NPASS Compound

Natural Product: NPC253301

Natural Product ID	NPC253301
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OBNCZXYHSIJOME-POWBFILWSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal 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 139147 0 0 0 0 0 0 0 0999 V2000 14.4859 0.6342 -0.6454 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6303 0.0285 0.4484 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8063 -1.1159 -0.1324 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4583 -0.5831 -0.6339 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6644 -0.0357 0.5076 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6751 -1.0593 1.0181 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2430 -1.6709 2.2998 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5050 -0.2286 1.3968 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9949 1.2152 1.2185 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7519 2.0058 0.7948 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6372 1.0246 0.8166 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5475 1.2514 -0.1699 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8078 2.5180 0.1628 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5332 2.6930 -0.6190 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6340 1.5262 -0.3810 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2495 1.6746 -0.9200 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4952 0.4015 -0.6140 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1777 -0.6927 -1.4460 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4953 -0.9654 -0.7121 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3475 0.2815 -0.9046 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6594 0.3877 -2.3616 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5627 0.1087 -0.0322 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1835 -1.2403 -0.1839 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4157 -1.3947 0.6360 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3674 -0.2686 0.4201 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8233 -0.1459 -1.0101 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4578 -1.8624 -1.4599 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8409 0.4504 -0.9252 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6756 0.1917 0.1386 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6371 1.3311 0.3935 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9887 1.0494 -0.2278 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5829 -0.1337 0.5045 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4367 -1.0853 0.8155 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9060 -2.5158 0.9605 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7617 -3.2497 1.3452 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4367 -0.9663 -0.1473 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5848 -0.7525 -0.2165 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7578 -0.7250 0.5236 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.7868 0.1649 -0.1460 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.1694 -0.4872 -0.0710 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.9846 -1.8179 -0.8070 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0172 -2.6246 -0.0170 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2325 -3.4916 -0.9923 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3460 -2.7389 -1.7581 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2257 -1.9628 0.8646 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2222 -2.4494 -0.8129 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1272 0.2959 -0.6600 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.1270 0.5617 0.2653 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.2891 2.0379 0.5501 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.7984 2.3068 0.6020 C 0 0 2 0 0 0 0 0 0 0 0 0 -13.5060 1.1956 1.3503 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.1689 -0.1647 0.8151 C 0 0 1 0 0 0 0 0 0 0 0 0 -14.3738 -0.9043 0.2888 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.9401 -2.1126 -0.2527 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.3113 0.0395 -0.2894 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.1611 1.2379 2.7098 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.2386 2.3286 -0.7041 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.7174 2.3876 1.7885 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8479 1.4267 0.4045 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7468 0.6456 -1.5474 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7889 1.5078 1.7880 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7815 2.9456 -1.9484 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8975 1.0723 0.1828 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5645 0.3346 1.5242 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6123 1.0430 0.9762 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0317 0.3802 -1.6442 H 0 0 0 0 0 0 0 0 0 0 0 0 15.4808 0.1111 -0.6603 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6012 1.7250 -0.5064 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2254 -0.3026 1.3193 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5753 -1.8752 0.6526 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3175 -1.6363 -0.9486 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9310 -1.4983 -1.0314 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5810 0.1065 -1.4697 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4824 -1.8766 0.3268 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7232 -2.6419 2.1206 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3854 -1.8465 2.9882 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9006 -0.9415 2.8245 