NPASS Compound

Natural Product: NPC251407

Natural Product ID	NPC251407
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Caftaric Acid
IUPAC Name	(2R,3R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxybutanedioic acid
Synonyms	Caftaric Acid
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL558557
PubChem CID	6440397
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000476] Cinnamic acids and derivatives [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives [CHEMONTID:0000059] Coumaric acids 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 34 34 0 0 0 0 0 0 0 0999 V2000 3.2810 -0.9038 0.9626 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6610 -0.9565 0.7539 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2541 -0.3685 -0.3267 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4573 0.2983 -1.2384 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0967 0.3486 -1.0299 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5052 -0.2458 0.0605 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0773 -0.1536 0.2155 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4755 -0.7091 1.2451 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9946 -0.5694 1.3319 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5803 -1.0967 2.3123 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6908 0.1167 0.3670 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1138 0.2439 0.4640 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6788 -0.4906 -0.7483 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1433 -0.5200 -0.6243 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7141 -1.5813 -0.2930 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8965 0.5991 -0.8691 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1758 -1.8153 -0.5871 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4371 1.6668 0.5138 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5969 2.1564 0.6595 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3749 2.5906 0.3902 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0441 0.9049 -2.3478 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6482 -0.4420 -0.5047 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9161 -1.4010 1.8471 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2881 -1.4820 1.4727 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 0.8777 -1.7564 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4640 0.3937 -0.5417 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9949 -1.2477 2.0082 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5120 -0.2607 1.3675 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3049 -0.0830 -1.6989 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8623 0.7260 -0.5703 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7473 -2.2723 0.0825 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5706 3.5844 0.3873 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6634 1.6823 -2.1563 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0890 0.4101 -0.8638 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 14 16 1 0 13 17 1 0 12 18 1 0 18 19 2 0 18 20 1 0 4 21 1 0 3 22 1 0 6 1 1 0 1 23 1 0 2 24 1 0 5 25 1 0 7 26 1 0 8 27 1 0 12 28 1 1 13 29 1 6 16 30 1 0 17 31 1 0 20 32 1 0 21 33 1 0 22 34 1 0 M END

Standard InCHIKey	SWGKAHCIOQPKFW-JTNORFRNSA-N
Standard InCHI	InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1
SMILES	c1cc(c(cc1/C=C/C(=O)O[C@H]([C@H](C(=O)O)O)C(=O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	312.05	Volume:	285.505 ? Van der Waals volume.
Dense:	1.093	LogP:	-0.046 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.767 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.037 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	10.0
TPSA:	161.59 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	5.0	Rings:	1.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.266	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.251	Fsp³:	0.154
MCE-18:	22.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.557	Fluc inhibitor:	0.431 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.14 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.309 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.617	Promiscuous compounds:	0.428

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.534	MDCK Permeability:	-5.079
Pgp-inhibitor:	0.0	Pgp-substrate:	0.0
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):	0.585
20% Bioavailability (F20%):	0.998	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.24
Plasma Protein Binding (PPB):	63.048%	Volume Distribution (VD):	-0.425
Fu:	31.095% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.001

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.004	CYP2C9-substrate:	0.005
CYP2D6-inhibitor:	0.015	CYP2D6-substrate:	0.001
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.8
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.923
HLM stability:	0.234 ? 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):

2.78

Half-life (T1/2):

