NPASS Compound

Natural Product: NPC70867

Natural Product ID	NPC70867
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UJQFXBKHYJKNFT-CPLHYMNVSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	25245849
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0004165] Phenolic 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 63 65 0 0 0 0 0 0 0 0999 V2000 5.6254 1.7982 -0.7448 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6972 2.6400 -0.4491 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5064 2.3471 0.6147 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2826 1.2421 1.3943 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2238 0.4371 1.0777 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3654 0.6882 0.0034 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2881 -0.2283 -0.2286 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4440 -0.0527 -1.2162 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3471 -1.0180 -1.4239 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5217 -0.8848 -2.3540 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2524 -2.0850 -0.5562 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2260 -3.0455 -0.6977 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4535 -3.0852 0.6050 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1021 -1.7101 0.8284 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6269 -0.7744 1.5306 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1191 0.5005 1.7402 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1178 0.8395 1.2475 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8950 -0.0830 0.5262 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3391 -1.3327 0.3497 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1365 0.2939 0.0445 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0141 -0.4835 -0.6793 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3726 0.1654 -2.0293 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7678 1.5966 -1.7490 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1496 1.8140 -0.3122 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7595 0.6248 0.3472 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7179 0.7038 1.8582 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4916 -0.3269 2.4016 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2511 -0.5996 -0.0207 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1349 2.8337 -0.3131 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7483 2.4816 -2.0835 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4567 -0.5612 -2.5202 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6732 2.1187 1.4349 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8247 -4.4154 -0.8795 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0595 -4.5339 -0.8885 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0049 -5.5153 -1.0330 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1231 0.9738 2.4673 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5819 3.2112 0.8935 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9892 2.0352 -1.5870 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8347 3.4908 -1.0837 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0524 -0.4363 1.6987 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1440 -1.1001 0.4161 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5066 0.7759 -1.9009 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6029 -2.7738 -1.5509 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0533 -3.4351 1.4446 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4058 -3.7725 0.4793 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5954 -1.0102 1.9274 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6775 1.2454 2.2888 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8867 -2.0998 -0.2014 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6610 -1.5149 -0.8796 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5513 0.0595 -2.7487 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6477 1.8325 -2.3843 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3128 2.2783 0.2879 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8522 0.5944 0.0524 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6892 0.5756 2.2509 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1285 1.6525 2.2635 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5676 -1.0652 1.7441 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6300 3.6627 -0.5951 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7021 3.2050 -1.4170 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4485 -0.6570 -3.5047 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3521 2.3047 2.1495 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3700 -6.4730 -0.9394 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1161 0.9222 2.2448 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4474 3.1284 0.3585 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 9 10 2 0 9 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 25 28 1 0 24 29 1 0 23 30 1 0 22 31 1 0 17 32 1 0 12 33 1 0 33 34 2 0 33 35 1 0 4 36 1 0 3 37 1 0 6 1 1 0 19 14 1 0 28 21 1 0 1 38 1 0 2 39 1 0 5 40 1 0 7 41 1 0 8 42 1 0 12 43 1 6 13 44 1 0 13 45 1 0 15 46 1 0 16 47 1 0 19 48 1 0 21 49 1 6 22 50 1 6 23 51 1 6 24 52 1 1 25 53 1 1 26 54 1 0 26 55 1 0 27 56 1 0 29 57 1 0 30 58 1 0 31 59 1 0 32 60 1 0 35 61 1 0 36 62 1 0 37 63 1 0 M END

Standard InCHIKey	UJQFXBKHYJKNFT-CPLHYMNVSA-N
Standard InCHI	InChI=1S/C24H26O13/c25-10-18-20(30)21(31)22(32)24(37-18)36-16-8-12(2-5-14(16)27)9-17(23(33)34)35-19(29)6-3-11-1-4-13(26)15(28)7-11/h1-8,17-18,20-22,24-28,30-32H,9-10H2,(H,33,34)/b6-3+/t17-,18+,20+,21-,22+,24+/m1/s1
SMILES	c1cc(c(cc1/C=C/C(=O)O[C@H](Cc1ccc(c(c1)O[C@@H]1[C@H]([C@@H]([C@H]([C@H](CO)O1)O)O)O)O)C(=O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	522.14	Volume:	488.536 ? Van der Waals volume.
Dense:	1.069	LogP:	0.178 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.973 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.622 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	21.0
TPSA:	223.67 ? Topological Polar Surface Area.	H-Bond Acceptor:	13.0
H-Bond Donor:	8.0	Rings:	3.0
Heavy Atoms:	13.0

MedChem Properties

QED Drug-Likeness Score:	0.115	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.114	Fsp³:	0.333
MCE-18:	76.188 ? 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:	1	PAINS Alert:	1
Colloidal aggregators:	0.727	Fluc inhibitor:	0.657 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.133 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.651 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.358	Promiscuous compounds:	0.378

