NPASS Compound

Natural Product: NPC488904

Natural Product ID	NPC488904
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	HHFVGDDLOBPLQQ-OEWLGVDYSA-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:0000279] Alkaloids and derivatives

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 113119 0 0 0 0 0 0 0 0999 V2000 5.4079 -1.7936 1.0506 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0415 -0.9113 -0.1983 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6100 -1.0920 -0.3699 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4242 -2.6393 -0.5930 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9404 -0.4838 -1.5462 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4408 0.2537 -2.4061 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6273 -0.7946 -1.6775 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6660 -0.4792 -2.6123 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3743 -1.6131 -2.4338 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5337 -1.7105 -0.9242 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0819 -0.4715 -0.3290 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5786 -0.4626 -0.5324 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1191 -1.6523 0.1023 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5227 -1.7885 0.0276 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1774 -0.8952 -0.5706 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2774 -2.9019 0.6014 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9098 -0.5009 1.1641 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1352 0.8399 1.8510 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7320 2.0306 1.0959 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2432 1.9504 -0.3790 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4099 0.8020 -0.8086 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0006 0.8279 -2.2534 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0506 1.2668 -3.2218 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0672 1.7263 -2.4573 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8296 1.0145 -0.1558 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7092 2.0172 0.7715 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1282 3.3916 0.3946 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6676 1.6835 1.9598 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8864 1.6184 1.2519 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0785 1.3495 1.7716 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2247 1.1235 2.9728 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3175 1.3077 0.9525 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0983 2.4579 1.1612 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2588 2.6417 0.4695 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6266 1.6700 -0.4252 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8645 0.6033 -0.5893 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6821 0.3603 0.0803 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9109 3.1851 -1.0131 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8834 4.0147 -1.5433 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0741 3.6018 -1.4235 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5757 5.2703 -2.1930 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6650 6.0109 -2.6803 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4967 7.2120 -3.3137 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2496 7.7481 -3.5013 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1670 7.0215 -3.0220 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3416 5.8019 -2.3793 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4988 0.9915 2.2225 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8574 1.0417 3.5463 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9990 0.9560 4.4540 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3160 1.2030 3.8552 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8765 -1.3393 1.7727 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5539 -2.3693 2.6377 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3277 -2.5715 2.8970 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5316 -3.2580 3.2879 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2616 -2.8651 -0.5943 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6621 -3.9708 -0.0062 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5484 -3.8714 0.2223 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3544 -5.1893 0.3400 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6881 -5.3823 0.0748 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3394 -6.5636 0.4246 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6485 -7.5725 1.0505 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3100 -7.3956 1.3237 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6826 -6.2093 0.9656 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5208 -1.3747 -3.1121 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3599 -1.4749 1.4741 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6092 -1.5670 1.7863 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3434 -2.8557 0.7995 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5545 -1.4416 -1.0719 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0560 -0.8546 0.5442 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2413 -3.0424 0.4160 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3724 -3.0364 -0.9746 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5730 -2.8244 -1.2518 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0214 -0.4631 -3.6607 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1947 -2.5115 -2.7794 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5015 -1.8682 -0.5528 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 -0.4932 -1.5464 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1035 0.3186 0.1001 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8225 -3.2901 1.5201 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3003 -2.5404 0.9043 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4771 -3.7156 -0.1318 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0764 -0.9111 1.4171 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5588 0.7859 2.7962 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1056 2.9466 1.5641 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3134 1.8737 -0.4366 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8694 2.3037 -3.6445 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0786 0.6455 -4.1652 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0735 1.3223 -2.8240 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7143 2.6227 -2.7103 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4101 3.5974 -0.6221 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0060 3.7941 1.0018 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3299 4.1519 0.6685 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4037 0.7740 2.4697 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6841 2.5232 2.6695 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7101 3.1470 1.9042 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8531 3.5392 0.6422 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5460 1.7830 -0.9962 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6681 5.6272 -2.5550 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3466 7.7728 -3.6844 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1547 8.6956 -4.0040 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8083 7.4435 -3.1702 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5229 5.2693 -2.0238 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8581 0.2918 3.5526 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6959 2.0791 3.2867 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4194 1.3371 4.9387 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4596 -2.6943 3.5906 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1122 -3.6358 4.2448 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8137 -4.1392 2.6853 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2137 -4.5818 -0.4241 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3876 -6.7199 0.2186 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1446 -8.5152 1.3358 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7917 -8.2054 1.8162 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3714 -6.0956 1.1921 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7687 -2.0405 -3.7977 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 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 1 12 13 1 0 13 14 1 0 14 15 2 0 14 16 1 0 11 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 22 24 1 1 21 25 1 1 25 26 1 0 26 27 1 0 26 28 1 0 28 29 1 0 29 30 1 0 30 31 2 0 30 32 1 0 32 33 2 0 33 34 1 0 34 35 2 0 35 36 1 0 36 37 2 0 20 38 1 0 38 39 1 0 39 40 2 0 39 41 1 0 41 42 2 0 42 43 1 0 43 44 2 0 44 45 1 0 45 46 2 0 18 47 1 0 47 48 1 0 48 49 2 0 48 50 1 0 17 51 1 0 51 52 1 0 52 53 2 0 52 54 1 0 10 55 1 0 55 56 1 0 56 57 2 0 56 58 1 0 58 59 2 0 59 60 1 0 60 61 2 0 61 62 1 0 62 63 2 0 9 64 1 0 37 2 1 0 46 41 1 0 63 58 1 0 22 8 1 0 37 32 1 0 21 11 1 0 26 19 1 0 1 65 1 0 1 66 1 0 1 67 1 0 2 68 1 0 3 69 1 0 4 70 1 0 4 71 1 0 4 72 1 0 8 73 1 6 9 74 1 6 10 75 1 1 12 76 1 0 12 77 1 0 16 78 1 0 16 79 1 0 16 80 1 0 17 81 1 6 18 82 1 1 19 83 1 1 20 84 1 1 23 85 1 0 23 86 1 0 23 87 1 0 24 88 1 0 27 89 1 0 27 90 1 0 27 91 1 0 28 92 1 0 28 93 1 0 33 94 1 0 34 95 1 0 35 96 1 0 42 97 1 0 43 98 1 0 44 99 1 0 45100 1 0 46101 1 0 50102 1 0 50103 1 0 50104 1 0 54105 1 0 54106 1 0 54107 1 0 59108 1 0 60109 1 0 61110 1 0 62111 1 0 63112 1 0 64113 1 0 M END