2.255

ADMET: Toxicity

hERG Blockers:	0.012	hERG Blockers (10um):	0.028
Human Hepatotoxicity (H-HT):	0.462	Drug-induced Liver Injury (DILI):	0.822
AMES Toxicity:	0.255	Rat Oral Acute Toxicity:	0.084
Maximum Recommended Daily Dose:	0.082	Skin Sensitization:	0.996
Carcinogencity:	0.061	Eye Corrosion:	0.276
Eye Irritation:	0.97	Respiratory Toxicity:	0.083
Drug-induced Neurotoxicity:	0.017	Ototoxicity:	0.726
Hematotoxicity:	0.067	Drug-induced Nephrotoxicity:	0.722
Genotoxicity:	0.665	RPMI-8226 Immunitoxicity:	0.006
A549 Cytotoxicity:	0.015	Hek293 Cytotoxicity:	0.007
BCF:	0.567 ? 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:	3.176 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.319 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.037 ? 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
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Nigeria(latitude 80Ã‚Â°N and longitude 4Ã‚Â°E)	2005; 2006	DOI[10.1002/ejlt.201000080]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1007/s10600-006-0064-z]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11240-015-0761-z]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-010-0259-y]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-014-0638-x]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11356-018-3422-z]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11627-001-0052-8]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s12010-013-0354-4]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.indcrop.2020.112278]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytol.2008.07.007]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Plovdiv, Plovdiv region in South Bulgaria		DOI[10.1051/CTV/20163101031]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1055/S-2006-958077]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1186/s40064-015-0831-z]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1501/Tarimbil_0000001065]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654417]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11170689]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11408943]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12105962]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15516765]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	root	n.a.	n.a.	PMID[15921428]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18341288]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Esuela Tecnica Superior de Ingenieros AgrÃƒÂ³nomos de Albacete	2007	PMID[19256538]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	flowers	n.a.	n.a.	PMID[19374389]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19691312]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20826702]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20973550]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21574561]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23027699]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23700450]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23747095]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23759170]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23849114]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24310066]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stalks	n.a.	n.a.	PMID[24521157]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[25433632]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25590529]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[26860358]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29192771]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29192771]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Benedictine Pannonhalma Archabbey, Hungary		PMID[29803478]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30792999]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31433178]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31500359]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31707845]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		PMID[31861466]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32664436]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33255893]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[35408552]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[35630691]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36080366]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36235013]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36270431]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36359928]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36670952]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36773055]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36840093]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37110746]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37446586]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37570937]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37687327]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37898811]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37939623]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37959750]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38201061]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38267697]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38337867]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38499124]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[385653815]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38641286]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38675563]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38695450]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38744893]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38792127]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38843799]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39059304]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39129131]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39251682]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39274883]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39409699]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39456454]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39592251]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39683763]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6114991]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11235	Asplenium nidus	Species	Aspleniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16931	Cichorium glandulosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1596	Taraxacum borealisinense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14797	Orthosiphon aristatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5890	Astragalus inopinatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2499	Celmisia petriei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO592	Chroogomphus rutilus	Species	Gomphidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1408	Cirsium helenioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10073	Clusia torresii	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14887	Handroanthus guayacan	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1638	Ulmus laciniata	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO42042	Boletus ornatipes	Species	Boletaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Petiole	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Protoplast	n.a.	n.a.	Database[FooDB]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Shoot Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	Roots	n.a.		Database[FooDB]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO42042	Boletus ornatipes	Species	Boletaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1596	Taraxacum borealisinense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16931	Cichorium glandulosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5890	Astragalus inopinatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25377	Ocimum gratissimum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1408	Cirsium helenioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9865	Cichorium intybus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14887	Handroanthus guayacan	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1638	Ulmus laciniata	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2499	Celmisia petriei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11235	Asplenium nidus	Species	Aspleniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14797	Orthosiphon aristatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO592	Chroogomphus rutilus	Species	Gomphidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10073	Clusia torresii	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20414	Ocimum basilicum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9500	Vitis rotundifolia	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14484	Echinacea purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3527	Lavandula angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4394	Pelargonium graveolens	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16931	Cichorium glandulosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10700	Filipendula ulmaria	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	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
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.070 Â± 0.004	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	1.54 Â± 0.09	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	2.92 Â± 0.21	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.044 Â± 0.002	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	1.12 Â± 0.10	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.64 Â± 0.04	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.56 Â± 0.04	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.060 Â± 0.004	n.a.	n.a.	mg/g	PMID[37110746]
NPO10700	Filipendula ulmaria	n.a.	n.a.	0.052 Â± 0.004	n.a.	n.a.	mg/g	PMID[37110746]
NPO17024	Vitis vinifera	n.a.	n.a.	4.03 Â± 0.02	n.a.	n.a.	mg/g	PMID[37570937]
NPO20489	Epilobium hirsutum	n.a.	n.a.	13.44 Â± 0.67	n.a.	n.a.	Î¼g/g	PMID[36670952]
NPO20489	Epilobium hirsutum	n.a.	n.a.	311.68 Â± 18.89	n.a.	n.a.	Î¼g/g	PMID[36670952]
NPO20489	Epilobium hirsutum	n.a.	n.a.	468.31 Â± 26.28	n.a.	n.a.	Î¼g/g	PMID[36670952]
NPO20489	Epilobium hirsutum	n.a.	n.a.	458.82 Â± 26.05	n.a.	n.a.	Î¼g/g	PMID[36670952]
NPO3527	Lavandula angustifolia	n.a.	n.a.	74.58	n.a.	n.a.	Âµg/g	PMID[38675563]
NPO3527	Lavandula angustifolia	n.a.	n.a.	55.81	n.a.	n.a.	Âµg/g	PMID[38675563]
NPO3527	Lavandula angustifolia	n.a.	n.a.	237.05	n.a.	n.a.	Âµg/g	PMID[38675563]
NPO3527	Lavandula angustifolia	n.a.	n.a.	727.16	n.a.	n.a.	Âµg/g	PMID[38675563]
NPO42042	Boletus ornatipes	n.a.	n.a.	1.75	n.a.	n.a.	mg/100mL	Database [Phenol-Explorer]
NPO4394	Pelargonium graveolens	Aqueous extract	Aerial parts	1.13 Â± 0.035	n.a.	n.a.	mg/g	PMID[39274883]
NPO9500	Vitis rotundifolia	n.a.	n.a.	34	n.a.	n.a.	mg/100mL	Database [Phenol-Explorer]
NPO9500	Vitis rotundifolia	n.a.	Fruits	185.89	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]