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.633	MDCK Permeability:	-5.022
Pgp-inhibitor:	0.0	Pgp-substrate:	0.046
PAMPA:	0.997 ? 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):	0.723
20% Bioavailability (F20%):	0.945	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.011
Plasma Protein Binding (PPB):	71.882%	Volume Distribution (VD):	-0.221
Fu:	24.581% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.003

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.016	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.267
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.077
HLM stability:	0.001 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

2.925

Half-life (T1/2):

3.143

ADMET: Toxicity

hERG Blockers:	0.011	hERG Blockers (10um):	0.052
Human Hepatotoxicity (H-HT):	0.803	Drug-induced Liver Injury (DILI):	0.983
AMES Toxicity:	0.767	Rat Oral Acute Toxicity:	0.049
Maximum Recommended Daily Dose:	0.328	Skin Sensitization:	1.0
Carcinogencity:	0.01	Eye Corrosion:	0.0
Eye Irritation:	0.286	Respiratory Toxicity:	0.012
Drug-induced Neurotoxicity:	0.012	Ototoxicity:	0.976
Hematotoxicity:	0.056	Drug-induced Nephrotoxicity:	0.972
Genotoxicity:	0.986	RPMI-8226 Immunitoxicity:	0.059
A549 Cytotoxicity:	0.517	Hek293 Cytotoxicity:	0.032
BCF:	0.509 ? 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:	3.236 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.839 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.191 ? 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
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12880325]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1567426]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17217287]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37570961]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO415	Deguelia hatschbachii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25212	Ritterella rubra	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22016	Notholaena dealbata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4009	Allochromatium minutissimum	Species	Chromatiaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23960	Artemisia siversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27437	Camptothecium lutescens	Species	Brachytheciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25868	Decachaeta ovatifolia	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24988	Viburnum sieboldi	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25974	Streptomyces lateritius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10155	Stauntonia obovatifoliola	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23417	Rhabdia lycioides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26316	Pleurophycus gardneri	Species	Alariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6346	Phallusia fumigata	Species	Ascidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26054	Palmaria palmata	Species	Palmariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10497	Hydrolithon reinboldii	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26087	Euphorbia retusa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12476	Delphinium cyphoplectrum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26223	Cladonia bellidiflora	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12476	Delphinium cyphoplectrum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23417	Rhabdia lycioides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6346	Phallusia fumigata	Species	Ascidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25974	Streptomyces lateritius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO415	Deguelia hatschbachii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24988	Viburnum sieboldi	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4009	Allochromatium minutissimum	Species	Chromatiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO22016	Notholaena dealbata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26054	Palmaria palmata	Species	Palmariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25868	Decachaeta ovatifolia	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26087	Euphorbia retusa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26223	Cladonia bellidiflora	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10497	Hydrolithon reinboldii	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23960	Artemisia siversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27437	Camptothecium lutescens	Species	Brachytheciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25212	Ritterella rubra	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO10155	Stauntonia obovatifoliola	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26316	Pleurophycus gardneri	Species	Alariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25779	Vicia sativa	Species	Fabaceae	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 NPC70867 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	13950
0.1-0.2	30686
0.2-0.3	3942
0.3-0.4	1022
0.4-0.5	219
0.5-0.6	35
0.6-0.7	2
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	Natural Product ID
0.7027	Intermediate Similarity	NPC289690
0.6237	Remote Similarity	NPC44507
0.6	Remote Similarity	NPC210015
0.5955	Remote Similarity	NPC476868
0.5946	Remote Similarity	NPC18074
0.5946	Remote Similarity	NPC5419
0.5946	Remote Similarity	NPC25581
0.5946	Remote Similarity	NPC61
0.587	Remote Similarity	NPC488081
0.5789	Remote Similarity	NPC223335
0.5789	Remote Similarity	NPC40920
0.5783	Remote Similarity	NPC186406
0.5696	Remote Similarity	NPC100389
0.5647	Remote Similarity	NPC160378
0.5556	Remote Similarity	NPC202700
0.5524	Remote Similarity	NPC473630
0.5455	Remote Similarity	NPC292443
0.5432	Remote Similarity	NPC469661
0.5385	Remote Similarity	NPC198388
0.5385	Remote Similarity	NPC300329
0.5385	Remote Similarity	NPC476864
0.5366	Remote Similarity	NPC186418
0.5333	Remote Similarity	NPC291296
0.5325	Remote Similarity	NPC232880
0.5309	Remote Similarity	NPC157554
0.5244	Remote Similarity	NPC65530
0.5233	Remote Similarity	NPC88043
0.5225	Remote Similarity	NPC484984
0.5204	Remote Similarity	NPC469654
0.519	Remote Similarity	NPC481303
0.5172	Remote Similarity	NPC283081
0.5161	Remote Similarity	NPC476869
0.5158	Remote Similarity	NPC26928
0.5158	Remote Similarity	NPC476865
0.5135	Remote Similarity	NPC484983
0.5109	Remote Similarity	NPC199928
0.5109	Remote Similarity	NPC476867
0.5063	Remote Similarity	NPC205054

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC70867 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3371
0.1-0.2	5612
0.2-0.3	154
0.3-0.4	11
0.4-0.5	2
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