,19-,20-,21-,22-,23-,25+,26+,27-,28-,29-,30+/m1/s1 YCOKATFNRPZIIU-MGBZEVKYSA-N OC[C@]1(C)[C@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@@H](CC1)C)C(=O)O)C)C NPC143483 Myricananin A CHEMBL490837 25141365 C20H24O5 344.16 -2.733 3.11 2.855 2 4 90.15 6 3 25 0 InChI=1S/C20H24O5/c1-25-19-11-12-4-2-3-5-17(22)18(23)10-13-6-7-16(21)14(8-13)15(9-12)20(19)24/h6-9,11,17-18,21-24H,2-5,10H2,1H3/t17-,18-/m0/s1 ZABHYVQENRBSDL-ROUUACIJSA-N COc1cc2CCCC[C@@H]([C@H](Cc3cc(c(c1O)c2)c(O)cc3)O)O NPC169749 Myricetin 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL164 5281672 C15H10O8 318.04 -3.2615 2.23 0.847 2 6 147.68 7 3 23 1 InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H IKMDFBPHZNJCSN-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O NPC113968 Myricetin 3-O-Alpha-L-Rhamnoside 5,7-dihydroxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL3109439 9890615 C21H20O12 464.1 -4.8524 2.45 -0.185 6 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m1/s1 DCYOADKBABEMIQ-UAUDGOHLSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)c1cc(O)c(c(c1)O)O NPC19388 Myricetin 3-O-Beta-D-Galactopyranoside 5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL462244 5491408 C21H20O13 480.09 -5.3524 2.34 -0.888 7 9 226.83 13 4 34 1 InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15+,17+,18-,21+/m1/s1 FOHXFLPXBUAOJM-MGMURXEASA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2cc(O)c(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O NPC34531 Myricetin-3-O-Alpha-L-Arabinofuranoside 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL497046 14524431 C20H18O12 450.08 -4.8417 2.34 -0.645 6 8 206.6 12 4 32 1 InChI=1S/C20H18O12/c21-5-12-15(27)17(29)20(31-12)32-19-16(28)13-8(23)3-7(22)4-11(13)30-18(19)6-1-9(24)14(26)10(25)2-6/h1-4,12,15,17,20-27,29H,5H2/t12-,15-,17+,20-/m0/s1 OXJKSVCEIOYZQL-IEGSVRCHSA-N OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1cc(O)c(c(c1)O)O NPC138927 Myricetin-3-O-Beta-D-Glucuronide (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL458470 5487413 C21H18O14 494.07 -5.2502 2.23 -0.731 8 9 243.9 13 4 35 1 InChI=1S/C21H18O14/c22-6-3-7(23)11-10(4-6)33-17(5-1-8(24)12(26)9(25)2-5)18(13(11)27)34-21-16(30)14(28)15(29)19(35-21)20(31)32/h1-4,14-16,19,21-26,28-30H,(H,31,32)/t14-,15-,16+,19-,21+/m0/s1 MBWOCQLTCWTIJE-ZUGPOPFOSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1cc(O)c(c(c1)O)O NPC73855 Myricitrin 5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL522983 5281673 C21H20O12 464.1 -4.8524 2.45 -0.185 6 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1 DCYOADKBABEMIQ-OWMUPTOHSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1cc(O)c(c(c1)O)O NPC301585 Myristic Acid tetradecanoic acid CHEMBL111077 11005 C14H28O2 228.21 -3.3217 2.78 6.432 2 1 37.3 14 0 16 2 InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) TUNFSRHWOTWDNC-UHFFFAOYSA-N CCCCCCCCCCCCCC(=O)O NPC73203 Myrtucommulone A 5-hydroxy-2,2,6,6-tetramethyl-4-[(1R)-2-methyl-1-[2,4,6-trihydroxy-3-[(1R)-1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohexen-1-yl)-2-methylpropyl]-5-(2-methylpropanoyl)phenyl]propyl]cyclohex-4-ene-1,3-dione CHEMBL508629 44587062 C38H52O10 668.36 2.2522 4.54 4.891 7 5 186.5 27 3 48 0 InChI=1S/C38H52O10/c1-15(2)18(22-29(43)35(7,8)33(47)36(9,10)30(22)44)20-26(40)21(28(42)24(27(20)41)25(39)17(5)6)19(16(3)4)23-31(45)37(11,12)34(48)38(13,14)32(23)46/h15-19,40-43,45H,1-14H3/t18-,19-/m1/s1 BIHONVMOJSPPFL-RTBURBONSA-N Oc1c(c(O)c(c(c1[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)C(C)C)O)C(=O)C(C)C)[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)C(C)C NPC473509 Myrtucommulone D (4aS,8R,14S,14aR)-1,4a,7-trihydroxy-2,2,4,4,10,10,12,12-octamethyl-6-(2-methylpropanoyl)-8,14-di(propan-2-yl)-1,8,14,14a-tetrahydrochromeno[2,3-a]xanthene-3,9,11-trione CHEMBL444217 44587063 C38H52O9 652.36 2.1491 4.65 4.616 6 3 147.43 21 5 47 0 InChI=1S/C38H52O9/c1-15(2)18-20-26(40)23(25(39)17(5)6)28-21(27(20)46-31-22(18)29(41)34(7,8)32(43)36(31,11)12)19(16(3)4)24-30(42)35(9,10)33(44)37(13,14)38(24,45)47-28/h15-19,24,30,40,42,45H,1-14H3/t18-,19-,24-,30?,38+/m1/s1 MHILVBADXLEDOF-HIYQAEMOSA-N CC([C@@H]1c2c3OC4=C([C@@H](c3c(c(c2O[C@]2([C@H]1C(O)C(C)(C)C(=O)C2(C)C)O)C(=O)C(C)C)O)C(C)C)C(=O)C(C(=O)C4(C)C)(C)C)C NPC475553 Myrtucommulone F 4-[(1R)-1-[3-hexanoyl-2,4,6-trihydroxy-5-[(1R)-1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohexen-1-yl)-2-methylpropyl]phenyl]-2-methylpropyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione CHEMBL508046 25058073 C40H56O10 696.39 1.2482 4.76 7.412 10 5 186.5 29 3 50 2 InChI=1S/C40H56O10/c1-14-15-16-17-20(41)23-28(42)24(21(18(2)3)26-31(45)37(6,7)35(49)38(8,9)32(26)46)30(44)25(29(23)43)22(19(4)5)27-33(47)39(10,11)36(50)40(12,13)34(27)48/h18-19,21-22,42-45,47H,14-17H2,1-13H3/t21-,22-/m1/s1 LQEXHUUSBGSPPT-FGZHOGPDSA-N CCCCCC(=O)c1c(O)c(c(c(c1O)[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)C(C)C)O)[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)C(C)C NPC475131 Myrtucommulone G (4aS,8R,14S,14aR)-6-hexanoyl-1,4a,7-trihydroxy-2,2,4,4,10,10,12,12-octamethyl-8,14-di(propan-2-yl)-1,8,14,14a-tetrahydrochromeno[2,3-a]xanthene-3,9,11-trione CHEMBL499011 44587064 C40H56O9 680.39 0.6369 4.87 6.03 6 3 147.43 23 5 49 1 InChI=1S/C40H56O9/c1-14-15-16-17-20(41)23-28(42)24-21(18(2)3)26-31(43)36(6,7)34(45)38(10,11)33(26)48-29(24)25-22(19(4)5)27-32(44)37(8,9)35(46)39(12,13)40(27,47)49-30(23)25/h18-19,21-22,27,32,42,44,47H,14-17H2,1-13H3/t21-,22-,27-,32?,40+/m1/s1 LSRMQOHHJSQPQG-PMDINLICSA-N CCCCCC(=O)c1c(O)c2c(c3c1O[C@]1(O)C(C)(C)C(=O)C(C([C@H]1[C@@H]3C(C)C)O)(C)C)OC1=C([C@@H]2C(C)C)C(=O)C(C(=O)C1(C)C)(C)C NPC164894 Myrtucommulone H 4-[(1R)-1-[3-hexanoyl-2,4,6-trihydroxy-5-[(1R)-1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohexen-1-yl)-2-methylpropyl]phenyl]-3-methylbutyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione CHEMBL452106 25058075 C41H58O10 710.4 1.1812 4.87 7.981 10 5 186.5 30 3 51 2 InChI=1S/C41H58O10/c1-14-15-16-17-22(42)26-29(43)24(21(18-19(2)3)25-32(46)38(6,7)36(50)39(8,9)33(25)47)30(44)27(31(26)45)23(20(4)5)28-34(48)40(10,11)37(51)41(12,13)35(28)49/h19-21,23,43-46,48H,14-18H2,1-13H3/t21-,23-/m1/s1 BHCDLVJZEUNTHT-FYYLOGMGSA-N CCCCCC(=O)c1c(O)c(c(c(c1O)[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)C(C)C)O)[C@H](C1=C(O)C(C)(C)C(=O)C(C1=O)(C)C)CC(C)C NPC473770 Myrtucommulone I (4aS,8R,14S,14aR)-6-hexanoyl-1,4a,7-trihydroxy-2,2,4,4,10,10,12,12-octamethyl-8-(2-methylpropyl)-14-propan-2-yl-1,8,14,14a-tetrahydrochromeno[2,3-a]xanthene-3,9,11-trione CHEMBL451375 44587065 C41H58O9 694.41 0.5699 4.98 6.599 6 3 147.43 24 5 50 1 InChI=1S/C41H58O9/c1-14-15-16-17-22(42)26-29(43)24-21(18-19(2)3)25-32(44)37(6,7)35(46)39(10,11)34(25)49-30(24)27-23(20(4)5)28-33(45)38(8,9)36(47)40(12,13)41(28,48)50-31(26)27/h19-21,23,28,33,43,45,48H,14-18H2,1-13H3/t21-,23-,28-,33?,41+/m1/s1 UCPPOTQBYGVTAX-XTYLUSIZSA-N CCCCCC(=O)c1c(O)c2c(c3c1O[C@@]1(O)[C@H]([C@@H]3C(C)C)C(O)C(C(=O)C1(C)C)(C)C)OC1=C([C@@H]2CC(C)C)C(=O)C(C(=O)C1(C)C)(C)C NPC14005 N-(1,2,3,10-Tetramethoxy-9-Oxo-6,7-Dihydro-5H-Benzo[A]Heptalen-7-Yl)Acetamide N-(1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide CHEMBL87 2833 C22H25NO6 399.17 -0.4721 3.11 1.463 4 1 86.58 11 3 29 0 InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24) IAKHMKGGTNLKSZ-UHFFFAOYSA-N COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1C(CC2)N=C(O)C)OC NPC78154 N-(2-Methylphenyl)Acetamide N-(2-methylphenyl)acetamide CHEMBL1568309 8443 C9H11NO 149.08 0.5703 2.23 2.952 2 1 32.59 4 1 11 0 InChI=1S/C9H11NO/c1-7-5-3-4-6-9(7)10-8(2)11/h3-6H,1-2H3,(H,10,11) BPEXTIMJLDWDTL-UHFFFAOYSA-N CC(=Nc1ccccc1C)O NPC297584 N-(3-Oxophenoxazin-2-Yl)Acetamide N-(3-oxophenoxazin-2-yl)acetamide CHEMBL151988 193337 C14H10N2O3 254.07 -0.7666 2.45 2.138 4 1 71.25 3 3 19 0 InChI=1S/C14H10N2O3/c1-8(17)15-10-6-11-14(7-12(10)18)19-13-5-3-2-4-9(13)16-11/h2-7H,1H3,(H,15,17) DWOBTNSFRDZSMA-UHFFFAOYSA-N CC(=Nc1cc2nc3ccccc3oc2cc1=O)O NPC152949 N'-(4-Aminobutyl)Butane-1,4-Diamine N'-(4-aminobutyl)butane-1,4-diamine CHEMBL36119 368 C8H21N3 159.17 -3.0258 2.01 -0.296 3 3 64.07 10 0 11 0 InChI=1S/C8H21N3/c9-5-1-3-7-11-8-4-2-6-10/h11H,1-10H2 UODZHRGDSPLRMD-UHFFFAOYSA-N NCCCCNCCCCN NPC96224 N-(4-Hydroxyphenethyl)Cinnamamide (E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylprop-2-enamide CHEMBL417389 5315911 C17H17NO2 267.13 -0.1378 3 5.782 2 2 52.82 7 2 20 1 InChI=1S/C17H17NO2/c19-16-9-6-15(7-10-16)12-13-18-17(20)11-8-14-4-2-1-3-5-14/h1-11,19H,12-13H2,(H,18,20)/b11-8+ KGOYCHSKGXJDND-DHZHZOJOSA-N Oc1ccc(cc1)CCN=C(/C=C/c1ccccc1)O NPC74599 N,N'-Bis(3-Aminopropyl)Heptane-1,7-Diamine N,N'-bis(3-aminopropyl)heptane-1,7-diamine CHEMBL80874 492218 C13H32N4 244.26 -4.287 2.45 0.603 4 4 76.1 16 0 17 1 InChI=1S/C13H32N4/c14-8-6-12-16-10-4-2-1-3-5-11-17-13-7-9-15/h16-17H,1-15H2 SPMJPPVCVHLSGJ-UHFFFAOYSA-N NCCCNCCCCCCCNCCCN NPC98976 N,N-Dimethyl-1-Phenylmethanamine N,N-dimethyl-1-phenylmethanamine CHEMBL45591 7681 C9H13N 135.1 0.2294 2.34 2.971 1 0 3.24 4 1 10 0 InChI=1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3 XXBDWLFCJWSEKW-UHFFFAOYSA-N CN(Cc1ccccc1)C NPC145304 N,N-Dimethyl-2-Naphtho[2,1-G][1,3]Benzodioxol-5-Ylethanamine N,N-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-ylethanamine CHEMBL492418 161379 C19H19NO2 293.14 0.1823 3.22 5.276 1 0 21.7 5 4 22 1 InChI=1S/C19H19NO2/c1-20(2)10-9-14-11-17-19(22-12-21-17)18-15-6-4-3-5-13(15)7-8-16(14)18/h3-8,11H,9-10,12H2,1-2H3 FXTBDJZGDJJCQU-UHFFFAOYSA-N CN(CCc1cc2OCOc2c2c1ccc1c2cccc1)C NPC323644 N,N-Dimethyldodecan-1-Amine Oxide N,N-dimethyldodecan-1-amine oxide CHEMBL1233973 15433 C14H31NO 229.24 2.78 0 0 17.07 14 0 16 1 InChI=1S/C14H31NO/c1-4-5-6-7-8-9-10-11-12-13-14-15(2,3)16/h4-14H2,1-3H3 SYELZBGXAIXKHU-UHFFFAOYSA-N CCCCCCCCCCCCN(=O)(C)C NPC329501 N,N-Dimethylpropan-2-Amine N,N-dimethylpropan-2-amine CHEMBL1524256 70452 C5H13N 87.1 0.27 1.9 0.946 1 0 3.24 5 0 6 0 InChI=1S/C5H13N/c1-5(2)6(3)4/h5H,1-4H3 VMOWKUTXPNPTEN-UHFFFAOYSA-N CN(C(C)C)C NPC73767 N,N-Dimethyltryptamine 2-(1H-indol-3-yl)-N,N-dimethylethanamine CHEMBL12420 6089 C12H16N2 188.13 0.0646 2.56 2.35 2 1 19.03 5 2 14 0 InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3 DMULVCHRPCFFGV-UHFFFAOYSA-N CN(CCc1c[nH]c2c1cccc2)C NPC100329 n.a. CHEMBL1586581 12004631 C19H24O7 364.15 -0.725 2.78 -0.457 7 3 113.29 8 4 26 0 InChI=1S/C19H24O7/c1-7(2)13-11-8(5-10(21)25-13)19(4)15-14(12(11)22)26-17(24)18(15,3)6-9(20)16(19)23/h5,7,9,12,14-16,20,22-23H,6H2,1-4H3/t9-,12-,14-,15?,16-,18+,19-/m1/s1 AEGWYWSJGKOLGB-LNVBUOCNSA-N O=c1oc(C(C)C)c2c(c1)[C@@]1(C)[C@H](O)[C@H](O)C[C@]3(C1[C@@H]([C@@H]2O)OC3=O)C NPC101842 n.a. CHEMBL3093767 11382408 C20H26O5 346.18 -0.0539 3.11 2.569 5 1 72.83 3 5 25 0 InChI=1S/C20H26O5/c1-10-11-4-5-12-19(8-11,15(10)21)17(23)25-13-6-7-18(2,3)14-16(22)24-9-20(12,13)14/h11-14,16,22H,1,4-9H2,2-3H3/t11-,12-,13+,14-,16-,19+,20-/m1/s1 QOAOBBJDPFYUKJ-RVMSTXCCSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)C(=O)O[C@@H]1[C@]23CO[C@H]([C@@H]2C(CC1)(C)C)O NPC101991 n.a. CHEMBL3288841 3086294 C39H34O8 630.23 -0.1023 4.87 6.273 0 5 132.75 12 8 47 1 InChI=1S/C39H34O8/c1-19(2)4-8-26-30(42)11-10-29(38(26)44)39-37-27(25-9-7-24(41)18-34(25)46-39)12-20(3)13-28(37)36-31(43)14-22(16-35(36)47-39)32-15-21-5-6-23(40)17-33(21)45-32/h4-7,9-11,13-18,27-28,37,40-44H,8,12H2,1-3H3/t27-,28-,37-,39+/m0/s1 SCNZCLDHJJSZBK-ROLQACJLSA-N CC(=CCc1c(O)ccc(c1O)[C@]12Oc3cc(cc(c3[C@H]3[C@@H]2[C@H](c2c(O1)cc(O)cc2)CC(=C3)C)O)c1oc2c(c1)ccc(c2)O)C NPC102016 n.a. CHEMBL2071193 441892 C51H84O23 1064.54 -6.977 4.54 0.436 23 14 366.29 34 9 74 3 InChI=1S/C51H84O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)69-45)8-13-51(65)21(2)32-28(74-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)68-48-44(73-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)71-48)72-47-42(64)39(61)35(57)30(17-53)70-47/h6,20-22,24-48,52-65H,7-19H2,1-5H3/t20-,21+,22+,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-/m1/s1 GMCGZPQYTRHQRU-DKWQWWTLSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@](O4)(O)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC102280 n.a. CHEMBL2431896 73353883 C30H24O10 544.14 -3.8841 3.66 1.673 2 7 169.3 9 7 40 1 InChI=1S/C30H24O10/c31-15-5-1-13(2-6-15)27-21(36)11-18-19(34)12-23-25(28(18)38-27)26-24-20(35)9-17(33)10-22(24)39-30(40-23,29(26)37)14-3-7-16(32)8-4-14/h1-10,12,21,26-27,29,31-37H,11H2/t21-,26+,27+,29+,30-/m1/s1 LQRHGTVFFPMWCG-BDHPMLJSSA-N Oc1ccc(cc1)[C@@H]1Oc2c(C[C@H]1O)c(O)cc1c2[C@@H]2c3c(O)cc(cc3O[C@](O1)([C@H]2O)c1ccc(cc1)O)O NPC102426 n.a. CHEMBL401904 24770661 C32H52O4 500.39 2.8809 4.54 10.397 4 2 66.76 16 5 36 1 InChI=1S/C32H52O4/c1-19(2)10-9-11-20(3)22-14-15-30(8)24-13-12-23-28(5,6)26(35)25(34)27(36-21(4)33)32(23)18-31(24,32)17-16-29(22,30)7/h10,20,22-27,34-35H,9,11-18H2,1-8H3/t20-,22-,23+,24+,25+,26+,27+,29-,30+,31+,32-/m1/s1 SCANIPNDFBXCDO-VBCRDMQMSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](OC(=O)C)[C@@H](O)[C@@H](C2(C)C)O)C)C)C NPC103687 n.a. CHEMBL2419311 73346121 C22H17N3O2 355.13 0.9208 3.33 4.135 4 2 70.12 6 5 27 0 InChI=1S/C22H17N3O2/c1-12(2)9-19(27)24-18-11-13-10-17(26)21-20-15(7-8-23-21)14-5-3-4-6-16(14)25(18)22(13)20/h3-11,26H,1-2H3,(H,24,27) IWIBKNRYVHDQHU-UHFFFAOYSA-N CC(=CC(=Nc1cc2c3n1c1ccccc1c1c3c(c(c2)O)ncc1)O)C NPC106791 n.a. CHEMBL496894 5281743 C18H25NO6 351.17 -0.2784 2.67 0.5 7 2 96.3 5 3 25 0 InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1 BCJMNZRQJAVDLD-CQRYIUNCSA-N C/C=C\1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3 NPC106818 n.a. CHEMBL540151 C37H48O18 780.28 -5.2145 3.55 0.669 14 10 291.82 26 5 55 3 InChI=1S/C37H48O18/c1-18-29(45)30(46)31(47)36(52-18)55-34-32(48)35(50-13-10-20-3-6-23(40)25(42)15-20)53-26(17-51-28(44)16-37(49)11-8-21(38)9-12-37)33(34)54-27(43)7-4-19-2-5-22(39)24(41)14-19/h2-7,14-15,18,21,26,29-36,38-42,45-49H,8-13,16-17H2,1H3/b7-4+/t18-,21-,26+,29-,30+,31+,32+,33+,34+,35+,36-,37+/m0/s1 DPVXAVLHDIAHDO-CVIHBIPCSA-N O[C@@H]1CC[C@@](CC1)(O)CC(=O)OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC107704 n.a. CHEMBL376835 14635659 C31H50O 438.39 3.2027 4.76 11.758 1 0 17.07 12 5 32 1 InChI=1S/C31H50O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-25H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,28-,29+,30-,31+/m1/s1 AEAWOMODYBIREN-IPTHFFCUSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C)C NPC108191 n.a. CHEMBL17976 5702546 C37H40O9 628.27 0.9136 4.54 4.598 7 2 120.75 15 7 46 0 InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35-,36-,37-/m1/s1 DSDNAKHZNJAGHN-MXTYGGKSSA-N COc1cc(ccc1O)CC(=O)OCC1=C[C@H]2[C@H]3O[C@]4(O[C@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)[C@@H](C[C@@]3(O4)C(=C)C)C)Cc1ccccc1 NPC10871 n.a. CHEMBL510782 44559015 C38H42N2O7 638.3 4.65 7 0 75.69 10 6 47 0 InChI=1S/C38H42N2O7/c1-39-15-13-26-21-35(44-5)37(45-6)38-36(26)29(39)17-24-9-12-31(42-3)33(19-24)46-27-10-7-23(8-11-27)18-30-28-22-34(47-38)32(43-4)20-25(28)14-16-40(30,2)41/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-,40?/m0/s1 XOKSQIGOCSEXEF-NGYPEZQGSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN(=O)([C@H]4Cc1ccc(Oc4cc(C[C@@H]3N(CC2)C)ccc4OC)cc1)C NPC112274 n.a. CHEMBL450607 10462472 C38H58O12 706.39 -2.5938 4.32 1.962 12 6 176.76 14 8 50 2 InChI=1S/C38H58O12/c1-17-8-11-38(46-15-17)18(2)28-26(50-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)48-35-33(30(42)25(40)16-45-35)49-34-32(44)31(43)29(41)19(3)47-34/h6,18-19,21-35,39-44H,1,7-16H2,2-5H3/t18-,19-,21+,22+,23-,24-,25-,26-,27+,28-,29-,30-,31+,32+,33+,34-,35-,36-,37-,38+/m0/s1 URTQATADKAKTAX-RFJPXPNDSA-N O[C@H]1C[C@@H](O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@]2(O3)CCC(=C)CO2)C)C1)C NPC112676 n.a. CHEMBL607579 5319620 C16H9NO4 279.05 -0.8446 2.67 2.086 2 2 71.28 2 5 21 0 InChI=1S/C16H9NO4/c18-8-2-1-7-3-11-13-10(16(19)17-11)5-12-15(21-6-20-12)14(13)9(7)4-8/h1-5,18H,6H2,(H,17,19) XCYLMCOZDQCDRH-UHFFFAOYSA-N Oc1ccc2c(c1)c1c3OCOc3cc3c1c(c2)N=C3O NPC113425 n.a. CHEMBL485810 10453620 C24H32O5 400.22 -0.0585 3.55 3.918 5 1 71.59 4 7 29 0 InChI=1S/C24H32O5/c1-21-8-5-14(25)11-13(21)3-4-16-15(21)6-9-22(2)17(12-18-24(16,22)28-18)23-10-7-19(26)27-20(23)29-23/h7,10,13-18,20,25H,3-6,8-9,11-12H2,1-2H3/t13-,14+,15+,16-,17+,18-,20-,21+,22-,23+,24-/m1/s1 JZDMFDWKCWMAMI-FVRXVPJRSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3C[C@@H]2[C@]12C=CC(=O)O[C@@H]2O1)C)C NPC11410 n.a. CHEMBL2375488 71712659 C35H46O9 610.31 -2.5505 4.32 5.937 9 4 150.59 21 5 44 2 InChI=1S/C35H46O9/c1-6-7-8-9-13-16-26(37)44-35-27(32(35,4)5)24-18-23(19-36)29(39)34(42)25(17-20(2)28(34)38)33(24,41)21(3)30(35)43-31(40)22-14-11-10-12-15-22/h10-12,14-15,17-18,21,24-25,27,29-30,36,39,41-42H,6-9,13,16,19H2,1-5H3/t21-,24+,25+,27-,29-,30-,33-,34-,35-/m1/s1 QXFOVBNLMKQJFC-NNGASTTLSA-N CCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)[C@H]([C@]1([C@H]3C=C(C1=O)C)O)O)O NPC115165 n.a. CHEMBL510031 44559009 C50H82O23 1050.52 -6.3588 4.43 0.16 23 13 355.29 28 10 73 3 InChI=1S/C50H82O23/c1-19-7-10-50(65-17-19)20(2)32-28(73-50)12-24-22-6-5-21-11-27(25(54)13-49(21,4)23(22)8-9-48(24,32)3)66-45-40(63)37(60)41(31(16-53)69-45)70-47-43(72-46-39(62)36(59)34(57)29(14-51)67-46)42(35(58)30(15-52)68-47)71-44-38(61)33(56)26(55)18-64-44/h19-47,51-63H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24+,25-,26-,27-,28+,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41+,42+,43-,44+,45-,46+,47+,48+,49+,50-/m1/s1 AULWDENWMBJIIQ-KHXIKGBRSA-N OC[C@H]1O[C@@H](O[C@@H]2C[C@@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@]2([C@H]4C[C@H]3[C@@H]2[C@@H]([C@]2(O3)CC[C@H](CO2)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC115349 n.a. CHEMBL229203 16756312 C30H42O8 530.29 -0.9349 3.88 2.487 8 1 99.28 9 8 38 0 InChI=1S/C30H42O8/c1-16-25(32)20(33-4)13-24(35-16)36-19-6-8-26(2)17(11-19)5-10-28-21(26)7-9-27(3)29(28,38-28)14-22-30(27,37-22)18-12-23(31)34-15-18/h12,16-17,19-22,24-25,32H,5-11,13-15H2,1-4H3/t16-,17-,19+,20-,21-,22-,24+,25+,26+,27+,28+,29-,30-/m1/s1 SEHQMXOXGIZASS-KMNGBJDXSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@]24[C@@H]3CC[C@]3([C@]4(O2)C[C@@H]2[C@]3(O2)C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O)C NPC116862 n.a. CHEMBL3398369 11094265 C52H59NO18 985.37 -2.8594 5.09 5.771 19 6 283.7 28 8 71 4 InChI=1S/C52H59NO18/c1-26-33(68-47(63)39(58)37(29-16-10-7-11-17-29)53-45(61)30-18-12-8-13-19-30)23-52(64)44(70-46(62)31-20-14-9-15-21-31)42-50(6,43(60)41(67-27(2)54)36(26)49(52,4)5)34(22-35-51(42,25-66-35)71-28(3)55)69-48-40(59)38(57)32(56)24-65-48/h7-21,32-35,37-42,44,48,56-59,64H,22-25H2,1-6H3,(H,53,61)/t32-,33+,34+,35-,37+,38+,39-,40-,41-,42+,44+,48+,50-,51+,52-/m1/s1 ZVEGOBHUZTXSFK-TZIKQHFSSA-N CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(c1ccccc1)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C NPC118800 n.a. CHEMBL3426505 C20H30O2 302.22 0.7177 3.44 4.867 2 1 37.3 4 4 22 0 InChI=1S/C20H30O2/c1-12-13-10-14(21)16-19(4)8-5-7-18(2,3)15(19)6-9-20(16,11-13)17(12)22/h13-16,21H,1,5-11H2,2-4H3/t13-,14+,15-,16+,19-,20-/m1/s1 CNFJKVOXPKJCBT-SPBSJPQISA-N O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)CCCC([C@H]1CC3)(C)C)C(=O)C2=C NPC118844 n.a. CHEMBL1529147 6338099 C13H15NO2 217.11 -0.4271 2.56 1.018 3 0 29.54 0 4 16 0 InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13?/m1/s1 SWZMSZQQJRKFBP-KKPNGEORSA-N O=C1C=C2C3(O1)C[C@@H](C=C2)N1[C@@H]3CCCC1 NPC120633 n.a. CHEMBL3600413 C42H32O9 680.2 -4.2826 5.09 6.19 0 8 171.07 12 9 51 2 InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-36-29(16-28(48)17-31(36)49)37-34(20-3-9-24(44)10-4-20)39-30(38(33)37)18-32-40(41(39)50)35(22-13-26(46)15-27(47)14-22)42(51-32)21-5-11-25(45)12-6-21/h1-18,33-35,37-38,42-50H/t33-,34+,35+,37+,38+,42-/m1/s1 OCYSKJMKPXUCTA-KNBYKECDSA-N Oc1ccc(cc1)[C@@H]1c2c(O)c3c(cc2[C@@H]2[C@H]1c1cc(O)cc(c1[C@H]2c1ccc(cc1)O)O)O[C@@H]([C@H]3c1cc(O)cc(c1)O)c1ccc(cc1)O NPC120994 n.a. CHEMBL469945 44581669 C28H40O10S 568.23 -0.2442 3.33 1.937 10 3 168.34 12 6 39 0 InChI=1S/C28H40O10S/c1-13-9-20(36-25(32)16(13)12-29)14(2)17-5-6-18-15-10-23-28(37-23)24(31)21(38-39(33,34)35)11-22(30)27(28,4)19(15)7-8-26(17,18)3/h14-15,17-21,23-24,29,31H,5-12H2,1-4H3,(H,33,34,35)/t14-,15-,17+,18-,19-,20+,21-,23+,24-,26+,27-,28-/m0/s1 DVTZXBWRHRFDEE-WQWZRYHASA-N OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)C[C@@H]([C@@H]3O)OS(=O)(=O)O)O2)C NPC123859 n.a. CHEMBL1288991 52944623 C46H58N6O15 934.4 -5.3569 4.21 1.658 18 8 296.77 21 5 67 2 InChI=1S/C46H58N6O15/c1-23-40(58)49-30(21-53)44(62)50(3)31(17-25-7-12-28(64-6)13-8-25)42(60)48-24(2)43(61)52(5)33-18-26-9-14-29(15-10-26)65-35-20-27(19-32(41(59)47-23)51(4)45(33)63)11-16-34(35)66-46-39(57)38(56)37(55)36(22-54)67-46/h7-16,20,23-24,30-33,36-39,46,53-57H,17-19,21-22H2,1-6H3,(H,47,59)(H,48,60)(H,49,58)/t23-,24+,30+,31+,32+,33+,36-,37-,38+,39-,46-/m1/s1 FAHSQQJARZIARU-UZNTZRCOSA-N OC[C@H]1O[C@@H](Oc2ccc3cc2Oc2ccc(cc2)C[C@H]2C(=O)N([C@@H](C3)C(=N[C@H](C)C(=N[C@@H](CO)C(=O)N(C)[C@H](C(=N[C@H](C(=O)N2C)C)O)Cc2ccc(cc2)OC)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC124433 n.a. CHEMBL3604339 443721 C16H19NO3 273.14 -1.0986 2.78 0.823 2 2 50.72 3 4 20 0 InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13+,16+/m1/s1 AIXQQSTVOSFSMO-FFSVYQOJSA-N COc1ccc2c3c1O[C@@H]1[C@@]3(CCNC2)C=C[C@H](C1)O NPC124544 n.a. CHEMBL334052 10505502 C32H50O4 498.37 1.6225 4.54 9.157 4 1 55.76 15 6 36 1 InChI=1S/C32H50O4/c1-18(2)19(3)9-10-20(4)21-13-14-28(5)22-11-12-23-30(7,27(34)35-8)24(33)15-25-32(23)17-31(22,32)26(36-25)16-29(21,28)6/h18,20-26,33H,3,9-17H2,1-2,4-8H3/t20-,21-,22+,23+,24+,25+,26-,28+,29-,30+,31+,32-/m1/s1 ZACJGBOXIXVNST-WYANDTGISA-N COC(=O)[C@]1(C)[C@@H](O)C[C@H]2[C@]34[C@H]1CC[C@@H]1[C@@]4(C3)[C@H](O2)C[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=C)C(C)C)C)C NPC124636 n.a. CHEMBL127939 10025716 C24H22N4O2S 430.15 1.2977 3.33 4.128 6 3 115.4 8 5 31 0 InChI=1S/C24H22N4O2S/c1-13(2)11-18(29)25-9-8-16-21-20-15(14-5-3-4-6-17(14)27-21)7-10-26-22(20)23-24(16)31-12-19(30)28-23/h3-7,10-11,27H,8-9,12H2,1-2H3,(H,25,29)(H,28,30) HYPFBWXPSYPBCL-UHFFFAOYSA-N CC(=CC(=NCCc1c2SCC(=Nc2c2c3c1[nH]c1ccccc1c3ccn2)O)O)C NPC124676 n.a. CHEMBL2375791 73354873 C40H62O7 654.45 -1.8572 5.09 8.789 7 2 110.13 28 4 47 2 InChI=1S/C40H62O7/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34(42)46-26-30-24-31-32(23-27(2)35(31)43)39(45)28(3)37(44)40(47-29(4)41)36(33(39)25-30)38(40,5)6/h14-15,23,25,28,31-33,36-37,44-45H,7-13,16-22,24,26H2,1-6H3/b15-14-/t28-,31-,32-,33+,36-,37-,39+,40-/m1/s1 CUEBPOLGBRSPMP-WIVYDGDASA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@H](C1)C(=O)C(=C2)C)O)C)O NPC125106 n.a. CHEMBL499498 25016918 C35H40O10 620.26 -0.402 4.21 8.62 10 1 134.66 18 5 45 2 InChI=1S/C35H40O10/c1-21(36)41-25-19-20-33(5,40)35-29(42-22(2)37)27(32(3,4)45-35)28(43-26(38)18-17-23-13-9-7-10-14-23)30(34(25,35)6)44-31(39)24-15-11-8-12-16-24/h7-18,25,27-30,40H,19-20H2,1-6H3/b18-17+/t25-,27+,28-,29+,30-,33-,34-,35-/m0/s1 OVQQPOHQLNLSCP-HHATXKITSA-N O=C(O[C@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@]3(C)O)OC(=O)C)OC2(C)C)/C=C/c1ccccc1 NPC125969 n.a. CHEMBL491618 25135580 C23H22O8 426.13 -1.025 3.11 0.874 5 1 100.52 7 5 31 0 InChI=1S/C23H22O8/c1-22(2)6-5-11-13(31-22)7-12(24)18-20(26)19-16(30-21(11)18)10-29-23(19)9-15(28-4)14(27-3)8-17(23)25/h5-9,16,19,24H,10H2,1-4H3/t16-,19+,23+/m1/s1 ZBTGBOZTIJWBIP-ICPLQIHGSA-N COC1=C[C@]2(OC[C@@H]3[C@H]2C(=O)c2c(O3)c3C=CC(Oc3cc2O)(C)C)C(=O)C=C1OC NPC126859 n.a. CHEMBL316632 443405 C22H27NO 321.21 0.5049 3.66 6.578 1 1 23.47 6 4 24 1 InChI=1S/C22H27NO/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17/h3-9,15-16,21,24H,10-14H2,1-2H3/t16-,21+,22+/m0/s1 ZQHYKVKNPWDQSL-KNXBSLHKSA-N Oc1ccc2c(c1)[C@]1(C)CCN([C@H](C2)[C@@H]1C)CCc1ccccc1 NPC128816 n.a. CHEMBL3039774 156252 C19H28O8 384.18 0.4477 2.67 2.925 8 1 100.52 9 3 27 0 InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16+,17-,18+,19-/m1/s1 FIHJKUPKCHIPAT-HXMLZIBGSA-N OC(=O)CCC(=O)O[C@H]1O[C@@H]2O[C@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC129533 n.a. CHEMBL416615 5388496 C34H22O22 782.06 -6.5602 2.78 -2.621 10 13 377.42 13 8 56 1 InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2 IQHIEHIKNWLKFB-UHFFFAOYSA-N OC1OC2COC(=O)c3cc(O)c(c(c3c3c(O)c(O)c4c5c3c(=O)oc3c(c(c(c6c(C(=O)OC2C(C1O)O)cc(O)c(c6O)O)c(c(=O)o4)c53)O)O)O)O NPC130511 n.a. CHEMBL2407387 34174827 C20H28O5 348.19 -1.1426 3.11 1.489 5 3 86.99 5 3 25 0 InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12+,13+,14-,16+,18-,19+,20-/m1/s1 PXLVZESUZUOWAJ-SLMDOUBJSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)[C@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C NPC131578 n.a. CHEMBL3809306 16078248 C33H38O6 530.27 3.0158 4.43 3.769 3 1 82.06 13 4 39 0 InChI=1S/C33H38O6/c1-17(2)9-10-21-27-20(12-13-30(5,6)37-27)25(34)24-26(35)22-15-19-16-23-31(7,8)39-32(29(19)36,14-11-18(3)4)33(22,23)38-28(21)24/h9,11-13,15,19,23,34H,10,14,16H2,1-8H3/t19-,23?,32+,33-/m0/s1 VZQQLPACAVHZQT-JTMUNMDNSA-N CC(=CCc1c2OC(C)(C)C=Cc2c(c2c1O[C@@]13C(=C[C@H]4CC1C(O[C@]3(CC=C(C)C)C4=O)(C)C)C2=O)O)C NPC13190 n.a. CHEMBL454690 15719625 C32H48O8 560.33 -1.3469 4.1 2.796 8 4 117.84 9 7 40 0 InChI=1S/C32H48O8/c1-16-7-10-32(38-14-16)17(2)26-24(40-32)13-22-20-6-5-18-11-19(33)12-25(31(18,4)21(20)8-9-30(22,26)3)39-29-28(36)27(35)23(34)15-37-29/h5,17,19-29,33-36H,1,6-15H2,2-4H3/t17-,19+,20+,21-,22-,23-,24-,25+,26-,27-,28+,29-,30-,31-,32+/m0/s1 UWZBWGTWUAQHLK-FWDMDKSGSA-N O[C@H]1C[C@@H](O[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@]2(O3)CCC(=C)CO2)C)C1)C NPC132631 n.a. CHEMBL2419310 73355236 C22H17N3O2 355.13 0.825 3.33 4.254 4 2 70.12 6 5 27 0 InChI=1S/C22H17N3O2/c1-3-12(2)22(27)24-18-11-13-10-17(26)20-19-15(8-9-23-20)14-6-4-5-7-16(14)25(18)21(13)19/h3-11,26H,1-2H3,(H,24,27)/b12-3+ KNQDHHRMPVESSY-KGVSQERTSA-N C/C=C(/C(=Nc1cc2c3n1c1ccccc1c1c3c(c(c2)O)ncc1)O)\C NPC132858 n.a. CHEMBL2374256 1549781 C11H14N2O 190.11 -1.1881 2.34 -0.251 3 1 32.34 0 3 14 0 InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9-/m1/s1 ANJTVLIZGCUXLD-RKDXNWHRSA-N O=c1cccc2n1C[C@H]1CNC[C@H]2C1 NPC13367 n.a. CHEMBL497706 11962104 C21H24N2O5 384.17 -1.9513 3 1.375 5 0 77.43 7 4 28 0 InChI=1S/C21H24N2O5/c1-4-14-17-12-10-27-19(18(17)28-11(2)24)21(9-15(12)22-14)13-7-5-6-8-16(13)23(26-3)20(21)25/h5-8,12,15,17-19H,4,9-10H2,1-3H3/t12-,15+,17-,18-,19-,21+/m1/s1 MLBPCDDHLQCMGP-RAXDMVSQSA-N CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@H]3[C@H]([C@H]2OC[C@H]13)OC(=O)C)CC NPC133677 n.a. CHEMBL444960 11620845 C32H44O7 540.31 0.1577 4.21 6.21 7 2 110.13 19 4 39 2 InChI=1S/C32H44O7/c1-7-8-9-10-11-12-13-14-25(34)39-29-19(2)17-31-20(3)15-24-26(30(24,5)6)23(28(31)36)16-22(18-38-21(4)33)27(35)32(29,31)37/h11-14,16-17,20,23-24,26-27,29,35,37H,7-10,15,18H2,1-6H3/b12-11+,14-13+/t20-,23+,24-,26+,27-,29+,31+,32+/m1/s1 SYXKKJDQNXPUSI-HDJUQUQRSA-N CCCCC/C=C/C=C/C(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)COC(=O)C)C NPC133934 n.a. CHEMBL463499 128150 C22H26O6 386.17 -0.0092 3.22 3.964 0 1 66.38 9 4 28 0 InChI=1S/C22H26O6/c1-11-6-13-8-15(24-3)20(25-4)19(23)17(13)18-14(7-12(11)2)9-16-21(22(18)26-5)28-10-27-16/h8-9,11-12,23H,6-7,10H2,1-5H3/t11-,12+/m1/s1 OGJPBGDUYKEQLA-NEPJUHHUSA-N COc1cc2C[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)O)c(OC)c1c(c3)OCO1 NPC134685 n.a. CHEMBL393912 154272 C29H36O10 544.23 -1.51 3.55 0.844 10 4 159.82 14 5 39 0 InChI=1S/C29H36O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1 YWLXLRUDGLRYDR-ZHPRIASZSA-N CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O NPC135639 n.a. CHEMBL2373362 442938 C15H20N2O 244.16 -1.6689 2.78 0.889 3 0 23.55 0 4 18 0 InChI=1S/C15H20N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h3,5-6,11-13H,1-2,4,7-10H2/t11-,12+,13+/m0/s1 FQEQMASDZFXSJI-YNEHKIRRSA-N O=c1cccc2n1C[C@H]1C[C@H]2CN2[C@@H]1CCCC2 NPC137262 n.a. CHEMBL337029 72412 C25H24O5 404.16 0.4517 3.66 5.64 2 1 64.99 6 5 30 1 InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3/t13-,14-,21+/m1/s1 BXENDTPSKAICGV-LKBUQDJMSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2[C@H]([C@@H]1C)O)oc(=O)cc3c1ccccc1)(C)C NPC138083 n.a. CHEMBL1288989 24881308 C42H51N7O10 813.37 -3.4961 4.21 3.35 14 6 241.47 17 4 59 2 InChI=1S/C42H51N7O10/c1-23-37(52)46-30(16-18-36(43)51)41(56)47(3)31(19-25-7-12-28(58-6)13-8-25)39(54)45-24(2)40(55)49(5)33-20-26-9-14-29(15-10-26)59-35-22-27(11-17-34(35)50)21-32(38(53)44-23)48(4)42(33)57/h7-15,17,22-24,30-33,50H,16,18-21H2,1-6H3,(H2,43,51)(H,44,53)(H,45,54)(H,46,52)/t23-,24+,30+,31+,32+,33+/m1/s1 YICIGXQVVJHRDG-YQPHQQCRSA-N COc1ccc(cc1)C[C@H]1C(=N[C@@H](C)C(=O)N(C)[C@H]2Cc3ccc(cc3)Oc3cc(C[C@H](N(C2=O)C)C(=N[C@@H](C(=N[C@H](C(=O)N1C)CCC(=N)O)O)C)O)ccc3O)O NPC13818 n.a. CHEMBL249447 NA C25H24O12 516.13 -2.3865 2.89 1.085 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 KRZBCHWVBQOTNZ-PSEXTPKNSA-N O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC138487 n.a. CHEMBL476501 443422 C20H21NO4 339.15 -0.1023 3.11 2.475 1 0 40.16 4 5 25 0 InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m1/s1 VZTUIEROBZXUFA-MRXNPFEDSA-N COc1c(OC)ccc2c1CN1CCc3c([C@H]1C2)cc1c(c3)OCO1 NPC138647 n.a. CHEMBL3623293 C15H20O4 264.14 0.4433 2.67 1.645 4 0 51.36 2 4 19 0 InChI=1S/C15H20O4/c1-8-9-6-12-14(2,19-12)5-4-11-15(3,18-11)7-10(9)17-13(8)16/h9-12H,1,4-7H2,2-3H3/t9-,10+,11-,12-,14-,15-/m1/s1 SSZZFAJCDFWCJW-JCJKHTMNSA-N O=C1O[C@@H]2[C@@H](C1=C)C[C@H]1O[C@]1(C)CC[C@@H]1[C@](C2)(C)O1 NPC139595 n.a. CHEMBL92528 454255 C23H28O5 384.19 0.6859 3.44 4.024 2 0 53.99 9 4 28 0 InChI=1S/C23H28O5/c1-7-8-14-11-16(24)27-22-17(14)21-15(9-10-23(4,5)28-21)20-18(22)19(25-6)12(2)13(3)26-20/h9-13,19H,7-8H2,1-6H3/t12-,13-,19+/m1/s1 KEWWSURXGADRPV-VPZZIHKRSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](OC)[C@@H]([C@H](O1)C)C NPC139763 n.a. CHEMBL2386323 C15H13NO2 239.09 1.3713 2.78 3.297 3 1 50.19 4 3 18 0 InChI=1S/C15H13NO2/c1-7-4-5-10-8(2)6-16-13-9(3)14(17)15(18)11(7)12(10)13/h4-6,17H,1-3H3 GSWNGVOZZZCECM-UHFFFAOYSA-N OC1=C(C)c2ncc(c3c2c(C1=O)c(C)cc3)C NPC139857 n.a. CHEMBL3233266 90669996 C11H17N3O6 287.11 -2.3565 1.68 -0.944 9 7 147.29 5 1 20 1 InChI=1S/C11H17N3O6/c1-2-4-3-7(16)13-9(12)14-10(3)6(15)5(2)20-11(18,19-4)8(10)17/h2-8,15-18H,1H3,(H3,12,13,14)/t2-,3-,4+,5-,6-,7-,8+,10-,11+/m1/s1 RMAHGNDIHNOZMD-LJQSUJOQSA-N N=C1N[C@H](O)[C@@H]2[C@@]3(N1)[C@H](O)[C@H]1[C@@H]([C@@H]2O[C@@]([C@H]3O)(O1)O)C NPC141612 n.a. CHEMBL463165 442088 C19H17N3O 303.14 -0.5403 3.11 3.89 4 1 39.34 1 5 23 0 InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1 TXDUTHBFYKGSAH-SFHVURJKSA-N O=C1c2ccccc2N([C@H]2N1CCc1c2[nH]c2c1cccc2)C NPC142707 n.a. CHEMBL288273 3002104 C41H26O26 934.07 -8.0607 3.11 -2.766 11 16 455.18 16 8 67 2 InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11?,31-,34?,35?,36?/m1/s1 UDYKDZHZAKSYCO-LSSWMSPRSA-N O=C1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)OC2C2OC(=O)c4c(c5c1cc(O)c(c5O)O)c(O)c(O)c(c4c1c4C(=O)OC2[C@H](O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)O)O NPC142756 n.a. CHEMBL454779 10054800 C33H44O12 632.28 -1.7453 3.77 1.865 12 2 164.12 12 7 45 1 InChI=1S/C33H44O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h10,15-16,20-26,28-29,38-39H,5-9,11-14H2,1-4H3/t16-,20+,21+,22-,23-,24-,25-,26+,28+,29+,30-,31-,32+,33+/m1/s1 WDMVIHZXOHPIHJ-MCQWJBQLSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@H]([C@@H]2C1=CC(=O)OC1)OC(=O)C)C)O[C@@H](C[C@@H]4OC(=O)C)C NPC14325 n.a. CHEMBL71339 169724 C20H16N2O3 332.12 -0.9865 3.11 2.606 5 0 59.5 2 5 25 0 InChI=1S/C20H16N2O3/c1-2-13-14-8-17-18-12(7-11-5-3-4-6-16(11)21-18)9-22(17)19(23)15(14)10-25-20(13)24/h3-8,13H,2,9-10H2,1H3/t13-/m1/s1 PEZXVOHRDBYBFR-CYBMUJFWSA-N CC[C@H]1C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O NPC143533 n.a. CHEMBL3338254 5385014 C20H22N2O2 322.17 0.7701 3.22 2.924 4 0 34.47 4 5 24 0 InChI=1S/C20H22N2O2/c1-3-12-11-21-9-8-14-13-6-4-5-7-16(13)22-18(14)17(21)10-15(12)19(22)20(23)24-2/h3-7,15,17,19H,8-11H2,1-2H3/b12-3-/t15-,17-,19-/m0/s1 NTMOAQDHNZYZMZ-QWCNWJGKSA-N COC(=O)[C@@H]1[C@H]2C[C@H]3c4n1c1ccccc1c4CCN3C/C/2=C/C NPC144418 n.a. CHEMBL3426685 NA C15H14O5 274.08 0.2736 2.56 1.711 2 0 61.83 7 2 20 0 InChI=1S/C15H14O5/c1-9(16)4-5-10-12(18-2)8-13(19-3)11-6-7-14(17)20-15(10)11/h4-8H,1-3H3/b5-4+ MNCJDGPGSIIWJA-SNAWJCMRSA-N COc1cc(OC)c2c(c1/C=C/C(=O)C)oc(=O)cc2 NPC144512 n.a. CHEMBL341394 455250 C25H24O5 404.16 0.4517 3.66 5.64 2 1 64.99 6 5 30 1 InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3/t13-,14+,21+/m0/s1 BXENDTPSKAICGV-PXIJXODZSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2[C@@H]([C@H]1C)O)oc(=O)cc3c1ccccc1)(C)C NPC144854 n.a. CHEMBL1081417 46878901 C19H26O6 350.17 -0.7097 2.89 0.127 6 3 104.06 7 4 25 0 InChI=1S/C19H26O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,11-16,21-23H,6H2,1-4H3/t8-,9+,11-,12-,13+,14-,15-,16-,18+,19+/m1/s1 CUGAWYNVYRXBFW-ANTZAFMPSA-N CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H](O)[C@@]1([C@@H]2[C@@H](O)[C@H]2[C@@H]([C@@H]1C(=O)O2)C)C)C)O NPC145182 n.a. CHEMBL2375787 73350378 C29H40O8 516.27 1.7233 3.77 1.542 8 3 130.36 18 4 37 0 InChI=1S/C29H40O8/c1-9-15(4)25(33)36-23-17(6)28(35)19(21-26(7,8)29(21,23)37-24(32)14(2)3)11-18(13-30)12-27(34)20(28)10-16(5)22(27)31/h9-11,14,17,19-21,23,30,34-35H,12-13H2,1-8H3/b15-9+/t17-,19+,20-,21-,23-,27-,28-,29-/m1/s1 MVWXLRYZCZSBKW-RXYGMQKRSA-N OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C(C)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)/C(=C/C)/C)(C)C NPC145649 n.a. CHEMBL2375489 71712660 C37H50O10 654.34 -2.9818 4.43 6.637 10 4 159.82 24 5 47 2 InChI=1S/C37H50O10/c1-6-7-8-9-10-11-15-18-27(39)46-37-30(34(37,4)5)28-29(47-44)25(21-38)20-35(42)26(19-22(2)31(35)40)36(28,43)23(3)32(37)45-33(41)24-16-13-12-14-17-24/h12-14,16-17,19-20,23,26,28-30,32,38,42-44H,6-11,15,18,21H2,1-5H3/t23-,26-,28+,29+,30-,32-,35-,36+,37-/m1/s1 LJMGPHPBWGVOEW-YGBGHXOCSA-N CCCCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)[C@@H](OO)C(=C[C@]1([C@H]3C=C(C1=O)C)O)CO)O NPC146280 n.a. CHEMBL2375792 73350379 C40H60O7 652.43 -0.463 5.09 8.462 7 2 110.13 27 4 47 2 InChI=1S/C40H60O7/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34(42)46-26-30-24-31-32(23-27(2)35(31)43)39(45)28(3)37(44)40(47-29(4)41)36(33(39)25-30)38(40,5)6/h11-12,14-15,23,25,28,31-33,36-37,44-45H,7-10,13,16-22,24,26H2,1-6H3/b12-11-,15-14-/t28-,31-,32-,33+,36-,37-,39+,40-/m1/s1 YCILLHFFVLLMRC-MIAPNZHBSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@H](C1)C(=O)C(=C2)C)O)C)O NPC146937 n.a. CHEMBL331318 3008861 C31H50O3 470.38 1.7512 4.54 11.355 3 2 57.53 14 5 34 1 InChI=1S/C31H50O3/c1-19(2)20(3)8-9-21(4)22-12-14-28(6)23-10-11-24-29(7,26(33)34)25(32)13-15-30(24)18-31(23,30)17-16-27(22,28)5/h19,21-25,32H,3,8-18H2,1-2,4-7H3,(H,33,34)/t21-,22-,23+,24+,25+,27-,28+,29+,30-,31+/m1/s1 RLRGKMMFFVWPHT-NUYPAGBLSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H]([C@@]2(C)C(=O)O)O)C)C NPC146945 n.a. CHEMBL1081415 46878900 C20H28O7 380.18 -1.2754 2.89 0.008 7 4 124.29 8 4 27 0 InChI=1S/C20H28O7/c1-8-5-11(21)17(25)18(3)10(8)6-12-19(4)16(18)15(24)14(23)9(2)20(19,26)7-13(22)27-12/h5,9-10,12,14-17,23-26H,6-7H2,1-4H3/t9-,10-,12+,14+,15-,16+,17+,18-,19+,20+/m0/s1 QQHDMRQEBBKJIQ-FYMUVSDDSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]2([C@](C1)(O)[C@@H](C)[C@H]([C@@H]3O)O)C)C)O)C NPC148014 n.a. CHEMBL1565544 676392 C17H21NO3 287.15 -0.5627 2.89 1.062 2 1 41.93 4 4 21 0 InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14+,17+/m1/s1 ASUTZQLVASHGKV-IFIJOSMWSA-N COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@H](C1)O NPC149602 n.a. CHEMBL3337756 NA C8H15NOS2 205.06 -1.5076 1.9 1.891 2 0 80.73 8 0 12 0 InChI=1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3/t12-/m0/s1 XQZVZULJKVALRI-LBPRGKRZSA-N S=C=NCCCCCC[S@@](=O)C NPC149680 n.a. CHEMBL3402736 NA C20H32O 288.25 2.1847 3.55 6.714 1 1 20.23 8 2 21 1 InChI=1S/C20H32O/c1-6-15(2)8-10-17-16(3)9-11-18-19(4,14-21)12-7-13-20(17,18)5/h6,8,17-18,21H,1,3,7,9-14H2,2,4-5H3/b15-8+/t17-,18-,19-,20+/m0/s1 KDNYVXLYMQKQHH-LMMWYNSXSA-N C=C/C(=C/C[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@@]2(C)CO)/C NPC149962 n.a. CHEMBL1288990 10373581 C46H58N6O14 918.4 -4.8569 4.32 2.361 17 7 276.54 20 5 66 2 InChI=1S/C46H58N6O14/c1-23-40(57)48-24(2)43(60)50(4)31(18-26-8-13-29(63-7)14-9-26)42(59)49-25(3)44(61)52(6)33-19-27-10-15-30(16-11-27)64-35-21-28(20-32(41(58)47-23)51(5)45(33)62)12-17-34(35)65-46-39(56)38(55)37(54)36(22-53)66-46/h8-17,21,23-25,31-33,36-39,46,53-56H,18-20,22H2,1-7H3,(H,47,58)(H,48,57)(H,49,59)/t23-,24+,25+,31+,32+,33+,36-,37-,38+,39-,46-/m1/s1 UYXWCWJRGWWTGU-BZILMZMLSA-N OC[C@H]1O[C@@H](Oc2ccc3cc2Oc2ccc(cc2)C[C@H]2C(=O)N([C@@H](C3)C(=N[C@H](C)C(=N[C@@H](C)C(=O)N(C)[C@H](C(=N[C@H](C(=O)N2C)C)O)Cc2ccc(cc2)OC)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC150228 n.a. CHEMBL455361 11026341 C25H32O6 428.22 0.2418 3.55 4.422 6 0 77.66 5 7 31 0 InChI=1S/C25H32O6/c1-22-8-5-15(28-13-26)11-14(22)3-4-17-16(22)6-9-23(2)18(12-19-25(17,23)30-19)24-10-7-20(27)29-21(24)31-24/h7,10,13-19,21H,3-6,8-9,11-12H2,1-2H3/t14-,15+,16+,17-,18+,19-,21+,22+,23-,24-,25-/m1/s1 CMYYMVGNLZUIOQ-PKLRSUGZSA-N O=CO[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3C[C@@H]2[C@@]12C=CC(=O)O[C@H]2O1)C)C NPC151004 n.a. CHEMBL1328708 92759 C15H26N2 234.21 -2.3058 2.89 2.12 2 0 6.48 0 4 17 0 InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14+,15+/m0/s1 SLRCCWJSBJZJBV-BYNSBNAKSA-N C1CC[C@H]2N(C1)C[C@@H]1C[C@H]2CN2[C@@H]1CCCC2 NPC151770 n.a. CHEMBL2380795 13895602 C17H22O5 306.15 1.3706 2.78 1.737 5 0 65.13 5 3 22 0 InChI=1S/C17H22O5/c1-9-6-5-7-17(4)15(22-17)14-13(10(2)16(19)21-14)12(8-9)20-11(3)18/h6,12-15H,2,5,7-8H2,1,3-4H3/b9-6+/t12-,13-,14+,15+,17-/m1/s1 ODYJJNFWFYUXSS-SOZNHUOKSA-N CC(=O)O[C@@H]1C/C(=C/CC[C@@]2([C@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)O2)C)/C NPC154608 n.a. CHEMBL3120502 76314382 C19H24O6 348.16 -1.0613 2.89 -0.783 6 2 100.9 6 4 25 0 InChI=1S/C19H24O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h6-8,12-16,22-23H,5H2,1-4H3/t7-,8-,12-,13+,14-,15-,16-,18+,19+/m1/s1 UHQUEEGNYNSHKI-QEIPJPASSA-N O=C1C[C@@H](C)C2=CC(=O)[C@@]3([C@@H]([C@]2([C@@H]1O)C)[C@@H](O)[C@@H]1OC(=O)[C@H]3[C@H]1C)C NPC154675 n.a. CHEMBL2376819 73347309 C29H34O10 542.22 -1.8502 3.55 2.097 10 3 144.28 12 7 39 0 InChI=1S/C29H34O10/c1-13(2)27-21(35-16(5)31)15(4)28-18-11-14(3)20(32)26(18,34)24(33)25(12-30)22(36-25)19(28)23(27)37-29(38-27,39-28)17-9-7-6-8-10-17/h6-10,14-15,18-19,21-24,30,33-34H,1,11-12H2,2-5H3/t14-,15+,18+,19-,21+,22-,23+,24+,25-,26+,27-,28-,29+/m0/s1 KXQIRSPCAUQOEP-ZPMPWWEHSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)[C@H](C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)C)C)c1ccccc1 NPC154962 n.a. CHEMBL1472160 15944765 C20H24O9 408.14 -0.745 2.67 1.176 9 2 128.59 7 6 29 0 InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10-,11+,15-,17?,18?,19-,20?/m1/s1 FPUXKXIZEIDQKW-QOHNDBQUSA-N O=C1O[C@H]2[C@@]([C@@H]1C)(O)C13C4(C2)[C@H](OC3=O)C[C@H](C24[C@@H](O1)OC(=O)[C@@H]2O)C(C)(C)C NPC155101 n.a. CHEMBL3236504 77461168 C16H12O10 364.04 -1.1261 2.12 -0.86 7 2 145.66 9 3 26 0 InChI=1S/C16H12O10/c1-23-8(18)4-6-10-9-5(14(20)26-13(10)16(22)24-2)3-7(17)11(19)12(9)25-15(6)21/h3,13,17,19H,4H2,1-2H3/t13-/m0/s1 FFXNWXXYPHZXTP-ZDUSSCGKSA-N COC(=O)[C@H]1OC(=O)c2c3c1c(CC(=O)OC)c(=O)oc3c(c(c2)O)O NPC157817 n.a. CHEMBL448662 44573473 C31H42O11 590.27 -2.1244 3.66 1.554 11 3 158.05 10 7 42 1 InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-21-10-18-4-5-20-19(29(18,14-32)11-22(21)42-31)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24+,26+,27+,28-,29-,30+,31+/m1/s1 BMPDNBQADRWROC-MVELXVHSSA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@H]([C@@H]2C1=CC(=O)OC1)OC(=O)C)C)C NPC157898 n.a. CHEMBL3402768 C23H24O10 460.14 -2.6514 2.89 1.759 7 5 162.98 14 3 33 0 InChI=1S/C23H24O10/c1-12(24)14-4-6-15(7-5-14)32-23-22(30)21(29)20(28)18(33-23)11-31-19(27)9-3-13-2-8-16(25)17(26)10-13/h2-10,18,20-23,25-26,28-30H,11H2,1H3/b9-3+/t18-,20-,21+,22-,23-/m1/s1 VOQFGNABAAEXTC-PZPWNCOQSA-N O=C(/C=C/c1ccc(c(c1)O)O)OC[C@H]1O[C@@H](Oc2ccc(cc2)C(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC157931 n.a. CHEMBL85826 378227 C19H15N3O2 317.12 -0.8051 3 3.296 4 1 57.69 2 5 24 0 InChI=1S/C19H15N3O2/c1-24-11-6-7-16-14(10-11)12-8-9-22-18(17(12)20-16)21-15-5-3-2-4-13(15)19(22)23/h2-7,10,20H,8-9H2,1H3 JNHSRGXMKPJTEV-UHFFFAOYSA-N COc1ccc2c(c1)c1CCn3c(c1[nH]2)nc1c(c3=O)cccc1 NPC158020 n.a. CHEMBL411882 10887010 C39H41NO11 699.27 -0.1775 4.43 8.719 12 0 153.62 19 6 51 3 InChI=1S/C39H41NO11/c1-22-20-28(48-36(45)27-18-13-19-40-21-27)31(49-34(43)25-14-9-7-10-15-25)38(6)33(50-35(44)26-16-11-8-12-17-26)30(46-23(2)41)29-32(47-24(3)42)39(22,38)51-37(29,4)5/h7-19,21-22,28-33H,20H2,1-6H3/t22-,28+,29-,30+,31+,32-,33+,38+,39-/m1/s1 BQVGZDYZYXCBOZ-IPGGTLSNSA-N CC(=O)O[C@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@@H](OC(=O)c1ccccc1)[C@H](C[C@H]3C)OC(=O)c1cccnc1)OC2(C)C NPC158148 n.a. CHEMBL516991 73620 C17H19NO4 301.13 -1.1196 2.78 0.478 3 1 51.16 3 5 22 0 InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15-,16-,17-/m0/s1 YGPRSGKVLATIHT-SPOWBLRKSA-N CO[C@H]1C=C[C@]23[C@H](C1)N(C[C@@H]2O)Cc1c3cc2OCOc2c1 NPC159916 n.a. CHEMBL3588937 C17H22O5 306.15 0.3134 2.78 3.73 3 0 61.83 13 1 22 0 InChI=1S/C17H22O5/c1-5-12(2)17(19)22-15-9-8-14(11-16(15)20-4)7-6-10-21-13(3)18/h6-9,11-12H,5,10H2,1-4H3/b7-6+/t12-/m0/s1 OGNZVIKZDOKDLK-SYTKJHMZSA-N CC[C@@H](C(=O)Oc1ccc(cc1OC)/C=C/COC(=O)C)C NPC160138 n.a. CHEMBL469683 24970925 C20H24O5 344.16 2.1661 3.11 1.938 5 1 72.83 3 3 25 0 InChI=1S/C20H24O5/c1-12-9-15-11-14(19(22)24-15)5-4-7-20(3,23)8-6-16-13(2)18(21)25-17(16)10-12/h4,7,10-11,15-17,23H,2,5-6,8-9H2,1,3H3/b7-4+,12-10+/t15-,16-,17+,20-/m1/s1 UAUBCCRPWFJTQA-OPOAMCISSA-N C/C/1=C\[C@@H]2OC(=O)C(=C)[C@H]2CC[C@](/C=C/CC2=C[C@@H](C1)OC2=O)(C)O NPC1608 n.a. CHEMBL461610 637256 C14H11NO5 273.06 -0.5604 2.34 1.107 1 0 62.95 4 4 20 0 InChI=1S/C14H11NO5/c1-16-11-7-3-4-18-14(7)15-8-5-9-12(20-6-19-9)13(17-2)10(8)11/h3-5H,6H2,1-2H3 GJMFVFKPADGXCP-UHFFFAOYSA-N COc1c2OCOc2cc2c1c(OC)c1c(n2)occ1 NPC162009 n.a. CHEMBL2375782 6451043 C40H60O8 668.43 -1.0635 4.98 7.944 8 3 130.36 28 4 48 2 InChI=1S/C40H60O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-33(42)47-26-30-24-31-34-37(5,6)40(34,48-29(4)41)36(44)28(3)39(31,46)32-23-27(2)35(43)38(32,45)25-30/h11-12,14-15,23-24,28,31-32,34,36,44-46H,7-10,13,16-22,25-26H2,1-6H3/b12-11-,15-14-/t28-,31+,32-,34-,36-,38-,39-,40-/m1/s1 YSXDURFMHDUCMP-BQXPDDNPSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)O NPC162653 n.a. CHEMBL1921809 14313843 C20H15NO5 349.1 -0.818 3 2.624 2 1 60.39 2 6 26 0 InChI=1S/C20H15NO5/c1-21-18-12(3-2-10-6-15-16(7-13(10)18)25-8-24-15)11-4-5-14-19(26-9-23-14)17(11)20(21)22/h2-7,20,22H,8-9H2,1H3 YZRQUTZNTDAYPJ-UHFFFAOYSA-N OC1c2c3OCOc3ccc2c2c(N1C)c1cc3OCOc3cc1cc2 NPC162869 n.a. CHEMBL3397955 C19H20O7 360.12 -1.101 2.78 1.047 1 1 83.45 10 3 26 0 InChI=1S/C19H20O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-8,13,21H,9H2,1-4H3/t13-/m0/s1 SGWLCEXRWADMOA-ZDUSSCGKSA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(OC)c(c(c2O)OC)OC NPC16449 n.a. CHEMBL497816 44583439 C27H46O3 418.34 0.4133 4.1 8.354 3 2 52.99 12 5 30 1 InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)19-9-10-20-22-21(12-13-25(19,20)4)26(5)14-11-18(28)15-27(26)24(30-27)23(22)29/h16-24,28-29H,6-15H2,1-5H3/t17-,18+,19-,20+,21+,22+,23-,24-,25-,26-,27-/m1/s1 NFSVGWISRPLYOZ-POKZUXAFSA-N CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)[C@@H]2[C@]3([C@]1(C)CC[C@@H](C3)O)O2)C)C NPC164608 n.a. CHEMBL289601 3034401 C41H50N6O9 770.36 -2.7015 4.32 3.988 12 3 186.39 15 4 56 1 InChI=1S/C41H50N6O9/c1-23-36(48)43-24(2)39(51)45(4)31(19-26-9-14-29(54-7)15-10-26)38(50)44-25(3)40(52)47(6)33-20-27-11-16-30(17-12-27)56-35-22-28(13-18-34(35)55-8)21-32(37(49)42-23)46(5)41(33)53/h9-18,22-25,31-33H,19-21H2,1-8H3,(H,42,49)(H,43,48)(H,44,50)/t23-,24+,25+,31+,32+,33+/m1/s1 MBQKTLYFUYNAPZ-FEZMQHRXSA-N COc1ccc(cc1)C[C@H]1C(=N[C@@H](C)C(=O)N(C)[C@H]2Cc3ccc(cc3)Oc3cc(C[C@H](N(C2=O)C)C(=N[C@@H](C(=N[C@H](C(=O)N1C)C)O)C)O)ccc3OC)O NPC166137 n.a. CHEMBL3309442 NA C20H20O6 356.13 -0.7027 3 2.861 2 1 74.22 7 4 26 0 InChI=1S/C20H20O6/c1-23-18-8-12(2-4-16(18)21)6-14-10-24-20(22)15(14)7-13-3-5-17-19(9-13)26-11-25-17/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3/t14-,15+/m0/s1 NFAAULYTGYCSKM-LSDHHAIUSA-N COc1cc(ccc1O)C[C@H]1COC(=O)[C@@H]1Cc1ccc2c(c1)OCO2 NPC166851 n.a. CHEMBL488110 10417809 C34H24O22 784.08 -7.049 2.78 -2.756 10 14 388.42 15 6 56 1 InChI=1S/C34H24O22/c35-8-1-5-12(21(42)18(8)39)13-6(2-9(36)19(40)22(13)43)32(50)54-28(11(38)4-53-31(5)49)30-29-26(47)17-16(34(52)55-29)15(24(45)27(48)25(17)46)14-7(33(51)56-30)3-10(37)20(41)23(14)44/h1-3,11,26,28-30,35-48H,4H2/t11-,26+,28-,29+,30+/m1/s1 CHBITXAMNKHJCR-VGYCLGPVSA-N O[C@@H]1COC(=O)c2cc(O)c(c(c2c2c(C(=O)O[C@H]1[C@@H]1OC(=O)c3cc(O)c(c(c3c3c4C(=O)O[C@H]1[C@@H](O)c4c(O)c(c3O)O)O)O)cc(O)c(c2O)O)O)O NPC167340 n.a. CHEMBL1774391 52951893 C33H36O6 528.25 0.8397 4.43 5.989 5 0 86.11 9 7 39 1 InChI=1S/C33H36O6/c1-29(2)22-17-24(38-28(36)19-9-7-6-8-10-19)32(5)21(30(22,3)14-12-23(29)34)11-15-31(4)25(20-13-16-37-18-20)26(35)27-33(31,32)39-27/h6-10,12-14,16,18,21-22,24-25,27H,11,15,17H2,1-5H3/t21-,22+,24-,25-,27-,30-,31+,32+,33-/m1/s1 NHRKCWIDMHBOOY-CRMKCTJSSA-N O=C(c1ccccc1)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@@]2([C@@H]2[C@]1(C)[C@@]13O[C@@H]1C(=O)[C@H]([C@@]3(CC2)C)c1ccoc1)C NPC167546 n.a. CHEMBL478754 317843 C20H21NO4 339.15 -0.0116 3.11 2.164 1 0 40.16 5 5 25 0 InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m1/s1 YJWBWQWUHVXPNC-CQSZACIVSA-N COc1cc2c(cc1OC)C[C@@H]1c3c2c2OCOc2cc3CCN1C NPC168710 n.a. CHEMBL3426681 C15H16O5 276.1 1.3403 2.56 2.008 3 1 64.99 8 2 20 0 InChI=1S/C15H16O5/c1-9(2)13(20-17)8-11-12(18-3)6-4-10-5-7-14(16)19-15(10)11/h4-7,13,17H,1,8H2,2-3H3/t13-/m0/s1 FQGUIRNHNGZCNL-ZDUSSCGKSA-N OO[C@H](C(=C)C)Cc1c(OC)ccc2c1oc(=O)cc2 NPC169089 n.a. CHEMBL266625 65243 C20H24O10 424.14 -1.3181 2.56 0.146 10 3 148.82 8 6 30 0 InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3 SQOJOAFXDQDRGF-UHFFFAOYSA-N O=C1OC2C(C1C)(O)C13C4(C2O)C(OC3=O)CC(C24C(O1)OC(=O)C2O)C(C)(C)C NPC170862 n.a. CHEMBL598600 46233563 C23H34O4 374.25 0.9854 3.55 5.238 4 0 52.6 8 4 27 1 InChI=1S/C23H34O4/c1-14-16-7-8-18-21(3)10-6-11-22(4,20(25)26-5)17(21)9-12-23(18,13-16)19(14)27-15(2)24/h16-19H,1,6-13H2,2-5H3/t16-,17+,18+,19+,21-,22-,23-/m1/s1 QLTYOHMTRZEZPE-WJPQBGAJSA-N COC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@H](C1)C(=C)[C@@H]3OC(=O)C)C NPC171850 n.a. CHEMBL1394721 261184 C8H13NO2 155.09 -1.3269 2.01 -0.565 3 1 32.7 2 2 11 0 InChI=1S/C8H13NO2/c1-9-5-2-4-3-6(9)8(11-4)7(5)10/h4-8,10H,2-3H2,1H3 MEGPURSNXMUDAE-UHFFFAOYSA-N CN1C2CC3CC1C(C2O)O3 NPC171905 n.a. CHEMBL27768 37783 C28H40O8 504.27 -0.7685 3.66 1.643 8 3 130.36 18 4 36 0 InChI=1S/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3/t16-,18+,19-,22-,24-,26-,27-,28-/m1/s1 BQJRUJTZSGYBEZ-YVQNUNKESA-N CCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)CCC)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO NPC17273 n.a. CHEMBL81925 151289 C19H17N3O 303.14 -0.5403 3.11 3.89 4 1 39.34 1 5 23 0 InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3 TXDUTHBFYKGSAH-UHFFFAOYSA-N O=C1c2ccccc2N(C2N1CCc1c2[nH]c2c1cccc2)C NPC172998 n.a. CHEMBL2380787 73350425 C20H22O6 358.14 1.7574 3 1.916 6 0 78.9 6 3 26 0 InChI=1S/C20H22O6/c1-6-10(2)18(22)25-15-9-20(5)16(21)8-13(26-20)11(3)7-14-17(15)12(4)19(23)24-14/h6,8,14-15,17H,3-4,7,9H2,1-2,5H3/b10-6+/t14-,15-,17+,20-/m1/s1 BITFKDUCQOBZDL-KZSDYASMSA-N C/C=C(/C(=O)O[C@@H]1C[C@@]2(C)OC(=CC2=O)C(=C)C[C@@H]2[C@@H]1C(=C)C(=O)O2)\C NPC173609 n.a. CHEMBL513190 24970922 C20H22O5 342.15 1.8349 3.11 1.592 5 0 69.67 1 3 25 0 InChI=1S/C20H22O5/c1-11-8-15-10-14(20(23)24-15)5-7-17(21)12(2)4-6-16-13(3)19(22)25-18(16)9-11/h9-10,15-16,18H,2-8H2,1H3/b11-9+/t15-,16-,18+/m0/s1 APHXKGJLXYAQHZ-XLJJWPCRSA-N C/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2CCC(=C)C(=O)CCC2=C[C@H](C1)OC2=O NPC174367 n.a. CHEMBL506715 10818749 C38H54O14 734.35 -1.7232 4.1 0.709 14 6 226.58 22 6 52 2 InChI=1S/C38H54O14/c1-17(2)11-19(42)12-20-28-23(50-32(20)47)14-38(16-40)21-7-8-25-35(4,22(21)13-26(43)37(28,38)6)10-9-27(49-18(3)41)36(25,5)34(48)52-33-31(46)30(45)29(44)24(15-39)51-33/h7,11,20,22-31,33,39-40,43-46H,8-10,12-16H2,1-6H3/t20-,22+,23+,24-,25-,26+,27-,28-,29-,30+,31-,33+,35-,36+,37+,38+/m1/s1 IEDTUGIKHMRUCE-LEUIUVPSSA-N OC[C@H]1O[C@@H](OC(=O)[C@]2(C)[C@@H](CC[C@]3([C@H]2CC=C2[C@@H]3C[C@@H]([C@@]3([C@]2(CO)C[C@H]2[C@H]3[C@H](C(=O)O2)CC(=O)C=C(C)C)C)O)C)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC174619 n.a. CHEMBL3233971 90670213 C20H30O4 334.21 -0.9461 3.22 1.868 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-11-12-9-20(17(11)24)7-4-14-18(2,15(20)8-13(12)22)6-5-16(23)19(14,3)10-21/h12-16,21-23H,1,4-10H2,2-3H3/t12-,13+,14+,15+,16-,18-,19-,20-/m1/s1 YYNFNCPHITUVRP-OBUMVCGPSA-N OC[C@@]1(C)[C@H](O)CC[C@@]2([C@@H]1CC[C@]13[C@H]2C[C@@H]([C@H](C1)C(=C)C3=O)O)C NPC174758 n.a. CHEMBL504978 9881423 C15H10N2O2 250.07 -0.3255 2.67 2.154 3 0 44.12 2 4 19 0 InChI=1S/C15H10N2O2/c1-19-9-2-3-10-11-6-7-16-12-4-5-14(18)17(15(11)12)13(10)8-9/h2-8H,1H3 OWCRARVHWCCRAG-UHFFFAOYSA-N COc1ccc2c(c1)n1c(=O)ccc3c1c2ccn3 NPC175 n.a. CHEMBL500607 14241104 C35H58O9 622.41 -1.6205 4.32 4.434 9 6 149.07 17 7 44 1 InChI=1S/C35H58O9/c1-29(2)22(43-28-25(40)24(39)20(38)16-42-28)9-11-35-17-34(35)13-12-31(5)27(33(7)10-8-23(44-33)30(3,4)41)19(37)15-32(31,6)21(34)14-18(36)26(29)35/h18-28,36-41H,8-17H2,1-7H3/t18-,19-,20+,21-,22-,23-,24-,25+,26-,27-,28-,31+,32-,33+,34-,35+/m0/s1 VXHVFDQYSSFKAR-MVRGBOKSSA-N O[C@H]1[C@H](O)CO[C@H]([C@@H]1O)O[C@H]1CC[C@]23[C@H](C1(C)C)[C@@H](O)C[C@@H]1[C@@]3(C2)CC[C@]2([C@@]1(C)C[C@@H]([C@@H]2[C@@]1(C)CC[C@H](O1)C(O)(C)C)O)C NPC175793 n.a. CHEMBL450376 9918701 C34H26O22 786.09 -6.5602 2.78 -0.957 10 13 377.42 19 6 56 1 InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(47)55-28-27-18(53-34(51)29(28)56-31(48)9-3-14(37)22(42)15(38)4-9)7-52-32(49)10-5-16(39)23(43)25(45)19(10)20-11(33(50)54-27)6-17(40)24(44)26(20)46/h1-6,18,27-29,34-46,51H,7H2/t18-,27-,28+,29-,34-/m1/s1 YKDNTEQLKGYZHT-JSAIFSMWSA-N O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O NPC175842 n.a. CHEMBL2062865 10002209 C22H28O8 420.18 1.0659 3 2.318 8 1 108.36 12 3 30 0 InChI=1S/C22H28O8/c1-6-12(2)19(24)28-16-9-13(3)22(26)8-7-21(5,30-22)10-17-18(16)15(20(25)29-17)11-27-14(4)23/h6,10,13,16,26H,7-9,11H2,1-5H3/b12-6+,17-10+/t13-,16+,21-,22+/m1/s1 NPUVRWFJDAPMIA-BDPKFFACSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](C)[C@]2(O)CC[C@](/C=C/3\C1=C(COC(=O)C)C(=O)O3)(O2)C)\C NPC177480 n.a. CHEMBL419669 155725 C23H22O8 426.13 -1.0121 3.11 1.07 2 2 103.68 8 5 31 0 InChI=1S/C23H22O8/c1-22(2)6-5-11-14(31-22)8-13(24)19-20(11)30-18-10-29-15-9-17(28-4)16(27-3)7-12(15)23(18,26)21(19)25/h5-9,18,24,26H,10H2,1-4H3/t18-,23-/m1/s1 OFLCPNIRDVOOEZ-WZONZLPQSA-N COc1cc2OC[C@@H]3[C@@](c2cc1OC)(O)C(=O)c1c(O3)c2C=CC(Oc2cc1O)(C)C NPC177518 n.a. CHEMBL1408113 115221 C20H24O9 408.14 -0.745 2.67 1.176 9 2 128.59 7 6 29 0 InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3 FPUXKXIZEIDQKW-UHFFFAOYSA-N O=C1OC2C(C1C)(O)C13C4(C2)C(OC3=O)CC(C24C(O1)OC(=O)C2O)C(C)(C)C NPC177940 n.a. CHEMBL450532 25016917 C33H38O9 578.25 -0.7811 4.1 7.88 9 2 128.59 16 5 42 1 InChI=1S/C33H38O9/c1-20(34)39-23-18-19-31(4,38)33-27(36)25(30(2,3)42-33)26(40-24(35)17-16-21-12-8-6-9-13-21)28(32(23,33)5)41-29(37)22-14-10-7-11-15-22/h6-17,23,25-28,36,38H,18-19H2,1-5H3/b17-16+/t23-,25+,26-,27+,28-,31-,32-,33-/m0/s1 KAPQKCUDPVRZEX-ZGIPRAPUSA-N O=C(O[C@H]1[C@@H]2[C@@H](O)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@]3(C)O)OC(=O)C)OC2(C)C)/C=C/c1ccccc1 NPC178014 n.a. CHEMBL239047 363863 C16H12O5 284.07 -1.4161 2.67 1.797 0 1 57.15 1 5 21 0 InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2 HUKSJTUUSUGIDC-UHFFFAOYSA-N Oc1ccc2c(c1)OCC1C2Oc2c1cc1c(c2)OCO1 NPC17938 n.a. CHEMBL3810102 70698151 C33H38O9 578.25 -0.3661 4.1 1.399 9 2 136.43 13 8 42 0 InChI=1S/C33H38O9/c1-12(29(38)40-5)24-26-25-16(14-6-20(14)32(25,4)28(37)27(24)36)8-23-31(3)19-7-15(19)18(11-41-13(2)35)21(31)9-22-17(10-34)30(39)42-33(22,23)26/h14-15,18-21,23,26,28,34,37H,6-11H2,1-5H3/b24-12-/t14-,15-,18-,19-,20-,21+,23+,26+,28+,31+,32+,33+/m1/s1 UEHIWILSQZCXQY-LWKKLXHHSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@H]1COC(=O)C)CO)[C@@H]1[C@H]2C1)C)/C NPC180199 n.a. CHEMBL482613 469209 C20H32O4 336.23 -0.5186 3.22 4.031 4 3 77.76 7 4 24 0 InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,19+,20-/m1/s1 MRBLTWPEPGRXQN-WMUQSPHGSA-N OC[C@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C NPC180459 n.a. CHEMBL1703199 44202892 C42H68O13 780.47 -2.3562 4.65 3.954 13 8 207.99 21 8 55 2 InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23?,24?,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1 KYWSCMDFVARMPN-CGVHUNJDSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3(C([C@]2(C)CO)CC[C@@]2(C3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC181924 n.a. CHEMBL2376815 73348814 C29H32O10 540.2 -1.0214 3.55 1.867 10 3 144.28 12 7 39 0 InChI=1S/C29H32O10/c1-13(2)27-21(35-16(5)31)15(4)28-18-11-14(3)20(32)26(18,34)24(33)25(12-30)22(36-25)19(28)23(27)37-29(38-27,39-28)17-9-7-6-8-10-17/h6-11,15,18-19,21-24,30,33-34H,1,12H2,2-5H3/t15-,18-,19+,21-,22+,23-,24-,25+,26-,27+,28+,29-/m1/s1 YUNIKDZHTDZEHX-DBRWXJJLSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)C)C)c1ccccc1 NPC182052 n.a. CHEMBL509803 7656034 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m1/s1 IIQSJHUEZBTSAT-FQLXRVMXSA-N COc1cc2CCN([C@H]3c2c(c1O)Oc1cc2c(cc1OC)CCN([C@@H]2Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C)C NPC182266 n.a. CHEMBL3309438 70698302 C36H50O10 642.34 -1.7949 4.32 4.998 10 3 144.28 22 6 46 1 InChI=1S/C36H50O10/c1-7-8-9-10-11-12-13-14-15-16-17-18-33-44-30-26-29-32(20-37,43-29)31(40)34(41)25(19-22(4)27(34)39)36(26,46-33)23(5)28(42-24(6)38)35(30,45-33)21(2)3/h15-19,23,25-26,28-31,37,40-41H,2,7-14,20H2,1,3-6H3/b16-15+,18-17+/t23-,25-,26+,28-,29+,30-,31-,32+,33-,34-,35+,36+/m1/s1 ADIURPPZKNTYEV-SPLXPWGMSA-N CCCCCCCCC/C=C/C=C/[C@@]12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)C NPC183122 n.a. CHEMBL452540 44561176 C31H36O7 520.25 0.0632 4.1 8.582 7 0 88.13 13 5 38 1 InChI=1S/C31H36O7/c1-19-16-17-24(36-27(33)21-12-8-6-9-13-21)30(5)25(35-20(2)32)18-23-26(31(19,30)38-29(23,3)4)37-28(34)22-14-10-7-11-15-22/h6-15,19,23-26H,16-18H2,1-5H3/t19-,23-,24+,25+,26-,30+,31-/m1/s1 AVFCIYBLYDYRES-CRBFZXEMSA-N CC(=O)O[C@H]1C[C@@H]2[C@H]([C@]3([C@@]1(C)[C@H](CC[C@H]3C)OC(=O)c1ccccc1)OC2(C)C)OC(=O)c1ccccc1 NPC18433 n.a. CHEMBL1299408 15944764 C20H24O11 440.13 -2.0844 2.45 -1.095 11 4 169.05 9 6 31 1 InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11-,15-,17?,18?,19-,20?/m1/s1 AMOGMTLMADGEOQ-UDHFVGDGSA-N O=C1O[C@H]2[C@@]([C@@H]1C)(O)C13C4([C@H]2O)[C@H](OC3=O)[C@@H]([C@H](C24[C@@H](O1)OC(=O)[C@@H]2O)C(C)(C)C)O NPC184641 n.a. CHEMBL1426408 14992068 C22H26O6 386.17 -0.0092 3.22 3.964 0 1 66.38 9 4 28 0 InChI=1S/C22H26O6/c1-11-6-13-9-16-20(28-10-27-16)19(23)17(13)18-14(7-12(11)2)8-15(24-3)21(25-4)22(18)26-5/h8-9,11-12,23H,6-7,10H2,1-5H3/t11-,12+/m1/s1 PDDXWOMYBJCSQB-NEPJUHHUSA-N COc1c(OC)c(OC)cc2c1c1c(C[C@H]([C@H](C2)C)C)cc2c(c1O)OCO2 NPC184684 n.a. CHEMBL518108 16728078 C22H26O6 386.17 -0.0092 3.22 3.964 0 1 66.38 9 4 28 0 InChI=1S/C22H26O6/c1-11-6-13-9-16-20(28-10-27-16)19(23)17(13)18-14(7-12(11)2)8-15(24-3)21(25-4)22(18)26-5/h8-9,11-12,23H,6-7,10H2,1-5H3/t11-,12+/m0/s1 PDDXWOMYBJCSQB-NWDGAFQWSA-N COc1c(OC)c(OC)cc2c1c1c(C[C@@H]([C@@H](C2)C)C)cc2c(c1O)OCO2 NPC184747 n.a. CHEMBL509571 11600035 C38H46O11 678.3 0.1058 4.43 9.23 11 0 140.73 22 5 49 3 InChI=1S/C38H46O11/c1-22(2)18-31(41)44-21-37-30(48-35(43)27-16-12-9-13-17-27)20-28-32(45-24(4)39)38(37,49-36(28,6)7)23(3)19-29(33(37)46-25(5)40)47-34(42)26-14-10-8-11-15-26/h8-17,22-23,28-30,32-33H,18-21H2,1-7H3/t23-,28-,29+,30+,32-,33+,37-,38-/m1/s1 BLOHSDHMGDNCOV-UDJQVXKASA-N CC(CC(=O)OC[C@@]12[C@@H](OC(=O)c3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@H](C[C@@H]([C@@H]1OC(=O)C)OC(=O)c1ccccc1)C)OC(=O)C)C NPC184928 n.a. CHEMBL2386333 71726170 C28H40O7 488.28 0.6572 3.77 4.279 1 0 64.61 19 3 35 0 InChI=1S/C28H40O7/c1-15(2)14-35-24-17(4)16(3)11-18-12-20(29-5)25(31-7)27(33-9)22(18)23-19(24)13-21(30-6)26(32-8)28(23)34-10/h12-13,15-17,24H,11,14H2,1-10H3/t16-,17-,24+/m0/s1 VLURTMXFQXKLON-WOGXIUBCSA-N COc1cc2[C@H](OCC(C)C)[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c(c(c3)OC)OC NPC188104 n.a. CHEMBL443738 NA C11H8N2O3S2 280 0.3703 1.9 0.763 4 2 136.32 4 3 18 0 InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m1/s1 BJGNCJDXODQBOB-SSDOTTSWSA-N OC(=O)[C@H]1CSC(=N1)c1nc2c(s1)cc(cc2)O NPC189126 n.a. CHEMBL3235841 90670869 C41H62O14 778.41 -3.1054 4.43 2.122 14 2 159.06 17 8 55 1 InChI=1S/C41H62O14/c1-20-36(43)29(45-6)16-34(49-20)54-37-21(2)50-32(15-28(37)42)55-38-22(3)51-33(17-30(38)46-7)52-25-12-13-40(4)24(14-25)9-10-26-27(40)11-8-23-18-47-41(5)35(23)31(19-48-41)53-39(26)44/h9,18,20-22,25-38,42-43H,8,10-17,19H2,1-7H3/t20-,21+,22+,25-,26-,27-,28-,29+,30+,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-/m0/s1 UTQDRWSHVALSEO-VNVYXMEHSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(=CC[C@H]4[C@@H]3CCC3=CO[C@@]5([C@H]3[C@H](OC4=O)CO5)C)C2)C)O[C@@H]([C@H]1O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@@H](OC)[C@H]([C@@H](O1)C)O)C NPC189663 n.a. CHEMBL1164920 5321010 C20H28O6 364.19 -1.9745 3 0.248 6 4 107.22 6 3 26 0 InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20+/m0/s1 SDHTXBWLVGWJFT-XKCURVIJSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C NPC189782 n.a. CHEMBL282984 10000015 C21H21NO6 383.14 -0.6712 3 1.39 4 1 86.58 7 4 28 0 InChI=1S/C21H21NO6/c1-11(23)22-15-6-4-12-8-18-20(28-10-27-18)21(26-3)19(12)13-5-7-17(25-2)16(24)9-14(13)15/h5,7-9,15H,4,6,10H2,1-3H3,(H,22,23)/t15-/m0/s1 DCYAJVOKJAFSES-HNNXBMFYSA-N COc1c2c(CC[C@@H](c3c2ccc(c(=O)c3)OC)N=C(O)C)cc2c1OCO2 NPC190461 n.a. CHEMBL1412163 398788 C21H23NO4 353.16 0.1755 3.22 2.52 1 0 40.16 9 4 26 0 InChI=1S/C21H23NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h8-11H,6-7H2,1-5H3 RZUHGAKUNBFQJS-UHFFFAOYSA-N COc1cc2c(cc1OC)cc1c3c2c(OC)c(OC)cc3CCN1C NPC190827 n.a. CHEMBL3357414 12112093 C20H34O2 306.26 0.3632 3.44 6.525 2 2 40.46 6 4 22 1 InChI=1S/C20H34O2/c1-17(2)8-4-9-18(3)15(17)7-10-19-11-14(5-6-16(18)19)20(22,12-19)13-21/h14-16,21-22H,4-13H2,1-3H3/t14-,15-,16+,18-,19+,20-/m1/s1 LCYWCTWYVKIBSA-FUPFEQNASA-N OC[C@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)C(C)(C)CCC1)C NPC191193 n.a. CHEMBL507766 10581238 C45H47NO13 809.3 -1.6487 4.87 6.686 14 4 215.55 21 7 59 3 InChI=1S/C45H47NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33,35-36,38,48,50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30-,31+,33-,35+,36-,38-,43+,44-,45+/m0/s1 CJCYABFPESVRKC-QRTSWCPHSA-N CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)N=C(c3ccccc3)O)O)C(=C(C2(C)C)C(=O)C1=O)C)C)O NPC192334 n.a. CHEMBL3809007 70698149 C40H44O14 748.27 -0.5795 4.32 -0.89 14 3 201.42 9 10 54 1 InChI=1S/C40H44O14/c1-16-8-9-50-26(41)6-7-27(42)51-14-18-19-12-24-35(3,20-10-23(20)38(24,48)15-52-31(16)43)25-13-37(47)22-11-21(22)36(4)30(37)29(39(19,25)53-33(18)45)28-17(2)32(44)54-40(28,49-5)34(36)46/h8,20-25,34,46-48H,6-7,9-15H2,1-5H3/b16-8+/t20-,21-,22+,23+,24-,25+,34-,35+,36+,37+,38+,39+,40+/m1/s1 NASSYBOEZYWDCR-CTCIEULHSA-N CO[C@]12OC(=O)C(=C1C1=C3[C@]([C@H]2O)(C)[C@@H]2C[C@@H]2[C@]3(C[C@@H]2[C@@]31OC(=O)C1=C3C[C@@H]3[C@]2(C)[C@@H]2C[C@@H]2[C@@]3(O)COC(=O)/C(=C/COC(=O)CCC(=O)OC1)/C)O)C NPC192768 n.a. CHEMBL1494954 12300156 C19H21NO4 327.15 -0.8847 3 1.547 1 2 62.16 7 4 24 0 InChI=1S/C19H21NO4/c1-20-14-4-10-6-16(21)19(24-3)9-13(10)15(20)5-11-7-18(23-2)17(22)8-12(11)14/h6-9,14-15,21-22H,4-5H2,1-3H3/t14-,15-/m0/s1 JLYWCHLTLCGOMW-GJZGRUSLSA-N COc1cc2c(cc1O)C[C@@H]1N([C@H]2Cc2c1cc(c(c2)OC)O)C NPC192813 n.a. CHEMBL1081416 10067332 C19H24O7 364.15 -1.3358 2.78 -0.815 7 3 121.13 7 4 26 0 InChI=1S/C19H24O7/c1-6-5-8(20)15(23)18(3)9(6)11(21)16(24)19(4)10-7(2)13(26-17(10)25)12(22)14(18)19/h5,7,9-15,21-23H,1-4H3/t7-,9-,10-,11-,12+,13-,14-,15-,18+,19+/m1/s1 YDFWBQALFJSIRX-LYGXSPTJSA-N O=C1C=C(C)[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@@H](O)[C@@H]3OC(=O)[C@H]([C@@]1(C(=O)[C@@H]2O)C)[C@H]3C NPC195116 n.a. CHEMBL3613719 107793 C42H68O13 780.47 -2.3562 4.65 3.954 13 8 207.99 21 8 55 2 InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1 KYWSCMDFVARMPN-LCSVLAELSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC195297 n.a. CHEMBL2337722 71717083 C45H74O18 902.49 -4.6226 4.43 2.157 18 10 276.14 23 9 63 2 InChI=1S/C45H74O18/c1-18-8-11-45(56-17-18)19(2)30-27(63-45)13-24-22-7-6-21-12-26(25(48)14-44(21,5)23(22)9-10-43(24,30)4)58-42-39(62-40-35(53)33(51)31(49)20(3)57-40)37(55)38(29(16-47)60-42)61-41-36(54)34(52)32(50)28(15-46)59-41/h18-42,46-55H,6-17H2,1-5H3/t18-,19+,20+,21+,22-,23+,24+,25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37+,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1 JAZQCVQBFDSLCR-FOCIPAOBSA-N OC[C@H]1O[C@@H](O[C@@H]2C[C@@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@]2([C@H]4C[C@H]3[C@@H]2[C@@H]([C@]2(O3)CC[C@H](CO2)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC195647 n.a. CHEMBL521803 10459206 C28H36O9 516.24 0.2295 3.55 5.546 9 0 114.43 16 4 37 1 InChI=1S/C28H36O9/c1-15-13-21(33-16(2)29)24(35-18(4)31)27(7)22(36-25(32)19-11-9-8-10-12-19)14-20-23(34-17(3)30)28(15,27)37-26(20,5)6/h8-12,15,20-24H,13-14H2,1-7H3/t15-,20-,21+,22+,23-,24+,27-,28-/m1/s1 BGJHHQRHKDDKIR-OKPVOZINSA-N CC(=O)O[C@H]1C[C@@H](C)[C@@]23[C@]([C@H]1OC(=O)C)(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)C)C(O2)(C)C NPC199965 n.a. CHEMBL598159 46233487 C21H34O4 350.25 -0.2676 3.33 4.352 4 2 66.76 8 4 25 0 InChI=1S/C21H34O4/c1-18-8-4-9-19(2,17(23)25-3)15(18)7-10-20-11-14(5-6-16(18)20)21(24,12-20)13-22/h14-16,22,24H,4-13H2,1-3H3/t14-,15+,16+,18-,19-,20+,21+/m1/s1 CZYWWRRSTIZTFL-SJIZYOMUSA-N COC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@H](C1)[C@@](C3)(O)CO)C NPC200836 n.a. CHEMBL504142 NA C14H8N2O2 236.06 -0.734 2.56 1.635 3 1 55.12 1 4 18 0 InChI=1S/C14H8N2O2/c17-11-3-1-2-10-13(11)8-6-7-15-9-4-5-12(18)16(10)14(8)9/h1-7,17H KXFAUPPCQVBDBN-UHFFFAOYSA-N Oc1cccc2c1c1ccnc3c1n2c(=O)cc3 NPC201820 n.a. CHEMBL7378 454258 C22H24O5 368.16 0.6857 3.33 3.458 2 0 61.83 7 4 27 0 InChI=1S/C22H24O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12H,6-7H2,1-5H3/t11-,12+/m0/s1 HQVBDUZROQMWRN-NWDGAFQWSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2C(=O)[C@H]([C@H](O1)C)C NPC202146 n.a. CHEMBL1592444 6432709 C15H26O 222.2 1.3573 3 5.176 1 1 20.23 5 3 16 1 InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10?,11?,12?,14-,15?/m0/s1 SVURIXNDRWRAFU-RVLYAHEQSA-N CC1CCC2C31CC[C@](C(C3)C2(C)C)(C)O NPC202768 n.a. CHEMBL1197637 160876 C20H18NO4 336.12 -1.583 3.11 2.896 0 0 40.8 4 5 25 0 InChI=1S/C20H18NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1 FPJQGFLUORYYPE-UHFFFAOYSA-N COc1cc2c(cc1OC)CC[n+]1c2cc2ccc3c(c2c1)OCO3 NPC203005 n.a. CHEMBL1651042 53319040 C35H48N2O6 592.35 0.2279 4.43 5.523 8 2 104.12 15 7 43 1 InChI=1S/C35H48N2O6/c1-19(37(6)7)26-24(39)17-34(5)23-15-25(42-20(2)38)28-32(3)18-41-27(29(32)36-31(40)21-11-9-8-10-12-21)30-35(28,43-30)16-22(23)13-14-33(26,34)4/h8-13,19,23-30,39H,14-18H2,1-7H3,(H,36,40)/t19-,23+,24+,25-,26-,27-,28-,29-,30+,32-,33+,34-,35-/m0/s1 OMPGPMBHVLLRMF-FGCNPPJOSA-N CC(=O)O[C@H]1C[C@@H]2C(=CC[C@]3([C@@]2(C)C[C@H]([C@@H]3[C@@H](N(C)C)C)O)C)C[C@@]23[C@@H]1[C@]1(C)CO[C@H]([C@H]3O2)[C@@H]1N=C(c1ccccc1)O NPC203354 n.a. CHEMBL3792557 NA C43H72O13 796.5 -1.8106 4.76 4.454 13 8 207.99 24 7 56 2 InChI=1S/C43H72O13/c1-21-29(47)34(56-36-32(50)31(49)30(48)25(19-44)54-36)33(51)37(53-21)55-28-11-12-40(6)26(39(28,4)5)10-13-41(7)35(40)24(52-9)16-22-23-17-38(2,3)14-15-43(23,20-45)27(46)18-42(22,41)8/h16,21,23-37,44-51H,10-15,17-20H2,1-9H3/t21-,23+,24-,25-,26+,27+,28+,29+,30-,31+,32-,33-,34+,35-,36+,37+,40+,41-,42-,43-/m1/s1 JVUSSFLOGJOFHV-BGYKETSFSA-N CO[C@@H]1C=C2[C@@H]3CC(C)(C)CC[C@]3(CO)[C@H](C[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C([C@@H]1CC2)(C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)C)C)O NPC204552 n.a. CHEMBL3120500 13936707 C20H26O9 410.16 -2.6417 2.67 -0.59 9 5 153.75 8 5 29 0 InChI=1S/C20H26O9/c1-7-4-10(21)13(23)17(3)9(7)5-11-18-6-28-20(27,16(17)18)12(22)8(2)19(18,26)14(24)15(25)29-11/h4,8-9,11-14,16,22-24,26-27H,5-6H2,1-3H3/t8-,9-,11+,12+,13+,14-,16+,17+,18+,19-,20-/m0/s1 PKICXNXDFYYYGH-QWRBDCSPSA-N CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@H]1OC(=O)[C@@H]([C@@]3([C@]41[C@@H]2[C@@](O)(OC4)[C@@H]([C@@H]3C)O)O)O)C)O NPC206001 n.a. CHEMBL3596684 NA C17H24O5 308.16 0.366 2.78 1.177 5 1 72.83 10 2 22 0 InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1 QKUFZFLZBUSEHN-CZLJMHDISA-N CC(=O)OCCC[C@@H](C1=C(C)C[C@@H]2[C@H]([C@@H]1O)C(=C)C(=O)O2)C NPC207845 n.a. CHEMBL3581712 NA C42H70O14 798.48 -1.5685 4.54 3.703 14 9 236.06 27 6 56 2 InChI=1S/C42H70O14/c1-19(2)22(43)11-15-42(9,56-37-34(51)32(49)30(47)25(55-37)18-53-36-33(50)31(48)29(46)20(3)54-36)21-10-13-41(8)28(21)23(44)16-27-39(6)17-24(45)35(52)38(4,5)26(39)12-14-40(27,41)7/h20-21,23-37,44-52H,1,10-18H2,2-9H3/t20-,21-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33+,34+,35-,36+,37-,39-,40+,41+,42-/m0/s1 DZHYECDDAAWKHM-VHFHZVDJSA-N C[C@]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)C[C@@H](O)[C@@H](C2(C)C)O)C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)CCC(=O)C(=C)C NPC208998 n.a. CHEMBL1080347 10883790 C20H28O8 396.18 -1.9276 2.78 0.102 8 5 144.52 9 4 28 0 InChI=1S/C20H28O8/c1-7-5-10(21)15(24)18(3)9(7)6-11-19(4)14(18)13(23)12(22)8(2)20(19,27)16(25)17(26)28-11/h5,8-9,11-16,22-25,27H,6H2,1-4H3/t8-,9-,11+,12+,13-,14+,15+,16-,18-,19+,20-/m0/s1 NWNMAVFXIRDAPM-RELKVJPISA-N CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@H]1OC(=O)[C@@H]([C@@]3([C@]1([C@@H]2[C@@H](O)[C@@H]([C@@H]3C)O)C)O)O)C)O NPC209666 n.a. CHEMBL600715 540327 C15H24O5 284.16 0.2487 2.56 2.815 5 1 57.15 4 3 20 0 InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3 BJDCWCLMFKKGEE-UHFFFAOYSA-N OC1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3 NPC210005 n.a. CHEMBL1081240 15173195 C19H22O6 346.14 -0.422 2.89 -0.607 6 2 100.9 6 4 25 0 InChI=1S/C19H22O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5-6,8,12-16,22-23H,1-4H3/t8-,12-,13+,14-,15-,16-,18+,19+/m1/s1 PKCDREAJEQQORV-FMXIYLAGSA-N O=C1C=C(C)C2=CC(=O)[C@@]3([C@@H]([C@]2([C@@H]1O)C)[C@@H](O)[C@@H]1OC(=O)[C@H]3[C@H]1C)C NPC210048 n.a. CHEMBL1517104 10342974 C25H24O7 436.15 0.3086 3.44 2.267 2 3 105.45 9 5 32 0 InChI=1S/C25H24O7/c1-13(2)7-10-24-22(28)20-19(12-17-15(21(20)27)8-9-23(3,4)30-17)32-25(24,29)16-6-5-14(26)11-18(16)31-24/h5-9,11-12,26-27,29H,10H2,1-4H3 GPSKVSZZHKDRDQ-UHFFFAOYSA-N CC(=CCC12Oc3c(C2(O)Oc2c(C1=O)c(O)c1c(c2)OC(C=C1)(C)C)ccc(c3)O)C NPC210591 n.a. CHEMBL493022 44593483 C33H38O7 546.26 0.4243 4.32 9.82 7 0 88.13 14 5 40 1 InChI=1S/C33H38O7/c1-21-16-18-26(37-22(2)34)32(5)27(38-30(36)24-14-10-7-11-15-24)20-25-29(33(21,32)40-31(25,3)4)39-28(35)19-17-23-12-8-6-9-13-23/h6-15,17,19,21,25-27,29H,16,18,20H2,1-5H3/b19-17+/t21-,25-,26+,27+,29-,32+,33-/m1/s1 HYPWFAUBYBMXNJ-DMRFDBRWSA-N CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)/C=C/c1ccccc1)C(O2)(C)C)C NPC212799 n.a. CHEMBL1082369 46871720 C25H35NO2 381.27 0.2279 3.88 6.454 3 1 40.54 7 5 28 1 InChI=1S/C25H35NO2/c1-15(27)26-17-9-7-6-8-16(17)22-18(26)14-20-24(4)13-11-21(28)23(2,3)19(24)10-12-25(20,22)5/h6-9,18-22,28H,10-14H2,1-5H3/t18-,19-,20-,21+,22-,24-,25+/m0/s1 OGSHVAKUSGJWTH-FQBMDWTRSA-N CC(=O)N1[C@H]2C[C@@H]3[C@@]([C@H]2c2c1cccc2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O NPC214125 n.a. CHEMBL1085045 670971 C12H16N2O 204.13 -0.6522 2.45 -0.012 3 0 23.55 1 3 15 0 InChI=1S/C12H16N2O/c1-13-6-9-5-10(8-13)11-3-2-4-12(15)14(11)7-9/h2-4,9-10H,5-8H2,1H3/t9-,10+/m0/s1 CULUKMPMGVXCEI-VHSXEESVSA-N CN1C[C@@H]2C[C@H](C1)c1n(C2)c(=O)ccc1 NPC215029 n.a. CHEMBL597155 46233508 C21H32O4 348.23 -0.3133 3.33 2.889 4 2 66.76 8 4 25 0 InChI=1S/C21H32O4/c1-18-8-4-9-19(2,17(23)25-3)15(18)7-10-20-11-14(5-6-16(18)20)21(24,12-20)13-22/h6,14-15,22,24H,4-5,7-13H2,1-3H3/t14-,15+,18-,19-,20+,21+/m1/s1 UBEILRHMVIGONT-CAZMEZRKSA-N COC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13C2=CC[C@H](C1)[C@@](C3)(O)CO)C NPC215364 n.a. CHEMBL512307 24970923 C20H24O6 360.16 2.5826 3 1.988 6 1 82.06 4 3 26 0 InChI=1S/C20H24O6/c1-12-9-15-11-14(19(22)24-15)5-4-7-20(3,26-23)8-6-16-13(2)18(21)25-17(16)10-12/h4,7,10-11,15-17,23H,2,5-6,8-9H2,1,3H3/b7-4+,12-10+/t15-,16-,17+,20-/m1/s1 WSXLFQQZQWNCIS-OPOAMCISSA-N OO[C@]1(C)/C=C/CC2=C[C@H](OC2=O)C/C(=C/[C@H]2[C@H](CC1)C(=C)C(=O)O2)/C NPC215892 n.a. CHEMBL500852 14355298 C45H49NO13 811.32 -2.0023 4.87 6.325 14 5 218.71 22 7 59 3 InChI=1S/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30+,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1 TYLVGQKNNUHXIP-DIYBZAJCSA-N CC(=O)O[C@@]12CO[C@@H]1C[C@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)N=C(c3ccccc3)O)O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O NPC215893 n.a. CHEMBL3358080 71722009 C20H30O3 318.22 0.1776 3.33 4.505 3 2 57.53 6 4 23 0 InChI=1S/C20H30O3/c1-18-7-3-8-19(2,17(22)23)15(18)6-9-20-10-13(4-5-16(18)20)14(11-20)12-21/h11,13,15-16,21H,3-10,12H2,1-2H3,(H,22,23)/t13-,15+,16+,18-,19-,20+/m1/s1 XEQHVCXFKPCQNM-PMHNSBFUSA-N OCC1=C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C NPC216221 n.a. CHEMBL2419312 73355237 C23H20N4OS 400.14 1.4853 3.33 4.194 5 2 98.64 7 5 29 0 InChI=1S/C23H20N4OS/c1-3-13(2)23(28)25-11-9-16-19-18-15(14-6-4-5-7-17(14)27-19)8-10-24-20(18)21-22(16)29-12-26-21/h3-8,10,12,27H,9,11H2,1-2H3,(H,25,28)/b13-3+ XXJNWQJWTGMXFZ-QLKAYGNNSA-N C/C=C(/C(=NCCc1c2scnc2c2c3c1[nH]c1ccccc1c3ccn2)O)\C NPC218123 n.a. CHEMBL3233979 25208914 C22H32O6 392.22 -1.0745 3.22 2.524 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-14-15(24)16(25)17-21(5)8-6-7-20(3,4)12(21)9-13(28-11(2)23)22(17,18(10)26)19(14)27/h12-17,19,24-25,27H,1,6-9H2,2-5H3/t12-,13-,14-,15-,16+,17+,19-,21-,22-/m1/s1 RMMOXMPERYSBTK-ZNOXZNBMSA-N CC(=O)O[C@@H]1C[C@@H]2C(C)(C)CCC[C@]2([C@H]2[C@@]31[C@H](O)[C@H](C(=C)C3=O)[C@H]([C@@H]2O)O)C NPC218300 n.a. CHEMBL334946 455252 C25H22O5 402.15 0.86 3.66 5.593 2 0 61.83 5 5 30 1 InChI=1S/C25H22O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14H,1-4H3/t13-,14-/m1/s1 YRHQANFINIANSK-ZIAGYGMSSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2C(=O)[C@@H]1C)oc(=O)cc3c1ccccc1)(C)C NPC220216 n.a. CHEMBL245979 5460449 C26H38O7 462.26 0.9736 3.55 2.971 7 1 99.13 14 3 33 0 InChI=1S/C26H38O7/c1-13-11-20(32-16(4)28)23-24(33-17(5)29)22-14(2)19(31-15(3)27)9-10-26(22,8)12-18(30)21(13)25(23,6)7/h18-20,22-24,30H,2,9-12H2,1,3-8H3/t18-,19-,20-,22-,23-,24-,26-/m0/s1 RAKDXBHPGCOTQG-SFPMZPPXSA-N CC(=O)O[C@H]1CC[C@@]2([C@@H](C1=C)[C@H](OC(=O)C)[C@@H]1[C@@H](OC(=O)C)CC(=C([C@H](C2)O)C1(C)C)C)C NPC220757 n.a. CHEMBL3809357 71591590 C36H42O10 634.28 0.5386 4.32 1.064 10 3 156.66 16 8 46 0 InChI=1S/C36H42O10/c1-7-14(2)30(40)45-13-35(43)22-10-21(22)33(4)23(35)11-20-18(12-37)32(42)46-36(20)24(33)9-17-16-8-19(16)34(5)26(17)27(36)25(28(38)29(34)39)15(3)31(41)44-6/h7,16,19,21-24,27,29,37,39,43H,8-13H2,1-6H3/b14-7+,25-15-/t16-,19-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1 KDKIOCIPCJDWMT-ADSFGAOYSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@@]1(O)COC(=O)/C(=C/C)/C)CO)[C@@H]1[C@H]2C1)C)/C NPC22079 n.a. CHEMBL295234 NA C12H12N2 184.1 -0.4731 2.56 2.385 2 1 28.15 1 3 14 0 InChI=1S/C12H12N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,14H,6-7H2,1H3 CWOYLIJQLSNRRN-UHFFFAOYSA-N CC1=NCCc2c1[nH]c1c2cccc1 NPC220974 n.a. CHEMBL503000 10674014 C32H44O7 540.31 1.845 4.21 5.443 7 1 106.97 14 5 39 1 InChI=1S/C32H44O7/c1-17(2)14-19(34)15-20-26-23(39-27(20)35)16-31(6)22-8-9-24-29(4,21(22)10-13-30(26,31)5)12-11-25(38-18(3)33)32(24,7)28(36)37/h8,14,20-21,23-26H,9-13,15-16H2,1-7H3,(H,36,37)/t20-,21+,23+,24-,25-,26-,29-,30+,31-,32+/m1/s1 FILHRDIXAYLUHH-XTURJDPMSA-N CC(=O)O[C@@H]1CC[C@]2([C@H]([C@]1(C)C(=O)O)CC=C1[C@@H]2CC[C@@]2([C@]1(C)C[C@H]1[C@H]2[C@@H](CC(=O)C=C(C)C)C(=O)O1)C)C NPC22133 n.a. CHEMBL523455 21626061 C29H46O2 426.35 1.3998 4.43 9.978 2 1 37.3 11 5 31 1 InChI=1S/C29H46O2/c1-19(8-7-9-20(2)30)21-12-14-27(6)23-11-10-22-25(3,4)24(31)13-15-28(22)18-29(23,28)17-16-26(21,27)5/h7,9,19,21-24,31H,8,10-18H2,1-6H3/b9-7+/t19-,21-,22+,23+,24+,26-,27+,28-,29+/m1/s1 WNTCMDLOMSFFPE-GXBJFGSMSA-N CC(=O)/C=C/C[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C NPC222661 n.a. CHEMBL492604 275968 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m1/s1 XGEAUXVPBXUBKN-IZLXSDGUSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(c(c2)Oc2ccc(C3)cc2)O)C)cc(c1O)OC)C NPC223386 n.a. CHEMBL2111688 C7H15NO5 193.1 -2.9507 1.57 -1.172 6 6 113.18 7 1 13 1 InChI=1S/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3-,4-,5-,6+,7-/m1/s1 CLVUFWXGNIFGNC-BNWJMWRWSA-N OC[C@H]1N[C@H](CO)[C@H]([C@H]([C@H]1O)O)O NPC223413 n.a. CHEMBL3809642 16078250 C33H38O7 546.26 1.9251 4.32 2.099 4 2 102.29 14 4 40 0 InChI=1S/C33H38O7/c1-17(2)8-9-21-27-20(11-12-30(4,5)38-27)25(35)24-26(36)22-14-19-15-23-31(6,7)40-32(29(19)37,13-10-18(3)16-34)33(22,23)39-28(21)24/h8,10-12,14,19,23,34-35H,9,13,15-16H2,1-7H3/b18-10+/t19-,23?,32+,33-/m0/s1 UWZMGTSPGQXAAP-VHRVKJKHSA-N OC/C(=C/C[C@@]12OC(C3[C@@]42Oc2c(C(=O)C4=C[C@H](C1=O)C3)c(O)c1c(c2CC=C(C)C)OC(C=C1)(C)C)(C)C)/C NPC224491 n.a. CHEMBL3577079 C34H36O7 556.25 1.804 4.43 7.887 7 1 99.13 13 5 41 1 InChI=1S/C34H36O7/c1-22-12-11-17-26-32(2,19-18-23-20-27(35)39-21-23)34(4,38)29(41-31(37)25-15-9-6-10-16-25)28(33(22,26)3)40-30(36)24-13-7-5-8-14-24/h5-10,12-16,18-20,26,28-29,38H,11,17,21H2,1-4H3/b19-18+/t26-,28+,29+,32-,33+,34+/m1/s1 KFCDYFIEEUOHGO-BIBCMZCLSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1)C NPC224921 n.a. CHEMBL384120 44334030 C56H42O12 906.27 -5.5386 6.3 8.118 0 10 220.76 15 12 68 2 InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46-,51-,52-,53-,54-,55+,56+/m1/s1 YQQUILZPDYJDQJ-KGDQSQJYSA-N Oc1ccc(cc1)[C@H]1[C@H]([C@H]2[C@H](c3ccc(cc3)O)c3c(O)cc(cc3[C@@H]3c4c2cc(O)cc4O[C@H]3c2ccc(cc2)O)O)c2cc(O)cc3c2[C@@H](c2c1c(O)cc(c2)O)[C@@H](O3)c1ccc(cc1)O NPC225283 n.a. CHEMBL2062863 70690654 C15H20O6 296.13 -1.0361 2.45 0.27 6 3 96.22 6 3 21 0 InChI=1S/C15H20O6/c1-8-5-10(17)12-9(7-16)13(18)20-11(12)6-14(2)3-4-15(8,19)21-14/h6,8,10,16-17,19H,3-5,7H2,1-2H3/b11-6+/t8-,10+,14-,15+/m1/s1 HGVUPZFNJFDVQM-HEQUYQGPSA-N OCC1=C2[C@@H](O)C[C@@H](C)[C@]3(O[C@](/C=C\2/OC1=O)(C)CC3)O NPC225515 n.a. CHEMBL242491 NA C20H26O3 314.19 1.3205 3.33 5.4 3 1 54.37 7 3 23 1 InChI=1S/C20H26O3/c1-11(2)14-16(21)12-7-8-13-19(3,4)9-6-10-20(13,5)15(12)18(23)17(14)22/h7-8,11,13,22H,6,9-10H2,1-5H3/t13-,20-/m0/s1 UAZRHHCHUYOJQV-RBZFPXEDSA-N O=C1C(=C(C(C)C)C(=O)C2=C1[C@@]1(C)CCCC([C@@H]1C=C2)(C)C)O NPC225597 n.a. CHEMBL512669 44559503 C17H19NO5 317.13 -1.4593 2.67 -0.057 4 2 71.39 4 5 23 0 InChI=1S/C17H19NO5/c1-21-9-2-3-17-11-6-13-12(22-8-23-13)5-10(11)16(20)18(7-15(17)19)14(17)4-9/h2-3,5-6,9,14-16,19-20H,4,7-8H2,1H3/t9-,14-,15+,16?,17+/m0/s1 ZSTPNQLNQBRLQF-KTZSIVBYSA-N CO[C@H]1C=C[C@@]23[C@H](C1)N(C[C@H]2O)C(c1c3cc2OCOc2c1)O NPC22571 n.a. CHEMBL2375487 71712508 C37H46O8 618.32 0.687 4.65 6.138 8 3 130.36 20 5 45 2 InChI=1S/C37H46O8/c1-6-7-8-9-10-11-15-18-29(39)45-37-30(34(37,4)5)27-20-25(22-38)21-35(42)28(19-23(2)31(35)40)36(27,43)24(3)32(37)44-33(41)26-16-13-12-14-17-26/h7-8,10-14,16-17,19-20,24,27-28,30,32,38,42-43H,6,9,15,18,21-22H2,1-5H3/b8-7-,11-10-/t24-,27+,28-,30-,32-,35-,36-,37-/m1/s1 HCPYBGDUUHWAPM-SKMAVYCASA-N CC/C=C\C/C=C\CCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC228980 n.a. CHEMBL1908847 644020 C15H26N2 234.21 -2.3058 2.89 2.12 2 0 6.48 0 4 17 0 InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1 SLRCCWJSBJZJBV-ZQDZILKHSA-N C1CC[C@@H]2N(C1)C[C@@H]1C[C@H]2CN2[C@@H]1CCCC2 NPC229128 n.a. CHEMBL3426660 C16H18O5 290.12 1.3444 2.67 2.102 2 0 61.83 9 2 21 0 InChI=1S/C16H18O5/c1-16(2,9-17)8-11-13(20-4)7-12(19-3)10-5-6-14(18)21-15(10)11/h5-7,9H,8H2,1-4H3 LSRWIDNPKXLEGE-UHFFFAOYSA-N O=CC(Cc1c(OC)cc(c2c1oc(=O)cc2)OC)(C)C NPC229632 n.a. CHEMBL3421660 C25H26O6 422.17 1.8034 3.55 3.559 1 1 74.22 11 4 31 0 InChI=1S/C25H26O6/c1-13(2)7-8-15-20-17(12-19(28-5)24(15)29-6)30-18-11-16-14(9-10-25(3,4)31-16)22(26)21(18)23(20)27/h7,9-12,26H,8H2,1-6H3 XMZHFNRJGBRHGV-UHFFFAOYSA-N COc1cc2oc3cc4OC(C)(C)C=Cc4c(c3c(=O)c2c(c1OC)CC=C(C)C)O NPC230098 n.a. CHEMBL1922157 54764247 C32H47NO5 525.35 -4.4051 4.32 8.164 4 1 68.23 18 5 38 2 InChI=1S/C32H47NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-29(35)38-32-26(34)18-23-16-17-33-21-24-19-27-28(37-22-36-27)20-25(24)30(32)31(23)33/h18-20,26,30-32,34H,2-17,21-22H2,1H3/t26-,30-,31+,32+/m0/s1 ISEQNYHFMBKSNB-HOXVFRLBSA-N CCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](O)C=C2[C@@H]3[C@@H]1c1cc4OCOc4cc1CN3CC2 NPC2314 n.a. CHEMBL1556795 12313750 C20H21NO5 355.14 -0.6754 3 1.445 2 1 60.39 5 5 26 0 InChI=1S/C20H21NO5/c1-23-15-4-3-12-14(20(15)24-2)9-21-6-5-11-7-16-17(26-10-25-16)8-13(11)18(21)19(12)22/h3-4,7-8,18-19,22H,5-6,9-10H2,1-2H3/t18-,19-/m1/s1 FLSSXYPKPLFNLK-RTBURBONSA-N COc1c(OC)ccc2c1CN1CCc3c([C@@H]1[C@@H]2O)cc1c(c3)OCO1 NPC231774 n.a. CHEMBL1089642 NA C15H14O4 258.09 0.5986 2.67 2.546 3 2 74.6 6 2 19 0 InChI=1S/C15H14O4/c1-8(2)6-7-10-13(17)12-9(14(18)15(10)19)4-3-5-11(12)16/h3-6,16,19H,7H2,1-2H3 XOFJIZXNAOYRAW-UHFFFAOYSA-N CC(=CCC1=C(O)C(=O)c2c(C1=O)c(O)ccc2)C NPC232564 n.a. CHEMBL521034 10092398 C24H32O5 400.22 -0.0585 3.55 3.918 5 1 71.59 4 7 29 0 InChI=1S/C24H32O5/c1-21-8-5-14(25)11-13(21)3-4-16-15(21)6-9-22(2)17(12-18-24(16,22)28-18)23-10-7-19(26)27-20(23)29-23/h7,10,13-18,20,25H,3-6,8-9,11-12H2,1-2H3/t13-,14+,15+,16-,17+,18-,20+,21+,22-,23-,24-/m1/s1 JZDMFDWKCWMAMI-LXXIVLROSA-N O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3C[C@@H]2[C@@]12C=CC(=O)O[C@H]2O1)C)C NPC232583 n.a. CHEMBL3813747 442050 C38H42O14 722.26 -1.5822 4.1 4.549 14 3 212.56 19 5 52 1 InChI=1S/C38H42O14/c1-18-26(50-33(44)22-14-10-8-11-15-22)24-31(48-20(3)39)37(7,47)35(46)38(24,52-21(4)40)29(42)19(2)28-32(49-28)36(5,6)30(43)25(41)27(18)51-34(45)23-16-12-9-13-17-23/h8-17,19,24-28,31-32,35,41,46-47H,1H2,2-7H3/t19-,24-,25+,26-,27-,28-,31+,32+,35-,37-,38+/m0/s1 JFOILMZFESGPDU-GXRLDEOZSA-N CC(=O)O[C@@H]1[C@@H]2[C@@H](OC(=O)c3ccccc3)C(=C)[C@H](OC(=O)c3ccccc3)[C@@H](O)C(=O)C([C@H]3[C@H]([C@@H](C(=O)[C@]2([C@H]([C@@]1(C)O)O)OC(=O)C)C)O3)(C)C NPC232924 n.a. CHEMBL483825 119204 C18H17NO2 279.13 0.092 3.11 3.896 1 0 21.7 1 5 21 0 InChI=1S/C18H17NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,9,14H,6-8,10H2,1H3/t14-/m1/s1 JCTYWRARKVGOBK-CQSZACIVSA-N CN1CCc2c3[C@H]1Cc1ccccc1c3c1c(c2)OCO1 NPC233029 n.a. CHEMBL165903 421259 C19H17NO4 323.12 -0.4659 3 2.439 1 0 40.16 1 6 24 0 InChI=1S/C19H17NO4/c1-20-14-2-10-4-16-18(23-8-21-16)6-12(10)15(20)3-11-5-17-19(7-13(11)14)24-9-22-17/h4-7,14-15H,2-3,8-9H2,1H3 PGINMPJZCWDQNT-UHFFFAOYSA-N CN1C2Cc3c(C1Cc1c2cc2OCOc2c1)cc1c(c3)OCO1 NPC233581 n.a. CHEMBL2375490 71712661 C35H46O10 626.31 -2.4058 4.21 5.499 10 4 159.82 22 5 45 2 InChI=1S/C35H46O10/c1-6-7-8-9-13-16-25(37)44-35-28(32(35,4)5)26-27(45-42)23(19-36)18-33(40)24(17-20(2)29(33)38)34(26,41)21(3)30(35)43-31(39)22-14-11-10-12-15-22/h10-12,14-15,17-18,21,24,26-28,30,36,40-42H,6-9,13,16,19H2,1-5H3/t21-,24-,26+,27+,28-,30-,33-,34+,35-/m1/s1 JEJIRRUCWWRJQY-PUZDGFOXSA-N CCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)[C@@H](OO)C(=C[C@]1([C@H]3C=C(C1=O)C)O)CO)O NPC23387 n.a. CHEMBL3235617 441812 C26H30O8 470.19 -0.0535 3.44 1.449 7 1 115.57 7 6 34 0 InChI=1S/C26H30O8/c1-22(2)15-10-16(28)25(5)18(23(15,3)8-6-17(29)33-22)14(27)11-24(4)19(13-7-9-31-12-13)32-21(30)20-26(24,25)34-20/h6-9,12,14-15,18-20,27H,10-11H2,1-5H3/t14-,15-,18+,19-,20+,23-,24-,25+,26+/m0/s1 OZGKITZRRFNYRV-CHALWBKJSA-N O=C1C=C[C@]2([C@H](C(O1)(C)C)CC(=O)[C@@]1([C@@H]2[C@@H](O)C[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1ccoc1)C)C)C NPC233910 n.a. CHEMBL13030 5184 C17H21NO4 303.15 -1.5511 2.78 2.496 5 1 62.3 7 4 22 0 InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3 STECJAGHUSJQJN-UHFFFAOYSA-N OCC(c1ccccc1)C(=O)OC1CC2N(C(C1)C1C2O1)C NPC234078 n.a. CHEMBL3559488 88100948;73391 C21H20N2O3 349.16 -2.0879 3.22 3.49 4 1 54.6 4 5 26 0 InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/p+1/t12-,15-,16+/m0/s1 WYTGDNHDOZPMIW-VBNZEHGJSA-O COC(=O)C1=CO[C@H]([C@@H]2[C@@H]1Cc1n(C2)ccc2=c3c(=[NH+]c12)cccc3)C NPC236585 n.a. CHEMBL483515 24899919 C24H32O8 448.21 -0.8132 3.22 2.012 8 1 116.2 10 4 32 0 InChI=1S/C24H32O8/c1-13-16-5-6-17-23(9-16,20(13)28)21(29)31-12-24(17)18(10-30-14(2)26)22(4,11-25)8-7-19(24)32-15(3)27/h16-19,25H,1,5-12H2,2-4H3/t16-,17-,18-,19+,22+,23+,24+/m1/s1 WUJRTWPLVYPKCG-QITKAHHGSA-N OC[C@]1(C)CC[C@@H]([C@@]2([C@@H]1COC(=O)C)COC(=O)[C@]13[C@H]2CC[C@H](C1)C(=C)C3=O)OC(=O)C NPC237044 n.a. CHEMBL251077 443672 C18H19NO5 329.13 -0.7373 2.78 0.514 4 1 68.23 4 5 24 0 InChI=1S/C18H19NO5/c1-9(20)24-18-13(21)4-10-2-3-19-7-11-5-14-15(23-8-22-14)6-12(11)16(18)17(10)19/h4-6,13,16-18,21H,2-3,7-8H2,1H3/t13-,16-,17+,18+/m0/s1 BIGUPJIJZYZJMV-VIBAHUMZSA-N CC(=O)O[C@@H]1[C@@H](O)C=C2[C@@H]3[C@@H]1c1cc4OCOc4cc1CN3CC2 NPC237259 n.a. CHEMBL463701 44566526 C30H40O7 512.28 -0.0602 3.99 3.997 6 1 95.2 12 6 37 0 InChI=1S/C30H40O7/c1-16(31)36-22-13-23(37-17(2)32)30(6)21-9-11-27(3)19(18-10-12-34-14-18)7-8-20(27)29(21,5)26(33)24-25(30)28(22,4)15-35-24/h8,10,12,14,19,21-26,33H,7,9,11,13,15H2,1-6H3/t19-,21-,22+,23-,24-,25-,26+,27-,28+,29-,30-/m0/s1 WGBLBVXSYGYVPN-DBWCOQHTSA-N CC(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]1(C)[C@H]1CC[C@@]4(C(=CC[C@H]4c4ccoc4)[C@]1(C)[C@@H]([C@H]3OC2)O)C)C NPC237901 n.a. CHEMBL22969 241903 C46H58N4O9 810.42 -1.9554 5.09 4.011 12 3 154.1 19 9 59 1 InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1 JXLYSJRDGCGARV-XQKSVPLYSA-N COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1 NPC238530 n.a. CHEMBL2314732 12313091 C19H19NO4 325.13 -0.5108 3 1.956 1 1 51.16 3 5 24 0 InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1 PQECCKIOFCWGRJ-HNNXBMFYSA-N COc1ccc2c(c1O)CN1[C@@H](C2)c2cc3OCOc3cc2CC1 NPC239954 n.a. CHEMBL1594741 NA C15H10N2O3 266.07 -1.2287 2.56 3.064 5 1 64.35 3 4 20 0 InChI=1S/C15H10N2O3/c1-20-14-11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(19)13(14)18/h2-7,18H,1H3 PGFKZUOYIFDMQJ-UHFFFAOYSA-N COc1c(O)c(=O)n2c3c1nccc3c1c2cccc1 NPC24014 n.a. CHEMBL522636 3001696 C20H32O3 320.24 -0.4712 3.33 4.445 3 2 57.53 6 4 23 0 InChI=1S/C20H32O3/c1-17(12-21)7-3-8-18(2)15(17)6-9-19-10-14(4-5-16(18)19)20(23,11-19)13-22/h12,14-16,22-23H,3-11,13H2,1-2H3/t14-,15-,16+,17+,18-,19+,20-/m1/s1 ACIODAKBJVREKJ-KSLKBLKXSA-N OC[C@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@](C)(C=O)CCC1)C NPC240279 n.a. CHEMBL2386336 5317812 C23H30O7 418.2 -0.2492 3.22 1.861 1 2 86.61 14 3 30 0 InChI=1S/C23H30O7/c1-12-8-13-9-15(24)19(27-4)21(29-6)17(13)18-14(11-23(12,2)25)10-16(26-3)20(28-5)22(18)30-7/h9-10,12,24-25H,8,11H2,1-7H3/t12-,23-/m0/s1 LZUYISWUVHJQPR-MYODQAERSA-N COc1cc2C[C@](C)(O)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c(c(c3)O)OC NPC240509 n.a. CHEMBL3358843 10384773 C20H22O7 374.14 -1.2546 2.89 -1.445 7 1 101.19 5 7 27 0 InChI=1S/C20H22O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,23H,4-7H2,1-3H3/t11-,12-,13-,16-,17+,18-,19+,20+/m0/s1 SVWZPKRMGJFEFO-COQXYOOISA-N O=C1OCC2=C1CC[C@]1([C@@]2(O)C[C@H]2[C@@]3([C@@]41O[C@H]4[C@@H]1O[C@@]1(C3=O)C(C)C)O2)C NPC241085 n.a. CHEMBL225922 5270670 C30H52O3 460.39 0.8209 4.43 9.572 3 3 60.69 15 5 33 1 InChI=1S/C30H52O3/c1-19(8-11-24(32)26(4,5)33)20-12-14-28(7)22-10-9-21-25(2,3)23(31)13-15-29(21)18-30(22,29)17-16-27(20,28)6/h19-24,31-33H,8-18H2,1-7H3/t19-,20-,21+,22+,23+,24-,27-,28+,29-,30+/m1/s1 BKRIPHYESIGPJC-LEDYUWLESA-N C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)CC[C@H](C(O)(C)C)O NPC24232 n.a. CHEMBL364132 10264769 C17H12O3 264.08 1.0388 3 4.772 1 0 39.44 2 4 20 0 InChI=1S/C17H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)20-17(18)14-10(2)8-19-16(13)14/h3-8H,1-2H3 LGZUUBFLEYOEEX-UHFFFAOYSA-N Cc1cccc2c1ccc1c2oc(=O)c2c1occ2C NPC242662 n.a. CHEMBL302324 155831 C45H49NO13 811.32 -2.0023 4.87 6.325 14 5 218.71 22 7 59 3 InChI=1S/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1 TYLVGQKNNUHXIP-MHHARFCSSA-N CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)N=C(c3ccccc3)O)O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O NPC242877 n.a. CHEMBL2062868 70692803 C23H30O8 434.19 1.4744 3.11 2.837 8 0 97.36 13 3 31 0 InChI=1S/C23H30O8/c1-7-13(2)20(25)29-17-10-14(3)23(27-6)9-8-22(5,31-23)11-18-19(17)16(21(26)30-18)12-28-15(4)24/h7,11,14,17H,8-10,12H2,1-6H3/b13-7+,18-11+/t14-,17+,22-,23+/m1/s1 CIBBPLMBWXKCDP-RRPNGBMBSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](C)[C@]2(OC)CC[C@](/C=C/3\C1=C(COC(=O)C)C(=O)O3)(O2)C)\C NPC243454 n.a. CHEMBL450175 9960485 C37H40N2O6 608.29 -0.2619 4.65 5.859 2 1 70.65 9 6 45 1 InChI=1S/C37H40N2O6/c1-39-15-13-24-19-31(41-3)33-21-27(24)29(39)17-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)40-2)16-28-35-25(12-14-38-28)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,38H,12-17H2,1-5H3/t28-,29+/m1/s1 BIQLCSCFEQRHME-WDYNHAJCSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@H]3NCC2)ccc4OC)cc1)C NPC243469 n.a. CHEMBL3357413 13816761 C20H34O2 306.26 0.3632 3.44 6.525 2 2 40.46 6 4 22 1 InChI=1S/C20H34O2/c1-17(2)8-4-9-18(3)15(17)7-10-19-11-14(5-6-16(18)19)20(22,12-19)13-21/h14-16,21-22H,4-13H2,1-3H3/t14-,15-,16+,18-,19+,20+/m1/s1 LCYWCTWYVKIBSA-URTLRTLISA-N OC[C@@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)C(C)(C)CCC1)C NPC243930 n.a. CHEMBL3325486 C23H24O11 476.13 -3.2747 2.78 0.534 6 5 164.37 13 4 34 0 InChI=1S/C23H24O11/c1-30-14-4-3-10(5-16(14)31-2)15-8-13(26)19-12(25)6-11(7-17(19)33-15)32-23-22(29)21(28)20(27)18(9-24)34-23/h3-8,18,20-25,27-29H,9H2,1-2H3/t18-,20-,21+,22-,23-/m1/s1 URUMYDGZBWVMMP-DODNOZFWSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC244256 n.a. CHEMBL1433686 589870 C12H14N2O2 218.11 -1.4714 2.34 -0.459 4 0 40.62 1 3 16 0 InChI=1S/C12H14N2O2/c15-8-13-5-9-4-10(7-13)11-2-1-3-12(16)14(11)6-9/h1-3,8-10H,4-7H2 PCYQRXYBKKZUSR-UHFFFAOYSA-N O=CN1CC2CC(C1)c1n(C2)c(=O)ccc1 NPC244385 n.a. CHEMBL3357164 C30H52O3 460.39 2.2077 4.43 8.054 3 3 60.69 15 4 33 1 InChI=1S/C30H52O3/c1-18(2)10-9-11-19(3)20-12-15-29(7)25(20)21(31)16-23-28(6)14-13-24(33)27(4,5)26(28)22(32)17-30(23,29)8/h10,19-26,31-33H,9,11-17H2,1-8H3/t19-,20-,21-,22+,23-,24+,25+,26+,28-,29-,30-/m1/s1 BBEUDPAEKGPXDG-GDOFUNGGSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)C)C NPC244427 n.a. CHEMBL374724 NA C14H12O3 228.08 0.7377 2.67 3.538 3 1 54.37 4 2 17 0 InChI=1S/C14H12O3/c1-8(2)7-11-12(15)9-5-3-4-6-10(9)13(16)14(11)17/h3-7,17H,1-2H3 HXRBQSOSCSKMTM-UHFFFAOYSA-N CC(=CC1=C(O)C(=O)c2c(C1=O)cccc2)C NPC245741 n.a. CHEMBL527011 44583829 C19H22N2O5 358.15 -2.9309 2.78 0.117 5 2 91.59 6 4 26 0 InChI=1S/C19H22N2O5/c1-3-14-19(24)11-9-26-16(15(19)22)18(8-12(11)20-14)10-6-4-5-7-13(10)21(25-2)17(18)23/h4-7,11-12,15-16,22,24H,3,8-9H2,1-2H3/t11-,12+,15+,16-,18+,19+/m1/s1 HVRXIIBZQVCBAF-UGHGSSRZSA-N CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@]3([C@H]([C@H]2OC[C@H]13)O)O)CC NPC246229 n.a. CHEMBL464376 23243692 C21H28O5 360.19 -0.3411 3.22 3.829 3 2 75.99 9 4 26 0 InChI=1S/C21H28O5/c1-10(2)11-9-12-13(15(23)14(11)22)21-8-6-7-20(3,4)18(21)17(16(12)25-5)26-19(21)24/h9-10,16-18,22-23H,6-8H2,1-5H3/t16-,17+,18-,21-/m0/s1 XNPVHIQPSAZTLC-NYUBLWNDSA-N CO[C@@H]1[C@H]2OC(=O)[C@]3([C@@H]2C(C)(C)CCC3)c2c1cc(C(C)C)c(c2O)O NPC246381 n.a. CHEMBL487389 C14H11NO3 241.07 -0.1339 2.56 1.484 2 1 59.42 4 3 18 0 InChI=1S/C14H11NO3/c1-7-5-6-15-12-10(7)13(16)8-3-4-9(18-2)14(17)11(8)12/h3-6,17H,1-2H3 ZHJQMWOBQVMZLS-UHFFFAOYSA-N COc1ccc2c(c1O)c1nccc(c1C2=O)C NPC246736 n.a. CHEMBL3233964 90670208 C22H32O6 392.22 -1.3989 3.22 1.36 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-11-17-13(25)8-15-21(4)7-5-6-20(3,10-23)14(21)9-16(26)22(15,18(11)27)19(17)28-12(2)24/h13-17,19,23,25-26H,1,5-10H2,2-4H3/t13-,14+,15-,16+,17+,19+,20+,21+,22-/m0/s1 SXYHKZWKVKKTTI-UNZHOANCSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@]13[C@H]2C[C@@H]([C@H]([C@H]1OC(=O)C)C(=C)C3=O)O)C NPC248053 n.a. CHEMBL2431897 5317050 C30H24O10 544.14 -3.8841 3.66 1.673 2 7 169.3 9 7 40 1 InChI=1S/C30H24O10/c31-15-5-1-13(2-6-15)27-21(36)11-18-19(34)12-23-25(28(18)38-27)26-24-20(35)9-17(33)10-22(24)39-30(40-23,29(26)37)14-3-7-16(32)8-4-14/h1-10,12,21,26-27,29,31-37H,11H2/t21-,26-,27+,29-,30+/m0/s1 LQRHGTVFFPMWCG-VCFSXNJSSA-N Oc1ccc(cc1)[C@H]1Oc2c(C[C@@H]1O)c(O)cc1c2[C@@H]2c3c(O)cc(cc3O[C@](O1)([C@H]2O)c1ccc(cc1)O)O NPC249996 n.a. CHEMBL452663 10415402 C35H32N2O5 560.23 -0.199 4.54 5.681 2 0 61.75 5 7 42 1 InChI=1S/C35H32N2O5/c1-37-13-11-23-18-32(39-3)34-35-33(23)27(37)15-20-4-7-24(8-5-20)40-29-16-21(6-9-28(29)38-2)14-26-25-19-31(42-35)30(41-34)17-22(25)10-12-36-26/h4-9,16-19,27H,10-15H2,1-3H3/t27-/m0/s1 KRRIBHWRCGOGAF-MHZLTWQESA-N COc1ccc2cc1Oc1ccc(cc1)C[C@@H]1N(C)CCc3c1c1Oc4cc5C(=NCCc5cc4Oc1c(c3)OC)C2 NPC251735 n.a. CHEMBL510022 10031631 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1 HGNHIFJNOKGSKI-VMPREFPWSA-N COc1cc2CCN([C@@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4O)cc2)C)cc(c1OC)OC)C NPC252281 n.a. CHEMBL1564371 16745515 C30H36O10 556.23 0.8375 3.66 3.634 4 0 107.98 18 4 40 0 InChI=1S/C30H36O10/c1-10-14(2)30(32)40-25-16(4)15(3)24(39-17(5)31)18-11-20(33-6)26(34-7)28(35-8)22(18)23-19(25)12-21-27(29(23)36-9)38-13-37-21/h10-12,15-16,24-25H,13H2,1-9H3/b14-10-/t15-,16+,24-,25-/m0/s1 YBOYAYYCPCFQMW-MWVKEAAGSA-N C/C=C(\C(=O)O[C@H]1[C@H](C)[C@H](C)[C@H](OC(=O)C)c2c(c3c1cc1OCOc1c3OC)c(OC)c(c(c2)OC)OC)/C NPC253611 n.a. CHEMBL220854 44419680 C53H88O21 1060.58 -4.3346 4.98 3.245 21 12 325.83 30 10 74 2 InChI=1S/C53H88O21/c1-23-32(57)36(61)39(64)43(68-23)74-42-38(63)34(59)25(20-55)70-46(42)71-26-21-66-45(41(35(26)60)73-44-40(65)37(62)33(58)24(19-54)69-44)72-31-11-12-49(6)27(48(31,4)5)9-13-50(7)28(49)10-14-53-29-17-47(2,3)15-16-52(29,22-67-53)30(56)18-51(50,53)8/h23-46,54-65H,9-22H2,1-8H3/t23-,24+,25+,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,49-,50+,51-,52+,53-/m0/s1 MIBQGVWGYOOZBJ-ZDFBONGQSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC253645 n.a. CHEMBL372484 16061352 C27H43NO2 413.33 0.0108 4.1 5.845 3 2 41.49 5 6 30 1 InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16?,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1 KWVISVAMQJWJSZ-DXZIWIJNSA-N CC1CC[C@@]2(NC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C NPC253675 n.a. CHEMBL1922244 100605 C16H9NO3 263.06 -0.9375 2.78 2.798 2 0 40.46 0 5 20 0 InChI=1S/C16H9NO3/c18-16-12-7-14-13(19-8-20-14)6-11(12)10-3-1-2-9-4-5-17(16)15(9)10/h1-7H,8H2 DONUVZIVKLIMJU-UHFFFAOYSA-N O=c1c2cc3OCOc3cc2c2c3n1ccc3ccc2 NPC254441 n.a. CHEMBL505269 10257281 C35H34N2O5 562.25 -0.185 4.54 5.559 2 1 63.63 5 7 42 1 InChI=1S/C35H34N2O5/c1-36-12-10-22-18-31-32-19-25(22)26(36)15-21-6-9-29(39-3)30(16-21)40-24-7-4-20(5-8-24)14-27-33-23(11-13-37(27)2)17-28(38)34(41-31)35(33)42-32/h4-9,16-19,26-27,38H,10-15H2,1-3H3/t26-,27-/m0/s1 DMJTVGRMFGITRL-SVBPBHIXSA-N COc1ccc2cc1Oc1ccc(cc1)C[C@@H]1N(C)CCc3c1c1Oc4cc5[C@H](C2)N(C)CCc5cc4Oc1c(c3)O NPC254509 n.a. CHEMBL376350 94204 C31H52O 440.4 2.633 4.76 12.365 1 1 20.23 13 5 32 1 InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-26,32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1 BDHQMRXFDYJGII-UEBIAWITSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C NPC257017 n.a. CHEMBL2375793 72714534 C40H62O8 670.44 -2.4577 4.98 8.271 8 3 130.36 29 4 48 2 InChI=1S/C40H62O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-33(42)47-26-30-24-31-34-37(5,6)40(34,48-29(4)41)36(44)28(3)39(31,46)32-23-27(2)35(43)38(32,45)25-30/h14-15,23-24,28,31-32,34,36,44-46H,7-13,16-22,25-26H2,1-6H3/b15-14-/t28-,31+,32-,34-,36-,38-,39-,40-/m1/s1 OJSQLQBNCVDSFR-LYGGWFSHSA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)O NPC257082 n.a. CHEMBL117101 44344717 C31H48O6 516.35 0.2198 4.21 6.229 6 3 104.06 16 5 37 1 InChI=1S/C31H48O6/c1-26(2,36)12-7-8-19(17-32)20-11-13-28(4)21-9-10-22-29(5,25(35)37-6)23(33)16-24(34)31(22)18-30(21,31)15-14-27(20,28)3/h7,12,17,19-24,33-34,36H,8-11,13-16,18H2,1-6H3/b12-7+/t19-,20+,21-,22-,23-,24-,27+,28-,29-,30-,31+/m0/s1 TYVLOHFZVJSLIQ-RYSSIURDSA-N O=C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)C[C@@H]([C@@]2(C)C(=O)OC)O)C)C/C=C/C(O)(C)C NPC257191 n.a. CHEMBL225870 14313591 C30H50O2 442.38 1.841 4.54 9.936 2 2 40.46 13 5 32 1 InChI=1S/C30H50O2/c1-19(2)22(31)9-8-20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(32)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1 MHGLNDDJLDJDBG-BBEZHFTESA-N CC(=C)[C@@H](CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)O NPC258469 n.a. CHEMBL463337 NA C26H26O12 530.14 -2.1355 3 1.406 8 6 200.28 17 3 38 1 InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(37-22(31)8-4-14-2-6-16(27)18(29)10-14)24(33)21(13-26)38-23(32)9-5-15-3-7-17(28)19(30)11-15/h2-11,20-21,24,27-30,33,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24-,26+/m1/s1 VEBNYMXKXIIGFX-VOHNXBSUSA-N COC(=O)[C@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)O NPC259009 n.a. CHEMBL3233978 90670219 C20H30O4 334.21 -1.2705 3.22 1.337 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-12-13-4-5-14-19(11-22)7-3-6-18(2,10-21)15(19)8-16(23)20(14,9-13)17(12)24/h13-16,21-23H,1,3-11H2,2H3/t13-,14+,15-,16-,18-,19-,20-/m1/s1 NLKCAXRWGIRDDQ-WTPAFRAOSA-N OC[C@@]12CCC[C@]([C@H]1C[C@H]([C@]13[C@H]2CC[C@H](C1)C(=C)C3=O)O)(C)CO NPC259350 n.a. CHEMBL47582 C47H48N2O8 768.34 -1.6736 5.53 5.806 2 6 153.23 20 8 57 2 InChI=1S/C47H48N2O8/c1-20-10-27-29(41-33-15-23(4)49-25(6)40(33)35(51)19-36(41)52)17-31(45(53)43(27)37(12-20)55-7)32-18-30(28-11-21(2)13-38(56-8)44(28)46(32)54)42-34(50)16-26-14-22(3)48-24(5)39(26)47(42)57-9/h10-13,16-19,22-23,25,49-54H,14-15H2,1-9H3/t22-,23-,25-/m1/s1 NYSXYPCUWVSERK-VDKIKQQVSA-N COc1c2c(C[C@H](N=C2C)C)cc(c1c1cc(c(c2c1cc(C)cc2OC)O)c1cc(c2c(O)cc(c3c2C[C@@H](C)N[C@@H]3C)O)c2c(c1O)c(OC)cc(c2)C)O NPC259545 n.a. CHEMBL448799 10264399 C16H20N2O 256.16 0.6016 2.89 2.196 2 2 45.15 5 3 19 0 InChI=1S/C16H20N2O/c1-4-12-11-7-10(2)9-16(12,17-3)13-5-6-15(19)18-14(13)8-11/h4-7,11-12,17H,1,8-9H2,2-3H3,(H,18,19)/t11-,12+,16+/m0/s1 GSNAOXZKMHHMJN-HWWQOWPSSA-N CN[C@]12CC(=C[C@H]([C@H]1C=C)Cc1c2ccc(n1)O)C NPC260194 n.a. CHEMBL445031 14446180 C39H53NO10 695.37 1.5442 4.54 6.104 11 0 134.74 24 4 50 3 InChI=1S/C39H53NO10/c1-21-29-17-28-18-31(46-23(3)41)22(2)35(38(28,7)8)36(48-25(5)43)37(49-26(6)44)39(29,9)33(47-24(4)42)20-32(21)50-34(45)19-30(40(10)11)27-15-13-12-14-16-27/h12-16,28-33,36-37H,1,17-20H2,2-11H3/t28-,29-,30-,31+,32+,33+,36-,37+,39+/m1/s1 NNPJVZHKKMTATL-PUWMNHPMSA-N O=C(C[C@H](c1ccccc1)N(C)C)O[C@H]1C[C@H](OC(=O)C)[C@@]2([C@@H](C1=C)C[C@@H]1C[C@@H](C(=C([C@H]([C@@H]2OC(=O)C)OC(=O)C)C1(C)C)C)OC(=O)C)C NPC260796 n.a. CHEMBL1982058 161953 C20H26O3 314.19 1.4317 3.33 5.212 3 0 38.83 4 5 23 1 InChI=1S/C20H26O3/c1-11-15-12(22-17(11)21)10-14-19(4)8-5-7-18(2,3)13(19)6-9-20(14)16(15)23-20/h10,13-14,16H,5-9H2,1-4H3/t13-,14+,16-,19-,20+/m1/s1 OYXDHOVYZKWSRM-PHJMNMFVSA-N O=C1OC2=C[C@@H]3[C@]4([C@@H](C2=C1C)O4)CC[C@H]1[C@@]3(C)CCCC1(C)C NPC261623 n.a. CHEMBL1159468 46905124 C34H26O23 802.09 -6.863 2.67 -1.597 11 14 397.65 20 6 57 2 InChI=1S/C34H26O23/c35-11-1-7(2-12(36)19(11)39)31(50)57-34-27(47)29-23(43)16(55-34)6-53-32(51)9-5-15(54-28-10(30(48)49)4-14(38)21(41)26(28)46)22(42)25(45)18(9)17-8(33(52)56-29)3-13(37)20(40)24(17)44/h1-5,16,23,27,29,34-47H,6H2,(H,48,49)/t16-,23-,27-,29+,34+/m1/s1 XFKDUNXJRVJLRK-GEFDNOIESA-N O[C@@H]1[C@H]2COC(=O)c3cc(Oc4c(cc(c(c4O)O)O)C(=O)O)c(c(c3c3c(C(=O)O[C@@H]1[C@H]([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(O)c(c3O)O)O)O NPC262880 n.a. CHEMBL3104418 73891006 C18H16N2O6S2 420.04 -0.7542 2.34 -2.856 8 2 165.82 2 4 28 0 InChI=1S/C18H16N2O6S2/c21-9-1-3-11(23)13-7(9)5-17-15(25)20-14-8(10(22)2-4-12(14)24)6-18(20,28-27-17)16(26)19(13)17/h1-4,7-8,11-14,23-24H,5-6H2/t7-,8+,11-,12-,13-,14-,17+,18+/m0/s1 RCODXLGTKJXDNC-ODWYQEHYSA-N O[C@H]1C=CC(=O)[C@H]2[C@@H]1N1C(=O)[C@]34SS[C@]1(C2)C(=O)N4[C@H]1[C@H](C3)C(=O)C=C[C@@H]1O NPC263119 n.a. CHEMBL492172 10457042 C21H18O12 462.08 -2.4426 2.45 -0.731 6 4 170.44 10 5 33 0 InChI=1S/C21H18O12/c1-28-15-8(22)3-6-11-12-7(20(27)32-17(11)15)4-10(16(29-2)18(12)33-19(6)26)31-21-14(25)13(24)9(23)5-30-21/h3-4,9,13-14,21-25H,5H2,1-2H3/t9-,13+,14-,21+/m1/s1 UDWUZPSSUIWBKB-LAPUEANGSA-N COc1c(O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)cc2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)O)OC NPC263974 n.a. CHEMBL605767 46233456 C21H32O3 332.24 0.6063 3.44 4.498 3 1 46.53 6 4 24 0 InChI=1S/C21H32O3/c1-13-14-6-7-16-19(2)9-5-10-20(3,18(23)24-4)15(19)8-11-21(16,12-14)17(13)22/h14-17,22H,1,5-12H2,2-4H3/t14-,15+,16+,17+,19-,20-,21-/m1/s1 YTLCFXIFEIWKEL-WHCUZVCWSA-N COC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@H](C1)C(=C)[C@@H]3O)C NPC264302 n.a. CHEMBL448979 11967161 C38H34O18 778.17 -3.8922 3.66 0.486 8 9 288.66 16 7 56 1 InChI=1S/C38H34O18/c1-12-26(42)25-18(39)10-21(14-4-6-15(51-3)7-5-14)53-34(25)13(2)33(12)56-38-32(48)31(47)35-22(54-38)11-52-36(49)16-8-19(40)27(43)29(45)23(16)24-17(37(50)55-35)9-20(41)28(44)30(24)46/h4-9,21-22,31-32,35,38,40-48H,10-11H2,1-3H3/t21-,22+,31+,32+,35+,38-/m0/s1 IJVZAWXMSBYNOA-QIQBJWHXSA-N COc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)c(C)c(c(c2O)C)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1O)O)cc(O)c(c3O)O)O)O NPC264979 n.a. CHEMBL3233974 86302369 C20H28O4 332.2 -0.9486 3.22 1.968 4 2 74.6 5 4 24 0 InChI=1S/C20H28O4/c1-11-15-12(22)9-14-19(3)7-4-6-18(2,10-21)13(19)5-8-20(14,16(11)23)17(15)24/h10,12-15,17,22,24H,1,4-9H2,2-3H3/t12-,13+,14-,15+,17+,18+,19+,20+/m0/s1 RNQLPXGROISTQX-DTMCMCHMSA-N O=C[C@@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC265290 n.a. CHEMBL1724428 71699758 C29H40O10 548.26 -0.9889 3.55 0.468 10 3 144.28 8 5 39 0 InChI=1S/C29H40O10/c1-16-9-23-28(12-19(16)31)14-36-26(34)10-17(2)20(32)13-35-21(18(3)30)7-5-6-8-25(33)39-22-11-24(38-23)29(15-37-29)27(22,28)4/h5-9,17-24,30-32H,10-15H2,1-4H3/b7-5?,8-6- PYYBXMVTBWYBDY-ZLMJYOPTSA-N O=C1OCC23CC(O)C(=CC2OC2C4(C3(C)C(OC(=O)/C=C\C=CC(OCC(C(C1)C)O)C(O)C)C2)CO4)C NPC26532 n.a. CHEMBL582854 C20H24O4 328.17 0.4436 3.22 5.266 3 1 67.51 7 3 24 1 InChI=1S/C20H24O4/c1-19(2)8-4-9-20(3)15(6-5-13-7-10-24-12-13)14(11-21)16(22)17(23)18(19)20/h5-7,10-12,15,18,22H,4,8-9H2,1-3H3/b6-5+/t15-,18-,20+/m0/s1 KUZVESKWERRMKK-PIOJPPRKSA-N O=CC1=C(O)C(=O)[C@@H]2[C@]([C@H]1/C=C/c1cocc1)(C)CCCC2(C)C NPC266431 n.a. CHEMBL332557 3008860 C31H48O4 484.36 1.7478 4.43 9.085 4 2 74.6 14 5 35 1 InChI=1S/C31H48O4/c1-18(2)19(3)8-9-20(4)21-12-13-28(6)22-10-11-23-29(7,26(34)35)24(32)16-25(33)31(23)17-30(22,31)15-14-27(21,28)5/h18,20-24,32H,3,8-17H2,1-2,4-7H3,(H,34,35)/t20-,21-,22+,23+,24+,27-,28+,29+,30+,31-/m1/s1 DFBCVZCHRMESFM-IPRKTUQPSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)C(=O)C[C@@H]([C@@]2(C)C(=O)O)O)C)C NPC266469 n.a. CHEMBL3617999 NA C36H30O14 686.16 -6.1355 3.88 -0.953 10 10 262.74 15 7 50 1 InChI=1S/C36H30O14/c37-10-13-6-16-24(21(41)8-13)31(46)25-15(28(16)43)4-5-18(29(25)44)36(35-34(49)33(48)30(45)23(12-39)50-35)17-2-1-3-20(40)26(17)32(47)27-19(36)7-14(11-38)9-22(27)42/h1-9,23,30,33-35,37-42,44-45,48-49H,10-12H2/t23-,30-,33+,34-,35-,36-/m1/s1 KDDWZKWJBCZABZ-RGJYXDCBSA-N OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(cc1)[C@]1([C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c2cccc(c2C(=O)c2c1cc(CO)cc2O)O NPC267627 n.a. CHEMBL2334354 11674590 C17H12O8 344.05 -0.7979 2.45 0.653 2 1 100.52 7 4 25 0 InChI=1S/C17H12O8/c1-21-8-4-6-10-11-7(16(19)24-14(10)12(8)18)5-9(22-2)13(23-3)15(11)25-17(6)20/h4-5,18H,1-3H3 NDXSDWFOYZXARW-UHFFFAOYSA-N COc1cc2c(=O)oc3c4c2c(c1OC)oc(=O)c4cc(c3O)OC NPC268238 n.a. CHEMBL1564136 16745524 C21H26O10 438.15 -2.2125 2.67 -0.29 10 4 159.82 9 5 31 0 InChI=1S/C21H26O10/c1-7-8-4-10-20-6-30-21(18(28)29-3,15(20)13(25)17(27)31-10)16(26)12(24)14(20)19(8,2)5-9(22)11(7)23/h8,10,12-16,23-26H,4-6H2,1-3H3/t8-,10+,12+,13+,14?,15+,16-,19+,20+,21+/m0/s1 YLWQKYSDNGHLAO-GJIHPGTBSA-N COC(=O)[C@]12OC[C@]34[C@H]2[C@@H](O)C(=O)O[C@@H]4C[C@@H]2[C@@](C3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)O NPC26954 n.a. CHEMBL3426667 C17H20O5 304.13 1.0096 2.78 1.87 3 1 64.99 10 2 22 0 InChI=1S/C17H20O5/c1-5-21-17(15(19)10(2)3)14-12(20-4)8-6-11-7-9-13(18)22-16(11)14/h6-9,15,17,19H,2,5H2,1,3-4H3/t15-,17+/m0/s1 GDLSTIJVZWVVPB-DOTOQJQBSA-N CCO[C@H](c1c(OC)ccc2c1oc(=O)cc2)[C@H](C(=C)C)O NPC269677 n.a. CHEMBL3356398 NA C29H50O4 462.37 2.2634 4.21 8.661 4 1 63.6 21 2 33 2 InChI=1S/C29H50O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-27(7)18-19-29(33-27)26(31)24(6)23(5)25(30)28(29,8)32/h20-22,32H,9-19H2,1-8H3/t21-,22-,27-,28+,29+/m1/s1 XSELOQGXDYVVCH-CYDJTLQWSA-N C[C@H](CCC[C@@H](CCCC(C)C)C)CCC[C@]1(C)CC[C@]2(O1)C(=O)C(=C(C(=O)[C@]2(C)O)C)C NPC270586 n.a. CHEMBL118708 44344630 C32H50O6 530.36 0.5842 4.32 6.821 6 2 85.22 13 6 38 1 InChI=1S/C32H50O6/c1-18(2)21-9-8-19(26(36-6)38-21)20-12-13-29(4)22-10-11-23-30(5,27(35)37-7)24(33)16-25(34)32(23)17-31(22,32)15-14-28(20,29)3/h19-26,33-34H,1,8-17H2,2-7H3/t19-,20-,21+,22+,23+,24+,25+,26+,28-,29+,30+,31+,32-/m1/s1 QPYCAQVRIHEGFV-TXMWYVDOSA-N CO[C@H]1O[C@@H](CC[C@@H]1[C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)C[C@@H]([C@@]2(C)C(=O)OC)O)C)C(=C)C NPC271652 n.a. CHEMBL516119 NA C22H30O5 374.21 0.8473 3.33 5.109 5 1 80.67 10 3 27 1 InChI=1S/C22H30O5/c1-11(2)15-18(24)16-13(27-12(3)23)10-14-21(4,5)8-7-9-22(14,6)17(16)20(26)19(15)25/h11,13-14,25H,7-10H2,1-6H3/t13-,14+,22+/m1/s1 XDBVTCDGDQLEKG-QLEMLULZSA-N CC(=O)O[C@@H]1C[C@H]2C(C)(C)CCC[C@@]2(C2=C1C(=O)C(=C(C2=O)O)C(C)C)C NPC27243 n.a. CHEMBL590263 443465 C20H32O 288.25 1.1133 3.55 6.936 1 1 20.23 4 4 21 1 InChI=1S/C20H32O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h15-17,21H,1,4-13H2,2-3H3/t15-,16-,17+,18+,19-,20-/m1/s1 TUJQVRFWMWRMIO-XRNRSJMDSA-N OC[C@]1(C)CCC[C@@]2([C@@H]1CC[C@@]13[C@H]2CC[C@H](C3)C(=C)C1)C NPC272746 n.a. CHEMBL3581945 C30H46O2 438.35 3.2986 4.54 8.686 2 1 37.3 9 5 32 1 InChI=1S/C30H46O2/c1-18(2)19-9-12-27(5)15-16-29(7)20(24(19)27)17-21(31)25-28(6)13-11-23(32)26(3,4)22(28)10-14-30(25,29)8/h11,13,19-22,24-25,31H,1,9-10,12,14-17H2,2-8H3/t19-,20+,21+,22-,24+,25+,27+,28-,29+,30+/m0/s1 OVNLBUJGQPXGOJ-UNFHKAPWSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1C[C@@H](O)[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)C=CC(=O)C1(C)C)C NPC273366 n.a. CHEMBL225869 44423570 C30H50O2 442.38 1.9911 4.54 10.069 2 1 37.3 13 5 32 1 InChI=1S/C30H50O2/c1-19(2)22(31)9-8-20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(32)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h19-21,23-25,32H,8-18H2,1-7H3/t20-,21-,23+,24+,25+,27-,28+,29-,30+/m1/s1 IQGSJIIKMZFWSP-XLWCLXEDSA-N O=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C NPC273772 n.a. CHEMBL3426663 C16H16O4 272.1 1.7881 2.78 3.374 1 0 44.76 7 2 20 0 InChI=1S/C16H16O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5-9H,1H2,2-4H3/b6-5+ XUEBXQXWALAJLA-AATRIKPKSA-N COc1cc(OC)c2c(c1/C=C/C(=C)C)oc(=O)cc2 NPC274661 n.a. CHEMBL502441 176582 C36H38N2O6 594.27 -0.6704 4.54 5.34 2 2 81.65 8 6 44 1 InChI=1S/C36H38N2O6/c1-38-14-12-24-19-33(42-4)35(39)36-34(24)28(38)16-21-5-8-25(9-6-21)43-31-17-22(7-10-29(31)40-2)15-27-26-20-32(44-36)30(41-3)18-23(26)11-13-37-27/h5-10,17-20,27-28,37,39H,11-16H2,1-4H3/t27-,28-/m1/s1 REKCBEFSIKOPTD-VSGBNLITSA-N COc1cc2CCN[C@H]3c2cc1Oc1c2c(CCN([C@@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1O)OC NPC275343 n.a. CHEMBL3809022 NA C42H62O15 806.41 -0.5545 4.43 5.858 15 8 249.97 22 7 57 3 InChI=1S/C42H62O15/c1-37(2)21-10-13-42(7)22(9-8-19-20-18-39(4,36(52)53)15-14-38(20,3)16-17-41(19,42)6)40(21,5)12-11-23(37)54-35-31(27(46)26(45)30(56-35)33(50)51)57-34-28(47)24(43)25(44)29(55-34)32(48)49/h8-9,21-31,34-35,43-47H,10-18H2,1-7H3,(H,48,49)(H,50,51)(H,52,53)/t21-,22+,23-,24-,25-,26-,27-,28+,29-,30-,31+,34-,35+,38+,39-,40-,41+,42+/m0/s1 WPDHECQXVOACTR-MOBXHYNLSA-N O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C=CC2=C3C[C@](C)(CC[C@@]3(CC[C@@]12C)C)C(=O)O)C)C NPC275583 n.a. CHEMBL3120499 76332506 C20H26O6 362.17 -0.4381 3 0.771 6 2 100.9 6 4 26 0 InChI=1S/C20H26O6/c1-8-5-12(21)18(25)20(4)10(8)6-13-19(3)11(7-14(22)26-13)9(2)15(23)16(24)17(19)20/h5,9-11,13,15,17-18,23,25H,6-7H2,1-4H3/t9-,10+,11+,13-,15-,17+,18-,19-,20+/m1/s1 JFBCRMVSRHYIIU-SONCKRQGSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]2([C@@H](C1)[C@@H](C)[C@H](C3=O)O)C)C)O)C NPC275671 n.a. CHEMBL254751 24770735 C30H50O4 474.37 1.0984 4.32 8.421 4 4 80.92 15 5 34 1 InChI=1S/C30H50O4/c1-18(9-8-13-25(2,3)34)19-12-14-28(7)21-11-10-20-26(4,5)23(32)22(31)24(33)30(20)17-29(21,30)16-15-27(19,28)6/h8,13,18-24,31-34H,9-12,14-17H2,1-7H3/b13-8+/t18-,19-,20+,21+,22+,23+,24+,27-,28+,29+,30-/m1/s1 AAUDVCPRPMQVGQ-NLTJIPSISA-N C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)[C@@H](O)[C@@H](C2(C)C)O)C)C/C=C/C(O)(C)C NPC276120 n.a. CHEMBL1288988 14390137 C40H48N6O10 772.34 -3.61 4.1 2.766 13 5 217.62 15 4 56 1 InChI=1S/C40H48N6O10/c1-22-35(49)43-29(21-47)39(53)44(3)30(17-24-7-12-27(55-6)13-8-24)37(51)42-23(2)38(52)46(5)32-18-25-9-14-28(15-10-25)56-34-20-26(11-16-33(34)48)19-31(36(50)41-22)45(4)40(32)54/h7-16,20,22-23,29-32,47-48H,17-19,21H2,1-6H3,(H,41,50)(H,42,51)(H,43,49)/t22-,23+,29+,30+,31+,32+/m1/s1 JZVJCTVXALSTOA-XMPIZRASSA-N OC[C@@H]1N=C(O)[C@@H](C)N=C(O)[C@@H]2Cc3ccc(c(c3)Oc3ccc(C[C@@H](C(=O)N2C)N(C(=O)[C@@H](N=C([C@@H](N(C1=O)C)Cc1ccc(cc1)OC)O)C)C)cc3)O NPC27671 n.a. CHEMBL3426664 C16H18O4 274.12 1.2071 2.78 3.78 1 0 44.76 8 2 20 0 InChI=1S/C16H18O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5-10H,1-4H3/b6-5+ FFNZQIVNQOWUPG-AATRIKPKSA-N COc1cc(OC)c2c(c1/C=C/C(C)C)oc(=O)cc2 NPC276822 n.a. CHEMBL3102874 10410865 C18H18N2O7S2 438.06 -1.5912 2.23 -3.609 9 3 186.05 3 4 29 0 InChI=1S/C18H18N2O7S2/c21-8-1-2-9(22)12-6(8)4-17-16(27)20-13-7(10(23)3-11(24)14(13)25)5-18(20,29-28-17)15(26)19(12)17/h1-2,6-7,9,11-14,22,24-25H,3-5H2/t6-,7+,9+,11+,12+,13+,14+,17-,18-/m1/s1 NCDIBOQDVNONGL-HISJFFBUSA-N O[C@H]1CC(=O)[C@H]2[C@@H]([C@H]1O)N1C(=O)[C@]34SS[C@]1(C2)C(=O)N4[C@H]1[C@H](C3)C(=O)C=C[C@@H]1O NPC276944 n.a. CHEMBL2314746 261619 C19H19NO4 325.13 -0.5108 3 1.956 1 1 51.16 3 5 24 0 InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3 PQECCKIOFCWGRJ-UHFFFAOYSA-N COc1ccc2c(c1O)CN1C(C2)c2cc3OCOc3cc2CC1 NPC277771 n.a. CHEMBL3622085 NA C15H20O3 248.14 0.7024 2.78 0.806 3 1 46.53 3 3 18 0 InChI=1S/C15H20O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h10,12-13,16H,2,4-7H2,1,3H3/t10-,12-,13-,15-/m1/s1 BGEGQRAHHFWWJT-BPGGGUHBSA-N CC1=C2C[C@H]3[C@@H](C[C@]2([C@@H](CC1)O)C)OC(=O)C3=C NPC278028 n.a. CHEMBL1318117 73581 C15H18O8 326.1 -0.4471 2.23 -0.166 8 2 119.36 6 4 23 0 InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1 MOLPUWBMSBJXER-YDGSQGCISA-N O=C1O[C@@H]2[C@@]3(C1)C(=O)O[C@H]1[C@]3([C@](C2)(O)C(C)(C)C)[C@@H](O)C(=O)O1 NPC278106 n.a. CHEMBL3233973 90670215 C20H28O4 332.2 -0.675 3.22 1.761 4 2 74.6 5 4 24 0 InChI=1S/C20H28O4/c1-10-11-8-12(21)15-19(4)7-5-6-18(2,3)14(19)13(22)9-20(15,16(10)23)17(11)24/h11-12,14-15,17,21,24H,1,5-9H2,2-4H3/t11-,12-,14+,15-,17+,19+,20+/m0/s1 JLKBHAAAVQFJPZ-FHALXRMRSA-N O[C@H]1C[C@H]2C(=C)C(=O)[C@@]3([C@@H]1[C@]1(C)CCCC([C@H]1C(=O)C3)(C)C)[C@@H]2O NPC27853 n.a. CHEMBL1553274 11908458 C15H24O 220.18 1.9144 3 4.607 1 0 12.53 3 3 16 0 InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m0/s1 NVEQFIOZRFFVFW-ABHRYQDASA-N C=C1CC[C@@H]2O[C@]2(CC[C@H]2[C@H]1CC2(C)C)C NPC278600 n.a. CHEMBL132692 455248 C25H24O5 404.16 0.4517 3.66 5.64 2 1 64.99 6 5 30 1 InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3/t13-,14+,21-/m0/s1 BXENDTPSKAICGV-QTCYRWPVSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2[C@H]([C@H]1C)O)oc(=O)cc3c1ccccc1)(C)C NPC279228 n.a. CHEMBL454476 16637550 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)40)13-15-39(2)29(35)17-23-8-11-30(41-3)32(18-23)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m1/s1 MYHQIVSWYXBWOC-FQLXRVMXSA-N COc1ccc2cc1Oc1cc3c(cc1OC)CCN([C@@H]3Cc1ccc(Oc3c4[C@@H](C2)N(C)CCc4cc(c3O)OC)cc1)C NPC279851 n.a. CHEMBL3426678 NA C17H22O7 338.14 -0.1999 2.56 0.706 3 2 94.45 13 2 24 0 InChI=1S/C17H22O7/c1-17(2,20)11(18)8-10-13-9(6-7-12(19)24-13)14(21-3)16(23-5)15(10)22-4/h6-7,11,18,20H,8H2,1-5H3 HJRKWDUNTXYKKL-UHFFFAOYSA-N COc1c(CC(C(O)(C)C)O)c2oc(=O)ccc2c(c1OC)OC NPC280825 n.a. CHEMBL3634639 C36H60O7 604.43 1.8309 4.65 8.043 7 5 119.61 19 5 43 1 InChI=1S/C36H60O7/c1-20(2)10-9-11-21(3)22-12-16-36(8)28(22)23(38)18-26-34(6)15-14-27(33(4,5)25(34)13-17-35(26,36)7)43-32-31(41)30(40)29(39)24(19-37)42-32/h10-11,22-32,37-41H,9,12-19H2,1-8H3/b21-11+/t22-,23-,24-,25+,26-,27+,28+,29-,30+,31-,32+,34+,35-,36-/m1/s1 PHLXREOMFNVWOH-DNQFHFKUSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3/C(=C/CC=C(C)C)/C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC281094 n.a. CHEMBL3400663 5324104 C15H10N2O2 250.07 -0.922 2.67 2.806 4 0 42.31 1 4 19 0 InChI=1S/C15H10N2O2/c1-16-7-6-10-9-4-2-3-5-11(9)17-14(10)12(16)8-13(18)15(17)19/h2-8H,1H3 YIFMSNBQADOPBX-UHFFFAOYSA-N O=c1cc2n(C)ccc3c2n(c1=O)c1ccccc31 NPC281581 n.a. CHEMBL505900 181384 C36H36N2O6 592.26 -0.461 4.54 5.786 2 1 70.65 5 7 44 1 InChI=1S/C36H36N2O6/c1-38-13-11-24-18-33-35(42-20-41-33)36-34(24)28(38)15-21-4-7-25(8-5-21)43-31-16-22(6-9-29(31)39-2)14-27-26-19-32(44-36)30(40-3)17-23(26)10-12-37-27/h4-9,16-19,27-28,37H,10-15,20H2,1-3H3/t27-,28+/m1/s1 ZKIAZXMDELJIMQ-IZLXSDGUSA-N COc1cc2CCN[C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc2c1OCO2 NPC282092 n.a. CHEMBL498246 44583828 C21H24N2O6 400.16 -2.5518 2.89 0.428 6 1 97.66 8 4 29 0 InChI=1S/C21H24N2O6/c1-4-16-21(26)13-10-28-17(18(21)29-11(2)24)20(9-14(13)22-16)12-7-5-6-8-15(12)23(27-3)19(20)25/h5-8,13-14,17-18,26H,4,9-10H2,1-3H3/t13-,14+,17-,18+,20+,21+/m1/s1 LHVWPEXUHTWXHW-UZYNYEMKSA-N CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@]3([C@H]([C@H]2OC[C@H]13)OC(=O)C)O)CC NPC282335 n.a. CHEMBL336955 455251 C25H22O5 402.15 0.86 3.66 5.593 2 0 61.83 5 5 30 1 InChI=1S/C25H22O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14H,1-4H3/t13-,14+/m0/s1 YRHQANFINIANSK-UONOGXRCSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2C(=O)[C@H]1C)oc(=O)cc3c1ccccc1)(C)C NPC283114 n.a. CHEMBL479898 43595 C24H32O6 416.22 0.5984 3.44 4.556 0 0 55.38 14 3 30 0 InChI=1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3 JEJFTTRHGBKKEI-UHFFFAOYSA-N COc1c2c(CC(C)C(Cc3c2c(OC)c(c(c3)OC)OC)C)cc(c1OC)OC NPC283209 n.a. CHEMBL3092653 10835061 C22H28O7 404.18 -1.145 3.11 1.642 6 2 106.2 8 5 29 0 InChI=1S/C22H28O7/c1-10(23)28-18-17-16-12(9-13-11(6-8-27-13)15(16)19(25)29-17)21(4)14(24)5-7-20(2,3)22(18,21)26/h6,8,12,14-18,24,26H,5,7,9H2,1-4H3/t12-,14-,15+,16+,17+,18-,21-,22+/m0/s1 WIKUZWCBCFNRHH-ZCQRYNMDSA-N CC(=O)O[C@H]1[C@@H]2OC(=O)[C@H]3[C@H]2[C@@H]([C@@]2([C@]1(O)C(C)(C)CC[C@@H]2O)C)Cc1c3cco1 NPC283375 n.a. CHEMBL495060 15785657 C31H36O7 520.25 0.0632 4.1 8.582 7 0 88.13 13 5 38 1 InChI=1S/C31H36O7/c1-19-16-17-24(35-20(2)32)30(5)25(36-27(33)21-12-8-6-9-13-21)18-23-26(31(19,30)38-29(23,3)4)37-28(34)22-14-10-7-11-15-22/h6-15,19,23-26H,16-18H2,1-5H3/t19-,23-,24+,25+,26-,30+,31-/m1/s1 CWAUWHSITVGXFR-CRBFZXEMSA-N CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C)C NPC283875 n.a. CHEMBL2375486 71712507 C37H48O8 620.33 -0.1636 4.65 6.465 8 3 130.36 21 5 45 2 InChI=1S/C37H48O8/c1-6-7-8-9-10-11-15-18-29(39)45-37-30(34(37,4)5)27-20-25(22-38)21-35(42)28(19-23(2)31(35)40)36(27,43)24(3)32(37)44-33(41)26-16-13-12-14-17-26/h10-14,16-17,19-20,24,27-28,30,32,38,42-43H,6-9,15,18,21-22H2,1-5H3/b11-10-/t24-,27+,28-,30-,32-,35-,36-,37-/m1/s1 YCOLTBGTEROMHU-SCVXIUEASA-N CCCCC/C=C\CCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC284902 n.a. CHEMBL471694 24970924 C20H24O6 360.16 1.6817 3 1.585 6 1 82.06 3 3 26 0 InChI=1S/C20H24O6/c1-11-8-15-10-14(20(22)24-15)5-7-17(26-23)12(2)4-6-16-13(3)19(21)25-18(16)9-11/h9-10,15-18,23H,2-8H2,1H3/b11-9+/t15-,16-,17-,18+/m1/s1 VTUGHLCKKNSTAF-JUXQZVFASA-N OO[C@@H]1CCC2=C[C@H](OC2=O)C/C(=C/[C@H]2[C@H](CCC1=C)C(=C)C(=O)O2)/C NPC284915 n.a. CHEMBL1934585 15411208 C28H40O6 472.28 0.0273 3.88 3.835 6 2 96.36 9 6 34 0 InChI=1S/C28H40O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h15-16,18-21,23-24,29,31H,5-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1 YRXCLNDPESBJHL-CKNDUULBSA-N OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)CC[C@@H]3O)O2)C NPC285253 n.a. CHEMBL3613720 21637632 C42H68O12 764.47 -1.2655 4.76 5.086 12 7 187.76 20 8 54 3 InChI=1S/C42H68O12/c1-21-28(45)33(54-34-31(48)30(47)29(46)22(19-43)52-34)32(49)35(51-21)53-27-11-12-38(6)23(37(27,4)5)9-13-39(7)24(38)10-14-42-25-17-36(2,3)15-16-41(25,20-50-42)26(44)18-40(39,42)8/h10,14,21-35,43-49H,9,11-13,15-20H2,1-8H3/t21-,22-,23+,24-,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,38+,39-,40+,41-,42+/m1/s1 KQGDHYQRJRGMDG-CYMACDCKSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC285298 n.a. CHEMBL332453 44344685 C31H48O7 532.34 0.6363 4.1 6.279 7 3 113.29 17 5 38 1 InChI=1S/C31H48O7/c1-26(2,38-36)12-7-8-19(17-32)20-11-13-28(4)21-9-10-22-29(5,25(35)37-6)23(33)16-24(34)31(22)18-30(21,31)15-14-27(20,28)3/h7,12,17,19-24,33-34,36H,8-11,13-16,18H2,1-6H3/b12-7+/t19-,20+,21-,22-,23-,24-,27+,28-,29-,30-,31+/m0/s1 HUVRHCCQIRLNBX-RYSSIURDSA-N O=C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)C[C@@H]([C@@]2(C)C(=O)OC)O)C)C/C=C/C(OO)(C)C NPC285931 n.a. CHEMBL500609 177154 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28-/m0/s1 XGEAUXVPBXUBKN-NSOVKSMOSA-N COc1cc2CCN([C@@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(c(c2)Oc2ccc(C3)cc2)O)C)cc(c1O)OC)C NPC286519 n.a. CHEMBL3233965 86302343 C24H34O7 434.23 -1.0198 3.33 2.1 7 2 110.13 11 4 31 0 InChI=1S/C24H34O7/c1-12-19-15(27)9-17-23(5)8-6-7-22(4,11-30-13(2)25)16(23)10-18(31-14(3)26)24(17,20(12)28)21(19)29/h15-19,21,27,29H,1,6-11H2,2-5H3/t15-,16+,17-,18+,19+,21+,22+,23+,24-/m0/s1 RNDWZQXNUMCQMZ-WERSQPBISA-N CC(=O)O[C@@H]1C[C@@H]2[C@](C)(CCC[C@]2([C@H]2[C@@]31[C@H](O)[C@H](C(=C)C3=O)[C@H](C2)O)C)COC(=O)C NPC287638 n.a. CHEMBL1317235 6604647 C22H33NO4 375.24 -1.0397 3.33 3.179 5 0 55.84 5 5 27 0 InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3/t11-,12-,13+,14+,15-,16-,17-,18+,19-,20-/m0/s1 GYOGHROCTSEKDY-WLFKMKKCSA-N CC[C@@H]1[C@H]2CCCCN3[C@@H]2[C@H]([C@@H]2[C@H]1OC(=O)[C@H]2C)C[C@H]3[C@@H]1C[C@@H](C(=O)O1)C NPC287884 n.a. CHEMBL3121245 76317993 C30H22O10 542.12 -4.0288 3.66 2.138 2 6 166.14 8 7 40 1 InChI=1S/C30H22O10/c31-16-5-1-14(2-6-16)22-10-9-19-20(34)13-24-26(27(19)38-22)29(37)28(36)25-21(35)11-18(33)12-23(25)39-30(29,40-24)15-3-7-17(32)8-4-15/h1-8,11-13,22,31-35,37H,9-10H2/t22-,29-,30-/m0/s1 KVPJDVHJFGPPAB-AXRGIPJOSA-N Oc1ccc(cc1)[C@@H]1CCc2c(O1)c1c(cc2O)O[C@]2([C@@]1(O)C(=O)c1c(O)cc(cc1O2)O)c1ccc(cc1)O NPC288906 n.a. CHEMBL118833 44344977 C31H50O4 486.37 1.1781 4.43 9.692 4 3 77.76 15 5 35 1 InChI=1S/C31H50O4/c1-18(2)19(3)8-9-20(4)21-12-13-28(6)22-10-11-23-29(7,26(34)35)24(32)16-25(33)31(23)17-30(22,31)15-14-27(21,28)5/h18,20-25,32-33H,3,8-17H2,1-2,4-7H3,(H,34,35)/t20-,21-,22+,23+,24+,25+,27-,28+,29+,30+,31-/m1/s1 JAIDDVHUAQNJDH-AWYYEBERSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)C[C@@H]([C@@]2(C)C(=O)O)O)C)C NPC289004 n.a. CHEMBL1544783 16745514 C17H22O5 306.15 -0.1413 2.78 0.702 5 1 72.83 5 4 22 0 InChI=1S/C17H22O5/c1-8-7-10-12-13(15(2)9(8)5-6-11(15)18)22-17(4,20)16(12,3)14(19)21-10/h5-6,8-10,12-13,20H,7H2,1-4H3/t8-,9-,10+,12-,13-,15+,16+,17?