NPASS Compound

Natural Product: NPC271535

Natural Product ID	NPC271535
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	BNMGUJRJUUDLHW-CIZDPPTDSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	45356919
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 146153 0 0 0 0 0 0 0 0999 V2000 0.3702 -1.2554 -4.2114 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8389 -0.4600 -2.9861 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0063 0.9987 -3.2929 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2946 1.5932 -2.7883 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5741 1.1496 -1.3415 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9034 1.8062 -0.9938 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5272 1.2872 0.2703 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4990 -0.1978 0.3573 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5248 -0.6524 1.4329 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0649 -0.6956 -0.9860 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7889 -1.3568 -1.8423 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -1.7299 -1.5936 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7333 -0.8282 -0.4939 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1837 -0.9523 -0.1782 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6384 -2.2811 0.3055 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9371 -0.7290 -1.5046 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4059 -0.5989 -1.3077 C 0 0 2 0 0 0 0 0 0 0 0 0 10.8213 0.3932 -0.2800 C 0 0 1 0 0 0 0 0 0 0 0 0 9.9881 0.4246 0.9623 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5760 -0.4141 2.0326 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0972 1.8846 1.4586 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3980 2.2332 1.7271 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5280 0.2212 0.6740 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6573 0.4014 1.8783 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4153 -0.3823 1.9574 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8102 -0.8782 0.6720 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4088 -2.3432 0.9327 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3865 0.1617 3.0741 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1401 0.1338 0.0893 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9077 -0.1307 -2.5555 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6385 -0.3415 -1.3286 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2356 -0.9729 -2.6289 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1054 -2.4656 -2.4330 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5377 1.7348 -0.4458 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8436 2.4666 0.5405 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1731 1.5320 -0.6136 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8118 2.1001 0.2667 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5268 3.1739 -0.5017 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7248 2.7576 -1.2551 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4585 1.6066 -0.5298 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0128 1.5650 0.8500 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6092 0.7357 1.9066 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8682 0.7892 2.3031 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8859 0.3134 1.5712 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6474 -0.7989 2.3065 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9825 -0.2849 2.7935 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.8285 0.1243 1.5673 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.8527 0.6767 0.5252 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5016 1.6124 -0.4415 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1157 2.7011 0.1643 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8562 1.3066 1.2847 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4115 -1.0199 1.0678 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.7800 -0.9657 0.9984 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.2612 -1.0426 -0.4313 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.3328 -2.1379 -0.4790 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.3809 -1.7650 0.5419 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.7295 -1.7582 1.9102 C 0 0 2 0 0 0 0 0 0 0 0 0 -13.0169 -0.4464 2.6222 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3495 -1.9590 1.7947 O 0 0 0 0 0 0 0 0 0 0 0 0 -14.5017 -2.5833 0.4937 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.8752 -2.2268 -1.7597 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.8002 0.1810 -0.8540 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7125 0.8943 3.5007 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8864 -1.8871 1.4823 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6276 1.1522 0.7954 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8085 1.7284 -0.8068 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4583 2.3164 -2.5353 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7500 4.3129 0.2968 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0919 -2.2100 -3.9022 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1995 -1.5047 -4.8905 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4503 -0.6783 -4.7272 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1492 -0.7071 -2.1832 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1253 1.5499 -2.9707 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0373 1.0753 -4.4166 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1359 2.7089 -2.7443 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1484 1.3189 -3.4019 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6847 2.8839 -0.8507 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5769 1.7163 -1.8689 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5354 1.7320 0.3319 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9574 1.7052 1.1251 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9834 -0.9252 2.3781 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8483 0.1992 1.6400 