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
Inhibition	3
FC	2
Activity	2
EC50	1

Activity Type	# Activity
Individual protein	7
Cell line	2
Organism	1
Others	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT13	Individual protein	Tyrosine-protein kinase LCK	Homo sapiens	IC50	=	118000.0	nM	PMID[19427202]
NPT13	Individual protein	Tyrosine-protein kinase LCK	Homo sapiens	FC	=	2.0	n.a.	PMID[19427202]
NPT36	Individual protein	Tyrosine-protein kinase SRC	Homo sapiens	IC50	=	74000.0	nM	PMID[19427202]
NPT36	Individual protein	Tyrosine-protein kinase SRC	Homo sapiens	FC	=	2.0	n.a.	PMID[19427202]
NPT37	Individual protein	Signal transducer and activator of transcription 1-alpha/beta	Homo sapiens	Inhibition	=	19.0	%	PMID[19427202]
NPT39	Individual protein	Signal transducer and activator of transcription 5B	Homo sapiens	Inhibition	=	31.2	%	PMID[19427202]
NPT38	Individual protein	Signal transducer and activator of transcription 3	Homo sapiens	Inhibition	=	30.0	%	PMID[19427202]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT460	Cell line	MT2	Homo sapiens	Activity	=	325.0	uM	PMID[20977258]
NPT460	Cell line	MT2	Homo sapiens	Activity	=	49.6	uM	PMID[20977258]
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	EC50	=	80500.0	nM	PMID[20977258]
NPT2	Others	Unspecified	n.a.	IC50	=	6080.0	nM	PMID[20977258]
NPT2	Others	Unspecified	n.a.	IC50	=	19100.0	nM	PMID[20977258]

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 NPC251407 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	14566
0.1-0.2	31777
0.2-0.3	3037
0.3-0.4	354
0.4-0.5	72
0.5-0.6	30
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	NPC168653
0.7826	Intermediate Similarity	NPC217052
0.7826	Intermediate Similarity	NPC329344
0.7826	Intermediate Similarity	NPC237506
0.7826	Intermediate Similarity	NPC32626
0.74	Intermediate Similarity	NPC132921
0.6667	Remote Similarity	NPC179505
0.6667	Remote Similarity	NPC18074
0.6667	Remote Similarity	NPC5419
0.6667	Remote Similarity	NPC25581
0.6667	Remote Similarity	NPC61
0.6441	Remote Similarity	NPC67349
0.6441	Remote Similarity	NPC279676
0.614	Remote Similarity	NPC475695
0.5902	Remote Similarity	NPC156709
0.5862	Remote Similarity	NPC198388
0.5806	Remote Similarity	NPC289690
0.5763	Remote Similarity	NPC13818
0.5763	Remote Similarity	NPC219428
0.5745	Remote Similarity	NPC226250
0.5714	Remote Similarity	NPC488563
0.5645	Remote Similarity	NPC477333
0.55	Remote Similarity	NPC108553
0.5455	Remote Similarity	NPC221383
0.54	Remote Similarity	NPC95381
0.5397	Remote Similarity	NPC471027
0.5397	Remote Similarity	NPC37250
0.5397	Remote Similarity	NPC142703
0.5397	Remote Similarity	NPC152942
0.5397	Remote Similarity	NPC9991
0.5397	Remote Similarity	NPC302857
0.5397	Remote Similarity	NPC600892
0.5385	Remote Similarity	NPC217472
0.5385	Remote Similarity	NPC38473
0.5385	Remote Similarity	NPC150610
0.5312	Remote Similarity	NPC206095
0.5312	Remote Similarity	NPC35702
0.5312	Remote Similarity	NPC224389
0.5294	Remote Similarity	NPC283081
0.5238	Remote Similarity	NPC319628
0.5147	Remote Similarity	NPC143892
0.5147	Remote Similarity	NPC299090
0.5147	Remote Similarity	NPC246566
0.5082	Remote Similarity	NPC610418

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC251407 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2923
0.1-0.2	5933
0.2-0.3	281
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