/m1/s1 CNIULSUYTFOEHN-OEHPVWETSA-N C[C@@H]1C[C@@H]2OC(=O)[C@@]3([C@H]2[C@H]([C@]2([C@@H]1C=CC2=O)C)OC3(C)O)C NPC289383 n.a. CHEMBL3398367 9811678 C50H57NO17 943.36 -3.2385 4.98 5.46 18 7 277.63 26 8 68 4 InChI=1S/C50H57NO17/c1-25-31(65-45(61)38(56)35(27-15-9-6-10-16-27)51-43(59)28-17-11-7-12-18-28)22-50(62)42(67-44(60)29-19-13-8-14-20-29)40-48(5,41(58)37(55)34(25)47(50,3)4)32(21-33-49(40,24-64-33)68-26(2)52)66-46-39(57)36(54)30(53)23-63-46/h6-20,30-33,35-40,42,46,53-57,62H,21-24H2,1-5H3,(H,51,59)/t30-,31+,32+,33-,35+,36+,37-,38-,39-,40+,42+,46+,48-,49+,50-/m1/s1 ORKLEZFXASNLFJ-DYLQFHMVSA-N CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)N=C(c3ccccc3)O)O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC289670 n.a. CHEMBL255650 24770662 C35H58O4 542.43 3.4787 4.87 11.727 4 2 66.76 19 5 39 1 InChI=1S/C35H58O4/c1-21(2)11-10-12-23(5)24-15-16-33(9)26-14-13-25-31(6,7)30(39-27(36)19-22(3)4)28(37)29(38)35(25)20-34(26,35)18-17-32(24,33)8/h11,22-26,28-30,37-38H,10,12-20H2,1-9H3/t23-,24-,25+,26+,28-,29+,30+,32-,33+,34+,35-/m1/s1 YWDGWURPVXINEI-DYQOHTMLSA-N CC(CC(=O)O[C@H]1[C@H](O)[C@H](O)[C@]23[C@H](C1(C)C)CC[C@@H]1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC=C(C)C)C)C)C NPC289967 n.a. CHEMBL3581232 NA C45H52O23 960.29 -3.8113 3.88 -0.172 14 8 323.81 37 5 68 3 InChI=1S/C45H52O23/c1-57-25-13-22(14-26(58-2)36(25)51)7-10-33(48)63-20-32-39(54)40(55)41(56)44(64-32)68-45(21-47)43(66-35(50)12-9-24-17-29(61-5)38(53)30(18-24)62-6)42(31(19-46)67-45)65-34(49)11-8-23-15-27(59-3)37(52)28(16-23)60-4/h7-18,31-32,39-44,46-47,51-56H,19-21H2,1-6H3/b10-7+,11-8+,12-9+/t31-,32-,39-,40+,41-,42-,43+,44-,45+/m1/s1 PDIAXHCFRUNKBX-RWMGKXFKSA-N COc1cc(/C=C/C(=O)O[C@H]2[C@H](OC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H](O[C@@]2(CO)O[C@H]2O[C@H](COC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)CO)cc(c1O)OC NPC290005 n.a. CHEMBL1169627 253793 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-36-34-24(19-33(42-4)35(36)40)12-14-38(2)28(34)16-22-7-10-29(39)30(17-22)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28-/m1/s1 NGZXDRGWBULKFA-VSGBNLITSA-N COc1cc2CCN([C@H]3c2cc1Oc1cc(ccc1O)C[C@H]1N(C)CCc2c1c(Oc1ccc(C3)cc1)c(c(c2)OC)O)C NPC290329 n.a. CHEMBL3581569 C35H52O5 552.38 6.3285 4.76 7.986 5 0 77.51 22 2 40 2 InChI=1S/C35H52O5/c1-22(2)13-12-18-33(11)27(15-14-23(3)4)21-34(19-16-24(5)6)31(38)35(40-32(34)39,20-17-25(7)8)30(37)28(33)29(36)26(9)10/h13-14,16-17,26-28H,12,15,18-21H2,1-11H3/t27-,28+,33+,34+,35-/m0/s1 ZLVGNSIYXMAPTF-WOMYUEOPSA-N CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@@]2(CC=C(C)C)C(=O)O[C@@](C(=O)[C@H]1C(=O)C(C)C)(C2=O)CC=C(C)C)C NPC290404 n.a. CHEMBL526732 C19H19NO3 309.14 -0.3238 3.11 3.211 2 0 47.89 4 3 23 0 InChI=1S/C19H19NO3/c1-22-16-4-3-13-11-19(21)18-6-5-17(23-2)9-14(18)7-8-20-12-15(13)10-16/h3-6,9-10,12H,7-8,11H2,1-2H3/b20-12+ IPCNRCCPBSCYBU-UDWIEESQSA-N COc1ccc2c(c1)/C=N/CCc1c(C(=O)C2)ccc(c1)OC NPC290466 n.a. CHEMBL3706848 NA C33H38O12 626.24 -1.2286 3.77 2.228 9 7 226.96 24 3 45 1 InChI=1S/C33H38O12/c1-8-10-19(36)21-24(38)14(11-16-26(40)20(13(3)34)30(44)32(4,5)28(16)42)23(37)15(25(21)39)12-17-27(41)22(18(35)9-2)31(45)33(6,7)29(17)43/h37-39,42-45H,8-12H2,1-7H3 LVPYBOBVOZCRRB-UHFFFAOYSA-N CCCC(=O)c1c(O)c(CC2=C(O)C(C(=C(C2=O)C(=O)CC)O)(C)C)c(c(c1O)CC1=C(O)C(C(=C(C1=O)C(=O)C)O)(C)C)O NPC290582 n.a. CHEMBL500614 100257 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m0/s1 IIQSJHUEZBTSAT-URLMMPGGSA-N COc1cc2CCN([C@H]3c2c(c1O)Oc1cc2c(cc1OC)CCN([C@H]2Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C)C NPC290608 n.a. CHEMBL3613722 21637631 C44H70O14 822.48 -1.9771 4.76 3.836 14 7 214.06 23 8 58 2 InChI=1S/C44H70O14/c1-22-30(49)34(58-37-33(52)35(55-23(2)47)31(50)24(19-45)56-37)32(51)36(54-22)57-29-11-12-39(5)25(40(29,6)20-46)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-53-44)28(48)18-42(41,44)8/h10,14,22,24-37,45-46,48-52H,9,11-13,15-21H2,1-8H3/t22-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,39+,40+,41-,42+,43-,44+/m1/s1 HAUJZZHHHIUYEJ-DHJDODSISA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)OC(=O)C)O NPC290683 n.a. CHEMBL2376809 73350390 C37H50O9 638.35 -2.8592 4.54 7.292 9 3 127.21 12 8 46 1 InChI=1S/C37H50O9/c1-20(2)33-18-22(4)37-26-29(33)44-35(45-33,46-37)17-13-8-6-7-10-14-21(3)25-23(5)28(38)36(41,27(25)37)32(40)34(30(26)43-34)19-42-31(39)24-15-11-9-12-16-24/h9,11-12,15-16,21-23,25-30,32,38,40-41H,1,6-8,10,13-14,17-19H2,2-5H3/t21-,22-,23+,25+,26-,27-,28+,29-,30+,32-,33-,34+,35-,36-,37-/m1/s1 LVCUWWNEJYSTOS-RVXSWFTCSA-N C[C@@H]1CCCCCCC[C@@]23O[C@]45[C@@H]6[C@@H]1[C@H](C)[C@@H]([C@@]6(O)[C@H](O)[C@@]1([C@H]([C@H]5[C@@H](O2)[C@](C[C@H]4C)(O3)C(=C)C)O1)COC(=O)c1ccccc1)O NPC290693 n.a. CHEMBL375720 441840 C30H44O7 516.31 -0.3208 3.99 3.446 7 1 86.75 9 7 37 0 InChI=1S/C30H44O7/c1-17-26(32)22(33-4)15-25(35-17)36-20-6-9-27(2)19(14-20)5-11-29-23(27)8-10-28(3)21(7-12-30(28,29)37-29)18-13-24(31)34-16-18/h13,17,19-23,25-26,32H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22-,23-,25+,26+,27+,28-,29+,30-/m1/s1 BYZQVAOKDQTHHP-QFUJVLJYSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@]24[C@@H]3CC[C@]3([C@]4(O2)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O)C NPC291150 n.a. CHEMBL485455 14467538 C27H32O6 452.22 0.9395 3.77 0.958 5 0 74.97 9 6 33 0 InChI=1S/C27H32O6/c1-14-16(15-7-9-31-12-15)10-17-21(14)27(4)18(11-20(29)30-5)26(3)19(28)6-8-25(2)13-32-22(23(25)26)24(27)33-17/h6-9,12,16-18,22-24H,10-11,13H2,1-5H3/t16-,17-,18-,22-,23+,24-,25+,26+,27-/m1/s1 CWGBIWRWBCYASK-LMHNVORZSA-N COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@H]2[C@@H]3[C@]1(C)C(=O)C=C[C@@]3(C)CO2 NPC291548 n.a. CHEMBL509531 6537502 C56H92O29 1228.57 -8.872 4.43 -3.047 29 17 454.67 35 11 85 3 InChI=1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43-,44+,45-,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1 UVYVLBIGDKGWPX-XJVHMSFUSA-N OC[C@H]1O[C@@H](O[C@@H]2C[C@@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@]2([C@H]4[C@H](O)[C@H]3[C@@H]2[C@@H]([C@]2(O3)CC[C@H](CO2)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O NPC291638 n.a. CHEMBL364252 14414924 C30H38O11 574.24 -0.4821 3.55 5.154 11 0 140.73 19 4 41 3 InChI=1S/C30H38O11/c1-16-13-23(37-18(3)32)26(39-20(5)34)29(15-36-17(2)31)24(40-27(35)21-11-9-8-10-12-21)14-22-25(38-19(4)33)30(16,29)41-28(22,6)7/h8-12,16,22-26H,13-15H2,1-7H3/t16-,22-,23+,24+,25-,26+,29-,30-/m1/s1 PBBYYGCXAHKQFJ-YLMNRMNTSA-N CC(=O)OC[C@@]12[C@@H](OC(=O)c3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@H](C[C@@H]([C@@H]1OC(=O)C)OC(=O)C)C)OC(=O)C NPC291977 n.a. CHEMBL2386339 73345866 C32H36O11 596.23 -1.1647 3.77 4.027 5 2 139.21 20 4 43 0 InChI=1S/C32H36O11/c1-16-26(43-31(35)18-12-10-9-11-13-18)19-14-22(38-5)28(40-7)29(41-8)24(19)23-20(30(32(16,3)36)42-17(2)33)15-21(37-4)27(39-6)25(23)34/h9-16,26,30,34,36H,1-8H3/t16-,26-,30+,32-/m1/s1 VDIDGAGEAUSABP-INBMCWIZSA-N COc1cc2c(c(c1OC)OC)c1c(O)c(OC)c(cc1[C@@H]([C@]([C@@H]([C@H]2OC(=O)c1ccccc1)C)(C)O)OC(=O)C)OC NPC292374 n.a. CHEMBL3233980 14563760 C20H30O4 334.21 -1.2049 3.22 1.861 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-11-15-12(22)9-14-19(3)7-4-6-18(2,10-21)13(19)5-8-20(14,16(11)23)17(15)24/h12-15,17,21-22,24H,1,4-10H2,2-3H3/t12-,13+,14-,15+,17+,18+,19+,20+/m0/s1 QOCQIGXDJNSEGM-DTMCMCHMSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC293642 n.a. CHEMBL93010 454254 C24H28O6 412.19 0.6565 3.44 4.245 3 0 71.06 10 4 30 0 InChI=1S/C24H28O6/c1-7-8-15-11-17(26)29-23-18(15)22-16(9-10-24(5,6)30-22)21-19(23)20(28-14(4)25)12(2)13(3)27-21/h9-13,20H,7-8H2,1-6H3/t12-,13-,20+/m1/s1 UVGXEFBQPYOCKP-IZDJOXEWSA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](OC(=O)C)[C@@H]([C@H](O1)C)C NPC293850 n.a. CHEMBL1923102 56833962 C20H28O8 396.18 -2.1049 2.78 -0.12 8 5 144.52 9 4 28 0 InChI=1S/C20H28O8/c1-7-4-10(22)17(26)19(2)9(7)5-11-20(3)12(14(24)18(27)28-11)8(6-21)13(23)15(25)16(19)20/h4,8-9,11-17,21,23-26H,5-6H2,1-3H3/t8-,9+,11-,12-,13-,14-,15+,16-,17-,19+,20+/m1/s1 AFJYIZMCHVBLPP-YREBFMARSA-N OC[C@H]1[C@@H](O)[C@H](O)[C@H]2[C@@]3([C@H]1[C@@H](O)C(=O)O[C@@H]3C[C@@H]1[C@]2(C)[C@H](O)C(=O)C=C1C)C NPC293871 n.a. CHEMBL1385 9838394 C16H19NO3 273.14 -1.0986 2.78 0.823 2 2 50.72 3 4 20 0 InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1 AIXQQSTVOSFSMO-RBOXIYTFSA-N COc1ccc2c3c1O[C@@H]1[C@@]3(CCNC2)C=C[C@@H](C1)O NPC295297 n.a. CHEMBL2386337 14992071 C29H38O9 530.25 1.0503 3.66 3.087 3 1 101.91 20 3 38 0 InChI=1S/C29H38O9/c1-11-15(2)28(30)38-27-18-14-20(33-6)24(35-8)26(37-10)22(18)21-17(12-16(3)29(27,4)31)13-19(32-5)23(34-7)25(21)36-9/h11,13-14,16,27,31H,12H2,1-10H3/b15-11-/t16-,27-,29-/m0/s1 RHABJANPSGWEFC-MRFZJNLZSA-N C/C=C(\C(=O)O[C@H]1c2cc(OC)c(c(c2c2c(C[C@@H]([C@]1(C)O)C)cc(c(c2OC)OC)OC)OC)OC)/C NPC295312 n.a. CHEMBL460462 24970921 C20H24O5 344.16 1.2652 3.11 1.535 5 1 72.83 2 3 25 0 InChI=1S/C20H24O5/c1-11-8-15-10-14(20(23)24-15)5-7-17(21)12(2)4-6-16-13(3)19(22)25-18(16)9-11/h9-10,15-18,21H,2-8H2,1H3/b11-9+/t15-,16-,17-,18+/m1/s1 VOJUAGSYDJPMCX-JUXQZVFASA-N C/C/1=C\[C@@H]2OC(=O)C(=C)[C@H]2CCC(=C)[C@@H](CCC2=C[C@@H](C1)OC2=O)O NPC295664 n.a. CHEMBL188174 NA C22H20O5 364.13 0.4724 3.33 6.146 5 1 80.67 9 3 27 1 InChI=1S/C22H20O5/c1-22(2,13-27-21(26)14-8-4-3-5-9-14)12-17-18(23)15-10-6-7-11-16(15)19(24)20(17)25/h3-11,25H,12-13H2,1-2H3 OYMXVGBCNMQSNT-UHFFFAOYSA-N O=C(c1ccccc1)OCC(CC1=C(O)C(=O)c2c(C1=O)cccc2)(C)C NPC295898 n.a. CHEMBL3400666 10912909 C16H12N2O3 280.08 -0.9738 2.67 2.151 4 0 51.54 3 4 21 0 InChI=1S/C16H12N2O3/c1-17-6-5-11-10-4-3-9(21-2)7-12(10)18-15(11)13(17)8-14(19)16(18)20/h3-8H,1-2H3 OXLYRYAVJWCSDD-UHFFFAOYSA-N COc1ccc2c(c1)n1c(=O)c(=O)cc3c1c2ccn3C NPC296522 n.a. CHEMBL3594243 C15H22O3 250.16 0.4141 2.78 1.899 3 0 43.37 6 2 18 0 InChI=1S/C15H22O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9,11,13-14H,4-5,7-8H2,1-3H3/t9-,11+,13+,14-/m0/s1 KVWUOMNJFDNWQM-FRJFDASCSA-N CC(=O)CCC1=CC[C@H]2[C@H](C[C@@H]1C)OC(=O)[C@@H]2C NPC29704 n.a. CHEMBL446222 25017176 C33H38O8 562.26 -0.342 4.21 8.79 8 1 108.36 15 5 41 1 InChI=1S/C33H38O8/c1-20-16-18-24(38-21(2)34)32(5)29(40-30(37)23-14-10-7-11-15-23)27(26-28(36)33(20,32)41-31(26,3)4)39-25(35)19-17-22-12-8-6-9-13-22/h6-15,17,19-20,24,26-29,36H,16,18H2,1-5H3/b19-17+/t20-,24+,26-,27+,28-,29+,32+,33-/m1/s1 FXJPPIJUTVUQRL-NIQLMDKRSA-N O=C(O[C@H]1[C@@H]2[C@@H](O)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@H]3C)OC(=O)C)OC2(C)C)/C=C/c1ccccc1 NPC29727 n.a. CHEMBL2386340 5317799 C28H34O10 530.22 -0.7655 3.44 2.067 4 2 122.14 12 5 38 0 InChI=1S/C28H34O10/c1-13-8-15-9-18-22(37-12-36-18)24-19(15)20-16(10-17(32-5)21(33-6)23(20)34-7)25(27(13,3)30)38-26(29)28(4,31)14(2)11-35-24/h9-10,13-14,25,30-31H,8,11-12H2,1-7H3/t13-,14+,25-,27-,28+/m0/s1 VLLFEMVDMFTBHG-KMIFWYFFSA-N COc1c(OC)cc2c(c1OC)c1c3cc4c(c1OC[C@H]([C@@](C(=O)O[C@@H]2[C@@](C)(O)[C@H](C3)C)(C)O)C)OCO4 NPC298278 n.a. CHEMBL2431148 72702443 C25H36O5 416.26 0.0138 3.66 4.222 5 1 76.13 9 5 30 0 InChI=1S/C25H36O5/c1-5-15(13-26)20-21(29-14(2)27)22-25(30-22)19-7-6-16-12-17(28)8-10-23(16,3)18(19)9-11-24(20,25)4/h5,13,16-22,28H,6-12H2,1-4H3/b15-5+/t16-,17+,18+,19-,20+,21-,22-,23+,24-,25-/m1/s1 CQIQFZVEWSZZEF-ODZCDXGJSA-N C/C=C(/[C@H]1[C@@H](OC(=O)C)[C@@H]2[C@]3([C@]1(C)CC[C@H]1[C@H]3CC[C@H]3[C@]1(C)CC[C@@H](C3)O)O2)\C=O NPC298783 n.a. CHEMBL471686 44573472 C31H42O11 590.27 -2.1244 3.66 1.125 11 3 158.05 10 7 42 1 InChI=1S/C31H42O11/c1-15-8-24(40-16(2)33)31(37)27(39-15)41-22-10-18-4-5-20-19(29(18,14-32)12-23(22)42-31)6-7-28(3)26(17-9-25(35)38-13-17)21(34)11-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24+,26+,27+,28-,29-,30+,31+/m1/s1 WUKLZVMMOYZVQR-MVELXVHSSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@H]([C@@H]2C1=CC(=O)OC1)O)C)O[C@@H](C[C@@H]4OC(=O)C)C NPC299948 n.a. CHEMBL225923 14314549 C30H52O3 460.39 0.8209 4.43 9.572 3 3 60.69 15 5 33 1 InChI=1S/C30H52O3/c1-19(8-11-24(32)26(4,5)33)20-12-14-28(7)22-10-9-21-25(2,3)23(31)13-15-29(21)18-30(22,29)17-16-27(20,28)6/h19-24,31-33H,8-18H2,1-7H3/t19-,20-,21+,22+,23+,24+,27-,28+,29-,30+/m1/s1 BKRIPHYESIGPJC-FACDIJBUSA-N C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)CC[C@@H](C(O)(C)C)O NPC299990 n.a. CHEMBL1473842 360849 C37H38N2O6 606.27 0.0749 4.65 6.025 2 0 61.86 6 7 45 1 InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3 YVPXVXANRNDGTA-UHFFFAOYSA-N COc1cc2CCN(C3c2cc1Oc1c2c(CCN(C2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc2c1OCO2)C NPC300179 n.a. CHEMBL256313 24770658 C32H52O4 500.39 2.8809 4.54 10.397 4 2 66.76 16 5 36 1 InChI=1S/C32H52O4/c1-19(2)10-9-11-20(3)22-14-15-30(8)24-13-12-23-28(5,6)27(36-21(4)33)25(34)26(35)32(23)18-31(24,32)17-16-29(22,30)7/h10,20,22-27,34-35H,9,11-18H2,1-8H3/t20-,22-,23+,24+,25-,26+,27+,29-,30+,31+,32-/m1/s1 ZXSOZQFDXGTVED-ALLDTQKISA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)[C@@H](O)[C@@H](C2(C)C)OC(=O)C)C)C)C NPC300827 n.a. CHEMBL77199 14192854 C37H46O10 650.31 1.7031 4.43 7.46 10 0 131.5 20 4 47 2 InChI=1S/C37H46O10/c1-20-28-17-27-18-29(43-22(3)38)21(2)33(36(27,7)8)34(45-24(5)40)35(46-25(6)41)37(28,9)31(44-23(4)39)19-30(20)47-32(42)16-15-26-13-11-10-12-14-26/h10-16,27-31,34-35H,1,17-19H2,2-9H3/b16-15+/t27-,28-,29+,30+,31+,34-,35+,37+/m1/s1 MIJTXBNFQDJTPL-PXORYUGNSA-N CC(=O)O[C@H]1C[C@H](OC(=O)/C=C/c2ccccc2)C(=C)[C@@H]2[C@]1(C)[C@@H](OC(=O)C)[C@H](OC(=O)C)C1=C([C@H](C[C@@H](C2)C1(C)C)OC(=O)C)C NPC301256 n.a. CHEMBL3600407 C34H30O9 582.19 -1.6533 4.21 3.332 1 6 156.91 13 6 43 1 InChI=1S/C34H30O9/c1-16(2)3-9-24-33-29(26(40)15-27(42-33)23-10-8-20(36)14-25(23)39)31(41)30-28(18-11-21(37)13-22(38)12-18)32(43-34(24)30)17-4-6-19(35)7-5-17/h3-8,10-14,27-28,32,35-39,41H,9,15H2,1-2H3/t27-,28-,32+/m0/s1 WQIMBMVBFTYBSK-ALKXEMMNSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c2c1O[C@@H]([C@H]2c1cc(O)cc(c1)O)c1ccc(cc1)O)O)c1ccc(cc1O)O)C NPC302001 n.a. CHEMBL3114674 5317235 C22H19NO5 377.13 -0.1591 3.22 3.566 2 0 49.39 4 6 28 0 InChI=1S/C22H19NO5/c1-3-24-22-19-13(6-7-16-21(19)28-11-25-16)14-5-4-12-8-17-18(27-10-26-17)9-15(12)20(14)23(22)2/h4-9,22H,3,10-11H2,1-2H3 FCEXWTOTHXCQCQ-UHFFFAOYSA-N CCOC1c2c3OCOc3ccc2c2c(N1C)c1cc3OCOc3cc1cc2 NPC302008 n.a. CHEMBL3233972 90670214 C20H30O4 334.21 -0.8805 3.22 2.174 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-8-12(21)15-19(4)7-5-6-18(2,3)14(19)13(22)9-20(15,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13-,14+,15-,17+,19+,20+/m0/s1 RFZAFMSAZOFRSM-CFVHAWITSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)C[C@H](O)[C@H]1[C@@]3(C)CCCC1(C)C)O NPC302041 n.a. CHEMBL441883 14524546 C29H48O 412.37 2.6134 4.54 11.526 1 1 20.23 11 5 30 1 InChI=1S/C29H48O/c1-19(2)8-7-9-20(3)22-12-14-27(6)25-11-10-23-21(4)24(30)13-15-28(23)18-29(25,28)17-16-26(22,27)5/h8,20-25,30H,7,9-18H2,1-6H3/t20-,21+,22-,23+,24+,25+,26-,27+,28-,29+/m1/s1 XZEUYTKSAYNYPK-WXPWFURYSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H]([C@H]2C)O)C)C)C NPC302392 n.a. CHEMBL1774396 52952112 C33H36O7 544.25 1.1067 4.32 6.382 6 0 95.34 9 7 40 1 InChI=1S/C33H36O7/c1-29(2)22-17-24(38-27(35)19-9-7-6-8-10-19)32(5)21(30(22,3)14-12-23(29)34)11-15-31(4)25(20-13-16-37-18-20)39-28(36)26-33(31,32)40-26/h6-10,12-14,16,18,21-22,24-26H,11,15,17H2,1-5H3/t21-,22+,24-,25+,26-,30-,31+,32+,33-/m1/s1 FJGQKVDLYYRRKR-VHSMAHMUSA-N O=C(c1ccccc1)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@@]2([C@@H]2[C@]1(C)[C@@]13O[C@@H]1C(=O)O[C@H]([C@@]3(CC2)C)c1ccoc1)C NPC302449 n.a. CHEMBL1200401 3033050;45265653 C29H41NO4.ClH 503.28 0.8142 3.99 3.699 5 2 62.16 12 5 35 0 InChI=1S/C29H41NO4.ClH/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28;/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3;1H/t20-,21-,24-,26+,27-,28+,29-;/m1./s1 UAIXRPCCYXNJMQ-RZIPZOSSSA-N CO[C@]12CC[C@]3(C[C@@H]1[C@@](C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3N(CC1)CC1CC1)ccc2O.Cl NPC302527 n.a. CHEMBL179440 197001 C20H21NO4 339.15 -0.0116 3.11 2.164 1 0 40.16 5 5 25 0 InChI=1S/C20H21NO4/c1-21-5-4-11-7-17(22-2)20(23-3)19-13-9-16-15(24-10-25-16)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1 WSVWKHTVFGTTKJ-AWEZNQCLSA-N COc1c(OC)cc2c3c1c1cc4OCOc4cc1C[C@@H]3N(CC2)C NPC30321 n.a. CHEMBL1813342 NA C20H26O4 330.18 0.4943 3.22 4.389 4 1 71.44 7 3 24 0 InChI=1S/C20H26O4/c1-10(2)13-16(22)14-11(21)9-12-19(3,4)7-6-8-20(12,5)15(14)18(24)17(13)23/h10,12,23H,6-9H2,1-5H3/t12-,20-/m0/s1 OUFALIMUAGMGPU-YUNKPMOVSA-N O=C1C[C@H]2C(C)(C)CCC[C@@]2(C2=C1C(=O)C(=C(C2=O)O)C(C)C)C NPC303581 n.a. CHEMBL1339015 72616 C21H23NO5 369.16 -0.241 3.11 1.933 2 0 57.23 5 4 27 0 InChI=1S/C21H23NO5/c1-22-7-6-14-9-19(24-2)20(25-3)10-15(14)17(23)8-13-4-5-18-21(16(13)11-22)27-12-26-18/h4-5,9-10H,6-8,11-12H2,1-3H3 XPOJSWHIKCNLEQ-UHFFFAOYSA-N COc1cc2C(=O)Cc3ccc4c(c3CN(CCc2cc1OC)C)OCO4 NPC303777 n.a. CHEMBL3121589 76310822 C30H48O5 488.35 1.0683 4.21 3.321 5 3 86.99 13 5 35 0 InChI=1S/C30H48O5/c1-16-13-19(25(33)27(4,5)34)35-20-15-30(8)17(23(16)20)14-18(31)24-28(6)11-10-22(32)26(2,3)21(28)9-12-29(24,30)7/h16,18-21,24-25,31,33-34H,9-15H2,1-8H3/t16-,18+,19+,20+,21+,24+,25-,28+,29+,30+/m1/s1 YNKJSQIXVXWFBK-SLGDLKFASA-N O[C@H]1CC2=C3[C@H](C)C[C@H](O[C@H]3C[C@@]2([C@@]2([C@@H]1[C@@]1(C)CCC(=O)C([C@@H]1CC2)(C)C)C)C)[C@H](C(O)(C)C)O NPC30443 n.a. CHEMBL269671 68827 C15H22O5 282.15 0.8012 2.56 3.039 5 0 53.99 3 3 20 0 InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1 BLUAFEHZUWYNDE-NNWCWBAJSA-N O=C1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC305847 n.a. CHEMBL560511 644073 C29H41NO4 467.3 0.8142 4.1 3.187 5 2 62.16 12 5 34 0 InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1 RMRJXGBAOAMLHD-IHFGGWKQSA-N CO[C@]12CC[C@]3(C[C@@H]1[C@@](C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3N(CC1)CC1CC1)ccc2O NPC306001 n.a. CHEMBL1479301 24791028 C46H57NO14 847.38 -2.4011 4.87 5.85 15 4 224.78 28 6 61 3 InChI=1S/C46H57NO14/c1-8-9-12-21-33(51)47-35(28-17-13-10-14-18-28)36(52)42(55)59-30-23-46(56)40(60-41(54)29-19-15-11-16-20-29)38-44(7,31(50)22-32-45(38,24-57-32)61-27(4)49)39(53)37(58-26(3)48)34(25(30)2)43(46,5)6/h10-11,13-20,30-32,35-38,40,50,52,56H,8-9,12,21-24H2,1-7H3,(H,47,51)/t30-,31-,32+,35-,36+,37+,38?,40-,44+,45-,46+/m0/s1 BEHTXUBGUDGCNQ-QJUJXNPASA-N CCCCCC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)C3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)(C)[C@@H](O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)O NPC308140 n.a. CHEMBL2071191 70688903 C57H92O25 1176.59 -6.5026 4.98 -0.094 25 14 384.75 37 10 82 3 InChI=1S/C57H92O25/c1-21(20-72-51-43(67)41(65)38(62)33(18-58)78-51)8-11-31-22(2)35-32(77-31)17-30-28-10-9-26-16-27(12-14-56(26,6)29(28)13-15-57(30,35)7)76-55-50(82-53-45(69)40(64)37(61)24(4)74-53)47(71)49(34(19-59)79-55)81-54-46(70)42(66)48(25(5)75-54)80-52-44(68)39(63)36(60)23(3)73-52/h9,21,23-25,27-30,32-55,58-71H,8,10-20H2,1-7H3/t21-,23+,24+,25+,27+,28-,29+,30+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43-,44-,45-,46-,47+,48+,49-,50-,51-,52+,53+,54+,55-,56+,57+/m1/s1 MOSQNTRCEDPVHL-MZUJVJCZSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3C(=C(O4)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC308191 n.a. CHEMBL2430127 56841025 C36H58O6 586.42 -4.1511 4.76 9.868 6 3 104.06 25 4 42 2 InChI=1S/C36H58O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(38)42-33-24(2)22-35-25(3)20-28-30(34(28,4)5)27(32(35)40)21-26(23-37)31(39)36(33,35)41/h21-22,25,27-28,30-31,33,37,39,41H,6-20,23H2,1-5H3/t25-,27+,28-,30+,31-,33+,35+,36+/m1/s1 DOSPRDHNGNPKKJ-BYPUAWAASA-N CCCCCCCCCCCCCCCC(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)CO)C NPC308267 n.a. CHEMBL453019 4970 C20H19NO5 353.13 -0.4401 3 1.86 2 0 57.23 1 5 26 0 InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3 GPTFURBXHJWNHR-UHFFFAOYSA-N CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2 NPC30846 n.a. CHEMBL1629875 NA C38H50O7 618.36 4.2193 4.87 7.525 5 4 132.13 24 3 45 2 InChI=1S/C38H50O7/c1-22(2)10-13-27-21-37(18-17-25(7)28(39)14-11-23(3)4)33(43)31(32(42)26-12-15-29(40)30(41)20-26)34(44)38(35(37)45,36(27,8)9)19-16-24(5)6/h10-12,15-17,20,27-28,39-41,43H,13-14,18-19,21H2,1-9H3/b25-17+/t27-,28+,37+,38-/m1/s1 ONKOOMBIYOLKEL-MCDUMTBSSA-N CC(=CC[C@@H]1C[C@@]2(C/C=C(/[C@H](CC=C(C)C)O)\C)C(=C(C(=O)[C@@](C1(C)C)(C2=O)CC=C(C)C)C(=O)c1ccc(c(c1)O)O)O)C NPC309278 n.a. CHEMBL506321 44566783 C52H86O23 1078.56 -6.5685 4.65 0.955 23 13 355.29 35 9 75 3 InChI=1S/C52H86O23/c1-21(20-67-46-41(63)39(61)35(57)30(17-53)70-46)9-14-52(66-6)22(2)33-29(75-52)16-28-26-8-7-24-15-25(10-12-50(24,4)27(26)11-13-51(28,33)5)69-49-45(74-47-42(64)38(60)34(56)23(3)68-47)44(37(59)32(19-55)72-49)73-48-43(65)40(62)36(58)31(18-54)71-48/h7,21-23,25-49,53-65H,8-20H2,1-6H3/t21-,22+,23+,25+,26-,27+,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45-,46-,47+,48+,49-,50+,51+,52-/m1/s1 LOSNTJHBTWBJCC-QTGARSGCSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@](O4)(OC)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC309493 n.a. CHEMBL1784242 54586888 C28H44O4 444.32 0.7085 4.1 5.65 4 2 58.92 8 6 32 1 InChI=1S/C28H44O4/c1-16-15-28(32-24(16,2)3)27(6,30)23-22(31-28)14-21-19-8-7-17-13-18(29)9-11-25(17,4)20(19)10-12-26(21,23)5/h7,16,18-23,29-30H,8-15H2,1-6H3/t16-,18-,19+,20-,21-,22-,23-,25-,26-,27+,28-/m0/s1 ODXLMGUHUFYBLH-YTGINPHMSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@@](C)(O)[C@]2(O3)C[C@@H](C(O2)(C)C)C)C)C1)C NPC311858 n.a. CHEMBL430750 9886692 C22H18N2O5 390.12 -1.2079 3.11 2.444 7 0 85.8 5 5 29 0 InChI=1S/C22H18N2O5/c1-3-22(29-12(2)25)16-9-18-19-14(8-13-6-4-5-7-17(13)23-19)10-24(18)20(26)15(16)11-28-21(22)27/h4-9H,3,10-11H2,1-2H3/t22-/m0/s1 ASVIEXKOXDCZDF-QFIPXVFZSA-N CC[C@@]1(OC(=O)C)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O NPC311973 n.a. CHEMBL463946 9938773 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-20-32(42-4)34-21-27(24)28(38)17-23-8-11-31(41-3)33(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)19-30(40)36(43-5)37(35)45-34/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1 VXPVPAHQYCJDTP-WDYNHAJCSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1OC)O)C NPC312273 n.a. CHEMBL3600406 C34H30O8 566.19 -1.193 4.32 4.295 1 5 136.68 12 6 42 0 InChI=1S/C34H30O8/c1-17(2)3-12-25-33-29(26(39)16-27(41-33)18-4-8-21(35)9-5-18)31(40)30-28(20-13-23(37)15-24(38)14-20)32(42-34(25)30)19-6-10-22(36)11-7-19/h3-11,13-15,27-28,32,35-38,40H,12,16H2,1-2H3/t27-,28-,32+/m0/s1 OEYSIPNWFNKKRF-ALKXEMMNSA-N CC(=CCc1c2O[C@@H](CC(=O)c2c(c2c1O[C@@H]([C@H]2c1cc(O)cc(c1)O)c1ccc(cc1)O)O)c1ccc(cc1)O)C NPC312870 n.a. CHEMBL1604074 251561 C21H24N2O3 352.18 -0.6544 3.22 3.069 5 1 54.56 4 5 26 0 InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3 GRTOGORTSDXSFK-UHFFFAOYSA-N COC(=O)C1=COC(C2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)C NPC312918 n.a. CHEMBL1588263 11957301 C18H17NO4 311.12 -0.956 2.89 1.406 1 2 59.95 3 5 23 0 InChI=1S/C18H17NO4/c1-21-14-7-11-10(5-13(14)20)4-12-16-9(2-3-19-12)6-15-18(17(11)16)23-8-22-15/h5-7,12,19-20H,2-4,8H2,1H3/t12-/m1/s1 VYJUHRAQPIBWNV-GFCCVEGCSA-N COc1cc2c(cc1O)C[C@@H]1c3c2c2OCOc2cc3CCN1 NPC313528 n.a. CHEMBL1599911 3381 C24H30F2O6 452.2 -0.293 3.22 1.153 6 2 93.06 10 5 32 0 InChI=1S/C24H30F2O6/c1-20(2)31-19-9-13-14-8-16(25)15-7-12(28)5-6-21(15,3)23(14,26)17(29)10-22(13,4)24(19,32-20)18(30)11-27/h5-7,13-14,16-17,19,27,29H,8-11H2,1-4H3 FEBLZLNTKCEFIT-UHFFFAOYSA-N OCC(=O)C12OC(OC1CC1C2(C)CC(O)C2(C1CC(C1=CC(=O)C=CC21C)F)F)(C)C NPC313673 n.a. CHEMBL1628670 10130594 C14H18N2 214.15 -1.0493 2.78 2.311 2 1 15.27 0 4 16 0 InChI=1S/C14H18N2/c1-3-10-9-15-7-8-16-13-6-2-4-11(13)12(5-1)14(10)16/h1,3,5,11,13,15H,2,4,6-9H2/t11-,13-/m1/s1 XOSKJKGKWRIMGV-DGCLKSJQSA-N C1C[C@@H]2[C@H](C1)c1c3N2CCNCc3ccc1 NPC313921 n.a. CHEMBL1733059 104830 C27H34O9 502.22 -0.3792 3.44 2.393 9 1 120.89 4 5 36 0 InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3 NLUGUZJQJYVUHS-UHFFFAOYSA-N O=C1C=CC=CC(=O)OCCC(C(C(=O)OCC23C4(C(O1)CC(C14CO1)OC3C=C(CC2)C)C)O)C NPC314333 n.a. CHEMBL1418171 5315744 C21H24N2O2 336.18 0.0568 3.33 3.136 4 1 45.33 5 3 25 0 InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13?,19-,21+/m1/s1 CMKFQVZJOWHHDV-QYWJTTNJSA-N CCC1=CC2CN3[C@H]1[C@@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2 NPC316181 n.a. CHEMBL90124 4330531 C20H16N2O5 364.11 -2.0473 2.89 0.959 6 2 99.96 4 5 27 0 InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3 HAWSQZCWOQZXHI-UHFFFAOYSA-N CCC1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4cc3Cn1c2=O)O NPC317145 n.a. CHEMBL367260 5422 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3 WVTKBKWTSCPRNU-UHFFFAOYSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN(C4Cc1ccc(Oc4cc(CC3N(CC2)C)ccc4OC)cc1)C NPC317635 n.a. CHEMBL2376814 50900411 C30H42O9 546.28 -2.8365 3.77 3.545 9 2 116.21 8 8 39 0 InChI=1S/C30H42O9/c1-15(2)26-13-17(4)29-19-21(26)35-28(38-26,39-29)12-10-8-6-7-9-11-16(3)18-20(29)30(24(33)36-25(18,5)37-30)23(32)27(14-31)22(19)34-27/h16-23,31-32H,1,6-14H2,2-5H3/t16-,17-,18-,19-,20+,21-,22+,23-,25+,26-,27+,28?,29-,30+/m1/s1 XRYQMTUHMOLDGS-STHVRRCPSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OC45O[C@]1([C@H]1[C@@]6([C@@H]2O)O[C@](OC6=O)([C@@H]1[C@H](C)CCCCCCC5)C)[C@@H](C[C@@]3(O4)C(=C)C)C NPC317671 n.a. CHEMBL288949 3002102 C41H26O26 934.07 -8.0607 3.11 -2.766 11 16 455.18 16 8 67 2 InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11?,31-,34?,35?,36?/m0/s1 UDYKDZHZAKSYCO-KCPYMCPDSA-N O=C1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)OC2C2OC(=O)c4c(c5c1cc(O)c(c5O)O)c(O)c(O)c(c4c1c4C(=O)OC2[C@@H](O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)O)O NPC318575 n.a. CHEMBL1821989 56678990 C26H30O4 406.21 -1.287 3.88 8.039 2 1 55.76 9 4 30 1 InChI=1S/C26H30O4/c27-24(28)11-9-16-18-7-8-19-20(16)13-21-17(25(18)26(19)21)5-3-1-2-4-15-6-10-22-23(12-15)30-14-29-22/h6-12,16-21,25-26H,1-5,13-14H2,(H,27,28)/b11-9+/t16-,17-,18-,19+,20-,21-,25+,26-/m0/s1 JEVKBOABRNPNLG-VLZOBNMESA-N OC(=O)/C=C/[C@H]1[C@@H]2C=C[C@@H]3[C@H]1C[C@H]1[C@@H]([C@H]2[C@@H]31)CCCCCc1ccc2c(c1)OCO2 NPC319549 n.a. CHEMBL175858 3628 C29H39NO9 545.26 -0.8768 3.55 2.029 8 2 123.99 17 5 39 1 InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3 HYFHYPWGAURHIV-UHFFFAOYSA-N COC(=O)CC(C(=O)OC1C(=CC23C1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O NPC322546 n.a. CHEMBL1774400 52952323 C34H46O9 598.31 0.3392 4.21 3.442 8 0 110.5 18 6 43 0 InChI=1S/C34H46O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h10-11,15,17,21-25,28-30H,9,12-14,16H2,1-8H3/t17?,21-,22-,23-,24-,25+,28-,29+,30-,32-,33+,34-/m1/s1 SIEHUSRDVBNRGT-GRBUMBGESA-N COC(=O)C[C@@H]1[C@@]2(C)[C@@H](OC(=O)C(CC)C)C[C@H]([C@@]3([C@@H]2[C@H]([C@@H]2[C@@]1(C)C1=C(C)[C@@H](C[C@H]1O2)c1ccoc1)OC3)C)OC(=O)C NPC323821 n.a. CHEMBL143600 44361173 C24H30O11 494.18 -1.7572 2.89 0.274 11 3 165.89 12 5 35 1 InChI=1S/C24H30O11/c1-5-13(26)35-16-18-23-8-33-24(18,21(31)32-4)19(29)15(28)17(23)22(3)7-11(25)14(27)9(2)10(22)6-12(23)34-20(16)30/h10,12,15-19,27-29H,5-8H2,1-4H3/t10-,12+,15+,16+,17+,18+,19-,22-,23+,24-/m0/s1 JMNCUIIGFZOUJI-WUXZYLOCSA-N CCC(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1[C@@](OC3)(C(=O)OC)[C@H]([C@@H]([C@@H]4[C@@]1([C@@H](C2)C(=C(C(=O)C1)O)C)C)O)O NPC324001 n.a. CHEMBL3121590 76310823 C32H50O6 530.36 1.4474 4.32 4.061 6 2 93.06 15 5 38 0 InChI=1S/C32H50O6/c1-17-14-21(27(29(5,6)36)37-18(2)33)38-22-16-32(9)19(25(17)22)15-20(34)26-30(7)12-11-24(35)28(3,4)23(30)10-13-31(26,32)8/h17,20-23,26-27,34,36H,10-16H2,1-9H3/t17-,20+,21+,22+,23+,26+,27-,30+,31+,32+/m1/s1 KFWYQAKZMXFEFB-XKFNBYHKSA-N CC(=O)O[C@@H](C(O)(C)C)[C@@H]1C[C@@H](C)C2=C3[C@@](C[C@@H]2O1)(C)[C@@]1(C)CC[C@@H]2[C@]([C@@H]1[C@H](C3)O)(C)CCC(=O)C2(C)C NPC32494 n.a. CHEMBL2062866 70686496 C21H26O8 406.16 0.8661 2.89 1.794 8 1 108.36 11 3 29 0 InChI=1S/C21H26O8/c1-11(2)18(23)27-15-8-12(3)21(25)7-6-20(5,29-21)9-16-17(15)14(19(24)28-16)10-26-13(4)22/h9,12,15,25H,1,6-8,10H2,2-5H3/b16-9+/t12-,15+,20-,21+/m1/s1 YKIDGUZXBGGNBZ-GUNZAYKBSA-N CC(=O)OCC1=C2[C@@H](OC(=O)C(=C)C)C[C@@H](C)[C@]3(O[C@](/C=C\2/OC1=O)(C)CC3)O NPC327623 n.a. CHEMBL1821990 56658431 C26H33NO3 407.25 -0.664 3.88 6.949 2 1 51.05 10 4 30 1 InChI=1S/C26H33NO3/c1-14(2)12-27-26(28)25-18-8-7-17-20(25)11-19-16(23(18)24(17)19)5-3-4-15-6-9-21-22(10-15)30-13-29-21/h6-10,14,16-20,23-25H,3-5,11-13H2,1-2H3,(H,27,28)/t16-,17+,18-,19-,20-,23-,24-,25-/m0/s1 MZNYKIXDEPFZJF-VOMQUASUSA-N CC(CN=C([C@H]1[C@H]2C=C[C@@H]3[C@@H]1C[C@H]1[C@@H]([C@@H]2[C@@H]31)CCCc1ccc2c(c1)OCO2)O)C NPC328107 n.a. CHEMBL445779 NA C37H54O5 578.4 -2.1165 4.98 13.473 5 1 80.67 24 3 42 2 InChI=1S/C37H54O5/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-31(38)42-26-27(2)32-34(39)29-23-24-30-28(21-20-25-37(30,3)4)33(29)36(41)35(32)40/h12-13,23-24,27,40H,5-11,14-22,25-26H2,1-4H3/b13-12- ZDZOJQPZBICBMD-SEYXRHQNSA-N CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C1=C(O)C(=O)c2c(C1=O)ccc1c2CCCC1(C)C)C NPC329008 n.a. CHEMBL2376813 44613292 C30H42O9 546.28 -2.8365 3.77 3.545 9 2 116.21 8 8 39 0 InChI=1S/C30H42O9/c1-15(2)26-13-17(4)29-19-21(26)35-28(38-26,39-29)12-10-8-6-7-9-11-16(3)18-20(29)30(24(33)36-25(18,5)37-30)23(32)27(14-31)22(19)34-27/h16-23,31-32H,1,6-14H2,2-5H3/t16-,17+,18+,19+,20-,21+,22-,23+,25-,26+,27-,28?,29+,30-/m0/s1 XRYQMTUHMOLDGS-AIOQNSAXSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OC45O[C@]1([C@H]1[C@@]6([C@@H]2O)O[C@](OC6=O)([C@@H]1[C@@H](C)CCCCCCC5)C)[C@@H](C[C@@]3(O4)C(=C)C)C NPC33011 n.a. CHEMBL512406 C17H15NO3 281.11 -1.1408 2.89 2.173 2 2 69.89 2 3 21 0 InChI=1S/C17H15NO3/c19-14-2-1-11-9-17(21)16-4-3-15(20)7-12(16)5-6-18-10-13(11)8-14/h1-4,7-8,10,19-20H,5-6,9H2/b18-10+ PNWFFHDUJSJLLU-VCHYOVAHSA-N Oc1ccc2c(c1)/C=N/CCc1c(C(=O)C2)ccc(c1)O NPC33256 n.a. CHEMBL457606 441594 C17H17NO5 315.11 -0.6565 2.67 0.352 4 1 68.23 2 5 23 0 InChI=1S/C17H17NO5/c1-18-3-2-8-4-11(19)16-14(15(8)18)9-5-12-13(22-7-21-12)6-10(9)17(20)23-16/h4-6,11,14-16,19H,2-3,7H2,1H3/t11-,14-,15+,16+/m0/s1 DGQPIOQRPAGNGB-DANNLKNASA-N CN1CCC2=C[C@@H]([C@@H]3[C@H]([C@H]12)c1cc2OCOc2cc1C(=O)O3)O NPC33372 n.a. CHEMBL400128 44445494 C45H53NO14 831.35 -0.2695 4.76 4.887 15 4 224.78 26 6 60 2 InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9-/t29-,30+,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1 DBXFAPJCZABTDR-GHSSGWPPSA-N C/C=C(\C(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)C)O)OC(=O)C)O)c1ccccc1)O)/C NPC3375 n.a. CHEMBL402782 821366 C19H21NO4 327.15 -0.6163 3 1.283 3 1 59 6 4 24 0 InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m0/s1 GVTRUVGBZQJVTF-ORAYPTAESA-N COC1=C[C@]23CCN([C@H](C2=CC1=O)Cc1c3c(O)c(cc1)OC)C NPC33902 n.a. CHEMBL2316502 46203429 C18H17NO2 279.13 -0.1294 3.11 3.733 1 1 32.7 4 4 21 0 InChI=1S/C18H17NO2/c1-19-8-7-12-10-15(20)18(21-2)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,9-10,20H,7-8H2,1-2H3 PJGGFHCGDNFLRX-UHFFFAOYSA-N COc1c(O)cc2c3c1c1ccccc1cc3N(CC2)C NPC33913 n.a. CHEMBL3356400 C27H42O2 398.32 1.5903 4.21 7.691 2 1 37.3 10 4 29 1 InChI=1S/C27H42O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h6-7,11,17-18,20-24,28H,8-10,12-16H2,1-5H3/b11-6+/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1 VMXMLOFNEQBYHM-INVHITAPSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](/C=C/C(=O)C(C)C)C)C)C1)C NPC3436 n.a. CHEMBL2062869 70696890 C17H22O7 338.14 -0.657 2.56 0.581 7 2 102.29 8 3 24 0 InChI=1S/C17H22O7/c1-9-6-12(19)14-11(8-22-10(2)18)15(20)23-13(14)7-16(3)4-5-17(9,21)24-16/h7,9,12,19,21H,4-6,8H2,1-3H3/b13-7+/t9-,12+,16-,17+/m1/s1 LGGOIMAXQUUDCN-JHVPGQBHSA-N CC(=O)OCC1=C2[C@@H](O)C[C@@H](C)[C@]3(O[C@](/C=C\2/OC1=O)(C)CC3)O NPC35498 n.a. CHEMBL1978882 5140086 C15H14O6 290.08 0.1458 2.45 0.274 6 0 77.66 1 5 21 0 InChI=1S/C15H14O6/c1-5-9-7-3-6(14(17)18-7)10-11(20-10)12-15(2,21-12)4-8(9)19-13(5)16/h3,7-12H,1,4H2,2H3 JRZGAAFGODYEEA-UHFFFAOYSA-N O=C1OC2C=C1C1OC1C1OC1(CC1C2C(=C)C(=O)O1)C NPC35501 n.a. CHEMBL192847 15223670 C25H24O5 404.16 0.4517 3.66 5.64 2 1 64.99 6 5 30 1 InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3 BXENDTPSKAICGV-UHFFFAOYSA-N CC1Oc2c3C=CC(Oc3c3c(c2C(C1C)O)oc(=O)cc3c1ccccc1)(C)C NPC35702 n.a. CHEMBL3325469 C25H24O12 516.13 -2.3865 2.89 1.085 8 7 211.28 16 3 37 1 InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25-/m1/s1 UFCLZKMFXSILNL-JFZVQIRRSA-N O=C(O[C@@H]1[C@H](O)C[C@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(O)C(=O)O)/C=C/c1ccc(c(c1)O)O NPC36321 n.a. CHEMBL457155 10696098 C30H40O5 480.29 2.0749 4.21 5.523 5 0 69.67 9 6 35 1 InChI=1S/C30H40O5/c1-16(2)13-17(31)14-18-24-21(34-25(18)32)15-29(5)20-7-8-22-27(3,19(20)9-12-28(24,29)4)11-10-23-30(22,6)26(33)35-23/h7,13,18-19,21-24H,8-12,14-15H2,1-6H3/t18-,19+,21+,22-,23-,24-,27-,28+,29-,30+/m1/s1 UAKRLLAUOQEYFN-PQNCNOJFSA-N CC(=CC(=O)C[C@H]1C(=O)O[C@@H]2[C@@H]1[C@]1(C)CC[C@H]3C(=CC[C@@H]4[C@]3(C)CC[C@@H]3[C@@]4(C)C(=O)O3)[C@]1(C2)C)C NPC36607 n.a. CHEMBL290758 10260022 C47H59NO14 861.39 -2.7399 4.98 5.508 15 3 212.5 29 6 62 3 InChI=1S/C47H59NO14/c1-9-10-13-22-34(52)48(8)36(29-18-14-11-15-19-29)37(53)43(56)60-31-24-47(57)41(61-42(55)30-20-16-12-17-21-30)39-45(7,32(51)23-33-46(39,25-58-33)62-28(4)50)40(54)38(59-27(3)49)35(26(31)2)44(47,5)6/h11-12,14-21,31-33,36-39,41,51,53,57H,9-10,13,22-25H2,1-8H3/t31-,32-,33+,36-,37+,38+,39-,41-,45+,46-,47+/m0/s1 LJTMOSWWGSCCPR-AMMYIWEDSA-N CCCCCC(=O)N([C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)(C)[C@@H](O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)C NPC37428 n.a. CHEMBL422798 455249 C25H24O5 404.16 0.4517 3.66 5.64 2 1 64.99 6 5 30 1 InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3/t13-,14-,21-/m1/s1 BXENDTPSKAICGV-ZMOMAAQPSA-N C[C@H]1Oc2c3C=CC(Oc3c3c(c2[C@@H]([C@@H]1C)O)oc(=O)cc3c1ccccc1)(C)C NPC37787 n.a. CHEMBL3632952 NA C32H52O6 532.38 1.254 4.32 4.651 6 3 104.06 19 4 38 0 InChI=1S/C32H52O6/c1-18(16-23(35)27(29(5,6)37)38-19(2)33)20-10-14-31(8)21(20)17-22(34)26-30(7)13-12-25(36)28(3,4)24(30)11-15-32(26,31)9/h18,22-24,26-27,34-35,37H,10-17H2,1-9H3/t18-,22+,23+,24+,26+,27+,30+,31+,32+/m1/s1 WXHUQVMHWUQNTG-GLHMJAHESA-N CC(=O)O[C@H](C(O)(C)C)[C@H](C[C@H](C1=C2C[C@H](O)[C@@H]3[C@]([C@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C)O NPC38141 n.a. CHEMBL255515 24800716 C20H32O3 320.24 -0.0763 3.33 2.821 3 3 60.69 6 4 23 0 InChI=1S/C20H32O3/c1-12-13-4-5-16-19(3)10-14(22)9-18(2,11-21)15(19)6-7-20(16,8-13)17(12)23/h13-17,21-23H,1,4-11H2,2-3H3/t13-,14-,15-,16+,17+,18-,19-,20-/m1/s1 SLPJNFMUVKAIQK-QZUIZHQGSA-N OC[C@@]1(C)C[C@@H](O)C[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@H](C1)C(=C)[C@@H]3O)C NPC38376 n.a. CHEMBL3613718 C36H58O8 618.41 -0.6093 4.54 5.92 8 5 128.84 15 7 44 1 InChI=1S/C36H58O8/c1-20-26(39)27(40)28(41)29(43-20)44-25-10-11-31(4)21(32(25,5)18-37)8-12-33(6)22(31)9-13-36-23-16-30(2,3)14-15-35(23,19-42-36)24(38)17-34(33,36)7/h9,13,20-29,37-41H,8,10-12,14-19H2,1-7H3/t20-,21-,22-,23-,24-,25+,26+,27+,28-,29+,31+,32+,33-,34+,35-,36+/m1/s1 WSSVJIGMYVWUJL-PSLKBDIJSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O NPC38468 n.a. CHEMBL388727 7251185 C15H20O3 248.14 1.7578 2.78 2.449 3 0 38.83 2 3 18 0 InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1 KTEXNACQROZXEV-PVLRGYAZSA-N C/C/1=C\CC[C@@]2(C)O[C@@H]2[C@@H]2[C@@H](CC1)C(=C)C(=O)O2 NPC3898 n.a. CHEMBL184182 NA C28H26O7 474.17 0.3688 3.77 6.633 5 1 99.13 13 4 35 1 InChI=1S/C28H26O7/c1-28(2,14-21-23(29)17-10-6-7-11-18(17)24(30)25(21)31)15-35-27(32)20-13-22(33-3)16-9-5-8-12-19(16)26(20)34-4/h5-13,31H,14-15H2,1-4H3 DSDQYPOXSDSSCO-UHFFFAOYSA-N COc1c(cc(c2c1cccc2)OC)C(=O)OCC(CC1=C(O)C(=O)c2c(C1=O)cccc2)(C)C NPC3906 n.a. CHEMBL527025 244898 C22H25NO6 399.17 -1.1088 3.11 0.56 4 1 86.58 11 4 29 0 InChI=1S/C22H25NO6/c1-10(24)23-13-7-6-11-8-15(27-3)21(28-4)22(29-5)16(11)17-12-9-14(26-2)20(25)18(12)19(13)17/h8-9,12-13,18H,6-7H2,1-5H3,(H,23,24)/t12-,13+,18-/m1/s1 VKPVZFOUXUQJMW-FHSNZYRGSA-N COC1=C[C@H]2[C@@H](C1=O)C1=C2c2c(CC[C@@H]1N=C(O)C)cc(c(c2OC)OC)OC NPC39549 n.a. CHEMBL3577081 C27H32O6 452.22 1.4348 3.77 4.83 6 2 93.06 11 4 33 0 InChI=1S/C27H32O6/c1-17-9-8-12-20-25(2,14-13-18-15-21(28)32-16-18)27(4,31)22(29)23(26(17,20)3)33-24(30)19-10-6-5-7-11-19/h5-7,9-11,13-15,20,22-23,29,31H,8,12,16H2,1-4H3/b14-13+/t20-,22+,23+,25-,26+,27+/m1/s1 KLMMDOWRUHAJIA-VGEMKEAXSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)O)OC(=O)c1ccccc1)C NPC40037 n.a. CHEMBL122787 5491616 C23H20O7 408.12 -0.3911 3.22 2.241 1 1 83.45 7 5 30 0 InChI=1S/C23H20O7/c1-23(2)6-5-11-15(30-23)8-13(24)20-21(25)19-12-7-16(26-3)17(27-4)9-14(12)28-10-18(19)29-22(11)20/h5-9,24H,10H2,1-4H3 HDDUSYQWBVKRGV-UHFFFAOYSA-N COc1cc2OCc3c(c2cc1OC)c(=O)c1c(o3)c2C=CC(Oc2cc1O)(C)C NPC40089 n.a. CHEMBL1765391 54580250 C33H36O8 560.24 2.134 4.21 2.525 5 2 119.36 14 4 41 0 InChI=1S/C33H36O8/c1-16(2)8-9-20-26-19(11-12-30(4,5)39-26)24(34)23-25(35)21-14-18-15-22-31(6,7)41-32(28(18)36,13-10-17(3)29(37)38)33(21,22)40-27(20)23/h8,10-12,14,18,22,34H,9,13,15H2,1-7H3,(H,37,38)/b17-10-/t18-,22+,32+,33-/m1/s1 COVMVPHACFXMAX-OYNOKLRGSA-N CC(=CCc1c2O[C@]34C(=C[C@@H]5C[C@H]3C(O[C@@]4(C/C=C(\C(=O)O)/C)C5=O)(C)C)C(=O)c2c(c2c1OC(C)(C)C=C2)O)C NPC40133 n.a. CHEMBL3613726 21637630 C44H70O14 822.48 -1.9771 4.76 4.265 14 7 214.06 23 8 58 2 InChI=1S/C44H70O14/c1-22-30(48)35(58-36-33(51)32(50)31(49)24(56-36)19-53-23(2)46)34(52)37(55-22)57-29-11-12-39(5)25(40(29,6)20-45)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-54-44)28(47)18-42(41,44)8/h10,14,22,24-37,45,47-52H,9,11-13,15-21H2,1-8H3/t22-,24-,25-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,36+,37+,39+,40+,41-,42+,43-,44+/m1/s1 WDWZBAMDKXKRBA-YBZZVAQVSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O NPC40138 n.a. CHEMBL2376820 73350391 C34H36O10 604.23 -1.8601 4.1 4.843 10 3 144.28 12 8 44 0 InChI=1S/C34H36O10/c1-17(2)32-25(40-28(37)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,39)29(38)30(16-35)26(41-30)23(33)27(32)42-34(43-32,44-33)21-13-9-6-10-14-21/h5-14,18-19,22-23,25-27,29,35,38-39H,1,15-16H2,2-4H3/t18-,19+,22+,23-,25+,26-,27+,29+,30-,31+,32-,33-,34+/m0/s1 PDCNPZNDXUXVKI-URAILZDISA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)[C@H](C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1 NPC40702 n.a. CHEMBL487203 5488919 C16H10O8 330.04 -1.2064 2.34 0.134 2 2 111.52 6 4 24 0 InChI=1S/C16H10O8/c1-21-11-7(17)3-5-9-10-6(15(19)23-13(9)11)4-8(18)12(22-2)14(10)24-16(5)20/h3-4,17-18H,1-2H3 KLAGYIBJNXLDTL-UHFFFAOYSA-N COc1c(O)cc2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)O)OC NPC4115 n.a. CHEMBL564129 44179177 C23H34O5 390.24 -0.5254 3.44 2.142 5 2 75.99 7 5 28 0 InChI=1S/C23H34O5/c1-11-17-12(24)9-14-22(6)8-7-15(25)20(2,3)13(22)10-16-23(14,18(11)26)19(17)28-21(4,5)27-16/h12-17,19,24-25H,1,7-10H2,2-6H3/t12-,13+,14-,15+,16+,17+,19+,22+,23-/m0/s1 GOYFWJSFOLAGQI-KSTWMERRSA-N O[C@H]1C[C@H]2[C@]3(C)CC[C@H](C([C@H]3C[C@@H]3[C@]42[C@@H]([C@@H]1C(=C)C4=O)OC(O3)(C)C)(C)C)O NPC41376 n.a. CHEMBL503363 44143978 C36H36N2O5 576.26 0.2235 4.65 6.078 2 0 52.63 6 7 43 1 InChI=1S/C36H36N2O5/c1-37-15-13-23-8-12-29-34-32(23)27(37)18-22-7-11-28(39-3)30(19-22)41-25-9-5-21(6-10-25)17-26-33-24(14-16-38(26)2)20-31(40-4)35(42-29)36(33)43-34/h5-12,19-20,26-27H,13-18H2,1-4H3/t26-,27-/m0/s1 IGGMWDYWFSLMOW-SVBPBHIXSA-N COc1ccc2cc1Oc1ccc(cc1)C[C@@H]1N(C)CCc3c1c1Oc4c5[C@H](C2)N(C)CCc5ccc4Oc1c(c3)OC NPC41843 n.a. CHEMBL1163555 46848676 C36H60O9 636.42 -1.0952 4.43 4.791 9 6 156.91 21 6 45 1 InChI=1S/C36H60O9/c1-18(2)20(38)9-8-19(3)27-21(39)14-33(6)24-11-10-23-32(4,5)26(45-31-30(43)29(42)28(41)22(16-37)44-31)12-13-35(23)17-36(24,35)15-25(40)34(27,33)7/h18-19,21-31,37,39-43H,8-17H2,1-7H3/t19-,21+,22-,23+,24+,25+,26+,27+,28-,29+,30-,31+,33+,34-,35-,36+/m1/s1 AGMJUPUULBHOMX-ISCWGGDJSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]34[C@H](C2(C)C)CC[C@@H]2[C@@]4(C3)C[C@H](O)[C@]3([C@@]2(C)C[C@@H]([C@@H]3[C@@H](CCC(=O)C(C)C)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC42663 n.a. CHEMBL507220 3084718 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)17-23-8-11-30(41-3)32(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1 YJRWQNIRFXVBRB-VMPREFPWSA-N COc1cc2CCN([C@@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1O)OC)C NPC42670 n.a. CHEMBL448177 15118545 C29H40O10 548.26 -2.5035 3.55 1.243 10 4 151.98 8 7 39 0 InChI=1S/C29H40O10/c1-14-7-23(32)29(35)25(37-14)38-20-9-16-3-4-18-17(27(16,13-30)11-21(20)39-29)5-6-26(2)19(10-22(31)28(18,26)34)15-8-24(33)36-12-15/h8,13-14,16-23,25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17+,18-,19-,20-,21-,22-,23+,25+,26-,27-,28-,29+/m1/s1 ZABRUXSLNOYHLJ-QQIHNUQVSA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)[C@H](O)C[C@@H]2C1=CC(=O)OC1)C)C NPC4341 n.a. CHEMBL412737 10461751 C35H40O11 636.26 -0.492 4.1 7.9 11 0 140.73 19 5 46 3 InChI=1S/C35H40O11/c1-20-17-27(44-31(39)24-13-9-7-10-14-24)30(43-23(4)38)34(19-41-21(2)36)28(45-32(40)25-15-11-8-12-16-25)18-26-29(42-22(3)37)35(20,34)46-33(26,5)6/h7-16,20,26-30H,17-19H2,1-6H3/t20-,26-,27+,28+,29-,30+,34-,35-/m1/s1 NDGSLRUFUIEVLM-HDWLWNEUSA-N CC(=O)OC[C@@]12[C@@H](OC(=O)c3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@H](C[C@@H]([C@@H]1OC(=O)C)OC(=O)c1ccccc1)C)OC(=O)C NPC44298 n.a. CHEMBL3613721 21637634 C44H70O14 822.48 -1.9771 4.76 4.265 14 7 214.06 23 8 58 2 InChI=1S/C44H70O14/c1-22-30(49)34(58-37-35(55-23(2)47)32(51)31(50)24(19-45)56-37)33(52)36(54-22)57-29-11-12-39(5)25(40(29,6)20-46)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-53-44)28(48)18-42(41,44)8/h10,14,22,24-37,45-46,48-52H,9,11-13,15-21H2,1-8H3/t22-,24-,25-,26-,27-,28+,29+,30+,31-,32+,33-,34+,35-,36+,37+,39+,40+,41-,42+,43-,44+/m1/s1 SRKDRDBFLMDBPW-GXPBSCBUSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)OC(=O)C NPC44649 n.a. CHEMBL1651043 53316924 C33H46N2O4 534.35 0.5715 4.43 5.23 6 3 85.52 13 6 39 1 InChI=1S/C33H46N2O4/c1-20(35(5)6)27-25(37)18-32(4)23-16-24(36)28-30(2)19-39-33(28,17-22(23)12-14-31(27,32)3)15-13-26(30)34-29(38)21-10-8-7-9-11-21/h7-13,15,20,23-28,36-37H,14,16-19H2,1-6H3,(H,34,38)/t20-,23+,24-,25+,26-,27-,28-,30+,31+,32-,33+/m0/s1 FBMFMDSVTBIJPB-CKTRUMDJSA-N CN([C@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC=C1[C@H]2C[C@H](O)[C@@H]2[C@]3(C1)C=C[C@@H]([C@]2(CO3)C)N=C(c1ccccc1)O)C)C)C NPC45256 n.a. CHEMBL345083 2240 C15H22O5 282.15 0.8012 2.56 3.039 5 0 53.99 3 3 20 0 InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3 BLUAFEHZUWYNDE-UHFFFAOYSA-N O=C1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3 NPC453583 n.a. CHEMBL311251 6440548 C43H51NO13 789.34 -0.6486 4.65 4.576 14 5 218.71 24 6 57 2 InChI=1S/C43H51NO13/c1-8-22(2)37(50)44-31(25-15-11-9-12-16-25)33(48)39(52)55-27-20-43(53)36(56-38(51)26-17-13-10-14-18-26)34-41(7,35(49)32(47)30(23(27)3)40(43,5)6)28(46)19-29-42(34,21-54-29)57-24(4)45/h8-18,27-29,31-34,36,46-48,53H,19-21H2,1-7H3,(H,44,50)/b22-8+/t27-,28-,29+,31-,32+,33+,34-,36-,41+,42-,43+/m0/s1 ADDGUHVEJPNWQZ-GJKIWTKTSA-N C/C=C(/C(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)O)C)O)OC(=O)C)O)c1ccccc1)O)\C NPC45947 n.a. CHEMBL484254 10444597 C15H18O3 246.13 1.2261 2.78 1.586 2 0 42.74 2 3 18 0 InChI=1S/C15H18O3/c1-8-4-11(16)14-10(3)7-17-12(14)6-9(2)15-13(5-8)18-15/h7-8,13,15H,2,4-6H2,1,3H3/t8-,13-,15-/m0/s1 DHQZOOQNUWHCML-IIRLODAESA-N C[C@@H]1C[C@@H]2O[C@H]2C(=C)Cc2c(C(=O)C1)c(C)co2 NPC46335 n.a. CHEMBL592373 16129741 C75H62O30 1442.33 -13.2432 6.41 -0.558 5 25 551.9 34 15 105 1 InChI=1S/C75H62O30/c76-28-16-41(88)51-50(17-28)101-68(24-2-7-31(78)37(84)12-24)63(97)59(51)53-43(90)20-45(92)55-61(65(99)70(103-73(53)55)26-4-9-33(80)39(86)14-26)57-47(94)22-48(95)58-62(66(100)71(105-75(57)58)27-5-10-34(81)40(87)15-27)56-46(93)21-44(91)54-60(64(98)69(104-74(54)56)25-3-8-32(79)38(85)13-25)52-42(89)19-35(82)29-18-49(96)67(102-72(29)52)23-1-6-30(77)36(83)11-23/h1-17,19-22,49,59-71,76-100H,18H2/t49-,59-,60+,61-,62+,63-,64-,65-,66-,67-,68-,69-,70-,71-/m1/s1 QRFZGLTZLZZHCM-NWYMYRDLSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)O)O)O)O)c1ccc(c(c1)O)O NPC469375 n.a. CHEMBL1077027 46881240 C38H50O6 602.36 3.8728 4.98 8.882 4 2 100.9 20 4 44 1 InChI=1S/C38H50O6/c1-22(2)11-14-26-20-37-21-27(15-12-23(3)4)36(9,10)44-33(37)30(31(41)25-13-16-28(39)29(40)19-25)32(42)38(34(37)43,35(26,7)8)18-17-24(5)6/h11-13,16-17,19,26-27,39-40H,14-15,18,20-21H2,1-10H3/t26-,27-,37+,38-/m1/s1 KXTNVBQRLRYVCO-CWQBQQQGSA-N CC(=CC[C@@]12C(=O)C(=C3[C@@](C1=O)(C[C@H](C(O3)(C)C)CC=C(C)C)C[C@H](C2(C)C)CC=C(C)C)C(=O)c1ccc(c(c1)O)O)C NPC469415 n.a. CHEMBL1078184 44253994 C27H36O11 536.23 -3.5981 3.22 3.089 11 4 153.37 17 5 38 2 InChI=1S/C27H36O11/c1-3-4-10-34-26-13-24(2)27(36-22-20(31)19(30)18(29)16(12-28)35-22)11-17(26)25(27,23(37-24)38-26)14-33-21(32)15-8-6-5-7-9-15/h5-9,16-20,22-23,28-31H,3-4,10-14H2,1-2H3/t16-,17+,18-,19+,20-,22+,23?,24+,25+,26-,27-/m1/s1 WZGDJBIFNLWZEF-POZPPLBNSA-N CCCCO[C@@]12OC3[C@@]4([C@@H]2C[C@]4([C@](C1)(O3)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)COC(=O)c1ccccc1 NPC469446 n.a. CHEMBL1078969 44557219 C13H12O3 216.08 -0.143 2.56 1.453 3 0 35.53 2 3 16 0 InChI=1S/C13H12O3/c1-7-3-9-5-10(14)6-12-13(9)11(15-7)4-8(2)16-12/h4-7H,3H2,1-2H3 FSDVTWRZVXYMTO-UHFFFAOYSA-N CC1Oc2cc(C)oc3c2c(C1)cc(=O)c3 NPC469488 n.a. CHEMBL1080348 46878988 C19H24O9 396.14 -2.9915 2.56 -0.652 9 5 153.75 7 5 28 0 InChI=1S/C19H24O9/c1-7-11(21)19(26)15-16(2)8(3-4-9(20)12(16)22)5-10-17(15,6-27-19)18(7,25)13(23)14(24)28-10/h3-4,7-8,10-13,15,21-23,25-26H,5-6H2,1-2H3/t7-,8+,10+,11+,12+,13-,15+,16+,17+,18-,19+/m0/s1 FEEUXYPVADGATE-WIHGOMMQSA-N O=C1C=C[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@]3(O)OC[C@]41[C@@H](C2)OC(=O)[C@@H]([C@]4([C@H]([C@H]3O)C)O)O NPC469647 n.a. CHEMBL1096215 46886773 C35H46O8 594.32 -1.8844 4.43 6.115 8 3 130.36 20 5 43 2 InChI=1S/C35H46O8/c1-5-6-7-8-9-13-16-28(37)43-35-27(42-31(39)24-14-11-10-12-15-24)20-33(40)25(29(35)32(35,3)4)18-23(21-36)19-34(41)26(33)17-22(2)30(34)38/h10-12,14-15,17-18,25-27,29,36,40-41H,5-9,13,16,19-21H2,1-4H3/t25-,26-,27+,29+,33+,34+,35-/m0/s1 XCZMBPWIQJRZDE-VSHBPWGQSA-N CCCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)C[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC469648 n.a. CHEMBL1096216 46886774 C34H44O8 580.3 -1.5964 4.32 5.546 8 3 130.36 19 5 42 2 InChI=1S/C34H44O8/c1-5-6-7-8-12-15-27(36)42-34-26(41-30(38)23-13-10-9-11-14-23)19-32(39)24(28(34)31(34,3)4)17-22(20-35)18-33(40)25(32)16-21(2)29(33)37/h9-11,13-14,16-17,24-26,28,35,39-40H,5-8,12,15,18-20H2,1-4H3/t24-,25-,26+,28+,32+,33+,34-/m0/s1 KBXOCBVKFIYVKH-BTHANARXSA-N CCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)C[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC469745 n.a. CHEMBL1165495 46849018 C30H50O4 474.37 0.6517 4.32 5.899 4 3 77.76 15 5 34 1 InChI=1S/C30H50O4/c1-17(2)19(31)9-8-18(3)25-20(32)14-27(6)22-11-10-21-26(4,5)23(33)12-13-29(21)16-30(22,29)15-24(34)28(25,27)7/h17-18,20-25,32-34H,8-16H2,1-7H3/t18-,20+,21+,22+,23+,24+,25+,27+,28-,29-,30+/m1/s1 DOWYNWQUMLPHSD-PCGSKIRXSA-N CC(C(=O)CC[C@H]([C@H]1[C@@H](O)C[C@@]2([C@]1(C)[C@@H](O)C[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC469789 n.a. CHEMBL1172382 49799448 C27H36O7 472.25 0.0314 3.66 1.188 7 3 116.59 9 6 34 0 InChI=1S/C27H36O7/c1-12-9-21(33-24(31)13(12)2)26(4,32)18-7-5-16-14-11-22-27(34-22)19(29)8-6-17(28)23(27)15(14)10-20(30)25(16,18)3/h6,8,14-16,18-23,29-30,32H,5,7,9-11H2,1-4H3/t14-,15+,16+,18+,19+,20-,21-,22-,23+,25+,26+,27-/m1/s1 NCWMGOWQXJDECU-CNFQUTTOSA-N CC1=C(C)C(=O)O[C@H](C1)[C@]([C@H]1CC[C@@H]2[C@]1(C)[C@H](O)C[C@H]1[C@H]2C[C@@H]2[C@]3([C@@H]1C(=O)C=C[C@@H]3O)O2)(O)C NPC469790 n.a. CHEMBL1172383 49799449 C29H38O9 530.25 -0.4263 3.66 0.523 9 2 135.19 11 7 38 0 InChI=1S/C29H38O9/c1-11-6-21(37-26(33)12(11)2)28(5,34)24-18(35-13(3)30)9-16-14-8-22-29(38-22)23(17(31)10-19-25(29)36-19)15(14)7-20(32)27(16,24)4/h14-16,18-25,32,34H,6-10H2,1-5H3/t14-,15+,16+,18+,19+,20-,21-,22-,23+,24+,25+,27-,28+,29-/m1/s1 FIMAYHJYWNSMFM-NNLREDAASA-N CC(=O)O[C@H]1C[C@@H]2[C@]([C@H]1[C@]([C@H]1CC(=C(C(=O)O1)C)C)(O)C)(C)[C@H](O)C[C@H]1[C@H]2C[C@H]2O[C@]32[C@@H]1C(=O)C[C@H]1[C@@H]3O1 NPC469810 n.a. CHEMBL119505 10745022 C34H52O5 540.38 2.0016 4.65 9.468 5 0 61.83 17 6 39 1 InChI=1S/C34H52O5/c1-19(2)20(3)10-11-21(4)23-14-15-30(6)24-12-13-25-32(8,29(36)37-9)26(38-22(5)35)16-27-34(25)18-33(24,34)28(39-27)17-31(23,30)7/h19,21,23-28H,3,10-18H2,1-2,4-9H3/t21-,23-,24+,25+,26+,27+,28-,30+,31-,32+,33+,34-/m1/s1 JISKPKRVVHQSMV-ISIDXMIOSA-N COC(=O)[C@]1(C)[C@@H](OC(=O)C)C[C@H]2[C@]34[C@H]1CC[C@@H]1[C@@]4(C3)[C@H](O2)C[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=C)C(C)C)C)C NPC469854 n.a. CHEMBL1215428 C38H52O8 636.37 2.2785 4.76 7.713 6 5 152.36 26 3 46 2 InChI=1S/C38H52O8/c1-21(2)11-13-25(23(5)6)18-37-19-26(15-12-22(3)4)35(7,8)38(34(37)45,20-29(41)36(9,10)46)33(44)30(32(37)43)31(42)24-14-16-27(39)28(40)17-24/h11-12,14,16-17,25-26,29,39-41,43,46H,5,13,15,18-20H2,1-4,6-10H3/t25-,26-,29?,37-,38+/m1/s1 HVKHAMACCIIGAM-CGJQWDJPSA-N CC(=CC[C@@H](C(=C)C)C[C@@]12C[C@@H](CC=C(C)C)C([C@](C2=O)(C(=O)C(=C1O)C(=O)c1ccc(c(c1)O)O)CC(C(O)(C)C)O)(C)C)C NPC469955 n.a. CHEMBL134227 455258 C27H26O6 446.17 0.8308 3.77 6.38 3 0 71.06 8 5 33 1 InChI=1S/C27H26O6/c1-14-15(2)30-24-18-11-12-27(4,5)33-25(18)21-19(17-9-7-6-8-10-17)13-20(29)32-26(21)22(24)23(14)31-16(3)28/h6-15,23H,1-5H3/t14-,15-,23+/m1/s1 DDHWWLULUFLVOI-WBPRFABPSA-N CC(=O)O[C@H]1[C@H](C)[C@@H](C)Oc2c1c1oc(=O)cc(c1c1c2C=CC(O1)(C)C)c1ccccc1 NPC469956 n.a. CHEMBL134252 455259 C25H22O4 386.15 1.7432 3.77 6.34 1 0 44.76 5 5 29 1 InChI=1S/C25H22O4/c1-14-12-19-22(27-15(14)2)17-10-11-25(3,4)29-24(17)21-18(13-20(26)28-23(19)21)16-8-6-5-7-9-16/h5-13,15H,1-4H3/t15-/m1/s1 YZCOPLIKCIKRCM-OAHLLOKOSA-N CC1=Cc2c(O[C@@H]1C)c1C=CC(Oc1c1c2oc(=O)cc1c1ccccc1)(C)C NPC470017 n.a. CHEMBL1651049 50908785 C17H10N2O4 306.06 0.3445 2.67 3.465 2 0 82.33 4 4 23 0 InChI=1S/C17H10N2O4/c1-23-13-8-12-14-11(16(13)19(21)22)6-7-18-15(14)9-4-2-3-5-10(9)17(12)20/h2-8H,1H3 DLZDROOSVPZQLL-UHFFFAOYSA-N COc1cc2C(=O)c3ccccc3c3c2c(c1N(=O)=O)ccn3 NPC470018 n.a. CHEMBL1651053 50901246 C17H12N2O2 276.09 -1.0655 2.89 2.548 3 1 65.21 3 4 21 0 InChI=1S/C17H12N2O2/c1-21-13-8-12-14-11(15(13)18)6-7-19-16(14)9-4-2-3-5-10(9)17(12)20/h2-8H,18H2,1H3 DVXISAIJCXZAQX-UHFFFAOYSA-N COc1cc2C(=O)c3ccccc3c3c2c(c1N)ccn3 NPC470019 n.a. CHEMBL1651054 14364356 C17H13NO2 263.09 -0.3782 3 3.253 2 0 38.66 2 4 20 0 InChI=1S/C17H13NO2/c1-20-11-8-10-6-7-18-16-12-4-2-3-5-13(12)17(19)14(9-11)15(10)16/h2-5,8-9H,6-7H2,1H3 SMSXFIWLWPHHRL-UHFFFAOYSA-N COc1cc2CCN=C3c2c(c1)C(=O)c1c3cccc1 NPC470020 n.a. CHEMBL1651055 15634400 C17H11NO2 261.08 -0.3156 3 3.578 2 0 39.19 2 4 20 0 InChI=1S/C17H11NO2/c1-20-11-8-10-6-7-18-16-12-4-2-3-5-13(12)17(19)14(9-11)15(10)16/h2-9H,1H3 MTXYFFAYNUTIGA-UHFFFAOYSA-N COc1cc2ccnc3c2c(c1)C(=O)c1c3cccc1 NPC470021 n.a. CHEMBL1651056 50901247 C17H12N2O4 308.08 0.2819 2.67 3.14 2 0 81.8 4 4 23 0 InChI=1S/C17H12N2O4/c1-23-12-8-9-6-7-18-15-10-4-2-3-5-11(10)17(20)14(13(9)15)16(12)19(21)22/h2-5,8H,6-7H2,1H3 ZJEICCBPRLYBQU-UHFFFAOYSA-N COc1cc2CCN=C3c2c(c1N(=O)=O)C(=O)c1c3cccc1 NPC470022 n.a. CHEMBL1651057 50901248 C17H10N2O4 306.06 0.3445 2.67 3.465 2 0 82.33 4 4 23 0 InChI=1S/C17H10N2O4/c1-23-12-8-9-6-7-18-15-10-4-2-3-5-11(10)17(20)14(13(9)15)16(12)19(21)22/h2-8H,1H3 RQKZSECOVAPECY-UHFFFAOYSA-N COc1cc2ccnc3c2c(c1N(=O)=O)C(=O)c1c3cccc1 NPC470023 n.a. CHEMBL1651058 50901249 C17H12N2O4 308.08 0.2819 2.67 3.14 2 0 81.8 4 4 23 0 InChI=1S/C17H12N2O4/c1-23-13-8-12-14-11(16(13)19(21)22)6-7-18-15(14)9-4-2-3-5-10(9)17(12)20/h2-5,8H,6-7H2,1H3 KBWOYCFFCIHYNB-UHFFFAOYSA-N COc1cc2C(=O)c3ccccc3C3=NCCc(c1N(=O)=O)c23 NPC470070 n.a. CHEMBL1669122 53324794 C29H48O4 460.36 0.6081 4.21 7.077 4 2 58.92 10 6 33 1 InChI=1S/C29H48O4/c1-17(30)29-15-14-28(7,33-29)18-8-12-27(6)23(18)19(32-29)16-21-25(4)11-10-22(31)24(2,3)20(25)9-13-26(21,27)5/h17-23,30-31H,8-16H2,1-7H3/t17-,18-,19+,20-,21+,22-,23-,25-,26+,27+,28-,29-/m0/s1 APPPXTMUUWJGRZ-NNVISGGKSA-N C[C@@H]([C@@]12CC[C@@](O2)(C)[C@@H]2[C@H]3[C@H](O1)C[C@@H]1[C@@]4(C)CC[C@@H](C([C@@H]4CC[C@]1([C@]3(C)CC2)C)(C)C)O)O NPC470088 n.a. CHEMBL1712955 44655462;16682281 C14H17NO3.ClH 247.12 -1.5959 2.56 1.726 2 0 38.77 3 3 18 0 InChI=1S/C14H17NO3.ClH/c16-12(9-15-6-2-1-3-7-15)11-4-5-13-14(8-11)18-10-17-13;/h4-5,8H,1-3,6-7,9-10H2;1H GUAGHEHHFOGEPB-UHFFFAOYSA-N O=C(c1ccc2c(c1)OCO2)CN1CCCCC1.Cl NPC470094 n.a. CHEMBL175806 44387914 C31H42N2O8S 602.27 -1.2943 3.66 2.59 10 4 172.7 6 8 42 0 InChI=1S/C31H42N2O8S/c1-16-11-30(33-24(32)14-42-30)31(37)26(39-16)40-22-10-18-3-4-21-20(28(18,15-34)12-23(22)41-31)5-7-27(2)19(6-8-29(21,27)36)17-9-25(35)38-13-17/h9,15-16,18-23,26,36-37H,3-8,10-14H2,1-2H3,(H2,32,33)/t16-,18+,19-,20+,21-,22-,23-,26+,27-,28-,29+,30+,31-/m1/s1 JHKLDCGHXADNGS-DJHKYUSNSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@@]14SCC(=N)N1)C NPC470265 n.a. CHEMBL1934455 56649372 C28H38O8 502.26 -1.2154 3.66 1.621 8 4 136.82 11 6 36 0 InChI=1S/C28H38O8/c1-13-8-20(35-25(34)16(13)11-29)14(2)17-4-5-18-15-9-23-28(36-23)22(33)7-6-21(32)27(28,12-30)24(15)19(31)10-26(17,18)3/h6-7,14-15,17-20,22-24,29-31,33H,4-5,8-12H2,1-3H3/t14-,15-,17+,18-,19-,20+,22-,23+,24+,26+,27+,28+/m0/s1 WDCJNXFCMQFKHJ-VAPFTTHESA-N OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(CO)C(=O)C=C[C@@H]3O)O2)C NPC470520 n.a. CHEMBL2062864 70696889 C16H22O6 310.14 -0.6276 2.56 0.789 6 2 85.22 7 3 22 0 InChI=1S/C16H22O6/c1-9-6-11(18)13-10(8-17)14(19)21-12(13)7-15(2)4-5-16(9,20-3)22-15/h7,9,11,17-18H,4-6,8H2,1-3H3/b12-7+/t9-,11+,15-,16+/m1/s1 VDFYFLJYQRIOKN-LQTQNCDASA-N OCC1=C2[C@@H](O)C[C@@H](C)[C@]3(O[C@](/C=C\2/OC1=O)(C)CC3)OC NPC470521 n.a. CHEMBL2062870 70690655 C21H28O7 392.18 1.0953 3 2.526 7 1 91.29 11 3 28 0 InChI=1S/C21H28O7/c1-6-12(2)18(23)26-15-9-13(3)21(25-5)8-7-20(4,28-21)10-16-17(15)14(11-22)19(24)27-16/h6,10,13,15,22H,7-9,11H2,1-5H3/b12-6+,16-10+/t13-,15+,20-,21+/m1/s1 KZMMOGWSMBTTFY-GDFGMOSZSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](C)[C@]2(OC)CC[C@](/C=C/3\C1=C(CO)C(=O)O3)(O2)C)\C NPC470615 n.a. CHEMBL2088265 60154786 C20H24O5 344.16 -0.4054 3.11 0.247 5 2 83.83 4 3 25 0 InChI=1S/C20H24O5/c1-9-10-4-5-11-19(7-10,16(9)23)17(24)14(22)15-18(2,3)13-6-12(21)20(11,15)8-25-13/h10-11,13,16,22-23H,1,4-8H2,2-3H3/t10-,11-,13-,16-,19+,20-/m1/s1 LRBFGRIVMPSVAV-JYDRGEROSA-N C=C1[C@@H]2CC[C@@H]3[C@]([C@@H]1O)(C2)C(=O)C(=C1[C@@]23CO[C@@H](C1(C)C)CC2=O)O NPC470879 n.a. CHEMBL227479 14604490 C19H19NO4 325.13 -0.5475 3 1.925 1 1 48.95 4 5 24 0 InChI=1S/C19H19NO4/c1-21-12-5-11-6-13-16-10(3-4-20-13)7-15-19(24-9-23-15)18(16)17(11)14(8-12)22-2/h5,7-8,13,20H,3-4,6,9H2,1-2H3 RYQZFXDNXUJJOP-UHFFFAOYSA-N COc1cc(OC)cc2c1c1c3C(C2)NCCc3cc2c1OCO2 NPC470931 n.a. CHEMBL2323767 71717470 C23H25NO2 347.19 1.0227 3.66 4.528 1 1 34.39 5 6 26 0 InChI=1S/C23H25NO2/c1-12-9-15-14-6-5-13(25)10-18(14)24-20(15)19-16-11-23(4,26-21(12)19)8-7-17(16)22(24,2)3/h5-6,9-10,16-17,25H,7-8,11H2,1-4H3/t16-,17-,23+/m1/s1 YDUWCKHQORLZSO-QZMQVMSPSA-N Oc1ccc2c(c1)n1c3c2cc(c2c3[C@H]3[C@H](C1(C)C)CC[C@@](C3)(O2)C)C NPC470936 n.a. CHEMBL2331814 71664735 C36H42N2O9 646.29 -2.8248 4.21 5.237 7 5 162.79 22 5 47 2 InChI=1S/C36H42N2O9/c1-22(16-19-39)32(40)37-17-8-9-18-38-33(41)31-29(23-10-6-5-7-11-23)35(43)30-27(46-4)20-26(45-3)21-28(30)47-36(31,34(35)42)24-12-14-25(44-2)15-13-24/h5-7,10-16,20-21,29,31,34,39,42-43H,8-9,17-19H2,1-4H3,(H,37,40)(H,38,41)/b22-16+/t29-,31+,34?,35-,36+/m0/s1 ZPZIOXSKRNWLQT-YFLBEWKFSA-N OC/C=C(/C(=NCCCCN=C([C@H]1[C@H](c2ccccc2)[C@]2(C([C@@]1(Oc1c2c(OC)cc(c1)OC)c1ccc(cc1)OC)O)O)O)O)\C NPC470944 n.a. CHEMBL2332422 71578718 C15H22O3 250.16 1.2363 2.78 0.289 3 2 49.69 6 3 18 0 InChI=1S/C15H22O3/c1-9-6-15(17)13(10(2)8-16)7-14(18-15)11(3)4-5-12(9)14/h6,11-12,16-17H,4-5,7-8H2,1-3H3/b13-10+/t11-,12-,14-,15+/m0/s1 DEZWKBHSCPUCDO-NZLQWCMJSA-N OC/C(=C/1\C[C@]23O[C@]1(O)C=C([C@@H]3CC[C@@H]2C)C)/C NPC470999 n.a. CHEMBL2335031 71567277 C28H36O4 436.26 1.2472 4.1 3.57 3 0 48.67 8 6 32 0 InChI=1S/C28H36O4/c1-6-31-24-22-23-25(2,16-32-22)12-10-21(29)28(23,5)20-9-13-26(3)18(17-11-14-30-15-17)7-8-19(26)27(20,24)4/h8,10-12,14-15,18,20,22-24H,6-7,9,13,16H2,1-5H3/t18-,20-,22+,23-,24+,25-,26-,27-,28-/m0/s1 HEAAUDFSVSNHTF-JODQAKCKSA-N CCO[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@]1(C)CC2)c1cocc1)(C)C(=O)C=C3)C NPC471000 n.a. CHEMBL2335032 71567278 C28H36O5 452.26 0.8482 3.99 3.094 4 0 57.9 9 6 33 0 InChI=1S/C28H36O5/c1-25-11-9-21(29)28(4)20-8-12-26(2)18(17-10-13-31-14-17)6-7-19(26)27(20,3)24(33-16-30-5)22(23(25)28)32-15-25/h7,9-11,13-14,18,20,22-24H,6,8,12,15-16H2,1-5H3/t18-,20-,22+,23-,24+,25-,26-,27-,28-/m0/s1 XGKQKUAPPQLBQG-JODQAKCKSA-N COCO[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@]1(C)CC2)c1cocc1)(C)C(=O)C=C3)C NPC471001 n.a. CHEMBL2335033 71567279 C28H34O5 450.24 0.9674 3.99 3.368 4 0 65.74 8 6 33 0 InChI=1S/C28H34O5/c1-16(29)33-24-22-23-25(2,15-32-22)11-9-21(30)28(23,5)20-8-12-26(3)18(17-10-13-31-14-17)6-7-19(26)27(20,24)4/h7,9-11,13-14,18,20,22-24H,6,8,12,15H2,1-5H3/t18-,20-,22+,23-,24+,25-,26-,27-,28-/m0/s1 BGZSPLQLCBAWNX-JODQAKCKSA-N CC(=O)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@]1(C)CC2)c1cocc1)(C)C(=O)C=C3)C NPC471002 n.a. CHEMBL2335034 71567280 C28H31F3O5 504.21 2.0556 3.66 4.067 4 0 65.74 11 6 36 0 InChI=1S/C28H31F3O5/c1-24-10-8-19(32)27(4)18-7-11-25(2)16(15-9-12-34-13-15)5-6-17(25)26(18,3)22(20(21(24)27)35-14-24)36-23(33)28(29,30)31/h6,8-10,12-13,16,18,20-22H,5,7,11,14H2,1-4H3/t16-,18-,20+,21-,22+,24-,25-,26-,27-/m0/s1 KDAOSWAEUKEXNW-YFIZLVBDSA-N O=C(C(F)(F)F)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@]1(C)CC2)c1cocc1)(C)C(=O)C=C3)C NPC471004 n.a. CHEMBL2335036 71567409 C32H35NO5 513.25 0.9575 4.32 4.085 5 0 78.63 8 7 38 0 InChI=1S/C32H35NO5/c1-29-12-8-24(34)32(4)23-7-13-30(2)21(20-11-16-36-17-20)5-6-22(30)31(23,3)27(25(26(29)32)37-18-29)38-28(35)19-9-14-33-15-10-19/h6,8-12,14-17,21,23,25-27H,5,7,13,18H2,1-4H3/t21-,23-,25+,26-,27+,29-,30-,31-,32-/m0/s1 WLMWPQLTBYZGEW-GATSHTIQSA-N O=C(c1ccncc1)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@@]1(CC2)C)c1ccoc1)(C)C(=O)C=C3)C NPC471006 n.a. CHEMBL2335038 71567411 C26H30O3 390.22 1.2998 3.99 4.597 2 0 39.44 5 6 29 0 InChI=1S/C26H30O3/c1-23-10-8-21(27)26(4)20-7-11-24(2)17(16-9-12-28-14-16)5-6-19(24)25(20,3)13-18(22(23)26)29-15-23/h6,8-10,12-14,17,20,22H,5,7,11,15H2,1-4H3/t17-,20-,22-,23-,24-,25-,26-/m0/s1 ZDBMCXFUQGNBLR-GJLVFVFDSA-N O=C1C=C[C@@]2([C@H]3[C@@]1(C)[C@H]1CC[C@@]4(C(=CC[C@H]4c4cocc4)[C@@]1(C=C3OC2)C)C)C NPC471007 n.a. CHEMBL2335039 71720054 C26H36O4 412.26 -0.2453 3.88 3.547 3 2 62.83 7 6 30 0 InChI=1S/C26H36O4/c1-23-10-8-19(27)26(4)18-7-11-24(2)16(15-9-12-29-13-15)5-6-17(24)25(18,3)22(28)20(21(23)26)30-14-23/h6,9,12-13,16,18-22,27-28H,5,7-8,10-11,14H2,1-4H3/t16-,18-,19?,20+,21-,22+,23-,24-,25-,26-/m0/s1 LZBMDSMLVLGIEW-JRQJDMHFSA-N O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=CC[C@H]([C@@]1(CC2)C)c1cocc1)(C)C(CC3)O)C NPC471091 n.a. CHEMBL2368573 73354402 C82H54O52 1870.16 -14.8376 4.76 -1.754 22 29 877.36 37 16 134 2 InChI=1S/C82H54O52/c83-23-1-14(2-24(84)45(23)93)71(112)133-81-69-68(130-77(118)21-10-31(91)50(98)57(105)39(21)40-22(78(119)131-69)11-32(92)51(99)58(40)106)65-35(126-81)13-123-74(115)19-8-29(89)52(100)59(107)41(19)43-44(80(121)128-65)66(63(111)62(110)61(43)109)124-33-4-15(3-25(85)46(33)94)72(113)134-82-70-67(129-75(116)17-6-27(87)47(95)54(102)36(17)16-5-26(86)53(101)60(108)42(16)79(120)132-70)64-34(125-82)12-122-73(114)18-7-28(88)48(96)55(103)37(18)38-20(76(117)127-64)9-30(90)49(97)56(38)104/h1-11,34-35,64-65,67-70,81-111H,12-13H2/t34-,35-,64-,65-,67+,68+,69-,70-,81+,82+/m1/s1 PAURBGYTYAPASF-UTIVGCTBSA-N Oc1cc(cc(c1O)Oc1c(O)c(O)c(c2c1C(=O)O[C@@H]1[C@@H](COC(=O)c3c2c(O)c(c(c3)O)O)O[C@H]([C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1c(O)c(O)c(cc1c1c(C(=O)O2)cc(c(c1O)O)O)O)cc(O)c(c3O)O)O)O NPC471094 n.a. CHEMBL2368598 73355983 C22H30O7 406.2 -1.8542 3.11 0.675 7 3 113.29 8 3 29 0 InChI=1S/C22H30O7/c1-11-13-4-5-14-20-10-29-22(27,21(14,8-13)17(11)25)18(26)16(20)19(3,7-6-15(20)24)9-28-12(2)23/h13-16,18,24,26-27H,1,4-10H2,2-3H3/t13-,14+,15+,16-,18+,19+,20-,21+,22+/m1/s1 UDOQTYDWKGQXFY-LQSNDDGTSA-N CC(=O)OC[C@]1(C)CC[C@@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H](C1)C(=C)C2=O)O NPC471108 n.a. CHEMBL2373592 C36H56O8 616.4 -3.4367 4.54 6.511 8 3 130.36 26 4 44 2 InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30?,32-,34+,35-,36-/m1/s1 PHEDXBVPIONUQT-AFPOFPRFSA-N CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H](C3[C@]1(OC(=O)C)C3(C)C)C=C(C[C@@]1([C@H]2C=C(C1=O)C)O)CO NPC471113 n.a. CHEMBL2375504 71714024 C36H34N2O7 606.24 4.43 7 0 84.81 5 7 45 0 InChI=1S/C36H34N2O7/c1-38(39)13-11-24-18-33-35(43-20-42-33)36-34(24)28(38)15-21-4-7-25(8-5-21)44-31-16-22(6-9-29(31)40-2)14-27-26-19-32(45-36)30(41-3)17-23(26)10-12-37-27/h4-9,16-19,28H,10-15,20H2,1-3H3/t28-,38+/m0/s1 LWAYRUKJQGEVTF-BYUPDSDESA-N COc1cc2CCN=C3c2cc1Oc1c2OCOc2cc2c1[C@H](Cc1ccc(Oc4cc(C3)ccc4OC)cc1)N(=O)(CC2)C NPC471126 n.a. CHEMBL2375786 20675009 C30H42O8 530.29 1.0471 3.88 2.111 8 3 130.36 19 4 38 0 InChI=1S/C30H42O8/c1-9-15(3)25(33)37-24-18(6)29(36)20(22-27(7,8)30(22,24)38-26(34)16(4)10-2)12-19(14-31)13-28(35)21(29)11-17(5)23(28)32/h9,11-12,16,18,20-22,24,31,35-36H,10,13-14H2,1-8H3/b15-9+/t16?,18-,20+,21-,22-,24-,28-,29-,30-/m1/s1 AKFIXMYXISUTAF-OQKLVTEQSA-N OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C(CC)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)/C(=C/C)/C)(C)C NPC47113 n.a. CHEMBL449122 10819005 C40H56O15 776.36 -1.3441 4.21 1.449 15 5 232.65 24 6 55 2 InChI=1S/C40H56O15/c1-18(2)12-21(44)13-22-30-25(53-34(22)49)15-40(17-51-19(3)42)23-8-9-27-37(5,24(23)14-28(45)39(30,40)7)11-10-29(52-20(4)43)38(27,6)36(50)55-35-33(48)32(47)31(46)26(16-41)54-35/h8,12,22,24-33,35,41,45-48H,9-11,13-17H2,1-7H3/t22-,24+,25+,26-,27-,28+,29-,30-,31-,32+,33-,35+,37-,38+,39+,40+/m1/s1 CNBPSPDNZJNBAZ-RWOCPONYSA-N OC[C@H]1O[C@@H](OC(=O)[C@]2(C)[C@@H](CC[C@]3([C@H]2CC=C2[C@@H]3C[C@@H]([C@@]3([C@]2(COC(=O)C)C[C@H]2[C@H]3[C@H](C(=O)O2)CC(=O)C=C(C)C)C)O)C)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC471134 n.a. CHEMBL2376808 71600979 C34H36O11 620.23 -2.1107 3.99 4.48 11 5 172.21 14 7 45 1 InChI=1S/C34H36O11/c1-17(2)32-26(42-28(38)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,41)29(39)30(40,16-35)25(37)23(33)27(32)43-34(44-32,45-33)21-13-9-6-10-14-21/h5-15,18-19,23,25-27,29,35,37,39-41H,1,16H2,2-4H3/t18-,19+,23-,25-,26+,27+,29+,30+,31+,32-,33-,34?/m0/s1 MTWMBWDRYRDAQL-MWGCXWFASA-N OC[C@@]1(O)[C@@H](O)[C@H]2[C@H]3OC4(O[C@]2(C2=C[C@@H](C(=O)[C@]2([C@@H]1O)O)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1 NPC471135 n.a. CHEMBL2376810 71601112 C37H52O10 656.36 -3.6257 4.43 7.132 10 5 155.14 14 7 47 1 InChI=1S/C37H52O10/c1-20(2)34-18-22(4)37-26-29(39)33(42,19-44-31(40)24-15-11-9-12-16-24)32(41)36(43)27(37)25(23(5)28(36)38)21(3)14-10-7-6-8-13-17-35(46-34,47-37)45-30(26)34/h9,11-12,15-16,21-23,25-30,32,38-39,41-43H,1,6-8,10,13-14,17-19H2,2-5H3/t21-,22-,23+,25+,26+,27-,28+,29+,30-,32-,33-,34-,35?,36-,37-/m1/s1 KUKFFCSAEKBDJN-OOOKLGDUSA-N C[C@@H]1CCCCCCCC23O[C@]45[C@@H]6[C@@H]1[C@H](C)[C@@H]([C@@]6(O)[C@H](O)[C@@]([C@H]([C@H]5[C@@H](O2)[C@](C[C@H]4C)(O3)C(=C)C)O)(O)COC(=O)c1ccccc1)O NPC471136 n.a. CHEMBL2376811 71601113 C34H46O10 614.31 0.0815 4.1 3.268 10 3 144.28 20 6 44 1 InChI=1S/C34H46O10/c1-8-9-10-11-12-13-14-15-31-42-27-23-26-30(17-35,41-26)29(38)32(39)22(16-20(6)24(32)36)34(23,44-31)21(7)25(40-28(37)18(2)3)33(27,43-31)19(4)5/h12-16,18,21-23,25-27,29,35,38-39H,4,8-11,17H2,1-3,5-7H3/b13-12+,15-14+/t21-,22-,23+,25-,26+,27-,29-,30+,31?,32-,33+,34+/m1/s1 NOPHMXNWLMLMCT-OEPICUTDSA-N CCCCC/C=C/C=C/C12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)C(C)C NPC471137 n.a. CHEMBL2376817 46191238 C33H44O10 600.29 -0.5667 3.99 2.975 10 3 144.28 19 6 43 1 InChI=1S/C33H44O10/c1-7-9-10-11-12-13-14-15-30-41-27-23-26-29(17-34,40-26)28(37)31(38)21(16-19(5)24(31)36)33(23,43-30)20(6)25(39-22(35)8-2)32(27,42-30)18(3)4/h12-16,20-21,23,25-28,34,37-38H,3,7-11,17H2,1-2,4-6H3/b13-12+,15-14+/t20-,21-,23+,25-,26+,27-,28-,29+,30?,31-,32+,33+/m1/s1 PVCYGTPNUOIKHH-SQADMDDHSA-N CCCCC/C=C/C=C/C12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)CC NPC471138 n.a. CHEMBL2376822 73351914 C34H38O9 590.25 -1.6953 4.21 5.898 9 3 127.21 12 8 43 1 InChI=1S/C34H38O9/c1-18(2)30-16-20(4)33-23-15-19(3)25(35)32(23,38)29(37)31(17-39-28(36)21-11-7-5-8-12-21)27(40-31)24(33)26(30)41-34(42-30,43-33)22-13-9-6-10-14-22/h5-14,19-20,23-27,29,35,37-38H,1,15-17H2,2-4H3/t19-,20+,23+,24+,25-,26?,27-,29+,30+,31-,32+,33-,34?/m0/s1 DKRXIDRIIJZHJE-QNLQFRPWSA-N O=C(c1ccccc1)OC[C@]12O[C@H]1[C@H]1C3OC4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)[C@@H](O)[C@H](C1)C)[C@@H](C[C@@]3(O4)C(=C)C)C)c1ccccc1 NPC471139 n.a. CHEMBL2376824 72188654 C37H50O10 654.34 -2.19 4.43 6.673 10 5 155.14 20 6 47 2 InChI=1S/C37H50O10/c1-6-7-8-9-10-11-15-18-27(38)44-21-33(42)30(40)28-31-34(22(2)3)20-24(5)36(28,26-19-23(4)29(39)35(26,43)32(33)41)47-37(45-31,46-34)25-16-13-12-14-17-25/h10-18,23-24,26,28-32,39-43H,2,6-9,19-21H2,1,3-5H3/b11-10+,18-15+/t23-,24+,26+,28-,29-,30-,31+,32+,33+,34+,35+,36-,37?/m0/s1 XGZZGUNAJRVNQJ-UINOGJBISA-N CCCCC/C=C/C=C/C(=O)OC[C@@]1(O)[C@@H](O)[C@H]2[C@H]3OC4(O[C@]2([C@H]2[C@@]([C@@H]1O)(O)[C@@H](O)[C@H](C2)C)[C@@H](C[C@@]3(O4)C(=C)C)C)c1ccccc1 NPC471143 n.a. CHEMBL2380782 73353397 C23H26O10 462.15 0.4939 2.89 0.461 10 0 130.26 12 4 33 0 InChI=1S/C23H26O10/c1-10-14-16(31-21(27)23(5)11(2)32-23)15(29-12(3)24)13(20(26)28-6)8-7-9-22(4)18(33-22)17(14)30-19(10)25/h7-9,11,14-18H,1H2,2-6H3/b9-7-,13-8+/t11-,14-,15+,16+,17+,18-,22-,23-/m1/s1 OHHDXIRXYVPFMP-OTLBAFLESA-N COC(=O)/C/1=C/C=C\[C@@]2(C)O[C@@H]2[C@@H]2[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)[C@]1(C)O[C@@H]1C)C(=C)C(=O)O2 NPC471154 n.a. CHEMBL2385093 71726172 C26H32O8 472.21 0.2624 3.44 3.376 2 1 92.68 14 4 34 0 InChI=1S/C26H32O8/c1-12(2)26(28)34-21-14(4)13(3)8-15-9-17(27)22(29-5)24(30-6)19(15)20-16(21)10-18-23(25(20)31-7)33-11-32-18/h9-10,12-14,21,27H,8,11H2,1-7H3/t13-,14-,21-/m1/s1 IXJHNPVJQUADCS-ZMOMAAQPSA-N COc1c2OCOc2cc2c1c1c(C[C@H]([C@H]([C@H]2OC(=O)C(C)C)C)C)cc(c(c1OC)OC)O NPC471162 n.a. CHEMBL2385646 73348882 C35H46O6 562.33 1.7997 4.65 8.56 6 1 82.06 16 5 41 1 InChI=1S/C35H46O6/c1-20(2)39-30-26-24(32(26,6)7)17-18-33(8)29(37)27-28(40-25(36)16-15-23-13-11-10-12-14-23)22(5)19-35(27,41-21(3)4)31(38)34(30,33)9/h10-16,22,24,26-30,37H,1,3,17-19H2,2,4-9H3/b16-15+/t22-,24-,26-,27+,28-,29+,30+,33-,34+,35+/m0/s1 ZGWIUHSCLOOVHO-HLIATGGQSA-N CC(=C)O[C@]12C[C@@H]([C@@H]([C@@H]1[C@@H](O)[C@]1([C@](C2=O)(C)[C@H](OC(=C)C)[C@@H]2[C@H](CC1)C2(C)C)C)OC(=O)/C=C/c1ccccc1)C NPC471180 n.a. CHEMBL2386329 71726086 C24H28O9 460.17 -0.6724 3.11 2.4 3 2 112.91 13 4 33 0 InChI=1S/C24H28O9/c1-10-7-12-15(21(29-4)23(31-6)22(30-5)17(12)24(26)27)16-13(18(25)11(10)2)8-14-19(20(16)28-3)33-9-32-14/h8,10-11,18,25H,7,9H2,1-6H3,(H,26,27)/t10-,11-,18-/m1/s1 TZBMJQDKFVLNJT-PJYBLOJUSA-N COc1c(OC)c(OC)c2c(c1C(=O)O)C[C@@H](C)[C@H]([C@H](c1c2c(OC)c2c(c1)OCO2)O)C NPC471181 n.a. CHEMBL2386330 71726087 C23H26O9 446.16 -1.0809 3 2.31 3 3 123.91 12 4 32 0 InChI=1S/C23H26O9/c1-9-6-11-14(21(29-4)22(30-5)18(25)16(11)23(26)27)15-12(17(24)10(9)2)7-13-19(20(15)28-3)32-8-31-13/h7,9-10,17,24-25H,6,8H2,1-5H3,(H,26,27)/t9-,10-,17-/m1/s1 CYOQLUBFWYSAMW-VHCOLVSPSA-N COc1c2c(cc3c1OCO3)[C@H](O)[C@H](C)[C@@H](Cc1c2c(OC)c(c(c1C(=O)O)O)OC)C NPC471183 n.a. CHEMBL2386334 71726171 C27H38O7 474.26 0.2487 3.66 3.76 1 1 75.61 18 3 34 0 InChI=1S/C27H38O7/c1-14(2)13-34-23-16(4)15(3)10-17-11-20(29-5)25(31-7)26(32-8)21(17)22-18(23)12-19(28)24(30-6)27(22)33-9/h11-12,14-16,23,28H,10,13H2,1-9H3/t15-,16-,23+/m0/s1 OSQUHJLUBNYFKD-PBPSECFOSA-N COc1c(OC)c(O)cc2c1c1c(C[C@@H]([C@@H]([C@H]2OCC(C)C)C)C)cc(c(c1OC)OC)OC NPC471184 n.a. CHEMBL2386500 73351986 C15H20O5 280.13 0.379 2.56 0.104 5 2 75.99 5 4 20 0 InChI=1S/C15H20O5/c1-8-9-6-10-12(2,17)4-5-14(10)13(3,18)7-15(9,20-14)19-11(8)16/h10,17-18H,4-7H2,1-3H3/t10-,12-,13+,14+,15+/m0/s1 RQXAHDATEUKKIF-VNUKXSOBSA-N O=C1O[C@]23C(=C1C)C[C@@H]1[C@@](O3)([C@](C2)(C)O)CC[C@]1(C)O NPC471303 n.a. CHEMBL2409162 72549948 C44H52N4O7 748.38 -2.1606 5.09 5.002 10 2 121.65 13 7 55 1 InChI=1S/C44H52N4O7/c1-7-24-16-23-19-42(40(49)52-5)37-27(14-15-48(20-23)38(24)42)26-12-13-31(51-4)34(36(26)46-37)29-17-32-43(41(50)53-6)21-54-39(44(32)22(2)55-44)47(3)33(43)18-28-25-10-8-9-11-30(25)45-35(28)29/h8-13,22-24,29,32-33,38-39,45-46H,7,14-21H2,1-6H3/t22-,23+,24+,29-,32+,33+,38+,39+,42-,43-,44+/m1/s1 KSUDRVNXZGXXLA-AJJCPMLLSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)ccc(c2[C@H]1C[C@H]2[C@@]3(CO[C@@H]([C@]42O[C@@H]4C)N([C@H]3Cc2c1[nH]c1c2cccc1)C)C(=O)OC)OC NPC471304 n.a. CHEMBL2409163 72191029 C23H30N2O2 366.23 -1.5419 3.55 3.422 3 1 45.33 7 3 27 0 InChI=1S/C23H30N2O2/c1-4-14-10-15-11-19-22-17(18-12-16(27-3)5-6-20(18)24-22)7-8-25(23(14)19)21(15)9-13(2)26/h5-6,12,14-15,19,21,23-24H,4,7-11H2,1-3H3/t14-,15-,19-,21+,23-/m0/s1 RJITZLAAWJSIDF-LGXLHQAVSA-N CC[C@H]1C[C@H]2C[C@@H]3[C@H]1N([C@@H]2CC(=O)C)CCc1c3[nH]c2c1cc(cc2)OC NPC47149 n.a. CHEMBL3233975 90670216 C20H32O3 320.24 -0.6199 3.33 3.032 3 3 60.69 6 4 23 0 InChI=1S/C20H32O3/c1-12-13-10-20(17(12)23)8-5-15-18(2,11-21)6-4-7-19(15,3)16(20)9-14(13)22/h13-17,21-23H,1,4-11H2,2-3H3/t13-,14+,15-,16+,17-,18-,19-,20-/m1/s1 LJSYRQSDMJDHAQ-RNAQZQGESA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2C[C@@H]([C@H](C1)C(=C)[C@H]3O)O)C NPC47152 n.a. CHEMBL88230 196959 C20H12O4 316.07 -0.6512 3.22 3.957 1 1 55.76 1 5 24 0 InChI=1S/C20H12O4/c21-14-7-3-6-13-19(14)15(22)10-11-20(13)23-16-8-1-4-12-5-2-9-17(24-20)18(12)16/h1-11,21H LVOXAJYEGVDSQA-UHFFFAOYSA-N O=C1C=CC2(c3c1c(O)ccc3)Oc1cccc3c1c(O2)ccc3 NPC471609 n.a. CHEMBL293498 3000237 C16H20ClN3S 321.11 2.8736 2.67 3.444 3 0 59.86 7 3 21 0 InChI=1S/C16H20ClN3S/c1-10(2)4-5-19-9-12-6-13(17)7-14-15(12)20(8-11(19)3)16(21)18-14/h4,6-7,11H,5,8-9H2,1-3H3,(H,18,21)/t11-/m0/s1 RCSLUNOLLUVOOG-NSHDSACASA-N CC(=CCN1Cc2cc(Cl)cc3c2n(C[C@@H]1C)c(n3)S)C NPC471623 n.a. CHEMBL302290 147895 C45H55NO15 849.36 -0.0388 4.65 5.361 16 4 234.01 28 6 61 3 InChI=1S/C45H55NO15/c1-23-28(58-39(53)33(50)32(26-16-12-10-13-17-26)46-40(54)61-41(4,5)6)21-45(55)37(59-38(52)27-18-14-11-15-19-27)35-43(9,29(49)20-30-44(35,22-56-30)60-25(3)48)36(51)34(57-24(2)47)31(23)42(45,7)8/h10-19,28-30,32-35,37,49-50,55H,20-22H2,1-9H3,(H,46,54)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1 LEMYAXKYCOBYOJ-OAGWZNDDSA-N CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(OC(C)(C)C)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C NPC471762 n.a. CHEMBL312149 378228 C19H15N3O2 317.12 -0.8051 3 3.296 4 1 57.69 2 5 24 0 InChI=1S/C19H15N3O2/c1-24-11-6-7-12-13-8-9-22-18(17(13)20-16(12)10-11)21-15-5-3-2-4-14(15)19(22)23/h2-7,10,20H,8-9H2,1H3 POMASUJAYQAJQZ-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2CCn2c1nc1ccccc1c2=O NPC471780 n.a. CHEMBL320116 C7H15NO5 193.1 -2.9507 1.57 -1.172 6 6 113.18 7 1 13 1 InChI=1S/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3?,4?,5-,6+,7+ CLVUFWXGNIFGNC-YGDHRDKVSA-N OCC1NC(CO)[C@H]([C@@H]([C@H]1O)O)O NPC471790 n.a. CHEMBL3233963 90670207 C21H30O7 394.2 -1.0067 3 1.21 7 4 124.29 9 4 28 0 InChI=1S/C21H30O7/c1-10-15-11(23)7-13-20(3)6-4-5-19(2,9-22)12(20)8-14(28-18(26)27)21(13,16(10)24)17(15)25/h11-15,17,22-23,25H,1,4-9H2,2-3H3,(H,26,27)/t11-,12+,13-,14+,15+,17+,19+,20+,21-/m0/s1 QSVARWSZUOBURA-VXTMCFFMSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](OC(=O)O)[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC471832 n.a. CHEMBL3236492 C33H42O5 518.3 3.9822 4.54 9.503 5 1 80.67 18 3 38 1 InChI=1S/C33H42O5/c1-21(2)12-11-13-23(5)16-17-25-20-33(19-18-22(3)4)29(35)26(32(25,6)7)27(34)28(30(33)36)38-31(37)24-14-9-8-10-15-24/h8-10,12,14-16,18,25-26,34H,11,13,17,19-20H2,1-7H3/b23-16+/t25-,26-,33-/m1/s1 ATAVRQQGCGUVPX-BNGPZVTRSA-N CC(=CC[C@]12C[C@@H](C/C=C(/CCC=C(C)C)\C)C([C@@H](C2=O)C(=C(C1=O)OC(=O)c1ccccc1)O)(C)C)C NPC471884 n.a. CHEMBL3264099 90474153 C32H40O8 552.27 0.6024 4.1 2.329 8 2 119.36 9 7 40 0 InChI=1S/C32H40O8/c1-15-7-8-19-21(15)24-22(20(38-17(3)33)13-29(19,5)36)32(27(35)40-24)14-31-12-11-28(32,4)25(31)23-18(9-10-30(31,6)37)16(2)26(34)39-23/h7,11-12,18-25,36-37H,2,8-10,13-14H2,1,3-6H3/t18-,19+,20-,21-,22+,23-,24+,25-,28+,29+,30+,31-,32-/m0/s1 SZQWAXGDCUONOB-QKARTHDOSA-N CC(=O)O[C@H]1C[C@@](C)(O)[C@H]2[C@@H]([C@@H]3[C@@H]1[C@@]1(C[C@]45[C@H]([C@@]1(C)C=C4)[C@H]1OC(=O)C(=C)[C@@H]1CC[C@@]5(C)O)C(=O)O3)C(=CC2)C NPC471892 n.a. CHEMBL327137 C7H15NO5 193.1 -2.9507 1.57 -1.172 6 6 113.18 7 1 13 1 InChI=1S/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3?,4?,5-,6+,7- CLVUFWXGNIFGNC-PDGVUFFASA-N OCC1NC(CO)[C@H]([C@H]([C@H]1O)O)O NPC471937 n.a. CHEMBL3299150 90683457 C21H28O7 392.18 0.8566 3 1.658 7 1 94.59 11 4 28 0 InChI=1S/C21H28O7/c1-6-13(9-22)18(24)26-16-15-12(3)17(23)28-21(15,25-5)10-20-14(27-20)8-7-11(2)19(16,20)4/h6,11,14,16,22H,7-10H2,1-5H3/b13-6-/t11-,14+,16+,19-,20+,21+/m0/s1 MIJKHXZNXMZGBW-KAFYOKIGSA-N C/C=C(\C(=O)O[C@@H]1C2=C(C)C(=O)O[C@]2(OC)C[C@@]23[C@@]1(C)[C@@H](C)CC[C@H]3O2)/CO NPC471939 n.a. CHEMBL3309437 C34H50O9 602.35 -3.0464 4.21 4.504 9 5 157.05 23 4 43 1 InChI=1S/C34H50O9/c1-6-7-8-9-10-11-12-13-14-15-16-17-25(36)42-31(21(2)3)19-23(5)33(40)24-18-22(4)27(37)34(24,41)30(39)32(20-35)29(43-32)26(33)28(31)38/h14-18,23-24,26,28-30,35,38-41H,2,6-13,19-20H2,1,3-5H3/b15-14+,17-16-/t23-,24+,26-,28-,29+,30-,31-,32+,33+,34-/m1/s1 XJBXOYWCVGECEL-MBMZLHFWSA-N CCCCCCCCC/C=C/C=C\C(=O)O[C@]1(C[C@@H](C)[C@]2([C@H]([C@H]1O)[C@@H]1O[C@]1(CO)[C@H]([C@]1([C@H]2C=C(C1=O)C)O)O)O)C(=C)C NPC471940 n.a. CHEMBL3309439 C35H50O11 646.34 -2.9524 4.1 3.645 11 5 183.35 25 4 46 2 InChI=1S/C35H50O11/c1-7-8-9-10-11-12-13-14-15-16-17-25(38)45-30-26-29-32(19-36,46-29)31(40)35(43)24(18-21(4)27(35)39)34(26,42)22(5)28(44-23(6)37)33(30,41)20(2)3/h14-18,22,24,26,28-31,36,40-43H,2,7-13,19H2,1,3-6H3/b15-14+,17-16+/t22-,24+,26+,28-,29+,30-,31-,32+,33+,34+,35-/m1/s1 CEEFNBYRKPOUJV-GBSKIJSSSA-N CCCCCCCC/C=C/C=C/C(=O)O[C@@H]1[C@@H]2[C@@H]3O[C@]3(CO)[C@H]([C@]3([C@H]([C@@]2(O)[C@@H]([C@H]([C@@]1(O)C(=C)C)OC(=O)C)C)C=C(C3=O)C)O)O NPC471941 n.a. CHEMBL3309440 C15H22O3 250.16 -0.3824 2.78 1.731 3 2 57.53 6 3 18 0 InChI=1S/C15H22O3/c1-9-4-5-11-10(9)6-15(18)12(17)7-13(11,2)14(15,3)8-16/h5,9-10,16,18H,4,6-8H2,1-3H3/t9-,10-,13+,14?,15-/m0/s1 LUADJIBUFOIMNV-HTSBLVJZSA-N OCC1(C)[C@]2(O)C[C@@H]3C(=CC[C@@H]3C)[C@@]1(C)CC2=O NPC471942 n.a. CHEMBL3309441 C20H22O5 342.15 -1.1869 3.11 2.242 1 2 68.15 7 4 25 0 InChI=1S/C20H22O5/c1-23-18-8-11(3-4-16(18)21)20-15-6-13-7-17(22)19(24-2)9-12(13)5-14(15)10-25-20/h3-4,7-9,14-15,20-22H,5-6,10H2,1-2H3/t14-,15-,20+/m0/s1 QKTPYRDTLBAVJH-AUSJPIAWSA-N COc1cc2C[C@H]3CO[C@@H]([C@H]3Cc2cc1O)c1ccc(c(c1)OC)O NPC471961 n.a. CHEMBL3314498 C42H62O16 822.4 -1.6063 4.32 4.414 16 8 267.04 22 7 58 2 InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24+,25-,26-,27+,28-,29-,30+,31+,34-,35+,38+,39-,40-,41+,42+/m0/s1 LPLVUJXQOOQHMX-SJHMYJMUSA-N O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]2O)O)O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C NPC471962 n.a. CHEMBL3314499 C48H74O20 970.48 -3.5285 4.54 2.4 20 11 329.12 28 8 68 2 InChI=1S/C48H74O20/c1-19-27(52)29(54)33(58)39(63-19)67-35-30(55)28(53)23(18-49)64-40(35)68-36-32(57)31(56)34(38(59)60)66-41(36)65-26-10-11-45(5)24(43(26,2)3)9-12-48(8)37(45)22(50)15-20-21-16-46(6,42(61)62)25(51)17-44(21,4)13-14-47(20,48)7/h15,19,21,23-37,39-41,49,51-58H,9-14,16-18H2,1-8H3,(H,59,60)(H,61,62)/t19-,21-,23+,24-,25+,26-,27-,28+,29+,30-,31-,32-,33+,34-,35+,36+,37+,39-,40-,41+,44-,45-,46+,47+,48+/m0/s1 KLASAGYILRZOSA-LKPFLFONSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C(=O)C=C3[C@@]2(C)CC[C@@]2([C@H]3C[C@@](C)(C(=O)O)[C@@H](C2)O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC471963 n.a. CHEMBL3314500 C48H74O19 954.48 -2.5445 4.65 3.996 19 10 308.89 27 8 67 2 InChI=1S/C48H74O19/c1-19-26(50)27(51)32(56)40(62-19)64-25-18-43(2,3)17-21-20-16-22(49)37-46(7)12-11-24(44(4,5)23(46)10-13-48(37,9)47(20,8)15-14-45(21,25)6)63-42-36(31(55)30(54)35(66-42)39(60)61)67-41-33(57)28(52)29(53)34(65-41)38(58)59/h16,19,21,23-37,40-42,50-57H,10-15,17-18H2,1-9H3,(H,58,59)(H,60,61)/t19-,21-,23-,24-,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37+,40-,41-,42+,45+,46-,47+,48+/m0/s1 PDSBBERBJSPJMP-JNPZOHSNSA-N OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C(=O)C=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)C[C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O NPC471964 n.a. CHEMBL3314501 C44H64O18 880.41 -1.8003 4.32 3.069 18 8 293.34 25 7 62 2 InChI=1S/C44H64O18/c1-18(45)58-24-17-40(4,38(56)57)16-20-19-15-21(46)33-42(6)11-10-23(39(2,3)22(42)9-12-44(33,8)43(19,7)14-13-41(20,24)5)59-37-32(28(50)27(49)31(61-37)35(54)55)62-36-29(51)25(47)26(48)30(60-36)34(52)53/h15,20,22-33,36-37,47-51H,9-14,16-17H2,1-8H3,(H,52,53)(H,54,55)(H,56,57)/t20-,22-,23-,24+,25-,26-,27-,28-,29+,30-,31-,32+,33+,36-,37-,40+,41+,42-,43+,44+/m0/s1 OBFDSOYVKVRFGY-GKDIEYKBSA-N CC(=O)O[C@@H]1C[C@@](C)(C[C@@H]2[C@@]1(C)CC[C@@]1(C2=CC(=O)[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O[C@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)C)C(=O)O NPC471967 n.a. CHEMBL3314506 C36H56O9 632.39 -0.0638 4.43 5.637 9 5 153.75 16 6 45 1 InChI=1S/C36H56O9/c1-31(2)23-8-11-36(7)28(34(23,5)10-9-24(31)45-29-27(41)26(40)25(39)22(18-37)44-29)21(38)16-19-20-17-33(4,30(42)43)13-12-32(20,3)14-15-35(19,36)6/h16,20,22-29,37,39-41H,8-15,17-18H2,1-7H3,(H,42,43)/t20-,22+,23-,24-,25+,26-,27+,28+,29-,32+,33-,34-,35+,36+/m0/s1 UREFTEYUCRFTIM-CLCIBRLLSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C(=O)C=C3[C@@]2(C)CC[C@@]2([C@H]3C[C@](C)(CC2)C(=O)O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC471968 n.a. CHEMBL3314595 C38H50O7 618.36 3.7943 4.87 9.197 5 2 110.13 21 4 45 1 InChI=1S/C38H50O7/c1-22(2)11-14-26-20-37-21-27(15-12-23(3)4)36(9,10)45-32(37)30(44-33(42)25-13-16-28(39)29(40)19-25)31(41)38(34(37)43,35(26,7)8)18-17-24(5)6/h11-13,16-17,19,26-27,39-40H,14-15,18,20-21H2,1-10H3/t26-,27-,37-,38-/m0/s1 RDDLFZCCGRCSQD-PFACJMQPSA-N CC(=CC[C@]12C(=O)C(=C3[C@@](C1=O)(C[C@@H](C(O3)(C)C)CC=C(C)C)C[C@@H](C2(C)C)CC=C(C)C)OC(=O)c1ccc(c(c1)O)O)C NPC471969 n.a. CHEMBL3314596 C38H48O7 616.34 3.7128 4.87 7.083 4 3 121.13 21 4 45 1 InChI=1S/C38H48O7/c1-20(2)11-12-25-19-37(18-24(22(5)6)15-27(39)23(7)8)33(43)31-32(42)26-16-28(40)29(41)17-30(26)45-34(31)38(35(37)44,36(25,9)10)14-13-21(3)4/h11,13,16-17,24-25,27,39-41H,5,7,12,14-15,18-19H2,1-4,6,8-10H3/t24-,25-,27?,37-,38+/m1/s1 FEGWCWSOMOLCAP-SATKQSCPSA-N CC(=CC[C@]12c3oc4cc(O)c(cc4c(=O)c3C(=O)[C@@](C1=O)(C[C@H](C(=C)C)CC(C(=C)C)O)C[C@H](C2(C)C)CC=C(C)C)O)C NPC471970 n.a. CHEMBL3314597 C39H54O8 650.38 3.139 4.87 7.81 6 4 141.36 27 3 47 2 InChI=1S/C39H54O8/c1-22(2)12-13-26(24(5)6)20-38-21-27(19-30(42)37(9,10)47-11)36(7,8)39(35(38)46,17-16-23(3)4)34(45)31(33(38)44)32(43)25-14-15-28(40)29(41)18-25/h12,14-16,18,26-27,30,40-42,44H,5,13,17,19-21H2,1-4,6-11H3/t26?,27-,30+,38-,39+/m1/s1 CUGYULTVVPEDBO-VZXWCEDBSA-N COC([C@H](C[C@@H]1C[C@]2(CC(C(=C)C)CC=C(C)C)C(=C(C(=O)[C@](C1(C)C)(C2=O)CC=C(C)C)C(=O)c1ccc(c(c1)O)O)O)O)(C)C NPC471971 n.a. CHEMBL3314598 C38H50O7 618.36 3.7506 4.87 7.655 5 4 132.13 24 3 45 2 InChI=1S/C38H50O7/c1-21(2)11-13-27-20-37(19-26(23(5)6)18-29(40)24(7)8)33(43)31(32(42)25-12-14-28(39)30(41)17-25)34(44)38(35(37)45,36(27,9)10)16-15-22(3)4/h11-12,14-15,17,26-27,29,39-41,43H,5,7,13,16,18-20H2,1-4,6,8-10H3/t26?,27-,29-,37-,38+/m1/s1 DIAUICLIYKIHDM-HQWNKIRLSA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(CC(C(=C)C)C[C@H](C(=C)C)O)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC471972 n.a. CHEMBL3314599 C38H50O7 618.36 3.7506 4.87 7.655 5 4 132.13 24 3 45 2 InChI=1S/C38H50O7/c1-21(2)11-13-27-20-37(19-26(23(5)6)18-29(40)24(7)8)33(43)31(32(42)25-12-14-28(39)30(41)17-25)34(44)38(35(37)45,36(27,9)10)16-15-22(3)4/h11-12,14-15,17,26-27,29,39-41,43H,5,7,13,16,18-20H2,1-4,6,8-10H3/t26?,27-,29+,37-,38+/m1/s1 DIAUICLIYKIHDM-OVGZQZJUSA-N CC(=CC[C@]12C(=O)C(=C([C@@](C1=O)(CC(C(=C)C)C[C@@H](C(=C)C)O)C[C@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC471974 n.a. CHEMBL3314601 C38H48O6 600.35 4.2062 4.98 8.034 4 2 108.74 21 1 44 1 InChI=1S/C38H48O6/c1-21(2)11-12-26(24(7)8)19-36-20-28-27(17-23(5)6)38(33(36)43,31(41)25-13-14-29(39)30(40)18-25)34(44)37(32(36)42,35(28,9)10)16-15-22(3)4/h11,13-15,17-18,26-28,39-40H,7,12,16,19-20H2,1-6,8-10H3/t26?,27-,28+,36+,37-,38-/m1/s1 PZEUWVRPGGVSMR-UJFGPWOYSA-N CC(=CC[C@@]12C(=O)[C@]3(CC(C(=C)C)CC=C(C)C)C[C@H](C2(C)C)[C@H]([C@](C1=O)(C3=O)C(=O)c1ccc(c(c1)O)O)C=C(C)C)C NPC471975 n.a. CHEMBL3314603 C38H48O6 600.35 4.4326 4.98 9.068 3 2 100.9 20 4 44 1 InChI=1S/C38H48O6/c1-21(2)11-13-25(24(7)8)19-37-20-26(14-12-22(3)4)36(9,10)38(35(37)43,16-15-23(5)6)33(42)31-32(41)27-17-28(39)29(40)18-30(27)44-34(31)37/h11-12,15,17-18,25-26,39-40H,7,13-14,16,19-20H2,1-6,8-10H3/t25?,26-,37-,38+/m0/s1 HYNZAJHRFWJBPW-IVQHQZAFSA-N CC(=CC[C@@]12C(=O)c3c(=O)c4cc(O)c(cc4oc3[C@](C1=O)(CC(C(=C)C)CC=C(C)C)C[C@@H](C2(C)C)CC=C(C)C)O)C NPC471977 n.a. CHEMBL3314701 C41H47NO17 825.28 -2.1754 3.99 3.891 18 2 246.68 22 6 59 2 InChI=1S/C41H47NO17/c1-19-20(2)35(48)58-32-30(57-36(49)25-13-10-9-11-14-25)34(56-24(6)46)40(18-52-21(3)43)33(55-23(5)45)29(54-22(4)44)27-31(47)41(40,39(32,8)51)59-38(27,7)17-53-37(50)26-15-12-16-42-28(19)26/h9-16,19-20,27,29-34,47,51H,17-18H2,1-8H3/t19-,20-,27+,29+,30-,31+,32-,33+,34-,38-,39-,40+,41-/m0/s1 VPOWXEIDLLAQCZ-ZIOKJLJGSA-N CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)[C@H]4O)(C)COC(=O)c1c([C@H]([C@@H](C(=O)O3)C)C)nccc1)(C)O NPC471978 n.a. CHEMBL3314702 C35H41NO17 747.24 -3.3104 3.33 0.401 17 5 267.91 18 6 53 1 InChI=1S/C35H41NO17/c1-16(38)49-23-21-26(50-17(2)39)35-33(5,46)27(22(40)24(41)34(35,14-37)25(23)42)51-30(45)31(3,52-28(43)18-9-12-47-13-18)10-8-20-19(7-6-11-36-20)29(44)48-15-32(21,4)53-35/h6-7,9,11-13,21-27,37,40-42,46H,8,10,14-15H2,1-5H3/t21-,22-,23-,24+,25-,26-,27+,31+,32+,33+,34+,35+/m1/s1 HGMLQEJTURHNRT-XYFWFBGBSA-N OC[C@]12[C@@H](O)[C@@H](O)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1O)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CC[C@](C(=O)O3)(C)OC(=O)c1ccoc1)(C)O NPC471979 n.a. CHEMBL3314703 C46H49NO22 967.27 -1.958 3.99 2.409 21 1 305.33 26 7 69 2 InChI=1S/C46H49NO22/c1-22(48)60-21-45-36(64-25(4)51)32(62-23(2)49)31-34(63-24(3)50)46(45)44(8,57)35(33(37(45)65-26(5)52)66-38(53)27-12-16-58-18-27)67-41(56)42(6,68-39(54)28-13-17-59-19-28)14-11-30-29(10-9-15-47-30)40(55)61-20-43(31,7)69-46/h9-10,12-13,15-19,31-37,57H,11,14,20-21H2,1-8H3/t31-,32-,33+,34-,35+,36-,37+,42+,43+,44+,45-,46+/m1/s1 RZVUCQZHOKQLFV-HBTQTPQTSA-N CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)c3cocc3)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CC[C@](C(=O)O3)(C)OC(=O)c1cocc1)(C)O NPC471980 n.a. CHEMBL3314704 C37H39NO9 641.26 -1.1154 4.43 8.495 10 2 141.48 16 6 47 2 InChI=1S/C37H39NO9/c1-34(2)27-21-29(44-30(40)17-16-24-11-6-4-7-12-24)36(23-39)28(45-32(41)25-13-8-5-9-14-25)18-19-35(3,43)37(36,47-34)31(27)46-33(42)26-15-10-20-38-22-26/h4-17,20,22,27-29,31,39,43H,18-19,21,23H2,1-3H3/b17-16-/t27-,28+,29-,31-,35+,36+,37+/m1/s1 DHSWGWBPMGBLTM-QHLYSJRZSA-N OC[C@@]12[C@H](OC(=O)/C=C\c3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@](CC[C@@H]1OC(=O)c1ccccc1)(C)O)OC(=O)c1cccnc1 NPC471981 n.a. CHEMBL3314705 C21H20O6 368.13 0.7034 3.11 3.946 1 2 85.22 10 3 27 0 InChI=1S/C21H20O6/c1-12(2)4-9-15-17(22)10-16-18(23)11-19(27-21(16)20(15)24)26-14-7-5-13(25-3)6-8-14/h4-8,10-11,22,24H,9H2,1-3H3 KOKIVZSWNDCWDJ-UHFFFAOYSA-N COc1ccc(cc1)Oc1cc(=O)c2c(o1)c(O)c(c(c2)O)CC=C(C)C NPC471982 n.a. CHEMBL3314706 C26H28O6 436.19 1.8185 3.66 4.063 1 3 96.22 14 3 32 0 InChI=1S/C26H28O6/c1-14(2)6-8-16-10-17(11-22(30)25(16)31-5)23-13-21(29)24-20(28)12-19(27)18(26(24)32-23)9-7-15(3)4/h6-7,10-13,27-28,30H,8-9H2,1-5H3 HOPYPXDRQYCVEL-UHFFFAOYSA-N COc1c(O)cc(cc1CC=C(C)C)c1cc(=O)c2c(o1)c(CC=C(C)C)c(cc2O)O NPC471983 n.a. CHEMBL3314707 C19H20O5 328.13 -0.259 3 3.062 0 0 46.15 10 3 24 0 InChI=1S/C19H20O5/c1-20-14-8-11-6-7-12-9-16(22-3)18(23-4)19(24-5)17(12)13(11)10-15(14)21-2/h6-10H,1-5H3 RNTAIKBFRNJDIV-UHFFFAOYSA-N COc1cc2ccc3c(c2cc1OC)c(OC)c(c(c3)OC)OC NPC472014 n.a. CHEMBL3325482 C15H20O4 264.14 0.948 2.67 0.314 4 2 74.6 6 2 19 0 InChI=1S/C15H20O4/c1-8(14(17)18)10-4-5-15(3,19)12-7-13(16)9(2)11(12)6-10/h10,12,19H,1,4-7H2,2-3H3,(H,17,18)/t10-,12-,15+/m1/s1 VCHULWRCOUYDBJ-HCKVZZMMSA-N OC(=O)C(=C)[C@@H]1CC[C@]([C@H]2C(=C(C)C(=O)C2)C1)(C)O NPC472015 n.a. CHEMBL3325483 C21H30O8 410.19 -0.5173 2.89 0.762 8 4 133.52 11 3 29 0 InChI=1S/C21H30O8/c1-9-4-5-12(6-14-11(3)15(23)7-13(9)14)10(2)20(27)29-21-19(26)18(25)17(24)16(8-22)28-21/h9,12-13,16-19,21-22,24-26H,2,4-8H2,1,3H3/t9-,12+,13-,16+,17+,18-,19+,21-/m0/s1 WGTPPFZNEIDERF-DLYIZJFUSA-N OC[C@H]1O[C@@H](OC(=O)C(=C)[C@@H]2CC[C@@H]([C@H]3C(=C(C)C(=O)C3)C2)C)[C@@H]([C@H]([C@@H]1O)O)O NPC472016 n.a. CHEMBL3325487 C26H26O12 530.14 -2.1355 3 1.406 8 6 200.28 17 3 38 1 InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(31)24(38-23(33)9-5-15-3-7-17(28)19(30)11-15)21(13-26)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h2-11,20-21,24,27-31,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24-,26-/m1/s1 PKJBSZTYNDRXEQ-OKXQOVHHSA-N COC(=O)[C@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(c(c2)O)O)[C@@H]([C@@H](C1)O)OC(=O)/C=C/c1ccc(c(c1)O)O NPC472028 n.a. CHEMBL333068 10769395 C35H54O6 570.39 1.9363 4.65 10.743 6 1 89.9 19 5 41 1 InChI=1S/C35H54O6/c1-20(2)21(3)10-11-22(4)25-14-15-32(8)26-12-13-27-33(9,30(38)39)28(40-23(5)36)18-29(41-24(6)37)35(27)19-34(26,35)17-16-31(25,32)7/h20,22,25-29H,3,10-19H2,1-2,4-9H3,(H,38,39)/t22-,25-,26+,27+,28+,29+,31-,32+,33+,34+,35-/m1/s1 XXQZXARMTRVCHW-VSMYQFNNSA-N CC(=O)O[C@H]1C[C@H](OC(=O)C)[C@@]([C@H]2[C@@]31C[C@@]13CC[C@]3([C@@]([C@@H]1CC2)(C)CC[C@@H]3[C@@H](CCC(=C)C(C)C)C)C)(C)C(=O)O NPC472087 n.a. CHEMBL3337985 C33H36O8 560.24 -1.3426 4.21 5.694 0 4 117.84 20 4 41 2 InChI=1S/C33H36O8/c1-38-24-17-23(10-7-21-9-12-28(35)33(15-21)41-4)25(30(37)18-24)19-26-29(36)13-22(16-31(26)39-2)6-5-20-8-11-27(34)32(14-20)40-3/h8-9,11-18,34-37H,5-7,10,19H2,1-4H3 MYXFYTSPQNYZQQ-UHFFFAOYSA-N COc1cc(O)c(c(c1)CCc1ccc(c(c1)OC)O)Cc1c(O)cc(cc1OC)CCc1ccc(c(c1)OC)O NPC472088 n.a. CHEMBL3337986 C33H36O8 560.24 -1.3426 4.21 5.694 0 4 117.84 20 4 41 2 InChI=1S/C33H36O8/c1-38-30-16-22(6-5-20-8-11-27(35)32(14-20)40-3)13-29(37)26(30)19-25-23(17-24(34)18-31(25)39-2)10-7-21-9-12-28(36)33(15-21)41-4/h8-9,11-18,34-37H,5-7,10,19H2,1-4H3 RDGOSLNNWLLSGF-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)O)cc(c1Cc1c(CCc2ccc(c(c2)OC)O)cc(cc1OC)O)O NPC472089 n.a. CHEMBL3337987 C32H34O7 530.23 -1.2908 4.21 6.349 0 4 108.61 18 4 39 2 InChI=1S/C32H34O7/c1-37-30-16-22(8-7-21-10-12-28(35)32(15-21)39-3)14-29(36)27(30)19-26-23(17-25(34)18-31(26)38-2)11-9-20-5-4-6-24(33)13-20/h4-6,10,12-18,33-36H,7-9,11,19H2,1-3H3 JESCIZJNBFYYQC-UHFFFAOYSA-N COc1cc(CCc2ccc(c(c2)OC)O)cc(c1Cc1c(CCc2cccc(c2)O)cc(cc1OC)O)O NPC472090 n.a. CHEMBL3337988 C33H36O8 560.24 -1.3426 4.21 5.694 0 4 117.84 20 4 41 2 InChI=1S/C33H36O8/c1-38-30-17-24(34)15-22(9-5-20-7-11-28(36)32(13-20)40-3)26(30)19-27-23(16-25(35)18-31(27)39-2)10-6-21-8-12-29(37)33(14-21)41-4/h7-8,11-18,34-37H,5-6,9-10,19H2,1-4H3 UGXICHSLUREHPI-UHFFFAOYSA-N COc1cc(O)cc(c1Cc1c(CCc2ccc(c(c2)OC)O)cc(cc1OC)O)CCc1ccc(c(c1)OC)O NPC472091 n.a. CHEMBL3337989 C33H36O8 560.24 -1.3426 4.21 5.694 0 4 117.84 20 4 41 2 InChI=1S/C33H36O8/c1-38-24-15-22(9-5-20-7-11-28(34)32(13-20)40-3)26(30(36)17-24)19-27-23(16-25(39-2)18-31(27)37)10-6-21-8-12-29(35)33(14-21)41-4/h7-8,11-18,34-37H,5-6,9-10,19H2,1-4H3 JCBRUAUULQQDDN-UHFFFAOYSA-N COc1cc(O)c(c(c1)CCc1ccc(c(c1)OC)O)Cc1c(O)cc(cc1CCc1ccc(c(c1)OC)O)OC NPC472092 n.a. CHEMBL3337990 C33H36O8 560.24 -1.3426 4.21 5.694 0 4 117.84 20 4 41 2 InChI=1S/C33H36O8/c1-38-25-16-23(10-6-21-8-12-29(36)33(14-21)41-4)26(30(37)18-25)19-27-22(15-24(34)17-31(27)39-2)9-5-20-7-11-28(35)32(13-20)40-3/h7-8,11-18,34-37H,5-6,9-10,19H2,1-4H3 AIHKAZBYZNHPKP-UHFFFAOYSA-N COc1cc(O)c(c(c1)CCc1ccc(c(c1)OC)O)Cc1c(CCc2ccc(c(c2)OC)O)cc(cc1OC)O NPC472093 n.a. CHEMBL3337991 C17H20O5 304.13 -0.9512 2.78 2.64 0 2 68.15 11 2 22 0 InChI=1S/C17H20O5/c1-20-14-7-6-11(8-13(14)18)4-5-12-9-15(21-2)17(19)16(10-12)22-3/h6-10,18-19H,4-5H2,1-3H3 DZSCHUVHPWQTCQ-UHFFFAOYSA-N COc1ccc(cc1O)CCc1cc(OC)c(c(c1)OC)O NPC472206 n.a. CHEMBL334861 455256 C32H27BrO5 570.1 1.4427 4.32 8.534 2 0 61.83 8 6 38 1 InChI=1S/C32H27BrO5/c1-17-18(2)36-29-22-14-15-32(3,4)38-30(22)26-23(19-8-6-5-7-9-19)16-24(34)37-31(26)27(29)25(17)28(35)20-10-12-21(33)13-11-20/h5-18,25H,1-4H3/t17-,18+,25-/m0/s1 DQVQZUBFENXUBC-ATLLOTDBSA-N C[C@H]1Oc2c([C@H]([C@H]1C)C(=O)c1ccc(cc1)Br)c1oc(=O)cc(c1c1c2C=CC(O1)(C)C)c1ccccc1 NPC472261 n.a. CHEMBL3355660 C32H32O8 544.21 -1.7997 4.1 2.044 5 3 122.52 11 6 40 0 InChI=1S/C32H32O8/c1-15-11-21-24(16(2)40-15)29(35)27-19(7-6-8-23(27)38-4)32(21,39-5)20-10-9-17-12-18-13-31(3,37)14-22(33)25(18)30(36)26(17)28(20)34/h6-10,12,15-16,34,36-37H,11,13-14H2,1-5H3/t15-,16+,31-,32?/m0/s1 HCQUPSKUOXQBMU-GLDMDUAVSA-N COc1cccc2c1C(=O)C1=C(C2(OC)c2ccc3c(c2O)c(O)c2c(c3)C[C@](CC2=O)(C)O)C[C@@H](O[C@@H]1C)C NPC472262 n.a. CHEMBL3355663 C30H22O6 478.14 -0.5626 4.1 5.076 2 4 115.06 7 6 36 1 InChI=1S/C30H22O6/c1-13-8-16-12-15-6-7-18(28(34)24(15)29(35)23(16)21(32)10-13)25-17-4-3-5-20(31)26(17)30(36)27-19(25)9-14(2)11-22(27)33/h3-11,25,31-34H,12H2,1-2H3 CECFRXAAINWUNH-UHFFFAOYSA-N Cc1cc(O)c2c(c1)Cc1c(C2=O)c(O)c(cc1)C1c2cccc(c2C(=O)c2c1cc(C)cc2O)O NPC472264 n.a. CHEMBL3356396 C28H47NO4 461.35 2.1153 3.99 9.48 5 1 75.96 25 1 33 2 InChI=1S/C28H47NO4/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)18-19-33-26(30)17-16-25-24(6)27(31)29-28(25)32/h18,20-22H,7-17,19H2,1-6H3,(H,29,31,32)/b23-18+/t21-,22-/m1/s1 HGGYIQWUUJPSKB-MRIFWDATSA-N C[C@H](CCC[C@@H](CCCC(C)C)C)CCC/C(=C/COC(=O)CCC1=C(C)C(=NC1=O)O)/C NPC472265 n.a. CHEMBL3356399 C29H46O2 426.35 1.4123 4.43 8.867 2 1 37.3 12 4 31 1 InChI=1S/C29H46O2/c1-18(2)23(20(4)30)9-7-19(3)25-11-12-26-24-10-8-21-17-22(31)13-15-28(21,5)27(24)14-16-29(25,26)6/h8-9,18-19,22,24-27,31H,7,10-17H2,1-6H3/b23-9+/t19-,22+,24+,25-,26+,27+,28+,29-/m1/s1 FVDBETHWYUBTJW-FONZPGPPSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](C/C=C(/C(=O)C)\C(C)C)C)C)C1)C NPC472266 n.a. CHEMBL3356401 C20H36O2 308.27 1.9197 3.44 8.257 2 0 26.3 16 1 22 2 InChI=1S/C20H36O2/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-18(5)14-20(21)22-19/h14-17,19H,6-13H2,1-5H3/t16-,17-,19?/m1/s1 JSFGMLXYFVQJCV-QNZPCDNOSA-N C[C@@H](CCC1OC(=O)C=C1C)CCC[C@@H](CCCC(C)C)C NPC472269 n.a. CHEMBL3357151 C88H138O38 1802.89 -4.4111 6.96 1.97 38 19 583.26 62 12 126 3 InChI=1S/C88H138O38/c1-14-83(9,109)24-16-18-40(3)71(106)111-38-50-58(98)68(121-72(107)42(33-89)19-17-25-84(10,110)15-2)70(125-76-64(104)60(100)66(41(4)117-76)122-75-65(105)67(48(93)37-114-75)123-73-61(101)54(94)45(90)34-112-73)79(119-50)126-80(108)88-30-28-81(5,6)32-44(88)43-20-21-52-85(11)26-23-53(82(7,8)51(85)22-27-87(52,13)86(43,12)29-31-88)120-77-63(103)59(99)57(97)49(118-77)39-116-78-69(56(96)47(92)36-115-78)124-74-62(102)55(95)46(91)35-113-74/h14-15,18-20,41,44-70,73-79,89-105,109-110H,1-2,16-17,21-39H2,3-13H3/b40-18+,42-19-/t41-,44-,45+,46+,47-,48+,49+,50+,51-,52+,53-,54-,55-,56-,57+,58+,59-,60-,61+,62+,63+,64+,65+,66-,67-,68-,69+,70+,73-,74-,75-,76-,77-,78-,79-,83+,84?,85-,86+,87+,88-/m0/s1 JZWICBROGGTPEB-BVTFHXJVSA-N OC/C(=C/CCC(C=C)(O)C)/C(=O)O[C@@H]1[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H](O[C@@H]([C@H]1O)COC(=O)/C(=C/CC[C@@](C=C)(O)C)/C)OC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O[C@@H]1O[C@H](CO[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O)(C)C NPC472270 n.a. CHEMBL3357152 C94H148O43 1964.94 -6.2311 7.07 0.113 43 22 662.41 68 13 137 3 InChI=1S/C94H148O43/c1-15-89(10,118)25-17-19-40(3)76(115)131-72-56(101)41(4)126-84(75(72)132-77(116)43(33-95)20-18-26-90(11,119)16-2)125-39-51-61(106)63(108)74(136-81-68(113)64(109)70(42(5)127-81)133-80-69(114)71(49(99)37-122-80)134-78-65(110)57(102)46(96)34-120-78)85(129-51)137-86(117)94-30-29-87(6,7)31-45(94)44-21-22-53-91(12)27-24-55(88(8,9)52(91)23-28-92(53,13)93(44,14)32-54(94)100)130-82-67(112)62(107)60(105)50(128-82)38-124-83-73(59(104)48(98)36-123-83)135-79-66(111)58(103)47(97)35-121-79/h15-16,19-21,41-42,45-75,78-85,95-114,118-119H,1-2,17-18,22-39H2,3-14H3/b40-19+,43-20+/t41-,42-,45-,46+,47+,48-,49+,50+,51+,52-,53+,54+,55-,56-,57-,58-,59-,60+,61+,62-,63-,64-,65+,66+,67+,68+,69+,70-,71-,72+,73+,74+,75+,78-,79-,80-,81-,82-,83-,84+,85-,89-,90?,91-,92+,93+,94+/m0/s1 XTKIFEUKAOFVDD-FJZFINPGSA-N OC/C(=C\CCC(C=C)(O)C)/C(=O)O[C@H]1[C@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC(C[C@H]4C4=CC[C@H]5[C@@]([C@@]4(C[C@H]3O)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H]([C@@H]([C@H]4O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@H]([C@@H]([C@H]3O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]([C@@H]([C@H]1OC(=O)/C(=C/CC[C@](C=C)(O)C)/C)O)C NPC472272 n.a. CHEMBL3357409 C20H32O5 352.22 -1.0917 3.11 2.368 5 4 97.99 8 4 25 0 InChI=1S/C20H32O5/c1-17-6-3-7-18(2,16(23)24)14(17)8-15(22)19-9-12(4-5-13(17)19)20(25,10-19)11-21/h12-15,21-22,25H,3-11H2,1-2H3,(H,23,24)/t12-,13+,14+,15+,17+,18-,19-,20+/m1/s1 DJQLZKDZWLXHRN-IZFMTULVSA-N OC[C@@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](C[C@@H]2O)[C@@](C)(CCC1)C(=O)O)C NPC472274 n.a. CHEMBL3357411 C26H40O9 496.27 -2.2999 3.33 1.114 9 6 156.91 13 5 35 1 InChI=1S/C26H40O9/c1-24-6-3-7-25(2,23(33)35-22-21(32)20(31)19(30)15(12-28)34-22)17(24)8-18(29)26-9-13(4-5-16(24)26)14(10-26)11-27/h10,13,15-22,27-32H,3-9,11-12H2,1-2H3/t13-,15-,16+,17+,18+,19-,20+,21-,22+,24+,25-,26-/m1/s1 KMTDKRRUMIWTKB-QVWXXIMOSA-N OCC1=C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](C[C@@H]2O)[C@@](C)(CCC1)C(=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C NPC472275 n.a. CHEMBL3357564 C24H26O5 394.18 1.2721 3.55 5.535 1 2 75.99 12 3 29 1 InChI=1S/C24H26O5/c1-7-24(4,5)17-10-16-21(27)15-11-18(25)19(26)12-20(15)29-22(16)14(23(17)28-6)9-8-13(2)3/h7-13,25-26H,1H2,2-6H3/b9-8+ DYYKYGKKMWGMJD-CMDGGOBGSA-N COc1c(/C=C/C(C)C)c2oc3cc(O)c(cc3c(=O)c2cc1C(C=C)(C)C)O NPC472276 n.a. CHEMBL3357565 C23H22O6 394.14 0.3303 3.33 2.559 1 2 85.22 7 5 29 0 InChI=1S/C23H22O6/c1-10-23(4,5)17-15(27-10)9-14-16(19(17)26)18(25)12-8-13(24)21-11(20(12)28-14)6-7-22(2,3)29-21/h6-10,24,26H,1-5H3/t10-/m0/s1 UNAGKSRBZSVESZ-JTQLQIEISA-N Oc1cc2c(c3c1OC(C)(C)C=C3)oc1c(c2=O)c(O)c2c(c1)O[C@H](C2(C)C)C NPC472277 n.a. CHEMBL3357566 C24H26O6 410.17 1.2481 3.44 3.577 1 2 85.22 11 4 30 0 InChI=1S/C24H26O6/c1-11(2)7-8-14-20-16(18(26)13-9-10-15(25)19(27)22(13)30-20)23-17(21(14)28-6)24(4,5)12(3)29-23/h7,9-10,12,25,27H,8H2,1-6H3/t12-/m1/s1 WJLIWRPTTBXGIV-GFCCVEGCSA-N COc1c(CC=C(C)C)c2oc3c(O)c(O)ccc3c(=O)c2c2c1C(C)(C)[C@H](O2)C NPC472278 n.a. CHEMBL3357567 C24H26O6 410.17 1.2481 3.44 3.577 1 2 85.22 11 4 30 0 InChI=1S/C24H26O6/c1-11(2)7-8-13-21-18(20(27)14-9-15(25)16(26)10-17(14)30-21)23-19(22(13)28-6)24(4,5)12(3)29-23/h7,9-10,12,25-26H,8H2,1-6H3/t12-/m0/s1 CVIHMVHCWYWWPC-LBPRGKRZSA-N COc1c(CC=C(C)C)c2oc3cc(O)c(cc3c(=O)c2c2c1C(C)(C)[C@@H](O2)C)O NPC472279 n.a. CHEMBL3357568 C19H20O5 328.13 -0.6558 3 4.109 1 3 86.99 11 2 24 0 InChI=1S/C19H20O5/c1-11(2)7-8-13-10-15(17(22)18(23)19(13)24-3)16(21)12-5-4-6-14(20)9-12/h4-11,20,22-23H,1-3H3/b8-7+ REGLPHMRGPAILU-BQYQJAHWSA-N COc1c(/C=C/C(C)C)cc(c(c1O)O)C(=O)c1cccc(c1)O NPC472280 n.a. CHEMBL3357569 C18H16O5 312.1 -0.7369 2.89 2.817 1 3 86.99 7 3 23 0 InChI=1S/C18H16O5/c1-18(2)7-6-11-9-13(15(21)16(22)17(11)23-18)14(20)10-4-3-5-12(19)8-10/h3-9,19,21-22H,1-2H3 ASSSQKWXNKLYGG-UHFFFAOYSA-N Oc1cccc(c1)C(=O)c1cc2C=CC(Oc2c(c1O)O)(C)C NPC472364 n.a. CHEMBL3393845 C17H16O5 300.1 -0.9269 2.78 2.839 1 2 75.99 9 2 22 0 InChI=1S/C17H16O5/c1-21-13-9-15(20)17(16(10-13)22-2)14(19)7-6-11-4-3-5-12(18)8-11/h3-10,18,20H,1-2H3/b7-6+ PTQXQIDDMDYWCX-VOTSOKGWSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1cccc(c1)O NPC472365 n.a. CHEMBL3393846 C17H16O6 316.09 -1.3872 2.67 1.665 1 3 96.22 10 2 23 0 InChI=1S/C17H16O6/c1-22-12-8-15(21)17(16(9-12)23-2)13(19)6-4-10-3-5-11(18)7-14(10)20/h3-9,18,20-21H,1-2H3/b6-4+ MGAMNVYDDRRLAR-GQCTYLIASA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccc(cc1O)O NPC472366 n.a. CHEMBL3393848 C19H20O4 312.14 0.8174 3.11 5.503 1 1 55.76 10 2 23 1 InChI=1S/C19H20O4/c1-12-6-5-7-13(2)15(12)8-9-16(20)19-17(21)10-14(22-3)11-18(19)23-4/h5-11,21H,1-4H3/b9-8+ PKVKHGBOZBRSTN-CMDGGOBGSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1c(C)cccc1C NPC472367 n.a. CHEMBL3393849 C19H20O4 312.14 -0.1597 3.11 5.749 1 1 55.76 10 2 23 1 InChI=1S/C19H20O4/c1-4-13-7-5-6-8-14(13)9-10-16(20)19-17(21)11-15(22-2)12-18(19)23-3/h5-12,21H,4H2,1-3H3/b10-9+ SHBKUTIKTMLUGQ-MDZDMXLPSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1CC NPC472368 n.a. CHEMBL3393850 C20H22O4 326.15 0.1063 3.22 6.257 1 1 55.76 11 2 24 1 InChI=1S/C20H22O4/c1-13(2)16-8-6-5-7-14(16)9-10-17(21)20-18(22)11-15(23-3)12-19(20)24-4/h5-13,22H,1-4H3/b10-9+ IOUMYYINEDYFTK-MDZDMXLPSA-N COc1cc(O)c(c(c1)OC)C(=O)/C=C/c1ccccc1C(C)C NPC472369 n.a. CHEMBL3394771 C34H26O7 546.17 -2.905 4.43 5.532 2 7 141.61 12 5 41 2 InChI=1S/C34H26O7/c35-20-22-4-17-31(30-18-15-28(39)19-32(30)40)33(29(22)16-3-21-1-9-25(36)10-2-21)34(41,23-5-11-26(37)12-6-23)24-7-13-27(38)14-8-24/h1-2,4-15,17-19,35-41H,20H2 LSGGNLNEYGRGJO-UHFFFAOYSA-N OCc1ccc(c(c1C#Cc1ccc(cc1)O)C(c1ccc(cc1)O)(c1ccc(cc1)O)O)c1ccc(cc1O)O NPC472370 n.a. CHEMBL3394772 C35H28O7 560.18 -2.4965 4.54 6.051 2 6 130.61 13 5 42 2 InChI=1S/C35H28O7/c1-42-21-23-5-18-32(31-19-16-29(39)20-33(31)40)34(30(23)17-4-22-2-10-26(36)11-3-22)35(41,24-6-12-27(37)13-7-24)25-8-14-28(38)15-9-25/h2-3,5-16,18-20,36-41H,21H2,1H3 VUZJHKHDRPDRJZ-UHFFFAOYSA-N COCc1ccc(c(c1C#Cc1ccc(cc1)O)C(c1ccc(cc1)O)(c1ccc(cc1)O)O)c1ccc(cc1O)O NPC472375 n.a. CHEMBL3397058 15222314 C49H63NO17 937.41 -4.0164 4.87 4.674 18 7 277.63 30 7 67 3 InChI=1S/C49H63NO17/c1-7-8-11-20-33(53)50-35(27-16-12-9-13-17-27)38(56)44(60)64-30-22-49(61)42(66-43(59)28-18-14-10-15-19-28)40-47(6,41(58)37(55)34(25(30)2)46(49,4)5)31(21-32-48(40,24-63-32)67-26(3)51)65-45-39(57)36(54)29(52)23-62-45/h9-10,12-19,29-32,35-40,42,45,52,54-57,61H,7-8,11,20-24H2,1-6H3,(H,50,53)/t29-,30+,31+,32-,35+,36+,37-,38-,39-,40+,42+,45+,47-,48+,49-/m1/s1 XGWGQEYABFGJID-UVDBIDMBSA-N CCCCCC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)O)(C)[C@@H](O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)O NPC472390 n.a. CHEMBL3398366 C32H48O13 640.31 -1.1532 3.55 0.888 13 5 198.51 21 4 45 1 InChI=1S/C32H48O13/c1-13-19-9-18-10-20(37)14(2)24(31(18,6)7)28(42-16(4)35)29(43-17(5)36)32(19,8)23(41-15(3)34)11-21(13)44-30-27(40)26(39)25(38)22(12-33)45-30/h18-23,25-30,33,37-40H,1,9-12H2,2-8H3/t18-,19-,20+,21+,22-,23+,25-,26+,27-,28-,29+,30-,32+/m1/s1 UAOMMZHRIKORJP-FLASEUCYSA-N OC[C@H]1O[C@@H](O[C@H]2C[C@H](OC(=O)C)[C@@]3([C@@H](C2=C)C[C@@H]2C[C@@H](C(=C([C@H]([C@@H]3OC(=O)C)OC(=O)C)C2(C)C)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC472391 n.a. CHEMBL3398368 C50H61NO18 963.39 -1.5057 4.87 4.022 19 6 283.7 30 7 69 3 InChI=1S/C50H61NO18/c1-9-24(2)43(59)51-35(28-16-12-10-13-17-28)37(56)45(61)66-31-21-50(62)42(68-44(60)29-18-14-11-15-19-29)40-48(8,41(58)39(65-26(4)52)34(25(31)3)47(50,6)7)32(20-33-49(40,23-64-33)69-27(5)53)67-46-38(57)36(55)30(54)22-63-46/h9-19,30-33,35-40,42,46,54-57,62H,20-23H2,1-8H3,(H,51,59)/b24-9+/t30-,31+,32+,33-,35+,36+,37-,38-,39-,40+,42+,46+,48-,49+,50-/m1/s1 HWPZOSPUENCAFV-OYZFOJEVSA-N C/C=C(/C(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)(C)[C@@H](O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)O)\C NPC472392 n.a. CHEMBL3398370 C48H59NO17 921.38 -1.8848 4.76 3.711 18 7 277.63 28 7 66 3 InChI=1S/C48H59NO17/c1-8-23(2)41(57)49-33(26-15-11-9-12-16-26)36(54)43(59)63-29-20-48(60)40(65-42(58)27-17-13-10-14-18-27)38-46(7,39(56)35(53)32(24(29)3)45(48,5)6)30(19-31-47(38,22-62-31)66-25(4)50)64-44-37(55)34(52)28(51)21-61-44/h8-18,28-31,33-38,40,44,51-55,60H,19-22H2,1-7H3,(H,49,57)/b23-8+/t28-,29+,30+,31-,33+,34+,35-,36-,37-,38+,40+,44+,46-,47+,48-/m1/s1 YAOWLIDDDUBAEI-ZVZSAYPQSA-N C/C=C(/C(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)O)(C)[C@@H](O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)O)\C NPC472393 n.a. CHEMBL3398371 C43H48O14 788.3 -1.4339 4.65 6.875 14 1 187.26 22 6 57 3 InChI=1S/C43H48O14/c1-24-32(51-20-14-17-29-15-10-8-11-16-29)22-34(53-25(2)44)42(57-39(49)30-18-12-9-13-19-30)35(24)36(54-26(3)45)31-21-33(48)41(7)43(50,40(31,6)23-52-41)38(56-28(5)47)37(42)55-27(4)46/h8-19,31-32,34-38,50H,1,20-23H2,2-7H3/b17-14+/t31-,32-,34-,35-,36+,37-,38-,40+,41+,42-,43-/m0/s1 TUJWWEPVYORFJP-YWBUYCSRSA-N CC(=O)O[C@H]1[C@@H]2C(=C)[C@@H](OC/C=C/c3ccccc3)C[C@@H]([C@@]2(OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@@H]([C@@]2([C@]3([C@H]1CC(=O)[C@]2(OC3)C)C)O)OC(=O)C)OC(=O)C NPC472397 n.a. CHEMBL3400658 C26H36O8 476.24 0.3795 3.44 0.545 8 3 130.36 16 4 34 0 InChI=1S/C26H36O8/c1-12(2)22(30)34-26-19(23(26,6)7)17-9-16(11-27)10-24(31)18(8-13(3)20(24)29)25(17,32)14(4)21(26)33-15(5)28/h8-9,12,14,17-19,21,27,31-32H,10-11H2,1-7H3/t14-,17+,18-,19-,21-,24-,25-,26-/m1/s1 KJIOAJURTOBZDU-OXQILEDISA-N OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C(C)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)C)(C)C NPC472398 n.a. CHEMBL3400659 C32H40O8 552.27 0.9012 4.1 2.176 8 3 130.36 17 5 40 0 InChI=1S/C32H40O8/c1-7-17(2)27(35)40-32-24(29(32,5)6)22-14-20(16-33)15-30(37)23(13-18(3)25(30)34)31(22,38)19(4)26(32)39-28(36)21-11-9-8-10-12-21/h8-14,17,19,22-24,26,33,37-38H,7,15-16H2,1-6H3/t17?,19-,22+,23-,24-,26-,30-,31-,32-/m1/s1 PSGAPHBVGGCVMS-RDUJSUARSA-N OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C(CC)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)c1ccccc1)(C)C NPC472399 n.a. CHEMBL3400660 C30H40O9 544.27 0.3517 3.77 2.199 9 3 147.43 19 4 39 0 InChI=1S/C30H40O9/c1-9-14(3)25(34)38-24-17(6)29(37)19-11-16(5)23(33)28(19,36)12-18(13-31)21(32)20(29)22-27(7,8)30(22,24)39-26(35)15(4)10-2/h9,11-12,15,17,19-20,22,24,31,36-37H,10,13H2,1-8H3/b14-9+/t15?,17-,19-,20+,22-,24-,28-,29+,30-/m1/s1 WXDWVELLVNXGSM-MIDVLLHRSA-N CCC(C(=O)O[C@@]12[C@H](OC(=O)/C(=C/C)/C)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C(=O)C(=C[C@]1([C@H]3C=C(C1=O)C)O)CO)O)C NPC472400 n.a. CHEMBL3400661 C25H36O6 432.25 -0.0753 3.55 0.892 6 3 104.06 14 4 31 0 InChI=1S/C25H36O6/c1-7-12(2)22(29)31-25-20(23(25,5)6)18-10-15(11-26)9-16-17(8-13(3)19(16)27)24(18,30)14(4)21(25)28/h8,10,12,14,16-18,20-21,26,28,30H,7,9,11H2,1-6H3/t12?,14-,16-,17-,18+,20-,21-,24+,25-/m1/s1 LSIXYKVIRINGAR-ZEYVMIHRSA-N CCC(C(=O)O[C@@]12[C@H](O)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@@H]1[C@H]3C=C(C1=O)C)O)C NPC472401 n.a. CHEMBL3400662 C27H36O9 504.24 -0.9921 3.44 1.202 9 3 147.43 17 4 36 0 InChI=1S/C27H36O9/c1-8-12(2)23(32)36-27-20(24(27,6)7)18-19(30)16(11-28)10-25(33)17(9-13(3)21(25)31)26(18,34)14(4)22(27)35-15(5)29/h9-10,12,14,17-18,20,22,28,33-34H,8,11H2,1-7H3/t12?,14-,17-,18+,20-,22-,25-,26+,27-/m1/s1 DEJYWSYLQZVYOP-IKUTXWSVSA-N CCC(C(=O)O[C@@]12[C@H](OC(=O)C)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C(=O)C(=C[C@]1([C@H]3C=C(C1=O)C)O)CO)O)C NPC472438 n.a. CHEMBL3407503 C20H20O9 404.11 -2.0233 2.67 0.994 2 2 112.91 13 3 29 0 InChI=1S/C20H20O9/c1-24-12-6-9(7-13(25-2)19(12)27-4)17-20(28-5)16(23)14-11(29-17)8-10(21)18(26-3)15(14)22/h6-8,21-22H,1-5H3 GGNGEESEARSAMF-UHFFFAOYSA-N COc1c(OC)cc(cc1OC)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC NPC472446 n.a. CHEMBL3421654 C33H40O6 532.28 3.9772 4.43 7.437 3 3 104.06 19 3 39 1 InChI=1S/C33H40O6/c1-20(2)9-7-11-22(5)13-15-33(16-14-23(6)12-8-10-21(3)4)30-28(19-26(36)32(33)38)39-27-18-24(34)17-25(35)29(27)31(30)37/h9-10,13-14,17-19,34-36H,7-8,11-12,15-16H2,1-6H3/b22-13+,23-14+ KNDULHOSEJDEEI-MSKUYSOUSA-N C/C(=C\CC1(C/C=C(/CCC=C(C)C)\C)C(=O)C(=Cc2c1c(=O)c1c(o2)cc(cc1O)O)O)/CCC=C(C)C NPC472462 n.a. CHEMBL3422851 C19H16O4 308.1 -0.1669 3.11 3.295 0 2 62.83 5 4 23 0 InChI=1S/C19H16O4/c1-19(2)4-3-11-5-12-8-16(22-17(12)10-18(11)23-19)13-6-14(20)9-15(21)7-13/h3-10,20-21H,1-2H3 KIUJXFHVPMFXEJ-UHFFFAOYSA-N Oc1cc(O)cc(c1)c1oc2c(c1)cc1c(c2)OC(C=C1)(C)C NPC472515 n.a. CHEMBL3426668 C16H16O6 304.09 0.3731 2.56 1.306 3 0 78.9 9 2 22 0 InChI=1S/C16H16O6/c1-8(2)14(18)15(19)13-11(21-4)7-10(20-3)9-5-6-12(17)22-16(9)13/h5-8H,1-4H3 CRYMFGQAFXDXLP-UHFFFAOYSA-N COc1cc(OC)c2c(c1C(=O)C(=O)C(C)C)oc(=O)cc2 NPC472516 n.a. CHEMBL3426669 C15H14O5 274.08 0.4249 2.56 1.75 3 0 69.67 7 2 20 0 InChI=1S/C15H14O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-8H,1-3H3 DLRWWSBVTODTKM-UHFFFAOYSA-N COc1ccc2c(c1C(=O)C(=O)C(C)C)oc(=O)cc2 NPC472517 n.a. CHEMBL3426670 C13H12O5 248.07 0.0088 2.34 1.25 2 0 61.83 6 2 18 0 InChI=1S/C13H12O5/c1-16-10-7-11(17-2)9(5-6-14)13-8(10)3-4-12(15)18-13/h3-4,6-7H,5H2,1-2H3 QRXWQDFUTLGHRQ-UHFFFAOYSA-N O=CCc1c(OC)cc(c2c1oc(=O)cc2)OC NPC472518 n.a. CHEMBL3426671 C15H16O4 260.1 1.7765 2.67 2.553 1 0 44.76 7 2 19 0 InChI=1S/C15H16O4/c1-9(2)7-11-13(18-4)8-12(17-3)10-5-6-14(16)19-15(10)11/h5-6,8H,1,7H2,2-4H3 JVYKZDPQRAFZMD-UHFFFAOYSA-N COc1cc(OC)c2c(c1CC(=C)C)oc(=O)cc2 NPC472519 n.a. CHEMBL3426672 C16H16O5 288.1 1.2094 2.67 1.703 2 0 61.83 8 2 21 0 InChI=1S/C16H16O5/c1-10(9-17)4-5-11-13(19-2)8-14(20-3)12-6-7-15(18)21-16(11)12/h4,6-9H,5H2,1-3H3/b10-4+ WZYSRODKTAPDMH-ONNFQVAWSA-N COc1cc(OC)c2c(c1C/C=C(/C=O)\C)oc(=O)cc2 NPC472520 n.a. CHEMBL3426673 C19H26O7 366.17 0.459 2.78 1.648 3 1 83.45 15 2 26 0 InChI=1S/C19H26O7/c1-7-25-19(2,3)13(20)10-12-15-11(8-9-14(21)26-15)16(22-4)18(24-6)17(12)23-5/h8-9,13,20H,7,10H2,1-6H3/t13-/m0/s1 AUSFLTJSLYQHGL-ZDUSSCGKSA-N CCOC([C@H](Cc1c(OC)c(OC)c(c2c1oc(=O)cc2)OC)O)(C)C NPC472521 n.a. CHEMBL3426674 C17H20O6 320.13 0.7162 2.67 1.545 2 1 74.22 11 2 23 0 InChI=1S/C17H20O6/c1-17(2,19)9-8-11-13-10(6-7-12(18)23-13)14(20-3)16(22-5)15(11)21-4/h6-9,19H,1-5H3/b9-8+ WCKNIJCEFGBCCT-CMDGGOBGSA-N COc1c(/C=C/C(O)(C)C)c2oc(=O)ccc2c(c1OC)OC NPC472522 n.a. CHEMBL3426675 C17H20O5 304.13 1.992 2.78 2.633 1 0 53.99 10 2 22 0 InChI=1S/C17H20O5/c1-10(2)6-7-11-14-12(8-9-13(18)22-14)16(20-4)17(21-5)15(11)19-3/h6,8-9H,7H2,1-5H3 CJYYMPLGDRTQMA-UHFFFAOYSA-N COc1c(CC=C(C)C)c2oc(=O)ccc2c(c1OC)OC NPC472523 n.a. CHEMBL3426676 C20H20O5 340.13 0.7464 3.11 4.133 3 0 61.83 9 3 25 0 InChI=1S/C20H20O5/c1-12(2)8-19(22)24-11-13-4-5-15-14(9-13)10-17(23-3)16-6-7-18(21)25-20(15)16/h4-7,9-10,12H,8,11H2,1-3H3 JABCPDWEZKZNOT-UHFFFAOYSA-N COc1cc2cc(COC(=O)CC(C)C)ccc2c2c1ccc(=O)o2 NPC472524 n.a. CHEMBL3426677 C15H12O3 240.08 0.8602 2.78 4.039 1 0 35.53 3 3 18 0 InChI=1S/C15H12O3/c1-9-3-4-11-10(7-9)8-13(17-2)12-5-6-14(16)18-15(11)12/h3-8H,1-2H3 CJBHIYZSORBQMG-UHFFFAOYSA-N COc1cc2cc(C)ccc2c2c1ccc(=O)o2 NPC472525 n.a. CHEMBL3426686 C18H24O6 336.16 0.5108 2.78 2.092 3 1 74.22 13 2 24 0 InChI=1S/C18H24O6/c1-6-23-18(2,3)15(19)9-12-14(22-5)10-13(21-4)11-7-8-16(20)24-17(11)12/h7-8,10,15,19H,6,9H2,1-5H3 VLSPUKODWJUOMJ-UHFFFAOYSA-N CCOC(C(Cc1c(OC)cc(c2c1oc(=O)cc2)OC)O)(C)C NPC472545 n.a. CHEMBL3577073 C31H38O7 522.26 2.5383 4.1 5.687 7 1 99.13 15 4 38 1 InChI=1S/C31H38O7/c1-19(2)27(33)38-26-25(37-28(34)22-12-8-7-9-13-22)30(5)20(3)11-10-14-23(30)29(4,31(26,6)35)16-15-21-17-24(32)36-18-21/h7-9,11-13,15-17,19,23,25-26,35H,10,14,18H2,1-6H3/b16-15+/t23-,25+,26+,29-,30+,31+/m1/s1 WZRBVWLPCKNBQX-HSUYODJOSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)C(C)C)OC(=O)c1ccccc1)C NPC472546 n.a. CHEMBL3577074 C34H42O9 594.28 2.1386 4.21 6.025 9 1 125.43 19 4 43 2 InChI=1S/C34H42O9/c1-20(2)27(41-22(4)35)31(38)43-29-28(42-30(37)24-13-9-8-10-14-24)33(6)21(3)12-11-15-25(33)32(5,34(29,7)39)17-16-23-18-26(36)40-19-23/h8-10,12-14,16-18,20,25,27-29,39H,11,15,19H2,1-7H3/b17-16+/t25-,27?,28+,29+,32-,33+,34+/m1/s1 ACMQMVLCJMBSBV-XYLZAYCASA-N CC(=O)OC(C(=O)O[C@H]1[C@H](OC(=O)c2ccccc2)[C@@]2(C)C(=CCC[C@@H]2[C@@]([C@@]1(C)O)(C)/C=C/C1=CC(=O)OC1)C)C(C)C NPC472547 n.a. CHEMBL3577075 C29H36O8 512.24 0.8978 3.77 4.852 8 2 119.36 15 4 37 0 InChI=1S/C29H36O8/c1-17-10-9-13-21-27(17,3)25(37-26(33)20-11-7-6-8-12-20)24(32)29(5,34)28(21,4)22(36-18(2)30)14-19-15-23(31)35-16-19/h6-8,10-12,15,21-22,24-25,32,34H,9,13-14,16H2,1-5H3/t21-,22-,24-,25-,27-,28-,29-/m0/s1 ZKHBROAKTHLSDB-XMHNGFDVSA-N CC(=O)O[C@H]([C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)O)OC(=O)c1ccccc1)C)CC1=CC(=O)OC1 NPC472548 n.a. CHEMBL3577076 C34H38O8 574.26 0.9717 4.32 7.739 8 1 108.36 11 6 42 1 InChI=1S/C34H38O8/c1-21-12-11-17-24-31(21,2)28(41-30(38)23-15-9-6-10-16-23)27(36)33(4)32(24,3)25(18-34(42-33)19-26(35)39-20-34)40-29(37)22-13-7-5-8-14-22/h5-10,12-16,24-25,27-28,36H,11,17-20H2,1-4H3/t24-,25-,27-,28-,31-,32-,33-,34+/m0/s1 ZAYKMDVKSXAHIM-ANYWXESPSA-N O=C1OC[C@]2(C1)C[C@H](OC(=O)c1ccccc1)[C@]1([C@](O2)(C)[C@@H](O)[C@@H]([C@@]2([C@@H]1CCC=C2C)C)OC(=O)c1ccccc1)C NPC472549 n.a. CHEMBL3577077 C34H38O9 590.25 0.3195 4.21 7.404 9 2 128.59 12 6 43 1 InChI=1S/C34H38O9/c1-20-12-11-17-23-31(20,2)27(42-29(38)22-15-9-6-10-16-22)25(35)33(4)32(23,3)24(41-28(37)21-13-7-5-8-14-21)18-34(43-33)19-40-30(39)26(34)36/h5-10,12-16,23-27,35-36H,11,17-19H2,1-4H3/t23-,24-,25-,26-,27-,31-,32-,33-,34-/m0/s1 OZTNIMLSGDADPT-LNLDCUPPSA-N O=C(c1ccccc1)O[C@H]1C[C@@]2(COC(=O)[C@@H]2O)O[C@@]2([C@@]1(C)[C@H]1CCC=C([C@]1(C)[C@H]([C@@H]2O)OC(=O)c1ccccc1)C)C NPC472570 n.a. CHEMBL3577214 C37H42O14 710.26 -1.3183 3.99 6.7 14 1 187.26 23 5 51 3 InChI=1S/C37H42O14/c1-20(38)45-19-36-29(48-23(4)41)26(46-21(2)39)18-35(7,44)37(36)30(49-32(42)24-14-10-8-11-15-24)27(34(5,6)51-37)28(47-22(3)40)31(36)50-33(43)25-16-12-9-13-17-25/h8-17,26-31,44H,18-19H2,1-7H3/t26-,27+,28-,29-,30+,31-,35-,36-,37-/m0/s1 JLOITWJNBYVRLW-YFNVFCEMSA-N CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)C)C[C@]([C@@]32OC([C@H]([C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)C)[C@H]3OC(=O)c1ccccc1)(C)C)(C)O NPC472571 n.a. CHEMBL3577215 C35H40O11 636.26 -0.6247 4.1 7.59 11 2 154.89 19 5 46 3 InChI=1S/C35H40O11/c1-20(36)42-24-19-33(5,41)35-28(39)26(32(3,4)46-35)27(44-25(38)18-17-22-13-9-7-10-14-22)30(34(35,6)29(24)43-21(2)37)45-31(40)23-15-11-8-12-16-23/h7-18,24,26-30,39,41H,19H2,1-6H3/b18-17+/t24-,26+,27-,28+,29-,30-,33-,34-,35-/m0/s1 RKQBXPZSTLHXPR-XFOFPURASA-N O=C(O[C@H]1[C@@H]2[C@@H](O)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@@H](OC(=O)C)[C@H](C[C@]3(C)O)OC(=O)C)OC2(C)C)/C=C/c1ccccc1 NPC472573 n.a. CHEMBL3577217 C35H40O10 620.26 -0.402 4.21 8.62 10 1 134.66 18 5 45 2 InChI=1S/C35H40O10/c1-21(36)41-25-19-20-33(5,40)35-29(42-22(2)37)27(32(3,4)45-35)28(43-26(38)18-17-23-13-9-7-10-14-23)30(34(25,35)6)44-31(39)24-15-11-8-12-16-24/h7-18,25,27-30,40H,19-20H2,1-6H3/b18-17-/t25-,27+,28-,29+,30-,33-,34-,35-/m0/s1 OVQQPOHQLNLSCP-SHRFIZIPSA-N O=C(O[C@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@]3(C)O)OC(=O)C)OC2(C)C)/C=C\c1ccccc1 NPC472574 n.a. CHEMBL3577218 C35H39NO10 633.26 -0.542 4.1 7.132 9 0 134.74 15 6 46 1 InChI=1S/C35H39NO10/c1-20-18-25(43-31(40)22-12-8-6-9-13-22)30(42-21(2)37)34(5)26(44-32(41)23-14-10-7-11-15-23)19-24-29(35(20,34)46-33(24,3)4)45-36-27(38)16-17-28(36)39/h6-15,20,24-26,29-30H,16-19H2,1-5H3/t20-,24-,25+,26+,29-,30+,34-,35-/m1/s1 CEBQOGCIDLLPPG-LPWRDBNFSA-N CC(=O)O[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3ON1C(=O)CCC1=O)C(O2)(C)C)C NPC472598 n.a. CHEMBL3580671 C26H30O7 454.2 0.0716 3.55 2.182 2 4 116.45 15 3 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-7-15(3)19(28)11-17-20(29)12-24-25(26(17)31)21(30)13-22(33-24)16-8-9-18(27)23(10-16)32-4/h6,8-10,12,19,22,27-29,31H,3,5,7,11,13H2,1-2,4H3/t19?,22-/m0/s1 QOCMJNYAMYAFJX-BPARTEKVSA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)CC(C(=C)CCC=C(C)C)O)O NPC472611 n.a. CHEMBL3581230 C44H50O22 930.28 -3.7595 3.88 0.272 14 8 314.58 35 5 66 3 InChI=1S/C44H50O22/c1-56-26-14-22(6-10-25(26)47)7-12-35(50)64-42-41(63-34(49)13-9-24-17-29(59-4)37(52)30(18-24)60-5)31(19-45)65-44(42,21-46)66-43-40(55)39(54)38(53)32(62-43)20-61-33(48)11-8-23-15-27(57-2)36(51)28(16-23)58-3/h6-18,31-32,38-43,45-47,51-55H,19-21H2,1-5H3/b11-8+,12-7+,13-9+/t31-,32-,38-,39+,40-,41-,42+,43-,44+/m1/s1 ZFUNZIPOLRYQON-CTDLUVRVSA-N COc1cc(/C=C/C(=O)O[C@H]2[C@H](OC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H](O[C@@]2(CO)O[C@H]2O[C@H](COC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)CO)ccc1O NPC472612 n.a. CHEMBL3581231 C45H52O23 960.29 -3.8113 3.88 -0.172 14 8 323.81 37 5 68 3 InChI=1S/C45H52O23/c1-57-25-13-22(14-26(58-2)36(25)50)7-10-33(47)63-19-31-39(53)41(55)42(56)44(65-31)68-45(21-46)43(66-35(49)12-9-24-17-29(61-5)38(52)30(18-24)62-6)40(54)32(67-45)20-64-34(48)11-8-23-15-27(59-3)37(51)28(16-23)60-4/h7-18,31-32,39-44,46,50-56H,19-21H2,1-6H3/b10-7+,11-8+,12-9+/t31-,32-,39-,40-,41+,42-,43+,44-,45+/m1/s1 UKOWEFSYOURPSF-SSZVGQTDSA-N COc1cc(/C=C/C(=O)O[C@H]2[C@H](O)[C@H](O[C@@]2(CO)O[C@H]2O[C@H](COC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)COC(=O)/C=C/c2cc(OC)c(c(c2)OC)O)cc(c1O)OC NPC472624 n.a. CHEMBL3581344 C26H30O7 454.2 0.2137 3.55 2.73 2 3 105.45 13 4 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-9-26(3,30)23-11-16-20(33-23)13-22-24(25(16)29)18(28)12-19(32-22)15-7-8-17(27)21(10-15)31-4/h6-8,10,13,19,23,27,29-30H,5,9,11-12H2,1-4H3/t19-,23?,26?