Standard InCHIKey	HHFVGDDLOBPLQQ-OEWLGVDYSA-N
Standard InCHI	InChI=1S/C46H49NO17/c1-23-24(2)39(52)62-36-33(51)37(63-41(54)29-17-12-9-13-18-29)45(22-57-25(3)48)38(60-27(5)50)34(59-26(4)49)31-35(61-40(53)28-15-10-8-11-16-28)46(45,44(36,7)56)64-43(31,6)21-58-42(55)30-19-14-20-47-32(23)30/h8-20,23-24,31,33-38,51,56H,21-22H2,1-7H3/t23?,24?,31-,33+,34-,35-,36+,37+,38-,43?,44+,45+,46+/m1/s1
SMILES	CC1C(C)C(=O)O[C@H]2[C@@H]([C@@H]([C@@]3(COC(=O)C)[C@@H]([C@@H]([C@@H]4[C@H]([C@@]3([C@@]2(C)O)OC4(C)COC(=O)c2cccnc12)OC(=O)c1ccccc1)OC(=O)C)OC(=O)C)OC(=O)c1ccccc1)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	887.3	Volume:	862.524 ? Van der Waals volume.
Dense:	1.029	LogP:	1.502 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.775 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.714 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	48.0
TPSA:	246.68 ? Topological Polar Surface Area.	H-Bond Acceptor:	18.0
H-Bond Donor:	2.0	Rings:	7.0
Heavy Atoms:	18.0

MedChem Properties

QED Drug-Likeness Score:	0.244	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.552	Fsp³:	0.478
MCE-18:	233.824 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.872	Fluc inhibitor:	0.003 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.485 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.009	Promiscuous compounds:	0.032

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.7	MDCK Permeability:	-5.111
Pgp-inhibitor:	0.145	Pgp-substrate:	0.012
PAMPA:	0.908 ? 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):	0.0
20% Bioavailability (F20%):	0.0	30% Bioavailability (F30%):	0.002
50% Bioavailability (F50%):	0.473

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.664	MRP1:	1.0
Plasma Protein Binding (PPB):	71.102%	Volume Distribution (VD):	-0.068
Fu:	27.355% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.997
OATP1B3 inhibitor:	0.972	BCRP inhibitor:	0.0
BSEP inhibitor:	0.905

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:	0.001	CYP3A4-substrate:	0.009
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.982 ? 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):

0.235

Half-life (T1/2):

