NPASS Compound

Natural Product: NPC476777

Natural Product ID	NPC476777
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	theasaponins E1
IUPAC Name	(2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-acetyloxy-4-formyl-8-hydroxy-8a-(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-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms	Theasaponins E1
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44566256
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 176184 0 0 0 0 0 0 0 0999 V2000 12.8247 0.9212 -0.9145 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6277 -0.2983 -1.1263 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0632 -1.4662 -1.3754 C 0 0 0 0 0 0 0 0 0 0 0 0 13.9916 -2.6193 -1.5704 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6227 -1.6257 -1.4548 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1731 -2.7969 -1.6953 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6975 -0.6422 -1.2976 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2890 -0.7972 -1.3716 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7633 -0.5325 0.0067 C 0 0 1 0 0 0 0 0 0 0 0 0 7.3105 -0.4148 0.1248 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5637 -1.7023 0.0780 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0673 -1.5756 0.0744 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5161 -0.5721 -0.9277 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3238 0.6396 -0.7489 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7437 1.7866 -0.4558 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2976 2.0265 -0.2701 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6742 0.7194 0.1732 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0589 -0.4146 -0.7371 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3589 -0.2573 -2.0943 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8588 -0.1218 -1.9493 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5329 1.0174 -1.0217 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2068 0.9328 0.3124 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9808 2.3596 0.8620 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4466 2.6232 1.1490 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4575 1.9627 0.2217 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9185 1.4018 -1.0033 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7950 0.2162 -1.4400 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1579 2.3799 -2.1459 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1848 2.6787 -2.8579 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2991 1.1183 0.9723 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4334 1.6565 1.4266 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7879 1.0593 1.0917 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8715 -0.4255 1.4720 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6518 -0.7742 2.2540 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4465 0.3108 3.3019 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3561 1.5846 2.8440 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3381 -0.1409 4.1701 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3943 -1.3421 4.6044 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2583 0.6179 4.5497 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8601 -2.0040 2.9478 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1295 -1.1518 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1.4962 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.5355 3.8632 2.0714 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6630 4.7679 1.5997 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.9985 4.0784 1.8277 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.8143 2.8426 2.6720 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.8849 1.9574 2.3061 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1632 2.1076 2.7403 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1898 2.9835 3.1265 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6941 3.8375 0.6501 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5569 5.0298 0.2377 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4416 3.8452 3.4409 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5949 0.0399 1.3282 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5347 -1.7134 -0.1705 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8142 0.6415 -0.8308 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4076 0.7248 -2.1724 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6553 -0.0081 -2.4564 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4297 -0.9179 -3.6810 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7647 0.9355 -2.9838 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7144 -1.2372 -2.2772 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0607 -2.6360 -0.8141 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0265 0.1548 1.5321 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5381 -0.7489 2.4537 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3064 -1.4803 0.9201 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1917 -1.0592 1.9297 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4837 0.1596 1.9953 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7882 -1.9828 2.9133 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0360 0.8402 -0.1683 H 0 0 0 0 0 0 0 0 0 0 0 0 13.5136 1.7281 -0.5280 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4498 1.3572 -1.8844 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7314 -0.2157 -1.0743 H 0 0 0 0 0 0 0 0 0 0 0 0 13.5077 -3.5703 -1.2295 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9341 -2.4327 -1.0078 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1721 -2.7444 -2.6555 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1353 -1.8914 -1.5773 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2089 0.4678 0.3049 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7785 -2.1952 1.0885 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7616 -1.2245 1.0875 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6784 -2.5934 -0.0495 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 2.7068 -0.3227 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9206 2.4371 -1.1985 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1832 2.7173 0.6050 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0919 0.4916 1.1746 H 0 0 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5.7362 2.1304 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6217 4.7733 2.4239 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6443 3.1594 3.7489 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3906 1.6104 1.7818 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1164 1.3163 3.5189 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0456 2.4942 2.9200 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7109 2.9153 0.3502 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1530 4.4578 -0.2872 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5168 3.7448 3.7231 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1654 0.5794 2.2260 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4414 -0.5215 1.8360 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2055 -0.6180 1.0078 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4101 -1.7880 -0.2156 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8044 -2.5823 -0.8537 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9437 -2.0025 0.7955 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2131 1.5924 -0.3256 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6161 0.5017 -2.9414 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6128 1.8100 -2.4872 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9160 -1.8450 -3.3755 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8488 -0.4094 -4.4544 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4271 -1.2293 -4.0888 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5711 0.3034 -3.3902 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3008 1.6039 -3.7233 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0723 1.5478 -2.1065 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7686 -1.6055 -2.4218 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4947 -0.5877 -3.1350 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1606 -2.2076 -2.3051 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3483 -3.4868 -0.4425 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9623 0.2830 1.7199 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6090 1.1007 1.6379 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7680 -0.2599 3.2919 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3542 -1.4296 3.6766 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9867 -2.5287 3.4673 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4110 -2.7549 2.4168 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 3 5 1 0 5 6 2 0 5 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 6 26 28 1 0 28 29 2 0 25 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 35 37 1 0 37 38 2 0 37 39 1 0 34 40 1 0 33 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 45 48 1 0 44 49 1 0 43 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 54 57 1 0 53 58 1 0 52 59 1 0 32 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 65 67 1 0 67 68 1 0 64 69 1 0 63 70 1 0 62 71 1 0 22 72 1 1 18 73 1 1 14 74 1 0 74 75 1 0 75 76 1 0 76 77 1 0 76 78 1 0 13 79 1 6 11 80 1 0 10 81 1 1 81 82 1 0 9 83 1 0 83 84 1 0 84 85 2 0 84 86 1 0 76 8 1 0 74 10 1 0 18 13 1 0 22 17 1 0 26 21 1 0 36 31 1 0 47 42 1 0 56 51 1 0 66 61 1 0 1 87 1 0 1 88 1 0 1 89 1 0 2 90 1 0 4 91 1 0 4 92 1 0 4 93 1 0 8 94 1 6 9 95 1 1 11 96 1 1 12 97 1 0 12 98 1 0 15 99 1 0 16100 1 0 16101 1 0 17102 1 0 19103 1 0 19104 1 0 20105 1 0 20106 1 0 21107 1 0 23108 1 0 23109 1 0 24110 1 0 24111 1 0 25112 1 6 27113 1 0 27114 1 0 27115 1 0 28116 1 0 31117 1 1 32118 1 6 33119 1 1 34120 1 6 35121 1 1 39122 1 0 40123 1 0 42124 1 1 43125 1 1 44126 1 6 45127 1 6 46128 1 0 46129 1 0 48130 1 0 49131 1 0 51132 1 1 52133 1 6 53134 1 1 54135 1 6 55136 1 0 55137 1 0 57138 1 0 58139 1 0 59140 1 0 61141 1 6 62142 1 6 63143 1 1 64144 1 1 65145 1 1 67146 1 0 67147 1 0 68148 1 0 69149 1 0 70150 1 0 71151 1 0 72152 1 0 72153 1 0 72154 1 0 73155 1 0 73156 1 0 73157 1 0 74158 1 0 75159 1 0 75160 1 0 77161 1 0 77162 1 0 77163 1 0 78164 1 0 78165 1 0 78166 1 0 79167 1 0 79168 1 0 79169 1 0 80170 1 0 81171 1 0 81172 1 0 82173 1 0 86174 1 0 86175 1 0 86176 1 0 M END