/m0/s1 OYOSUYSYAMBCFW-YQFJPLGNSA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)CC(O1)C(CCC=C(C)C)(O)C NPC472626 n.a. CHEMBL3581346 C27H32O7 468.21 1.1916 3.66 3.301 1 3 105.45 16 3 34 0 InChI=1S/C27H32O7/c1-15(2)7-6-8-16(3)9-10-18-19(28)13-23-25(26(18)31)20(29)14-22(34-23)17-11-21(30)27(33-5)24(12-17)32-4/h7,9,11-13,22,28,30-31H,6,8,10,14H2,1-5H3/b16-9+/t22-/m0/s1 LGXFONKKRCFJMJ-NAVGAYGYSA-N COc1c(O)cc(cc1OC)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)\C)O NPC472632 n.a. CHEMBL3581352 C26H30O7 454.2 0.2137 3.55 2.73 2 3 105.45 12 4 33 0 InChI=1S/C26H30O7/c1-14(2)6-5-9-26(3)23(29)11-16-20(33-26)13-22-24(25(16)30)18(28)12-19(32-22)15-7-8-17(27)21(10-15)31-4/h6-8,10,13,19,23,27,29-30H,5,9,11-12H2,1-4H3/t19-,23?,26?/m0/s1 KGEXXFMIHPTSAT-YQFJPLGNSA-N COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O1)cc1c(c2O)CC(C(O1)(C)CCC=C(C)C)O NPC472674 n.a. CHEMBL3581570 C33H46O5 522.33 4.2209 4.54 6.7 5 0 77.51 18 3 38 1 InChI=1S/C33H46O5/c1-10-23(8)26-24(19-34)17-31(9)25(12-11-20(2)3)18-32(15-13-21(4)5)29(36)33(38-30(32)37,16-14-22(6)7)28(35)27(26)31/h11,13-14,19,23,25,27H,10,12,15-18H2,1-9H3/t23?,25-,27+,31+,32+,33-/m0/s1 UMWJFTBXLSDEAV-CUEYUJEYSA-N CCC(C1=C(C=O)C[C@]2([C@H]1C(=O)[C@]1(CC=C(C)C)OC(=O)[C@@](C1=O)(C[C@@H]2CC=C(C)C)CC=C(C)C)C)C NPC472675 n.a. CHEMBL3581572 C36H54O5 566.4 3.7169 4.87 8.061 5 1 80.67 22 3 41 1 InChI=1S/C36H54O5/c1-12-25(8)29(37)36-31-27(16-14-23(4)5)30(38)35(32(36)39,20-17-24(6)7)21-26(15-13-22(2)3)34(36,11)19-18-28(41-31)33(9,10)40/h13-14,17,25-26,28,40H,12,15-16,18-21H2,1-11H3/t25?,26-,28-,34+,35+,36-/m0/s1 ZZLKTEYLJWEXBS-DPAIRFDSSA-N CCC(C(=O)[C@]12C3=C(CC=C(C)C)C(=O)[C@@](C1=O)(CC=C(C)C)C[C@@H]([C@@]2(C)CC[C@H](O3)C(O)(C)C)CC=C(C)C)C NPC472676 n.a. CHEMBL3581573 C30H44O5 484.32 4.0913 4.21 6.083 5 3 94.83 19 2 35 1 InChI=1S/C30H44O5/c1-17(2)10-14-30(15-11-18(3)4)27(33)23(26(32)24(28(30)34)25(31)20(7)8)22-16-21(19(5)6)12-13-29(22,9)35/h10-11,20-22,32-33,35H,5,12-16H2,1-4,6-9H3/t21-,22+,29+/m0/s1 NCFPHBHTPSXYFH-DKGMKSHISA-N CC(=CCC1(CC=C(C)C)C(=O)C(=C(C(=C1O)[C@H]1C[C@H](CC[C@@]1(C)O)C(=C)C)O)C(=O)C(C)C)C NPC472677 n.a. CHEMBL3581574 C30H44O5 484.32 4.3501 4.21 5.876 5 3 94.83 20 2 35 1 InChI=1S/C30H44O5/c1-17(2)10-14-30(15-11-18(3)4)27(33)22(26(32)24(28(30)34)25(31)20(7)8)16-23-21(19(5)6)12-13-29(23,9)35/h10-11,20-21,23,32-33,35H,5,12-16H2,1-4,6-9H3/t21-,23-,29+/m0/s1 HQQVCLPKNAOYCV-HKLKAILGSA-N CC(=CCC1(CC=C(C)C)C(=C(C[C@H]2[C@@H](CC[C@@]2(C)O)C(=C)C)C(=C(C1=O)C(=O)C(C)C)O)O)C NPC472678 n.a. CHEMBL3581575 C38H48O4 568.36 3.7295 5.2 8.945 4 1 71.44 16 4 42 1 InChI=1S/C38H48O4/c1-22(2)14-16-25-20-35-21-29-33(7,8)27-13-11-10-12-26(27)30(39)37(29)32(41)36(31(35)40,19-18-24(5)6)28(17-15-23(3)4)34(25,9)38(35,37)42/h10-15,18,25,28-29,42H,16-17,19-21H2,1-9H3/t25-,28-,29-,34-,35-,36-,37-,38+/m0/s1 FRWGISBSKMFIAA-AWZDDDOZSA-N CC(=CC[C@]12[C@@H](CC=C(C)C)[C@]3(C)[C@H](C[C@]4(C1=O)[C@]3([C@]1(C2=O)C(=O)c2ccccc2C([C@@H]1C4)(C)C)O)CC=C(C)C)C NPC472679 n.a. CHEMBL3581576 C33H42O5 518.3 2.1429 4.54 7.315 5 1 88.51 14 2 38 1 InChI=1S/C33H42O5/c1-18(2)14-15-31-16-22-23-25(35)29(5,6)21(19(3)4)17-32(23,26(31)36)28(38)33(27(31)37,30(22,7)8)24(34)20-12-10-9-11-13-20/h9-14,19,21-23,25,35H,15-17H2,1-8H3/t21-,22-,23-,25-,31+,32?,33+/m1/s1 XSDRHNKEHDLYOV-WBUGVDGJSA-N CC(=CC[C@]12C[C@@H]3[C@H]4C(C1=O)(C[C@@H](C([C@@H]4O)(C)C)C(C)C)C(=O)[C@](C2=O)(C3(C)C)C(=O)c1ccccc1)C NPC472680 n.a. CHEMBL3581577 C38H50O5 586.37 3.3751 5.09 9.137 5 1 88.51 18 2 43 1 InChI=1S/C38H50O5/c1-22(2)14-13-15-24(5)18-19-36-20-27-28-30(40)34(6,7)26(23(3)4)21-37(28,31(36)41)33(43)38(32(36)42,35(27,8)9)29(39)25-16-11-10-12-17-25/h10-12,14,16-18,23,26-28,30,40H,13,15,19-21H2,1-9H3/b24-18+/t26-,27-,28-,30-,36+,37?,38+/m1/s1 DEQAWTTZWHYRGD-PMTQRNBPSA-N C/C(=C\C[C@]12C[C@@H]3[C@H]4C(C1=O)(C[C@@H](C([C@@H]4O)(C)C)C(C)C)C(=O)[C@](C2=O)(C3(C)C)C(=O)c1ccccc1)/CCC=C(C)C NPC472681 n.a. CHEMBL3581578 C33H42O6 534.3 1.7038 4.43 5.772 6 2 108.74 15 2 39 1 InChI=1S/C33H42O6/c1-18(2)14-15-31-16-20-22-24(35)28(3,4)21(30(7,8)39)17-32(22,25(31)36)27(38)33(26(31)37,29(20,5)6)23(34)19-12-10-9-11-13-19/h9-14,20-22,24,35,39H,15-17H2,1-8H3/t20-,21+,22-,24-,31+,32?,33+/m1/s1 BCOHDAGPVODANT-QNQRNDQUSA-N CC(=CC[C@]12C[C@@H]3[C@H]4C(C1=O)(C[C@@H](C([C@@H]4O)(C)C)C(O)(C)C)C(=O)[C@](C2=O)(C3(C)C)C(=O)c1ccccc1)C NPC472682 n.a. CHEMBL3581579 C39H52O6 616.38 2.252 5.09 8.868 6 2 100.9 21 4 45 1 InChI=1S/C39H52O6/c1-25(2)15-13-14-16-26(3)19-20-36-24-28-23-29-35(8,9)45-39(36,44)37(29,22-21-33(4,5)43)32(42)38(31(36)41,34(28,6)7)30(40)27-17-11-10-12-18-27/h10-13,15,17-19,21-22,25,28-29,43-44H,14,16,20,23-24H2,1-9H3/b15-13+,22-21+,26-19+/t28-,29-,36-,37?,38+,39-/m1/s1 VRQFNQKOVADTLH-NWOPUBSFSA-N CC(/C=C/CC/C(=C/C[C@@]12C[C@H]3C[C@H]4C([C@]2(O)OC4(C)C)(C(=O)[C@](C1=O)(C3(C)C)C(=O)c1ccccc1)/C=C/C(O)(C)C)/C)C NPC472683 n.a. CHEMBL3581580 C36H46O4 542.34 2.3293 4.98 10.754 4 0 68.28 15 4 40 1 InChI=1S/C36H46O4/c1-23(2)13-11-12-14-24(3)17-18-34-22-26-21-27-32(4,5)19-20-35(27,29(34)38)31(40)36(30(34)39,33(26,6)7)28(37)25-15-9-8-10-16-25/h8-11,13,15-17,23,26-27H,12,14,18-22H2,1-7H3/b13-11+,24-17+/t26-,27-,34+,35-,36+/m1/s1 QFDCMSGQKRHGOR-XVUQMAPESA-N C/C(=C\C[C@]12C[C@H]3C[C@H]4[C@@](C1=O)(CCC4(C)C)C(=O)[C@](C2=O)(C3(C)C)C(=O)c1ccccc1)/CC/C=C/C(C)C NPC472713 n.a. CHEMBL3581699 C28H38O12 566.24 -3.3073 3.22 0.403 6 5 165.76 20 4 40 0 InChI=1S/C28H38O12/c1-13-22(29)25(32)26(33)28(40-13)39-12-17-16(6-14-7-18(34-2)23(30)19(8-14)35-3)11-38-27(17)15-9-20(36-4)24(31)21(10-15)37-5/h7-10,13,16-17,22,25-33H,6,11-12H2,1-5H3/t13-,16-,17-,22-,25+,26+,27-,28+/m0/s1 NLPORPFCUJMKCV-FXCRCATJSA-N COc1cc(cc(c1O)OC)[C@@H]1OC[C@@H]([C@@H]1CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Cc1cc(OC)c(c(c1)OC)O NPC472714 n.a. CHEMBL3581700 C28H40O12 568.25 -3.2419 3.22 0.415 6 6 176.76 24 3 40 2 InChI=1S/C28H40O12/c1-14-23(30)26(33)27(34)28(40-14)39-13-18(7-16-10-21(37-4)25(32)22(11-16)38-5)17(12-29)6-15-8-19(35-2)24(31)20(9-15)36-3/h8-11,14,17-18,23,26-34H,6-7,12-13H2,1-5H3/t14-,17+,18+,23-,26+,27+,28+/m0/s1 MGUZEJUQIKUKHQ-NPUIBITLSA-N OC[C@H]([C@H](Cc1cc(OC)c(c(c1)OC)O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)Cc1cc(OC)c(c(c1)OC)O NPC472718 n.a. CHEMBL3581709 C54H90O24 1122.58 -5.0623 4.76 0.629 24 15 394.36 39 8 78 3 InChI=1S/C54H90O24/c1-21(2)24(57)11-15-54(9,78-48-43(70)39(66)36(63)29(75-48)20-71-46-41(68)37(64)33(60)22(3)72-46)23-10-13-53(8)32(23)25(58)16-31-51(6)17-26(59)45(50(4,5)30(51)12-14-52(31,53)7)77-49-44(40(67)35(62)28(19-56)74-49)76-47-42(69)38(65)34(61)27(18-55)73-47/h22-23,25-49,55-56,58-70H,1,10-20H2,2-9H3/t22-,23-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1 RKMLZLOLTFLUQX-OVZYVKQASA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)C[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@@](O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(CCC(=O)C(=C)C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC472719 n.a. CHEMBL3581710 C42H70O15 814.47 -2.0685 4.43 3 15 10 256.29 28 6 57 3 InChI=1S/C42H70O15/c1-19(2)21(44)10-14-42(8,57-37-34(52)32(50)30(48)25(56-37)18-54-36-33(51)31(49)29(47)24(17-43)55-36)20-9-12-41(7)28(20)22(45)15-27-39(5)16-23(46)35(53)38(3,4)26(39)11-13-40(27,41)6/h20,22-37,43,45-53H,1,9-18H2,2-8H3/t20-,22+,23+,24+,25+,26-,27+,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39-,40+,41+,42-/m0/s1 VHAOZWPEPOPZFA-SDTZFMSQSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@]([C@H]3CC[C@@]4([C@@H]3[C@H](O)C[C@H]3[C@@]4(C)CC[C@@H]4[C@]3(C)C[C@@H](O)[C@@H](C4(C)C)O)C)(CCC(=O)C(=C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC472795 n.a. CHEMBL3586106 C21H30O3 330.22 -0.6451 3.44 4.601 1 2 49.69 10 3 24 0 InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-17(12-14)24-21(3,4)15-10-9-13(2)20(23)18(15)19/h9,11-12,15,18,20,22-23H,5-8,10H2,1-4H3/t15-,18-,20+/m1/s1 KQQMZTULVOWZJR-ZTNFWEORSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2[C@@H](O)C(=CC1)C)(C)C NPC472796 n.a. CHEMBL3586107 C21H30O3 330.22 -0.6451 3.44 4.601 1 2 49.69 10 3 24 0 InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-17(12-14)24-21(3,4)15-10-9-13(2)20(23)18(15)19/h9,11-12,15,18,20,22-23H,5-8,10H2,1-4H3/t15-,18-,20-/m1/s1 KQQMZTULVOWZJR-XFQXTVEOSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2[C@H](O)C(=CC1)C)(C)C NPC472797 n.a. CHEMBL3586108 C21H30O3 330.22 -0.7918 3.44 4.646 1 2 49.69 9 3 24 0 InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-17(12-14)24-21(3,4)15-10-9-13(2)20(23)18(15)19/h11-12,15,18,20,22-23H,2,5-10H2,1,3-4H3/t15-,18-,20+/m1/s1 HDNJNVPZXVJOMB-ZTNFWEORSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2[C@@H](O)C(=C)CC1)(C)C NPC472798 n.a. CHEMBL3586109 C21H30O3 330.22 -0.6497 3.44 5.405 1 1 41.99 9 4 24 1 InChI=1S/C21H30O3/c1-5-6-7-8-13-11-15(22)18-16(12-13)23-20(2,3)14-9-10-21(4)19(24-21)17(14)18/h11-12,14,17,19,22H,5-10H2,1-4H3/t14-,17-,19+,21-/m1/s1 VSQGBNUBIDZRPJ-BWZSVYRMSA-N CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2[C@@H]2O[C@@]2(CC1)C)(C)C NPC472799 n.a. CHEMBL3586110 C24H32O6 416.22 -0.9268 3.44 5.284 4 2 93.06 14 3 30 1 InChI=1S/C24H32O6/c1-5-6-7-8-16-12-19-21(22(26)20(16)23(27)28)17-11-15(13-29-14(2)25)9-10-18(17)24(3,4)30-19/h11-12,17-18,26H,5-10,13H2,1-4H3,(H,27,28)/t17-,18-/m1/s1 VVGKJYWKBQPUEW-QZTJIDSGSA-N CCCCCc1cc2OC(C)(C)[C@H]3[C@H](c2c(c1C(=O)O)O)C=C(CC3)COC(=O)C NPC472851 n.a. CHEMBL3590334 C20H30O5 350.21 1.3749 3.11 2.31 5 2 75.99 8 2 25 0 InChI=1S/C20H30O5/c1-12(2)19-8-9-20(25-24-19)13(11-19)14(21)10-15-17(3,16(22)23)6-5-7-18(15,20)4/h11-12,14-15,21H,5-10H2,1-4H3,(H,22,23)/t14-,15+,17-,18+,19-,20+/m0/s1 NVIRVAAOVXZOTN-LUGRNRNJSA-N O[C@H]1C[C@@H]2[C@](C)(CCC[C@]2([C@]23C1=C[C@](CC2)(OO3)C(C)C)C)C(=O)O NPC472853 n.a. CHEMBL3590339 C22H34O4 362.25 0.7389 3.44 4.151 4 1 63.6 8 4 26 0 InChI=1S/C22H34O4/c1-14(23)26-13-22(25)12-21-10-7-16-19(2,3)18(24)8-9-20(16,4)17(21)6-5-15(22)11-21/h15-17,25H,5-13H2,1-4H3/t15-,16-,17+,20-,21-,22-/m1/s1 PTVDSZPMJVQUCE-VRLLHIJOSA-N CC(=O)OC[C@]1(O)C[C@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)C(C)(C)C(=O)CC1)C NPC472854 n.a. CHEMBL3590340 C20H32O3 320.24 0.3598 3.33 3.411 3 2 57.53 6 4 23 0 InChI=1S/C20H32O3/c1-17(2)14-6-9-19-10-13(20(23,11-19)12-21)4-5-15(19)18(14,3)8-7-16(17)22/h13-15,21,23H,4-12H2,1-3H3/t13-,14-,15+,18-,19-,20-/m1/s1 MPDUJZZNNBJFAB-ALCQSMKISA-N OC[C@]1(O)C[C@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)C(C)(C)C(=O)CC1)C NPC472856 n.a. CHEMBL3590536 C15H22N2O3 278.16 2.56 3 1 57.61 1 4 20 0 InChI=1S/C15H22N2O3/c18-12-5-6-13(19)16-9-10-3-1-7-17(20)8-2-4-11(14(12)16)15(10)17/h5-6,10-12,14-15,18H,1-4,7-9H2/t10-,11+,12+,14-,15-,17?/m0/s1 VHAFSTUPIKPISL-PVKKKEKWSA-N O[C@@H]1C=CC(=O)N2[C@H]1[C@H]1CCCN3(=O)[C@H]1[C@H](C2)CCC3 NPC472905 n.a. CHEMBL3593938 C25H30O5 410.21 0.8384 3.66 4.645 1 3 86.99 13 3 30 0 InChI=1S/C25H30O5/c1-16(2)5-4-13-25(3)14-12-19-17(7-11-22(28)24(19)30-25)6-10-21(27)20-9-8-18(26)15-23(20)29/h5,7-9,11,15,26,28-29H,4,6,10,12-14H2,1-3H3 DHMXSWFQNUAYIP-UHFFFAOYSA-N CC(=CCCC1(C)CCc2c(O1)c(O)ccc2CCC(=O)c1ccc(cc1O)O)C NPC472906 n.a. CHEMBL3593939 C25H30O5 410.21 -0.3159 3.66 4.927 1 3 86.99 10 4 30 0 InChI=1S/C25H30O5/c1-24(2)11-4-12-25(3)22(24)14-18-15(6-10-20(28)23(18)30-25)5-9-19(27)17-8-7-16(26)13-21(17)29/h6-8,10,13,22,26,28-29H,4-5,9,11-12,14H2,1-3H3/t22-,25-/m0/s1 VPGBLFFVUJEHRV-DHLKQENFSA-N Oc1ccc(c(c1)O)C(=O)CCc1ccc(c2c1C[C@H]1C(C)(C)CCC[C@@]1(O2)C)O NPC472907 n.a. CHEMBL3593940 C25H32O6 428.22 -0.872 3.55 3.748 2 4 107.22 15 3 31 0 InChI=1S/C25H32O6/c1-24(2,30)12-4-13-25(3)14-11-18-16(6-10-21(28)23(18)31-25)5-9-20(27)19-8-7-17(26)15-22(19)29/h6-8,10,15,26,28-30H,4-5,9,11-14H2,1-3H3 XVCXFWODDIZFKK-UHFFFAOYSA-N Oc1ccc(c(c1)O)C(=O)CCc1ccc(c2c1CCC(O2)(C)CCCC(O)(C)C)O NPC472914 n.a. CHEMBL3594091 C19H20O7 360.12 -1.3058 2.78 0.719 1 2 94.45 10 3 26 0 InChI=1S/C19H20O7/c1-23-14-5-4-10(7-12(14)20)6-11-9-26-19-16(17(11)22)13(21)8-15(24-2)18(19)25-3/h4-5,7-8,11,20-21H,6,9H2,1-3H3/t11-/m1/s1 OFVGXENPZWDWKV-LLVKDONJSA-N COc1ccc(cc1O)C[C@@H]1COc2c(C1=O)c(O)cc(c2OC)OC NPC472915 n.a. CHEMBL3594092 C18H16O6 328.09 -1.1583 2.78 1.609 1 2 85.22 7 3 24 0 InChI=1S/C18H16O6/c1-22-14-8-13(20)15-16(21)11(9-24-18(15)17(14)23-2)7-10-3-5-12(19)6-4-10/h3-8,19-20H,9H2,1-2H3/b11-7+ VACRCZWQUJFEOO-YRNVUSSQSA-N COc1c(OC)cc(c2c1OC/C(=C\c1ccc(cc1)O)/C2=O)O NPC472916 n.a. CHEMBL3594094 C18H16O7 344.09 -1.6186 2.67 0.864 1 3 105.45 8 3 25 0 InChI=1S/C18H16O7/c1-23-14-7-13(21)15-16(22)10(8-25-18(15)17(14)24-2)5-9-3-4-11(19)12(20)6-9/h3-7,19-21H,8H2,1-2H3/b10-5+ TXCALKWMXKVGOY-BJMVGYQFSA-N COc1cc(O)c2c(c1OC)OC/C(=C\c1ccc(c(c1)O)O)/C2=O NPC472960 n.a. CHEMBL3594192 C12H14O3 206.09 0.5955 2.45 1.13 3 0 43.37 2 2 15 0 InChI=1S/C12H14O3/c1-7-5-11-10(4-3-9(7)6-13)8(2)12(14)15-11/h3,6-7,10-11H,2,4-5H2,1H3/t7-,10+,11-/m0/s1 BUGXCAHSFQQFOX-XROYCOCOSA-N O=CC1=CC[C@H]2[C@H](C[C@@H]1C)OC(=O)C2=C NPC472963 n.a. CHEMBL3594223 C26H34O6 442.24 -0.4635 3.66 4.267 2 3 96.22 16 3 32 0 InChI=1S/C26H34O6/c1-25(2,31-4)13-5-14-26(3)15-12-19-17(7-11-22(29)24(19)32-26)6-10-21(28)20-9-8-18(27)16-23(20)30/h7-9,11,16,27,29-30H,5-6,10,12-15H2,1-4H3 KMZMDRKKQBTDEX-UHFFFAOYSA-N COC(CCCC1(C)CCc2c(O1)c(O)ccc2CCC(=O)c1ccc(cc1O)O)(C)C NPC472964 n.a. CHEMBL3594224 C25H32O7 444.21 -1.6383 3.44 2.718 3 5 127.45 16 3 32 0 InChI=1S/C25H32O7/c1-24(2,31)11-4-12-25(3)22(30)14-18-15(6-10-20(28)23(18)32-25)5-9-19(27)17-8-7-16(26)13-21(17)29/h6-8,10,13,22,26,28-31H,4-5,9,11-12,14H2,1-3H3 NOYKABOIKMCYIR-UHFFFAOYSA-N Oc1ccc(c(c1)O)C(=O)CCc1ccc(c2c1CC(O)C(O2)(C)CCCC(O)(C)C)O NPC472965 n.a. CHEMBL3594240 C15H18O3 246.13 0.8165 2.78 2.115 3 0 43.37 4 2 18 0 InChI=1S/C15H18O3/c1-9-4-7-14-13(11(3)15(17)18-14)8-12(9)6-5-10(2)16/h5-6,8-9,13-14H,3-4,7H2,1-2H3/b6-5+/t9-,13+,14-/m0/s1 UXQSNQPHEOKTFP-MRGAMWLOSA-N CC(=O)/C=C/C1=C[C@H]2[C@H](CC[C@@H]1C)OC(=O)C2=C NPC472966 n.a. CHEMBL3594241 C15H24O3 252.17 -0.1142 2.78 2.203 3 1 46.53 7 2 18 0 InChI=1S/C15H24O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9-11,13-14,16H,4-5,7-8H2,1-3H3/t9-,10?,11+,13+,14+/m0/s1 GVKRUTFARUBHKM-IARCLGRTSA-N CC(CCC1=CC[C@H]2[C@@H](C[C@@H]1C)OC(=O)[C@@H]2C)O NPC472967 n.a. CHEMBL3594242 C15H20O3 248.14 0.678 2.78 2.187 3 0 43.37 5 2 18 0 InChI=1S/C15H20O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,11,13-14H,7-8H2,1-3H3/b5-4+/t9-,11+,13+,14-/m0/s1 OJOBWKNNIJPJRN-ICBUKYEUSA-N CC(=O)/C=C/C1=CC[C@H]2[C@H](C[C@@H]1C)OC(=O)[C@@H]2C NPC47298 n.a. CHEMBL395280 854026 C15H18N2O 242.14 0.4801 2.78 1.283 2 2 59.14 4 3 18 0 InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1 ZRJBHWIHUMBLCN-YQEJDHNASA-N C/C=C/1\[C@H]2C=C(C[C@]1(N)c1c(C2)nc(cc1)O)C NPC472991 n.a. CHEMBL3597469 C30H26O14 610.13 -4.282 3.22 1.239 7 8 232.9 16 5 44 1 InChI=1S/C30H26O14/c31-12-22-25(38)27(40)29(43-23(37)8-3-13-1-5-15(32)6-2-13)30(42-22)44-28-19(36)11-21-24(26(28)39)18(35)10-20(41-21)14-4-7-16(33)17(34)9-14/h1-11,22,25,27,29-34,36,38-40H,12H2/b8-3+/t22-,25-,27+,29-,30+/m1/s1 GDUKDXCFCUGUSD-MCXDURLZSA-N OC[C@H]1O[C@@H](Oc2c(O)cc3c(c2O)c(=O)cc(o3)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O NPC472992 n.a. CHEMBL3597470 C30H26O13 594.14 -3.8217 3.33 1.773 7 7 212.67 15 5 43 1 InChI=1S/C30H26O13/c31-13-22-25(37)27(39)29(42-23(36)10-3-14-1-6-16(32)7-2-14)30(41-22)43-28-19(35)12-21-24(26(28)38)18(34)11-20(40-21)15-4-8-17(33)9-5-15/h1-12,22,25,27,29-33,35,37-39H,13H2/b10-3+/t22-,25-,27+,29-,30+/m1/s1 ACHIQCZROFTJIU-DBIPPQOESA-N OC[C@H]1O[C@@H](Oc2c(O)cc3c(c2O)c(=O)cc(o3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O NPC472993 n.a. CHEMBL3597471 C31H28O13 608.15 -3.4132 3.44 2.081 7 6 201.67 16 5 44 1 InChI=1S/C31H28O13/c1-40-23-10-15(2-8-19(23)33)3-9-26(36)41-14-25-28(37)29(38)30(39)31(44-25)42-18-11-20(34)27-21(35)13-22(43-24(27)12-18)16-4-6-17(32)7-5-16/h2-13,25,28-34,37-39H,14H2,1H3/b9-3+/t25-,28-,29+,30-,31-/m1/s1 RFBRMMMSAPRGDM-TUYFOBMESA-N COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](Oc3cc(O)c4c(c3)oc(cc4=O)c3ccc(cc3)O)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O NPC472994 n.a. CHEMBL3597475 C30H26O11 562.15 -2.9011 3.55 4.754 7 5 172.21 13 5 41 0 InChI=1S/C30H26O11/c31-18-9-7-17(8-10-18)22-14-21(33)26-20(32)12-19(13-23(26)40-22)39-30-29(37)28(36)27(35)24(41-30)15-38-25(34)11-6-16-4-2-1-3-5-16/h1-14,24,27-32,35-37H,15H2/b11-6-/t24-,27-,28+,29-,30-/m1/s1 XOLPIGVCJFIOOY-PWTWCKKXSA-N O=C(/C=C\c1ccccc1)OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC473005 n.a. CHEMBL3597661 C40H44N4O6 676.33 -1.1976 4.76 3.772 8 0 102.26 10 8 50 0 InChI=1S/C40H44N4O6/c1-5-21-17-43-33-15-39(37(43)45,35-13-25(21)27(33)19-49-35)29-9-7-23(47-3)11-31(29)41-42-32-12-24(48-4)8-10-30(32)40-16-34-28-20-50-36(40)14-26(28)22(6-2)18-44(34)38(40)46/h5-12,25-28,33-36H,13-20H2,1-4H3/b21-5+,22-6+,42-41+/t25-,26-,27-,28-,33-,34-,35+,36+,39-,40-/m0/s1 KBADRMCVUDWFPW-TWLSCIBJSA-N C/C=C/1\CN2[C@@H]3[C@@H]4[C@H]1C[C@H]([C@](C2=O)(C3)c1ccc(cc1/N=N/c1cc(OC)ccc1[C@@]12C[C@@H]3N(C2=O)C/C(=C\C)/[C@@H]2C[C@H]1OC[C@H]32)OC)OC4 NPC473006 n.a. CHEMBL3597662 C42H48N4O8 736.35 -1.8771 4.76 2.865 7 0 110.32 10 8 54 0 InChI=1S/C42H48N4O8/c1-6-23-19-43(34-17-41(36-15-26(23)28(34)21-53-36)30-10-8-9-11-32(30)45(51-4)38(41)47)40(49)44-20-24(7-2)27-16-37-42(18-35(44)29(27)22-54-37)31-13-12-25(50-3)14-33(31)46(52-5)39(42)48/h6-14,26-29,34-37H,15-22H2,1-5H3/b23-6+,24-7+/t26-,27-,28-,29-,34-,35-,36+,37+,41-,42-/m0/s1 MHMUTCCOVAFTNW-QAUNEFEESA-N C/C=C/1\CN(C(=O)N2C/C(=C\C)/[C@H]3[C@H]4[C@@H]2C[C@]2([C@@H](C3)OC4)C(=O)N(c3c2cccc3)OC)[C@@H]2[C@@H]3[C@H]1C[C@@H](OC3)[C@@]1(C2)C(=O)N(c2c1ccc(c2)OC)OC NPC473009 n.a. CHEMBL3600402 C39H40O10 668.26 -1.7167 4.65 4.131 2 7 177.14 19 6 49 1 InChI=1S/C39H40O10/c1-19(2)21(11-12-39(3,4)47)15-28-37-33(30(45)18-31(48-37)27-10-9-24(41)17-29(27)44)35(46)34-32(22-13-25(42)16-26(43)14-22)36(49-38(28)34)20-5-7-23(40)8-6-20/h5-10,13-14,16-17,21,31-32,36,40-44,46-47H,1,11-12,15,18H2,2-4H3/t21?,31-,32-,36+/m0/s1 MBBVSWDIGPICDG-CMDBODPZSA-N Oc1ccc(cc1)[C@H]1Oc2c([C@@H]1c1cc(O)cc(c1)O)c(O)c1c(c2CC(C(=C)C)CCC(O)(C)C)O[C@@H](CC1=O)c1ccc(cc1O)O NPC473010 n.a. CHEMBL3600403 C39H40O10 668.26 -1.9703 4.65 4.211 2 6 166.14 15 7 49 1 InChI=1S/C39H40O10/c1-38(2)12-11-21(39(3,4)49-38)15-27-36-32(29(45)18-30(47-36)26-10-9-23(41)17-28(26)44)34(46)33-31(20-13-24(42)16-25(43)14-20)35(48-37(27)33)19-5-7-22(40)8-6-19/h5-10,13-14,16-17,21,30-31,35,40-44,46H,11-12,15,18H2,1-4H3/t21?,30-,31-,35+/m0/s1 HHSHAXHGYOQIQP-OZRRSSBWSA-N Oc1ccc(cc1)[C@H]1Oc2c([C@@H]1c1cc(O)cc(c1)O)c(O)c1c(c2CC2CCC(OC2(C)C)(C)C)O[C@@H](CC1=O)c1ccc(cc1O)O NPC473013 n.a. CHEMBL3600408 C26H30O5 422.21 1.3817 3.77 4.793 1 2 75.99 13 3 31 0 InChI=1S/C26H30O5/c1-15(2)6-7-17(16(3)4)12-21-22(28)11-10-19-23(29)14-25(31-26(19)21)20-9-8-18(27)13-24(20)30-5/h6,8-11,13,17,25,27-28H,3,7,12,14H2,1-2,4-5H3/t17?,25-/m0/s1 VRMRECOMNBQHJO-HHPDBAQJSA-N COc1cc(O)ccc1[C@@H]1CC(=O)c2c(O1)c(CC(C(=C)C)CC=C(C)C)c(cc2)O NPC473016 n.a. CHEMBL3600411 C25H28O6 424.19 0.2593 3.55 3.18 1 3 96.22 10 4 31 0 InChI=1S/C25H28O6/c1-13(2)5-6-14-9-17-22(31-25(14,3)4)12-20(29)23-19(28)11-21(30-24(17)23)16-8-7-15(26)10-18(16)27/h5,7-8,10,12,14,21,26-27,29H,6,9,11H2,1-4H3/t14?,21-/m0/s1 CYGYKDZFDJECKM-YNNZGITBSA-N CC(=CCC1Cc2c(OC1(C)C)cc(c1c2O[C@@H](CC1=O)c1ccc(cc1O)O)O)C NPC473018 n.a. CHEMBL3600414 C42H32O9 680.2 -4.2826 5.09 6.19 0 8 171.07 12 9 51 2 InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-36-29(16-28(48)17-31(36)49)37-34(20-3-9-24(44)10-4-20)39-30(38(33)37)18-32(50)40-35(22-13-26(46)15-27(47)14-22)41(51-42(39)40)21-5-11-25(45)12-6-21/h1-18,33-35,37-38,41,43-50H/t33-,34+,35?,37+,38+,41?/m1/s1 MKGFQHBCSSPJRH-SPPRLHLUSA-N Oc1ccc(cc1)[C@@H]1c2c3OC(C(c3c(cc2[C@@H]2[C@H]1c1cc(O)cc(c1[C@H]2c1ccc(cc1)O)O)O)c1cc(O)cc(c1)O)c1ccc(cc1)O NPC473019 n.a. CHEMBL3600415 C14H14O4 246.09 0.3323 2.56 2.404 3 1 63.6 5 2 18 0 InChI=1S/C14H14O4/c1-14(2)8-11(15)10-7-9(4-6-13(16)17)3-5-12(10)18-14/h3-7H,8H2,1-2H3,(H,16,17)/b6-4+ AYTRFVUVSOOQBN-GQCTYLIASA-N OC(=O)/C=C/c1ccc2c(c1)C(=O)CC(O2)(C)C NPC473040 n.a. CHEMBL360322 44387915 C31H43NO8S 589.27 -1.0131 3.77 2.564 9 3 148.85 6 8 41 0 InChI=1S/C31H43NO8S/c1-17-13-30(32-9-10-41-30)31(36)26(38-17)39-23-12-19-3-4-22-21(28(19,16-33)14-24(23)40-31)5-7-27(2)20(6-8-29(22,27)35)18-11-25(34)37-15-18/h11,16-17,19-24,26,32,35-36H,3-10,12-15H2,1-2H3/t17-,19+,20-,21+,22-,23-,24-,26+,27-,28-,29+,30+,31-/m1/s1 YLDBWOUPHZGCJG-IGACXKNBSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@]14NCCS1)C NPC473064 n.a. CHEMBL3608826 C35H58O11 654.4 -3.0911 4.1 2.708 11 8 189.53 19 7 46 2 InChI=1S/C35H58O11/c1-29(2)18-7-8-19-32(6)27(42)25(41)26(31(5)11-9-22(46-31)30(3,4)43)35(32,16-36)20(38)13-34(19)15-33(18,34)12-10-21(29)45-28-24(40)23(39)17(37)14-44-28/h17-28,36-43H,7-16H2,1-6H3/t17-,18+,19+,20+,21+,22-,23+,24-,25-,26-,27+,28+,31+,32-,33-,34+,35-/m1/s1 JXPDAPUZTZQHLG-AQKHHSKRSA-N OC[C@@]12[C@@H](O)C[C@@]34[C@H]([C@]2(C)[C@H]([C@@H]([C@@H]1[C@]1(C)CC[C@@H](O1)C(O)(C)C)O)O)CC[C@@H]1[C@]4(C3)CC[C@@H](C1(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC473066 n.a. CHEMBL3608828 C34H54O8 590.38 -0.006 4.32 5.327 8 3 122.52 18 6 42 1 InChI=1S/C34H54O8/c1-18(35)40-25-26(30(7)14-13-24(42-30)29(5,6)39)32(9)23(38)16-34-17-33(34)15-12-22(37)28(3,4)20(33)10-11-21(34)31(32,8)27(25)41-19(2)36/h20-27,37-39H,10-17H2,1-9H3/t20-,21-,22-,23+,24+,25+,26+,27-,30-,31+,32+,33+,34-/m0/s1 UVFJADXUWLERQA-LUWARDELSA-N CC(=O)O[C@H]1[C@H](OC(=O)C)[C@@H]([C@@]2([C@]1(C)[C@@H]1CC[C@@H]3[C@@]4([C@@]1(C[C@H]2O)C4)CC[C@@H](C3(C)C)O)C)[C@]1(C)CC[C@@H](O1)C(O)(C)C NPC473090 n.a. CHEMBL3609605 C20H24O7 376.15 -0.8081 2.89 2.641 3 1 83.45 15 2 27 0 InChI=1S/C20H24O7/c1-12(19(21)13-6-8-15(23-2)17(10-13)24-3)27-16-9-7-14(20(22)26-5)11-18(16)25-4/h6-12,19,21H,1-5H3/t12-,19+/m0/s1 IZKLETPXYKZIMI-HXPMCKFVSA-N COc1cc(ccc1O[C@H]([C@H](c1ccc(c(c1)OC)OC)O)C)C(=O)OC NPC473091 n.a. CHEMBL3609606 C21H26O8 406.16 -0.8599 2.89 2.197 3 1 92.68 17 2 29 0 InChI=1S/C21H26O8/c1-12(29-15-8-7-13(21(23)28-6)9-16(15)24-2)19(22)14-10-17(25-3)20(27-5)18(11-14)26-4/h7-12,19,22H,1-6H3/t12-,19+/m0/s1 HTYWZGMBWIOGCN-HXPMCKFVSA-N COc1cc(ccc1O[C@H]([C@H](c1cc(OC)c(c(c1)OC)OC)O)C)C(=O)OC NPC473093 n.a. CHEMBL3609609 C23H28O7 416.18 -1.257 3.22 2.278 2 0 64.61 12 4 30 0 InChI=1S/C23H28O7/c1-24-15-6-13(7-16(10-15)25-2)21-17-11-30-22(18(17)12-29-21)14-8-19(26-3)23(28-5)20(9-14)27-4/h6-10,17-18,21-22H,11-12H2,1-5H3/t17-,18-,21+,22+/m1/s1 DTZKTJXOROSTPI-UBBRYJJRSA-N COc1cc(OC)cc(c1)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1cc(OC)c(c(c1)OC)OC NPC473123 n.a. CHEMBL3613713 C37H62O9 650.44 -1.1544 4.54 5.288 9 6 149.07 19 6 46 2 InChI=1S/C37H62O9/c1-20-27(41)28(42)29(43)31(45-20)46-26-10-11-33(4)24(34(26,5)18-38)9-12-35(6)30(33)23(44-8)15-21-22-16-32(2,3)13-14-37(22,19-39)25(40)17-36(21,35)7/h15,20,22-31,38-43H,9-14,16-19H2,1-8H3/t20-,22+,23-,24-,25+,26+,27+,28+,29-,30-,31+,33+,34+,35-,36-,37-/m1/s1 FICVTPIPOGXLJF-XHZRMMPPSA-N CO[C@@H]1C=C2[C@@H]3CC(C)(C)CC[C@]3(CO)[C@H](C[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H]([C@@]([C@@H]1CC2)(C)CO)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O)C)C)O NPC473125 n.a. CHEMBL3613715 C38H60O9 660.42 -0.2302 4.65 6.66 9 4 134.91 17 7 47 1 InChI=1S/C38H60O9/c1-21-28(41)29(42)30(43)31(46-21)47-27-11-12-33(5)23(34(27,6)19-44-22(2)39)9-13-35(7)24(33)10-14-38-25-17-32(3,4)15-16-37(25,20-45-38)26(40)18-36(35,38)8/h10,14,21,23-31,40-43H,9,11-13,15-20H2,1-8H3/t21-,23-,24-,25-,26+,27+,28+,29+,30-,31+,33+,34+,35-,36+,37-,38+/m1/s1 GBWXRMCMYHYMRZ-PKOLGPRMSA-N CC(=O)OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O NPC473126 n.a. CHEMBL3613716 C42H66O13 778.45 -1.9123 4.65 4.18 13 8 215.83 22 7 55 2 InChI=1S/C42H66O13/c1-21-29(47)34(55-35-32(50)31(49)30(48)24(18-43)53-35)33(51)36(52-21)54-28-11-12-38(4)25(39(28,5)19-44)10-13-40(6)26(38)9-8-22-23-16-37(2,3)14-15-42(23,20-45)27(46)17-41(22,40)7/h8-9,21,24-26,28-36,43-45,47-51H,10-20H2,1-7H3/t21-,24-,25-,26-,28+,29+,30-,31+,32-,33-,34+,35+,36+,38+,39+,40-,41-,42-/m1/s1 BWCBXZBZVSIHHX-VHHTULFKSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=CC3=C4CC(C)(C)CC[C@@]4(C(=O)C[C@@]23C)CO)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC473129 n.a. CHEMBL3613727 C36H58O8 618.41 -0.3847 4.54 5.936 8 6 139.84 17 6 44 2 InChI=1S/C36H58O8/c1-20-27(40)28(41)29(42)30(43-20)44-26-11-12-32(4)23(33(26,5)18-37)10-13-34(6)24(32)9-8-21-22-16-31(2,3)14-15-36(22,19-38)25(39)17-35(21,34)7/h8-9,20,23-30,37-42H,10-19H2,1-7H3/t20-,23-,24-,25-,26+,27+,28+,29-,30+,32+,33+,34-,35-,36-/m1/s1 UAUUFLADFXKYAU-WQPKRVEVSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=CC2=C3[C@]([C@@H](C[C@@]12C)O)(CO)CCC(C3)(C)C)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O NPC473130 n.a. CHEMBL3613730 C42H66O13 778.45 -2.1369 4.65 3.347 13 7 204.83 20 8 55 2 InChI=1S/C42H66O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-25,27-35,43-44,46-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1 ZCAIRJNQIKOVRP-QCCPTUIVSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)CC(=O)[C@@]2([C@H]4CC(C)(C)CC2)CO3)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC473155 n.a. CHEMBL3623292 C29H42O6 486.3 -2.0558 3.99 4.324 6 2 93.06 11 6 35 0 InChI=1S/C29H42O6/c1-14(30)5-7-17-12-29(25-11-19-16(3)26(32)34-24(19)13-28(17,25)4)22-9-20-18(8-6-15(2)31)21(20)10-23(22)35-27(29)33/h14-15,17-25,30-31H,3,5-13H2,1-2,4H3/t14?,15-,17-,18-,19+,20-,21+,22-,23+,24+,25+,28+,29-/m0/s1 HDHAFLPMEFZPKI-SYNCWSQBSA-N C[C@@H](CC[C@H]1[C@H]2[C@@H]1C[C@@H]1[C@H](C2)[C@]2(C[C@@H]([C@@]3([C@H]2C[C@H]2[C@@H](C3)OC(=O)C2=C)C)CCC(O)C)C(=O)O1)O NPC473198 n.a. CHEMBL3634635 C36H60O8 620.43 1.1111 4.54 5.869 8 6 139.84 20 5 44 2 InChI=1S/C36H60O8/c1-19(2)22(38)10-9-20(3)21-11-15-36(8)28(21)23(39)17-26-34(6)14-13-27(33(4,5)25(34)12-16-35(26,36)7)44-32-31(42)30(41)29(40)24(18-37)43-32/h9,21-32,37-42H,1,10-18H2,2-8H3/b20-9+/t21-,22+,23-,24-,25+,26-,27+,28+,29-,30+,31-,32+,34+,35-,36-/m1/s1 YMMNRYLXTXERPB-QZIIJZFNSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3/C(=C/C[C@@H](C(=C)C)O)/C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC473201 n.a. CHEMBL3634697 C17H14O6 314.08 -0.9098 2.67 0.528 2 2 93.06 7 3 23 0 InChI=1S/C17H14O6/c1-7-6-9-12(17(23-3)13(7)18)16(21)11-8(14(9)19)4-5-10(22-2)15(11)20/h4-6,18,20H,1-3H3 SLDOOOYICLSPEH-UHFFFAOYSA-N COc1c2c(cc(c1O)C)C(=O)c1c(C2=O)c(O)c(cc1)OC NPC473202 n.a. CHEMBL3634700 C25H32O14 556.18 -4.4337 2.67 -1.5 10 7 214.06 19 4 39 1 InChI=1S/C25H32O14/c1-10(28)16-13(38-24-22(32)25(33,8-27)9-36-24)5-11-4-12(34-2)6-14(17(11)21(16)35-3)37-23-20(31)19(30)18(29)15(7-26)39-23/h4-6,15,18-20,22-24,26-27,29-33H,7-9H2,1-3H3/t15-,18-,19+,20-,22-,23-,24-,25+/m1/s1 PGDDDJBSORSPAG-NCAJNNROSA-N OC[C@H]1O[C@@H](Oc2cc(OC)cc3c2c(OC)c(c(c3)O[C@H]2OC[C@@]([C@@H]2O)(O)CO)C(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC473208 n.a. CHEMBL368047 44387904 C32H43NO9S 617.27 -0.894 3.77 2.687 10 3 169.41 8 8 43 0 InChI=1S/C32H43NO9S/c1-17-11-31(33-25(36)14-43-31)32(38)27(40-17)41-23-10-19-3-4-22-21(29(19,15-34)12-24(23)42-32)5-7-28(2)20(6-8-30(22,28)16-35)18-9-26(37)39-13-18/h9,15,17,19-24,27,35,38H,3-8,10-14,16H2,1-2H3,(H,33,36)/t17-,19+,20-,21+,22-,23-,24-,27+,28-,29-,30+,31+,32-/m1/s1 JENFELCBBWGKDL-DMHYMSEJSA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@]5(SCC(=N5)O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(CO)CC[C@@H]2C1=CC(=O)OC1)C)C NPC473210 n.a. CHEMBL3706850 C22H26O8 418.16 -0.907 3 1.661 8 4 149.2 15 2 30 0 InChI=1S/C22H26O8/c1-6-7-13(24)15-17(26)9(2)16(25)11(18(15)27)8-12-19(28)14(10(3)23)21(30)22(4,5)20(12)29/h9,25-26,29-30H,6-8H2,1-5H3 WCDZUAZGORFSEZ-UHFFFAOYSA-N CCCC(=O)C1=C(O)C(C)C(=C(C1=O)CC1=C(O)C(C(=C(C1=O)C(=O)C)O)(C)C)O NPC473211 n.a. CHEMBL3706851 C23H28O8 432.18 -0.8308 3.11 1.914 8 4 149.2 16 2 31 0 InChI=1S/C23H28O8/c1-6-8-14(25)15-18(27)10(3)17(26)11(19(15)28)9-12-20(29)16(13(24)7-2)22(31)23(4,5)21(12)30/h10,26-27,30-31H,6-9H2,1-5H3 HJYKGLXKSXYGPR-UHFFFAOYSA-N CCCC(=O)C1=C(O)C(C)C(=C(C1=O)CC1=C(O)C(C(=C(C1=O)C(=O)CC)O)(C)C)O NPC473212 n.a. CHEMBL3706852 C21H24O8 404.15 -0.978 2.89 1.447 8 4 149.2 14 2 29 0 InChI=1S/C21H24O8/c1-5-6-12(23)16-14(25)8-13(24)10(17(16)26)7-11-18(27)15(9(2)22)20(29)21(3,4)19(11)28/h24-25,28-29H,5-8H2,1-4H3 RSVGVOAIGIZRSG-UHFFFAOYSA-N CCCC(=O)C1=C(O)CC(=C(C1=O)CC1=C(O)C(C(=C(C1=O)C(=O)C)O)(C)C)O NPC473213 n.a. CHEMBL3706854 C25H32O8 460.21 -1.0543 3.33 2.375 8 3 138.2 18 2 33 0 InChI=1S/C25H32O8/c1-7-9-15(26)17-20(29)13(19(28)12(3)22(17)33-6)11-14-21(30)18(16(27)10-8-2)24(32)25(4,5)23(14)31/h12,28,31-32H,7-11H2,1-6H3 UBODUOFSDMCSBE-UHFFFAOYSA-N CCCC(=O)C1=C(OC)C(C)C(=C(C1=O)CC1=C(O)C(C(=C(C1=O)C(=O)CCC)O)(C)C)O NPC473666 n.a. CHEMBL448563 C34H20N4O3 532.15 -2.1333 4.43 6.71 7 1 94.96 4 8 41 1 InChI=1S/C34H20N4O3/c1-18(39)38-26-17-9-5-13-22(26)34(41)32(38)30-28(20-11-3-7-15-24(20)36-30)27-19-10-2-6-14-23(19)35-29(27)31-33(40)21-12-4-8-16-25(21)37-31/h2-17,35H,1H3/b32-30- JOHUUDIFIYMXHW-GCUVURNUSA-N CC(=O)N1c2ccccc2C(=O)/C/1=C\1/N=c2c(=C1c1c([nH]c3c1cccc3)C1=Nc3c(C1=O)cccc3)cccc2 NPC473758 n.a. CHEMBL451047 44561174 C35H44O8 592.3 -0.91 4.43 9.421 8 0 97.36 18 5 43 2 InChI=1S/C35H44O8/c1-7-8-21-39-28-27-29(40-23(3)36)35(43-33(27,4)5)22(2)19-20-26(41-31(37)24-15-11-9-12-16-24)34(35,6)30(28)42-32(38)25-17-13-10-14-18-25/h9-18,22,26-30H,7-8,19-21H2,1-6H3/t22-,26+,27-,28-,29-,30-,34+,35-/m1/s1 CNERBWCJPZWZQV-AXQMGPIESA-N CCCCO[C@@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@H]3C)OC(=O)c1ccccc1)OC2(C)C NPC473860 n.a. CHEMBL453595 44561173 C28H38O6 470.27 0.8399 3.88 7.176 6 0 71.06 14 4 34 1 InChI=1S/C28H38O6/c1-18-15-23(32-19(2)29)25(31-14-10-13-21-11-8-7-9-12-21)27(6)24(33-20(3)30)16-22-17-28(18,27)34-26(22,4)5/h7-13,18,22-25H,14-17H2,1-6H3/b13-10+/t18-,22-,23+,24+,25+,27-,28+/m1/s1 KZJRSIIHPZNBNU-LEBJBYPVSA-N CC(=O)O[C@H]1C[C@@H](C)[C@]23[C@]([C@H]1OC/C=C/c1ccccc1)(C)[C@@H](OC(=O)C)C[C@H](C2)C(O3)(C)C NPC473869 n.a. CHEMBL453836 44561218 C26H36O4 412.26 0.6835 3.88 7.466 4 0 44.76 11 4 30 1 InChI=1S/C26H36O4/c1-18-13-14-22(29-19(2)27)25(5)23(16-21-17-26(18,25)30-24(21,3)4)28-15-9-12-20-10-7-6-8-11-20/h6-12,18,21-23H,13-17H2,1-5H3/b12-9+/t18-,21-,22+,23+,25+,26+/m1/s1 MJGSNPALXVHNAT-RJEOBRGXSA-N CC(=O)O[C@H]1CC[C@H]([C@]23[C@]1(C)[C@@H](OC/C=C/c1ccccc1)C[C@H](C2)C(O3)(C)C)C NPC473870 n.a. CHEMBL453837 44561219 C26H36O5 428.26 0.4608 3.77 6.436 5 1 64.99 12 4 31 1 InChI=1S/C26H36O5/c1-17-14-21(30-18(2)27)23(28)25(5)22(15-20-16-26(17,25)31-24(20,3)4)29-13-9-12-19-10-7-6-8-11-19/h6-12,17,20-23,28H,13-16H2,1-5H3/b12-9+/t17-,20-,21+,22+,23+,25-,26+/m1/s1 BFDBVGLITSPRSU-UZNBSUMUSA-N CC(=O)O[C@H]1C[C@@H](C)[C@]23[C@]([C@H]1O)(C)[C@@H](OC/C=C/c1ccccc1)C[C@H](C2)C(O3)(C)C NPC473968 n.a. CHEMBL456736 44584045 C25H34O9 478.22 -0.3555 3.22 0.94 9 4 142.75 12 5 34 0 InChI=1S/C25H34O9/c1-6-10(2)21(30)34-17-16-11(3)7-14(26)19(29)23(16,5)22-24-9-32-25(22,31)18(28)12(4)13(24)8-15(27)33-20(17)24/h6-7,12-14,16-20,22,26,28-29,31H,8-9H2,1-5H3/b10-6-/t12-,13+,14+,16-,17-,18-,19-,20-,22-,23-,24-,25+/m1/s1 NMMILYGYICKSOQ-HHLMMFKLSA-N C/C=C(\C(=O)O[C@@H]1[C@H]2C(=C[C@@H]([C@H]([C@]2(C)[C@@H]2[C@]34[C@@H]1OC(=O)C[C@H]4[C@H]([C@H]([C@@]2(OC3)O)O)C)O)O)C)/C NPC474010 n.a. CHEMBL458193 14035453 C20H18O14 482.07 -4.5368 2.12 -2.172 8 9 243.9 10 4 34 1 InChI=1S/C20H18O14/c21-3-8-13(26)16-17(20(31)32-8)34-19(30)5-2-7(23)12(25)15(28)10(5)9-4(18(29)33-16)1-6(22)11(24)14(9)27/h1-2,8,13,16-17,20-28,31H,3H2/t8-,13-,16+,17-,20?/m1/s1 GEAGRKQCZVLNAU-NNIZZFLASA-N OC[C@H]1OC(O)[C@H]2[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(O)c(c1O)O)O)O NPC474046 n.a. CHEMBL459112 44584067 C25H34O10 494.22 -1.8556 3.11 -0.489 10 5 162.98 13 5 35 0 InChI=1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,12-18,20,26-28,31-32H,3,6,8-9H2,1-2,4-5H3/t12-,13-,14+,15+,16+,17+,18+,20+,22+,23+,24-,25-/m0/s1 MVBABUMXZATOOC-GIKBDPKOSA-N CC[C@](C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1C(=C)[C@@H](O)[C@@]([C@@H]4[C@@]1([C@@H](C2)C(=C[C@@H]([C@H]1O)O)C)C)(OC3)O)(O)C NPC474324 n.a. CHEMBL465295 10429288 C20H21NO6 371.14 -0.3582 2.89 1.254 5 0 74.3 6 5 27 0 InChI=1S/C20H21NO6/c1-10(22)26-17-5-12-3-4-21-8-13-6-15-16(25-9-24-15)7-14(13)18(19(12)21)20(17)27-11(2)23/h5-7,17-20H,3-4,8-9H2,1-2H3/t17-,18-,19+,20+/m0/s1 LMZHAKUXAHOCST-VNTMZGSJSA-N CC(=O)O[C@@H]1[C@@H](OC(=O)C)C=C2[C@@H]3[C@@H]1c1cc4OCOc4cc1CN3CC2 NPC474563 n.a. CHEMBL472639 10762685 C24H35NO3 385.26 1.0842 3.66 4.756 4 2 69.89 9 3 28 0 InChI=1S/C24H35NO3/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)/b10-9+,15-12+/t17-,18+,19?,20+,22+,24-/m1/s1 PBMWGTZJDVBFGK-YJEZAUDRSA-N CC(C[C@@H]1N=C([C@@]23[C@H]1[C@H](C)C(=C[C@@H]3/C=C(\C)/CCCC(/C=C/C2=O)O)C)O)C NPC474786 n.a. CHEMBL482707 44586015 C24H32O9 464.2 -2.2414 3.11 -0.037 9 3 139.59 11 3 33 0 InChI=1S/C24H32O9/c1-11-14-7-15(33-13(3)26)17-22-10-32-24(30,23(17,8-14)19(11)28)20(29)18(22)21(4,6-5-16(22)27)9-31-12(2)25/h14-18,20,27,29-30H,1,5-10H2,2-4H3/t14-,15-,16+,17+,18-,20+,21+,22+,23+,24+/m1/s1 LEVRALBKFMUOBN-BWGTVNLZSA-N CC(=O)OC[C@]1(C)CC[C@@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3[C@H](OC(=O)C)C[C@H](C1)C(=C)C2=O)O NPC474793 n.a. CHEMBL482906 44586016 C24H34O7 434.23 -0.8646 3.33 1.7 7 1 99.13 10 4 31 0 InChI=1S/C24H34O7/c1-14-17-5-6-18-23(9-17,21(14)28)12-29-13-24(18)19(10-25)22(4,11-30-15(2)26)8-7-20(24)31-16(3)27/h17-20,25H,1,5-13H2,2-4H3/t17-,18-,19-,20+,22+,23+,24+/m1/s1 CYDPIHCYNDWGMB-UNTXESCWSA-N OC[C@@H]1[C@@](C)(CC[C@@H]([C@@]21COC[C@]13[C@H]2CC[C@H](C1)C(=C)C3=O)OC(=O)C)COC(=O)C NPC474799 n.a. CHEMBL483033 10714326 C21H24O6 372.16 -2.3218 3.11 2.057 2 3 96.22 7 3 27 0 InChI=1S/C21H24O6/c1-26-20-15-11-13(19(25)21(20)27-2)5-3-4-6-17(23)18(24)10-12-7-8-16(22)14(15)9-12/h7-9,11,18,22,24-25H,3-6,10H2,1-2H3 MZTZAESUYFUQBV-UHFFFAOYSA-N COc1c(O)c2CCCCC(=O)C(Cc3cc(c(c1OC)c2)c(O)cc3)O NPC474991 n.a. CHEMBL491307 44566424 C20H26O5 346.18 -0.8715 3.11 2.997 3 3 86.99 8 2 25 0 InChI=1S/C20H26O5/c1-10(9-21)11-7-12-13-8-14-19(2,3)5-4-6-20(14,18(24)25-13)15(12)17(23)16(11)22/h7,10,13-14,21-23H,4-6,8-9H2,1-3H3/t10?,13-,14-,20+/m0/s1 MWLHJCBZAWPKEY-NUDIBWDTSA-N OCC(c1cc2[C@H]3OC(=O)[C@@]4(c2c(c1O)O)[C@@H](C3)C(C)(C)CCC4)C NPC475122 n.a. CHEMBL498861 44561175 C33H40O7 548.28 -0.2867 4.32 8.892 7 1 91.29 15 5 40 1 InChI=1S/C33H40O7/c1-21-18-19-25(37-20-12-15-23-13-8-6-9-14-23)32(5)29(39-30(36)24-16-10-7-11-17-24)27(35)26-28(38-22(2)34)33(21,32)40-31(26,3)4/h6-17,21,25-29,35H,18-20H2,1-5H3/b15-12+/t21-,25+,26-,27-,28-,29-,32+,33-/m1/s1 IODSNYIAYCZZQE-NQHFIICKSA-N CC(=O)O[C@@H]1[C@H]2[C@@H](O)[C@H]([C@]3([C@@]1(OC2(C)C)[C@H](C)CC[C@@H]3OC/C=C/c1ccccc1)C)OC(=O)c1ccccc1 NPC47521 n.a. CHEMBL446979 73644 C41H28O26 936.09 -7.5719 3.11 -0.967 11 15 444.18 18 8 67 2 InChI=1S/C41H28O26/c42-13-1-8(2-14(43)24(13)48)36(57)67-41-35-34(65-39(60)11-5-17(46)27(51)31(55)22(11)23-12(40(61)66-35)6-18(47)28(52)32(23)56)33-19(63-41)7-62-37(58)9-3-15(44)25(49)29(53)20(9)21-10(38(59)64-33)4-16(45)26(50)30(21)54/h1-6,19,33-35,41-56H,7H2/t19-,33-,34+,35-,41+/m1/s1 SWRFKGRMQVLMKA-JIZJWZDPSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c3O)O)O)O NPC475479 n.a. CHEMBL506363 21582958 C37H40N2O6 608.29 -0.2619 4.65 5.859 2 1 70.65 9 6 45 1 InChI=1S/C37H40N2O6/c1-39-15-13-25-20-34(42-4)36(43-5)37-35(25)29(39)17-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)40-2)16-28-27-21-33(45-37)31(41-3)19-24(27)12-14-38-28/h6-11,18-21,28-29,38H,12-17H2,1-5H3/t28-,29+/m1/s1 ULYPVLZRRZENPT-WDYNHAJCSA-N COc1cc2CCN[C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1OC)OC NPC475652 n.a. CHEMBL510615 44561220 C33H40O6 532.28 0.4796 4.43 9.922 6 0 71.06 14 5 39 1 InChI=1S/C33H40O6/c1-22-18-19-27(37-23(2)34)32(5)28(38-30(35)25-16-10-7-11-17-25)21-26-29(33(22,32)39-31(26,3)4)36-20-12-15-24-13-8-6-9-14-24/h6-17,22,26-29H,18-21H2,1-5H3/b15-12+/t22-,26-,27+,28+,29-,32+,33-/m1/s1 AMEYBCURMSQBBW-OAMYLOLISA-N CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC/C=C/c1ccccc1)C(O2)(C)C)C NPC475686 n.a. CHEMBL511614 44559494 C16H17NO4 287.12 -1.5281 2.67 -0.041 3 2 62.16 2 5 21 0 InChI=1S/C16H17NO4/c18-10-1-2-16-11-5-13-12(20-8-21-13)3-9(11)6-17(7-15(16)19)14(16)4-10/h1-3,5,10,14-15,18-19H,4,6-8H2/t10-,14-,15-,16+/m0/s1 KWAOMPWGIIXDPH-BLQKSXIESA-N O[C@H]1C=C[C@@]23[C@H](C1)N(C[C@@H]2O)Cc1c3cc2OCOc2c1 NPC475703 n.a. CHEMBL512146 25015150 C20H24O5 344.16 1.4073 3.11 2.294 5 0 65.13 2 4 25 0 InChI=1S/C20H24O5/c1-11-8-14-10-13(19(22)23-14)4-5-17-20(3,25-17)7-6-15-12(2)18(21)24-16(15)9-11/h9-10,14-17H,2,4-8H2,1,3H3/b11-9+/t14-,15-,16+,17-,20+/m1/s1 GKZBZZYALRNEFE-IWCRVHLMSA-N C/C/1=C\[C@@H]2OC(=O)C(=C)[C@H]2CC[C@]2([C@@H](CCC3=C[C@@H](C1)OC3=O)O2)C NPC475775 n.a. CHEMBL515198 44584046 C25H32O9 476.2 -0.322 3.22 0.933 9 3 139.59 11 5 34 0 InChI=1S/C25H32O9/c1-6-10(2)21(30)34-17-16-11(3)7-14(26)19(29)23(16,5)22-24-9-32-25(22,31)18(28)12(4)13(24)8-15(27)33-20(17)24/h6-7,12-13,16-20,22,28-29,31H,8-9H2,1-5H3/b10-6-/t12-,13+,16-,17-,18-,19-,20-,22-,23-,24-,25+/m1/s1 SGZIVQRVNCEYKD-IFROXHCNSA-N C/C=C(\C(=O)O[C@@H]1[C@H]2C(=CC(=O)[C@H]([C@]2(C)[C@@H]2[C@]34[C@@H]1OC(=O)C[C@H]4[C@H]([C@H]([C@@]2(OC3)O)O)C)O)C)/C NPC475845 n.a. CHEMBL517229 44570428 C22H25NO6 399.17 -0.2058 3.11 1.76 5 0 74.3 8 5 29 0 InChI=1S/C22H25NO6/c1-3-18(24)28-17-7-12-5-6-23-10-13-8-15-16(27-11-26-15)9-14(13)20(21(12)23)22(17)29-19(25)4-2/h7-9,17,20-22H,3-6,10-11H2,1-2H3/t17-,20-,21+,22+/m0/s1 FHZQSULZQZRVBO-GUGJDKNPSA-N CCC(=O)O[C@@H]1[C@@H](OC(=O)CC)C=C2[C@@H]3[C@@H]1c1cc4OCOc4cc1CN3CC2 NPC476139 n.a. CHEMBL539963 25208761 C39H46O9 658.31 2.6936 4.76 3.839 6 2 128.59 17 5 48 0 InChI=1S/C39H46O9/c1-19(2)10-11-23-31-27(24-16-36(8,46-31)14-13-22(24)20(3)4)30(41)28-29(40)25-17-37(45-9)18-26-35(6,7)48-38(34(37)44,15-12-21(5)33(42)43)39(25,26)47-32(23)28/h10,12,17,22,24,26,41H,3,11,13-16,18H2,1-2,4-9H3,(H,42,43)/b21-12-/t22?,24?,26-,36?,37-,38-,39+/m0/s1 ADCLULBCVNNGML-ZLLHNYIWSA-N CO[C@@]12C=C3C(=O)c4c(O[C@]53[C@@H](C1)C(O[C@]5(C2=O)C/C=C(\C(=O)O)/C)(C)C)c(CC=C(C)C)c1c(c4O)C2CC(O1)(C)CCC2C(=C)C NPC476152 n.a. CHEMBL540977 45270567 C39H46O9 658.31 3.5699 4.76 4.069 6 2 128.59 20 4 48 0 InChI=1S/C39H46O9/c1-21(2)11-10-16-36(8)17-15-24-29(40)28-30(41)26-19-37(45-9)20-27-35(6,7)48-38(34(37)44,18-14-23(5)33(42)43)39(26,27)47-32(28)25(31(24)46-36)13-12-22(3)4/h11-12,14-15,17,19,27,40H,10,13,16,18,20H2,1-9H3,(H,42,43)/b23-14-/t27-,36-,37+,38-,39+/m0/s1 VFBTVWAAPNXXAP-MPHWQDBDSA-N CO[C@]12C=C3C(=O)c4c(O[C@]53[C@@H](C1)C(O[C@]5(C2=O)C/C=C(\C(=O)O)/C)(C)C)c(CC=C(C)C)c1c(c4O)C=C[C@](O1)(C)CCC=C(C)C NPC476159 n.a. CHEMBL541450 45269745 C34H40O8 576.27 1.7331 4.32 1.927 5 2 111.52 16 4 42 0 InChI=1S/C34H40O8/c1-18(2)9-10-21-27-20(12-13-30(4,5)40-27)25(36)24-26(37)22-15-32(39-8)16-23-31(6,7)42-33(29(32)38,14-11-19(3)17-35)34(22,23)41-28(21)24/h9,11-13,15,23,35-36H,10,14,16-17H2,1-8H3/b19-11-/t23-,32+,33-,34+/m0/s1 FJWBQUVKMGEVOU-DHVIFQJVSA-N OC/C(=C\C[C@]12OC([C@H]3[C@]42Oc2c(C(=O)C4=C[C@@](C1=O)(OC)C3)c(O)c1c(c2CC=C(C)C)OC(C=C1)(C)C)(C)C)/C NPC476199 n.a. CHEMBL553112 45272279 C33H38O9 578.25 1.2064 4.1 1.757 6 3 139.59 15 4 42 0 InChI=1S/C33H38O9/c1-15(2)8-9-18-26-17(11-12-30(4,5)40-26)23(34)21-25(36)22-24(35)19-14-20-31(6,7)42-32(28(19)37,13-10-16(3)29(38)39)33(20,22)41-27(18)21/h8,10-12,19-20,22,24,34-35H,9,13-14H2,1-7H3,(H,38,39)/b16-10-/t19-,20-,22?,24-,32-,33-/m0/s1 GITYGECAVAWXHS-FZGWIHBJSA-N CC(=CCc1c2O[C@]34C(C(=O)c2c(c2c1OC(C)(C)C=C2)O)[C@@H](O)[C@@H]1C[C@H]3C(O[C@@]4(C/C=C(\C(=O)O)/C)C1=O)(C)C)C NPC476210 n.a. CHEMBL554099 45272281 C38H46O9 646.31 2.8343 4.65 3.473 6 3 139.59 19 4 47 0 InChI=1S/C38H46O9/c1-19(2)10-9-15-36(8)16-14-22-28(39)26-30(41)27-29(40)24-18-25-35(6,7)47-37(33(24)42,17-13-21(5)34(43)44)38(25,27)46-32(26)23(31(22)45-36)12-11-20(3)4/h10-11,13-14,16,24-25,27,29,39-40H,9,12,15,17-18H2,1-8H3,(H,43,44)/b21-13-/t24-,25-,27?,29?,36?,37-,38-/m0/s1 LJUARHDVFLLQMF-KELXBUOKSA-N CC(=CCc1c2O[C@]34C(C(=O)c2c(c2c1OC(C)(CCC=C(C)C)C=C2)O)C(O)[C@@H]1C[C@H]3C(O[C@@]4(C/C=C(\C(=O)O)/C)C1=O)(C)C)C NPC476229 n.a. CHEMBL556736 45268014 C39H46O9 658.31 3.5699 4.76 4.069 6 2 128.59 20 4 48 0 InChI=1S/C39H46O9/c1-21(2)11-10-16-36(8)17-15-24-29(40)28-30(41)26-19-37(45-9)20-27-35(6,7)48-38(34(37)44,18-14-23(5)33(42)43)39(26,27)47-32(28)25(31(24)46-36)13-12-22(3)4/h11-12,14-15,17,19,27,40H,10,13,16,18,20H2,1-9H3,(H,42,43)/b23-14-/t27-,36+,37+,38-,39+/m0/s1 VFBTVWAAPNXXAP-NVRXUDDSSA-N CO[C@]12C=C3C(=O)c4c(O[C@]53[C@@H](C1)C(O[C@]5(C2=O)C/C=C(\C(=O)O)/C)(C)C)c(CC=C(C)C)c1c(c4O)C=C[C@@](O1)(C)CCC=C(C)C NPC476255 n.a. CHEMBL558747 45268895 C37H46O6 586.33 4.2213 4.87 5.678 3 1 82.06 19 3 43 1 InChI=1S/C37H46O6/c1-21(2)11-10-12-24(7)20-41-29-19-28(38)31-32(39)27-17-25-18-30-35(8,9)43-36(34(25)40,16-15-23(5)6)37(27,30)42-33(31)26(29)14-13-22(3)4/h11,13,15,17,19-20,25,30,38H,10,12,14,16,18H2,1-9H3/b24-20+/t25-,30+,36+,37-/m1/s1 BIMUUWRNJBALEP-AWNOVZCOSA-N CC(=CCc1c(O/C=C(/CCC=C(C)C)\C)cc(c2c1O[C@]13C(=C[C@@H]4C[C@H]1C(O[C@@]3(CC=C(C)C)C4=O)(C)C)C2=O)O)C NPC476311 n.a. CHEMBL563615 45272280 C38H48O9 648.33 2.9479 4.65 3.649 6 4 150.59 22 3 47 0 InChI=1S/C38H48O9/c1-19(2)10-9-11-21(5)13-15-23-29(39)24(14-12-20(3)4)33-27(30(23)40)32(42)28-31(41)25-18-26-36(7,8)47-37(34(25)43,38(26,28)46-33)17-16-22(6)35(44)45/h10,12-13,16,25-26,28,31,39-41H,9,11,14-15,17-18H2,1-8H3,(H,44,45)/b21-13+,22-16-/t25-,26-,28?,31?,37-,38-/m0/s1 QYRPARUSUFWOPG-HBWLMKOJSA-N CC(=CCc1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1O[C@]13C(C2=O)C(O)[C@@H]2C[C@H]1C(O[C@@]3(C/C=C(\C(=O)O)/C)C2=O)(C)C)O)C NPC47634 n.a. CHEMBL3809573 16078251 C33H36O8 560.24 2.134 4.21 2.525 5 2 119.36 14 4 41 0 InChI=1S/C33H36O8/c1-16(2)8-9-20-26-19(11-12-30(4,5)39-26)24(34)23-25(35)21-14-18-15-22-31(6,7)41-32(28(18)36,13-10-17(3)29(37)38)33(21,22)40-27(20)23/h8,10-12,14,18,22,34H,9,13,15H2,1-7H3,(H,37,38)/b17-10-/t18-,22?,32+,33-/m0/s1 COVMVPHACFXMAX-FYBISLNESA-N CC(=CCc1c2O[C@@]34C(=C[C@H]5CC3C(O[C@]4(C/C=C(\C(=O)O)/C)C5=O)(C)C)C(=O)c2c(c2c1OC(C)(C)C=C2)O)C NPC476459 n.a. CHEMBL7054 44264369 C20H18O6 354.11 -2.0219 3 1.507 2 3 92.29 6 5 26 0 InChI=1S/C20H18O6/c1-20(23,9-21)17-7-13-15(25-17)5-4-11-14-8-24-16-6-10(22)2-3-12(16)19(14)26-18(11)13/h2-7,14,19,21-23H,8-9H2,1H3/t14-,19-,20-/m0/s1 JDKOSPKTKADBCU-GKCIPKSASA-N OC[C@@](c1oc2c(c1)c1O[C@@H]3[C@H](c1cc2)COc1c3ccc(c1)O)(O)C NPC47857 n.a. CHEMBL1439490 6560199 C18H23NO5 333.16 1.1233 2.78 0.841 6 1 76.07 3 3 24 0 InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15+,18-/m1/s1 FCEVNJIUIMLVML-GTXMFSIISA-N C/C=C\1/CC(=C)[C@@](C)(O)C(=O)OCC2=CCN3[C@@H]2[C@H](OC1=O)CC3 NPC47951 n.a. CHEMBL3815033 NA C30H42O5 482.3 0.8693 4.21 6.507 5 2 83.83 16 4 35 1 InChI=1S/C30H42O5/c1-7-8-9-10-11-12-13-14-23(31)35-27-19(3)17-29-20(4)16-22-24(28(22,5)6)21(26(29)33)15-18(2)25(32)30(27,29)34/h11-15,17,20-22,24-25,27,32,34H,7-10,16H2,1-6H3/b12-11-,14-13+/t20-,21+,22-,24+,25-,27+,29+,30+/m1/s1 JZIBSDBSLIKLEM-SPXYNGGESA-N CCCCC/C=C\C=C\C(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)C)C NPC48017 n.a. CHEMBL509964 11657121 C33H38O9 578.25 -0.6484 4.1 8.19 9 0 114.43 16 5 42 2 InChI=1S/C33H38O9/c1-20-16-17-26(39-21(2)34)32(19-38-29(36)23-12-8-6-9-13-23)27(41-30(37)24-14-10-7-11-15-24)18-25-28(40-22(3)35)33(20,32)42-31(25,4)5/h6-15,20,25-28H,16-19H2,1-5H3/t20-,25-,26+,27+,28-,32+,33-/m1/s1 KVFRGYJDJMIUHN-XYNRRMKTSA-N CC(=O)O[C@@H]1[C@H]2C[C@@H]([C@]3([C@@]1(OC2(C)C)[C@H](C)CC[C@@H]3OC(=O)C)COC(=O)c1ccccc1)OC(=O)c1ccccc1 NPC48490 n.a. CHEMBL3577068 156760 C37H40N2O7 624.28 -0.7222 4.54 4.896 2 2 90.88 10 6 46 0 InChI=1S/C37H40N2O7/c1-39-15-13-25-26-20-32(43-4)36(44-5)35(25)46-37-33-23(19-31(42-3)34(37)40)12-14-38-27(33)16-22-8-11-29(41-2)30(18-22)45-24-9-6-21(7-10-24)17-28(26)39/h6-11,18-20,27-28,38,40H,12-17H2,1-5H3/t27-,28-/m0/s1 MSEKZZNGEVAPPO-NSOVKSMOSA-N COc1cc2CCN[C@@H]3c2c(c1O)Oc1c2CCN([C@H](c2cc(c1OC)OC)Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C NPC48992 n.a. CHEMBL3581571 C38H48O5 584.35 4.5962 5.09 10.234 5 0 77.51 15 5 43 1 InChI=1S/C38H48O5/c1-23(2)14-15-26-22-36(20-16-24(3)4)31(40)37(43-33(36)42,21-17-25(5)6)32(41)38-29(18-19-35(26,38)9)34(7,8)28-13-11-10-12-27(28)30(38)39/h10-14,16-17,26,29H,15,18-22H2,1-9H3/t26-,29+,35+,36+,37+,38+/m0/s1 FPHBKYRPWQOBBF-PPXCZVBLSA-N CC(=CC[C@H]1C[C@@]2(CC=C(C)C)C(=O)O[C@](C2=O)(C(=O)[C@]23[C@]1(C)CC[C@@H]3C(c1c(C2=O)cccc1)(C)C)CC=C(C)C)C NPC49413 n.a. CHEMBL3613723 21637629 C44H70O14 822.48 -1.9771 4.76 4.265 14 7 214.06 23 8 58 2 InChI=1S/C44H70O14/c1-22-30(48)35(58-36-33(51)32(50)31(49)24(56-36)19-53-23(2)46)34(52)37(55-22)57-29-11-12-39(5)25(40(29,6)20-45)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-54-44)28(47)18-42(41,44)8/h10,14,22,24-37,45,47-52H,9,11-13,15-21H2,1-8H3/t22-,24-,25-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35+,36+,37+,39+,40+,41-,42+,43-,44+/m1/s1 WDWZBAMDKXKRBA-HCYXLWPCSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O NPC50443 n.a. CHEMBL486470 44576112 C30H48O5 488.35 0.6678 4.21 8.606 5 3 86.99 10 6 35 1 InChI=1S/C30H48O5/c1-18-29-8-7-19-26(4,20(29)15-22(31)30(18,34)35-17-29)12-14-28(6)21-16-25(3,23(32)33)10-9-24(21,2)11-13-27(19,28)5/h18-22,31,34H,7-17H2,1-6H3,(H,32,33)/t18-,19+,20+,21-,22-,24-,25-,26-,27-,28+,29+,30+/m1/s1 JPAXVSRGFJVPEU-YNEMAXQBSA-N O[C@@H]1C[C@@H]2[C@@]3([C@H]([C@]1(O)OC3)C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2C[C@@](C)(CC1)C(=O)O)C)C NPC5046 n.a. CHEMBL390109 44423591 C30H50O 426.39 1.9488 4.65 11.97 1 1 20.23 12 5 31 1 InChI=1S/C30H50O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-26,31H,3,8-18H2,1-2,4-7H3/t21-,22+,23-,24+,25-,26+,27-,28+,29-,30+/m1/s1 HUNLTIZKNQDZEI-JXXYSSPJSA-N C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@H]([C@H]2C)O)C)C NPC51154 n.a. CHEMBL502227 10818777 C38H58O14 738.38 -3.3896 4.1 0.597 14 8 217.22 16 8 52 2 InChI=1S/C38H58O14/c1-15-13-48-38(33(46)27(15)41)16(2)26-24(52-38)12-22-20-7-6-18-10-19(39)11-25(37(18,5)21(20)8-9-36(22,26)4)50-35-32(29(43)23(40)14-47-35)51-34-31(45)30(44)28(42)17(3)49-34/h6,16-17,19-35,39-46H,1,7-14H2,2-5H3/t16-,17-,19+,20+,21-,22-,23-,24-,25+,26-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36-,37-,38-/m0/s1 ZXEKAAXICIEPTM-VYZHAIAJSA-N O[C@H]1C[C@@H](O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@@]2(O3)OCC(=C)[C@@H]([C@@H]2O)O)C)C1)C NPC5209 n.a. CHEMBL3349376 45006102 C16H26O5 298.18 0.6572 2.67 3.334 5 0 46.15 5 3 21 0 InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13?,14-,15+,16-/m1/s1 SXYIRMFQILZOAM-DAWBJHCGSA-N COC1O[C@@H]2O[C@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC52634 n.a. CHEMBL499564 10602877 C32H44O8 556.3 1.2719 4.1 3.569 8 2 127.2 15 5 40 0 InChI=1S/C32H44O8/c1-16(2)12-18(34)13-19-26-22(40-27(19)36)15-30(5)20-8-9-23-29(4,21(20)14-24(35)32(26,30)7)11-10-25(39-17(3)33)31(23,6)28(37)38/h8,12,19,21-26,35H,9-11,13-15H2,1-7H3,(H,37,38)/t19-,21+,22+,23-,24+,25-,26-,29-,30-,31+,32+/m1/s1 PGGDNFLHYMDIRS-QYWQWFLASA-N CC(=O)O[C@@H]1CC[C@]2([C@H]([C@]1(C)C(=O)O)CC=C1[C@@H]2C[C@H](O)[C@@]2([C@]1(C)C[C@H]1[C@H]2[C@@H](CC(=O)C=C(C)C)C(=O)O1)C)C NPC53144 n.a. CHEMBL444160 NA C14H8N2O2 236.06 -0.734 2.56 1.635 3 1 55.12 1 4 18 0 InChI=1S/C14H8N2O2/c17-8-1-2-9-10-5-6-15-11-3-4-13(18)16(14(10)11)12(9)7-8/h1-7,17H JHPIJMUNSMWWAA-UHFFFAOYSA-N Oc1ccc2c(c1)n1c(=O)ccc3c1c2ccn3 NPC53868 n.a. CHEMBL307261 3000518 C15H24O5 284.16 0.2487 2.56 2.815 5 1 57.15 4 3 20 0 InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1 BJDCWCLMFKKGEE-ISOSDAIHSA-N O[C@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3 NPC55422 n.a. CHEMBL1477081 5353639 C38H44O8 628.3 3.7619 4.76 4.241 5 2 119.36 18 4 46 0 InChI=1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/b22-13- GEZHEQNLKAOMCA-XKZIYDEJSA-N CC(=CCc1c2OC34C5(C/C=C(\C(=O)O)/C)OC(C4CC(C5=O)C=C3C(=O)c2c(c2c1OC(C)(CCC=C(C)C)C=C2)O)(C)C)C NPC55662 n.a. CHEMBL3327039 C23H20O5 376.13 0.9374 3.44 3.414 1 1 64.99 5 5 28 0 InChI=1S/C23H20O5/c1-22(2)9-7-12-15(27-22)5-6-16-18(12)20(25)19-14(24)11-17-13(21(19)26-16)8-10-23(3,4)28-17/h5-11,24H,1-4H3 BELWAPDLROYTBA-UHFFFAOYSA-N Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(o2)ccc2c1C=CC(O2)(C)C NPC55973 n.a. CHEMBL1980693 3576890 C20H28O6 364.19 -1.9745 3 0.248 6 4 107.22 6 3 26 0 InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3 SDHTXBWLVGWJFT-UHFFFAOYSA-N C=C1C2CCC3C(C1=O)(C2O)C1(O)OCC23C(O)CCC(C2C1O)(C)C NPC58766 n.a. CHEMBL2087241 70682698 C16H17NO4 287.12 -1.5281 2.67 -0.041 3 2 62.16 2 5 21 0 InChI=1S/C16H17NO4/c18-10-1-2-16-11-5-13-12(20-8-21-13)3-9(11)6-17(7-15(16)19)14(16)4-10/h1-3,5,10,14-15,18-19H,4,6-8H2/t10-,14+,15-,16+/m1/s1 KWAOMPWGIIXDPH-NWLYGAKOSA-N O[C@@H]1C=C[C@]23[C@H](C1)N(C[C@H]2O)Cc1c3cc2OCOc2c1 NPC59459 n.a. CHEMBL2386326 73353443 C15H14O4 258.09 0.1124 2.67 1.413 3 1 63.6 4 3 19 0 InChI=1S/C15H14O4/c1-6-4-9(16)10-7(2)5-19-15-8(3)13(17)14(18)11(6)12(10)15/h4,7,16H,5H2,1-3H3/t7-/m1/s1 VMUMUNGCHYCMDR-SSDOTTSWSA-N O=C1C(=C2OC[C@H](c3c2c(C1=O)c(C)cc3O)C)C NPC59646 n.a. CHEMBL2062862 10384983 C20H26O7 378.17 0.6868 2.89 2.007 7 2 102.29 10 3 27 0 InChI=1S/C20H26O7/c1-5-11(2)17(22)25-14-8-12(3)20(24)7-6-19(4,27-20)9-15-16(14)13(10-21)18(23)26-15/h5,9,12,14,21,24H,6-8,10H2,1-4H3/b11-5+,15-9+/t12-,14+,19-,20+/m1/s1 TVCSPTBQHQMYOG-BFWKSYKFSA-N C/C=C(/C(=O)O[C@H]1C[C@@H](C)[C@]2(O)CC[C@](/C=C/3\C1=C(CO)C(=O)O3)(O2)C)\C NPC60295 n.a. CHEMBL443331 44559018 C34H32N2O5 548.23 -0.7209 4.43 5.32 2 2 72.42 4 7 41 1 InChI=1S/C34H32N2O5/c1-36-12-10-21-16-29-30-18-24(21)26(36)14-20-5-8-27(37)28(15-20)39-23-6-3-19(4-7-23)13-25-32-22(9-11-35-25)17-31(38-2)33(40-29)34(32)41-30/h3-8,15-18,25-26,35,37H,9-14H2,1-2H3/t25-,26-/m0/s1 AVICOTFUCGWABJ-UIOOFZCWSA-N COc1cc2CCN[C@@H]3c2c2c1Oc1cc4CCN([C@H](c4cc1O2)Cc1ccc(c(Oc2ccc(C3)cc2)c1)O)C NPC60704 n.a. CHEMBL329164 454256 C23H28O5 384.19 0.6859 3.44 4.024 2 0 53.99 9 4 28 0 InChI=1S/C23H28O5/c1-7-8-14-11-16(24)27-22-17(14)21-15(9-10-23(4,5)28-21)20-18(22)19(25-6)12(2)13(3)26-20/h9-13,19H,7-8H2,1-6H3/t12-,13-,19-/m1/s1 KEWWSURXGADRPV-VLXJIEOASA-N CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@H](OC)[C@@H]([C@H](O1)C)C NPC60966 n.a. CHEMBL3325485 C22H22O11 462.12 -2.9209 2.67 1.368 6 5 164.37 12 4 33 0 InChI=1S/C22H22O11/c1-29-10-2-4-11(5-3-10)30-17-8-14(25)18-13(24)6-12(7-15(18)32-17)31-22-21(28)20(27)19(26)16(9-23)33-22/h2-8,16,19-24,26-28H,9H2,1H3/t16-,19-,20+,21-,22-/m1/s1 OIQZTOOLPDEEEQ-RECXWPGBSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)Oc2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC61435 n.a. CHEMBL228078 6610322 C20H16N2O4 348.11 -1.5362 3 2.179 6 1 79.73 3 5 26 0 InChI=1S/C20H16N2O4/c1-2-20(25)14-8-12-9-16-17(7-11-5-3-4-6-15(11)21-16)22(12)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1 OSVOWNIXMSYPLB-FQEVSTJZSA-N CC[C@@]1(O)C(=O)OCc2c1cc1Cc3c(n1c2=O)cc1c(n3)cccc1 NPC61499 n.a. CHEMBL3426661 C16H18O6 306.11 1.297 2.56 1.688 3 1 82.06 10 2 22 0 InChI=1S/C16H18O6/c1-16(2,15(18)19)8-10-12(21-4)7-11(20-3)9-5-6-13(17)22-14(9)10/h5-7H,8H2,1-4H3,(H,18,19) SAIWRXJZCXKHCP-UHFFFAOYSA-N COc1cc(OC)c2c(c1CC(C(=O)O)(C)C)oc(=O)cc2 NPC61891 n.a. CHEMBL2376816 73351913 C34H34O10 602.22 -1.0313 4.1 4.613 10 3 144.28 12 8 44 0 InChI=1S/C34H34O10/c1-17(2)32-25(40-28(37)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,39)29(38)30(16-35)26(41-30)23(33)27(32)42-34(43-32,44-33)21-13-9-6-10-14-21/h5-15,19,22-23,25-27,29,35,38-39H,1,16H2,2-4H3/t19-,22-,23+,25-,26+,27-,29-,30+,31-,32+,33+,34-/m1/s1 QKMXESBAFIKRAD-MGAVNPOISA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1 NPC64913 n.a. CHEMBL2062867 70688595 C22H28O8 420.18 1.2746 3 2.313 8 0 97.36 12 3 30 0 InChI=1S/C22H28O8/c1-12(2)19(24)28-16-9-13(3)22(26-6)8-7-21(5,30-22)10-17-18(16)15(20(25)29-17)11-27-14(4)23/h10,13,16H,1,7-9,11H2,2-6H3/b17-10+/t13-,16+,21-,22+/m1/s1 YWFWDFNNMSZVOA-JXRWWANWSA-N CO[C@@]12CC[C@](O1)(C)/C=C/1\C(=C(C(=O)O1)COC(=O)C)[C@H](C[C@H]2C)OC(=O)C(=C)C NPC65897 n.a. CHEMBL393145 44434254 C30H50O 426.39 3.2976 4.65 11.921 1 1 20.23 12 5 31 1 InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29?,30?/m1/s1 ONQRKEUAIJMULO-COENLIPYSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC13[C@H]2CC[C@@H]2C3(C1)CC[C@@H](C2(C)C)O)C)C)C NPC66761 n.a. CHEMBL511093 44593422 C28H36O9 516.24 -0.3141 3.55 5.546 9 0 114.43 16 4 37 1 InChI=1S/C28H36O9/c1-15-13-14-20(33-16(2)29)27(7)24(36-25(32)19-11-9-8-10-12-19)22(34-17(3)30)21-23(35-18(4)31)28(15,27)37-26(21,5)6/h8-12,15,20-24H,13-14H2,1-7H3/t15-,20+,21-,22-,23-,24+,27+,28-/m1/s1 ZFYHVMQCJIKTLP-LLWUNBJKSA-N CC(=O)O[C@@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@H]3C)OC(=O)C)OC2(C)C NPC66777 n.a. CHEMBL312248 C19H15N3O2 317.12 -0.8051 3 3.296 4 1 57.69 2 5 24 0 InChI=1S/C19H15N3O2/c1-24-11-6-7-14-16(10-11)21-18-17-13(8-9-22(18)19(14)23)12-4-2-3-5-15(12)20-17/h2-7,10,20H,8-9H2,1H3 JDYVBLKLNUFKBD-UHFFFAOYSA-N COc1ccc2c(c1)nc1n(c2=O)CCc2c1[nH]c1c2cccc1 NPC67197 n.a. CHEMBL188737 NA C27H24O7 460.15 -0.0397 3.66 6.543 5 2 110.13 12 4 34 1 InChI=1S/C27H24O7/c1-27(2,13-20-23(29)17-10-6-7-11-18(17)24(30)25(20)31)14-34-26(32)19-12-21(33-3)15-8-4-5-9-16(15)22(19)28/h4-12,28,31H,13-14H2,1-3H3 GRONZIRZXPXRQT-UHFFFAOYSA-N COc1cc(C(=O)OCC(CC2=C(O)C(=O)c3c(C2=O)cccc3)(C)C)c(c2c1cccc2)O NPC67290 n.a. CHEMBL442897 44575954 C32H44O7 540.31 0.1577 4.21 6.21 7 2 110.13 19 4 39 2 InChI=1S/C32H44O7/c1-7-8-9-10-11-12-13-14-25(34)39-29-19(2)17-31-20(3)15-24-26(30(24,5)6)23(28(31)36)16-22(18-38-21(4)33)27(35)32(29,31)37/h11-14,16-17,20,23-24,26-27,29,35,37H,7-10,15,18H2,1-6H3/b12-11-,14-13+/t20-,23+,24-,26+,27-,29+,31+,32+/m1/s1 SYXKKJDQNXPUSI-IFEMBOOLSA-N CCCCC/C=C\C=C\C(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)COC(=O)C)C NPC709 n.a. CHEMBL1934449 56649343 C28H38O7 486.26 -0.4491 3.77 3.284 7 3 116.59 10 6 35 0 InChI=1S/C28H38O7/c1-14-10-21(34-25(33)17(14)12-29)15(2)18-4-5-19-16-11-24-28(35-24)23(32)7-6-22(31)27(28,13-30)20(16)8-9-26(18,19)3/h6-7,15-16,18-21,23-24,29-30,32H,4-5,8-13H2,1-3H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1 FJMXKFSOKLFYRC-CKNDUULBSA-N OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(CO)C(=O)C=C[C@@H]3O)O2)C NPC71520 n.a. CHEMBL403639 16681226 C30H50O3 458.38 2.5018 4.43 10.086 3 3 60.69 14 5 33 1 InChI=1S/C30H50O3/c1-18(2)9-8-10-19(3)20-13-14-28(7)22-12-11-21-26(4,5)24(32)23(31)25(33)30(21)17-29(22,30)16-15-27(20,28)6/h9,19-25,31-33H,8,10-17H2,1-7H3/t19-,20-,21+,22+,23+,24+,25+,27-,28+,29+,30-/m1/s1 DATCMCBQCCLKRF-QMIHFCROSA-N CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)[C@@H](O)[C@@H](O)[C@@H](C2(C)C)O)C)C)C NPC71686 n.a. CHEMBL443463 196402 C42H30O9 678.19 -3.768 5.09 5.784 0 6 149.07 9 10 51 2 InChI=1S/C42H30O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-48H/t37-,38-,39+,40+,41+,42-/m1/s1 KUTVNHOAKHJJFL-ZSIJVUTGSA-N Oc1cc2c3c(c1)O[C@H]([C@@H]3c1cc(O)cc3c1[C@@H](c1c4[C@H]2[C@H](Oc4cc(c1)O)c1ccc(cc1)O)[C@@H](O3)c1ccc(cc1)O)c1ccc(cc1)O NPC7491 n.a. CHEMBL1513806 6604672 C15H24O 220.18 1.9144 3 4.607 1 0 12.53 3 3 16 0 InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12+,13-,15+/m0/s1 NVEQFIOZRFFVFW-SFDCQRBFSA-N C=C1CC[C@@H]2O[C@@]2(CC[C@@H]2[C@H]1CC2(C)C)C NPC75435 n.a. CHEMBL501355 C7H15NO5 193.1 -2.9507 1.57 -1.172 6 6 113.18 7 1 13 1 InChI=1S/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3-,4-,5-,6+,7+/m1/s1 CLVUFWXGNIFGNC-OVHBTUCOSA-N OC[C@H]1N[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC75839 n.a. CHEMBL3233265 90669995 C11H17N3O7 303.11 -2.7956 1.57 -1.854 10 8 167.52 6 1 21 1 InChI=1S/C11H17N3O7/c1-9(18)4-2-6(16)13-8(12)14-10(2)3(15)5(9)21-11(19,20-4)7(10)17/h2-7,15-19H,1H3,(H3,12,13,14)/t2-,3-,4-,5+,6-,7+,9+,10-,11+/m1/s1 XXUFXWUHBMGUMY-QOZOJKKESA-N N=C1N[C@H](O)[C@@H]2[C@@]3(N1)[C@H](O)[C@H]1[C@@]([C@@H]2O[C@@]([C@H]3O)(O1)O)(C)O NPC76079 n.a. CHEMBL255848 11359996 C22H21NO3 347.15 -0.8821 3.44 3.377 1 0 30.93 2 6 26 0 InChI=1S/C22H21NO3/c1-24-14-4-5-15-17(8-14)19-10-22-21(25-12-26-22)9-18(19)16-7-13-3-2-6-23(13)11-20(15)16/h4-5,8-10,13H,2-3,6-7,11-12H2,1H3/t13-/m1/s1 SQVBRXGPXHOUAI-CYBMUJFWSA-N COc1ccc2c(c1)c1cc3OCOc3cc1c1c2CN2CCC[C@@H]2C1 NPC76682 n.a. CHEMBL449690 457825 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30+/m0/s1 WVTKBKWTSCPRNU-XZWHSSHBSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@H]3N(CC2)C)ccc4OC)cc1)C NPC77022 n.a. CHEMBL124083 10431121 C23H20N4OS 400.14 1.5811 3.33 4.075 5 2 98.64 7 5 29 0 InChI=1S/C23H20N4OS/c1-13(2)11-18(28)24-9-8-16-20-19-15(14-5-3-4-6-17(14)27-20)7-10-25-21(19)22-23(16)29-12-26-22/h3-7,10-12,27H,8-9H2,1-2H3,(H,24,28) MNFNXENJKFDCLJ-UHFFFAOYSA-N CC(=CC(=NCCc1c2scnc2c2c3c1[nH]c1ccccc1c3ccn2)O)C NPC7715 n.a. CHEMBL508781 362574 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)16-22-7-10-29(39)30(17-22)43-25-8-5-21(6-9-25)15-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m1/s1 LFFQVHXIFJLJSP-IZLXSDGUSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4O)cc2)C)cc(c1O)OC)C NPC78058 n.a. CHEMBL1324708 638234 C15H20N2O 244.16 -1.6689 2.78 0.889 3 0 23.55 0 4 18 0 InChI=1S/C15H20N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h3,5-6,11-13H,1-2,4,7-10H2/t11-,12-,13+/m1/s1 FQEQMASDZFXSJI-UPJWGTAASA-N O=c1cccc2n1C[C@H]1C[C@@H]2CN2[C@H]1CCCC2 NPC7839 n.a. CHEMBL1391063 16745534 C41H32O27 956.11 -6.8232 3 -0.838 15 13 447.09 25 7 68 3 InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22?,24-,30-,31+,33-,34-,41-/m0/s1 YGVHOSGNOYKRIH-AAYPSMFASA-N OC(=O)C[C@@H]1C(=O)O[C@@H]2C(COC(=O)c3cc(O)c(c(c3)O)O)O[C@H]([C@H]([C@H]2OC(=O)c2cc(O)c(c(c2)O)O)OC(=O)c2c3[C@H]1[C@H](O)C(=O)Oc3c(c(c2)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC79193 n.a. CHEMBL509632 44583860 C29H40O10 548.26 -2.8407 3.55 1.286 10 3 140.98 5 8 39 0 InChI=1S/C29H40O10/c1-15-8-22(31)29(34)24(37-15)38-19-9-16-2-3-18-17(25(16,12-30)10-20(19)39-29)4-6-26-13-36-27(11-23(32)35-14-27)21(26)5-7-28(18,26)33/h12,15-22,24,31,33-34H,2-11,13-14H2,1H3/t15-,16+,17+,18-,19-,20-,21+,22+,24+,25-,26+,27-,28+,29+/m1/s1 QRNDAKIOYGNEGS-SWOSTJJISA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]23[C@]1(O)CC[C@@H]3[C@]1(OC2)COC(=O)C1)C NPC79238 n.a. CHEMBL195752 11178537 C29H46N2O2 454.36 1.3688 4.21 5.279 4 1 41.57 11 5 33 1 InChI=1S/C29H46N2O2/c1-18(2)7-12-27(32)33-26-16-25-22(9-8-20-15-21(30-5)13-14-28(20,25)4)24-11-10-23-19(3)31(6)17-29(23,24)26/h7-8,19,21-26,30H,9-17H2,1-6H3/t19-,21-,22-,23+,24-,25-,26+,28-,29+/m0/s1 BJEAHAPLWWPUQZ-XGHHNQJOSA-N CN[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2C[C@@H](OC(=O)CC=C(C)C)[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C NPC80210 n.a. CHEMBL3542195 21637633 C36H58O8 618.41 -0.6093 4.54 5.92 8 5 128.84 15 7 44 1 InChI=1S/C36H58O8/c1-20-26(39)27(40)28(41)29(43-20)44-25-10-11-31(4)21(32(25,5)18-37)8-12-33(6)22(31)9-13-36-23-16-30(2,3)14-15-35(23,19-42-36)24(38)17-34(33,36)7/h9,13,20-29,37-41H,8,10-12,14-19H2,1-7H3/t20-,21-,22-,23-,24+,25+,26+,27+,28-,29+,31+,32+,33-,34+,35-,36+/m1/s1 WSSVJIGMYVWUJL-WMYDXDAXSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O NPC80401 n.a. CHEMBL3233966 86302344 C20H30O4 334.21 -0.9461 3.22 1.65 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-11-12-9-20(17(11)24)15(7-13(12)22)19(3)6-4-5-18(2,10-21)14(19)8-16(20)23/h12-16,21-23H,1,4-10H2,2-3H3/t12-,13+,14-,15+,16-,18-,19-,20-/m1/s1 VFCKRZZDFUUVFU-KLRAXQCPSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@]13[C@H]2C[C@@H]([C@H](C1)C(=C)C3=O)O)C NPC80781 n.a. CHEMBL2425666 NA C24H32O7 432.21 0.4601 3.33 4.608 7 1 106.97 13 3 31 0 InChI=1S/C24H32O7/c1-11(2)14-17(27)15-16(19(29)18(14)28)24(7)10-8-9-23(5,6)22(24)21(31-13(4)26)20(15)30-12(3)25/h11,20-22,28H,8-10H2,1-7H3/t20-,21+,22-,24+/m0/s1 IJUVPYONTOHMDC-HYVLGVRCSA-N CC(=O)O[C@H]1C2=C(C(=O)C(=C(C2=O)C(C)C)O)[C@@]2([C@@H]([C@@H]1OC(=O)C)C(C)(C)CCC2)C NPC82138 n.a. CHEMBL3233977 90670218 C20H28O4 332.2 -1.273 3.22 1.444 4 2 74.6 5 4 24 0 InChI=1S/C20H28O4/c1-12-13-4-5-15-19(11-22)8-3-7-18(2,10-21)14(19)6-9-20(15,16(12)23)17(13)24/h11,13-15,17,21,24H,1,3-10H2,2H3/t13-,14+,15-,17+,18+,19-,20+/m0/s1 NGMHJAMTHJNIJX-NXXFDJNYSA-N O=C[C@@]12CCC[C@]([C@H]1CC[C@@]13[C@H]2CC[C@H]([C@H]3O)C(=C)C1=O)(C)CO NPC82457 n.a. CHEMBL449198 13890733 C36H38N2O6 594.27 -0.6704 4.54 5.34 2 2 81.65 8 6 44 1 InChI=1S/C36H38N2O6/c1-38-14-12-23-18-30(41-3)32-20-26(23)28(38)16-21-5-8-25(9-6-21)43-31-17-22(7-10-29(31)40-2)15-27-34-24(11-13-37-27)19-33(42-4)35(39)36(34)44-32/h5-10,17-20,27-28,37,39H,11-16H2,1-4H3/t27-,28+/m1/s1 VPIWCSVVIJIYRD-IZLXSDGUSA-N COc1cc2CCN[C@H]3c2c(c1O)Oc1cc2c(cc1OC)CCN([C@H]2Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C NPC82979 n.a. CHEMBL3590335 NA C20H30O3 318.22 1.0012 3.33 3.864 3 2 57.53 7 3 23 0 InChI=1S/C20H30O3/c1-5-18(2)12-9-14-13(16(18)21)7-8-15-19(14,3)10-6-11-20(15,4)17(22)23/h5,7,14-16,21H,1,6,8-12H2,2-4H3,(H,22,23)/t14-,15+,16+,18-,19+,20+/m0/s1 DKZUGBXOAOLWAX-ZWDFGCBGSA-N C=C[C@@]1(C)CC[C@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C(=O)O)[C@H]1O NPC83137 n.a. CHEMBL2337723 71716476 C56H92O27 1196.58 -7.6057 4.65 -0.674 27 15 414.21 33 11 83 3 InChI=1S/C56H92O27/c1-20-8-11-56(73-18-20)21(2)34-29(83-56)13-26-24-7-6-23-12-28(27(60)14-55(23,5)25(24)9-10-54(26,34)4)75-51-45(71)41(67)46(32(17-59)78-51)80-53-48(82-52-44(70)40(66)36(62)30(15-57)76-52)47(38(64)31(16-58)77-53)81-49-42(68)37(63)33(19-72-49)79-50-43(69)39(65)35(61)22(3)74-50/h20-53,57-71H,6-19H2,1-5H3/t20-,21+,22+,23+,24-,25+,26+,27-,28-,29+,30-,31-,32-,33-,34+,35+,36-,37+,38-,39-,40+,41-,42-,43-,44-,45-,46+,47+,48-,49+,50+,51-,52+,53+,54+,55+,56-/m1/s1 NKJKUGAKHPNGTM-GZMVBOFVSA-N OC[C@H]1O[C@@H](O[C@@H]2C[C@@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@]2([C@H]4C[C@H]3[C@@H]2[C@@H]([C@]2(O3)CC[C@H](CO2)C)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O)O NPC8337 n.a. CHEMBL224744 10405046 C20H23NO4 341.16 -0.2078 3.11 1.802 3 0 48 7 4 25 0 InChI=1S/C20H23NO4/c1-21-6-5-20-11-19(25-4)16(22)9-14(20)15(21)7-12-8-17(23-2)18(24-3)10-13(12)20/h8-11,15H,5-7H2,1-4H3/t15-,20-/m0/s1 DBPGJIUVRZHFCM-YWZLYKJASA-N COC1=C[C@]23CCN([C@H](C2=CC1=O)Cc1c3cc(OC)c(c1)OC)C NPC83511 n.a. CHEMBL3612189 5245667 C19H13NO5 335.08 -0.952 2.89 2.312 2 0 57.23 0 6 25 0 InChI=1S/C19H13NO5/c21-19-17-11(1-2-14-18(17)25-9-22-14)5-13-12-7-16-15(23-8-24-16)6-10(12)3-4-20(13)19/h1-2,5-7H,3-4,8-9H2 UCAFJBSQKXVPDX-UHFFFAOYSA-N O=c1c2c(ccc3c2OCO3)cc2n1CCc1c2cc2c(c1)OCO2 NPC83743 n.a. CHEMBL3581235 NA C32H38O17 694.21 -3.8741 3.11 -0.462 13 8 260.59 25 4 49 3 InChI=1S/C32H38O17/c1-43-20-11-16(3-7-18(20)35)5-9-24(37)45-14-23-26(39)28(41)29(42)31(46-23)49-32(15-34)30(27(40)22(13-33)48-32)47-25(38)10-6-17-4-8-19(36)21(12-17)44-2/h3-12,22-23,26-31,33-36,39-42H,13-15H2,1-2H3/b9-5+,10-6+/t22-,23-,26-,27-,28+,29-,30+,31-,32+/m1/s1 CZRAPNGXDBHAHC-SOUWYMHNSA-N COc1cc(/C=C/C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@@H]([C@H]([C@@H]3OC(=O)/C=C/c3ccc(c(c3)OC)O)O)CO)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O NPC86370 n.a. CHEMBL3632954 NA C30H50O4 474.37 1.6412 4.32 6.207 4 3 77.76 16 4 34 1 InChI=1S/C30H50O4/c1-18(17-21(31)25(33)27(4,5)34)19-11-15-29(7)20(19)9-10-23-28(6)14-13-24(32)26(2,3)22(28)12-16-30(23,29)8/h18,21-23,25,31,33-34H,9-17H2,1-8H3/t18-,21+,22+,23+,25-,28+,29+,30+/m1/s1 CXFVPKAJKNKSNF-DNRQRXMOSA-N O[C@H]([C@H](C(O)(C)C)O)C[C@H](C1=C2CC[C@@H]3[C@]([C@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C NPC86452 n.a. CHEMBL1396784 6604689 C12H14N2O2 218.11 -1.4714 2.34 -0.459 4 0 40.62 1 3 16 0 InChI=1S/C12H14N2O2/c15-8-13-5-9-4-10(7-13)11-2-1-3-12(16)14(11)6-9/h1-3,8-10H,4-7H2/t9-,10+/m1/s1 PCYQRXYBKKZUSR-ZJUUUORDSA-N O=CN1C[C@H]2C[C@@H](C1)c1n(C2)c(=O)ccc1 NPC86906 n.a. CHEMBL364090 11225162 C30H48N2O2 468.37 1.9047 4.32 5.518 4 0 32.78 12 5 34 1 InChI=1S/C30H48N2O2/c1-19(2)8-13-28(33)34-27-17-26-23(25-12-11-24-20(3)32(7)18-30(24,25)27)10-9-21-16-22(31(5)6)14-15-29(21,26)4/h8-9,20,22-27H,10-18H2,1-7H3/t20-,22-,23-,24+,25-,26-,27+,29-,30+/m0/s1 WGJLLAVOYXFCTC-BMSXNQCFSA-N O=C(O[C@@H]1C[C@H]2[C@H]([C@H]3[C@@]41CN([C@H]([C@H]4CC3)C)C)CC=C1[C@]2(C)CC[C@@H](C1)N(C)C)CC=C(C)C NPC87043 n.a. CHEMBL1439718 NA C16H12O5 284.07 -1.1438 2.67 0.153 3 3 86.99 3 4 21 0 InChI=1S/C16H12O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,17,19-20H,6-7H2/t16-/m1/s1 MLWIYODOURBGPI-MRXNPFEDSA-N Oc1ccc2c(c1)OC[C@]1(C2=C2C=C(O)C(=O)C=C2C1)O NPC87152 n.a. CHEMBL2047341 70684079 C43H49NO18 867.29 -1.7963 4.1 4.631 19 1 252.75 24 6 62 2 InChI=1S/C43H49NO18/c1-20-21(2)37(50)61-34-32(56-23(4)46)36(59-26(7)49)42(19-54-22(3)45)35(58-25(6)48)31(60-38(51)27-14-11-10-12-15-27)29-33(57-24(5)47)43(42,41(34,9)53)62-40(29,8)18-55-39(52)28-16-13-17-44-30(20)28/h10-17,20-21,29,31-36,53H,18-19H2,1-9H3/t20-,21-,29+,31-,32-,33+,34-,35+,36-,40-,41-,42+,43-/m0/s1 KEGLSEMSUHHFTM-CRCCJMMFSA-N CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)C)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)c1ccccc1)[C@H]4OC(=O)C)(C)COC(=O)c1c([C@H]([C@@H](C(=O)O3)C)C)nccc1)(C)O NPC88890 n.a. CHEMBL1868593 16211418 C20H24O11 440.13 -2.0844 2.45 -1.095 11 4 169.05 9 6 31 1 InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6+,7+,8+,9+,10-,11+,15?,17?,18-,19-,20-/m1/s1 AMOGMTLMADGEOQ-CFTQXCTRSA-N O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4([C@H]2O)[C@H](OC3=O)[C@H]([C@H](C24C(O1)OC(=O)[C@@H]2O)C(C)(C)C)O NPC89769 n.a. CHEMBL94350 3048356 C22H27NO 321.21 0.5049 3.66 6.578 1 1 23.47 6 4 24 1 InChI=1S/C22H27NO/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17/h3-9,15-16,21,24H,10-14H2,1-2H3/t16-,21+,22+/m1/s1 ZQHYKVKNPWDQSL-XGRCMKMKSA-N Oc1ccc2c(c1)[C@@]1(C)CCN([C@@H](C2)[C@H]1C)CCc1ccccc1 NPC90693 n.a. CHEMBL1702179 2921 C30H39NO5 493.28 0.271 4.1 5.863 6 3 99.35 11 4 36 1 InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34) NAEWXXDGBKTIMN-UHFFFAOYSA-N CC(=O)OC1C=CC(C)(O)CC(CC=CC2C31C(=NC(C3C(C)C(=C)C2O)Cc1ccccc1)O)C NPC91248 n.a. CHEMBL3593379 NA C15H20O3 248.14 0.5103 2.78 1.253 3 1 46.53 3 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h4,8,11-13,17H,2,5-7H2,1,3H3/t8-,11+,12+,13+,15+/m0/s1 XRMJVTYQUFNCJQ-RPMKOLLGSA-N O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1C(=CC[C@@]1(C)O)[C@H](C2)C NPC91594 n.a. CHEMBL3590336 C20H32O2 304.24 0.7923 3.44 4.171 2 2 40.46 7 3 22 0 InChI=1S/C20H32O2/c1-5-18(2)12-9-15-14(17(18)22)7-8-16-19(3,13-21)10-6-11-20(15,16)4/h5,7,15-17,21-22H,1,6,8-13H2,2-4H3/t15-,16-,17+,18-,19-,20+/m0/s1 OGDKBMIXPVDZEL-CFSBILQPSA-N OC[C@]1(C)CCC[C@]2([C@H]1CC=C1[C@@H]2CC[C@]([C@@H]1O)(C)C=C)C NPC93416 n.a. CHEMBL447912 42601447 C29H40O10 548.26 -2.3103 3.55 0.603 10 4 151.98 8 7 39 0 InChI=1S/C29H40O10/c1-14-7-23(32)29(35)25(37-14)38-20-9-16-3-4-18-19(27(16,13-30)11-21(20)39-29)10-22(31)26(2)17(5-6-28(18,26)34)15-8-24(33)36-12-15/h8,13-14,16-23,25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17-,18-,19+,20-,21-,22-,23+,25+,26+,27-,28+,29+/m1/s1 VPSWGLHADLBZCW-CSJYPWDASA-N O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC94796 n.a. CHEMBL1958314 57393978 C28H32O6 464.22 1.6477 3.88 2.369 3 2 93.06 12 3 34 0 InChI=1S/C28H32O6/c1-14(2)7-8-17-19(29)13-20(30)22-23(31)18-11-16-12-21-26(5,6)34-27(25(16)32,10-9-15(3)4)28(18,21)33-24(17)22/h7,9,11,13,16,21,29-30H,8,10,12H2,1-6H3/t16-,21+,27+,28-/m1/s1 LWIGRTRTVVPXOZ-DLPQTZSGSA-N CC(=CCc1c(O)cc(c2c1O[C@]13C(=C[C@@H]4C[C@H]1C(O[C@@]3(CC=C(C)C)C4=O)(C)C)C2=O)O)C NPC94906 n.a. CHEMBL118366 10816013 C33H52O5 528.38 1.5572 4.54 10.432 5 2 83.83 17 5 38 1 InChI=1S/C33H52O5/c1-19(2)20(3)9-10-21(4)23-13-14-30(7)24-11-12-25-31(8,28(36)37)26(35)17-27(38-22(5)34)33(25)18-32(24,33)16-15-29(23,30)6/h19,21,23-27,35H,3,9-18H2,1-2,4-8H3,(H,36,37)/t21-,23-,24+,25+,26+,27+,29-,30+,31+,32+,33-/m1/s1 ZQZWWIJULHBFKT-MMTPFLLOSA-N CC(=O)O[C@H]1C[C@H](O)[C@@]([C@H]2[C@@]31C[C@@]13CC[C@]3([C@@]([C@@H]1CC2)(C)CC[C@@H]3[C@@H](CCC(=C)C(C)C)C)C)(C)C(=O)O NPC95920 n.a. CHEMBL518252 442985 C27H43NO2 413.33 0.0108 4.1 5.845 3 2 41.49 5 6 30 1 InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 KWVISVAMQJWJSZ-VKROHFNGSA-N C[C@@H]1CC[C@@]2(NC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C NPC96739 n.a. CHEMBL1813584 16760073 C24H32O7 432.21 0.2282 3.33 1.029 7 2 110.13 13 4 31 0 InChI=1S/C24H32O7/c1-12-7-18-22(28,20(12)27)10-16(11-30-14(3)25)8-17-19-21(5,6)23(19,31-15(4)26)9-13(2)24(17,18)29/h7-8,13,17-19,28-29H,9-11H2,1-6H3/t13-,17+,18-,19-,22-,23+,24-/m1/s1 NFSCEXJSMYPVGG-BACQOSNCSA-N CC(=O)OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)C[C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C NPC96839 n.a. CHEMBL519818 24899662 C24H30O8 446.19 -0.6673 3.22 2.313 8 0 113.04 9 4 32 0 InChI=1S/C24H30O8/c1-13-16-5-6-17-23(9-16,20(13)28)21(29)31-12-24(17)18(10-25)22(4,11-30-14(2)26)8-7-19(24)32-15(3)27/h10,16-19H,1,5-9,11-12H2,2-4H3/t16-,17-,18-,19+,22+,23+,24+/m1/s1 HNKDUUDWOTVMPV-QITKAHHGSA-N O=C[C@@H]1[C@](C)(COC(=O)C)CC[C@@H]([C@@]21COC(=O)[C@]13[C@H]2CC[C@H](C1)C(=C)C3=O)OC(=O)C NPC97002 n.a. CHEMBL2408398 56926890 C34H44O14 676.27 -2.1019 3.66 0.821 14 3 208.02 17 8 48 1 InChI=1S/C34H44O14/c1-10-17-20(32(7)33(8,42)29(41)48-34(32)26(10)47-34)23(40)18-16-19(25(43-11(2)35)28(31(17,18)6)45-13(4)37)30(5)14(21(38)22(16)39)9-15-24(46-15)27(30)44-12(3)36/h10,14-20,22-28,39-40,42H,9H2,1-8H3/t10-,14+,15-,16-,17-,18+,19+,20-,22+,23+,24-,25-,26-,27-,28-,30-,31+,32-,33+,34+/m0/s1 BWKYBGRKQMTOQL-MPOFNYKTSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@H]2[C@H]([C@H]3[C@@]1(C)[C@H]1[C@H](C)[C@@H]4O[C@@]54[C@]([C@@H]1[C@@H]3O)(C)[C@](C)(O)C(=O)O5)[C@@H](O)C(=O)[C@@H]1[C@]2(C)[C@@H](OC(=O)C)[C@H]2O[C@H]2C1 NPC97939 n.a. CHEMBL1381439 12004531 C19H24O6 348.16 -0.5023 2.89 0.144 6 2 93.06 7 4 25 0 InChI=1S/C19H24O6/c1-8(2)14-12-9(7-11(21)24-14)19(4)10(20)5-6-18(3)16(19)15(13(12)22)25-17(18)23/h7-8,10,13,15-16,20,22H,5-6H2,1-4H3/t10-,13-,15-,16?,18+,19+/m1/s1 IPVNWFZBGGPURL-FJTBFBIQSA-N O=c1oc(C(C)C)c2c(c1)[C@@]1(C)[C@H](O)CC[C@]3(C1[C@@H]([C@@H]2O)OC3=O)C NPC98667 n.a. CHEMBL3740350 NA C32H30O14 638.16 -3.5154 3.44 -0.006 10 6 226.58 15 6 46 1 InChI=1S/C32H30O14/c1-11-9-15(33)21-25(37)19-17(45-31(21,27(11)39)29(41)43-3)7-5-13(23(19)35)14-6-8-18-20(24(14)36)26(38)22-16(34)10-12(2)28(40)32(22,46-18)30(42)44-4/h5-8,11-12,27-28,33-36,39-40H,9-10H2,1-4H3/t11-,12-,27+,28+,31+,32+/m0/s1 DRYDKQOPVBDZMQ-OCHURCMPSA-N COC(=O)[C@]12Oc3ccc(c(c3C(=O)C2=C(C[C@@H]([C@H]1O)C)O)O)c1ccc2c(c1O)C(=O)C1=C(O)C[C@@H]([C@H]([C@@]1(O2)C(=O)OC)O)C NPC99795 n.a. CHEMBL491879 13855851 C20H28O3 316.2 -0.0347 3.33 5.056 1 2 49.69 7 2 23 1 InChI=1S/C20H28O3/c1-11(2)12-8-13-14-9-15-19(3,4)6-5-7-20(15,10-23-14)16(13)18(22)17(12)21/h8,11,14-15,21-22H,5-7,9-10H2,1-4H3/t14-,15-,20+/m0/s1 XCVWKCGUFCXDHN-AUSJPIAWSA-N Oc1c(O)c(cc2c1[C@]13CCCC([C@@H]3C[C@@H]2OC1)(C)C)C(C)C NPC99891 n.a. CHEMBL3120496 637482 C20H18N2O7 398.11 -2.4809 2.67 0.527 8 4 134.27 7 5 29 0 InChI=1S/C20H18N2O7/c23-8-14-17(25)18(26)19(27)20(29-14)28-9-1-2-10-11-5-6-21-12-3-4-15(24)22(16(11)12)13(10)7-9/h1-7,14,17-20,23,25-27H,8H2/t14-,17-,18+,19-,20-/m1/s1 MWPUPIWCFYQPEG-LWUBGYQZSA-N OC[C@H]1O[C@@H](Oc2ccc3c(c2)n2c(=O)ccc4c2c3ccn4)[C@@H]([C@H]([C@@H]1O)O)O NPC215474 N-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-(Dimethylamino)-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-17-Yl]Ethyl]-N-Methylacetamide N-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-(dimethylamino)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-N-methylacetamide CHEMBL136765 44357881 C26H44N2O 400.35 0.5099 3.99 6.054 3 0 23.55 11 4 29 1 InChI=1S/C26H44N2O/c1-17(28(7)18(2)29)22-10-11-23-21-9-8-19-16-20(27(5)6)12-14-25(19,3)24(21)13-15-26(22,23)4/h8,17,20-24H,9-16H2,1-7H3/t17-,20-,21-,22+,23-,24-,25-,26+/m0/s1 DNVZSDMHLPWULM-YPWXQOIPSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)N(C)C)C)C(=O)C NPC103712 N-[(2S,3R,4E,8E)-1,3-Dihydroxyoctadeca-4,8-Dien-2-Yl]Hexadecanamide N-[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]hexadecanamide CHEMBL37460 14331917 C34H65NO3 535.5 -5.1237 4.76 13.912 4 3 73.05 34 0 38 2 InChI=1S/C34H65NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,27,29,32-33,36-37H,3-18,20,22-26,28,30-31H2,1-2H3,(H,35,38)/b21-19+,29-27+/t32-,33+/m0/s1 GMWIWVUTMCBDSP-ILAZMTIGSA-N CCCCCCCCCCCCCCCC(=N[C@H]([C@@H](/C=C/CC/C=C/CCCCCCCCC)O)CO)O NPC132847 N-[(2S,3R,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-Ethyl)-2-Hydroxy-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Benzamide N-[(2S,3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]benzamide CHEMBL343365 10863593 C30H46N2O2 466.36 0.6798 4.32 9.166 4 2 56.06 11 5 34 1 InChI=1S/C30H46N2O2/c1-19(32(4)5)23-13-14-24-22-12-11-21-17-26(31-28(34)20-9-7-6-8-10-20)27(33)18-30(21,3)25(22)15-16-29(23,24)2/h6-10,19,21-27,33H,11-18H2,1-5H3,(H,31,34)/t19-,21-,22-,23+,24-,25-,26+,27-,29+,30-/m0/s1 XIHQWIIPJIXLEO-FXHHUKKCSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C[C@H](O)[C@@H](C2)N=C(c1ccccc1)O)C)C NPC245223 N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-Ethyl)-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Acetamide N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide CHEMBL422098 44358179 C25H44N2O 388.35 0.9124 3.88 7.661 3 1 35.83 10 4 28 1 InChI=1S/C25H44N2O/c1-16(27(5)6)21-9-10-22-20-8-7-18-15-19(26-17(2)28)11-13-24(18,3)23(20)12-14-25(21,22)4/h16,18-23H,7-15H2,1-6H3,(H,26,28)/t16-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1 AIEKUSBFLBFTIU-MENSBAHOSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N=C(O)C)C)C NPC124384 N-[(S)-1-((3S,5S,8R,9S,10S,13S,14S,17S)-3-Dimethylamino-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-17-Yl)-Ethyl]-Formamide N-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,17S)-3-(dimethylamino)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]formamide CHEMBL136317 44358283 C24H42N2O 374.33 0.8336 3.77 7.425 3 1 35.83 9 4 27 1 InChI=1S/C24H42N2O/c1-16(25-15-27)20-8-9-21-19-7-6-17-14-18(26(4)5)10-12-23(17,2)22(19)11-13-24(20,21)3/h15-22H,6-14H2,1-5H3,(H,25,27)/t16-,17-,18-,19-,20+,21-,22-,23-,24+/m0/s1 UVZXIKHRPFCSKF-NLGFINLOSA-N OC=N[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N(C)C)C NPC93027 N-[(S)-1-(3-Methoxy-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-Dodecahydro-1H-Cyclopenta[A]Phenanthren-17-Yl)-Ethyl]-N-Methyl-Formamide N-[(1S)-1-[(3S,8R,9S,10R,13S,14S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-N-methylformamide CHEMBL140241 11773139 C24H37NO2 371.28 0.291 3.77 4.776 3 0 29.54 9 4 27 0 InChI=1S/C24H37NO2/c1-16(25(4)15-26)20-8-9-21-19-7-6-17-14-18(27-5)10-12-23(17,2)22(19)11-13-24(20,21)3/h6,8,15-16,18-19,21-22H,7,9-14H2,1-5H3/t16-,18-,19-,21-,22-,23-,24+/m0/s1 UWFDYAWULNEXBD-YULCGJSVSA-N CO[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC=C2[C@@H](N(C=O)C)C)C)C1)C NPC43275 N-[2-(4-Methoxyphenyl)Ethyl]Benzamide N-[2-(4-methoxyphenyl)ethyl]benzamide CHEMBL1497400 3083797 C16H17NO2 255.13 -0.0904 2.89 5.063 2 1 41.82 7 2 19 1 InChI=1S/C16H17NO2/c1-19-15-9-7-13(8-10-15)11-12-17-16(18)14-5-3-2-4-6-14/h2-10H,11-12H2,1H3,(H,17,18) RAOWOXJDGFFKKD-UHFFFAOYSA-N COc1ccc(cc1)CCN=C(c1ccccc1)O NPC250178 N6-(4-Hydroxybenzyl)Adenine Riboside (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(4-hydroxyphenyl)methylamino]purin-9-yl]oxolane-3,4-diol CHEMBL224024 10474479 C17H19N5O5 373.14 -2.3983 2.23 -0.107 9 5 145.78 9 4 27 0 InChI=1S/C17H19N5O5/c23-6-11-13(25)14(26)17(27-11)22-8-21-12-15(19-7-20-16(12)22)18-5-9-1-3-10(24)4-2-9/h1-4,7-8,11,13-14,17,23-26H,5-6H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1 UGVIXKXYLBAZND-LSCFUAHRSA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCc1ccc(cc1)O NPC285923 Nalidixic Acid 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid CHEMBL5 4421 C12H12N2O3 232.08 0.053 2.23 2.507 5 1 70.5 5 2 17 0 InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) MHWLWQUZZRMNGJ-UHFFFAOYSA-N CCn1cc(C(=O)O)c(=O)c2c1nc(C)cc2 NPC243483 Nalorphine (4R,4aR,7S,7aR,12bS)-3-prop-2-enyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol CHEMBL415284 5284595 C19H21NO3 311.15 0.3623 3.11 0.727 4 2 52.93 4 5 23 0 InChI=1S/C19H21NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-6,12-13,15,18,21-22H,1,7-10H2/t12-,13+,15-,18-,19-/m0/s1 UIQMVEYFGZJHCZ-SSTWWWIQSA-N C=CCN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)O NPC201055 Naloxone (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL80 5284596 C19H21NO4 327.15 -0.8484 3 0.612 3 2 70 4 5 24 0 InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1 UZHSEJADLWPNLE-GRGSLBFTSA-N C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O NPC108800 Naphthalen-1-Amine naphthalen-1-amine CHEMBL57394 8640 C10H9N 143.07 -0.7499 2.45 3.642 1 1 26.02 1 2 11 0 InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2 RUFPHBVGCFYCNW-UHFFFAOYSA-N Nc1cccc2c1cccc2 NPC291066 Naphthalene naphthalene CHEMBL16293 931 C10H8 128.06 0 2.56 5.938 0 0 0 0 2 10 1 InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H UFWIBTONFRDIAS-UHFFFAOYSA-N c1ccc2c(c1)cccc2 NPC67250 Naphthalene-1,4,5-Triol naphthalene-1,4,5-triol CHEMBL1331245 3083585 C10H8O3 176.05 -1.3809 2.23 0.939 0 3 60.69 3 2 13 0 InChI=1S/C10H8O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,11-13H NHEVNUARLCWEED-UHFFFAOYSA-N Oc1ccc(c2c1cccc2O)O NPC233827 Naphthalene-1,4-Diol naphthalene-1,4-diol CHEMBL206816 11305 C10H8O2 160.05 -0.9206 2.34 2.324 0 2 40.46 2 2 12 0 InChI=1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H PCILLCXFKWDRMK-UHFFFAOYSA-N Oc1ccc(c2c1cccc2)O NPC168393 Naphthalene-1,8-Diol naphthalene-1,8-diol CHEMBL203537 68438 C10H8O2 160.05 -0.9206 2.34 2.324 0 2 40.46 2 2 12 0 InChI=1S/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H OENHRRVNRZBNNS-UHFFFAOYSA-N Oc1cccc2c1c(O)ccc2 NPC215008 Naphthoquinone naphthalene-1,4-dione CHEMBL55934 8530 C10H6O2 158.04 -0.2732 2.34 1.96 2 0 34.14 0 2 12 0 InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H FRASJONUBLZVQX-UHFFFAOYSA-N O=C1C=CC(=O)c2c1cccc2 NPC200085 Naramycin B 4-[(2R)-2-[(1R,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione CHEMBL1078564 120760 C15H23NO4 281.16 -1.1984 2.56 1.416 5 2 86.96 7 2 20 0 InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11+,12+/m0/s1 YPHMISFOHDHNIV-GAIPPQHRSA-N C[C@H]1C[C@H](C)C(=O)[C@H](C1)[C@@H](CC1CC(=NC(=O)C1)O)O NPC182257 Narciclasine (2S,3R,4S,4aR)-2,3,4,7-tetrahydroxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one CHEMBL98745 72376 C14H13NO7 307.07 -2.267 2.12 -1.352 5 5 131.97 5 4 22 0 InChI=1S/C14H13NO7/c16-6-1-5-4-2-7-13(22-3-21-7)11(18)8(4)14(20)15-9(5)12(19)10(6)17/h1-2,6,9-10,12,16-19H,3H2,(H,15,20)/t6-,9+,10+,12-/m0/s1 LZAZURSABQIKGB-AEKGRLRDSA-N O[C@H]1C=C2[C@H]([C@@H]([C@@H]1O)O)N=C(c1c2cc2OCOc2c1O)O NPC148409 Narciprimine 4,7-dihydroxy-5H-[1,3]dioxolo[4,5-j]phenanthridin-6-one CHEMBL1980408 5387508 C14H9NO5 271.05 -1.6836 2.34 0.499 1 3 92.04 3 4 20 0 InChI=1S/C14H9NO5/c16-8-3-1-2-6-7-4-9-13(20-5-19-9)12(17)10(7)14(18)15-11(6)8/h1-4,16-17H,5H2,(H,15,18) PEOASDPEDCJOME-UHFFFAOYSA-N Oc1nc2c(O)cccc2c2c1c(O)c1OCOc1c2 NPC294815 Narcissin 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL258394 5481663 C28H32O16 624.17 -5.7305 2.78 -1.098 11 9 254.52 18 5 44 2 InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27+,28-/m0/s1 UIDGLYUNOUKLBM-GEBJFKNCSA-N COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O NPC70479 Nardosinone (3aR,9R,9aR,9bS)-1,1,9,9a-tetramethyl-3a,4,7,8,9,9b-hexahydronaphtho[2,1-c]dioxol-5-one CHEMBL1933702 168136 C15H22O3 250.16 2.3024 2.78 3.049 3 0 35.53 4 3 18 0 InChI=1S/C15H22O3/c1-9-6-5-7-10-11(16)8-12-13(15(9,10)4)14(2,3)18-17-12/h7,9,12-13H,5-6,8H2,1-4H3/t9-,12-,13+,15+/m1/s1 KXGHHSIMRWPVQM-JWFUOXDNSA-N O=C1C[C@H]2OOC([C@H]2[C@@]2(C1=CCC[C@H]2C)C)(C)C NPC32441 Naringenin (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL9352 439246 C15H12O5 272.07 -1.8144 2.56 0.897 1 3 86.99 4 3 20 0 InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1 FTVWIRXFELQLPI-ZDUSSCGKSA-N Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O NPC142860 Naringin (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL451532 442428 C27H32O14 580.18 -4.8082 2.89 -1.045 10 8 225.06 15 5 41 1 InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 DFPMSGMNTNDNHN-ZPHOTFPESA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC284842 Narwedine CHEMBL2146604 10356588 C17H19NO3 285.14 -0.0997 2.89 0.789 2 0 38.77 3 4 21 0 InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1 QENVUHCAYXAROT-YOEHRIQHSA-N COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=CC(=O)C1 NPC128208 Nectandrin B 4-[(2R,3R,4S,5S)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL228326 156517 C20H24O5 344.16 -1.0123 3.11 2.93 1 2 68.15 10 3 25 0 InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12+,19-,20+ GMXMKSFJQLFOSO-JARDSOJUSA-N COc1cc(ccc1O)[C@@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc(c(c1)OC)O NPC469845 Neemfruitin A [(1S,5R,7R,8R,9R,10R,13S,17S)-1-acetyloxy-17-[(3R)-5-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1214757 49864006 C30H44O7 516.31 0.786 3.99 3.692 7 1 99.13 13 5 37 0 InChI=1S/C30H44O7/c1-16(31)36-24-13-22-27(3,4)23(33)14-25(37-17(2)32)30(22,7)21-10-11-28(5)19(18-12-26(34)35-15-18)8-9-20(28)29(21,24)6/h9,18-19,21-22,24-26,34H,8,10-15H2,1-7H3/t18-,19-,21-,22-,24+,25-,26?,28-,29-,30+/m0/s1 DENYEIJQEJNMOG-CLFBBFECSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@@]1(CC3)C)[C@@H]1COC(C1)O)(C)[C@@H](OC(=O)C)CC(=O)C2(C)C NPC161065 Neemfruitin B [(2R,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-3-[(5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-yl] acetate CHEMBL1214758 46919586 C32H46O6 526.33 2.1151 4.32 4.643 6 1 85.36 13 6 38 0 InChI=1S/C32H46O6/c1-17(33)36-27-18(15-20(37-27)26-29(4,5)38-26)19-9-10-21-30(19,6)13-11-22-31(7)14-12-24(34)28(2,3)23(31)16-25(35)32(21,22)8/h10,12,14,18-20,22-23,25-27,35H,9,11,13,15-16H2,1-8H3/t18-,19-,20+,22+,23-,25+,26-,27-,30-,31+,32-/m0/s1 XMCMUDYVTGMGFJ-BUPBKBOZSA-N CC(=O)O[C@H]1O[C@H](C[C@H]1[C@@H]1CC=C2[C@@]1(C)CC[C@H]1[C@@]2(C)[C@H](O)C[C@@H]2[C@]1(C)C=CC(=O)C2(C)C)[C@@H]1OC1(C)C NPC87295 Neglignan C 1-[7-methoxy-6-[4-methoxy-6-(2-oxopropyl)-1,3-benzodioxol-5-yl]-1,3-benzodioxol-5-yl]propan-2-one CHEMBL2386331 71726088 C22H22O8 414.13 -1.1472 3 0.938 2 0 89.52 11 4 30 0 InChI=1S/C22H22O8/c1-11(23)5-13-7-15-19(29-9-27-15)21(25-3)17(13)18-14(6-12(2)24)8-16-20(22(18)26-4)30-10-28-16/h7-8H,5-6,9-10H2,1-4H3 VSTIJDYPLCUJNX-UHFFFAOYSA-N COc1c(c(CC(=O)C)cc2c1OCO2)c1c(CC(=O)C)cc2c(c1OC)OCO2 NPC471182 Neglignan D 1-[3,4,5-trimethoxy-2-[2,3,4-trimethoxy-6-(2-oxopropyl)phenyl]phenyl]propan-2-one CHEMBL2386332 11102348 C24H30O8 446.19 -0.749 3.22 1.084 2 0 89.52 19 2 32 1 InChI=1S/C24H30O8/c1-13(25)9-15-11-17(27-3)21(29-5)23(31-7)19(15)20-16(10-14(2)26)12-18(28-4)22(30-6)24(20)32-8/h11-12H,9-10H2,1-8H3 GXDZHOUJAOUHPZ-UHFFFAOYSA-N COc1c(c(CC(=O)C)cc(c1OC)OC)c1c(CC(=O)C)cc(c(c1OC)OC)OC NPC106332 Negundoin A methyl (2E)-2-[(3S,4aS,7R,8R,8aS)-3-acetyloxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene]acetate CHEMBL589343 46229707 C22H34O5 378.24 1.3406 3.33 4.617 5 0 61.83 10 3 27 0 InChI=1S/C22H34O5/c1-14-7-8-17-20(3,4)18(26-15(2)23)10-11-21(17,5)22(14)12-9-16(27-22)13-19(24)25-6/h13-14,17-18H,7-12H2,1-6H3/b16-13+/t14-,17+,18+,21+,22-/m1/s1 IFXOQBCVGIFCLI-VSSSNARASA-N COC(=O)/C=C/1\CC[C@@]2(O1)[C@H](C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)OC(=O)C NPC170633 Negundoin B (2E)-2-[(3S,4aS,7R,8R,8aS)-3-acetyloxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene]acetic acid CHEMBL599971 46229718 C21H32O5 364.22 1.0896 3.22 4.296 5 1 72.83 9 3 26 0 InChI=1S/C21H32O5/c1-13-6-7-16-19(3,4)17(25-14(2)22)9-10-20(16,5)21(13)11-8-15(26-21)12-18(23)24/h12-13,16-17H,6-11H2,1-5H3,(H,23,24)/b15-12+/t13-,16+,17+,20+,21-/m1/s1 LLSQOJBRINBUMN-ATCRVXQASA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@H]([C@@]12CC/C(=C\C(=O)O)/O1)C)C NPC264546 Negundoin C [(2S,4aS,5R,5'E,6R,8aS)-1,1,4a,6-tetramethyl-5'-(2-oxoethylidene)spiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-yl] acetate CHEMBL591822 46229719 C21H32O4 348.23 1.137 3.33 4.377 4 0 52.6 8 3 25 0 InChI=1S/C21H32O4/c1-14-6-7-17-19(3,4)18(24-15(2)23)9-11-20(17,5)21(14)12-8-16(25-21)10-13-22/h10,13-14,17-18H,6-9,11-12H2,1-5H3/b16-10+/t14-,17+,18+,20+,21-/m1/s1 YUIOUOHLEHUTMC-CXDIRSQKSA-N O=C/C=C/1\CC[C@@]2(O1)[C@H](C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)OC(=O)C NPC221993 Negundoin D CHEMBL602329 46229720 C23H36O6 408.25 1.1543 3.33 4.078 6 0 71.06 9 4 29 0 InChI=1S/C23H36O6/c1-14-7-8-16-20(3,4)17(27-15(2)24)9-10-21(16,5)23(14)12-11-22(29-23)13-18(25)28-19(22)26-6/h14,16-17,19H,7-13H2,1-6H3/t14-,16+,17+,19+,21+,22+,23-/m1/s1 GCQMZZDJVNUQJV-WDYVTMJNSA-N CO[C@H]1OC(=O)C[C@]21CC[C@@]1(O2)[C@H](C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)OC(=O)C NPC18953 Negundoin E CHEMBL592482 46229721 C22H36O5 380.26 0.3716 3.33 3.866 5 1 64.99 8 4 27 0 InChI=1S/C22H36O5/c1-14-6-7-16-19(3,4)17(26-15(2)23)8-9-20(16,5)22(14)11-10-21(27-22)12-13-25-18(21)24/h14,16-18,24H,6-13H2,1-5H3/t14-,16+,17+,18-,20+,21+,22-/m1/s1 HMOXCWRBEBNJEN-SKZZARHWSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@H]([C@@]12CC[C@]2(O1)CCO[C@H]2O)C)C NPC228425 Negundoin F 2-[2-[(1R,3S,6S)-3-hydroxy-2,2,6-trimethylcyclohexyl]ethyl]-4-propan-2-ylphenol CHEMBL592483 46229722 C20H32O2 304.24 0.9008 3.44 6.253 1 2 40.46 11 2 22 1 InChI=1S/C20H32O2/c1-13(2)15-8-10-18(21)16(12-15)7-9-17-14(3)6-11-19(22)20(17,4)5/h8,10,12-14,17,19,21-22H,6-7,9,11H2,1-5H3/t14-,17+,19-/m0/s1 MJTUPLOMIYNKBY-YJLNNSPDSA-N C[C@H]1CC[C@@H](C([C@@H]1CCc1cc(ccc1O)C(C)C)(C)C)O NPC476426 Negundoin G (2R,4bS,8aS,9R)-2-ethenyl-9-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-1-one CHEMBL602034 46229332 C20H30O3 318.22 0.4661 3.33 3.872 3 2 57.53 7 3 23 0 InChI=1S/C20H30O3/c1-5-19(4)10-7-14-13(17(19)23)11-15(22)16-18(2,3)8-6-9-20(14,16)12-21/h5,11,14-16,21-22H,1,6-10,12H2,2-4H3/t14?,15-,16+,19+,20+/m1/s1 OXNXVJIOIKYEAC-QVYZQTIPSA-N OC[C@@]12CCCC([C@@H]2[C@@H](C=C2C1CC[C@](C2=O)(C)C=C)O)(C)C NPC108545 Nelumal A (E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3,5-dimethoxyphenyl]prop-2-enal CHEMBL464705 11175348 C21H28O4 344.2 2.711 3.33 4.41 1 0 44.76 15 1 25 0 InChI=1S/C21H28O4/c1-16(2)8-6-9-17(3)11-13-25-21-19(23-4)14-18(10-7-12-22)15-20(21)24-5/h7-8,10-12,14-15H,6,9,13H2,1-5H3/b10-7+,17-11+ YXLSEBZIZVYKKV-NRHDHWSESA-N O=C/C=C/c1cc(OC)c(c(c1)OC)OC/C=C(/CCC=C(C)C)\C NPC199023 Nelumol A (E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3,5-dimethoxyphenyl]prop-2-en-1-ol CHEMBL464449 6439446 C21H30O4 346.21 2.5614 3.33 4.233 1 1 47.92 16 1 25 0 InChI=1S/C21H30O4/c1-16(2)8-6-9-17(3)11-13-25-21-19(23-4)14-18(10-7-12-22)15-20(21)24-5/h7-8,10-11,14-15,22H,6,9,12-13H2,1-5H3/b10-7+,17-11+ MWNIFFJAKKQUJF-NRHDHWSESA-N OC/C=C/c1cc(OC)c(c(c1)OC)OC/C=C(/CCC=C(C)C)\C NPC177524 Neoandrographolide 4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one CHEMBL480853 9848024 C26H40O8 480.27 -0.7356 3.44 3.792 8 4 125.68 13 4 34 0 InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1 YGCYRQKJYWQXHG-RDNQFMDVSA-N OC[C@H]1O[C@@H](OC[C@]2(C)CCC[C@@]3([C@@H]2CCC(=C)[C@H]3CCC2=CCOC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC215311 Neobavaisoflavone 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one CHEMBL512693 5320053 C20H18O4 322.12 0.2901 3.22 3.945 1 2 66.76 7 3 24 0 InChI=1S/C20H18O4/c1-12(2)3-4-14-9-13(5-8-18(14)22)17-11-24-19-10-15(21)6-7-16(19)20(17)23/h3,5-11,21-22H,4H2,1-2H3 OBGPEBYHGIUFBN-UHFFFAOYSA-N CC(=CCc1cc(ccc1O)c1coc2c(c1=O)ccc(c2)O)C NPC167881 Neobritannilactone B (3aR,4S,6E,10E,11aS)-4-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one CHEMBL503702 11528898 C15H20O3 248.14 1.7624 2.78 1.856 3 1 46.53 3 2 18 0 InChI=1S/C15H20O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h5,8,12-14,16H,3-4,6-7H2,1-2H3/b9-5+,10-8+/t12-,13-,14+/m0/s1 PDEJECFRCJOMEN-RZPRNJIHSA-N C/C/1=C\[C@@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C/CC1)/C)O NPC50124 Neocaesalpin O [(1S,4aR,5S,6R,6aS,7S,11aS,11bS)-5,6-diacetyloxy-4a,7-dihydroxy-4,4,7,11b-tetramethyl-9-oxo-2,3,5,6,6a,11a-hexahydro-1H-naphtho[2,1-f][1]benzofuran-1-yl] acetate CHEMBL2386711 73351991 C26H34O10 506.22 -0.8265 3.22 1.565 10 2 145.66 15 4 36 0 InChI=1S/C26H34O10/c1-12(27)33-18-8-9-23(4,5)26(32)22(35-14(3)29)21(34-13(2)28)20-16(24(18,26)6)10-17-15(25(20,7)31)11-19(30)36-17/h10-11,16,18,20-22,31-32H,8-9H2,1-7H3/t16-,18-,20-,21+,22-,24-,25+,26+/m0/s1 XKLBSFHFNUCCKY-UXYMEOMDSA-N CC(=O)O[C@@H]1[C@@H]2[C@H](C=C3C(=CC(=O)O3)[C@@]2(C)O)[C@@]2([C@]([C@H]1OC(=O)C)(O)C(C)(C)CC[C@@H]2OC(=O)C)C NPC310603 Neocalyxin A CHEMBL518161 21588173 C28H26O7 474.17 -1.9084 3.77 4.054 2 2 94.45 8 6 35 0 InChI=1S/C28H26O7/c1-32-23-14-24-25(27-26(23)21(31)13-22(34-27)16-5-9-18(30)10-6-16)20-12-19(33-28(20)35-24)11-4-15-2-7-17(29)8-3-15/h2-3,5-10,14,19-20,22,28-30H,4,11-13H2,1H3/t19-,20-,22?,28+/m0/s1 JKOQQSVLZXLHME-BGNPVGGSSA-N COc1cc2O[C@@H]3[C@H](c2c2c1C(=O)CC(O2)c1ccc(cc1)O)C[C@@H](O3)CCc1ccc(cc1)O NPC96593 Neocleistantoxin CHEMBL2146937 71461796 C21H18O8 398.1 -1.6997 2.89 1.186 3 1 92.68 5 6 29 0 InChI=1S/C21H18O8/c1-24-20-17-10(5-14-19(20)28-8-27-14)15(16-11(6-22)18(17)29-21(16)23)9-2-3-12-13(4-9)26-7-25-12/h2-5,11,15-16,18,22H,6-8H2,1H3/t11-,15+,16-,18+/m0/s1 ROTFEJQWSQLKSJ-QOQPWIFLSA-N OC[C@H]1[C@@H]2C(=O)O[C@H]1c1c([C@H]2c2ccc3c(c2)OCO3)cc2c(c1OC)OCO2 NPC288232 Neocryptolepine 5-methylindolo[2,3-b]quinoline CHEMBL115585 390526 C16H12N2 232.1 -0.1021 3 5.538 2 0 15.6 1 4 18 1 InChI=1S/C16H12N2/c1-18-15-9-5-2-6-11(15)10-13-12-7-3-4-8-14(12)17-16(13)18/h2-10H,1H3 PZIIKMBOSNKNFZ-UHFFFAOYSA-N Cn1c2ccccc2cc2c1nc1c2cccc1 NPC222968 Neocryptotanshinone CHEMBL227130 C19H22O4 314.15 -0.3828 3.11 4.461 4 2 74.6 7 3 23 0 InChI=1S/C19H22O4/c1-10(9-20)14-16(21)12-6-7-13-11(5-4-8-19(13,2)3)15(12)18(23)17(14)22/h6-7,10,20,22H,4-5,8-9H2,1-3H3/t10-/m1/s1 PKEGICXVZMKJPR-SNVBAGLBSA-N OC[C@H](C1=C(O)C(=O)c2c(C1=O)ccc1c2CCCC1(C)C)C NPC145047 Neodysidenin (2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)-1-(1,3-thiazol-2-yl)ethyl]-2-[[(3S)-4,4,4-trichloro-3-methylbutanoyl]amino]pentanamide CHEMBL392270 15482063 C17H23Cl6N3O2S 542.96 3.7539 2.01 5.524 5 1 94.03 22 1 29 2 InChI=1S/C17H23Cl6N3O2S/c1-9(16(18,19)20)7-12(25-13(27)8-10(2)17(21,22)23)15(28)26(4)11(3)14-24-5-6-29-14/h5-6,9-12H,7-8H2,1-4H3,(H,25,27)/t9-,10-,11+,12-/m0/s1 MBVQTLXBQHZLRO-YFKTTZPYSA-N OC(=N[C@H](C(=O)N([C@@H](c1nccs1)C)C)C[C@@H](C(Cl)(Cl)Cl)C)C[C@@H](C(Cl)(Cl)Cl)C NPC160066 Neodysiherbaine A (2R,3aR,6R,7R,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6,7-dihydroxy-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyran-2-carboxylic acid CHEMBL221868 11460505 C11H17NO8 291.1 -2.5791 1.68 -5 9 5 159.54 9 2 20 0 InChI=1S/C11H17NO8/c12-4(9(15)16)1-11(10(17)18)2-6-8(20-11)7(14)5(13)3-19-6/h4-8,13-14H,1-3,12H2,(H,15,16)(H,17,18)/t4-,5+,6+,7+,8-,11+/m0/s1 NRTJEXLNSCGBJU-FQYLSUDWSA-N OC(=O)[C@H](C[C@@]1(C[C@@H]2[C@H](O1)[C@H](O)[C@@H](CO2)O)C(=O)O)N NPC15212 Neojusticin A 9-(1,3-benzodioxol-5-yl)-5-methoxy-8H-[2]benzofuro[6,5-f][1,3]benzodioxol-6-one CHEMBL455369 5318737 C21H14O7 378.07 -0.7367 3 3.017 2 0 72.45 3 6 28 0 InChI=1S/C21H14O7/c1-23-20-12-6-17-16(27-9-28-17)5-11(12)18(13-7-24-21(22)19(13)20)10-2-3-14-15(4-10)26-8-25-14/h2-6H,7-9H2,1H3 WOELDRZIQLRDQB-UHFFFAOYSA-N COc1c2C(=O)OCc2c(c2c1cc1OCOc1c2)c1ccc2c(c1)OCO2 NPC210918 Neolitsine CHEMBL404684 10064778 C19H17NO4 323.12 -0.2107 3 2.091 1 0 40.16 1 6 24 0 InChI=1S/C19H17NO4/c1-20-3-2-10-5-16-19(24-9-23-16)18-12-7-15-14(21-8-22-15)6-11(12)4-13(20)17(10)18/h5-7,13H,2-4,8-9H2,1H3/t13-/m0/s1 GKEOKAJRKHTDOS-ZDUSSCGKSA-N CN1CCc2c3[C@@H]1Cc1cc4OCOc4cc1c3c1c(c2)OCO1 NPC296915 Neorautenol CHEMBL1098728 11500744 C20H18O4 322.12 -0.2056 3.22 3.195 0 1 47.92 3 5 24 0 InChI=1S/C20H18O4/c1-20(2)6-5-11-7-14-17(9-16(11)24-20)22-10-15-13-4-3-12(21)8-18(13)23-19(14)15/h3-9,15,19,21H,10H2,1-2H3/t15-,19-/m0/s1 OGFFMQWYZCTXCM-KXBFYZLASA-N Oc1ccc2c(c1)O[C@@H]1[C@H]2COc2c1cc1C=CC(Oc1c2)(C)C NPC53844 Neovibsanin I [(E)-2-[(3S,4R,5S,7R)-7-hydroxy-5-methyl-5-(4-methylpent-3-enyl)-3-(2-oxopropyl)-3,4,6,7-tetrahydro-1H-2-benzofuran-4-yl]ethenyl] 3-methylbut-2-enoate CHEMBL497442 10788065 C25H36O5 416.26 2.6664 3.66 3.59 5 1 72.83 16 2 30 0 InChI=1S/C25H36O5/c1-16(2)8-7-10-25(6)14-21(27)19-15-30-22(13-18(5)26)24(19)20(25)9-11-29-23(28)12-17(3)4/h8-9,11-12,20-22,27H,7,10,13-15H2,1-6H3/b11-9+/t20-,21+,22-,25-/m0/s1 DOUGJCUAIIVOOP-RWHSQANCSA-N CC(=CCC[C@@]1(C)C[C@@H](O)C2=C([C@@H]1/C=C/OC(=O)C=C(C)C)[C@@H](OC2)CC(=O)C)C NPC475679 Nepeticin (1R,3aR,5aR,5bR,7aS,9S,11R,11aS,11bS,12R,13aS,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,11,12-triol CHEMBL511283 44559187 C30H50O3 458.38 1.8919 4.43 8.364 3 3 60.69 11 5 33 1 InChI=1S/C30H50O3/c1-17(2)18-9-11-27(5)13-14-28(6)19(24(18)27)15-20(31)25-29(28,7)12-10-21-26(3,4)22(32)16-23(33)30(21,25)8/h18-25,31-33H,1,9-16H2,2-8H3/t18-,19-,20+,21-,22-,23+,24+,25-,27+,28+,29+,30+/m0/s1 ZTOJWRKUTVFORP-KOQKRDFYSA-N CC(=C)[C@@H]1CC[C@]2([C@H]1[C@@H]1C[C@@H](O)[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)[C@H](O)C[C@@H](C1(C)C)O)C NPC160499 Nepodin 1-(1,8-dihydroxy-3-methylnaphthalen-2-yl)ethanone CHEMBL508681 100780 C13H12O3 216.08 -0.5325 2.56 2.578 1 2 57.53 5 2 16 0 InChI=1S/C13H12O3/c1-7-6-9-4-3-5-10(15)12(9)13(16)11(7)8(2)14/h3-6,15-16H,1-2H3 DMLHPCALHMPJHS-UHFFFAOYSA-N CC(=O)c1c(C)cc2c(c1O)c(O)ccc2 NPC285308 Nereistoxin N,N-dimethyldithiolan-4-amine CHEMBL2285758 15402 C5H11NS2 149.03 1.3718 1.68 1.116 1 0 53.84 3 1 8 0 InChI=1S/C5H11NS2/c1-6(2)5-3-7-8-4-5/h5H,3-4H2,1-2H3 DSOOGBGKEWZRIH-UHFFFAOYSA-N CN(C1CSSC1)C NPC134826 Neridienone A (8R,9S,10R,12R,13S,14S)-17-acetyl-12-hydroxy-10,13-dimethyl-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-one CHEMBL375572 100630 C21H26O3 326.19 0.7338 3.44 2.094 3 1 54.37 5 4 24 0 InChI=1S/C21H26O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)18(15)11-19(24)21(16,17)3/h4-6,10,15,17-19,24H,7-9,11H2,1-3H3/t15-,17-,18-,19+,20-,21+/m0/s1 UYGZZVKOVWATFR-GGLFOPPFSA-N O=C1CC[C@]2(C(=C1)C=C[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@H]1CC=C2C(=O)C)C)C NPC182840 Nerol (2Z)-3,7-dimethylocta-2,6-dien-1-ol CHEMBL452683 643820 C10H18O 154.14 2.3397 2.45 2.524 1 1 20.23 8 0 11 0 InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7- GLZPCOQZEFWAFX-YFHOEESVSA-N OC/C=C(\CCC=C(C)C)/C NPC194586 Nerolidiol (3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol CHEMBL561014 5356544 C15H26O 222.2 3.7014 3 4.29 1 1 20.23 12 0 16 0 InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-/t15-/m1/s1 FQTLCLSUCSAZDY-QKXCFHHRSA-N C=C[C@](CC/C=C(\CCC=C(C)C)/C)(O)C NPC51758 Nerolidol (6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol CHEMBL25424 5284507 C15H26O 222.2 3.7014 3 4.29 1 1 20.23 12 0 16 0 InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+ FQTLCLSUCSAZDY-SDNWHVSQSA-N C=CC(CC/C=C(/CCC=C(C)C)\C)(O)C NPC200957 Nervonin B CHEMBL468383 24862639 C26H36O9 492.24 -0.6306 3.33 1.068 9 2 136.43 14 4 35 0 InChI=1S/C26H36O9/c1-11-15-8-16(33-12(2)27)20-25(7)18(31)9-17(30)24(5,6)21(25)19(34-13(3)28)23(35-14(4)29)26(20,10-15)22(11)32/h15-21,23,30-31H,1,8-10H2,2-7H3/t15-,16+,17+,18+,19-,20+,21-,23+,25+,26+/m1/s1 NOZXMJPFKFLMJK-LYVLPCRDSA-N CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](O)C[C@@H](C([C@H]1[C@H]([C@@H]3OC(=O)C)OC(=O)C)(C)C)O)C(=O)C2=C NPC26600 Neryl Acetate [(2Z)-3,7-dimethylocta-2,6-dienyl] acetate CHEMBL2268549 1549025 C12H20O2 196.15 2.7188 2.56 3.264 2 0 26.3 10 0 14 0 InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8- HIGQPQRQIQDZMP-FLIBITNWSA-N C/C(=C/COC(=O)C)/CCC=C(C)C NPC47880 Neurolenin B [(3aS,4S,5R,6S,8Z,10R,11aR)-5-acetyloxy-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-4-yl] 3-methylbutanoate CHEMBL1173219 49799795 C22H30O8 422.19 0.5795 3 2.371 8 1 116.2 12 2 30 0 InChI=1S/C22H30O8/c1-11(2)9-17(25)30-19-18-13(4)21(26)29-15(18)10-12(3)7-8-16(24)22(6,27)20(19)28-14(5)23/h7-8,11-12,15,18-20,27H,4,9-10H2,1-3,5-6H3/b8-7-/t12-,15+,18-,19-,20+,22+/m0/s1 UVRIFAYGSSDVER-MBZNIOTRSA-N C[C@H]1/C=C\C(=O)[C@@](C)(O)[C@@H]([C@H]([C@@H]2[C@@H](C1)OC(=O)C2=C)OC(=O)CC(C)C)OC(=O)C NPC274327 Nevadensin 5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL312073 160921 C18H16O7 344.09 -1.5796 2.67 1.198 1 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)17(23-2)15(21)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3 KRFBMPVGAYGGJE-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)O NPC266931 N-Feruloyl Serotonin (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide CHEMBL564482 5969616 C20H20N2O4 352.14 -1.0703 3 2.552 3 4 98.07 10 3 26 0 InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+ WGHKJYWENWLOMY-XVNBXDOJSA-N COc1cc(/C=C/C(=NCCc2c[nH]c3c2cc(O)cc3)O)ccc1O NPC167400 Niacin pyridine-3-carboxylic acid CHEMBL573 938 C6H5NO2 123.03 -0.2398 1.79 0.637 3 1 50.19 2 1 9 0 InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9) PVNIIMVLHYAWGP-UHFFFAOYSA-N OC(=O)c1cccnc1 NPC306397 Niacinamide pyridine-3-carboxamide CHEMBL1140 936 C6H6N2O 122.05 -0.0816 1.79 1.043 3 2 56.97 2 1 9 0 InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9) DFPAKSUCGFBDDF-UHFFFAOYSA-N OC(=N)c1cccnc1 NPC470127 Nicalaterine A 2-(3-ethyl-12H-indolo[2,3-a]quinolizin-5-ium-2-yl)ethanol CHEMBL1778843 54580815 C19H18N2O 291.15 -1.9364 3.22 3.014 2 2 37.44 5 4 22 0 InChI=1S/C19H18N2O/c1-2-13-12-21-9-7-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14(13)8-10-22/h3-7,9,11-12,22H,2,8,10H2,1H3/p+1 XHUIUBANZNHJEL-UHFFFAOYSA-O OCCc1cc2n(cc1CC)ccc1=c3c(=[NH+]c21)cccc3 NPC36836 Nicardipine 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate CHEMBL1484 4474 C26H29N3O6 479.21 0.9059 3.33 6.671 6 1 111.01 16 3 35 2 InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3 ZBBHBTPTTSWHBA-UHFFFAOYSA-N COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OCCN(Cc1ccccc1)C)C NPC63370 Nicardipine Hydrochloride 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;hydron;chloride CHEMBL1200326 49853450;41114 C26H29N3O6.ClH 479.21 0.9059 3.33 6.671 6 1 111.01 16 3 35 2 InChI=1S/C26H29N3O6.ClH/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19;/h5-12,15,24,27H,13-14,16H2,1-4H3;1H AIKVCUNQWYTVTO-UHFFFAOYSA-N COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OCCN(Cc1ccccc1)C)C.Cl NPC181465 Nicotifloroside 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL498879 5318767 C27H30O15 594.16 -5.6787 2.78 -0.654 11 9 245.29 16 5 42 2 InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 RTATXGUCZHCSNG-QHWHWDPRSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O NPC471589 Nicotinaldehyde pyridine-3-carbaldehyde CHEMBL268493 10371 C6H5NO 107.04 -0.1924 1.9 1.051 2 0 29.96 1 1 8 0 InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H QJZUKDFHGGYHMC-UHFFFAOYSA-N O=Cc1cccnc1 NPC182570 Nicotine 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine CHEMBL3 89594 C10H14N2 162.12 -0.4993 2.34 1.485 2 0 16.13 2 2 12 0 InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1 SNICXCGAKADSCV-JTQLQIEISA-N CN1CCC[C@H]1c1cccnc1 NPC475741 Nidemone 8-hydroxy-3'-methoxyspiro[3,4-dihydronaphthalene-2,4'-cyclopent-2-ene]-1,1'-dione CHEMBL513538 21574988 C15H14O4 258.09 -1.3356 2.67 1.625 3 1 63.6 3 3 19 0 InChI=1S/C15H14O4/c1-19-12-7-10(16)8-15(12)6-5-9-3-2-4-11(17)13(9)14(15)18/h2-4,7,17H,5-6,8H2,1H3 HMYHQSWJLABPMD-UHFFFAOYSA-N COC1=CC(=O)CC21CCc1c(C2=O)c(O)ccc1 NPC190945 Nifedipine dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate CHEMBL193 4485 C17H18N2O6 346.12 0.8579 2.45 3.91 5 1 107.77 11 2 25 0 InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3 HYIMSNHJOBLJNT-UHFFFAOYSA-N COC(=O)C1=C(C)NC(=C(C1c1ccccc1N(=O)=O)C(=O)OC)C NPC186975 Nigranoic Acid CHEMBL480082 10814237 C30H46O4 470.34 3.2492 4.32 10.586 4 2 74.6 16 4 34 1 InChI=1S/C30H46O4/c1-19(2)22-10-11-24-28(6)14-12-23(20(3)8-7-9-21(4)26(33)34)27(28,5)16-17-30(24)18-29(22,30)15-13-25(31)32/h9,20,22-24H,1,7-8,10-18H2,2-6H3,(H,31,32)(H,33,34)/b21-9-/t20-,22+,23-,24+,27-,28+,29-,30+/m1/s1 NJFOSFIPGRXARF-BRTULJEKSA-N OC(=O)CC[C@@]12C[C@@]32CC[C@]2([C@@]([C@@H]3CC[C@H]1C(=C)C)(C)CC[C@@H]2[C@@H](CC/C=C(\C(=O)O)/C)C)C NPC256925 Nigrolineaxanthone T 1,5,6-trihydroxy-4-(3-hydroxy-3-methylbutyl)-3-methoxyxanthen-9-one CHEMBL565010 11559542 C19H20O7 360.12 -1.3988 2.78 1.172 2 4 116.45 11 3 26 0 InChI=1S/C19H20O7/c1-19(2,24)7-6-9-13(25-3)8-12(21)14-15(22)10-4-5-11(20)16(23)18(10)26-17(9)14/h4-5,8,20-21,23-24H,6-7H2,1-3H3 KWHHTRSOMASIJT-UHFFFAOYSA-N COc1cc(O)c2c(c1CCC(O)(C)C)oc1c(c2=O)ccc(c1O)O NPC93065 Nilotinin D8 CHEMBL1096304 46834004 C68H50O44 1570.17 -12.508 4.1 -0.847 20 24 732.84 39 12 112 3 InChI=1S/C68H50O44/c69-13-35-47(88)55(107-59(93)15-1-23(70)39(80)24(71)2-15)57-67(104-35)112-62(96)18-7-29(76)42(83)33(8-18)102-53-22(66(100)109-57)12-34(46(87)51(53)92)103-52-21(11-32(79)45(86)50(52)91)65(99)110-58-56(108-60(94)16-3-25(72)40(81)26(73)4-16)54-36(105-68(58)111-61(95)17-5-27(74)41(82)28(75)6-17)14-101-63(97)19-9-30(77)43(84)48(89)37(19)38-20(64(98)106-54)10-31(78)44(85)49(38)90/h1-12,35-36,47,54-58,67-92H,13-14H2/t35-,36-,47-,54-,55+,56+,57-,58-,67+,68+/m1/s1 UNWBTQBIXRKMDQ-SHIPKOKOSA-N OC[C@H]1O[C@H]2OC(=O)c3cc(Oc4c(C(=O)O[C@@H]2[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)O[C@H]1[C@@H](O[C@H]2[C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)c(c4O)O)c(c(c3)O)O NPC260521 Nilotinin M4 CHEMBL1096301 46833715 C48H32O31 1104.09 -8.5802 3.33 -0.327 13 17 520.17 23 9 79 2 InChI=1S/C48H32O31/c49-16-1-10(2-17(50)27(16)55)43(67)77-40-39-24(9-72-45(69)12-5-19(52)29(57)33(61)25(12)26-13(46(70)76-39)6-20(53)30(58)34(26)62)75-48-41(40)78-47(71)15-8-23(74-37-14(42(65)66)7-21(54)31(59)35(37)63)32(60)36(64)38(15)73-22-4-11(44(68)79-48)3-18(51)28(22)56/h1-8,24,39-41,48-64H,9H2,(H,65,66)/t24-,39-,40+,41-,48+/m1/s1 YIECMEYDMBZCPR-AAUHFVRHSA-N O=C1O[C@@H]2O[C@@H]3COC(=O)c4cc(O)c(c(c4c4c(C(=O)O[C@H]3[C@@H]([C@H]2OC(=O)c2c(Oc3cc1cc(O)c3O)c(O)c(c(c2)Oc1c(cc(c(c1O)O)O)C(=O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c4O)O)O)O NPC116717 Nimbin CHEMBL1774397 108058 C30H36O9 540.24 1.012 3.77 1.511 8 0 118.34 15 5 39 0 InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1 NHOIBRJOQAYBJT-IMGVWCFESA-N COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@@H]([C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC)OC(=O)C NPC5180 Nimbolide CHEMBL426690 12313376 C27H30O7 466.2 0.9909 3.66 1.27 6 0 92.04 9 6 34 0 InChI=1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3/t15-,16-,17-,21-,22+,23-,25-,26+,27-/m1/s1 JZIQWNPPBKFOPT-LSYMHUITSA-N COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@H]2[C@@H]3[C@]1(C)C(=O)C=C[C@@]3(C)C(=O)O2 NPC273023 N-Isobutyl-(2E,4E)-Dodecadienamide (2E,4E)-N-(2-methylpropyl)dodeca-2,4-dienamide CHEMBL426912 6443006 C16H29NO 251.22 -0.0255 3 6.025 2 1 32.59 14 0 18 1 InChI=1S/C16H29NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h10-13,15H,4-9,14H2,1-3H3,(H,17,18)/b11-10+,13-12+ BBRMJCAPNGJKEM-AQASXUMVSA-N CCCCCCC/C=C/C=C/C(=NCC(C)C)O NPC24216 N-Isobutyl-(2E,4E)-Octadecadienamide (2E,4E)-N-(2-methylpropyl)octadeca-2,4-dienamide CHEMBL256217 9974234 C22H41NO 335.32 -1.7535 3.66 9.439 2 1 32.59 20 0 24 2 InChI=1S/C22H41NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21(2)3/h16-19,21H,4-15,20H2,1-3H3,(H,23,24)/b17-16+,19-18+ QQCGKIZHTJLRNN-NBRVCOCJSA-N CCCCCCCCCCCCC/C=C/C=C/C(=NCC(C)C)O NPC261158 N-Isobutyl-(2E,4E,14Z)-Eicosatrienamide (2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide CHEMBL256216 10338645 C24H43NO 361.33 -0.1985 3.88 10.061 2 1 32.59 21 0 26 2 InChI=1S/C24H43NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)25-22-23(2)3/h8-9,18-21,23H,4-7,10-17,22H2,1-3H3,(H,25,26)/b9-8-,19-18+,21-20+ GQCWFFNZERNJJC-SEXMCKGYSA-N CCCCC/C=C\CCCCCCCC/C=C/C=C/C(=NCC(C)C)O NPC307435 N-Isobutyl-2E,4E,8Z-Decatrienamide (2E,4E,8Z)-N-(2-methylpropyl)deca-2,4,8-trienamide CHEMBL2011544 14427412 C14H23NO 221.18 2.5261 2.78 4.476 2 1 32.59 11 0 16 0 InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-5,8-11,13H,6-7,12H2,1-3H3,(H,15,16)/b5-4-,9-8+,11-10+ OCUXKVCDBHKIIP-QYHQRLDKSA-N C/C=C\CC/C=C/C=C/C(=NCC(C)C)O NPC149471 Nitidine Chloride 2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;chloride CHEMBL8443 25659 C21H18NO4.ClH 348.12 -1.7479 3.22 3.37 0 0 40.8 5 5 26 0 InChI=1S/C21H18NO4.ClH/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1 QLDAACVSUMUMOR-UHFFFAOYSA-M COc1cc2c[n+](C)c3c(c2cc1OC)ccc1c3cc2OCOc2c1.