1.748

ADMET: Toxicity

hERG Blockers:	0.007	hERG Blockers (10um):	0.127
Human Hepatotoxicity (H-HT):	0.221	Drug-induced Liver Injury (DILI):	0.993
AMES Toxicity:	0.962	Rat Oral Acute Toxicity:	0.099
Maximum Recommended Daily Dose:	0.527	Skin Sensitization:	1.0
Carcinogencity:	0.798	Eye Corrosion:	0.0
Eye Irritation:	0.085	Respiratory Toxicity:	0.023
Drug-induced Neurotoxicity:	0.811	Ototoxicity:	0.588
Hematotoxicity:	0.734	Drug-induced Nephrotoxicity:	0.995
Genotoxicity:	0.929	RPMI-8226 Immunitoxicity:	0.41
A549 Cytotoxicity:	0.916	Hek293 Cytotoxicity:	0.61
BCF:	0.554 ? 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:	3.448 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.863 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.449 ? 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
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(90)85349-K]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1186/1471-2202-6-1]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579865]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[10716597]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374948]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11561442]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12579877]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[16864458]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[16989518]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17250858]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17265278]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[18996177]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21514608]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	dried roots	purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China)	n.a.	PMID[22148431]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[23268606]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23852638]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24549173]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24963543]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25237706]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[2534610]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[2816380]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[29355322]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31556299]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7102323]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7304185]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8699928]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8722541]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	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
Activity	1

Activity Type	# Activity
Cell line	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
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	86.2	%	PMID[29355322]

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 NPC488904 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	21196
0.1-0.2	27281
0.2-0.3	1092
0.3-0.4	203
0.4-0.5	26
0.5-0.6	24
0.6-0.7	22
0.7-0.8	0
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC30456
0.957	High Similarity	NPC475644
0.8367	Intermediate Similarity	NPC475631
0.8316	Intermediate Similarity	NPC475498
0.8283	Intermediate Similarity	NPC475596
0.7921	Intermediate Similarity	NPC471190
0.7921	Intermediate Similarity	NPC476110
0.7822	Intermediate Similarity	NPC475600
0.7723	Intermediate Similarity	NPC475303
0.7647	Intermediate Similarity	NPC87152
0.7642	Intermediate Similarity	NPC327769
0.72	Intermediate Similarity	NPC76565
0.72	Intermediate Similarity	NPC601313
0.7048	Intermediate Similarity	NPC475301
0.6822	Remote Similarity	NPC470486
0.6822	Remote Similarity	NPC471977
0.681	Remote Similarity	NPC482915
0.6792	Remote Similarity	NPC326930
0.6729	Remote Similarity	NPC328186
0.6724	Remote Similarity	NPC483854
0.6667	Remote Similarity	NPC316841
0.6518	Remote Similarity	NPC319880
0.6518	Remote Similarity	NPC320324
0.646	Remote Similarity	NPC327904
0.6449	Remote Similarity	NPC473506
0.6372	Remote Similarity	NPC477787
0.6316	Remote Similarity	NPC328928
0.6316	Remote Similarity	NPC38959
0.6273	Remote Similarity	NPC122968
0.6273	Remote Similarity	NPC228377
0.6261	Remote Similarity	NPC483853
0.6261	Remote Similarity	NPC608314
0.6239	Remote Similarity	NPC475362
0.6226	Remote Similarity	NPC475137
0.6132	Remote Similarity	NPC35208
0.6066	Remote Similarity	NPC483855
0.5926	Remote Similarity	NPC471014
0.5913	Remote Similarity	NPC473689
0.5913	Remote Similarity	NPC292416
0.5902	Remote Similarity	NPC483856
0.5882	Remote Similarity	NPC475426
0.5862	Remote Similarity	NPC475406
0.5862	Remote Similarity	NPC244839
0.5688	Remote Similarity	NPC250807
0.5688	Remote Similarity	NPC57797
0.5652	Remote Similarity	NPC477788
0.5487	Remote Similarity	NPC473833
0.5391	Remote Similarity	NPC53255
0.5391	Remote Similarity	NPC85879
0.5351	Remote Similarity	NPC146824
0.5333	Remote Similarity	NPC601643
0.5207	Remote Similarity	NPC253482
0.5169	Remote Similarity	NPC607403
0.5126	Remote Similarity	NPC328154
0.5122	Remote Similarity	NPC170751
0.5083	Remote Similarity	NPC13603
0.5082	Remote Similarity	NPC237702
0.5082	Remote Similarity	NPC475648
0.5082	Remote Similarity	NPC600583
0.5044	Remote Similarity	NPC470306

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488904 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4432
0.1-0.2	4684
0.2-0.3	33
0.3-0.4	1
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