Standard InCHIKey	WWVKOCDDDWJQLC-SEBBEXHUSA-N
Standard InCHI	InChI=1S/C59H90O27/c1-10-24(2)49(76)86-46-47(79-25(3)63)59(23-62)27(17-54(46,4)5)26-11-12-32-55(6)15-14-34(56(7,22-61)31(55)13-16-57(32,8)58(26,9)18-33(59)66)81-53-45(85-51-40(72)38(70)37(69)30(19-60)80-51)42(41(73)43(83-53)48(74)75)82-52-44(36(68)29(65)21-78-52)84-50-39(71)35(67)28(64)20-77-50/h10-11,22,27-47,50-53,60,62,64-73H,12-21,23H2,1-9H3,(H,74,75)/b24-10-/t27?,28-,29+,30-,31?,32?,33-,34+,35+,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47+,50+,51-,52+,53-,55+,56+,57-,58-,59+/m1/s1
SMILES	C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(CC[C@@H]([C@@]5(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C2CC1(C)C)C)O)CO)OC(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1230.57	Volume:	1173.529 ? Van der Waals volume.
Dense:	1.049	LogP:	0.797 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.72 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.085 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	55.0
TPSA:	423.57 ? Topological Polar Surface Area.	H-Bond Acceptor:	27.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	27.0