[Cl-] NPC207873 N-Methyl Piperolactam A CHEMBL505869 25264744 C17H13NO3 279.09 -1.0446 2.89 3.002 2 1 49.77 4 4 21 0 InChI=1S/C17H13NO3/c1-18-12-7-9-5-3-4-6-10(9)15-14(12)11(17(18)20)8-13(21-2)16(15)19/h3-8,19H,1-2H3 SXOOWJJLSWDXTQ-UHFFFAOYSA-N COc1cc2c(=O)n(c3c2c(c1O)c1ccccc1c3)C NPC170172 N-Methyl-1-Deoxynojirimycin (2R,3R,4R,5S)-2-(hydroxymethyl)-1-methylpiperidine-3,4,5-triol CHEMBL75971 92381 C7H15NO4 177.1 -1.9041 1.68 -1.548 5 4 84.16 6 1 12 0 InChI=1S/C7H15NO4/c1-8-2-5(10)7(12)6(11)4(8)3-9/h4-7,9-12H,2-3H2,1H3/t4-,5+,6-,7-/m1/s1 AAKDPDFZMNYDLR-XZBKPIIZSA-N OC[C@H]1N(C)C[C@@H]([C@H]([C@@H]1O)O)O NPC134825 N-Methylaniline N-methylaniline CHEMBL170781 7515 C7H9N 107.07 -0.3181 2.12 2.367 1 1 12.03 2 1 8 0 InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3 AFBPFSWMIHJQDM-UHFFFAOYSA-N CNc1ccccc1 NPC27410 N-Methylasimilobine (6aR)-1-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2-ol CHEMBL2316499 197017 C18H19NO2 281.14 -0.1174 3.11 3.45 1 1 32.7 4 4 21 0 InChI=1S/C18H19NO2/c1-19-8-7-12-10-15(20)18(21-2)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,10,14,20H,7-9H2,1-2H3/t14-/m1/s1 AKXOIHNFHOEPHN-CQSZACIVSA-N COc1c(O)cc2c3c1c1ccccc1C[C@H]3N(CC2)C NPC231382 N-Methylflindersine 2,2,6-trimethylpyrano[3,2-c]quinolin-5-one CHEMBL400130 72819 C15H15NO2 241.11 0.2007 2.78 3.068 3 0 29.54 3 3 18 0 InChI=1S/C15H15NO2/c1-15(2)9-8-11-13(18-15)10-6-4-5-7-12(10)16(3)14(11)17/h4-9H,1-3H3 RJZFGBNKPOVCHQ-UHFFFAOYSA-N Cn1c(=O)c2C=CC(Oc2c2c1cccc2)(C)C NPC136508 N-Methyllaurotetanine (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol CHEMBL464099 16573 C20H23NO4 341.16 -0.221 3.11 1.718 1 1 51.16 8 4 25 0 InChI=1S/C20H23NO4/c1-21-6-5-11-9-17(24-3)20(25-4)19-13-10-16(23-2)15(22)8-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m0/s1 ZFLRVRLYWHNAEC-AWEZNQCLSA-N COc1c(OC)cc2c3c1c1cc(OC)c(cc1C[C@@H]3N(CC2)C)O NPC25110 N-Methyl-N-[1-((3S,5S,8R,9S,10S,13S,14S,17S)-10-Methyl-13-(S)-Methyl-3-Methylamino-Hexadecahydro-Cyclopenta[A]Phenanthren-17-Yl)-Ethyl]-Acetamide N-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-(methylamino)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-N-methylacetamide CHEMBL147346 44364863 C25H44N2O 388.35 0.0377 3.88 7.08 3 1 32.34 10 4 28 1 InChI=1S/C25H44N2O/c1-16(27(6)17(2)28)21-9-10-22-20-8-7-18-15-19(26-5)11-13-24(18,3)23(20)12-14-25(21,22)4/h16,18-23,26H,7-15H2,1-6H3/t16-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1 WRFQFEGHCJALCO-MENSBAHOSA-N CN[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C(=O)C)C)C)C)C NPC21781 N-Methypachysamine A (3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine CHEMBL496255 44587246 C25H46N2 374.37 1.314 3.99 7.53 2 0 6.48 10 4 27 1 InChI=1S/C25H46N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h17-23H,8-16H2,1-7H3/t17-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1 IHGKQRLXUYWOQB-SYILLIHQSA-N CN([C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C)C NPC85233 Nobiletin 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one CHEMBL76447 72344 C21H22O8 402.13 -0.8144 2.89 1.792 1 0 81.68 13 3 29 0 InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3 MRIAQLRQZPPODS-UHFFFAOYSA-N COc1cc(ccc1OC)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC NPC169575 Nobilin [(3aR,4S,6E,9S,10Z,11aR)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate CHEMBL2380798 11953937 C20H26O5 346.18 2.9122 3.11 1.985 5 1 72.83 8 2 25 0 InChI=1S/C20H26O5/c1-6-12(3)19(22)24-16-9-11(2)7-8-15(21)13(4)10-17-18(16)14(5)20(23)25-17/h6-7,10,15-18,21H,5,8-9H2,1-4H3/b11-7+,12-6-,13-10-/t15-,16-,17+,18+/m0/s1 QFINJHBXXJQKPB-YVRWQVCISA-N C/C=C(\C(=O)O[C@H]1C/C(=C/C[C@@H](/C(=C\[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/C)/C NPC103752 Nobilone 2,7-dihydroxy-4-methoxyfluoren-9-one CHEMBL385256 16104871 C14H10O4 242.06 -1.2362 2.56 1.209 1 2 66.76 4 3 18 0 InChI=1S/C14H10O4/c1-18-12-6-8(16)5-11-13(12)9-3-2-7(15)4-10(9)14(11)17/h2-6,15-16H,1H3 GLMNDDJSYQXNSY-UHFFFAOYSA-N COc1cc(O)cc2c1c1ccc(cc1C2=O)O NPC296377 Nodakenin (2R)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one CHEMBL459825 73191 C20H24O9 408.14 -1.4852 2.67 0.985 7 4 134.91 10 4 29 0 InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14-,16-,17+,18-,19+/m1/s1 HXCGUCZXPFBNRD-DNLMCPORSA-N OC[C@H]1O[C@@H](OC([C@@H]2Oc3c(C2)cc2c(c3)oc(=O)cc2)(C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC88833 Nodosin CHEMBL510160 10248089 C20H26O6 362.17 -0.8202 3 1.117 6 2 93.06 4 5 26 0 InChI=1S/C20H26O6/c1-9-10-6-11(21)13-19(7-10,15(9)22)17(24)26-12-4-5-18(2,3)14-16(23)25-8-20(12,13)14/h10-14,16,21,23H,1,4-8H2,2-3H3/t10-,11-,12+,13-,14-,16-,19+,20+/m1/s1 WZYJEEIAFBHYJS-SONIPUFESA-N C=C1[C@@H]2C[C@H]([C@@H]3[C@](C1=O)(C2)C(=O)O[C@@H]1[C@]23CO[C@H]([C@@H]2C(CC1)(C)C)O)O NPC227986 Nonane nonane CHEMBL335900 8141 C9H20 128.16 -1.9134 2.45 5.461 0 0 0 8 0 9 1 InChI=1S/C9H20/c1-3-5-7-9-8-6-4-2/h3-9H2,1-2H3 BKIMMITUMNQMOS-UHFFFAOYSA-N CCCCCCCCC NPC93882 Nonivamide N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide CHEMBL75124 2998 C17H27NO3 293.2 -2.4482 2.89 4.663 2 2 62.05 14 1 21 0 InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20) RGOVYLWUIBMPGK-UHFFFAOYSA-N CCCCCCCCC(=NCc1ccc(c(c1)OC)O)O NPC127582 Nootkatone (4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one CHEMBL446299 1268142 C15H22O 218.17 1.8291 3 3.754 1 0 17.07 4 2 16 0 InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1 WTOYNNBCKUYIKC-JMSVASOKSA-N O=C1C[C@@H](C)[C@]2(C(=C1)CC[C@H](C2)C(=C)C)C NPC298449 Noraristolodione CHEMBL390369 10108434 C17H11NO4 293.07 -1.4107 2.78 2.943 3 2 75.63 3 4 22 0 InChI=1S/C17H11NO4/c1-22-16-12(19)7-10-13-11(18-17(21)15(10)20)6-8-4-2-3-5-9(8)14(13)16/h2-7,19H,1H3,(H,18,21) FPIKZASYTJSPJN-UHFFFAOYSA-N COc1c(O)cc2c3c1c1ccccc1cc3[nH]c(=O)c2=O NPC207824 Norarmepavine 4-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]phenol CHEMBL453038 6999736 C18H21NO3 299.15 -0.7051 3 2.755 1 2 50.72 7 3 22 0 InChI=1S/C18H21NO3/c1-21-17-10-13-7-8-19-16(15(13)11-18(17)22-2)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,19-20H,7-9H2,1-2H3/t16-/m0/s1 NKBBUUNAVOMVER-INIZCTEOSA-N COc1cc2[C@@H](NCCc2cc1OC)Cc1ccc(cc1)O NPC274121 Norartocarpetin 2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL463145 5481970 C15H10O6 286.05 -2.3448 2.45 0.604 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-6,16-19H ZSYPIPFQOQGYHH-UHFFFAOYSA-N Oc1ccc(c(c1)O)c1cc(=O)c2c(o1)cc(cc2O)O NPC194856 Norathyriol 1,3,6,7-tetrahydroxyxanthen-9-one CHEMBL187265 5281656 C13H8O6 260.03 -2.2591 2.23 0.08 1 4 107.22 4 3 19 0 InChI=1S/C13H8O6/c14-5-1-9(17)12-11(2-5)19-10-4-8(16)7(15)3-6(10)13(12)18/h1-4,14-17H ZHTQCPCDXKMMLU-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc1c(c2=O)cc(c(c1)O)O NPC26240 Norboldine (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol CHEMBL487388 22179 C18H19NO4 313.13 -1.1654 2.89 0.96 1 3 70.95 6 4 23 0 InChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3/t12-/m0/s1 KYVJVURXKAZJRK-LBPRGKRZSA-N COc1cc2c(cc1O)C[C@H]1c3c2c(OC)c(O)cc3CCN1 NPC236419 Norbraylin 6-hydroxy-8,8-dimethylpyrano[2,3-f]chromen-2-one CHEMBL3235995 10105863 C14H12O4 244.07 0.7175 2.56 1.969 1 1 55.76 3 3 18 0 InChI=1S/C14H12O4/c1-14(2)6-5-9-12-8(3-4-11(16)17-12)7-10(15)13(9)18-14/h3-7,15H,1-2H3 OYPWMLRFDXSKJG-UHFFFAOYSA-N CC1(C)C=Cc2c(O1)c(O)cc1c2oc(=O)cc1 NPC56358 Norcaesalpinin A [(1R,2S,4aR,6aR,11aS,11bS)-1-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-oxo-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-2-yl] acetate CHEMBL464365 11015267 C23H30O7 418.2 0.2171 3.22 2.463 6 1 103.04 10 4 30 0 InChI=1S/C23H30O7/c1-12(24)29-18-11-21(3,4)23(27)8-6-14-16(22(23,5)20(18)30-13(2)25)10-17-15(19(14)26)7-9-28-17/h7,9,14,16,18,20,27H,6,8,10-11H2,1-5H3/t14-,16+,18+,20+,22+,23-/m1/s1 SOBRISMVUYEESV-XCTTXMKUSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)CC([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=O)[C@@H]1CC2)O)(C)C NPC81405 Norcaesalpinin B [(1S,3R,4aR,6aR,11aS,11bS)-1-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-oxo-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-3-yl] acetate CHEMBL464366 10895033 C23H30O7 418.2 -0.1333 3.22 2.463 6 1 103.04 10 4 30 0 InChI=1S/C23H30O7/c1-12(24)29-18-11-19(30-13(2)25)22(5)16-10-17-15(7-9-28-17)20(26)14(16)6-8-23(22,27)21(18,3)4/h7,9,14,16,18-19,27H,6,8,10-11H2,1-5H3/t14-,16+,18-,19+,22+,23-/m1/s1 MPFACQITBMQUJJ-PQIIFOIOSA-N CC(=O)O[C@H]1C[C@@H](OC(=O)C)C([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=O)[C@@H]1CC2)O)(C)C NPC63918 Norcaesalpinin C [(3S,4R,4aS,10aR)-4-acetyloxy-7-formyl-6,10a-dihydroxy-1,1,4a,8-tetramethyl-3,4,9,10-tetrahydro-2H-phenanthren-3-yl] acetate CHEMBL458027 10993465 C23H30O7 418.2 0.5477 3.22 3.614 6 2 110.13 13 3 30 0 InChI=1S/C23H30O7/c1-12-15-7-8-23(28)21(4,5)10-19(29-13(2)25)20(30-14(3)26)22(23,6)17(15)9-18(27)16(12)11-24/h9,11,19-20,27-28H,7-8,10H2,1-6H3/t19-,20-,22-,23+/m0/s1 KWOVIFZNTAPYCQ-BAMDZGJYSA-N O=Cc1c(O)cc2c(c1C)CC[C@@]1([C@]2(C)[C@@H](OC(=O)C)[C@@H](OC(=O)C)CC1(C)C)O NPC140952 Norcaesalpinin E [(1S,4aR,6S,6aS,11aS,11bS)-4a,6-dihydroxy-4,4,11b-trimethyl-7-oxo-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate CHEMBL464574 11773291 C21H28O6 376.19 -0.7056 3.11 1.723 5 2 96.97 8 4 27 0 InChI=1S/C21H28O6/c1-11(22)27-16-5-7-19(2,3)21(25)10-14(23)17-13(20(16,21)4)9-15-12(18(17)24)6-8-26-15/h6,8,13-14,16-17,23,25H,5,7,9-10H2,1-4H3/t13-,14-,16-,17-,20-,21+/m0/s1 IBALQPBIWZLHPR-SJEMMDPOSA-N CC(=O)O[C@H]1CCC([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=O)[C@@H]1[C@H](C2)O)O)(C)C NPC222561 Norcepharadione CHEMBL227414 189168 C18H13NO4 307.08 -1.0022 2.89 3.462 3 1 64.63 4 4 23 0 InChI=1S/C18H13NO4/c1-22-13-8-11-14-12(19-18(21)16(11)20)7-9-5-3-4-6-10(9)15(14)17(13)23-2/h3-8H,1-2H3,(H,19,21) BAGGDUOPTSQTHD-UHFFFAOYSA-N COc1cc2c3c(c1OC)c1ccccc1cc3[nH]c(=O)c2=O NPC275132 Norchelidonine CHEMBL1922603 57396731 C19H17NO5 339.11 -1.819 2.89 1.365 2 2 69.18 1 6 25 0 InChI=1S/C19H17NO5/c21-13-3-9-4-15-16(24-7-23-15)5-11(9)18-17(13)10-1-2-14-19(25-8-22-14)12(10)6-20-18/h1-2,4-5,13,17-18,20-21H,3,6-8H2/t13-,17-,18+/m1/s1 DBJHCHBDQALOAS-XWIAVFTESA-N O[C@@H]1Cc2cc3OCOc3cc2[C@H]2[C@@H]1c1ccc3c(c1CN2)OCO3 NPC202494 Norcimifugin (2S)-4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-5-one CHEMBL1077052 46240156 C15H16O6 292.09 -1.4209 2.45 -0.059 3 3 96.22 7 3 21 0 InChI=1S/C15H16O6/c1-15(2,19)12-4-8-10(21-12)5-11-13(14(8)18)9(17)3-7(6-16)20-11/h3,5,12,16,18-19H,4,6H2,1-2H3/t12-/m0/s1 FHCHSXPHLRBEBR-LBPRGKRZSA-N OCc1cc(=O)c2c(o1)cc1c(c2O)C[C@H](O1)C(O)(C)C NPC37009 Nordentatin 5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one CHEMBL158309 5495613 C19H20O4 312.14 2.3392 3.11 3.769 1 1 55.76 7 3 23 0 InChI=1S/C19H20O4/c1-6-18(2,3)14-16-11(7-8-13(20)22-16)15(21)12-9-10-19(4,5)23-17(12)14/h6-10,21H,1H2,2-5H3 WYMMNGQSPNWCIK-UHFFFAOYSA-N C=CC(c1c2OC(C)(C)C=Cc2c(c2c1oc(=O)cc2)O)(C)C NPC228343 Nordihydroguaiaretic Acid 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol CHEMBL52 4534 C18H22O4 302.15 -0.932 3 5.058 0 4 80.92 11 2 22 1 InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3 HCZKYJDFEPMADG-UHFFFAOYSA-N CC(C(Cc1ccc(c(c1)O)O)C)Cc1ccc(c(c1)O)O NPC169207 Norepinephrine 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol CHEMBL1437 439260 C8H11NO3 169.07 -2.1696 1.9 -0.46 2 4 86.71 6 1 12 0 InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1 SFLSHLFXELFNJZ-QMMMGPOBSA-N NC[C@@H](c1ccc(c(c1)O)O)O NPC150506 Norethynodrel (8R,9S,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL1387 6231 C20H26O2 298.19 1.0092 3.44 2.48 2 1 37.3 2 4 22 0 InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,16-18,22H,4-12H2,2H3/t16-,17-,18+,19+,20+/m1/s1 ICTXHFFSOAJUMG-SLHNCBLASA-N C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=C1CCC(=O)C2 NPC270369 Noreugenin 5,7-dihydroxy-2-methylchromen-4-one CHEMBL507707 5375252 C10H8O4 192.04 -0.9847 2.12 0.417 1 2 66.76 3 2 14 0 InChI=1S/C10H8O4/c1-5-2-7(12)10-8(13)3-6(11)4-9(10)14-5/h2-4,11,13H,1H3 NCUJRUDLFCGVOE-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)C NPC63545 Norharmane 9H-pyrido[3,4-b]indole CHEMBL275224 64961 C11H8N2 168.07 -0.4204 2.45 2.471 2 1 28.68 0 3 13 0 InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H AIFRHYZBTHREPW-UHFFFAOYSA-N c1ccc2c(c1)[nH]c1c2ccnc1 NPC131579 Norkurarinol (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-2,3-dihydrochromen-4-one CHEMBL454647 44563159 C25H30O7 442.2 -0.4607 3.44 2.203 2 5 127.45 15 3 32 0 InChI=1S/C25H30O7/c1-13(2)14(7-8-25(3,4)31)9-17-19(28)11-20(29)23-21(30)12-22(32-24(17)23)16-6-5-15(26)10-18(16)27/h5-6,10-11,14,22,26-29,31H,1,7-9,12H2,2-4H3/t14-,22+/m1/s1 PFTQIVMILQKDQN-PEBXRYMYSA-N Oc1ccc(c(c1)O)[C@@H]1CC(=O)c2c(O1)c(C[C@H](C(=C)C)CCC(O)(C)C)c(cc2O)O NPC118189 Normelicopicine 1-hydroxy-2,3,4-trimethoxy-10-methylacridin-9-one CHEMBL453816 5378563 C17H17NO5 315.11 -0.764 2.67 1.462 2 1 68.23 8 3 23 0 InChI=1S/C17H17NO5/c1-18-10-8-6-5-7-9(10)13(19)11-12(18)15(21-2)17(23-4)16(22-3)14(11)20/h5-8,20H,1-4H3 UGEKWKMLXLFVIY-UHFFFAOYSA-N COc1c(OC)c(OC)c2c(c1O)c(=O)c1c(n2C)cccc1 NPC126211 Normorphine (4R,4aR,7S,7aR,12bS)-1,2,3,4,4a,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol CHEMBL1227 5462508 C16H17NO3 271.12 -0.7904 2.78 -0.127 4 3 61.72 2 5 20 0 InChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1-4,9-10,12,15,17-19H,5-7H2/t9-,10+,12-,15-,16-/m0/s1 ONBWJWYUHXVEJS-ZTYRTETDSA-N O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2NCC3)ccc1O NPC126519 Nornuciferine 1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL36496 624491 C18H19NO2 281.14 -0.2448 3.11 3.73 1 1 30.49 4 4 21 0 InChI=1S/C18H19NO2/c1-20-15-10-12-7-8-19-14-9-11-5-3-4-6-13(11)17(16(12)14)18(15)21-2/h3-6,10,14,19H,7-9H2,1-2H3 QQKAHDMMPBQDAC-UHFFFAOYSA-N COc1cc2CCNC3c2c(c1OC)c1ccccc1C3 NPC77572 Noroxyhydrastinine 7,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one CHEMBL449731 89047 C10H9NO3 191.06 -0.3413 2.12 1.117 2 1 51.05 1 3 14 0 InChI=1S/C10H9NO3/c12-10-7-4-9-8(13-5-14-9)3-6(7)1-2-11-10/h3-4H,1-2,5H2,(H,11,12) VSOJKDUWYQCWFM-UHFFFAOYSA-N OC1=NCCc2c1cc1OCOc1c2 NPC112575 Norstephalagine CHEMBL257745 133381 C18H17NO3 295.12 -0.4957 3 3.213 1 1 39.72 2 5 22 0 InChI=1S/C18H17NO3/c1-20-16-12-6-7-19-13-8-10-4-2-3-5-11(10)15(14(12)13)17-18(16)22-9-21-17/h2-5,13,19H,6-9H2,1H3/t13-/m1/s1 TYZKUSBTFHNPMV-CYBMUJFWSA-N COc1c2OCOc2c2c3c1CCN[C@@H]3Cc1c2cccc1 NPC233763 Nortaepeenin A methyl (4R,4aR,6aR,11aS,11bR)-4,11b-dimethyl-7-oxo-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carboxylate CHEMBL3358072 11587964 C20H26O4 330.18 0.2382 3.22 3.89 3 0 56.51 5 4 24 0 InChI=1S/C20H26O4/c1-19-8-4-9-20(2,18(22)23-3)16(19)6-5-12-14(19)11-15-13(17(12)21)7-10-24-15/h7,10,12,14,16H,4-6,8-9,11H2,1-3H3/t12-,14+,16-,19-,20-/m1/s1 YSMSCOUXKWVCGA-HRPNNTJESA-N COC(=O)[C@]1(C)CCC[C@]2([C@H]1CC[C@@H]1[C@@H]2Cc2c(C1=O)cco2)C NPC133162 Nortriptyline 3-(5,6-dihydrodibenzo[2,1-b:2',1'-f][7]annulen-11-ylidene)-N-methylpropan-1-amine CHEMBL445 4543 C19H21N 263.17 -0.1975 3.44 8.036 1 1 12.03 4 3 20 1 InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3 PHVGLTMQBUFIQQ-UHFFFAOYSA-N CNCCC=C1c2ccccc2CCc2c1cccc2 NPC202771 Noscapine (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one CHEMBL364713 275196 C22H23NO7 413.15 -0.2673 3 2.133 3 0 75.69 8 5 30 0 InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1 AKNNEGZIBPJZJG-MSOLQXFVSA-N COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1c(OC)c1c(c2)OCO1 NPC244509 Nostocyclopeptide A1 CHEMBL451336 NA C37H56N8O9 756.42 -2.277 3.66 2.352 16 9 280.16 23 3 54 2 InChI=1S/C37H56N8O9/c1-6-22(5)32-36(53)43-28(19-46)37(54)45-18-21(4)14-29(45)35(52)41-24(13-20(2)3)16-39-27(15-23-7-9-25(47)10-8-23)33(50)40-17-31(49)42-26(34(51)44-32)11-12-30(38)48/h7-10,16,20-22,24,26-29,32,46-47H,6,11-15,17-19H2,1-5H3,(H2,38,48)(H,40,50)(H,41,52)(H,42,49)(H,43,53)(H,44,51)/b39-16+/t21-,22-,24-,26+,27-,28-,29-,32-/m0/s1 TZHROWIOAVYSMP-DOPKCXIESA-N CC[C@@H]([C@@H]1N=C(O)[C@@H](CCC(=N)O)N=C(O)CN=C(O)[C@@H](/N=C/[C@@H](N=C([C@H]2N(C(=O)[C@@H](N=C1O)CO)C[C@H](C2)C)O)CC(C)C)Cc1ccc(cc1)O)C NPC244336 Nostocyclopeptide A2 CHEMBL506743 NA C40H54N8O9 790.4 -3.0431 3.99 4.182 16 9 280.16 21 4 57 2 InChI=1S/C40H54N8O9/c1-4-24(3)35-39(56)46-31(22-49)40(57)48-21-23(2)16-32(48)38(55)44-27(17-25-8-6-5-7-9-25)19-42-30(18-26-10-12-28(50)13-11-26)36(53)43-20-34(52)45-29(37(54)47-35)14-15-33(41)51/h5-13,19,23-24,27,29-32,35,49-50H,4,14-18,20-22H2,1-3H3,(H2,41,51)(H,43,53)(H,44,55)(H,45,52)(H,46,56)(H,47,54)/b42-19+/t23-,24-,27-,29+,30-,31-,32-,35-/m0/s1 OYHPNVXZUBWKJE-ZYAMHZMNSA-N CC[C@@H]([C@@H]1N=C(O)[C@@H](CCC(=N)O)N=C(O)CN=C(O)[C@@H](/N=C/[C@@H](N=C([C@H]2N(C(=O)[C@@H](N=C1O)CO)C[C@H](C2)C)O)Cc1ccccc1)Cc1ccc(cc1)O)C NPC306804 Nostopeptin Bn920 (2S)-2-acetamido-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]pentanediamide CHEMBL258219 10328447 C46H64N8O12 920.46 -2.9283 4.32 5.169 19 9 314.41 28 4 66 4 InChI=1S/C46H64N8O12/c1-24(2)21-33-41(60)49-32-18-20-37(58)54(44(32)63)35(23-28-11-9-8-10-12-28)45(64)53(7)34(22-29-13-15-30(56)16-14-29)42(61)51-38(25(3)4)46(65)66-26(5)39(43(62)50-33)52-40(59)31(48-27(6)55)17-19-36(47)57/h8-16,24-26,31-35,37-39,56,58H,17-23H2,1-7H3,(H2,47,57)(H,48,55)(H,49,60)(H,50,62)(H,51,61)(H,52,59)/t26-,31+,32+,33+,34+,35+,37-,38+,39+/m1/s1 GSMBUVTZXAPMMN-QPFVWYQWSA-N CC(C[C@@H]1N=C(O)[C@@H](N=C([C@@H](N=C(O)C)CCC(=N)O)O)[C@@H](C)OC(=O)[C@@H](N=C([C@@H](N(C(=O)[C@@H](N2C(=O)[C@@H](N=C1O)CC[C@H]2O)Cc1ccccc1)C)Cc1ccc(cc1)O)O)C(C)C)C NPC194842 Notoginsenoside St-4 (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol CHEMBL3594359 53348538 C47H80O17 916.54 -2.1951 4.76 4.024 17 11 277.91 31 7 64 3 InChI=1S/C47H80O17/c1-22(2)10-9-14-47(8,58)23-11-16-46(7)31(23)24(50)18-29-44(5)15-13-30(43(3,4)28(44)12-17-45(29,46)6)62-41-38(35(55)33(53)26(19-48)60-41)64-42-39(36(56)34(54)27(20-49)61-42)63-40-37(57)32(52)25(51)21-59-40/h10,23-42,48-58H,9,11-21H2,1-8H3/t23-,24+,25+,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,44-,45+,46+,47-/m0/s1 LLXVPTXOKTYXHU-HUGMCNGHSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@](CCC=C(C)C)(O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O NPC269495 Notopterol 4-[(2E)-5-hydroxy-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one CHEMBL258939 5320227 C21H22O5 354.15 1.9955 3.22 3.105 2 1 68.9 10 3 26 0 InChI=1S/C21H22O5/c1-13(2)10-15(22)11-14(3)6-8-25-21-16-4-5-20(23)26-19(16)12-18-17(21)7-9-24-18/h4-7,9-10,12,15,22H,8,11H2,1-3H3/b14-6+ BKIACVAZUKISOR-MKMNVTDBSA-N C/C(=C\COc1c2ccoc2cc2c1ccc(=O)o2)/CC(C=C(C)C)O NPC99666 N-P-Coumaroyl Serotonin (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide CHEMBL1760547 5458879 C19H18N2O3 322.13 -1.0185 3 3.207 3 4 88.84 8 3 24 0 InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+ WLZPAFGVOWCVMG-FPYGCLRLSA-N OC(=NCCc1c[nH]c2c1cc(O)cc2)/C=C/c1ccc(cc1)O NPC24101 N-P-Coumaroyl Tyramine (E)-3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL64286 5372945 C17H17NO3 283.12 -0.5981 2.89 3.764 2 3 73.05 8 2 21 0 InChI=1S/C17H17NO3/c19-15-6-1-13(2-7-15)5-10-17(21)18-12-11-14-3-8-16(20)9-4-14/h1-10,19-20H,11-12H2,(H,18,21)/b10-5+ RXGUTQNKCXHALN-BJMVGYQFSA-N Oc1ccc(cc1)CCN=C(/C=C/c1ccc(cc1)O)O NPC79618 N-Phenylnaphthalen-1-Amine N-phenylnaphthalen-1-amine CHEMBL170408 7013 C16H13N 219.1 -0.4204 3.11 6.575 1 1 12.03 2 3 17 1 InChI=1S/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H XQVWYOYUZDUNRW-UHFFFAOYSA-N c1ccc(cc1)Nc1cccc2c1cccc2 NPC434 N-Phenylnaphthalen-2-Amine N-phenylnaphthalen-2-amine CHEMBL1543632 8679 C16H13N 219.1 -0.4204 3.11 6.786 1 1 12.03 2 3 17 1 InChI=1S/C16H13N/c1-2-8-15(9-3-1)17-16-11-10-13-6-4-5-7-14(13)12-16/h1-12,17H KEQFTVQCIQJIQW-UHFFFAOYSA-N c1ccc(cc1)Nc1ccc2c(c1)cccc2 NPC90538 N-Tigloylbuxahyrcanine CHEMBL466169 10458051 C31H52N2O2 484.4 3.2818 4.43 7.094 4 2 56.06 15 4 35 1 InChI=1S/C31H52N2O2/c1-10-20(2)27(34)32-26-15-18-31(35)19-22-13-16-29(6)23(21(3)33(8)9)14-17-30(29,7)24(22)11-12-25(31)28(26,4)5/h10,13,21,23-26,35H,11-12,14-19H2,1-9H3,(H,32,34)/b20-10+/t21-,23+,24+,25-,26-,29+,30-,31-/m0/s1 NYZKFMALHZMJAX-LYKGIQKJSA-N C/C=C(/C(=N[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@H]1C(=CC[C@]3([C@@]1(C)CC[C@@H]3[C@@H](N(C)C)C)C)C2)O)O)\C NPC195749 N-Trans-Feruloyl Tyramine (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL206555 5280537 C18H19NO4 313.13 -0.6499 2.89 3.109 2 3 82.28 10 2 23 0 InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+ NPNNKDMSXVRADT-WEVVVXLNSA-N COc1cc(/C=C/C(=NCCc2ccc(cc2)O)O)ccc1O NPC81733 Nuciferine (6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline CHEMBL464529 10146 C19H21NO2 295.16 0.2911 3.22 3.969 1 0 21.7 5 4 22 0 InChI=1S/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1 ORJVQPIHKOARKV-OAHLLOKOSA-N COc1cc2CCN([C@H]3c2c(c1OC)c1ccccc1C3)C NPC470924 Nuciferine N-Oxide (6aR)-1,2-dimethoxy-6-methyl-6-oxido-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-ium CHEMBL2316498 71720427 C19H21NO3 311.15 3.11 2 0 35.53 5 4 23 0 InChI=1S/C19H21NO3/c1-20(21)9-8-13-11-16(22-2)19(23-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-,20?/m1/s1 SAWSWZQULQPSLR-IWPPFLRJSA-N COc1cc2CCN(=O)([C@H]3c2c(c1OC)c1ccccc1C3)C NPC182368 Nudiposide (2R,3R,4S,5R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxane-3,4,5-triol CHEMBL466738 14521040 C27H36O12 552.22 -3.5539 3.11 -0.692 6 6 176.76 19 4 39 1 InChI=1S/C27H36O12/c1-34-17-7-13(8-18(35-2)23(17)31)20-15(10-38-27-25(33)22(30)16(29)11-39-27)14(9-28)5-12-6-19(36-3)24(32)26(37-4)21(12)20/h6-8,14-16,20,22,25,27-33H,5,9-11H2,1-4H3/t14-,15-,16-,20+,22+,25-,27-/m1/s1 GWDZRGQRNHELQM-NHJKQUFYSA-N OC[C@H]1Cc2cc(OC)c(c(c2[C@H]([C@@H]1CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)OC)O NPC292730 Nyasol 4-[(1Z,3R)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol CHEMBL451713 6915833 C17H16O2 252.12 0.1238 3.11 5.63 0 2 40.46 6 2 19 1 InChI=1S/C17H16O2/c1-2-14(15-7-11-17(19)12-8-15)6-3-13-4-9-16(18)10-5-13/h2-12,14,18-19H,1H2/b6-3-/t14-/m1/s1 VEAUNWQYYMXIRB-JHAQOBCDSA-N C=C[C@@H](c1ccc(cc1)O)/C=C\c1ccc(cc1)O NPC213896 Nymphaeol A (2S)-2-(3,4-dihydroxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL223256 639465 C25H28O6 424.19 0.8349 3.55 3.655 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-9-17-19(27)12-23-24(25(17)30)21(29)13-22(31-23)16-8-10-18(26)20(28)11-16/h5,7-8,10-12,22,26-28,30H,4,6,9,13H2,1-3H3/b15-7+/t22-/m0/s1 XCYSQFHYFNWYFP-CEMXSPGASA-N C/C(=C\Cc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccc(c(c1)O)O)/CCC=C(C)C NPC67396 Nymphaeol B (2S)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL464364 10387631 C25H28O6 424.19 0.8349 3.55 3.655 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-18-17(9-10-19(27)25(18)30)22-13-21(29)24-20(28)11-16(26)12-23(24)31-22/h5,7,9-12,22,26-28,30H,4,6,8,13H2,1-3H3/b15-7+/t22-/m0/s1 ILCMVLORKWIOOH-CEMXSPGASA-N C/C(=C\Cc1c(ccc(c1O)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)/CCC=C(C)C NPC210459 Nymphaeol C (2S)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL455860 10323393 C30H36O6 492.25 2.7123 4.1 5.125 1 4 107.22 17 3 36 1 InChI=1S/C30H36O6/c1-17(2)7-6-8-19(5)10-12-21-20(13-14-23(31)29(21)34)26-16-25(33)28-27(36-26)15-24(32)22(30(28)35)11-9-18(3)4/h7,9-10,13-15,26,31-32,34-35H,6,8,11-12,16H2,1-5H3/b19-10+/t26-/m0/s1 SZHDIKOQLFZADP-XBPZWBIKSA-N C/C(=C\Cc1c(ccc(c1O)O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)CC=C(C)C)O)/CCC=C(C)C NPC294941 O,O'-Dimethylcaffeic Acid (E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid CHEMBL320295 717531 C11H12O4 208.07 0.0177 2.23 1.75 2 1 55.76 7 1 15 0 InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+ HJBWJAPEBGSQPR-GQCTYLIASA-N COc1cc(/C=C/C(=O)O)ccc1OC NPC113989 O-Acetylursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL410525 6475119 C32H50O4 498.37 1.8629 4.54 9.694 4 1 63.6 12 5 36 1 InChI=1S/C32H50O4/c1-19-11-16-32(27(34)35)18-17-30(7)22(26(32)20(19)2)9-10-24-29(6)14-13-25(36-21(3)33)28(4,5)23(29)12-15-31(24,30)8/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23+,24-,25+,26+,29+,30-,31-,32+/m1/s1 PHFUCJXOLZAQNH-OTMOLZNZSA-N CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C(=O)O)C)C NPC63646 Obaberine CHEMBL464525 100231 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)18-24-9-12-31(41-3)33(19-24)45-27-10-7-23(8-11-27)17-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30+/m1/s1 FBCXFKWMGIWMJQ-IHLOFXLRSA-N COc1cc2CCN([C@H]3c2cc1Oc1c2c(CCN([C@H]2Cc2ccc(Oc4cc(C3)ccc4OC)cc2)C)cc(c1OC)OC)C NPC263265 Obacunone CHEMBL404140 119041 C26H30O7 454.2 0.7128 3.55 2.69 6 0 95.34 6 6 33 0 InChI=1S/C26H30O7/c1-22(2)16-12-17(27)25(5)15(23(16,3)9-7-18(28)32-22)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)33-20/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15-,16+,19+,20-,23-,24+,25+,26-/m1/s1 MAYJEFRPIKEYBL-OASIGRBWSA-N O=C1C=C[C@]2([C@H](C(O1)(C)C)CC(=O)[C@@]1([C@@H]2CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1ccoc1)C)C)C NPC181796 Obamegine CHEMBL452895 441064 C36H38N2O6 594.27 -0.543 4.54 5.06 2 2 83.86 8 6 44 1 InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m0/s1 XGEAUXVPBXUBKN-WUFINQPMSA-N COc1cc2CCN([C@@H]3c2cc1Oc1c2c(CCN([C@@H]2Cc2ccc(c(c2)Oc2ccc(C3)cc2)O)C)cc(c1O)OC)C NPC157284 Oblongifolin C CHEMBL443681 NA C43H58O6 670.42 6.0246 5.53 11.482 4 3 111.9 27 3 49 2 InChI=1S/C43H58O6/c1-27(2)13-11-15-31(9)16-18-33-26-42(23-20-29(5)6)38(47)36(37(46)32-17-19-34(44)35(45)25-32)39(48)43(40(42)49,24-21-30(7)8)41(33,10)22-12-14-28(3)4/h13-14,16-17,19-21,25,33,44-45,47H,11-12,15,18,22-24,26H2,1-10H3/b31-16+/t33-,41+,42+,43-/m1/s1 XIKKSUTXFFVDEF-SSVAQFLFSA-N CC(=CCC[C@@]1(C)[C@H](C/C=C(/CCC=C(C)C)\C)C[C@@]2(C(=O)[C@@]1(CC=C(C)C)C(=O)C(=C2O)C(=O)c1ccc(c(c1)O)O)CC=C(C)C)C NPC470377 Oblongifolin F CHEMBL2021469 70691854 C40H52O6 628.38 5.5228 5.2 10.097 3 2 100.9 22 4 46 1 InChI=1S/C40H52O6/c1-23(2)13-12-14-26(7)15-16-31-37(8,9)39(19-17-24(3)4)34(44)32-33(43)27-21-28(41)29(42)22-30(27)46-35(32)40(36(39)45,38(31,10)11)20-18-25(5)6/h13,15,17-18,21-22,31,41-42H,12,14,16,19-20H2,1-11H3/b26-15+/t31-,39-,40+/m0/s1 WWPQYNXDJNETLD-IGFUPLTNSA-N C/C(=C\C[C@H]1C(C)(C)[C@@]2(CC=C(C)C)C(=O)c3c([C@@](C1(C)C)(C2=O)CC=C(C)C)oc1c(c3=O)cc(c(c1)O)O)/CCC=C(C)C NPC470374 Oblongifolin G CHEMBL2021461 70685499 C40H52O6 628.38 5.5228 5.2 10.097 3 2 100.9 22 4 46 1 InChI=1S/C40H52O6/c1-23(2)13-12-14-26(7)15-16-31-37(8,9)39(19-17-24(3)4)34(44)32-33(43)27-21-28(41)29(42)22-30(27)46-35(32)40(36(39)45,38(31,10)11)20-18-25(5)6/h13,15,17-18,21-22,31,41-42H,12,14,16,19-20H2,1-11H3/b26-15+/t31-,39+,40-/m1/s1 WWPQYNXDJNETLD-XAEJDRSRSA-N C/C(=C\C[C@@H]1C(C)(C)[C@@]2(CC=C(C)C)C(=O)c3c([C@@](C1(C)C)(C2=O)CC=C(C)C)oc1c(c3=O)cc(c(c1)O)O)/CCC=C(C)C NPC471829 Oblongifolin J (1R,3S,5R,7S,8S)-1-benzoyl-6,6-dimethyl-3,5-bis(3-methylbut-2-enyl)-8-(2-oxopropyl)adamantane-2,4,9-trione CHEMBL3236489 86302537 C32H38O5 502.27 2.5379 4.43 6.643 5 0 85.35 15 1 37 1 InChI=1S/C32H38O5/c1-19(2)13-15-30-18-24-23(17-21(5)33)32(27(30)36,25(34)22-11-9-8-10-12-22)28(37)31(26(30)35,29(24,6)7)16-14-20(3)4/h8-14,23-24H,15-18H2,1-7H3/t23-,24-,30-,31+,32+/m0/s1 VFDSADAZGWKTDR-FURYIGOFSA-N CC(=CC[C@@]12C[C@H]3[C@@H]([C@](C1=O)(C(=O)c1ccccc1)C(=O)[C@@](C2=O)(C3(C)C)CC=C(C)C)CC(=O)C)C NPC36490 Obovatal (E)-3-[3,4-dihydroxy-5-(4-prop-2-enylphenoxy)phenyl]prop-2-enal CHEMBL242530 6439677 C18H16O4 296.1 0.1227 3 4.416 1 2 66.76 8 2 22 0 InChI=1S/C18H16O4/c1-2-4-13-6-8-15(9-7-13)22-17-12-14(5-3-10-19)11-16(20)18(17)21/h2-3,5-12,20-21H,1,4H2/b5-3+ KGHJODCHEIEYBP-HWKANZROSA-N C=CCc1ccc(cc1)Oc1cc(/C=C/C=O)cc(c1O)O NPC228972 Obovatol 5-prop-2-enyl-3-(3-prop-2-enylphenoxy)benzene-1,2-diol CHEMBL551850 45270574 C18H18O3 282.13 0.9827 3.11 5.588 0 2 49.69 8 2 21 1 InChI=1S/C18H18O3/c1-3-6-13-8-5-9-15(10-13)21-17-12-14(7-4-2)11-16(19)18(17)20/h3-5,8-12,19-20H,1-2,6-7H2 RVIUPPNYFNZVFG-UHFFFAOYSA-N C=CCc1cccc(c1)Oc1cc(CC=C)cc(c1O)O NPC122792 Obovator 5-prop-2-enyl-3-(4-prop-2-enylphenoxy)benzene-1,2-diol CHEMBL491809 100771 C18H18O3 282.13 0.9827 3.11 5.588 0 2 49.69 8 2 21 1 InChI=1S/C18H18O3/c1-3-5-13-7-9-15(10-8-13)21-17-12-14(6-4-2)11-16(19)18(17)20/h3-4,7-12,19-20H,1-2,5-6H2 OPGPFZQBCIAFLI-UHFFFAOYSA-N C=CCc1ccc(cc1)Oc1cc(CC=C)cc(c1O)O NPC292882 Obtusafuran (2R,3R)-6-methoxy-3-methyl-2-phenyl-2,3-dihydro-1-benzofuran-5-ol CHEMBL454468 5314231 C16H16O3 256.11 -0.5832 2.89 4.024 0 1 38.69 5 3 19 0 InChI=1S/C16H16O3/c1-10-12-8-13(17)15(18-2)9-14(12)19-16(10)11-6-4-3-5-7-11/h3-10,16-17H,1-2H3/t10-,16-/m1/s1 FRERFZXINXYHDY-QLJPJBMISA-N COc1cc2O[C@H]([C@@H](c2cc1O)C)c1ccccc1 NPC49302 Obtusilactone A (3Z,4S)-4-hydroxy-5-methylidene-3-tetradecylideneoxolan-2-one CHEMBL490165 6442492 C19H32O3 308.24 -2.93 3.22 6.94 3 1 46.53 14 1 22 2 InChI=1S/C19H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-18(20)16(2)22-19(17)21/h15,18,20H,2-14H2,1H3/b17-15-/t18-/m1/s1 FCLYKYQBTSMTJB-RZPKCTKSSA-N CCCCCCCCCCCCC/C=C/1\C(=O)OC(=C)[C@H]1O NPC37543 Obtusin 1,7-dihydroxy-2,3,8-trimethoxy-6-methylanthracene-9,10-dione CHEMBL511524 155380 C18H16O7 344.09 -0.9616 2.67 0.084 2 2 102.29 9 3 25 0 InChI=1S/C18H16O7/c1-7-5-8-12(18(25-4)13(7)19)15(21)11-9(14(8)20)6-10(23-2)17(24-3)16(11)22/h5-6,19,22H,1-4H3 CFLNHFUPWNRWJA-UHFFFAOYSA-N COc1c(OC)cc2c(c1O)C(=O)c1c(C2=O)cc(c(c1OC)O)C NPC112954 Ochnaflavone 2-[4-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]phenyl]-5,7-dihydroxychromen-4-one CHEMBL187504 5492110 C30H18O10 538.09 -3.4628 3.66 3.189 2 5 162.98 9 6 40 0 InChI=1S/C30H18O10/c31-16-8-20(34)29-22(36)12-24(39-27(29)10-16)14-1-4-18(5-2-14)38-26-7-15(3-6-19(26)33)25-13-23(37)30-21(35)9-17(32)11-28(30)40-25/h1-13,31-35H NNPGECDACGBKDH-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(cc1)Oc1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O NPC221786 Ochrolifuanine A (2S,3R,12bS)-3-ethyl-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizine CHEMBL459625 44559929 C29H36N4 440.29 -2.0406 4.21 5.917 4 3 43.09 4 7 33 1 InChI=1S/C29H36N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h3-10,18-19,23,26-27,29-32H,2,11-17H2,1H3/t18-,19-,23?,26+,27-,29?/m0/s1 WPRCHZNIQPXBQO-IWOKYBKVSA-N CC[C@H]1CN2CCC3C([C@@H]2C[C@@H]1C[C@H]1NCCc2c1[nH]c1c2cccc1)Nc1c3cccc1 NPC474880 Ochrolifuanine E (2S,3R,12bR)-3-ethyl-2-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizine CHEMBL486025 44559859 C29H36N4 440.29 -2.0406 4.21 5.917 4 3 43.09 4 7 33 1 InChI=1S/C29H36N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h3-10,18-19,23,26-27,29-32H,2,11-17H2,1H3/t18-,19-,23?,26-,27+,29?/m0/s1 WPRCHZNIQPXBQO-QTZZMGCWSA-N CC[C@H]1CN2CCC3C([C@H]2C[C@@H]1C[C@@H]1NCCc2c1[nH]c1c2cccc1)Nc1c3cccc1 NPC149090 Ocoteine CHEMBL443099 52499 C21H23NO5 369.16 -0.0634 3.11 1.72 1 0 49.39 7 5 27 0 InChI=1S/C21H23NO5/c1-22-6-5-12-17-14(22)7-11-8-15(23-2)16(24-3)9-13(11)18(17)20-21(19(12)25-4)27-10-26-20/h8-9,14H,5-7,10H2,1-4H3/t14-/m0/s1 XEZKWYLHAOYOCL-AWEZNQCLSA-N COc1cc2c(cc1OC)C[C@H]1c3c2c2OCOc2c(c3CCN1C)OC NPC246679 O-Coumaric Acid (E)-3-(2-hydroxyphenyl)prop-2-enoic acid CHEMBL52564 637540 C9H8O3 164.05 -0.339 2.12 1.886 2 2 57.53 4 1 12 0 InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+ PMOWTIHVNWZYFI-AATRIKPKSA-N OC(=O)/C=C/c1ccccc1O NPC88325 Oct-1-Ene oct-1-ene CHEMBL1376677 8125 C8H16 112.13 -0.1376 2.34 4.526 0 0 0 6 0 8 0 InChI=1S/C8H16/c1-3-5-7-8-6-4-2/h3H,1,4-8H2,2H3 KWKAKUADMBZCLK-UHFFFAOYSA-N CCCCCCC=C NPC203124 Octadecyl 1-(3',4'-Dihydroxyphenyl)Propenate octadecyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL471797 5320237 C27H44O4 432.32 -5.1957 3.99 10.778 2 2 66.76 23 1 31 2 InChI=1S/C27H44O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22-31-27(30)21-19-24-18-20-25(28)26(29)23-24/h18-21,23,28-29H,2-17,22H2,1H3/b21-19+ QYVZEPLDLPYECM-XUTLUUPISA-N CCCCCCCCCCCCCCCCCCOC(=O)/C=C/c1ccc(c(c1)O)O NPC473779 Octahydroxanthochymol CHEMBL451601 C38H58O6 610.42 1.8339 4.98 13.027 4 3 111.9 27 3 44 2 InChI=1S/C38H58O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h14,16,19,22-25,27-28,39-40,42H,11-13,15,17-18,20-21H2,1-10H3/t27-,28+,37+,38-/m1/s1 WBWTVOZROFWACX-AKAMJVKKSA-N CC(CC[C@@]12C(=O)C(=C([C@](C1=O)(C[C@H](C(C)C)CCC(C)C)C[C@@H](C2(C)C)CCC(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC268826 Octanedioate octanedioic acid CHEMBL1162491 10457;22494956 C8H14O4 174.09 -1.562 1.9 1.144 4 2 74.6 9 0 12 0 InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12) TYFQFVWCELRYAO-UHFFFAOYSA-N OC(=O)CCCCCCC(=O)O NPC301696 Octanoic Acid octanoic acid CHEMBL324846 379 C8H16O2 144.12 -1.5937 2.12 3.018 2 1 37.3 8 0 10 0 InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) WWZKQHOCKIZLMA-UHFFFAOYSA-N CCCCCCCC(=O)O NPC163556 Octanol octan-1-ol CHEMBL26215 957 C8H18O 130.14 -2.1254 2.23 3.127 1 1 20.23 8 0 9 0 InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3 KBPLFHHGFOOTCA-UHFFFAOYSA-N CCCCCCCCO NPC475214 Octa-O-Acetylhyperoside [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate CHEMBL501162 14283880 C37H36O20 800.18 -1.8593 3.33 3.85 15 0 255.16 28 4 57 2 InChI=1S/C37H36O20/c1-15(38)47-14-29-33(52-20(6)43)35(53-21(7)44)36(54-22(8)45)37(56-29)57-34-31(46)30-27(51-19(5)42)12-24(48-16(2)39)13-28(30)55-32(34)23-9-10-25(49-17(3)40)26(11-23)50-18(4)41/h9-13,29,33,35-37H,14H2,1-8H3/t29-,33+,35+,36-,37+/m1/s1 TVRPKUGAMSRLJH-CHLLVNLZSA-N CC(=O)OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(OC(=O)C)cc(c3)OC(=O)C)c2ccc(c(c2)OC(=O)C)OC(=O)C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C NPC72977 Octisalate 2-ethylhexyl 2-hydroxybenzoate CHEMBL1329203 8364 C15H22O3 250.16 -1.3517 2.78 5.939 2 1 46.53 11 1 18 1 InChI=1S/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3 FMRHJJZUHUTGKE-UHFFFAOYSA-N CCCCC(COC(=O)c1ccccc1O)CC NPC145638 Octopamine 4-(2-amino-1-hydroxyethyl)phenol CHEMBL53929 4581 C8H11NO2 153.08 -1.7093 2.01 0.074 2 3 66.48 5 1 11 0 InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2 QHGUCRYDKWKLMG-UHFFFAOYSA-N NCC(c1ccc(cc1)O)O NPC51698 O-Demethyldemethoxycurcumin (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL1083516 25055438 C19H16O5 324.1 -1.1515 3 3.412 2 3 94.83 9 2 24 0 InChI=1S/C19H16O5/c20-15-6-1-13(2-7-15)3-8-16(21)12-17(22)9-4-14-5-10-18(23)19(24)11-14/h1-11,20,23-24H,12H2/b8-3+,9-4+ YZCBFQDXCIWDOS-BQYBEJQRSA-N O=C(CC(=O)/C=C/c1ccc(c(c1)O)O)/C=C/c1ccc(cc1)O NPC283117 O-Demethylmurrayanine 1-hydroxy-9H-carbazole-3-carbaldehyde CHEMBL479681 611174 C13H9NO2 211.06 -1.0731 2.56 2.984 2 2 53.09 2 3 16 0 InChI=1S/C13H9NO2/c15-7-8-5-10-9-3-1-2-4-11(9)14-13(10)12(16)6-8/h1-7,14,16H OYSFFQUIYNEZKX-UHFFFAOYSA-N O=Cc1cc(O)c2c(c1)c1ccccc1[nH]2 NPC181209 Odoratin 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-methoxychromen-4-one CHEMBL469824 13965473 C17H14O6 314.08 -1.6909 2.67 1.587 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-14-4-3-9(5-12(14)18)11-8-23-15-7-13(19)16(22-2)6-10(15)17(11)20/h3-8,18-19H,1-2H3 BYNYZQQDQIQLSO-UHFFFAOYSA-N COc1ccc(cc1O)c1coc2c(c1=O)cc(c(c2)O)OC NPC130898 Odorine (2S)-2-methyl-N-[(2R)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]butanamide CHEMBL521297 23242585 C18H24N2O2 300.18 -1.2845 3 5.615 4 1 52.9 9 2 22 1 InChI=1S/C18H24N2O2/c1-3-14(2)18(22)19-16-10-7-13-20(16)17(21)12-11-15-8-5-4-6-9-15/h4-6,8-9,11-12,14,16H,3,7,10,13H2,1-2H3,(H,19,22)/b12-11+/t14-,16+/m0/s1 KZAOEMMZRGEBST-IXVOVUJJSA-N CC[C@@H](C(=N[C@H]1CCCN1C(=O)/C=C/c1ccccc1)O)C NPC71053 Oenanthotoxin (2E,8E,10E,14R)-heptadeca-2,8,10-trien-4,6-diyne-1,14-diol CHEMBL550225 44138996 C17H22O2 258.16 1.0677 3.11 4.003 2 2 40.46 10 0 19 0 InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11+/t17-/m1/s1 UPXPHJXYZGEBCW-SRFVWEJJSA-N CCC[C@H](CC/C=C/C=C/C#CC#C/C=C/CO)O NPC277867 Oenin (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL403236 443652 C23H24O12 494.14 -3.6917 2.67 -1.149 6 8 178.53 15 4 35 1 InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1 PXUQTDZNOHRWLI-OXUVVOBNSA-O OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2cc(OC)c(c(c2)OC)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC61967 Ohchinin Acetate CHEMBL1774399 52952322 C38H44O9 644.3 0.6422 4.65 6.311 8 0 110.5 16 7 47 1 InChI=1S/C38H44O9/c1-21-25(24-14-15-43-19-24)16-26-32(21)38(5)27(17-31(41)42-6)37(4)29(47-30(40)13-12-23-10-8-7-9-11-23)18-28(45-22(2)39)36(3)20-44-33(34(36)37)35(38)46-26/h7-15,19,25-29,33-35H,16-18,20H2,1-6H3/b13-12+/t25-,26-,27-,28-,29+,33-,34+,35-,36-,37+,38-/m1/s1 JYFHWXOCTSBEPC-CUNMOGCISA-N COC(=O)C[C@@H]1[C@@]2(C)[C@@H](OC(=O)/C=C/c3ccccc3)C[C@H]([C@@]3([C@@H]2[C@H]([C@@H]2[C@@]1(C)C1=C(C)[C@@H](C[C@H]1O2)c1ccoc1)OC3)C)OC(=O)C NPC182427 Ohchnolide B CHEMBL451858 21581584 C35H44O10 624.29 1.6054 4.21 3.545 9 0 127.57 16 6 45 0 InChI=1S/C35H44O10/c1-9-17(2)32(39)45-31-29-30-33(6,16-41-29)25(42-19(4)36)14-26(43-20(5)37)34(30,7)24-13-27(38)44-23-12-22(21-10-11-40-15-21)18(3)28(23)35(24,31)8/h9-11,15,22-26,29-31H,12-14,16H2,1-8H3/b17-9+/t22-,23+,24-,25-,26+,29-,30+,31-,33-,34+,35-/m1/s1 CSXRQWINVNDPIA-ISDWWLKNSA-N C/C=C(/C(=O)O[C@@H]1[C@@H]2OC[C@]3([C@H]2[C@]([C@@H]2[C@]1(C)C1=C(C)[C@@H](C[C@@H]1OC(=O)C2)c1ccoc1)(C)[C@H](C[C@H]3OC(=O)C)OC(=O)C)C)\C NPC184326 Ohioensin A CHEMBL403093 442531 C23H16O5 372.1 -1.883 3.44 2.494 1 3 86.99 3 6 28 0 InChI=1S/C23H16O5/c24-10-5-6-12-14(7-10)23-20-13(11-3-1-2-4-18(11)28-23)8-15(25)21-17(27)9-16(26)19(12)22(20)21/h1-7,9,13,20,23-24,26-27H,8H2/t13-,20+,23+/m1/s1 DBGJQYIYUBGFLT-GQIHDASDSA-N Oc1ccc2c(c1)[C@@H]1Oc3ccccc3[C@@H]3[C@H]1c1c2c(O)cc(c1C(=O)C3)O NPC18380 Ohioensin C CHEMBL465069 11740841 C24H18O5 386.12 -1.4745 3.55 3.013 1 2 75.99 4 6 29 0 InChI=1S/C24H18O5/c1-28-18-10-16(27)21-15(26)9-13-11-5-2-3-8-17(11)29-24-12-6-4-7-14(25)19(12)22(18)23(21)20(13)24/h2-8,10,13,20,24-25,27H,9H2,1H3/t13-,20+,24+/m1/s1 ZVFNSNHXUYAPTP-VVTWNTARSA-N COc1cc(O)c2c3c1c1c(O)cccc1[C@H]1[C@H]3[C@H](CC2=O)c2c(O1)cccc2 NPC137232 Ohioensin F CHEMBL403094 25033124 C23H16O6 388.09 -2.5939 3.33 1.584 2 4 107.22 4 6 29 0 InChI=1S/C23H16O6/c24-10-5-6-11-12(7-10)22-21-20-18(11)14(25)8-15(26)19(20)16(27)9-23(21,28)13-3-1-2-4-17(13)29-22/h1-8,21-22,24-26,28H,9H2/t21-,22-,23-/m0/s1 CJDAIJHZTKDLTJ-VABKMULXSA-N Oc1ccc2c(c1)[C@@H]1Oc3ccccc3[C@@]3([C@H]1c1c2c(O)cc(c1C(=O)C3)O)O NPC290160 Ohioensin G CHEMBL403411 25033201 C23H16O6 388.09 -2.5352 3.33 2.159 2 4 107.22 4 6 29 0 InChI=1S/C23H16O6/c24-11-6-3-5-10-15(11)17-12(25)8-13(26)18-19(17)20-16(21(27)22(18)28)9-4-1-2-7-14(9)29-23(10)20/h1-8,16,20-21,23-27H/t16-,20+,21-,23+/m1/s1 JFOHOILWNMBZGW-QSABTFIQSA-N Oc1cc(O)c2c3c1C(=O)[C@H](O)[C@H]1[C@@H]3[C@H](c3c2c(O)ccc3)Oc2c1cccc2 NPC34070 Okanin (E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one CHEMBL222557 5281294 C15H12O6 288.06 -2.2042 2.45 1.914 1 5 118.22 8 2 21 0 InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+ GSBNFGRTUCCBTK-DAFODLJHSA-N Oc1ccc(cc1O)/C=C/C(=O)c1ccc(c(c1O)O)O NPC219170 Oldhamactam CHEMBL412823 44422603 C18H15NO5 325.1 -0.6973 2.78 1.926 2 2 80.51 8 4 24 0 InChI=1S/C18H15NO5/c1-22-15-12-8-5-4-6-11(20)9(8)7-10-13(12)14(18(21)19-10)16(23-2)17(15)24-3/h4-7,20H,1-3H3,(H,19,21) XPAJKJNXGTXSLZ-UHFFFAOYSA-N COc1c(OC)c(OC)c2c3c1c1cccc(c1cc3N=C2O)O NPC44363 Olealdehyde (Z)-octadec-9-enal CHEMBL486980 5364492 C18H34O 266.26 -2.2953 3.33 8.606 1 0 17.07 16 0 19 2 InChI=1S/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,18H,2-8,11-17H2,1H3/b10-9- ZENZJGDPWWLORF-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCC=O NPC188341 Oleamide (Z)-octadec-9-enamide CHEMBL15927 5283387 C18H35NO 281.27 -2.1845 3.22 8.598 2 2 44.08 17 0 20 2 InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9- FATBGEAMYMYZAF-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCC(=N)O NPC95594 Oleanoaldehyde (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carbaldehyde CHEMBL465571 14423521 C30H48O2 440.37 1.5312 4.54 9.368 2 1 37.3 9 5 32 1 InChI=1S/C30H48O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,18-20,22-25,32H,9-17H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1 VLFUANNVMXKBPF-ZAPOICBTSA-N O=C[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C)C NPC251263 Oleanolic Acid 3-O-{O-Beta-D-Glucopyranosyl-(1->4)-O-Beta-D-Glucopyranosyl-(1->3)-O-Alpha-L-Rhamnopyranosyl-(1->2)-Alpha-L-Arabinopyranoside} (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL448368 11766614 C53H86O21 1058.57 -3.8471 4.98 3.421 21 12 333.67 31 9 74 3 InChI=1S/C53H86O21/c1-23-32(57)41(73-44-38(63)36(61)40(28(21-55)70-44)72-43-37(62)35(60)34(59)27(20-54)69-43)39(64)45(68-23)74-42-33(58)26(56)22-67-46(42)71-31-12-13-50(6)29(49(31,4)5)11-14-52(8)30(50)10-9-24-25-19-48(2,3)15-17-53(25,47(65)66)18-16-51(24,52)7/h9,23,25-46,54-64H,10-22H2,1-8H3,(H,65,66)/t23-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,40+,41+,42+,43-,44-,45-,46-,50-,51+,52+,53-/m0/s1 VDRZQZWUCOHKED-BXROMGGZSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](O[C@H]3[C@@H](OC[C@@H]([C@@H]3O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)O)C)C)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O NPC54636 Oleanolic Acid 3-O-{O-Beta-D-Glucopyranosyl-(1->4)-O-Beta-D-Glucopyranosyl-(1->3)-O-Alpha-L-Rhamnopyranosyl-(1->2)-O-Beta-D-Glucopyranosyl-(1->4)-Alpha-L-Arabinopyranoside} (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL524336 10820194 C59H96O26 1220.62 -5.594 5.09 1.884 26 15 412.82 37 10 85 3 InChI=1S/C59H96O26/c1-24-34(63)46(84-50-43(72)40(69)45(29(22-62)80-50)83-49-42(71)39(68)36(65)28(21-61)79-49)44(73)51(77-24)85-47-37(66)30(81-48-41(70)38(67)35(64)27(20-60)78-48)23-76-52(47)82-33-12-13-56(6)31(55(33,4)5)11-14-58(8)32(56)10-9-25-26-19-54(2,3)15-17-59(26,53(74)75)18-16-57(25,58)7/h9,24,26-52,60-73H,10-23H2,1-8H3,(H,74,75)/t24-,26-,27+,28+,29+,30-,31-,32+,33-,34-,35+,36+,37-,38-,39-,40+,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,51-,52-,56-,57+,58+,59-/m0/s1 OIIUKDNESXXGGA-JNYGYAQVSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC142415 Oleanolic_Acid (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL168 10494 C30H48O3 456.36 2.1298 4.43 9.052 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-GTOFXWBISA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC267691 Oleanonic Acid (4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid CHEMBL470029 12313704 C30H46O3 454.34 2.6995 4.43 8.445 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,27-,28+,29+,30-/m0/s1 FMIMFCRXYXVFTA-FUAOEXFOSA-N OC(=O)[C@]12CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CCC(=O)C3(C)C)[C@@H]2CC(CC1)(C)C)C NPC261831 Oleic Acid (Z)-octadec-9-enoic acid CHEMBL8659 445639 C18H34O2 282.26 -2.3427 3.22 8.192 2 1 37.3 17 0 20 2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9- ZQPPMHVWECSIRJ-KTKRTIGZSA-N CCCCCCCC/C=C\CCCCCCCC(=O)O NPC99724 Oleracein A (2S)-5-hydroxy-1-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindole-2-carboxylic acid CHEMBL3742286 21574472 C24H25NO11 503.14 -3.736 2.78 0.438 9 7 197.45 14 4 36 1 InChI=1S/C24H25NO11/c26-10-18-20(30)21(31)22(32)24(36-18)35-17-9-14-12(8-16(17)28)7-15(23(33)34)25(14)19(29)6-3-11-1-4-13(27)5-2-11/h1-6,8-9,15,18,20-22,24,26-28,30-32H,7,10H2,(H,33,34)/b6-3+/t15-,18+,20+,21-,22+,24+/m0/s1 VICXKBPMEPRWFK-GTKZJKJXSA-N OC[C@H]1O[C@@H](Oc2cc3c(cc2O)C[C@H](N3C(=O)/C=C/c2ccc(cc2)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC148124 Oleracein B (2S)-5-hydroxy-1-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindole-2-carboxylic acid CHEMBL3740446 21574473 C25H27NO12 533.15 -3.7878 2.78 -0.217 9 7 206.68 16 4 38 1 InChI=1S/C25H27NO12/c1-36-17-6-11(2-4-15(17)28)3-5-20(30)26-13-9-18(16(29)8-12(13)7-14(26)24(34)35)37-25-23(33)22(32)21(31)19(10-27)38-25/h2-6,8-9,14,19,21-23,25,27-29,31-33H,7,10H2,1H3,(H,34,35)/b5-3+/t14-,19+,21+,22-,23+,25+/m0/s1 HTRBZHHBMJDWGG-CGHSGWKJSA-N OC[C@H]1O[C@@H](Oc2cc3c(cc2O)C[C@H](N3C(=O)/C=C/c2ccc(c(c2)OC)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC26928 Oleracein C (2S)-5-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]-2,3-dihydroindole-2-carboxylic acid CHEMBL3741758 21574474 C30H35NO16 665.2 -5.4829 2.89 -0.67 14 10 276.6 20 5 47 2 InChI=1S/C30H35NO16/c32-10-19-22(36)24(38)26(40)29(46-19)44-14-4-1-12(2-5-14)3-6-21(35)31-15-9-18(17(34)8-13(15)7-16(31)28(42)43)45-30-27(41)25(39)23(37)20(11-33)47-30/h1-6,8-9,16,19-20,22-27,29-30,32-34,36-41H,7,10-11H2,(H,42,43)/b6-3+/t16-,19+,20+,22+,23+,24-,25-,26+,27+,29+,30+/m0/s1 FDKIQKZQSBQELL-DBIVONCISA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=C/C(=O)N2[C@@H](Cc3c2cc(O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c(c3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC248903 Oleracein D (2S)-5-hydroxy-1-[(E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindole-2-carboxylic acid CHEMBL3739685 21574475 C31H37NO17 695.21 -5.5347 2.89 -1.325 14 10 285.83 22 5 49 3 InChI=1S/C31H37NO17/c1-45-19-6-12(2-4-17(19)46-30-27(41)25(39)23(37)20(10-33)48-30)3-5-22(36)32-14-9-18(16(35)8-13(14)7-15(32)29(43)44)47-31-28(42)26(40)24(38)21(11-34)49-31/h2-6,8-9,15,20-21,23-28,30-31,33-35,37-42H,7,10-11H2,1H3,(H,43,44)/b5-3+/t15-,20+,21+,23+,24+,25-,26-,27+,28+,30+,31+/m0/s1 GRIGERORCOQKIJ-PYCQGYPLSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)N2[C@@H](Cc3c2cc(O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c(c3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC296643 Oleuropein methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate CHEMBL1911053 5281544 C25H32O13 540.18 -2.5956 2.78 0.18 11 6 201.67 19 3 38 3 InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1 RFWGABANNQMHMZ-ZCHJGGQASA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H](/C/2=C\C)CC(=O)OCCc2ccc(c(c2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC19980 Olibergin A 5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)chromen-4-one CHEMBL250269 5324507 C17H14O7 330.07 -2.1512 2.56 0.624 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-13-6-11(19)14(23-2)5-9(13)10-7-24-15-4-8(18)3-12(20)16(15)17(10)21/h3-7,18-20H,1-2H3 GQGAUUMVOCWEFW-UHFFFAOYSA-N COc1cc(O)c(cc1c1coc2c(c1=O)c(O)cc(c2)O)OC NPC81474 Oliganthin A CHEMBL2013054 C28H30O7 478.2 2.3178 3.77 5.541 4 3 113.29 13 4 35 1 InChI=1S/C28H30O7/c1-14(2)7-11-28(12-8-15(3)4)20-22(30)19-18(34-25(20)23(31)24(32)26(28)33)13-17-16(21(19)29)9-10-27(5,6)35-17/h7-10,13,29,31-32H,11-12H2,1-6H3 PBHSSDRLJOYTHW-UHFFFAOYSA-N CC(=CCC1(CC=C(C)C)C(=O)C(=C(c2c1c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(C)C)O)O)C NPC470352 Oliganthin B 5,9-dihydroxy-2,2-dimethyl-7,7,9-tris(3-methylbut-2-enyl)pyrano[3,2-b]xanthene-6,8,10-trione CHEMBL2013055 57345552 C33H38O7 546.26 3.5858 4.32 5.567 4 2 110.13 16 4 40 1 InChI=1S/C33H38O7/c1-18(2)9-14-32(15-10-19(3)4)25-27(35)24-23(17-22-21(26(24)34)12-13-31(7,8)40-22)39-28(25)29(36)33(38,30(32)37)16-11-20(5)6/h9-13,17,34,38H,14-16H2,1-8H3 JSDUZPVYJLXUCC-UHFFFAOYSA-N CC(=CCC1(O)C(=O)c2oc3cc4OC(C)(C)C=Cc4c(c3c(=O)c2C(C1=O)(CC=C(C)C)CC=C(C)C)O)C NPC470353 Oliganthin C 3,6,8-trihydroxy-1,1,3,7-tetrakis(3-methylbut-2-enyl)xanthene-2,4,9-trione CHEMBL2013056 57345553 C33H40O7 548.28 4.0951 4.32 5.637 4 3 121.13 19 3 40 1 InChI=1S/C33H40O7/c1-18(2)9-10-22-23(34)17-24-25(27(22)35)28(36)26-29(40-24)30(37)33(39,16-13-21(7)8)31(38)32(26,14-11-19(3)4)15-12-20(5)6/h9,11-13,17,34-35,39H,10,14-16H2,1-8H3 YESGPFGMANPCDL-UHFFFAOYSA-N CC(=CCC1(CC=C(C)C)c2c(=O)c3c(oc2C(=O)C(C1=O)(O)CC=C(C)C)cc(c(c3O)CC=C(C)C)O)C NPC470354 Oliganthin D 5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-enyl)-9-(2-oxopropyl)pyrano[3,2-b]xanthene-6,8,10-trione CHEMBL2013057 57345561 C31H34O8 534.23 1.7481 3.99 4.231 5 2 127.2 15 4 39 0 InChI=1S/C31H34O8/c1-16(2)8-12-30(13-9-17(3)4)23-25(34)22-21(14-20-19(24(22)33)10-11-29(6,7)39-20)38-26(23)27(35)31(37,28(30)36)15-18(5)32/h8-11,14,33,37H,12-13,15H2,1-7H3 VDCUEILRTFTERJ-UHFFFAOYSA-N CC(=O)CC1(O)C(=O)c2oc3cc4OC(C)(C)C=Cc4c(c3c(=O)c2C(C1=O)(CC=C(C)C)CC=C(C)C)O NPC44773 Olivacine 1,5-dimethyl-6H-pyrido[4,3-b]carbazole CHEMBL306472 5281407 C17H14N2 246.12 0.6611 3.11 4.112 2 1 28.68 2 4 19 0 InChI=1S/C17H14N2/c1-10-12-7-8-18-11(2)14(12)9-15-13-5-3-4-6-16(13)19-17(10)15/h3-9,19H,1-2H3 ZIXGXMMUKPLXBB-UHFFFAOYSA-N Cc1nccc2c1cc1c3ccccc3[nH]c1c2C NPC126284 Oliveroline CHEMBL221034 12444634 C18H17NO3 295.12 -0.4811 3 2.655 2 1 41.93 2 5 22 0 InChI=1S/C18H17NO3/c1-19-7-6-10-8-13-18(22-9-21-13)15-11-4-2-3-5-12(11)17(20)16(19)14(10)15/h2-5,8,16-17,20H,6-7,9H2,1H3/t16-,17-/m0/s1 NVMGTUCOAQKLLO-IRXDYDNUSA-N CN1CCc2c3[C@H]1[C@@H](O)c1ccccc1c3c1c(c2)OCO1 NPC129417 Olivil 4''-O-Beta-D-Glucopyranoside (2S,3R,4S,5S,6R)-2-[4-[[(3R,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1911056 57395552 C26H34O12 538.21 -4.1428 3 0.107 8 7 187.76 18 4 38 1 InChI=1S/C26H34O12/c1-34-18-8-14(4-5-16(18)29)24-15(10-27)26(33,12-36-24)9-13-3-6-17(19(7-13)35-2)37-25-23(32)22(31)21(30)20(11-28)38-25/h3-8,15,20-25,27-33H,9-12H2,1-2H3/t15-,20+,21+,22-,23+,24-,25+,26-/m0/s1 SXGSYHDLSPXCMU-QMFIMPQNSA-N OC[C@H]1[C@@H](OC[C@@]1(O)Cc1ccc(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)OC)O NPC6854 Olvanil (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]octadec-9-enamide CHEMBL76903 5311093 C26H43NO3 417.32 -2.9092 3.88 9.268 2 2 62.05 22 1 30 2 InChI=1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h10-11,19-21,28H,3-9,12-18,22H2,1-2H3,(H,27,29)/b11-10- OPZKBPQVWDSATI-KHPPLWFESA-N CCCCCCCC/C=C\CCCCCCCC(=NCc1ccc(c(c1)OC)O)O NPC200740 Ombuine 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxychromen-4-one CHEMBL75589 5320287 C17H14O7 330.07 -1.9842 2.56 1.99 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3 BWORNNDZQGOKBY-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)OC NPC190457 Omega-Hydroxyemodin 1,3,8-trihydroxy-6-(hydroxymethyl)anthracene-9,10-dione CHEMBL290932 361512 C15H10O6 286.05 -2.3572 2.45 -0.679 3 4 115.06 5 3 21 0 InChI=1S/C15H10O6/c16-5-6-1-8-12(10(18)2-6)15(21)13-9(14(8)20)3-7(17)4-11(13)19/h1-4,16-19H,5H2 YQHZABGPIPECSQ-UHFFFAOYSA-N OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)O NPC216816 O-Methylpsychotrine (2R,3R,11bS)-2-[(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine CHEMBL471812 65033 C29H38N2O4 478.28 -0.5867 3.99 4.003 2 0 52.52 12 5 35 0 InChI=1S/C29H38N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,25H,6-12,17H2,1-5H3/t18-,21-,25-/m0/s1 FBRKYRSUSJWLHH-HMHJJOSWSA-N CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1CC1=NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC NPC31849 Omphamurin 8-[(2S)-2-hydroxy-3-methylbut-3-enyl]-5,7-dimethoxychromen-2-one CHEMBL3426683 157112 C16H18O5 290.12 0.872 2.67 1.514 2 1 64.99 9 2 21 0 InChI=1S/C16H18O5/c1-9(2)12(17)7-11-14(20-4)8-13(19-3)10-5-6-15(18)21-16(10)11/h5-6,8,12,17H,1,7H2,2-4H3/t12-/m0/s1 NUABNGXDPYIGQM-LBPRGKRZSA-N COc1cc(OC)c2c(c1C[C@@H](C(=C)C)O)oc(=O)cc2 NPC45165 Ononin 3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL465980 442813 C22H22O9 430.13 -2.9257 2.89 1.886 6 4 134.91 10 4 31 0 InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1 MGJLSBDCWOSMHL-MIUGBVLSSA-N OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC158756 Onopordopicrin [(3aR,4S,6Z,10E,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate CHEMBL522604 6440861 C19H24O6 348.16 1.1041 2.89 0.573 6 2 93.06 8 2 25 0 InChI=1S/C19H24O6/c1-11-5-4-6-14(10-21)8-16-17(13(3)19(23)25-16)15(7-11)24-18(22)12(2)9-20/h5,8,15-17,20-21H,2-4,6-7,9-10H2,1H3/b11-5-,14-8+/t15-,16+,17+/m0/s1 NOZAJYKZMCFNFG-DGKKXOEVSA-N OC/C/1=C/[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C\CC1)/C)OC(=O)C(=C)CO NPC215445 O-Phenylhydroxylamine O-phenylhydroxylamine CHEMBL1213940 2794249 C6H7NO 109.05 -0.7496 1.9 1.534 0 1 35.25 2 1 8 0 InChI=1S/C6H7NO/c7-8-6-4-2-1-3-5-6/h1-5H,7H2 UOKZUTXLHRTLFH-UHFFFAOYSA-N NOc1ccccc1 NPC161676 Ophiopogonin C CHEMBL395415 11061578 C39H62O12 722.42 -2.7167 4.43 4.099 12 6 176.76 16 8 51 2 InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-34(32(44)30(42)27(16-40)49-36)50-35-33(45)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1 HDXIQHTUNGFJIC-FOAHKCLGSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC72699 Oplopandiol (Z,3S,8S)-heptadec-9-en-4,6-diyne-3,8-diol CHEMBL463219 6474833 C17H26O2 262.19 -0.7426 3.11 4.977 2 2 40.46 12 0 19 0 InChI=1S/C17H26O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h10,14,16-19H,3-9H2,1-2H3/b14-10-/t16-,17-/m0/s1 CGMZKZLQZWZKJO-RCQSYPNMSA-N CCCCCCC/C=C\[C@@H](C#CC#C[C@H](CC)O)O NPC8597 Oploxyne A (1R,6S)-1-[(2R,3S)-3-heptyloxiran-2-yl]octa-2,4-diyne-1,6-diol CHEMBL1098421 46832812 C17H26O3 278.19 -2.0089 3 4.067 3 2 52.99 12 1 20 0 InChI=1S/C17H26O3/c1-3-5-6-7-8-13-16-17(20-16)15(19)12-10-9-11-14(18)4-2/h14-19H,3-8,13H2,1-2H3/t14-,15+,16-,17+/m0/s1 SNQQXKPWASLFFZ-VVLHAWIVSA-N CCCCCCC[C@@H]1O[C@@H]1[C@@H](C#CC#C[C@H](CC)O)O NPC200592 Orbiculin A CHEMBL500894 10627032 C33H38O9 578.25 0.2196 4.1 8.292 9 0 114.43 16 5 42 1 InChI=1S/C33H38O9/c1-19-17-25(38-20(2)34)28(39-21(3)35)32(6)26(40-29(36)22-13-9-7-10-14-22)18-24-27(33(19,32)42-31(24,4)5)41-30(37)23-15-11-8-12-16-23/h7-16,19,24-28H,17-18H2,1-6H3/t19-,24-,25+,26+,27-,28+,32-,33-/m1/s1 KYEKMLQQOXNBSD-HJJCBLRASA-N CC(=O)O[C@H]1C[C@@H](C)[C@@]23[C@]([C@H]1OC(=O)C)(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C NPC476035 Orbiculin C CHEMBL523022 10529708 C29H34O8 510.23 -0.0909 3.77 6.559 7 0 101.27 13 5 37 1 InChI=1S/C29H34O8/c1-17-13-14-22(34-18(2)30)28(5)23(35-26(32)21-12-9-15-33-21)16-20-24(29(17,28)37-27(20,3)4)36-25(31)19-10-7-6-8-11-19/h6-12,15,17,20,22-24H,13-14,16H2,1-5H3/t17-,20-,22+,23+,24-,28+,29-/m1/s1 BQUOVRXMFSONCN-SHTGXHFHSA-N CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccco1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C)C NPC1408 Orbiculin D CHEMBL493857 10649050 C27H32O9 500.2 -0.245 3.44 4.536 7 0 114.41 13 5 36 0 InChI=1S/C27H32O9/c1-15-10-11-20(33-16(2)28)26(5)21(34-23(29)18-8-6-12-31-18)14-17-22(27(15,26)36-25(17,3)4)35-24(30)19-9-7-13-32-19/h6-9,12-13,15,17,20-22H,10-11,14H2,1-5H3/t15-,17-,20+,21+,22-,26+,27-/m1/s1 YYBGZSCZDKPXGD-CLWMZTKQSA-N CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccco1)C[C@H]([C@H]3OC(=O)c1ccco1)C(O2)(C)C)C NPC14499 Orbiculin E CHEMBL500858 10745604 C31H36O10 568.23 0.0655 3.77 6.269 9 0 127.57 16 5 41 1 InChI=1S/C31H36O10/c1-17-15-23(37-18(2)32)26(38-19(3)33)30(6)24(39-27(34)20-11-8-7-9-12-20)16-21-25(31(17,30)41-29(21,4)5)40-28(35)22-13-10-14-36-22/h7-14,17,21,23-26H,15-16H2,1-6H3/t17-,21-,23+,24+,25-,26+,30-,31-/m1/s1 CEKCSANPFZSVKO-ICWAWGCGSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)C[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccco1)C(O2)(C)C)C NPC88593 Orbiculin F CHEMBL506073 10579736 C34H36O11 620.23 -0.0985 3.99 6.992 9 0 140.71 16 6 45 2 InChI=1S/C34H36O11/c1-19-17-25(42-30(37)23-13-9-15-39-23)28(41-20(2)35)33(5)26(43-29(36)21-11-7-6-8-12-21)18-22-27(34(19,33)45-32(22,3)4)44-31(38)24-14-10-16-40-24/h6-16,19,22,25-28H,17-18H2,1-5H3/t19-,22-,25+,26+,27-,28+,33-,34-/m1/s1 WTXHOBPQVWOYDA-LEOXFKOJSA-N CC(=O)O[C@H]1[C@@H](OC(=O)c2ccco2)C[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccco1)C(O2)(C)C)C NPC270498 Orbiculin G CHEMBL437152 10675618 C38H40O9 640.27 0.2097 4.65 11.038 9 0 114.43 16 6 47 2 InChI=1S/C38H40O9/c1-23-21-29(44-33(40)25-15-9-6-10-16-25)32(43-24(2)39)37(5)30(45-34(41)26-17-11-7-12-18-26)22-28-31(38(23,37)47-36(28,3)4)46-35(42)27-19-13-8-14-20-27/h6-20,23,28-32H,21-22H2,1-5H3/t23-,28-,29+,30+,31-,32+,37-,38-/m1/s1 ULAZFRGMLIIKAD-MNRUEBDGSA-N CC(=O)O[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C)C NPC246841 Orbiculin H CHEMBL509844 10984540 C29H34O11 558.21 -0.6322 3.44 4.246 9 0 140.71 16 5 40 0 InChI=1S/C29H34O11/c1-15-11-12-20(36-16(2)30)28(6)24(39-26(33)19-10-8-14-35-19)22(37-17(3)31)21-23(29(15,28)40-27(21,4)5)38-25(32)18-9-7-13-34-18/h7-10,13-15,20-24H,11-12H2,1-6H3/t15-,20+,21-,22-,23-,24+,28+,29-/m1/s1 MSYVANBPYSRLJX-QFRBWOKISA-N CC(=O)O[C@@H]1[C@@H]2[C@@H](OC(=O)c3ccco3)[C@]3([C@@]([C@H]1OC(=O)c1ccco1)(C)[C@H](CC[C@H]3C)OC(=O)C)OC2(C)C NPC295295 Orcinol 5-methylbenzene-1,3-diol CHEMBL110059 10436 C7H8O2 124.05 -0.2786 2.01 1.193 0 2 40.46 3 1 9 0 InChI=1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3 OIPPWFOQEKKFEE-UHFFFAOYSA-N Cc1cc(O)cc(c1)O NPC89860 Oridonin CHEMBL454570 15923208 C20H28O6 364.19 -1.9745 3 0.248 6 4 107.22 6 3 26 0 InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20-/m0/s1 SDHTXBWLVGWJFT-BAFGBBEMSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C NPC124657 Oripavine (4R,7aR,12bS)-7-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-9-ol CHEMBL437602 5462306 C18H19NO3 297.14 -0.3985 3 0.81 2 1 41.93 4 5 22 0 InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1 ZKLXUUYLEHCAMF-UUWFMWQGSA-N COC1=CC=C2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O NPC303374 Orisuaveoline B CHEMBL574332 25157868 C20H15N3O4 361.11 -1.1078 2.89 2.124 4 1 76.15 2 6 27 0 InChI=1S/C20H15N3O4/c1-25-10-2-3-12-14(6-10)22-19-18-11(4-5-23(19)20(12)24)13-7-16-17(27-9-26-16)8-15(13)21-18/h2-3,6-8,21H,4-5,9H2,1H3 XQLMMQLYXOMQKO-UHFFFAOYSA-N COc1ccc2c(c1)nc1n(c2=O)CCc2c1[nH]c1c2cc2c(c1)OCO2 NPC38065 Orobol 3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL241609 5281801 C15H10O6 286.05 -2.5079 2.45 0.978 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H IOYHCQBYQJQBSK-UHFFFAOYSA-N Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c(c1)O)O NPC206148 Oroidin N-[(E)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-4,5-dibromo-1H-pyrrole-2-carboxamide CHEMBL397591 6312649 C11H11Br2N5O 386.93 0.0887 1.79 2.897 6 5 92.8 7 2 19 0 InChI=1S/C11H11Br2N5O/c12-7-4-8(18-9(7)13)10(19)15-3-1-2-6-5-16-11(14)17-6/h1-2,4-5,18H,3H2,(H,15,19)(H3,14,16,17)/b2-1+ QKJAXHBFQSBDAR-OWOJBTEDSA-N N=c1[nH]cc([nH]1)/C=C/CNC(=O)c1[nH]c(c(c1)Br)Br NPC293183 Oroxylin A 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one CHEMBL183513 5320315 C16H12O5 284.07 -1.476 2.67 2.719 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3 LKOJGSWUMISDOF-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccccc1 NPC262671 Orsellinic Acid 2,4-dihydroxy-6-methylbenzoic acid CHEMBL457583 68072 C8H8O4 168.04 -0.5184 1.9 1.413 2 3 77.76 5 1 12 0 InChI=1S/C8H8O4/c1-4-2-5(9)3-6(10)7(4)8(11)12/h2-3,9-10H,1H3,(H,11,12) AMKYESDOVDKZKV-UHFFFAOYSA-N Oc1cc(C)c(c(c1)O)C(=O)O NPC153783 Orsellinic Acid, Ethyl Ester ethyl 2,4-dihydroxy-6-methylbenzoate CHEMBL1601166 75653 C10H12O4 196.07 -0.017 2.12 2.157 2 2 66.76 7 1 14 0 InChI=1S/C10H12O4/c1-3-14-10(13)9-6(2)4-7(11)5-8(9)12/h4-5,11-12H,3H2,1-2H3 UQSRXQMIXSZGLA-UHFFFAOYSA-N CCOC(=O)c1c(C)cc(cc1O)O NPC257213 Orthosiphol A [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-6,10-diacetyloxy-5-benzoyloxy-2-ethenyl-7,10a-dihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL508620 15385858 C38H44O11 676.29 0.253 4.43 7.832 11 2 162.73 19 5 49 3 InChI=1S/C38H44O11/c1-8-36(6)20-25(48-32(42)23-15-11-9-12-16-23)29-37(7)26(19-27(46-21(2)39)38(29,45)34(36)44)35(4,5)30(41)28(47-22(3)40)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,25-31,41,45H,1,19-20H2,2-7H3/t25-,26+,27-,28+,29-,30-,31+,36+,37+,38+/m1/s1 HIBFBUSEUDRQMX-OFUWLHILSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)O NPC237549 Orthosiphol B [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-7,10-diacetyloxy-5-benzoyloxy-2-ethenyl-6,10a-dihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL509129 15385859 C38H44O11 676.29 0.253 4.43 7.832 11 2 162.73 19 5 49 3 InChI=1S/C38H44O11/c1-8-36(6)20-25(48-32(42)23-15-11-9-12-16-23)29-37(7)26(19-27(46-21(2)39)38(29,45)34(36)44)35(4,5)30(47-22(3)40)28(41)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,25-31,41,45H,1,19-20H2,2-7H3/t25-,26+,27-,28+,29-,30-,31+,36+,37+,38+/m1/s1 BXKNTIMTKVZYDP-OFUWLHILSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](O)[C@H](C1(C)C)OC(=O)C NPC306799 Orthosiphol D [(2R,4R,4aS,4bR,8aR,10R,10aR)-6,10-diacetyloxy-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,7-dioxo-3,4,4a,8a,9,10-hexahydrophenanthren-4-yl] benzoate CHEMBL448572 44583689 C31H36O9 552.24 0.7128 3.88 5.068 9 1 133.27 15 4 40 1 InChI=1S/C31H36O9/c1-8-29(6)15-20(40-26(35)19-12-10-9-11-13-19)24-30(7)16-21(38-17(2)32)25(34)28(4,5)22(30)14-23(39-18(3)33)31(24,37)27(29)36/h8-13,16,20,22-24,37H,1,14-15H2,2-7H3/t20-,22+,23-,24-,29+,30+,31+/m1/s1 LSZJDNYREMWISO-FHGPSSOVSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)C=C(OC(=O)C)C(=O)C1(C)C NPC265395 Orthosiphol F [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-6,7-diacetyloxy-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL509450 10327179 C38H44O11 676.29 0.253 4.43 8.261 11 2 162.73 19 5 49 3 InChI=1S/C38H44O11/c1-8-36(6)20-25(48-32(42)23-15-11-9-12-16-23)29-37(7)26(19-27(41)38(29,45)34(36)44)35(4,5)30(47-22(3)40)28(46-21(2)39)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,25-31,41,45H,1,19-20H2,2-7H3/t25-,26+,27-,28+,29-,30-,31+,36+,37+,38+/m1/s1 OTUCGRAKVNACNG-OFUWLHILSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](O)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)OC(=O)C NPC242262 Orthosiphol O [(2S,3S,4R,4aS,4bS,5R,7R,8aR,9R,10aS)-3,9-diacetyloxy-4-benzoyloxy-7-ethenyl-5,8a-dihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl] benzoate CHEMBL500763 10032464 C38H44O11 676.29 0.253 4.43 7.832 11 2 162.73 19 5 49 3 InChI=1S/C38H44O11/c1-8-36(6)20-25(41)29-37(7)26(19-27(46-21(2)39)38(29,45)34(36)44)35(4,5)30(48-32(42)23-15-11-9-12-16-23)28(47-22(3)40)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,25-31,41,45H,1,19-20H2,2-7H3/t25-,26+,27-,28+,29-,30-,31+,36+,37+,38+/m1/s1 MTXOFPKHBDQARM-OFUWLHILSA-N C=C[C@@]1(C)C[C@@H](O)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)OC(=O)c1ccccc1 NPC26033 Orthosiphol R [(2S,3S,4S,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-7,10-diacetyloxy-5-benzoyloxy-2-ethenyl-3,6,10a-trihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL508513 44583688 C38H44O12 692.28 -0.3201 4.32 6.802 12 3 182.96 20 5 50 3 InChI=1S/C38H44O12/c1-8-36(6)29(42)27(49-32(43)22-15-11-9-12-16-22)28-37(7)24(19-25(47-20(2)39)38(28,46)34(36)45)35(4,5)30(48-21(3)40)26(41)31(37)50-33(44)23-17-13-10-14-18-23/h8-18,24-31,41-42,46H,1,19H2,2-7H3/t24-,25+,26-,27-,28+,29+,30+,31-,36-,37-,38-/m0/s1 UVLMOXBOUWFDIG-PQEFSWHNSA-N C=C[C@@]1(C)[C@H](O)[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](O)[C@H](C1(C)C)OC(=O)C NPC304876 Orthosiphol T [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-6-acetyloxy-5-benzoyloxy-2-ethenyl-7,10,10a-trihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate CHEMBL510297 11082749 C36H42O10 634.28 -0.1261 4.32 7.521 10 3 156.66 17 5 46 1 InChI=1S/C36H42O10/c1-7-34(5)19-23(45-30(40)21-14-10-8-11-15-21)27-35(6)24(18-25(38)36(27,43)32(34)42)33(3,4)28(39)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3/t23-,24+,25-,26+,27-,28-,29+,34+,35+,36+/m1/s1 JSXWPPDJFPNHQS-KXWDHPLKSA-N C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](O)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)O NPC158333 Orthosiphol X [(2S,3S,4R,4aS,4bS,5R,7R,8aR,9R,10aS)-3-acetyloxy-4-benzoyloxy-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl] benzoate CHEMBL445290 10054823 C36H42O10 634.28 -0.1261 4.32 7.521 10 3 156.66 17 5 46 1 InChI=1S/C36H42O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(39)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3/t23-,24+,25-,26+,27-,28-,29+,34+,35+,36+/m1/s1 ADVJBOBFOAHJLA-KXWDHPLKSA-N C=C[C@@]1(C)C[C@@H](O)[C@H]2[C@@](C1=O)(O)[C@H](O)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)OC(=O)c1ccccc1 NPC198539 Orthosiphol Y [(4aR,4bS,5R,7R,8aR,9R,10aR)-3-acetyloxy-7-ethenyl-5,8a-dihydroxy-1,1,4a,7-tetramethyl-2,8-dioxo-4b,5,6,9,10,10a-hexahydrophenanthren-9-yl] acetate CHEMBL523730 11144807 C24H32O8 448.21 0.3436 3.22 1.582 8 2 127.2 13 3 32 0 InChI=1S/C24H32O8/c1-8-22(6)10-14(27)18-23(7)11-15(31-12(2)25)19(28)21(4,5)16(23)9-17(32-13(3)26)24(18,30)20(22)29/h8,11,14,16-18,27,30H,1,9-10H2,2-7H3/t14-,16+,17-,18-,22+,23+,24+/m1/s1 HPYXDZBUORPUPP-FBZJSPOMSA-N C=C[C@@]1(C)C[C@@H](O)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)C=C(OC(=O)C)C(=O)C1(C)C NPC77719 Orthosiphonone A [(2S,3S,4R,4aS,4bR,7R,8aR,9R,10aS)-3,9-diacetyloxy-4-benzoyloxy-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-2-yl] benzoate CHEMBL447412 10439492 C38H42O11 674.27 0.3619 4.43 7.419 11 1 159.57 18 5 49 3 InChI=1S/C38H42O11/c1-8-36(6)20-25(41)29-37(7)26(19-27(46-21(2)39)38(29,45)34(36)44)35(4,5)30(48-32(42)23-15-11-9-12-16-23)28(47-22(3)40)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,26-31,45H,1,19-20H2,2-7H3/t26-,27+,28-,29+,30+,31-,36-,37-,38-/m0/s1 VGFQEWWZGREADO-WFHOPHNXSA-N C=C[C@@]1(C)CC(=O)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](OC(=O)C)[C@H](C1(C)C)OC(=O)c1ccccc1 NPC112523 Orthosiphonone D [(2S,3S,4R,4aS,4bR,7R,8aR,9R,10aS)-9-acetyloxy-4-benzoyloxy-7-ethenyl-3,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-2-yl] benzoate CHEMBL505211 10258500 C36H40O10 632.26 -0.0172 4.32 6.679 10 2 153.5 16 5 46 1 InChI=1S/C36H40O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(44-20(2)37)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(39)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,24-29,39,43H,1,18-19H2,2-6H3/t24-,25+,26-,27+,28+,29-,34-,35-,36-/m0/s1 RNHZJCFJGXQTMF-OBSWDRTESA-N C=C[C@@]1(C)CC(=O)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)[C@@H](OC(=O)c2ccccc2)[C@@H](O)[C@H](C1(C)C)OC(=O)c1ccccc1 NPC201731 Osajin 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one CHEMBL238188 95168 C25H24O5 404.16 1.1979 3.66 4.382 1 2 75.99 9 4 30 0 InChI=1S/C25H24O5/c1-14(2)5-10-17-21(27)20-22(28)19(15-6-8-16(26)9-7-15)13-29-24(20)18-11-12-25(3,4)30-23(17)18/h5-9,11-13,26-27H,10H2,1-4H3 DCTLJGWMHPGCOS-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C NPC469895 Oseltamivir ethyl (3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylate CHEMBL1229 65028 C16H28N2O4 312.2 -1.1666 2.56 1.536 6 2 94.14 14 1 22 0 InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1 VSZGPKBBMSAYNT-RRFJBIMHSA-N CCOC(=O)C1=C[C@H]([C@@H]([C@H](C1)N)N=C(O)C)OC(CC)CC NPC244495 Osthenol 7-hydroxy-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL350475 5320318 C14H14O3 230.09 1.6871 2.67 3.002 1 1 46.53 5 2 17 0 InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3 RAKJVIPCCGXHHS-UHFFFAOYSA-N CC(=CCc1c(O)ccc2c1oc(=O)cc2)C NPC96286 Osthole 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one CHEMBL52229 10228 C15H16O3 244.11 2.0956 2.78 3.521 1 0 35.53 6 2 18 0 InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3 MBRLOUHOWLUMFF-UHFFFAOYSA-N COc1ccc2c(c1CC=C(C)C)oc(=O)cc2 NPC243688 Ostruthin 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxychromen-2-one CHEMBL1812645 5281420 C19H22O3 298.16 2.9193 3.22 4.824 1 1 46.53 9 2 22 0 InChI=1S/C19H22O3/c1-13(2)5-4-6-14(3)7-8-15-11-16-9-10-19(21)22-18(16)12-17(15)20/h5,7,9-12,20H,4,6,8H2,1-3H3/b14-7+ INBMTJJPUABOQJ-VGOFMYFVSA-N C/C(=C\Cc1cc2ccc(=O)oc2cc1O)/CCC=C(C)C NPC83287 Ouabain 3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL222863 439501 C29H44O12 584.28 -4.1486 3.33 -0.808 12 8 206.6 14 6 41 2 InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1 LPMXVESGRSUGHW-HBYQJFLCSA-N OC[C@@]12[C@H](O)C[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1[C@H](O)C[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC47398 Ouratea-Catechin (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL485460 176920 C16H16O7 320.09 -2.5458 2.45 -0.467 1 5 119.61 8 3 23 0 InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15-/m1/s1 ITDYPNOEEHONAH-UKRRQHHQSA-N COc1c(O)cc(cc1O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O NPC236176 Ovalicin (3S,4R,5S)-4-hydroxy-5-methoxy-4-[(2S,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-one CHEMBL562231 10957430 C16H24O5 296.16 0.407 2.67 0.362 5 1 71.59 9 3 21 0 InChI=1S/C16H24O5/c1-10(2)5-6-12-14(3,21-12)16(18)13(19-4)11(17)7-8-15(16)9-20-15/h5,12-13,18H,6-9H2,1-4H3/t12-,13-,14+,15+,16+/m1/s1 NESRXFGQJARQNM-OWYFMNJBSA-N CO[C@@H]1C(=O)CC[C@@]2([C@@]1(O)[C@@]1(C)O[C@@H]1CC=C(C)C)CO2 NPC123360 Ovatodiolide CHEMBL470287 6451060 C20H24O4 328.17 2.7218 3.22 3.309 4 0 52.6 2 3 24 0 InChI=1S/C20H24O4/c1-12-5-4-6-15-11-16(23-20(15)22)9-13(2)10-18-17(8-7-12)14(3)19(21)24-18/h5,10-11,16-18H,3-4,6-9H2,1-2H3/b12-5+,13-10+/t16-,17-,18+/m1/s1 KTYZKXFERQUCPX-XGKXUXTPSA-N C/C/1=C\CCC2=C[C@H](OC2=O)C/C(=C/[C@H]2[C@H](CC1)C(=C)C(=O)O2)/C NPC114586 Oxaldehyde oxaldehyde CHEMBL1606435 7860 C2H2O2 58.01 0.7362 1.46 -0.526 2 0 34.14 1 0 4 0 InChI=1S/C2H2O2/c3-1-2-4/h1-2H LEQAOMBKQFMDFZ-UHFFFAOYSA-N O=CC=O NPC264756 Oxalicumone A dimethyl (2S,4R)-2,4-dihydroxy-2-[(2S)-5-hydroxy-7-methyl-4-oxo-2,3-dihydrothieno[2,3-b]chromen-2-yl]pentanedioate CHEMBL3263079 90676613 C19H20O9S 424.08 -0.4367 2.45 0.068 7 3 164.89 13 3 29 0 InChI=1S/C19H20O9S/c1-8-4-10(20)14-12(5-8)28-17-9(15(14)22)6-13(29-17)19(25,18(24)27-3)7-11(21)16(23)26-2/h4-5,11,13,20-21,25H,6-7H2,1-3H3/t11-,13+,19-/m1/s1 ICIIHDQGIKEFTE-RGIROJJOSA-N COC(=O)[C@]([C@H]1Sc2c(C1)c(=O)c1c(o2)cc(cc1O)C)(C[C@H](C(=O)OC)O)O NPC34910 Oxalicumone D (2R,4S)-2,4-dihydroxy-4-[(2S)-5-hydroxy-7-methyl-4-oxo-2,3-dihydrothieno[2,3-b]chromen-2-yl]-5-methoxy-5-oxopentanoic acid CHEMBL3263077 90676612 C18H18O9S 410.07 -0.6877 2.34 -0.253 7 4 175.89 12 3 28 0 InChI=1S/C18H18O9S/c1-7-3-9(19)13-11(4-7)27-16-8(14(13)21)5-12(28-16)18(25,17(24)26-2)6-10(20)15(22)23/h3-4,10,12,19-20,25H,5-6H2,1-2H3,(H,22,23)/t10-,12+,18-/m1/s1 ROHDJYQMXQAIJT-GDAOTKPNSA-N COC(=O)[C@]([C@H]1Sc2c(C1)c(=O)c1c(o2)cc(cc1O)C)(C[C@H](C(=O)O)O)O NPC284918 Oxalicumone E dimethyl (2S)-2-hydroxy-2-[(2S)-5-hydroxy-7-methyl-4-oxo-2,3-dihydrothieno[2,3-b]chromen-2-yl]butanedioate CHEMBL3263078 86294773 C18H18O8S 394.07 -0.0401 2.45 0.474 6 2 144.66 11 3 27 0 InChI=1S/C18H18O8S/c1-8-4-10(19)14-11(5-8)26-16-9(15(14)21)6-12(27-16)18(23,17(22)25-3)7-13(20)24-2/h4-5,12,19,23H,6-7H2,1-3H3/t12-,18+/m0/s1 MFZYMIIJIRJVLM-KPZWWZAWSA-N COC(=O)[C@]([C@H]1Sc2c(C1)c(=O)c1c(o2)cc(cc1O)C)(CC(=O)OC)O NPC99700 Oxan-2-One oxan-2-one CHEMBL452383 10953 C5H8O2 100.05 -0.6207 1.79 0.577 2 0 26.3 0 1 7 0 InChI=1S/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2 OZJPLYNZGCXSJM-UHFFFAOYSA-N O=C1CCCCO1 NPC291502 Oxane-2,3,4,5-Tetrol oxane-2,3,4,5-tetrol CHEMBL14343 229 C5H10O5 150.05 -2.0027 1.46 -1.454 5 4 90.15 4 1 10 0 InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2 SRBFZHDQGSBBOR-UHFFFAOYSA-N OC1COC(C(C1O)O)O NPC213 Oxedrine 4-[1-hydroxy-2-(methylamino)ethyl]phenol CHEMBL33720 7172 C9H13NO2 167.09 -1.2775 2.12 0.464 2 3 52.49 6 1 12 0 InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3 YRCWQPVGYLYSOX-UHFFFAOYSA-N CNCC(c1ccc(cc1)O)O NPC178681 Oxindole 1,3-dihydroindol-2-one CHEMBL40823 321710 C8H7NO 133.05 -0.0468 2.12 2.149 2 1 32.59 1 2 10 0 InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10) JYGFTBXVXVMTGB-UHFFFAOYSA-N OC1=Nc2c(C1)cccc2 NPC51329 Oxiran-2-Ylmethyl 2-Methylprop-2-Enoate oxiran-2-ylmethyl 2-methylprop-2-enoate CHEMBL1333073 7837 C7H10O3 142.06 0.8815 1.9 0.351 3 0 38.83 5 1 10 0 InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3 VOZRXNHHFUQHIL-UHFFFAOYSA-N CC(=C)C(=O)OCC1CO1 NPC183537 Oxocalycinine CHEMBL441882 C18H11NO5 321.06 -1.0786 2.78 1.235 2 1 77.88 3 5 24 0 InChI=1S/C18H11NO5/c1-22-9-5-10-14(11(20)6-9)15-13-8(2-3-19-16(13)17(10)21)4-12-18(15)24-7-23-12/h2-6,20H,7H2,1H3 COUOXHXNZGNBKD-UHFFFAOYSA-N COc1cc(O)c2c(c1)C(=O)c1c3c2c2OCOc2cc3ccn1 NPC124313 Oxodiscoguattine CHEMBL390615 16126692 C19H13NO5 335.08 -0.6701 2.89 1.754 2 0 66.88 4 5 25 0 InChI=1S/C19H13NO5/c1-22-10-6-11-15(12(7-10)23-2)16-14-9(3-4-20-17(14)18(11)21)5-13-19(16)25-8-24-13/h3-7H,8H2,1-2H3 UMPOYLHHDRUHOO-UHFFFAOYSA-N COc1cc(OC)cc2c1c1c3OCOc3cc3c1c(C2=O)ncc3 NPC24019 Oxoglaucine CHEMBL470881 97662 C20H17NO5 351.11 -0.471 3 1.827 2 0 66.88 8 4 26 0 InChI=1S/C20H17NO5/c1-23-13-8-11-12(9-14(13)24-2)19(22)18-16-10(5-6-21-18)7-15(25-3)20(26-4)17(11)16/h5-9H,1-4H3 ZYKCETVKVRJFGD-UHFFFAOYSA-N COc1cc2c(cc1OC)C(=O)c1c3c2c(OC)c(OC)cc3ccn1 NPC283626 Oxolane-2,5-Dione oxolane-2,5-dione CHEMBL1370164 7922 C4H4O3 100.02 -0.145 1.57 -0.439 3 0 43.37 0 1 7 0 InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2 RINCXYDBBGOEEQ-UHFFFAOYSA-N O=C1CCC(=O)O1 NPC90875 Oxopurpureine CHEMBL456295 284998 C21H19NO6 381.12 -0.5228 3 1.383 2 0 76.11 10 4 28 0 InChI=1S/C21H19NO6/c1-24-13-8-11-12(9-14(13)25-2)18(23)17-15-10(6-7-22-17)19(26-3)21(28-5)20(27-4)16(11)15/h6-9H,1-5H3 AZTLZBDEFBJZQG-UHFFFAOYSA-N COc1cc2c(cc1OC)C(=O)c1c3c2c(OC)c(OC)c(c3ccn1)OC NPC66909 Oxycodone (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one CHEMBL656 5284603 C18H21NO4 315.15 -1.0567 2.89 0.516 3 1 59 4 5 23 0 InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1 BRUQQQPBMZOVGD-XFKAJCMBSA-N COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@]4(O)CCC1=O)C NPC476146 Oxygambogic Acid CHEMBL540663 45267154 C39H46O9 658.31 2.8073 4.76 3.145 6 3 139.59 20 4 48 0 InChI=1S/C39H46O9/c1-21(2)11-12-25-31-24(14-17-37(8,46-31)16-10-9-15-35(4,5)45)29(40)28-30(41)26-19-23-20-27-36(6,7)48-38(33(23)42,18-13-22(3)34(43)44)39(26,27)47-32(25)28/h9,11,13-15,17,19,23,27,40,45H,10,12,16,18,20H2,1-8H3,(H,43,44)/b15-9+,22-13-/t23-,27+,37?,38+,39-/m1/s1 DXSGQRROBDYCSJ-YVMJPLCQSA-N CC(=CCc1c2OC(C)(CC/C=C/C(O)(C)C)C=Cc2c(c2c1O[C@]13C(=C[C@@H]4C[C@H]1C(O[C@@]3(C/C=C(\C(=O)O)/C)C4=O)(C)C)C2=O)O)C NPC238023 O-Xylene 1,2-xylene CHEMBL45005 7237 C8H10 106.08 1.284 2.34 4.708 0 0 0 2 1 8 0 InChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3 CTQNGGLPUBDAKN-UHFFFAOYSA-N Cc1ccccc1C NPC239270 Oxypeucedanin Hydrate 4-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one CHEMBL454060 17536 C16H16O6 304.09 -0.4035 2.56 1.186 3 2 89.13 8 3 22 0 InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3/t13-/m1/s1 PEWFWDOPJISUOK-CYBMUJFWSA-N O=c1ccc2c(o1)cc1c(c2OC[C@H](C(O)(C)C)O)cco1 NPC110150 Oxyphyllenodiol A (4S,5S,6R)-5,6-dihydroxy-6-methyl-4-propan-2-yl-2,3,4,5,7,8-hexahydronaphthalen-1-one CHEMBL304564 10082923 C14H22O3 238.16 0.1434 2.67 1.426 3 2 57.53 6 2 17 0 InChI=1S/C14H22O3/c1-8(2)9-4-5-11(15)10-6-7-14(3,17)13(16)12(9)10/h8-9,13,16-17H,4-7H2,1-3H3/t9-,13-,14+/m0/s1 SZSSWPDHIZIMCT-QCZZGDTMSA-N CC([C@@H]1CCC(=O)C2=C1[C@H](O)[C@](CC2)(C)O)C NPC169941 Oxyphyllenone A (4aR,7R,8R)-7,8-dihydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one CHEMBL71537 10262534 C12H18O3 210.13 -0.7709 2.45 0.167 3 2 57.53 4 2 15 0 InChI=1S/C12H18O3/c1-11-5-3-8(13)7-9(11)12(2,15)10(14)4-6-11/h7,10,14-15H,3-6H2,1-2H3/t10-,11+,12-/m1/s1 ORLGUEREMYIFNG-GRYCIOLGSA-N O=C1CC[C@@]2(C(=C1)[C@@](C)(O)[C@@H](CC2)O)C NPC81615 Oxyphyllol A (1R,4aR,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7-hexahydronaphthalen-1-ol CHEMBL510319 637451 C15H24O 220.18 1.7063 3 3.528 1 1 20.23 5 2 16 0 InChI=1S/C15H24O/c1-11(2)12-6-9-14(3)7-5-8-15(4,16)13(14)10-12/h10,12,16H,1,5-9H2,2-4H3/t12-,14-,15-/m1/s1 NZGMCTHRDPVWIP-BPLDGKMQSA-N CC(=C)[C@@H]1CC[C@@]2(C(=C1)[C@](C)(O)CCC2)C NPC314940 Oxyquinoline quinolin-8-ol CHEMBL310555 1923 C9H7NO 145.05 -0.4603 2.23 1.854 1 1 33.12 1 2 11 0 InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H MCJGNVYPOGVAJF-UHFFFAOYSA-N Oc1cccc2c1nccc2 NPC292452 Oxyresveratrol 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol CHEMBL43065 5281717 C14H12O4 244.07 -1.3734 2.56 2.051 0 4 80.92 6 2 18 0 InChI=1S/C14H12O4/c15-11-4-3-10(14(18)8-11)2-1-9-5-12(16)7-13(17)6-9/h1-8,15-18H/b2-1+ PDHAOJSHSJQANO-OWOJBTEDSA-N Oc1ccc(c(c1)O)/C=C/c1cc(O)cc(c1)O NPC38952 Pachyphyllone CHEMBL491878 44566415 C20H28O3 316.2 0.6245 3.33 4.575 3 1 46.53 6 4 23 0 InChI=1S/C20H28O3/c1-12(2)13-10-20-9-6-14-18(3,4)7-5-8-19(14,11-23-20)17(20)16(22)15(13)21/h10,12,14,22H,5-9,11H2,1-4H3/t14-,19+,20+/m0/s1 UXYAZXBEJDOGCG-VHKYSDTDSA-N OC1=C2[C@]3(C=C(C1=O)C(C)C)CC[C@@H]1[C@@]2(CCCC1(C)C)CO3 NPC78326 Pachypodol 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one CHEMBL165180 5281677 C18H16O7 344.09 -1.9197 2.67 1.882 2 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-11(19)13(6-9)23-2/h4-8,19-20H,1-3H3 KQFUXLQBMQGNRT-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)OC)O NPC72455 Pachyrrizine 6-(6-methoxy-1,3-benzodioxol-5-yl)furo[3,2-g]chromen-7-one CHEMBL479689 101277 C19H12O6 336.06 -0.3275 2.89 3.023 1 0 67.13 3 5 25 0 InChI=1S/C19H12O6/c1-21-16-8-18-17(23-9-24-18)6-12(16)13-5-11-4-10-2-3-22-14(10)7-15(11)25-19(13)20/h2-8H,9H2,1H3 PENSQRMNZZWMGV-UHFFFAOYSA-N COc1cc2OCOc2cc1c1cc2cc3ccoc3cc2oc1=O NPC208553 Paclitaxel CHEMBL428647 36314 C47H51NO14 853.33 -1.6232 4.98 6.636 15 4 224.78 24 7 62 3 InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1 RCINICONZNJXQF-MZXODVADSA-N CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(c1ccccc1)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C NPC329692 Pacovatinin A (4Z)-4-[2-[(3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]oxolan-2-one CHEMBL1288185 52946130 C20H30O3 318.22 1.3081 3.33 4.511 3 1 46.53 6 3 23 0 InChI=1S/C20H30O3/c1-13-15(7-6-14-10-18(22)23-12-14)20(4)9-5-8-19(2,3)17(20)11-16(13)21/h6,15-17,21H,1,5,7-12H2,2-4H3/b14-6-/t15?,16-,17-,20+/m0/s1 PNIXSRYDZHWMFH-VTLCFXCSSA-N O=C1OC/C(=C\CC2C(=C)[C@@H](O)C[C@@H]3[C@]2(C)CCCC3(C)C)/C1 NPC77493 Paeoniflorigenone CHEMBL1077668 133475 C17H18O6 318.11 -0.9654 2.67 2.159 6 1 82.06 6 4 23 0 InChI=1S/C17H18O6/c1-16-8-13(18)11-7-17(16,20)23-15(22-16)12(11)9-21-14(19)10-5-3-2-4-6-10/h2-6,11-12,15,20H,7-9H2,1H3/t11-,12+,15-,16+,17-/m0/s1 BANPEMKDTXIFRE-GMKCAIKYSA-N O=C(c1ccccc1)OC[C@H]1[C@H]2O[C@]3([C@@](O2)(C[C@@H]1C(=O)C3)O)C NPC303429 Paeoniflorin CHEMBL1078549 46882877 C23H28O11 480.16 -3.3912 2.78 1.22 11 5 164.37 13 5 34 1 InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13+,14-,15+,16-,18+,19-,20+,21+,22-,23-/m1/s1 YKRGDOXKVOZESV-QYDSDWLYSA-N OC[C@H]1O[C@@H](O[C@]23C[C@H]4[C@@]3(COC(=O)c3ccccc3)[C@@H]3O[C@@]2(C)C[C@]4(O3)O)[C@@H]([C@H]([C@@H]1O)O)O NPC186098 Paeonol 1-(2-hydroxy-4-methoxyphenyl)ethanone CHEMBL1079227 11092 C9H10O3 166.06 -0.766 2.12 1.32 1 1 46.53 5 1 12 0 InChI=1S/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3 UILPJVPSNHJFIK-UHFFFAOYSA-N COc1ccc(c(c1)O)C(=O)C NPC23253 Paeonoside 1-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-methoxyphenyl]ethanone CHEMBL1079882 46883331 C20H28O12 460.16 -3.9216 2.34 -1.554 10 6 184.6 16 3 32 1 InChI=1S/C20H28O12/c1-9(22)11-4-3-10(28-2)5-12(11)31-18-16(25)15(24)14(23)13(32-18)6-29-19-17(26)20(27,7-21)8-30-19/h3-5,13-19,21,23-27H,6-8H2,1-2H3/t13-,14-,15+,16-,17+,18-,19-,20-/m1/s1 IRLNKOAURQPXIQ-LTRJMQNCSA-N COc1ccc(c(c1)O[C@@H]1O[C@H](CO[C@@H]2OC[C@]([C@H]2O)(O)CO)[C@H]([C@@H]([C@H]1O)O)O)C(=O)C NPC321478 Paeonoside Decaacetate [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl acetate CHEMBL1774170 52952637 C47H50O26 1030.26 -2.3877 3.77 3.898 22 0 326.22 37 5 73 2 InChI=1S/C47H50O26/c1-19(48)59-17-34-39(63-23(5)52)42(65-25(7)54)44(67-27(9)56)46(71-34)69-31-15-32(62-22(4)51)36-33(16-31)70-38(29-11-13-30(14-12-29)61-21(3)50)41(37(36)58)73-47-45(68-28(10)57)43(66-26(8)55)40(64-24(6)53)35(72-47)18-60-20(2)49/h11-16,34-35,39-40,42-47H,17-18H2,1-10H3/t34-,35-,39-,40-,42+,43+,44-,45-,46-,47+/m1/s1 NLVNWKWBXDAKIC-GHNQEIAISA-N CC(=O)OC[C@H]1O[C@@H](Oc2cc(OC(=O)C)c3c(c2)oc(c(c3=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2OC(=O)C)OC(=O)C)OC(=O)C)c2ccc(cc2)OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C NPC280725 Palbinone (3S,5R,8R,9R,10S,14S)-3,17-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-15,16-dione CHEMBL575924 9841735 C22H30O4 358.21 0.8294 3.44 4.827 4 2 74.6 7 4 26 0 InChI=1S/C22H30O4/c1-19(2)13-8-11-21(4)14(20(13,3)10-9-15(19)23)7-6-12-16(24)17(25)18(26)22(12,21)5/h6-7,13-15,23-24H,8-11H2,1-5H3/t13-,14+,15-,20-,21+,22-/m0/s1 KIAKLFLISZCITK-PPAUHQMUSA-N O=C1C(=C2[C@](C1=O)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1C=C2)(C)CC[C@@H](C3(C)C)O)O NPC97578 Pallidol (4bR,5R,9bR,10R)-5,10-bis(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol CHEMBL480462 484757 C28H22O6 454.14 -3.0266 3.88 4.262 0 6 121.38 8 6 34 1 InChI=1S/C28H22O6/c29-15-5-1-13(2-6-15)23-25-19(9-17(31)11-21(25)33)28-24(14-3-7-16(30)8-4-14)26-20(27(23)28)10-18(32)12-22(26)34/h1-12,23-24,27-34H/t23-,24-,27+,28+/m1/s1 YNVJOQCPHWKWSO-ZBVBGGFBSA-N Oc1cc(O)c2c(c1)[C@@H]1[C@H]([C@@H]2c2ccc(cc2)O)c2c([C@H]1c1ccc(cc1)O)c(O)cc(c2)O NPC36229 Palmatine Chloride 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium;chloride CHEMBL274189 73442 C21H22NO4.ClH 352.15 -1.3839 3.22 2.969 0 0 40.8 8 4 26 0 InChI=1S/C21H22NO4.ClH/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;/h5-6,9-12H,7-8H2,1-4H3;1H/q+1;/p-1 RLQYRXCUPVKSAW-UHFFFAOYSA-M COc1cc2CC[n+]3c(c2cc1OC)cc1c(c3)c(OC)c(cc1)OC.[Cl-] NPC31557 Palmitamide hexadecanamide CHEMBL32605 69421 C16H33NO 255.26 -3.7395 3 7.976 2 2 44.08 16 0 18 2 InChI=1S/C16H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H2,17,18) HSEMFIZWXHQJAE-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(=N)O NPC216630 Palmitic Acid hexadecanoic acid CHEMBL82293 985 C16H32O2 256.24 -3.8977 3 7.57 2 1 37.3 16 0 18 2 InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18) IPCSVZSSVZVIGE-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(=O)O NPC16452 Palmitine 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium CHEMBL206106 19009 C21H22NO4 352.15 -1.3839 3.22 2.969 0 0 40.8 8 4 26 0 InChI=1S/C21H22NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,9-12H,7-8H2,1-4H3/q+1 QUCQEUCGKKTEBI-UHFFFAOYSA-N COc1cc2CC[n+]3c(c2cc1OC)cc1c(c3)c(OC)c(cc1)OC NPC36061 Palmitoleic Acid (Z)-hexadec-9-enoic acid CHEMBL453509 445638 C16H30O2 254.22 -1.7667 3 7.054 2 1 37.3 15 0 18 2 InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- SECPZKHBENQXJG-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCC(=O)O NPC282454 Panaxadiol (3S,5R,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2R)-2,6,6-trimethyloxan-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol CHEMBL491655 73498 C30H52O3 460.39 1.591 4.43 8.084 3 2 49.69 11 5 33 1 InChI=1S/C30H52O3/c1-25(2)13-9-14-30(8,33-25)19-10-16-29(7)24(19)20(31)18-22-27(5)15-12-23(32)26(3,4)21(27)11-17-28(22,29)6/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21-,22+,23-,24-,27-,28+,29+,30+/m0/s1 PVLHOJXLNBFHDX-XHJPDDKBSA-N O[C@@H]1C[C@@H]2[C@@]3(C)CC[C@@H](C([C@@H]3CC[C@]2([C@]2([C@H]1[C@H](CC2)[C@@]1(C)CCCC(O1)(C)C)C)C)(C)C)O NPC115343 Pancratistatin (1R,2S,3S,4S,4aR,11bR)-1,2,3,4,7-pentahydroxy-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-6-one CHEMBL419335 441597 C14H15NO8 325.08 -3.356 2.01 -1.48 6 6 152.2 6 4 23 1 InChI=1S/C14H15NO8/c16-8-5-3-1-4-13(23-2-22-4)9(17)6(3)14(21)15-7(5)10(18)12(20)11(8)19/h1,5,7-8,10-12,16-20H,2H2,(H,15,21)/t5-,7-,8-,10+,11+,12+/m1/s1 VREZDOWOLGNDPW-ALTGWBOUSA-N O[C@@H]1[C@@H](O)[C@H](O)[C@H]2[C@H]([C@@H]1O)N=C(c1c2cc2OCOc2c1O)O NPC126534 Panduratin A (2,6-dihydroxy-4-methoxyphenyl)-[(1R,2S,6R)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]methanone CHEMBL379110 6483648 C26H30O4 406.21 1.1457 3.88 7.522 1 2 66.76 12 3 30 1 InChI=1S/C26H30O4/c1-16(2)10-12-20-17(3)11-13-21(18-8-6-5-7-9-18)24(20)26(29)25-22(27)14-19(30-4)15-23(25)28/h5-11,14-15,20-21,24,27-28H,12-13H2,1-4H3/t20-,21+,24-/m1/s1 LYDZCXVWCFJAKQ-ZFGGDYGUSA-N COc1cc(O)c(c(c1)O)C(=O)[C@@H]1[C@H](CC=C(C)C)C(=CC[C@H]1c1ccccc1)C NPC225049 Panepophenanthrine CHEMBL2046774 10432257 C22H28O8 420.18 -1.5975 3 -2.019 8 4 132.28 10 6 30 0 InChI=1S/C22H28O8/c1-19(2,26)5-6-21-9-7-8-10(13(24)16-15(28-16)12(8)23)11(21)14(25)17-18(29-17)22(21,27)30-20(9,3)4/h5-7,9-11,13-18,24-27H,1-4H3/b6-5+/t9-,10-,11-,13-,14-,15-,16+,17+,18+,21-,22+/m1/s1 WQBRQZUREPTGLI-ODDMXWQNSA-N O[C@H]1[C@@H]2O[C@@H]2[C@]2([C@]3([C@@H]1[C@@H]1[C@@H](O)[C@@H]4O[C@@H]4C(=O)C1=C[C@@H]3C(O2)(C)C)/C=C/C(O)(C)C)O NPC61779 P-Anisic Acid 4-methoxybenzoic acid CHEMBL21932 7478 C8H8O3 152.05 -0.2916 2.01 1.589 2 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10) ZEYHEAKUIGZSGI-UHFFFAOYSA-N COc1ccc(cc1)C(=O)O NPC326283 Panthenol 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide CHEMBL1371937 4678 C9H19NO4 205.13 -1.1828 1.9 -0.816 5 4 93.28 12 0 14 0 InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14) SNPLKNRPJHDVJA-UHFFFAOYSA-N OCCCN=C(C(C(CO)(C)C)O)O NPC195268 Papaverine 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline CHEMBL19224 4680 C20H21NO4 339.15 0.114 3.11 3.363 1 0 49.81 10 3 25 0 InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3 XQYZDYMELSJDRZ-UHFFFAOYSA-N COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC NPC133140 Papaverine Hydrochloride 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;hydron;chloride CHEMBL98123 657373;5351522;6084;53399235 C20H21NO4.ClH 339.15 0.114 3.11 3.363 1 0 49.81 10 3 25 0 InChI=1S/C20H21NO4.ClH/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;/h5-8,10-12H,9H2,1-4H3;1H UOTMYNBWXDUBNX-UHFFFAOYSA-N COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC.Cl NPC29883 Paraben 4-oxoniobenzoate CHEMBL441343 3702506;135 C7H6O3 138.03 -0.7001 1.9 1.07 2 2 57.53 3 1 10 0 InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) FJKROLUGYXJWQN-UHFFFAOYSA-N Oc1ccc(cc1)C(=O)O NPC82337 Para-Menth-3-Ene-1,2,8-Triol (1S,2R)-4-(2-hydroxypropan-2-yl)-1-methylcyclohex-3-ene-1,2-diol CHEMBL2011541 57404439 C10H18O3 186.13 -0.0924 2.23 0.134 3 3 60.69 7 1 13 0 InChI=1S/C10H18O3/c1-9(2,12)7-4-5-10(3,13)8(11)6-7/h6,8,11-13H,4-5H2,1-3H3/t8-,10+/m1/s1 CYSRURFSGZEJNU-SCZZXKLOSA-N O[C@@H]1C=C(CC[C@]1(C)O)C(O)(C)C NPC97811 Para-Methoxyamphetamine 1-(4-methoxyphenyl)propan-2-amine CHEMBL278663 31721 C10H15NO 165.12 -0.7384 2.34 2.083 1 1 35.25 6 1 12 0 InChI=1S/C10H15NO/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3 NEGYEDYHPHMHGK-UHFFFAOYSA-N COc1ccc(cc1)CC(N)C NPC233256 Paravallarine CHEMBL1801972 442980 C22H33NO2 343.25 -0.2365 3.55 4.212 3 1 38.33 4 5 25 0 InChI=1S/C22H33NO2/c1-13-17-6-7-19-16-5-4-14-12-15(23-3)8-10-21(14,2)18(16)9-11-22(17,19)20(24)25-13/h4,13,15-19,23H,5-12H2,1-3H3/t13-,15-,16+,17+,18-,19-,21-,22-/m0/s1 RSFPISDAJMWREU-CDFICMNGSA-N CN[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](OC2=O)C)C1)C NPC47936 Paraxanthine 1,7-dimethyl-3H-purine-2,6-dione CHEMBL1158 4687 C7H8N4O2 180.06 0.0198 1.57 -0.503 6 1 70.72 3 2 13 0 InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13) QUNWUDVFRNGTCO-UHFFFAOYSA-N Cn1c(O)nc2c(c1=O)n(C)cn2 NPC247037 Parisaponin I CHEMBL611117 46877361 C50H82O22 1034.53 -6.4663 4.54 0.25 22 13 346.06 33 9 72 3 InChI=1S/C50H82O22/c1-20(19-64-44-39(60)37(58)34(55)29(16-51)67-44)8-13-50(63)21(2)32-28(72-50)15-27-25-7-6-23-14-24(9-11-48(23,4)26(25)10-12-49(27,32)5)66-47-43(71-45-40(61)36(57)33(54)22(3)65-45)41(62)42(31(18-53)69-47)70-46-38(59)35(56)30(17-52)68-46/h6,20-22,24-47,51-63H,7-19H2,1-5H3/t20-,21+,22+,24+,25?,26?,27?,28?,29-,30+,31-,32?,33+,34-,35+,36-,37+,38-,39-,40-,41-,42?,43-,44-,45+,46+,47-,48+,49+,50?/m1/s1 FAFUWLJMHOPRJO-WASAKHJBSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CCC4C3CC[C@]3(C4CC4C3[C@H](C)C(O4)(O)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@@H](C1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC254255 Parisyunnanoside A CHEMBL2071192 70693124 C50H82O23 1050.52 -7.1772 4.43 -1.082 23 14 366.29 34 9 73 3 InChI=1S/C50H82O23/c1-20(19-65-43-38(60)36(58)33(55)28(16-51)68-43)8-13-49(63)22(3)50(64)31(73-49)15-27-25-7-6-23-14-24(9-11-47(23,4)26(25)10-12-48(27,50)5)67-46-42(72-44-39(61)35(57)32(54)21(2)66-44)40(62)41(30(18-53)70-46)71-45-37(59)34(56)29(17-52)69-45/h6,20-22,24-46,51-64H,7-19H2,1-5H3/t20-,21+,22-,24+,25-,26+,27+,28-,29+,30-,31+,32+,33-,34+,35-,36+,37-,38-,39-,40+,41-,42-,43-,44+,45+,46-,47+,48+,49-,50-/m1/s1 CQNNQPUOZZFKAB-VAOSOQNMSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@]3(O)[C@H](C)[C@@](O4)(O)CC[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC226699 Paroxypropione 1-(4-hydroxyphenyl)propan-1-one CHEMBL312311 6271 C9H10O2 150.07 -0.638 2.23 1.588 1 1 37.3 4 1 11 0 InChI=1S/C9H10O2/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3 RARSHUDCJQSEFJ-UHFFFAOYSA-N CCC(=O)c1ccc(cc1)O NPC167219 Parthenin (3aS,6S,6aS,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,9b-tetrahydro-3aH-azuleno[8,7-b]furan-2,9-dione CHEMBL401149 442288 C15H18O4 262.12 0.3332 2.67 0.423 4 1 63.6 3 3 19 0 InChI=1S/C15H18O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h6-8,10,12,18H,2,4-5H2,1,3H3/t8-,10-,12+,14-,15+/m0/s1 LLQCRTZROWMVOL-JISBIHODSA-N O=C1O[C@@H]2[C@H](C1=C)CC[C@@H]([C@]1([C@@]2(C)C(=O)C=C1)O)C NPC50362 Parthenolide CHEMBL540445 6473881 C15H20O3 248.14 1.7578 2.78 2.449 3 0 38.83 2 3 18 0 InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13-,15+/m0/s1 KTEXNACQROZXEV-SLXBATTESA-N C/C/1=C\CC[C@@]2(C)O[C@H]2[C@@H]2[C@@H](CC1)C(=C)C(=O)O2 NPC165201 Paspaline CHEMBL2408947 115028 C28H39NO2 421.3 0.2193 4.21 6.909 3 2 45.25 7 6 31 1 InChI=1S/C28H39NO2/c1-25(2,30)22-12-14-26(3)21-11-10-17-16-19-18-8-6-7-9-20(18)29-24(19)28(17,5)27(21,4)15-13-23(26)31-22/h6-9,17,21-23,29-30H,10-16H2,1-5H3/t17-,21-,22-,23-,26-,27-,28+/m0/s1 WLAIEIMDXUAGPY-HSECPPETSA-N CC([C@@H]1CC[C@@]2([C@@H](O1)CC[C@]1([C@H]2CC[C@@H]2[C@]1(C)c1[nH]c3c(c1C2)cccc3)C)C)(O)C NPC114550 Patentiflorin A 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3H-benzo[f][2]benzofuran-1-one CHEMBL458904 11785812 C27H26O11 526.15 -2.193 3.22 1.612 6 3 142.37 11 6 38 0 InChI=1S/C27H26O11/c1-11-22(28)23(29)24(30)27(37-11)38-25-14-8-18(33-3)17(32-2)7-13(14)20(21-15(25)9-34-26(21)31)12-4-5-16-19(6-12)36-10-35-16/h4-8,11,22-24,27-30H,9-10H2,1-3H3/t11-,22-,23+,24-,27+/m1/s1 NLWUWPJUIJTHAN-ZWQUELFCSA-N COc1cc2c(O[C@@H]3O[C@H](C)[C@H]([C@@H]([C@H]3O)O)O)c3COC(=O)c3c(c2cc1OC)c1ccc2c(c1)OCO2 NPC235051 Patrinioside [(1S,2S,3R,4S)-2-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-methyl-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclopentyl] 3-methylbutanoate CHEMBL2152449 71461980 C21H36O10 448.23 -2.0567 2.67 -0.627 10 6 166.14 19 2 31 1 InChI=1S/C21H36O10/c1-10(2)5-16(24)31-15-6-12(11(3)7-22)13(21(15,4)28)9-29-20-19(27)18(26)17(25)14(8-23)30-20/h10,12-15,17-20,22-23,25-28H,3,5-9H2,1-2,4H3/t12-,13+,14-,15+,17-,18+,19-,20-,21+/m1/s1 HRAKXIGVAPGHEW-XHHYMNQSSA-N OC[C@H]1O[C@@H](OC[C@H]2[C@H](C[C@@H]([C@@]2(C)O)OC(=O)CC(C)C)C(=C)CO)[C@@H]([C@H]([C@@H]1O)O)O NPC37866 Patriridoside D (3aS,4R,5R,6aS)-5-methyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-3-carbaldehyde CHEMBL2152442 71454804 C16H24O8 344.15 -2.7927 2.34 -0.586 8 4 125.68 10 3 24 0 InChI=1S/C16H24O8/c1-7-2-10-12(8(3-17)5-22-10)9(7)6-23-16-15(21)14(20)13(19)11(4-18)24-16/h3,5,7,9-16,18-21H,2,4,6H2,1H3/t7-,9-,10+,11-,12-,13-,14+,15-,16-/m1/s1 VQZLIWRZAATHOG-IMDJIWFOSA-N OC[C@H]1O[C@@H](OC[C@@H]2[C@H](C)C[C@H]3[C@@H]2C(=CO3)C=O)[C@@H]([C@H]([C@@H]1O)O)O NPC470658 Patriridoside G (2R,3R,4S,5S,6R)-2-[[(3aR,6aS)-6-methyl-3-methylidene-3a,4-dihydrocyclopenta[b]furan-6a-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2152445 71460286 C16H24O7 328.15 -1.1688 2.45 -1.652 7 4 108.61 9 3 23 0 InChI=1S/C16H24O7/c1-8-6-22-16(9(2)3-4-10(8)16)7-21-15-14(20)13(19)12(18)11(5-17)23-15/h3,10-15,17-20H,1,4-7H2,2H3/t10-,11-,12-,13+,14-,15-,16-/m1/s1 BXZYVDAASBLBQM-HQHBRHBDSA-N OC[C@H]1O[C@@H](OC[C@@]23OCC(=C)[C@H]3CC=C2C)[C@@H]([C@H]([C@@H]1O)O)O NPC104129 Patriridoside H (2R,3R,4S,5S,6R)-2-[[(3aR,6aS)-6-methyl-3-methylidene-3a,4-dihydrocyclopenta[b]furan-6a-yl]methoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol CHEMBL2152446 71458433 C21H32O11 460.19 -2.5775 2.56 -2.989 11 6 167.53 14 4 32 2 InChI=1S/C21H32O11/c1-10-5-31-21(11(2)3-4-12(10)21)9-30-18-16(25)15(24)14(23)13(32-18)6-28-19-17(26)20(27,7-22)8-29-19/h3,12-19,22-27H,1,4-9H2,2H3/t12-,13-,14-,15+,16-,17+,18-,19-,20-,21-/m1/s1 MCGBJAYWLFYYJH-LRIWWYBNSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)OC[C@H]1O[C@@H](OC[C@@]23OCC(=C)[C@H]3CC=C2C)[C@@H]([C@H]([C@@H]1O)O)O NPC249408 Patriridoside I (2R,3R,4S,5S,6R)-2-[[(3S,3aR,6aS)-3,6-dimethyl-2,3,3a,4-tetrahydrocyclopenta[b]furan-6a-yl]methoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol CHEMBL2152447 71458434 C21H34O11 462.21 -3.2278 2.56 -2.268 11 6 167.53 15 4 32 2 InChI=1S/C21H34O11/c1-10-5-31-21(11(2)3-4-12(10)21)9-30-18-16(25)15(24)14(23)13(32-18)6-28-19-17(26)20(27,7-22)8-29-19/h3,10,12-19,22-27H,4-9H2,1-2H3/t10-,12-,13-,14-,15+,16-,17+,18-,19-,20-,21-/m1/s1 RKKLMLPXHGWOKI-FXHXVMKNSA-N OC[C@@]1(O)CO[C@H]([C@@H]1O)OC[C@H]1O[C@@H](OC[C@@]23OC[C@H]([C@H]3CC=C2C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC289968 Paucinervin B methyl 2,4-dihydroxy-6-[2-hydroxy-3,6-dimethoxy-5-(3-methylbut-2-enyl)phenoxy]benzoate CHEMBL1254021 46912848 C21H24O8 404.15 0.25 2.89 2.918 2 3 114.68 16 2 29 0 InChI=1S/C21H24O8/c1-11(2)6-7-12-8-16(26-3)18(24)20(19(12)27-4)29-15-10-13(22)9-14(23)17(15)21(25)28-5/h6,8-10,22-24H,7H2,1-5H3 FCTJATYMYSSRPZ-UHFFFAOYSA-N COc1cc(CC=C(C)C)c(c(c1O)Oc1cc(O)cc(c1C(=O)OC)O)OC NPC469907 Paucinervin D 2,5-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromene-7,8-diol CHEMBL1254111 52949815 C27H40O3 412.3 4.5717 4.1 7.61 0 2 49.69 17 2 30 1 InChI=1S/C27H40O3/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-16-27(6)17-15-23-22(5)18-24(28)25(29)26(23)30-27/h10,12,14,18,28-29H,7-9,11,13,15-17H2,1-6H3/b20-12+,21-14+ BTLRXKRGQQIJSD-KDXVVQHGSA-N C/C(=C\CCC1(C)CCc2c(O1)c(O)c(cc2C)O)/CC/C=C(/CCC=C(C)C)\C NPC217174 Pawhuskin A 4-[(E)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]ethenyl]-3-(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL513748 10366422 C29H36O4 448.26 3.6136 4.21 7.453 0 4 80.92 18 2 33 1 InChI=1S/C29H36O4/c1-19(2)7-6-8-21(5)10-15-25-23(17-24(30)18-28(25)32)12-11-22-13-16-27(31)29(33)26(22)14-9-20(3)4/h7,9-13,16-18,30-33H,6,8,14-15H2,1-5H3/b12-11+,21-10+ LZRXMBPDNILKDO-ZVBRSKEYSA-N C/C(=C\Cc1c(/C=C/c2ccc(c(c2CC=C(C)C)O)O)cc(cc1O)O)/CCC=C(C)C NPC474481 Pawhuskin B 4-[(E)-2-[5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-7-yl]ethenyl]benzene-1,2-diol CHEMBL469723 11199792 C24H26O4 378.18 1.6226 3.66 5.807 0 3 69.92 11 3 28 1 InChI=1S/C24H26O4/c1-16(2)5-4-11-24(3)12-10-19-21(26)14-18(15-23(19)28-24)7-6-17-8-9-20(25)22(27)13-17/h5-10,12-15,25-27H,4,11H2,1-3H3/b7-6+ UAIWPLZXOFABMI-VOTSOKGWSA-N CC(=CCCC1(C)C=Cc2c(O1)cc(cc2O)/C=C/c1ccc(c(c1)O)O)C NPC144343 Pawhuskin C 5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-2-[(2E)-3,7-dimethylocta-2,6-dienyl]benzene-1,3-diol CHEMBL476923 11394888 C24H28O4 380.2 1.7362 3.66 5.983 0 4 80.92 14 2 28 1 InChI=1S/C24H28O4/c1-16(2)5-4-6-17(3)7-11-20-22(26)14-19(15-23(20)27)9-8-18-10-12-21(25)24(28)13-18/h5,7-10,12-15,25-28H,4,6,11H2,1-3H3/b9-8+,17-7+ YCBBOXBZWZTLGR-MZYNZGBKSA-N C/C(=C\Cc1c(O)cc(cc1O)/C=C/c1ccc(c(c1)O)O)/CCC=C(C)C NPC235900 Paxilline CHEMBL410063 105008 C27H33NO4 435.24 -0.6466 3.88 3.787 5 3 82.55 7 6 32 0 InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1 ACNHBCIZLNNLRS-UBGQALKQSA-N O=C1C=C2[C@@H](O[C@@H]1C(O)(C)C)CC[C@]1([C@@]2(O)CC[C@@H]2[C@]1(C)c1[nH]c3c(c1C2)cccc3)C NPC124436 P-Cresol 4-methylphenol CHEMBL16645 2879 C7H8O 108.06 0.1817 2.12 2.367 0 1 20.23 2 1 8 0 InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3 IWDCLRJOBJJRNH-UHFFFAOYSA-N Cc1ccc(cc1)O NPC29328 Pechueloic Acid 2-[(5R,8S,8aS)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-5-yl]prop-2-enoic acid CHEMBL1956398 24094149 C15H20O3 248.14 1.3871 2.78 2.068 3 1 54.37 5 2 18 0 InChI=1S/C15H20O3/c1-8-4-5-11(9(2)15(17)18)6-13-10(3)14(16)7-12(8)13/h8,11-12H,2,4-7H2,1,3H3,(H,17,18)/t8-,11+,12-/m0/s1 ZFHSKBJBODQVBX-AXTRIDKLSA-N C[C@H]1CC[C@H](CC2=C(C(=O)C[C@@H]12)C)C(=C)C(=O)O NPC156222 Pectolinarigenin 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL78010 5320438 C17H14O6 314.08 -1.5278 2.67 1.642 1 2 85.22 7 3 23 0 InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3 GPQLHGCIAUEJQK-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)OC)O NPC204693 Pectolinarin 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL445978 168849 C29H34O15 622.19 -4.5216 3 -0.3 10 7 223.29 18 5 44 1 InChI=1S/C29H34O15/c1-11-20(31)23(34)25(36)28(41-11)40-10-18-21(32)24(35)26(37)29(44-18)43-17-9-16-19(22(33)27(17)39-3)14(30)8-15(42-16)12-4-6-13(38-2)7-5-12/h4-9,11,18,20-21,23-26,28-29,31-37H,10H2,1-3H3/t11-,18+,20-,21+,23+,24-,25+,26+,28+,29+/m0/s1 DUXQKCCELUKXOE-CBBZIXHGSA-N COc1c(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)OC NPC254540 Pedaliin-6''-Acetate [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxochromen-6-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate CHEMBL1272142 52946742 C24H24O13 520.12 -3.7644 2.67 -0.208 7 6 201.67 15 4 37 1 InChI=1S/C24H24O13/c1-9(25)34-8-17-19(29)21(31)22(32)24(36-17)37-23-16(33-2)7-15-18(20(23)30)13(28)6-14(35-15)10-3-4-11(26)12(27)5-10/h3-7,17,19,21-22,24,26-27,29-32H,8H2,1-2H3/t17-,19-,21+,22-,24+/m1/s1 FCWFMVZRISJKEB-NZXWXYQFSA-N COc1cc2oc(cc(=O)c2c(c1O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O)c1ccc(c(c1)O)O NPC469931 Pedalitin-3'-O-Beta-Glucoside 5,6-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-methoxy-3-methylchromen-4-one CHEMBL1271926 52949203 C23H24O12 492.13 -3.5904 2.67 -0.338 6 7 195.6 14 4 35 1 InChI=1S/C23H24O12/c1-8-16(26)15-12(6-13(32-2)17(27)19(15)29)33-22(8)9-3-4-10(25)11(5-9)34-23-21(31)20(30)18(28)14(7-24)35-23/h3-6,14,18,20-21,23-25,27-31H,7H2,1-2H3/t14-,18-,20+,21-,23-/m1/s1 UHQWITULPYNYAY-QURKFZFESA-N OC[C@H]1O[C@@H](Oc2cc(ccc2O)c2oc3cc(OC)c(c(c3c(=O)c2C)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC31034 Pedunculagin CHEMBL506204 442688 C34H24O22 784.08 -6.5602 2.78 -1.789 10 13 377.42 13 7 56 1 InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2/t14-,27-,28+,29-,34?/m1/s1 IYMHVUYNBVWXKH-ZITZVVOASA-N OC1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c3O)O)O)O NPC226662 Peganole 1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-ol CHEMBL2165578 3756584 C11H12N2O 188.09 -1.0463 2.34 2.497 3 1 35.83 1 3 14 0 InChI=1S/C11H12N2O/c14-11-8-4-1-2-5-9(8)12-10-6-3-7-13(10)11/h1-2,4-5,11,14H,3,6-7H2 RDWJAMWCGSWTQS-UHFFFAOYSA-N OC1N2CCCC2=Nc2c1cccc2 NPC190454 Pelargonidin 2-(4-hydroxyphenyl)chromenylium-3,5,7-triol CHEMBL1197905 440832 C15H10O5 272.07 -1.8412 2.56 1.276 1 5 80.92 5 3 20 0 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1 XVFMGWDSJLBXDZ-UHFFFAOYSA-O Oc1ccc(cc1)c1[o+]c2cc(O)cc(c2cc1O)O NPC97432 Pelargonidin Chloride 2-(4-hydroxyphenyl)chromenylium-3,5,7-triol;chloride CHEMBL591036 67249 C15H10O5.ClH 271.06 -2.175 2.56 1.276 1 4 83.75 5 3 20 0 InChI=1S/C15H10O5.ClH/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15;/h1-7H,(H3-,16,17,18,19);1H YPVZJXMTXCOTJN-UHFFFAOYSA-N Oc1ccc(cc1)c1[o+]c2cc(O)cc(c2cc1[O-])O.Cl NPC195986 Pellitorin (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide CHEMBL271242 5318516 C14H25NO 223.19 0.5505 2.78 4.887 2 1 32.59 12 0 16 0 InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+ MAGQQZHFHJDIRE-BNFZFUHLSA-N CCCCC/C=C/C=C/C(=NCC(C)C)O NPC101830 Penduletin 5-hydroxy-2-(4-hydroxyphenyl)-3,6,7-trimethoxychromen-4-one CHEMBL165509 5320462 C18H16O7 344.09 -1.9197 2.67 1.882 2 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-12-8-11-13(14(20)17(12)23-2)15(21)18(24-3)16(25-11)9-4-6-10(19)7-5-9/h4-8,19-20H,1-3H3 YSXFFLGRZJWNFM-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)c(c(c2)OC)OC)c1ccc(cc1)O NPC155900 Pent-1-En-3-One pent-1-en-3-one CHEMBL1506228 15394 C5H8O 84.06 0.4231 1.9 0.727 1 0 17.07 3 0 6 0 InChI=1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3 JLIDVCMBCGBIEY-UHFFFAOYSA-N CCC(=O)C=C NPC471746 Penta-Acetylcatechin [(2S,3S)-5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] acetate CHEMBL3109444 26368956 C25H22O12 514.11 -1.0314 2.89 2.87 7 0 157.8 16 3 37 1 InChI=1S/C25H22O12/c1-11(26)32-17-9-20(35-14(4)29)22-21(10-17)37-24(25(23(22)31)36-15(5)30)16-6-7-18(33-12(2)27)19(8-16)34-13(3)28/h6-10,24-25H,1-5H3/t24-,25+/m0/s1 MNNMLZRGKMWAMG-LOSJGSFVSA-N CC(=O)Oc1cc2O[C@@H](c3ccc(c(c3)OC(=O)C)OC(=O)C)[C@@H](C(=O)c2c(c1)OC(=O)C)OC(=O)C NPC177839 Pentaacetylquercetin [2-acetyloxy-4-(3,5,7-triacetyloxy-4-oxochromen-2-yl)phenyl] acetate CHEMBL19074 14005 C25H20O12 512.1 -1.2497 2.89 3.674 7 0 157.8 16 3 37 1 InChI=1S/C25H20O12/c1-11(26)32-17-9-20(35-14(4)29)22-21(10-17)37-24(25(23(22)31)36-15(5)30)16-6-7-18(33-12(2)27)19(8-16)34-13(3)28/h6-10H,1-5H3 JQUHMSXLZZWRHU-UHFFFAOYSA-N CC(=O)Oc1cc(OC(=O)C)c2c(c1)oc(c(c2=O)OC(=O)C)c1ccc(c(c1)OC(=O)C)OC(=O)C NPC104222 Pentagalloyl Glucose [(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate CHEMBL382408 65238 C41H32O26 940.12 -7.5719 3.11 0.697 11 15 444.18 31 6 67 3 InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/t27-,33-,34+,35-,41+/m1/s1 QJYNZEYHSMRWBK-NIKIMHBISA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC310259 Pentamethylquercetin 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one CHEMBL19032 97332 C20H20O7 372.12 -1.1027 2.89 2.92 2 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-12-9-15(25-4)17-16(10-12)27-19(20(26-5)18(17)21)11-6-7-13(23-2)14(8-11)24-3/h6-10H,1-5H3 ALGDHWVALRSLBT-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)OC)OC NPC147212 Pentan-3-One pentan-3-one CHEMBL45315 7288 C5H10O 86.07 -0.0916 1.9 0.691 1 0 17.07 4 0 6 0 InChI=1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3 FDPIMTJIUBPUKL-UHFFFAOYSA-N CCC(=O)CC NPC164646 Pentanal pentanal CHEMBL18602 8063 C5H10O 86.07 -0.6823 1.9 1.725 1 0 17.07 4 0 6 0 InChI=1S/C5H10O/c1-2-3-4-5-6/h5H,2-4H2,1H3 HGBOYTHUEUWSSQ-UHFFFAOYSA-N CCCCC=O NPC187095 Pentane pentane CHEMBL16102 8003 C5H12 72.09 -0.7614 2.01 3.185 0 0 0 4 0 5 0 InChI=1S/C5H12/c1-3-5-4-2/h3-5H2,1-2H3 OFBQJSOFQDEBGM-UHFFFAOYSA-N CCCCC NPC306277 Pentane-1,5-Diamine pentane-1,5-diamine CHEMBL119296 273 C5H14N2 102.12 -2.3406 1.79 -0.268 2 2 52.04 6 0 7 0 InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2 VHRGRCVQAFMJIZ-UHFFFAOYSA-N NCCCCCN NPC66177 Pentazocine CHEMBL560 441278 C19H27NO 285.21 1.8055 3.33 4.091 1 1 23.47 7 3 21 0 InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m0/s1 VOKSWYLNZZRQPF-GDIGMMSISA-N CC(=CCN1CC[C@@]2([C@H]([C@H]1Cc1c2cc(cc1)O)C)C)C NPC72258 Pentenal (E)-pent-2-enal CHEMBL256368 5364752 C5H8O 84.06 -0.068 1.9 1.281 1 0 17.07 3 0 6 0 InChI=1S/C5H8O/c1-2-3-4-5-6/h3-5H,2H2,1H3/b4-3+ DTCCTIQRPGSLPT-ONEGZZNKSA-N CC/C=C/C=O NPC243509 Pentosalen 9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one CHEMBL453805 10212 C16H14O4 270.09 1.5296 2.78 2.891 1 0 48.67 5 3 20 0 InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 OLOOJGVNMBJLLR-UHFFFAOYSA-N CC(=CCOc1c2occc2cc2c1oc(=O)cc2)C NPC74306 Pentostatin (8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol CHEMBL1580 439693 C11H16N4O4 268.12 -2.5753 1.79 -1.481 8 4 112.13 5 3 19 0 InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1 FPVKHBSQESCIEP-JQCXWYLXSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1NC=NC[C@H]2O NPC328593 Pentyl 3-(3,4-Dihydroxyphenyl)Acrylate pentyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL2088769 15086370 C14H18O4 250.12 -1.4517 2.56 3.381 2 2 66.76 10 1 18 0 InChI=1S/C14H18O4/c1-2-3-4-9-18-14(17)8-6-11-5-7-12(15)13(16)10-11/h5-8,10,15-16H,2-4,9H2,1H3/b8-6+ ULPIXLKKVGJPCT-SOFGYWHQSA-N CCCCCOC(=O)/C=C/c1ccc(c(c1)O)O NPC86655 Peonidin 2-(4-hydroxy-3-methoxyphenyl)chromenylium-3,5,7-triol CHEMBL1277324 441773 C16H12O6 302.08 -1.893 2.56 0.832 1 5 90.15 7 3 22 0 InChI=1S/C16H12O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-7H,1H3,(H3-,17,18,19,20)/p+1 XFDQJKDGGOEYPI-UHFFFAOYSA-O COc1cc(ccc1O)c1[o+]c2cc(O)cc(c2cc1O)O NPC218841 Peperomin A (3S,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-one CHEMBL225191 11486787 C22H22O8 414.13 -0.8013 3 2.358 2 0 81.68 8 5 30 0 InChI=1S/C22H22O8/c1-11-14(8-26-22(11)23)19(12-4-15(24-2)20-17(6-12)27-9-29-20)13-5-16(25-3)21-18(7-13)28-10-30-21/h4-7,11,14,19H,8-10H2,1-3H3/t11-,14+/m0/s1 UYKJDDXZIMXQNB-SMDDNHRTSA-N COc1cc(cc2c1OCO2)C([C@@H]1COC(=O)[C@H]1C)c1cc(OC)c2c(c1)OCO2 NPC151423 Peperomin B (3S,4S)-4-[(S)-(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one CHEMBL559875 14541875 C23H26O8 430.16 -0.6022 3.11 2.431 2 0 81.68 12 4 31 0 InChI=1S/C23H26O8/c1-12-15(10-29-23(12)24)20(13-6-16(25-2)21(28-5)17(7-13)26-3)14-8-18(27-4)22-19(9-14)30-11-31-22/h6-9,12,15,20H,10-11H2,1-5H3/t12-,15+,20-/m0/s1 BKBNELRCROXDSH-VHPWJVAPSA-N COc1cc(cc(c1OC)OC)[C@H]([C@@H]1COC(=O)[C@H]1C)c1cc(OC)c2c(c1)OCO2 NPC44245 Peperomin C (3S,4S)-4-[bis(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one CHEMBL224381 10917283 C24H30O8 446.19 -0.4031 3.22 2.504 2 0 81.68 16 3 32 0 InChI=1S/C24H30O8/c1-13-16(12-32-24(13)25)21(14-8-17(26-2)22(30-6)18(9-14)27-3)15-10-19(28-4)23(31-7)20(11-15)29-5/h8-11,13,16,21H,12H2,1-7H3/t13-,16+/m0/s1 ZJYVHQGPYKVXQL-XJKSGUPXSA-N COc1cc(cc(c1OC)OC)C(c1cc(OC)c(c(c1)OC)OC)[C@@H]1COC(=O)[C@H]1C NPC193779 Peperomin E (4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methylideneoxolan-2-one CHEMBL521941 10476763 C22H20O8 412.12 -0.5842 3 2.176 2 0 81.68 7 5 30 0 InChI=1S/C22H20O8/c1-11-14(8-26-22(11)23)19(12-4-15(24-2)20-17(6-12)27-9-29-20)13-5-16(25-3)21-18(7-13)28-10-30-21/h4-7,14,19H,1,8-10H2,2-3H3/t14-/m1/s1 HSEIBOLBSKVJFP-CQSZACIVSA-N COc1cc(cc2c1OCO2)C([C@@H]1COC(=O)C1=C)c1cc(OC)c2c(c1)OCO2 NPC45536 Perillaketone 1-(furan-3-yl)-4-methylpentan-1-one CHEMBL469753 68381 C10H14O2 166.1 0.4454 2.34 2.419 1 0 30.21 6 1 12 0 InChI=1S/C10H14O2/c1-8(2)3-4-10(11)9-5-6-12-7-9/h5-8H,3-4H2,1-2H3 LVHLZMUFIYAEQB-UHFFFAOYSA-N CC(CCC(=O)c1cocc1)C NPC100809 Perillaldehyde 4-prop-1-en-2-ylcyclohexene-1-carbaldehyde CHEMBL469537 16441 C10H14O 150.1 1.308 2.45 2.355 1 0 17.07 3 1 11 0 InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3 RUMOYJJNUMEFDD-UHFFFAOYSA-N O=CC1=CCC(CC1)C(=C)C NPC166791 Perillic Acid (4S)-4-prop-1-en-2-ylcyclohexene-1-carboxylic acid CHEMBL1256620 2724160 C10H14O2 166.1 1.2606 2.34 2.274 2 1 37.3 4 1 12 0 InChI=1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12)/t8-/m1/s1 CDSMSBUVCWHORP-MRVPVSSYSA-N CC(=C)[C@H]1CCC(=CC1)C(=O)O NPC11089 Perilloxin 2-[(2R)-5-methoxy-2,3-dihydrofuro[3,2-i][3]benzoxepin-2-yl]propan-2-ol CHEMBL522898 10468570 C16H18O4 274.12 -0.3206 2.78 2.487 2 1 47.92 6 3 20 0 InChI=1S/C16H18O4/c1-16(2,17)14-9-10-8-13(18-3)11-4-6-19-7-5-12(11)15(10)20-14/h4-8,14,17H,9H2,1-3H3/t14-/m1/s1 SOTPZHKVANVGAN-CQSZACIVSA-N COc1cc2C[C@@H](Oc2c2c1C=COC=C2)C(O)(C)C NPC34390 Periplocymarin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL502236 44566918 C30H46O8 534.32 -1.0873 3.88 2.428 8 3 114.68 11 6 38 0 InChI=1S/C30H46O8/c1-17-26(32)23(35-4)14-25(37-17)38-19-5-9-27(2)21-6-10-28(3)20(18-13-24(31)36-16-18)8-12-30(28,34)22(21)7-11-29(27,33)15-19/h13,17,19-23,25-26,32-34H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23-,25+,26-,27-,28-,29+,30+/m1/s1 XRWQBDJPMXRDOQ-ZVXDPGNRSA-N CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O)C NPC97487 Periplogenin 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL460768 10574 C23H34O5 390.24 -0.4716 3.44 2.142 5 3 86.99 6 5 28 0 InChI=1S/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1 QJPCKAJTLHDNCS-FBAXFMHRSA-N O[C@H]1CC[C@]2([C@](C1)(O)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC475629 Periplogenin 3-O-(4-O-Beta-Glucopyranosyl-Beta-Digitalopyranoside) 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL509682 44566916 C36H56O14 712.37 -3.0569 3.88 0.29 14 7 214.06 18 7 50 2 InChI=1S/C36H56O14/c1-17-29(50-31-27(41)26(40)25(39)23(15-37)49-31)30(45-4)28(42)32(47-17)48-19-5-9-33(2)21-6-10-34(3)20(18-13-24(38)46-16-18)8-12-36(34,44)22(21)7-11-35(33,43)14-19/h13,17,19-23,25-32,37,39-44H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23-,25-,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,36+/m1/s1 WLJHFSPFCOGHJP-RKCBZHQGSA-N CO[C@@H]1[C@@H](O)[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C NPC474418 Periplogenin 3-O-Beta-Digitoxoside 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL467622 44566917 C29H44O8 520.3 -1.4958 3.77 2.338 8 4 125.68 10 6 37 0 InChI=1S/C29H44O8/c1-16-25(32)22(30)13-24(36-16)37-18-4-8-26(2)20-5-9-27(3)19(17-12-23(31)35-15-17)7-11-29(27,34)21(20)6-10-28(26,33)14-18/h12,16,18-22,24-25,30,32-34H,4-11,13-15H2,1-3H3/t16-,18+,19-,20+,21-,22-,24+,25-,26-,27-,28+,29+/m1/s1 ZHLSFKRYXVZYFT-KGNYYXFWSA-N O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@]2([C@]1(C)CC[C@@H](C2)O[C@H]1C[C@@H](O)[C@@H]([C@H](O1)C)O)O)O NPC84987 Periplogenin Glucoside 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one CHEMBL462439 14284305 C29H44O10 552.29 -2.2185 3.55 1.034 10 6 166.14 12 6 39 1 InChI=1S/C29H44O10/c1-26-7-3-16(38-25-24(34)23(33)22(32)20(13-30)39-25)12-28(26,35)9-5-19-18(26)4-8-27(2)17(6-10-29(19,27)36)15-11-21(31)37-14-15/h11,16-20,22-25,30,32-36H,3-10,12-14H2,1-2H3/t16-,17+,18-,19+,20+,22+,23-,24+,25+,26+,27+,28-,29-/m0/s1 FECZMYDDHKVQIA-CZGJECLASA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC320287 Permethrin (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate CHEMBL1525 40326 C21H20Cl2O3 390.08 1.8533 3.22 7.313 2 0 35.53 11 3 26 1 InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3 RLLPVAHGXHCWKJ-UHFFFAOYSA-N ClC(=CC1C(C1(C)C)C(=O)OCc1cccc(c1)Oc1ccccc1)Cl NPC296752 Peroxisomicine A1 (3S)-3,8,9-trihydroxy-3-methyl-7-[(2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-2,4-dihydroanthracen-1-one CHEMBL3355662 11386735 C30H26O8 514.16 -2.2682 3.88 1.433 4 6 155.52 9 6 38 1 InChI=1S/C30H26O8/c1-29(37)9-14-8-13-6-7-16(26(34)22(13)27(35)21(14)19(32)11-29)23-15-4-3-5-18(31)24(15)28(36)25-17(23)10-30(2,38)12-20(25)33/h3-8,31,34-38H,9-12H2,1-2H3/t29-,30-/m0/s1 FBPZAGOTWAVQJH-KYJUHHDHSA-N O=C1C[C@@](C)(O)Cc2c1c(O)c1c(c2)ccc(c1O)c1c2C[C@](C)(O)CC(=O)c2c(c2c1cccc2O)O NPC131128 Perrotettin F 5-[2-(3-hydroxyphenyl)ethyl]-3-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]benzene-1,2-diol CHEMBL458920 11953464 C28H26O5 442.18 -1.7457 3.99 8.098 0 4 90.15 12 4 33 1 InChI=1S/C28H26O5/c29-23-5-1-3-20(15-23)8-7-19-11-13-25(14-12-19)33-27-18-22(17-26(31)28(27)32)10-9-21-4-2-6-24(30)16-21/h1-6,11-18,29-32H,7-10H2 QFNWXQOYUAXUAF-UHFFFAOYSA-N Oc1cccc(c1)CCc1ccc(cc1)Oc1cc(CCc2cccc(c2)O)cc(c1O)O NPC131121 Perseal F (2S,3S)-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde CHEMBL459216 10335768 C18H18O5 314.12 -0.8274 2.89 2.598 1 1 64.99 8 3 23 0 InChI=1S/C18H18O5/c1-10-13-6-11(9-19)7-16(22-3)18(13)23-17(10)12-4-5-15(21-2)14(20)8-12/h4-10,17,20H,1-3H3/t10-,17-/m0/s1 OVHWQVPIATURGO-BTDLBPIBSA-N COc1cc(C=O)cc2c1O[C@@H]([C@H]2C)c1ccc(c(c1)O)OC NPC174908 Persicarin potassium;[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl] sulfate CHEMBL471479 23669384 C16H12O10S.K 395.01 -3.1193 2.01 -0.804 5 3 171.03 9 3 27 0 InChI=1S/C16H12O10S.K/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15;/h2-6,17-19H,1H3,(H,21,22,23);/q;+1/p-1 OBHPUIPWBGHSKF-UHFFFAOYSA-M COc1cc(ccc1O)c1oc2cc([O-])cc(c2c(=O)c1OS(=O)(=O)O)O.