NPASS Compound

Natural Product: NPC488913

Natural Product ID	NPC488913
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	RCEQNEKMRIZBLH-IXVLIYKZSA-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]

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 83 86 0 0 0 0 0 0 0 0999 V2000 -2.8460 -1.2056 -3.1652 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2818 0.1226 -2.7509 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9720 0.3697 -3.3901 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2251 0.0284 -2.6114 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0872 0.5032 -1.1703 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1102 -0.0239 -0.4852 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0522 -1.4943 -0.1745 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9406 -2.3695 -1.2210 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8725 -3.7347 -1.1625 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9160 -4.2725 -0.0168 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7510 -4.5672 -2.4033 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2194 0.6126 0.8721 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6114 0.6755 1.4586 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6703 0.9767 0.4512 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5325 -0.1290 -0.6141 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3231 0.3935 -1.2773 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3410 1.8074 -1.1595 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4217 2.1694 -0.4039 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1779 3.4346 0.3951 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6640 2.4561 -1.2121 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6020 1.6837 2.4311 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9081 1.5220 3.7504 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2293 0.3970 4.1702 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8509 2.6937 4.6568 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3352 -0.0270 1.7465 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6319 0.4901 2.5349 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7656 1.7316 2.5009 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5354 -0.2793 3.4247 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3357 0.3083 -0.5112 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1774 1.3926 -0.2794 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8002 2.5186 -0.6651 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4626 1.2618 0.3869 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9225 0.0928 0.8215 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1951 -0.0948 1.4914 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5379 -1.3721 1.8865 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7204 -1.6697 2.5304 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6131 -0.6529 2.7991 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2806 0.6171 2.4104 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0811 0.8988 1.7608 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7307 -1.2585 -2.7486 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9693 -1.5180 -3.2588 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6922 -0.5572 -3.6236 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5164 -2.9127 -3.4072 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0239 -1.7942 -3.6710 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3526 -1.7582 -2.3708 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6174 -1.1197 -3.9914 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 0.8850 -3.2196 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8774 1.4277 -3.7804 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9410 -0.2413 -4.3431 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0619 0.7071 -3.0075 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0430 1.6221 -1.3019 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7802 -1.8070 0.5978 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 -1.5933 0.4006 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2879 -4.0989 -3.2521 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2831 -4.7238 -2.7104 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2441 -5.5288 -2.2021 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9032 1.6594 0.7979 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9092 -0.3232 1.8930 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6760 0.9479 0.9033 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4317 -0.1971 -1.2553 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4730 -1.0703 -0.0820 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6144 4.3359 -0.1350 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1346 3.6866 0.5587 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7567 3.4033 1.3582 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3104 3.1914 -0.6808 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3242 2.9570 -2.1671 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2638 1.6131 -1.5064 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7182 3.3342 4.4211 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7896 2.4025 5.7220 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9411 3.3230 4.4636 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 0.2179 3.6102 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9892 -0.4150 4.4007 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6659 -1.3168 3.0276 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0806 2.1214 0.5459 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2595 -0.7523 0.6375 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8699 -2.2013 1.6975 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9529 -2.6821 2.8240 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5302 -0.8723 3.2964 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9616 1.4495 2.6054 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8643 1.9059 1.4760 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2987 -3.4448 -2.4590 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9220 -3.3887 -4.2061 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5750 -2.8810 -3.6622 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 1 7 8 1 0 8 9 1 0 9 10 2 0 9 11 1 0 6 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 6 17 18 1 0 18 19 1 0 18 20 1 0 13 21 1 0 21 22 1 0 22 23 2 0 22 24 1 0 12 25 1 0 25 26 1 0 26 27 2 0 26 28 1 0 5 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 37 38 1 0 38 39 2 0 4 40 1 0 40 41 1 0 41 42 2 0 41 43 1 0 16 2 1 0 39 34 1 0 16 6 1 0 18 14 1 0 1 44 1 0 1 45 1 0 1 46 1 0 2 47 1 6 3 48 1 0 3 49 1 0 4 50 1 6 5 51 1 6 7 52 1 0 7 53 1 0 11 54 1 0 11 55 1 0 11 56 1 0 12 57 1 6 13 58 1 1 14 59 1 1 15 60 1 0 15 61 1 0 19 62 1 0 19 63 1 0 19 64 1 0 20 65 1 0 20 66 1 0 20 67 1 0 24 68 1 0 24 69 1 0 24 70 1 0 28 71 1 0 28 72 1 0 28 73 1 0 32 74 1 0 33 75 1 0 35 76 1 0 36 77 1 0 37 78 1 0 38 79 1 0 39 80 1 0 43 81 1 0 43 82 1 0 43 83 1 0 M END