MedChem Properties

QED Drug-Likeness Score:	0.028	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.408	Fsp³:	0.864
MCE-18:	204.545 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.634	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.0 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.035 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.226	Promiscuous compounds:	0.074

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.26	MDCK Permeability:	-5.181
Pgp-inhibitor:	0.0	Pgp-substrate:	0.956
PAMPA:	1.0 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.91
20% Bioavailability (F20%):	0.998	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.783
Plasma Protein Binding (PPB):	59.985%	Volume Distribution (VD):	-0.484
Fu:	25.79% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.335	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.024	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.003
HLM stability:	0.001 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-0.324

Half-life (T1/2):

3.247

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	0.759	Drug-induced Liver Injury (DILI):	0.503
AMES Toxicity:	0.811	Rat Oral Acute Toxicity:	0.005
Maximum Recommended Daily Dose:	0.033	Skin Sensitization:	1.0
Carcinogencity:	0.039	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.399	Drug-induced Nephrotoxicity:	0.996
Genotoxicity:	0.985	RPMI-8226 Immunitoxicity:	0.189
A549 Cytotoxicity:	0.507	Hek293 Cytotoxicity:	0.368
BCF:	0.188 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.576 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.817 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.605 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 16712885]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.foodchem.2013.08.121]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[16180814]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	seeds	Shizuoka prefecture, Japan	n.a.	PMID[16499314]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21434603]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	flower	n.a.	PMID[21922925]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[21925888]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22377672]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265489]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaves	Bandung, West Java, Indonesia		PMID[23621359]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37255739]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
Inhibition	1

Activity Type	# Activity
Organism	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	71.4	%	PMID[16499314]