[K+] NPC469945 Pesudoginsenoside Rp1 Methyl Ester (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-4,5-dihydroxy-6-methoxycarbonyl-3-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1288831 52943314 C42H66O13 778.45 -0.5001 4.65 7.128 13 6 201.67 21 7 55 3 InChI=1S/C42H66O13/c1-37(2)15-17-42(36(49)50)18-16-40(6)21(22(42)19-37)9-10-25-39(5)13-12-26(38(3,4)24(39)11-14-41(25,40)7)53-35-32(29(46)28(45)31(54-35)33(48)51-8)55-34-30(47)27(44)23(43)20-52-34/h9,22-32,34-35,43-47H,10-20H2,1-8H3,(H,49,50)/t22-,23+,24-,25+,26-,27-,28-,29-,30+,31-,32+,34+,35+,39-,40+,41+,42-/m0/s1 FUUKVKKUBFPWND-CIVMPPKVSA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC92114 Petroselenic Acid (Z)-octadec-6-enoic acid CHEMBL3139878 5281125 C18H34O2 282.26 -2.3427 3.22 8.192 2 1 37.3 17 0 20 2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12- CNVZJPUDSLNTQU-SEYXRHQNSA-N CCCCCCCCCCC/C=C\CCCCC(=O)O NPC98028 Peucedanin 3-methoxy-2-propan-2-ylfuro[3,2-g]chromen-7-one CHEMBL1410943 8616 C15H14O4 258.09 0.637 2.67 2.842 1 0 48.67 5 3 19 0 InChI=1S/C15H14O4/c1-8(2)14-15(17-3)10-6-9-4-5-13(16)18-11(9)7-12(10)19-14/h4-8H,1-3H3 YQBNJPACAUPNLV-UHFFFAOYSA-N COc1c(oc2c1cc1ccc(=O)oc1c2)C(C)C NPC198498 Phaeanthine CHEMBL445477 73664 C38H42N2O6 622.3 0.274 4.76 6.098 2 0 61.86 10 6 46 1 InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m1/s1 WVTKBKWTSCPRNU-LOYHVIPDSA-N COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@@H]4Cc1ccc(Oc4cc(C[C@H]3N(CC2)C)ccc4OC)cc1)C NPC53011 Phaeocaulisin B (3aR,5R,5aS,8R,8aR)-5,8-dihydroxy-1,5,8-trimethyl-4,5a,6,7,8a,9-hexahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL2386501 71725703 C15H22O4 266.15 0.4415 2.67 0.881 4 2 66.76 5 3 19 0 InChI=1S/C15H22O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h10-12,17-18H,4-7H2,1-3H3/t10-,11+,12+,14+,15+/m0/s1 BQDXDGDOYPUUOD-PGKPSXLWSA-N O=C1O[C@H]2C(=C1C)C[C@@H]1[C@@H]([C@](C2)(C)O)CC[C@@]1(C)O NPC106309 Phaeocaulisin D (3S)-3-hydroxy-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-1,2-dihydroazulen-6-one CHEMBL2386503 71725705 C15H20O3 248.14 1.0386 2.78 0.547 3 2 57.53 7 2 18 0 InChI=1S/C15H20O3/c1-9-7-13(16)12(14(2,3)17)8-11-10(9)5-6-15(11,4)18/h7-8,17-18H,5-6H2,1-4H3/t15-/m0/s1 UAZYAJBTXBHEAB-HNNXBMFYSA-N O=c1cc(C)c2c(cc1C(O)(C)C)[C@@](CC2)(C)O NPC25908 Phaeocaulisin E (3S,3aS,8S,8aR)-3,8-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4,7,8a-hexahydroazulen-6-one CHEMBL2386504 14633000 C15H24O3 252.17 0.7404 2.78 1.151 3 2 57.53 6 2 18 0 InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12+,14+,15+/m1/s1 TXIKNNOOLCGADE-DHMWGJHJSA-N CC(=C1C[C@H]2[C@H]([C@@](CC1=O)(C)O)CC[C@]2(C)O)C NPC133844 Phaeocaulisin F (3S,3aS,8aR)-3-hydroxy-8-(hydroxymethyl)-3-methyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one CHEMBL2332421 71578717 C15H22O3 250.16 0.9999 2.78 0.423 3 2 57.53 6 2 18 0 InChI=1S/C15H22O3/c1-9(2)12-7-13-11(4-5-15(13,3)18)10(8-16)6-14(12)17/h6,11,13,16,18H,4-5,7-8H2,1-3H3/t11-,13-,15-/m0/s1 RXDNOEVQPBWPMH-WHOFXGATSA-N OCC1=CC(=O)C(=C(C)C)C[C@H]2[C@H]1CC[C@]2(C)O NPC84185 Phaeocaulisin J (3S,3aR,8aS)-3,8a-dihydroxy-3,8-dimethyl-2,3a,4,5-tetrahydro-1H-azulen-6-one CHEMBL2386508 71725781 C12H18O3 210.13 -0.0117 2.45 -0.148 3 2 57.53 4 2 15 0 InChI=1S/C12H18O3/c1-8-7-9(13)3-4-10-11(2,14)5-6-12(8,10)15/h7,10,14-15H,3-6H2,1-2H3/t10-,11+,12-/m1/s1 ZRAWYUAGCGVSLC-GRYCIOLGSA-N O=C1CC[C@H]2[C@@](C(=C1)C)(O)CC[C@]2(C)O NPC475594 Phaitanthrins A 6-hydroxy-6-(2-oxopropyl)indolo[2,1-b]quinazolin-12-one CHEMBL508897 24970702 C18H14N2O3 306.1 -1.5644 2.89 2.968 5 1 69.97 4 4 23 0 InChI=1S/C18H14N2O3/c1-11(21)10-18(23)13-7-3-5-9-15(13)20-16(22)12-6-2-4-8-14(12)19-17(18)20/h2-9,23H,10H2,1H3 CCFVLTFAPUCNHB-UHFFFAOYSA-N CC(=O)CC1(O)c2nc3ccccc3c(=O)n2c2c1cccc2 NPC225696 Phaseolin CHEMBL448350 91572 C20H18O4 322.12 -0.2056 3.22 3.195 0 1 47.92 3 5 24 0 InChI=1S/C20H18O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-9,15,19,21H,10H2,1-2H3/t15-,19-/m0/s1 LWTDZKXXJRRKDG-KXBFYZLASA-N Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc1c2C=CC(O1)(C)C NPC164574 Phaseollidin (6aR,11aR)-10-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL508534 119268 C20H20O4 324.14 0.3037 3.22 3.265 0 2 58.92 6 4 24 0 InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1 OFWYIUYVHYPQNX-JXFKEZNVSA-N CC(=CCc1c(O)ccc2c1O[C@@H]1[C@H]2COc2c1ccc(c2)O)C NPC290664 Phelligridin C 8,9-dihydroxy-3-[(E)-2-(4-hydroxyphenyl)ethenyl]pyrano[4,3-c]isochromene-1,6-dione CHEMBL520568 10248188 C20H12O7 364.06 -1.2489 2.89 2.844 4 3 113.29 5 4 27 0 InChI=1S/C20H12O7/c21-11-4-1-10(2-5-11)3-6-12-7-17-18(20(25)26-12)13-8-15(22)16(23)9-14(13)19(24)27-17/h1-9,21-23H/b6-3+ PHNDPMPVQSECSJ-ZZXKWVIFSA-N Oc1ccc(cc1)/C=C/c1oc(=O)c2c(c1)oc(=O)c1c2cc(O)c(c1)O NPC91546 Phelligridin D 3-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione CHEMBL218423 10339712 C20H12O8 380.05 -1.7092 2.78 2.099 4 4 133.52 6 4 28 0 InChI=1S/C20H12O8/c21-13-4-2-9(5-14(13)22)1-3-10-6-17-18(20(26)27-10)11-7-15(23)16(24)8-12(11)19(25)28-17/h1-8,21-24H/b3-1+ KKEIHFGUYDHUBS-HNQUOIGGSA-N Oc1ccc(cc1O)/C=C/c1oc(=O)c2c(c1)oc(=O)c1c2cc(O)c(c1)O NPC270268 Phellinstatin (2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-[2-[6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl]-4,5-dihydroxyphenyl]ethenyl]-3-(4-hydroxy-6-oxopyran-2-yl)-2,3-dihydrofuro[3,2-c]pyran-4-one CHEMBL1682259 54728876 C39H26O15 734.13 -2.9428 4.1 3.838 9 8 249.97 15 7 54 1 InChI=1S/C39H26O15/c40-20-12-31(53-33(48)13-20)35-36-32(54-37(35)19-4-8-25(42)27(44)11-19)15-22(52-39(36)50)6-3-18-10-28(45)29(46)16-23(18)34-30(47)14-21(51-38(34)49)5-1-17-2-7-24(41)26(43)9-17/h1-16,35,37,40-47H/b5-1+,6-3+/t35-,37+/m0/s1 KAEWYNFUJFCGQA-UPSVAIHWSA-N Oc1cc(=O)oc(c1)[C@@H]1[C@H](Oc2c1c(=O)oc(c2)/C=C/c1cc(O)c(cc1c1c(O)cc(oc1=O)/C=C/c1ccc(c(c1)O)O)O)c1ccc(c(c1)O)O NPC210460 Phellopterin 4-methoxy-9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one CHEMBL452751 98608 C17H16O5 300.1 1.4778 2.78 2.447 1 0 57.9 7 3 22 0 InChI=1S/C17H16O5/c1-10(2)6-8-21-17-15-12(7-9-20-15)14(19-3)11-4-5-13(18)22-16(11)17/h4-7,9H,8H2,1-3H3 BMLZFLQMBMYVHG-UHFFFAOYSA-N COc1c2ccoc2c(c2c1ccc(=O)o2)OCC=C(C)C NPC96835 Phenanthrene phenanthrene CHEMBL46730 995 C14H10 178.08 0 3 7.814 0 0 0 0 3 14 1 InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H YNPNZTXNASCQKK-UHFFFAOYSA-N c1ccc2c(c1)c1ccccc1cc2 NPC219848 Phenazine-1-Carboxylic Acid phenazine-1-carboxylic acid CHEMBL463686 95069 C13H8N2O2 224.06 -0.2398 2.45 2.845 4 1 63.08 2 3 17 0 InChI=1S/C13H8N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-7H,(H,16,17) JGCSKOVQDXEQHI-UHFFFAOYSA-N OC(=O)c1cccc2c1nc1ccccc1n2 NPC259665 Phenazocine CHEMBL46399 14707 C22H27NO 321.21 0.5049 3.66 6.578 1 1 23.47 6 4 24 1 InChI=1S/C22H27NO/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17/h3-9,15-16,21,24H,10-14H2,1-2H3 ZQHYKVKNPWDQSL-UHFFFAOYSA-N Oc1ccc2c(c1)C1(C)CCN(C(C2)C1C)CCc1ccccc1 NPC240108 Phenethyl Cinnamate 2-phenylethyl (E)-3-phenylprop-2-enoate CHEMBL493921 5369459 C17H16O2 252.12 0.5372 3.11 7.913 2 0 26.3 6 2 19 1 InChI=1S/C17H16O2/c18-17(12-11-15-7-3-1-4-8-15)19-14-13-16-9-5-2-6-10-16/h1-12H,13-14H2/b12-11+ MJQVZIANGRDJBT-VAWYXSNFSA-N O=C(/C=C/c1ccccc1)OCCc1ccccc1 NPC229235 Phenethylamine 2-phenylethanamine CHEMBL610 1001 C8H11N 121.09 -0.4827 2.23 3.122 1 1 26.02 3 1 9 0 InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 BHHGXPLMPWCGHP-UHFFFAOYSA-N NCCc1ccccc1 NPC244738 Phenethylisothiocyanate 2-isothiocyanatoethylbenzene CHEMBL151649 16741 C9H9NS 163.05 0.3073 2.23 5.14 1 0 44.45 3 1 11 1 InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2 IZJDOKYDEWTZSO-UHFFFAOYSA-N S=C=NCCc1ccccc1 NPC100980 Phenol phenol CHEMBL14060 996;20488062 C6H6O 94.04 -0.4603 2.01 2.044 0 1 20.23 1 1 7 0 InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H ISWSIDIOOBJBQZ-UHFFFAOYSA-N Oc1ccccc1 NPC328877 Phenothiazine 10H-phenothiazine CHEMBL828 7108 C12H9NS 199.05 0.1702 2.56 3.911 1 1 37.33 0 3 14 0 InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H WJFKNYWRSNBZNX-UHFFFAOYSA-N c1ccc2c(c1)Sc1c(N2)cccc1 NPC234956 Phenothrin (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate CHEMBL1322884 4767 C23H26O3 350.19 1.9612 3.66 7.228 2 0 35.53 11 3 26 1 InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3 SBNFWQZLDJGRLK-UHFFFAOYSA-N CC(=CC1C(C1(C)C)C(=O)OCc1cccc(c1)Oc1ccccc1)C NPC475768 Phenpanstatin [(1R,2R,3S,4S,4aR,11bR)-2,3,4,7-tetrahydroxy-6-oxo-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-1-yl] benzoate CHEMBL515014 10502697 C21H19NO9 429.11 -2.9868 2.67 1.577 7 5 158.27 8 5 31 0 InChI=1S/C21H19NO9/c23-14-12-9(6-10-18(14)30-7-29-10)11-13(22-20(12)27)15(24)16(25)17(26)19(11)31-21(28)8-4-2-1-3-5-8/h1-6,11,13,15-17,19,23-26H,7H2,(H,22,27)/t11-,13-,15+,16+,17-,19-/m1/s1 DJJSHXTUGRWWMI-QUVFKJLXSA-N O[C@@H]1[C@@H](O)[C@@H](O)[C@H]2[C@H]([C@H]1OC(=O)c1ccccc1)c1cc3OCOc3c(c1C(=N2)O)O NPC309279 Phenprobamate 3-phenylpropyl carbamate CHEMBL1079576 4770 C10H13NO2 179.09 0.2552 2.23 4.754 3 2 53.31 6 1 13 0 InChI=1S/C10H13NO2/c11-10(12)13-8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H2,11,12) CAMYKONBWHRPDD-UHFFFAOYSA-N OC(=N)OCCCc1ccccc1 NPC300205 Phenyl-1,2-Propanedione 1-phenylpropane-1,2-dione CHEMBL192258 11363 C9H8O2 148.05 -0.5177 2.23 2.582 2 0 34.14 3 1 11 0 InChI=1S/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3 BVQVLAIMHVDZEL-UHFFFAOYSA-N O=C(c1ccccc1)C(=O)C NPC137096 Phenylephrine 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol CHEMBL1215 6041 C9H13NO2 167.09 -1.2775 2.12 0.464 2 3 52.49 6 1 12 0 InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1 SONNWYBIRXJNDC-VIFPVBQESA-N CNC[C@@H](c1cccc(c1)O)O NPC66775 Phenylisothiocyanate isothiocyanatobenzene CHEMBL309036 7673 C7H5NS 135.01 0.2643 2.01 4.164 1 0 44.45 1 1 9 0 InChI=1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H QKFJKGMPGYROCL-UHFFFAOYSA-N S=C=Nc1ccccc1 NPC165212 Phenylmethoxymethylbenzene phenylmethoxymethylbenzene CHEMBL152299 7657 C14H14O 198.1 -0.1309 2.89 5.836 1 0 9.23 4 2 15 1 InChI=1S/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2 MHDVGSVTJDSBDK-UHFFFAOYSA-N O(Cc1ccccc1)Cc1ccccc1 NPC181786 Phenylmethylsulfonylfluoride phenylmethanesulfonyl fluoride CHEMBL190503 4784 C7H7FO2S 174.02 -0.2148 1.79 2.78 2 0 42.52 3 1 11 0 InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2 YBYRMVIVWMBXKQ-UHFFFAOYSA-N FS(=O)(=O)Cc1ccccc1 NPC164514 Phenylpropanolamine 2-amino-1-phenylpropan-1-ol CHEMBL61006 4786 C9H13NO 151.1 -1.2597 2.23 2.13 2 2 46.25 5 1 11 0 InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3 DLNKOYKMWOXYQA-UHFFFAOYSA-N OC(c1ccccc1)C(N)C NPC95965 Phenylpyruvate 2-oxo-3-phenylpropanoic acid CHEMBL1162488 997 C9H8O3 164.05 -0.4688 2.12 2.734 3 1 54.37 4 1 12 0 InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12) BTNMPGBKDVTSJY-UHFFFAOYSA-N O=C(C(=O)O)Cc1ccccc1 NPC187255 Pheophorbide A CHEMBL510103 NA C35H36N4O5 592.27 1.6568 4.32 4.352 9 3 138.03 14 6 44 0 InChI=1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1 NSFSLUUZQIAOOX-QEWKCGBTSA-N COC(=O)[C@@H]1/C/2=C\3/N=C([C@H]([C@@H]3CCC(=O)O)C)/C=c/3\[nH]/c(=C\C4=N/C(=C\c5[nH]c2c(C1=O)c5C)/C(=C4C)CC)/c(c3C)C=C NPC470620 Phlomistetraol B (1S,2R,4aS,4bR,6aR,7R,8R,9R,10aR,10bS)-7-(hydroxymethyl)-1',1',4b,7,10a-pentamethylspiro[1,3,4,4a,5,6,6a,8,9,10,10b,11-dodecahydrochrysene-2,3'-cyclopentane]-1,8,9-triol CHEMBL2088298 70697408 C28H46O4 446.34 0.6015 4.1 6.663 4 4 80.92 10 5 32 1 InChI=1S/C28H46O4/c1-24(2)12-13-28(15-24)11-8-18-17(22(28)31)6-7-20-25(18,3)10-9-21-26(20,4)14-19(30)23(32)27(21,5)16-29/h6,18-23,29-32H,7-16H2,1-5H3/t18-,19-,20+,21-,22-,23+,25+,26-,27+,28-/m1/s1 ICKMIGJLLZQEBK-QIWXCHSKSA-N OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@H]1CC[C@@]1([C@@H]2O)CCC(C1)(C)C)C)C NPC242895 Phloretin 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one CHEMBL45068 4788 C15H14O5 274.08 -2.0078 2.56 1.978 1 4 97.99 8 2 20 0 InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2 VGEREEWJJVICBM-UHFFFAOYSA-N Oc1ccc(cc1)CCC(=O)c1c(O)cc(cc1O)O NPC259182 Phlorizin 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one CHEMBL245067 6072 C21H24O10 436.14 -3.7547 2.67 0.441 6 7 177.14 14 3 31 1 InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1 IOUVKUPGCMBWBT-QNDFHXLGSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc(c2C(=O)CCc2ccc(cc2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC230349 Phloroglucinaldehyde 2,4,6-trihydroxybenzaldehyde CHEMBL2403487 68099 C7H6O4 154.03 -1.5733 1.79 0.416 1 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-3-5-6(10)1-4(9)2-7(5)11/h1-3,9-11H BTQAJGSMXCDDAJ-UHFFFAOYSA-N O=Cc1c(O)cc(cc1O)O NPC4154 Phloroglucinol benzene-1,3,5-triol CHEMBL473159 359 C6H6O3 126.03 -1.3809 1.79 -0.093 0 3 60.69 3 1 9 0 InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H QCDYQQDYXPDABM-UHFFFAOYSA-N Oc1cc(O)cc(c1)O NPC294037 Phloroisobutyrophenone 2-methyl-1-(2,4,6-trihydroxyphenyl)propan-1-one CHEMBL20038 5326317 C10H12O4 196.07 -0.9104 2.12 0.813 1 3 77.76 7 1 14 0 InChI=1S/C10H12O4/c1-5(2)10(14)9-7(12)3-6(11)4-8(9)13/h3-5,11-13H,1-2H3 BNEBXEZRBLYBCZ-UHFFFAOYSA-N Oc1cc(O)c(c(c1)O)C(=O)C(C)C NPC302564 Phomalactone (2S,3S)-3-hydroxy-2-[(E)-prop-1-enyl]-2,3-dihydropyran-6-one CHEMBL450609 6475274 C8H10O3 154.06 0.6162 2.01 0.944 3 1 46.53 3 1 11 0 InChI=1S/C8H10O3/c1-2-3-7-6(9)4-5-8(10)11-7/h2-7,9H,1H3/b3-2+/t6-,7-/m0/s1 OKDRUMBNXIYUEO-VHJVCUAWSA-N C/C=C/[C@@H]1OC(=O)C=C[C@@H]1O NPC5989 Phorbol Myristate Acetate CHEMBL279115 27924 C36H56O8 616.4 -3.4367 4.54 6.511 8 3 130.36 26 4 44 2 InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1 PHEDXBVPIONUQT-RGYGYFBISA-N CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)C)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO NPC116125 Phosphoenolpyruvate 2-[hydroxy(oxonio)phosphoryl]oxyprop-2-enoate CHEMBL1235228 59658623;1005;58114173 C3H5O6P 167.98 -0.3752 1.02 -1.296 6 3 113.87 6 0 10 0 InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8) DTBNBXWJWCWCIK-UHFFFAOYSA-N OC(=O)C(=C)OP(=O)(O)O NPC282895 Phthalic Acid hydron;phthalate CHEMBL1045 18183610;1017 C8H6O4 166.03 -0.4796 1.9 1.692 4 2 74.6 4 1 12 0 InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12) XNGIFLGASWRNHJ-UHFFFAOYSA-N OC(=O)c1ccccc1C(=O)O NPC45613 Phthalic Anhydride 2-benzofuran-1,3-dione CHEMBL1371297 6811 C8H4O3 148.02 -0.2146 2.01 1.963 3 0 43.37 0 2 11 0 InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H LGRFSURHDFAFJT-UHFFFAOYSA-N O=C1OC(=O)c2c1cccc2 NPC89886 Phthalide 3H-2-benzofuran-1-one CHEMBL2391738 6885 C8H6O2 134.04 -0.0795 2.12 2.255 2 0 26.3 0 2 10 0 InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2 WNZQDUSMALZDQF-UHFFFAOYSA-N O=C1OCc2c1cccc2 NPC286006 P-Hydroxycinnamaldehyde (E)-3-(4-hydroxyphenyl)prop-2-enal CHEMBL431836 641301 C9H8O2 148.05 -0.2916 2.23 1.967 1 1 37.3 3 1 11 0 InChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+ CJXMVKYNVIGQBS-OWOJBTEDSA-N O=C/C=C/c1ccc(cc1)O NPC213552 P-Hydroxyphenethyl Trans-Ferulate 2-(4-hydroxyphenyl)ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL481245 637308 C18H18O5 314.12 -0.4352 2.89 3.222 2 2 75.99 10 2 23 0 InChI=1S/C18H18O5/c1-22-17-12-14(4-8-16(17)20)5-9-18(21)23-11-10-13-2-6-15(19)7-3-13/h2-9,12,19-20H,10-11H2,1H3/b9-5+ JMSFLLZUCIXALN-WEVVVXLNSA-N COc1cc(/C=C/C(=O)OCCc2ccc(cc2)O)ccc1O NPC9013 Phyllostachysin A CHEMBL250051 44445778 C20H26O6 362.17 -2.6077 3 -0.185 6 4 115.06 6 5 26 0 InChI=1S/C20H26O6/c1-8-9-7-10(21)11-18-6-4-5-17(2,3)12(18)15(24)20(26,16(18)25)19(11,13(8)22)14(9)23/h9-12,14,16,21,23,25-26H,1,4-7H2,2-3H3/t9-,10-,11-,12+,14+,16-,18+,19-,20-/m0/s1 YCJQKTJYPZVQBL-NOTDVDNISA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@]1(O)C(=O)[C@H]2[C@@]3([C@@H]1O)CCCC2(C)C)O NPC55503 Phyllostachysin D CHEMBL562426 16081682 C20H28O5 348.19 -1.3272 3.11 1.637 5 3 94.83 6 4 25 0 InChI=1S/C20H28O5/c1-9-12-13(22)14(23)15-19(4)7-5-6-18(2,3)10(19)8-11(21)20(15,16(9)24)17(12)25/h10-13,15,17,21-22,25H,1,5-8H2,2-4H3/t10-,11-,12-,13-,15+,17-,19-,20-/m1/s1 MUBYXQHOQJVLBR-ZWLTYPOYSA-N O[C@@H]1[C@H]2C(=C)C(=O)[C@]3([C@@H]2O)[C@@H](C1=O)[C@]1(C)CCCC([C@H]1C[C@H]3O)(C)C NPC59170 Phyllostachysin F CHEMBL1163642 16081680 C20H30O4 334.21 -0.6873 3.22 2.385 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-8-12(21)15-19(4)7-5-6-18(2,3)13(19)9-14(22)20(15,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13+,14+,15-,17+,19+,20+/m0/s1 JHBXJYSJVIFEFY-FPARTEGVSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)CCCC1(C)C)O NPC191094 Phyllostachysin H CHEMBL563031 16081681 C20H30O4 334.21 -0.6873 3.22 1.752 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-9-12(21)15-19(4)13(18(2,3)7-6-14(19)22)5-8-20(15,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13+,14-,15-,17+,19-,20+/m0/s1 IZMRXAKHHVUZIH-PRFYLKETSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)CC[C@H]1[C@@]3(C)[C@@H](O)CCC1(C)C)O NPC34834 Physacoztomatin (E,4R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-ene-1,4-diol CHEMBL1172818 49799161 C20H34O2 306.26 1.9484 3.44 5.647 2 2 40.46 11 2 22 1 InChI=1S/C20H34O2/c1-14-7-8-18-19(3,4)10-6-11-20(18,5)16(14)13-17(22)15(2)9-12-21/h7,9,16-18,21-22H,6,8,10-13H2,1-5H3/b15-9+/t16-,17+,18-,20+/m0/s1 LHUGFIFIFQNHDA-BVTYEUJZSA-N OC/C=C(/[C@@H](C[C@H]1C(=CC[C@@H]2[C@]1(C)CCCC2(C)C)C)O)\C NPC168879 Physalin A CHEMBL504741 44577487 C28H30O10 526.18 -0.6415 3.44 -0.123 10 3 156.66 6 7 38 0 InChI=1S/C28H30O10/c1-12-21(32)36-17-11-23(12,2)19-20(31)27(35)18-14(24(3)13(10-15(18)29)6-5-7-16(24)30)8-9-26(34)22(33)37-25(17,4)28(19,26)38-27/h5,7,10,14-15,17-19,29,34-35H,1,6,8-9,11H2,2-4H3/t14-,15+,17+,18-,19-,23+,24-,25-,26-,27+,28-/m0/s1 VELDODQHYQSJOF-RPKVKFPNSA-N O[C@@H]1C=C2CC=CC(=O)[C@@]2([C@@H]2[C@@H]1[C@@]1(O)O[C@]34[C@@H](C1=O)[C@]1(C)C[C@H]([C@]4(C)OC(=O)[C@]3(CC2)O)OC(=O)C1=C)C NPC264192 Physalin B CHEMBL504404 11613161 C28H30O9 510.19 -0.4072 3.55 0.685 9 1 125.43 4 8 37 0 InChI=1S/C28H30O9/c1-23-11-18-25(3)28-19(23)20(30)27(37-28,34-12-16(23)21(31)35-18)15-8-7-13-5-4-6-17(29)24(13,2)14(15)9-10-26(28,33)22(32)36-25/h4,6-7,14-16,18-19,33H,5,8-12H2,1-3H3/t14-,15+,16-,18+,19-,23+,24-,25-,26-,27+,28-/m0/s1 HVTFEHJSUSPQBK-DNJDGUCCSA-N O=C1O[C@@H]2C[C@@]3([C@H]1CO[C@@]14C(=O)[C@@H]3[C@@]3([C@@]2(C)OC(=O)[C@@]3(O)CC[C@H]2[C@H]4CC=C3[C@]2(C)C(=O)C=CC3)O1)C NPC33378 Physalin F CHEMBL1215434 49864133 C28H30O10 526.18 -1.2344 3.44 -0.4 10 1 137.96 4 9 38 0 InChI=1S/C28H30O10/c1-22-10-17-24(3)28-18(22)19(30)27(38-28,34-11-14(22)20(31)35-17)13-9-16-26(36-16)7-4-5-15(29)23(26,2)12(13)6-8-25(28,33)21(32)37-24/h4-5,12-14,16-18,33H,6-11H2,1-3H3/t12-,13+,14-,16+,17+,18-,22+,23-,24-,25+,26+,27+,28-/m0/s1 VSLWNSSUMFSGFF-DKOLRWHASA-N O=C1O[C@@H]2C[C@@]3([C@H]1CO[C@@]14C(=O)[C@@H]3[C@@]3([C@@]2(C)OC(=O)[C@]3(O)CC[C@H]2[C@H]4C[C@H]3O[C@]43[C@]2(C)C(=O)C=CC4)O1)C NPC243014 Physalin G CHEMBL1835434 56683730 C28H30O10 526.18 -1.0459 3.44 -0.618 10 2 145.66 5 8 38 0 InChI=1S/C28H30O10/c1-23-10-18-25(3)28-19(23)20(31)27(38-28,35-11-15(23)21(32)36-18)14-9-16(29)13-5-4-6-17(30)24(13,2)12(14)7-8-26(28,34)22(33)37-25/h4-6,12,14-16,18-19,29,34H,7-11H2,1-3H3/t12-,14+,15-,16-,18+,19-,23+,24+,25-,26+,27+,28-/m0/s1 CGVBSJOSWAZUIF-IOMVKLDJSA-N O[C@H]1C[C@@H]2[C@@H]([C@@]3(C1=CC=CC3=O)C)CC[C@@]1([C@]34O[C@@]52OC[C@@H]2[C@@]([C@@H]3C5=O)(C)C[C@H]([C@]4(C)OC1=O)OC2=O)O NPC254146 Physalin J CHEMBL387781 44426449 C28H30O10 526.18 -1.2344 3.44 -0.4 10 1 137.96 4 9 38 0 InChI=1S/C28H30O10/c1-22-10-17-24(3)28-18(22)19(30)27(38-28,34-11-14(22)20(31)35-17)13-9-16-26(36-16)7-4-5-15(29)23(26,2)12(13)6-8-25(28,33)21(32)37-24/h4-5,12-14,16-18,33H,6-11H2,1-3H3/t12-,13+,14-,16-,17+,18?,22+,23-,24-,25+,26-,27-,28-/m0/s1 VSLWNSSUMFSGFF-LRODIAEASA-N O=C1O[C@@H]2C[C@@]3([C@H]1CO[C@]14C(=O)C3[C@@]3([C@@]2(C)OC(=O)[C@]3(O)CC[C@H]2[C@H]4C[C@@H]3O[C@@]43[C@]2(C)C(=O)C=CC4)O1)C NPC102316 Physalin O CHEMBL492224 44577489 C28H32O10 528.2 -0.8586 3.44 0.253 10 3 156.66 7 7 38 0 InChI=1S/C28H32O10/c1-12-21(32)36-17-11-23(12,2)19-20(31)27(35)18-14(24(3)13(10-15(18)29)6-5-7-16(24)30)8-9-26(34)22(33)37-25(17,4)28(19,26)38-27/h5,7,10,12,14-15,17-19,29,34-35H,6,8-9,11H2,1-4H3/t12-,14+,15-,17-,18+,19+,23-,24+,25+,26+,27-,28+/m1/s1 QFAOFAWTSOFSQA-HRLARMCRSA-N O[C@@H]1C=C2CC=CC(=O)[C@@]2([C@@H]2[C@@H]1[C@@]1(O)O[C@]34[C@@H](C1=O)[C@]1(C)C[C@H]([C@]4(C)OC(=O)[C@]3(CC2)O)OC(=O)[C@H]1C)C NPC312929 Physcion 1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione CHEMBL42624 10639 C16H12O5 284.07 -0.858 2.67 1.183 2 2 83.83 5 3 21 0 InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3 FFWOKTFYGVYKIR-UHFFFAOYSA-N COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C NPC46958 Physcion-8-O-Gentiobioside 1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione CHEMBL3634702 442762 C28H32O15 608.17 -4.3518 2.89 -1.462 12 8 242.13 17 5 43 2 InChI=1S/C28H32O15/c1-9-3-11-17(13(30)4-9)22(34)18-12(19(11)31)5-10(39-2)6-14(18)41-28-26(38)24(36)21(33)16(43-28)8-40-27-25(37)23(35)20(32)15(7-29)42-27/h3-6,15-16,20-21,23-30,32-33,35-38H,7-8H2,1-2H3/t15-,16-,20-,21-,23+,24+,25-,26-,27-,28-/m1/s1 YMXXCMGLMRYEQD-BFTLVBKUSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3C(=O)c3c(C4=O)cc(cc3O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC306727 Physordin (E,4R)-5-[(1R,3R,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-ene-1,4-diol CHEMBL1173546 46873722 C20H34O3 322.25 1.2286 3.33 3.873 3 3 60.69 11 2 23 0 InChI=1S/C20H34O3/c1-13(7-10-21)16(22)11-15-14(2)17(23)12-18-19(3,4)8-6-9-20(15,18)5/h7,15-18,21-23H,2,6,8-12H2,1,3-5H3/b13-7+/t15-,16+,17+,18-,20+/m0/s1 BRBJHQRWXQRMLL-PQGOTGDCSA-N OC/C=C(/[C@@H](C[C@H]1C(=C)[C@H](O)C[C@@H]2[C@]1(C)CCCC2(C)C)O)\C NPC291228 Physordinose A [(2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)-3-(2-methylpropoxy)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(2-methylpropoxy)oxan-3-yl] dodecanoate CHEMBL1171815 46872008 C34H62O13 678.42 -4.2867 3.77 5.055 13 4 179.67 35 2 47 3 InChI=1S/C34H62O13/c1-7-8-9-10-11-12-13-14-15-16-27(38)45-31-30(41-19-22(2)3)28(39)25(17-35)44-33(31)47-34(21-43-24(6)37)32(42-20-23(4)5)29(40)26(18-36)46-34/h22-23,25-26,28-33,35-36,39-40H,7-21H2,1-6H3/t25-,26-,28-,29-,30+,31-,32+,33-,34+/m1/s1 VCEVJQODZQDDCZ-GJNRDOBYSA-N CCCCCCCCCCCC(=O)O[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO)O[C@]1(COC(=O)C)O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO NPC308096 Physordinose B [(2R,3R,4S,5R,6R)-5-hydroxy-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropoxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4-(2-methylpropoxy)oxan-3-yl] dodecanoate CHEMBL1171816 46872009 C32H60O12 636.41 -4.6658 3.66 4.315 12 5 173.6 33 2 44 2 InChI=1S/C32H60O12/c1-6-7-8-9-10-11-12-13-14-15-25(36)42-29-28(39-18-21(2)3)26(37)23(16-33)41-31(29)44-32(20-35)30(40-19-22(4)5)27(38)24(17-34)43-32/h21-24,26-31,33-35,37-38H,6-20H2,1-5H3/t23-,24-,26-,27-,28+,29-,30+,31-,32+/m1/s1 LDHCLCWQACPBNN-LPNXLYBNSA-N CCCCCCCCCCCC(=O)O[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO)O[C@]1(CO)O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO NPC184550 Physordinose C [(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-2-(acetyloxymethyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(2-methylpropoxy)oxan-3-yl] dodecanoate CHEMBL1171817 46872116 C30H54O13 622.36 -5.1774 3.33 3.887 13 5 190.67 31 2 43 2 InChI=1S/C30H54O13/c1-5-6-7-8-9-10-11-12-13-14-23(34)41-27-26(38-17-19(2)3)24(35)21(15-31)40-29(27)43-30(18-39-20(4)33)28(37)25(36)22(16-32)42-30/h19,21-22,24-29,31-32,35-37H,5-18H2,1-4H3/t21-,22-,24-,25-,26+,27-,28+,29-,30+/m1/s1 WCUYNFHBYFOUKI-UTGHZIEOSA-N CCCCCCCCCCCC(=O)O[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO)O[C@]1(COC(=O)C)O[C@@H]([C@H]([C@@H]1O)O)CO NPC185419 Physordinose D [(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(2-methylpropoxy)oxan-3-yl] dodecanoate CHEMBL1173479 46872117 C28H52O12 580.35 -5.5565 3.22 3.576 12 6 184.6 29 2 40 3 InChI=1S/C28H52O12/c1-4-5-6-7-8-9-10-11-12-13-21(32)38-25-24(36-16-18(2)3)22(33)19(14-29)37-27(25)40-28(17-31)26(35)23(34)20(15-30)39-28/h18-20,22-27,29-31,33-35H,4-17H2,1-3H3/t19-,20-,22-,23-,24+,25-,26+,27-,28+/m1/s1 APUQGTNFGFBPEX-ZRVLSRDKSA-N CCCCCCCCCCCC(=O)O[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1OCC(C)C)O)CO)O[C@]1(CO)O[C@@H]([C@H]([C@@H]1O)O)CO NPC230942 Physostigmine [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate CHEMBL94 5983 C15H21N3O2 275.16 1.1378 2.56 2.677 4 1 48.3 7 3 20 0 InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1 PIJVFDBKTWXHHD-HIFRSBDPSA-N CN=C(Oc1ccc2c(c1)[C@]1(C)CCN([C@@H]1N2C)C)O NPC127853 Phytolaccoside B (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL258392 441939 C36H56O11 664.38 -1.0506 4.21 3.641 11 6 183.21 18 6 47 2 InChI=1S/C36H56O11/c1-31(30(44)45-6)11-13-36(29(42)43)14-12-34(4)19(20(36)15-31)7-8-24-32(2)16-21(38)27(47-28-26(41)25(40)22(39)17-46-28)33(3,18-37)23(32)9-10-35(24,34)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/t20-,21-,22+,23+,24+,25-,26+,27-,28-,31-,32-,33-,34+,35+,36-/m0/s1 SFZVDNKTWPZIJG-ACNZYQHGSA-N COC(=O)[C@@]1(C)CC[C@]2([C@@H](C1)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@H](O)[C@@H]([C@@]1(C)CO)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C(=O)O NPC34864 Piceatannol 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol CHEMBL69863 667639 C14H12O4 244.07 -1.3734 2.56 2.691 0 4 80.92 6 2 18 0 InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+ CDRPUGZCRXZLFL-OWOJBTEDSA-N Oc1cc(/C=C/c2ccc(c(c2)O)O)cc(c1)O NPC303422 Piceid (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL142652 5281718 C20H22O8 390.13 -2.66 2.78 2.328 5 6 139.84 11 3 28 1 InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 HSTZMXCBWJGKHG-CUYWLFDKSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC209411 Picropodophyllone (5aR,8aS,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-[2]benzofuro[5,6-f][1,3]benzodioxole-5,8-dione CHEMBL82303 3083574 C22H20O8 412.12 -1.0923 3 1.212 3 0 89.52 7 5 30 0 InChI=1S/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3/t13-,18+,19+/m0/s1 ISCQYPPCSYRZOT-MJXNMMHHSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@@H]2C(=O)OC[C@@H]2C(=O)c2c1cc1OCOc1c2 NPC32373 Picropodophyllotoxin (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL283120 72435 C22H22O8 414.13 -1.5006 3 1.259 3 1 92.68 8 5 30 0 InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1 YJGVMLPVUAXIQN-HAEOHBJNSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O NPC162851 Picropolygamain (5R,5aS,8aR)-5-(1,3-benzodioxol-5-yl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL478942 10338061 C20H16O6 352.09 -0.816 3 2.66 2 0 63.22 1 6 26 0 InChI=1S/C20H16O6/c21-20-19-12(7-22-20)3-11-5-16-17(26-9-25-16)6-13(11)18(19)10-1-2-14-15(4-10)24-8-23-14/h1-2,4-6,12,18-19H,3,7-9H2/t12-,18+,19+/m0/s1 SCTKDFCQZSBHEE-GESALYCCSA-N O=C1OC[C@H]2[C@@H]1[C@H](c1ccc3c(c1)OCO3)c1c(C2)cc2c(c1)OCO2 NPC29950 Pidolic Acid 5-oxopyrrolidine-2-carboxylic acid CHEMBL284718 499 C5H7NO3 129.04 -0.7317 1.57 -0.647 4 2 69.89 3 1 9 0 InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9) ODHCTXKNWHHXJC-UHFFFAOYSA-N OC(=O)C1CCC(=N1)O NPC283908 Pimaric Acid (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid CHEMBL1410398 220338 C20H30O2 302.22 1.7675 3.44 6.935 2 1 37.3 6 3 22 1 InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1 MHVJRKBZMUDEEV-APQLOABGSA-N C=C[C@]1(C)CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O NPC475548 Pimelea Factor P2 CHEMBL507954 44559301 C37H50O9 638.35 -2.8592 4.54 7.292 9 3 127.21 12 8 46 1 InChI=1S/C37H50O9/c1-20(2)33-18-22(4)37-26-29(33)44-35(45-33,46-37)17-13-8-6-7-10-14-21(3)25-23(5)28(42-31(39)24-15-11-9-12-16-24)36(41,27(25)37)32(40)34(19-38)30(26)43-34/h9,11-12,15-16,21-23,25-30,32,38,40-41H,1,6-8,10,13-14,17-19H2,2-5H3/t21-,22+,23-,25-,26+,27+,28-,29+,30-,32+,33+,34-,35?,36+,37+/m0/s1 IAPHKDDUYAWCMB-BLZWUUDBSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OC45O[C@]1([C@H]1[C@@]([C@@H]2O)(O)[C@@H](OC(=O)c2ccccc2)[C@H]([C@@H]1[C@@H](C)CCCCCCC5)C)[C@@H](C[C@@]3(O4)C(=C)C)C NPC78612 Pimpinellin 5,6-dimethoxyfuro[2,3-h]chromen-2-one CHEMBL1491809 4825 C13H10O5 246.05 0.0123 2.34 1.246 1 0 57.9 4 3 18 0 InChI=1S/C13H10O5/c1-15-11-7-3-4-9(14)18-10(7)8-5-6-17-12(8)13(11)16-2/h3-6H,1-2H3 BQPRWZCEKZLBHL-UHFFFAOYSA-N COc1c(OC)c2occc2c2c1ccc(=O)o2 NPC36616 Pinifolic Acid (1R,4aR,5S,8aR)-5-[(3S)-4-carboxy-3-methylbutyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid CHEMBL2048915 12314311 C20H32O4 336.23 1.1491 3.22 5.459 4 2 74.6 11 2 24 1 InChI=1S/C20H32O4/c1-13(12-17(21)22)6-8-15-14(2)7-9-16-19(15,3)10-5-11-20(16,4)18(23)24/h13,15-16H,2,5-12H2,1,3-4H3,(H,21,22)(H,23,24)/t13-,15-,16+,19+,20+/m0/s1 HPQKNJHVWUWAOR-QBSBYYDBSA-N OC(=O)C[C@H](CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)C NPC118787 Pinnatifidanin B Ix 4-[(1R,2R)-3-hydroxy-1-methoxy-2-[2-methoxy-4-[(E)-3-methoxyprop-1-enyl]phenoxy]propyl]-2-methoxyphenol CHEMBL2430310 72189216 C22H28O7 404.18 -0.8917 3.11 2.216 3 2 86.61 17 2 29 1 InChI=1S/C22H28O7/c1-25-11-5-6-15-7-10-18(20(12-15)27-3)29-21(14-23)22(28-4)16-8-9-17(24)19(13-16)26-2/h5-10,12-13,21-24H,11,14H2,1-4H3/b6-5+/t21-,22-/m1/s1 RZLBDMQWYCAIEA-QDWIBDRMSA-N COC/C=C/c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)OC)CO NPC249791 Pinnatifidanin B Viii (E)-3-[4-[(1R,2R)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-methoxypropan-2-yl]oxy-3-methoxyphenyl]prop-2-enal CHEMBL2430309 49788702 C21H24O7 388.15 -1.1506 3 1.874 3 2 94.45 15 2 28 0 InChI=1S/C21H24O7/c1-25-18-12-15(7-8-16(18)24)21(27-3)20(13-23)28-17-9-6-14(5-4-10-22)11-19(17)26-2/h4-12,20-21,23-24H,13H2,1-3H3/b5-4+/t20-,21-/m1/s1 FFSBZOPEPNMMNU-QLAYCGNHSA-N O=C/C=C/c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)OC)CO NPC243083 Pinocembrin (2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL399910 68071 C15H12O4 256.07 -1.3541 2.67 2.493 1 2 66.76 3 3 19 0 InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1 URFCJEUYXNAHFI-ZDUSSCGKSA-N Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccccc1 NPC97052 Pinocembrin7-O-Beta-D-Glucopyranoside (2S)-5-hydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL1083808 46881227 C21H22O9 418.13 -3.101 2.78 1.385 6 5 145.91 9 4 30 0 InChI=1S/C21H22O9/c22-9-16-18(25)19(26)20(27)21(30-16)28-11-6-12(23)17-13(24)8-14(29-15(17)7-11)10-4-2-1-3-5-10/h1-7,14,16,18-23,25-27H,8-9H2/t14-,16+,18+,19-,20+,21+/m0/s1 GPGFGFUBECSNTG-SFTVRKLSSA-N OC[C@H]1O[C@@H](Oc2cc3O[C@@H](CC(=O)c3c(c2)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O NPC161557 Pinoresinol 4-[(3R,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol CHEMBL487611 637584 C20H22O6 358.14 -2.0222 3 1.684 2 2 77.38 8 4 26 0 InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19-,20+/m0/s1 HGXBRUKMWQGOIE-WZBLMQSHSA-N COc1cc(ccc1O)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)OC)O NPC22150 Pinoresinol-4-O-Beta-Monoglycoside (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL1083218 486614 C26H32O11 520.19 -3.7691 3.11 0.576 7 5 156.53 14 5 37 0 InChI=1S/C26H32O11/c1-32-18-7-12(3-5-16(18)28)24-14-10-35-25(15(14)11-34-24)13-4-6-17(19(8-13)33-2)36-26-23(31)22(30)21(29)20(9-27)37-26/h3-8,14-15,20-31H,9-11H2,1-2H3/t14-,15-,20+,21+,22-,23+,24+,25+,26+/m0/s1 QLJNETOQFQXTLI-WMYFGKAISA-N OC[C@H]1O[C@@H](Oc2ccc(cc2OC)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC150648 Pinostrobin (2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one CHEMBL254613 73201 C16H14O4 270.09 -0.9456 2.78 3.012 1 1 55.76 4 3 20 0 InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3/t14-/m0/s1 ORJDDOBAOGKRJV-AWEZNQCLSA-N COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccccc1 NPC291789 Pinosylvin 5-[(E)-2-phenylethenyl]benzene-1,3-diol CHEMBL101506 5280457 C14H12O2 212.08 -0.4528 2.78 5.454 0 2 40.46 4 2 16 1 InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+ YCVPRTHEGLPYPB-VOTSOKGWSA-N Oc1cc(/C=C/c2ccccc2)cc(c1)O NPC94045 Pinosylvin Methyl Ether 3-methoxy-5-[(E)-2-phenylethenyl]phenol CHEMBL186366 5281719 C15H14O2 226.1 -0.0443 2.89 5.973 0 1 29.46 5 2 17 1 InChI=1S/C15H14O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-11,16H,1H3/b8-7+ JVIXPWIEOVZVJC-BQYQJAHWSA-N COc1cc(/C=C/c2ccccc2)cc(c1)O NPC65661 Pinusolidic Acid (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid CHEMBL465159 25880646 C20H28O4 332.2 1.2202 3.22 4.593 4 1 63.6 7 3 24 0 InChI=1S/C20H28O4/c1-13-5-8-16-19(2,10-4-11-20(16,3)18(22)23)15(13)7-6-14-9-12-24-17(14)21/h9,15-16H,1,4-8,10-12H2,2-3H3,(H,22,23)/t15-,16+,19+,20-/m0/s1 FHQSDRHZGCMBKG-FIYPYCPBSA-N C=C1CC[C@@H]2[C@]([C@H]1CCC1=CCOC1=O)(C)CCC[C@]2(C)C(=O)O NPC252107 Piperanine (E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-2-en-1-one CHEMBL256218 5320618 C17H21NO3 287.15 -1.0992 2.89 3.245 2 0 38.77 5 3 21 0 InChI=1S/C17H21NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h3,7-9,12H,1-2,4-6,10-11,13H2/b7-3+ QHWOFMXDKFORMO-XVNBXDOJSA-N O=C(N1CCCCC1)/C=C/CCc1ccc2c(c1)OCO2 NPC147247 Pipercallosine (2E,4E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4-dienamide CHEMBL1835971 5372201 C20H27NO3 329.2 0.5469 3.22 5.567 2 1 51.05 12 2 24 1 InChI=1S/C20H27NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6,8,10-13,16H,3,5,7,9,14-15H2,1-2H3,(H,21,22)/b6-4+,10-8+ KXYVTCVLCVPQKR-ONNLMXTPSA-N CC(CN=C(/C=C/C=C/CCCCc1ccc2c(c1)OCO2)O)C NPC256452 Piperchabamide A 1-(3-phenylpropanoyl)-2,3-dihydropyridin-6-one CHEMBL270831 44453778 C14H15NO2 229.11 -0.5764 2.67 3.676 3 0 37.38 4 2 17 0 InChI=1S/C14H15NO2/c16-13-8-4-5-11-15(13)14(17)10-9-12-6-2-1-3-7-12/h1-4,6-8H,5,9-11H2 GUEXEBNXDLFLBU-UHFFFAOYSA-N O=C(N1CCC=CC1=O)CCc1ccccc1 NPC99078 Piperchabamide B (2E,10E)-11-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylundeca-2,10-dien-1-one CHEMBL255970 44453655 C23H31NO3 369.23 -1.5902 3.55 6.509 2 0 38.77 10 3 27 1 InChI=1S/C23H31NO3/c25-23(24-16-10-7-11-17-24)13-9-6-4-2-1-3-5-8-12-20-14-15-21-22(18-20)27-19-26-21/h8-9,12-15,18H,1-7,10-11,16-17,19H2/b12-8+,13-9+ CHOLQJRIMZGPNC-QHKWOANTSA-N O=C(N1CCCCC1)/C=C/CCCCCC/C=C/c1ccc2c(c1)OCO2 NPC220923 Piperchabamide C (2E,4E,12E)-13-(1,3-benzodioxol-5-yl)-1-piperidin-1-yltrideca-2,4,12-trien-1-one CHEMBL270620 44454018 C25H33NO3 395.25 -1.1224 3.77 7.203 2 0 38.77 11 3 29 2 InChI=1S/C25H33NO3/c27-25(26-18-12-9-13-19-26)15-11-8-6-4-2-1-3-5-7-10-14-22-16-17-23-24(20-22)29-21-28-23/h6,8,10-11,14-17,20H,1-5,7,9,12-13,18-19,21H2/b8-6+,14-10+,15-11+ AVGVCMDFODSDCK-ODWZBEOQSA-N O=C(N1CCCCC1)/C=C/C=C/CCCCCC/C=C/c1ccc2c(c1)OCO2 NPC156944 Piperchabamide D (2E,10E)-11-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,10-dienamide CHEMBL258114 16041827 C22H31NO3 357.23 0.1641 3.44 6.999 2 1 51.05 14 2 26 2 InChI=1S/C22H31NO3/c1-18(2)16-23-22(24)12-10-8-6-4-3-5-7-9-11-19-13-14-20-21(15-19)26-17-25-20/h9-15,18H,3-8,16-17H2,1-2H3,(H,23,24)/b11-9+,12-10+ DOGZABSTLUIXJO-WGDLNXRISA-N CC(CN=C(/C=C/CCCCCC/C=C/c1ccc2c(c1)OCO2)O)C NPC136330 Piperine (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one CHEMBL43185 638024 C17H19NO3 285.14 -0.9494 2.89 3.167 2 0 38.77 4 3 21 0 InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+ MXXWOMGUGJBKIW-YPCIICBESA-N O=C(N1CCCCC1)/C=C/C=C/c1ccc2c(c1)OCO2 NPC123526 Piperitol 4-[(3R,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol CHEMBL2011540 70695728 C20H20O6 356.13 -1.8128 3 2.13 2 1 66.38 5 5 26 0 InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m1/s1 VBIRCRCPHNUJAS-NSMLZSOPSA-N COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2 NPC286573 Piperkadsin A (4R)-4-[(E)-1-(4-hydroxy-3-methoxyphenyl)prop-1-en-2-yl]-4,5-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one CHEMBL526286 11717379 C21H24O5 356.16 0.965 3.22 2.847 3 1 64.99 12 2 26 0 InChI=1S/C21H24O5/c1-6-7-16-13-21(26-5,20(25-4)12-18(16)23)14(2)10-15-8-9-17(22)19(11-15)24-3/h6,8-13,22H,1,7H2,2-5H3/b14-10+/t21-/m1/s1 JSWLJDNWLQCBNE-PAGBRTJLSA-N C=CCC1=C[C@](OC)(C(=CC1=O)OC)/C(=C/c1ccc(c(c1)OC)O)/C NPC37065 Piperkadsin B [(1R,2S)-2-(3,4-dimethoxy-6-oxo-1-prop-2-enylcyclohexa-2,4-dien-1-yl)-1-(3,4-dimethoxyphenyl)propyl] acetate CHEMBL498295 11510246 C24H30O7 430.2 0.125 3.33 4.203 5 0 80.29 17 2 31 1 InChI=1S/C24H30O7/c1-8-11-24(14-21(30-7)20(29-6)13-22(24)26)15(2)23(31-16(3)25)17-9-10-18(27-4)19(12-17)28-5/h8-10,12-15,23H,1,11H2,2-7H3/t15-,23-,24?/m1/s1 SVCDSCSVRZHKRQ-PRTQWILMSA-N C=CCC1(C=C(OC)C(=CC1=O)OC)[C@@H]([C@H](c1ccc(c(c1)OC)OC)OC(=O)C)C NPC12854 Piperkadsin C (1R,6S)-6-[(R)-1,3-benzodioxol-5-yl(hydroxy)methyl]-7-methoxy-6-methyl-3-prop-2-enylbicyclo[3.1.1]hepta-3,5(7)-dien-2-one CHEMBL604682 46228396 C20H20O5 340.13 0.1248 3.11 1.589 3 1 64.99 8 3 25 0 InChI=1S/C20H20O5/c1-4-5-11-8-13-18(23-3)16(17(11)21)20(13,2)19(22)12-6-7-14-15(9-12)25-10-24-14/h4,6-9,16,19,22H,1,5,10H2,2-3H3/t16-,19+,20+/m0/s1 NOXNHMNKQIHADP-PWIZWCRZSA-N C=CCC1=CC2=C([C@H](C1=O)[C@]2(C)[C@@H](c1ccc2c(c1)OCO2)O)OC NPC90185 Piperlactam S CHEMBL497039 622222 C17H13NO4 295.08 -1.1987 2.78 2.911 1 1 59 5 4 22 0 InChI=1S/C17H13NO4/c1-21-16-13(19)8-11-14-12(18(22-2)17(11)20)7-9-5-3-4-6-10(9)15(14)16/h3-8,19H,1-2H3 LHSDJNRAZBFFLF-UHFFFAOYSA-N COc1c(O)cc2c3c1c1ccccc1cc3n(c2=O)OC NPC207541 Piperlonguminine (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide CHEMBL253973 5320621 C16H19NO3 273.14 0.8049 2.78 3.657 2 1 51.05 8 2 20 0 InChI=1S/C16H19NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h3-9,12H,10-11H2,1-2H3,(H,17,18)/b5-3+,6-4+ WHAAPCGHVWVUEX-GGWOSOGESA-N CC(CN=C(/C=C/C=C/c1ccc2c(c1)OCO2)O)C NPC311936 Piperolactam A CHEMBL387864 3081016 C16H11NO3 265.07 -0.5937 2.78 3.447 2 2 62.05 4 4 20 0 InChI=1S/C16H11NO3/c1-20-12-7-10-13-11(17-16(10)19)6-8-4-2-3-5-9(8)14(13)15(12)18/h2-7,18H,1H3,(H,17,19) KBGNBPGXVKPRQI-UHFFFAOYSA-N COc1cc2C(=Nc3c2c(c1O)c1ccccc1c3)O NPC120066 Piperonal 1,3-benzodioxole-5-carbaldehyde CHEMBL271663 8438 C8H6O3 150.03 -0.4951 2.01 1.486 1 0 35.53 1 2 11 0 InChI=1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2 SATCULPHIDQDRE-UHFFFAOYSA-N O=Cc1ccc2c(c1)OCO2 NPC45404 Piperonylic Acid 1,3-benzodioxole-5-carboxylic acid CHEMBL573781 7196 C8H6O4 166.03 -0.5425 1.9 1.072 2 1 55.76 2 2 12 0 InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10) VDVJGIYXDVPQLP-UHFFFAOYSA-N OC(=O)c1ccc2c(c1)OCO2 NPC225745 Piperrolein B (E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one CHEMBL256214 21580213 C21H29NO3 343.21 -2.1721 3.33 5.482 2 0 38.77 9 3 25 1 InChI=1S/C21H29NO3/c23-21(22-14-8-5-9-15-22)11-7-4-2-1-3-6-10-18-12-13-19-20(16-18)25-17-24-19/h6,10,12-13,16H,1-5,7-9,11,14-15,17H2/b10-6+ FAXXHNWVMKTOFF-UXBLZVDNSA-N O=C(N1CCCCC1)CCCCCC/C=C/c1ccc2c(c1)OCO2 NPC196609 Piperundecalidiene (2E,4E,10E)-11-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylundeca-2,4,10-trien-1-one CHEMBL255762 44453654 C23H29NO3 367.21 -0.5464 3.55 6.065 2 0 38.77 9 3 27 1 InChI=1S/C23H29NO3/c25-23(24-16-10-7-11-17-24)13-9-6-4-2-1-3-5-8-12-20-14-15-21-22(18-20)27-19-26-21/h4,6,8-9,12-15,18H,1-3,5,7,10-11,16-17,19H2/b6-4+,12-8+,13-9+ BADLEYLQAILHPV-AZMZBSBOSA-N O=C(N1CCCCC1)/C=C/C=C/CCCC/C=C/c1ccc2c(c1)OCO2 NPC214036 Piplartine 1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-6-one CHEMBL465843 637858 C17H19NO5 317.13 -0.4679 2.67 1.333 3 0 65.07 9 2 23 0 InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+ VABYUUZNAVQNPG-BQYQJAHWSA-N COc1cc(/C=C/C(=O)N2CCC=CC2=O)cc(c1OC)OC NPC137750 Pisiferal (4aR,10aS)-6-hydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carbaldehyde CHEMBL2385624 13785026 C20H28O2 300.21 0.4885 3.44 6.342 1 1 37.3 7 3 22 1 InChI=1S/C20H28O2/c1-13(2)15-10-14-6-7-18-19(3,4)8-5-9-20(18,12-21)16(14)11-17(15)22/h10-13,18,22H,5-9H2,1-4H3/t18-,20-/m0/s1 YPWYNONCSGZEQQ-ICSRJNTNSA-N O=C[C@@]12CCCC([C@@H]2CCc2c1cc(O)c(c2)C(C)C)(C)C NPC10320 Pitheduloside C (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1765596 54581283 C46H74O16 882.5 -2.0895 4.76 5.356 16 9 254.52 24 8 62 3 InChI=1S/C46H74O16/c1-41(2)14-16-46(40(55)56)17-15-44(6)22(23(46)18-41)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-45(28,44)7)61-38-35(54)33(52)32(51)26(60-38)21-59-39-36(31(50)25(48)20-58-39)62-37-34(53)30(49)24(47)19-57-37/h8,23-39,47-54H,9-21H2,1-7H3,(H,55,56)/t23-,24+,25-,26+,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,37-,38-,39-,43-,44+,45+,46-/m0/s1 WBBKABSSSHJZGN-WCSFHXAVSA-N O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1OC[C@@H]([C@@H]([C@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC214368 Pitucamycin (3R,4R,5R)-2-amino-3,4-dihydroxy-5-[[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]amino]-6-oxocyclohexene-1-carboxamide CHEMBL1224596 46939682 C20H18N4O7 426.12 -4.0124 2.45 1.861 10 7 198.55 9 4 31 1 InChI=1S/C20H18N4O7/c21-15-14(20(22)30)17(27)16(19(29)18(15)28)24-8-4-10-13(5-11(8)26)31-12-2-1-7(6-25)3-9(12)23-10/h1-5,16,18-19,24-25,28-29H,6,21H2,(H2,22,30)/t16-,18+,19+/m0/s1 NURWOUVTSOIROK-QXAKKESOSA-N OCc1ccc2c(c1)nc1c(o2)cc(=O)c(c1)N[C@@H]1[C@@H](O)[C@H](O)C(=C(C1=O)C(=N)O)N NPC330016 Plakortide F methyl 2-[(3S,4S,6S)-4,6-diethyl-6-[(E)-4-ethyloct-5-enyl]dioxan-3-yl]acetate CHEMBL482405 10450815 C21H38O4 354.28 -0.2619 3.33 6.98 4 0 44.76 17 1 25 2 InChI=1S/C21H38O4/c1-6-10-12-17(7-2)13-11-14-21(9-4)16-18(8-3)19(24-25-21)15-20(22)23-5/h10,12,17-19H,6-9,11,13-16H2,1-5H3/b12-10+/t17?,18-,19-,21-/m0/s1 JOIXERUBSWWODE-RQGNMBLMSA-N CC/C=C/C(CCC[C@]1(CC)OO[C@H]([C@H](C1)CC)CC(=O)OC)CC NPC116229 Plantagineoside A 1,7-bis[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]heptan-3-one CHEMBL2159605 71453290 C31H42O15 654.25 -5.9804 3.22 0.181 11 10 256.29 24 4 46 3 InChI=1S/C31H42O15/c32-13-22-24(37)26(39)28(41)30(45-22)43-20-9-6-15(11-18(20)35)3-1-2-4-17(34)8-5-16-7-10-21(19(36)12-16)44-31-29(42)27(40)25(38)23(14-33)46-31/h6-7,9-12,22-33,35-42H,1-5,8,13-14H2/t22-,23-,24-,25-,26+,27+,28-,29-,30-,31-/m1/s1 AHSFPZHWAFXABZ-GNZBLXBPSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2O)CCCCC(=O)CCc2ccc(c(c2)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC106944 Plantagineoside B (2S,3R,4S,5S,6R)-2-[2-hydroxy-4-[(5S)-5-hydroxy-7-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]heptyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2159606 71449654 C31H44O15 656.27 -6.8729 3.22 0.59 11 11 259.45 25 4 46 3 InChI=1S/C31H44O15/c32-13-22-24(37)26(39)28(41)30(45-22)43-20-9-6-15(11-18(20)35)3-1-2-4-17(34)8-5-16-7-10-21(19(36)12-16)44-31-29(42)27(40)25(38)23(14-33)46-31/h6-7,9-12,17,22-42H,1-5,8,13-14H2/t17-,22+,23+,24+,25+,26-,27-,28+,29+,30+,31+/m0/s1 GPTLRCCVBQZPIL-BTNSERKDSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2O)CCCC[C@@H](CCc2ccc(c(c2)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC254275 Plantagineoside C (2R,3R,4S,5S,6R)-2-[(2S,4R,6S)-2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethyl]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2159607 71455005 C25H32O11 508.19 -5.1553 3 1.092 7 8 189.53 15 4 36 1 InChI=1S/C25H32O11/c26-11-21-22(31)23(32)24(33)25(36-21)35-15-9-14(4-1-12-2-5-16(27)18(29)7-12)34-20(10-15)13-3-6-17(28)19(30)8-13/h2-3,5-8,14-15,20-33H,1,4,9-11H2/t14-,15+,20-,21+,22+,23-,24+,25+/m0/s1 KNGLPVKCHBEQMT-AHVKKWOPSA-N OC[C@H]1O[C@@H](O[C@@H]2C[C@H](CCc3ccc(c(c3)O)O)O[C@@H](C2)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC205195 Plantainoside D [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL452413 9986606 C29H36O16 640.2 -4.7978 2.89 -0.905 12 10 265.52 22 4 45 3 InChI=1S/C29H36O16/c30-11-19-22(36)24(38)25(39)29(43-19)45-27-23(37)20(12-42-21(35)6-3-13-1-4-15(31)17(33)9-13)44-28(26(27)40)41-8-7-14-2-5-16(32)18(34)10-14/h1-6,9-10,19-20,22-34,36-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23-,24+,25-,26-,27+,28-,29+/m1/s1 CBZYUWGJNYOKHT-ZKDZFUIGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](COC(=O)/C=C/c3ccc(c(c3)O)O)O[C@H]([C@@H]2O)OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC78363 Plantasioside [(2S,4aR,6R,7S,8S,8aR)-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-6-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL228185 44423103 C23H24O11 476.13 -3.0507 2.78 0.62 7 6 175.37 12 4 34 1 InChI=1S/C23H24O11/c24-13-4-1-11(7-15(13)26)2-6-19(28)31-10-18-20(29)21(30)22-23(34-18)32-9-17(33-22)12-3-5-14(25)16(27)8-12/h1-8,17-18,20-27,29-30H,9-10H2/b6-2+/t17-,18-,20-,21+,22-,23-/m1/s1 PAPHRQZMDUSBBD-CILOSVJESA-N O=C(OC[C@H]1O[C@H]2OC[C@@H](O[C@@H]2[C@H]([C@@H]1O)O)c1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC30583 Platanic Acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid CHEMBL80460 64980 C29H46O4 458.34 0.8313 4.21 7.533 4 2 74.6 10 5 33 1 InChI=1S/C29H46O4/c1-17(30)18-9-14-29(24(32)33)16-15-27(5)19(23(18)29)7-8-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,27)6/h18-23,31H,7-16H2,1-6H3,(H,32,33)/t18-,19+,20-,21+,22-,23+,26-,27+,28+,29-/m0/s1 RVMPLOSJMIQORE-FUAAEJBOSA-N CC(=O)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O NPC37860 Platycodin D [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641859 162859 C57H92O28 1224.58 -7.8798 4.65 -1.541 28 17 453.28 38 10 85 3 InChI=1S/C57H92O28/c1-23-40(81-45-39(72)41(28(64)18-76-45)82-49-43(73)56(75,21-61)22-78-49)36(69)38(71)46(79-23)83-42-33(66)27(63)17-77-48(42)85-50(74)57-12-11-51(2,3)13-25(57)24-7-8-30-52(4)14-26(62)44(84-47-37(70)35(68)34(67)29(16-58)80-47)55(19-59,20-60)31(52)9-10-53(30,5)54(24,6)15-32(57)65/h7,23,25-49,58-73,75H,8-22H2,1-6H3/t23-,25-,26-,27-,28+,29+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39+,40-,41-,42+,43-,44-,45-,46-,47-,48-,49-,52+,53+,54+,56+,57+/m0/s1 CYBWUNOAQPMRBA-NDTOZIJESA-N OCC1(CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)C[C@@H](O)[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)O)O)O)C)C NPC293031 Platycodin D2 [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641862 53317652 C63H102O33 1386.63 -9.6267 4.76 -3.507 33 20 532.43 44 11 96 3 InChI=1S/C63H102O33/c1-24-44(91-50-42(80)45(29(71)19-85-50)92-55-48(82)62(84,22-68)23-87-55)39(77)41(79)51(88-24)94-47-35(73)28(70)18-86-54(47)96-56(83)63-12-11-57(2,3)13-26(63)25-7-8-32-58(4)14-27(69)49(61(20-66,21-67)33(58)9-10-59(32,5)60(25,6)15-34(63)72)95-53-43(81)46(37(75)31(17-65)90-53)93-52-40(78)38(76)36(74)30(16-64)89-52/h7,24,26-55,64-82,84H,8-23H2,1-6H3/t24-,26-,27-,28-,29+,30+,31+,32+,33+,34+,35-,36+,37+,38-,39-,40+,41+,42+,43+,44-,45-,46-,47+,48-,49-,50-,51-,52-,53-,54-,55-,58+,59+,60+,62+,63+/m0/s1 PXQNZQURQNZGKZ-MXNHKPIDSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H](C2(CO)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O NPC29989 Platyphyllenone (E)-1,7-bis(4-hydroxyphenyl)hept-4-en-3-one CHEMBL330645 23786382 C19H20O3 296.14 -0.4081 3.22 4.631 1 2 57.53 9 2 22 0 InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h2,4-6,8-9,11-14,21-22H,1,3,7,10H2/b4-2+ GIKJADRKBZHVCY-DUXPYHPUSA-N O=C(CCc1ccc(cc1)O)/C=C/CCc1ccc(cc1)O NPC177576 Platyphyllone (5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-one CHEMBL1087992 13347313 C19H22O4 314.15 -1.7887 3.11 3.293 2 3 77.76 11 2 23 0 InChI=1S/C19H22O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,18,20-22H,5-6,11-13H2/t18-/m0/s1 ZBFSUZGUYFFWGY-SFHVURJKSA-N O[C@H](CC(=O)CCc1ccc(cc1)O)CCc1ccc(cc1)O NPC471615 Pleconaril 3-[3,5-dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole CHEMBL29609 1684 C18H18F3N3O3 381.13 2.3385 2.45 5.455 1 0 74.18 13 3 27 1 InChI=1S/C18H18F3N3O3/c1-10-7-13(16-22-17(27-24-16)18(19,20)21)8-11(2)15(10)25-6-4-5-14-9-12(3)23-26-14/h7-9H,4-6H2,1-3H3 KQOXLKOJHVFTRN-UHFFFAOYSA-N Cc1noc(c1)CCCOc1c(C)cc(cc1C)c1noc(n1)C(F)(F)F NPC52198 Plenolin (1S,3aR,5R,5aR,8aR,9S,9aS)-9-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,7-b]furan-2,8-dione CHEMBL188283 442294 C15H20O4 264.14 -0.0359 2.67 0.733 4 1 63.6 4 3 19 0 InChI=1S/C15H20O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7-10,12-13,17H,6H2,1-3H3/t7-,8+,9+,10-,12-,13+,15+/m1/s1 ICKWITMQEROMDG-ZIXXKTFOSA-N C[C@@H]1C(=O)O[C@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C NPC474866 Plukenetione A (1R,3S,5R,7R,8S)-5-benzoyl-6,6-dimethyl-1,3-bis(3-methylbut-2-enyl)-8-(2-methylprop-1-enyl)adamantane-2,4,9-trione CHEMBL485750 44589660 C33H40O4 500.29 4.2166 4.65 8.257 4 0 68.28 15 1 37 1 InChI=1S/C33H40O4/c1-20(2)14-16-31-19-25-24(18-22(5)6)32(27(31)35,17-15-21(3)4)29(37)33(28(31)36,30(25,7)8)26(34)23-12-10-9-11-13-23/h9-15,18,24-25H,16-17,19H2,1-8H3/t24-,25+,31-,32+,33-/m0/s1 OXIJJPXPEHKVOL-JMKBALHDSA-N CC(=CC[C@]12C[C@@H]3[C@@H]([C@@](C1=O)(CC=C(C)C)C(=O)[C@](C2=O)(C3(C)C)C(=O)c1ccccc1)C=C(C)C)C NPC285829 Plumbagin 5-hydroxy-2-methylnaphthalene-1,4-dione CHEMBL295316 10205 C11H8O3 188.05 -0.1804 2.34 0.756 2 1 54.37 2 2 14 0 InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 VCMMXZQDRFWYSE-UHFFFAOYSA-N CC1=CC(=O)c2c(C1=O)cccc2O NPC193666 Pluviatilol 4-[(3R,3aS,6S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol CHEMBL2011539 70695727 C20H20O6 356.13 -1.8128 3 2.13 2 1 66.38 5 5 26 0 InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19-,20+/m1/s1 VBIRCRCPHNUJAS-FQZPYLGXSA-N COc1cc(ccc1O)[C@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2 NPC183648 P-Methoxy-Acetophenone 1-(4-methoxyphenyl)ethanone CHEMBL401912 7476 C9H10O2 150.07 -0.3057 2.23 1.854 1 0 26.3 4 1 11 0 InChI=1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3 NTPLXRHDUXRPNE-UHFFFAOYSA-N COc1ccc(cc1)C(=O)C NPC29536 Pmf 5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one CHEMBL2074901 493376 C20H20O7 372.12 -0.7626 2.89 2.236 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-12-8-15(23-2)19-13(21)10-14(27-16(19)9-12)11-6-17(24-3)20(26-5)18(7-11)25-4/h6-10H,1-5H3 GIKVSFNAEBQLGB-UHFFFAOYSA-N COc1cc(OC)c2c(c1)oc(cc2=O)c1cc(OC)c(c(c1)OC)OC NPC44836 P-Nitrophenol 4-nitrophenol CHEMBL14130 980 C6H5NO3 139.03 0.1998 1.68 1.72 0 1 63.37 3 1 10 0 InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H BTJIUGUIPKRLHP-UHFFFAOYSA-N Oc1ccc(cc1)N(=O)=O NPC303485 Podocarpusflavone A 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL220745 5320644 C31H20O10 552.11 -3.3605 3.77 2.821 2 5 162.98 10 6 41 0 InChI=1S/C31H20O10/c1-39-17-5-2-14(3-6-17)25-13-24(38)30-22(36)11-21(35)28(31(30)41-25)18-8-15(4-7-19(18)33)26-12-23(37)29-20(34)9-16(32)10-27(29)40-26/h2-13,32-36H,1H3 RBTRUVNXLDXHBJ-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O NPC121649 Podocarpusflavone B 5,7-dihydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one CHEMBL144630 5320646 C32H22O10 566.12 -2.952 3.88 3.34 2 4 151.98 11 6 42 0 InChI=1S/C32H22O10/c1-39-17-6-3-15(4-7-17)26-14-25(38)31-23(36)12-22(35)29(32(31)42-26)19-9-16(5-8-20(19)33)27-13-24(37)30-21(34)10-18(40-2)11-28(30)41-27/h3-14,33-36H,1-2H3 GZTVUTQZSAZUIY-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)OC NPC237946 Podofilox (5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL61 10607 C22H22O8 414.13 -1.5006 3 1.259 3 1 92.68 8 5 30 0 InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1 YJGVMLPVUAXIQN-XVVDYKMHSA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O NPC56786 Podoverine A 2-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-3-methoxychromen-4-one CHEMBL3334619 13911680 C21H20O7 384.12 -0.8593 3 2.743 2 4 116.45 11 3 28 0 InChI=1S/C21H20O7/c1-10(2)4-5-12-13(6-7-14(23)18(12)25)20-21(27-3)19(26)17-15(24)8-11(22)9-16(17)28-20/h4,6-9,22-25H,5H2,1-3H3 MGFXFQXRHGAKQN-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1CC=C(C)C)O)O NPC474422 Poliothyrsin [5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 1-hydroxy-6-oxocyclohex-2-ene-1-carboxylate CHEMBL467958 44577174 C20H24O11 440.13 -2.9978 2.45 -0.979 9 6 183.21 13 3 31 1 InChI=1S/C20H24O11/c21-8-13-15(24)16(25)17(26)18(31-13)30-12-5-4-11(22)7-10(12)9-29-19(27)20(28)6-2-1-3-14(20)23/h2,4-7,13,15-18,21-22,24-26,28H,1,3,8-9H2/t13-,15-,16+,17-,18-,20?/m1/s1 CONBSDUUQADCJD-QZFWYPLZSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2COC(=O)C2(O)C=CCCC2=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC4958 Poliothyrsoside [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]oxan-2-yl]methyl benzoate CHEMBL512419 3084295 C20H22O9 406.13 -2.747 2.67 1.799 7 5 145.91 12 3 29 0 InChI=1S/C20H22O9/c21-9-12-8-13(22)6-7-14(12)28-20-18(25)17(24)16(23)15(29-20)10-27-19(26)11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1 FLROYCKIIJCTDY-BFMVXSJESA-N OCc1cc(O)ccc1O[C@@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O NPC76406 Poliumoside [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL499145 10373017 C35H46O19 770.26 -5.5447 3.22 -0.607 15 11 304.21 26 5 54 3 InChI=1S/C35H46O19/c1-14-24(41)26(43)28(45)33(50-14)49-13-22-31(53-23(40)8-5-16-3-6-18(36)20(38)11-16)32(54-35-29(46)27(44)25(42)15(2)51-35)30(47)34(52-22)48-10-9-17-4-7-19(37)21(39)12-17/h3-8,11-12,14-15,22,24-39,41-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22+,24-,25-,26+,27+,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1 YMWRMAOPKNYHMZ-LLVTZOIGSA-N O=C(O[C@@H]1[C@@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)OCCc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC144644 Polygalacin D [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641863 53325780 C57H92O27 1208.58 -6.7891 4.76 -0.409 27 16 433.05 37 10 84 3 InChI=1S/C57H92O27/c1-23-40(80-45-39(71)41(28(63)19-75-45)81-49-43(72)56(74,21-60)22-77-49)36(68)38(70)46(78-23)82-42-33(65)27(62)18-76-48(42)84-50(73)57-13-12-51(2,3)14-25(57)24-8-9-31-52(4)15-26(61)44(83-47-37(69)35(67)34(66)29(17-58)79-47)53(5,20-59)30(52)10-11-54(31,6)55(24,7)16-32(57)64/h8,23,25-49,58-72,74H,9-22H2,1-7H3/t23-,25-,26-,27-,28+,29+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39+,40-,41-,42+,43-,44-,45-,46-,47-,48-,49-,52-,53-,54+,55+,56+,57+/m0/s1 BDCUGHMNUOTFKX-YJGMJMKZSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC68767 Polygalacin D2 [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1641866 53325781 C63H102O32 1370.64 -8.536 4.87 -2.375 32 19 512.2 43 11 95 3 InChI=1S/C63H102O32/c1-24-44(90-50-42(79)45(29(70)20-84-50)91-55-48(81)62(83,22-67)23-86-55)39(76)41(78)51(87-24)93-47-35(72)28(69)19-85-54(47)95-56(82)63-13-12-57(2,3)14-26(63)25-8-9-33-58(4)15-27(68)49(59(5,21-66)32(58)10-11-60(33,6)61(25,7)16-34(63)71)94-53-43(80)46(37(74)31(18-65)89-53)92-52-40(77)38(75)36(73)30(17-64)88-52/h8,24,26-55,64-81,83H,9-23H2,1-7H3/t24-,26-,27-,28-,29+,30+,31+,32+,33+,34+,35-,36+,37+,38-,39-,40+,41+,42+,43+,44-,45-,46-,47+,48-,49-,50-,51-,52-,53-,54-,55-,58-,59-,60+,61+,62+,63+/m0/s1 DSHSDWSTXKYPEQ-DAANLMTCSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O NPC474148 Polygalatenoside A (2S,3S,4R,5S,6S)-2-[(3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(phenylmethoxymethyl)oxane-3,4,5-triol CHEMBL463000 44559129 C19H28O10 416.17 -3.6028 2.45 -0.13 10 6 158.3 13 3 29 1 InChI=1S/C19H28O10/c20-6-11-14(21)15(22)13(9-27-11)29-19-18(25)17(24)16(23)12(28-19)8-26-7-10-4-2-1-3-5-10/h1-5,11-25H,6-9H2/t11-,12-,13+,14-,15-,16+,17+,18-,19-/m0/s1 JDGKZYSACWLQKT-RBRZPYPVSA-N OC[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@@H](COCc2ccccc2)[C@H]([C@H]([C@@H]1O)O)O NPC276061 Polygalatenoside B (2S,3S,4R,5R,6S)-2-[(3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)-4-phenylmethoxyoxane-3,5-diol CHEMBL462805 44559130 C19H28O10 416.17 -3.6028 2.45 -0.559 10 6 158.3 13 3 29 1 InChI=1S/C19H28O10/c20-6-11-14(22)15(23)13(9-26-11)29-19-17(25)18(16(24)12(7-21)28-19)27-8-10-4-2-1-3-5-10/h1-5,11-25H,6-9H2/t11-,12-,13+,14-,15-,16+,17-,18+,19-/m0/s1 PBKBHCJPMCMBCZ-GDLYOHBGSA-N OC[C@@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)CO)[C@H]([C@@H]([C@@H]1O)OCc1ccccc1)O NPC4370 Polygodial (1R,4aS,8aS)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde CHEMBL254550 72503 C15H22O2 234.16 0.6974 2.89 4.485 2 0 34.14 5 2 17 0 InChI=1S/C15H22O2/c1-14(2)7-4-8-15(3)12(10-17)11(9-16)5-6-13(14)15/h5,9-10,12-13H,4,6-8H2,1-3H3/t12-,13-,15+/m0/s1 AZJUJOFIHHNCSV-KCQAQPDRSA-N O=C[C@H]1C(=CC[C@@H]2[C@]1(C)CCCC2(C)C)C=O NPC14704 Polyphillin C CHEMBL395646 44429637 C39H62O12 722.42 -2.7167 4.43 3.67 12 6 176.76 16 8 51 2 InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)34(30(42)27(16-40)49-36)50-35-32(44)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,38+,39-/m1/s1 OJCPWEBMROBPTK-GTCMQMDYSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O NPC200743 Polysin CHEMBL1083627 46871703 C23H29NO 335.22 1.596 3.77 5.45 2 0 22 4 5 25 1 InChI=1S/C23H29NO/c1-21(2)18-9-12-23(4)19(22(18,3)11-10-20(21)25)14-16-13-15-7-5-6-8-17(15)24(16)23/h5-8,13,18-19H,9-12,14H2,1-4H3/t18-,19-,22-,23+/m0/s1 NEPLKJAINOWIJL-DHNNRRLOSA-N O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@H]2Cc2n1c1c(c2)cccc1)C)C NPC200243 Polysthicol (24S) CHEMBL225868 44423569 C32H54O 454.42 2.3525 4.87 13.039 1 1 20.23 14 5 33 1 InChI=1S/C32H54O/c1-9-23(21(2)3)11-10-22(4)24-14-16-30(8)26-13-12-25-28(5,6)27(33)15-17-31(25)20-32(26,31)19-18-29(24,30)7/h22-27,33H,2,9-20H2,1,3-8H3/t22-,23+,24-,25+,26+,27+,29-,30+,31-,32+/m1/s1 SCZACXVTRCZQAH-MOLANHOLSA-N CC[C@H](C(=C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C NPC210623 Polysyphorin (1S,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-ol CHEMBL460235 44559993 C23H30O7 418.2 -0.0156 3.22 3.611 1 1 75.61 18 2 30 0 InChI=1S/C23H30O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8-14,21,24H,1-7H3/b9-8+/t14-,21-/m1/s1 FLBWVIKFCMUTDS-IPHDZNCISA-N C/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]([C@H](c1cc(OC)c(c(c1)OC)OC)O)C NPC311330 Polyveoline CHEMBL1086376 46871719 C23H33NO 339.26 0.4324 3.77 6.426 2 2 32.26 5 5 25 1 InChI=1S/C23H33NO/c1-21(2)17-9-11-23(4)18(22(17,3)12-10-19(21)25)13-16-20(23)14-7-5-6-8-15(14)24-16/h5-8,16-20,24-25H,9-13H2,1-4H3/t16-,17-,18-,19+,20-,22-,23+/m0/s1 HVKUYPXKTAMIFI-SZKCUPFNSA-N O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@H]2C[C@H]2[C@@H]1c1c(N2)cccc1)C)C NPC282307 Pomiferin 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one CHEMBL393136 4871 C25H24O6 420.16 0.7376 3.55 3.848 1 3 96.22 10 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3 GHCZYXUOYFOXIP-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(c(c1)O)O)C NPC220596 Pomiferin A [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanol CHEMBL12799 15586718 C20H30O 286.23 0.6925 3.55 8.253 1 1 20.23 7 3 21 1 InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18,21H,5,7,9-11,13H2,1-4H3/t18-,19-,20+/m0/s1 WSKGRAGZAQRSED-SLFFLAALSA-N OC[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)C(C)C)C NPC158059 Pomolic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL486986 382831 C30H48O4 472.36 1.0447 4.32 6.778 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-18-10-15-30(24(32)33)17-16-27(5)19(23(30)29(18,7)34)8-9-21-26(4)13-12-22(31)25(2,3)20(26)11-14-28(21,27)6/h8,18,20-23,31,34H,9-17H2,1-7H3,(H,32,33)/t18-,20+,21-,22+,23-,26+,27-,28-,29-,30+/m1/s1 ZZTYPLSBNNGEIS-OPAXANQDSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C)C NPC171137 Ponasterone A (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL549789 115127 C27H44O6 464.31 -0.7591 3.77 2.592 6 5 118.22 15 4 33 0 InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1 PJYYBCXMCWDUAZ-JJJZTNILSA-N CC(CC[C@H]([C@@]([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)(O)C)O)C NPC167479 Pongaglabrone 2-(1,3-benzodioxol-5-yl)furo[2,3-h]chromen-4-one CHEMBL583961 10957726 C18H10O5 306.05 -0.9604 2.89 3.134 1 0 57.9 1 5 23 0 InChI=1S/C18H10O5/c19-13-8-16(10-1-3-15-17(7-10)22-9-21-15)23-18-11(13)2-4-14-12(18)5-6-20-14/h1-8H,9H2 OLRNTGNFKYRPHW-UHFFFAOYSA-N O=c1cc(oc2c1ccc1c2cco1)c1ccc2c(c1)OCO2 NPC263676 Pongamol (Z)-3-hydroxy-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one CHEMBL458131 5320675 C18H14O4 294.09 -0.6717 3 4.427 2 1 59.67 6 3 22 0 InChI=1S/C18H14O4/c1-21-18-13(7-8-17-14(18)9-10-22-17)16(20)11-15(19)12-5-3-2-4-6-12/h2-11,19H,1H3/b15-11- IHWPQGIYXJKCOV-PTNGSMBKSA-N COc1c(ccc2c1cco2)C(=O)/C=C(/c1ccccc1)\O NPC144162 Pongavilleanine 3-(1,3-benzodioxol-5-yl)-4-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one CHEMBL1224762 46939887 C22H18O6 378.11 0.2876 3.22 4.172 2 0 63.22 5 5 28 0 InChI=1S/C22H18O6/c1-22(2)9-8-13-15(28-22)7-5-14-19(13)27-21(23)18(20(14)24-3)12-4-6-16-17(10-12)26-11-25-16/h4-10H,11H2,1-3H3 VUANFQDNPKCQFM-UHFFFAOYSA-N COc1c(c2ccc3c(c2)OCO3)c(=O)oc2c1ccc1c2C=CC(O1)(C)C NPC94141 Ponicidin CHEMBL401207 44445768 C20H26O6 362.17 -1.5477 3 0.731 6 3 96.22 5 3 26 0 InChI=1S/C20H26O6/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)14(23)20(24)19(10,13(8)22)15(9)25-16(18)26-20/h9-12,14-16,21,23-24H,1,4-7H2,2-3H3/t9-,10-,11+,12+,14-,15+,16?,18-,19-,20-/m0/s1 WHRDRHNMTIXZNY-AQWYIEOXSA-N C=C1[C@@H]2CC[C@@H]3[C@]4(C1=O)[C@@H]2OC1[C@@]23[C@H](O)CCC([C@H]2[C@@H]([C@]4(O)O1)O)(C)C NPC300655 Porsapogenin 8 [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL526501 21638100 C92H148O47 2004.92 -10.1782 6.41 -2.372 47 26 735.49 69 14 139 3 InChI=1S/C92H148O47/c1-14-88(10,139-81-68(117)58(107)50(99)34(3)123-81)21-15-16-33(2)75(119)131-49-26-92(85(120)138-84-74(62(111)55(104)42(29-95)129-84)137-80-69(118)71(134-78-66(115)59(108)53(102)40(27-93)126-78)70(36(5)125-80)133-77-65(114)56(105)43(30-96)128-77)38(24-86(49,6)7)37-17-18-46-89(11)22-20-48(87(8,9)45(89)19-23-90(46,12)91(37,13)25-47(92)98)132-83-73(136-79-67(116)60(109)54(103)41(28-94)127-79)63(112)57(106)44(130-83)32-122-82-72(61(110)51(100)35(4)124-82)135-76-64(113)52(101)39(97)31-121-76/h14,16-17,34-36,38-74,76-84,93-118H,1,15,18-32H2,2-13H3/b33-16+/t34-,35-,36+,38+,39-,40-,41-,42-,43+,44-,45+,46-,47-,48+,49+,50-,51+,52+,53-,54-,55-,56+,57-,58+,59+,60+,61+,62+,63+,64-,65-,66-,67-,68-,69-,70+,71+,72-,73-,74-,76+,77+,78+,79+,80+,81+,82-,83+,84+,88-,89+,90-,91-,92-/m1/s1 TXELVMINRBTFCE-JBZAFDRPSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/C)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC43589 Porsapogenin 9 [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL506883 44566622 C86H138O42 1842.87 -8.4313 6.3 -0.835 42 23 656.34 63 13 128 3 InChI=1S/C86H138O42/c1-14-82(10,128-76-64(108)55(99)48(92)33(3)114-76)21-15-16-32(2)70(110)121-47-26-86(79(111)127-78-69(59(103)52(96)40(28-88)119-78)126-75-65(109)67(124-74-63(107)56(100)51(95)39(27-87)117-74)66(35(5)116-75)123-73-61(105)53(97)41(29-89)118-73)37(24-80(47,6)7)36-17-18-44-83(11)22-20-46(81(8,9)43(83)19-23-84(44,12)85(36,13)25-45(86)91)122-72-62(106)57(101)54(98)42(120-72)31-113-77-68(58(102)49(93)34(4)115-77)125-71-60(104)50(94)38(90)30-112-71/h14,16-17,33-35,37-69,71-78,87-109H,1,15,18-31H2,2-13H3/b32-16+/t33-,34-,35+,37+,38-,39-,40-,41+,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-,52-,53+,54-,55+,56+,57+,58+,59+,60-,61-,62-,63-,64-,65-,66+,67+,68-,69-,71+,72+,73+,74+,75+,76+,77-,78+,82-,83+,84-,85-,86-/m1/s1 CDUBMGLWDMHRDS-AHQAUBLKSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/C)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC224764 Potassium;1H-Indol-3-Yl Sulfate potassium;1H-indol-3-yl sulfate CHEMBL1452061 5177095 C8H7NO4S.K 212 -1.6073 1.68 0.619 4 1 90.6 3 2 14 0 InChI=1S/C8H7NO4S.K/c10-14(11,12)13-8-5-9-7-4-2-1-3-6(7)8;/h1-5,9H,(H,10,11,12);/q;+1/p-1 MDAWATNFDJIBBD-UHFFFAOYSA-M [O-]S(=O)(=O)Oc1c[nH]c2c1cccc2.[K+] NPC267412 Praeruptorin A [(9S,10S)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate CHEMBL2376509 38347607 C21H22O7 386.14 1.7906 3 3.54 5 0 88.13 10 3 28 0 InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m0/s1 XGPBRZDOJDLKOT-NXIDYTHLSA-N C/C=C(\C(=O)O[C@H]1[C@@H](OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)/C NPC164269 Praeruptorin B [8,8-dimethyl-9-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (E)-2-methylbut-2-enoate CHEMBL3596578 5319259 C24H26O7 426.17 3.1344 3.33 4.537 5 0 88.13 12 3 31 0 InChI=1S/C24H26O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h7-12,20-21H,1-6H3/b13-7+,14-8+ PNTWXEIQXBRCPS-FNCQTZNRSA-N C/C=C(/C(=O)OC1c2c(ccc3c2oc(=O)cc3)OC(C1OC(=O)/C(=C/C)/C)(C)C)\C NPC266597 Pratol 7-hydroxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL16751 5320693 C16H12O4 268.07 -1.0157 2.78 3.049 1 1 55.76 4 3 20 0 InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)15-9-14(18)13-7-4-11(17)8-16(13)20-15/h2-9,17H,1H3 SQVXWIUVAILQRH-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2)O NPC263977 Preaustinoid A CHEMBL1911626 57398141 C26H36O6 444.25 1.2616 3.66 4.172 6 1 97.74 10 4 32 0 InChI=1S/C26H36O6/c1-14-23(5)13-16-22(4)11-10-17(27)21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-16,31H,1,9-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1 IRPHRMHQEPXQQF-RFMSQVAGSA-N COC(=O)[C@@]12C(=O)[C@@](C)(O)C(=O)[C@](C1=C)(C)C[C@@H]1[C@]2(C)CC[C@H]2[C@@]1(C)CCC(=O)C2(C)C NPC253043 Predicentrine (6aS)-1,9,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2-ol CHEMBL404136 10042942 C20H23NO4 341.16 -0.221 3.11 1.718 1 1 51.16 8 4 25 0 InChI=1S/C20H23NO4/c1-21-6-5-11-8-15(22)20(25-4)19-13-10-17(24-3)16(23-2)9-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m0/s1 OUTYMWDDJORZOH-AWEZNQCLSA-N COc1cc2c(cc1OC)C[C@H]1c3c2c(OC)c(O)cc3CCN1C NPC44063 Prednisolone Acetate [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate CHEMBL1152 5834 C23H30O6 402.2 -0.4786 3.33 1.332 6 2 100.9 9 4 29 0 InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1 LRJOMUJRLNCICJ-JZYPGELDSA-N CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C NPC221758 Pregnenolone 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone CHEMBL253363 8955 C21H32O2 316.24 0.261 3.55 4.833 2 1 37.3 5 4 23 0 InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1 ORNBQBCIOKFOEO-QGVNFLHTSA-N O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)C)C)C1)C NPC261453 Prenyl Caffeate 3-methylbut-2-enyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL471184 5281790 C14H16O4 248.1 0.9172 2.56 2.663 2 2 66.76 9 1 18 0 InChI=1S/C14H16O4/c1-10(2)7-8-18-14(17)6-4-11-3-5-12(15)13(16)9-11/h3-7,9,15-16H,8H2,1-2H3/b6-4+ TTYOHMFLCXENHR-GQCTYLIASA-N O=C(/C=C/c1ccc(c(c1)O)O)OCC=C(C)C NPC49667 Prenylcandidusin A 7-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,9-dimethoxydibenzofuran-2,3-diol CHEMBL1795461 53354806 C25H24O6 420.16 0.2388 3.55 3.938 0 3 92.29 12 4 31 0 InChI=1S/C25H24O6/c1-13(2)5-6-15-9-14(7-8-18(15)26)16-11-22(29-3)23-17-10-19(27)20(28)12-21(17)31-25(23)24(16)30-4/h5,7-12,26-28H,6H2,1-4H3 BNLTUQWJGCSQHG-UHFFFAOYSA-N COc1c(cc(c2c1oc1c2cc(c(c1)O)O)OC)c1ccc(c(c1)CC=C(C)C)O NPC65885 Prenylcandidusin B 2-(3-methylbut-2-enyl)-4-(1,4,7,8-tetramethoxydibenzofuran-3-yl)phenol CHEMBL1795462 53262877 C27H28O6 448.19 1.0558 3.77 4.547 0 1 70.29 14 4 33 0 InChI=1S/C27H28O6/c1-15(2)7-8-17-11-16(9-10-20(17)28)18-12-24(31-5)25-19-13-22(29-3)23(30-4)14-21(19)33-27(25)26(18)32-6/h7,9-14,28H,8H2,1-6H3 JIAZRMIMWOXXHE-UHFFFAOYSA-N COc1cc2c(cc1OC)oc1c2c(OC)cc(c1OC)c1ccc(c(c1)CC=C(C)C)O NPC8127 Prenylcandidusin C 7-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6,9-trimethoxydibenzofuran-2-ol CHEMBL1795463 53354807 C26H26O6 434.17 0.6473 3.66 4.028 0 2 81.29 13 4 32 0 InChI=1S/C26H26O6/c1-14(2)6-7-16-10-15(8-9-19(16)27)17-12-23(30-4)24-18-11-20(28)22(29-3)13-21(18)32-26(24)25(17)31-5/h6,8-13,27-28H,7H2,1-5H3 HWBQSNYBSJLMIS-UHFFFAOYSA-N COc1cc2oc3c(c2cc1O)c(OC)cc(c3OC)c1ccc(c(c1)CC=C(C)C)O NPC13067 Prenyletin 6-hydroxy-7-(3-methylbut-2-enoxy)chromen-2-one CHEMBL607536 3873459 C14H14O4 246.09 1.2234 2.56 2.289 1 1 55.76 6 2 18 0 InChI=1S/C14H14O4/c1-9(2)5-6-17-13-8-12-10(7-11(13)15)3-4-14(16)18-12/h3-5,7-8,15H,6H2,1-2H3 AWEFUQDNSBBNCR-UHFFFAOYSA-N CC(=CCOc1cc2oc(=O)ccc2cc1O)C NPC295719 Prenylterphenyllin 2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxyphenyl)-3,6-dimethoxyphenol CHEMBL1795464 23630784 C25H26O5 406.18 0.3929 3.66 4.417 0 3 79.15 13 3 30 0 InChI=1S/C25H26O5/c1-15(2)5-6-17-13-18(9-12-21(17)27)23-22(29-3)14-20(25(30-4)24(23)28)16-7-10-19(26)11-8-16/h5,7-14,26-28H,6H2,1-4H3 YEVBMDOXFLFVJJ-UHFFFAOYSA-N COc1cc(c2ccc(cc2)O)c(c(c1c1ccc(c(c1)CC=C(C)C)O)O)OC NPC34431 Prenylterphenyllin A 4-[2-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6-dimethoxyphenyl]benzene-1,2-diol CHEMBL1795458 53262866 C25H26O6 422.17 -0.0674 3.55 3.883 0 4 99.38 14 3 31 0 InChI=1S/C25H26O6/c1-14(2)5-6-16-11-15(7-9-19(16)26)18-13-22(30-3)23(24(29)25(18)31-4)17-8-10-20(27)21(28)12-17/h5,7-13,26-29H,6H2,1-4H3 VMYTYXJHKQRPTA-UHFFFAOYSA-N COc1c(cc(c(c1O)c1ccc(c(c1)O)O)OC)c1ccc(c(c1)CC=C(C)C)O NPC73505 Prenylterphenyllin B 5-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2-(4-hydroxyphenyl)-3,6-dimethoxyphenol CHEMBL1795459 53356515 C25H26O5 406.18 0.3929 3.66 4.417 0 3 79.15 13 3 30 0 InChI=1S/C25H26O5/c1-15(2)5-6-18-13-17(9-12-21(18)27)20-14-22(29-3)23(24(28)25(20)30-4)16-7-10-19(26)11-8-16/h5,7-14,26-28H,6H2,1-4H3 IWVBXHCTGZHCPU-UHFFFAOYSA-N COc1c(cc(c(c1O)c1ccc(cc1)O)OC)c1ccc(c(c1)CC=C(C)C)O NPC165026 Prenylterphenyllin C 5-[2-hydroxy-4-(4-hydroxyphenyl)-3,6-dimethoxyphenyl]-3-(3-methylbut-2-enyl)benzene-1,2-diol CHEMBL1795460 53354805 C25H26O6 422.17 -0.0674 3.55 3.883 0 4 99.38 14 3 31 0 InChI=1S/C25H26O6/c1-14(2)5-6-16-11-17(12-20(27)23(16)28)22-21(30-3)13-19(25(31-4)24(22)29)15-7-9-18(26)10-8-15/h5,7-13,26-29H,6H2,1-4H3 MSCQYWSENVKIPX-UHFFFAOYSA-N COc1cc(c2ccc(cc2)O)c(c(c1c1cc(O)c(c(c1)CC=C(C)C)O)O)OC NPC119628 Primulanin CHEMBL218412 44419565 C46H74O17 898.49 -3.4114 4.65 2.453 17 9 263.75 23 9 63 2 InChI=1S/C46H74O17/c1-40(2)25-7-11-43(5)26(8-12-46-27-15-41(3,20-48)13-14-45(27,21-59-46)28(50)16-44(43,46)6)42(25,4)10-9-29(40)62-37-35(56)32(53)24(19-58-37)61-39-36(33(54)31(52)23(17-47)60-39)63-38-34(55)30(51)22(49)18-57-38/h20,22-39,47,49-56H,7-19,21H2,1-6H3/t22-,23-,24+,25+,26-,27-,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,41+,42+,43-,44+,45-,46+/m1/s1 JFAKXPCWZPQXLP-KASLOCEDSA-N OC[C@H]1O[C@@H](O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4C[C@@](C)(C=O)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC174167 Pristimerin methyl (2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate CHEMBL54804 159516 C30H40O4 464.29 2.7341 4.32 8.301 4 1 63.6 10 5 34 1 InChI=1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1 JFACETXYABVHFD-WXPPGMDDSA-N COC(=O)[C@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C NPC226108 Proanthocyanidin A1 CHEMBL450916 9872976 C30H24O12 576.13 -4.8047 3.44 0.605 2 9 209.76 11 7 42 1 InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26+,27+,29+,30-/m0/s1 NSEWTSAADLNHNH-TXZJYACMSA-N Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@@H]([C@H](C1)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC272552 Proanthocyanidin A2 CHEMBL286933 124025 C30H24O12 576.13 -4.8047 3.44 0.605 2 9 209.76 11 7 42 1 InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1 NSEWTSAADLNHNH-LSBOWGMISA-N Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@@H]([C@@H](C1)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC106141 Prococene I 7-methoxy-2,2-dimethylchromene CHEMBL451866 28619 C12H14O2 190.1 0.856 2.56 2.789 0 0 18.46 4 2 14 0 InChI=1S/C12H14O2/c1-12(2)7-6-9-4-5-10(13-3)8-11(9)14-12/h4-8H,1-3H3 CPTJXGLQLVPIGP-UHFFFAOYSA-N COc1ccc2c(c1)OC(C=C2)(C)C NPC194626 Prococene Ii 6,7-dimethoxy-2,2-dimethylchromene CHEMBL448964 12565 C13H16O3 220.11 0.8042 2.56 2.345 0 0 27.69 6 2 16 0 InChI=1S/C13H16O3/c1-13(2)6-5-9-7-11(14-3)12(15-4)8-10(9)16-13/h5-8H,1-4H3 PTIDGSWTMLSGAH-UHFFFAOYSA-N COc1cc2OC(C)(C)C=Cc2cc1OC NPC30675 Procurcumadiol (3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,4,8a-tetrahydroazulen-6-one CHEMBL2386512 14633012 C15H22O3 250.16 1.6515 2.78 1.19 3 2 57.53 6 2 18 0 InChI=1S/C15H22O3/c1-9(2)11-8-15(18)12(5-6-14(15,4)17)10(3)7-13(11)16/h7,12,17-18H,5-6,8H2,1-4H3/t12-,14-,15+/m0/s1 MBUWIGIPGMJVMN-AEGPPILISA-N CC1=CC(=O)C(=C(C)C)C[C@]2([C@H]1CC[C@]2(C)O)O NPC300940 Procurcumenol (3S,3aS,8aR)-3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one CHEMBL2332430 189061 C15H22O2 234.16 2.0906 2.89 1.671 2 1 37.3 5 2 17 0 InChI=1S/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h7,11,13,17H,5-6,8H2,1-4H3/t11-,13-,15-/m0/s1 RHBOHEXDGUVIIY-WHOFXGATSA-N CC1=CC(=O)C(=C(C)C)C[C@H]2[C@H]1CC[C@]2(C)O NPC108811 Procyanidin B1 (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL504937 11250133 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28+,29+/m0/s1 XFZJEEAOWLFHDH-UKWJTHFESA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC236202 Procyanidin B2 (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL38714 122738 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1 XFZJEEAOWLFHDH-NFJBMHMQSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC98583 Procyanidin B-2 3,3'-Di-O-Gallate [(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL39504 124016 C44H34O20 882.16 -7.2047 4.1 1.809 4 14 354.28 23 8 64 1 InChI=1S/C44H34O20/c45-19-11-26(51)34-32(12-19)61-40(16-2-4-22(47)25(50)6-16)42(64-44(60)18-9-30(55)38(58)31(56)10-18)36(34)35-27(52)14-23(48)20-13-33(62-43(59)17-7-28(53)37(57)29(54)8-17)39(63-41(20)35)15-1-3-21(46)24(49)5-15/h1-12,14,33,36,39-40,42,45-58H,13H2/t33-,36-,39-,40-,42-/m1/s1 KTLUHRSHFRODPS-RIQPQZJCSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O NPC58190 Procyanidin B3 (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL501490 146798 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/m0/s1 XFZJEEAOWLFHDH-AVFWISQGSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc(c2c1O[C@@H]([C@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC294558 Procyanidin B5 (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL506487 124017 C30H26O12 578.14 -5.1813 3.44 0.165 2 10 220.76 13 6 42 1 InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29-,30-/m1/s1 GMISZFQPFDAPGI-CVJZBMGUSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc2c(c1O)C[C@H]([C@H](O2)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC279406 Procyanidin C1 (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol CHEMBL290632 169853 C45H38O18 866.21 -7.8686 4.43 -0.076 3 15 331.14 20 9 63 1 InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1 MOJZMWJRUKIQGL-XILRTYJMSA-N Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O NPC307176 Progesterone (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL103 5994 C21H30O2 314.22 0.9172 3.55 4.826 2 0 34.14 4 4 23 0 InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 RJKFOVLPORLFTN-LEKSSAKUSA-N O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C NPC245346 Proline pyrrolidin-1-ium-2-carboxylate CHEMBL72275 25246272;614 C5H9NO2 115.06 -1.3817 1.68 -0.185 3 2 49.33 2 1 8 0 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8) ONIBWKKTOPOVIA-UHFFFAOYSA-N OC(=O)C1CCCN1 NPC118804 Pronuciferine CHEMBL237766 200480 C19H21NO3 311.15 0.3797 3.11 1.662 2 0 38.77 5 4 23 0 InChI=1S/C19H21NO3/c1-20-9-6-12-10-15(22-2)18(23-3)17-16(12)14(20)11-19(17)7-4-13(21)5-8-19/h4-5,7-8,10,14H,6,9,11H2,1-3H3/t14-/m1/s1 WUYQEGNOQLRQAQ-CQSZACIVSA-N COc1c(OC)cc2c3c1C1(C=CC(=O)C=C1)C[C@H]3N(CC2)C NPC34153 Prop-2-Yn-1-Ol prop-2-yn-1-ol CHEMBL1563026 7859 C3H4O 56.03 0.3162 1.68 -0.231 1 1 20.23 1 0 4 0 InChI=1S/C3H4O/c1-2-3-4/h1,4H,3H2 TVDSBUOJIPERQY-UHFFFAOYSA-N OCC#C NPC1502 Propionaldehyde propanal CHEMBL275626 527 C3H6O 58.04 -0.1063 1.68 0.587 1 0 17.07 2 0 4 0 InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3 NBBJYMSMWIIQGU-UHFFFAOYSA-N CCC=O NPC41594 Propoxur (2-propan-2-yloxyphenyl) N-methylcarbamate CHEMBL446060 4944 C11H15NO3 209.11 0.1333 2.23 3.236 2 1 51.05 8 1 15 0 InChI=1S/C11H15NO3/c1-8(2)14-9-6-4-5-7-10(9)15-11(13)12-3/h4-8H,1-3H3,(H,12,13) ISRUGXGCCGIOQO-UHFFFAOYSA-N CN=C(Oc1ccccc1OC(C)C)O NPC318591 Propranolol 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol CHEMBL27 4946 C16H21NO2 259.16 -1.0098 2.89 4.053 2 2 41.49 9 2 19 0 InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3 AQHHHDLHHXJYJD-UHFFFAOYSA-N OC(COc1cccc2c1cccc2)CNC(C)C NPC92754 Propyl Benzoate propyl benzoate CHEMBL1355077 16846 C10H12O2 164.08 -0.3162 2.34 3.768 2 0 26.3 5 1 12 0 InChI=1S/C10H12O2/c1-2-8-12-10(11)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3 UDEWPOVQBGFNGE-UHFFFAOYSA-N CCCOC(=O)c1ccccc1 NPC304929 Propyl Gallate propyl 3,4,5-trihydroxybenzoate CHEMBL7983 4947 C10H12O5 212.07 -1.6971 2.01 1.104 2 3 86.99 8 1 15 0 InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3 ZTHYODDOHIVTJV-UHFFFAOYSA-N CCCOC(=O)c1cc(O)c(c(c1)O)O NPC114270 Propylene Glycol propane-1,2-diol CHEMBL286398 1030 C3H8O2 76.05 -0.9081 1.57 -0.748 2 2 40.46 4 0 5 0 InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 DNIAPMSPPWPWGF-UHFFFAOYSA-N OCC(O)C NPC94298 Propylparaben propyl 4-hydroxybenzoate CHEMBL194014 7175 C10H12O3 180.08 -0.7765 2.23 2.172 2 1 46.53 6 1 13 0 InChI=1S/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3 QELSKZZBTMNZEB-UHFFFAOYSA-N CCCOC(=O)c1ccc(cc1)O NPC99627 Prosaikogenin A (2R,3R,4S,5R,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-6-methyloxane-3,4,5-triol CHEMBL3613728 10009004 C36H58O8 618.41 -0.3847 4.54 5.936 8 6 139.84 17 6 44 2 InChI=1S/C36H58O8/c1-20-27(40)28(41)29(42)30(43-20)44-26-11-12-32(4)23(33(26,5)18-37)10-13-34(6)24(32)9-8-21-22-16-31(2,3)14-15-36(22,19-38)25(39)17-35(21,34)7/h8-9,20,23-30,37-42H,10-19H2,1-7H3/t20-,23-,24-,25+,26+,27+,28+,29-,30+,32+,33+,34-,35-,36-/m1/s1 UAUUFLADFXKYAU-AKICHWIXSA-N OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=CC2=C3[C@]([C@H](C[C@@]12C)O)(CO)CCC(C3)(C)C)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O NPC183816 Prosapogenin 10 [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(2E,6S)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL506394 44566623 C86H138O43 1858.86 -9.522 6.19 -1.872 43 24 676.57 64 13 129 3 InChI=1S/C86H138O43/c1-13-82(9,129-76-64(109)55(100)48(93)32(2)115-76)20-14-15-35(26-87)70(111)122-47-25-86(79(112)128-78-69(59(104)52(97)40(28-89)120-78)127-75-65(110)67(125-74-63(108)56(101)51(96)39(27-88)118-74)66(34(4)117-75)124-73-61(106)53(98)41(29-90)119-73)37(23-80(47,5)6)36-16-17-44-83(10)21-19-46(81(7,8)43(83)18-22-84(44,11)85(36,12)24-45(86)92)123-72-62(107)57(102)54(99)42(121-72)31-114-77-68(58(103)49(94)33(3)116-77)126-71-60(105)50(95)38(91)30-113-71/h13,15-16,32-34,37-69,71-78,87-110H,1,14,17-31H2,2-12H3/b35-15+/t32-,33-,34+,37+,38-,39-,40-,41+,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-,52-,53+,54-,55+,56+,57+,58+,59+,60-,61-,62-,63-,64-,65-,66+,67+,68-,69-,71+,72+,73+,74+,75+,76+,77-,78+,82-,83+,84-,85-,86-/m1/s1 XSYZYNNFQKBTTB-JUWYEDLKSA-N OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/CO)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC45606 Prosapogenin 11 [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL525241 44566624 C86H138O41 1826.87 -7.8582 6.41 0.188 41 22 636.11 62 13 127 3 InChI=1S/C86H138O41/c1-14-82(10,127-76-64(107)55(98)48(91)34(3)113-76)21-15-16-33(2)70(109)120-47-27-86(79(110)126-78-69(59(102)52(95)41(29-88)118-78)125-75-65(108)67(123-74-63(106)56(99)51(94)40(28-87)116-74)66(36(5)115-75)122-73-61(104)53(96)42(30-89)117-73)25-24-84(12)37(38(86)26-80(47,6)7)17-18-45-83(11)22-20-46(81(8,9)44(83)19-23-85(45,84)13)121-72-62(105)57(100)54(97)43(119-72)32-112-77-68(58(101)49(92)35(4)114-77)124-71-60(103)50(93)39(90)31-111-71/h14,16-17,34-36,38-69,71-78,87-108H,1,15,18-32H2,2-13H3/b33-16+/t34-,35-,36+,38+,39-,40-,41-,42+,43-,44+,45-,46+,47+,48-,49+,50+,51-,52-,53+,54-,55+,56+,57+,58+,59+,60-,61-,62-,63-,64-,65-,66+,67+,68-,69-,71+,72+,73+,74+,75+,76+,77-,78+,82-,83+,84-,85-,86-/m1/s1 ZHIRJRBJZYRFEI-BNIKXQDUSA-N OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](CO[C@@H]5O[C@H](C)[C@@H]([C@@H]([C@H]5O[C@@H]5OC[C@H]([C@@H]([C@H]5O)O)O)O)O)[C@H]([C@@H]([C@H]4O)O)O)[C@@H]3CC([C@H](C2)OC(=O)/C(=C/CC[C@](O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@H]2O)O)O)(C=C)C)/C)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO NPC192006 Prostaglandin A1 7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic acid CHEMBL1084644 5281912 C20H32O4 336.23 -2.3267 3.22 4.332 4 2 74.6 16 1 24 1 InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1 BGKHCLZFGPIKKU-LDDQNKHRSA-N CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O)O NPC227396 Prostaglandin B1 7-[2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopenten-1-yl]heptanoic acid CHEMBL1561148 5280388 C20H32O4 336.23 -2.5282 3.22 3.86 4 2 74.6 16 1 24 1 InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1 YBHMPNRDOVPQIN-VSOYFRJCSA-N CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)O)C(=O)CC1)O NPC153036 Prostratin CHEMBL170518 454217 C22H30O6 390.2 -0.1509 3.22 0.289 6 3 104.06 11 4 28 0 InChI=1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3/t12-,15+,16-,17-,20-,21+,22-/m1/s1 BOJKFRKNLSCGHY-HXGSDTCMSA-N OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)C[C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C NPC197252 Prostratol (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL561966 45268825 C30H36O4 460.26 4.2781 4.32 6.27 1 2 66.76 15 3 34 1 InChI=1S/C30H36O4/c1-18(2)7-10-21-15-22(12-14-26(21)31)28-17-27(32)25-16-23(11-8-19(3)4)29(33)24(30(25)34-28)13-9-20(5)6/h7-9,12,14-16,28,31,33H,10-11,13,17H2,1-6H3/t28-/m0/s1 PEALLWJXGZSLMC-NDEPHWFRSA-N CC(=CCc1c2O[C@@H](CC(=O)c2cc(c1O)CC=C(C)C)c1ccc(c(c1)CC=C(C)C)O)C NPC160972 Protoapigenone 5,7-dihydroxy-2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)chromen-4-one CHEMBL414890 11644907 C15H10O6 286.05 -1.711 2.45 -0.222 3 3 104.06 4 3 21 0 InChI=1S/C15H10O6/c16-8-1-3-15(20,4-2-8)13-7-11(19)14-10(18)5-9(17)6-12(14)21-13/h1-7,17-18,20H DLMOVPAUHQQYHA-UHFFFAOYSA-N O=C1C=CC(C=C1)(O)c1cc(=O)c2c(o1)cc(cc2O)O NPC278102 Protocatechualdehyde 3,4-dihydroxybenzaldehyde CHEMBL222021 8768 C7H6O3 138.03 -1.113 1.9 0.95 1 2 57.53 3 1 10 0 InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H IBGBGRVKPALMCQ-UHFFFAOYSA-N O=Cc1ccc(c(c1)O)O NPC156654 Protocatechuic Acid 3,4-dihydroxybenzoic acid CHEMBL37537 72 C7H6O4 154.03 -1.1604 1.79 0.536 2 3 77.76 4 1 11 0 InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11) YQUVCSBJEUQKSH-UHFFFAOYSA-N OC(=O)c1ccc(c(c1)O)O NPC19841 Protolichesterinic Acid (2S,3R)-4-methylidene-5-oxo-2-tridecyloxolane-3-carboxylic acid CHEMBL490329 468953 C19H32O4 324.23 -3.4188 3.11 6.573 4 1 63.6 15 1 23 2 InChI=1S/C19H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-17(18(20)21)15(2)19(22)23-16/h16-17H,2-14H2,1H3,(H,20,21)/t16-,17+/m0/s1 WZYZDHVPSZCEEP-DLBZAZTESA-N CCCCCCCCCCCCC[C@@H]1OC(=O)C(=C)[C@H]1C(=O)O NPC86469 Protopine CHEMBL486179 185559 C20H19NO5 353.13 -0.4401 3 1.86 2 0 57.23 1 5 26 0 InChI=1S/C20H19NO5/c1-21-3-2-12-5-17-20(26-11-23-17)8-15(12)16(22)4-13-6-18-19(25-10-24-18)7-14(13)9-21/h5-8H,2-4,9-11H2,1H3 ZAALQOFZFANFTF-UHFFFAOYSA-N CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)cc1OCOc1c2 NPC223592 Protosappanin A CHEMBL447427 128001 C15H12O5 272.07 -1.9658 2.56 0.812 1 3 86.99 3 3 20 0 InChI=1S/C15H12O5/c16-9-1-2-11-12-6-14(19)13(18)4-8(12)3-10(17)7-20-15(11)5-9/h1-2,4-6,16,18-19H,3,7H2 MUKYVRVYBBYJSI-UHFFFAOYSA-N O=C1COc2cc(O)ccc2c2c(C1)cc(O)c(c2)O NPC11379 Protostemodiol (5Z)-5-[(2S)-2-[(3S,8S,9R,9aS)-8-hydroxy-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-2,3,5,6,7,8,9,9a-octahydro-1H-pyrrolo[1,2-a]azepin-9-yl]-1-hydroxypropylidene]-4-methoxy-3-methylfuran-2-one CHEMBL404867 54714180 C23H33NO7 435.23 -1.7201 3.11 1.955 8 2 105.53 10 4 31 0 InChI=1S/C23H33NO7/c1-11-10-17(30-22(11)27)14-7-8-15-18(16(25)6-5-9-24(14)15)12(2)19(26)21-20(29-4)13(3)23(28)31-21/h11-12,14-18,25-26H,5-10H2,1-4H3/b21-19-/t11-,12-,14-,15-,16-,17-,18+/m0/s1 OYRUSEHZRBXHJH-SXKCXTSXSA-N COC1=C(C)C(=O)O/C/1=C(/[C@H]([C@H]1[C@@H](O)CCCN2[C@H]1CC[C@H]2[C@@H]1C[C@@H](C(=O)O1)C)C)\O NPC5284 Protoxylocarpin G [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]oxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1075701 44614139 C32H48O6 528.35 1.6883 4.32 4.16 6 2 93.06 15 5 38 0 InChI=1S/C32H48O6/c1-18(33)38-26-16-24-28(2,3)25(34)12-14-31(24,7)23-11-13-30(6)20(9-10-22(30)32(23,26)8)19-15-21(37-17-19)27(35)29(4,5)36/h10,12,14,19-21,23-24,26-27,35-36H,9,11,13,15-17H2,1-8H3/t19-,20+,21-,23-,24+,26-,27+,30+,31-,32+/m1/s1 GYXZUMLIUNJOEV-KGFLTEPUSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)CC3)[C@H]1CO[C@H](C1)[C@@H](C(O)(C)C)O)(C)C=CC(=O)C2(C)C NPC303644 Prunetin 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one CHEMBL491174 5281804 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 KQMVAGISDHMXJJ-UHFFFAOYSA-N COc1cc(O)c2c(c1)occ(c2=O)c1ccc(cc1)O NPC73511 Prunetrin 5-hydroxy-7-methoxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one CHEMBL1568702 16398538 C22H22O10 446.12 -3.386 2.78 0.923 6 5 155.14 11 4 32 0 InChI=1S/C22H22O10/c1-29-12-6-14(24)17-15(7-12)30-9-13(18(17)25)10-2-4-11(5-3-10)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1 OFUWGCQDMVDLIR-RECXWPGBSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)cc(c3)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC39351 Prunin (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one CHEMBL469654 92794 C21H22O10 434.12 -3.5613 2.67 -0.211 6 6 166.14 10 4 31 1 InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1 DLIKSSGEMUFQOK-SFTVRKLSSA-N OC[C@H]1O[C@@H](Oc2cc3O[C@@H](CC(=O)c3c(c2)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC200964 Pseudacyclin A (2S,3S)-2-acetamido-N-[(3R,6S,12S,15S,18S)-3-benzyl-12,15-bis[(2S)-butan-2-yl]-2,5,11,14,17-pentaoxo-1,4,10,13,16-pentazabicyclo[16.3.0]henicosan-6-yl]-3-methylpentanamide CHEMBL1163206 46848855 C39H61N7O7 739.46 -3.6576 4.21 6.461 14 6 215.85 24 3 53 4 InChI=1S/C39H61N7O7/c1-8-23(4)31-36(50)40-20-14-18-28(42-37(51)32(24(5)9-2)41-26(7)47)34(48)43-29(22-27-16-12-11-13-17-27)39(53)46-21-15-19-30(46)35(49)44-33(25(6)10-3)38(52)45-31/h11-13,16-17,23-25,28-33H,8-10,14-15,18-22H2,1-7H3,(H,40,50)(H,41,47)(H,42,51)(H,43,48)(H,44,49)(H,45,52)/t23-,24-,25-,28-,29+,30-,31-,32-,33-/m0/s1 RGAWRDNXJUOZMG-XACDJEMLSA-N CC[C@@H]([C@@H](C(=N[C@H]1CCCN=C(O)[C@@H](N=C(O)[C@@H](N=C([C@H]2N(C(=O)[C@H](N=C1O)Cc1ccccc1)CCC2)O)[C@H](CC)C)[C@H](CC)C)O)N=C(O)C)C NPC35544 Pseudobaptogenin 3-(1,3-benzodioxol-5-yl)-7-hydroxychromen-4-one CHEMBL486176 5281805 C16H10O5 282.05 -1.4297 2.67 2.477 1 1 64.99 2 4 21 0 InChI=1S/C16H10O5/c17-10-2-3-11-14(6-10)19-7-12(16(11)18)9-1-4-13-15(5-9)21-8-20-13/h1-7,17H,8H2 KNJNBKINYHZUGC-UHFFFAOYSA-N Oc1ccc2c(c1)occ(c2=O)c1ccc2c(c1)OCO2 NPC291551 Pseudocardatolide C CHEMBL507953 467236 C20H22O5 342.15 1.0937 3.11 2.472 2 1 64.99 6 4 25 0 InChI=1S/C20H22O5/c1-9-8-13(21)24-17-12-6-7-20(4,5)25-18(12)15-16(22)10(2)11(3)23-19(15)14(9)17/h6-8,10-11,16,22H,1-5H3/t10-,11+,16-/m1/s1 AAPFBQWCKBJQGL-OHUAYANFSA-N C[C@@H]1[C@H](C)Oc2c([C@@H]1O)c1OC(C)(C)C=Cc1c1c2c(C)cc(=O)o1 NPC147000 Pseudoephedrine (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol CHEMBL1590 7028 C10H15NO 165.12 -0.8279 2.34 2.52 2 2 32.26 6 1 12 0 InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1 KWGRBVOPPLSCSI-WCBMZHEXSA-N CN[C@H]([C@H](c1ccccc1)O)C NPC301449 Pseudoginsenoside Rt1 (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL1288834 52942904 C47H74O18 926.49 -2.6555 4.65 5.501 18 10 291.82 26 8 65 3 InChI=1S/C47H74O18/c1-42(2)14-16-47(41(59)65-39-34(56)30(52)29(51)24(19-48)61-39)17-15-45(6)21(22(47)18-42)8-9-26-44(5)12-11-27(43(3,4)25(44)10-13-46(26,45)7)62-40-36(32(54)31(53)35(63-40)37(57)58)64-38-33(55)28(50)23(49)20-60-38/h8,22-36,38-40,48-56H,9-20H2,1-7H3,(H,57,58)/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31-,32-,33+,34+,35-,36+,38+,39-,40+,44-,45+,46+,47-/m0/s1 YTPBUIWNJRGZFW-PHOTXNDESA-N OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](C(=O)O)[C@H]([C@@H]([C@H]4O[C@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@@H]3CC(CC2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC297263 Pseudoginsenoside Rt1 Methyl Ester methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylate CHEMBL1288833 52946982 C48H76O18 940.5 -2.4045 4.76 5.822 18 9 280.82 27 8 66 3 InChI=1S/C48H76O18/c1-43(2)15-17-48(42(59)66-40-35(57)31(53)30(52)25(20-49)62-40)18-16-46(6)22(23(48)19-43)9-10-27-45(5)13-12-28(44(3,4)26(45)11-14-47(27,46)7)63-41-37(33(55)32(54)36(64-41)38(58)60-8)65-39-34(56)29(51)24(50)21-61-39/h9,23-37,39-41,49-57H,10-21H2,1-8H3/t23-,24+,25+,26-,27+,28-,29-,30+,31-,32-,33-,34+,35+,36-,37+,39+,40-,41+,45-,46+,47+,48-/m0/s1 UTOALNGAUDOJKI-GANPFLBASA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1OC[C@H]([C@@H]([C@H]1O)O)O NPC56593 Pseudoguaianolide (3aS,5R,5aS,8S,8aS,9aR)-8-hydroxy-5,8a-dimethyl-1-methylidene-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL1165514 10399864 C15H22O3 250.16 0.4693 2.78 2.306 3 1 46.53 3 3 18 0 InChI=1S/C15H22O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-13,16H,2,4-7H2,1,3H3/t8-,10-,11+,12+,13+,15+/m1/s1 BOPADYWRUULRBD-MBICNOSFSA-N C=C1C(=O)O[C@@H]2[C@@H]1C[C@]1(C)[C@@H](O)CC[C@H]1[C@@H](C2)C NPC290194 Pseudohypericin CHEMBL1614664 5281751 C30H16O9 520.08 -3.0961 3.77 -0.248 3 7 175.75 9 8 39 1 InChI=1S/C30H16O9/c1-7-2-9(32)19-23-15(7)16-8(6-31)3-10(33)20-24(16)28-26-18(12(35)5-14(37)22(26)30(20)39)17-11(34)4-13(36)21(29(19)38)25(17)27(23)28/h2-5,31-37H,6H2,1H3 YXBUQQDFTYOHQI-UHFFFAOYSA-N OCc1cc(O)c2c3c1c1c(C)cc(c4c1c1c3c3c(C2=O)c(O)cc(c3c2c1c(C4=O)c(O)cc2O)O)O NPC67493 Pseudoivalin (3aR,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL3593384 257279 C15H20O3 248.14 0.8857 2.78 0.811 3 1 46.53 3 3 18 0 InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h11-13,17H,2,4-7H2,1,3H3/t11-,12-,13-,15-/m1/s1 CLYBLORMANTURF-RGCMKSIDSA-N O=C1O[C@H]2[C@@H](C1=C)C[C@@H]1C(=C(C2)C)CC[C@@]1(C)O NPC9812 Pseudolaric Acid A CHEMBL222473 6436278 C22H28O6 388.19 2.0351 3.22 2.51 6 1 89.9 10 3 28 0 InChI=1S/C22H28O6/c1-14-7-11-21-12-9-17(22(21,13-8-14)27-16(3)23)20(4,28-19(21)26)10-5-6-15(2)18(24)25/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,24,25)/b10-5+,15-6+/t17-,20+,21+,22-/m0/s1 GOHMRMDXUXWCDQ-MPVZDDSSSA-N CC1=CC[C@@]23[C@@](CC1)(OC(=O)C)[C@@H](CC2)[C@@](OC3=O)(C)/C=C/C=C(/C(=O)O)\C NPC66110 Pseudolaric Acid B CHEMBL218534 6475943 C23H28O8 432.18 1.4043 3.11 1.587 8 1 116.2 12 3 31 0 InChI=1S/C23H28O8/c1-14(18(25)26)6-5-10-21(3)17-9-12-22(20(28)31-21)11-7-16(19(27)29-4)8-13-23(17,22)30-15(2)24/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,25,26)/b10-5+,14-6+/t17-,21+,22+,23-/m0/s1 VDGOFNMYZYBUDT-YDRCMHEVSA-N COC(=O)C1=CC[C@@]23[C@@](CC1)(OC(=O)C)[C@@H](CC2)[C@@](OC3=O)(C)/C=C/C=C(/C(=O)O)\C NPC309190 Pseudolaric Acid G CHEMBL222475 10894737 C22H28O7 404.18 1.01 3.11 1.113 7 2 110.13 11 3 29 0 InChI=1S/C22H28O7/c1-13-7-11-22(28-15(3)23)17-8-10-21(22,12-16(13)24)19(27)29-20(17,4)9-5-6-14(2)18(25)26/h5-7,9,16-17,24H,8,10-12H2,1-4H3,(H,25,26)/b9-5+,14-6+/t16-,17+,20-,21+,22+/m1/s1 GFNSUMXEBWZIRI-OXLLHMEESA-N CC(=O)O[C@@]12CC=C([C@@H](C[C@@]32CC[C@H]1[C@@](C)(/C=C/C=C(/C(=O)O)\C)OC3=O)O)C NPC205167 Pseudolycorine CHEMBL586091 443689 C16H19NO4 289.13 -1.3258 2.67 -0.243 3 3 73.16 5 4 21 0 InChI=1S/C16H19NO4/c1-21-13-5-9-7-17-3-2-8-4-12(19)16(20)14(15(8)17)10(9)6-11(13)18/h4-6,12,14-16,18-20H,2-3,7H2,1H3/t12-,14-,15+,16+/m0/s1 CKAHWDNDUGDSLE-ARLBYUKCSA-N COc1cc2CN3CCC4=C[C@@H]([C@H]([C@@H](c2cc1O)[C@H]34)O)O NPC470378 Pseurata A CHEMBL2021470 70691855 C20H30O4 334.21 -0.4941 3.22 1.541 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12?,13+,14+,15+,17+,19-,20-/m0/s1 BAXVJERFBZODKZ-UKZCGEBOSA-N C=C1[C@@H]2CCC3[C@](C1=O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)CC[C@H](C1(C)C)O NPC216114 Pseurata C CHEMBL483119 14756333 C22H30O6 390.2 -0.6938 3.22 0.741 6 2 100.9 8 4 28 0 InChI=1S/C22H30O6/c1-10-17-12(24)8-14-21(5)7-6-16(28-11(2)23)20(3,4)13(21)9-15(25)22(14,18(10)26)19(17)27/h13-17,19,25,27H,1,6-9H2,2-5H3/t13-,14+,15-,16+,17-,19-,21-,22+/m1/s1 VXFWYBMANDCLHW-KKLUHXGFSA-N CC(=O)O[C@H]1CC[C@@]2([C@@H](C1(C)C)C[C@H]([C@]13[C@H]2CC(=O)[C@H]([C@H]1O)C(=C)C3=O)O)C NPC51146 Psoralen furo[3,2-g]chromen-7-one CHEMBL164660 6199 C11H6O3 186.03 0.1159 2.34 2.134 1 0 39.44 0 3 14 0 InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H ZCCUUQDIBDJBTK-UHFFFAOYSA-N O=c1ccc2c(o1)cc1c(c2)cco1 NPC10576 Psoromic Acid 10-formyl-9-hydroxy-3-methoxy-4,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-1-carboxylic acid CHEMBL176570 23725 C18H14O8 358.07 0.0945 2.56 2.677 4 2 119.36 8 3 26 0 InChI=1S/C18H14O8/c1-7-4-11(20)10(6-19)15-13(7)18(23)26-14-8(2)12(24-3)5-9(17(21)22)16(14)25-15/h4-6,20H,1-3H3,(H,21,22) FUCWJKJZOHOLEO-UHFFFAOYSA-N COc1cc(C(=O)O)c2c(c1C)OC(=O)c1c(O2)c(C=O)c(cc1C)O NPC300798 Pterocarpin CHEMBL242128 1715306 C17H14O5 298.08 -1.0076 2.78 2.316 0 0 46.15 2 5 22 0 InChI=1S/C17H14O5/c1-18-9-2-3-10-13(4-9)19-7-12-11-5-15-16(21-8-20-15)6-14(11)22-17(10)12/h2-6,12,17H,7-8H2,1H3/t12-,17-/m0/s1 YLZYAUCOYZKLMA-SJCJKPOMSA-N COc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OCO1 NPC83774 Pterocellin A 8-methoxy-1-(2-methylpropyl)pyrido[4,3-b]indolizine-5,7-dione CHEMBL403751 9971118 C16H16N2O3 284.12 -0.5166 2.67 3.052 5 0 59.5 6 3 21 0 InChI=1S/C16H16N2O3/c1-9(2)6-11-15-10(4-5-17-11)16(20)12-7-13(19)14(21-3)8-18(12)15/h4-5,7-9H,6H2,1-3H3 BTUUUXQHYCECEX-UHFFFAOYSA-N COc1cn2c3c(nccc3C(=O)c2cc1=O)CC(C)C NPC73994 Pterocellin B 1-benzyl-8-methoxypyrido[4,3-b]indolizine-5,7-dione CHEMBL403752 10426008 C19H14N2O3 318.1 -0.8307 3 4.882 5 0 59.5 4 4 24 0 InChI=1S/C19H14N2O3/c1-24-17-11-21-15(10-16(17)22)19(23)13-7-8-20-14(18(13)21)9-12-5-3-2-4-6-12/h2-8,10-11H,9H2,1H3 SKYCQYHSCUMMRT-UHFFFAOYSA-N COc1cn2c3c(nccc3C(=O)c2cc1=O)Cc1ccccc1 NPC295977 Pterolinus K 7-hydroxy-9-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxyphenanthrene-1,4-dione CHEMBL1829656 53388317 C23H18O7 406.11 -1.6893 3.22 2.171 3 2 102.29 9 4 30 0 InChI=1S/C23H18O7/c1-28-19-5-4-11(6-17(19)25)12-7-15-16(24)10-21(30-3)23(27)22(15)14-9-20(29-2)18(26)8-13(12)14/h4-10,25-26H,1-3H3 GKGJEHWLTNMFNY-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)c1cc(OC)c(cc1c(c2)c1ccc(c(c1)O)OC)O NPC165389 Pterolinus L (E)-3-(2,5-dihydroxy-4-methoxyphenyl)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one CHEMBL1829657 53388318 C17H16O6 316.09 -1.3872 2.67 1.236 1 3 96.22 10 2 23 0 InChI=1S/C17H16O6/c1-22-16-6-4-10(7-14(16)20)12(18)5-3-11-8-15(21)17(23-2)9-13(11)19/h3-9,19-21H,1-2H3/b5-3+ LHLLBACWHOWRGG-HWKANZROSA-N COc1ccc(cc1O)C(=O)/C=C/c1cc(O)c(cc1O)OC NPC112903 Pterosin Z 6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-3H-inden-1-one CHEMBL567819 134977 C15H20O2 232.15 2.1975 2.89 2.865 2 1 37.3 7 2 17 0 InChI=1S/C15H20O2/c1-9-7-11-8-15(3,4)14(17)13(11)10(2)12(9)5-6-16/h7,16H,5-6,8H2,1-4H3 YKQBHPHKXJKKAB-UHFFFAOYSA-N OCCc1c(C)cc2c(c1C)C(=O)C(C2)(C)C NPC180508 Pterostilbene 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol CHEMBL83527 5281727 C16H16O3 256.11 -0.0961 2.89 4.474 0 1 38.69 7 2 19 0 InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+ VLEUZFDZJKSGMX-ONEGZZNKSA-N COc1cc(/C=C/c2ccc(cc2)O)cc(c1)OC NPC127888 Pteryxin [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (E)-2-methylbut-2-enoate CHEMBL71876 5320509 C21H22O7 386.14 1.7906 3 3.54 5 0 88.13 10 3 28 0 InChI=1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6+/t18-,19-/m1/s1 LYUZYPKZQDYMEE-CCGSVPMNSA-N C/C=C(/C(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)C)(C)C)\C NPC178048 Puberulin C [(1R,5R,6S,7S,8S)-7-(4-hydroxy-3-methoxyphenyl)-3-methoxy-6-methyl-2-oxo-5-prop-2-enyl-8-bicyclo[3.2.1]oct-3-enyl] acetate CHEMBL519704 10385474 C22H26O6 386.17 -0.4216 3.22 3.014 4 1 82.06 12 3 28 0 InChI=1S/C22H26O6/c1-6-9-22-11-17(27-5)20(25)19(21(22)28-13(3)23)18(12(22)2)14-7-8-15(24)16(10-14)26-4/h6-8,10-12,18-19,21,24H,1,9H2,2-5H3/t12-,18+,19-,21-,22-/m0/s1 ZCLWBGXLYWCXHJ-OEYDJLRNSA-N C=CC[C@]12C=C(OC)C(=O)[C@@H]([C@@H]2OC(=O)C)[C@H]([C@@H]1C)c1ccc(c(c1)OC)O NPC124478 Puerarin 7-hydroxy-3-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL486386 5281807 C21H20O9 416.11 -3.823 2.78 0.4 6 6 156.91 9 4 30 1 InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1 HKEAFJYKMMKDOR-VPRICQMDSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O NPC474371 Pulchellamine C (2S)-1-[[(3R,3aR,4S,6aR,8S,9aR,9bR)-4-(2,3-dihydroxy-2-methylpropanoyl)oxy-8-hydroxy-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-3-yl]methyl]pyrrolidine-2-carboxylic acid CHEMBL465699 24862583 C24H33NO9 479.22 -1.6622 3 -1.588 10 4 153.83 12 4 34 0 InChI=1S/C24H33NO9/c1-11-7-17(33-23(31)24(3,32)10-26)19-14(9-25-6-4-5-15(25)21(28)29)22(30)34-20(19)18-12(2)16(27)8-13(11)18/h13-20,26-27,32H,1-2,4-10H2,3H3,(H,28,29)/t13-,14-,15-,16-,17-,18-,19+,20+,24?/m0/s1 KWZLUCYNSJBNBE-MHBPFLHQSA-N OCC(C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1[C@H](CN1CCC[C@H]1C(=O)O)C(=O)O3)C(=C)[C@H](C2)O)(O)C NPC229348 Pulchellamine F (2S)-2-[[(3R,3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-3-yl]methylamino]-3-(1H-indol-3-yl)propanoic acid CHEMBL516867 24862016 C26H30N2O6 466.21 -1.5042 3.44 1.176 8 5 131.88 9 5 34 0 InChI=1S/C26H30N2O6/c1-12-7-21(30)23-17(26(33)34-24(23)22-13(2)20(29)9-16(12)22)11-28-19(25(31)32)8-14-10-27-18-6-4-3-5-15(14)18/h3-6,10,16-17,19-24,27-30H,1-2,7-9,11H2,(H,31,32)/t16-,17-,19-,20-,21-,22-,23+,24+/m0/s1 RSGXFKJWMJPECM-XQQBHHJWSA-N O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1[C@H](CN[C@H](C(=O)O)Cc1c[nH]c4c1cccc4)C(=O)O3)C(=C)[C@H](C2)O NPC103823 Pulchelstyrene C 3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-1-enyl]-2,6-dimethoxyphenol CHEMBL462719 11472544 C18H20O5 316.13 -0.287 2.89 2.848 0 2 68.15 11 2 23 0 InChI=1S/C18H20O5/c1-21-15-10-8-13(18(23-3)17(15)20)6-4-5-12-7-9-14(19)16(11-12)22-2/h4,6-11,19-20H,5H2,1-3H3/b6-4+ VNKBHCHOGRIOTN-GQCTYLIASA-N COc1cc(C/C=C/c2ccc(c(c2OC)O)OC)ccc1O NPC43918 Punicafolin CHEMBL507308 5320800 C41H30O26 938.1 -7.5719 3.11 -0.135 11 15 444.18 24 7 67 2 InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)64-33-23-9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(8-22(49)30(54)32(25)56)40(61)65-34(33)35(66-37(58)11-3-17(44)27(51)18(45)4-11)41(63-23)67-38(59)12-5-19(46)28(52)20(47)6-12/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1 DPBVYZVSXAZMAY-UUUCSUBKSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)[C@@H]2OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O NPC237202 Punicalagin CHEMBL506814 16148440 C48H28O30 1084.07 -8.5836 3.44 -2.667 12 17 510.94 17 11 78 2 InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2/t14-,37-,40+,41-,48-/m1/s1 ZJVUMAFASBFUBG-RILGRMFESA-N O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(O)c(O)c4c5c3c(=O)oc3c(c(c(c6c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c6O)O)c(c(=O)o4)c53)O)O)O)O NPC123259 Punicalin CHEMBL502440 5464368 C34H22O22 782.06 -6.5602 2.78 -2.621 10 13 377.42 13 8 56 1 InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34-/m1/s1 IQHIEHIKNWLKFB-ITTSEVFZSA-N O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(O)c(O)c4c5c3c(=O)oc3c(c(c(c6c(C(=O)O[C@H]2[C@@H]([C@H]1O)O)cc(O)c(c6O)O)c(c(=O)o4)c53)O)O)O)O NPC238629 Purpurin 1,2,4-trihydroxyanthracene-9,10-dione CHEMBL294264 6683 C14H8O5 256.04 -1.9085 2.45 1.192 2 3 94.83 3 3 19 0 InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H BBNQQADTFFCFGB-UHFFFAOYSA-N Oc1c(O)cc(c2c1C(=O)c1ccccc1C2=O)O NPC309330 Putrescine butane-1,4-diamine CHEMBL46257 1045 C4H12N2 88.1 -2.0526 1.68 -0.626 2 2 52.04 5 0 6 0 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 KIDHWZJUCRJVML-UHFFFAOYSA-N NCCCCN NPC8235 P-Xylene 1,4-xylene CHEMBL31561 7809 C8H10 106.08 1.284 2.34 4.708 0 0 0 2 1 8 0 InChI=1S/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3 URLKBWYHVLBVBO-UHFFFAOYSA-N Cc1ccc(cc1)C NPC13249 Pyranofoline 5,10-dihydroxy-12-methoxy-2,2,11-trimethylpyrano[3,2-b]acridin-6-one CHEMBL1668600 9798626 C20H19NO5 353.13 -0.2129 3 1.613 2 2 79.23 7 4 26 0 InChI=1S/C20H19NO5/c1-20(2)9-8-11-17(24)13-15(19(25-4)18(11)26-20)21(3)14-10(16(13)23)6-5-7-12(14)22/h5-9,22,24H,1-4H3 CTPJHHASTKGQAW-UHFFFAOYSA-N COc1c2OC(C)(C)C=Cc2c(c2c1n(C)c1c(c2=O)cccc1O)O NPC245896 Pyrene pyrene CHEMBL279564 31423 C16H10 202.08 0 3.22 8.336 0 0 0 0 4 16 1 InChI=1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H BBEAQIROQSPTKN-UHFFFAOYSA-N c1cc2ccc3c4c2c(c1)ccc4ccc3 NPC83987 Pyridine pyridine CHEMBL266158 1049 C5H5N 79.04 0 1.9 1.4 1 0 12.89 0 1 6 0 InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H JUJWROOIHBZHMG-UHFFFAOYSA-N c1cccnc1 NPC318935 Pyridine-2,3-Diol 3-hydroxy-1H-pyridin-2-one CHEMBL287899 28115 C5H5NO2 111.03 -0.9206 1.68 0.403 1 2 53.35 2 1 8 0 InChI=1S/C5H5NO2/c7-4-2-1-3-6-5(4)8/h1-3,7H,(H,6,8) GGOZGYRTNQBSSA-UHFFFAOYSA-N Oc1ncccc1O NPC52831 Pyridoxal 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde CHEMBL102970 1050 C8H9NO3 167.06 -0.6619 1.9 -0.006 3 2 70.42 5 1 12 0 InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 RADKZDMFGJYCBB-UHFFFAOYSA-N O=Cc1c(CO)cnc(c1O)C NPC36498 Pyridoxal Phosphate (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate CHEMBL82202 1051 C8H10NO6P 247.02 -0.5977 1.46 -1.235 6 3 126.76 8 1 16 0 InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14) NGVDGCNFYWLIFO-UHFFFAOYSA-N O=Cc1c(COP(=O)(O)O)cnc(c1O)C NPC63338 Pyridoxamine 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol CHEMBL593019 1052;11205997 C8H12N2O2 168.09 -1.2078 1.9 -0.744 3 3 79.37 6 1 12 0 InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 NHZMQXZHNVQTQA-UHFFFAOYSA-N NCc1c(CO)cnc(c1O)C NPC269919 Pyridoxine 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol CHEMBL1364 1054 C8H11NO3 169.07 -0.9182 1.9 -0.677 3 3 73.58 6 1 12 0 InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 LXNHXLLTXMVWPM-UHFFFAOYSA-N OCc1c(CO)cnc(c1O)C NPC280254 Pyrogallol benzene-1,2,3-triol CHEMBL307145 1057 C6H6O3 126.03 -1.3809 1.79 0.765 0 3 60.69 3 1 9 0 InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H WQGWDDDVZFFDIG-UHFFFAOYSA-N Oc1c(O)cccc1O NPC19576 Pyroglutamic Acid (2S)-5-oxopyrrolidine-2-carboxylic acid CHEMBL397976 7405 C5H7NO3 129.04 -0.7317 1.57 -0.647 4 2 69.89 3 1 9 0 InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1 ODHCTXKNWHHXJC-VKHMYHEASA-N OC(=O)[C@@H]1CCC(=N1)O NPC23215 Pyrrole-2-Carboxylate 1H-pyrrole-2-carbaldehyde CHEMBL2229658 13854 C5H5NO 95.04 -0.6128 1.79 0.861 2 1 32.86 1 1 7 0 InChI=1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H ZSKGQVFRTSEPJT-UHFFFAOYSA-N O=Cc1ccc[nH]1 NPC33229 Pyrrole-2-Carboxylic Acid 1H-pyrrole-2-carboxylic acid CHEMBL509027 12473 C5H5NO2 111.03 -0.6602 1.68 0.447 3 2 53.09 2 1 8 0 InChI=1S/C5H5NO2/c7-5(8)4-2-1-3-6-4/h1-3,6H,(H,7,8) WRHZVMBBRYBTKZ-UHFFFAOYSA-N OC(=O)c1ccc[nH]1 NPC115049 Pyrrolnitrin 3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole CHEMBL97972 13916 C10H6Cl2N2O2 255.98 1.7283 1.9 2.865 1 1 58.93 5 2 16 0 InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H QJBZDBLBQWFTPZ-UHFFFAOYSA-N Clc1c[nH]cc1c1cccc(c1N(=O)=O)Cl NPC248567 Quadrone CHEMBL509106 442299 C15H20O3 248.14 0.8453 2.78 2.664 3 0 43.37 2 4 18 0 InChI=1S/C15H20O3/c1-14(2)7-15-9-4-3-8(14)10(15)5-12(16)11(15)6-18-13(9)17/h8-11H,3-7H2,1-2H3/t8-,9+,10-,11+,15-/m0/s1 BBIDMUQZCCGABN-UXSWQMMLSA-N O=C1OC[C@H]2[C@]34[C@@H]1CC[C@@H]([C@@H]4CC2=O)C(C3)(C)C NPC77858 Quercetagetin 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxychromen-4-one CHEMBL413552 5281680 C15H10O8 318.04 -3.2615 2.23 1.276 2 6 147.68 7 3 23 1 InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)15-14(22)13(21)10-9(23-15)4-8(18)11(19)12(10)20/h1-4,16-20,22H ZVOLCUVKHLEPEV-UHFFFAOYSA-N Oc1ccc(cc1O)c1oc2cc(O)c(c(c2c(=O)c1O)O)O NPC20791 Quercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one CHEMBL50 5280343 C15H10O7 302.04 -2.8012 2.34 1.381 2 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H REFJWTPEDVJJIY-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O NPC305663 Quercetin 3,7-Dimethyl Ether 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,7-dimethoxychromen-4-one CHEMBL485677 148856 C17H14O8 346.07 -2.7885 2.45 1.258 2 4 125.68 9 3 25 0 InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)13(11)20)15(22)17(24-2)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3 WGWGXVOAFMLMJZ-UHFFFAOYSA-N COc1cc2oc(c3ccc(c(c3)O)O)c(c(=O)c2c(c1O)O)OC NPC245452 Quercetin 3-O-(3-O-Methyl-Alpha-L-Rhamnopyranosyl-(1->5)-O-Beta-D-Apiofuranoside) 3-[(2S,3R,4R)-4-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1642199 53317404 C27H30O15 594.16 -5.3923 2.78 -1.327 10 8 234.29 17 5 42 1 InChI=1S/C27H30O15/c1-10-18(32)22(37-2)20(34)25(40-10)38-8-27(36)9-39-26(24(27)35)42-23-19(33)17-15(31)6-12(28)7-16(17)41-21(23)11-3-4-13(29)14(30)5-11/h3-7,10,18,20,22,24-26,28-32,34-36H,8-9H2,1-2H3/t10-,18-,20+,22+,24-,25+,26-,27+/m0/s1 LMDMJKAWOYEAEK-RNXNSVIDSA-N CO[C@H]1[C@@H](O)[C@H](OC[C@@]2(O)CO[C@H]([C@@H]2O)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)O[C@H]([C@@H]1O)C NPC52550 Quercetin 3-O-3-O-Methyl-Alpha-L-Rhamnopyranoside 3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1642198 51003567 C22H22O11 462.12 -3.9836 2.67 0.01 6 6 175.37 12 4 33 1 InChI=1S/C22H22O11/c1-8-16(27)20(30-2)18(29)22(31-8)33-21-17(28)15-13(26)6-10(23)7-14(15)32-19(21)9-3-4-11(24)12(25)5-9/h3-8,16,18,20,22-27,29H,1-2H3/t8-,16-,18+,20+,22-/m0/s1 PHLWGURBVPVMAB-FDTPGTFWSA-N CO[C@H]1[C@@H](O)[C@@H](O[C@H]([C@@H]1O)C)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O NPC292019 Quercetin 3-O-Beta-D-Glucopyranosyl(1->3)-Alpha-L-Rhamnopyranosyl(1->6)-Beta-D-Galactopyranoside 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1957044 5492482 C33H40O21 772.21 -7.8859 2.78 -3.154 16 13 344.67 23 6 54 2 InChI=1S/C33H40O21/c1-9-19(39)29(53-32-25(45)23(43)20(40)16(7-34)51-32)27(47)31(49-9)48-8-17-21(41)24(44)26(46)33(52-17)54-30-22(42)18-14(38)5-11(35)6-15(18)50-28(30)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,19-21,23-27,29,31-41,43-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,21-,23-,24-,25+,26+,27+,29+,31+,32-,33-/m0/s1 XEFNBVWDOQCMSG-GJHFDJSNSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(c(c4)O)O)[C@@H]([C@H]([C@H]3O)O)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC202908 Quercetin 3-O-Beta-D-Glucopyranosyl(1->3)-Alpha-L-Rhamnopyranosyl(1->6)-Beta-D-Glucopyranoside 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL1957043 57393076 C33H40O21 772.21 -7.8859 2.78 -3.154 16 13 344.67 23 6 54 2 InChI=1S/C33H40O21/c1-9-19(39)29(53-32-25(45)23(43)20(40)16(7-34)51-32)27(47)31(49-9)48-8-17-21(41)24(44)26(46)33(52-17)54-30-22(42)18-14(38)5-11(35)6-15(18)50-28(30)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,19-21,23-27,29,31-41,43-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,21+,23-,24-,25+,26+,27+,29+,31+,32-,33-/m0/s1 XEFNBVWDOQCMSG-DWTJFVCYSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(c(c4)O)O)[C@@H]([C@H]([C@@H]3O)O)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC156869 Quercetin 3-O-Beta-D-Glucopyranosyl-4-O-Beta-D-Glucopyranoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL1097317 5320834 C27H30O17 626.15 -6.639 2.56 -1.891 12 11 285.75 18 5 44 2 InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)40-7-15-18(34)21(37)23(39)27(43-15)44-25-19(35)16-12(32)4-9(29)5-13(16)41-24(25)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1 FDRQPMVGJOQVTL-DEFKTLOSSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC175107 Quercetin 3-O-Beta-D-Glucuronide 6''-Methyl Ester methyl (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate CHEMBL468872 21722016 C22H20O13 492.09 -4.5389 2.45 0.124 8 7 212.67 13 4 35 1 InChI=1S/C22H20O13/c1-32-21(31)20-16(29)15(28)17(30)22(35-20)34-19-14(27)13-11(26)5-8(23)6-12(13)33-18(19)7-2-3-9(24)10(25)4-7/h2-6,15-17,20,22-26,28-30H,1H3/t15-,16-,17+,20-,22+/m0/s1 DAKHAONGVOPWRO-NTKSAMNMSA-N COC(=O)[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC155877 Quercetin 3-O-Neohesperidoside 3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL499824 5748416 C27H30O16 610.15 -6.139 2.67 -1.188 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c1-8-17(33)20(36)22(38)26(39-8)43-25-21(37)18(34)15(7-28)41-27(25)42-24-19(35)16-13(32)5-10(29)6-14(16)40-23(24)9-2-3-11(30)12(31)4-9/h2-6,8,15,17-18,20-22,25-34,36-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,25+,26-,27-/m0/s1 FYBMGZSDYDNBFX-KLUVJTJFSA-N OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC317489 Quercetin 3-O-Rhamnopyranoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL479232 18604930 C21H20O11 448.1 -4.3921 2.56 0.349 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21?/m1/s1 OXGUCUVFOIWWQJ-GPTQEAJUSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)c1ccc(c(c1)O)O NPC179271 Quercetin Dihydrate 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one;hydrate CHEMBL1173475 16212154 C15H10O7.H2O 302.04 -2.8012 2.34 1.381 2 5 127.45 6 3 22 0 InChI=1S/C15H10O7.H2O/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6;/h1-5,16-19,21H;1H2 OKXFBEYCJRMINR-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O.O NPC235260 Quercetin Glucuronide (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL520546 5274585 C21H18O13 478.07 -4.7899 2.34 -0.197 8 8 223.67 12 4 34 1 InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1 DUBCCGAQYVUYEU-ZUGPOPFOSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC60735 Quercetin-3,4'-Diglucoside 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL1098352 5320835 C27H30O17 626.15 -6.639 2.56 -1.891 12 11 285.75 18 5 44 2 InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1 RPVIQWDFJPYNJM-DEFKTLOSSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2O)c2oc3cc(O)cc(c3c(=O)c2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC26230 Quercetin-3,4'-Di-O-Glucoside 5,7-dihydroxy-2-[3-hydroxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL3344315 11215769 C27H30O17 626.15 -6.639 2.56 -1.891 12 11 285.75 18 5 44 2 InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26?,27?/m1/s1 RPVIQWDFJPYNJM-KBGHMCAJSA-N OC[C@H]1OC(Oc2ccc(cc2O)c2oc3cc(O)cc(c3c(=O)c2OC2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC159103 Quercetin-3',4'-Di-O-Methyl Ether 2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxychromen-4-one CHEMBL2043330 5487855 C17H14O7 330.07 -1.9842 2.56 1.99 2 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-11-4-3-8(5-12(11)23-2)17-16(21)15(20)14-10(19)6-9(18)7-13(14)24-17/h3-7,18-19,21H,1-2H3 MHALJYZRPGYQSI-UHFFFAOYSA-N COc1ccc(cc1OC)c1oc2cc(O)cc(c2c(=O)c1O)O NPC33054 Quercetin-3-Beta-Robinobioside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL3735346 10371536 C27H30O16 610.15 -6.139 2.67 -1.188 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,23+,26+,27-/m0/s1 IKGXIBQEEMLURG-IEBISRBZSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC95866 Quercetin-3-O-Alpha-L-Rhamnosyl-(1->2)-O-Alpha-L-Rhamnoside 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one CHEMBL551120 10698716 C27H30O15 594.16 -5.639 2.78 -0.485 10 9 245.29 16 5 42 1 InChI=1S/C27H30O15/c1-8-17(32)20(35)22(37)26(38-8)42-25-21(36)18(33)9(2)39-27(25)41-24-19(34)16-14(31)6-11(28)7-15(16)40-23(24)10-3-4-12(29)13(30)5-10/h3-9,17-18,20-22,25-33,35-37H,1-2H3/t8-,9-,17-,18-,20+,21+,22+,25+,26-,27-/m0/s1 SEEGVLYKLLCFTK-AQNZCLFOSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O)c1ccc(c(c1)O)O NPC127546 Quercetin-3-O-Rhamnoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL2262641 15939939 C21H20O11 448.1 -4.3921 2.56 0.349 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m1/s1 OXGUCUVFOIWWQJ-JHPRLSDPSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)c1ccc(c(c1)O)O NPC173637 Quercitrin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL82242 5280459 C21H20O11 448.1 -4.3921 2.56 0.349 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1 OXGUCUVFOIWWQJ-HQBVPOQASA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC35167 Quercitrin 2''-O-Gallate [(2S,3R,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate CHEMBL3236511 10031482 C28H24O15 600.11 -5.4038 2.89 0.742 7 9 253.13 16 5 43 1 InChI=1S/C28H24O15/c1-9-20(35)23(38)26(42-27(39)11-5-16(33)21(36)17(34)6-11)28(40-9)43-25-22(37)19-15(32)7-12(29)8-18(19)41-24(25)10-2-3-13(30)14(31)4-10/h2-9,20,23,26,28-36,38H,1H3/t9-,20-,23+,26+,28-/m0/s1 KTTNFIOZYNBKEY-YIOJSCHVSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)O)c1ccc(c(c1)O)O NPC311660 Questiomycin B 2-aminophenol CHEMBL28319 5801 C6H7NO 109.05 -1.2102 1.9 1.232 1 2 46.25 2 1 8 0 InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2 CDAWCLOXVUBKRW-UHFFFAOYSA-N Nc1ccccc1O NPC147418 Quinalizarin 1,2,5,8-tetrahydroxyanthracene-9,10-dione CHEMBL29898 5004 C14H8O6 272.03 -2.3688 2.34 -0.193 2 4 115.06 4 3 20 0 InChI=1S/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H VBHKTXLEJZIDJF-UHFFFAOYSA-N Oc1c(O)ccc2c1C(=O)c1c(C2=O)c(O)ccc1O NPC164664 Quinazolinone 1H-quinazolin-4-one CHEMBL266540 63112 C8H6N2O 146.05 -0.4603 2.01 1.634 2 1 46.01 1 2 11 0 InChI=1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11) QMNUDYFKZYBWQX-UHFFFAOYSA-N Oc1ncnc2c1cccc2 NPC284635 Quindoline 10H-indolo[3,2-b]quinoline CHEMBL224248 98912 C15H10N2 218.08 -0.4204 2.89 4.484 2 1 28.68 0 4 17 0 InChI=1S/C15H10N2/c1-3-7-12-10(5-1)9-14-15(17-12)11-6-2-4-8-13(11)16-14/h1-9,16H QOAKRWLMTKEDDL-UHFFFAOYSA-N c1ccc2c(c1)nc1c(c2)[nH]c2c1cccc2 NPC264166 Quinidine (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol CHEMBL1294 441074 C20H24N2O2 324.18 -0.5136 3.22 2.662 3 1 45.59 6 2 24 0 InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1 LOUPRKONTZGTKE-LHHVKLHASA-N C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O NPC329708 Quinine (R)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol CHEMBL387326 8549 C20H24N2O2 324.18 -0.5136 3.22 2.662 3 1 45.59 6 2 24 0 InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14?,19-,20+/m0/s1 LOUPRKONTZGTKE-VOMFEXJBSA-N C=C[C@H]1CN2CCC1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O NPC96915 Quinizarin 1,4-dihydroxyanthracene-9,10-dione CHEMBL17594 6688 C14H8O4 240.04 -1.4482 2.56 1.726 2 2 74.6 2 3 18 0 InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H GUEIZVNYDFNHJU-UHFFFAOYSA-N Oc1ccc(c2c1C(=O)c1ccccc1C2=O)O NPC46358 Quinoline quinoline CHEMBL14474 7047 C9H7N 129.06 0 2.34 3.028 1 0 12.89 0 2 10 0 InChI=1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H SMWDFEZZVXVKRB-UHFFFAOYSA-N c1ccc2c(c1)nccc2 NPC188400 Quinosuaveoline B CHEMBL574554 25157869 C17H17NO5 315.11 -0.4191 2.67 1.619 2 1 73.95 6 4 23 0 InChI=1S/C17H17NO5/c1-17(2,19)14-8-22-12-6-10-11(7-13(12)23-14)18-16-9(4-5-21-16)15(10)20-3/h4-7,14,19H,8H2,1-3H3/t14-/m1/s1 OXDIHTWLYDWMMZ-CQSZACIVSA-N COc1c2cc3OC[C@@H](Oc3cc2nc2c1cco2)C(O)(C)C NPC273037 Quisqualate (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid CHEMBL279956 40539;6971145 C5H7N3O5 189.04 -1.4286 1.13 -3.943 6 3 125.45 6 1 13 0 InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1 ASNFTDCKZKHJSW-REOHCLBHSA-N OC(=O)[C@H](Cn1oc(=O)nc1O)N NPC113098 R-(+)-Marmin 7-[(E,6R)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]chromen-2-one CHEMBL1078441 6450230 C19H24O5 332.16 0.4392 3 2.725 3 2 75.99 12 2 24 0 InChI=1S/C19H24O5/c1-13(4-8-17(20)19(2,3)22)10-11-23-15-7-5-14-6-9-18(21)24-16(14)12-15/h5-7,9-10,12,17,20,22H,4,8,11H2,1-3H3/b13-10+/t17-/m1/s1 QYYKWTUUCOTGNS-JIIJFUIFSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC[C@H](C(O)(C)C)O NPC471071 R-(+)-Marmin-6'-Linoleate [(E,3R)-2-hydroxy-2,6-dimethyl-8-(2-oxochromen-7-yl)oxyoct-6-en-3-yl] (9Z,12Z)-octadeca-9,12-dienoate CHEMBL2346917 71584690 C37H54O6 594.39 0.0997 4.87 11.41 4 1 82.06 28 2 43 2 InChI=1S/C37H54O6/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-35(38)43-34(37(3,4)40)25-21-30(2)27-28-41-32-24-22-31-23-26-36(39)42-33(31)29-32/h9-10,12-13,22-24,26-27,29,34,40H,5-8,11,14-21,25,28H2,1-4H3/b10-9-,13-12-,30-27+/t34-/m1/s1 YRFIJMKHSNJANR-RAANRXCMSA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H](C(O)(C)C)CC/C(=C/COc1ccc2c(c1)oc(=O)cc2)/C NPC471068 R-(+)-Marmin-6'-Octanoate [(E,3R)-2-hydroxy-2,6-dimethyl-8-(2-oxochromen-7-yl)oxyoct-6-en-3-yl] octanoate CHEMBL2346914 71584574 C27H38O6 458.27 -0.5455 3.77 6.563 4 1 82.06 20 2 33 2 InChI=1S/C27H38O6/c1-5-6-7-8-9-10-25(28)33-24(27(3,4)30)15-11-20(2)17-18-31-22-14-12-21-13-16-26(29)32-23(21)19-22/h12-14,16-17,19,24,30H,5-11,15,18H2,1-4H3/b20-17+/t24-/m1/s1 ZEGHXNCKKXBSHJ-BKWQBPKISA-N CCCCCCCC(=O)O[C@@H](C(O)(C)C)CC/C(=C/COc1ccc2c(c1)oc(=O)cc2)/C NPC471069 R-(+)-Marmin-6'-Undecanoate [(E,3R)-2-hydroxy-2,6-dimethyl-8-(2-oxochromen-7-yl)oxyoct-6-en-3-yl] undecanoate CHEMBL2346915 71584688 C30H44O6 500.31 -1.4095 4.1 8.27 4 1 82.06 23 2 36 2 InChI=1S/C30H44O6/c1-5-6-7-8-9-10-11-12-13-28(31)36-27(30(3,4)33)18-14-23(2)20-21-34-25-17-15-24-16-19-29(32)35-26(24)22-25/h15-17,19-20,22,27,33H,5-14,18,21H2,1-4H3/b23-20+/t27-/m1/s1 INDTZNYQNROCGV-LQUAAPKLSA-N CCCCCCCCCCC(=O)O[C@@H](C(O)(C)C)CC/C(=C/COc1ccc2c(c1)oc(=O)cc2)/C NPC202793 Rabdocoetsin B CHEMBL460653 10452999 C22H30O6 390.2 -0.8291 3.22 1.8 6 2 93.06 7 3 28 0 InChI=1S/C22H30O6/c1-11-13-5-6-14-20-10-27-21(26,22(14,17(11)24)18(13)25)9-15(20)19(3,4)8-7-16(20)28-12(2)23/h13-16,18,25-26H,1,5-10H2,2-4H3/t13-,14-,15+,16-,18+,20-,21-,22-/m0/s1 IPFIJWWAKZBETI-GLMHFDSUSA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@@](C2)([C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=O)O)(C)C NPC231278 Rabdokunmin A CHEMBL564723 14563758 C22H32O6 392.22 -1.0745 3.22 2.524 6 3 104.06 9 4 28 0 InChI=1S/C22H32O6/c1-10-14-15(25)16(26)17-21(5)8-6-7-20(3,4)12(21)9-13(24)22(17,18(10)27)19(14)28-11(2)23/h12-17,19,24-26H,1,6-9H2,2-5H3/t12-,13-,14-,15-,16+,17+,19-,21-,22-/m1/s1 LRAPSEMSDUSGKJ-ZNOXZNBMSA-N CC(=O)O[C@@H]1[C@H]2[C@@H](O)[C@@H]([C@@H]3[C@]1([C@H](O)C[C@H]1[C@@]3(C)CCCC1(C)C)C(=O)C2=C)O NPC91772 Rabdokunmin C CHEMBL511464 14563762 C20H30O5 350.21 -1.778 3.11 0.62 5 4 97.99 7 4 25 0 InChI=1S/C20H30O5/c1-10-15-11(22)7-13-19(3)6-4-5-18(2,9-21)12(19)8-14(23)20(13,16(10)24)17(15)25/h11-15,17,21-23,25H,1,4-9H2,2-3H3/t11-,12+,13-,14+,15+,17+,18+,19+,20-/m0/s1 LHIPFIWSRZRQBF-CQUQCLBPSA-N OC[C@@]1(C)CCC[C@@]2([C@@H]1C[C@@H](O)[C@]13[C@H]2C[C@@H]([C@H]([C@H]1O)C(=C)C3=O)O)C NPC127408 Rabdoloxin B CHEMBL551178 25195035 C20H30O5 350.21 -1.4536 3.11 1.784 5 4 97.99 7 4 25 0 InChI=1S/C20H30O5/c1-9-12-13(22)14(23)15-19(4)7-5-6-18(2,3)10(19)8-11(21)20(15,16(9)24)17(12)25/h10-15,17,21-23,25H,1,5-8H2,2-4H3/t10-,11-,12-,13-,14+,15+,17-,19-,20-/m1/s1 KULWEPZCKNERAS-XZSSXRBVSA-N O[C@@H]1[C@H]2C(=C)C(=O)[C@]3([C@@H]2O)[C@@H]([C@H]1O)[C@]1(C)CCCC([C@H]1C[C@H]3O)(C)C NPC63244 Rabdoternin E CHEMBL252115 44445766 C21H30O7 394.2 -1.9057 3 0.232 7 4 116.45 8 3 28 0 InChI=1S/C21H30O7/c1-9-10-5-6-11-19-12(22)7-8-18(2,3)13(19)16(25)21(26,28-17(19)27-4)20(11,14(9)23)15(10)24/h10-13,15-17,22,24-26H,1,5-8H2,2-4H3/t10-,11-,12+,13+,15+,16-,17?,19-,20-,21-/m0/s1 UHERRNNNKBWWKU-PMFNZFMJSA-N COC1O[C@@]2(O)[C@H]([C@H]3[C@@]1([C@H](O)CCC3(C)C)[C@H]1[C@@]32[C@H](O)[C@@H](CC1)C(=C)C3=O)O NPC206900 Racemosidine A CHEMBL1172568 46872237 C37H38N2O6 606.27 -0.2252 4.65 5.058 2 1 72.86 7 7 45 1 InChI=1S/C37H38N2O6/c1-38-11-9-23-17-32(41-3)33-19-26(23)27(38)14-21-6-8-30-25(13-21)20-43-36-34(42-4)18-24-10-12-39(2)28(35(24)37(36)45-30)15-22-5-7-29(40)31(16-22)44-33/h5-8,13,16-19,27-28,40H,9-12,14-15,20H2,1-4H3/t27-,28-/m1/s1 CQWDLZVYIHGYLN-VSGBNLITSA-N COc1cc2CCN([C@H]3c2cc1Oc1cc(ccc1O)C[C@H]1N(C)CCc2c1c1Oc4ccc(C3)cc4COc1c(c2)OC)C NPC223690 Racemosidine B CHEMBL1172569 46872238 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(42-4)36(37)43-5)13-15-39(2)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1 DGAIZFTYTKDOEN-WDYNHAJCSA-N COc1c(OC)cc2c3c1Oc1ccc(cc1)C[C@H]1N(C)CCc4c1cc(Oc1cc(C[C@@H]3N(CC2)C)ccc1O)c(c4)OC NPC239824 Racemosidine C CHEMBL1172570 46872239 C37H40N2O6 608.29 -0.1345 4.65 5.579 2 1 72.86 9 6 45 1 InChI=1S/C37H40N2O6/c1-38-14-12-24-20-32(42-4)34-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(19-30(40)36(37)43-5)13-15-39(2)29(35)17-23-8-11-31(41-3)33(18-23)45-34/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1 DQFIZQYILFTDPW-WDYNHAJCSA-N COc1ccc2cc1Oc1cc3c(cc1OC)CCN([C@@H]3Cc1ccc(Oc3c4[C@H](C2)N(C)CCc4cc(c3OC)O)cc1)C NPC37205 Radicamine A (2R,3R,4R,5R)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol CHEMBL468063 44569922 C12H17NO5 255.11 -2.5034 2.12 0.219 4 5 102.18 8 2 18 0 InChI=1S/C12H17NO5/c1-18-9-3-2-6(4-8(9)15)10-12(17)11(16)7(5-14)13-10/h2-4,7,10-17H,5H2,1H3/t7-,10-,11-,12-/m1/s1 NEAQPVOYHYPSER-FAQVLOEFSA-N OC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)c1ccc(c(c1)O)OC NPC208757 Radicamine B (2R,3R,4R,5R)-2-(hydroxymethyl)-5-(4-hydroxyphenyl)pyrrolidine-3,4-diol CHEMBL466791 15953621 C11H15NO4 225.1 -2.4516 2.12 0.663 4 5 92.95 6 2 16 0 InChI=1S/C11H15NO4/c13-5-8-10(15)11(16)9(12-8)6-1-3-7(14)4-2-6/h1-4,8-16H,5H2/t8-,9-,10-,11-/m1/s1 BRPXIQPSCKPBLH-GWOFURMSSA-N OC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)c1ccc(cc1)O NPC149571 Raloxifene [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone CHEMBL81 5035 C28H27NO4S 473.17 -1.5523 3.88 5.077 2 2 98.24 9 5 34 1 InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2 GZUITABIAKMVPG-UHFFFAOYSA-N Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O NPC307174 Ramentaceone 5-hydroxy-7-methylnaphthalene-1,4-dione CHEMBL430853 26905 C11H8O3 188.05 -0.0915 2.34 0.898 2 1 54.37 2 2 14 0 InChI=1S/C11H8O3/c1-6-4-7-8(12)2-3-9(13)11(7)10(14)5-6/h2-5,14H,1H3 OZUSCVSONBBWOR-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)C=CC2=O NPC95344 Randaiol 2-(2-hydroxy-5-prop-2-enylphenyl)benzene-1,4-diol CHEMBL555924 13337243 C15H14O3 242.09 -0.3522 2.78 3.177 0 3 60.69 6 2 18 0 InChI=1S/C15H14O3/c1-2-3-10-4-6-14(17)12(8-10)13-9-11(16)5-7-15(13)18/h2,4-9,16-18H,1,3H2 KIQCVMGDSBIIGW-UHFFFAOYSA-N C=CCc1ccc(c(c1)c1cc(O)ccc1O)O NPC53109 Rapanone 2,5-dihydroxy-3-tridecylcyclohexa-2,5-diene-1,4-dione CHEMBL462801 100659 C19H30O4 322.21 -4.0748 3.11 7.372 4 2 74.6 15 1 23 2 InChI=1S/C19H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(22)16(20)14-17(21)19(15)23/h14,20,23H,2-13H2,1H3 AMKNOBHCKRZHIO-UHFFFAOYSA-N CCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O NPC300267 Rataniaphenol I 5-methoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol CHEMBL2147424 6440631 C18H16O3 280.11 0.2411 3.11 5.004 0 1 42.6 6 3 21 1 InChI=1S/C18H16O3/c1-3-4-12-5-8-17-13(9-12)10-18(21-17)15-7-6-14(20-2)11-16(15)19/h3-11,19H,1-2H3/b4-3+ VSRAHYZSNLDBKG-ONEGZZNKSA-N C/C=C/c1ccc2c(c1)cc(o2)c1ccc(cc1O)OC NPC62735 Rataniaphenol Ii 4-[3-methyl-5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol CHEMBL463574 6261723 C18H16O2 264.12 0.9349 3.22 5.56 0 1 33.37 5 3 20 1 InChI=1S/C18H16O2/c1-3-4-13-5-10-17-16(11-13)12(2)18(20-17)14-6-8-15(19)9-7-14/h3-11,19H,1-2H3/b4-3+ KNFUWJAIDVAYOV-ONEGZZNKSA-N C/C=C/c1ccc2c(c1)c(C)c(o2)c1ccc(cc1)O NPC51641 Rataniaphenol Iii 3-methoxy-4-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol CHEMBL2147423 14213215 C18H16O3 280.11 0.2411 3.11 5.004 0 1 42.6 6 3 21 1 InChI=1S/C18H16O3/c1-3-4-12-5-8-16-13(9-12)10-18(21-16)15-7-6-14(19)11-17(15)20-2/h3-11,19H,1-2H3/b4-3+ LYELQAFKYBUWAN-ONEGZZNKSA-N C/C=C/c1ccc2c(c1)cc(o2)c1ccc(cc1OC)O NPC294909 Rauwolfia Serpentina CHEMBL123325 441975 C21H24N2O3 352.18 -0.6544 3.22 3.069 5 1 54.56 4 5 26 0 InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1 GRTOGORTSDXSFK-XJTZBENFSA-N COC(=O)C1=CO[C@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C NPC7398 Rawsonol 6-bromo-4-[[3-bromo-5-[[4-bromo-2,3-dihydroxy-6-(methoxymethyl)phenyl]methyl]-2-hydroxyphenyl]methyl]-3-[(3-bromo-4-hydroxyphenyl)methyl]benzene-1,2-diol CHEMBL518631 180306 C29H24Br4O7 799.83 2.1218 3.44 6.077 1 6 130.61 19 4 40 2 InChI=1S/C29H24Br4O7/c1-40-12-17-11-23(33)29(39)27(37)19(17)6-14-4-16(25(35)21(31)8-14)9-15-10-22(32)28(38)26(36)18(15)5-13-2-3-24(34)20(30)7-13/h2-4,7-8,10-11,34-39H,5-6,9,12H2,1H3 KCFBHVMAGOSSRA-UHFFFAOYSA-N COCc1cc(Br)c(c(c1Cc1cc(Cc2cc(Br)c(c(c2Cc2ccc(c(c2)Br)O)O)O)c(c(c1)Br)O)O)O NPC179169 R-Bisabolol (2S)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol CHEMBL519167 1201551 C15H26O 222.2 2.7502 3 4.085 1 1 20.23 9 1 16 0 InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15-/m0/s1 RGZSQWQPBWRIAQ-GJZGRUSLSA-N CC(=CCC[C@@]([C@@H]1CCC(=CC1)C)(O)C)C NPC62792 Rediocide A CHEMBL454246 44575544 C44H58O13 794.39 -2.3381 4.87 6.279 13 5 193.97 17 5 57 2 InChI=1S/C44H58O13/c1-22(2)18-32(47)52-29-14-10-11-15-31(46)53-34-23(3)19-30-41(34,50)38(48)40(21-45)36(54-40)33-37-43(51,39(6,49)20-26-16-17-28(29)24(26)4)35-25(5)42(30,33)57-44(55-35,56-37)27-12-8-7-9-13-27/h7-15,22-26,28-30,33-38,45,48-51H,16-21H2,1-6H3/b14-10+,15-11+/t23-,24-,25+,26+,28-,29-,30+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42-,43-,44?