NPASS Compound

Natural Product: NPC486128

Natural Product ID	NPC486128
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	NNTBXRNWTZPCPF-VORRAZASSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102341661
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

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 123130 0 0 0 0 0 0 0 0999 V2000 2.2901 0.9621 -0.5672 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8020 -0.3244 -1.1850 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3372 -1.5106 -0.3590 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3368 -2.6001 -0.5041 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0096 -2.1597 0.1005 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1990 -0.6661 -0.1246 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4331 -0.3602 -1.3290 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5550 -0.4645 -0.1726 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0428 0.4256 0.7561 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7054 1.5662 0.0537 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2048 1.6112 0.2664 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8146 0.2332 0.1219 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2597 -0.6859 1.1599 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2285 -0.9796 2.2830 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5350 -1.5098 1.7990 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0267 -0.8707 0.5184 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3186 0.3925 0.1738 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7724 0.8280 -1.2037 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9716 0.0450 -1.6974 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0683 -0.0467 -0.6589 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.1790 -0.8965 -1.2126 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6358 1.3079 -0.3091 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.9449 1.2390 1.1752 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8827 0.3163 1.7489 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5061 -0.6155 0.6195 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.1187 -1.8657 0.8658 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8150 1.6949 -1.1224 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.0229 1.9451 -0.6262 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8904 2.2871 -1.7365 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.1275 2.5870 -1.6316 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.1463 2.2276 -2.8899 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8419 1.8816 -2.5838 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9724 -0.2236 1.7587 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9860 -2.9229 -0.5027 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6486 -3.8018 0.0968 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6054 -4.8796 -0.7819 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5958 -1.8296 -0.8373 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5936 -1.5179 0.0807 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3686 -2.7120 0.5039 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3444 -2.3264 1.5697 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0532 -1.0627 1.2895 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4270 -0.0881 0.3625 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5173 0.6023 -0.5019 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5022 0.9513 0.3778 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6120 1.5715 -0.1418 C 0 0 1 0 0 0 0 0 0 0 0 0 9.8058 2.9708 0.3865 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0714 3.5747 -0.0775 C 0 0 2 0 0 0 0 0 0 0 0 0 12.0637 2.6923 -0.7323 C 0 0 1 0 0 0 0 0 0 0 0 0 11.7120 1.2523 -0.8554 C 0 0 1 0 0 0 0 0 0 0 0 0 12.9920 0.4413 -0.7449 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5541 0.6150 0.5325 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7787 0.8554 0.0925 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2626 3.1647 -2.0539 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7134 4.1460 1.0544 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7414 3.7757 -0.0759 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3818 -0.4856 -0.3962 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3531 -0.4147 2.5234 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2169 -3.3933 1.8505 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4851 -3.6176 1.1084 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6267 1.8084 -0.8361 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2860 1.1882 -0.9965 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4362 0.8673 0.5277 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2343 -0.3899 -2.2053 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4504 -1.1218 0.6751 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1248 -2.7604 -1.5835 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0466 -2.3348 1.1884 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3129 -0.0800 