Standard InCHIKey	RCEQNEKMRIZBLH-IXVLIYKZSA-N
Standard InCHI	InChI=1S/C32H40O11/c1-18-15-25(39-20(3)34)28(42-26(37)14-13-23-11-9-8-10-12-23)31(17-38-19(2)33)29(41-22(5)36)27(40-21(4)35)24-16-32(18,31)43-30(24,6)7/h8-14,18,24-25,27-29H,15-17H2,1-7H3/b14-13+/t18-,24+,25+,27+,28+,29-,31+,32+/m1/s1
SMILES	C[C@@H]1C[C@@H]([C@@H]([C@@]2(COC(=O)C)[C@@H]([C@H]([C@@H]3C[C@]12OC3(C)C)OC(=O)C)OC(=O)C)OC(=O)/C=C/c1ccccc1)OC(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	600.26	Volume:	600.767 ? Van der Waals volume.
Dense:	0.999	LogP:	3.51 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.242 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.111 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	26.0
TPSA:	140.73 ? Topological Polar Surface Area.	H-Bond Acceptor:	11.0
H-Bond Donor:	0.0	Rings:	4.0
Heavy Atoms:	11.0

MedChem Properties

QED Drug-Likeness Score:	0.246	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.962	Fsp³:	0.594
MCE-18:	146.235 ? 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:	0.586	Fluc inhibitor:	0.487 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.019 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.268 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.163	Promiscuous compounds:	0.425

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.123	MDCK Permeability:	-4.72
Pgp-inhibitor:	0.981	Pgp-substrate:	0.005
PAMPA:	0.021 ? 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%):	0.082	30% Bioavailability (F30%):	0.562
50% Bioavailability (F50%):	0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.94	MRP1:	0.98
Plasma Protein Binding (PPB):	88.245%	Volume Distribution (VD):	-0.405
Fu:	11.414% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.993	BCRP inhibitor:	0.012
BSEP inhibitor:	0.981

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.996
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.388
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.546
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.871
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.823 ? 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):

1.849

Half-life (T1/2):

1.187

ADMET: Toxicity

hERG Blockers:	0.029	hERG Blockers (10um):	0.166
Human Hepatotoxicity (H-HT):	0.354	Drug-induced Liver Injury (DILI):	0.954
AMES Toxicity:	0.963	Rat Oral Acute Toxicity:	0.122
Maximum Recommended Daily Dose:	0.279	Skin Sensitization:	0.999
Carcinogencity:	0.585	Eye Corrosion:	0.004
Eye Irritation:	0.348	Respiratory Toxicity:	0.027
Drug-induced Neurotoxicity:	0.513	Ototoxicity:	0.235
Hematotoxicity:	0.768	Drug-induced Nephrotoxicity:	0.827
Genotoxicity:	0.638	RPMI-8226 Immunitoxicity:	0.12
A549 Cytotoxicity:	0.526	Hek293 Cytotoxicity:	0.585
BCF:	0.574 ? 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:	3.584 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.165 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.805 ? 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
IC50	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
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	100000.0	nM	PMID[31556299]

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 NPC488913 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	15419
0.1-0.2	31659
0.2-0.3	2470
0.3-0.4	222
0.4-0.5	59
0.5-0.6	13
0.6-0.7	8
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC488918
0.7083	Intermediate Similarity	NPC473110
0.7067	Intermediate Similarity	NPC488912
0.7067	Intermediate Similarity	NPC488910
0.7	Intermediate Similarity	NPC472577
0.68	Remote Similarity	NPC488909
0.68	Remote Similarity	NPC488905
0.6761	Remote Similarity	NPC483902
0.6711	Remote Similarity	NPC473083
0.625	Remote Similarity	NPC473109
0.6125	Remote Similarity	NPC488917
0.6	Remote Similarity	NPC488908
0.6	Remote Similarity	NPC488906
0.5946	Remote Similarity	NPC37641
0.5769	Remote Similarity	NPC481061
0.5733	Remote Similarity	NPC114927
0.5455	Remote Similarity	NPC70973
0.5366	Remote Similarity	NPC488914
0.5357	Remote Similarity	NPC488919
0.5301	Remote Similarity	NPC488907
0.5256	Remote Similarity	NPC473111
0.5244	Remote Similarity	NPC473082
0.5238	Remote Similarity	NPC488920
0.5128	Remote Similarity	NPC473860
0.5119	Remote Similarity	NPC609221
0.506	Remote Similarity	NPC214550

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488913 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4201
0.1-0.2	4836
0.2-0.3	113
0.3-0.4	0
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