/m0/s1 ZAVYYYQORHVVFN-BDGVIKSFSA-N OC[C@]12O[C@H]1[C@@H]1[C@]34[C@H]5[C@@]([C@@H]2O)(O)[C@@H](OC(=O)/C=C/C=C/[C@@H]([C@@H]2[C@H]([C@@H](C[C@@]([C@]6([C@@H]1OC(O3)(O[C@H]6[C@H]4C)c1ccccc1)O)(C)O)CC2)C)OC(=O)CC(C)C)[C@H](C5)C NPC103082 Regeol A (2R,4S,4aR,6aR,6aR,6bR,14aS,14bS)-4,10,11-trihydroxy-2,4a,6a,6a,9,14a-hexamethyl-2,4,5,6,6b,7,8,13,14,14b-decahydro-1H-picen-3-one CHEMBL402213 10694409 C28H40O4 440.29 0.592 4.1 7.552 2 3 77.76 9 5 32 1 InChI=1S/C28H40O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h14-15,20-21,24,29,31-32H,7-13H2,1-6H3/t15-,20+,21-,24-,25+,26-,27-,28+/m1/s1 FKARAOWYAAUAFW-MGRBCSRPSA-N C[C@@H]1C[C@@H]2[C@@]([C@@H](C1=O)O)(C)CC[C@]1([C@@]2(C)CC[C@@]2([C@@H]1CCc1c2cc(O)c(c1C)O)C)C NPC475889 Rel-(2S,5R,6R,8S,9S,10R,18S,19R)-18,19-Diacetoxy-18,19-Epoxy-2-(2-Xi-Methylbutanoyloxy)Cleroda-3,13(16),14-Trien-6-Ol [(1R,3S,5S,6aR,7S,8S,10R,10aR)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate CHEMBL518074 44593487 C29H42O8 518.29 1.3863 3.77 5.772 8 1 108.36 19 3 37 2 InChI=1S/C29H42O8/c1-9-16(3)11-12-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)17(4)10-2/h9,14,17-18,21,23-24,26-27,32H,1,3,10-13,15H2,2,4-8H3/t17?,18-,21+,23+,24+,26+,27-,28-,29-/m0/s1 UCTQGEZEUWGOLP-RVMSXZCWSA-N C=CC(=C)CC[C@@]1(C)[C@@H](C)C[C@H]([C@]23[C@@H]1C[C@H](OC(=O)C(CC)C)C=C3[C@@H](O[C@@H]2OC(=O)C)OC(=O)C)O NPC261812 Rel-(7R,8R,7'r,8'r)-3',4'-Methylenedioxy-3,4,5,5'-Tetramethoxy-7,7'-Epoxylignan 6-[(2R,3R,4R,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-4-methoxy-1,3-benzodioxole CHEMBL1821993 11080226 C23H28O7 416.18 -0.498 3.22 3.007 1 0 64.61 12 4 30 0 InChI=1S/C23H28O7/c1-12-13(2)21(15-9-18(26-5)23-19(10-15)28-11-29-23)30-20(12)14-7-16(24-3)22(27-6)17(8-14)25-4/h7-10,12-13,20-21H,11H2,1-6H3/t12-,13-,20-,21-/m1/s1 RKSBJQZDPAGEQW-QNLIWRIUSA-N COc1cc(cc(c1OC)OC)[C@@H]1O[C@H]([C@@H]([C@H]1C)C)c1cc(OC)c2c(c1)OCO2 NPC99183 Rel-(7S,8S,7's,8's)-7,8-Epoxymanassantin A (1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1S,3S,4S,5S)-1-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-4,5-dimethyl-2,6-dioxabicyclo[3.1.0]hexan-3-yl]-2-methoxyphenoxy]propan-1-ol CHEMBL3105547 76310202 C42H50O12 746.33 -1.6892 4.76 5.848 4 2 136.06 28 6 54 2 InChI=1S/C42H50O12/c1-23-40(28-13-17-32(36(21-28)49-9)51-24(2)38(43)26-11-15-30(45-5)34(19-26)47-7)53-42(41(23,4)54-42)29-14-18-33(37(22-29)50-10)52-25(3)39(44)27-12-16-31(46-6)35(20-27)48-8/h11-25,38-40,43-44H,1-10H3/t23-,24+,25+,38-,39-,40-,41-,42-/m0/s1 JEWILSUPZXAHPJ-YZUAVVKRSA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@]2([C@]([C@H]1C)(O2)C)c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C NPC242350 Rel-1Alpha,3Beta-Dihydroxy-Olean-18-Ene (1S,3S,4aS,6aS,6aR,6bR,8aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,6a,7,8,9,10,13,14,14a-tetradecahydropicene-1,3-diol CHEMBL1956940 57391286 C30H50O2 442.38 2.5661 4.54 9.685 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-25(2)13-14-27(5)15-16-28(6)19(20(27)18-25)9-10-22-29(28,7)12-11-21-26(3,4)23(31)17-24(32)30(21,22)8/h18-19,21-24,31-32H,9-17H2,1-8H3/t19-,21+,22+,23+,24+,27-,28-,29-,30+/m1/s1 KDVPRLJVCKYSQH-VTNDHLKMSA-N O[C@H]1C[C@H](O)C([C@H]2[C@@]1(C)[C@H]1CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@]1(C3=CC(C)(C)CC1)C)(C)C NPC100697 Rel-Alpha-Bisabolol Beta-D-Fucopyranoside (2R,3R,4S,5R,6S)-2-methyl-6-[(2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol CHEMBL2023564 57384017 C21H36O5 368.26 1.5033 3.22 3.68 5 3 79.15 14 2 26 0 InChI=1S/C21H36O5/c1-13(2)7-6-12-21(5,16-10-8-14(3)9-11-16)26-20-19(24)18(23)17(22)15(4)25-20/h7-8,15-20,22-24H,6,9-12H2,1-5H3/t15-,16-,17+,18+,19-,20+,21+/m1/s1 QZHVNXNQIQXHJI-XITMGRHOSA-N CC(=CCC[C@@]([C@H]1CCC(=CC1)C)(O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O)C)C NPC66618 Rel-Hydnocarpin 5,7-dihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one CHEMBL91638 11213425 C25H20O9 464.11 -2.794 3.22 1.665 2 4 134.91 9 5 34 0 InChI=1S/C25H20O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-10,23,25-29H,11H2,1H3/t23-,25-/m1/s1 NMICSFNNFDNGEL-ILBGXUMGSA-N OC[C@H]1Oc2cc(ccc2O[C@@H]1c1ccc(c(c1)OC)O)c1cc(=O)c2c(o1)cc(cc2O)O NPC258474 Rel-Isochamaejasmin (2S,3R)-3-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL3318021 390361 C30H22O10 542.12 -3.9878 3.66 1.324 2 6 173.98 9 6 40 1 InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)29-25(27(37)23-19(35)9-17(33)11-21(23)39-29)26-28(38)24-20(36)10-18(34)12-22(24)40-30(26)14-3-7-16(32)8-4-14/h1-12,25-26,29-36H/t25-,26+,29+,30- RNQBLQALVMHBKH-SQYWJIFTSA-N Oc1ccc(cc1)[C@@H]1Oc2cc(O)cc(c2C(=O)[C@H]1[C@@H]1[C@H](Oc2c(C1=O)c(O)cc(c2)O)c1ccc(cc1)O)O NPC149389 Rel-Licobichalcone [(1S,2S)-1-(3,4-dihydroxy-2-methoxyphenyl)-6,7-dihydroxy-3-(4-hydroxybenzoyl)-8-methoxy-1,2-dihydronaphthalen-2-yl]-(4-hydroxyphenyl)methanone CHEMBL2437364 11827914 C32H26O10 570.15 -3.267 3.88 2.742 2 6 173.98 15 5 42 1 InChI=1S/C32H26O10/c1-41-31-20(11-12-22(35)29(31)39)25-24-17(14-23(36)30(40)32(24)42-2)13-21(27(37)15-3-7-18(33)8-4-15)26(25)28(38)16-5-9-19(34)10-6-16/h3-14,25-26,33-36,39-40H,1-2H3/t25-,26+/m0/s1 WJSPTHUPUYBNNI-IZZNHLLZSA-N COc1c(O)c(O)cc2c1[C@@H]([C@@H](C(=C2)C(=O)c1ccc(cc1)O)C(=O)c1ccc(cc1)O)c1ccc(c(c1OC)O)O NPC470624 Rel-Magnosalicin (2R,3R,4R,5S)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane CHEMBL2088629 70682799 C24H32O7 432.21 -0.4153 3.33 3.08 1 0 64.61 16 3 31 0 InChI=1S/C24H32O7/c1-13-23(15-9-19(27-5)21(29-7)11-17(15)25-3)14(2)31-24(13)16-10-20(28-6)22(30-8)12-18(16)26-4/h9-14,23-24H,1-8H3/t13-,14-,23+,24+/m1/s1 XCWBENSTFQIQNV-LHEXPUQLSA-N COc1cc(OC)c(cc1[C@H]1O[C@@H]([C@H]([C@H]1C)c1cc(OC)c(cc1OC)OC)C)OC NPC50896 Rel-Murrangatin 8-[(1R,2S)-1,2-dihydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one CHEMBL3426680 181514 C15H16O5 276.1 0.3507 2.56 0.928 3 2 75.99 8 2 20 0 InChI=1S/C15H16O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-7,13-14,17-18H,1H2,2-3H3/t13-,14+/m0/s1 DKEANOQWICTXTP-UONOGXRCSA-N COc1ccc2c(c1[C@H]([C@H](C(=C)C)O)O)oc(=O)cc2 NPC8305 Rel-Pentazocine CHEMBL397705 9669 C19H27NO 285.21 1.8055 3.33 4.091 1 1 23.47 7 3 21 0 InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18-,19-/m1/s1 VOKSWYLNZZRQPF-NIKGAXFTSA-N CC(=CCN1CC[C@@]2([C@@H]([C@H]1Cc1c2cc(cc1)O)C)C)C NPC136750 Rel-Saurufurin B 6-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-4-methoxy-1,3-benzodioxole CHEMBL3104950 76310172 C22H26O6 386.17 -0.4462 3.22 3.451 1 0 55.38 10 4 28 0 InChI=1S/C22H26O6/c1-12-13(2)21(15-9-18(25-5)22-19(10-15)26-11-27-22)28-20(12)14-6-7-16(23-3)17(8-14)24-4/h6-10,12-13,20-21H,11H2,1-5H3/t12-,13+,20-,21+/m0/s1 YCVPIUIGBBJALE-WVGOSAFVSA-N COc1cc(ccc1OC)[C@H]1O[C@H]([C@@H]([C@@H]1C)C)c1cc(OC)c2c(c1)OCO2 NPC6369 Rel-Saurulignan D 6-[(2R,3S)-4-(5-hydroxy-2,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-benzodioxol-5-ol CHEMBL3104947 76310170 C21H26O6 374.17 -0.4177 3.11 3.855 0 2 77.38 13 3 27 0 InChI=1S/C21H26O6/c1-12(5-14-8-20-21(9-16(14)22)27-11-26-20)13(2)6-15-7-17(23)19(25-4)10-18(15)24-3/h7-10,12-13,22-23H,5-6,11H2,1-4H3/t12-,13+/m1/s1 IQTGLBVEPWUBII-OLZOCXBDSA-N COc1cc(OC)c(cc1C[C@@H]([C@@H](Cc1cc2OCOc2cc1O)C)C)O NPC177830 Rel-Saurulignan E 2-[(2S,3R)-4-(6-hydroxy-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-5-methoxycyclohexa-2,5-diene-1,4-dione CHEMBL3104948 73891061 C20H22O6 358.14 -0.3534 3 2.886 3 1 82.06 10 3 26 0 InChI=1S/C20H22O6/c1-11(4-13-6-17(23)18(24-3)8-15(13)21)12(2)5-14-7-19-20(9-16(14)22)26-10-25-19/h6-9,11-12,22H,4-5,10H2,1-3H3/t11-,12+/m0/s1 GCVRPBKVJNWDBK-NWDGAFQWSA-N C[C@H]([C@@H](Cc1cc2OCOc2cc1O)C)CC1=CC(=O)C(=CC1=O)OC NPC11332 Rel-Solamin (2S)-4-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL320753 11813755 C35H64O5 564.48 -7.8926 4.76 12.199 5 2 75.99 30 2 40 2 InChI=1S/C35H64O5/c1-3-4-5-6-7-8-12-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-10-9-11-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3/t29-,31+,32+,33+,34+/m0/s1 RBSBTRALZZSVBA-OTUMHNDOSA-N CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC284685 Rescinnamine methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL1668 5280954 C35H42N2O9 634.29 -0.5031 4.1 3.388 7 1 117.78 17 6 46 1 InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1 SZLZWPPUNLXJEA-QEGASFHISA-N COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC NPC88923 Reserpine methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL772 5770 C33H40N2O9 608.27 -0.8642 3.88 2.783 7 1 117.78 16 6 44 0 InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1 QEVHRUUCFGRFIF-MDEJGZGSSA-N COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)c1cc(OC)c(c(c1)OC)OC NPC93685 Resiniferatoxin CHEMBL448382 44564218 C37H40O9 628.27 0.9136 4.54 4.598 7 2 120.75 15 7 46 0 InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35+,36?,37-/m1/s1 DSDNAKHZNJAGHN-GGIHZKEUSA-N COc1cc(ccc1O)CC(=O)OCC1=C[C@H]2[C@H]3OC4(O[C@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)[C@@H](C[C@]3(O4)C(=C)C)C)Cc1ccccc1 NPC270094 Resorcinol benzene-1,3-diol CHEMBL24147 5054 C6H6O2 110.04 -0.9206 1.9 0.87 0 2 40.46 2 1 8 0 InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H GHMLBKRAJCXXBS-UHFFFAOYSA-N Oc1cccc(c1)O NPC161571 Resveratrol 5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol CHEMBL165 445154 C14H12O3 228.08 -0.9131 2.67 3.436 0 3 60.69 5 2 17 0 InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+ LUKBXSAWLPMMSZ-OWOJBTEDSA-N Oc1ccc(cc1)/C=C/c1cc(O)cc(c1)O NPC125579 Resveratrol (E)-Dehydrodimer 5-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]benzene-1,3-diol CHEMBL518935 10095474 C28H22O6 454.14 -2.1691 3.88 5.364 0 5 110.38 9 5 34 1 InChI=1S/C28H22O6/c29-20-6-4-18(5-7-20)28-27(19-12-23(32)15-24(33)13-19)25-11-16(3-8-26(25)34-28)1-2-17-9-21(30)14-22(31)10-17/h1-15,27-33H/b2-1+/t27-,28+/m0/s1 LILPTCHQLRKZNG-LPGNHZEISA-N Oc1cc(O)cc(c1)[C@H]1c2cc(/C=C/c3cc(O)cc(c3)O)ccc2O[C@@H]1c1ccc(cc1)O NPC59692 Resveratrol (E)-Dehydrodimer 11-O-Beta-D-Glucopyranoside (2S,3R,4S,5S,6R)-2-[3-[(2S,3S)-5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL503412 10746383 C34H32O11 616.19 -3.916 3.99 4.256 5 8 189.53 15 6 45 1 InChI=1S/C34H32O11/c35-16-28-30(40)31(41)32(42)34(45-28)43-25-13-20(12-24(39)15-25)29-26-11-17(1-2-18-9-22(37)14-23(38)10-18)3-8-27(26)44-33(29)19-4-6-21(36)7-5-19/h1-15,28-42H,16H2/b2-1+/t28-,29+,30-,31+,32-,33-,34-/m1/s1 ZJIBDVBTKQSZQZ-REZQOROLSA-N OC[C@H]1O[C@@H](Oc2cc(O)cc(c2)[C@@H]2[C@H](Oc3c2cc(/C=C/c2cc(O)cc(c2)O)cc3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC296920 Resveratrol 4'-Methyl Ether 5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene-1,3-diol CHEMBL291501 6255462 C15H14O3 242.09 -0.5046 2.78 3.955 0 2 49.69 6 2 18 0 InChI=1S/C15H14O3/c1-18-15-6-4-11(5-7-15)2-3-12-8-13(16)10-14(17)9-12/h2-10,16-17H,1H3/b3-2+ IHVRWFJGOIWMGC-NSCUHMNNSA-N COc1ccc(cc1)/C=C/c1cc(O)cc(c1)O NPC281986 Retinal (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal CHEMBL81379 638015 C20H28O 284.21 3.9345 3.55 6.335 1 0 17.07 10 1 21 1 InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ NCYCYZXNIZJOKI-OVSJKPMPSA-N O=C/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C NPC55412 Retinol (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol CHEMBL986 445354 C20H30O 286.23 3.7849 3.55 6.158 1 1 20.23 11 1 21 1 InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ FPIPGXGPPPQFEQ-OVSJKPMPSA-N OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C NPC226066 Retinyl Acetate [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate CHEMBL486193 638034 C22H32O2 328.24 4.164 3.66 6.898 2 0 26.3 13 1 24 1 InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+ QGNJRVVDBSJHIZ-QHLGVNSISA-N CC(=O)OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C NPC170583 Retrofractamide A (2E,4E,8E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide CHEMBL255152 11012859 C20H25NO3 327.18 1.7839 3.22 5.417 2 1 51.05 11 2 24 1 InChI=1S/C20H25NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6-13,16H,3,5,14-15H2,1-2H3,(H,21,22)/b6-4+,9-7+,10-8+ BPSWISYORIWKCT-FCGWLDPVSA-N CC(CN=C(/C=C/C=C/CC/C=C/c1ccc2c(c1)OCO2)O)C NPC71105 Retrofractamide B (2E,4E,10E)-11-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4,10-trienamide CHEMBL257943 5372162 C22H29NO3 355.21 1.2079 3.44 6.555 2 1 51.05 13 2 26 1 InChI=1S/C22H29NO3/c1-18(2)16-23-22(24)12-10-8-6-4-3-5-7-9-11-19-13-14-20-21(15-19)26-17-25-20/h6,8-15,18H,3-5,7,16-17H2,1-2H3,(H,23,24)/b8-6+,11-9+,12-10+ RPOYGOULCHMVBB-ADDDGJNWSA-N CC(CN=C(/C=C/C=C/CCCC/C=C/c1ccc2c(c1)OCO2)O)C NPC236769 Retusin 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one CHEMBL77966 5352005 C19H18O7 358.11 -1.5112 2.78 2.401 2 1 83.45 10 3 26 0 InChI=1S/C19H18O7/c1-22-11-8-12(20)16-15(9-11)26-18(19(25-4)17(16)21)10-5-6-13(23-2)14(7-10)24-3/h5-9,20H,1-4H3 HHGPYJLEJGNWJA-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)OC)OC NPC87125 Rhamnetin 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one CHEMBL312163 5281691 C16H12O7 316.06 -2.3927 2.45 1.9 2 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3 JGUZGNYPMHHYRK-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O NPC474565 Rhapontigenin 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]benzene-1,3-diol CHEMBL473518 44563762 C16H16O4 272.1 -0.5564 2.78 3.3 0 2 58.92 8 2 20 0 InChI=1S/C16H16O4/c1-19-15-6-5-11(9-16(15)20-2)3-4-12-7-13(17)10-14(18)8-12/h3-10,17-18H,1-2H3/b4-3+ WHKSEHKYYXHCTA-ONEGZZNKSA-N COc1cc(/C=C/c2cc(O)cc(c2)O)ccc1OC NPC98777 Rhapontin (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL109266 637213 C21H24O9 420.14 -2.7118 2.78 1.673 5 6 149.07 13 3 30 1 InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1 GKAJCVFOJGXVIA-DXKBKAGUSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)OC)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC288089 Rhein 4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid CHEMBL418068 10168 C15H8O6 284.03 -1.688 2.45 0.541 4 3 111.9 4 3 21 0 InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21) FCDLCPWAQCPTKC-UHFFFAOYSA-N Oc1cc(cc2c1C(=O)c1c(C2=O)cccc1O)C(=O)O NPC133003 Rhetsinine 2-[2-(methylamino)benzoyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one CHEMBL508030 99652 C19H17N3O2 319.13 -1.2296 3 4.256 5 2 65.2 4 4 24 0 InChI=1S/C19H17N3O2/c1-20-15-8-4-3-7-14(15)18(23)22-11-10-13-12-6-2-5-9-16(12)21-17(13)19(22)24/h2-9,20-21H,10-11H2,1H3 RAEOYMOPVHBBKE-UHFFFAOYSA-N CNc1ccccc1C(=O)N1CCc2c(C1=O)[nH]c1c2cccc1 NPC295082 Rhodiolinin (2R,3R)-6,8-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-(4-hydroxyphenyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one CHEMBL594871 14778358 C25H20O10 480.11 -3.2504 3.11 2.013 3 5 155.14 10 5 35 0 InChI=1S/C25H20O10/c1-32-16-8-12(4-7-14(16)28)22-18(10-26)34-24-17(33-22)9-15(29)19-20(30)21(31)23(35-25(19)24)11-2-5-13(27)6-3-11/h2-9,18,22,26-29,31H,10H2,1H3/t18-,22-/m1/s1 POVCYOFRCMBMKD-XMSQKQJNSA-N OC[C@H]1Oc2c(O[C@@H]1c1ccc(c(c1)OC)O)cc(c1c2oc(c2ccc(cc2)O)c(c1=O)O)O NPC476405 Rhodionin 3,5,8-trihydroxy-2-(4-hydroxyphenyl)-7-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one CHEMBL596258 46226584 C21H20O11 448.1 -4.0481 2.56 0.547 6 7 186.37 11 4 32 1 InChI=1S/C21H20O11/c1-7-13(24)16(27)18(29)21(30-7)31-11-6-10(23)12-15(26)17(28)19(32-20(12)14(11)25)8-2-4-9(22)5-3-8/h2-7,13,16,18,21-25,27-29H,1H3/t7-,13-,16+,18+,21?/m0/s1 CIAXXTSXVCLEJK-GPRRHACJSA-N O[C@H]1C(O[C@H]([C@@H]([C@H]1O)O)C)Oc1cc(O)c2c(c1O)oc(c(c2=O)O)c1ccc(cc1)O NPC169733 Rhodiosin 7-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL596218 46226585 C27H30O16 610.15 -5.795 2.67 -1.419 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c1-8-15(31)25(43-26-21(37)19(35)16(32)13(7-28)41-26)22(38)27(39-8)40-12-6-11(30)14-18(34)20(36)23(42-24(14)17(12)33)9-2-4-10(29)5-3-9/h2-6,8,13,15-16,19,21-22,25-33,35-38H,7H2,1H3/t8-,13-,15-,16-,19+,21-,22+,25+,26+,27-/m0/s1 WXBBQBYCUTXTJQ-FUIZFARNSA-N OC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O[C@H]([C@@H]2O)C)Oc2cc(O)c3c(c2O)oc(c(c3=O)O)c2ccc(cc2)O)[C@H]([C@@H]([C@H]1O)O)O NPC127689 Rhododendric Acid A (1R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL2086414 70684863 C30H46O4 470.34 0.5784 4.32 7.33 4 3 77.76 10 5 34 1 InChI=1S/C30H46O4/c1-18-9-14-30(25(33)34)16-15-28(5)20(24(30)19(18)2)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h7,19,21-24,31-32H,1,8-17H2,2-6H3,(H,33,34)/t19-,21+,22+,23-,24-,26-,27-,28+,29+,30-/m0/s1 VYCXQYVHRGJDEW-RXIXQDTDSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)C(=C)CC1)C(=O)O)C)C NPC63210 Rhynchophylline methyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate CHEMBL519266 5281408 C22H28N2O4 384.2 -0.8207 3.22 3.395 6 1 71.36 9 4 28 0 InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1 DAXYUDFNWXHGBE-KAXDATADSA-N CO/C=C(\[C@H]1C[C@@H]2N(C[C@@H]1CC)CC[C@@]12C(=Nc2c1cccc2)O)/C(=O)OC NPC94167 Riboflavin 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione CHEMBL1534 493570 C17H20N4O6 376.14 -2.2465 2.23 0.067 10 5 158.54 12 3 27 0 InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1 AUNGANRZJHBGPY-SCRDCRAPSA-N OC[C@H]([C@H]([C@H](Cn1c2cc(C)c(cc2nc2c1nc(=O)nc2O)C)O)O)O NPC239737 Riboprine (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolane-3,4-diol CHEMBL452867 24405 C15H21N5O4 335.16 -0.3818 2.12 -0.218 9 4 125.55 10 3 24 0 InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1 USVMJSALORZVDV-SDBHATRESA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCC=C(C)C NPC73656 Riccardi C CHEMBL411317 10070992 C28H24O4 424.17 -1.2854 4.1 7.589 0 3 69.92 3 4 32 1 InChI=1S/C28H24O4/c29-22-9-13-24-21(17-22)8-3-18-4-10-23(11-5-18)32-28-16-20(7-14-26(28)30)2-1-19-6-12-25(24)27(31)15-19/h4-7,9-17,29-31H,1-3,8H2 JMKSVONWZFVEAI-UHFFFAOYSA-N Oc1ccc2c(c1)CCc1ccc(cc1)Oc1cc(CCc3ccc2c(O)c3)ccc1O NPC78625 Ricinine 4-methoxy-1-methyl-2-oxopyridine-3-carbonitrile CHEMBL1329957 10666 C8H8N2O2 164.06 -0.7774 1.9 -0.09 4 0 53.33 3 1 12 0 InChI=1S/C8H8N2O2/c1-10-4-3-7(12-2)6(5-9)8(10)11/h3-4H,1-2H3 PETSAYFQSGAEQY-UHFFFAOYSA-N N#Cc1c(OC)ccn(c1=O)C NPC265605 R-Nicotine 3-[(2R)-1-methylpyrrolidin-2-yl]pyridine CHEMBL9732 157672 C10H14N2 162.12 -0.4993 2.34 1.485 2 0 16.13 2 2 12 0 InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m1/s1 SNICXCGAKADSCV-SNVBAGLBSA-N CN1CCC[C@@H]1c1cccnc1 NPC74881 Robinetin 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL170405 5281692 C15H10O7 302.04 -2.8012 2.34 1.81 2 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H SOEDEYVDCDYMMH-UHFFFAOYSA-N Oc1ccc2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O NPC111112 Robustaflavone 6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL63677 5281694 C30H18O10 538.09 -3.769 3.66 2.302 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)23-11-22(37)29-26(39-23)12-20(35)27(30(29)38)17-7-14(3-6-18(17)33)24-10-21(36)28-19(34)8-16(32)9-25(28)40-24/h1-12,31-35,38H BORWSEZUWHQTOK-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O)O NPC205372 Robustine 4-methoxyfuro[2,3-b]quinolin-8-ol CHEMBL402862 164950 C12H9NO3 215.06 -0.6662 2.34 1.549 1 1 55.49 3 3 16 0 InChI=1S/C12H9NO3/c1-15-11-7-3-2-4-9(14)10(7)13-12-8(11)5-6-16-12/h2-6,14H,1H3 VGVNNMLKTSWBAR-UHFFFAOYSA-N COc1c2cccc(c2nc2c1cco2)O NPC206061 Rocaglamide (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide CHEMBL438139 331783 C29H31NO7 505.21 -2.5561 3.77 5.007 4 2 97.69 14 5 37 1 InChI=1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1 DAPAQENNNINUPW-IDAMAFBJSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N(C)C)O)c(OC)cc(c3)OC NPC184607 Rocaglaol (1R,3S,3aR,8bS)-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1,8b-diol CHEMBL468454 393602 C26H26O6 434.17 -1.629 3.66 5.594 2 2 77.38 10 5 32 1 InChI=1S/C26H26O6/c1-29-18-11-9-17(10-12-18)26-20(16-7-5-4-6-8-16)15-23(27)25(26,28)24-21(31-3)13-19(30-2)14-22(24)32-26/h4-14,20,23,27-28H,15H2,1-3H3/t20-,23+,25+,26-/m0/s1 RRVZOJQBRVGMMK-HCBGRYSISA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H](C[C@H]1c1ccccc1)O)c(OC)cc(c3)OC NPC310399 Rocagloic Acid (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylic acid CHEMBL518601 10322821 C27H26O8 478.16 -2.3657 3.55 5.075 4 3 114.68 12 5 35 1 InChI=1S/C27H26O8/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(29)30)24(28)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,28,31H,1-3H3,(H,29,30)/t21-,22-,24-,26+,27+/m1/s1 HLORMQRMDNZHJH-PXIJUOARSA-N COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)O)O)c(OC)cc(c3)OC NPC306902 Roemerine CHEMBL36654 235224 C18H17NO2 279.13 0.092 3.11 3.896 1 0 21.7 1 5 21 0 InChI=1S/C18H17NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,9,14H,6-8,10H2,1H3 JCTYWRARKVGOBK-UHFFFAOYSA-N CN1CCc2c3C1Cc1ccccc1c3c1c(c2)OCO1 NPC21046 Rosmadial (1'S,3R)-7-hydroxy-2',2'-dimethyl-2-oxo-6-propan-2-ylspiro[1-benzofuran-3,6'-cyclohexane]-1',4-dicarbaldehyde CHEMBL494864 15801061 C20H24O5 344.16 -0.1268 3.11 3.989 3 1 80.67 8 3 25 0 InChI=1S/C20H24O5/c1-11(2)13-8-12(9-21)15-17(16(13)23)25-18(24)20(15)7-5-6-19(3,4)14(20)10-22/h8-11,14,23H,5-7H2,1-4H3/t14-,20+/m0/s1 JBWRHBJFAVSAMJ-VBKZILBWSA-N O=C[C@H]1C(C)(C)CCC[C@]21C(=O)Oc1c2c(C=O)cc(c1O)C(C)C NPC126707 Rosmanol CHEMBL507166 13966122 C20H26O5 346.18 -0.7496 3.11 3.31 3 3 86.99 8 4 25 0 InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16+,17-,20-/m0/s1 LCAZOMIGFDQMNC-FORWCCJISA-N O=C1O[C@H]2[C@@H]3[C@]1(CCCC3(C)C)c1c([C@@H]2O)cc(c(c1O)O)C(C)C NPC286880 Rosmaquinone CHEMBL1079895 23243691 C20H24O5 344.16 -0.0078 3.11 2.556 5 1 80.67 6 4 25 0 InChI=1S/C20H24O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,22H,5-7H2,1-4H3/t14-,16+,17-,20-/m0/s1 IQNNDXVLTVLXLJ-FORWCCJISA-N O[C@H]1C2=C(C(=O)C(=O)C(=C2)C(C)C)[C@@]23[C@@H]([C@@H]1OC2=O)C(C)(C)CCC3 NPC133422 Rosmaquinone B CHEMBL1082065 46883407 C21H26O5 358.18 0.4007 3.22 3.075 5 0 69.67 7 4 26 0 InChI=1S/C21H26O5/c1-10(2)11-9-12-13(15(23)14(11)22)21-8-6-7-20(3,4)18(21)17(16(12)25-5)26-19(21)24/h9-10,16-18H,6-8H2,1-5H3/t16-,17+,18-,21-/m0/s1 CEYZNONDZLXUNG-NYUBLWNDSA-N CO[C@H]1C2=C(C(=O)C(=O)C(=C2)C(C)C)[C@@]23[C@@H]([C@@H]1OC2=O)C(C)(C)CCC3 NPC61 Rosmarinic Acid (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid CHEMBL324842 5281792 C18H16O8 360.08 -1.9057 2.56 2.083 4 5 144.52 12 2 26 0 InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1 DOUMFZQKYFQNTF-WUTVXBCWSA-N O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O NPC252679 Rosthorin A CHEMBL399104 44445757 C20H28O6 364.19 -2.1677 3 0.459 6 4 107.22 6 3 26 0 InChI=1S/C20H28O6/c1-9-10-7-11(21)12-18-6-4-5-17(2,3)13(18)16(24)20(25,26-8-18)19(12,14(9)22)15(10)23/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20-/m0/s1 AOUAZUQTHDBROH-BAFGBBEMSA-N C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)C)O NPC152477 Rotenolone CHEMBL240545 68184 C23H22O7 410.14 -0.4478 3.22 1.558 2 1 83.45 7 5 30 0 InChI=1S/C23H22O7/c1-11(2)16-7-13-15(29-16)6-5-12-21(13)30-20-10-28-17-9-19(27-4)18(26-3)8-14(17)23(20,25)22(12)24/h5-6,8-9,16,20,25H,1,7,10H2,2-4H3/t16-,20-,23-/m1/s1 JFVKWCYZKMUTLH-AYPBNUJASA-N COc1cc2c(cc1OC)OC[C@@H]1[C@@]2(O)C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C NPC298093 Rotenone CHEMBL429023 6758 C23H22O6 394.14 0.1527 3.33 2.076 1 0 63.22 6 5 29 0 InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1 JUVIOZPCNVVQFO-HBGVWJBISA-N COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C NPC257236 Rottlerin (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one CHEMBL34241 5281847 C30H28O8 516.18 -0.4521 3.88 5.124 2 5 144.52 15 4 38 1 InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+ DEZFNHCVIZBHBI-ZHACJKMWSA-N O=C(c1c(O)c(Cc2c(O)c(C)c(c(c2O)C(=O)C)O)c(c2c1OC(C)(C)C=C2)O)/C=C/c1ccccc1 NPC114159 Rotundic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1271052 12315075 C30H48O5 488.35 -0.046 4.21 6.075 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-18-9-14-30(24(33)34)16-15-27(4)19(23(30)29(18,6)35)7-8-21-25(2)12-11-22(32)26(3,17-31)20(25)10-13-28(21,27)5/h7,18,20-23,31-32,35H,8-17H2,1-6H3,(H,33,34)/t18-,20-,21-,22+,23-,25+,26+,27-,28-,29-,30+/m1/s1 YLHQFGOOMKJFLP-LTFXOGOQSA-N OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@@H](CC1)C)C(=O)O)C)C NPC279621 Rotundin CHEMBL2380780 73354911 C22H28O8 420.18 1.0886 3 1.422 8 1 111.66 11 3 30 0 InChI=1S/C22H28O8/c1-6-11(2)20(25)29-17-9-22(10-27-14(5)23)18(30-22)8-15(24)12(3)7-16-19(17)13(4)21(26)28-16/h6-7,15-19,24H,4,8-10H2,1-3,5H3/b11-6-,12-7-/t15-,16+,17+,18+,19-,22-/m0/s1 UELPQYXGRIZTHA-XSEBJXQCSA-N C/C=C(\C(=O)O[C@@H]1C[C@@]2(COC(=O)C)O[C@@H]2C[C@@H](/C(=C\[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/C NPC6818 Rotungenic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL493908 12315077 C30H48O5 488.35 -0.046 4.21 6.075 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-18-9-14-30(24(33)34)16-15-27(4)19(23(30)29(18,6)35)7-8-21-25(2)12-11-22(32)26(3,17-31)20(25)10-13-28(21,27)5/h7,18,20-23,31-32,35H,8-17H2,1-6H3,(H,33,34)/t18-,20-,21-,22+,23-,25+,26-,27-,28-,29-,30+/m1/s1 YLHQFGOOMKJFLP-VNUPIYKRSA-N OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@@H](CC1)C)C(=O)O)C)C NPC92080 Royleanone CHEMBL1813341 NA C20H28O3 316.2 1.0413 3.33 5.555 3 1 54.37 7 3 23 1 InChI=1S/C20H28O3/c1-11(2)14-16(21)12-7-8-13-19(3,4)9-6-10-20(13,5)15(12)18(23)17(14)22/h11,13,22H,6-10H2,1-5H3/t13-,20-/m0/s1 KZAPVZIQILABNM-RBZFPXEDSA-N O=C1C(=C(C(C)C)C(=O)C2=C1[C@@]1(C)CCCC([C@@H]1CC2)(C)C)O NPC53206 Rubiadin 1,3-dihydroxy-2-methylanthracene-9,10-dione CHEMBL251251 124062 C15H10O4 254.06 -0.8062 2.67 1.838 2 2 74.6 3 3 19 0 InChI=1S/C15H10O4/c1-7-11(16)6-10-12(13(7)17)15(19)9-5-3-2-4-8(9)14(10)18/h2-6,16-17H,1H3 IRZTUXPRIUZXMP-UHFFFAOYSA-N O=C1c2ccccc2C(=O)c2c1c(O)c(c(c2)O)C NPC253115 Rubiarbonol G [(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-6,9-dihydroxy-3a-(hydroxymethyl)-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-1-yl] acetate CHEMBL1835960 56658413 C32H52O5 516.38 0.909 4.43 6.253 5 3 86.99 15 5 37 1 InChI=1S/C32H52O5/c1-18(2)21-15-23(37-19(3)34)27-31(8)12-9-20-26(30(31,7)13-14-32(21,27)17-33)22(35)16-24-28(4,5)25(36)10-11-29(20,24)6/h9,18,21-27,33,35-36H,10-17H2,1-8H3/t21-,22-,23+,24-,25-,26-,27+,29+,30-,31+,32+/m0/s1 IPFJEJXCPFOYQR-CRBXCGNKSA-N OC[C@]12CC[C@@]3([C@]([C@H]2[C@@H](C[C@H]1C(C)C)OC(=O)C)(C)CC=C1[C@H]3[C@@H](O)C[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C NPC174122 Rubiyunnanin C CHEMBL1288982 50915211 C43H52N6O11 828.37 -3.4033 4.32 3.265 14 4 223.69 18 4 60 1 InChI=1S/C43H52N6O11/c1-24-38(52)46-31(17-19-37(51)59-7)42(56)47(3)32(20-26-8-13-29(58-6)14-9-26)40(54)45-25(2)41(55)49(5)34-21-27-10-15-30(16-11-27)60-36-23-28(12-18-35(36)50)22-33(39(53)44-24)48(4)43(34)57/h8-16,18,23-25,31-34,50H,17,19-22H2,1-7H3,(H,44,53)(H,45,54)(H,46,52)/t24-,25+,31+,32+,33+,34+/m1/s1 LGZQUONMJBBEDW-DETZFJOKSA-N COC(=O)CC[C@@H]1N=C(O)[C@@H](C)N=C(O)[C@@H]2Cc3ccc(c(c3)Oc3ccc(C[C@@H](C(=O)N2C)N(C(=O)[C@@H](N=C([C@@H](N(C1=O)C)Cc1ccc(cc1)OC)O)C)C)cc3)O NPC234069 Rubiyunnanin D CHEMBL1288983 52944620 C41H48N6O11 800.34 -4.0628 4.1 2.425 14 6 245.69 16 4 58 2 InChI=1S/C41H48N6O11/c1-22-36(52)44-29(15-17-35(50)51)40(56)45(3)30(18-24-6-11-27(48)12-7-24)38(54)43-23(2)39(55)47(5)32-19-25-8-13-28(14-9-25)58-34-21-26(10-16-33(34)49)20-31(37(53)42-22)46(4)41(32)57/h6-14,16,21-23,29-32,48-49H,15,17-20H2,1-5H3,(H,42,53)(H,43,54)(H,44,52)(H,50,51)/t22-,23+,29+,30+,31+,32+/m1/s1 ATLDLNZCKIPECG-XMPIZRASSA-N OC(=O)CC[C@@H]1N=C(O)[C@@H](C)N=C(O)[C@@H]2Cc3ccc(c(c3)Oc3ccc(C[C@@H](C(=O)N2C)N(C(=O)[C@@H](N=C([C@@H](N(C1=O)C)Cc1ccc(cc1)O)O)C)C)cc3)O NPC64140 Rubiyunnanin E CHEMBL1288984 52944621 C42H50N6O12 830.35 -4.1146 4.1 1.981 14 6 254.92 18 4 60 2 InChI=1S/C42H50N6O12/c1-22-37(53)45-28(13-16-36(51)52)41(57)46(3)29(18-25-10-15-34(59-6)33(50)20-25)39(55)44-23(2)40(56)48(5)31-17-24-7-11-27(12-8-24)60-35-21-26(9-14-32(35)49)19-30(38(54)43-22)47(4)42(31)58/h7-12,14-15,20-23,28-31,49-50H,13,16-19H2,1-6H3,(H,43,54)(H,44,55)(H,45,53)(H,51,52)/t22-,23+,28+,29+,30+,31+/m1/s1 TYSYMXAEZUPUSF-CDKRWXGESA-N COc1ccc(cc1O)C[C@H]1C(=N[C@@H](C)C(=O)N(C)[C@H]2Cc3ccc(cc3)Oc3cc(C[C@H](N(C2=O)C)C(=N[C@@H](C(=N[C@H](C(=O)N1C)CCC(=O)O)O)C)O)ccc3O)O NPC242728 Rubiyunnanin F CHEMBL1288985 52948965 C48H61N7O15 975.42 -5.243 4.32 2.242 19 9 320.62 23 5 70 2 InChI=1S/C48H61N7O15/c1-24-42(61)52-31(16-18-38(49)57)46(65)53(3)32(19-26-7-12-29(67-6)13-8-26)44(63)51-25(2)45(64)55(5)34-20-27-9-14-30(15-10-27)68-36-22-28(21-33(43(62)50-24)54(4)47(34)66)11-17-35(36)69-48-41(60)40(59)39(58)37(23-56)70-48/h7-15,17,22,24-25,31-34,37,39-41,48,56,58-60H,16,18-21,23H2,1-6H3,(H2,49,57)(H,50,62)(H,51,63)(H,52,61)/t24-,25+,31+,32+,33+,34+,37-,39-,40+,41-,48-/m1/s1 YPYSDFAVFSDUFJ-VUYAFSJYSA-N OC[C@H]1O[C@@H](Oc2ccc3cc2Oc2ccc(cc2)C[C@H]2C(=O)N([C@@H](C3)C(=N[C@H](C)C(=N[C@@H](CCC(=N)O)C(=O)N(C)[C@H](C(=N[C@H](C(=O)N2C)C)O)Cc2ccc(cc2)OC)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC50548 Rubiyunnanin G CHEMBL1288986 52944622 C45H56N6O14 904.39 -5.2654 4.21 1.842 17 8 287.54 19 5 65 2 InChI=1S/C45H56N6O14/c1-22-39(57)47-23(2)42(60)49(4)30(17-25-7-12-28(53)13-8-25)41(59)48-24(3)43(61)51(6)32-18-26-9-14-29(15-10-26)63-34-20-27(19-31(40(58)46-22)50(5)44(32)62)11-16-33(34)64-45-38(56)37(55)36(54)35(21-52)65-45/h7-16,20,22-24,30-32,35-38,45,52-56H,17-19,21H2,1-6H3,(H,46,58)(H,47,57)(H,48,59)/t22-,23+,24+,30+,31+,32+,35-,36-,37+,38-,45-/m1/s1 UFHFLPHMMOIPGN-XIVIBABCSA-N OC[C@H]1O[C@@H](Oc2ccc3cc2Oc2ccc(cc2)C[C@H]2C(=O)N([C@@H](C3)C(=N[C@H](C)C(=N[C@@H](C)C(=O)N(C)[C@H](C(=N[C@H](C(=O)N2C)C)O)Cc2ccc(cc2)O)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC144314 Rubiyunnanin H CHEMBL1288987 52942230 C46H58N6O15 934.4 -5.43 4.21 1.331 18 8 296.77 21 5 67 2 InChI=1S/C46H58N6O15/c1-22-40(58)48-23(2)43(61)50(4)30(18-25-8-13-28(64-7)14-9-25)41(59)49-24(3)44(62)51(5)31-19-26-10-15-29(16-11-26)65-33-20-27(36(54)35(42(60)47-22)52(6)45(31)63)12-17-32(33)66-46-39(57)38(56)37(55)34(21-53)67-46/h8-17,20,22-24,30-31,34-39,46,53-57H,18-19,21H2,1-7H3,(H,47,60)(H,48,58)(H,49,59)/t22-,23+,24+,30+,31+,34-,35+,36+,37-,38+,39-,46-/m1/s1 ZDSCVBHZIXKZSG-DMUSRQITSA-N OC[C@H]1O[C@@H](Oc2ccc3cc2Oc2ccc(cc2)C[C@H]2C(=O)N([C@@H]([C@H]3O)C(=N[C@H](C)C(=N[C@@H](C)C(=O)N(C)[C@H](C(=N[C@H](C(=O)N2C)C)O)Cc2ccc(cc2)OC)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC20853 Rubiyunnanol A (1R,3S,3aS,5aR,7aR,9S,11aS,13aR,13bS)-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-1,2,3,4,5,7,7a,9,10,11,13,13b-dodecahydrocyclopenta[a]chrysene-1,9-diol CHEMBL1835872 56599863 C30H48O2 440.37 2.3412 4.54 8.623 2 2 40.46 11 5 32 1 InChI=1S/C30H48O2/c1-18(2)21-17-22(31)25-28(21,6)15-16-29(7)20-9-10-23-26(3,4)24(32)12-13-27(23,5)19(20)11-14-30(25,29)8/h9,11,18,21-25,31-32H,10,12-17H2,1-8H3/t21-,22+,23-,24-,25-,27+,28-,29-,30+/m0/s1 VGCPCEYHYXKGCA-ZMTMDZEFSA-N O[C@@H]1C[C@H]([C@]2([C@H]1[C@@]1(C)CC=C3C(=CC[C@@H]4[C@]3(C)CC[C@@H](C4(C)C)O)[C@@]1(CC2)C)C)C(C)C NPC248886 Rubiyunnanol B (3S,3aS,5aS,5bS,6S,7aR,9S,11aS,13aS)-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-2,3,4,5,5b,6,7,7a,9,10,11,13-dodecahydrocyclopenta[a]chrysene-6,9-diol CHEMBL1835873 56599864 C30H48O2 440.37 2.3412 4.54 7.9 2 2 40.46 11 5 32 1 InChI=1S/C30H48O2/c1-18(2)19-9-10-22-28(19,6)15-16-30(8)25-20(11-14-29(22,30)7)27(5)13-12-24(32)26(3,4)23(27)17-21(25)31/h10-11,18-19,21,23-25,31-32H,9,12-17H2,1-8H3/t19-,21-,23-,24-,25-,27+,28-,29+,30-/m0/s1 DZVKARMRCYPKBK-CUOZZFPSSA-N O[C@H]1C[C@@H]2[C@](C3=CC[C@]4([C@@]([C@H]13)(C)CC[C@@]1(C4=CC[C@H]1C(C)C)C)C)(C)CC[C@@H](C2(C)C)O NPC300727 Rubraxanthone 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-2-methoxyxanthen-9-one CHEMBL458846 9953366 C24H26O6 410.17 1.259 3.44 3.462 1 3 96.22 13 3 30 0 InChI=1S/C24H26O6/c1-13(2)6-5-7-14(3)8-9-16-21-20(12-18(27)24(16)29-4)30-19-11-15(25)10-17(26)22(19)23(21)28/h6,8,10-12,25-27H,5,7,9H2,1-4H3/b14-8+ JLTSTSRANGPLOQ-RIYZIHGNSA-N COc1c(O)cc2c(c1C/C=C(/CCC=C(C)C)\C)c(=O)c1c(o2)cc(cc1O)O NPC213052 Rubrofusarin-6-O-Gentiobioside 5-hydroxy-8-methoxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzo[g]chromen-4-one CHEMBL3634699 503733 C27H32O15 596.17 -4.5303 2.78 -1.64 11 8 234.29 17 5 42 2 InChI=1S/C27H32O15/c1-9-3-12(29)18-13(39-9)5-10-4-11(37-2)6-14(17(10)21(18)32)40-27-25(36)23(34)20(31)16(42-27)8-38-26-24(35)22(33)19(30)15(7-28)41-26/h3-6,15-16,19-20,22-28,30-36H,7-8H2,1-2H3/t15-,16-,19-,20-,22+,23+,24-,25-,26-,27-/m1/s1 JIBJMBHKGBDCPN-IJTBWITGSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3c(O)c3c(c4)oc(cc3=O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC218510 Rubschisantherin CHEMBL2386335 73353444 C25H30O8 458.19 -0.0535 3.33 3.349 2 0 81.68 13 4 33 0 InChI=1S/C25H30O8/c1-12-8-15-9-18-23(32-11-31-18)24(29-6)19(15)20-16(21(13(12)2)33-14(3)26)10-17(27-4)22(28-5)25(20)30-7/h9-10,12-13,21H,8,11H2,1-7H3/t12-,13-,21+/m0/s1 GRHNKVUUWRVFMM-OYMPBJRDSA-N COc1cc2[C@H](OC(=O)C)[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC215484 Rugosachromenone A methyl (5R,6S)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-6H-pyrano[2,3-b]oxepine-5-carboxylate CHEMBL2431350 72701620 C17H14O8 346.07 -2.1344 2.45 1.399 7 3 122.52 7 3 25 0 InChI=1S/C17H14O8/c1-23-16(21)17(22)13(20)6-7-24-15-14(17)11(19)8-12(25-15)9-2-4-10(18)5-3-9/h2-8,13,18,20,22H,1H3/t13-,17-/m0/s1 WEMFCNJAKPAGGS-GUYCJALGSA-N COC(=O)[C@]1(O)[C@@H](O)C=COc2c1c(=O)cc(o2)c1ccc(cc1)O NPC295036 Rugosaflavonoid A methyl 7-hydroxy-2-(4-methoxyphenyl)-4-oxochromene-5-carboxylate CHEMBL2431344 72702311 C18H14O6 326.08 -1.0045 2.78 2.607 3 1 82.06 7 3 24 0 InChI=1S/C18H14O6/c1-22-12-5-3-10(4-6-12)15-9-14(20)17-13(18(21)23-2)7-11(19)8-16(17)24-15/h3-9,19H,1-2H3 YPTKEBZXWPOZOJ-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2C(=O)OC)O NPC258331 Rugosaflavonoid B 8-acetyl-2-(3,4-dihydroxyphenyl)-6,7-dimethoxychromen-4-one CHEMBL2429883 72701894 C19H16O7 356.09 -1.7817 2.78 1.573 2 2 102.29 9 3 26 0 InChI=1S/C19H16O7/c1-9(20)17-18-11(7-16(24-2)19(17)25-3)13(22)8-15(26-18)10-4-5-12(21)14(23)6-10/h4-8,21,23H,1-3H3 NZKPEOCLCJZICW-UHFFFAOYSA-N COc1c(OC)cc2c(c1C(=O)C)oc(cc2=O)c1ccc(c(c1)O)O NPC129264 Rugosaflavonoid C [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate CHEMBL2431345 15409015 C28H24O13 568.12 -4.5229 3.11 1.641 8 7 212.67 14 5 41 1 InChI=1S/C28H24O13/c29-14-5-1-12(2-6-14)25-26(22(34)20-17(32)9-16(31)10-18(20)39-25)41-28-24(36)23(35)21(33)19(40-28)11-38-27(37)13-3-7-15(30)8-4-13/h1-10,19,21,23-24,28-33,35-36H,11H2/t19-,21-,23+,24-,28+/m1/s1 NCBKJJUGNHXLCL-WTKNUQOISA-N Oc1ccc(cc1)C(=O)OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC177818 Ruscogenin CHEMBL1169820 441893 C27H42O4 430.31 -0.296 3.99 4.378 4 2 58.92 6 6 31 0 InChI=1S/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)13-21-19-6-5-17-11-18(28)12-23(29)26(17,4)20(19)8-9-25(21,24)3/h5,15-16,18-24,28-29H,6-14H2,1-4H3/t15-,16+,18-,19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 QMQIQBOGXYYATH-IDABPMKMSA-N C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2)(C)[C@H](O)C[C@@H](C3)O)C NPC198160 Rutacridone (2R)-5-hydroxy-11-methyl-2-prop-1-en-2-yl-1,2-dihydrofuro[2,3-c]acridin-6-one CHEMBL563582 11623705 C19H17NO3 307.12 0.4032 3.11 2.756 2 1 49.77 4 4 23 0 InChI=1S/C19H17NO3/c1-10(2)15-8-12-16(23-15)9-14(21)17-18(12)20(3)13-7-5-4-6-11(13)19(17)22/h4-7,9,15,21H,1,8H2,2-3H3/t15-/m1/s1 FHAGACMCMQYSNX-OAHLLOKOSA-N CC(=C)[C@@H]1Oc2c(C1)c1c(c(c2)O)c(=O)c2c(n1C)cccc2 NPC21429 Rutaecarpine CHEMBL85139 65752 C18H13N3O 287.11 -0.7533 3 3.951 4 1 48.46 0 5 22 0 InChI=1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2 ACVGWSKVRYFWRP-UHFFFAOYSA-N O=c1c2ccccc2nc2n1CCc1c2[nH]c2c1cccc2 NPC117986 Rutaevin CHEMBL402437 441805 C26H30O9 486.19 -1.513 3.33 1.424 9 1 120.89 6 7 35 0 InChI=1S/C26H30O9/c1-22(2)17-16(28)18(29)24(4)13(25(17)11-32-15(27)9-14(25)34-22)5-7-23(3)19(12-6-8-31-10-12)33-21(30)20-26(23,24)35-20/h6,8,10,13-14,17-20,29H,5,7,9,11H2,1-4H3/t13-,14-,17-,18-,19-,20+,23-,24-,25-,26+/m0/s1 YZMKFMIZNSOPSN-XGTMLCIVSA-N O=C1OC[C@]23[C@H](C1)OC([C@@H]2C(=O)[C@@H]([C@@]1([C@@H]3CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1cocc1)C)C)O)(C)C NPC176740 Rutin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL226335 5280805 C27H30O16 610.15 -6.139 2.67 -1.188 11 10 265.52 17 5 43 2 InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 IKGXIBQEEMLURG-NVPNHPEKSA-N Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O NPC28951 S-4'-Hydroxy-4-Methoxydalbergione 2-[(1S)-1-(4-hydroxyphenyl)prop-2-enyl]-5-methoxycyclohexa-2,5-diene-1,4-dione CHEMBL255296 44257558 C16H14O4 270.09 -0.2539 2.78 2.363 3 1 63.6 6 2 20 0 InChI=1S/C16H14O4/c1-3-12(10-4-6-11(17)7-5-10)13-8-15(19)16(20-2)9-14(13)18/h3-9,12,17H,1H2,2H3/t12-/m0/s1 DLCVFIMWFKVRTM-LBPRGKRZSA-N COC1=CC(=O)C(=CC1=O)[C@H](c1ccc(cc1)O)C=C NPC110420 S-4-Methoxydalbergione 2-methoxy-5-[(1S)-1-phenylprop-2-enyl]cyclohexa-2,5-diene-1,4-dione CHEMBL255297 10400054 C16H14O3 254.09 0.2064 2.89 4.381 3 0 43.37 5 2 19 0 InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3/t12-/m0/s1 RGSUZUQISVAJJF-LBPRGKRZSA-N COC1=CC(=O)C(=CC1=O)[C@H](c1ccccc1)C=C NPC31279 Safrole 5-prop-2-enyl-1,3-benzodioxole CHEMBL242273 5144 C10H10O2 162.07 0.726 2.34 2.93 0 0 18.46 2 2 12 0 InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2 ZMQAAUBTXCXRIC-UHFFFAOYSA-N C=CCc1ccc2c(c1)OCO2 NPC221110 Saikosaponin A CHEMBL3542194 167928 C42H68O13 780.47 -2.3562 4.65 3.954 13 8 207.99 21 8 55 2 InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1 KYWSCMDFVARMPN-MSSMMRRTSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC54521 Saikosaponin-B2 (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL3792981 21637642 C42H68O13 780.47 -2.1316 4.65 3.97 13 9 218.99 23 7 55 2 InChI=1S/C42H68O13/c1-21-29(47)34(55-35-32(50)31(49)30(48)24(18-43)53-35)33(51)36(52-21)54-28-11-12-38(4)25(39(28,5)19-44)10-13-40(6)26(38)9-8-22-23-16-37(2,3)14-15-42(23,20-45)27(46)17-41(22,40)7/h8-9,21,24-36,43-51H,10-20H2,1-7H3/t21-,24-,25-,26-,27-,28+,29+,30-,31+,32-,33-,34+,35+,36+,38+,39+,40-,41-,42-/m1/s1 WRYJYFCCMSVEPQ-ORAXXRKOSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=CC3=C4CC(C)(C)CC[C@@]4([C@@H](C[C@@]23C)O)CO)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC110656 Saikosaponin-B3 (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,12aS,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL3794000 21637635 C43H72O14 812.49 -2.9013 4.65 3.322 14 9 228.22 25 7 57 2 InChI=1S/C43H72O14/c1-21-29(48)34(57-36-32(51)31(50)30(49)25(18-44)55-36)33(52)37(54-21)56-28-10-11-39(4)26(40(28,5)19-45)9-12-41(6)35(39)24(53-8)15-22-23-16-38(2,3)13-14-43(23,20-46)27(47)17-42(22,41)7/h15,21,23-37,44-52H,9-14,16-20H2,1-8H3/t21-,23+,24-,25-,26-,27+,28+,29+,30-,31+,32-,33-,34+,35-,36+,37+,39+,40+,41-,42-,43-/m1/s1 GLQYFMRUYWFXGT-ZGFARVGISA-N CO[C@@H]1C=C2[C@@H]3CC(C)(C)CC[C@]3(CO)[C@H](C[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H]([C@@]([C@@H]1CC2)(C)CO)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)C)C)O NPC222342 Sakuranetin (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one CHEMBL448297 73571 C16H14O5 286.08 -1.4059 2.67 1.416 1 2 75.99 5 3 21 0 InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 DJOJDHGQRNZXQQ-AWEZNQCLSA-N COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(cc1)O NPC271572 Salaspermic Acid CHEMBL483649 44576111 C30H48O4 472.36 0.8905 4.32 9.207 4 2 66.76 9 6 34 1 InChI=1S/C30H48O4/c1-19-29-9-7-20-26(4,21(29)8-10-30(19,33)34-18-29)14-16-28(6)22-17-25(3,23(31)32)12-11-24(22,2)13-15-27(20,28)5/h19-22,33H,7-18H2,1-6H3,(H,31,32)/t19-,20+,21+,22-,24-,25-,26-,27-,28+,29+,30-/m1/s1 ZXENWDWQTWYUGY-RFBMWCEQSA-N C[C@H]1[C@@]2(O)CC[C@@H]3[C@@]1(CC[C@H]1[C@@]3(C)CC[C@@]3([C@]1(C)CC[C@@]1([C@H]3C[C@](CC1)(C)C(=O)O)C)C)CO2 NPC271681 Salfredin B11 5-hydroxy-2,2-dimethyl-8H-furo[3,4-g]chromen-6-one CHEMBL3609156 636462 C13H12O4 232.07 0.368 2.45 1.861 2 1 55.76 3 3 17 0 InChI=1S/C13H12O4/c1-13(2)4-3-8-9(17-13)5-7-6-16-12(15)10(7)11(8)14/h3-5,14H,6H2,1-2H3 ZYOUEEMPKPNVQW-UHFFFAOYSA-N O=C1OCc2c1c(O)c1c(c2)OC(C=C1)(C)C NPC226712 Salicin (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol CHEMBL462997 439503 C13H18O7 286.11 -2.6559 2.12 -0.084 6 5 119.61 9 2 20 0 InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1 NGFMICBWJRZIBI-UJPOAAIJSA-N OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@@H]([C@H]([C@@H]1O)O)O NPC100551 Salicylic Acid 2-hydroxybenzoic acid CHEMBL424 338 C7H6O3 138.03 -0.7001 1.9 2.264 2 2 57.53 3 1 10 0 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) YGSDEFSMJLZEOE-UHFFFAOYSA-N OC(=O)c1ccccc1O NPC246904 Saligcinnamide (E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N-methyl-3-phenylprop-2-enamide CHEMBL409854 10255032 C33H50N2O 490.39 0.9248 4.76 11.303 3 0 23.55 12 5 36 1 InChI=1S/C33H50N2O/c1-23(34(4)5)28-15-16-29-27-14-13-25-22-26(18-20-32(25,2)30(27)19-21-33(28,29)3)35(6)31(36)17-12-24-10-8-7-9-11-24/h7-12,17,23,25-30H,13-16,18-22H2,1-6H3/b17-12+/t23-,25-,26-,27-,28+,29-,30-,32-,33+/m0/s1 QRUDUXILSDZJOY-URJXLLGMSA-N CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N(C(=O)/C=C/c1ccccc1)C)C)C NPC24417 Salonitenolide (3aR,4S,6E,10Z,11aR)-4-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one CHEMBL270061 5281498 C15H20O4 264.14 0.6717 2.67 0.397 4 2 66.76 4 2 19 0 InChI=1S/C15H20O4/c1-9-4-3-5-11(8-16)7-13-14(12(17)6-9)10(2)15(18)19-13/h4,7,12-14,16-17H,2-3,5-6,8H2,1H3/b9-4+,11-7-/t12-,13+,14+/m0/s1 BLDTUWFMPJJRPR-PNQYDXICSA-N OC/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C/CC1)/C)O NPC302171 Salsolinol 1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol CHEMBL416732 54456 C10H13NO2 179.09 -1.0729 2.23 0.899 1 3 52.49 3 2 13 0 InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3 IBRKLUSXDYATLG-UHFFFAOYSA-N CC1NCCc2c1cc(O)c(c2)O NPC255607 Salutaridine CHEMBL404097 5408233 C19H21NO4 327.15 -0.6163 3 1.283 3 1 59 6 4 24 0 InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m1/s1 GVTRUVGBZQJVTF-YJYMSZOUSA-N COC1=C[C@@]23CCN([C@@H](C2=CC1=O)Cc1c3c(O)c(cc1)OC)C NPC38473 Salvianolic Acid A (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxypropanoic acid CHEMBL457077 5281793 C26H22O10 494.12 -2.3585 3.22 3.693 4 7 184.98 16 3 36 1 InChI=1S/C26H22O10/c27-18-7-2-14(11-21(18)30)1-6-17-16(4-9-20(29)25(17)33)5-10-24(32)36-23(26(34)35)13-15-3-8-19(28)22(31)12-15/h1-12,23,27-31,33H,13H2,(H,34,35)/b6-1+,10-5+/t23-/m1/s1 YMGFTDKNIWPMGF-UCPJVGPRSA-N O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1/C=C/c1ccc(c(c1)O)O)O)O NPC278652 Salvianolic Acid F (E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]prop-2-enoic acid CHEMBL464884 10903113 C17H14O6 314.08 -1.2521 2.67 2.751 2 5 118.22 9 2 23 0 InChI=1S/C17H14O6/c18-13-6-2-10(9-15(13)20)1-5-12-11(4-8-16(21)22)3-7-14(19)17(12)23/h1-9,18-20,23H,(H,21,22)/b5-1+,8-4+ PULWRMOKQNWQBD-LZSLGQGWSA-N OC(=O)/C=C/c1ccc(c(c1/C=C/c1ccc(c(c1)O)O)O)O NPC471750 Salvianolic Acid L (2R)-2-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1,2-dihydronaphthalene-1-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid CHEMBL3113339 76324956 C36H30O16 718.15 -4.4076 3.66 2.573 8 10 289.04 23 5 52 2 InChI=1S/C36H30O16/c37-20-5-1-15(9-24(20)41)11-27(33(45)46)51-35(49)19-13-17-4-8-23(40)32(44)30(17)31(29(19)18-3-7-22(39)26(43)14-18)36(50)52-28(34(47)48)12-16-2-6-21(38)25(42)10-16/h1-10,13-14,27-29,31,37-44H,11-12H2,(H,45,46)(H,47,48)/t27-,28-,29?,31?/m1/s1 CLZDRNKNWXDFQT-UNTSIKIQSA-N OC(=O)[C@H](OC(=O)C1=Cc2ccc(c(c2C(C1c1ccc(c(c1)O)O)C(=O)O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)O)O)Cc1ccc(c(c1)O)O NPC237188 Sampangine CHEMBL435201 387195 C15H8N2O 232.06 -0.2638 2.78 3.014 3 0 42.85 0 4 18 0 InChI=1S/C15H8N2O/c18-15-11-4-2-1-3-10(11)13-12-9(5-7-16-13)6-8-17-14(12)15/h1-8H BWQKHOMAOVUASZ-UHFFFAOYSA-N O=C1c2ccccc2c2c3c1nccc3ccn2 NPC161923 Sandaracopimaric Acid (1R,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid CHEMBL513197 221580 C20H30O2 302.22 1.7675 3.44 6.935 2 1 37.3 6 3 22 1 InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1 MHVJRKBZMUDEEV-KRFUXDQASA-N C=C[C@@]1(C)CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O NPC292233 Sanggenon B CHEMBL507430 44559963 C33H30O9 570.19 -1.1696 4.1 2.894 2 5 145.91 11 7 42 0 InChI=1S/C33H30O9/c1-16(2)8-9-32-22-7-5-20(35)12-25(22)42-33(32,39)30(38)28-26(41-32)13-23(36)27(29(28)37)18-10-17-14-31(3,15-18)40-24-11-19(34)4-6-21(17)24/h4-8,11-13,15,17,34-37,39H,9-10,14H2,1-3H3 GJKQLIDFFREHGO-UHFFFAOYSA-N CC(=CCC12Oc3cc(O)c(c(c3C(=O)C2(O)Oc2c1ccc(c2)O)O)C1=CC2(CC(C1)c1ccc(cc1O2)O)C)C NPC73899 Sanggenon C (5aR,10aS)-2-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one CHEMBL204813 15479638 C40H36O12 708.22 -2.239 4.54 3.128 3 8 214.44 17 7 52 1 InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39-,40-/m1/s1 XETHJOZXBVWLLM-HUKCQOFTSA-N CC(=CC[C@@]12Oc3cc(O)c(c(c3C(=O)[C@@]2(O)Oc2c1ccc(c2)O)O)[C@H]1C=C(C)C[C@@H]([C@H]1C(=O)c1ccc(cc1O)O)c1ccc(cc1O)O)C NPC474276 Sanggenon D 2-[(1S,5R,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,5a,8-tetrahydroxy-10a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one CHEMBL464610 9987332 C40H36O12 708.22 -2.239 4.54 2.699 3 8 214.44 17 7 52 1 InChI=1S/C40H36O12/c1-18(2)10-11-39-38(49)35-32(52-40(39,50)27-9-6-22(43)16-31(27)51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26-,33-,39?,40?/m0/s1 SUOXGDJCEWTZIZ-HCEROAJISA-N CC(=CCC12Oc3c(C2(O)Oc2c(C1=O)c(O)c(c(c2)O)[C@H]1C=C(C)C[C@H]([C@@H]1C(=O)c1ccc(cc1O)O)c1ccc(cc1O)O)ccc(c3)O)C NPC251336 Sanggenon G (2S)-6-[(1S,5R,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,5-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL382338 44408701 C40H38O11 694.24 -2.222 4.65 3.588 2 8 205.21 18 6 51 1 InChI=1S/C40H38O11/c1-19(2)4-3-5-20-12-26(24-9-6-22(42)15-30(24)45)36(39(49)25-10-7-23(43)16-31(25)46)28(13-20)37-32(47)18-35-38(40(37)50)33(48)17-34(51-35)27-14-21(41)8-11-29(27)44/h4,6-11,13-16,18,26,28,34,36,41-47,50H,3,5,12,17H2,1-2H3/t26-,28-,34-,36-/m0/s1 ZXTQHAMOONDJDJ-YTAXAHCSSA-N CC(=CCCC1=C[C@H](c2c(O)cc3c(c2O)C(=O)C[C@H](O3)c2cc(O)ccc2O)[C@H]([C@@H](C1)c1ccc(cc1O)O)C(=O)c1ccc(cc1O)O)C NPC147363 Sanggenon O (5aS,10aR)-2-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one CHEMBL525084 15479637 C40H36O12 708.22 -2.239 4.54 3.128 3 8 214.44 17 7 52 1 InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39+,40+/m1/s1 XETHJOZXBVWLLM-HCAFVXMDSA-N CC(=CC[C@]12Oc3cc(O)c(c(c3C(=O)[C@]2(O)Oc2c1ccc(c2)O)O)[C@H]1C=C(C)C[C@@H]([C@H]1C(=O)c1ccc(cc1O)O)c1ccc(cc1O)O)C NPC46451 Sanguinarium CHEMBL417799 5154 C20H14NO4 332.09 -1.947 3.11 3.297 0 0 40.8 1 6 25 0 InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1 INVGWHRKADIJHF-UHFFFAOYSA-N C[n+]1cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2 NPC18402 Sanguinine CHEMBL1524 443722 C16H19NO3 273.14 -0.9712 2.78 0.543 2 2 52.93 3 4 20 0 InChI=1S/C16H19NO3/c1-17-7-6-16-5-4-11(18)8-13(16)20-15-12(19)3-2-10(9-17)14(15)16/h2-5,11,13,18-19H,6-9H2,1H3/t11-,13-,16-/m0/s1 OYSGWKOGUVOGFQ-RBOXIYTFSA-N O[C@H]1C=C[C@@]23[C@H](C1)Oc1c3c(ccc1O)CN(CC2)C NPC203891 Santin 5,7-dihydroxy-3,6-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL161957 5281695 C18H16O7 344.09 -1.9197 2.67 1.882 2 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)16-18(24-3)15(21)13-12(25-16)8-11(19)17(23-2)14(13)20/h4-8,19-20H,1-3H3 DWZAJFZEYZIHPO-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC NPC250089 Sapinmusaponin F (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5S)-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol CHEMBL500177 11672254 C43H70O12 778.49 0.0568 4.87 6.642 12 6 176.76 23 7 55 3 InChI=1S/C43H70O12/c1-21(2)18-23-19-24(37(50-9)53-23)25-12-16-43(8)27-10-11-29-40(4,5)30(14-15-41(29,6)26(27)13-17-42(25,43)7)55-39-36(49)34(47)32(45)28(54-39)20-51-38-35(48)33(46)31(44)22(3)52-38/h10,18,22-26,28-39,44-49H,11-17,19-20H2,1-9H3/t22-,23+,24-,25-,26-,28+,29-,30-,31-,32+,33+,34-,35+,36+,37-,38+,39-,41+,42-,43+/m0/s1 JCXTUBDLXJSOQG-SHAQMKDESA-N CO[C@H]1O[C@@H](C[C@H]1[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C)C=C(C)C NPC157530 Sapinmusaponin G (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5S)-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol CHEMBL500552 11542343 C43H70O12 778.49 0.0568 4.87 6.642 12 6 176.76 23 7 55 3 InChI=1S/C43H70O12/c1-21(2)18-23-19-24(37(50-9)53-23)25-12-16-43(8)27-10-11-29-40(4,5)30(14-15-41(29,6)26(27)13-17-42(25,43)7)55-39-36(49)34(47)32(45)28(54-39)20-51-38-35(48)33(46)31(44)22(3)52-38/h10,18,22-26,28-39,44-49H,11-17,19-20H2,1-9H3/t22-,23+,24-,25-,26-,28+,29-,30-,31-,32+,33+,34-,35+,36+,37+,38+,39-,41+,42-,43+/m0/s1 JCXTUBDLXJSOQG-BEDXFVBKSA-N CO[C@@H]1O[C@@H](C[C@H]1[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C)C=C(C)C NPC14630 Sapinmusaponin H (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5S)-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL508891 11527893 C43H70O12 778.49 0.0568 4.87 6.642 12 6 176.76 23 7 55 3 InChI=1S/C43H70O12/c1-21(2)18-23-19-24(37(50-9)52-23)25-12-16-43(8)27-10-11-29-40(4,5)30(14-15-41(29,6)26(27)13-17-42(25,43)7)54-39-36(34(48)32(46)28(20-44)53-39)55-38-35(49)33(47)31(45)22(3)51-38/h10,18,22-26,28-39,44-49H,11-17,19-20H2,1-9H3/t22-,23+,24-,25-,26-,28+,29-,30-,31-,32+,33+,34-,35+,36+,37+,38-,39-,41+,42-,43+/m0/s1 QABIGJHPRPUDJG-JGVJPURZSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC=C2[C@@H]3CC[C@@]3([C@]2(C)CC[C@H]3[C@@H]2C[C@H](O[C@H]2OC)C=C(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC95864 Sappanone A (3E)-3-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxychromen-4-one CHEMBL249002 9817274 C16H12O5 284.07 -1.515 2.67 1.752 1 3 86.99 4 3 21 0 InChI=1S/C16H12O5/c17-11-2-3-12-15(7-11)21-8-10(16(12)20)5-9-1-4-13(18)14(19)6-9/h1-7,17-19H,8H2/b10-5+ KVYZXXBTJHJISR-BJMVGYQFSA-N Oc1ccc2c(c1)OC/C(=C\c1ccc(c(c1)O)O)/C2=O NPC15095 Sarcandrolide A CHEMBL1077056 44627380 C36H42O9 618.28 1.6293 4.43 1.672 9 2 136.43 15 8 45 0 InChI=1S/C36H42O9/c1-8-14(2)30(39)44-13-35(42)22-11-21(22)33(5)23(35)12-19-15(3)32(41)45-36(19)24(33)10-18-17-9-20(17)34(6)26(18)27(36)25(28(37)29(34)38)16(4)31(40)43-7/h8,17,20-24,27,29,38,42H,9-13H2,1-7H3/b14-8+,25-16-/t17-,20-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1 TUNYYJHZXJEAHU-AGBNGXIVSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@@]1(O)COC(=O)/C(=C/C)/C)C)[C@@H]1[C@H]2C1)C)/C NPC196921 Sarcandrolide B CHEMBL1077072 44627381 C36H42O11 650.27 -0.3496 4.21 -0.184 11 4 176.89 17 8 47 1 InChI=1S/C36H42O11/c1-14(6-7-37)30(41)46-13-35(44)22-10-21(22)33(3)23(35)11-20-18(12-38)32(43)47-36(20)24(33)9-17-16-8-19(16)34(4)26(17)27(36)25(28(39)29(34)40)15(2)31(42)45-5/h6,16,19,21-24,27,29,37-38,40,44H,7-13H2,1-5H3/b14-6+,25-15-/t16-,19-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1 XSXFCNQBVIDKGF-VRBARMLXSA-N OC/C=C(/C(=O)OC[C@]1(O)[C@H]2C[C@H]2[C@]2([C@H]1CC1=C(CO)C(=O)O[C@@]31[C@H]2CC1=C2[C@@H]3/C(=C(/C(=O)OC)\C)/C(=O)[C@@H]([C@]2([C@H]2[C@@H]1C2)C)O)C)\C NPC58029 Sarcandrolide C CHEMBL1077073 44627382 C42H46O15 790.28 0.1853 4.43 0.293 15 2 215.33 12 9 57 1 InChI=1S/C42H46O15/c1-16-7-8-53-38(50)26(56-18(3)43)13-29(44)54-14-21-23-12-27-39(4,24-11-25(24)41(27,51)15-55-35(16)47)28-10-20-19-9-22(19)40(5)31(20)32(42(23,28)57-37(21)49)30(33(45)34(40)46)17(2)36(48)52-6/h7,19,22,24-28,32,34,46,51H,8-15H2,1-6H3/b16-7+,30-17-/t19-,22-,24-,25+,26+,27-,28+,32+,34+,39+,40+,41+,42+/m1/s1 ADJGXPUZMBQGOG-IYEHQSOQSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C(=C/COC(=O)[C@H](CC(=O)OC1)OC(=O)C)/C)[C@@H]1[C@H]2C1)C)/C NPC66862 Sarcovagine C [(3S,4R,5R,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-3-[[(E)-2-methylbut-2-enoyl]amino]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL504924 25033601 C29H48N2O3 472.37 1.3331 4.1 7.707 5 2 70.92 14 4 34 1 InChI=1S/C29H48N2O3/c1-8-17(2)27(33)31-25-14-16-29(6)23-13-15-28(5)21(18(3)30-7)11-12-22(28)20(23)9-10-24(29)26(25)34-19(4)32/h8,18,20-26,30H,9-16H2,1-7H3,(H,31,33)/b17-8+/t18-,20-,21+,22-,23-,24-,25-,26+,28+,29+/m0/s1 JGVUURLOQKRQKQ-ZLTQYVKSSA-N CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H]([C@@H]2OC(=O)C)N=C(/C(=C/C)/C)O)C NPC221231 Sarcrassin E methyl (4E,6E,11S)-11-methyl-10,15-dioxo-4-propan-2-yl-16-oxabicyclo[9.3.2]hexadeca-1(14),4,6-triene-7-carboxylate CHEMBL470654 16091635 C21H28O5 360.19 1.9336 3.22 2.727 5 0 69.67 7 2 26 0 InChI=1S/C21H28O5/c1-14(2)15-7-9-16-6-5-13-21(3,26-20(16)24)18(22)12-11-17(10-8-15)19(23)25-4/h6,8,10,14H,5,7,9,11-13H2,1-4H3/b15-8+,17-10+/t21-/m0/s1 SSRWHVBVQPAITB-WYLCAHHTSA-N COC(=O)/C/1=C/C=C(\CCC2=CCC[C@](C(=O)CC1)(C)OC2=O)/C(C)C NPC164840 Saringosterol (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-hydroxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL252366 14161394 C29H48O2 428.37 1.8051 4.43 8.59 2 2 40.46 13 4 31 1 InChI=1S/C29H48O2/c1-7-29(31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29?/m1/s1 OPGVEUGCNGNPSX-SVSQYMGHSA-N C=CC(C(C)C)(CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)O NPC39154 Sarmentosumin A (2S)-5,7-dihydroxy-8-[[2-hydroxy-5-[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]phenyl]methyl]-6-[(2-hydroxyphenyl)methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835962 56600474 C43H36O8 680.24 -1.3705 5.31 8.773 1 6 147.68 15 7 51 2 InChI=1S/C43H36O8/c44-34-12-6-4-10-28(34)18-25-14-16-36(46)30(19-25)20-26-15-17-37(47)31(21-26)23-33-41(49)32(22-29-11-5-7-13-35(29)45)42(50)40-38(48)24-39(51-43(33)40)27-8-2-1-3-9-27/h1-17,19,21,39,44-47,49-50H,18,20,22-24H2/t39-/m0/s1 GFIDXEMAMVCCCW-KDXMTYKHSA-N Oc1ccc(cc1Cc1c(O)c(Cc2ccccc2O)c(c2c1O[C@@H](CC2=O)c1ccccc1)O)Cc1cc(ccc1O)Cc1ccccc1O NPC115601 Sarmentosumin B (2S)-5,7-dihydroxy-6-[[2-hydroxy-5-[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]phenyl]methyl]-8-[(2-hydroxyphenyl)methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835963 56600475 C43H36O8 680.24 -1.3705 5.31 8.773 1 6 147.68 15 7 51 2 InChI=1S/C43H36O8/c44-34-12-6-4-10-28(34)18-25-14-16-36(46)30(19-25)20-26-15-17-37(47)31(21-26)23-32-41(49)33(22-29-11-5-7-13-35(29)45)43-40(42(32)50)38(48)24-39(51-43)27-8-2-1-3-9-27/h1-17,19,21,39,44-47,49-50H,18,20,22-24H2/t39-/m0/s1 JORUYFYWUGTBEB-KDXMTYKHSA-N Oc1ccc(cc1Cc1c(O)c(Cc2ccccc2O)c2c(c1O)C(=O)C[C@H](O2)c1ccccc1)Cc1cc(ccc1O)Cc1ccccc1O NPC78324 Sarmentosumin C (2S)-5,7-dihydroxy-6-[[2-hydroxy-5-[[2-hydroxy-5-[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]phenyl]methyl]phenyl]methyl]-8-[(2-hydroxyphenyl)methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835964 56600476 C50H42O9 786.28 -1.3746 5.97 10.343 1 7 167.91 18 8 59 3 InChI=1S/C50H42O9/c51-40-12-6-4-10-33(40)20-29-14-17-42(53)35(21-29)22-30-15-18-43(54)36(23-30)24-31-16-19-44(55)37(25-31)27-38-48(57)39(26-34-11-5-7-13-41(34)52)50-47(49(38)58)45(56)28-46(59-50)32-8-2-1-3-9-32/h1-19,21,23,25,46,51-55,57-58H,20,22,24,26-28H2/t46-/m0/s1 RSPYQSBMMWSZTA-DXQCBLCSSA-N Oc1ccc(cc1Cc1c(O)c(Cc2ccccc2O)c2c(c1O)C(=O)C[C@H](O2)c1ccccc1)Cc1cc(ccc1O)Cc1cc(ccc1O)Cc1ccccc1O NPC208011 Sarmentosumin D (2S)-5,7-dihydroxy-6-[[2-hydroxy-5-[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]phenyl]methyl]-8-[[2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl]methyl]-2-phenyl-2,3-dihydrochromen-4-one CHEMBL1835965 56600677 C50H42O9 786.28 -1.3746 5.97 10.343 1 7 167.91 18 8 59 3 InChI=1S/C50H42O9/c51-40-12-6-4-10-33(40)20-29-14-17-42(53)35(22-29)23-31-16-19-43(54)36(25-31)26-38-48(57)39(27-37-24-30(15-18-44(37)55)21-34-11-5-7-13-41(34)52)50-47(49(38)58)45(56)28-46(59-50)32-8-2-1-3-9-32/h1-19,22,24-25,46,51-55,57-58H,20-21,23,26-28H2/t46-/m0/s1 ITTFKAGXWJOGGC-DXQCBLCSSA-N Oc1ccc(cc1Cc1c(O)c(Cc2cc(ccc2O)Cc2ccccc2O)c2c(c1O)C(=O)C[C@H](O2)c1ccccc1)Cc1cc(ccc1O)Cc1ccccc1O NPC248944 Sarsasapogenin CHEMBL1171146 92095 C27H44O3 416.33 0.3408 4.1 7.306 3 1 38.69 5 6 30 1 InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1 GMBQZIIUCVWOCD-WWASVFFGSA-N C[C@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC[C@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C NPC302506 Saucerneol D (1S,2R)-2-[4-[(2S,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]-1-(3,4-dimethoxyphenyl)propan-1-ol CHEMBL520077 44580018 C31H36O8 536.24 -1.1101 3.99 5.07 2 1 84.84 16 5 39 1 InChI=1S/C31H36O8/c1-17-18(2)31(22-8-11-24-28(15-22)37-16-36-24)39-30(17)21-9-12-25(27(14-21)35-6)38-19(3)29(32)20-7-10-23(33-4)26(13-20)34-5/h7-15,17-19,29-32H,16H2,1-6H3/t17-,18-,19-,29-,30+,31+/m1/s1 BYTPMMJRDFCGKX-GJRFZWDISA-N COc1cc(ccc1O[C@@H]([C@H](c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc2c(c1)OCO2 NPC179521 Saucerneol F (1S,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2S,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol CHEMBL519080 44580016 C30H32O8 520.21 -1.3092 3.88 4.997 2 1 84.84 12 6 38 0 InChI=1S/C30H32O8/c1-16-17(2)30(21-6-9-23-27(13-21)36-15-34-23)38-29(16)20-7-10-24(25(12-20)32-4)37-18(3)28(31)19-5-8-22-26(11-19)35-14-33-22/h5-13,16-18,28-31H,14-15H2,1-4H3/t16-,17-,18-,28-,29+,30+/m1/s1 XYQJFJKRYAIFAO-OAXIEFTGSA-N COc1cc(ccc1O[C@@H]([C@H](c1ccc2c(c1)OCO2)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc2c(c1)OCO2 NPC474990 Saucerneol G 1-(1,3-benzodioxol-5-yl)-4-(6-hydroxy-1,3-benzodioxol-5-yl)-2,3-dimethylbutan-1-one CHEMBL491245 25135943 C20H20O6 356.13 -0.5801 3 3.035 1 1 74.22 8 4 26 0 InChI=1S/C20H20O6/c1-11(5-14-7-18-19(8-15(14)21)26-10-25-18)12(2)20(22)13-3-4-16-17(6-13)24-9-23-16/h3-4,6-8,11-12,21H,5,9-10H2,1-2H3 NZZRRNMWPWPQPA-UHFFFAOYSA-N CC(C(C(=O)c1ccc2c(c1)OCO2)C)Cc1cc2OCOc2cc1O NPC259742 Saucerneol I (1S,2S,3S,4S)-1,4-bis(1,3-benzodioxol-5-yl)-2,3-dimethylbutane-1,4-diol CHEMBL483652 25135812 C20H22O6 358.14 -1.36 3 2.804 2 2 77.38 9 4 26 0 InChI=1S/C20H22O6/c1-11(19(21)13-3-5-15-17(7-13)25-9-23-15)12(2)20(22)14-4-6-16-18(8-14)26-10-24-16/h3-8,11-12,19-22H,9-10H2,1-2H3/t11-,12-,19-,20-/m0/s1 OVWAGJLFSLWWFE-HIGYNYDNSA-N C[C@@H]([C@@H]([C@@H](c1ccc2c(c1)OCO2)O)C)[C@@H](c1ccc2c(c1)OCO2)O NPC93783 Saucerneol Methyl Ether (1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(2S,3R,4R,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol CHEMBL3105545 10030510 C32H40O8 552.27 -0.911 4.1 5.143 2 1 84.84 20 4 40 2 InChI=1S/C32H40O8/c1-18-19(2)32(40-31(18)22-10-13-25(35-5)28(16-22)37-7)23-11-14-26(29(17-23)38-8)39-20(3)30(33)21-9-12-24(34-4)27(15-21)36-6/h9-20,30-33H,1-8H3/t18-,19-,20-,30+,31+,32+/m1/s1 JYXVAMLAJSGCDL-PLCQSOOISA-N COc1cc(ccc1O[C@@H]([C@@H](c1ccc(c(c1)OC)OC)O)C)[C@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)OC NPC100573 Sauristolactam CHEMBL512443 131002 C17H13NO3 279.09 -1.0446 2.89 3.002 2 1 49.77 4 4 21 0 InChI=1S/C17H13NO3/c1-18-12-7-9-5-3-4-6-10(9)15-14(12)11(17(18)20)8-13(19)16(15)21-2/h3-8,19H,1-2H3 WRFZNTLPRUIGKH-UHFFFAOYSA-N COc1c(O)cc2c3c1c1ccccc1cc3n(c2=O)C NPC45774 Saurucinol K 4-[(2S,3R,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL3105542 76335615 C21H26O5 358.18 -0.6038 3.22 3.449 1 1 57.15 11 3 26 0 InChI=1S/C21H26O5/c1-12-13(2)21(15-7-9-17(23-3)19(11-15)25-5)26-20(12)14-6-8-16(22)18(10-14)24-4/h6-13,20-22H,1-5H3/t12-,13+,20+,21-/m1/s1 YPQNDHHCUQGPFN-YVACJMOASA-N COc1cc(ccc1OC)[C@@H]1O[C@@H]([C@@H]([C@@H]1C)C)c1ccc(c(c1)OC)O NPC33832 Saurunarin (7R,8S,9S)-9-(1,3-benzodioxol-5-yl)-7,8-dimethyl-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxol-5-ol CHEMBL3104951 76331996 C20H20O5 340.13 -0.4792 3.11 4.098 0 1 57.15 4 5 25 0 InChI=1S/C20H20O5/c1-10-5-13-14(21)7-17-20(25-9-24-17)19(13)18(11(10)2)12-3-4-15-16(6-12)23-8-22-15/h3-4,6-7,10-11,18,21H,5,8-9H2,1-2H3/t10-,11+,18+/m1/s1 UFGNCOLKCKXERC-DDBGAENHSA-N C[C@@H]1Cc2c(O)cc3c(c2[C@@H]([C@H]1C)c1ccc2c(c1)OCO2)OCO3 NPC116019 Saururin A 6-[(2S,3R)-4-(6-hydroxy-1,3-dihydro-2-benzofuran-5-yl)-2,3-dimethylbutyl]-1,3-benzodioxol-5-ol CHEMBL491385 44576260 C21H24O5 356.16 -0.445 3.22 3.721 1 2 68.15 9 4 26 0 InChI=1S/C21H24O5/c1-12(3-14-5-16-9-24-10-17(16)6-18(14)22)13(2)4-15-7-20-21(8-19(15)23)26-11-25-20/h5-8,12-13,22-23H,3-4,9-11H2,1-2H3/t12-,13+/m1/s1 NFRPGCQSGHWKCJ-OLZOCXBDSA-N C[C@H]([C@@H](Cc1cc2COCc2cc1O)C)Cc1cc2OCOc2cc1O NPC230968 Savinin (3E,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(1,3-benzodioxol-5-ylmethylidene)oxolan-2-one CHEMBL395263 5281867 C20H16O6 352.09 -0.3976 3 3.341 2 0 63.22 3 5 26 0 InChI=1S/C20H16O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,6-8,14H,5,9-11H2/b15-6+/t14-/m0/s1 CMJGAYUQSLJSCR-ULIPXBITSA-N O=C1OC[C@@H](/C/1=C\c1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2 NPC471603 Sb-202190 CHEMBL278041 C20H14FN3O 331.11 -0.401 3.11 4.573 3 2 61.8 5 4 25 0 InChI=1S/C20H14FN3O/c21-16-5-1-13(2-6-16)18-19(14-9-11-22-12-10-14)24-20(23-18)15-3-7-17(25)8-4-15/h1-12,25H,(H,23,24) QHKYPYXTTXKZST-UHFFFAOYSA-N Oc1ccc(cc1)c1nc(c([nH]1)c1ccc(cc1)F)c1ccncc1 NPC471593 Sc-560 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazole CHEMBL26915 4306515 C17H12ClF3N2O 352.06 1.8038 2.56 6.029 2 0 26.53 9 3 24 1 InChI=1S/C17H12ClF3N2O/c1-24-14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3 PQUGCKBLVKJMNT-UHFFFAOYSA-N COc1ccc(cc1)n1nc(cc1c1ccc(cc1)Cl)C(F)(F)F NPC41182 Scalarafuran [(4S,5aS,5bR,7aS,11aS,11bR,13R,13aS)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydrophenanthro[2,1-e][2]benzofuran-4-yl] acetate CHEMBL1078681 46882346 C27H40O4 428.29 1.2077 3.99 7.828 3 1 59.67 9 5 31 1 InChI=1S/C27H40O4/c1-16(28)31-19-12-22-26(5)11-8-20-24(2,3)9-7-10-25(20,4)21(26)13-23(29)27(22,6)18-15-30-14-17(18)19/h14-15,19-23,29H,7-13H2,1-6H3/t19-,20-,21+,22-,23+,25-,26+,27+/m0/s1 JRKYCNUZXAQLDW-PVRRMCBNSA-N CC(=O)O[C@H]1C[C@H]2[C@]3(C)CC[C@@H]4[C@]([C@H]3C[C@H]([C@@]2(c2c1coc2)C)O)(C)CCCC4(C)C NPC170812 Scandenin 4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-2-one CHEMBL1603825 54676535 C26H26O6 434.17 1.8911 3.66 4.875 2 2 85.22 11 4 32 0 InChI=1S/C26H26O6/c1-14(2)6-11-17-22-18(12-13-26(3,4)32-22)24-20(23(17)30-5)21(28)19(25(29)31-24)15-7-9-16(27)10-8-15/h6-10,12-13,27-28H,11H2,1-5H3 AAKJUGSASOCUFQ-UHFFFAOYSA-N COc1c(CC=C(C)C)c2OC(C)(C)C=Cc2c2c1c(O)c(c(=O)o2)c1ccc(cc1)O NPC108278 Scensidin 2,8-dichloro-3,9-dimethoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one CHEMBL1081411 14805248 C17H14Cl2O5 368.02 2.4238 2.56 3.86 1 0 53.99 8 3 24 0 InChI=1S/C17H14Cl2O5/c1-7-13-9(5-10(21-3)14(7)18)23-16-8(2)15(19)11(22-4)6-12(16)24-17(13)20/h5-6H,1-4H3 AYDBBWJGHVYDQE-UHFFFAOYSA-N COc1cc2OC(=O)c3c(Oc2c(c1Cl)C)cc(c(c3C)Cl)OC NPC175067 Schinlignin A 5-[(2S,3S,4R,5R)-3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,3-dimethoxyphenol CHEMBL3105544 49871578 C23H30O7 418.2 -0.7074 3.22 2.561 1 1 75.61 15 3 30 0 InChI=1S/C23H30O7/c1-12-13(2)21(15-10-18(26-4)23(29-7)19(11-15)27-5)30-20(12)14-8-16(24)22(28-6)17(9-14)25-3/h8-13,20-21,24H,1-7H3/t12-,13+,20-,21+/m0/s1 NRYABYTUBVDSHN-WVGOSAFVSA-N COc1c(O)cc(cc1OC)[C@H]1O[C@H]([C@@H]([C@@H]1C)C)c1cc(OC)c(c(c1)OC)OC NPC258322 Schisandrene CHEMBL479899 11613047 C29H26O8 502.16 0.116 3.77 5.367 2 0 81.68 8 6 37 1 InChI=1S/C29H26O8/c1-15-10-18-11-20-25(35-13-33-20)27(31-3)22(18)23-19(12-21-26(28(23)32-4)36-14-34-21)24(16(15)2)37-29(30)17-8-6-5-7-9-17/h5-9,11-12,15,24H,2,10,13-14H2,1,3-4H3/t15-,24+/m1/s1 VBNGAFROWJLPCL-MYYSRTQBSA-N COc1c2OCOc2cc2c1c1c(C[C@H](C(=C)[C@@H]2OC(=O)c2ccccc2)C)cc2c(c1OC)OCO2 NPC207702 Schisandrin A CHEMBL253908 155256 C24H32O6 416.22 0.5984 3.44 4.556 0 0 55.38 14 3 30 0 InChI=1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3/t13-,14+ JEJFTTRHGBKKEI-OKILXGFUSA-N COc1c2c(C[C@H](C)[C@@H](Cc3c2c(OC)c(c(c3)OC)OC)C)cc(c1OC)OC NPC185680 Schisandrin B CHEMBL479488 108130 C23H28O6 400.19 0.3993 3.33 4.483 0 0 55.38 10 4 29 0 InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3 RTZKSTLPRTWFEV-UHFFFAOYSA-N COc1cc2CC(C)C(C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC32189 Schisandrin C CHEMBL437412 443027 C22H24O6 384.16 0.2002 3.22 4.41 0 0 55.38 6 5 28 0 InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3/t11-,12+ HTBWBWWADZJXID-TXEJJXNPSA-N COc1c2c(C[C@H](C)[C@@H](Cc3c2c(OC)c2c(c3)OCO2)C)cc2c1OCO2 NPC206737 Schisanhenol CHEMBL490125 73057 C23H30O6 402.2 0.1899 3.33 4.037 0 1 66.38 13 3 29 0 InChI=1S/C23H30O6/c1-12-8-14-10-16(25-3)21(27-5)20(24)18(14)19-15(9-13(12)2)11-17(26-4)22(28-6)23(19)29-7/h10-13,24H,8-9H2,1-7H3/t12-,13+/m0/s1 FYSHYFPJBONYCQ-QWHCGFSZSA-N COc1cc2C[C@H](C)[C@H](C)Cc3c(c2c(c1OC)O)c(OC)c(c(c3)OC)OC NPC166143 Schisanlactone A CHEMBL487866 44560613 C30H40O4 464.29 3.6112 4.32 6.853 4 0 52.6 8 5 34 1 InChI=1S/C30H40O4/c1-18-7-11-25(33-27(18)32)19(2)22-14-16-30(6)24-10-9-23-20(8-12-26(31)34-28(23,3)4)17-21(24)13-15-29(22,30)5/h7-8,12,17,19,22-23,25H,9-11,13-16H2,1-6H3/t19-,22+,23+,25+,29+,30-/m0/s1 VJNOAOVMGNCSPJ-ZCTPSQTASA-N O=C1C=CC2=CC3=C(CC[C@H]2C(O1)(C)C)[C@]1([C@@](CC3)(C)[C@H](CC1)[C@@H]([C@H]1CC=C(C(=O)O1)C)C)C NPC126405 Schisantherin B CHEMBL490308 6438572 C28H34O9 514.22 0.8512 3.55 3.014 3 1 101.91 16 4 37 0 InChI=1S/C28H34O9/c1-9-14(2)27(29)37-26-17-12-18(31-5)22(32-6)25(34-8)21(17)20-16(10-15(3)28(26,4)30)11-19-23(24(20)33-7)36-13-35-19/h9,11-12,15,26,30H,10,13H2,1-8H3/b14-9-/t15-,26-,28-/m0/s1 BKGUPIVDQHHVMV-RZGKOBFOSA-N C/C=C(\C(=O)O[C@H]1c2cc(OC)c(c(c2c2c(C[C@@H]([C@]1(C)O)C)cc1c(c2OC)OCO1)OC)OC)/C NPC304821 Schisphenone (3S)-4-[6-[6-(hydroxymethyl)-2,3,4-trimethoxyphenyl]-7-methoxy-1,3-benzodioxol-5-yl]-3-methylbutan-2-one CHEMBL2386338 73351982 C23H28O8 432.18 -0.5965 3.11 1.148 2 1 92.68 16 3 31 0 InChI=1S/C23H28O8/c1-12(13(2)25)7-14-8-17-21(31-11-30-17)23(29-6)18(14)19-15(10-24)9-16(26-3)20(27-4)22(19)28-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-/m0/s1 PNXAJTMQLCCLIC-LBPRGKRZSA-N OCc1cc(OC)c(c(c1c1c(C[C@@H](C(=O)C)C)cc2c(c1OC)OCO2)OC)OC NPC102256 Schizandrin CHEMBL253688 3001664 C24H32O7 432.21 0.1593 3.33 2.38 1 1 75.61 15 3 31 0 InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1 YEFOAORQXAOVJQ-RZFZLAGVSA-N COc1c(OC)cc2c(c1OC)c1c(cc(c(c1OC)OC)OC)C[C@@H]([C@@](C2)(C)O)C NPC14606 Sciadopitisin 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one CHEMBL208908 5281696 C33H24O10 580.14 -2.5435 3.99 3.859 2 3 140.98 12 6 43 0 InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3 YCXRBCHEOFVYEN-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1OC)c1cc(=O)c2c(o1)cc(cc2O)OC NPC163508 Scirpusin A 4-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]benzene-1,2-diol CHEMBL594088 21633203 C28H22O7 470.14 -2.6294 3.77 4.83 0 6 130.61 10 5 35 1 InChI=1S/C28H22O7/c29-19-6-2-15(3-7-19)1-4-16-9-22(32)14-25-26(16)27(18-10-20(30)13-21(31)11-18)28(35-25)17-5-8-23(33)24(34)12-17/h1-14,27-34H/b4-1+/t27-,28+/m0/s1 VJVQHVVOEFJLIO-BQYFGGCBSA-N Oc1cc(/C=C/c2ccc(cc2)O)c2c(c1)O[C@@H]([C@H]2c1cc(O)cc(c1)O)c1ccc(c(c1)O)O NPC88454 Sclareol (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol CHEMBL294740 163263 C20H36O2 308.27 1.9765 3.44 5.989 2 2 40.46 11 2 22 1 InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1 XVULBTBTFGYVRC-HHUCQEJWSA-N C=C[C@@](CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)(O)C NPC153923 Sclerotiamide CHEMBL511731 10647785 C26H29N3O5 463.21 -0.419 3.44 1.939 7 3 114.95 7 5 34 0 InChI=1S/C26H29N3O5/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-20(32)25(14)18(30)26-16(23(25,3)4)12-24(19(31)28-26)9-5-11-29(24)21(26)33/h6-8,10,16,18,30H,5,9,11-12H2,1-4H3,(H,27,32)(H,28,31)/t16-,18-,24-,25-,26+/m0/s1 CFJMAERFDLWMJL-LQKPOZSPSA-N OC1=Nc2c([C@@]31[C@H](O)[C@@]14[C@H](C3(C)C)C[C@@]3(C(=N1)O)N(C4=O)CCC3)ccc1c2C=CC(O1)(C)C NPC224270 Sclerotiorin [(7R)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisochromen-7-yl] acetate CHEMBL1095515 6436015 C21H23ClO5 390.12 1.0835 3.11 4.367 5 0 69.67 12 2 27 0 InChI=1S/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1 SWJLTKXURNHVHE-UPWXJBBJSA-N CC[C@@H](/C=C(/C=C/C1=CC2=C(Cl)C(=O)[C@](C(=O)C2=CO1)(C)OC(=O)C)\C)C NPC275576 Scopadiol [(1R,4R,4aR,8R)-8-(hydroxymethyl)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-4a,8-dimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] benzoate CHEMBL455622 44559645 C27H38O4 426.28 0.887 3.99 6.725 4 2 66.76 13 3 31 1 InChI=1S/C27H38O4/c1-19(13-16-28)11-12-22-20(2)17-23(31-25(30)21-9-6-5-7-10-21)24-26(3,18-29)14-8-15-27(22,24)4/h5-7,9-10,13,22-24,28-29H,2,8,11-12,14-18H2,1,3-4H3/b19-13+/t22-,23-,24?,26+,27-/m1/s1 WGSYIFPPMZUQAN-OWSHGPQLSA-N OC/C=C(/CC[C@@H]1C(=C)C[C@H](C2[C@]1(C)CCC[C@@]2(C)CO)OC(=O)c1ccccc1)\C NPC126516 Scopadulciol CHEMBL508227 44559641 C27H36O4 424.26 -0.136 3.99 6.664 4 1 63.6 8 5 31 1 InChI=1S/C27H36O4/c1-24-12-13-27(16-24)19(15-21(24)29)14-20(31-23(30)18-8-5-4-6-9-18)22-25(2,17-28)10-7-11-26(22,27)3/h4-6,8-9,19-20,22,28H,7,10-17H2,1-3H3/t19-,20+,22-,24+,25-,26-,27-/m0/s1 CFPMRJFTBKYCRR-FHEPDVDLSA-N OC[C@]1(C)CCC[C@]2([C@H]1[C@H](OC(=O)c1ccccc1)C[C@@H]1[C@]32CC[C@](C3)(C(=O)C1)C)C NPC169913 Scoparic Acid A (1R,4aR,5R,8R,8aR)-8-benzoyloxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid CHEMBL478591 44584621 C27H36O5 440.26 1.0959 3.88 6.418 5 2 83.83 13 3 32 1 InChI=1S/C27H36O5/c1-18(13-16-28)11-12-21-19(2)17-22(32-24(29)20-9-6-5-7-10-20)23-26(21,3)14-8-15-27(23,4)25(30)31/h5-7,9-10,13,21-23,28H,2,8,11-12,14-17H2,1,3-4H3,(H,30,31)/b18-13+/t21-,22-,23-,26-,27-/m1/s1 GIQOHSBJFWWSAH-ZYEVQTAUSA-N OC/C=C(/CC[C@@H]1C(=C)C[C@H]([C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)OC(=O)c1ccccc1)\C NPC240722 Scoparone 6,7-dimethoxychromen-2-one CHEMBL325864 8417 C11H10O4 206.06 0.1664 2.23 1.607 1 0 44.76 4 2 15 0 InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3 GUAFOGOEJLSQBT-UHFFFAOYSA-N COc1cc2oc(=O)ccc2cc1OC NPC76336 Scopoletin 7-hydroxy-6-methoxychromen-2-one CHEMBL71851 5280460 C10H8O4 192.04 -0.2421 2.12 1.088 1 1 55.76 3 2 14 0 InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 RODXRVNMMDRFIK-UHFFFAOYSA-N COc1cc2ccc(=O)oc2cc1O NPC96294 Scopolin 6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one CHEMBL225024 439514 C16H18O9 354.1 -1.989 2.23 -0.02 6 4 134.91 9 3 25 0 InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1 SGTCGCCQZOUMJJ-YMILTQATSA-N OC[C@H]1O[C@@H](Oc2cc3oc(=O)ccc3cc2OC)[C@@H]([C@H]([C@@H]1O)O)O NPC193949 Scoulerine (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol CHEMBL1235966 439654 C19H21NO4 327.15 -0.7202 3 1.51 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 KNWVMRVOBAFFMH-HNNXBMFYSA-N COc1cc2CCN3[C@H](c2cc1O)Cc1c(C3)c(O)c(cc1)OC NPC98069 Sculponeatin A CHEMBL1079531 15922655 C20H24O6 360.16 -1.1444 3 0.581 6 1 82.06 2 6 26 0 InChI=1S/C20H24O6/c1-9-10-5-11(21)13-19(6-10,15(9)22)17(23)26-12-3-4-18(2)7-24-16-14(18)20(12,13)8-25-16/h10-14,16,21H,1,3-8H2,2H3/t10-,11-,12+,13-,14-,16+,18+,19+,20+/m1/s1 VITOUEAQSWAQLD-ZIFJAMSESA-N C=C1[C@@H]2C[C@H]([C@@H]3[C@](C1=O)(C2)C(=O)O[C@@H]1[C@]23CO[C@H]3[C@@H]2[C@](CC1)(C)CO3)O NPC56413 Sculponeatin N CHEMBL2022475 49870969 C20H28O4 332.2 0.0924 3.22 3.538 4 1 63.6 4 4 24 0 InChI=1S/C20H28O4/c1-12-13-5-6-14-19(8-4-7-18(2,3)15(19)10-21)11-24-17(23)20(14,9-13)16(12)22/h13-15,21H,1,4-11H2,2-3H3/t13-,14+,15-,19-,20+/m1/s1 CRJKTSIXXJOHPU-PULXTJHUSA-N OC[C@@H]1C(C)(C)CCC[C@@]21COC(=O)[C@]13[C@H]2CC[C@H](C1)C(=C)C3=O NPC19013 Sculponin D CHEMBL1079124 44557719 C40H48O12 720.31 4.54 1.023 12 2 4 52 1 InChI=1S/C40H48O12/c1-34-6-4-22-38(15-48-29(26(34)38)46-13-34)24-20(41)9-17-11-36(24,32(44)50-22)28-19(17)3-8-40(52-28)18-10-21(42)25-37(12-18,31(40)43)33(45)51-23-5-7-35(2)14-47-30-27(35)39(23,25)16-49-30/h17-18,20-27,29-30,41-42H,3-16H2,1-2H3/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-,29+,30+,34+,35+,36+,37+,38+,39+,40+/m1/s1 UKVLVCQUVUORIL-GRBPIKCNSA-N O[C@@H]1C[C@@H]2C[C@]3([C@@H]1[C@]14CO[C@H]5[C@@H]4[C@](CC[C@@H]1OC3=O)(C)CO5)C(=O)[C@@]12CCC2=C(O1)[C@@]13C[C@H]2C[C@H]([C@H]3[C@@]23[C@@H](OC1=O)CC[C@@]1([C@H]3[C@H](OC2)OC1)C)O NPC319128 Scutebarbatine L [(1R,2S,3R,4R,4aS,8aR)-2-(2-acetyloxy-3-methylbutanoyl)oxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate CHEMBL3577080 24809974 C33H41NO9 595.28 2.1386 3.99 3.996 10 1 138.32 19 4 43 1 InChI=1S/C33H41NO9/c1-19(2)26(41-21(4)35)30(38)43-28-27(42-29(37)23-11-9-15-34-17-23)32(6)20(3)10-8-12-24(32)31(5,33(28,7)39)14-13-22-16-25(36)40-18-22/h9-11,13-17,19,24,26-28,39H,8,12,18H2,1-7H3/b14-13+/t24-,26?,27+,28+,31-,32+,33+/m1/s1 QLQRVRCHRRIMMB-ZDYHSNSLSA-N CC(=O)OC(C(=O)O[C@H]1[C@H](OC(=O)c2cccnc2)[C@@]2(C)C(=CCC[C@@H]2[C@@]([C@@]1(C)O)(C)/C=C/C1=CC(=O)OC1)C)C(C)C NPC42678 Scutebarbatine Y [(1R,2S,3R,4R,4aS,8aR)-1-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-2-yl] pyridine-3-carboxylate CHEMBL3577078 46929395 C33H35NO7 557.24 1.804 4.21 5.858 8 1 112.02 13 5 41 1 InChI=1S/C33H35NO7/c1-21-10-8-14-25-31(2,16-15-22-18-26(35)39-20-22)33(4,38)28(41-30(37)24-13-9-17-34-19-24)27(32(21,25)3)40-29(36)23-11-6-5-7-12-23/h5-7,9-13,15-19,25,27-28,38H,8,14,20H2,1-4H3/b16-15+/t25-,27+,28+,31-,32+,33+/m1/s1 PFWQIGHLLAXZMX-IWSWVWQKSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1cccnc1)OC(=O)c1ccccc1)C NPC183270 Scutebata D [(3S,4aR,5S,6R,6aR,10R,10aS,10bR)-5,6-diacetyloxy-4a,6a,7,10b-tetramethyl-2'-oxospiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-10-yl] benzoate CHEMBL3577082 46183387 C31H38O9 554.25 1.1675 3.88 5.1 9 0 114.43 13 5 40 1 InChI=1S/C31H38O9/c1-18-12-13-22(39-27(35)21-10-8-7-9-11-21)24-28(4)14-15-31(16-23(34)36-17-31)40-30(28,6)26(38-20(3)33)25(29(18,24)5)37-19(2)32/h7-12,22,24-26H,13-17H2,1-6H3/t22-,24-,25+,26+,28-,29+,30+,31+/m1/s1 XYYMUFSAXSAILU-HQCFMCSESA-N CC(=O)O[C@H]1[C@H](OC(=O)C)[C@]2(C)O[C@@]3(COC(=O)C3)CC[C@@]2([C@@H]2[C@]1(C)C(=CC[C@H]2OC(=O)c1ccccc1)C)C NPC63041 Scutehenanine A [(1R,2S,3R,4R,4aS,8aR)-1,3-dihydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-2-yl] pyridine-3-carboxylate CHEMBL1078786 44556879 C26H31NO6 453.22 1.4348 3.55 2.372 7 2 105.95 11 4 33 0 InChI=1S/C26H31NO6/c1-16-7-5-9-19-24(2,11-10-17-13-20(28)32-15-17)26(4,31)22(21(29)25(16,19)3)33-23(30)18-8-6-12-27-14-18/h6-8,10-14,19,21-22,29,31H,5,9,15H2,1-4H3/b11-10+/t19-,21+,22+,24-,25+,26+/m1/s1 RWNSVOOPOYYRLS-GLTZHHDWSA-N O=C1OCC(=C1)/C=C/[C@]1(C)[C@H]2CCC=C([C@]2(C)[C@H]([C@@H]([C@]1(C)O)OC(=O)c1cccnc1)O)C NPC124029 Scutehenanine B [(1S,3S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-5-hydroxy-4a,6a,7,10b-tetramethyl-2'-oxospiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-1-yl] pyridine-3-carboxylate CHEMBL1077449 44556948 C33H37NO8 575.25 0.9717 4.1 5.71 9 1 121.25 11 6 42 1 InChI=1S/C33H37NO8/c1-20-10-8-14-23-30(20,2)27(41-28(37)21-11-6-5-7-12-21)26(36)32(4)31(23,3)24(16-33(42-32)17-25(35)39-19-33)40-29(38)22-13-9-15-34-18-22/h5-7,9-13,15,18,23-24,26-27,36H,8,14,16-17,19H2,1-4H3/t23-,24-,26-,27-,30-,31-,32-,33-/m0/s1 WFFUGMCEOIJHMN-GRTFKUIQSA-N O=C1OC[C@@]2(C1)C[C@H](OC(=O)c1cccnc1)[C@]1([C@](O2)(C)[C@@H](O)[C@@H]([C@@]2([C@@H]1CCC=C2C)C)OC(=O)c1ccccc1)C NPC211920 Scutehenanine C [(1S,3S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-5-hydroxy-4a,6a,10b-trimethyl-7-methylidene-2'-oxospiro[1,2,5,6,8,9,10,10a-octahydrobenzo[f]chromene-3,4'-oxolane]-1-yl] pyridine-3-carboxylate CHEMBL1077450 44556949 C33H37NO8 575.25 0.0882 4.1 5.755 9 1 121.25 10 6 42 1 InChI=1S/C33H37NO8/c1-20-10-8-14-23-30(20,2)27(41-28(37)21-11-6-5-7-12-21)26(36)32(4)31(23,3)24(16-33(42-32)17-25(35)39-19-33)40-29(38)22-13-9-15-34-18-22/h5-7,9,11-13,15,18,23-24,26-27,36H,1,8,10,14,16-17,19H2,2-4H3/t23-,24-,26-,27-,30-,31-,32-,33-/m0/s1 GMMYKYNDSYLONO-GRTFKUIQSA-N O=C1OC[C@@]2(C1)C[C@H](OC(=O)c1cccnc1)[C@]1([C@](O2)(C)[C@@H](O)[C@@H]([C@@]2([C@@H]1CCCC2=C)C)OC(=O)c1ccccc1)C NPC148860 Scutehenanine D [(1R,2S,3R,4S,4aS,8aR)-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(2R)-6-oxo-3,4-dihydro-2H-furo[2,3-c]furan-2-yl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate CHEMBL1077451 44556950 C33H35NO8 573.24 0.854 4.1 5.879 9 1 121.25 12 6 42 1 InChI=1S/C33H35NO8/c1-19-10-8-14-23-31(19,2)26(41-29(36)21-13-9-15-34-17-21)27(42-28(35)20-11-6-5-7-12-20)33(4,38)32(23,3)24-16-22-18-39-30(37)25(22)40-24/h5-7,9-13,15,17,23-24,26-27,38H,8,14,16,18H2,1-4H3/t23-,24+,26-,27-,31-,32-,33-/m0/s1 NFCXCBLWABDYMW-FWQSJGQVSA-N O=C(c1ccccc1)O[C@H]1[C@H](OC(=O)c2cccnc2)[C@@]2(C)C(=CCC[C@@H]2[C@@]([C@@]1(C)O)(C)[C@@H]1OC2=C(C1)COC2=O)C NPC130230 Scutellarein 5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL55415 5281697 C15H10O6 286.05 -2.3448 2.45 1.462 1 4 107.22 5 3 21 0 InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H JVXZRQGOGOXCEC-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)O)O NPC43211 Scutellarin (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL487805 185617 C21H18O12 462.08 -3.9895 2.45 0.082 7 7 203.44 11 4 33 1 InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1 DJSISFGPUUYILV-ZFORQUDYSA-N OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC21848 Secobarbital 5-pentan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione CHEMBL447 5193 C12H18N2O3 238.13 -0.2495 2.23 3.272 5 2 82.25 9 1 17 0 InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17) KQPKPCNLIDLUMF-UHFFFAOYSA-N CCCC(C1(CC=C)C(=NC(=O)N=C1O)O)C NPC261607 Secotanapartholide A (4S,5S)-5-[(1S,2R)-2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-yl]-3-methylidene-4-(3-oxobutyl)oxolan-2-one CHEMBL446076 10356188 C15H18O5 278.12 -0.2523 2.56 -0.353 5 1 80.67 7 2 20 0 InChI=1S/C15H18O5/c1-8(16)4-5-10-9(2)14(18)20-13(10)12-11(17)6-7-15(12,3)19/h6-7,10,12-13,19H,2,4-5H2,1,3H3/t10-,12-,13-,15+/m0/s1 RTOGTHJTQOMSQZ-GZCFXPHUSA-N CC(=O)CC[C@H]1C(=C)C(=O)O[C@@H]1[C@@H]1C(=O)C=C[C@@]1(C)O NPC300312 Secotanapartholide B (4S,5S)-5-[(1S,2S)-2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-yl]-3-methylidene-4-(3-oxobutyl)oxolan-2-one CHEMBL513501 10265551 C15H18O5 278.12 -0.2523 2.56 -0.353 5 1 80.67 7 2 20 0 InChI=1S/C15H18O5/c1-8(16)4-5-10-9(2)14(18)20-13(10)12-11(17)6-7-15(12,3)19/h6-7,10,12-13,19H,2,4-5H2,1,3H3/t10-,12-,13-,15-/m0/s1 RTOGTHJTQOMSQZ-NHULGOKLSA-N CC(=O)CC[C@H]1C(=C)C(=O)O[C@@H]1[C@@H]1C(=O)C=C[C@]1(C)O NPC256640 Secotenuifolide A methyl (E)-2-[(1R)-1-hydroxy-2-oxopropyl]heptacos-2-enoate CHEMBL1078158 44557566 C31H58O4 494.43 -6.617 4.43 12.695 4 1 63.6 31 0 35 2 InChI=1S/C31H58O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29(31(34)35-3)30(33)28(2)32/h27,30,33H,4-26H2,1-3H3/b29-27+/t30-/m0/s1 RTQSGVCMOOHGNW-DHDJNVLLSA-N CCCCCCCCCCCCCCCCCCCCCCCC/C=C(\[C@H](C(=O)C)O)/C(=O)OC NPC27495 Secundiflorol I (6aR,11aR)-8,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol CHEMBL239005 44437740 C17H16O5 300.1 -1.217 2.78 1.87 0 1 57.15 5 4 22 0 InChI=1S/C17H16O5/c1-19-15-6-11-12-8-21-13-5-9(18)3-4-10(13)17(12)22-14(11)7-16(15)20-2/h3-7,12,17-18H,8H2,1-2H3/t12-,17-/m0/s1 ICUCUXZJAYHKLS-SJCJKPOMSA-N COc1cc2c(cc1OC)O[C@@H]1[C@H]2COc2c1ccc(c2)O NPC35341 Selaginellin 4-[[3-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethynyl]phenyl]-(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one CHEMBL3394769 16664188 C34H24O5 512.16 -0.7042 4.65 7.348 2 4 97.99 8 5 39 1 InChI=1S/C34H24O5/c35-21-26-10-20-31(23-4-13-28(37)14-5-23)34(32(26)19-3-22-1-11-27(36)12-2-22)33(24-6-15-29(38)16-7-24)25-8-17-30(39)18-9-25/h1-2,4-18,20,35-38H,21H2 SJSFYXIEVFIZJC-UHFFFAOYSA-N OCc1ccc(c(c1C#Cc1ccc(cc1)O)C(=C1C=CC(=O)C=C1)c1ccc(cc1)O)c1ccc(cc1)O NPC35630 Selaginellin M 4-[[3-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethynyl]phenyl]-(4-methoxyphenyl)methylidene]cyclohexa-2,5-dien-1-one CHEMBL3394770 71575995 C35H26O5 526.18 -0.2957 4.76 7.867 2 3 86.99 9 5 40 1 InChI=1S/C35H26O5/c1-40-31-18-9-26(10-19-31)34(25-7-16-30(39)17-8-25)35-32(24-5-14-29(38)15-6-24)21-11-27(22-36)33(35)20-4-23-2-12-28(37)13-3-23/h2-3,5-19,21,36-38H,22H2,1H3 LPEPBNUNFHGLSZ-UHFFFAOYSA-N COc1ccc(cc1)C(=C1C=CC(=O)C=C1)c1c(C#Cc2ccc(cc2)O)c(CO)ccc1c1ccc(cc1)O NPC291186 Selenomethionine (2S)-2-azaniumyl-4-methylselanylbutanoate CHEMBL113178 53262363;105024 C5H11NO2Se 197 -1.3209 1.57 -2.108 3 2 63.32 7 0 9 0 InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 RJFAYQIBOAGBLC-BYPYZUCNSA-N C[Se]CC[C@@H](C(=O)O)N NPC189290 Selin-11-En-4Alpha-Ol (1R,4aR,7R,8aR)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-ol CHEMBL505457 15560330 C15H26O 222.2 1.1904 3 4.724 1 1 20.23 5 2 16 0 InChI=1S/C15H26O/c1-11(2)12-6-9-14(3)7-5-8-15(4,16)13(14)10-12/h12-13,16H,1,5-10H2,2-4H3/t12-,13-,14-,15-/m1/s1 DPQYOKVMVCQHMY-KBUPBQIOSA-N CC(=C)[C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C NPC193471 Senecionine CHEMBL362153 5280906 C18H25NO5 335.17 0.6098 2.78 1.203 6 1 76.07 4 3 24 0 InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1 HKODIGSRFALUTA-JTLQZVBZSA-N C/C=C\1/C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3 NPC31627 Senegalensin 5-hydroxy-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-6-(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one CHEMBL565072 402594 C25H26O6 422.17 0.2818 3.55 3.543 2 3 96.22 11 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-10-16-21(27)20-22(28)18(14-6-8-15(26)9-7-14)12-30-24(20)17-11-19(25(3,4)29)31-23(16)17/h5-9,12,19,26-27,29H,10-11H2,1-4H3 KQLMUJOKBRYEHR-UHFFFAOYSA-N CC(=CCc1c2OC(Cc2c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C(O)(C)C)C NPC92403 Sennoside B (9S)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid CHEMBL445268 91440 C42H38O20 862.2 -6.3452 3.88 0.662 16 12 347.96 21 8 62 2 InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1 IPQVTOJGNYVQEO-AIFLABODSA-N OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c([C@@H]3[C@@H]3c4cc(cc(c4C(=O)c4c3cccc4O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)C(=O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC199595 Sentulic Acid (1S,2S,4aR,4bR,6aR,10aR,12aR)-1-(2-carboxyethyl)-1,4a,6a,9,9-pentamethyl-2-prop-1-en-2-yl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysene-4b-carboxylic acid CHEMBL2041872 70683988 C30H46O4 470.34 2.9632 4.32 9.989 4 2 74.6 13 4 34 1 InChI=1S/C30H46O4/c1-19(2)20-10-13-29(7)23(28(20,6)12-11-24(31)32)9-8-21-22-18-26(3,4)14-15-27(22,5)16-17-30(21,29)25(33)34/h8,20,22-23H,1,9-18H2,2-7H3,(H,31,32)(H,33,34)/t20-,22-,23+,27+,28-,29+,30+/m0/s1 VUWARXIOXCJWQT-IMQJRXMUSA-N OC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC=C1[C@]2(CC[C@@]2([C@H]1CC(C)(C)CC2)C)C(=O)O)C)C(=C)C NPC11147 Septicine (8aR)-6,7-bis(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine CHEMBL1092163 10763252 C24H29NO4 395.21 -0.6582 3.55 3.306 1 0 40.16 10 4 29 0 InChI=1S/C24H29NO4/c1-26-21-9-7-16(12-23(21)28-3)19-14-18-6-5-11-25(18)15-20(19)17-8-10-22(27-2)24(13-17)29-4/h7-10,12-13,18H,5-6,11,14-15H2,1-4H3/t18-/m1/s1 MXMHNOVMTJDCLE-GOSISDBHSA-N COc1ccc(cc1OC)C1=C(C[C@@H]2N(C1)CCC2)c1ccc(c(c1)OC)OC NPC120280 Sequirin C 4-[(E,3S,4S)-4,5-dihydroxy-1-(4-hydroxyphenyl)pent-1-en-3-yl]benzene-1,2-diol CHEMBL1689216 12315463 C17H18O5 302.12 -1.9068 2.78 2.135 2 5 101.15 10 2 22 0 InChI=1S/C17H18O5/c18-10-17(22)14(12-4-8-15(20)16(21)9-12)7-3-11-1-5-13(19)6-2-11/h1-9,14,17-22H,10H2/b7-3+/t14-,17+/m0/s1 UWWISKPOVFKUES-SITIDLGXSA-N OC[C@H]([C@H](c1ccc(c(c1)O)O)/C=C/c1ccc(cc1)O)O NPC194593 Sequoiaflavone 5,7-dihydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one CHEMBL255493 5484010 C31H20O10 552.11 -3.3605 3.77 2.821 2 5 162.98 10 6 41 0 InChI=1S/C31H20O10/c1-39-17-9-20(34)29-23(37)12-26(40-27(29)10-17)15-4-7-19(33)18(8-15)28-21(35)11-22(36)30-24(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3 TYUMAYSMJLPFAN-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)O NPC86892 Seravshanin [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylpropanoate CHEMBL70302 10317265 C20H22O7 374.14 1.1712 2.89 3.089 5 0 88.13 10 3 27 0 InChI=1S/C20H22O7/c1-10(2)19(23)26-17-15-13(27-20(4,5)18(17)24-11(3)21)8-6-12-7-9-14(22)25-16(12)15/h6-10,17-18H,1-5H3/t17-,18-/m1/s1 BUTUNJHEBGRWGK-QZTJIDSGSA-N CC(=O)O[C@@H]1[C@H](OC(=O)C(C)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1 NPC219143 Serine (2S)-2-azaniumyl-3-hydroxypropanoate CHEMBL11298 6857581;5951 C3H7NO3 105.04 -1.5955 1.35 -3.956 4 3 83.55 5 0 7 0 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 MTCFGRXMJLQNBG-REOHCLBHSA-N OC[C@@H](C(=O)O)N NPC220765 Serotonin 3-(2-aminoethyl)-1H-indol-5-ol CHEMBL39 5202 C10H12N2O 176.09 -1.3634 2.23 0.547 2 3 62.04 4 2 13 0 InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2 QZAYGJVTTNCVMB-UHFFFAOYSA-N NCCc1c[nH]c2c1cc(O)cc2 NPC13007 Sesalin 8,8-dimethylpyrano[2,3-f]chromen-2-one CHEMBL71358 68229 C14H12O3 228.08 1.1778 2.67 2.932 1 0 35.53 2 3 17 0 InChI=1S/C14H12O3/c1-14(2)8-7-10-11(17-14)5-3-9-4-6-12(15)16-13(9)10/h3-8H,1-2H3 QUVCQYQEIOLHFZ-UHFFFAOYSA-N CC1(C)C=Cc2c(O1)ccc1c2oc(=O)cc1 NPC171928 Sesamin 5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole CHEMBL252915 72307 C20H18O6 354.11 -1.6034 3 2.576 2 0 55.38 2 6 26 0 InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1 PEYUIKBAABKQKQ-AFHBHXEDSA-N C1Oc2c(O1)cc(cc2)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc2c(c1)OCO2 NPC247871 Sesamol 1,3-benzodioxol-5-ol CHEMBL1517998 68289 C7H6O3 138.03 -0.763 1.9 0.872 0 1 38.69 1 2 10 0 InChI=1S/C7H6O3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3,8H,4H2 LUSZGTFNYDARNI-UHFFFAOYSA-N Oc1ccc2c(c1)OCO2 NPC99836 Sesquicannabigerol 5-pentyl-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol CHEMBL1823117 54669855 C26H40O2 384.3 2.6709 4.1 8.583 0 2 40.46 19 1 28 2 InChI=1S/C26H40O2/c1-6-7-8-15-23-18-25(27)24(26(28)19-23)17-16-22(5)14-10-13-21(4)12-9-11-20(2)3/h11,13,16,18-19,27-28H,6-10,12,14-15,17H2,1-5H3/b21-13+,22-16+ WYEFRBILENQYOH-CZHHEZJISA-N CCCCCc1cc(O)c(c(c1)O)C/C=C(/CC/C=C(/CCC=C(C)C)\C)\C NPC246693 Shikonin 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione CHEMBL9470 479503 C16H16O5 288.1 0.0184 2.67 0.858 3 3 94.83 8 2 21 0 InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1 NEZONWMXZKDMKF-SNVBAGLBSA-N CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)O)C NPC113428 Shikonofuran C [1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbutanoate CHEMBL1946217 5321288 C21H26O5 358.18 1.2033 3.22 4.098 2 2 79.9 14 2 26 0 InChI=1S/C21H26O5/c1-13(2)5-8-19(26-21(24)9-14(3)4)15-10-20(25-12-15)17-11-16(22)6-7-18(17)23/h5-7,10-12,14,19,22-23H,8-9H2,1-4H3 RQSVDMLEQSPRMK-UHFFFAOYSA-N CC(CC(=O)OC(c1coc(c1)c1cc(O)ccc1O)CC=C(C)C)C NPC61284 Shikonofuran D [1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] 2-methylpropanoate CHEMBL1946216 5321289 C20H24O5 344.16 1.3299 3.11 3.314 2 2 79.9 13 2 25 0 InChI=1S/C20H24O5/c1-12(2)5-8-18(25-20(23)13(3)4)14-9-19(24-11-14)16-10-15(21)6-7-17(16)22/h5-7,9-11,13,18,21-22H,8H2,1-4H3 CXGBJXJKCPQSQI-UHFFFAOYSA-N CC(=CCC(c1coc(c1)c1cc(O)ccc1O)OC(=O)C(C)C)C NPC308799 Shikonofuran E [1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate CHEMBL1944654 5321290 C21H24O5 356.16 2.0451 3.22 3.646 2 2 79.9 13 2 26 0 InChI=1S/C21H24O5/c1-13(2)5-8-19(26-21(24)9-14(3)4)15-10-20(25-12-15)17-11-16(22)6-7-18(17)23/h5-7,9-12,19,22-23H,8H2,1-4H3 MIIXCJKPPPUPOJ-UHFFFAOYSA-N CC(=CCC(c1coc(c1)c1cc(O)ccc1O)OC(=O)C=C(C)C)C NPC228940 Shimobashiric Acid C (2R)-2-[(1R,2R,3R,4R)-2-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid CHEMBL3113338 76335838 C36H32O16 720.17 -5.0848 3.66 2.724 8 10 289.04 24 5 52 2 InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48)/t27-,28-,29-,30-,31-,32-/m1/s1 SUYLTDFWHNXGDX-DFPPRZEMSA-N OC(=O)[C@@H](Cc1ccc(c(c1)O)O)OC(=O)[C@H]1[C@H](C(=O)O[C@@H](C(=O)O)Cc2ccc(c(c2)O)O)[C@@H]([C@H]1c1ccc(c(c1)O)O)c1ccc(c(c1)O)O NPC194100 Shinjudilactone CHEMBL164428 10317384 C20H24O7 376.15 -0.8804 2.89 0.413 7 2 110.13 5 5 27 0 InChI=1S/C20H24O7/c1-8-4-12(21)15(23)18(3)10(8)5-13-19-7-26-17(24)20(25,16(18)19)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-16,23,25H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16-,18-,19-,20-/m1/s1 XCAPDGKSNAMUQC-XRFSQBOSSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H](C1)[C@@H](C)[C@]3(O)C(=O)OC4)C)O)C NPC472534 Shinjulactone A CHEMBL349383 44375396 C20H26O7 378.17 -1.0302 2.89 -0.422 7 4 116.45 6 5 27 0 InChI=1S/C20H26O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-13,15-17,21,23-25H,2,5-7H2,1,3H3/t10-,11-,12-,13+,15-,16+,17+,18+,19+,20-/m0/s1 RSGAOKBKALIZEE-RSIVDQDWSA-N O=C1O[C@@H]2C[C@H]3C(=C[C@@H]([C@H]([C@@]3([C@@H]3[C@@]42[C@@H](C1)C(=C)[C@@H]([C@@]3(OC4)O)O)C)O)O)C NPC34963 Shizukaol B CHEMBL1813267 56661508 C40H44O13 732.28 0.4584 4.43 0.317 13 2 189.03 9 9 53 1 InChI=1S/C40H44O13/c1-16-8-9-50-27(41)6-7-28(42)51-14-20-22-13-25-37(3,23-12-24(23)39(25,48)15-52-34(16)45)26-11-19-18-10-21(18)38(4)30(19)31(40(22,26)53-36(20)47)29(32(43)33(38)44)17(2)35(46)49-5/h8,18,21,23-26,31,33,44,48H,6-7,9-15H2,1-5H3/b16-8+,29-17-/t18-,21-,23-,24+,25-,26+,31+,33+,37+,38+,39+,40+/m1/s1 NCEFZVURTXZBJM-CLPLISGISA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C(=C/COC(=O)CCC(=O)OC1)/C)[C@@H]1[C@H]2C1)C)/C NPC469674 Shizukaol C CHEMBL1097994 C35H40O10 620.26 -0.3243 4.21 0.725 10 3 156.66 15 8 45 0 InChI=1S/C35H40O10/c1-7-13(2)29(39)44-12-16-18-9-21-25(36)15-8-17(15)32(21,4)22-11-34(42)20-10-19(20)33(5)27(34)24(35(18,22)45-31(16)41)23(26(37)28(33)38)14(3)30(40)43-6/h7,15,17,19-22,25,28,36,38,42H,8-12H2,1-6H3/b13-7+,23-14+/t15-,17+,19+,20-,21-,22-,25+,28-,32-,33-,34-,35-/m0/s1 RQSUWQLZEDOFRR-NAJUWFPCSA-N COC(=O)/C(=C\1/C(=O)[C@H](O)[C@@]2(C3=C1[C@]14OC(=O)C(=C1C[C@@H]1[C@]([C@@H]4C[C@]3(O)[C@@H]3[C@H]2C3)(C)[C@@H]2C[C@@H]2[C@H]1O)COC(=O)/C(=C/C)/C)C)/C NPC241935 Shizukaol F CHEMBL1813268 56681897 C40H44O13 732.28 0.3517 4.43 -0.013 13 2 189.03 9 9 53 1 InChI=1S/C40H44O13/c1-16-8-29(43)52-15-39(48)24-11-23(24)37(3)25(39)12-22-20(14-51-28(42)7-6-27(41)50-13-16)36(47)53-40(22)26(37)10-19-18-9-21(18)38(4)31(19)32(40)30(33(44)34(38)45)17(2)35(46)49-5/h8,18,21,23-26,32,34,45,48H,6-7,9-15H2,1-5H3/b16-8+,30-17-/t18-,21-,23-,24+,25-,26+,32+,34+,37+,38+,39+,40+/m1/s1 XOCHXEVAPBOSPH-RCNNXFIWSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C=C(\C)/COC(=O)CCC(=O)OC1)[C@@H]1[C@H]2C1)C)/C NPC279478 Shizukaol H CHEMBL1811934 56659161 C40H44O14 748.27 -0.3005 4.32 -0.348 14 3 209.26 10 9 54 1 InChI=1S/C40H44O14/c1-15-6-27(42)53-14-39(49)23-9-22(23)37(3)25(39)10-21-19(13-51-28(43)11-24(41)36(48)52-12-15)35(47)54-40(21)26(37)8-18-17-7-20(17)38(4)30(18)31(40)29(32(44)33(38)45)16(2)34(46)50-5/h6,17,20,22-26,31,33,41,45,49H,7-14H2,1-5H3/b15-6+,29-16-/t17-,20-,22-,23+,24+,25-,26+,31+,33+,37+,38+,39+,40+/m1/s1 PHCXHKSHMYZRPK-WPCIVLODSA-N COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C=C(\C)/COC(=O)[C@H](CC(=O)OC1)O)[C@@H]1[C@H]2C1)C)/C NPC164778 Shogaol (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one CHEMBL25948 5281794 C17H24O3 276.17 -0.8747 3 4.225 1 1 46.53 12 1 20 0 InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+ OQWKEEOHDMUXEO-BQYQJAHWSA-N CCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O NPC94943 Siamenol 6-methyl-3-(3-methylbut-2-enyl)-9H-carbazol-2-ol CHEMBL444482 477436 C18H19NO 265.15 1.6387 3.22 4.697 1 2 36.02 6 3 20 0 InChI=1S/C18H19NO/c1-11(2)4-6-13-9-15-14-8-12(3)5-7-16(14)19-17(15)10-18(13)20/h4-5,7-10,19-20H,6H2,1-3H3 BBPNJGRZPSCZBB-UHFFFAOYSA-N CC(=CCc1cc2c(cc1O)[nH]c1c2cc(C)cc1)C NPC187722 Siaresinolic Acid (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL495641 12315525 C30H48O4 472.36 1.2979 4.32 6.756 4 3 77.76 11 5 34 1 InChI=1S/C30H48O4/c1-25(2)14-16-30(24(33)34)17-15-28(6)18(22(30)23(25)32)8-9-20-27(5)12-11-21(31)26(3,4)19(27)10-13-29(20,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 KFALHTDSQSJCFC-LLICELPBSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@H](O)C(C)(C)CC1)C(=O)O)C)C NPC297342 Sibiricose A6 [(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CHEMBL3581236 6326021 C23H32O15 548.17 -4.1441 2.34 -2.528 12 8 234.29 21 3 38 3 InChI=1S/C23H32O15/c1-33-11-5-10(6-12(34-2)16(11)28)3-4-15(27)36-21-18(30)14(8-25)37-23(21,9-26)38-22-20(32)19(31)17(29)13(7-24)35-22/h3-6,13-14,17-22,24-26,28-32H,7-9H2,1-2H3/b4-3+/t13-,14-,17-,18-,19+,20-,21+,22-,23+/m1/s1 WTCVROXOIQEIRC-IBVGEFGBSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1cc(OC)c(c(c1)OC)O)(CO)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC75724 Sibiriquinone A 8,8-dimethyl-2-propan-2-yl-7H-phenanthrene-1,4-dione CHEMBL388964 10039317 C19H20O2 280.15 1.914 3.33 5.517 2 0 34.14 5 3 21 1 InChI=1S/C19H20O2/c1-11(2)14-10-16(20)17-12-6-5-9-19(3,4)15(12)8-7-13(17)18(14)21/h5-8,10-11H,9H2,1-4H3 QLYRTJYMSVNUFC-UHFFFAOYSA-N CC(C1=CC(=O)c2c(C1=O)ccc1c2C=CCC1(C)C)C NPC134882 Sibiriquinone B 8,8-dimethyl-2-propan-2-yl-6,7-dihydro-5H-phenanthrene-1,4-dione CHEMBL227074 9971020 C19H22O2 282.16 0.9618 3.33 5.667 2 0 34.14 5 3 21 1 InChI=1S/C19H22O2/c1-11(2)14-10-16(20)17-12-6-5-9-19(3,4)15(12)8-7-13(17)18(14)21/h7-8,10-11H,5-6,9H2,1-4H3 MRPWFJPXXDIFAE-UHFFFAOYSA-N CC(C1=CC(=O)c2c(C1=O)ccc1c2CCCC1(C)C)C NPC476088 Sid134751 3,8-dihydroxy-10-methoxy-9-[(E)-3-methylbut-1-enyl]-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one CHEMBL525350 5458462 C26H26O6 434.17 0.8275 3.66 4.524 1 2 85.22 11 4 32 0 InChI=1S/C26H26O6/c1-13(2)6-8-16-18(30-5)12-21-22(24(16)28)25(29)23-20(10-14(3)4)31-19-11-15(27)7-9-17(19)26(23)32-21/h6-13,20,27-28H,1-5H3/b8-6+ FWIXOUMETCCFPO-SOFGYWHQSA-N COc1cc2oc3c4ccc(cc4OC(c3c(=O)c2c(c1/C=C/C(C)C)O)C=C(C)C)O NPC416184 Sid14730841 1,3-benzodioxol-5-yl(piperidin-1-yl)methanethione CHEMBL1492484 347809 C13H15NO2S 249.08 -0.8792 2.45 2.922 1 0 53.79 2 3 17 0 InChI=1S/C13H15NO2S/c17-13(14-6-2-1-3-7-14)10-4-5-11-12(8-10)16-9-15-11/h4-5,8H,1-3,6-7,9H2 GRKFQNCLGKIJKV-UHFFFAOYSA-N S=C(c1ccc2c(c1)OCO2)N1CCCCC1 NPC469978 Sid14737105 1-(1,3-benzodioxol-5-yl)-3-piperidin-1-ylpropan-1-one CHEMBL1606959 147354 C15H19NO3 261.14 -1.3477 2.67 1.884 2 0 38.77 4 3 19 0 InChI=1S/C15H19NO3/c17-13(6-9-16-7-2-1-3-8-16)12-4-5-14-15(10-12)19-11-18-14/h4-5,10H,1-3,6-9,11H2 DJXZMJWCDITTEO-UHFFFAOYSA-N O=C(c1ccc2c(c1)OCO2)CCN1CCCCC1 NPC469808 Sid17403365 (E)-3-(1,3-benzodioxol-5-yl)-1-morpholin-4-ylprop-2-en-1-one CHEMBL118703 682145 C14H15NO4 261.1 -0.6841 2.45 1.209 3 0 48 3 3 19 0 InChI=1S/C14H15NO4/c16-14(15-5-7-17-8-6-15)4-2-11-1-3-12-13(9-11)19-10-18-12/h1-4,9H,5-8,10H2/b4-2+ YGGASQPEKIGCKJ-DUXPYHPUSA-N O=C(N1CCOCC1)/C=C/c1ccc2c(c1)OCO2 NPC152771 Sid22405478 [(9S,10S)-10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate CHEMBL1538873 15945056 C19H20O6 344.13 1.4115 2.89 2.8 4 1 82.06 8 3 25 0 InChI=1S/C19H20O6/c1-5-10(2)18(22)24-17-15(21)14-12(25-19(17,3)4)8-6-11-7-9-13(20)23-16(11)14/h5-9,15,17,21H,1-4H3/b10-5-/t15-,17-/m0/s1 KJWFOHVSTFGWGZ-ODZVBOMLSA-N C/C=C(\C(=O)O[C@H]1[C@@H](O)c2c(OC1(C)C)ccc1c2oc(=O)cc1)/C NPC90411 Sid22414536 7-hydroxy-5-methoxy-3H-2-benzofuran-1-one CHEMBL507369 181107 C9H8O4 180.04 -0.5916 2.01 0.98 2 1 55.76 3 2 13 0 InChI=1S/C9H8O4/c1-12-6-2-5-4-13-9(11)8(5)7(10)3-6/h2-3,10H,4H2,1H3 DQVAVEZQPWBKEW-UHFFFAOYSA-N COc1cc(O)c2c(c1)COC2=O NPC64359 Sid24823998 (E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one CHEMBL317469 5380645 C16H14O3 254.09 -0.4148 2.89 5.301 1 1 46.53 6 2 19 1 InChI=1S/C16H14O3/c1-19-13-8-9-14(16(18)11-13)15(17)10-7-12-5-3-2-4-6-12/h2-11,18H,1H3/b10-7+ GUNGQVJAKLIYDG-JXMROGBWSA-N COc1ccc(c(c1)O)C(=O)/C=C/c1ccccc1 NPC131718 Sid24824100 1H-indole-3-carboxamide CHEMBL379099 2192542 C9H8N2O 160.06 -0.502 2.12 2.522 3 3 59.87 2 2 12 0 InChI=1S/C9H8N2O/c10-9(12)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H2,10,12) LSGKMZLPZFPAIN-UHFFFAOYSA-N OC(=N)c1c[nH]c2c1cccc2 NPC304954 Sid26657808 (2Z)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one CHEMBL446827 16376440 C16H12O5 284.07 -1.3693 2.67 2.419 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-14-6-9(2-5-12(14)18)7-15-16(19)11-4-3-10(17)8-13(11)21-15/h2-8,17-18H,1H3/b15-7- HPSPCMSCDNHZJM-CHHVJCJISA-N COc1cc(ccc1O)/C=C/1\Oc2c(C1=O)ccc(c2)O NPC470003 Sid4253497 sodium;(2S)-2-hydroxy-2-[8-(hydroxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]butanoate CHEMBL164269 23705698 C20H18N2O5.Na 365.11 -2.8738 2.89 0.832 7 2 113.79 8 4 27 0 InChI=1S/C20H18N2O5.Na/c1-2-20(27,19(25)26)14-8-16-17-12(9-22(16)18(24)13(14)10-23)7-11-5-3-4-6-15(11)21-17;/h3-8,23,27H,2,9-10H2,1H3,(H,25,26);/q;+1/p-1/t20-;/m0./s1 HPSUBMDJBRNXKK-BDQAORGHSA-M CC[C@](c1cc2c3nc4ccccc4cc3Cn2c(=O)c1CO)(C(=O)[O-])O.[Na+] NPC473411 Sid470675 5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol CHEMBL419378 5385086 C17H18O4 286.12 -0.1479 2.89 3.819 0 1 47.92 9 2 21 0 InChI=1S/C17H18O4/c1-19-14-8-13(9-15(11-14)20-2)5-4-12-6-7-17(21-3)16(18)10-12/h4-11,18H,1-3H3/b5-4+ UQIWTPQGJCCTPA-SNAWJCMRSA-N COc1cc(/C=C/c2ccc(c(c2)O)OC)cc(c1)OC NPC469977 Sid47200685 (E)-3-(1,3-benzodioxol-5-yl)-N-cyclopentylprop-2-enamide CHEMBL1575961 871734 C15H17NO3 259.12 -1.3377 2.67 3.21 2 1 51.05 4 3 19 0 InChI=1S/C15H17NO3/c17-15(16-12-3-1-2-4-12)8-6-11-5-7-13-14(9-11)19-10-18-13/h5-9,12H,1-4,10H2,(H,16,17)/b8-6+ SLFOTQIGIXJPPD-SOFGYWHQSA-N OC(=NC1CCCC1)/C=C/c1ccc2c(c1)OCO2 NPC216314 Sid503295 7-methoxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one CHEMBL478578 165203 C19H18O6 342.11 -0.8739 2.89 2.625 1 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-11-5-6-12-16(7-11)25-10-14(19(12)20)13-8-17(23-3)18(24-4)9-15(13)22-2/h5-10H,1-4H3 LMCHYXAZXISBOS-UHFFFAOYSA-N COc1ccc2c(c1)occ(c2=O)c1cc(OC)c(cc1OC)OC NPC243834 Sid506287 7-methoxy-3-methyl-8-(3-methylbut-2-enyl)-9H-carbazol-2-ol CHEMBL507794 375146 C19H21NO2 295.16 1.5869 3.22 3.831 1 2 45.25 8 3 22 0 InChI=1S/C19H21NO2/c1-11(2)5-6-14-18(22-4)8-7-13-15-9-12(3)17(21)10-16(15)20-19(13)14/h5,7-10,20-21H,6H2,1-4H3 XFLPKTCBCLWABD-UHFFFAOYSA-N COc1ccc2c(c1CC=C(C)C)[nH]c1c2cc(c(c1)O)C NPC475112 Sid506289 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol CHEMBL498436 375148 C23H25NO2 347.19 2.297 3.66 4.958 1 2 45.25 8 4 26 0 InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3 WWXYBSVWYPHUPZ-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)ccc1c2[nH]c2c1cc(c(c2)O)C)C NPC291535 Sid506290 2,2,7-trimethyl-10H-pyrano[2,3-b]carbazol-8-ol CHEMBL495872 375149 C18H17NO2 279.13 0.6691 3.11 3.242 1 2 45.25 4 4 21 0 InChI=1S/C18H17NO2/c1-10-6-12-13-7-11-4-5-18(2,3)21-17(11)9-15(13)19-14(12)8-16(10)20/h4-9,19-20H,1-3H3 RUQHCCGMEXXSBD-UHFFFAOYSA-N Oc1cc2[nH]c3c(c2cc1C)cc1c(c3)OC(C=C1)(C)C NPC475085 Sid506292 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol CHEMBL496633 375151 C23H25NO2 347.19 2.297 3.66 4.958 1 2 45.25 8 4 26 0 InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-18-21-19(12-15(3)22(18)26-23)17-8-7-16(25)13-20(17)24-21/h6-9,11-13,24-25H,5,10H2,1-4H3 DWMBXHWBPZZCTN-UHFFFAOYSA-N CC(=CCCC1(C)C=Cc2c(O1)c(C)cc1c2[nH]c2c1ccc(c2)O)C NPC476106 Sid506296 5-(3,5-dimethyl-11H-pyrano[3,2-a]carbazol-3-yl)-2-methylpent-1-en-3-ol CHEMBL526665 375155 C23H25NO2 347.19 1.3007 3.66 4.569 2 2 45.25 8 4 26 0 InChI=1S/C23H25NO2/c1-14(2)20(25)10-12-23(4)11-9-17-21-18(13-15(3)22(17)26-23)16-7-5-6-8-19(16)24-21/h5-9,11,13,20,24-25H,1,10,12H2,2-4H3 SMFCNLXOVHSDML-UHFFFAOYSA-N CC(=C)C(CCC1(C)C=Cc2c(O1)c(C)cc1c2[nH]c2c1cccc2)O NPC94157 Sid506299 1-methoxy-9-[(1-methoxy-9H-carbazol-3-yl)methyl]-3-methylcarbazole CHEMBL496078 375158 C28H24N2O2 420.18 0.1428 4.1 6.887 2 1 39.18 7 6 32 1 InChI=1S/C28H24N2O2/c1-17-12-22-20-9-5-7-11-24(20)30(28(22)26(13-17)32-3)16-18-14-21-19-8-4-6-10-23(19)29-27(21)25(15-18)31-2/h4-15,29H,16H2,1-3H3 BWIDIGNNLPIYNM-UHFFFAOYSA-N COc1cc(C)cc2c1n(Cc1cc(OC)c3c(c1)c1ccccc1[nH]3)c1c2cccc1 NPC199667 Sid506300 1-methoxy-4-[(1-methoxy-9H-carbazol-3-yl)methyl]-3-methyl-9H-carbazole CHEMBL524067 375159 C28H24N2O2 420.18 0.1538 4.1 6.906 2 2 50.04 7 6 32 1 InChI=1S/C28H24N2O2/c1-16-12-24(31-2)28-26(19-9-5-7-11-23(19)30-28)20(16)13-17-14-21-18-8-4-6-10-22(18)29-27(21)25(15-17)32-3/h4-12,14-15,29-30H,13H2,1-3H3 DOOBXUMQHNVKJS-UHFFFAOYSA-N COc1cc(cc2c1[nH]c1c2cccc1)Cc1c(C)cc(c2c1c1ccccc1[nH]2)OC NPC194716 Sid73376 (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL538442 20055295 C42H64O19 872.4 -5.4155 3.99 -0.813 19 9 290.05 23 8 61 3 InChI=1S/C42H64O19/c1-19-36(61-38-35(51)33(49)31(47)27(60-38)17-56-37-34(50)32(48)30(46)26(15-43)59-37)25(54-3)13-29(57-19)58-21-4-9-40(18-44)23-5-8-39(2)22(20-12-28(45)55-16-20)7-11-42(39,53)24(23)6-10-41(40,52)14-21/h12,18-19,21-27,29-38,43,46-53H,4-11,13-17H2,1-3H3/t19-,21+,22-,23+,24-,25+,26-,27-,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39-,40+,41+,42+/m1/s1 GILGYKHFZXQALF-FBPIOBPTSA-N CO[C@H]1C[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)O[C@@H]([C@H]1O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C NPC201136 Sideritiflavone 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one CHEMBL312790 155493 C18H16O8 360.08 -2.0399 2.56 0.664 1 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-16-14(22)13-11(21)7-12(8-4-5-9(19)10(20)6-8)26-15(13)17(24-2)18(16)25-3/h4-7,19-20,22H,1-3H3 UWNUJPINKMRKKR-UHFFFAOYSA-N COc1c(OC)c(OC)c(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O NPC159275 Sideroxylin 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-dimethylchromen-4-one CHEMBL1819400 3083788 C18H16O5 312.1 -0.192 2.89 2.31 1 2 75.99 7 3 23 0 InChI=1S/C18H16O5/c1-9-16(21)15-13(20)8-14(11-4-6-12(19)7-5-11)23-18(15)10(2)17(9)22-3/h4-8,19,21H,1-3H3 QJSQOGJCHBXLAH-UHFFFAOYSA-N COc1c(C)c2oc(cc(=O)c2c(c1C)O)c1ccc(cc1)O NPC285659 Sideroxylonal A (2R,3R,4S)-2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-5,7-dihydroxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromene-6,8-dicarbaldehyde CHEMBL453012 10391273 C26H28O10 500.17 -2.4078 3.22 5.179 4 5 178.66 17 3 36 1 InChI=1S/C26H28O10/c1-10(2)5-12-17(11(3)4)26(19-23(34)13(6-27)20(31)14(7-28)24(19)35)36-25-16(9-30)21(32)15(8-29)22(33)18(12)25/h6-12,17,26,31-35H,5H2,1-4H3/t12-,17+,26+/m0/s1 PHQDMQGEKNBIPF-FLFOAQQMSA-N O=Cc1c2O[C@H]([C@@H]([C@@H](c2c(c(c1O)C=O)O)CC(C)C)C(C)C)c1c(O)c(C=O)c(c(c1O)C=O)O NPC81337 Sideroxylonal B (2R,3S,4S)-2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-5,7-dihydroxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromene-6,8-dicarbaldehyde CHEMBL509880 9848832 C26H28O10 500.17 -2.4078 3.22 5.179 4 5 178.66 17 3 36 1 InChI=1S/C26H28O10/c1-10(2)5-12-17(11(3)4)26(19-23(34)13(6-27)20(31)14(7-28)24(19)35)36-25-16(9-30)21(32)15(8-29)22(33)18(12)25/h6-12,17,26,31-35H,5H2,1-4H3/t12-,17-,26+/m0/s1 PHQDMQGEKNBIPF-GKZOTJLQSA-N O=Cc1c2O[C@H]([C@H]([C@@H](c2c(c(c1O)C=O)O)CC(C)C)C(C)C)c1c(O)c(C=O)c(c(c1O)C=O)O NPC157497 Sideroxylonal C (2R,3R,4R)-2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-5,7-dihydroxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromene-6,8-dicarbaldehyde CHEMBL453538 10413640 C26H28O10 500.17 -2.4078 3.22 5.179 4 5 178.66 17 3 36 1 InChI=1S/C26H28O10/c1-10(2)5-12-17(11(3)4)26(19-23(34)13(6-27)20(31)14(7-28)24(19)35)36-25-16(9-30)21(32)15(8-29)22(33)18(12)25/h6-12,17,26,31-35H,5H2,1-4H3/t12-,17-,26-/m1/s1 PHQDMQGEKNBIPF-RAFFTOIBSA-N O=Cc1c2O[C@H]([C@@H]([C@H](c2c(c(c1O)C=O)O)CC(C)C)C(C)C)c1c(O)c(C=O)c(c(c1O)C=O)O NPC202828 Sieboldianoside A [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL1910842 57393816 C64H104O30 1352.66 -7.5784 5.2 0.392 30 17 471.74 41 11 94 3 InChI=1S/C64H104O30/c1-25-36(69)41(74)45(78)54(86-25)91-49-31(20-65)88-52(47(80)43(49)76)85-23-32-40(73)42(75)46(79)55(89-32)94-58(82)64-17-15-59(3,4)19-28(64)27-9-10-34-60(5)13-12-35(61(6,24-66)33(60)11-14-63(34,8)62(27,7)16-18-64)90-57-51(39(72)30(68)22-84-57)93-56-48(81)50(37(70)26(2)87-56)92-53-44(77)38(71)29(67)21-83-53/h9,25-26,28-57,65-81H,10-24H2,1-8H3/t25-,26-,28-,29+,30-,31+,32+,33+,34+,35-,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57-,60-,61-,62+,63+,64-/m0/s1 PLQZZVHULIUSEV-IZTHVZRKSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H]([C@@]5(C)CO)O[C@@H]5OC[C@@H]([C@@H]([C@H]5O[C@@H]5O[C@@H](C)[C@@H]([C@H]([C@H]5O)O[C@@H]5OC[C@H]([C@@H]([C@H]5O)O)O)O)O)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC85121 Sigmoidin A (2S)-2-[3,4-dihydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL229506 73204 C25H28O6 424.19 1.4801 3.55 3.303 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)5-7-15-9-18(17(8-6-14(3)4)25(30)24(15)29)21-12-20(28)23-19(27)10-16(26)11-22(23)31-21/h5-6,9-11,21,26-27,29-30H,7-8,12H2,1-4H3/t21-/m0/s1 BVHLNRAYBCPKOY-NRFANRHFSA-N CC(=CCc1c(cc(c(c1O)O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC106976 Sigmoidin B (2S)-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL229454 73205 C20H20O6 356.13 -0.3973 3 1.833 1 4 107.22 9 3 26 0 InChI=1S/C20H20O6/c1-10(2)3-4-11-5-12(6-16(24)20(11)25)17-9-15(23)19-14(22)7-13(21)8-18(19)26-17/h3,5-8,17,21-22,24-25H,4,9H2,1-2H3/t17-/m0/s1 SFQIGPZCFNTPOD-KRWDZBQOSA-N CC(=CCc1cc(cc(c1O)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC111786 Sigmoidin E (2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL470655 195173 C25H26O5 406.18 1.4311 3.66 3.767 1 2 75.99 9 4 30 0 InChI=1S/C25H26O5/c1-14(2)5-6-15-9-17(10-16-7-8-25(3,4)30-24(15)16)21-13-20(28)23-19(27)11-18(26)12-22(23)29-21/h5,7-12,21,26-27H,6,13H2,1-4H3/t21-/m0/s1 CKTMJKHXYHXNKU-NRFANRHFSA-N CC(=CCc1cc(cc2c1OC(C)(C)C=C2)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC43319 Sigmoidin F (2R)-5,7-dihydroxy-2-[8-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)chromen-6-yl]-2,3-dihydrochromen-4-one CHEMBL229222 164215 C25H26O6 422.17 0.9708 3.55 2.804 1 3 96.22 10 4 31 0 InChI=1S/C25H26O6/c1-13(2)5-6-16-17(9-14-7-8-25(3,4)31-24(14)23(16)29)20-12-19(28)22-18(27)10-15(26)11-21(22)30-20/h5,7-11,20,26-27,29H,6,12H2,1-4H3/t20-/m1/s1 WPVMLODCRMLWMB-HXUWFJFHSA-N CC(=CCc1c(cc2c(c1O)OC(C=C2)(C)C)[C@H]1CC(=O)c2c(O1)cc(cc2O)O)C NPC125039 Silibinin 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL1401508 5213 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3 SEBFKMXJBCUCAI-UHFFFAOYSA-N OCC1Oc2ccc(cc2OC1c1ccc(c(c1)OC)O)C1Oc2cc(O)cc(c2C(=O)C1O)O NPC36916 Silibinin (2R,3R)-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL9509 3086637 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20?,23-,24?,25+/m0/s1 SEBFKMXJBCUCAI-DBMPWETRSA-N OCC1Oc2ccc(cc2OC1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O NPC286347 Silphioside F (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid CHEMBL446866 176079 C36H56O9 632.39 0.4851 4.43 8.101 9 5 153.75 16 6 45 1 InChI=1S/C36H56O9/c1-31(2)14-16-36(30(42)43)17-15-34(6)19(20(36)18-31)8-9-22-33(5)12-11-23(32(3,4)21(33)10-13-35(22,34)7)44-29-26(39)24(37)25(38)27(45-29)28(40)41/h8,20-27,29,37-39H,9-18H2,1-7H3,(H,40,41)(H,42,43)/t20-,21-,22+,23-,24-,25-,26+,27-,29+,33-,34+,35+,36-/m0/s1 IUCHKMAZAWJNBJ-RCYXVVTDSA-N O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C NPC271755 Silvestrol methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3R,6R)-6-[(1R)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate CHEMBL555196 11787114 C34H38O13 654.23 -3.3108 3.77 3.62 9 4 171.83 19 6 47 1 InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25-,26-,27-,29-,31-,32-,33+,34+/m1/s1 GVKXFVCXBFGBCD-QKDMMWSPSA-N OC[C@H]([C@H]1CO[C@H]([C@@H](O1)Oc1cc2O[C@@]3([C@@](c2c(c1)OC)(O)[C@@H]([C@@H]([C@H]3c1ccccc1)C(=O)OC)O)c1ccc(cc1)OC)OC)O NPC7688 Silybin B (2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one CHEMBL592675 1548994 C25H22O10 482.12 -3.3761 3.11 0.66 3 5 155.14 10 5 35 0 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1 SEBFKMXJBCUCAI-WAABAYLZSA-N OC[C@@H]1Oc2ccc(cc2O[C@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O NPC279209 Silychristin (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydrochromen-4-one CHEMBL130493 441764 C25H22O10 482.12 -3.938 3.11 0.025 3 6 166.14 11 5 35 1 InChI=1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1 BMLIIPOXVWESJG-LMBCONBSSA-N OC[C@@H]1c2cc(cc(c2O[C@H]1c1ccc(c(c1)OC)O)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O NPC328374 Simalikalactone D CHEMBL480882 15161842 C25H34O9 478.22 -1.5527 3.22 0.985 9 3 139.59 12 5 34 0 InChI=1S/C25H34O9/c1-6-10(2)21(30)34-16-18-24(5)20(29)15(27)17-23(4)12(11(3)7-13(26)19(23)28)8-14(33-22(16)31)25(17,18)9-32-24/h7,10,12,14-20,27-29H,6,8-9H2,1-5H3/t10-,12+,14-,15-,16-,17-,18+,19-,20+,23+,24-,25-/m1/s1 OKIKYYZNNZCZRX-ZPUVFWQWSA-N CC[C@H](C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1[C@@](C)(OC3)[C@@H](O)[C@@H]([C@@H]4[C@@]1([C@@H](C2)C(=CC(=O)[C@H]1O)C)C)O)C NPC217901 Simplexin CHEMBL444290 119045 C30H44O8 532.3 -3.0801 3.88 4.013 8 3 117.98 17 6 38 0 InChI=1S/C30H44O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28-,29-,30+/m1/s1 JAQJQYMDHBSCKO-JDVVNZBPSA-N CCCCCCCCC[C@@]12O[C@H]3[C@@](O1)(C[C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)C(=C)C NPC310373 Sinapic Acid Methyl Ether (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid CHEMBL501235 735755 C12H14O5 238.08 -0.0341 2.23 1.306 2 1 64.99 9 1 17 0 InChI=1S/C12H14O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h4-7H,1-3H3,(H,13,14)/b5-4+ YTFVRYKNXDADBI-SNAWJCMRSA-N COc1cc(/C=C/C(=O)O)cc(c1OC)OC NPC300326 Sinapinate (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid CHEMBL109341 637775 C11H12O5 224.07 -0.4426 2.12 0.787 2 2 75.99 8 1 16 0 InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+ PCMORTLOPMLEFB-ONEGZZNKSA-N COc1cc(/C=C/C(=O)O)cc(c1O)OC NPC215932 Sinensetin 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one CHEMBL226507 145659 C20H20O7 372.12 -0.7626 2.89 2.236 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3 LKMNXYDUQXAUCZ-UHFFFAOYSA-N COc1ccc(cc1OC)c1cc(=O)c2c(o1)cc(c(c2OC)OC)OC NPC100465 Sinolignan A [(2R,3S,4S,5R,6R)-6-[[(5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-5-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate CHEMBL1778158 54581698 C30H34O14 618.19 -2.8684 3.22 0.462 9 3 177.9 16 6 44 0 InChI=1S/C30H34O14/c1-12(31)39-10-21-24(32)25(33)26(34)30(43-21)44-27-15-8-18-17(41-11-42-18)7-14(15)22(23-16(27)9-40-29(23)35)13-5-19(36-2)28(38-4)20(6-13)37-3/h5-8,16,21-27,30,32-34H,9-11H2,1-4H3/t16-,21+,22+,23-,24+,25-,26+,27-,30-/m0/s1 DPKLCDRVJXJAEF-TZGCRGLASA-N COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O NPC231240 Sitoindoside Ix CHEMBL1934467 189586 C34H48O11 632.32 -1.1053 3.99 2.45 11 5 175.51 15 7 45 1 InChI=1S/C34H48O11/c1-15-11-22(43-30(41)18(15)14-42-31-29(40)28(39)27(38)23(13-35)44-31)16(2)19-5-6-20-17-12-26-34(45-26)25(37)8-7-24(36)33(34,4)21(17)9-10-32(19,20)3/h7-8,16-17,19-23,25-29,31,35,37-40H,5-6,9-14H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,25-,26+,27+,28-,29+,31+,32+,33-,34+/m0/s1 WKCJIGSUKSPCKI-WNXUODGFSA-N OC[C@H]1O[C@@H](OCC2=C(C)C[C@@H](OC2=O)[C@H]([C@H]2CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3C[C@@H]3[C@]4([C@]2(C)C(=O)C=C[C@@H]4O)O3)C)[C@@H]([C@H]([C@@H]1O)O)O NPC34770 Skimmianine 4,7,8-trimethoxyfuro[2,3-b]quinoline CHEMBL21396 6760 C14H13NO4 259.08 -0.3095 2.45 1.624 1 0 53.72 6 3 19 0 InChI=1S/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H3 SLSIBLKBHNKZTB-UHFFFAOYSA-N COc1ccc2c(c1OC)nc1c(c2OC)cco1 NPC37709 Skyrin 2,4,5-trihydroxy-7-methyl-1-(2,4,5-trihydroxy-7-methyl-9,10-dioxoanthracen-1-yl)anthracene-9,10-dione CHEMBL472851 73071 C30H18O10 538.09 -2.533 3.66 0.496 4 6 189.66 9 6 40 1 InChI=1S/C30H18O10/c1-9-3-11-19(13(31)5-9)29(39)23-17(35)7-15(33)21(25(23)27(11)37)22-16(34)8-18(36)24-26(22)28(38)12-4-10(2)6-14(32)20(12)30(24)40/h3-8,31-36H,1-2H3 MQSXZQXHIJMNAF-UHFFFAOYSA-N Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1c1c(O)cc(c2c1C(=O)c1cc(C)cc(c1C2=O)O)O)O NPC85707 Sl-0101 [(2S,3S,4S,5R,6S)-4-acetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate CHEMBL240954 10459196 C25H24O12 516.13 -3.1736 2.89 1.505 8 4 178.28 14 4 37 0 InChI=1S/C25H24O12/c1-10-21(34-11(2)26)24(35-12(3)27)20(32)25(33-10)37-23-19(31)18-16(30)8-15(29)9-17(18)36-22(23)13-4-6-14(28)7-5-13/h4-10,20-21,24-25,28-30,32H,1-3H3/t10-,20+,21-,24-,25-/m0/s1 SXOZSDJHGMAEGZ-IGKKHSBFSA-N CC(=O)O[C@H]1[C@H](C)O[C@H]([C@@H]([C@@H]1OC(=O)C)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O NPC68093 Smeathxanthone A 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5,8-tetrahydroxyxanthen-9-one CHEMBL480158 11509473 C23H24O6 396.16 0.8505 3.33 2.943 1 4 107.22 12 3 29 0 InChI=1S/C23H24O6/c1-12(2)5-4-6-13(3)7-8-14-17(26)11-18-20(21(14)27)22(28)19-15(24)9-10-16(25)23(19)29-18/h5,7,9-11,24-27H,4,6,8H2,1-3H3/b13-7+ TWEXJIOSYZXWGT-NTUHNPAUSA-N C/C(=C\Cc1c(O)cc2c(c1O)c(=O)c1c(o2)c(O)ccc1O)/CCC=C(C)C NPC131866 Smiranicin 3-[(3R)-3,4-dihydro-2H-furo[2,3-h]chromen-3-yl]-2,6-dimethoxyphenol CHEMBL498724 11099439 C19H18O5 326.12 -0.8454 3 2.484 0 1 61.06 6 4 24 0 InChI=1S/C19H18O5/c1-21-16-6-4-13(19(22-2)17(16)20)12-9-11-3-5-15-14(7-8-23-15)18(11)24-10-12/h3-8,12,20H,9-10H2,1-2H3/t12-/m0/s1 DGWRIGGEKQHRTA-LBPRGKRZSA-N COc1c(ccc(c1O)OC)[C@@H]1COc2c(C1)ccc1c2cco1 NPC318107 Sodium Benzoate sodium;benzoate CHEMBL1356 517055 C7H6O2.Na 121.03 -0.9176 2.01 2.185 2 0 40.13 2 1 9 0 InChI=1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 WXMKPNITSTVMEF-UHFFFAOYSA-M [O-]C(=O)c1ccccc1.