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1088 -0.3925 2.4042 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4395 1.6136 2.1378 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8999 2.5403 -0.1439 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5858 2.7726 1.5843 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1829 0.9123 1.8214 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9989 1.3106 -1.1773 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5945 2.5652 1.2353 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4809 3.3859 -0.0730 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0292 3.5967 -0.2011 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5457 1.3962 0.7273 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2279 1.9218 -2.0015 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7546 2.4887 -0.3920 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6635 0.1605 0.4566 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4237 -0.3405 -2.4520 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9915 -1.7690 -1.2990 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3311 -1.2077 0.3387 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6305 0.8159 -2.6051 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5777 -0.6276 -2.8504 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8918 1.0057 -2.9019 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1852 0.1718 1.0307 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4312 -1.9821 0.2183 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3111 -1.5509 -1.2558 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1178 -1.3870 1.7075 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8732 -2.3880 0.4554 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6396 -0.8244 -1.2688 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1043 0.8734 -1.3023 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9610 -0.4281 -1.6713 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2449 -1.8620 -2.1683 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0851 -0.0107 1.0782 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1640 2.2370 -0.0396 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6232 1.9432 -0.1748 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9233 0.2521 1.5043 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9614 -0.8198 1.7895 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6040 -2.5777 1.8198 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2793 -2.9599 0.0370 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1980 -3.2745 0.5197 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5280 -0.2067 1.4858 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5519 0.2372 -1.2281 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3522 -0.7497 0.9750 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6467 -1.6388 -1.8491 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6118 -3.3704 0.5924 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9072 -4.0081 -1.7040 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6655 -4.2856 -0.4580 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7215 -2.5016 -2.6408 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7028 -2.3892 -1.6535 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8799 0.0749 1.2160 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8106 2.6419 -0.2196 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9381 3.2474 1.1492 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.5870 1.3524 1.2395 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6847 -0.8277 1.5743 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.7820 -0.3020 -0.5475 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.1149 -1.1137 1.0723 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.0156 -2.3347 0.0055 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2589 0.2965 3.0497 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.5661 2.6609 -1.3541 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8403 2.8174 1.6919 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9157 1.7653 0.5345 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0947 1.2877 -1.9446 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0407 2.4526 2.0006 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9986 3.4301 -2.3441 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2564 1.6114 0.0941 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0977 1.7273 1.7135 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 6 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 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 6 18 27 1 0 17 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 33 36 1 0 32 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 42 45 1 0 41 46 1 0 40 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 52 55 1 0 51 56 1 0 50 57 1 0 49 58 1 0 39 59 1 0 31 60 1 0 30 61 1 0 14 62 1 0 9 63 1 0 5 64 1 1 64 65 1 0 65 2 1 0 63 5 1 0 25 8 1 0 36 29 1 0 45 38 1 0 55 48 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 66 1 0 1 67 1 0 1 68 1 0 2 69 1 1 3 70 1 0 3 71 1 0 4 72 1 0 4 73 1 0 6 74 1 6 7 75 1 0 7 76 1 0 7 77 1 0 8 78 1 1 9 79 1 1 10 80 1 0 10 81 1 0 11 82 1 1 12 83 1 6 13 84 1 0 13 85 1 0 14 86 1 1 15 87 1 1 16 88 1 0 16 89 1 0 17 90 1 1 18 91 1 6 19 92 1 0 19 93 1 0 21 94 1 0 21 95 1 0 21 96 1 0 22 97 1 1 23 98 1 0 23 99 1 0 24100 1 0 24101 1 0 26102 1 0 26103 1 0 26104 1 0 27105 1 0 29106 1 1 30107 1 6 31108 1 6 32109 1 1 33110 1 1 34111 1 0 34112 1 0 35113 1 0 38114 1 1 39115 1 6 40116 1 1 41117 1 6 42118 1 1 43119 1 0 43120 1 0 44121 1 0 46122 1 0 48123 1 1 49124 1 6 50125 1 1 51126 1 1 52127 1 1 53128 1 0 53129 1 0 54130 1 0 56131 1 0 57132 1 0 58133 1 0 59134 1 0 60135 1 0 61136 1 0 62137 1 0 65138 1 0 65139 1 0 M END