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8971 -1.4926 1.0937 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4255 -1.7027 -2.8018 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3702 -2.7965 -1.4314 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7740 -1.4747 -2.5281 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6200 0.2157 -0.9308 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7400 -2.3504 0.2371 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2869 -3.0340 -0.4609 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3390 -2.5970 1.2910 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5550 0.2007 -1.9405 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7728 -1.5932 -2.1882 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9536 -1.5577 -1.1700 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8455 1.4043 -0.7789 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6022 -0.7577 1.6996 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0405 -1.2995 2.3520 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8028 0.1451 2.9904 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4655 2.0837 2.3220 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7486 2.5826 0.6436 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6926 1.9388 2.6413 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2802 1.1134 0.0020 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3844 1.4955 2.0099 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6139 0.2450 2.4543 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5422 -1.2192 2.7095 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1349 -3.0614 0.5483 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4495 -2.6031 0.4261 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1930 -2.5086 2.0295 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0087 -0.5910 3.5540 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8098 0.5135 -0.5367 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8225 0.2139 -2.3392 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9286 -0.7055 -0.5577 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8607 -0.6866 -3.4970 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4969 -3.0509 -3.3095 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0643 -2.7903 -2.3177 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6163 -2.7936 -1.4803 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2224 2.6410 1.0480 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7830 3.5555 -1.2757 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4913 3.5785 -1.3389 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1406 0.6516 -1.0469 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0011 2.6337 1.2687 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9633 0.8165 2.8641 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4031 -0.3921 1.6622 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5594 -0.1735 0.6307 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0806 -1.1550 3.1929 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5411 -1.0136 3.3720 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5000 0.9237 1.8593 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3719 -0.1440 -0.0363 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1687 1.0747 -1.1453 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6882 2.0303 -1.0824 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5594 3.2067 -0.5790 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0834 0.0452 1.3901 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4378 -1.2766 -1.1493 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8441 -3.0748 -0.2000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.6897 -0.7059 0.3309 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.1358 -2.5673 2.5442 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.1198 0.3168 1.8051 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9169 -0.5257 3.2349 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1622 -0.1317 3.2427 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.2570 -2.0921 0.8913 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9064 -3.1742 -2.0042 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0432 0.0638 -1.8133 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4051 1.1496 4.1333 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9303 -2.7421 1.9808 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1596 1.0555 -1.4266 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3296 2.3556 -3.0322 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9091 4.7835 0.4160 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 1 8 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 1 14 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 1 19 21 1 0 21 22 1 0 19 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 1 24 28 1 0 18 29 1 0 17 30 1 0 10 31 1 0 31 32 1 0 32 33 1 0 5 34 1 1 34 35 2 0 34 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 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 47 48 1 0 48 49 1 0 49 50 1 0 48 51 1 0 47 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 57 59 1 0 56 60 1 0 55 61 1 0 54 62 1 0 46 63 1 0 45 64 1 0 41 65 1 0 40 66 1 0 39 67 1 0 38 68 1 0 32 2 1 0 65 37 1 0 31 5 1 0 51 44 1 0 59 53 1 0 26 8 1 0 26 13 1 0 23 14 1 0 1 69 1 0 1 70 1 0 1 71 1 0 2 72 1 1 3 73 1 0 3 74 1 0 4 75 1 0 4 76 1 0 6 77 1 0 6 78 1 0 7 79 1 0 7 80 1 0 9 81 1 0 9 82 1 0 9 83 1 0 11 84 1 0 12 85 1 0 12 86 1 0 13 87 1 6 15 88 1 0 15 89 1 0 15 90 1 0 16 91 1 0 16 92 1 0 17 93 1 1 18 94 1 6 20 95 1 0 20 96 1 0 20 97 1 0 21 98 1 0 21 99 1 0 22100 1 0 23101 1 6 24102 1 1 25103 1 0 25104 1 0 27105 1 0 27106 1 0 27107 1 0 28108 1 0 29109 1 0 30110 1 0 31111 1 1 32112 1 6 33113 1 0 33114 1 0 33115 1 0 37116 1 1 38117 1 6 39118 1 6 40119 1 6 41120 1 1 42121 1 0 42122 1 0 44123 1 6 45124 1 1 46125 1 1 47126 1 1 48127 1 6 49128 1 0 49129 1 0 50130 1 0 53131 1 1 54132 1 6 55133 1 1 56134 1 6 57135 1 1 58136 1 0 58137 1 0 58138 1 0 60139 1 0 61140 1 0 62141 1 0 63142 1 0 64143 1 0 66144 1 0 67145 1 0 68146 1 0 M END