0.6600 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1724 0.7922 1.3486 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2978 2.5354 0.3635 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5613 1.5009 -1.0585 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6283 2.2435 -0.5457 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4951 2.0099 1.2425 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5694 -0.1163 -0.9230 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0543 -1.6704 0.6511 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7410 -1.7990 2.8897 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2821 -0.1210 2.9525 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4221 -2.6122 1.6309 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2773 -1.4202 2.6214 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -1.5813 -0.3175 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5180 1.2387 0.8672 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9502 1.9176 -1.2737 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9630 0.6201 -1.9600 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3674 0.6014 -2.5683 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7240 -0.9581 -2.0615 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9364 -1.2183 -2.2572 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2282 -1.8599 -0.6376 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1780 -0.4098 -1.1538 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8411 2.0518 -0.5158 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8976 2.2669 1.5742 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9148 0.8108 1.4169 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0733 0.9305 2.1323 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3129 -0.2574 2.5877 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3670 -1.9391 1.8258 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2693 1.8931 0.4227 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0873 2.6267 -2.9271 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6550 0.8863 -3.0753 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4819 -1.0881 2.2290 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1958 0.5352 2.5416 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0319 -2.7853 -1.4719 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8732 -5.7833 -0.1895 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5563 -5.0754 -1.1333 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -4.7873 -1.6133 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0797 -1.1005 0.9849 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8314 -3.2694 -0.3349 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7195 -2.1549 2.4990 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0728 -1.3199 0.8933 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0490 0.7782 0.9901 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7848 -0.1246 -1.2675 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1070 1.5037 -0.9779 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4860 1.6617 -1.2370 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7931 2.9023 1.4899 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8628 4.4808 -0.7232 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0919 2.7951 -0.2723 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2738 1.0167 -1.8642 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7280 0.8387 -1.4751 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7931 -0.6038 -0.9895 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2698 -0.1839 1.0496 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3155 2.4453 -2.7043 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2879 5.0189 1.2916 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0046 4.1107 -0.9702 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7355 -1.1424 3.1035 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6346 -3.6486 0.9775 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4630 -4.4917 0.6878 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 1 22 27 1 0 27 28 2 0 28 29 1 0 29 30 2 0 29 31 1 0 31 32 1 0 13 33 1 0 5 34 1 0 4 35 1 0 35 36 1 0 3 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 50 51 1 0 49 52 1 0 48 53 1 0 47 54 1 0 46 55 1 0 42 56 1 0 41 57 1 0 40 58 1 0 39 59 1 0 7 2 1 0 33 9 1 0 56 38 1 0 17 12 1 0 25 20 1 0 32 27 1 0 52 45 1 0 25 16 1 0 1 60 1 0 1 61 1 0 1 62 1 0 2 63 1 6 3 64 1 1 4 65 1 6 5 66 1 1 6 67 1 1 9 68 1 1 10 69 1 0 10 70 1 0 11 71 1 0 11 72 1 0 12 73 1 6 13 74 1 6 14 75 1 0 14 76 1 0 15 77 1 0 15 78 1 0 16 79 1 6 17 80 1 1 18 81 1 0 18 82 1 0 19 83 1 0 19 84 1 0 21 85 1 0 21 86 1 0 21 87 1 0 22 88 1 1 23 89 1 0 23 90 1 0 24 91 1 0 24 92 1 0 26 93 1 0 28 94 1 0 32 95 1 0 32 96 1 0 33 97 1 0 33 98 1 0 34 99 1 0 36100 1 0 36101 1 0 36102 1 0 38103 1 1 39104 1 6 40105 1 1 41106 1 6 42107 1 1 43108 1 0 43109 1 0 45110 1 6 46111 1 1 47112 1 6 48113 1 1 49114 1 6 50115 1 0 50116 1 0 51117 1 0 53118 1 0 54119 1 0 55120 1 0 57121 1 0 58122 1 0 59123 1 0 M END