[Na+] NPC272426 Sodium Lauryl Sulfate sodium;dodecyl sulfate CHEMBL23393 3423265 C12H26O4S.Na 265.15 -4.004 2.23 4.106 4 0 74.81 14 0 17 1 InChI=1S/C12H26O4S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15;/h2-12H2,1H3,(H,13,14,15);/q;+1/p-1 DBMJMQXJHONAFJ-UHFFFAOYSA-M CCCCCCCCCCCCOS(=O)(=O)[O-].[Na+] NPC224227 Sodium Linolate sodium;(9Z,12Z)-octadeca-9,12-dienoate CHEMBL571449 23676150 C18H32O2.Na 279.23 -1.6263 3.22 7.384 2 0 40.13 16 0 20 2 InChI=1S/C18H32O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20);/q;+1/p-1/b7-6-,10-9-; WYPBVHPKMJYUEO-NBTZWHCOSA-M CCCCC/C=C\C/C=C\CCCCCCCC(=O)[O-].[Na+] NPC323552 Sodium Maleate disodium;(Z)-but-2-enedioate CHEMBL449139 6364608 C4H4O4.2Na 114 -1.5808 1.46 -1.378 4 0 80.26 4 0 8 0 InChI=1S/C4H4O4.2Na/c5-3(6)1-2-4(7)8;;/h1-2H,(H,5,6)(H,7,8);;/q;2*+1/p-2/b2-1-;; MSJMDZAOKORVFC-UAIGNFCESA-L [O-]C(=O)/C=C\C(=O)[O-].[Na+].[Na+] NPC262968 Sodium Oleic Acid sodium;(Z)-octadec-9-enoate CHEMBL3527599 23665730 C18H34O2.Na 281.25 -3.0205 3.22 7.711 2 0 40.13 17 0 20 2 InChI=1S/C18H34O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h9-10H,2-8,11-17H2,1H3,(H,19,20);/q;+1/p-1/b10-9-; BCKXLBQYZLBQEK-KVVVOXFISA-M CCCCCCCC/C=C\CCCCCCCC(=O)[O-].[Na+] NPC184658 Sodium;4-Hydroxybenzoate sodium;4-hydroxybenzoate CHEMBL1762656 16219477 C7H6O3.Na 137.02 -1.0339 1.9 1.07 2 1 60.36 3 1 10 0 InChI=1S/C7H6O3.Na/c8-6-3-1-5(2-4-6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1 ZLVSYODPTJZFMK-UHFFFAOYSA-M OC(=O)c1ccc(cc1)[O-].[Na+] NPC122819 Solamargine CHEMBL443114 73611 C45H73NO15 867.5 -4.2299 4.65 2.64 16 9 238.48 21 9 61 2 InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1 MBWUSSKCCUMJHO-ZGXDEBHDSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CN3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O NPC213538 Solanesol (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol CHEMBL1567436 5477212 C45H74O 630.57 10.9651 6.3 15.278 1 1 20.23 36 0 46 2 InChI=1S/C45H74O/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-46/h19,21,23,25,27,29,31,33,35,46H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+ AFPLNGZPBSKHHQ-MEGGAXOGSA-N OC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C NPC314192 Solifenacin [(3R)-1-azabicyclo[2.2.2]octan-3-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate CHEMBL1734 154059 C23H26N2O2 362.2 -0.7517 3.55 6.131 4 0 32.78 4 3 27 1 InChI=1S/C23H26N2O2/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19/h1-9,18,21-22H,10-16H2/t21-,22-/m0/s1 FBOUYBDGKBSUES-VXKWHMMOSA-N O=C(N1CCc2c([C@@H]1c1ccccc1)cccc2)O[C@H]1CN2CCC1CC2 NPC181587 Sollasin D 4-methoxy-6-[(E)-2-methyl-4-[(1S,6R)-1,2,6-trimethylcyclohex-2-en-1-yl]but-1-enyl]pyran-2-one CHEMBL483420 10335934 C20H28O3 316.2 2.6624 3.33 5.711 3 0 35.53 10 2 23 1 InChI=1S/C20H28O3/c1-14(11-18-12-17(22-5)13-19(21)23-18)9-10-20(4)15(2)7-6-8-16(20)3/h7,11-13,16H,6,8-10H2,1-5H3/b14-11+/t16-,20-/m1/s1 NCBOYBRBUGFNGR-RRHMOEORSA-N COc1cc(/C=C(/CC[C@@]2(C)[C@H](C)CCC=C2C)\C)oc(=O)c1 NPC216538 Sophoflavescenol 3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chromen-4-one CHEMBL77651 9929189 C21H20O6 368.13 -0.055 3.11 3.904 2 3 96.22 10 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3 VMLJAWUWVVHRNG-UHFFFAOYSA-N COc1cc(O)c(c2c1c(=O)c(O)c(o2)c1ccc(cc1)O)CC=C(C)C NPC146636 Sophonorol C (3S)-3,5-dihydroxy-3-(5-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-8,8-dimethyl-9,10-dihydro-2H-pyrano[2,3-h]chromen-4-one CHEMBL557703 44233680 C26H30O7 454.2 -0.1476 3.55 2.95 2 2 94.45 9 5 33 0 InChI=1S/C26H30O7/c1-24(2)10-8-14-18(32-24)7-6-16(21(14)30-5)26(29)13-31-22-15-9-11-25(3,4)33-19(15)12-17(27)20(22)23(26)28/h6-7,12,27,29H,8-11,13H2,1-5H3/t26-/m1/s1 VTNVBSWKRFKHFA-AREMUKBSSA-N COc1c2CCC(Oc2ccc1[C@]1(O)COc2c(C1=O)c(O)cc1c2CCC(O1)(C)C)(C)C NPC100134 Sophonorol E (3S)-3-[2,4-dimethoxy-3-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2H-chromen-4-one CHEMBL557704 44233935 C27H32O7 468.21 1.5791 3.66 3.227 2 3 105.45 16 3 34 0 InChI=1S/C27H32O7/c1-15(2)7-9-17-20(28)13-21(29)23-25(17)34-14-27(31,26(23)30)19-11-12-22(32-5)18(24(19)33-6)10-8-16(3)4/h7-8,11-13,28-29,31H,9-10,14H2,1-6H3/t27-/m1/s1 OSGRVFMXDBIYIM-HHHXNRCGSA-N COc1ccc(c(c1CC=C(C)C)OC)[C@]1(O)COc2c(C1=O)c(O)cc(c2CC=C(C)C)O NPC209760 Sophonorol F (3S)-3,5-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-7-methoxy-8-(3-methylbut-2-enyl)-2H-chromen-4-one CHEMBL558301 44233682 C27H32O7 468.21 1.5791 3.66 3.227 2 3 105.45 16 3 34 0 InChI=1S/C27H32O7/c1-15(2)7-9-17-20(28)12-11-19(24(17)33-6)27(31)14-34-25-18(10-8-16(3)4)22(32-5)13-21(29)23(25)26(27)30/h7-8,11-13,28-29,31H,9-10,14H2,1-6H3/t27-/m1/s1 CXAXZPWQRPXPGL-HHHXNRCGSA-N COc1cc(O)c2c(c1CC=C(C)C)OC[C@@](C2=O)(O)c1ccc(c(c1OC)CC=C(C)C)O NPC166934 Sophoraflavanone A (2S)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one CHEMBL490697 6475921 C25H28O5 408.19 1.2952 3.66 4.189 1 3 86.99 12 3 30 0 InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-21(28)24-22(29)14-23(30-25(19)24)17-8-10-18(26)11-9-17/h5,7-11,13,23,26-28H,4,6,12,14H2,1-3H3/b16-7+/t23-/m0/s1 GOAUTULGLLBZSR-YLLUOSTHSA-N C/C(=C\Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1)O)O)/CCC=C(C)C NPC107572 Sophoraflavanone B 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL460647 509245 C20H20O5 340.13 0.063 3.11 2.367 1 3 86.99 8 3 25 0 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3 LPEPZZAVFJPLNZ-UHFFFAOYSA-N CC(=CCc1c(O)cc(c2c1OC(CC2=O)c1ccc(cc1)O)O)C NPC223812 Sophoraflavanone G (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one CHEMBL243148 72936 C25H28O6 424.19 0.5129 3.55 3.311 1 4 107.22 13 3 31 0 InChI=1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3/t15-,23+/m1/s1 XRYVAQQLDYTHCL-CMJOXMDJSA-N CC(=CC[C@@H](C(=C)C)Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1O)O)O)C NPC132592 Sophoranochromene (2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL3393209 5321396 C30H34O4 458.25 3.7688 4.32 6.2 1 1 55.76 12 4 34 1 InChI=1S/C30H34O4/c1-18(2)7-9-20-15-22(16-21-13-14-30(5,6)34-28(20)21)27-17-26(32)24-11-12-25(31)23(29(24)33-27)10-8-19(3)4/h7-8,11-16,27,31H,9-10,17H2,1-6H3/t27-/m0/s1 CVRQUKAFPCFUQW-MHZLTWQESA-N CC(=CCc1c(O)ccc2c1O[C@@H](CC2=O)c1cc(CC=C(C)C)c2c(c1)C=CC(O2)(C)C)C NPC236766 Sophoranone (2S)-7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one CHEMBL3314594 441767 C30H36O4 460.26 4.2781 4.32 6.27 1 2 66.76 15 3 34 1 InChI=1S/C30H36O4/c1-18(2)7-10-21-15-23(16-22(29(21)33)11-8-19(3)4)28-17-27(32)25-13-14-26(31)24(30(25)34-28)12-9-20(5)6/h7-9,13-16,28,31,33H,10-12,17H2,1-6H3/t28-/m0/s1 IORSRBKNYXPSDO-NDEPHWFRSA-N CC(=CCc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)c(CC=C(C)C)c(cc2)O)C NPC150011 Sophorapterocarpan A (6aR,11aR)-8-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol CHEMBL1088321 14017299 C20H20O4 324.14 0.3037 3.22 3.265 0 2 58.92 6 4 24 0 InChI=1S/C20H20O4/c1-11(2)3-4-12-7-15-16-10-23-18-8-13(21)5-6-14(18)20(16)24-19(15)9-17(12)22/h3,5-9,16,20-22H,4,10H2,1-2H3/t16-,20-/m0/s1 AZLNYSCXKUKIRV-JXFKEZNVSA-N CC(=CCc1cc2c(cc1O)O[C@@H]1[C@H]2COc2c1ccc(c2)O)C NPC156457 Sophoricoside 5,7-dihydroxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one CHEMBL486626 5321398 C21H20O10 432.11 -3.7945 2.67 0.404 6 6 166.14 10 4 31 1 InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1 ISQRJFLLIDGZEP-CMWLGVBASA-N OC[C@H]1O[C@@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)cc(c3)O)[C@@H]([C@H]([C@@H]1O)O)O NPC63598 Sorbic Acid (2E,4E)-hexa-2,4-dienoic acid CHEMBL250212 643460 C6H8O2 112.05 1.0286 1.9 1.43 2 1 37.3 4 0 8 0 InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+ WSWCOQWTEOXDQX-MQQKCMAXSA-N C/C=C/C=C/C(=O)O NPC262673 Sorgoleone 2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trienyl]cyclohexa-2,5-diene-1,4-dione CHEMBL463021 6475682 C22H30O4 358.21 -0.3101 3.44 7.382 4 1 63.6 15 1 26 2 InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5-,9-8- FGWRUVXUQWGLOX-AFJQJTPPSA-N C=CC/C=C\C/C=C\CCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC291062 Sorgoleone-360 2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11-dienyl]cyclohexa-2,5-diene-1,4-dione CHEMBL2269077 76308647 C22H32O4 360.23 -1.0611 3.44 7.559 4 1 63.6 16 1 26 2 InChI=1S/C22H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h5-6,8-9,17,24H,3-4,7,10-16H2,1-2H3/b6-5-,9-8- XBZLKENMOXIMDN-AFJQJTPPSA-N CCC/C=C\C/C=C\CCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC94743 Sorgoleone-362 2-hydroxy-5-methoxy-3-[(Z)-pentadec-8-enyl]cyclohexa-2,5-diene-1,4-dione CHEMBL2269076 76312344 C22H34O4 362.25 -2.4553 3.44 7.886 4 1 63.6 17 1 26 2 InChI=1S/C22H34O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h8-9,17,24H,3-7,10-16H2,1-2H3/b9-8- IMXHPKHAMOJQHL-HJWRWDBZSA-N CCCCCC/C=C\CCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC263382 Sorgoleone-364 2-hydroxy-5-methoxy-3-tridecylcyclohexa-2,5-diene-1,4-dione CHEMBL2269075 167846 C20H32O4 336.23 -4.0103 3.22 7.264 4 1 63.6 16 1 24 2 InChI=1S/C20H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-19(22)17(21)15-18(24-2)20(16)23/h15,22H,3-14H2,1-2H3 FRAFMLCDGYVHNZ-UHFFFAOYSA-N CCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC NPC290830 Sotetsuflavone 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one CHEMBL450522 5494868 C31H20O10 552.11 -3.3605 3.77 2.821 2 5 162.98 10 6 41 0 InChI=1S/C31H20O10/c1-39-26-13-23(38)30-22(37)12-24(14-2-5-16(32)6-3-14)41-31(30)28(26)18-8-15(4-7-19(18)34)25-11-21(36)29-20(35)9-17(33)10-27(29)40-25/h2-13,32-35,38H,1H3 OIFVLHZEBAXHPM-UHFFFAOYSA-N COc1cc(O)c2c(c1c1cc(ccc1O)c1cc(=O)c3c(o1)cc(cc3O)O)oc(cc2=O)c1ccc(cc1)O NPC470090 Sp-600125 CHEMBL1725279 C14H8N2O 220.06 -0.4603 2.67 4.405 2 1 44.95 1 4 17 0 InChI=1S/C14H8N2O/c17-14-9-5-2-1-4-8(9)13-12-10(14)6-3-7-11(12)15-16-13/h1-7,17H KRIUNPBAQZGFQA-UHFFFAOYSA-N Oc1c2ccccc2c2c3c1cccc3N=N2 NPC243635 Sparteine CHEMBL412873 7014 C15H26N2 234.21 -2.3058 2.89 2.12 2 0 6.48 0 4 17 0 InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m1/s1 SLRCCWJSBJZJBV-TUVASFSCSA-N C1CC[C@@H]2N(C1)C[C@H]1C[C@@H]2CN2[C@@H]1CCCC2 NPC168758 Spartioidine CHEMBL1591009 6504360 C18H23NO5 333.16 1.1233 2.78 0.841 6 1 76.07 3 3 24 0 InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4+/t14-,15-,18-/m1/s1 FCEVNJIUIMLVML-ARDNGTNNSA-N C/C=C/1\CC(=C)[C@@](C)(O)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3 NPC229281 Spathodic Acid (1S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-1,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL493893 21594148 C30H48O5 488.35 0.2072 4.21 6.053 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-25(2)13-15-30(24(34)35)16-14-28(5)18(22(30)23(25)33)7-8-20-26(3)11-10-21(32)27(4,17-31)19(26)9-12-29(20,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20-,21+,22-,23+,26+,27-,28-,29-,30+/m1/s1 TUOYZAJHBIXONX-CGSJAQJOSA-N OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@H](O)C(CC1)(C)C)C(=O)O)C)C NPC193536 Spermidine N'-(3-aminopropyl)butane-1,4-diamine CHEMBL19612 1102 C7H19N3 145.16 -2.7378 1.9 -0.654 3 3 64.07 9 0 10 0 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 ATHGHQPFGPMSJY-UHFFFAOYSA-N NCCCNCCCCN NPC95589 Spermine N,N'-bis(3-aminopropyl)butane-1,4-diamine CHEMBL23194 1103 C10H26N4 202.22 -3.423 2.12 -0.682 4 4 76.1 13 0 14 1 InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2 PFNFFQXMRSDOHW-UHFFFAOYSA-N NCCCNCCCCNCCCN NPC220705 Sphaeropsidin A CHEMBL1834675 51361447 C20H26O5 346.18 0.2798 3.11 3.404 5 2 83.83 6 4 25 0 InChI=1S/C20H26O5/c1-5-17(4)9-10-19(23)12(11-17)13(21)20(24)14-16(2,3)7-6-8-18(14,19)15(22)25-20/h5,11,14,23-24H,1,6-10H2,2-4H3/t14-,17-,18-,19+,20+/m0/s1 FEKFUWWVNCCROX-SQWSIXGCSA-N C=C[C@@]1(C)CC[C@]2(C(=C1)C(=O)[C@@]1([C@@H]3[C@@]2(CCCC3(C)C)C(=O)O1)O)O NPC55068 Sphingosine (E,2S,3R)-2-aminooctadec-4-ene-1,3-diol CHEMBL67166 5280335 C18H37NO2 299.28 -4.153 3.11 6.018 3 3 66.48 19 0 21 2 InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1 WWUZIQQURGPMPG-KRWOKUGFSA-N CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O NPC179464 Sphondin 6-methoxyfuro[2,3-h]chromen-2-one CHEMBL1452868 108104 C12H8O4 216.04 0.0641 2.34 1.69 1 0 48.67 2 3 16 0 InChI=1S/C12H8O4/c1-14-9-6-7-2-3-10(13)16-11(7)8-4-5-15-12(8)9/h2-6H,1H3 DLCJNIBLOSKIQW-UHFFFAOYSA-N COc1cc2ccc(=O)oc2c2c1occ2 NPC476346 Spicatanoic Acid (E)-3-[(1S,4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]prop-2-enoic acid CHEMBL573722 45482811 C17H24O3 276.17 1.542 3 3.954 3 1 54.37 7 2 20 0 InChI=1S/C17H24O3/c1-11-10-13(18)15-16(2,3)8-5-9-17(15,4)12(11)6-7-14(19)20/h6-7,10,12,15H,5,8-9H2,1-4H3,(H,19,20)/b7-6+/t12-,15-,17+/m0/s1 VJFQWFRGXBGQMI-ZPOPHIPLSA-N OC(=O)/C=C/[C@H]1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)C NPC242069 Spicatanol (2R)-3-[(E)-2-[(1S,4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2-hydroxy-2H-furan-5-one CHEMBL467675 42630816 C20H26O4 330.18 1.6348 3.22 3.932 4 1 63.6 7 3 24 0 InChI=1S/C20H26O4/c1-12-10-15(21)17-19(2,3)8-5-9-20(17,4)14(12)7-6-13-11-16(22)24-18(13)23/h6-7,10-11,14,17-18,23H,5,8-9H2,1-4H3/b7-6+/t14-,17-,18+,20+/m0/s1 KJASBNIUXGTDRP-GDJISRORSA-N O=C1O[C@H](C(=C1)/C=C/[C@H]1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)C)O NPC255017 Spicatin [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL1214756 49864005 C32H48O7 544.34 1.2984 4.21 4.44 7 3 113.29 15 5 39 0 InChI=1S/C32H48O7/c1-18(33)39-26-16-23-27(2,3)24(34)12-14-30(23,7)22-11-13-29(6)20(9-10-21(29)31(22,26)8)19-15-25(35)32(37,38-17-19)28(4,5)36/h10,12,14,19-20,22-23,25-26,35-37H,9,11,13,15-17H2,1-8H3/t19-,20+,22-,23+,25-,26-,29+,30-,31+,32?/m1/s1 QMPWWBJWTUYRPO-HCEUJBAUSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)CC3)[C@H]1COC([C@@H](C1)O)(O)C(O)(C)C)(C)C=CC(=O)C2(C)C NPC180550 Spinasaponin A Methyl Ester (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-3,5-dihydroxy-6-methoxycarbonyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL1288830 52944511 C43H68O14 808.46 -1.0108 4.65 6.456 14 7 221.9 23 7 57 3 InChI=1S/C43H68O14/c1-38(2)15-17-43(37(51)52)18-16-41(6)21(22(43)19-38)9-10-25-40(5)13-12-26(39(3,4)24(40)11-14-42(25,41)7)55-36-31(49)32(30(48)33(57-36)34(50)53-8)56-35-29(47)28(46)27(45)23(20-44)54-35/h9,22-33,35-36,44-49H,10-20H2,1-8H3,(H,51,52)/t22-,23+,24-,25+,26-,27+,28-,29+,30-,31+,32-,33-,35-,36+,40-,41+,42+,43-/m0/s1 LZWQMJKDWBMYDJ-XOAGVMATSA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@H]2O)C(=O)OC)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC21100 Spiraeoside 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one CHEMBL402947 5320844 C21H20O12 464.1 -4.5481 2.45 -0.156 7 8 206.6 12 4 33 1 InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 OIUBYZLTFSLSBY-HMGRVEAOSA-N OC[C@H]1O[C@@H](Oc2ccc(cc2O)c2oc3cc(O)cc(c3c(=O)c2O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC329838 Squadiolin A (2S)-4-[(13R,14R,17R)-17-[(2R,5R)-5-[(1S)-1,5-dihydroxyundecyl]oxolan-2-yl]-13,14,17-trihydroxyheptadecyl]-2-methyl-2H-furan-5-one CHEMBL448701 44577074 C37H68O8 640.49 -9.1367 4.65 8.559 8 5 136.68 35 2 45 2 InChI=1S/C37H68O8/c1-3-4-5-15-19-30(38)20-17-22-33(41)35-25-26-36(45-35)34(42)24-23-32(40)31(39)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)44-37(29)43/h27-28,30-36,38-42H,3-26H2,1-2H3/t28-,30?,31+,32+,33-,34+,35+,36+/m0/s1 HCSSMEMSGLDFIN-GHTOWDLGSA-N CCCCCCC(CCC[C@@H]([C@H]1CC[C@@H](O1)[C@@H](CC[C@H]([C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O)O)O NPC329615 Squadiolin B (2S)-2-methyl-4-[9-[(2S,5R)-5-[(1R,4S,5S,8S,9S)-1,4,5,8,9-pentahydroxynonadecyl]oxolan-2-yl]nonyl]-2H-furan-5-one CHEMBL500519 44577075 C37H68O8 640.49 -9.1367 4.65 8.77 8 5 136.68 35 2 45 2 InChI=1S/C37H68O8/c1-3-4-5-6-7-11-14-17-20-31(38)32(39)22-23-33(40)34(41)24-25-35(42)36-26-21-30(45-36)19-16-13-10-8-9-12-15-18-29-27-28(2)44-37(29)43/h27-28,30-36,38-42H,3-26H2,1-2H3/t28-,30-,31-,32-,33-,34-,35+,36+/m0/s1 OICKTCBVAYOJGE-CRYMFWFMSA-N CCCCCCCCCC[C@@H]([C@H](CC[C@@H]([C@H](CC[C@H]([C@H]1CC[C@@H](O1)CCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O)O)O NPC473478 Squadiolin C (2S)-4-[2-hydroxy-9-[(2S,5R)-5-[(1R,6S,7S)-1,6,7-trihydroxynonadecyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one CHEMBL442941 44577076 C37H68O7 624.5 -8.914 4.76 9.589 7 4 116.45 34 2 44 2 InChI=1S/C37H68O7/c1-3-4-5-6-7-8-9-10-14-17-22-33(39)34(40)23-18-19-24-35(41)36-26-25-32(44-36)21-16-13-11-12-15-20-31(38)28-30-27-29(2)43-37(30)42/h27,29,31-36,38-41H,3-26,28H2,1-2H3/t29-,31?,32-,33-,34-,35+,36+/m0/s1 NMFDDBWJYTYLTB-FSIHDYJCSA-N CCCCCCCCCCCC[C@@H]([C@H](CCCC[C@H]([C@H]1CC[C@@H](O1)CCCCCCCC(CC1=C[C@@H](OC1=O)C)O)O)O)O NPC329829 Squafosacin B (2S)-4-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1R)-1,8,9-trihydroxypentadecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL442949 44577070 C37H68O7 624.5 -8.914 4.76 10.011 7 4 116.45 34 2 44 2 InChI=1S/C37H68O7/c1-3-4-5-17-22-31(38)32(39)23-18-14-15-20-25-34(41)36-27-26-35(44-36)33(40)24-19-13-11-9-7-6-8-10-12-16-21-30-28-29(2)43-37(30)42/h28-29,31-36,38-41H,3-27H2,1-2H3/t29-,31?,32?,33+,34+,35+,36+/m0/s1 NNWVJTKJMJKOEU-CTBBGLRNSA-N CCCCCCC(C(CCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O)O NPC473780 Squafosacin C (2S)-4-[(15R)-9,15-dihydroxy-15-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]pentadecyl]-2-methyl-2H-furan-5-one CHEMBL451622 44577071 C35H64O6 580.47 -8.1153 4.65 10.114 6 3 96.22 31 2 41 2 InChI=1S/C35H64O6/c1-3-4-5-6-7-8-13-18-23-31(37)33-25-26-34(41-33)32(38)24-19-14-17-22-30(36)21-16-12-10-9-11-15-20-29-27-28(2)40-35(29)39/h27-28,30-34,36-38H,3-26H2,1-2H3/t28-,30?,31+,32+,33+,34+/m0/s1 GVOIUHBESPKKAN-GCIOFLGLSA-N CCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCCCC(CCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O NPC73310 Squafosacin F (2S)-4-[(13S)-13-hydroxy-13-[(2S,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one CHEMBL452922 44577072 C35H64O5 564.48 -7.8926 4.76 12.199 5 2 75.99 30 2 40 2 InChI=1S/C35H64O5/c1-3-4-5-6-7-8-12-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-10-9-11-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3/t29-,31-,32-,33+,34-/m0/s1 RBSBTRALZZSVBA-OBLXJGCDSA-N CCCCCCCCCCCC[C@@H]([C@H]1CC[C@H](O1)[C@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC94875 Squafosacin G (2S)-4-[(17S)-17-hydroxy-17-[(2S,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]heptadecyl]-2-methyl-2H-furan-5-one CHEMBL447573 44577073 C37H68O5 592.51 -8.4686 4.98 13.337 5 2 75.99 32 2 42 2 InChI=1S/C37H68O5/c1-3-4-5-6-7-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-13-11-9-8-10-12-14-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3/t31-,33-,34-,35+,36-/m0/s1 GXSLYZATMZIZRT-WJYZGMOXSA-N CCCCCCCCCC[C@@H]([C@H]1CC[C@H](O1)[C@H](CCCCCCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O NPC172053 Squalane 2,6,10,15,19,23-hexamethyltetracosane CHEMBL1552157 8089 C30H62 422.49 2.5074 4.76 17.044 0 0 0 29 0 30 2 InChI=1S/C30H62/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h25-30H,9-24H2,1-8H3 PRAKJMSDJKAYCZ-UHFFFAOYSA-N CC(CCCC(CCCC(C)C)C)CCCCC(CCCC(CCCC(C)C)C)C NPC9678 Squamocin (2S)-4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one CHEMBL41177 441612 C37H66O7 622.48 -8.3702 4.76 9.577 7 3 105.45 30 3 44 2 InChI=1S/C37H66O7/c1-3-4-5-15-19-30(38)20-17-22-32(40)34-24-26-36(44-34)35-25-23-33(43-35)31(39)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32-,33+,34+,35+,36+/m0/s1 DAEFUOXKPZLQMM-AUDZWCKFSA-N CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O NPC258068 Squamostatin A (2S)-4-[9-[(2R,5S)-5-[(1S,4R)-4-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]-1,4-dihydroxybutyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one CHEMBL1818440 56683045 C37H66O8 638.48 -8.5929 4.65 7.914 8 4 125.68 31 3 45 2 InChI=1S/C37H66O8/c1-3-4-5-12-16-29(38)17-14-19-31(39)35-24-25-36(45-35)33(41)22-21-32(40)34-23-20-30(44-34)18-13-10-8-6-7-9-11-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3/t27-,29-,30+,31-,32-,33+,34-,35+,36+/m0/s1 HKIHGTSLUYNNHM-LIASLPPCSA-N CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@@H](CC[C@@H]([C@@H]1CC[C@H](O1)CCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O)O NPC293136 Squamostatin-D (2R)-4-[9-[(2R,5S)-5-[(1R,4R)-1,4-dihydroxy-4-[(2S,5S)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one CHEMBL448616 44591855 C37H66O7 622.48 -8.3702 4.76 9.788 7 3 105.45 30 3 44 2 InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(38)35-25-26-36(44-35)33(40)23-22-32(39)34-24-21-30(43-34)19-16-13-10-8-9-12-15-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32-,33-,34+,35+,36+/m1/s1 VZEPVAAWZDUQLP-JOARZRRZSA-N CCCCCCCCCC[C@@H]([C@@H]1CC[C@H](O1)[C@@H](CC[C@H]([C@@H]1CC[C@H](O1)CCCCCCCCCC1=C[C@H](OC1=O)C)O)O)O NPC209970 Stearic Acid octadecanoic acid CHEMBL46403 5281 C18H36O2 284.27 -4.4737 3.22 8.708 2 1 37.3 18 0 20 2 InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20) QIQXTHQIDYTFRH-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(=O)O NPC79356 Stellarines B methyl (Z)-3-[(1-acetyl-9H-pyrido[3,4-b]indole-3-carbonyl)amino]prop-2-enoate CHEMBL1651331 53322155 C18H15N3O4 337.11 -1.4578 2.67 2.351 7 2 101.15 8 3 25 0 InChI=1S/C18H15N3O4/c1-10(22)16-17-12(11-5-3-4-6-13(11)20-17)9-14(21-16)18(24)19-8-7-15(23)25-2/h3-9,20H,1-2H3,(H,19,24)/b8-7- UJECFLWSXCNVMR-FPLPWBNLSA-N COC(=O)/C=C\NC(=O)c1nc(C(=O)C)c2c(c1)c1ccccc1[nH]2 NPC30647 Stellatin 5-hydroxy-6,7-dimethoxy-2-methylchromen-4-one CHEMBL1684136 53322523 C12H12O5 236.07 -0.628 2.23 0.492 1 1 64.99 6 2 17 0 InChI=1S/C12H12O5/c1-6-4-7(13)10-8(17-6)5-9(15-2)12(16-3)11(10)14/h4-5,14H,1-3H3 PJCFJNHVNWMRPD-UHFFFAOYSA-N COc1cc2oc(C)cc(=O)c2c(c1OC)O NPC138641 Stellerarin CHEMBL2375485 72714533 C37H50O8 622.35 -2.2946 4.65 6.981 8 3 130.36 22 5 45 2 InChI=1S/C37H50O8/c1-6-7-8-9-10-11-15-18-29(39)45-37-30(34(37,4)5)27-20-25(22-38)21-35(42)28(19-23(2)31(35)40)36(27,43)24(3)32(37)44-33(41)26-16-13-12-14-17-26/h12-14,16-17,19-20,24,27-28,30,32,38,42-43H,6-11,15,18,21-22H2,1-5H3/t24-,27+,28-,30-,32-,35-,36-,37-/m1/s1 KDQHHGQIEDEXPF-DQPUDTEZSA-N CCCCCCCCCC(=O)O[C@@]12[C@H](OC(=O)c3ccccc3)[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O NPC138534 Stemofoline CHEMBL2304257 44448167 C22H29NO5 387.2 -2.0743 3.22 3.423 6 0 57.23 8 5 28 0 InChI=1S/C22H29NO5/c1-5-6-8-21-14-7-9-23(21)13-10-15(21)27-22(14)16(13)11(2)18(28-22)19-17(25-4)12(3)20(24)26-19/h11,13-16H,5-10H2,1-4H3/b19-18-/t11-,13-,14?,15+,16+,21-,22+/m0/s1 DTVYAHOULQCSMS-JQANZLKUSA-N CCCC[C@]12[C@H]3C[C@@H]4N1CCC2[C@]1(O3)[C@@H]4[C@@H](/C(=C\2/OC(=O)C(=C2OC)C)/O1)C NPC189266 Stepholidine (13aS)-3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol CHEMBL487387 6917970 C19H21NO4 327.15 -0.7202 3 1.51 1 2 62.16 6 4 24 0 InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 JKPISQIIWUONPB-HNNXBMFYSA-N COc1cc2CCN3[C@H](c2cc1O)Cc1c(C3)c(OC)c(cc1)O NPC295261 Steppogenin 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one CHEMBL465194 21596130 C15H12O6 288.06 -2.2747 2.45 -0.066 1 4 107.22 5 3 21 0 InChI=1S/C15H12O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-5,13,16-19H,6H2 QBLQLKNOKUHRCH-UHFFFAOYSA-N Oc1ccc(c(c1)O)C1CC(=O)c2c(O1)cc(cc2O)O NPC113733 Stigmasterol (3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol CHEMBL400247 5280794 C29H48O 412.37 1.2566 4.54 11.071 1 1 20.23 12 4 30 1 InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 HCXVJBMSMIARIN-PHZDYDNGSA-N CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C NPC288876 Stizolicin CHEMBL270307 15089249 C20H26O7 378.17 0.7355 2.89 0.449 7 2 105.59 9 3 27 0 InChI=1S/C20H26O7/c1-11-5-4-7-20(3)17(27-20)16-15(12(2)18(23)26-16)14(9-11)25-19(24)13(10-22)6-8-21/h5-6,14-17,21-22H,2,4,7-10H2,1,3H3/b11-5+,13-6+/t14-,15+,16-,17+,20+/m0/s1 SUXRDYUTTDFKDJ-BXDRXQDJSA-N OC/C=C(/C(=O)O[C@H]1C/C(=C/CC[C@@]2([C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)O2)C)/C)\CO NPC471064 Strebluslignanol F 2-[2-hydroxy-5-[(2R,3R,5R,6R)-6-[4-hydroxy-3-(2-hydroxy-5-prop-2-enylphenyl)phenyl]-3,5-dimethyl-1,4-dioxan-2-yl]phenyl]-4-prop-2-enylphenol CHEMBL2346743 71580863 C36H36O6 564.25 -0.191 4.76 7.852 2 4 99.38 14 5 42 1 InChI=1S/C36H36O6/c1-5-7-23-9-13-31(37)27(17-23)29-19-25(11-15-33(29)39)35-21(3)41-22(4)36(42-35)26-12-16-34(40)30(20-26)28-18-24(8-6-2)10-14-32(28)38/h5-6,9-22,35-40H,1-2,7-8H2,3-4H3/t21-,22-,35+,36+/m1/s1 GGSCBAFZUOZBIR-XKKCTNAZSA-N C=CCc1ccc(c(c1)c1cc(ccc1O)[C@H]1O[C@@H]([C@H](O[C@@H]1C)C)c1ccc(c(c1)c1cc(CC=C)ccc1O)O)O NPC94319 Streptomycin 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine CHEMBL372795 19649 C21H39N7O12 581.27 -5.8504 1.68 -3.511 19 14 331.43 22 3 40 3 InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 UCSJYZPVAKXKNQ-HZYVHMACSA-N OC[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H]([C@H]([C@@H]3NC(=N)N)O)NC(=N)N)O[C@H]([C@]2(O)C=O)C)[C@H]([C@@H]([C@H]1O)O)NC NPC79372 Strongylophorin-3 CHEMBL466374 14564364 C26H36O4 412.26 0.8081 3.88 6.805 2 2 66.76 7 5 30 1 InChI=1S/C26H36O4/c1-23-10-5-11-25(3,22(28)29)20(23)8-12-24(2)19(23)9-13-26(4)21(24)15-16-14-17(27)6-7-18(16)30-26/h6-7,14,19-21,27H,5,8-13,15H2,1-4H3,(H,28,29)/t19-,20-,21+,23-,24-,25+,26+/m1/s1 SSYYQRHNVQFDDJ-OTUFAOMXSA-N Oc1ccc2c(c1)C[C@@H]1[C@](O2)(C)CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCC[C@]1(C)C(=O)O NPC265335 Strongylophorine-1 CHEMBL467413 23424996 C27H38O4 426.28 1.2166 3.99 7.324 2 1 55.76 8 5 31 1 InChI=1S/C27H38O4/c1-24-11-6-12-26(3,23(28)29)21(24)9-13-25(2)20(24)10-14-27(4)22(25)16-17-15-18(30-5)7-8-19(17)31-27/h7-8,15,20-22H,6,9-14,16H2,1-5H3,(H,28,29)/t20-,21-,22+,24-,25-,26+,27+/m1/s1 JCXUKDWSYWEAAM-BKHKBBOWSA-N COc1ccc2c(c1)C[C@@H]1[C@](O2)(C)CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCC[C@]1(C)C(=O)O NPC279463 Strongylophorine-8 CHEMBL388381 14564373 C26H36O5 428.26 -0.4401 3.77 4.631 3 3 86.99 8 5 31 0 InChI=1S/C26H36O5/c1-23-11-7-20-24(2)9-4-10-26(20,15-31-22(24)29)19(23)8-12-25(3,30)21(23)14-16-13-17(27)5-6-18(16)28/h5-6,13,19-21,27-28,30H,4,7-12,14-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,26-/m0/s1 PRLHXGOJZIVTIS-VRRJBYJJSA-N Oc1ccc(c(c1)C[C@@H]1[C@@](C)(O)CC[C@H]2[C@@]1(C)CC[C@@H]1[C@@]32CCC[C@]1(C)C(=O)OC3)O NPC72772 Strophanthidin (3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde CHEMBL111743 6185 C23H32O6 404.22 -1.306 3.33 1.546 6 3 104.06 6 5 29 0 InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1 ODJLBQGVINUMMR-HZXDTFASSA-N O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O NPC139085 Strychnine (4aR,5aS,8aR,13aS,15aS,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one CHEMBL227934 441071 C21H22N2O2 334.17 -0.7841 3.33 1.731 4 0 32.78 0 7 25 0 InChI=1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1 QMGVPVSNSZLJIA-FVWCLLPLSA-N O=C1C[C@@H]2OCC=C3[C@H]4[C@@H]2[C@@H]2N1c1ccccc1[C@]12CCN([C@H]1C4)C3 NPC149436 Styrene styrene CHEMBL285235 7501 C8H8 104.06 0.7075 2.34 4.954 0 0 0 1 1 8 0 InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2 PPBRXRYQALVLMV-UHFFFAOYSA-N C=Cc1ccccc1 NPC475219 Subalpinoside [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate CHEMBL501279 44566922 C37H56O14 724.37 -3.1908 3.99 2.054 14 6 210.9 18 7 51 2 InChI=1S/C37H56O14/c1-17-33(51-34-32(44)31(43)30(42)26(15-38)50-34)24(40)13-28(47-17)49-21-7-9-35(3)20(12-21)5-6-23-22(35)8-10-36(4)29(19-11-27(41)46-16-19)25(48-18(2)39)14-37(23,36)45/h11,17,20-26,28-34,38,40,42-45H,5-10,12-16H2,1-4H3/t17-,20-,21+,22+,23-,24-,25+,26-,28+,29+,30-,31+,32-,33-,34+,35+,36-,37+/m1/s1 YZMYUSLXATVAEH-ZKZOCXKNSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC76871 Subavenoside E (2S,3R,4S,5S,6R)-2-[[3,9-dimethoxy-5-(methoxymethyl)-7H-dibenzo[1,3-d:3',4'-g][7]annulen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL2152484 71451248 C25H30O9 474.19 -1.7576 3.22 1.648 6 4 127.07 14 4 34 0 InChI=1S/C25H30O9/c1-30-12-14-5-4-13-8-15(31-2)6-7-16(13)18-10-20(19(32-3)9-17(14)18)33-25-24(29)23(28)22(27)21(11-26)34-25/h5-10,21-29H,4,11-12H2,1-3H3/t21-,22-,23+,24-,25-/m1/s1 OZQFFZHCPIKJER-NHTNDUFYSA-N COCC1=CCc2c(c3c1cc(OC)c(c3)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)ccc(c2)OC NPC248429 Suberosin 7-methoxy-6-(3-methylbut-2-enyl)chromen-2-one CHEMBL1928409 68486 C15H16O3 244.11 2.0956 2.78 3.521 1 0 35.53 6 2 18 0 InChI=1S/C15H16O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4,6-9H,5H2,1-3H3 RSZDAYHEZSRVHS-UHFFFAOYSA-N COc1cc2oc(=O)ccc2cc1CC=C(C)C NPC236709 Succinic Acid butanedioic acid CHEMBL576 1110;21952380 C4H6O4 118.03 -0.41 1.46 -0.71 4 2 74.6 5 0 8 0 InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(=O)CCC(=O)O NPC33721 Succinimide pyrrolidine-2,5-dione CHEMBL275661 11439 C4H5NO2 99.03 -0.7817 1.57 -0.312 3 1 49.66 1 1 7 0 InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) KZNICNPSHKQLFF-UHFFFAOYSA-N OC1=NC(=O)CC1 NPC329842 Sucutinirane A [(4aS,5S,6aS,7R,10aR,11aS,11bR)-10a-hydroxy-4,4,7,11b-tetramethyl-9-oxo-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-5-yl] acetate CHEMBL514119 24863609 C22H32O5 376.22 0.699 3.33 4.578 5 1 72.83 8 4 27 0 InChI=1S/C22H32O5/c1-12-14-9-17(26-13(2)23)19-20(3,4)7-6-8-21(19,5)16(14)11-22(25)15(12)10-18(24)27-22/h10,12,14,16-17,19,25H,6-9,11H2,1-5H3/t12-,14+,16+,17+,19+,21-,22-/m1/s1 SBMJOOYWCLPOPY-RTVASPDHSA-N CC(=O)O[C@H]1C[C@H]2[C@@H](C)C3=CC(=O)O[C@@]3(C[C@@H]2[C@@]2([C@@H]1C(C)(C)CCC2)C)O NPC294511 Sucutinirane E [(4aS,5R,6R,6aS,7R,11aS,11bR)-6-hydroxy-4,4,7,11b-tetramethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-5-yl] acetate CHEMBL557897 44130070 C22H32O4 360.23 -0.0487 3.44 5.484 3 1 59.67 8 4 26 1 InChI=1S/C22H32O4/c1-12-14-7-10-25-16(14)11-15-17(12)18(24)19(26-13(2)23)20-21(3,4)8-6-9-22(15,20)5/h7,10,12,15,17-20,24H,6,8-9,11H2,1-5H3/t12-,15-,17-,18+,19-,20-,22+/m0/s1 YFPBRZZBJVPWPJ-QMXKAFJASA-N CC(=O)O[C@H]1[C@H](O)[C@H]2[C@@H](C)c3ccoc3C[C@@H]2[C@@]2([C@@H]1C(C)(C)CCC2)C NPC121615 Sucutinirane F [(4aS,5R,6R,6aS,7R,11aS,11bR)-5-hydroxy-4,4,7,11b-tetramethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-6-yl] acetate CHEMBL562243 44139375 C22H32O4 360.23 -0.0487 3.44 5.484 3 1 59.67 8 4 26 1 InChI=1S/C22H32O4/c1-12-14-7-10-25-16(14)11-15-17(12)19(26-13(2)23)18(24)20-21(3,4)8-6-9-22(15,20)5/h7,10,12,15,17-20,24H,6,8-9,11H2,1-5H3/t12-,15-,17-,18-,19+,20-,22+/m0/s1 UZCILNJWHPOAGV-AUULDNBDSA-N CC(=O)O[C@H]1[C@H](O)[C@H]2C(C)(C)CCC[C@@]2([C@@H]2[C@@H]1[C@@H](C)c1ccoc1C2)C NPC4455 Sudachitin 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxychromen-4-one CHEMBL479233 12443122 C18H16O8 360.08 -2.0399 2.56 0.235 1 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-11/h4-7,19,21-22H,1-3H3 XRHHDQSPFPQKMS-UHFFFAOYSA-N COc1cc(ccc1O)c1cc(=O)c2c(o1)c(OC)c(c(c2O)OC)O NPC176130 Sugiol (4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one CHEMBL195296 94162 C20H28O2 300.21 0.7759 3.44 6.294 1 1 37.3 7 3 22 1 InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1 IPEHJNRNYPOFII-AZUAARDMSA-N O=C1C[C@H]2C(C)(C)CCC[C@@]2(c2c1cc(C(C)C)c(c2)O)C NPC128529 Suksdorfin [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate CHEMBL68956 72414 C21H24O7 388.15 1.0446 3 3.873 5 0 88.13 11 3 28 0 InChI=1S/C21H24O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20-/m1/s1 KLUTZDJBVDPOFE-WOJBJXKFSA-N CC(CC(=O)O[C@@H]1c2c(ccc3c2oc(=O)cc3)OC([C@@H]1OC(=O)C)(C)C)C NPC292366 Sulforaphane 1-isothiocyanato-4-methylsulfinylbutane CHEMBL48802 5350 C6H11NOS2 177.03 -0.9316 1.68 1.175 2 0 80.73 6 0 10 0 InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3 SUVMJBTUFCVSAD-UHFFFAOYSA-N S=C=NCCCCS(=O)C NPC140840 Sulfuretin (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one CHEMBL490355 5281295 C15H10O5 270.05 -1.7778 2.56 2.329 1 3 86.99 4 3 20 0 InChI=1S/C15H10O5/c16-9-2-3-10-13(7-9)20-14(15(10)19)6-8-1-4-11(17)12(18)5-8/h1-7,16-18H/b14-6- RGNXWPVNPFAADO-NSIKDUERSA-N Oc1ccc2c(c1)O/C(=C\c1ccc(c(c1)O)O)/C2=O NPC259757 Sumaflavone 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL270509 24936074 C30H18O11 554.08 -4.2293 3.55 2.197 2 7 194.21 10 6 41 1 InChI=1S/C30H18O11/c31-14-4-1-12(2-5-14)21-11-20(36)26-28(38)29(39)27(37)24(30(26)41-21)16-7-13(3-6-17(16)33)22-10-19(35)25-18(34)8-15(32)9-23(25)40-22/h1-11,31-34,37-39H BCTLOSNRPJXRNV-UHFFFAOYSA-N Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c1cc(ccc1O)c1cc(=O)c3c(o1)cc(cc3O)O)c(c(c2O)O)O NPC244293 Sumiki's Acid 5-(hydroxymethyl)furan-2-carboxylic acid CHEMBL468037 80642 C6H6O4 142.03 -0.8426 1.68 0.008 3 2 70.67 4 1 10 0 InChI=1S/C6H6O4/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2,(H,8,9) PCSKKIUURRTAEM-UHFFFAOYSA-N OCc1ccc(o1)C(=O)O NPC470553 Surangin B [(1S)-1-[6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-8-(2-methylbutanoyl)-2-oxochromen-4-yl]propyl] acetate CHEMBL2064608 70684456 C29H38O7 498.26 1.6894 3.88 5.345 4 2 110.13 21 2 36 2 InChI=1S/C29H38O7/c1-8-18(6)26(32)25-28(34)20(14-13-17(5)12-10-11-16(3)4)27(33)24-21(15-23(31)36-29(24)25)22(9-2)35-19(7)30/h11,13,15,18,22,33-34H,8-10,12,14H2,1-7H3/b17-13+/t18?,22-/m0/s1 UTENTZJIWUVVPY-LQJVABGZSA-N CCC(C(=O)c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1oc(=O)cc2[C@@H](OC(=O)C)CC)O)C NPC470554 Surangin C 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-8-(2-methylbutanoyl)chromen-2-one CHEMBL2064609 11496245 C27H36O6 456.25 1.3103 3.77 4.605 3 3 104.06 19 2 33 0 InChI=1S/C27H36O6/c1-7-17(6)24(30)23-26(32)18(13-12-16(5)11-9-10-15(3)4)25(31)22-19(20(28)8-2)14-21(29)33-27(22)23/h10,12,14,17,20,28,31-32H,7-9,11,13H2,1-6H3/b16-12+/t17?,20-/m0/s1 PVNISOOZUQFLJH-VFXSKCLXSA-N CCC(C(=O)c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2c1oc(=O)cc2[C@H](CC)O)O)C NPC118059 Surangin D 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-4-[(1S)-1-hydroxypropyl]-8-(3-methylbutanoyl)chromen-2-one CHEMBL2064610 66559532 C27H36O6 456.25 1.8599 3.77 4.82 3 3 104.06 19 2 33 0 InChI=1S/C27H36O6/c1-7-20(28)19-14-22(30)33-27-23(19)25(31)18(12-11-17(6)10-8-9-15(2)3)26(32)24(27)21(29)13-16(4)5/h9,11,14,16,20,28,31-32H,7-8,10,12-13H2,1-6H3/b17-11+/t20-/m0/s1 YNPIUSPLDNMPCQ-KDMTZKAISA-N CC[C@@H](c1cc(=O)oc2c1c(O)c(C/C=C(/CCC=C(C)C)\C)c(c2C(=O)CC(C)C)O)O NPC285339 Surinamensinol B (1S,2R)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-ol CHEMBL2088627 70695433 C22H30O7 406.2 -1.5454 3.11 2.335 2 2 86.61 18 2 29 1 InChI=1S/C22H30O7/c1-14(29-17-9-8-15(7-6-10-23)11-18(17)25-2)21(24)16-12-19(26-3)22(28-5)20(13-16)27-4/h8-9,11-14,21,23-24H,6-7,10H2,1-5H3/t14-,21-/m1/s1 AWIGQZJNJGIWHL-SPLOXXLWSA-N OCCCc1ccc(c(c1)OC)O[C@@H]([C@H](c1cc(OC)c(c(c1)OC)OC)O)C NPC307699 Sweroside (3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one CHEMBL456137 161036 C16H22O9 358.13 -2.4783 2.23 -0.453 9 4 134.91 8 3 25 0 InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1 VSJGJMKGNMDJCI-ZASXJUAOSA-N C=C[C@H]1[C@@H](OC=C2[C@H]1CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC324742 Swertifrancheside 2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-8-yl]-1,4,8-trihydroxy-6-methoxyxanthen-9-one CHEMBL504840 5464386 C35H28O17 720.13 -6.4311 3.44 -1.704 7 11 293.59 17 7 52 1 InChI=1S/C35H28O17/c1-49-11-5-15(39)22-19(6-11)51-33-17(41)7-12(26(42)24(33)29(22)45)21-28(44)25(35-32(48)31(47)27(43)20(9-36)52-35)30(46)23-16(40)8-18(50-34(21)23)10-2-3-13(37)14(38)4-10/h2-8,20,27,31-32,35-39,41-44,46-48H,9H2,1H3/t20-,27-,31+,32-,35+/m1/s1 JAANJQNFIJSRTK-KYRPIRIWSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c(c2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O)c1cc(O)c2c(c1O)c(=O)c1c(o2)cc(cc1O)OC NPC114172 Swinholide A CHEMBL510133 10964334 C78H132O20 1388.93 -3.0634 7.84 8.21 20 8 288.28 40 5 98 4 InChI=1S/C78H132O20/c1-45-23-29-57(79)37-59-19-17-21-61(95-59)41-71(91-15)52(8)68(82)44-70(84)54(10)78(56(12)76(88)48(4)28-32-64-40-66(90-14)36-50(6)94-64)98-74(86)34-26-46(2)24-30-58(80)38-60-20-18-22-62(96-60)42-72(92-16)51(7)67(81)43-69(83)53(9)77(97-73(85)33-25-45)55(11)75(87)47(3)27-31-63-39-65(89-13)35-49(5)93-63/h17-20,23-26,33-34,47-72,75-84,87-88H,21-22,27-32,35-44H2,1-16H3/b33-25+,34-26+,45-23+,46-24+/t47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65+,66+,67-,68-,69+,70+,71-,72-,75-,76-,77-,78-/m0/s1 RJVBVECTCMRNFG-ANKJNSLFSA-N CO[C@H]1C[C@@H]2CC=C[C@H](O2)C[C@@H](O)C/C=C(\C)/C=C/C(=O)O[C@H]([C@H]([C@H]([C@H](CC[C@H]2C[C@H](OC)C[C@@H](O2)C)C)O)C)[C@@H](C)[C@H](O)C[C@H](O)[C@H](C)[C@H](C[C@H]2O[C@H](C[C@H](C/C=C(/C=C/C(=O)O[C@@H]([C@H]([C@@H](C[C@@H]([C@@H]1C)O)O)C)[C@H]([C@H]([C@H](CC[C@H]1C[C@H](OC)C[C@@H](O1)C)C)O)C)\C)O)C=CC2)OC NPC173435 Symplocososide C butyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL499214 21574247 C66H106O23 1266.71 -1.8855 6.19 6.742 23 11 356.81 48 8 89 4 InChI=1S/C66H106O23/c1-14-16-26-81-57(80)51-49(86-58-46(74)44(72)38(30-68)83-58)48(76)50(87-59-47(75)45(73)43(71)37(29-67)82-59)60(88-51)84-41-23-24-63(11)39(62(41,9)10)22-25-64(12)40(63)21-20-35-36-28-61(7,8)54(85-42(70)27-33(5)19-17-18-32(3)4)55(89-56(79)34(6)15-2)66(36,31-69)53(78)52(77)65(35,64)13/h18,20,27,34,36-41,43-55,58-60,67-69,71-78H,14-17,19,21-26,28-31H2,1-13H3/b33-27-/t34?,36-,37+,38-,39-,40+,41-,43+,44-,45-,46+,47+,48-,49-,50+,51-,52-,53+,54-,55-,58-,59-,60+,63-,64+,65-,66-/m0/s1 NRJDYTBXPQINHA-BZNXCVIUSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC172374 Symplocososide D butyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL499262 21574248 C66H106O23 1266.71 -1.8855 6.19 6.742 23 11 356.81 48 8 89 4 InChI=1S/C66H106O23/c1-14-16-26-81-57(80)51-49(86-58-46(74)44(72)38(30-68)83-58)48(76)50(87-59-47(75)45(73)43(71)37(29-67)82-59)60(88-51)84-41-23-24-63(11)39(62(41,9)10)22-25-64(12)40(63)21-20-35-36-28-61(7,8)54(85-42(70)27-33(5)19-17-18-32(3)4)55(89-56(79)34(6)15-2)66(36,31-69)53(78)52(77)65(35,64)13/h18,20,27,34,36-41,43-55,58-60,67-69,71-78H,14-17,19,21-26,28-31H2,1-13H3/b33-27+/t34?,36-,37+,38-,39-,40+,41-,43+,44-,45-,46+,47+,48-,49-,50+,51-,52-,53+,54-,55-,58-,59-,60+,63-,64+,65-,66-/m0/s1 NRJDYTBXPQINHA-TWEYXVJISA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(/CCC=C(C)C)\C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC69425 Symplocososide E butyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL507867 21574250 C65H98O23 1246.65 -4.2061 6.08 8.026 23 11 356.81 43 9 88 4 InChI=1S/C65H98O23/c1-11-13-27-80-56(79)50-48(85-57-45(73)43(71)37(30-67)82-57)47(75)49(86-58-46(74)44(72)42(70)36(29-66)81-58)59(87-50)83-40-24-25-62(8)38(61(40,6)7)23-26-63(9)39(62)21-20-34-35-28-60(4,5)53(84-41(69)22-19-33-17-15-14-16-18-33)54(88-55(78)32(3)12-2)65(35,31-68)52(77)51(76)64(34,63)10/h14-20,22,32,35-40,42-54,57-59,66-68,70-77H,11-13,21,23-31H2,1-10H3/b22-19+/t32?,35-,36+,37-,38-,39+,40-,42+,43-,44-,45+,46+,47-,48-,49+,50-,51-,52+,53-,54-,57-,58-,59+,62-,63+,64-,65-/m0/s1 BHCRZMBVGQMTHN-QIFHNBKDSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C/c2ccccc2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC301639 Symplocososide F butyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-9-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL508356 21574251 C61H98O21 1166.66 -1.7397 5.86 6.55 21 11 330.51 42 8 82 4 InChI=1S/C61H98O21/c1-12-13-23-75-52(74)49-47(80-53-44(69)42(67)35(28-63)77-53)46(71)48(81-54-45(70)43(68)41(66)34(27-62)76-54)55(82-49)79-38-20-21-58(9)36(57(38,7)8)19-22-59(10)37(58)18-17-32-33-25-56(5,6)26-39(61(33,29-64)51(73)50(72)60(32,59)11)78-40(65)24-31(4)16-14-15-30(2)3/h15,17,24,33-39,41-51,53-55,62-64,66-73H,12-14,16,18-23,25-29H2,1-11H3/b31-24-/t33-,34+,35-,36-,37+,38-,39-,41+,42-,43-,44+,45+,46-,47-,48+,49-,50-,51+,53-,54-,55+,58-,59+,60-,61+/m0/s1 KEDJBUGHODJQAX-DNTIVQIWSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)C[C@@H]2OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC475377 Symplocososide G (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL504509 44566490 C64H100O24 1252.66 -1.142 5.86 5.811 24 11 373.88 46 8 88 4 InChI=1S/C64H100O24/c1-14-31(5)55(79)88-53-52(84-40(69)24-30(4)17-15-16-29(2)3)59(7,8)25-34-33-18-19-38-61(11)22-21-39(60(9,10)37(61)20-23-62(38,12)63(33,13)50(75)51(76)64(34,53)28-67)83-58-49(87-57-45(74)43(72)41(70)35(26-65)81-57)47(80-32(6)68)46(48(86-58)54(77)78)85-56-44(73)42(71)36(27-66)82-56/h16,18,24,31,34-39,41-53,56-58,65-67,70-76H,14-15,17,19-23,25-28H2,1-13H3,(H,77,78)/b30-24-/t31?,34-,35+,36-,37-,38+,39-,41+,42-,43-,44+,45+,46-,47-,48-,49+,50-,51+,52-,53-,56-,57-,58+,61-,62+,63-,64-/m0/s1 IGZKUEHSCWAURC-MWQVYKFBSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC476074 Symplocososide H (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL524699 44566491 C64H100O24 1252.66 -1.142 5.86 5.811 24 11 373.88 46 8 88 4 InChI=1S/C64H100O24/c1-14-31(5)55(79)88-53-52(84-40(69)24-30(4)17-15-16-29(2)3)59(7,8)25-34-33-18-19-38-61(11)22-21-39(60(9,10)37(61)20-23-62(38,12)63(33,13)50(75)51(76)64(34,53)28-67)83-58-49(87-57-45(74)43(72)41(70)35(26-65)81-57)47(80-32(6)68)46(48(86-58)54(77)78)85-56-44(73)42(71)36(27-66)82-56/h16,18,24,31,34-39,41-53,56-58,65-67,70-76H,14-15,17,19-23,25-28H2,1-13H3,(H,77,78)/b30-24+/t31?,34-,35+,36-,37-,38+,39-,41+,42-,43-,44+,45+,46-,47-,48-,49+,50-,51+,52-,53-,56-,57-,58+,61-,62+,63-,64-/m0/s1 IGZKUEHSCWAURC-TVCTUJPYSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(/CCC=C(C)C)\C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475167 Symplocososide I methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL499858 44566492 C65H102O24 1266.68 -0.891 5.97 6.132 24 10 362.88 47 8 89 4 InChI=1S/C65H102O24/c1-15-32(5)55(78)89-54-53(85-41(70)25-31(4)18-16-17-30(2)3)60(7,8)26-35-34-19-20-39-62(11)23-22-40(61(9,10)38(62)21-24-63(39,12)64(34,13)51(76)52(77)65(35,54)29-68)84-59-50(88-58-46(75)44(73)42(71)36(27-66)82-58)48(81-33(6)69)47(49(87-59)56(79)80-14)86-57-45(74)43(72)37(28-67)83-57/h17,19,25,32,35-40,42-54,57-59,66-68,71-77H,15-16,18,20-24,26-29H2,1-14H3/b31-25-/t32?,35-,36+,37-,38-,39+,40-,42+,43-,44-,45+,46+,47-,48-,49-,50+,51-,52+,53-,54-,57-,58-,59+,62-,63+,64-,65-/m0/s1 YCHGIXLNIKTVEP-BEROLFNESA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)OC(=O)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC150893 Symplocososide J (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-benzoyloxy-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL502506 44566493 C66H96O24 1272.63 -1.2001 6.08 7.442 24 11 373.88 43 9 90 4 InChI=1S/C66H96O24/c1-31(2)16-15-17-32(3)26-42(71)86-54-55(90-57(81)34-18-13-12-14-19-34)66(30-69)36(27-61(54,5)6)35-20-21-40-63(9)24-23-41(62(7,8)39(63)22-25-64(40,10)65(35,11)52(77)53(66)78)85-60-51(89-59-47(76)45(74)43(72)37(28-67)83-59)49(82-33(4)70)48(50(88-60)56(79)80)87-58-46(75)44(73)38(29-68)84-58/h12-14,16,18-20,26,36-41,43-55,58-60,67-69,72-78H,15,17,21-25,27-30H2,1-11H3,(H,79,80)/b32-26-/t36-,37+,38-,39-,40+,41-,43+,44-,45-,46+,47+,48-,49-,50-,51+,52-,53+,54-,55-,58-,59-,60+,63-,64+,65-,66-/m0/s1 FCZPZIOLLOUAGS-TYFCTVMQSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)c2ccccc2)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC295408 Symplocososide K methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-benzoyloxy-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL501323 44566494 C67H98O24 1286.64 -0.9491 6.19 7.763 24 10 362.88 44 9 91 4 InChI=1S/C67H98O24/c1-32(2)17-16-18-33(3)27-43(72)87-55-56(91-57(80)35-19-14-13-15-20-35)67(31-70)37(28-62(55,5)6)36-21-22-41-64(9)25-24-42(63(7,8)40(64)23-26-65(41,10)66(36,11)53(78)54(67)79)86-61-52(90-60-48(77)46(75)44(73)38(29-68)84-60)50(83-34(4)71)49(51(89-61)58(81)82-12)88-59-47(76)45(74)39(30-69)85-59/h13-15,17,19-21,27,37-42,44-56,59-61,68-70,73-79H,16,18,22-26,28-31H2,1-12H3/b33-27-/t37-,38+,39-,40-,41+,42-,44+,45-,46-,47+,48+,49-,50-,51-,52+,53-,54+,55-,56-,59-,60-,61+,64-,65+,66-,67-/m0/s1 LWFZKYRCCSIIFX-PEMAIWRMSA-N COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)c2ccccc2)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)OC(=O)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC262796 Symplocososide L (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL498883 16099389 C63H98O24 1238.64 -0.4658 5.75 5.242 24 11 373.88 45 8 87 4 InChI=1S/C63H98O24/c1-28(2)15-14-16-30(5)23-39(68)83-51-52(87-54(78)29(3)4)63(27-66)33(24-58(51,7)8)32-17-18-37-60(11)21-20-38(59(9,10)36(60)19-22-61(37,12)62(32,13)49(74)50(63)75)82-57-48(86-56-44(73)42(71)40(69)34(25-64)80-56)46(79-31(6)67)45(47(85-57)53(76)77)84-55-43(72)41(70)35(26-65)81-55/h15,17,23,29,33-38,40-52,55-57,64-66,69-75H,14,16,18-22,24-27H2,1-13H3,(H,76,77)/b30-23-/t33-,34+,35-,36-,37+,38-,40+,41-,42-,43+,44+,45-,46-,47-,48+,49-,50+,51-,52-,55-,56-,57+,60-,61+,62-,63-/m0/s1 XPBNJNXKQVWGAY-XWVGWLPGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(C)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC45346 Symplocososide M (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL497707 16099385 C63H98O24 1238.64 -0.4658 5.75 5.242 24 11 373.88 45 8 87 4 InChI=1S/C63H98O24/c1-28(2)15-14-16-30(5)23-39(68)83-51-52(87-54(78)29(3)4)63(27-66)33(24-58(51,7)8)32-17-18-37-60(11)21-20-38(59(9,10)36(60)19-22-61(37,12)62(32,13)49(74)50(63)75)82-57-48(86-56-44(73)42(71)40(69)34(25-64)80-56)46(79-31(6)67)45(47(85-57)53(76)77)84-55-43(72)41(70)35(26-65)81-55/h15,17,23,29,33-38,40-52,55-57,64-66,69-75H,14,16,18-22,24-27H2,1-13H3,(H,76,77)/b30-23+/t33-,34+,35-,36-,37+,38-,40+,41-,42-,43+,44+,45-,46-,47-,48+,49-,50+,51-,52-,55-,56-,57+,60-,61+,62-,63-/m0/s1 XPBNJNXKQVWGAY-SUCVEKIBSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(C)C)OC(=O)/C=C(/CCC=C(C)C)\C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC329657 Symplocososide N (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL509000 16099390 C56H82O19 1058.55 -2.6055 5.53 8.078 19 10 308.89 34 8 75 4 InChI=1S/C56H82O19/c1-10-27(2)48(69)75-46-45(72-35(59)19-16-28-14-12-11-13-15-28)51(3,4)24-30-29-17-18-33-53(7)22-21-34(52(5,6)32(53)20-23-54(33,8)55(29,9)43(65)44(66)56(30,46)26-58)71-50-42(39(63)38(62)41(73-50)47(67)68)74-49-40(64)37(61)36(60)31(25-57)70-49/h11-17,19,27,30-34,36-46,49-50,57-58,60-66H,10,18,20-26H2,1-9H3,(H,67,68)/b19-16+/t27?,30-,31+,32-,33+,34-,36+,37-,38-,39-,40+,41-,42+,43-,44+,45-,46-,49-,50+,53-,54+,55-,56-/m0/s1 VWGRQOQBKGDNRR-YJIUYGCQSA-N CCC(C(=O)O[C@H]1[C@H](OC(=O)/C=C/c2ccccc2)C(C)(C)C[C@@H]2[C@@]1(CO)[C@H](O)[C@H](O)[C@@]1(C2=CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O)C)C NPC264566 Symplocososide O (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-9-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL502409 16099386 C59H92O22 1152.61 -0.9962 5.53 5.619 22 11 347.58 40 8 81 4 InChI=1S/C59H92O22/c1-27(2)13-12-14-28(3)21-38(64)77-37-23-54(5,6)22-31-30-15-16-35-56(9)19-18-36(55(7,8)34(56)17-20-57(35,10)58(30,11)48(70)49(71)59(31,37)26-62)78-53-47(81-52-43(69)41(67)39(65)32(24-60)75-52)45(74-29(4)63)44(46(80-53)50(72)73)79-51-42(68)40(66)33(25-61)76-51/h13,15,21,31-37,39-49,51-53,60-62,65-71H,12,14,16-20,22-26H2,1-11H3,(H,72,73)/b28-21-/t31-,32+,33-,34-,35+,36-,37-,39+,40-,41-,42+,43+,44-,45-,46-,47+,48-,49+,51-,52-,53+,56-,57+,58-,59+/m0/s1 KQRCDMCWOCFTFN-OTTLVRDMSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)[C@@H](O)[C@H]([C@@]3([C@H]4CC(C)(C)C[C@@H]3OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC329960 Symplocososide P (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-benzoyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL502899 16099391 C61H90O24 1206.58 -3.8237 5.53 5.857 24 11 373.88 40 9 85 4 InChI=1S/C61H90O24/c1-11-27(2)51(75)85-49-48(84-52(76)29-15-13-12-14-16-29)56(4,5)23-31-30-17-18-35-58(8)21-20-36(57(6,7)34(58)19-22-59(35,9)60(30,10)46(71)47(72)61(31,49)26-64)80-55-45(83-54-41(70)39(68)37(66)32(24-62)78-54)43(77-28(3)65)42(44(82-55)50(73)74)81-53-40(69)38(67)33(25-63)79-53/h12-17,27,31-49,53-55,62-64,66-72H,11,18-26H2,1-10H3,(H,73,74)/t27?,31-,32+,33-,34-,35+,36-,37+,38-,39-,40+,41+,42-,43-,44-,45+,46-,47+,48-,49-,53-,54-,55+,58-,59+,60-,61-/m0/s1 KVGBTCLZIJIZOM-SQSZGAPHSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)c2ccccc2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC329993 Symplocososide Q ethyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate CHEMBL498952 16099387 C64H102O23 1238.68 -1.0197 5.97 5.815 23 11 356.81 46 8 87 4 InChI=1S/C64H102O23/c1-14-32(6)54(77)87-53-52(83-40(68)25-31(5)18-16-17-30(3)4)59(7,8)26-34-33-19-20-38-61(11)23-22-39(60(9,10)37(61)21-24-62(38,12)63(33,13)50(75)51(76)64(34,53)29-67)82-58-48(85-57-45(73)43(71)41(69)35(27-65)80-57)46(74)47(49(86-58)55(78)79-15-2)84-56-44(72)42(70)36(28-66)81-56/h17,19,25,32,34-39,41-53,56-58,65-67,69-76H,14-16,18,20-24,26-29H2,1-13H3/b31-25-/t32?,34-,35+,36-,37-,38+,39-,41+,42-,43-,44+,45+,46-,47-,48+,49-,50-,51+,52-,53-,56-,57-,58+,61-,62+,63-,64-/m0/s1 JJEOJVCZWZVKJQ-LOCKPRQPSA-N CCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC329923 Symplocososide R (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2Z)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid CHEMBL453785 16099388 C57H90O19 1078.61 -0.2849 5.64 6.794 19 10 308.89 39 7 76 4 InChI=1S/C57H90O19/c1-13-29(5)49(70)76-47-46(73-36(60)23-28(4)16-14-15-27(2)3)52(6,7)24-31-30-17-18-34-54(10)21-20-35(53(8,9)33(54)19-22-55(34,11)56(30,12)44(66)45(67)57(31,47)26-59)72-51-43(40(64)39(63)42(74-51)48(68)69)75-50-41(65)38(62)37(61)32(25-58)71-50/h15,17,23,29,31-35,37-47,50-51,58-59,61-67H,13-14,16,18-22,24-26H2,1-12H3,(H,68,69)/b28-23-/t29?,31-,32+,33-,34+,35-,37+,38-,39-,40-,41+,42-,43+,44-,45+,46-,47-,50-,51+,54-,55+,56-,57-/m0/s1 ORGUHEZYVWCXQM-PDIAMSGGSA-N OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C(\CCC=C(C)C)/C)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC475513 Symplocososide X [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-3-[(E)-3-phenylprop-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] 2-methylbutanoate CHEMBL507135 44566495 C61H92O22 1176.61 -3.9439 5.75 6.198 22 12 350.74 39 9 83 4 InChI=1S/C61H92O22/c1-10-29(2)52(75)83-51-50(80-39(66)19-16-30-14-12-11-13-15-30)56(3,4)24-32-31-17-18-37-58(7)22-21-38(57(5,6)36(58)20-23-59(37,8)60(31,9)48(73)49(74)61(32,51)28-65)79-55-47(82-54-44(71)42(69)40(67)33(25-62)76-54)45(72)46(35(27-64)78-55)81-53-43(70)41(68)34(26-63)77-53/h11-17,19,29,32-38,40-51,53-55,62-65,67-74H,10,18,20-28H2,1-9H3/b19-16+/t29?,32-,33+,34-,35+,36-,37+,38-,40+,41-,42-,43+,44+,45-,46+,47+,48-,49+,50-,51-,53-,54-,55-,58-,59+,60-,61-/m0/s1 WCMQRJXNEXZPQG-XPXIFJCDSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C/c2ccccc2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC473755 Symplocososide Y [(3R,4R,4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-acetyloxy-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-3-[(E)-3-phenylprop-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] 2-methylbutanoate CHEMBL451013 44566496 C63H94O23 1218.62 -3.5648 5.86 6.938 23 11 356.81 41 9 86 4 InChI=1S/C63H94O23/c1-11-30(2)54(77)86-53-52(83-41(69)20-17-32-15-13-12-14-16-32)58(4,5)25-34-33-18-19-39-60(8)23-22-40(59(6,7)38(60)21-24-61(39,9)62(33,10)50(75)51(76)63(34,53)29-67)82-57-49(85-56-46(74)44(72)42(70)35(26-64)79-56)48(78-31(3)68)47(37(28-66)81-57)84-55-45(73)43(71)36(27-65)80-55/h12-18,20,30,34-40,42-53,55-57,64-67,70-76H,11,19,21-29H2,1-10H3/b20-17+/t30?,34-,35+,36-,37+,38-,39+,40-,42+,43-,44-,45+,46+,47+,48-,49+,50-,51+,52-,53-,55-,56-,57-,60-,61+,62-,63-/m0/s1 UJFRKAOKBZHQTO-JKVFELHRSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)[C@@H](O)[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C(CC)C)OC(=O)/C=C/c2ccccc2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)OC(=O)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC182119 Syncarpamide [(1S)-1-(3,4-dimethoxyphenyl)-2-[[(E)-3-phenylprop-2-enoyl]amino]ethyl] (E)-3-phenylprop-2-enoate CHEMBL458478 11753871 C28H27NO5 457.19 0.1829 3.88 9.551 4 1 77.35 14 3 34 2 InChI=1S/C28H27NO5/c1-32-24-16-15-23(19-25(24)33-2)26(34-28(31)18-14-22-11-7-4-8-12-22)20-29-27(30)17-13-21-9-5-3-6-10-21/h3-19,26H,20H2,1-2H3,(H,29,30)/b17-13+,18-14+/t26-/m1/s1 CUXXAUBWEIJETF-AMVLLGRPSA-N COc1cc(ccc1OC)[C@H](OC(=O)/C=C/c1ccccc1)CN=C(/C=C/c1ccccc1)O NPC141765 Syringaresinol 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol CHEMBL361362 443023 C22H26O8 418.16 -2.1258 3 0.796 2 2 95.84 12 4 30 0 InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21+,22+/m0/s1 KOWMJRJXZMEZLD-HCIHMXRSSA-N COc1cc(cc(c1O)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)O NPC28274 Syringetin 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one CHEMBL489142 5281953 C17H14O8 346.07 -2.4445 2.45 1.027 2 4 125.68 9 3 25 0 InChI=1S/C17H14O8/c1-23-11-3-7(4-12(24-2)14(11)20)17-16(22)15(21)13-9(19)5-8(18)6-10(13)25-17/h3-6,18-20,22H,1-2H3 UZMAPBJVXOGOFT-UHFFFAOYSA-N COc1cc(cc(c1O)OC)c1oc2cc(O)cc(c2c(=O)c1O)O NPC110899 Syringic Acid 4-hydroxy-3,5-dimethoxybenzoic acid CHEMBL1414 10742 C9H10O5 198.05 -0.8037 1.9 0.182 2 2 75.99 7 1 14 0 InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12) JMSVCTWVEWCHDZ-UHFFFAOYSA-N COc1cc(cc(c1O)OC)C(=O)O NPC49074 Syringin (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol CHEMBL250872 5316860 C17H24O9 372.14 -2.2917 2.34 -0.417 6 5 138.07 14 2 26 0 InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1 QJVXKWHHAMZTBY-GCPOEHJPSA-N OC/C=C/c1cc(OC)c(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC207732 Taccabulin A 1-(3-hydroxy-4-methoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propan-1-one CHEMBL3092474 72702319 C19H22O6 346.14 -0.8341 2.89 2.022 1 1 74.22 13 2 25 0 InChI=1S/C19H22O6/c1-22-13-10-18(24-3)14(19(11-13)25-4)6-7-15(20)12-5-8-17(23-2)16(21)9-12/h5,8-11,21H,6-7H2,1-4H3 GCROVFAGFAHOEX-UHFFFAOYSA-N COc1cc(OC)c(c(c1)OC)CCC(=O)c1ccc(c(c1)O)OC NPC65858 Taccalonolide A CHEMBL1821838 441685 C36H46O14 702.29 -1.5173 3.88 1.711 14 2 201.56 19 7 50 1 InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17-,18+,20+,21+,22-,23-,24+,26-,27+,28-,29+,30+,31+,33+,34-,35+,36-/m1/s1 PTTJLTMUKRRHAT-VJAKQJMOSA-N CC(=O)O[C@H]1[C@H]2[C@@H]([C@@H](O)C(=O)[C@@H]3[C@]2(C)[C@@H](OC(=O)C)[C@H]2O[C@H]2C3)[C@H]2[C@@]([C@H]1OC(=O)C)(C)[C@H]1[C@H](C)C=C3[C@]([C@@H]1[C@@H]2OC(=O)C)(C)[C@](C)(O)C(=O)O3 NPC169818 Taccalonolide Aa CHEMBL1821845 53474112 C38H48O16 760.29 -1.7387 3.88 1.504 16 2 227.86 22 7 54 1 InChI=1S/C38H48O16/c1-13-11-20-35(8,37(10,46)33(45)54-20)25-22(13)34(7)23(28(25)49-15(3)40)21-24(29(50-16(4)41)31(34)51-17(5)42)36(9)32(52-18(6)43)26-19(53-26)12-38(36,47)30(44)27(21)48-14(2)39/h11,13,19,21-29,31-32,46-47H,12H2,1-10H3/t13-,19+,21+,22+,23-,24-,25+,26+,27-,28-,29+,31+,32+,34-,35+,36+,37-,38+/m1/s1 XDBCKYNLFHSOPR-LKTKDFSHSA-N CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@@]2(C)[C@H]([C@H]3[C@H]1[C@@]1(C)[C@@H](OC(=O)C)[C@H]4O[C@H]4C[C@@]1(C(=O)[C@@H]3OC(=O)C)O)[C@H]([C@@H]1[C@@H]2[C@H](C)C=C2[C@]1(C)[C@](C)(O)C(=O)O2)OC(=O)C NPC43252 Taccalonolide Ab CHEMBL1821846 53474203 C34H44O14 676.27 -2.4969 3.66 0.453 14 4 215.72 18 7 48 1 InChI=1S/C34H44O14/c1-11-9-16-31(6,33(8,42)29(41)48-16)21-18(11)30(5)19(23(21)39)17-20(25(44-12(2)35)27(30)45-13(3)36)32(7)28(46-14(4)37)24-15(47-24)10-34(32,43)26(40)22(17)38/h9,11,15,17-25,27-28,38-39,42-43H,10H2,1-8H3/t11-,15+,17+,18+,19-,20-,21+,22-,23-,24+,25+,27+,28+,30-,31+,32+,33-,34+/m1/s1 RBNQHZWCHFIXOW-UUXMOSEOSA-N CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@H]2[C@H]([C@H]3[C@@]1(C)[C@H]1[C@H](C)C=C4[C@]([C@@H]1[C@@H]3O)(C)[C@](C)(O)C(=O)O4)[C@@H](O)C(=O)[C@@]1([C@]2(C)[C@@H](OC(=O)C)[C@H]2O[C@H]2C1)O NPC267822 Taccalonolide T CHEMBL1821843 56658581 C39H52O14 744.34 -0.7537 4.21 3.124 14 2 201.56 22 7 53 1 InChI=1S/C39H52O14/c1-15(2)11-24(43)53-33-29-21(51-29)14-39(47)32(44)30(49-18(5)41)25-20(36(33,39)8)13-22(48-17(4)40)35(7)26-16(3)12-23-37(9,38(10,46)34(45)52-23)28(26)31(27(25)35)50-19(6)42/h12,15-16,20-22,25-31,33,46-47H,11,13-14H2,1-10H3/t16-,20+,21+,22+,25-,26+,27-,28+,29+,30-,31-,33+,35-,36+,37+,38-,39+/m1/s1 KZLSRGBNLVIVQO-PKZSBVJESA-N CC(CC(=O)O[C@H]1[C@H]2O[C@H]2C[C@]2([C@@]1(C)[C@H]1C[C@H](OC(=O)C)[C@]3([C@H]([C@@H]1[C@H](C2=O)OC(=O)C)[C@@H](OC(=O)C)[C@@H]1[C@@H]3[C@H](C)C=C2[C@]1(C)[C@](C)(O)C(=O)O2)C)O)C NPC135038 Taccalonolide Z CHEMBL1821844 53474111 C36H46O15 718.28 -2.1178 3.77 1.193 15 3 221.79 20 7 51 1 InChI=1S/C36H46O15/c1-12-10-18-33(7,35(9,44)31(43)51-18)23-20(12)32(6)21(26(23)46-13(2)37)19-22(27(47-14(3)38)29(32)48-15(4)39)34(8)30(49-16(5)40)25-17(50-25)11-36(34,45)28(42)24(19)41/h10,12,17,19-27,29-30,41,44-45H,11H2,1-9H3/t12-,17+,19+,20+,21-,22-,23+,24-,25+,26-,27+,29+,30+,32-,33+,34+,35-,36+/m1/s1 FRPXJZJHOHOZJI-WVYQLPQSSA-N CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@@]2(C)[C@H]([C@H]3[C@H]1[C@@]1(C)[C@@H](OC(=O)C)[C@H]4O[C@H]4C[C@@]1(C(=O)[C@@H]3O)O)[C@H]([C@@H]1[C@@H]2[C@H](C)C=C2[C@]1(C)[C@](C)(O)C(=O)O2)OC(=O)C NPC95526 Taepeenin D methyl (4R,4aR,5R,11bS)-5-acetyloxy-4,7,11b-trimethyl-1,2,3,4a,5,6-hexahydronaphtho[2,1-f][1]benzofuran-4-carboxylate CHEMBL1096147 11703693 C23H28O5 384.19 0.6802 3.44 4.64 4 0 65.74 9 4 28 0 InChI=1S/C23H28O5/c1-13-15-7-10-27-18(15)12-17-16(13)11-19(28-14(2)24)20-22(17,3)8-6-9-23(20,4)21(25)26-5/h7,10,12,19-20H,6,8-9,11H2,1-5H3/t19-,20-,22-,23-/m1/s1 KUDGKETXNRKTHI-OHUMZHCVSA-N COC(=O)[C@]1(C)CCC[C@]2([C@H]1[C@H](OC(=O)C)Cc1c2cc2c(c1C)cco2)C NPC235438 Taibaienoside I butyl (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate CHEMBL1773981 54584223 C51H82O18 982.55 -3.0199 5.09 6.743 18 9 280.82 31 8 69 4 InChI=1S/C51H82O18/c1-9-10-21-63-41(61)40-39(67-42-36(58)33(55)28(24-53)64-42)35(57)38(60)44(68-40)66-31-14-15-48(6)29(47(31,4)5)13-16-50(8)30(48)12-11-25-26-22-46(2,3)17-19-51(26,20-18-49(25,50)7)45(62)69-43-37(59)34(56)32(54)27(23-52)65-43/h11,26-40,42-44,52-60H,9-10,12-24H2,1-8H3/t26-,27+,28-,29-,30+,31-,32+,33-,34-,35+,36+,37+,38+,39-,40-,42-,43-,44+,48-,49+,50+,51-/m0/s1 KHJOAMACTMVVSI-INNZOIJBSA-N CCCCOC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O)O NPC291746 Taiwaniaflavone 3-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL272861 44456685 C30H18O10 538.09 -3.8579 3.66 2.632 2 6 173.98 9 6 40 1 InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)30-26(29(38)28-21(36)9-17(33)11-25(28)40-30)18-7-14(3-6-19(18)34)23-12-22(37)27-20(35)8-16(32)10-24(27)39-23/h1-12,31-36H IMKDLTDRZZSWPR-UHFFFAOYSA-N Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O)O NPC48105 Taiwaniaquinol A (6R,6aS,10aS)-5-hydroxy-7,7,10a-trimethyl-4-propan-2-yl-6a,8,9,10-tetrahydro-6H-indeno[2,1-g][1,3]benzodioxole-6-carbaldehyde CHEMBL1088069 15276284 C21H28O4 344.2 0.4945 3.33 5.303 1 1 55.76 8 4 25 1 InChI=1S/C21H28O4/c1-11(2)13-16(23)14-12(9-22)19-20(3,4)7-6-8-21(19,5)15(14)18-17(13)24-10-25-18/h9,11-12,19,23H,6-8,10H2,1-5H3/t12-,19-,21+/m0/s1 WZYATGGRHPWBCT-VTOVKPRRSA-N O=C[C@H]1c2c(O)c(C(C)C)c3c(c2[C@@]2([C@@H]1C(C)(C)CCC2)C)OCO3 NPC50269 Taiwaniaquinol C (4aS,9S,9aS)-5,8-dihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,9,9a-tetrahydro-2H-fluorene-9-carbaldehyde CHEMBL1088041 46880977 C21H30O4 346.21 0.2851 3.33 4.857 1 2 66.76 11 3 25 0 InChI=1S/C21H30O4/c1-11(2)13-16(23)14-12(10-22)19-20(3,4)8-7-9-21(19,5)15(14)17(24)18(13)25-6/h10-12,19,23-24H,7-9H2,1-6H3/t12-,19+,21-/m1/s1 IHSCVTPHQHBWMZ-ZPDQPEGFSA-N O=C[C@@H]1c2c(O)c(C(C)C)c(c(c2[C@@]2([C@@H]1C(C)(C)CCC2)C)O)OC NPC218628 Taiwaniaquinol D (4aS)-5,8-dihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-fluorene-9-carbaldehyde CHEMBL1088042 12088767 C21H28O4 344.2 0.5079 3.33 3.615 1 2 66.76 11 3 25 0 InChI=1S/C21H28O4/c1-11(2)13-16(23)14-12(10-22)19-20(3,4)8-7-9-21(19,5)15(14)17(24)18(13)25-6/h10-11,23-24H,7-9H2,1-6H3/t21-/m1/s1 JILXWJZSXVLMCM-OAQYLSRUSA-N O=CC1=C2C(C)(C)CCC[C@@]2(c2c1c(O)c(C(C)C)c(c2O)OC)C NPC8091 Taiwaniaquinone (4aS,9R,9aS)-6-methoxy-1,1,4a-trimethyl-5,8-dioxo-7-propan-2-yl-3,4,9,9a-tetrahydro-2H-fluorene-9-carbaldehyde CHEMBL1088627 11290884 C21H28O4 344.2 0.5801 3.33 4.243 4 0 60.44 9 3 25 0 InChI=1S/C21H28O4/c1-11(2)13-16(23)14-12(10-22)19-20(3,4)8-7-9-21(19,5)15(14)17(24)18(13)25-6/h10-12,19H,7-9H2,1-6H3/t12-,19-,21+/m0/s1 VTLCOGFYOXOPRS-VTOVKPRRSA-N COC1=C(C(C)C)C(=O)C2=C(C1=O)[C@@]1(C)CCCC([C@@H]1[C@H]2C=O)(C)C NPC181464 Taiwanin C 5-(1,3-benzodioxol-5-yl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one CHEMBL65755 363127 C20H12O6 348.06 -0.6849 3 2.907 2 0 63.22 1 6 26 0 InChI=1S/C20H12O6/c21-20-19-12(7-22-20)3-11-5-16-17(26-9-25-16)6-13(11)18(19)10-1-2-14-15(4-10)24-8-23-14/h1-6H,7-9H2 YMGOOHXUOWZQOE-UHFFFAOYSA-N O=C1OCc2c1c(c1ccc3c(c1)OCO3)c1c(c2)cc2c(c1)OCO2 NPC198796 Taiwanin E 9-(1,3-benzodioxol-5-yl)-5-hydroxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL468453 493164 C20H12O7 364.06 -1.1452 2.89 1.944 2 1 83.45 2 6 27 0 InChI=1S/C20H12O7/c21-19-11-5-16-15(26-8-27-16)4-10(11)17(18-12(19)6-23-20(18)22)9-1-2-13-14(3-9)25-7-24-13/h1-5,21H,6-8H2 YYFMUDJSHVYJGD-UHFFFAOYSA-N Oc1c2COC(=O)c2c(c2c1cc1OCOc1c2)c1ccc2c(c1)OCO2 NPC19600 Taiwanin E Methyl Ether 9-(1,3-benzodioxol-5-yl)-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one CHEMBL495475 11740369 C21H14O7 378.07 -0.7367 3 2.463 2 0 72.45 3 6 28 0 InChI=1S/C21H14O7/c1-23-20-12-6-17-16(27-9-28-17)5-11(12)18(19-13(20)7-24-21(19)22)10-2-3-14-15(4-10)26-8-25-14/h2-6H,7-9H2,1H3 BBROIWXMVHRRMJ-UHFFFAOYSA-N COc1c2COC(=O)c2c(c2c1cc1OCOc1c2)c1ccc2c(c1)OCO2 NPC54394 Tamarixetin 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one CHEMBL226034 5281699 C16H12O7 316.06 -2.3927 2.45 1.471 2 4 116.45 7 3 23 0 InChI=1S/C16H12O7/c1-22-11-3-2-7(4-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3 FPLMIPQZHHQWHN-UHFFFAOYSA-N COc1ccc(cc1O)c1oc2cc(O)cc(c2c(=O)c1O)O NPC469652 Tamarixinin A CHEMBL1096303 46886886 C75H52O48 1720.16 -13.5197 4.43 -1.286 21 26 799.6 37 14 123 3 InChI=1S/C75H52O48/c76-24-1-15(2-25(77)42(24)86)65(101)119-61-59-36(13-111-68(104)18-7-29(81)45(89)51(95)38(18)40-20(70(106)117-59)9-31(83)47(91)53(40)97)115-74(110)63(61)121-72(108)22-11-33(85)49(93)55(99)57(22)114-35-12-23-58(56(100)50(35)94)113-34-6-17(5-28(80)44(34)88)67(103)123-75-64(122-73(23)109)62(120-66(102)16-3-26(78)43(87)27(79)4-16)60-37(116-75)14-112-69(105)19-8-30(82)46(90)52(96)39(19)41-21(71(107)118-60)10-32(84)48(92)54(41)98/h1-12,36-37,59-64,74-100,110H,13-14H2/t36-,37-,59-,60-,61+,62+,63-,64-,74-,75+/m1/s1 GQQRKZYNJRNUDV-YHDRLSMHSA-N O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1Oc1cc2C(=O)O[C@H]4[C@@H](O[C@H]5[C@H]([C@@H]4OC(=O)c4cc(O)c(c(c4)O)O)OC(=O)c4cc(O)c(c(c4c4c(C(=O)OC5)cc(c(c4O)O)O)O)O)OC(=O)c4cc(Oc2c(c1O)O)c(O)c(c4)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O NPC206372 Tamsulosin 5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide CHEMBL836 129211 C20H28N2O5S 408.17 -1.2777 2.78 2.678 4 2 108.26 15 2 28 1 InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1 DRHKJLXJIQTDTD-OAHLLOKOSA-N CCOc1ccccc1OCCN[C@@H](Cc1ccc(c(c1)S(=O)(=O)N)OC)C NPC321399 Tanariflavanone C (2S)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dihydroxyphenyl]-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-2,3-dihydrochromen-4-one CHEMBL518874 11398079 C30H36O7 508.25 1.5405 3.99 3.562 2 5 127.45 18 3 37 0 InChI=1S/C30H36O7/c1-16(2)7-6-8-18(5)9-10-20-19(11-12-22(31)29(20)35)26-15-25(34)28-27(37-26)14-24(33)21(30(28)36)13-23(32)17(3)4/h7,9,11-12,14,23,26,31-33,35-36H,3,6,8,10,13,15H2,1-2,4-5H3/b18-9+/t23?,26-/m0/s1 YMILJRPIVTZKTL-OCFJWBBSSA-N C/C(=C\Cc1c(ccc(c1O)O)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)CC(C(=C)C)O)O)/CCC=C(C)C NPC321779 Tanariflavanone D (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]-2,3-dihydrochromen-4-one CHEMBL499116 11247668 C25H28O7 440.18 -0.6217 3.44 1.67 2 5 127.45 14 3 32 0 InChI=1S/C25H28O7/c1-13(2)17(26)8-5-14(3)4-7-16-19(28)11-23-24(25(16)31)21(30)12-22(32-23)15-6-9-18(27)20(29)10-15/h4,6,9-11,17,22,26-29,31H,1,5,7-8,12H2,2-3H3/b14-4+/t17?,22-/m0/s1 VALTWXVTFHGVHS-ILVSVAAVSA-N C/C(=C\Cc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccc(c(c1)O)O)/CCC(C(=C)C)O NPC40818 Tangeretin 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL73930 68077 C20H20O7 372.12 -0.7626 2.89 2.236 1 0 72.45 11 3 27 0 InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3 ULSUXBXHSYSGDT-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC NPC149300 Tannic Acid CHEMBL506247 16129778 C76H52O46 1700.17 -12.6304 4.76 2.662 16 25 777.98 56 11 122 3 InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1 LRBQNJMCXXYXIU-PPKXGCFTSA-N O=C(c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)OC(=O)c2cc(O)c(c(c2)O)O)O)O[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O NPC299094 Tanshindiol B (6R,7S)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL3287733 5321620 C18H16O5 312.1 -1.0817 2.89 1.335 4 2 87.74 4 4 23 0 InChI=1S/C18H16O5/c1-8-7-23-17-10-3-5-11-9(4-6-12(19)18(11,2)22)14(10)16(21)15(20)13(8)17/h3,5,7,12,19,22H,4,6H2,1-2H3/t12-,18+/m0/s1 RTKDBIDPGKCZJS-KPZWWZAWSA-N O[C@H]1CCc2c([C@@]1(C)O)ccc1c2C(=O)C(=O)c2c1occ2C NPC10051 Tanshindiol C (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL3287734 126072 C18H16O5 312.1 -1.0817 2.89 1.335 4 2 87.74 4 4 23 0 InChI=1S/C18H16O5/c1-8-7-23-17-10-3-5-11-9(4-6-12(19)18(11,2)22)14(10)16(21)15(20)13(8)17/h3,5,7,12,19,22H,4,6H2,1-2H3/t12-,18-/m1/s1 RTKDBIDPGKCZJS-KZULUSFZSA-N O[C@@H]1CCc2c([C@@]1(C)O)ccc1c2C(=O)C(=O)c2c1occ2C NPC93241 Tanshinone I 1,6-dimethylnaphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL363535 114917 C18H12O3 276.08 0.6023 3.11 4.57 2 0 47.28 2 4 21 0 InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3 AIGAZQPHXLWMOJ-UHFFFAOYSA-N Cc1coc2c1C(=O)C(=O)c1c2ccc2c1cccc2C NPC281398 Tanshinone Iia 1,6,6-trimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL187266 164676 C19H18O3 294.13 0.7113 3.22 4.929 2 0 47.28 3 4 22 0 InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3 HYXITZLLTYIPOF-UHFFFAOYSA-N O=C1c2c3CCCC(c3ccc2c2c(C1=O)c(C)co2)(C)C NPC23559 Tanshinone Iia Sulfonate sodium;1,6,6-trimethyl-10,11-dioxo-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-2-sulfonate CHEMBL1473252 23669322 C19H18O6S.Na 373.07 -0.508 2.78 3.533 5 0 112.86 5 4 26 0 InChI=1S/C19H18O6S.Na/c1-9-13-15(20)16(21)14-10-5-4-8-19(2,3)12(10)7-6-11(14)17(13)25-18(9)26(22,23)24;/h6-7H,4-5,8H2,1-3H3,(H,22,23,24);/q;+1/p-1 AZEZEAABTDXEHR-UHFFFAOYSA-M O=C1c2c(ccc3c2CCCC3(C)C)c2c(C1=O)c(C)c(o2)S(=O)(=O)[O-].[Na+] NPC145830 Tanshinone Iib 6-(hydroxymethyl)-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione CHEMBL215254 318797 C19H18O4 310.12 -0.3794 3.11 2.742 3 1 67.51 4 4 23 0 InChI=1S/C19H18O4/c1-10-8-23-18-12-5-6-13-11(4-3-7-19(13,2)9-20)15(12)17(22)16(21)14(10)18/h5-6,8,20H,3-4,7,9H2,1-2H3 XDUXBBDRILEIEZ-UHFFFAOYSA-N OCC1(C)CCCc2c1ccc1c2C(=O)C(=O)c2c1occ2C NPC34700 Taraxerol (3S,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol CHEMBL511822 92097 C30H50O 426.39 3.4636 4.65 11.352 1 1 20.23 9 5 31 1 InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24-,27-,28-,29-,30+/m0/s1 GGGUGZHBAOMSFJ-GADYQYKKSA-N O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C)C NPC220210 Taraxerone (4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one CHEMBL519077 92785 C30H48O 424.37 4.0333 4.65 10.745 1 0 17.07 8 5 31 1 InChI=1S/C30H48O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-23H,10-19H2,1-8H3/t20-,22+,23+,27-,28-,29-,30+/m0/s1 DBCAVZSSFGIHQZ-YLAYQGCQSA-N O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C)C NPC100742 Tartaric Acid (2S,3S)-2,3-dihydroxybutanedioic acid CHEMBL1200861 439655 C4H6O6 150.02 -1.7144 1.24 -2.238 6 4 115.06 7 0 10 0 InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 FEWJPZIEWOKRBE-LWMBPPNESA-N O[C@@H]([C@@H](C(=O)O)O)C(=O)O NPC97444 Tartrate (2R,3R)-2,3-dihydroxybutanedioic acid CHEMBL1236315 444305 C4H6O6 150.02 -1.7144 1.24 -2.238 6 4 115.06 7 0 10 0 InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1 FEWJPZIEWOKRBE-JCYAYHJZSA-N O[C@H]([C@H](C(=O)O)O)C(=O)O NPC227683 Taspine CHEMBL470867 215159 C20H19NO6 369.12 0.1992 2.89 1.96 3 0 74.3 9 4 27 0 InChI=1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3 MTAWKURMWOXCEO-UHFFFAOYSA-N COc1cc(CCN(C)C)c2c3c1oc(=O)c1c3c(oc2=O)c(cc1)OC NPC191476 Tatridin B (3aS,4R,5E,9S,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one CHEMBL430091 7605278 C15H20O4 264.14 0.3058 2.67 0.293 4 2 66.76 3 2 19 0 InChI=1S/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h6,11-14,16-17H,2-5,7H2,1H3/b8-6+/t11-,12+,13-,14-/m0/s1 KNEQPJSDSYNUHP-YWKGGISCSA-N C/C/1=C\[C@@H](O)[C@H]2[C@H](CC(=C)[C@H](CC1)O)OC(=O)C2=C NPC300059 Taurine 2-azaniumylethanesulfonate CHEMBL239243 4068592;1123 C2H7NO3S 125.01 -1.2682 1.13 -1.678 4 2 88.77 4 0 7 0 InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6) XOAAWQZATWQOTB-UHFFFAOYSA-N NCCS(=O)(=O)O NPC206211 Taxcultin CHEMBL77236 3081898 C44H53NO14 819.35 -1.8251 4.65 4.712 15 4 224.78 26 6 59 2 InChI=1S/C44H53NO14/c1-8-15-31(49)45-33(26-16-11-9-12-17-26)34(50)40(53)57-28-21-44(54)38(58-39(52)27-18-13-10-14-19-27)36-42(7,29(48)20-30-43(36,22-55-30)59-25(4)47)37(51)35(56-24(3)46)32(23(28)2)41(44,5)6/h9-14,16-19,28-30,33-36,38,48,50,54H,8,15,20-22H2,1-7H3,(H,45,49)/t28-,29-,30+,33-,34+,35+,36-,38-,42+,43-,44+/m0/s1 SXPIMOCRRJUHJY-MNLIZOKASA-N CCCC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)C)O)OC(=O)C)O)c1ccccc1)O NPC36835 Taxifolin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one CHEMBL337309 471 C15H12O7 304.06 -2.9269 2.34 0.028 2 5 127.45 6 3 22 0 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H CXQWRCVTCMQVQX-UHFFFAOYSA-N Oc1cc2OC(c3ccc(c(c3)O)O)C(C(=O)c2c(c1)O)O NPC473670 Taxinine M CHEMBL448698 44576028 C35H42O14 686.26 -2.3894 3.77 2.222 14 2 198.26 20 5 49 2 InChI=1S/C35H42O14/c1-17-24(40)14-26(46-18(2)36)34(16-44-31(42)22-11-9-8-10-12-22)27(17)28(47-19(3)37)23-13-25(41)33(7)35(43,32(23,6)15-45-33)30(49-21(5)39)29(34)48-20(4)38/h8-12,23-24,26-30,40,43H,1,13-16H2,2-7H3/t23?,24-,26-,27-,28+,29-,30-,32+,33+,34+,35-/m0/s1 YGDMNNDIKAOMNZ-BNOVIZBYSA-N CC(=O)O[C@@H]1C2CC(=O)[C@@]3([C@]([C@]2(C)CO3)(O)[C@H]([C@@H]([C@]2([C@H]1C(=C)[C@@H](O)C[C@@H]2OC(=O)C)COC(=O)c1ccccc1)OC(=O)C)OC(=O)C)C NPC212176 Taxiphyllin (2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile CHEMBL469825 107721 C14H17NO7 311.1 -2.7899 2.12 -0.699 7 5 143.4 9 2 22 0 InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10+,11+,12-,13+,14+/m0/s1 NVLTYOJHPBMILU-GMDXDWKASA-N OC[C@H]1O[C@@H](O[C@H](c2ccc(cc2)O)C#N)[C@@H]([C@H]([C@@H]1O)O)O NPC471629 Taxol C CHEMBL306601 9962663 C46H57NO14 847.38 -2.4011 4.87 5.85 15 4 224.78 28 6 61 3 InChI=1S/C46H57NO14/c1-8-9-12-21-33(51)47-35(28-17-13-10-14-18-28)36(52)42(55)59-30-23-46(56)40(60-41(54)29-19-15-11-16-20-29)38-44(7,31(50)22-32-45(38,24-57-32)61-27(4)49)39(53)37(58-26(3)48)34(25(30)2)43(46,5)6/h10-11,13-20,30-32,35-38,40,50,52,56H,8-9,12,21-24H2,1-7H3,(H,47,51)/t30-,31-,32+,35-,36+,37+,38-,40-,44+,45-,46+/m0/s1 BEHTXUBGUDGCNQ-IEAAAIHOSA-N CCCCCC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)(C)[C@@H](O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)O NPC266374 Taxuspine A [(2S,4R,5R,5aS,6S,8S,9aR,10aS)-2,5,6-triacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-8-[(E)-3-phenylprop-2-enoyl]oxy-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate CHEMBL338240 10417482 C42H48O11 728.32 0.9147 4.87 8.663 11 1 151.73 22 5 53 3 InChI=1S/C42H48O11/c1-24-31-22-42(40(6,7)48)23-33(49-26(3)43)25(2)36(42)37(53-39(47)30-17-13-10-14-18-30)38(51-28(5)45)41(31,8)34(50-27(4)44)21-32(24)52-35(46)20-19-29-15-11-9-12-16-29/h9-20,31-34,37-38,48H,1,21-23H2,2-8H3/b20-19+/t31-,32+,33+,34+,37-,38+,41+,42+/m1/s1 MWIQLLBFLJOMOS-MHXMLUCXSA-N O=C(O[C@H]1C[C@H](OC(=O)C)[C@@]2([C@@H](C1=C)C[C@@]1(C[C@@H](C(=C1[C@H]([C@@H]2OC(=O)C)OC(=O)c1ccccc1)C)OC(=O)C)C(O)(C)C)C)/C=C/c1ccccc1 NPC38696 Taxuspine E CHEMBL464306 5321747 C31H40O11 588.26 -1.2711 3.66 2.229 11 4 169.05 17 5 42 1 InChI=1S/C31H40O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,25(36)23(35)22(15)28(31,4)5)20(40-16(2)32)12-21-30(24,14-39-21)42-17(3)33/h7-11,19-21,23-26,34-36,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,25-,26-,29+,30-,31+/m0/s1 YCZNPMNCGXIWNH-UFJLMRSISA-N CC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)[C@@H](O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)O)OC(=O)C NPC102996 Taxuyunnanine C CHEMBL436993 5321771 C28H40O8 504.27 1.3527 3.66 3.711 8 0 105.2 16 3 36 0 InChI=1S/C28H40O8/c1-14-12-21(34-17(4)30)25-26(36-19(6)32)24-15(2)20(33-16(3)29)10-11-28(24,9)13-22(35-18(5)31)23(14)27(25,7)8/h20-22,24-26H,2,10-13H2,1,3-9H3/t20-,21-,22-,24-,25-,26-,28-/m0/s1 KFFHSFCOKCGBBW-VCPDXWRASA-N CC(=O)O[C@H]1CC[C@@]2([C@@H](C1=C)[C@H](OC(=O)C)[C@@H]1[C@@H](OC(=O)C)CC(=C([C@H](C2)OC(=O)C)C1(C)C)C)C NPC127447 Techtochrysin 5-hydroxy-7-methoxy-2-phenylchromen-4-one CHEMBL164841 5281954 C16H12O4 268.07 -1.0157 2.78 3.682 1 1 55.76 4 3 20 0 InChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3 IRZVHDLBAYNPCT-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1 NPC101312 Tecleaverdoornine CHEMBL572482 152710 C18H17NO5 327.11 0.9085 2.78 2.058 1 1 73.95 7 4 24 0 InChI=1S/C18H17NO5/c1-9(2)4-5-10-12-13(14(20)17-16(10)23-8-24-17)19-18-11(6-7-22-18)15(12)21-3/h4,6-7,20H,5,8H2,1-3H3 DVYGQAMJPXHFED-UHFFFAOYSA-N COc1c2c(CC=C(C)C)c3OCOc3c(c2nc2c1cco2)O NPC289883 Tectoquinone 2-methylanthracene-9,10-dione CHEMBL21745 6773 C15H10O2 222.07 0.1144 2.89 4.397 2 0 34.14 1 3 17 0 InChI=1S/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H3 NJWGQARXZDRHCD-UHFFFAOYSA-N Cc1ccc2c(c1)C(=O)c1c(C2=O)cccc1 NPC269451 Tectorigenin 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one CHEMBL242740 5281811 C16H12O6 300.06 -2.0994 2.56 1.068 1 3 96.22 6 3 22 0 InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3 OBBCRPUNCUPUOS-UHFFFAOYSA-N COc1c(O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1)O NPC261411 Tellimagrandin Ii CHEMBL510512 11766372 C41H30O26 938.1 -7.5719 3.11 -0.135 11 15 444.18 24 7 67 2 InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41?/m1/s1 JCGHAEBIBSEQAD-WZASNERQSA-N O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)C(O[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O NPC137462 Telocinobufagin 5-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one CHEMBL463273 259991 C24H34O5 402.24 -0.5364 3.55 2.582 5 3 86.99 6 5 29 0 InChI=1S/C24H34O5/c1-21-9-5-16(25)13-23(21,27)11-7-19-18(21)6-10-22(2)17(8-12-24(19,22)28)15-3-4-20(26)29-14-15/h3-4,14,16-19,25,27-28H,5-13H2,1-2H3/t16-,17+,18-,19+,21+,22+,23-,24-/m0/s1 PBSOJKPTQWWJJD-ZBDZJSKLSA-N O[C@H]1CC[C@]2([C@](C1)(O)CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C)C NPC469414 Tenuifolide B 3-(1-methoxyicosyl)-5-methylidenefuran-2-one CHEMBL1078157 44557421 C26H46O3 406.34 -4.7931 3.99 10.894 3 0 35.53 22 1 29 2 InChI=1S/C26H46O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28-3)24-22-23(2)29-26(24)27/h22,25H,2,4-21H2,1,3H3 TWBGKCDUZOAOPO-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCC(C1=CC(=C)OC1=O)OC NPC283839 Tenuifoliside C [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CHEMBL3581234 11968391 C35H44O19 768.25 -3.5692 3.22 -0.831 13 7 268.05 30 4 54 3 InChI=1S/C35H44O19/c1-45-19-10-17(11-20(46-2)27(19)40)6-8-25(38)50-15-24-28(41)30(43)31(44)34(51-24)54-35(16-37)33(29(42)23(14-36)53-35)52-26(39)9-7-18-12-21(47-3)32(49-5)22(13-18)48-4/h6-13,23-24,28-31,33-34,36-37,40-44H,14-16H2,1-5H3/b8-6+,9-7+/t23-,24-,28-,29-,30+,31-,33+,34-,35+/m1/s1 PMGMZCFZCYRJAG-KQTMLTHJSA-N OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC)(CO)O[C@H]1O[C@H](COC(=O)/C=C/c2cc(OC)c(c(c2)OC)O)[C@H]([C@@H]([C@H]1O)O)O NPC91288 Tephropurpurin [(1R,3aS,8bR)-8-hydroxy-6-methoxy-2,2-dimethyl-7-[(E)-3-phenylprop-2-enoyl]-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-1-yl] acetate CHEMBL457943 10047971 C24H24O7 424.15 -0.4344 3.33 5.287 4 1 91.29 11 4 31 1 InChI=1S/C24H24O7/c1-13(25)29-22-20-19-17(30-23(20)31-24(22,2)3)12-16(28-4)18(21(19)27)15(26)11-10-14-8-6-5-7-9-14/h5-12,20,22-23,27H,1-4H3/b11-10+/t20-,22-,23+/m1/s1 BICKLHZENLKHGI-LXEULODHSA-N COc1cc2O[C@@H]3[C@H](c2c(c1C(=O)/C=C/c1ccccc1)O)[C@H](C(O3)(C)C)OC(=O)C NPC8965 Tephrosin CHEMBL241806 114909 C23H22O7 410.14 -0.5518 3.22 2.033 2 1 83.45 7 5 30 0 InChI=1S/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1 AQBZCCQCDWNNJQ-AUSIDOKSSA-N COc1cc2c(cc1OC)OC[C@@H]1[C@@]2(O)C(=O)c2c(O1)c1C=CC(Oc1cc2)(C)C NPC322366 Terbutaline 5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol CHEMBL1760 5403 C12H19NO3 225.14 -0.8065 2.34 0.801 2 4 72.72 10 1 16 0 InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3 XWTYSIMOBUGWOL-UHFFFAOYSA-N OC(c1cc(O)cc(c1)O)CNC(C)(C)C NPC109533 Terminaline (3S,4S,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol CHEMBL2087212 177562 C23H41NO2 363.31 -0.1304 3.66 5.945 3 2 43.7 9 4 26 1 InChI=1S/C23H41NO2/c1-14(24(4)5)16-8-9-17-15-6-7-19-21(26)20(25)11-13-23(19,3)18(15)10-12-22(16,17)2/h14-21,25-26H,6-13H2,1-5H3/t14-,15-,16+,17-,18-,19-,20-,21-,22+,23+/m0/s1 QTNGLMWAVBOBLJ-RCFZRFIHSA-N O[C@H]1CC[C@]2([C@H]([C@@H]1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)C NPC152166 Ternatin 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxychromen-4-one CHEMBL73991 5459184 C19H18O8 374.1 -1.9715 2.67 1.438 2 2 103.68 11 3 27 0 InChI=1S/C19H18O8/c1-23-12-7-9(5-6-10(12)20)16-19(26-4)15(22)14-11(21)8-13(24-2)17(25-3)18(14)27-16/h5-8,20-21H,1-4H3 DGUWNYKZOJRCQQ-UHFFFAOYSA-N COc1cc(ccc1O)c1oc2c(OC)c(OC)cc(c2c(=O)c1OC)O NPC90615 Terphenyllin 2,5-bis(4-hydroxyphenyl)-3,6-dimethoxyphenol CHEMBL1795466 100437 C20H18O5 338.12 -1.4845 3.11 2.947 0 3 79.15 9 3 25 0 InChI=1S/C20H18O5/c1-24-17-11-16(12-3-7-14(21)8-4-12)20(25-2)19(23)18(17)13-5-9-15(22)10-6-13/h3-11,21-23H,1-2H3 YNEMPXKRLPZFAX-UHFFFAOYSA-N COc1cc(c2ccc(cc2)O)c(c(c1c1ccc(cc1)O)O)OC NPC97377 Tessaric Acid 2-[(2R,8S,8aR)-8,8a-dimethyl-6-oxo-1,2,3,4,7,8-hexahydronaphthalen-2-yl]prop-2-enoic acid CHEMBL187784 14527134 C15H20O3 248.14 0.9473 2.78 2.299 3 1 54.37 5 2 18 0 InChI=1S/C15H20O3/c1-9-6-13(16)7-12-5-4-11(8-15(9,12)3)10(2)14(17)18/h7,9,11H,2,4-6,8H2,1,3H3,(H,17,18)/t9-,11+,15+/m0/s1 GAWKUNMREBFQOL-ZVWUFJHRSA-N O=C1C[C@H](C)[C@@]2(C(=C1)CC[C@H](C2)C(=C)C(=O)O)C NPC30421 Testolactone (4aS,4bR,10aR,10bS,12aS)-10a,12a-dimethyl-4,4a,4b,5,6,10b,11,12-octahydro-3H-naphtho[2,1-f]chromene-2,8-dione CHEMBL1571 13769 C19H24O3 300.17 1.0716 3.22 3.683 3 0 43.37 2 4 22 0 InChI=1S/C19H24O3/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2)16(14)5-6-17(21)22-19/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15+,16+,18+,19+/m1/s1 BPEWUONYVDABNZ-DZBHQSCQSA-N O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC(=O)O2)C)C NPC161423 Testosterone (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one CHEMBL386630 6013 C19H28O2 288.21 0.2615 3.33 3.635 2 1 37.3 3 4 21 0 InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C NPC303672 Tetradeca-2E,4E,8Z-Trienoic Acid Isobutylamide (2E,4E,8Z)-N-(2-methylpropyl)tetradeca-2,4,8-trienamide CHEMBL2442641 73355665 C18H31NO 277.24 1.5295 3.22 6.647 2 1 32.59 15 0 20 2 InChI=1S/C18H31NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h8-9,12-15,17H,4-7,10-11,16H2,1-3H3,(H,19,20)/b9-8-,13-12+,15-14+ RVYUTDKHUFWTFC-RFYAXJIXSA-N CCCCC/C=C\CC/C=C/C=C/C(=NCC(C)C)O NPC306420 Tetradeca-2E,4E-Dienoic Acid Isobutylamide (2E,4E)-N-(2-methylpropyl)tetradeca-2,4-dienamide CHEMBL2442640 10731388 C18H33NO 279.26 -0.6015 3.22 7.163 2 1 32.59 16 0 20 2 InChI=1S/C18H33NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h12-15,17H,4-11,16H2,1-3H3,(H,19,20)/b13-12+,15-14+ AGJAUFUNZWHLKE-SQIWNDBBSA-N CCCCCCCCC/C=C/C=C/C(=NCC(C)C)O NPC313882 Tetradecylamine tetradecan-1-amine CHEMBL110011 16217 C14H31N 213.25 -4.143 2.89 6.474 1 1 26.02 14 0 15 2 InChI=1S/C14H31N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h2-15H2,1H3 PLZVEHJLHYMBBY-UHFFFAOYSA-N CCCCCCCCCCCCCCN NPC475422 Tetradehydrolongicaudatine Y CHEMBL505319 44559870 C38H42N4O2 586.33 -0.5286 4.98 4.632 6 3 65.97 5 10 44 0 InChI=1S/C38H42N4O2/c1-2-22-19-40-14-11-25-24-7-3-5-9-30(24)39-35(25)32(40)17-26(22)28-21-42-31-10-6-4-8-29(31)38-13-15-41-20-23(12-16-43)27(18-33(38)41)34(36(28)44)37(38)42/h2-10,12,21,26-27,32-34,36-37,39,43-44H,11,13-20H2,1H3/b22-2-,23-12-/t26-,27-,32-,33-,34-,36+,37-,38+/m0/s1 SAOCQHSCOLQBFR-NMWCRYOMSA-N OC/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]1[C@H](O)C(=CN([C@H]31)c1c4cccc1)[C@H]1C[C@@H]2N(C/C/1=C/C)CCc1c2[nH]c2c1cccc2 NPC258096 Tetraethylammonium Chloride tetraethylazanium;chloride CHEMBL434435 5946 C8H20N.ClH 130.16 -0.0331 2.23 1.564 0 0 0 8 0 9 0 InChI=1S/C8H20N.ClH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1 YMBCJWGVCUEGHA-UHFFFAOYSA-M CC[N+](CC)(CC)CC.[Cl-] NPC199851 Tetrahydroalstonine CHEMBL498734 72340 C21H24N2O3 352.18 -0.6544 3.22 3.069 5 1 54.56 4 5 26 0 InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19-/m0/s1 GRTOGORTSDXSFK-DLLGKBFGSA-N COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C NPC41178 Tetrahydroberberine CHEMBL275097 34458 C20H21NO4 339.15 -0.1023 3.11 2.475 1 0 40.16 4 5 25 0 InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3 VZTUIEROBZXUFA-UHFFFAOYSA-N COc1c(OC)ccc2c1CN1CCc3c(C1C2)cc1c(c3)OCO1 NPC312826 Tetrahydrobungeanool (2E,4E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4-dienamide CHEMBL452912 5321844 C18H33NO2 295.25 -1.0406 3.11 6.253 3 2 52.82 17 0 21 2 InChI=1S/C18H33NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h12-15,21H,4-11,16H2,1-3H3,(H,19,20)/b13-12+,15-14+ GJDPGFHVEKFXEZ-SQIWNDBBSA-N CCCCCCCCC/C=C/C=C/C(=NCC(O)(C)C)O NPC127937 Tetrahydrocurcumin 1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione CHEMBL318743 124072 C21H24O6 372.16 -1.3226 3.11 2.343 2 2 93.06 14 2 27 0 InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3 LBTVHXHERHESKG-UHFFFAOYSA-N COc1cc(CCC(=O)CC(=O)CCc2ccc(c(c2)OC)O)ccc1O NPC282703 Tetrahydrofuroguaiacin B 4-[(2R,3S,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol CHEMBL1170325 13870572 C20H24O5 344.16 -1.0123 3.11 2.93 1 2 68.15 10 3 25 0 InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12+,19+,20- GMXMKSFJQLFOSO-SRRICDNISA-N COc1cc(ccc1O)[C@@H]1O[C@@H]([C@@H]([C@@H]1C)C)c1ccc(c(c1)OC)O NPC102810 Tetrahydrogambogic Acid CHEMBL1605700 9917275 C38H48O8 632.33 2.9991 4.76 4.957 5 3 122.52 19 4 46 0 InChI=1S/C38H48O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,23,26-27,33,39,41H,9,12,15,17-19H2,1-8H3,(H,42,43)/b22-13- CXFIQFGADOTDPF-XKZIYDEJSA-N CC(=CCc1c2OC34C(C(=O)c2c(c2c1OC(C)(CCC=C(C)C)C=C2)O)CC1CC3C(OC4(C/C=C(\C(=O)O)/C)C1O)(C)C)C NPC325252 Tetrahydroharman 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole CHEMBL440524 91522 C12H14N2 186.12 -0.5727 2.56 2.435 2 2 27.82 1 3 14 0 InChI=1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3 LPIJOZBIVDCQTE-UHFFFAOYSA-N CC1NCCc2c1[nH]c1c2cccc1 NPC210437 Tetrahydropalmatine (13aS)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline CHEMBL487182 72301 C21H25NO4 355.18 0.0968 3.22 2.548 1 0 40.16 8 4 26 0 InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1 AEQDJSLRWYMAQI-KRWDZBQOSA-N COc1cc2CCN3[C@H](c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC NPC278799 Tetrahydropalmatrubine (13aS)-2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-9-ol CHEMBL522746 11282465 C20H23NO4 341.16 -0.3117 3.11 2.029 1 1 51.16 7 4 25 0 InChI=1S/C20H23NO4/c1-23-17-5-4-12-8-16-14-10-19(25-3)18(24-2)9-13(14)6-7-21(16)11-15(12)20(17)22/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1 DKBYSDUFSXFXMP-INIZCTEOSA-N COc1cc2CCN3[C@H](c2cc1OC)Cc1c(C3)c(O)c(cc1)OC NPC185738 Tetramethoxycurcumin (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)hepta-1,6-diene-3,5-dione CHEMBL261295 9952605 C23H24O6 396.16 0.0222 3.33 3.885 2 0 71.06 14 2 29 0 InChI=1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-14H,15H2,1-4H3/b9-5+,10-6+ HMJSBVCDPKODEX-NXZHAISVSA-N COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)OC)ccc1OC NPC72452 Tetramethylkaempferol 3,5,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL356036 631095 C19H18O6 342.11 -1.0509 2.89 3.364 2 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-12-7-5-11(6-8-12)18-19(24-4)17(20)16-14(23-3)9-13(22-2)10-15(16)25-18/h5-10H,1-4H3 YZWIIEJLESXODL-UHFFFAOYSA-N COc1ccc(cc1)c1oc2cc(OC)cc(c2c(=O)c1OC)OC NPC14958 Tetramethylscutellarein 5,6,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL75349 96118 C19H18O6 342.11 -0.7108 2.89 2.68 1 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-12-7-5-11(6-8-12)14-9-13(20)17-15(25-14)10-16(22-2)18(23-3)19(17)24-4/h5-10H,1-4H3 URSUMOWUGDXZHU-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2OC)OC)OC NPC68327 Tetrodotoxin CHEMBL507974 11174599 C11H17N3O8 319.1 -3.6838 1.46 -2.986 11 9 187.75 7 1 22 2 InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2-,3-,4-,5+,6-,7+,9+,10-,11+/m1/s1 CFMYXEVWODSLAX-QOZOJKKESA-N OC[C@@]1(O)[C@H]2O[C@]3(O[C@@H]1[C@H]1[C@@]([C@@H]2O)([C@@H]3O)NC(=N)N[C@@H]1O)O NPC264943 Thaimoluccensin A methyl 2-[(1S,2R)-2-[(1S,4aR,5R,6R,8aS)-1-(furan-3-yl)-4a,5-dihydroxy-5,8a-dimethyl-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate CHEMBL1808135 53363214 C27H36O8 488.24 0.443 3.55 2.152 7 2 123.27 13 4 35 0 InChI=1S/C27H36O8/c1-23(2)18(13-20(29)33-6)24(3,10-8-19(23)28)17-7-11-25(4)22(16-9-12-34-15-16)35-21(30)14-27(25,32)26(17,5)31/h8-10,12,15,17-18,22,31-32H,7,11,13-14H2,1-6H3/t17-,18-,22+,24+,25+,26-,27-/m1/s1 LPQDGMKHPLSVAB-IEKDFWFSSA-N COC(=O)C[C@H]1[C@@](C)(C=CC(=O)C1(C)C)[C@H]1CC[C@@]2([C@]([C@]1(C)O)(O)CC(=O)O[C@H]2c1cocc1)C NPC94763 Thaimoluccensin C CHEMBL1808136 53363215 C33H40O11 612.26 0.2735 3.88 1.916 10 1 155.64 17 6 44 0 InChI=1S/C33H40O11/c1-16(2)27(38)44-32-15-30(5)21(13-22(35)40-7)31(32,6)19-8-10-29(4)20(12-23(36)43-26(29)18-9-11-41-14-18)24(19)25(37)33(32,39)28(30)42-17(3)34/h9,11,14,16,19,21,26,28,39H,8,10,12-13,15H2,1-7H3/t19-,21-,26-,28-,29+,30-,31+,32+,33+/m0/s1 IENWPORLKIQAKR-YHDZOFGMSA-N COC(=O)C[C@@H]1[C@@]2(C)[C@H]3CC[C@@]4(C(=C3C(=O)[C@@]3([C@]2(C[C@]1(C)[C@@H]3OC(=O)C)OC(=O)C(C)C)O)CC(=O)O[C@H]4c1ccoc1)C NPC84164 Thalicminine CHEMBL450614 167534 C20H15NO6 365.09 -0.7219 2.89 1.31 2 0 76.11 6 5 27 0 InChI=1S/C20H15NO6/c1-23-12-6-10-11(7-13(12)24-2)17(22)16-14-9(4-5-21-16)18(25-3)20-19(15(10)14)26-8-27-20/h4-7H,8H2,1-3H3 GOQUMRHFJDDYAU-UHFFFAOYSA-N COc1cc2c(cc1OC)C(=O)c1c3c2c2OCOc2c(c3ccn1)OC NPC227060 Thalidasine CHEMBL506593 159795 C39H44N2O7 652.31 0.2222 4.76 5.654 2 0 71.09 12 6 48 1 InChI=1S/C39H44N2O7/c1-40-17-15-27-28-22-34(44-5)37(45-6)36(27)48-39-35-25(21-33(43-4)38(39)46-7)14-16-41(2)30(35)19-24-10-13-31(42-3)32(20-24)47-26-11-8-23(9-12-26)18-29(28)40/h8-13,20-22,29-30H,14-19H2,1-7H3/t29-,30-/m0/s1 SVQMVSCWYACSCP-KYJUHHDHSA-N COc1cc2CCN([C@@H]3c2c(c1OC)Oc1c2CCN([C@H](c2cc(c1OC)OC)Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C)C NPC106786 Thalifendine CHEMBL491544 5321913 C19H15NO4.ClH 321.1 -0.1514 3 2.164 3 0 48 2 5 24 0 InChI=1S/C19H15NO4.ClH/c1-22-19-14-9-20-5-4-12-7-17-18(24-10-23-17)8-13(12)15(20)6-11(14)2-3-16(19)21;/h2-3,6-9H,4-5,10H2,1H3;1H QKDAYMOWDPMRHC-UHFFFAOYSA-N COc1c(=O)ccc2c1cn1CCc3c(c1c2)cc1c(c3)OCO1.Cl NPC229373 Thalrugosidine CHEMBL507858 5321920 C38H42N2O7 638.3 -0.1863 4.65 5.135 2 1 82.09 11 6 47 1 InChI=1S/C38H42N2O7/c1-39-16-14-26-27-21-33(44-5)37(45-6)36(26)47-38-34-24(20-32(43-4)35(38)41)13-15-40(2)29(34)18-23-9-12-30(42-3)31(19-23)46-25-10-7-22(8-11-25)17-28(27)39/h7-12,19-21,28-29,41H,13-18H2,1-6H3/t28-,29-/m0/s1 NVIHKJYGMWNYEP-VMPREFPWSA-N COc1cc2CCN([C@@H]3c2c(c1O)Oc1c2CCN([C@H](c2cc(c1OC)OC)Cc1ccc(Oc2cc(C3)ccc2OC)cc1)C)C NPC112380 Theaflavin Digallate [(2R,3R)-2-[1-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-3,4,5-trihydroxy-6-oxobenzo[7]annulen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEMBL434864 467320 C43H32O20 868.15 -6.1777 3.99 1.428 6 13 351.12 21 8 63 1 InChI=1S/C43H32O20/c44-17-7-23(46)21-12-33(62-42(58)15-3-25(48)36(54)26(49)4-15)40(60-31(21)9-17)14-1-19-20(11-30(53)39(57)35(19)38(56)29(52)2-14)41-34(13-22-24(47)8-18(45)10-32(22)61-41)63-43(59)16-5-27(50)37(55)28(51)6-16/h1-11,33-34,40-41,44-51,53-55,57H,12-13H2,(H,52,56)/t33-,34-,40-,41-/m1/s1 ZEASWHWETFMWCV-ISBUVJFSSA-N Oc1cc2O[C@@H]([C@@H](Cc2c(c1)O)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(=O)c2c(c1)c(cc(c2O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O NPC180756 Thebaine (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline CHEMBL403893 5324289 C19H21NO3 311.15 0.01 3.11 1.329 2 0 30.93 5 5 23 0 InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1 FQXXSQDCDRQNQE-VMDGZTHMSA-N COC1=CC=C2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC NPC119133 Theobromine 3,7-dimethylpurine-2,6-dione CHEMBL1114 5429 C7H8N4O2 180.06 -0.6264 1.57 -0.432 6 1 70.72 3 2 13 0 InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13) YAPQBXQYLJRXSA-UHFFFAOYSA-N Cn1cnc2c1c(O)nc(=O)n2C NPC252603 Theophylline 1,3-dimethyl-7H-purine-2,6-dione CHEMBL190 2153 C7H8N4O2 180.06 -0.967 1.57 -0.864 6 1 69.3 2 2 13 0 InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9) ZFXYFBGIUFBOJW-UHFFFAOYSA-N Cn1c(=O)n(C)c2c(c1=O)nc[nH]2 NPC150950 Thiamine 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol CHEMBL1547 1130 C12H17N4OS 265.11 -2.3748 2.12 0.641 4 3 100.59 7 2 18 0 InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 JZRWCGZRTZMZEH-UHFFFAOYSA-N OCCc1sc[n+](c1C)Cc1cnc([nH]c1=N)C NPC125076 Thiamine Chloride 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride CHEMBL1588 23423984;6042 C12H17N4OS.ClH 265.11 -2.3748 2.12 0.641 4 3 100.59 7 2 18 0 InChI=1S/C12H17N4OS.ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H/q+1;/p-1 MYVIATVLJGTBFV-UHFFFAOYSA-M OCCc1sc[n+](c1C)Cc1cnc([nH]c1=N)C.[Cl-] NPC189436 Thiamine Hydrochloride [5-[[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium-3-yl]methyl]-2-methylpyrimidin-4-yl]azanium;dichloride CHEMBL1200941 517305;46856306;6202 C12H17N4OS.2ClH 265.11 -2.3748 2.12 0.641 4 3 100.59 7 2 18 0 InChI=1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1 DPJRMOMPQZCRJU-UHFFFAOYSA-M OCCc1sc[n+](c1C)Cc1cnc([nH]c1=N)C.Cl.[Cl-] NPC51000 Thioguanine 2-amino-3,7-dihydropurine-6-thione CHEMBL727 2723601 C5H5N5S 167.03 -0.4791 1.35 -0.081 5 3 115.72 1 2 11 0 InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) WYWHKKSPHMUBEB-UHFFFAOYSA-N N=c1nc(S)c2c([nH]1)[nH]cn2 NPC162045 Thiourea thiourea CHEMBL260876 2723790 CH4N2S 76.01 0.5528 1.24 0.067 2 2 88.67 2 0 4 0 InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4) UMGDCJDMYOKAJW-UHFFFAOYSA-N NC(=N)S NPC309367 Thiram dimethylcarbamothioylsulfanyl N,N-dimethylcarbamodithioate CHEMBL120563 5455 C6H12N2S4 239.99 3.1558 1.46 1.548 2 0 121.26 9 0 12 0 InChI=1S/C6H12N2S4/c1-7(2)5(9)11-12-6(10)8(3)4/h1-4H3 KUAZQDVKQLNFPE-UHFFFAOYSA-N CN(C(=S)SSC(=S)N(C)C)C NPC119060 Threo-(7R,8R)-Guaiacylglycerol-B-Coniferyl Aldehyde Ether (E)-3-[4-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enal CHEMBL2430311 21582571 C20H22O7 374.14 -1.5591 2.89 1.355 3 3 105.45 14 2 27 0 InChI=1S/C20H22O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-11,19-20,22-24H,12H2,1-2H3/b4-3+/t19-,20-/m1/s1 LWLOALZBDOVWAE-FMEUAVTJSA-N O=C/C=C/c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)CO NPC260397 Threo-Buddlenol B 1-(4-hydroxy-3-methoxyphenyl)-2-[4-[3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenoxy]propane-1,3-diol CHEMBL1761831 21627696 C31H36O11 584.23 -2.7716 3.66 1.16 4 5 156.53 22 4 42 1 InChI=1S/C31H36O11/c1-37-23-12-18(7-8-22(23)35)28(36)27(16-34)41-31-25(39-3)13-19(14-26(31)40-4)29-21(15-33)20-10-17(6-5-9-32)11-24(38-2)30(20)42-29/h5-8,10-14,21,27-29,32-36H,9,15-16H2,1-4H3/b6-5+ LCXGTSCVCJANHX-AATRIKPKSA-N OC/C=C/c1cc2C(CO)C(Oc2c(c1)OC)c1cc(OC)c(c(c1)OC)OC(C(c1ccc(c(c1)OC)O)O)CO NPC143120 Threo-Carolignan E 3-[4-[(1S,2S)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxypropan-2-yl]oxy-3-methoxyphenyl]propyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CHEMBL3589244 5274622 C40H42O13 730.26 -1.9657 4.43 5.23 5 4 179.67 28 4 53 2 InChI=1S/C40H42O13/c1-47-33-20-26(7-13-29(33)41)10-17-38(44)51-19-5-6-25-9-16-32(36(22-25)50-4)53-37(40(46)28-12-15-31(43)35(23-28)49-3)24-52-39(45)18-11-27-8-14-30(42)34(21-27)48-2/h7-18,20-23,37,40-43,46H,5-6,19,24H2,1-4H3/b17-10+,18-11+/t37-,40-/m0/s1 CXFBVHGWTGTGBR-QYQWMRSMSA-N COc1cc(CCCOC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O[C@H]([C@H](c1ccc(c(c1)OC)O)O)COC(=O)/C=C/c1ccc(c(c1)OC)O NPC9370 Threo-Guaiacylglycerol 8'-Vanillin Ether 4-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxybenzaldehyde CHEMBL2430313 73350869 C18H20O7 348.12 -1.9202 2.67 1.083 3 3 105.45 13 2 25 0 InChI=1S/C18H20O7/c1-23-15-8-12(4-5-13(15)21)18(22)17(10-20)25-14-6-3-11(9-19)7-16(14)24-2/h3-9,17-18,20-22H,10H2,1-2H3/t17-,18-/m1/s1 BRWKQWFEHBAUSN-QZTJIDSGSA-N OC[C@H]([C@@H](c1ccc(c(c1)OC)O)O)Oc1ccc(cc1OC)C=O NPC41706 Threo-Guaiacylglycerol-8-O-4'-Coniferyl Alcohol Ether (1R,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol CHEMBL1689262 14274761 C20H24O7 376.15 -1.7087 2.89 1.178 3 4 108.61 15 2 27 0 InChI=1S/C20H24O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-8,10-11,19-24H,9,12H2,1-2H3/b4-3+/t19-,20-/m1/s1 FYEZJIXULOZDRT-FMEUAVTJSA-N OC/C=C/c1ccc(c(c1)OC)O[C@@H]([C@@H](c1ccc(c(c1)OC)O)O)CO NPC472969 Threo-Guaiacylglycerol-8'-Vanillic Acid Ether 4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxybenzoic acid CHEMBL3594249 13607390 C18H20O8 364.12 -1.9676 2.56 0.669 4 4 125.68 14 2 26 0 InChI=1S/C18H20O8/c1-24-14-7-10(3-5-12(14)20)17(21)16(9-19)26-13-6-4-11(18(22)23)8-15(13)25-2/h3-8,16-17,19-21H,9H2,1-2H3,(H,22,23) UDFDXTXZIMXARD-UHFFFAOYSA-N OCC(C(c1ccc(c(c1)OC)O)O)Oc1ccc(cc1OC)C(=O)O NPC83187 Thujone (1S,4R,5R)-4-methyl-1-propan-2-ylbicyclo[3.1.0]hexan-3-one CHEMBL1444078 261491 C10H16O 152.12 0.5558 2.45 2.434 1 0 17.07 4 2 11 0 InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1 USMNOWBWPHYOEA-MRTMQBJTSA-N O=C1C[C@]2([C@@H]([C@H]1C)C2)C(C)C NPC71339 Thymidine 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione CHEMBL52609 5789 C10H14N2O5 242.09 -1.7707 1.79 -1 7 3 102.59 6 2 17 0 InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1 IQFYYKKMVGJFEH-XLPZGREQSA-N OC[C@H]1O[C@H](C[C@@H]1O)n1cc(C)c(nc1=O)O NPC259512 Thymol 5-methyl-2-propan-2-ylphenol CHEMBL29411 6989 C10H14O 150.1 0.7546 2.45 3.556 0 1 20.23 5 1 11 0 InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3 MGSRCZKZVOBKFT-UHFFFAOYSA-N Cc1ccc(c(c1)O)C(C)C NPC166788 Thymoquinone 2-methyl-5-propan-2-ylcyclohexa-2,5-diene-1,4-dione CHEMBL1672002 10281 C10H12O2 164.08 1.0183 2.34 1.102 2 0 34.14 4 1 12 0 InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3 KEQHJBNSCLWCAE-UHFFFAOYSA-N CC(C1=CC(=O)C(=CC1=O)C)C NPC253123 Thyrsiferol (1S,4S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol CHEMBL2272771 10984902 C30H53BrO7 604.3 -0.3099 3.88 4.795 7 3 97.61 19 4 38 0 InChI=1S/C30H53BrO7/c1-25(2,33)21-13-17-28(6,36-21)20(32)12-15-27(5,34)22-9-10-23-29(7,37-22)18-14-24(35-23)30(8)16-11-19(31)26(3,4)38-30/h19-24,32-34H,9-18H2,1-8H3/t19-,20+,21-,22-,23-,24-,27+,28-,29+,30+/m1/s1 IFHPYSVGNHWKDY-JXHBSGSUSA-N O[C@H]([C@@]1(C)CC[C@@H](O1)C(O)(C)C)CC[C@@]([C@H]1CC[C@@H]2[C@](O1)(C)CC[C@@H](O2)[C@]1(C)CC[C@H](C(O1)(C)C)Br)(O)C NPC183083 Tigloylgomisin H CHEMBL1093179 5318766 C28H36O8 500.24 1.4737 3.66 3.598 2 1 92.68 18 3 36 0 InChI=1S/C28H36O8/c1-10-15(2)27(29)36-26-21-17(12-19(31-5)24(26)34-8)11-16(3)28(4,30)14-18-13-20(32-6)23(33-7)25(35-9)22(18)21/h10,12-13,16,30H,11,14H2,1-9H3/b15-10+/t16-,28-/m0/s1 ZSAUXCVJDYCLRS-QEEHVONISA-N C/C=C(/C(=O)Oc1c(OC)c(OC)cc2c1c1c(cc(c(c1OC)OC)OC)C[C@]([C@H](C2)C)(C)O)\C NPC217708 Tigloylgomisin P CHEMBL253907 5318785 C28H34O9 514.22 0.8512 3.55 3.014 3 1 101.91 16 4 37 0 InChI=1S/C28H34O9/c1-9-14(2)27(29)37-26-17-12-18(31-5)22(32-6)25(34-8)21(17)20-16(10-15(3)28(26,4)30)11-19-23(24(20)33-7)36-13-35-19/h9,11-12,15,26,30H,10,13H2,1-8H3/b14-9+/t15-,26+,28+/m0/s1 BKGUPIVDQHHVMV-TWJXSMCESA-N C/C=C(/C(=O)O[C@@H]1c2cc(OC)c(c(c2c2c(C[C@@H]([C@@]1(C)O)C)cc1c(c2OC)OCO1)OC)OC)\C NPC65312 Tiliacorinine CHEMBL2017489 442369 C36H36N2O5 576.26 -0.0827 4.65 5.191 2 1 63.63 7 8 43 1 InChI=1S/C36H36N2O5/c1-37-11-9-22-17-31-32-19-24(22)27(37)15-20-5-7-29(39)25(13-20)26-14-21(6-8-30(26)40-3)16-28-34-23(10-12-38(28)2)18-33(41-4)35(42-31)36(34)43-32/h5-8,13-14,17-19,27-28,39H,9-12,15-16H2,1-4H3/t27-,28-/m0/s1 DQIJJKSVYLLDQW-NSOVKSMOSA-N COc1cc2CCN([C@@H]3c2c2c1Oc1cc4CCN([C@H](c4cc1O2)Cc1cc(c2cc(C3)ccc2OC)c(O)cc1)C)C NPC95090 Tilianine 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one CHEMBL487018 5321954 C22H22O10 446.12 -3.2229 2.78 0.978 6 5 155.14 11 4 32 0 InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1 NLZCOTZRUWYPTP-MIUGBVLSSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC19240 Tiliroside [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate CHEMBL266564 5320686 C30H26O13 594.14 -4.1618 3.33 2.457 8 7 212.67 15 5 43 1 InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1 DVGGLGXQSFURLP-VWMSDXGPSA-N O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C/c1ccc(cc1)O NPC141769 Timosaponin Aiii CHEMBL504012 15953793 C39H64O13 740.43 -3.153 4.32 4.661 13 7 196.99 17 8 52 2 InChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19-,20+,21-,22+,23-,24-,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1 MMTWXUQMLQGAPC-YXOKLLKRSA-N OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]2[C@@H]3[C@H](C)[C@]3(O2)CC[C@@H](CO3)C)C)C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O NPC211230 Tingenin B (6aS,6bS,8aR,9S,11R,12aS,14aR)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dione CHEMBL402975 73147 C28H36O4 436.26 1.4807 4.1 6.191 4 2 74.6 8 5 32 1 InChI=1S/C28H36O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h7-8,14-15,21,24,31-32H,9-13H2,1-6H3/t15-,21-,24-,25+,26-,27-,28+/m1/s1 QIRUFAFQGKOTKA-ZRWKYKNNSA-N C[C@@H]1C[C@@H]2[C@@]([C@@H](C1=O)O)(C)CC[C@]1([C@@]2(C)CC[C@@]2(C1=CC=C1C2=CC(=O)C(=C1C)O)C)C NPC287063 Tingenone (6aS,6bS,8aS,11R,12aR,14aR)-3-hydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dione CHEMBL432519 101520 C28H36O3 420.27 2.1329 4.21 7.159 3 1 54.37 7 5 31 1 InChI=1S/C28H36O3/c1-16-13-23-25(3,15-21(16)30)9-11-27(5)22-8-7-18-17(2)24(31)20(29)14-19(18)26(22,4)10-12-28(23,27)6/h7-8,14,16,23,31H,9-13,15H2,1-6H3/t16-,23-,25+,26+,27-,28+/m1/s1 WSTYNZDAOAEEKG-GWJSGULQSA-N C[C@@H]1C[C@@H]2[C@@](CC1=O)(C)CC[C@]1([C@@]2(C)CC[C@@]2(C1=CC=C1C2=CC(=O)C(=C1C)O)C)C NPC224076 Tocladesine (4aR,6R,7R,7aS)-6-(6-amino-8-chloropurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol CHEMBL2107085 100299 C10H11ClN5O6P 363.01 -1.3063 1.13 -2.362 11 3 164.65 5 4 23 1 InChI=1S/C10H11ClN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1 CLLFEJLEDNXZNR-UUOKFMHZSA-N O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1c(Cl)nc2c1ncnc2N NPC471825 Toddacoumalone (2R,4S)-2-[(E)-2-(5,7-dimethoxy-2-oxochromen-8-yl)ethenyl]-6-methyl-4-(2-methylprop-1-enyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-5-one CHEMBL3235992 90655368 C30H29NO6 499.2 1.5001 3.99 5.741 4 0 74.3 10 5 37 1 InChI=1S/C30H29NO6/c1-17(2)14-18-15-19(36-29-20-8-6-7-9-23(20)31(3)30(33)27(18)29)10-11-21-24(34-4)16-25(35-5)22-12-13-26(32)37-28(21)22/h6-14,16,18-19H,15H2,1-5H3/b11-10+/t18-,19+/m1/s1 MBVIZLALYQOVGW-ONNQBUSKSA-N COc1cc(OC)c2c(c1/C=C/[C@H]1C[C@@H](C=C(C)C)c3c(O1)c1ccccc1n(c3=O)C)oc(=O)cc2 NPC189773 Toddacoumaquinone 8-(5,7-dimethoxy-2-oxochromen-8-yl)-2-methoxy-6-methylnaphthalene-1,4-dione CHEMBL3236000 10046907 C23H18O7 406.11 0.1433 3.22 3.298 4 0 88.13 8 4 30 0 InChI=1S/C23H18O7/c1-11-7-13-15(24)9-18(29-4)22(26)20(13)14(8-11)21-17(28-3)10-16(27-2)12-5-6-19(25)30-23(12)21/h5-10H,1-4H3 SQTLGMZYHSFVGI-UHFFFAOYSA-N COC1=CC(=O)c2c(C1=O)c(cc(c2)C)c1c(OC)cc(c2c1oc(=O)cc2)OC NPC201667 Toddaculin 5,7-dimethoxy-6-(3-methylbut-2-enyl)chromen-2-one CHEMBL3235996 5321960 C16H18O4 274.12 2.0438 2.78 3.077 1 0 44.76 8 2 20 0 InChI=1S/C16H18O4/c1-10(2)5-6-11-13(18-3)9-14-12(16(11)19-4)7-8-15(17)20-14/h5,7-9H,6H2,1-4H3 KRQHZFHWEAJPNO-UHFFFAOYSA-N COc1cc2oc(=O)ccc2c(c1CC=C(C)C)OC NPC471824 Toddalin B [(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl] (E)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoate CHEMBL3235991 90655367 C32H38O10 582.25 1.8957 3.88 4.227 4 2 129.98 23 3 42 1 InChI=1S/C32H38O10/c1-18(2)9-10-20-24(37-5)16-23(33)19(30(20)39-7)11-13-29(35)42-27(32(3,4)36)15-22-25(38-6)17-26-21(31(22)40-8)12-14-28(34)41-26/h9,11-14,16-17,27,33,36H,10,15H2,1-8H3/b13-11+/t27-/m0/s1 KDIPEMZSOZWDHL-OTQLOIIPSA-N COc1cc2oc(=O)ccc2c(c1C[C@@H](C(O)(C)C)OC(=O)/C=C/c1c(O)cc(c(c1OC)CC=C(C)C)OC)OC NPC277704 Toluene toluene CHEMBL9113 1140 C7H8 92.06 0.642 2.23 4.385 0 0 0 1 1 7 0 InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3 YXFVVABEGXRONW-UHFFFAOYSA-N Cc1ccccc1 NPC259733 Tomentic Acid (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL239077 73193 C30H48O5 488.35 0.822 4.21 5.966 5 4 97.99 12 5 35 1 InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1 OXVUXGFZHDKYLS-BLIWDXROSA-N O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C NPC138408 Tomentosin (3aR,7S,8aR)-7-methyl-3-methylidene-6-(3-oxobutyl)-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one CHEMBL1164483 155173 C15H20O3 248.14 0.6312 2.78 1.717 3 0 43.37 5 2 18 0 InChI=1S/C15H20O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9,13-14H,3-5,7-8H2,1-2H3/t9-,13+,14+/m0/s1 AVFIYMSJDDGDBQ-CUOATXAZSA-N CC(=O)CCC1=CC[C@H]2[C@@H](C[C@@H]1C)OC(=O)C2=C NPC239716 Toonaciliatavarin A (5R,8R,9R,10S,11R,13S,17S)-11-hydroxy-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-6,9,11,12,16,17-hexahydro-5H-cyclopenta[a]phenanthrene-3,7-dione CHEMBL2035081 57409757 C30H44O6 500.31 0.569 4.1 2.185 6 3 104.06 12 5 36 0 InChI=1S/C30H44O6/c1-26(2)21-13-23(34)30(7)20-9-8-17(16-12-18(31)25(36-15-16)27(3,4)35)29(20,6)14-19(32)24(30)28(21,5)11-10-22(26)33/h9-11,16-19,21,24-25,31-32,35H,8,12-15H2,1-7H3/t16-,17+,18-,19-,21+,24-,25-,28+,29+,30-/m1/s1 OVKILCOBTQTDJC-IPDYAFNSSA-N O[C@@H]1C[C@@]2(C)[C@@H](CC=C2[C@]2([C@H]1[C@@]1(C)C=CC(=O)C([C@@H]1CC2=O)(C)C)C)[C@H]1CO[C@H]([C@@H](C1)O)C(O)(C)C NPC41405 Toonaciliatavarin B [(5R,7R,8R,9R,10S,11R,13S,17S)-11-hydroxy-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL2035082 57409758 C32H48O7 544.34 0.922 4.21 2.715 7 3 113.29 15 5 39 0 InChI=1S/C32H48O7/c1-17(33)39-25-14-23-28(2,3)24(36)11-12-30(23,6)26-21(35)15-31(7)19(9-10-22(31)32(25,26)8)18-13-20(34)27(38-16-18)29(4,5)37/h10-12,18-21,23,25-27,34-35,37H,9,13-16H2,1-8H3/t18-,19+,20-,21-,23+,25-,26-,27-,30+,31+,32-/m1/s1 SYXDKQWRJLIHHO-QGJRNOJXSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)C[C@H]3O)[C@H]1CO[C@H]([C@@H](C1)O)C(O)(C)C)(C)C=CC(=O)C2(C)C NPC234042 Toonaciliatavarin C [(5R,7R,8R,9R,10S,11R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-11-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate CHEMBL2035083 57409759 C32H48O7 544.34 0.922 4.21 2.715 7 3 113.29 14 5 39 0 InChI=1S/C32H48O7/c1-17(33)39-25-14-23-28(2,3)24(36)11-12-30(23,6)26-21(35)15-31(7)19(9-10-22(31)32(25,26)8)18-13-20(34)27(37)29(4,5)38-16-18/h10-12,18-21,23,25-27,34-35,37H,9,13-16H2,1-8H3/t18-,19+,20-,21-,23+,25-,26-,27+,30+,31+,32-/m1/s1 ODLHWFCGPYVKIR-QXTNUUNFSA-N CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)C[C@H]3O)[C@H]1COC([C@H]([C@@H](C1)O)O)(C)C)(C)C=CC(=O)C2(C)C NPC210268 Toonaciliatavarin D (3S,4R,6S)-6-[(3S,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,2-dimethyloxepane-3,4-diol CHEMBL2035084 70688076 C30H50O4 474.37 1.0487 4.32 7.258 4 3 69.92 11 5 34 1 InChI=1S/C30H50O4/c1-26(2)23-9-8-21-20(28(23,5)13-12-24(26)32)11-15-29(6)19(10-14-30(21,29)7)18-16-22(31)25(33)27(3,4)34-17-18/h8,18-20,22-25,31-33H,9-17H2,1-7H3/t18-,19+,20+,22-,23+,24+,25+,28-,29+,30-/m1/s1 NIFGYDXBCZOSPH-ZXKQILIMSA-N O[C@@H]1C[C@H](COC([C@H]1O)(C)C)[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C NPC470417 Toonaciliatavarin E (5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2R,3R,4R,5S)-3,4,6-trihydroxy-5,6-dimethylheptan-2-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one CHEMBL2035085 70696412 C31H52O4 488.39 1.6179 4.43 6.633 4 3 77.76 17 4 35 1 InChI=1S/C31H52O4/c1-18(25(33)26(34)19(2)28(5,6)35)20-12-16-31(9)22-10-11-23-27(3,4)24(32)14-15-29(23,7)21(22)13-17-30(20,31)8/h10,18-21,23,25-26,33-35H,11-17H2,1-9H3/t18-,19+,20+,21+,23+,25-,26-,29-,30+,31-/m1/s1 JPEPAMACPMHGCE-ZKEHMZMFSA-N O[C@H]([C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C)[C@@H]([C@@H](C(O)(C)C)C)O NPC470418 Toonaciliatavarin F CHEMBL2035086 57409855 C26H30O6 438.2 1.4432 3.66 1.695 6 1 93.2 7 6 32 0 InChI=1S/C26H30O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)8-7-17(22)27)6-9-24(4)14(11-19-26(24,25)32-19)13-10-20(29)31-21(13)30/h6-8,10,14,16,19,21,30H,9,11-12H2,1-5H3/t14-,16-,19+,21?,23+,24-,25-,26+/m0/s1 SDYQIAAYGZKFQX-HOEPTORSSA-N O=C1OC(C(=C1)[C@@H]1C[C@@H]2[C@]3([C@@]1(C)CC=C1[C@@]3(C)C(=O)C[C@@H]3[C@]1(C)C=CC(=O)C3(C)C)O2)O NPC470419 Toonaciliatavarin G CHEMBL2035087 57409856 C26H30O6 438.2 1.5499 3.66 2.025 6 1 93.2 7 6 32 0 InChI=1S/C26H30O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)8-7-17(22)27)6-9-24(4)14(11-19-26(24,25)32-19)13-10-20(29)31-21(13)30/h6-8,10,14,16,19-20,29H,9,11-12H2,1-5H3/t14-,16-,19+,20?,23+,24-,25-,26+/m0/s1 GSUXKPGCHBNUHU-OYQHXKRISA-N OC1OC(=O)C(=C1)[C@@H]1C[C@@H]2[C@]3([C@@]1(C)CC=C1[C@@]3(C)C(=O)C[C@@H]3[C@]1(C)C=CC(=O)C3(C)C)O2 NPC470420 Toonaciliatavarin H methyl 2-[(1R,2S)-2-[(1aR,3R,3aR,4R,5S,6R,7aS)-4-acetyl-5-acetyloxy-3a-methyl-7-methylidene-3-(5-oxo-2H-furan-4-yl)-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate CHEMBL2035088 70690098 C31H38O9 554.25 1.1498 3.88 0.986 9 0 125.57 15 5 40 0 InChI=1S/C31H38O9/c1-15-24(29(6)11-9-21(34)28(4,5)20(29)14-23(35)37-8)26(39-17(3)33)25(16(2)32)30(7)19(13-22-31(15,30)40-22)18-10-12-38-27(18)36/h9-11,19-20,22,24-26H,1,12-14H2,2-8H3/t19-,20-,22+,24+,25-,26-,29-,30+,31+/m0/s1 NJMQSWDERSCDJA-RHCFEWRHSA-N COC(=O)C[C@@H]1[C@](C)(C=CC(=O)C1(C)C)[C@H]1[C@H](OC(=O)C)[C@H](C(=O)C)[C@@]2([C@]3(C1=C)O[C@@H]3C[C@H]2C1=CCOC1=O)C NPC306488 Topazolin 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL3810179 5481965 C21H20O6 368.13 -0.399 3.11 3.277 2 3 96.22 10 3 27 0 InChI=1S/C21H20O6/c1-11(2)4-9-14-15(23)10-16-17(18(14)24)19(25)21(26-3)20(27-16)12-5-7-13(22)8-6-12/h4-8,10,22-24H,9H2,1-3H3 VVXGFIWLFZMBCJ-UHFFFAOYSA-N COc1c(oc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)c1ccc(cc1)O NPC63105 Toralactone-9-O-Gentiobioside 10-hydroxy-7-methoxy-3-methyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzo[g]isochromen-1-one CHEMBL3634701 5317701 C27H32O15 596.17 -4.0968 2.78 -0.545 12 8 234.29 17 5 42 2 InChI=1S/C27H32O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h3-6,14-15,18-19,21-24,26-35H,7-8H2,1-2H3/t14-,15-,18-,19-,21+,22+,23-,24-,26-,27-/m1/s1 GBGJNKYTLIUCMX-YUMVGKRXSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3c(O)c3c(c4)cc(oc3=O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC259788 Tormentic Acid Methyl Ester methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate CHEMBL600614 14314585 C31H50O5 502.37 1.073 4.32 6.287 5 3 86.99 13 5 36 1 InChI=1S/C31H50O5/c1-18-11-14-31(25(34)36-8)16-15-28(5)19(23(31)30(18,7)35)9-10-22-27(4)17-20(32)24(33)26(2,3)21(27)12-13-29(22,28)6/h9,18,20-24,32-33,35H,10-17H2,1-8H3/t18-,20-,21+,22-,23-,24+,27+,28-,29-,30-,31+/m1/s1 RQWXHGLRDYGNGZ-BPKREVGBSA-N COC(=O)[C@@]12CC[C@H]([C@@]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)C[C@H]([C@@H](C1(C)C)O)O)(C)O)C NPC141782 Totarol (4bS,8aS)-4b,8,8-trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol CHEMBL487602 92783 C20H30O 286.23 1.3229 3.55 8.211 0 1 20.23 7 3 21 1 InChI=1S/C20H30O/c1-13(2)18-14-7-10-17-19(3,4)11-6-12-20(17,5)15(14)8-9-16(18)21/h8-9,13,17,21H,6-7,10-12H2,1-5H3/t17-,20+/m0/s1 ZRVDANDJSTYELM-FXAWDEMLSA-N CC(c1c(O)ccc2c1CC[C@@H]1[C@]2(C)CCCC1(C)C)C NPC205265 Toxyloxanthone C 4,8,9-trihydroxy-2,3,3-trimethyl-2H-furo[3,2-b]xanthen-5-one CHEMBL459022 5495919 C18H16O6 328.09 -1.0378 2.78 1.588 1 3 96.22 6 4 24 0 InChI=1S/C18H16O6/c1-7-18(2,3)13-11(23-7)6-10-12(16(13)22)14(20)8-4-5-9(19)15(21)17(8)24-10/h4-7,19,21-22H,1-3H3 UMGNGSNVYJDUQS-UHFFFAOYSA-N CC1Oc2c(C1(C)C)c(O)c1c(c2)oc2c(c1=O)ccc(c2O)O NPC476440 Tpck N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide CHEMBL60718 439647 C17H18ClNO3S 351.07 -0.1105 2.67 5.479 4 1 71.62 9 2 23 1 InChI=1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1 MQUQNUAYKLCRME-INIZCTEOSA-N ClCC(=O)[C@@H](NS(=O)(=O)c1ccc(cc1)C)Cc1ccccc1 NPC98809 Trans-(7R,8R)-3-Methoxy-1'-Carboxy-4',7-Epoxy-8,3'-Oxyneolignan-4,9-Diol (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid CHEMBL3088130 72947031 C17H16O7 332.09 -1.6096 2.56 1.168 3 3 105.45 8 3 24 0 InChI=1S/C17H16O7/c1-22-13-6-9(2-4-11(13)19)16-15(8-18)23-14-7-10(17(20)21)3-5-12(14)24-16/h2-7,15-16,18-19H,8H2,1H3,(H,20,21)/t15-,16-/m1/s1 MKLYIYQQEIPMNR-HZPDHXFCSA-N OC[C@H]1Oc2cc(ccc2O[C@@H]1c1ccc(c(c1)OC)O)C(=O)O NPC52464 Trans-Asarone 1,2,4-trimethoxy-5-[(E)-prop-1-enyl]benzene CHEMBL333306 636822 C12H16O3 208.11 0.7519 2.45 2.669 0 0 27.69 8 1 15 0 InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+ RKFAZBXYICVSKP-AATRIKPKSA-N C/C=C/c1cc(OC)c(cc1OC)OC NPC11727 Trans-E-Viniferin 5-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol CHEMBL498439 5315233 C28H22O6 454.14 -2.1691 3.88 5.364 0 5 110.38 9 5 34 1 InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m0/s1 FQWLMRXWKZGLFI-BQYFGGCBSA-N Oc1ccc(cc1)/C=C/c1cc(O)cc2c1[C@H](c1cc(O)cc(c1)O)[C@H](O2)c1ccc(cc1)O NPC122009 Trans-N-Caffeoyltyramine (E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL206646 9994897 C17H17NO4 299.12 -1.0584 2.78 3.019 2 4 93.28 9 2 22 0 InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4+ VSHUQLRHTJOKTA-XBXARRHUSA-N OC(=NCCc1ccc(cc1)O)/C=C/c1ccc(c(c1)O)O NPC14600 Trans-N-Feruloyloctopamine (E)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide CHEMBL2036084 70681748 C18H19NO5 329.13 -1.4162 2.78 2.079 3 4 102.51 11 2 24 0 InChI=1S/C18H19NO5/c1-24-17-8-2-12(10-15(17)21)3-9-18(23)19-11-16(22)13-4-6-14(20)7-5-13/h2-10,16,20-22H,11H2,1H3,(H,19,23)/b9-3+ YMUNILWOTSCYLI-YCRREMRBSA-N COc1ccc(cc1O)/C=C/C(=NCC(c1ccc(cc1)O)O)O NPC52029 Trans-N-Isoferuloyltyramine (E)-3-(3-hydroxy-4-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide CHEMBL2337116 11289949 C18H19NO4 313.13 -0.6499 2.89 3.109 2 3 82.28 10 2 23 0 InChI=1S/C18H19NO4/c1-23-17-8-4-14(12-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+ YVJONNCAHSDDLZ-WEVVVXLNSA-N COc1ccc(cc1O)/C=C/C(=NCCc1ccc(cc1)O)O NPC26960 Trans-Phytol (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol CHEMBL1644111 5280435 C20H40O 296.31 1.7816 3.55 8.949 1 1 20.23 19 0 21 2 InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1 BOTWFXYSPFMFNR-PYDDKJGSSA-N OC/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C NPC194562 Transtorine 4-oxo-1H-quinoline-2-carboxylic acid CHEMBL299155 3845 C10H7NO3 189.04 -1.0097 2.12 1.677 4 2 66.4 2 2 14 0 InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14) HCZHHEIFKROPDY-UHFFFAOYSA-N OC(=O)c1cc(=O)c2c([nH]1)cccc2 NPC281883 Triacetin 2,3-diacetyloxypropyl acetate CHEMBL1489254 5541 C9H14O6 218.08 -0.2708 1.79 0.34 6 0 78.9 11 0 15 0 InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3 URAYPUMNDPQOKB-UHFFFAOYSA-N CC(=O)OC(COC(=O)C)COC(=O)C NPC77249 Triacontane triacontane CHEMBL1482375 12535 C30H62 422.49 -7.9614 4.76 17.41 0 0 0 29 0 30 2 InChI=1S/C30H62/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-30H2,1-2H3 JXTPJDDICSTXJX-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC NPC120097 Tributyl Phosphate tributyl phosphate CHEMBL1371096 31357 C12H27O4P 266.16 -1.638 2.23 3.36 4 0 54.57 15 0 17 1 InChI=1S/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3 STCOOQWBFONSKY-UHFFFAOYSA-N CCCCOP(=O)(OCCCC)OCCCC NPC175013 Tricetin 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one CHEMBL247484 5281701 C15H10O7 302.04 -2.8051 2.34 0.499 1 5 127.45 6 3 22 0 InChI=1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21H ARSRJFRKVXALTF-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1cc(O)c(c(c1)O)O NPC120464 Tricin 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one CHEMBL454320 5281702 C17H14O7 330.07 -1.9881 2.56 0.679 1 3 105.45 8 3 24 0 InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)17(14)21)12-7-11(20)16-10(19)5-9(18)6-13(16)24-12/h3-7,18-19,21H,1-2H3 HRGUSFBJBOKSML-UHFFFAOYSA-N COc1cc(cc(c1O)OC)c1cc(=O)c2c(o1)cc(cc2O)O NPC205213 Triclosan 5-chloro-2-(2,4-dichlorophenoxy)phenol CHEMBL849 5564 C12H7Cl3O2 287.95 1.6185 2.23 4.009 0 1 29.46 6 2 17 0 InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H XEFQLINVKFYRCS-UHFFFAOYSA-N Clc1ccc(c(c1)O)Oc1ccc(cc1Cl)Cl NPC473417 Trifluoperazine 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine CHEMBL422 5566 C21H24F3N3S 407.16 1.6122 3 5.118 3 0 35.02 9 4 28 1 InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3 ZEWQUBUPAILYHI-UHFFFAOYSA-N CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F NPC319404 Trigohownin A CHEMBL1784743 53356317 C40H46O13 734.29 -1.0094 4.43 6.344 13 2 173.35 20 4 53 3 InChI=1S/C40H46O13/c1-20(2)37(46)31-22(4)38-28-19-21(3)30(47-23(5)41)39(28,49-25(7)43)35(45)36(8,52-34(44)26-15-11-9-12-16-26)32(48-24(6)42)29(38)33(37)51-40(50-31,53-38)27-17-13-10-14-18-27/h9-18,21-22,28-33,35,45-46H,1,19H2,2-8H3/t21-,22+,28-,29-,30-,31-,32-,33+,35+,36+,37-,38-,39+,40?