Standard InCHIKey	OBNCZXYHSIJOME-POWBFILWSA-N
Standard InCHI	InChI=1S/C45H74O20/c1-17-5-8-45(58-16-17)18(2)30-26(65-45)10-21-19-9-23(49)22-11-25(24(50)12-44(22,4)20(19)6-7-43(21,30)3)59-40-36(56)34(54)38(29(15-48)62-40)63-42-37(57)39(32(52)28(14-47)61-42)64-41-35(55)33(53)31(51)27(13-46)60-41/h17-42,46-57H,5-16H2,1-4H3/t17-,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+,43+,44-,45-/m1/s1
SMILES	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5C[C@H]([C@H]6C[C@H]([C@@H](C[C@]6(C)[C@H]5CC[C@]34C)O)O[C@H]3[C@@H]([C@H]([C@H]([C@@H](CO)O3)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O)O)O)O)O2)OC1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	934.48	Volume:	885.672 ? Van der Waals volume.
Dense:	1.055	LogP:	0.673 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.475 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.034 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	48.0
TPSA:	316.6 ? Topological Polar Surface Area.	H-Bond Acceptor:	20.0
H-Bond Donor:	12.0	Rings:	9.0
Heavy Atoms:	20.0

MedChem Properties

QED Drug-Likeness Score:	0.104	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.923	Fsp³:	1.0
MCE-18:	238.356 ? 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:	0.599	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.037 ? 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:	0.334	Promiscuous compounds:	0.011

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.475	MDCK Permeability:	-5.061
Pgp-inhibitor:	0.0	Pgp-substrate:	0.632
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):	0.514
20% Bioavailability (F20%):	0.748	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.006	MRP1:	0.034
Plasma Protein Binding (PPB):	44.068%	Volume Distribution (VD):	-0.48
Fu:	44.891% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.051
BSEP inhibitor:	0.001

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.018	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.051
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.639
HLM stability:	0.161 ? 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):

-0.17

Half-life (T1/2):