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC476777 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	22840
0.1-0.2	22839
0.2-0.3	3151
0.3-0.4	562
0.4-0.5	326
0.5-0.6	93
0.6-0.7	20
0.7-0.8	0
0.8-0.85	3
0.85-0.9	2
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9196	High Similarity	NPC476780
0.9123	High Similarity	NPC110700
0.9115	High Similarity	NPC271610
0.8707	High Similarity	NPC476779
0.8509	High Similarity	NPC602995
0.8305	Intermediate Similarity	NPC312650
0.822	Intermediate Similarity	NPC488308
0.8197	Intermediate Similarity	NPC476778
0.7917	Intermediate Similarity	NPC265841
0.7863	Intermediate Similarity	NPC284449
0.7833	Intermediate Similarity	NPC178264
0.7823	Intermediate Similarity	NPC488309
0.7769	Intermediate Similarity	NPC476774
0.7759	Intermediate Similarity	NPC25998
0.775	Intermediate Similarity	NPC192765
0.76	Intermediate Similarity	NPC476775
0.748	Intermediate Similarity	NPC279915
0.7373	Intermediate Similarity	NPC477195
0.7317	Intermediate Similarity	NPC329828
0.7287	Intermediate Similarity	NPC476776
0.7049	Intermediate Similarity	NPC478155
0.7049	Intermediate Similarity	NPC478154
0.704	Intermediate Similarity	NPC71391
0.6905	Remote Similarity	NPC82380
0.6905	Remote Similarity	NPC244296
0.6885	Remote Similarity	NPC107536
0.6885	Remote Similarity	NPC280029
0.6885	Remote Similarity	NPC9470
0.688	Remote Similarity	NPC283417
0.688	Remote Similarity	NPC200049
0.685	Remote Similarity	NPC470518
0.6694	Remote Similarity	NPC477191
0.6639	Remote Similarity	NPC477193
0.6585	Remote Similarity	NPC329976
0.6565	Remote Similarity	NPC484059
0.6565	Remote Similarity	NPC484060
0.6562	Remote Similarity	NPC46823
0.656	Remote Similarity	NPC609119
0.648	Remote Similarity	NPC477196
0.6129	Remote Similarity	NPC302887
0.6111	Remote Similarity	NPC160452
0.6074	Remote Similarity	NPC484833
0.6016	Remote Similarity	NPC44716
0.597	Remote Similarity	NPC484061
0.597	Remote Similarity	NPC484062
0.5969	Remote Similarity	NPC478152
0.5969	Remote Similarity	NPC478151
0.594	Remote Similarity	NPC277212
0.594	Remote Similarity	NPC30279
0.5896	Remote Similarity	NPC4749
0.5896	Remote Similarity	NPC478597
0.587	Remote Similarity	NPC302543
0.587	Remote Similarity	NPC11577
0.587	Remote Similarity	NPC141600
0.5859	Remote Similarity	NPC477077
0.5855	Remote Similarity	NPC485563
0.5814	Remote Similarity	NPC187290
0.5809	Remote Similarity	NPC478596
0.5806	Remote Similarity	NPC605226
0.5789	Remote Similarity	NPC478150
0.5786	Remote Similarity	NPC484063
0.5786	Remote Similarity	NPC484064
0.5769	Remote Similarity	NPC605294
0.5725	Remote Similarity	NPC472267
0.5725	Remote Similarity	NPC115656
0.5704	Remote Similarity	NPC252289
0.5704	Remote Similarity	NPC305793
0.563	Remote Similarity	NPC269484
0.563	Remote Similarity	NPC97918
0.562	Remote Similarity	NPC21691
0.5615	Remote Similarity	NPC477192
0.5588	Remote Similarity	NPC47995
0.5588	Remote Similarity	NPC473918
0.5578	Remote Similarity	NPC475368
0.5573	Remote Similarity	NPC477194
0.553	Remote Similarity	NPC477197
0.553	Remote Similarity	NPC606553
0.5504	Remote Similarity	NPC64715
0.5496	Remote Similarity	NPC187618
0.5462	Remote Similarity	NPC470914
0.5448	Remote Similarity	NPC252657
0.5448	Remote Similarity	NPC88311
0.5373	Remote Similarity	NPC470475
0.5349	Remote Similarity	NPC475591
0.5349	Remote Similarity	NPC236870
0.5338	Remote Similarity	NPC104137
0.5338	Remote Similarity	NPC207738
0.5338	Remote Similarity	NPC26626
0.5333	Remote Similarity	NPC610204
0.5312	Remote Similarity	NPC117714
0.5308	Remote Similarity	NPC470913
0.5303	Remote Similarity	NPC301449
0.5303	Remote Similarity	NPC218954
0.5303	Remote Similarity	NPC23275
0.5303	Remote Similarity	NPC601290
0.5299	Remote Similarity	NPC11242
0.529	Remote Similarity	NPC475140
0.527	Remote Similarity	NPC485562
0.5263	Remote Similarity	NPC477078
0.5221	Remote Similarity	NPC313110
0.5217	Remote Similarity	NPC603137
0.5214	Remote Similarity	NPC329923
0.5214	Remote Similarity	NPC475281
0.5211	Remote Similarity	NPC225791
0.5194	Remote Similarity	NPC30289
0.5182	Remote Similarity	NPC1314
0.5182	Remote Similarity	NPC478600
0.5182	Remote Similarity	NPC273878
0.5182	Remote Similarity	NPC478599
0.5175	Remote Similarity	NPC473160
0.5159	Remote Similarity	NPC59804
0.5156	Remote Similarity	NPC80843
0.5156	Remote Similarity	NPC22956
0.5154	Remote Similarity	NPC164389
0.5154	Remote Similarity	NPC232237
0.5152	Remote Similarity	NPC603832
0.5147	Remote Similarity	NPC475119
0.5141	Remote Similarity	NPC473452
0.5135	Remote Similarity	NPC489209
0.5128	Remote Similarity	NPC485564
0.5118	Remote Similarity	NPC127056
0.5111	Remote Similarity	NPC469947
0.5111	Remote Similarity	NPC480948
0.5106	Remote Similarity	NPC181066
0.5078	Remote Similarity	NPC603026
0.5076	Remote Similarity	NPC488517
0.5076	Remote Similarity	NPC611191
0.5075	Remote Similarity	NPC477076
0.5074	Remote Similarity	NPC480939
0.5074	Remote Similarity	NPC815
0.5039	Remote Similarity	NPC263756
0.5036	Remote Similarity	NPC288205
0.5036	Remote Similarity	NPC51465
0.5035	Remote Similarity	NPC286457
0.5034	Remote Similarity	NPC329657
0.5033	Remote Similarity	NPC489208

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC476777 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7043
0.1-0.2	2054
0.2-0.3	49
0.3-0.4	4
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data