Standard InCHIKey	BNMGUJRJUUDLHW-CIZDPPTDSA-N
Standard InCHI	InChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3/t19-,20+,21+,23-,24-,25-,26-,27-,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42+,44-,45+,46+,47-,48+/m1/s1
SMILES	C[C@@H]1CC[C@@]2(CC[C@@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@H]([C@@H]([C@@](C)(CO)[C@@H]5[C@@H](C[C@@]34C)O)O)O)[C@@H]2[C@H]1C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O[C@H]2[C@@H]([C@@H]([C@H]([C@H](C)O2)O)O)O)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	974.51	Volume:	940.844 ? Van der Waals volume.
Dense:	1.036	LogP:	0.759 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.621 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.099 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	45.0
TPSA:	335.44 ? Topological Polar Surface Area.	H-Bond Acceptor:	20.0
H-Bond Donor:	13.0	Rings:	8.0
Heavy Atoms:	20.0

MedChem Properties

QED Drug-Likeness Score:	0.087	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.626	Fsp³:	0.938
MCE-18:	176.172 ? 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:	0.682	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.107 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.164	Promiscuous compounds:	0.1

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.646	MDCK Permeability:	-4.89
Pgp-inhibitor:	0.0	Pgp-substrate:	0.953
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):	0.983
20% Bioavailability (F20%):	0.956	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.037	MRP1:	0.064
Plasma Protein Binding (PPB):	56.984%	Volume Distribution (VD):	-0.297
Fu:	26.234% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.001
BSEP inhibitor:	0.001

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:	0.0	CYP3A4-substrate:	0.002
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.9
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):

-0.139

Half-life (T1/2):

3.909

ADMET: Toxicity

hERG Blockers:	0.003	hERG Blockers (10um):	0.008
Human Hepatotoxicity (H-HT):	0.42	Drug-induced Liver Injury (DILI):	0.312
AMES Toxicity:	0.918	Rat Oral Acute Toxicity:	0.001
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.013	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.419	Drug-induced Nephrotoxicity:	0.972
Genotoxicity:	0.055	RPMI-8226 Immunitoxicity:	0.172
A549 Cytotoxicity:	0.594	Hek293 Cytotoxicity:	0.169
BCF:	0.905 ? 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:	3.309 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.703 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.754 ? 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
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 17560738]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11816-015-0350-y]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[17520525]
NPO15890	Cimicifuga foetida	Species	Ranunculaceae	Eukaryota	Roots	n.a.	n.a.	PMID[20121210]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22966846]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28558206]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32031796]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2727	Actaea simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15890	Cimicifuga foetida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2727	Actaea simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15890	Cimicifuga foetida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2727	Actaea simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2727	Actaea simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15890	Cimicifuga foetida	Species	Ranunculaceae	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

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

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 NPC271535 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	22749
0.1-0.2	22936
0.2-0.3	3221
0.3-0.4	740
0.4-0.5	148
0.5-0.6	49
0.6-0.7	6
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC601659
0.8763	High Similarity	NPC134835
0.7941	Intermediate Similarity	NPC73318
0.79	Intermediate Similarity	NPC101744
0.6422	Remote Similarity	NPC102439
0.64	Remote Similarity	NPC110139
0.64	Remote Similarity	NPC108709
0.633	Remote Similarity	NPC104071
0.6216	Remote Similarity	NPC148417
0.6087	Remote Similarity	NPC241909
0.5948	Remote Similarity	NPC295823
0.5948	Remote Similarity	NPC174720
0.5948	Remote Similarity	NPC475467
0.5882	Remote Similarity	NPC76972
0.5882	Remote Similarity	NPC469782
0.5882	Remote Similarity	NPC204414
0.5833	Remote Similarity	NPC192600
0.582	Remote Similarity	NPC100639
0.575	Remote Similarity	NPC60557
0.575	Remote Similarity	NPC67857
0.5738	Remote Similarity	NPC155410
0.5728	Remote Similarity	NPC199457
0.5656	Remote Similarity	NPC165204
0.561	Remote Similarity	NPC135904
0.5565	Remote Similarity	NPC475160
0.5565	Remote Similarity	NPC473714
0.5545	Remote Similarity	NPC179434
0.552	Remote Similarity	NPC488560
0.5426	Remote Similarity	NPC65105
0.5391	Remote Similarity	NPC110633
0.5385	Remote Similarity	NPC202828
0.5385	Remote Similarity	NPC119592
0.5351	Remote Similarity	NPC1876
0.5349	Remote Similarity	NPC258617
0.5344	Remote Similarity	NPC298034
0.5344	Remote Similarity	NPC71065
0.5333	Remote Similarity	NPC116794
0.5312	Remote Similarity	NPC476068
0.5308	Remote Similarity	NPC43550
0.5267	Remote Similarity	NPC136768
0.5267	Remote Similarity	NPC236638
0.5267	Remote Similarity	NPC294453
0.5267	Remote Similarity	NPC305981
0.5234	Remote Similarity	NPC481080
0.5227	Remote Similarity	NPC261506
0.5227	Remote Similarity	NPC4328
0.5214	Remote Similarity	NPC137414
0.5179	Remote Similarity	NPC29069
0.5122	Remote Similarity	NPC473826
0.5115	Remote Similarity	NPC41061
0.5115	Remote Similarity	NPC227551
0.5111	Remote Similarity	NPC250247
0.5093	Remote Similarity	NPC68419
0.5093	Remote Similarity	NPC64106
0.5083	Remote Similarity	NPC469822
0.5046	Remote Similarity	NPC271138
0.5046	Remote Similarity	NPC102914
0.5043	Remote Similarity	NPC473343
0.5041	Remote Similarity	NPC469821

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC271535 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7455
0.1-0.2	1645
0.2-0.3	46
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