3.608

ADMET: Toxicity

hERG Blockers:	0.005	hERG Blockers (10um):	0.005
Human Hepatotoxicity (H-HT):	0.683	Drug-induced Liver Injury (DILI):	0.983
AMES Toxicity:	0.989	Rat Oral Acute Toxicity:	0.002
Maximum Recommended Daily Dose:	0.002	Skin Sensitization:	1.0
Carcinogencity:	0.089	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	1.0
Hematotoxicity:	0.628	Drug-induced Nephrotoxicity:	0.945
Genotoxicity:	0.003	RPMI-8226 Immunitoxicity:	0.304
A549 Cytotoxicity:	0.983	Hek293 Cytotoxicity:	0.939
BCF:	0.967 ? 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:	3.22 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.45 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.558 ? 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
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.indcrop.2020.113007]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.3923/pjbs.2013.1138.1144]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17262437]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18326559]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO10434	Rhodospirillum rubrum	Species	Rhodospirillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18826254]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Essential oil	n.a.	n.a.	PMID[23163425]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23865201]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	fruit	n.a.	PMID[24467533]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24467533]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	bulb	n.a.	PMID[24508058]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25650289]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	garlic skin	n.a.	n.a.	PMID[25726329]
NPO13017	Nauclea latifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31429278]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37241721]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8350088]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8146	Aniba megaphylla	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2055	Berberis integerrima	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11481	Elephantopus angustifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8817	Herbertus sakuraii	Species	Herbertaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9952	Isoplexis sceptrum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4177	Libocedrus decurrens	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1625	Ovibos moschatus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10434	Rhodospirillum rubrum	Species	Rhodospirillaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Bulb	n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2055	Berberis integerrima	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9952	Isoplexis sceptrum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2055	Berberis integerrima	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7103	Allium sativum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9952	Isoplexis sceptrum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2055	Berberis integerrima	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10434	Rhodospirillum rubrum	Species	Rhodospirillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8817	Herbertus sakuraii	Species	Herbertaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11481	Elephantopus angustifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1625	Ovibos moschatus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13017	Nauclea latifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3186	Loranthus parasiticus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8146	Aniba megaphylla	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4177	Libocedrus decurrens	Species	Cupressaceae	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 NPC253301 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	29365
0.1-0.2	17746
0.2-0.3	2336
0.3-0.4	227
0.4-0.5	92
0.5-0.6	67
0.6-0.7	20
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8222	Intermediate Similarity	NPC121453
0.7822	Intermediate Similarity	NPC473518
0.7103	Intermediate Similarity	NPC470862
0.7019	Intermediate Similarity	NPC184617
0.6944	Remote Similarity	NPC476112
0.6944	Remote Similarity	NPC307534
0.6792	Remote Similarity	NPC115165
0.6771	Remote Similarity	NPC234352
0.6667	Remote Similarity	NPC325828
0.6636	Remote Similarity	NPC83137
0.6577	Remote Similarity	NPC132080
0.6552	Remote Similarity	NPC210569
0.6408	Remote Similarity	NPC195297
0.6404	Remote Similarity	NPC470867
0.6364	Remote Similarity	NPC475625
0.6306	Remote Similarity	NPC232037
0.6263	Remote Similarity	NPC294686
0.625	Remote Similarity	NPC470864
0.6214	Remote Similarity	NPC107962
0.6179	Remote Similarity	NPC481190
0.6161	Remote Similarity	NPC232611
0.6075	Remote Similarity	NPC473601
0.6	Remote Similarity	NPC485595
0.6	Remote Similarity	NPC330026
0.5984	Remote Similarity	NPC263359
0.5983	Remote Similarity	NPC470866
0.598	Remote Similarity	NPC222731
0.5948	Remote Similarity	NPC31896
0.5946	Remote Similarity	NPC97700
0.5946	Remote Similarity	NPC30856
0.5865	Remote Similarity	NPC107188
0.5862	Remote Similarity	NPC480553
0.5854	Remote Similarity	NPC244431
0.5825	Remote Similarity	NPC250393
0.5789	Remote Similarity	NPC470861
0.5773	Remote Similarity	NPC277715
0.5769	Remote Similarity	NPC206003
0.5769	Remote Similarity	NPC473610
0.5741	Remote Similarity	NPC14704
0.5701	Remote Similarity	NPC6295
0.569	Remote Similarity	NPC480554
0.5676	Remote Similarity	NPC477809
0.5656	Remote Similarity	NPC220836
0.5631	Remote Similarity	NPC131693
0.5631	Remote Similarity	NPC475436
0.561	Remote Similarity	NPC79900
0.56	Remote Similarity	NPC24960
0.5593	Remote Similarity	NPC477811
0.5556	Remote Similarity	NPC470432
0.5556	Remote Similarity	NPC230507
0.5556	Remote Similarity	NPC92710
0.5534	Remote Similarity	NPC297348
0.5534	Remote Similarity	NPC249204
0.5534	Remote Similarity	NPC48339
0.5534	Remote Similarity	NPC141769
0.5534	Remote Similarity	NPC477547
0.549	Remote Similarity	NPC485594
0.5421	Remote Similarity	NPC54619
0.5421	Remote Similarity	NPC19400
0.541	Remote Similarity	NPC94086
0.541	Remote Similarity	NPC473817
0.5405	Remote Similarity	NPC475351
0.5385	Remote Similarity	NPC116756
0.5366	Remote Similarity	NPC480556
0.5315	Remote Similarity	NPC160426
0.5304	Remote Similarity	NPC151134
0.5288	Remote Similarity	NPC181845
0.5283	Remote Similarity	NPC477451
0.5278	Remote Similarity	NPC211354
0.5263	Remote Similarity	NPC92890
0.5254	Remote Similarity	NPC32361
0.5234	Remote Similarity	NPC305771
0.5234	Remote Similarity	NPC94072
0.5234	Remote Similarity	NPC169816
0.5217	Remote Similarity	NPC6806
0.52	Remote Similarity	NPC477807
0.5185	Remote Similarity	NPC329820
0.5175	Remote Similarity	NPC485603
0.5172	Remote Similarity	NPC480555
0.5172	Remote Similarity	NPC150372
0.5109	Remote Similarity	NPC273290
0.5109	Remote Similarity	NPC232044
0.5093	Remote Similarity	NPC312678
0.5093	Remote Similarity	NPC253268
0.5086	Remote Similarity	NPC300557
0.5082	Remote Similarity	NPC233433
0.505	Remote Similarity	NPC144790
0.505	Remote Similarity	NPC149400
0.5043	Remote Similarity	NPC128572
0.5042	Remote Similarity	NPC470863
0.5036	Remote Similarity	NPC481189

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC253301 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7887
0.1-0.2	1193
0.2-0.3	62
0.3-0.4	5
0.4-0.5	1
0.5-0.6	1
0.6-0.7	1
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
0.6667	Remote Similarity	NPD8171	Phase 2
0.5849	Remote Similarity	NPD8170	Phase 2

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