Standard InCHIKey	NNTBXRNWTZPCPF-VORRAZASSA-N
Standard InCHI	InChI=1S/C41H64O18/c1-17-35(59-38-33(49)31(47)29(45)26(58-38)16-54-37-32(48)30(46)28(44)25(14-42)57-37)36(52-3)34(50)39(55-17)56-20-5-6-21-18(12-20)4-7-24-22(21)8-10-40(2)23(9-11-41(24,40)51)19-13-27(43)53-15-19/h13,17-18,20-26,28-39,42,44-51H,4-12,14-16H2,1-3H3/t17-,18+,20-,21-,22+,23+,24+,25+,26+,28+,29+,30-,31-,32+,33+,34-,35-,36-,37+,38-,39-,40+,41-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]1CC[C@H]2[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1)O)OC)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)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	844.41	Volume:	802.191 ? Van der Waals volume.
Dense:	1.053	LogP:	0.097 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.848 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.463 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	44.0
TPSA:	272.98 ? Topological Polar Surface Area.	H-Bond Acceptor:	18.0
H-Bond Donor:	9.0	Rings:	8.0
Heavy Atoms:	18.0

MedChem Properties

QED Drug-Likeness Score:	0.088	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.102	Fsp³:	0.927
MCE-18:	150.278 ? 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:	0.629	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? 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:	0.173	Promiscuous compounds:	0.284

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.309	MDCK Permeability:	-5.302
Pgp-inhibitor:	0.0	Pgp-substrate:	0.987
PAMPA:	0.994 ? 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):	0.433
20% Bioavailability (F20%):	0.109	30% Bioavailability (F30%):	0.967
50% Bioavailability (F50%):	0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.083
Plasma Protein Binding (PPB):	60.132%	Volume Distribution (VD):	-0.457
Fu:	35.105% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.029
BSEP inhibitor:	0.004

ADMET: Metabolism

CYP1A2-inhibitor:	0.02	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.116	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.999	CYP3A4-substrate:	0.993
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.017
HLM stability:	0.127 ? 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):

0.468

Half-life (T1/2):

4.37

ADMET: Toxicity

hERG Blockers:	0.036	hERG Blockers (10um):	0.09
Human Hepatotoxicity (H-HT):	0.619	Drug-induced Liver Injury (DILI):	0.959
AMES Toxicity:	0.99	Rat Oral Acute Toxicity:	0.217
Maximum Recommended Daily Dose:	0.967	Skin Sensitization:	1.0
Carcinogencity:	0.456	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.177
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.997
Hematotoxicity:	0.834	Drug-induced Nephrotoxicity:	0.986
Genotoxicity:	0.999	RPMI-8226 Immunitoxicity:	0.886
A549 Cytotoxicity:	0.887	Hek293 Cytotoxicity:	0.986
BCF:	0.758 ? 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:	3.196 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.418 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.634 ? 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
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26714048]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39027575]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8402	Thevetia peruviana	Species	Apocynaceae	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
IC50	4

Activity Type	# Activity
Cell line	1
Non-molecular	2
Others	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
NPT1312	Cell line	SW1990	Homo sapiens	IC50	=	3130.0	nM	PMID[26714048]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	>	10000.0	nM	PMID[26714048]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	8180.0	nM	PMID[26714048]
NPT27	Others	Unspecified	n.a.	IC50	>	10000.0	nM	PMID[26714048]