/m0/s1 CMGMKUFDWUSAQX-BJKYFUTKSA-N CC(=O)O[C@H]1[C@H]2[C@H]3OC4(O[C@@]2([C@@H]([C@@H]([C@@]3(O)C(=C)C)O4)C)[C@H]2[C@@]([C@@H]([C@]1(C)OC(=O)c1ccccc1)O)(OC(=O)C)[C@H]([C@H](C2)C)OC(=O)C)c1ccccc1 NPC323001 Trigohownin D CHEMBL1784744 53262784 C42H48O14 776.3 -0.6303 4.54 7.084 14 1 179.42 22 7 56 3 InChI=1S/C42H48O14/c1-21(2)39-33(50-25(6)44)23(4)40-30-20-22(3)32(49-24(5)43)41(30,54-36(47)28-16-12-10-13-17-28)37(52-27(8)46)38(9,48)34(51-26(7)45)31(40)35(39)53-42(55-39,56-40)29-18-14-11-15-19-29/h10-19,22-23,30-35,37,48H,1,20H2,2-9H3/t22-,23+,30-,31-,32-,33-,34-,35+,37+,38+,39-,40-,41+,42?/m0/s1 SXKWHGICTJDZFH-ZZWHEEIISA-N CC(=O)O[C@H]1[C@@H]2[C@@]3(OC4(O[C@H]2[C@]([C@H]([C@H]3C)OC(=O)C)(O4)C(=C)C)c2ccccc2)[C@H]2[C@@]([C@@H]([C@]1(C)O)OC(=O)C)(OC(=O)c1ccccc1)[C@H]([C@H](C2)C)OC(=O)C NPC230085 Trigonelline 1-methylpyridin-1-ium-3-carboxylate CHEMBL350675 5570 C7H7NO2 137.05 -2.2592 1.9 0.283 2 0 44.01 3 1 10 0 InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3 WWNNZCOKKKDOPX-UHFFFAOYSA-N C[n+]1cccc(c1)C(=O)[O-] NPC235685 Trigonostemine A 1H-indol-3-yl-(7-methoxy-9H-pyrido[3,4-b]indol-1-yl)methanone CHEMBL1957108 57345601 C21H15N3O2 341.12 -1.1564 3.22 4.331 4 2 70.77 4 5 26 0 InChI=1S/C21H15N3O2/c1-26-12-6-7-14-15-8-9-22-20(19(15)24-18(14)10-12)21(25)16-11-23-17-5-3-2-4-13(16)17/h2-11,23-24H,1H3 PGGWEUVCQQRYQR-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2ccnc1C(=O)c1c[nH]c2c1cccc2 NPC101350 Trigonostemine B (6-methoxy-1H-indol-3-yl)-(7-methoxy-9H-pyrido[3,4-b]indol-1-yl)methanone CHEMBL1957109 57345602 C22H17N3O3 371.13 -1.2082 3.22 3.676 4 2 80 6 5 28 0 InChI=1S/C22H17N3O3/c1-27-12-4-6-15-17(11-24-18(15)9-12)22(26)21-20-16(7-8-23-21)14-5-3-13(28-2)10-19(14)25-20/h3-11,24-25H,1-2H3 WPMVYZFRMATFJA-UHFFFAOYSA-N COc1ccc2c(c1)[nH]cc2C(=O)c1nccc2c1[nH]c1c2ccc(c1)OC NPC91868 Trigonostemine C CHEMBL1957110 C21H15N3O3 357.11 -1.6167 3.11 4.297 4 3 91 5 5 27 0 InChI=1S/C21H15N3O3/c1-27-11-6-7-12-13-8-9-22-19(18(13)23-16(12)10-11)20(25)17-14-4-2-3-5-15(14)24-21(17)26/h2-10,23-24,26H,1H3 KXSXMTWFKGXALP-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2ccnc1C(=O)c1c(O)[nH]c2c1cccc2 NPC63971 Trigonostemine D CHEMBL1957111 C21H15N3O3 357.11 -1.6167 3.11 4.297 4 3 91 5 5 27 0 InChI=1S/C21H15N3O3/c1-27-11-6-7-14-16(10-11)24-21(26)17(14)20(25)19-18-13(8-9-22-19)12-4-2-3-5-15(12)23-18/h2-10,23-24,26H,1H3 KTOHBGJWOKYCIT-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c(c2C(=O)c1nccc2c1[nH]c1c2cccc1)O NPC193267 Trigonostemine E 7-methoxy-1-quinolin-4-yl-2,9-dihydropyrido[3,4-b]indol-3-one CHEMBL1957112 57391301 C21H15N3O2 341.12 -0.9325 3.22 3.934 3 2 71.03 4 5 26 0 InChI=1S/C21H15N3O2/c1-26-12-6-7-14-16-11-19(25)24-20(21(16)23-18(14)10-12)15-8-9-22-17-5-3-2-4-13(15)17/h2-11,23H,1H3,(H,24,25) YDXLVLLGEJJBBH-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2cc(nc1c1ccnc2c1cccc2)O NPC290601 Trigonostemone 3,6,9-trimethoxy-1,1,7-trimethylphenanthren-2-one CHEMBL1078766 14731300 C20H22O4 326.15 1.158 3.22 3.199 2 0 44.76 9 3 24 0 InChI=1S/C20H22O4/c1-11-7-14-12(8-16(11)22-4)13-9-18(24-6)19(21)20(2,3)15(13)10-17(14)23-5/h7-10H,1-6H3 SVSYTLDPFSIEJY-UHFFFAOYSA-N COC1=Cc2c3cc(OC)c(cc3c(cc2C(C1=O)(C)C)OC)C NPC167860 Trigonostemonine C 7-methoxy-1-quinolin-4-yl-9H-pyrido[3,4-b]indole CHEMBL1957104 49800816 C21H15N3O 325.12 -0.4722 3.33 4.397 3 1 50.8 3 5 25 0 InChI=1S/C21H15N3O/c1-25-13-6-7-15-17-9-11-23-20(21(17)24-19(15)12-13)16-8-10-22-18-5-3-2-4-14(16)18/h2-12,24H,1H3 XXGIAGKWTXSGQY-UHFFFAOYSA-N COc1ccc2c(c1)[nH]c1c2ccnc1c1ccnc2c1cccc2 NPC19464 Trigowiin A CHEMBL2208234 71456088 C34H50O9 602.35 -3.5561 4.21 5.461 9 3 147.43 24 4 43 2 InChI=1S/C34H50O9/c1-7-8-9-10-11-12-13-14-15-16-25(37)42-30-21(3)33(41)24-17-20(2)29(39)32(24,40)18-23(19-35)27(38)26(33)28-31(5,6)34(28,30)43-22(4)36/h17-18,21,24,26,28,30,35,40-41H,7-16,19H2,1-6H3/t21-,24-,26+,28-,30-,32-,33+,34-/m1/s1 KWBZHXARNUSVGU-SNDKCSAGSA-N CCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)C)C3(C)C)C(=O)C(=C[C@]1([C@H]2C=C(C1=O)C)O)CO NPC322420 Trigoxyphin A CHEMBL1172562 46872584 C34H34O9 586.22 2.2725 4.21 1.575 9 2 124.05 11 8 43 0 InChI=1S/C34H34O9/c1-17(2)32-25(39-28(36)20-12-8-6-9-13-20)19(4)33-22-16-18(3)24(35)31(22,38)29(37)30(5)26(40-30)23(33)27(32)41-34(42-32,43-33)21-14-10-7-11-15-21/h6-16,19,22-23,25-27,29,37-38H,1H2,2-5H3/t19-,22-,23+,25+,26+,27-,29-,30+,31-,32+,33+,34?/m1/s1 XVFFINDRMYVYJL-PULFBTHPSA-N O=C(c1ccccc1)O[C@H]1[C@@H](C)[C@@]23OC4(O[C@]1(C(=C)C)[C@@H]([C@@H]2[C@@H]1O[C@@]1([C@H]([C@]1([C@H]3C=C(C1=O)C)O)O)C)O4)c1ccccc1 NPC54925 Trilinolein 2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl (9Z,12Z)-octadeca-9,12-dienoate CHEMBL3343985 5322095 C57H98O6 878.74 -2.4266 7.07 24.175 6 0 78.9 53 0 63 2 InChI=1S/C57H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,25-30,54H,4-15,22-24,31-53H2,1-3H3/b19-16-,20-17-,21-18-,28-25-,29-26-,30-27- HBOQXIRUPVQLKX-BBWANDEASA-N CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC NPC239584 Trilobine CHEMBL500324 169007 C35H34N2O5 562.25 -0.3124 4.54 5.839 2 1 61.42 5 7 42 1 InChI=1S/C35H34N2O5/c1-37-13-11-22-17-30-31-19-25(22)27(37)15-21-6-9-28(38-2)29(16-21)40-24-7-4-20(5-8-24)14-26-33-23(10-12-36-26)18-32(39-3)34(41-30)35(33)42-31/h4-9,16-19,26-27,36H,10-15H2,1-3H3/t26-,27-/m0/s1 XZAXGQMTBGFTFE-SVBPBHIXSA-N COc1ccc2cc1Oc1ccc(cc1)C[C@@H]1NCCc3c1c1Oc4cc5[C@H](C2)N(C)CCc5cc4Oc1c(c3)OC NPC313918 Trimethyl(2-Phenoxyethyl)Azanium trimethyl(2-phenoxyethyl)azanium CHEMBL209891 9725 C11H18NO 180.14 -1.2679 2.45 2.225 0 0 9.23 7 1 13 0 InChI=1S/C11H18NO/c1-12(2,3)9-10-13-11-7-5-4-6-8-11/h4-8H,9-10H2,1-3H3/q+1 VCXBSHBJVUIQHJ-UHFFFAOYSA-N C[N+](CCOc1ccccc1)(C)C NPC246534 Trimethylammonium N,N-dimethylmethanamine CHEMBL439723 1146 C3H9N 59.07 0.3201 1.68 0.063 1 0 3.24 3 0 4 0 InChI=1S/C3H9N/c1-4(2)3/h1-3H3 GETQZCLCWQTVFV-UHFFFAOYSA-N CN(C)C NPC101294 Trimethylapigenin 5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one CHEMBL1087720 79730 C18H16O5 312.1 -0.659 2.89 3.124 1 0 53.99 7 3 23 0 InChI=1S/C18H16O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-10H,1-3H3 ZXJJBDHPUHUUHD-UHFFFAOYSA-N COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2OC)OC NPC474993 Trimethylfremontin 3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5-hydroxy-7-methoxychromen-4-one CHEMBL491345 11589323 C23H24O6 396.16 0.3393 3.33 4.117 1 1 74.22 12 3 29 0 InChI=1S/C23H24O6/c1-7-23(2,3)16-11-19(28-6)18(27-5)10-14(16)15-12-29-20-9-13(26-4)8-17(24)21(20)22(15)25/h7-12,24H,1H2,2-6H3 JVBWQMXKHDHBIZ-UHFFFAOYSA-N COc1cc(O)c2c(c1)occ(c2=O)c1cc(OC)c(cc1C(C=C)(C)C)OC NPC262635 Trioxsalen 2,5,9-trimethylfuro[3,2-g]chromen-7-one CHEMBL1475 5585 C14H12O3 228.08 1.6438 2.67 2.805 1 0 39.44 3 3 17 0 InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3 FMHHVULEAZTJMA-UHFFFAOYSA-N Cc1cc2c(o1)c(C)c1c(c2)c(C)cc(=O)o1 NPC215419 Triptobenzene N (1S,4aS,10aR)-1-(hydroxymethyl)-1,4a-dimethyl-7-propan-2-yl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione CHEMBL444235 21672229 C20H26O3 314.19 0.1421 3.33 4.495 3 1 54.37 7 3 23 0 InChI=1S/C20H26O3/c1-12(2)13-5-6-15-14(9-13)16(22)10-17-19(15,3)8-7-18(23)20(17,4)11-21/h5-6,9,12,17,21H,7-8,10-11H2,1-4H3/t17-,19-,20-/m1/s1 AILBGNUDAQUSML-MISYRCLQSA-N OC[C@@]1(C)C(=O)CC[C@]2([C@H]1CC(=O)c1c2ccc(c1)C(C)C)C NPC230387 Triptocalline A (2R,4S,4aR,6aS,6aR,6bS,11S,12aS,14aS,14bS)-4,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-1,2,4,5,6,6b,7,8,11,12,12a,13,14,14b-tetradecahydropicene-3,10-dione CHEMBL452498 44559634 C28H42O4 442.31 0.8327 4.1 6.397 4 2 74.6 8 5 32 1 InChI=1S/C28H42O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h15,18-21,24,29,32H,7-14H2,1-6H3/t15-,18-,19+,20+,21-,24-,25+,26-,27-,28+/m1/s1 UUGCGHAFZPEHIC-OIOGIDCRSA-N C[C@@H]1C[C@@H]2[C@@]([C@@H](C1=O)O)(C)CC[C@]1([C@@]2(C)CC[C@@]2([C@@H]1CCC1=C(C(=O)[C@H](C[C@@H]21)O)C)C)C NPC299590 Triptolide CHEMBL463763 107985 C20H24O6 360.16 -0.8872 3 -0.007 6 1 84.12 5 7 26 0 InChI=1S/C20H24O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14,16,22H,4-7H2,1-3H3/t11-,12-,13-,14-,16+,17-,18-,19+,20+/m0/s1 DFBIRQPKNDILPW-CIVMWXNOSA-N O=C1OCC2=C1CC[C@]1([C@H]2C[C@H]2[C@@]3([C@@]41O[C@H]4[C@@H]1O[C@@]1([C@H]3O)C(C)C)O2)C NPC33360 Triptonide CHEMBL205190 65411 C20H22O6 358.14 -0.6403 3 -0.498 6 0 80.96 4 7 26 0 InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1 SWOVVKGLGOOUKI-ZHGGVEMFSA-N O=C1OCC2=C1CC[C@]1([C@H]2C[C@H]2[C@@]3([C@@]41O[C@H]4[C@@H]1O[C@@]1(C3=O)C(C)C)O2)C NPC469748 Triptonine B CHEMBL1169612 49798766 C44H53NO22 947.31 -2.4957 3.77 0.091 23 2 316.35 22 6 67 2 InChI=1S/C44H53NO22/c1-18-10-11-27(50)25(14-28(51)58-9)38(54)60-17-43-35(63-22(5)48)31(65-37(18)53)29-33(62-21(4)47)44(43)42(8,57)34(32(61-20(3)46)36(43)64-23(6)49)66-40(56)30(52)19(2)24-12-13-45-15-26(24)39(55)59-16-41(29,7)67-44/h12-13,15,18-19,25,29-36,52,57H,10-11,14,16-17H2,1-9H3/t18-,19+,25+,29+,30+,31+,32-,33+,34-,35+,36-,41-,42-,43+,44-/m0/s1 CSJIHBJWGQPLPI-LUBZDXBGSA-N COC(=O)C[C@H]1C(=O)OC[C@@]23[C@H](OC(=O)C)[C@H](OC(=O)[C@H](CCC1=O)C)[C@@H]1[C@H]([C@]43O[C@@]1(C)COC(=O)c1c([C@H]([C@H](C(=O)O[C@@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)[C@]4(C)O)O)C)ccnc1)OC(=O)C NPC206028 Triptonoterpene Methyl Ether (4aS,10aR)-5-hydroxy-8-methoxy-1,1,4a-trimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one CHEMBL3798093 15011611 C21H30O3 330.22 1.2677 3.44 4.02 1 1 46.53 9 3 24 0 InChI=1S/C21H30O3/c1-12(2)14-11-15(22)18-13(19(14)24-6)7-8-16-20(3,4)17(23)9-10-21(16,18)5/h11-12,16,22H,7-10H2,1-6H3/t16-,21-/m0/s1 SPNKZMRXBVCONG-KKSFZXQISA-N COc1c2CC[C@@H]3[C@](c2c(cc1C(C)C)O)(C)CCC(=O)C3(C)C NPC131684 Triptophenolide (3bR,9bS)-6-hydroxy-9b-methyl-7-propan-2-yl-3,3b,4,5,10,11-hexahydronaphtho[2,1-e][2]benzofuran-1-one CHEMBL3039217 173273 C20H24O3 312.17 0.6938 3.33 4.396 2 1 46.53 5 4 23 0 InChI=1S/C20H24O3/c1-11(2)12-4-6-16-14(18(12)21)5-7-17-15-10-23-19(22)13(15)8-9-20(16,17)3/h4,6,11,17,21H,5,7-10H2,1-3H3/t17-,20+/m0/s1 KPXIBWGPZSPABK-FXAWDEMLSA-N O=C1OCC2=C1CC[C@]1([C@H]2CCc2c1ccc(c2O)C(C)C)C NPC116797 Triptoquinone B (4bS,8S,8aR)-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-6,8a,9,10-tetrahydro-5H-phenanthrene-1,4,7-trione CHEMBL3800483 11724191 C20H26O4 330.18 0.4036 3.22 1.39 4 1 71.44 7 3 24 0 InChI=1S/C20H26O4/c1-11(2)13-9-14(22)17-12(18(13)24)5-6-15-19(17,3)8-7-16(23)20(15,4)10-21/h9,11,15,21H,5-8,10H2,1-4H3/t15-,19+,20-/m1/s1 RYYRZMIBKOKIRO-UIAACRFSSA-N OC[C@@]1(C)C(=O)CC[C@]2([C@H]1CCC1=C2C(=O)C=C(C1=O)C(C)C)C NPC82016 Trismethoxyresveratrol 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene CHEMBL296411 5388063 C17H18O3 270.13 0.3124 3 4.993 0 0 27.69 8 2 20 0 InChI=1S/C17H18O3/c1-18-15-8-6-13(7-9-15)4-5-14-10-16(19-2)12-17(11-14)20-3/h4-12H,1-3H3/b5-4+ GDHNBPHYVRHYCC-SNAWJCMRSA-N COc1ccc(cc1)/C=C/c1cc(OC)cc(c1)OC NPC234197 Trisphaeridine [1,3]dioxolo[4,5-j]phenanthridine CHEMBL511443 443684 C14H9NO2 223.06 -0.3027 2.67 3.099 1 0 31.35 0 4 17 0 InChI=1S/C14H9NO2/c1-2-4-12-10(3-1)11-6-14-13(16-8-17-14)5-9(11)7-15-12/h1-7H,8H2 RFILRSDHWIIIMN-UHFFFAOYSA-N C1Oc2c(O1)cc1c(c2)cnc2c1cccc2 NPC96102 Tryptamine 2-(1H-indol-3-yl)ethanamine CHEMBL6640 1150 C10H12N2 160.1 -0.9031 2.34 1.721 2 2 41.81 3 2 12 0 InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2 APJYDQYYACXCRM-UHFFFAOYSA-N NCCc1c[nH]c2c1cccc2 NPC207554 Tryptanthrin indolo[2,1-b]quinazoline-6,12-dione CHEMBL306946 73549 C15H8N2O2 248.06 -0.8639 2.67 3.473 4 0 49.74 0 4 19 0 InChI=1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H VQQVWGVXDIPORV-UHFFFAOYSA-N O=C1c2nc3ccccc3c(=O)n2c2c1cccc2 NPC203468 Tryptophan (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid CHEMBL54976 6305;6923516 C11H12N2O2 204.09 -1.5048 2.23 -0.96 4 3 79.11 5 2 15 0 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 QIVBCDIJIAJPQS-VIFPVBQESA-N OC(=O)[C@H](Cc1c[nH]c2c1cccc2)N NPC231719 Tsangibeilin A CHEMBL1821985 54671628 C24H26O4 378.18 -0.7147 3.66 6.391 2 1 55.76 6 6 28 1 InChI=1S/C24H26O4/c25-24(26)18-6-5-14-11-19-15(16-7-8-17(18)22(14)23(16)19)3-1-2-13-4-9-20-21(10-13)28-12-27-20/h4-10,14-19,22-23H,1-3,11-12H2,(H,25,26)/t14-,15-,16-,17+,18-,19+,22-,23-/m1/s1 SSXKICOQNGDABW-UILCEBSMSA-N OC(=O)[C@@H]1C=C[C@H]2[C@@H]3[C@H]1C=C[C@H]1[C@@H]3[C@@H](C2)[C@@H]1CCCc1ccc2c(c1)OCO2 NPC52968 Tsangibeilin B CHEMBL1821986 54671629 C22H22O4 350.15 -0.4235 3.44 5.253 2 1 55.76 4 6 26 1 InChI=1S/C22H22O4/c23-22(24)15-3-2-12-9-17-16(14-5-4-13(15)20(12)21(14)17)7-11-1-6-18-19(8-11)26-10-25-18/h1-6,8,12-17,20-21H,7,9-10H2,(H,23,24)/t12-,13+,14-,15-,16-,17+,20-,21-/m1/s1 DXINWPCQBUXMER-STJBOKOVSA-N OC(=O)[C@@H]1C=C[C@H]2[C@@H]3[C@H]1C=C[C@H]1[C@@H]3[C@@H](C2)[C@@H]1Cc1ccc2c(c1)OCO2 NPC151167 Tsaokoarylone (4E,6E)-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-4,6-dien-3-one CHEMBL475821 24901215 C20H20O4 324.14 -0.3101 3.22 3.898 1 2 66.76 10 2 24 0 InChI=1S/C20H20O4/c1-24-20-14-16(9-13-19(20)23)4-2-3-5-17(21)10-6-15-7-11-18(22)12-8-15/h2-5,7-9,11-14,22-23H,6,10H2,1H3/b4-2+,5-3+ VJBQUBGTUNBGDY-ZUVMSYQZSA-N COc1cc(/C=C/C=C/C(=O)CCc2ccc(cc2)O)ccc1O NPC90998 Tubocurarine CHEMBL339427 6000 C37H40N2O6 609.3 -1.8978 4.65 4.869 1 2 80.62 9 6 45 0 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1 JFJZZMVDLULRGK-URLMMPGGSA-O COc1cc2CCN([C@@H]3c2cc1Oc1cc(ccc1O)C[C@@H]1c2c(CC[N+]1(C)C)cc(c(c2Oc1ccc(C3)cc1)O)OC)C NPC476375 Tubuloside A [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL590289 46228751 C38H50O21 842.28 -5.8366 3.33 -0.707 17 11 330.51 30 5 59 3 InChI=1S/C38H50O21/c1-16-28(46)31(49)30(48)25(55-16)14-53-35-34(59-27(45)8-5-18-3-6-20(41)22(43)11-18)26(15-54-37-33(51)32(50)29(47)24(13-39)57-37)58-38(36(35)56-17(2)40)52-10-9-19-4-7-21(42)23(44)12-19/h3-8,11-12,16,24-26,28-39,41-44,46-51H,9-10,13-15H2,1-2H3/b8-5+/t16-,24+,25-,26+,28-,29+,30-,31+,32-,33+,34+,35-,36+,37+,38+/m0/s1 JXRBUKCEZLRNOI-BRJAJVCCSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OCCc3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)O)O)OC[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O NPC47471 Tubuloside B [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-hydroxy-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate CHEMBL590315 46228758 C32H40O16 680.23 -4.0897 3.22 0.401 12 8 251.36 24 4 48 3 InChI=1S/C32H40O16/c1-15-26(39)29(42)27(40)23(46-15)14-45-30-28(41)24(13-44-25(38)8-5-17-3-6-19(34)21(36)11-17)48-32(31(30)47-16(2)33)43-10-9-18-4-7-20(35)22(37)12-18/h3-8,11-12,15,23-24,26-32,34-37,39-42H,9-10,13-14H2,1-2H3/b8-5+/t15-,23-,24+,26-,27-,28+,29+,30-,31+,32+/m0/s1 OSOFNYSIWGSNBA-BORBUMKPSA-N O=C(OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)OC[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)OC(=O)C)/C=C/c1ccc(c(c1)O)O NPC8283 Tupichinol C (2R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol CHEMBL463804 11064571 C15H14O3 242.09 -1.3507 2.78 2.933 0 2 49.69 3 3 18 0 InChI=1S/C15H14O3/c16-12-5-1-10(2-6-12)14-8-4-11-3-7-13(17)9-15(11)18-14/h1-3,5-7,9,14,16-17H,4,8H2/t14-/m1/s1 YXMLGIGHGPSEKA-CQSZACIVSA-N Oc1ccc(cc1)[C@H]1CCc2c(O1)cc(cc2)O NPC11710 Turkesterone (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one CHEMBL2087140 14376672 C27H44O8 496.3 -1.9645 3.55 -0.192 8 7 158.68 17 4 35 1 InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27+/m0/s1 WSBAGDDNVWTLOM-XHZKDPLLSA-N O[C@@H]1C[C@]2(C)[C@H](CC[C@]2(C2=CC(=O)[C@H]3[C@]([C@@H]12)(C)C[C@H](O)[C@@H](C3)O)O)[C@]([C@@H](CCC(O)(C)C)O)(O)C NPC164429 Tylophoridicine C (13aS,14S)-3,7-dimethoxy-10-oxido-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-10-ium-6,14-diol CHEMBL249029 44443382 C22H23NO5 381.16 3.22 4 2 75.99 6 5 28 0 InChI=1S/C22H23NO5/c1-27-12-5-6-13-14(8-12)15-9-19(24)20(28-2)10-16(15)17-11-23(26)7-3-4-18(23)22(25)21(13)17/h5-6,8-10,18,22,24-25H,3-4,7,11H2,1-2H3/t18-,22+,23?/m0/s1 KYCJLNMNKCNMOB-FQCMXHLOSA-N COc1ccc2c(c1)c1cc(O)c(cc1c1c2[C@H](O)[C@H]2N(=O)(C1)CCC2)OC NPC134858 Tylophoridicine E (13aS,14S)-6,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,14-diol CHEMBL53004 9907138 C22H23NO4 365.16 -1.6646 3.33 1.901 2 2 62.16 6 5 27 0 InChI=1S/C22H23NO4/c1-26-19-9-15-14-8-12(24)5-6-13(14)21-17(16(15)10-20(19)27-2)11-23-7-3-4-18(23)22(21)25/h5-6,8-10,18,22,24-25H,3-4,7,11H2,1-2H3/t18-,22+/m0/s1 SBVBOLGVLBCFIL-PGRDOPGGSA-N COc1cc2c(cc1OC)c1CN3CCC[C@H]3[C@H](c1c1c2cc(O)cc1)O NPC76116 Tylophoridicine F (13aS,14R)-3,6,7-trimethoxy-10-oxido-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizin-10-ium-14-ol CHEMBL401479 44443383 C23H25NO5 395.17 3.33 4 1 64.99 7 5 29 0 InChI=1S/C23H25NO5/c1-27-13-6-7-14-15(9-13)16-10-20(28-2)21(29-3)11-17(16)18-12-24(26)8-4-5-19(24)23(25)22(14)18/h6-7,9-11,19,23,25H,4-5,8,12H2,1-3H3/t19-,23-,24?/m0/s1 SHQULSXBVKOENG-OSAZCDQKSA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2[C@@H](O)[C@H]2N(=O)(C1)CCC2)OC NPC130941 Tylophorine (13aR)-2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine CHEMBL258137 10883727 C24H27NO4 393.19 -0.7348 3.55 3.006 1 0 40.16 8 5 29 0 InChI=1S/C24H27NO4/c1-26-21-9-16-15-8-14-6-5-7-25(14)13-20(15)19-12-24(29-4)23(28-3)11-18(19)17(16)10-22(21)27-2/h9-12,14H,5-8,13H2,1-4H3/t14-/m1/s1 SSEUDFYBEOIWGF-CQSZACIVSA-N COc1cc2c3C[C@H]4CCCN4Cc3c3c(c2cc1OC)cc(c(c3)OC)OC NPC233650 Tylophorinine (13aS,14R)-3,6,7-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizin-14-ol CHEMBL398325 264751 C23H25NO4 379.18 -1.2561 3.44 2.42 2 1 51.16 7 5 28 0 InChI=1S/C23H25NO4/c1-26-13-6-7-14-15(9-13)16-10-20(27-2)21(28-3)11-17(16)18-12-24-8-4-5-19(24)23(25)22(14)18/h6-7,9-11,19,23,25H,4-5,8,12H2,1-3H3/t19-,23-/m0/s1 LAWAARLALKUFQQ-CVDCTZTESA-N COc1ccc2c(c1)c1cc(OC)c(cc1c1c2[C@@H](O)[C@@H]2CCCN2C1)OC NPC125732 Tyramine 4-(2-aminoethyl)phenol CHEMBL11608 5610 C8H11NO 137.08 -0.943 2.12 1.104 1 2 46.25 4 1 10 0 InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 DZGWFCGJZKJUFP-UHFFFAOYSA-N NCCc1ccc(cc1)O NPC106551 Tyrosine (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid CHEMBL925 6057;6942100 C9H11NO3 181.07 -1.5447 2.01 -1.577 3 3 83.55 6 1 13 0 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1 OUYCCCASQSFEME-QMMMGPOBSA-N OC(=O)[C@H](Cc1ccc(cc1)O)N NPC300017 Tyrosol 4-(2-hydroxyethyl)phenol CHEMBL53566 10393 C8H10O2 138.07 -0.6534 2.12 1.171 1 2 40.46 4 1 10 0 InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2 YCCILVSKPBXVIP-UHFFFAOYSA-N OCCc1ccc(cc1)O NPC57279 T-Zeatin (E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol CHEMBL525239 449093 C10H13N5O 219.11 -0.3637 1.9 -0.532 6 3 86.72 6 2 16 0 InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+ UZKQTCBAMSWPJD-FARCUNLSSA-N C/C(=C\CNc1nc[nH]c2c1ncn2)/CO NPC247553 Umbelliferone 7-hydroxychromen-2-one CHEMBL51628 5281426 C9H6O3 162.03 -0.1903 2.12 1.532 1 1 46.53 1 2 12 0 InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H ORHBXUUXSCNDEV-UHFFFAOYSA-N Oc1ccc2c(c1)oc(=O)cc2 NPC235190 Umbelliprenin 7-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]chromen-2-one CHEMBL156127 1781413 C24H30O3 366.22 4.1481 3.77 6.896 1 0 35.53 13 2 27 1 InChI=1S/C24H30O3/c1-18(2)7-5-8-19(3)9-6-10-20(4)15-16-26-22-13-11-21-12-14-24(25)27-23(21)17-22/h7,9,11-15,17H,5-6,8,10,16H2,1-4H3/b19-9+,20-15+ GNMUGVNEWCZUAA-WOWYBKFKSA-N C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC/C=C(/CCC=C(C)C)\C NPC21752 Uncarine E methyl (1R,4aR,5aR,6S,10aS)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate CHEMBL2307077 12304287 C21H24N2O4 368.17 -0.6854 3.11 2.653 6 1 71.36 5 5 27 0 InChI=1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14+,18-,21+/m1/s1 JMIAZDVHNCCPDM-GKELRCLMSA-N COC(=O)C1=CO[C@@H]([C@H]2[C@H]1C[C@H]1N(C2)CC[C@]21C(=Nc1c2cccc1)O)C NPC473579 Uncarinic Acid C (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL446274 44583694 C40H56O6 632.41 0.4618 5.2 9.222 4 3 104.06 16 6 46 1 InChI=1S/C40H56O6/c1-24-14-19-39(35(44)45)20-21-40(23-27(41)10-8-26-9-12-29(42)30(22-26)46-7)28(34(39)25(24)2)11-13-32-37(5)17-16-33(43)36(3,4)31(37)15-18-38(32,40)6/h8-12,22,24-25,31-34,42-43H,13-21,23H2,1-7H3,(H,44,45)/b10-8+/t24-,25+,31+,32-,33+,34+,37+,38-,39+,40+/m1/s1 CEDIUSJLGQLBRO-ARAGGUTRSA-N COc1cc(/C=C/C(=O)C[C@@]23CC[C@@]4([C@H](C2=CC[C@H]2[C@@]3(C)CC[C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)[C@@H](C)[C@@H](CC4)C)C(=O)O)ccc1O NPC475454 Uncarinic Acid D (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(Z)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL505952 44583695 C40H56O6 632.41 0.4618 5.2 9.222 4 3 104.06 16 6 46 1 InChI=1S/C40H56O6/c1-24-14-19-39(35(44)45)20-21-40(23-27(41)10-8-26-9-12-29(42)30(22-26)46-7)28(34(39)25(24)2)11-13-32-37(5)17-16-33(43)36(3,4)31(37)15-18-38(32,40)6/h8-12,22,24-25,31-34,42-43H,13-21,23H2,1-7H3,(H,44,45)/b10-8-/t24-,25+,31+,32-,33+,34+,37+,38-,39+,40+/m1/s1 CEDIUSJLGQLBRO-ITVDRDEASA-N COc1cc(/C=C\C(=O)C[C@@]23CC[C@@]4([C@H](C2=CC[C@H]2[C@@]3(C)CC[C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)[C@@H](C)[C@@H](CC4)C)C(=O)O)ccc1O NPC18982 Uncarinic Acid E (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxyphenyl)-2-oxobut-3-enyl]-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL509753 44583696 C39H54O5 602.4 1.1596 5.2 9.975 4 3 94.83 14 6 44 1 InChI=1S/C39H54O5/c1-34(2)19-20-38(33(43)44)21-22-39(23-27(41)12-9-25-7-10-26(40)11-8-25)28(29(38)24-34)13-14-31-36(5)17-16-32(42)35(3,4)30(36)15-18-37(31,39)6/h7-13,29-32,40,42H,14-24H2,1-6H3,(H,43,44)/b12-9+/t29-,30-,31+,32-,36-,37+,38-,39-/m0/s1 MJZYILIXAGAWLU-MQAMVIOKSA-N O=C(C[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)CC(CC3)(C)C)C(=O)O)/C=C/c1ccc(cc1)O NPC268204 Uncinanone A 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL549617 5281797 C20H18O6 354.11 -0.6305 3 2.019 1 4 107.22 9 3 26 0 InChI=1S/C20H18O6/c1-10(2)3-5-13-16(23)8-17-18(19(13)24)20(25)14(9-26-17)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3 MMPVAPMCVABQPS-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1O)O)C NPC180534 Undecylenic Acid undec-10-enoic acid CHEMBL1276010 5634 C11H20O2 184.15 -0.9699 2.45 4.359 2 1 37.3 10 0 13 0 InChI=1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13) FRPZMMHWLSIFAZ-UHFFFAOYSA-N C=CCCCCCCCCC(=O)O NPC223125 Ungeremine CHEMBL479291 3738100 C16H11NO3 265.07 0.0449 2.78 0.977 2 0 38.77 0 5 20 0 InChI=1S/C16H11NO3/c18-11-3-9-1-2-17-7-10-4-14-15(20-8-19-14)6-12(10)13(5-11)16(9)17/h3-7H,1-2,8H2 DFQOXFIPAAMFAU-UHFFFAOYSA-N O=c1cc2CCn3c2c(c1)c1cc2OCOc2cc1c3 NPC205046 Uralenol 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxychromen-4-one CHEMBL113833 5315126 C20H18O7 370.11 -0.9238 2.89 2.851 2 5 127.45 10 3 27 0 InChI=1S/C20H18O7/c1-9(2)3-4-10-5-11(6-14(23)17(10)24)20-19(26)18(25)16-13(22)7-12(21)8-15(16)27-20/h3,5-8,21-24,26H,4H2,1-2H3 WOMWVGHYSNATOB-UHFFFAOYSA-N CC(=CCc1cc(cc(c1O)O)c1oc2cc(O)cc(c2c(=O)c1O)O)C NPC142330 Urea urea CHEMBL985 1176 CH4N2O 60.03 -0.0745 1.24 -0.235 3 3 70.1 2 0 4 0 InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) XSQUKJJJFZCRTK-UHFFFAOYSA-N NC(=N)O NPC51414 Urethane ethyl carbamate CHEMBL462547 5641 C3H7NO2 89.05 0.8219 1.46 0.92 3 2 53.31 4 0 6 0 InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5) JOYRKODLDBILNP-UHFFFAOYSA-N CCOC(=N)O NPC43246 Uridine 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione CHEMBL100259 6029 C9H12N2O6 244.07 -2.5465 1.57 -1.782 8 4 122.82 6 2 17 0 InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 DRTQHJPVMGBUCF-XVFCMESISA-N OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)O NPC155087 Uridine Diphosphate Glucose [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate CHEMBL375951 8629 C15H24N2O17P2 566.06 -4.6665 0.8 -5.777 19 9 314.65 18 3 36 2 InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1 HSCJRCZFDFQWRP-JZMIEXBBSA-N OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(nc2=O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC82477 Ursan-12-En-3-One (4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydropicen-3-one CHEMBL518475 12306155 C30H48O 424.37 2.9353 4.65 10.841 1 0 17.07 8 5 31 1 InChI=1S/C30H48O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-23,25H,10-18H2,1-8H3/t19-,20+,22+,23-,25+,27-,28+,29-,30-/m1/s1 DIFWJJFSELKWGA-IPQOMUISSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C NPC266957 Ursiniolide A [(3aR,4R,6E,9S,10E,11aS)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2,3-dimethyloxirane-2-carboxylate CHEMBL270551 44457227 C22H28O7 404.18 1.939 3.11 1.673 7 0 91.43 10 3 29 0 InChI=1S/C22H28O7/c1-11-7-8-16(26-15(5)23)12(2)10-18-19(13(3)20(24)27-18)17(9-11)28-21(25)22(6)14(4)29-22/h7,10,14,16-19H,3,8-9H2,1-2,4-6H3/b11-7+,12-10+/t14?,16-,17+,18-,19+,22?/m0/s1 XBYFQUZGOAYUQG-DMPWRENPSA-N CC(=O)O[C@H]1C/C=C(\C)/C[C@H]([C@@H]2[C@H](/C=C/1\C)OC(=O)C2=C)OC(=O)C1(C)OC1C NPC42060 Ursocholanic Acid (4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid CHEMBL429432 92803 C24H40O2 360.3 1.0957 3.88 10.348 2 1 37.3 8 4 26 1 InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,19-,20+,21+,23+,24-/m1/s1 RPKLZQLYODPWTM-LVVAJZGHSA-N OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CCCC2)C NPC171426 Ursodiol (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid CHEMBL1551 31401 C24H40O4 392.29 0.1067 3.66 6.178 4 3 77.76 10 4 28 1 InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-UZVSRGJWSA-N O[C@@H]1CC[C@]2([C@@H](C1)C[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)O)C NPC235341 Ursolaldehyde (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbaldehyde CHEMBL487413 10321055 C30H48O2 440.37 2.1772 4.54 9.466 2 1 37.3 9 5 32 1 InChI=1S/C30H48O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,19,21-24,32H,9-18H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1 STHRNDDZYFUIDO-OSQDELBUSA-N O=C[C@]12CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H](C3(C)C)O)[C@@H]2CC(CC1)(C)C)C NPC51700 Ursolic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid CHEMBL169 64945 C30H48O3 456.36 1.4838 4.43 8.954 3 2 57.53 10 5 33 1 InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 WCGUUGGRBIKTOS-GPOJBZKASA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O NPC274050 Ursonic Acid (1S,2R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid CHEMBL487887 9890209 C30H46O3 454.34 2.0535 4.43 8.347 3 1 54.37 9 5 33 1 InChI=1S/C30H46O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-22,24H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,24+,27+,28-,29-,30+/m1/s1 MUCRYNWJQNHDJH-OADIDDRXSA-N C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CCC(=O)C1(C)C)C(=O)O NPC280852 Usambarensine (2R,3E,12bS)-3-ethylidene-2-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine CHEMBL490322 5281413 C29H28N4 432.23 0.1244 4.21 5.782 4 2 47.71 3 7 33 1 InChI=1S/C29H28N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h2-11,13,19,27,31-32H,12,14-17H2,1H3/b18-2-/t19-,27-/m0/s1 VUMZOPMHFVDIMF-NLLHOBBWSA-N C/C=C\1/CN2CCc3c([C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1c2cccc1)[nH]c1c3cccc1 NPC229173 Usambarine (2S,3R,12bS)-3-ethenyl-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine CHEMBL1214432 442121 C30H34N4 450.28 0.3396 4.32 5.884 4 2 38.06 4 7 34 1 InChI=1S/C30H34N4/c1-3-19-18-34-15-13-24-22-9-5-7-11-26(22)32-30(24)28(34)17-20(19)16-27-29-23(12-14-33(27)2)21-8-4-6-10-25(21)31-29/h3-11,19-20,27-28,31-32H,1,12-18H2,2H3/t19-,20-,27-,28-/m0/s1 JICXOAIUPFUZPK-DXBSEXLMSA-N C=C[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@@H]1N(C)CCc2c1[nH]c1c2cccc1)[nH]c1c3cccc1 NPC171619 Uscharidin CHEMBL449207 441874 C29H38O9 530.25 -1.1675 3.66 1.394 9 2 128.59 6 7 38 0 InChI=1S/C29H38O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-22,25,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,25+,26-,27-,28+,29+/m1/s1 YOCULAYFPPWLRI-OLEQQPCLSA-N O=C[C@]12C[C@H]3O[C@@]4(O)C(=O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C NPC163365 Uscharin CHEMBL500585 11261800 C31H41NO8S 587.26 -0.8519 3.77 2.084 9 2 149.18 6 8 41 0 InChI=1S/C31H41NO8S/c1-17-13-30(32-9-10-41-30)31(36)26(38-17)39-23-12-19-3-4-22-21(28(19,16-33)14-24(23)40-31)5-7-27(2)20(6-8-29(22,27)35)18-11-25(34)37-15-18/h9,11,16-17,19-24,26,35-36H,3-8,10,12-15H2,1-2H3/t17-,19+,20-,21+,22-,23-,24-,26+,27-,28-,29+,30+,31-/m1/s1 DONIPVCAKBPJLH-IGACXKNBSA-N O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@@]14SCC=N1)C NPC221792 Usimine A CHEMBL514108 NA C24H25NO10 487.15 -1.6827 2.89 0.064 8 4 180.02 17 3 35 0 InChI=1S/C24H25NO10/c1-9-19(29)17(11(3)26)21-18(20(9)30)24(4)14(35-21)8-13(27)16(22(24)31)10(2)25-12(23(32)33)6-7-15(28)34-5/h8,12,27,29-30H,6-7H2,1-5H3,(H,32,33)/b25-10+/t12-,24-/m0/s1 SCYWZWOOQQSOPH-KMGGXTPGSA-N COC(=O)CC[C@@H](C(=O)O)/N=C(/C1=C(O)C=C2[C@@](C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O)\C NPC117713 Usimine B CHEMBL514578 NA C23H23NO10 473.13 -1.9337 2.78 -0.257 8 5 191.02 16 3 34 0 InChI=1S/C23H23NO10/c1-8-18(29)16(10(3)25)20-17(19(8)30)23(4)13(34-20)7-12(26)15(21(23)31)9(2)24-11(22(32)33)5-6-14(27)28/h7,11,26,29-30H,5-6H2,1-4H3,(H,27,28)(H,32,33)/b24-9+/t11-,23-/m0/s1 WFFMTGCIAAQCKO-YBIMWRBWSA-N OC(=O)CC[C@@H](C(=O)O)/N=C(/C1=C(O)C=C2[C@@](C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O)\C NPC292213 Usimine C CHEMBL457491 NA C23H23NO10 473.13 -1.9337 2.78 -0.257 8 5 191.02 16 3 34 0 InChI=1S/C23H23NO10/c1-8-18(29)16(10(3)25)20-17(19(8)30)23(4)13(34-20)7-12(26)15(21(23)31)9(2)24-11(22(32)33)5-6-14(27)28/h7,11,26,29-30H,5-6H2,1-4H3,(H,27,28)(H,32,33)/b24-9-/t11-,23-/m0/s1 WFFMTGCIAAQCKO-VSZRXASPSA-N OC(=O)CC[C@@H](C(=O)O)/N=C(\C1=C(O)C=C2[C@@](C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O)/C NPC56448 Ustusolate E [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (2E,4E)-6-oxohexa-2,4-dienoate CHEMBL1078135 44480472 C21H26O6 374.17 0.7281 3.11 3.06 6 1 89.9 9 3 27 0 InChI=1S/C21H26O6/c1-19(2)9-7-10-20(3)17(19)15(27-16(23)8-5-4-6-11-22)12-14-13-26-18(24)21(14,20)25/h4-6,8,11-12,15,17,25H,7,9-10,13H2,1-3H3/b6-4+,8-5+/t15-,17+,20+,21+/m1/s1 NTEIYTQTTHYBTI-BEFOBABASA-N O=C/C=C/C=C/C(=O)O[C@@H]1C=C2COC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CCC2)C)O NPC219560 Ustusorane C (7R,9S)-9-methoxy-7-methyl-2-propan-2-ylidene-7,9-dihydro-6H-furo[3,2-h]isochromen-3-one CHEMBL1078204 44557646 C16H18O4 274.12 0.6811 2.78 2.518 3 0 44.76 5 3 20 0 InChI=1S/C16H18O4/c1-8(2)14-13(17)11-6-5-10-7-9(3)19-16(18-4)12(10)15(11)20-14/h5-6,9,16H,7H2,1-4H3/t9-,16+/m1/s1 LJIFRPHOUJGTPG-ABKXIKBNSA-N CO[C@H]1O[C@H](C)Cc2c1c1OC(=C(C)C)C(=O)c1cc2 NPC40394 Uvaol (3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-ol CHEMBL399873 92802 C30H50O2 442.38 1.2749 4.54 9.261 2 2 40.46 10 5 32 1 InChI=1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1 XUARCIYIVXVTAE-ZAPOICBTSA-N OC[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C)C NPC75287 Vaccaroid A (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid CHEMBL554779 45272283 C54H86O25 1134.55 -5.8971 4.65 1.696 25 15 411.43 35 9 79 3 InChI=1S/C54H86O25/c1-49(2)13-15-54(16-14-51(4)22(23(54)17-49)7-8-28-50(3)11-10-30(58)53(6,47(69)70)29(50)9-12-52(28,51)5)48(71)79-45-40(68)41(77-43-38(66)35(63)31(59)24(18-55)73-43)34(62)27(76-45)21-72-46-42(37(65)33(61)26(20-57)75-46)78-44-39(67)36(64)32(60)25(19-56)74-44/h7,23-46,55-68H,8-21H2,1-6H3,(H,69,70)/t23-,24+,25+,26+,27+,28+,29+,30-,31+,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42+,43-,44-,45-,46+,50+,51+,52+,53-,54-/m0/s1 IVOKGTCMOJXNCF-FHEJOWGISA-N OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@H]2O)CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H]([C@@]4(C)C(=O)O)O)[C@@H]3CC(CC2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O NPC281972 Vaccenic Acid (Z)-octadec-11-enoic acid CHEMBL1236642 5282761 C18H34O2 282.26 -2.3427 3.22 8.192 2 1 37.3 17 0 20 2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7- UWHZIFQPPBDJPM-FPLPWBNLSA-N CCCCCC/C=C\CCCCCCCCCC(=O)O NPC263951 Vachanic Acid Methylester methyl 2-[(2R,4aR,8R,8aR)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate CHEMBL272639 181463 C16H26O3 266.19 0.5596 2.89 3.59 3 1 46.53 7 2 19 0 InChI=1S/C16H26O3/c1-11(14(17)19-4)12-6-9-15(2)7-5-8-16(3,18)13(15)10-12/h12-13,18H,1,5-10H2,2-4H3/t12-,13-,15-,16-/m1/s1 PMRPCJXLEQCTBH-RRCSTGOVSA-N COC(=O)C(=C)[C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C NPC72753 Vagenine A [(3S,4R,5R,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate CHEMBL504923 44587282 C29H48N2O3 472.37 1.4289 4.1 7.588 5 2 70.92 14 4 34 1 InChI=1S/C29H48N2O3/c1-17(2)16-26(33)31-25-13-15-29(6)23-12-14-28(5)21(18(3)30-7)10-11-22(28)20(23)8-9-24(29)27(25)34-19(4)32/h16,18,20-25,27,30H,8-15H2,1-7H3,(H,31,33)/t18-,20-,21+,22-,23-,24-,25-,27+,28+,29+/m0/s1 LQBHXRUVFBZZNM-AQEYLYCMSA-N CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H]([C@@H]2OC(=O)C)N=C(C=C(C)C)O)C NPC81907 Valerenic Acid (E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid CHEMBL1545045 6440940 C15H22O2 234.16 2.287 2.89 4.106 2 1 37.3 6 2 17 0 InChI=1S/C15H22O2/c1-9-4-6-12(8-11(3)15(16)17)14-10(2)5-7-13(9)14/h8-9,12-13H,4-7H2,1-3H3,(H,16,17)/b11-8+/t9-,12+,13-/m1/s1 FEBNTWHYQKGEIQ-SUKRRCERSA-N C[C@@H]1CC[C@H](C2=C(CC[C@H]12)C)/C=C(/C(=O)O)\C NPC476230 Valeriotetrate A [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-7-[[3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL556744 45271351 C37H58O15 742.38 0.2792 3.88 4.998 15 2 207.49 37 2 52 2 InChI=1S/C37H58O15/c1-19(2)12-27(39)50-30(22(7)8)33(42)46-16-25-17-47-35(52-29(41)14-21(5)6)32-36(25,44)15-26(49-24(11)38)37(32,45)18-48-34(43)31(23(9)10)51-28(40)13-20(3)4/h17,19-23,26,30-32,35,44-45H,12-16,18H2,1-11H3/t26-,30?,31?,32-,35-,36-,37+/m0/s1 MEOWJLHAENRYDE-LDWOCZHXSA-N CC(CC(=O)OC(C(=O)OCC1=CO[C@H]([C@H]2[C@]1(O)C[C@@H]([C@]2(O)COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)C)OC(=O)CC(C)C)C(C)C)C NPC216911 Valeriotriate B [(1S,4aR,6S,7R,7aS)-7-(acetyloxymethyl)-4a,6,7-trihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL560445 45267116 C27H42O12 558.27 -1.0224 3.11 2.473 12 3 175.12 26 2 39 2 InChI=1S/C27H42O12/c1-14(2)8-20(30)38-22(16(5)6)24(32)35-11-18-12-36-25(39-21(31)9-15(3)4)23-26(18,33)10-19(29)27(23,34)13-37-17(7)28/h12,14-16,19,22-23,25,29,33-34H,8-11,13H2,1-7H3/t19-,22?,23-,25-,26-,27+/m0/s1 LUDMVJVLHCEECS-KZYULCMASA-N CC(=O)OC[C@@]1(O)[C@@H](O)C[C@]2([C@@H]1[C@@H](OC=C2COC(=O)C(C(C)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O NPC241407 Valtrate [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate CHEMBL402061 442436 C22H30O8 422.19 0.1812 3 3.056 8 0 100.66 16 3 30 1 InChI=1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1 BDIAUFOIMFAIPU-KVJIRVJXSA-N CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@]12OC1)OC(=O)CC(C)C)OC(=O)CC(C)C NPC111888 Vanillic Acid 4-hydroxy-3-methoxybenzoic acid CHEMBL120568 8468 C8H8O4 168.04 -0.7519 1.9 0.626 2 2 66.76 5 1 12 0 InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11) WKOLLVMJNQIZCI-UHFFFAOYSA-N COc1cc(ccc1O)C(=O)O NPC203719 Vanillin 4-hydroxy-3-methoxybenzaldehyde CHEMBL13883 1183 C8H8O3 152.05 -0.7045 2.01 1.04 1 1 46.53 4 1 11 0 InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3 MWOOGOJBHIARFG-UHFFFAOYSA-N COc1cc(C=O)ccc1O NPC200594 Variolaric Acid CHEMBL220486 12444681 C16H10O7 314.04 -0.6033 2.45 1.766 3 2 102.29 3 4 23 0 InChI=1S/C16H10O7/c1-6-2-8(17)4-9-11(6)16(20)23-10-3-7-5-21-15(19)12(7)13(18)14(10)22-9/h2-4,17-18H,5H2,1H3 LPUOVEFMUOQBFV-UHFFFAOYSA-N Oc1cc2Oc3c(OC(=O)c2c(c1)C)cc1c(c3O)C(=O)OC1 NPC283130 Vasicine (3S)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol CHEMBL2163791 667496 C11H12N2O 188.09 -1.3588 2.34 2.268 3 1 35.83 1 3 14 0 InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m0/s1 YIICVSCAKJMMDJ-JTQLQIEISA-N O[C@H]1CCN2C1=Nc1ccccc1C2 NPC148516 Vaticanol A CHEMBL508745 44566412 C42H32O9 680.2 -4.2826 5.09 6.19 0 8 171.07 12 9 51 2 InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-35(22-13-26(46)15-27(47)14-22)38-31(50)18-32-39-37(42(51-32)21-5-11-25(45)12-6-21)29-16-28(48)17-30(49)36(29)34(40(33)41(38)39)20-3-9-24(44)10-4-20/h1-18,33-35,37,40,42-50H/t33-,34-,35-,37-,40+,42+/m1/s1 MBGBQHRAJPLAPN-WTEBWGKASA-N Oc1ccc(cc1)[C@@H]1c2c(O)cc(cc2[C@@H]2c3c4[C@H]1[C@H](c1ccc(cc1)O)[C@H](c4c(cc3O[C@H]2c1ccc(cc1)O)O)c1cc(O)cc(c1)O)O NPC224528 Vaticanol B CHEMBL2368899 10010985 C56H42O12 906.27 -5.5386 6.3 8.118 0 10 220.76 16 12 68 2 InChI=1S/C56H42O12/c57-30-9-1-25(2-10-30)44-47-38(20-36(63)22-40(47)65)50-52-43(68-56(50)28-7-15-33(60)16-8-28)24-41(66)51-49(45(53(44)54(51)52)26-3-11-31(58)12-4-26)39-21-37(64)23-42-48(39)46(29-17-34(61)19-35(62)18-29)55(67-42)27-5-13-32(59)14-6-27/h1-24,44-46,49-50,53,55-66H/t44-,45-,46-,49-,50-,53+,55+,56+/m1/s1 VOANMQWFRWOKSM-ATGKYDEGSA-N Oc1ccc(cc1)[C@@H]1[C@@H](c2cc(O)cc3c2[C@@H](c2cc(O)cc(c2)O)[C@@H](O3)c2ccc(cc2)O)c2c3[C@H]1[C@H](c1ccc(cc1)O)c1c(O)cc(cc1[C@@H]1c3c(cc2O)O[C@H]1c1ccc(cc1)O)O NPC218801 Vaticanol C CHEMBL1224887 49866362 C56H42O12 906.27 -5.5386 6.3 8.118 0 10 220.76 16 12 68 2 InChI=1S/C56H42O12/c57-31-9-1-25(2-10-31)43-47-39(65)23-41-49(45(29-17-35(61)21-36(62)18-29)55(67-41)27-5-13-33(59)14-6-27)53(47)52-44(26-3-11-32(58)12-4-26)51(43)54-48(52)40(66)24-42-50(54)46(30-19-37(63)22-38(64)20-30)56(68-42)28-7-15-34(60)16-8-28/h1-24,43-46,51-52,55-66H/t43-,44-,45-,46-,51-,52+,55+,56+/m1/s1 DTAYOOZOCCYGJM-UTFSVEQESA-N Oc1ccc(cc1)[C@@H]1[C@H]2[C@H](c3ccc(cc3)O)c3c([C@@H]1c1c2c2c(cc1O)O[C@H]([C@@H]2c1cc(O)cc(c1)O)c1ccc(cc1)O)c1c(cc3O)O[C@H]([C@@H]1c1cc(O)cc(c1)O)c1ccc(cc1)O NPC255650 Vaticinone CHEMBL498062 637226 C29H44O2 424.33 1.9695 4.43 9.371 2 0 34.14 10 5 31 1 InChI=1S/C29H44O2/c1-19(8-7-9-20(2)30)21-12-14-27(6)23-11-10-22-25(3,4)24(31)13-15-28(22)18-29(23,28)17-16-26(21,27)5/h7,9,19,21-23H,8,10-18H2,1-6H3/b9-7+/t19-,21-,22+,23+,26-,27+,28-,29+/m1/s1 SRSDDLZWQZWBBZ-FFGFJAQXSA-N CC(=O)/C=C/C[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C)C NPC124549 Veraguamide A (3S,6S,9S,12S,13R,16S,19S)-13-(5-bromopent-4-ynyl)-3-[(2S)-butan-2-yl]-7,12,17-trimethyl-6,9,16-tri(propan-2-yl)-4,14-dioxa-1,7,10,17-tetrazabicyclo[17.3.0]docosane-2,5,8,11,15,18-hexone CHEMBL1783105 53355336 C37H59BrN4O8 766.35 -1.0775 4.1 5.192 12 1 146.12 20 2 50 2 InChI=1S/C37H59BrN4O8/c1-12-24(8)31-35(46)42-20-16-17-26(42)33(44)40(10)29(22(4)5)36(47)49-27(18-14-13-15-19-38)25(9)32(43)39-28(21(2)3)34(45)41(11)30(23(6)7)37(48)50-31/h21-31H,12-14,16-18,20H2,1-11H3,(H,39,43)/t24-,25-,26-,27+,28-,29-,30-,31-/m0/s1 WWYBIFCBAWCPFI-AVCHBABLSA-N BrC#CCCC[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](OC(=O)[C@@H](N(C(=O)[C@@H](N=C([C@H]1C)O)C(C)C)C)C(C)C)[C@H](CC)C NPC172676 Veraguensin (2S,3R,4R,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane CHEMBL112481 44340797 C22H28O5 372.19 -0.1953 3.33 3.968 1 0 46.15 12 3 27 0 InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21-,22+/m1/s1 JLJAVUZBHSLLJL-SRLQQUAWSA-N COc1cc(ccc1OC)[C@@H]1O[C@@H]([C@@H]([C@H]1C)C)c1ccc(c(c1)OC)OC NPC42793 Verapamil 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile CHEMBL6966 2520 C27H38N2O4 454.28 0.1993 3.77 4.71 2 0 63.95 20 2 33 1 InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3 SGTNSNPWRIOYBX-UHFFFAOYSA-N COc1ccc(cc1OC)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C NPC40488 Veratramine (2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol CHEMBL464724 6070 C27H39NO2 409.3 0.38 4.1 6.488 3 3 52.49 8 5 30 1 InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,26-,27-/m0/s1 MALFODICFSIXPO-KFKQDBFTSA-N C[C@@H]1CN[C@H]([C@@H](C1)O)[C@H](c1ccc2c(c1C)C[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C NPC285776 Veratric Acid 3,4-dimethoxybenzoic acid CHEMBL118903 7121 C9H10O4 182.06 -0.3434 2.01 1.145 2 1 55.76 6 1 13 0 InChI=1S/C9H10O4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5H,1-2H3,(H,10,11) DAUAQNGYDSHRET-UHFFFAOYSA-N COc1cc(ccc1OC)C(=O)O NPC106668 Verbenalin methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate CHEMBL1080178 73467 C17H24O10 388.14 -3.0131 2.23 -1.18 10 4 151.98 11 3 27 0 InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1 HLXRWTJXGMHOFN-XJSNKYLASA-N OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)CC3=O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC242666 Vernodalin [(3aR,4S,5aR,9aR,9bR)-5a-ethenyl-3,9-dimethylidene-2,8-dioxo-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromen-4-yl] 2-(hydroxymethyl)prop-2-enoate CHEMBL251225 179375 C19H20O7 360.12 0.6876 2.78 0.519 7 1 99.13 6 3 26 0 InChI=1S/C19H20O7/c1-5-19-6-12(25-16(21)9(2)7-20)13-10(3)18(23)26-15(13)14(19)11(4)17(22)24-8-19/h5,12-15,20H,1-4,6-8H2/t12-,13+,14+,15-,19+/m0/s1 ZSXNBLOPYIJLQV-WSVVRNJXSA-N OCC(=C)C(=O)O[C@H]1C[C@]2(C=C)COC(=O)C(=C)[C@@H]2[C@@H]2[C@@H]1C(=C)C(=O)O2 NPC165528 Vernolepin (3aR,4S,5aR,9aR,9bR)-5a-ethenyl-4-hydroxy-3,9-dimethylidene-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromene-2,8-dione CHEMBL290210 442322 C15H16O5 276.1 0.2552 2.56 0.343 5 1 72.83 2 3 20 0 InChI=1S/C15H16O5/c1-4-15-5-9(16)10-7(2)14(18)20-12(10)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9-,10+,11+,12-,15+/m0/s1 IFYQXAXVZGMFNW-MVIRXUPPSA-N C=C[C@]12COC(=O)C(=C)[C@@H]2[C@@H]2[C@@H]([C@H](C1)O)C(=C)C(=O)O2 NPC112701 Vicenin-2 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL1442950 442664 C27H30O15 594.16 -6.3559 2.78 -2.583 11 11 267.29 16 5 42 2 InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1 FIAAVMJLAGNUKW-VQVVXJKKSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c(c2c1oc(cc2=O)c1ccc(cc1)O)O NPC237071 Vina-Ginsenoside R1 [(2R,3S,4S,5R,6R)-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-3,4-dihydroxy-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate CHEMBL509866 44584744 C44H74O15 842.5 -2.5563 4.65 3.549 15 8 234.29 27 7 59 2 InChI=1S/C44H74O15/c1-20-30(48)32(50)34(52)37(55-20)58-35-33(51)31(49)25(19-54-21(2)45)57-38(35)56-24-18-43(9)26(41(7)14-12-27(47)39(3,4)36(24)41)17-23(46)29-22(11-15-42(29,43)8)44(10)16-13-28(59-44)40(5,6)53/h20,22-38,46-53H,11-19H2,1-10H3/t20-,22+,23-,24+,25-,26-,27+,28+,29+,30-,31-,32+,33+,34+,35-,36+,37+,38-,41-,42-,43-,44+/m1/s1 VTZDPCBUMTUOMY-SQJVAXJPSA-N CC([C@@H]1CC[C@@](O1)(C)[C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O)C)(O)C NPC195788 Vinblastine CHEMBL159 13342 C46H58N4O9 810.42 -1.9554 5.09 4.011 12 3 154.1 19 9 59 1 InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1 JXLYSJRDGCGARV-CFWMRBGOSA-N COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1 NPC174788 Vincoside Lactam CHEMBL480522 44567645 C26H30N2O8 498.2 -2.6936 3.22 1.346 10 5 144.71 8 6 36 0 InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18+,19-,21-,22+,23-,25?,26+/m1/s1 LBRPLJCNRZUXLS-KUPDLJLDSA-N OC[C@H]1O[C@@H](OC2OC=C3[C@H]([C@H]2C=C)C[C@@H]2N(C3=O)CCc3c2[nH]c2c3cccc2)[C@@H]([C@H]([C@@H]1O)O)O NPC260909 Vincristine CHEMBL90555 5978 C46H56N4O10 824.4 -2.7746 4.98 3.564 13 3 171.17 19 9 60 2 InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1 OGWKCGZFUXNPDA-XQKSVPLYSA-N O=CN1c2cc(OC)c(cc2[C@]23[C@@H]1[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@]1([C@@H]3N(CC2)CC=C1)CC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1c3cccc1)C[C@](C2)(O)CC)C(=O)OC NPC137589 Vindolinine CHEMBL1165590 24148538 C21H24N2O2 336.18 0.3466 3.33 1.465 4 1 41.57 4 6 25 0 InChI=1S/C21H24N2O2/c1-13-19-8-5-10-23-11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)25-2/h3-8,13,15,18,22H,9-12H2,1-2H3/t13-,15+,18+,19+,20-,21-/m1/s1 JSLDLCGKZDUQSH-SBDPWIONSA-N COC(=O)[C@@H]1C[C@]23[C@H]([C@]41Nc1c([C@@]54[C@H]3N(CC5)CC=C2)cccc1)C NPC109822 Virolin (1S,2S)-1-(3,4-dimethoxyphenyl)-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]propan-1-ol CHEMBL464725 6440407 C21H26O5 358.18 0.088 3.22 4.499 1 1 57.15 14 2 26 0 InChI=1S/C21H26O5/c1-6-7-15-8-10-18(19(12-15)24-4)26-14(2)21(22)16-9-11-17(23-3)20(13-16)25-5/h6-14,21-22H,1-5H3/b7-6+/t14-,21+/m0/s1 NUDWCJJMQATDKB-NPNYKPOCSA-N C/C=C/c1ccc(c(c1)OC)O[C@H]([C@H](c1ccc(c(c1)OC)OC)O)C NPC47140 Visartiside A [(2S,3R,4S,5S,6R)-2-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate CHEMBL1077012 46184559 C30H28O12 580.16 -3.2913 3.44 3.55 7 6 192.44 14 5 42 1 InChI=1S/C30H28O12/c31-14-24-27(37)28(38)29(42-25(36)9-6-15-4-2-1-3-5-15)30(41-24)39-17-11-20(34)26-21(35)13-22(40-23(26)12-17)16-7-8-18(32)19(33)10-16/h1-12,22,24,27-34,37-38H,13-14H2/b9-6+/t22-,24+,27+,28-,29+,30+/m0/s1 ZIZXPWFXOVLFSV-SJNSNYLYSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccccc1 NPC67134 Visartiside B [(2R,3S,4S,5R,6S)-6-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate CHEMBL1077013 46184560 C30H28O12 580.16 -3.2913 3.44 3.55 7 6 192.44 14 5 42 1 InChI=1S/C30H28O12/c31-18-8-7-16(10-19(18)32)22-13-21(34)26-20(33)11-17(12-23(26)41-22)40-30-29(38)28(37)27(36)24(42-30)14-39-25(35)9-6-15-4-2-1-3-5-15/h1-12,22,24,27-33,36-38H,13-14H2/b9-6+/t22-,24+,27+,28-,29+,30+/m0/s1 XJWKDASPAHTQCB-SJNSNYLYSA-N O=C(/C=C/c1ccccc1)OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC469371 Visartiside C [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate CHEMBL1077014 46184804 C35H36O16 712.2 -4.7 3.55 2.213 11 8 251.36 19 6 51 3 InChI=1S/C35H36O16/c36-14-26-29(42)30(43)31(51-34-32(44)35(45,16-47-34)15-46-27(41)9-6-17-4-2-1-3-5-17)33(50-26)48-19-11-22(39)28-23(40)13-24(49-25(28)12-19)18-7-8-20(37)21(38)10-18/h1-12,24,26,29-34,36-39,42-45H,13-16H2/b9-6+/t24-,26+,29+,30-,31+,32-,33+,34-,35+/m0/s1 DOVKRLBLJULZLC-DFROKGSNSA-N OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1 NPC43584 Visartiside D [(3S,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate CHEMBL1090413 46184805 C20H26O11 442.15 -3.1918 2.45 0.832 11 6 175.37 14 3 31 2 InChI=1S/C20H26O11/c21-8-12-14(23)16(15(24)18(26)30-12)31-19-17(25)20(27,10-29-19)9-28-13(22)7-6-11-4-2-1-3-5-11/h1-7,12,14-19,21,23-27H,8-10H2/b7-6+/t12-,14-,15-,16+,17+,18+,19+,20-/m1/s1 YEXPNHYTWVYJNQ-XFDHTZIGSA-N OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1)O NPC229600 Visartiside E [(3S,4R,5S)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate CHEMBL1082561 46184806 C27H32O11 532.19 -2.874 3.22 3.83 11 5 164.37 16 4 38 2 InChI=1S/C27H32O11/c28-13-19-21(30)23(22(31)25(37-19)34-14-18-9-5-2-6-10-18)38-26-24(32)27(33,16-36-26)15-35-20(29)12-11-17-7-3-1-4-8-17/h1-12,19,21-26,28,30-33H,13-16H2/b12-11+/t19-,21-,22-,23+,24+,25-,26+,27-/m1/s1 MHNSACWVEAXCGK-JVYJMAPHSA-N OC[C@H]1O[C@@H](OCc2ccccc2)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1)O NPC110063 Visartiside F [(3S,4R,5S)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoxy]-6-(hydroxymethyl)oxan-4-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate CHEMBL1077015 46184807 C30H36O13 604.22 -2.9183 3.33 2.556 11 6 193.83 20 4 43 3 InChI=1S/C30H36O13/c1-38-21-11-9-19(14-20(21)32)8-5-13-39-28-25(35)26(24(34)22(15-31)42-28)43-29-27(36)30(37,17-41-29)16-40-23(33)12-10-18-6-3-2-4-7-18/h2-12,14,22,24-29,31-32,34-37H,13,15-17H2,1H3/b8-5+,12-10+/t22-,24-,25-,26+,27+,28-,29+,30-/m1/s1 BBTWTPYIAYLACY-NADHDMBGSA-N OC[C@H]1O[C@@H](OC/C=C/c2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1)O NPC190572 Visnagin 4-methoxy-7-methylfuro[3,2-g]chromen-5-one CHEMBL45176 6716 C13H10O4 230.06 -0.27 2.45 1.538 1 0 48.67 3 3 17 0 InChI=1S/C13H10O4/c1-7-5-9(14)12-11(17-7)6-10-8(3-4-16-10)13(12)15-2/h3-6H,1-2H3 NZVQLVGOZRELTG-UHFFFAOYSA-N COc1c2c(=O)cc(oc2cc2c1cco2)C NPC228978 Vitamin A Palmitate [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] hexadecanoate CHEMBL1675 5280531 C36H60O2 524.46 0.4962 5.2 14.548 2 0 26.3 27 1 38 2 InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+ VYGQUTWHTHXGQB-FFHKNEKCSA-N CCCCCCCCCCCCCCCC(=O)OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C NPC172937 Vitamin B2 7,8-dimethyl-10-[(2R,3R,4S)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione CHEMBL1397833 6759 C17H20N4O6 376.14 -2.2465 2.23 0.067 10 5 158.54 12 3 27 0 InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m1/s1 AUNGANRZJHBGPY-MBNYWOFBSA-N OC[C@@H]([C@@H]([C@@H](Cn1c2cc(C)c(cc2nc2c1nc(=O)nc2O)C)O)O)O NPC242580 Vitamin E (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol CHEMBL47 14985 C29H50O2 430.38 3.2935 4.43 10.938 0 1 29.46 21 2 31 2 InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1 GVJHHUAWPYXKBD-IEOSBIPESA-N C[C@@H](CCC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)O)C)CCC[C@@H](CCCC(C)C)C NPC471410 Viteagnusin F [(1R,2'S,3R,3'S,3'aR,4R,4aS,7'aR,8aS)-3',3'a-dihydroxy-2'-methoxy-3,4a,8,8-tetramethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,6'-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran]-1-yl] acetate CHEMBL2436608 44475041 C23H38O7 426.26 0.0245 3.22 3.882 7 2 94.45 11 4 30 0 InChI=1S/C23H38O7/c1-13-12-15(28-14(2)24)16-20(3,4)8-7-9-21(16,5)23(13)11-10-22(26)17(25)18(27-6)29-19(22)30-23/h13,15-19,25-26H,7-12H2,1-6H3/t13-,15-,16+,17-,18+,19+,21+,22-,23-/m1/s1 GSXSRLNHVCOZGT-XFUNCDTHSA-N CO[C@H]1O[C@@H]2[C@@]([C@@H]1O)(O)CC[C@@]1(O2)[C@H](C)C[C@H]([C@@H]2[C@]1(C)CCCC2(C)C)OC(=O)C NPC471411 Viteagnusin G [(1R,2'R,3R,3'S,3'aR,4R,4aS,7'aS,8aS)-3',3'a-dihydroxy-2'-methoxy-3,4a,8,8-tetramethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,6'-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran]-1-yl] acetate CHEMBL2436609 44475044 C23H38O7 426.26 0.0245 3.22 3.882 7 2 94.45 11 4 30 0 InChI=1S/C23H38O7/c1-13-12-15(28-14(2)24)16-20(3,4)8-7-9-21(16,5)23(13)11-10-22(26)17(25)18(27-6)29-19(22)30-23/h13,15-19,25-26H,7-12H2,1-6H3/t13-,15-,16+,17-,18-,19-,21+,22-,23-/m1/s1 GSXSRLNHVCOZGT-BETHHPKWSA-N CO[C@@H]1O[C@H]2[C@@]([C@@H]1O)(O)CC[C@@]1(O2)[C@H](C)C[C@H]([C@@H]2[C@]1(C)CCCC2(C)C)OC(=O)C NPC324841 Viteagnusin I [(1R,3R,4R,4aS,8aS)-4-hydroxy-4-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-3,4a,8,8-tetramethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate CHEMBL2436599 73349491 C22H34O6 394.24 0.4688 3.22 3.688 6 2 93.06 12 3 28 0 InChI=1S/C22H34O6/c1-13-11-16(27-14(2)23)18-20(3,4)8-6-9-21(18,5)22(13,26)10-7-15-12-17(24)28-19(15)25/h12-13,16,18-19,25-26H,6-11H2,1-5H3/t13-,16-,18+,19?,21+,22-/m1/s1 ZHDFOHJIRGVVGC-XEBAKSHNSA-N CC(=O)O[C@@H]1C[C@@H](C)[C@]([C@@]2([C@@H]1C(C)(C)CCC2)C)(O)CCC1=CC(=O)OC1O NPC58382 Vitecetin 2-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one CHEMBL3339151 21676154 C18H16O8 360.08 -2.38 2.56 1.348 2 3 114.68 10 3 26 0 InChI=1S/C18H16O8/c1-23-9-6-10(19)14-12(7-9)26-17(18(25-3)16(14)22)8-4-11(20)15(21)13(5-8)24-2/h4-7,19-21H,1-3H3 LVDBEFRVSYPLRQ-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1cc(O)c(c(c1)OC)O NPC18614 Vitedoamine A 7-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2-dihydrobenzo[f]isoindol-3-one CHEMBL487008 11348702 C20H17NO5 351.11 -1.3184 3 1.902 2 3 91.51 8 4 26 0 InChI=1S/C20H17NO5/c1-25-17-6-10(3-4-15(17)22)19-12-8-16(23)18(26-2)7-11(12)5-13-14(19)9-21-20(13)24/h3-8,22-23H,9H2,1-2H3,(H,21,24) QVAJYPUWQBUWLN-UHFFFAOYSA-N COc1cc2cc3C(=NCc3c(c2cc1O)c1ccc(c(c1)OC)O)O NPC52475 Vitedoamine B 7-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-dihydrobenzo[f]isoindol-1-one CHEMBL1079288 44478947 C20H17NO5 351.11 -1.3184 3 1.902 2 3 91.51 8 4 26 0 InChI=1S/C20H17NO5/c1-25-16-6-10(3-4-14(16)22)18-13-8-15(23)17(26-2)7-11(13)5-12-9-21-20(24)19(12)18/h3-8,22-23H,9H2,1-2H3,(H,21,24) XMWQLKFMFCEWGA-UHFFFAOYSA-N COc1cc2cc3CN=C(c3c(c2cc1O)c1ccc(c(c1)OC)O)O NPC131329 Vitetrifolin D [(1S,2R,3S,4R)-1-acetyloxy-4-(3-hydroxy-3-methylpent-4-enyl)-3,4,8,8-tetramethyl-1,2,3,5,6,7-hexahydronaphthalen-2-yl] acetate CHEMBL2436600 11015016 C24H38O5 406.27 1.6898 3.55 4.149 5 1 72.83 16 2 29 0 InChI=1S/C24H38O5/c1-9-23(7,27)13-14-24(8)15(2)20(28-16(3)25)21(29-17(4)26)19-18(24)11-10-12-22(19,5)6/h9,15,20-21,27H,1,10-14H2,2-8H3/t15-,20-,21+,23?,24-/m1/s1 JSGVRMXIAILPPO-FWPWNEHFSA-N C=CC(CC[C@]1(C)[C@H](C)[C@@H](OC(=O)C)[C@H](C2=C1CCCC2(C)C)OC(=O)C)(O)C NPC130665 Vitetrifolin G (2S,3S,4R)-4-(3-hydroxy-3-methylpent-4-enyl)-3,4,8,8-tetramethyl-2,3,6,7-tetrahydronaphthalen-2-ol CHEMBL2436604 10892069 C20H32O2 304.24 2.3913 3.44 4.337 2 2 40.46 11 2 22 0 InChI=1S/C20H32O2/c1-7-19(5,22)11-12-20(6)14(2)17(21)13-16-15(20)9-8-10-18(16,3)4/h7,9,13-14,17,21-22H,1,8,10-12H2,2-6H3/t14-,17+,19?,20-/m1/s1 CYPPFALFRDZTNG-NBHCPLFVSA-N C=CC(CC[C@]1(C)[C@H](C)[C@@H](O)C=C2C1=CCCC2(C)C)(O)C NPC78987 Vitexdoin A (3R,4S)-6,7-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-3,4-dihydronaphthalene-2-carbaldehyde CHEMBL1079287 44478946 C19H18O6 342.11 -2.1092 2.89 0.973 2 4 107.22 9 3 25 0 InChI=1S/C19H18O6/c1-25-18-6-10(2-3-15(18)22)19-13-7-17(24)16(23)5-11(13)4-12(8-20)14(19)9-21/h2-8,14,19,21-24H,9H2,1H3/t14-,19-/m0/s1 PNRPRUVCFFHMMC-LIRRHRJNSA-N O=CC1=Cc2cc(O)c(cc2[C@@H]([C@H]1CO)c1ccc(c(c1)OC)O)O NPC39361 Vitexdoin B 6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde CHEMBL1079037 44478948 C19H16O5 324.1 -1.2166 3 2.629 1 2 75.99 8 3 24 0 InChI=1S/C19H16O5/c1-23-17-9-12(3-5-15(17)21)14-8-11(10-20)7-13-4-6-16(22)19(24-2)18(13)14/h3-10,21-22H,1-2H3 HWWOGKWMIOQRRX-UHFFFAOYSA-N O=Cc1cc2ccc(c(c2c(c1)c1ccc(c(c1)OC)O)OC)O NPC91694 Vitexdoin C 7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxynaphthalene-2-carbaldehyde CHEMBL1079038 44478949 C19H16O5 324.1 -1.2166 3 2.84 1 2 75.99 8 3 24 0 InChI=1S/C19H16O5/c1-23-17-8-12(5-6-15(17)21)19-13(10-20)4-3-11-7-18(24-2)16(22)9-14(11)19/h3-10,21-22H,1-2H3 TWPBLWBNALQAFO-UHFFFAOYSA-N COc1cc2ccc(c(c2cc1O)c1ccc(c(c1)OC)O)C=O NPC70320 Vitexdoin D 3,7-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxynaphthalene-2-carbaldehyde CHEMBL1078523 44479220 C19H16O6 340.09 -1.6769 2.89 2.095 1 3 96.22 9 3 25 0 InChI=1S/C19H16O6/c1-24-17-6-10(3-4-14(17)21)19-12-8-16(23)18(25-2)7-11(12)5-15(22)13(19)9-20/h3-9,21-23H,1-2H3 VEMAKQNXRTXQPD-UHFFFAOYSA-N COc1cc2cc(O)c(c(c2cc1O)c1ccc(c(c1)OC)O)C=O NPC3744 Vitexdoin E 1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde CHEMBL1078524 44479221 C19H16O6 340.09 -1.6769 2.89 2.306 1 3 96.22 9 3 25 0 InChI=1S/C19H16O6/c1-24-17-6-10(3-4-15(17)21)12-5-11(9-20)19(23)14-8-18(25-2)16(22)7-13(12)14/h3-9,21-23H,1-2H3 WFANYWPAAJRIFF-UHFFFAOYSA-N COc1cc2c(O)c(C=O)cc(c2cc1O)c1ccc(c(c1)OC)O NPC7349 Vitexilactone [(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate CHEMBL517619 21636178 C22H34O5 378.24 0.8085 3.33 4.157 5 1 72.83 11 3 27 0 InChI=1S/C22H34O5/c1-14-11-17(27-15(2)23)19-20(3,4)8-6-9-21(19,5)22(14,25)10-7-16-12-18(24)26-13-16/h12,14,17,19,25H,6-11,13H2,1-5H3/t14-,17-,19+,21+,22-/m1/s1 FBWWXAGANVJTLU-HEXLTJKYSA-N CC(=O)O[C@@H]1C[C@@H](C)[C@]([C@@]2([C@@H]1C(C)(C)CCC2)C)(O)CCC1=CC(=O)OC1 NPC209846 Vitexin 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one CHEMBL487417 5280441 C21H20O10 432.11 -4.1202 2.67 -0.508 6 7 177.14 10 4 31 1 InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1 SGEWCQFRYRRZDC-VPRICQMDSA-N OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O NPC111134 Vitisin A CHEMBL507409 16131430 C56H42O12 906.27 -4.809 6.3 8.796 0 10 220.76 17 11 68 2 InChI=1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1 XAXVWWYPKOGXSY-DBHYGPPCSA-N Oc1ccc(cc1)[C@@H]1[C@@H](c2cc(ccc2O)/C=C/c2cc(O)cc3c2[C@H](c2cc(O)cc(c2)O)[C@H](O3)c2ccc(cc2)O)c2cc(O)cc3c2[C@H](c2c1c(O)cc(c2)O)[C@H](O3)c1ccc(cc1)O NPC261896 Vitisinol B CHEMBL443866 11353654 C35H26O8 574.16 -3.2926 4.43 4.916 1 6 147.68 10 7 43 1 InChI=1S/C35H26O8/c36-16-17-1-10-27(41)24(11-17)31-25-13-23(40)15-29-33(25)34(35(43-29)19-4-8-21(38)9-5-19)26-12-22(39)14-28(42)32(26)30(31)18-2-6-20(37)7-3-18/h1-16,30-31,34-35,37-42H/t30-,31+,34+,35-/m1/s1 LIOBMRCYNQGSIE-KLSCSJJOSA-N O=Cc1ccc(c(c1)[C@H]1c2cc(O)cc3c2[C@H](c2c([C@@H]1c1ccc(cc1)O)c(O)cc(c2)O)[C@H](O3)c1ccc(cc1)O)O NPC300603 Vitrofolal E 6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde CHEMBL486412 10947295 C19H16O5 324.1 -1.2166 3 2.84 1 2 75.99 8 3 24 0 InChI=1S/C19H16O5/c1-23-18-7-12(3-4-16(18)21)14-6-11(10-20)5-13-8-19(24-2)17(22)9-15(13)14/h3-10,21-22H,1-2H3 ASJBFNXTDMUMBC-UHFFFAOYSA-N O=Cc1cc2cc(OC)c(cc2c(c1)c1ccc(c(c1)OC)O)O NPC137125 Vitrofolal F 3,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde CHEMBL486413 11013229 C19H16O6 340.09 -1.6769 2.89 2.095 1 3 96.22 9 3 25 0 InChI=1S/C19H16O6/c1-24-16-6-10(3-4-14(16)21)18-13-8-15(22)17(25-2)7-11(13)5-12(9-20)19(18)23/h3-9,21-23H,1-2H3 FEHGMZDBZVCEBR-UHFFFAOYSA-N O=Cc1cc2cc(OC)c(cc2c(c1O)c1ccc(c(c1)OC)O)O NPC97072 Vittatine CHEMBL469648 443693 C16H17NO3 271.12 -0.7618 2.78 0.989 2 1 41.93 1 5 20 0 InChI=1S/C16H17NO3/c18-11-1-2-16-3-4-17(15(16)6-11)8-10-5-13-14(7-12(10)16)20-9-19-13/h1-2,5,7,11,15,18H,3-4,6,8-9H2/t11-,15+,16+/m1/s1 RPAORVSEYNOMBR-RLCCDNCMSA-N O[C@@H]1C=C[C@]23[C@H](C1)N(CC2)Cc1c3cc2OCOc2c1 NPC96321 Voacangine CHEMBL182120 73255 C22H28N2O3 368.21 -1.0545 3.33 3.286 4 1 54.56 7 3 27 0 InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1 MMAYTCMMKJYIAM-RUGRQLENSA-N CC[C@H]1C[C@@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cc(cc2)OC NPC474192 Voacristine CHEMBL463317 44566752 C22H28N2O4 384.2 -1.2772 3.22 2.045 5 2 74.79 8 3 28 0 InChI=1S/C22H28N2O4/c1-12(25)16-8-13-10-22(21(26)28-3)19-15(6-7-24(11-13)20(16)22)17-9-14(27-2)4-5-18(17)23-19/h4-5,9,12-13,16,20,23,25H,6-8,10-11H2,1-3H3/t12-,13-,16+,20-,22+/m0/s1 OYMQKBZMKFJPMH-DPOSBGKNSA-N COC(=O)[C@@]12C[C@H]3CN([C@H]1[C@H](C3)[C@@H](O)C)CCc1c2[nH]c2c1cc(cc2)OC NPC32867 Volkensiflavone 8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one CHEMBL463023 23844069 C30H20O10 540.11 -3.8784 3.66 1.813 2 6 173.98 9 6 40 1 InChI=1S/C30H20O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,27,29,31-36H/t27-,29+/m1/s1 YOGANETYFUQWIM-PXJZQJOASA-N Oc1ccc(cc1)[C@@H]1Oc2cc(O)cc(c2C(=O)[C@H]1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)O NPC208307 Volvaltrate B [(1S,4aR,6S,7S,7aS)-6-acetyloxy-7-(chloromethyl)-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl (2R)-3-methyl-2-(3-methylbutanoyloxy)butanoate CHEMBL1270648 49831716 C27H41ClO11 576.23 0.1822 3.11 3.518 11 2 154.89 26 2 39 2 InChI=1S/C27H41ClO11/c1-14(2)8-20(30)38-22(16(5)6)24(32)35-11-18-12-36-25(39-21(31)9-15(3)4)23-26(18,33)10-19(37-17(7)29)27(23,34)13-28/h12,14-16,19,22-23,25,33-34H,8-11,13H2,1-7H3/t19-,22+,23-,25-,26-,27+/m0/s1 OEVPPNBQSYOUCV-PXKJKYEHSA-N ClC[C@@]1(O)[C@@H](OC(=O)C)C[C@]2([C@@H]1[C@@H](OC=C2COC(=O)[C@@H](C(C)C)OC(=O)CC(C)C)OC(=O)CC(C)C)O NPC281604 Vulpinic Acid methyl (2E)-2-(3-hydroxy-5-oxo-4-phenylfuran-2-ylidene)-2-phenylacetate CHEMBL463212 54690323 C19H14O5 322.08 -0.5454 3 6.984 5 1 72.83 6 3 24 1 InChI=1S/C19H14O5/c1-23-18(21)15(13-10-6-3-7-11-13)17-16(20)14(19(22)24-17)12-8-4-2-5-9-12/h2-11,20H,1H3/b17-15+ OMZRMXULWNMRAE-BMRADRMJSA-N COC(=O)/C(=C\1/OC(=O)C(=C1O)c1ccccc1)/c1ccccc1 NPC268317 Wallichinine 4-[(E)-1-(3,4-dimethoxyphenyl)prop-1-en-2-yl]-4,5-dimethoxy-2-prop-2-enylcyclohexa-2,5-dien-1-one CHEMBL609160 5315280 C22H26O5 370.18 1.3735 3.33 3.366 3 0 53.99 13 2 27 0 InChI=1S/C22H26O5/c1-7-8-17-14-22(27-6,21(26-5)13-18(17)23)15(2)11-16-9-10-19(24-3)20(12-16)25-4/h7,9-14H,1,8H2,2-6H3/b15-11+ VKYZYTYFGUQBLS-RVDMUPIBSA-N C=CCC1=CC(OC)(C(=CC1=O)OC)/C(=C/c1ccc(c(c1)OC)OC)/C NPC261994 Wangzaozin A CHEMBL2021467 70691853 C20H30O4 334.21 -0.4941 3.22 1.541 4 3 77.76 6 4 24 0 InChI=1S/C20H30O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12?,13+,14-,15+,17+,19-,20-/m0/s1 BAXVJERFBZODKZ-KYCDYYFSSA-N C=C1[C@@H]2CCC3[C@](C1=O)([C@@H]2O)[C@H](O)C[C@H]1[C@@]3(C)CC[C@@H](C1(C)C)O NPC237635 Warangalone 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one CHEMBL458134 5379679 C25H24O5 404.16 1.1979 3.66 4.382 1 2 75.99 9 4 30 0 InChI=1S/C25H24O5/c1-14(2)5-10-18-23-17(11-12-25(3,4)30-23)21(27)20-22(28)19(13-29-24(18)20)15-6-8-16(26)9-7-15/h5-9,11-13,26-27H,10H2,1-4H3 HGHOPAZIUPORIN-UHFFFAOYSA-N CC(=CCc1c2OC(C)(C)C=Cc2c(c2c1occ(c2=O)c1ccc(cc1)O)O)C NPC2989 Warfarin 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one CHEMBL1464 54678486 C19H16O4 308.1 -0.732 3.11 5.519 3 1 63.6 6 3 23 1 InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3 PJVWKTKQMONHTI-UHFFFAOYSA-N CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1 NPC86477 Wedelolactone 1,8,9-trihydroxy-3-methoxy-[1]benzofuro[3,2-c]chromen-6-one CHEMBL97453 5281813 C16H10O7 314.04 -1.6779 2.45 0.974 1 3 109.36 5 4 23 0 InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3 XQDCKJKKMFWXGB-UHFFFAOYSA-N COc1cc(O)c2c(c1)oc(=O)c1c2oc2c1cc(c(c2)O)O NPC166993 Weisiensin A CHEMBL486058 14355978 C26H36O9 492.24 -0.6306 3.33 1.068 9 2 136.43 14 4 35 0 InChI=1S/C26H36O9/c1-11-15-8-16(33-12(2)27)20-25(7)18(34-13(3)28)9-17(30)24(5,6)21(25)19(31)23(35-14(4)29)26(20,10-15)22(11)32/h15-21,23,30-31H,1,8-10H2,2-7H3/t15-,16+,17+,18+,19-,20+,21-,23+,25+,26+/m1/s1 QTLPNFQMZWBMDF-LYVLPCRDSA-N CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](OC(=O)C)C[C@@H](C([C@H]1[C@H]([C@@H]3OC(=O)C)O)(C)C)O)C(=O)C2=C NPC259166 Wighteone 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one CHEMBL393222 5281814 C20H18O5 338.12 -0.1702 3.11 2.982 1 3 86.99 8 3 25 0 InChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17-18(19(14)23)20(24)15(10-25-17)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3 KIMDVVKVNNSHGZ-UHFFFAOYSA-N CC(=CCc1c(O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C NPC142882 Wikstroelide E CHEMBL2376812 73347308 C30H44O8 532.3 -2.8201 3.88 3.781 8 3 117.98 9 7 38 0 InChI=1S/C30H44O8/c1-15(2)26-13-17(4)30-20-23(26)36-28(37-26,38-30)12-10-8-6-7-9-11-16(3)19-18(5)22(32)29(34,21(19)30)25(33)27(14-31)24(20)35-27/h16-21,23-25,31,33-34H,1,6-14H2,2-5H3/t16-,17-,18+,19+,20-,21-,23-,24+,25-,26-,27+,28-,29-,30-/m1/s1 YTMZOVBDBJZQRD-RSRQXKISSA-N OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@@]45O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)[C@H]([C@@H]1[C@H](C)CCCCCCC5)C)[C@@H](C[C@@]3(O4)C(=C)C)C NPC167606 Withaferin A CHEMBL1221986 49864510 C28H38O6 470.27 0.6416 3.88 3.987 6 2 96.36 9 6 34 0 InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21-,23-,24+,26+,27-,28+/m0/s1 DBRXOUCRJQVYJQ-BZMBVROXSA-N OCC1=C(C)C[C@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)C=C[C@@H]3O)O2)C NPC50774 Withalongolide B CHEMBL1934452 56649344 C28H38O6 470.27 0.6416 3.88 3.892 6 2 96.36 9 6 34 0 InChI=1S/C28H38O6/c1-14-11-21(33-25(32)15(14)2)16(3)18-5-6-19-17-12-24-28(34-24)23(31)8-7-22(30)27(28,13-29)20(17)9-10-26(18,19)4/h7-8,16-21,23-24,29,31H,5-6,9-13H2,1-4H3/t16-,17-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1 OZBFGYQTKGOIKC-NSYRIIBJSA-N OC[C@@]12C(=O)C=C[C@@H]([C@@]32O[C@@H]3C[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@H]1[C@@H]([C@H]1CC(=C(C(=O)O1)C)C)C)C)O NPC159456 Withalongolide D CHEMBL1934456 56926115 C29H42O8 518.29 -0.8776 3.77 2.621 8 3 125.82 12 6 37 0 InChI=1S/C29H42O8/c1-14-9-21(36-26(34)17(14)12-30)15(2)18-5-6-19-16-10-24-29(37-24)25(33)22(35-4)11-23(32)28(29,13-31)20(16)7-8-27(18,19)3/h15-16,18-22,24-25,30-31,33H,5-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,22-,24+,25-,27+,28-,29-/m0/s1 XGLFAAWROSMYJO-QAYSIJLNSA-N CO[C@H]1CC(=O)[C@]2([C@]3([C@H]1O)O[C@@H]3C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H]([C@H]1CC(=C(C(=O)O1)CO)C)C)C)CO NPC4021 Withalongolide E CHEMBL1934457 56926116 C29H42O8 518.29 -0.5532 3.77 1.661 8 3 125.82 12 6 37 0 InChI=1S/C29H42O8/c1-13-8-20(36-26(34)16(13)12-30)14(2)17-6-7-18-15-9-23-29(37-23)25(33)21(35-5)10-22(32)28(29,4)24(15)19(31)11-27(17,18)3/h14-15,17-21,23-25,30-31,33H,6-12H2,1-5H3/t14-,15-,17+,18-,19-,20+,21-,23+,24+,25-,27+,28+,29-/m0/s1 JQCUJCHQCVDHTF-OAWRJLTLSA-N CO[C@H]1CC(=O)[C@]2([C@]3([C@H]1O)O[C@@H]3C[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@@H]2[C@@H]([C@H]1CC(=C(C(=O)O1)CO)C)C)C)C NPC203702 Withalongolide G CHEMBL1934459 56926118 C28H40O11S 584.23 -1.3349 3.22 1.234 11 4 188.57 13 6 40 1 InChI=1S/C28H40O11S/c1-13-8-20(37-25(33)16(13)11-29)14(2)17-4-5-18-15-9-23-28(38-23)24(32)21(39-40(34,35)36)10-22(31)27(28,12-30)19(15)6-7-26(17,18)3/h14-15,17-21,23-24,29-30,32H,4-12H2,1-3H3,(H,34,35,36)/t14-,15-,17+,18-,19-,20+,21-,23+,24-,26+,27-,28-/m0/s1 COBSTJNYJHEYIM-WQWZRYHASA-N OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(CO)C(=O)C[C@@H]([C@@H]3O)OS(=O)(=O)O)O2)C NPC316915 Withalongolide H CHEMBL1934460 56649370 C40H58O15 778.38 -2.3522 4.21 1.187 15 7 234.43 20 8 55 2 InChI=1S/C40H58O15/c1-16-12-24(17(2)21-6-7-22-19-13-28-40(55-28)27(43)9-8-26(42)39(40,5)23(19)10-11-38(21,22)4)52-35(49)20(16)15-50-36-33(48)31(46)34(25(14-41)53-36)54-37-32(47)30(45)29(44)18(3)51-37/h8-9,17-19,21-25,27-34,36-37,41,43-48H,6-7,10-15H2,1-5H3/t17-,18-,19-,21+,22-,23-,24+,25+,27-,28+,29-,30+,31+,32+,33+,34+,36+,37-,38+,39-,40+/m0/s1 KWSCHTSFNFDQSG-IPAGGVPOSA-N OC[C@H]1O[C@@H](OCC2=C(C)C[C@@H](OC2=O)[C@H]([C@H]2CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3C[C@@H]3[C@]4([C@]2(C)C(=O)C=C[C@@H]4O)O3)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O NPC470954 Withametelin (1R,5S,8R)-8-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one CHEMBL2333167 71718229 C28H36O4 436.26 2.0497 4.1 6.081 4 0 52.6 4 6 32 1 InChI=1S/C28H36O4/c1-16-25(30)32-23-14-27(16,3)31-15-19(23)21-11-10-20-18-9-8-17-6-5-7-24(29)28(17,4)22(18)12-13-26(20,21)2/h5,7-8,18-23H,1,6,9-15H2,2-4H3/t18-,19-,20-,21+,22-,23+,26-,27-,28-/m0/s1 QUGZOXCXHGEACS-FIPVAASQSA-N O=C1O[C@@H]2C[C@](C1=C)(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2 NPC470960 Withametelin F CHEMBL2333592 71718234 C28H36O5 452.26 1.2225 3.99 4.574 5 0 65.13 4 7 33 0 InChI=1S/C28H36O5/c1-15-24(30)32-21-13-26(15,3)31-14-17(21)19-8-7-18-16-12-23-28(33-23)10-5-6-22(29)27(28,4)20(16)9-11-25(18,19)2/h5-6,16-21,23H,1,7-14H2,2-4H3/t16-,17-,18-,19+,20-,21+,23+,25-,26-,27-,28+/m0/s1 TWSTVCZSHMUIOQ-ZPRSOMTPSA-N O=C1O[C@@H]2C[C@](C1=C)(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)C=CC3)O2 NPC470959 Withametelin O (1R,5S,8R)-8-[(5R,6R,8S,9S,10R,13S,14S,17R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one CHEMBL2333591 71716989 C28H38O6 470.27 0.456 3.88 3.985 6 2 93.06 6 6 34 0 InChI=1S/C28H38O6/c1-15-24(31)34-21-13-26(15,3)33-14-17(21)19-8-7-18-16-12-23(30)28(32)10-5-6-22(29)27(28,4)20(16)9-11-25(18,19)2/h5-6,16-21,23,30,32H,1,7-14H2,2-4H3/t16-,17-,18-,19+,20-,21+,23+,25-,26-,27-,28-/m0/s1 QDXNBCJROMNCKV-YAZLIRBPSA-N O=C1O[C@@H]2C[C@](C1=C)(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]2([C@]1(C)C(=O)C=CC2)O)O NPC170538 Withanolide A CHEMBL445041 11294368 C28H38O6 470.27 1.1 3.88 2.786 6 2 96.36 9 6 34 0 InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1 DXWHOKCXBGLTMQ-SFQAJKIESA-N CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H]2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O)(O)C NPC473274 Withanolide D CHEMBL390171 44423094 C28H40O6 472.28 0.9021 3.88 2.566 6 3 99.52 10 6 34 0 InChI=1S/C28H40O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-24,30-32H,6-7,10-13H2,1-5H3/t16-,17-,18-,19?,21-,22+,23+,24?,25-,26-,27+,28+/m0/s1 SXRVZKCSEISBAO-LZNAQXCMSA-N OC1O[C@H](CC(=C1C)C)[C@@](C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)C=C[C@@H]3O)O2)(O)C NPC470952 Withawrightolide CHEMBL2333165 71719425 C28H38O5 454.27 0.4578 3.99 4.216 5 1 72.83 5 7 33 0 InChI=1S/C28H38O5/c1-14-24(31)33-21-12-26(14,3)32-13-17(21)19-6-5-18-16-10-23(30)28-11-15(28)9-22(29)27(28,4)20(16)7-8-25(18,19)2/h15-21,23,30H,1,5-13H2,2-4H3/t15-,16+,17+,18+,19-,20+,21-,23-,25+,26-,27+,28-/m1/s1 RWZUJIPMFKTTKN-LWNWQIFTSA-N O=C1O[C@@H]2C[C@@](C1=C)(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]23[C@]1(C)C(=O)C[C@@H]3C2)O NPC131624 Wogonin 5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one CHEMBL16171 5281703 C16H12O5 284.07 -1.476 2.67 2.719 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3 XLTFNNCXVBYBSX-UHFFFAOYSA-N COc1c(O)cc(c2c1oc(cc2=O)c1ccccc1)O NPC302610 Woorenoside Ii [(2R,3S)-7-methoxy-5-[(E)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]methyl acetate CHEMBL453722 10326334 C30H38O13 606.23 -2.5152 3.33 1.268 8 4 171.83 22 4 43 1 InChI=1S/C30H38O13/c1-15(32)41-14-19-18-9-16(7-6-8-40-30-26(35)25(34)24(33)23(13-31)42-30)10-20(36-2)28(18)43-27(19)17-11-21(37-3)29(39-5)22(12-17)38-4/h6-7,9-12,19,23-27,30-31,33-35H,8,13-14H2,1-5H3/b7-6+/t19-,23-,24-,25+,26-,27+,30-/m1/s1 ZIFCIVGCLRSBBD-DSLKXWCTSA-N OC[C@H]1O[C@@H](OC/C=C/c2cc(OC)c3c(c2)[C@@H](COC(=O)C)[C@@H](O3)c2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC173726 Woorenoside Iii [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E)-3-[(2R,3S)-3-(hydroxymethyl)-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoxy]oxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate CHEMBL447277 10462037 C33H42O14 662.26 -2.2063 3.55 0.433 9 5 192.06 25 4 47 1 InChI=1S/C33H42O14/c1-17(8-9-34)32(39)45-16-25-26(36)27(37)28(38)33(46-25)44-10-6-7-18-11-20-21(15-35)29(47-30(20)22(12-18)40-2)19-13-23(41-3)31(43-5)24(14-19)42-4/h6-7,11-14,21,25-29,33-38H,1,8-10,15-16H2,2-5H3/b7-6+/t21-,25-,26-,27+,28-,29+,33-/m1/s1 NODYDDIWONUPOD-CTOQLXJKSA-N OCCC(=C)C(=O)OC[C@H]1O[C@@H](OC/C=C/c2cc(OC)c3c(c2)[C@@H](CO)[C@@H](O3)c2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC241600 Woorenoside Iv [(2R,3S,4S,5R,6R)-6-[(E)-3-[(2R,3S)-3-(acetyloxymethyl)-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate CHEMBL454818 10101270 C35H44O15 704.27 -1.8272 3.66 1.173 10 4 198.13 27 4 50 1 InChI=1S/C35H44O15/c1-18(9-10-36)34(41)48-17-27-28(38)29(39)30(40)35(49-27)46-11-7-8-20-12-22-23(16-47-19(2)37)31(50-32(22)24(13-20)42-3)21-14-25(43-4)33(45-6)26(15-21)44-5/h7-8,12-15,23,27-31,35-36,38-40H,1,9-11,16-17H2,2-6H3/b8-7+/t23-,27-,28-,29+,30-,31+,35-/m1/s1 NKHJLZUONNNHMW-OWLKOJIMSA-N OCCC(=C)C(=O)OC[C@H]1O[C@@H](OC/C=C/c2cc(OC)c3c(c2)[C@@H](COC(=O)C)[C@@H](O3)c2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC228357 Woorenoside V [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoxy]oxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate CHEMBL453226 10031791 C31H38O13 618.23 -2.563 3.44 0.358 9 6 193.83 22 4 44 2 InChI=1S/C31H38O13/c1-16(8-9-32)30(38)42-15-24-25(35)26(36)27(37)31(43-24)41-10-4-5-17-11-19-20(14-33)28(44-29(19)23(12-17)40-3)18-6-7-21(34)22(13-18)39-2/h4-7,11-13,20,24-28,31-37H,1,8-10,14-15H2,2-3H3/b5-4+/t20-,24-,25-,26+,27-,28+,31-/m1/s1 BCLYFWVPMVZSTR-DYDLCFMWSA-N OCCC(=C)C(=O)OC[C@H]1O[C@@H](OC/C=C/c2cc(OC)c3c(c2)[C@@H](CO)[C@@H](O3)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O NPC145722 Wuweizisu B CHEMBL402435 158103 C23H28O6 400.19 0.3993 3.33 4.483 0 0 55.38 10 4 29 0 InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m1/s1 RTZKSTLPRTWFEV-OLZOCXBDSA-N COc1cc2C[C@@H](C)[C@@H](C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1 NPC173859 Xanifolia O54 (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol CHEMBL2058438 16085140 C60H100O28 1268.64 -7.4598 4.98 0.549 28 18 456.44 41 10 88 3 InChI=1S/C60H100O28/c1-23-33(63)38(68)45(75)52(82-23)88-47-42(72)37(67)29(21-80-51-44(74)40(70)35(65)27(19-62)84-51)86-54(47)81-22-60-16-15-58(7)24(25(60)17-55(2,3)48(77)49(60)78)9-10-31-57(6)13-12-32(56(4,5)30(57)11-14-59(31,58)8)87-53-46(76)41(71)36(66)28(85-53)20-79-50-43(73)39(69)34(64)26(18-61)83-50/h9,23,25-54,61-78H,10-22H2,1-8H3/t23-,25-,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38+,39-,40-,41-,42-,43+,44+,45+,46+,47+,48-,49-,50+,51+,52-,53-,54+,57-,58+,59+,60-/m0/s1 AJRRWOVCBHARFJ-AZWHQXFYSA-N OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]3([C@@H]4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)[C@H]([C@@H]3O)O)CO[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O NPC287876 Xanthine 3,7-dihydropurine-2,6-dione CHEMBL1424 1188 C5H4N4O2 152.03 -1.341 1.35 -1.065 4 3 94.92 2 2 11 0 InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11) LRFVTYWOQMYALW-UHFFFAOYSA-N Oc1nc(O)c2c(n1)[nH]cn2 NPC193351 Xanthinosin (3aR,7S,8aS)-7-methyl-3-methylidene-6-(3-oxobutyl)-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one CHEMBL257513 44453629 C15H20O3 248.14 0.6312 2.78 1.717 3 0 43.37 5 2 18 0 InChI=1S/C15H20O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9,13-14H,3-5,7-8H2,1-2H3/t9-,13+,14-/m0/s1 AVFIYMSJDDGDBQ-FZZIBODNSA-N CC(=O)CCC1=CC[C@H]2[C@H](C[C@@H]1C)OC(=O)C2=C NPC266689 Xanthoangelol (E)-1-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL494083 643007 C25H28O4 392.2 1.826 3.77 6.056 1 3 77.76 14 2 29 1 InChI=1S/C25H28O4/c1-17(2)5-4-6-18(3)7-13-21-24(28)16-14-22(25(21)29)23(27)15-10-19-8-11-20(26)12-9-19/h5,7-12,14-16,26,28-29H,4,6,13H2,1-3H3/b15-10+,18-7+ LRSMBOSQWGHYCW-MDGZPELGSA-N C/C(=C\Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/CCC=C(C)C NPC475042 Xanthoangelol B (E)-1-[2,4-dihydroxy-3-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL494082 10409180 C25H28O5 408.19 0.3694 3.66 4.071 2 4 97.99 15 2 30 0 InChI=1S/C25H28O5/c1-16(2)22(27)13-5-17(3)4-11-20-24(29)15-12-21(25(20)30)23(28)14-8-18-6-9-19(26)10-7-18/h4,6-10,12,14-15,22,26-27,29-30H,1,5,11,13H2,2-3H3/b14-8+,17-4+ NCHZAFAGBAEJJJ-BAYITLGHSA-N C/C(=C\Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/CCC(C(=C)C)O NPC470087 Xanthoangelol D (E)-1-[2-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-4-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1711961 11302670 C21H22O5 354.15 -0.1695 3.22 3.19 2 3 86.99 12 2 26 0 InChI=1S/C21H22O5/c1-13(2)19(24)12-17-20(26-3)11-9-16(21(17)25)18(23)10-6-14-4-7-15(22)8-5-14/h4-11,19,22,24-25H,1,12H2,2-3H3/b10-6+ YSOKENZJQWPLRA-UXBLZVDNSA-N COc1ccc(c(c1CC(C(=C)C)O)O)C(=O)/C=C/c1ccc(cc1)O NPC274109 Xanthoangelol F (E)-1-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1722838 6479088 C26H30O4 406.21 2.2345 3.88 6.575 1 2 66.76 15 2 30 1 InChI=1S/C26H30O4/c1-18(2)6-5-7-19(3)8-14-23-25(30-4)17-15-22(26(23)29)24(28)16-11-20-9-12-21(27)13-10-20/h6,8-13,15-17,27,29H,5,7,14H2,1-4H3/b16-11+,19-8+ XBFSDEKOTLYPJU-SXZUIPJJSA-N COc1ccc(c(c1C/C=C(/CCC=C(C)C)\C)O)C(=O)/C=C/c1ccc(cc1)O NPC470211 Xanthoangelol G (E)-1-[2-hydroxy-3-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]-4-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1823414 42607536 C26H30O5 422.21 0.7779 3.77 4.59 2 3 86.99 16 2 31 0 InChI=1S/C26H30O5/c1-17(2)23(28)14-6-18(3)5-12-22-25(31-4)16-13-21(26(22)30)24(29)15-9-19-7-10-20(27)11-8-19/h5,7-11,13,15-16,23,27-28,30H,1,6,12,14H2,2-4H3/b15-9+,18-5+ NYGYGFOLOACYGB-NKUGMWFWSA-N COc1ccc(c(c1C/C=C(/CCC(C(=C)C)O)\C)O)C(=O)/C=C/c1ccc(cc1)O NPC245760 Xanthochymol CHEMBL510949 NA C38H50O6 602.36 4.3237 4.98 9.685 4 3 111.9 23 3 44 2 InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h12,14,16-17,19,27-28,39-40,42H,1,7,11,13,15,18,20-21H2,2-6,8-10H3/t27-,28+,37+,38-/m1/s1 ZLMZRAYSIVLUPA-AKAMJVKKSA-N CC(=CC[C@@]12C(=O)C(=C([C@](C1=O)(C[C@H](C(=C)C)CCC(=C)C)C[C@@H](C2(C)C)CC=C(C)C)O)C(=O)c1ccc(c(c1)O)O)C NPC66349 Xanthogalenol (E)-1-[2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL466334 14309735 C21H22O5 354.15 0.542 3.22 4.219 1 3 86.99 12 2 26 0 InChI=1S/C21H22O5/c1-13(2)4-10-16-19(26-3)12-18(24)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ ALGFNVZQNNGHPA-YRNVUSSQSA-N COc1cc(O)c(c(c1CC=C(C)C)O)C(=O)/C=C/c1ccc(cc1)O NPC249606 Xanthohumol (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL253896 639665 C21H22O5 354.15 0.542 3.22 3.79 1 3 86.99 12 2 26 0 InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ ORXQGKIUCDPEAJ-YRNVUSSQSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C NPC263384 Xanthohumol B (E)-1-(3,5-dihydroxy-7-methoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL520430 9799506 C21H22O6 370.14 -0.8834 3.11 2.881 2 3 96.22 10 3 27 0 InChI=1S/C21H22O6/c1-21(2)18(24)10-14-16(27-21)11-17(26-3)19(20(14)25)15(23)9-6-12-4-7-13(22)8-5-12/h4-9,11,18,22,24-25H,10H2,1-3H3/b9-6+ GUQGMEWOCKDLDE-RMKNXTFCSA-N COc1cc2OC(C)(C)C(Cc2c(c1C(=O)/C=C/c1ccc(cc1)O)O)O NPC226636 Xanthohumol C (E)-1-(5-hydroxy-7-methoxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL479351 10338075 C21H20O5 352.13 0.0327 3.22 3.72 1 2 75.99 9 3 26 0 InChI=1S/C21H20O5/c1-21(2)11-10-15-17(26-21)12-18(25-3)19(20(15)24)16(23)9-6-13-4-7-14(22)8-5-13/h4-12,22,24H,1-3H3/b9-6+ CVMUWVCGBFJJFI-RMKNXTFCSA-N COc1cc2OC(C)(C)C=Cc2c(c1C(=O)/C=C/c1ccc(cc1)O)O NPC321980 Xanthohumol D (E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL479500 10317069 C21H22O6 370.14 -0.6298 3.11 2.227 2 4 107.22 13 2 27 0 InChI=1S/C21H22O6/c1-12(2)17(24)10-15-18(25)11-19(27-3)20(21(15)26)16(23)9-6-13-4-7-14(22)8-5-13/h4-9,11,17,22,24-26H,1,10H2,2-3H3/b9-6+ IIWLGOCXDBSFCM-RMKNXTFCSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC(C(=C)C)O NPC21350 Xanthohumol H (E)-1-[2,4-dihydroxy-3-(3-hydroxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL470927 23250007 C21H24O6 372.16 -0.8836 3.11 2.893 2 4 107.22 14 2 27 0 InChI=1S/C21H24O6/c1-21(2,26)11-10-15-17(24)12-18(27-3)19(20(15)25)16(23)9-6-13-4-7-14(22)8-5-13/h4-9,12,22,24-26H,10-11H2,1-3H3/b9-6+ HGZMVLUPBGGJMI-RMKNXTFCSA-N COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CCC(O)(C)C NPC21305 Xanthokeismins A (E)-1-[2,4-dihydroxy-3-[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dienyl]phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL503569 24970763 C25H28O5 408.19 0.8746 3.66 4.58 2 4 97.99 15 2 30 0 InChI=1S/C25H28O5/c1-17(5-4-16-25(2,3)30)6-12-20-23(28)15-13-21(24(20)29)22(27)14-9-18-7-10-19(26)11-8-18/h4,6-11,13-16,26,28-30H,5,12H2,1-3H3/b14-9+,16-4+,17-6+ QJCKCZSARZRFFO-OILXWVNISA-N C/C(=C\Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/C/C=C/C(O)(C)C NPC474772 Xanthokeismins B (E)-1-[(2S,3S)-2-[(E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3,4-dihydroxy-2,3-dihydro-1-benzofuran-5-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL482098 24970765 C25H28O7 440.18 -1.1802 3.44 2.986 4 5 127.45 15 3 32 0 InChI=1S/C25H28O7/c1-24(2,30)13-4-14-25(3,31)23-22(29)20-19(32-23)12-10-17(21(20)28)18(27)11-7-15-5-8-16(26)9-6-15/h4-13,22-23,26,28-31H,14H2,1-3H3/b11-7+,13-4+/t22-,23-,25?/m0/s1 SWONFSQDRVSFHS-VIUSQTLFSA-N Oc1ccc(cc1)/C=C/C(=O)c1ccc2c(c1O)[C@H](O)[C@H](O2)C(C/C=C/C(O)(C)C)(O)C NPC474744 Xanthokeismins C (E)-1-[(2S,3S)-2-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-3,4-dihydroxy-2,3-dihydro-1-benzofuran-5-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL481120 24970764 C25H28O7 440.18 -1.2334 3.44 2.877 4 5 127.45 15 3 32 0 InChI=1S/C25H28O7/c1-14(2)18(27)12-13-25(3,31)24-23(30)21-20(32-24)11-9-17(22(21)29)19(28)10-6-15-4-7-16(26)8-5-15/h4-11,18,23-24,26-27,29-31H,1,12-13H2,2-3H3/b10-6+/t18?,23-,24-,25?/m0/s1 QVZYQQARMOXBPW-IRTNKAGMSA-N CC(=C)C(CCC([C@H]1Oc2c([C@@H]1O)c(O)c(cc2)C(=O)/C=C/c1ccc(cc1)O)(O)C)O NPC470210 Xanthokeistal A (E)-1-[3-[(E)-6,6-dimethoxy-3-methylhex-2-enyl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one CHEMBL1823413 56666829 C24H28O6 412.19 -0.2452 3.44 4.005 3 3 96.22 16 2 30 0 InChI=1S/C24H28O6/c1-16(5-15-23(29-2)30-3)4-11-19-22(27)14-12-20(24(19)28)21(26)13-8-17-6-9-18(25)10-7-17/h4,6-10,12-14,23,25,27-28H,5,11,15H2,1-3H3/b13-8+,16-4+ ADTPLEJVNULKHA-BJRVJWNUSA-N COC(CC/C(=C/Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/C)OC NPC231018 Xanthomicrol 5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxychromen-4-one CHEMBL476121 73207 C18H16O7 344.09 -1.5796 2.67 1.198 1 2 94.45 9 3 25 0 InChI=1S/C18H16O7/c1-22-16-14(21)13-11(20)8-12(9-4-6-10(19)7-5-9)25-15(13)17(23-2)18(16)24-3/h4-8,19,21H,1-3H3 SAMBWAJRKKEEOR-UHFFFAOYSA-N COc1c(OC)c(OC)c(c2c1oc(cc2=O)c1ccc(cc1)O)O NPC35744 Xanthone xanthen-9-one CHEMBL186784 7020 C13H8O2 196.05 -0.4179 2.67 3.925 1 0 26.3 0 3 15 0 InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H JNELGWHKGNBSMD-UHFFFAOYSA-N O=c1c2ccccc2oc2c1cccc2 NPC44437 Xanthopurpurin 1,3-dihydroxyanthracene-9,10-dione CHEMBL372711 196978 C14H8O4 240.04 -1.4482 2.56 1.726 2 2 74.6 2 3 18 0 InChI=1S/C14H8O4/c15-7-5-10-12(11(16)6-7)14(18)9-4-2-1-3-8(9)13(10)17/h1-6,15-16H WPWWKBNOXTZDQJ-UHFFFAOYSA-N Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)cccc1 NPC15819 Xanthotoxol 9-hydroxyfuro[3,2-g]chromen-7-one CHEMBL1192 65090 C11H6O4 202.03 -0.3444 2.23 1.171 1 1 59.67 1 3 15 0 InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H JWVYQQGERKEAHW-UHFFFAOYSA-N O=c1ccc2c(o1)c(O)c1c(c2)cco1 NPC154176 Xanthoxyletin 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one CHEMBL501358 66548 C15H14O4 258.09 1.126 2.67 2.488 1 0 44.76 4 3 19 0 InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3 JSJIIHRNDMLJGK-UHFFFAOYSA-N COc1c2C=CC(Oc2cc2c1ccc(=O)o2)(C)C NPC305518 Xanthoxylin 1-(2-hydroxy-4,6-dimethoxyphenyl)ethanone CHEMBL450288 66654 C10H12O4 196.07 -0.8178 2.12 0.876 1 1 55.76 7 1 14 0 InChI=1S/C10H12O4/c1-6(11)10-8(12)4-7(13-2)5-9(10)14-3/h4-5,12H,1-3H3 FBUBVLUPUDBFME-UHFFFAOYSA-N COc1cc(OC)cc(c1C(=O)C)O NPC257188 Xanthyletin 2,2-dimethylpyrano[3,2-g]chromen-8-one CHEMBL303846 65188 C14H12O3 228.08 1.1778 2.67 2.932 1 0 35.53 2 3 17 0 InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3 QOTBQNVNUBKJMS-UHFFFAOYSA-N CC1(C)C=Cc2c(O1)cc1c(c2)ccc(=O)o1 NPC12175 Xenognosin B 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)chromen-4-one CHEMBL253514 5280551 C16H12O5 284.07 -1.6391 2.67 2.031 1 2 75.99 5 3 21 0 InChI=1S/C16H12O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-8,17-18H,1H3 XKHHKXCBFHUOHM-UHFFFAOYSA-N COc1ccc(c(c1)O)c1coc2c(c1=O)ccc(c2)O NPC69271 Xerantolide (3aS,5S,5aS,9aR)-5,8-dimethyl-1-methylidene-4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione CHEMBL407710 442337 C15H18O3 246.13 1.2298 2.78 1.014 3 0 43.37 2 3 18 0 InChI=1S/C15H18O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h7,10,12,14H,3-6H2,1-2H3/t7-,10-,12+,14-/m0/s1 UQNONRHPSCIIJO-BNYHBGRESA-N C[C@H]1C[C@@H]2OC(=O)C(=C)[C@H]2CC2=C(C(=O)C[C@@H]12)C NPC78836 Xerophilusin A CHEMBL404203 44445773 C22H28O7 404.18 -1.3618 3.11 1.682 7 2 102.29 7 3 29 0 InChI=1S/C22H28O7/c1-9-11-8-12(27-10(2)23)13-20-7-5-6-19(3,4)14(20)16(25)22(26)21(13,15(9)24)17(11)28-18(20)29-22/h11-14,16-18,25-26H,1,5-8H2,2-4H3/t11-,12-,13-,14+,16-,17+,18-,20+,21-,22-/m0/s1 AFBNZCDGSSSCST-LKXIHEMSSA-N CC(=O)O[C@H]1C[C@H]2C(=C)C(=O)[C@@]34[C@@H]1[C@@]15CCCC([C@H]5[C@@H]([C@@]4(O[C@@H]1O[C@H]23)O)O)(C)C NPC157929 Xerophilusin B CHEMBL400341 44445767 C20H26O5 346.18 -0.9746 3.11 2.183 5 2 75.99 4 3 25 0 InChI=1S/C20H26O5/c1-9-10-5-6-11-18-8-4-7-17(2,3)12(18)14(22)20(23)19(11,13(9)21)15(10)24-16(18)25-20/h10-12,14-16,22-23H,1,4-8H2,2-3H3/t10-,11-,12+,14-,15+,16-,18+,19-,20-/m0/s1 ZKUQCTVJZQFAKY-KZAJDCQMSA-N C=C1[C@@H]2CC[C@@H]3[C@]4(C1=O)[C@@H]2O[C@@H]1[C@@]23CCCC([C@H]2[C@@H]([C@]4(O)O1)O)(C)C NPC145625 Xerophilusin D CHEMBL252120 44445775 C20H26O6 362.17 -2.0653 3 0.418 6 3 96.22 4 4 26 0 InChI=1S/C20H26O6/c1-9-10-4-5-11-18-7-3-6-17(2)8-25-16(18)26-20(24,15(23)12(17)18)19(11,13(9)21)14(10)22/h10-12,14-16,22-24H,1,3-8H2,2H3/t10-,11-,12+,14+,15-,16-,17-,18+,19-,20-/m0/s1 AEKXPCBWZDPSDU-ODPFNFGWSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)O[C@H]2[C@@]43CCC[C@]([C@H]4[C@@H]1O)(CO2)C NPC300051 Xerophilusin F CHEMBL401393 44445779 C22H28O7 404.18 -2.2286 3.11 0.555 7 3 121.13 8 5 29 0 InChI=1S/C22H28O7/c1-9-11-8-12(29-10(2)23)13-20-7-5-6-19(3,4)14(20)17(26)22(28,18(20)27)21(13,15(9)24)16(11)25/h11-14,16,18,25,27-28H,1,5-8H2,2-4H3/t11-,12-,13-,14+,16+,18-,20+,21-,22-/m0/s1 MOEKVDYJSLTUSU-PYEDPNNMSA-N CC(=O)O[C@H]1C[C@H]2C(=C)C(=O)[C@@]3([C@@H]1[C@]14CCCC([C@H]1C(=O)[C@@]3([C@H]4O)O)(C)C)[C@@H]2O NPC307660 Xerophilusin I CHEMBL252924 11057179 C20H28O5 348.19 -1.1426 3.11 1.489 5 3 86.99 5 3 25 0 InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12+,13-,14-,16+,18-,19+,20+/m1/s1 PXLVZESUZUOWAJ-RYZOWSHUSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)[C@@]1(O)OC[C@@]23[C@H](O)CCC([C@H]2[C@@H]1O)(C)C NPC272472 Xerophilusin Ii CHEMBL401391 23626809 C20H26O6 362.17 -2.1478 3 0.602 6 3 111.9 6 4 26 0 InChI=1S/C20H26O6/c1-9-10-7-11(22)13-19(8-21)6-4-5-18(2,3)14(19)12(23)17(26)20(13,15(9)24)16(10)25/h8,10-14,16,22-23,25H,1,4-7H2,2-3H3/t10-,11-,12-,13-,14+,16+,19+,20-/m0/s1 FXRPURAFXBTHQC-IMRIKLNESA-N O=C[C@]12CCCC([C@H]2[C@@H](C(=O)[C@]23[C@H]1[C@@H](O)C[C@H]([C@H]2O)C(=C)C3=O)O)(C)C NPC132668 Xerophilusin J CHEMBL1802178 636910 C22H30O8 422.19 -1.9351 3 0.453 8 4 133.52 9 3 30 0 InChI=1S/C22H30O8/c1-9-11-5-6-12-20-13(29-10(2)23)7-8-19(3,4)14(20)17(26)22(28,30-18(20)27)21(12,15(9)24)16(11)25/h11-14,16-18,25-28H,1,5-8H2,2-4H3/t11-,12-,13-,14+,16+,17-,18+,20-,21-,22+/m0/s1 WASCTSNYBVCLTC-FTBLTNGBSA-N CC(=O)O[C@H]1CCC([C@@H]2[C@]31[C@H](O)O[C@]([C@H]2O)([C@]12[C@H]3CC[C@H]([C@H]1O)C(=C)C2=O)O)(C)C NPC29505 Xerophilusin K CHEMBL400256 10971529 C22H30O7 406.2 -1.7886 3.11 1.199 7 3 113.29 8 3 29 0 InChI=1S/C22H30O7/c1-10-12-8-13(29-11(2)23)14-20-7-5-6-19(3,4)15(20)18(26)22(27,28-9-20)21(14,16(10)24)17(12)25/h12-15,17-18,25-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,17+,18-,20+,21-,22-/m0/s1 PIEODUHIXJYOBG-VPKUEDJQSA-N CC(=O)O[C@H]1C[C@H]2C(=C)C(=O)[C@@]3([C@@H]1[C@@]14CCCC([C@H]4[C@@H]([C@@]3(OC1)O)O)(C)C)[C@@H]2O NPC473352 Xerophilusin N CHEMBL402260 44445776 C20H26O6 362.17 -1.35 3 1.195 6 3 104.06 5 3 26 0 InChI=1S/C20H26O6/c1-9-10-5-6-11-18-8-4-7-17(2,3)12(18)15(23)20(25,26-16(18)24)19(11,13(9)21)14(10)22/h10-12,14-15,22-23,25H,1,4-8H2,2-3H3/t10-,11-,12+,14+,15-,18+,19-,20-/m0/s1 CGLKYUSLUAHYRT-JKFOIHFYSA-N C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC(=O)[C@@]23CCCC([C@H]2[C@@H]1O)(C)C NPC473406 Xerophilusin X1 CHEMBL413042 23626973 C23H34O8 438.23 -2.4854 3.11 0.771 8 3 122.52 11 3 31 0 InChI=1S/C23H34O8/c1-11(24)31-14-8-12-13(9-29-4)18(26)22(17(12)25)15(14)21-7-5-6-20(2,3)16(21)19(27)23(22,28)30-10-21/h12-17,19,25,27-28H,5-10H2,1-4H3/t12-,13-,14-,15-,16+,17+,19-,21+,22+,23-/m0/s1 GRMLBPAIEMVEHI-WNMHGSSHSA-N COC[C@H]1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)C)OC(=O)C NPC473304 Xerophilusin Xii CHEMBL399080 44445751 C23H32O8 436.21 -1.7198 3.11 1.183 8 3 122.52 10 3 31 0 InChI=1S/C23H32O8/c1-10-12-9-13(30-11(2)24)14-21-8-6-7-20(3,4)15(21)18(27)23(28,31-19(21)29-5)22(14,16(10)25)17(12)26/h12-15,17-19,26-28H,1,6-9H2,2-5H3/t12-,13-,14-,15+,17+,18-,19-,21+,22-,23-/m0/s1 CWUBYYIFICODJA-DJZGZRMASA-N CO[C@H]1O[C@@]2(O)[C@H]([C@H]3[C@@]1(CCCC3(C)C)[C@H]1[C@]32C(=O)C(=C)[C@@H]([C@H]3O)C[C@@H]1OC(=O)C)O NPC60947 Xerophilusine I CHEMBL251919 23626808 C20H26O6 362.17 -2.1616 3 -0.021 6 3 111.9 6 4 26 0 InChI=1S/C20H26O6/c1-9-10-7-11(22)13-19(8-21)6-4-5-18(2,3)14(19)12(23)17(26)20(13,15(9)24)16(10)25/h8,10-11,13-14,16-17,22,25-26H,1,4-7H2,2-3H3/t10-,11-,13-,14+,16+,17-,19+,20-/m0/s1 CRZJSWRUECBJFZ-KLWBOKAJSA-N O=C[C@]12CCCC([C@H]2C(=O)[C@@H]([C@]23[C@H]1[C@@H](O)C[C@H]([C@H]2O)C(=C)C3=O)O)(C)C NPC469485 Xylogranatin C methyl 3-[(1R,6R)-4-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-2,2,6-trimethyl-5-oxocyclohex-3-en-1-yl]propanoate CHEMBL1080141 46878775 C30H36O10 556.23 0.5834 3.66 1.78 9 1 146.41 16 4 40 0 InChI=1S/C30H36O10/c1-16-20(7-8-23(33)37-6)28(3,4)14-19(25(16)35)27(39-17(2)31)30(36)21-13-24(34)40-26(18-10-12-38-15-18)29(21,5)11-9-22(30)32/h10,12-16,20,26-27,36H,7-9,11H2,1-6H3/t16-,20-,26+,27-,29-,30+/m1/s1 NASRTTMOGRRNNS-LUYHWAKQSA-N COC(=O)CC[C@@H]1[C@@H](C)C(=O)C(=CC1(C)C)[C@H]([C@@]1(O)C(=O)CC[C@@]2(C1=CC(=O)O[C@H]2c1cocc1)C)OC(=O)C NPC304659 Xylopine CHEMBL227689 44422616 C18H17NO3 295.12 -0.4957 3 2.369 1 1 39.72 2 5 22 0 InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m0/s1 RFWCCZDSXIZJMF-AWEZNQCLSA-N COc1ccc2c(c1)C[C@H]1c3c2c2OCOc2cc3CCN1 NPC474654 Yadanziolide A CHEMBL478566 44584514 C20H26O10 426.15 -3.5791 2.56 -1.196 10 6 173.98 9 5 30 1 InChI=1S/C20H26O10/c1-7-3-9(22)13(24)17(2)8(7)4-10-18-6-29-19(5-21,14(25)11(23)12(17)18)20(18,28)15(26)16(27)30-10/h3,8,10-15,21,23-26,28H,4-6H2,1-2H3/t8-,10+,11+,12+,13+,14-,15-,17-,18+,19-,20-/m0/s1 QXKKRGMRXXMDDP-MEBQBWJOSA-N OC[C@]12OC[C@]34[C@@]2(O)[C@@H](O)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)[C@H](O)C(=O)C=C2C NPC122033 Yadanziolide B CHEMBL1923105 11744055 C20H26O11 442.15 -4.3454 2.45 -2.226 11 7 194.21 10 5 31 2 InChI=1S/C20H26O11/c1-6-3-7(22)12(25)17(2)8(6)9(23)15-18-5-30-19(4-21,13(26)10(24)11(17)18)20(18,29)14(27)16(28)31-15/h3,8-15,21,23-27,29H,4-5H2,1-2H3/t8-,9-,10-,11-,12-,13+,14+,15-,17+,18+,19-,20+/m1/s1 QPBBQXZJTIVCTO-VWXLKGNHSA-N OC[C@@]12OC[C@]34[C@@]2(O)[C@@H](O)C(=O)O[C@@H]4[C@@H]([C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)[C@H](O)C(=O)C=C2C)O NPC49451 Yadanziolide C CHEMBL469501 44593590 C20H26O8 394.16 -1.98 2.78 -0.441 8 4 133.52 7 5 28 0 InChI=1S/C20H26O8/c1-7-4-9(21)15(24)18(2)8(7)5-10-20-6-27-19(3,16(25)11(22)13(18)20)14(20)12(23)17(26)28-10/h4,8,10-16,22-25H,5-6H2,1-3H3/t8-,10+,11+,12+,13+,14-,15+,16-,18-,19-,20+/m0/s1 KDVYRSSTPWSAJC-GGUABDNCSA-N O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H]([C@H]1O)[C@](C)(OC4)[C@H]([C@@H]3O)O)C)O)C NPC470776 Yadanzioside D CHEMBL2228445 76318697 C23H30O11 482.18 -2.0627 2.78 -0.655 11 4 169.05 12 5 34 1 InChI=1S/C23H30O11/c1-8-5-11(25)17(27)21(3)10(8)6-12-22-7-32-23(20(30)31-4,18(28)13(26)15(21)22)16(22)14(19(29)34-12)33-9(2)24/h5,10-18,25-28H,6-7H2,1-4H3/t10-,11-,12+,13+,14+,15+,16+,17+,18-,21-,22+,23+/m0/s1 TWCMVXMQHSVIOJ-VGYYKMHRSA-N COC(=O)[C@]12OC[C@]34[C@H]2[C@@H](OC(=O)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)[C@H](O)[C@@H](O)C=C2C NPC471089 Yadanzioside G CHEMBL2368538 73354401 C36H48O18 768.28 -2.7036 3.44 -0.671 18 6 271.34 24 6 54 3 InChI=1S/C36H48O18/c1-13(33(4,5)54-15(3)38)8-20(39)53-26-28-35-12-49-36(28,32(47)48-7)29(45)25(44)27(35)34(6)10-17(21(40)14(2)16(34)9-19(35)52-30(26)46)50-31-24(43)23(42)22(41)18(11-37)51-31/h8,10,14,16,18-19,22-29,31,37,41-45H,9,11-12H2,1-7H3/b13-8+/t14-,16-,18+,19+,22+,23-,24+,25+,26+,27+,28+,29-,31+,34-,35+,36+/m0/s1 YNYBTCKMNHXXGZ-FIHJRPEFSA-N OC[C@H]1O[C@@H](OC2=C[C@@]3(C)[C@H]([C@@H](C2=O)C)C[C@@H]2[C@@]45[C@@H]3[C@@H](O)[C@H](O)[C@@]([C@@H]5[C@H](C(=O)O2)OC(=O)/C=C(/C(OC(=O)C)(C)C)\C)(OC4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC87662 Yadanzioside I CHEMBL506706 10484290 C29H38O16 642.22 -3.9243 2.89 -1.714 16 6 245.04 17 6 45 2 InChI=1S/C29H38O16/c1-9-11-5-14-28-8-41-29(26(39)40-4,22(28)20(24(38)44-14)42-10(2)31)23(37)18(36)21(28)27(11,3)6-12(32)19(9)45-25-17(35)16(34)15(33)13(7-30)43-25/h11,13-18,20-23,25,30,33-37H,5-8H2,1-4H3/t11-,13+,14+,15+,16-,17+,18+,20+,21+,22+,23-,25-,27-,28+,29+/m0/s1 QVXFIBXCQCYPLP-WQZWDNGFSA-N OC[C@H]1O[C@@H](OC2=C(C)[C@H]3[C@@](CC2=O)(C)[C@H]2[C@@H](O)[C@H](O)[C@]4([C@H]5[C@@]2([C@@H](C3)OC(=O)[C@@H]5OC(=O)C)CO4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC251998 Yadanzioside L CHEMBL2367702 10032831 C34H46O17 726.27 -2.9929 3.33 -1.659 17 7 265.27 22 6 51 2 InChI=1S/C34H46O17/c1-12(31(3,4)45)7-18(37)50-24-26-33-11-47-34(26,30(44)46-6)27(42)22(41)25(33)32(5)9-15(36)23(13(2)14(32)8-17(33)49-28(24)43)51-29-21(40)20(39)19(38)16(10-35)48-29/h7,14,16-17,19-22,24-27,29,35,38-42,45H,8-11H2,1-6H3/b12-7+/t14-,16+,17+,19+,20-,21+,22+,24+,25+,26+,27-,29-,32-,33+,34+/m0/s1 VQXORSYVERYBCU-VHHACQDSSA-N OC[C@H]1O[C@@H](OC2=C(C)[C@H]3[C@@](CC2=O)(C)[C@H]2[C@@H](O)[C@H](O)[C@]4([C@H]5[C@@]2([C@@H](C3)OC(=O)[C@@H]5OC(=O)/C=C(/C(O)(C)C)\C)CO4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC102465 Yadanzioside-M CHEMBL2368274 21115200 C34H40O16 704.23 -4.024 3.44 1.28 16 6 245.04 17 7 50 2 InChI=1S/C34H40O16/c1-13-15-9-18-33-12-46-34(31(44)45-3,26(33)24(29(43)49-18)50-28(42)14-7-5-4-6-8-14)27(41)23(40)25(33)32(15,2)10-16(19(13)36)47-30-22(39)21(38)20(37)17(11-35)48-30/h4-8,10,13,15,17-18,20-27,30,35,37-41H,9,11-12H2,1-3H3/t13-,15-,17+,18+,20+,21-,22+,23+,24+,25+,26+,27-,30+,32-,33+,34-/m0/s1 QHFGKHHBXLUOJV-ROCAPRSOSA-N OC[C@H]1O[C@@H](OC2=C[C@@]3(C)[C@H]([C@@H](C2=O)C)C[C@@H]2[C@@]45[C@@H]3[C@@H](O)[C@H](O)[C@]([C@@H]5[C@H](C(=O)O2)OC(=O)c2ccccc2)(OC4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O NPC109637 Yangonin 4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-2-one CHEMBL1098658 5281575 C15H14O4 258.09 0.2084 2.67 3.379 3 0 44.76 6 2 19 0 InChI=1S/C15H14O4/c1-17-12-6-3-11(4-7-12)5-8-13-9-14(18-2)10-15(16)19-13/h3-10H,1-2H3/b8-5+ XLHIYUYCSMZCCC-VMPITWQZSA-N COc1ccc(cc1)/C=C/c1cc(OC)cc(=O)o1 NPC474470 Yemenine A CHEMBL469438 44559492 C18H19NO5 329.13 -1.149 2.78 0.699 4 1 68.23 4 5 24 0 InChI=1S/C18H19NO5/c1-10(20)24-12-2-3-18-13-6-15-14(22-9-23-15)4-11(13)7-19(8-17(18)21)16(18)5-12/h2-4,6,12,16-17,21H,5,7-9H2,1H3/t12-,16-,17-,18+/m0/s1 NWAYYOQRSAEORM-GYIHYUDTSA-N CC(=O)O[C@H]1C=C[C@@]23[C@H](C1)N(C[C@@H]2O)Cc1c3cc2OCOc2c1 NPC5173 Yinyanghuo A 5,7-dihydroxy-2-[8-(2-hydroxy-3-methylbut-3-enyl)-2,2-dimethylchromen-6-yl]chromen-4-one CHEMBL462969 5315393 C25H24O6 420.16 0.1892 3.55 2.874 2 3 96.22 10 4 31 0 InChI=1S/C25H24O6/c1-13(2)18(27)9-16-8-15(7-14-5-6-25(3,4)31-24(14)16)21-12-20(29)23-19(28)10-17(26)11-22(23)30-21/h5-8,10-12,18,26-28H,1,9H2,2-4H3 ZAUWPDSVLSOCDG-UHFFFAOYSA-N Oc1cc(O)c2c(c1)oc(cc2=O)c1cc(CC(C(=C)C)O)c2c(c1)C=CC(O2)(C)C NPC224714 Yinyanghuo B 5,7-dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]chromen-4-one CHEMBL457168 5315394 C25H26O6 422.17 0.6985 3.55 2.944 2 4 107.22 13 3 31 0 InChI=1S/C25H26O6/c1-13(2)5-6-15-7-16(8-17(25(15)30)9-19(27)14(3)4)22-12-21(29)24-20(28)10-18(26)11-23(24)31-22/h5,7-8,10-12,19,26-28,30H,3,6,9H2,1-2,4H3 FIZBURLMLRCZTA-UHFFFAOYSA-N CC(=CCc1cc(cc(c1O)CC(C(=C)C)O)c1cc(=O)c2c(o1)cc(cc2O)O)C NPC49196 Yohimbine methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate CHEMBL15245 8969 C21H26N2O3 354.19 -1.212 3.22 2.857 5 2 65.56 4 5 26 0 InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1 BLGXFZZNTVWLAY-SCYLSFHTSA-N COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1 NPC100017 Yuanhuadine CHEMBL1911631 6440572 C32H42O10 586.28 -0.6429 3.88 2.722 10 3 144.28 18 6 42 0 InChI=1S/C32H42O10/c1-7-8-9-10-11-12-13-14-29-40-26-22-25-28(16-33,39-25)27(36)30(37)21(15-18(4)23(30)35)32(22,42-29)19(5)24(38-20(6)34)31(26,41-29)17(2)3/h11-15,19,21-22,24-27,33,36-37H,2,7-10,16H2,1,3-6H3/b12-11+,14-13+/t19-,21-,22+,24-,25+,26-,27-,28+,29-,30-,31+,32+/m1/s1 NHELFTYSELEEFD-SVAWBNMMSA-N CCCCC/C=C/C=C/[C@@]12O[C@H]3[C@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)C NPC66193 Yuanhuaoate B CHEMBL2376823 73348816 C34H36O11 620.23 -1.7978 3.99 4.882 11 5 172.21 14 7 45 1 InChI=1S/C34H36O11/c1-17(2)32-26(42-28(38)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,41)29(39)30(40,16-35)25(37)23(33)27(32)43-34(44-32,45-33)21-13-9-6-10-14-21/h5-15,19,22-23,25-27,29,35,37,39-41H,1,16H2,2-4H3/t19-,22-,23+,25+,26-,27-,29-,30-,31-,32+,33+,34?/m1/s1 VVQJQELTMRCJIO-UTJZZAJOSA-N OC[C@@]1(O)[C@@H](O)[C@H]2[C@H]3OC4(O[C@]2([C@H]2[C@@]([C@@H]1O)(O)C(=O)C(=C2)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1 NPC251139 Yuanhuaoate E CHEMBL2376825 73348817 C37H46O11 666.3 -2.0983 4.32 4.684 11 5 183.35 22 5 48 2 InChI=1S/C37H46O11/c1-6-7-8-9-10-11-15-18-26(39)46-31-27-30-34(20-38,48-30)33(42)37(45)25(19-22(4)28(37)40)36(27,44)23(5)29(35(31,43)21(2)3)47-32(41)24-16-13-12-14-17-24/h10-19,23,25,27,29-31,33,38,42-45H,2,6-9,20H2,1,3-5H3/b11-10+,18-15+/t23-,25+,27+,29-,30+,31-,33-,34+,35+,36+,37-/m1/s1 CVBJNFGURGOCOF-INWCUTKTSA-N CCCCC/C=C/C=C/C(=O)O[C@@H]1[C@@H]2[C@@H]3O[C@]3(CO)[C@H]([C@]3([C@H]([C@@]2(O)[C@@H]([C@H]([C@@]1(O)C(=C)C)OC(=O)c1ccccc1)C)C=C(C3=O)C)O)O NPC186746 Yuanhuatin CHEMBL1096217 46886775 C34H38O10 606.25 -2.644 4.1 4.52 9 3 144.28 13 7 44 0 InChI=1S/C34H38O10/c1-18(2)33-26(42-29(37)21-11-7-5-8-12-21)20(4)34(43-22-13-9-6-10-14-22)23-15-19(3)25(36)32(23,39)30(38)31(16-35)27(44-31)24(34)28(33)40-17-41-33/h5-14,19-20,23-24,26-28,30,35,38-39H,1,15-17H2,2-4H3/t19?,20-,23-,24+,26-,27+,28-,30-,31+,32-,33+,34+/m1/s1 YIDJXVBIMGGUNX-DSFRSVAISA-N OC[C@]12O[C@H]1[C@H]1[C@H]3OCO[C@@]3(C(=C)C)[C@@H]([C@H]([C@@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(C1)C)Oc1ccccc1)C)OC(=O)c1ccccc1 NPC129827 Yuankanin 2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one CHEMBL3121247 157000 C27H30O14 578.16 -4.4591 2.89 -0.316 10 7 214.06 15 5 41 1 InChI=1S/C27H30O14/c1-36-13-6-17-20(14(29)8-16(39-17)11-2-4-12(28)5-3-11)18(7-13)40-27-25(35)23(33)22(32)19(41-27)10-38-26-24(34)21(31)15(30)9-37-26/h2-8,15,19,21-28,30-35H,9-10H2,1H3/t15-,19-,21+,22-,23+,24-,25-,26+,27-/m1/s1 ZKIXACXWZQFVAB-MUCJXJSVSA-N COc1cc(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)c2c(c1)oc(cc2=O)c1ccc(cc1)O NPC167891 Yuexiandajisu F (2R,3R,4bR,7R,8aR,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,3-diol CHEMBL3234207 90670331 C20H32O2 304.24 1.9371 3.44 5.559 2 2 40.46 7 3 22 1 InChI=1S/C20H32O2/c1-6-19(4)9-10-20(5)13(12-19)7-8-14-15(20)11-16(21)17(22)18(14,2)3/h6,11,13-14,16-17,21-22H,1,7-10,12H2,2-5H3/t13-,14-,16-,17+,19-,20-/m1/s1 FPJMLNAVZWUNGU-VRSGAVDSSA-N C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=C[C@@H](O)[C@@H](C1(C)C)O)C NPC290955 Yunnacoronarin D (4R,4aR,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-3-(hydroxymethyl)-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one CHEMBL511204 12187321 C20H26O3 314.19 0.6437 3.33 3.982 2 1 50.44 7 3 23 0 InChI=1S/C20H26O3/c1-19(2)8-4-9-20(3)16(6-5-14-7-10-23-13-14)15(12-21)11-17(22)18(19)20/h5-7,10-11,13,16,18,21H,4,8-9,12H2,1-3H3/b6-5+/t16-,18-,20+/m0/s1 WXFNTSIVLQOLIB-CMJFGQFFSA-N OCC1=CC(=O)[C@@H]2[C@]([C@H]1/C=C/c1cocc1)(C)CCCC2(C)C NPC37603 Yunnanxane CHEMBL245750 11226788 C31H46O9 562.31 1.1782 3.88 3.585 9 1 125.43 20 3 40 0 InChI=1S/C31H46O9/c1-15-13-23(40-29(36)16(2)18(4)32)27-28(39-21(7)35)26-17(3)22(37-19(5)33)11-12-31(26,10)14-24(38-20(6)34)25(15)30(27,8)9/h16,18,22-24,26-28,32H,3,11-14H2,1-2,4-10H3/t16?,18?,22-,23-,24-,26-,27-,28-,31-/m0/s1 FMPIEMVVEJGMCY-IRWPHOLZSA-N CC(=O)O[C@H]1[C@@H]2C(=C)[C@H](CC[C@@]2(C)C[C@@H](C2=C(C[C@@H]([C@@H]1C2(C)C)OC(=O)C(C(O)C)C)C)OC(=O)C)OC(=O)C NPC308197 Zanthosimuline 2,6-dimethyl-2-(4-methylpent-3-enyl)-3,4-dihydropyrano[3,2-c]quinolin-5-one CHEMBL512156 44559726 C20H25NO2 311.19 1.6788 3.33 4.976 3 0 29.54 7 3 23 0 InChI=1S/C20H25NO2/c1-14(2)8-7-12-20(3)13-11-16-18(23-20)15-9-5-6-10-17(15)21(4)19(16)22/h5-6,8-10H,7,11-13H2,1-4H3 CHEBZMPFNARXFP-UHFFFAOYSA-N CC(=CCCC1(C)CCc2c(O1)c1ccccc1n(c2=O)C)C NPC105137 Zanthpodocarpin B (6R,7S)-6-[(3R,3aR,6R,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-7a-[4-[(3R,3aS,6S,6aS)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-7-hydroxy-6,7-dihydro-1,3-benzodioxol-5-one CHEMBL1642567 50941633 C41H44O14 760.27 -4.1052 4.43 1.966 8 2 159.06 16 9 55 0 InChI=1S/C41H44O14/c1-45-29-9-6-21(12-32(29)47-3)38-25-17-52-39(26(25)18-51-38)35-28(43)14-34-41(40(35)44,54-19-53-34)55-30-10-7-22(13-33(30)48-4)37-24-16-49-36(23(24)15-50-37)20-5-8-27(42)31(11-20)46-2/h5-14,23-26,35-40,42,44H,15-19H2,1-4H3/t23-,24-,25+,26+,35+,36+,37-,38+,39-,40+,41?/m1/s1 RQIZMJRFMKUWCE-XBYYPRNESA-N COc1cc(ccc1OC12OCOC1=CC(=O)[C@H]([C@@H]2O)[C@@H]1OC[C@H]2[C@@H]1CO[C@H]2c1ccc(c(c1)OC)OC)[C@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc(c(c1)OC)O NPC214919 Zapotin 2-(2,6-dimethoxyphenyl)-5,6-dimethoxychromen-4-one CHEMBL375582 629965 C19H18O6 342.11 -0.7108 2.89 2.68 1 0 63.22 9 3 25 0 InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3 PBQMALAAFQMDSP-UHFFFAOYSA-N COc1cccc(c1c1cc(=O)c2c(o1)ccc(c2OC)OC)OC NPC203230 Z-Astringin (2S,3R,4S,5S,6R)-2-[3-[(Z)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL469920 16040016 C20H22O9 406.13 -3.1203 2.67 1.583 5 7 160.07 12 3 29 1 InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1-/t16-,17-,18+,19-,20-/m1/s1 PERPNFLGJXUDDW-BUFXCDORSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C\c3ccc(c(c3)O)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC30594 Z-Butylidenephthalide (3Z)-3-butylidene-2-benzofuran-1-one CHEMBL249592 642376 C12H12O2 188.08 -0.0512 2.56 4.128 2 0 26.3 3 2 14 0 InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8- WMBOCUXXNSOQHM-FLIBITNWSA-N CCC/C=C/1\OC(=O)c2c1cccc2 NPC37005 Zedoalactone A (3aR,5S,5aS,8S,8aS)-5,8-dihydroxy-1,5,8-trimethyl-4,5a,6,7,8a,9-hexahydro-3aH-azuleno[6,5-b]furan-2-one CHEMBL2386516 15226639 C15H22O4 266.15 0.4415 2.67 0.881 4 2 66.76 5 3 19 0 InChI=1S/C15H22O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h10-12,17-18H,4-7H2,1-3H3/t10-,11-,12+,14-,15-/m0/s1 BQDXDGDOYPUUOD-QIRZIZBZSA-N O=C1O[C@H]2C(=C1C)C[C@H]1[C@@H]([C@@](C2)(C)O)CC[C@]1(C)O NPC40821 Zedoalactone B (5R,5aR,8S,8aR)-5,5a,8-trihydroxy-1,5,8-trimethyl-6,7,8a,9-tetrahydroazuleno[6,5-b]furan-2-one CHEMBL2386514 15226640 C15H20O5 280.13 -0.1818 2.56 0.379 5 3 86.99 6 3 20 0 InChI=1S/C15H20O5/c1-8-9-6-11-13(2,17)4-5-15(11,19)14(3,18)7-10(9)20-12(8)16/h7,11,17-19H,4-6H2,1-3H3/t11-,13+,14-,15-/m1/s1 HPNXJLIPUVXDNH-FAAHXZRKSA-N CC1=C2C[C@@H]3[C@@](C)(O)CC[C@@]3([C@](C=C2OC1=O)(C)O)O NPC272293 Zedoalactone D (5S,5aR,8S,8aR)-5,5a,8-trihydroxy-1,5,8-trimethyl-6,7,8a,9-tetrahydroazuleno[6,5-b]furan-2-one CHEMBL2386515 44225284 C15H20O5 280.13 -0.1818 2.56 0.379 5 3 86.99 6 3 20 0 InChI=1S/C15H20O5/c1-8-9-6-11-13(2,17)4-5-15(11,19)14(3,18)7-10(9)20-12(8)16/h7,11,17-19H,4-6H2,1-3H3/t11-,13+,14+,15-/m1/s1 HPNXJLIPUVXDNH-UQOMUDLDSA-N CC1=C2C[C@@H]3[C@@](C)(O)CC[C@@]3([C@@](C=C2OC1=O)(C)O)O NPC290052 Zedoarolide B (3aS,5S,5aS,8S,8aS)-3a,5,8-trihydroxy-1,5,8-trimethyl-4,5a,6,7,8a,9-hexahydroazuleno[6,5-b]furan-2-one CHEMBL2386518 73353446 C15H22O5 282.15 0.0516 2.56 -0.004 5 3 86.99 6 3 20 0 InChI=1S/C15H22O5/c1-8-10-6-11-9(4-5-13(11,2)17)14(3,18)7-15(10,19)20-12(8)16/h9,11,17-19H,4-7H2,1-3H3/t9-,11-,13-,14-,15-/m0/s1 DXGIJGSOOPTGDC-LCLLMFOLSA-N O=C1O[C@@]2(C(=C1C)C[C@H]1[C@@H]([C@@](C2)(C)O)CC[C@]1(C)O)O NPC216921 Zerumbone (2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one CHEMBL245412 5470187 C15H22O 218.17 3.4791 3 4.143 1 0 17.07 4 1 16 0 InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8+,13-7+ GIHNTRQPEMKFKO-SKTNYSRSSA-N C/C/1=C\CC(C)(C)/C=C/C(=O)/C(=C/CC1)/C NPC294304 Zerumbone Epoxide (1R,4E,7E,11R)-3,3,7,11-tetramethyl-12-oxabicyclo[9.1.0]dodeca-4,7-dien-6-one CHEMBL512339 11368318 C15H22O2 234.16 2.4494 2.89 2.706 2 0 29.6 4 2 17 0 InChI=1S/C15H22O2/c1-11-6-5-8-15(4)13(17-15)10-14(2,3)9-7-12(11)16/h6-7,9,13H,5,8,10H2,1-4H3/b9-7+,11-6+/t13-,15-/m1/s1 UXYYOHOTPOQJPD-OEPOZYLCSA-N O=C1/C=C/C(C)(C)C[C@@H]2[C@@](CC/C=C/1\C)(O2)C NPC75485 Zerumin A (Z)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-formylpent-3-enoic acid CHEMBL2332435 11723433 C20H30O3 318.22 1.5285 3.33 6.228 3 1 54.37 9 2 23 1 InChI=1S/C20H30O3/c1-14-6-9-17-19(2,3)10-5-11-20(17,4)16(14)8-7-15(13-21)12-18(22)23/h7,13,16-17H,1,5-6,8-12H2,2-4H3,(H,22,23)/b15-7-/t16-,17-,20+/m0/s1 ZAWWSYIDZKWRAI-DTFKRFDDSA-N O=C/C(=C\C[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C)/CC(=O)O NPC250999 Zinc;1-Oxidopyridine-2-Thione zinc;1-oxidopyridine-2-thione CHEMBL3392049 3005837 2C5H4NOS.Zn 126 -0.2219 1.68 -0.298 0 0 58.39 1 1 8 0 InChI=1S/2C5H4NOS.Zn/c2*7-6-4-2-1-3-5(6)8;/h2*1-4H;/q2*-1;+2 PICXIOQBANWBIZ-UHFFFAOYSA-N S=c1ccccn1[O-].S=c1ccccn1[O-].[Zn+2] NPC85799 Z-Piceid (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol CHEMBL509386 10178463 C20H22O8 390.13 -2.66 2.78 2.328 5 6 139.84 11 3 28 1 InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1-/t16-,17-,18+,19-,20-/m1/s1 HSTZMXCBWJGKHG-BUFXCDORSA-N OC[C@H]1O[C@@H](Oc2cc(/C=C\c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O NPC308885 Zucapsaicin (Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide CHEMBL313971 1548942 C18H27NO3 305.2 -0.0512 3 4.651 2 2 62.05 14 1 22 0 InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6- YKPUWZUDDOIDPM-VURMDHGXSA-N COc1cc(CN=C(CCCC/C=C\C(C)C)O)ccc1O NPC255253 Zuclomiphene 2-[4-[(Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine CHEMBL167779 1548955 C26H28ClNO 405.19 1.2286 3.99 9.846 1 0 12.47 12 3 29 1 InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25- GKIRPKYJQBWNGO-QPLCGJKRSA-N CCN(CCOc1ccc(cc1)/C(=C(/c1ccccc1)\Cl)/c1ccccc1)CC