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 NPC486128 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	13274
0.1-0.2	31585
0.2-0.3	4077
0.3-0.4	737
0.4-0.5	82
0.5-0.6	51
0.6-0.7	33
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9294	High Similarity	NPC486127
0.7979	Intermediate Similarity	NPC486131
0.7812	Intermediate Similarity	NPC486144
0.7812	Intermediate Similarity	NPC486145
0.7812	Intermediate Similarity	NPC486147
0.7812	Intermediate Similarity	NPC486136
0.7812	Intermediate Similarity	NPC486148
0.75	Intermediate Similarity	NPC486133
0.734	Intermediate Similarity	NPC486130
0.7188	Intermediate Similarity	NPC486143
0.7188	Intermediate Similarity	NPC486135
0.7188	Intermediate Similarity	NPC486142
0.7188	Intermediate Similarity	NPC486137
0.7188	Intermediate Similarity	NPC486149
0.7184	Intermediate Similarity	NPC474423
0.7143	Intermediate Similarity	NPC486152
0.7113	Intermediate Similarity	NPC232785
0.7113	Intermediate Similarity	NPC486139
0.6907	Remote Similarity	NPC475629
0.69	Remote Similarity	NPC486132
0.6796	Remote Similarity	NPC475419
0.6771	Remote Similarity	NPC30483
0.6771	Remote Similarity	NPC470897
0.6731	Remote Similarity	NPC486134
0.6731	Remote Similarity	NPC486141
0.6667	Remote Similarity	NPC479360
0.6667	Remote Similarity	NPC479359
0.6667	Remote Similarity	NPC486150
0.6571	Remote Similarity	NPC486140
0.6571	Remote Similarity	NPC194716
0.6559	Remote Similarity	NPC486126
0.6476	Remote Similarity	NPC120390
0.6415	Remote Similarity	NPC474908
0.6296	Remote Similarity	NPC488945
0.6296	Remote Similarity	NPC488946
0.6286	Remote Similarity	NPC475590
0.6095	Remote Similarity	NPC479357
0.6078	Remote Similarity	NPC231518
0.6078	Remote Similarity	NPC488944
0.6058	Remote Similarity	NPC329986
0.6058	Remote Similarity	NPC140092
0.6058	Remote Similarity	NPC486146
0.6042	Remote Similarity	NPC5311
0.6042	Remote Similarity	NPC77299
0.6042	Remote Similarity	NPC480906
0.604	Remote Similarity	NPC236973
0.604	Remote Similarity	NPC32177
0.604	Remote Similarity	NPC469756
0.604	Remote Similarity	NPC275901
0.6	Remote Similarity	NPC486138
0.6	Remote Similarity	NPC276838
0.598	Remote Similarity	NPC188234
0.5979	Remote Similarity	NPC480914
0.5905	Remote Similarity	NPC146857
0.5825	Remote Similarity	NPC480910
0.5825	Remote Similarity	NPC32793
0.5825	Remote Similarity	NPC116075
0.5825	Remote Similarity	NPC480909
0.5773	Remote Similarity	NPC84987
0.5769	Remote Similarity	NPC610296
0.5743	Remote Similarity	NPC480907
0.5741	Remote Similarity	NPC488943
0.5741	Remote Similarity	NPC488942
0.5676	Remote Similarity	NPC329675
0.5673	Remote Similarity	NPC240070
0.5625	Remote Similarity	NPC329784
0.5586	Remote Similarity	NPC74259
0.5577	Remote Similarity	NPC292467
0.5566	Remote Similarity	NPC125077
0.5526	Remote Similarity	NPC488947
0.5524	Remote Similarity	NPC479353
0.5524	Remote Similarity	NPC479354
0.5514	Remote Similarity	NPC469749
0.55	Remote Similarity	NPC76572
0.55	Remote Similarity	NPC193382
0.5472	Remote Similarity	NPC264336
0.5472	Remote Similarity	NPC488941
0.5472	Remote Similarity	NPC488940
0.5455	Remote Similarity	NPC309034
0.5421	Remote Similarity	NPC59288
0.5377	Remote Similarity	NPC475556
0.5377	Remote Similarity	NPC311706
0.5354	Remote Similarity	NPC99620
0.5321	Remote Similarity	NPC247190
0.5248	Remote Similarity	NPC469750
0.5149	Remote Similarity	NPC196429
0.5133	Remote Similarity	NPC479358
0.5098	Remote Similarity	NPC157376
0.5098	Remote Similarity	NPC17896
0.5098	Remote Similarity	NPC469755
0.5098	Remote Similarity	NPC284406
0.5098	Remote Similarity	NPC197707
0.5098	Remote Similarity	NPC251866
0.5098	Remote Similarity	NPC142066
0.5098	Remote Similarity	NPC603972
0.5096	Remote Similarity	NPC305574
0.505	Remote Similarity	NPC99728
0.505	Remote Similarity	NPC87250
0.505	Remote Similarity	NPC244402
0.505	Remote Similarity	NPC50305
0.5049	Remote Similarity	NPC243196
0.5042	Remote Similarity	NPC286809

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC486128 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6021
0.1-0.2	3038
0.2-0.3	71
0.3-0.4	10
0.4-0.5	8
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
0.6078	Remote Similarity	NPD8033	Approved
0.5098	Remote Similarity	NPD7319	Approved

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