NPASS Compound

Natural Product: NPC284285

Natural Product ID	NPC284285
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WGVKWNUPNGFDFJ-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	86052
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001534] Quinone and hydroquinone lipids [CHEMONTID:0001546] Vitamin E compounds [CHEMONTID:0000201] Tocopherols

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 78 79 0 0 0 0 0 0 0 0999 V2000 8.3919 0.1331 -0.7073 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0212 0.3200 0.7143 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9095 -1.0704 1.3334 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8684 1.1787 1.0364 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5227 0.8188 0.5375 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4247 0.7620 -0.9302 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9974 0.4393 -1.4499 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2223 0.4750 -3.0034 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5801 -0.9112 -1.0585 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3087 -1.4993 -1.3922 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0137 -1.1855 -0.8445 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4119 0.1358 -0.8431 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0848 1.1563 -0.0099 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1154 0.0804 -0.5668 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4094 -0.5427 0.7390 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8330 -0.6911 1.0963 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6669 0.5401 1.2065 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0822 1.5024 2.2578 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9057 1.2782 -0.0405 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3675 1.6966 -0.1982 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2132 0.4856 -0.0882 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1908 0.2001 -0.9844 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4656 1.0880 -2.1401 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9178 -0.9645 -0.7619 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6812 -1.7969 0.2965 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6731 -1.4627 1.1834 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3928 -2.3438 2.3433 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9308 -0.3414 1.0190 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8972 0.0923 1.8420 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9317 -1.3016 -1.6531 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0959 0.9300 -1.4004 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5367 0.1630 -0.7586 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1824 -0.9058 -1.0757 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9180 0.7694 1.2535 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9454 -1.5642 1.0250 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7132 -1.6781 0.8683 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0043 -1.0405 2.4282 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8611 1.3643 2.1538 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0938 2.2226 0.6356 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0928 -0.0696 1.0617 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8274 1.6566 0.8759 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8200 1.6522 -1.4286 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0142 -0.1199 -1.3103 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3682 1.2482 -1.2466 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7686 1.4256 -3.1681 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2589 0.5404 -3.5029 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8758 -0.3476 -3.3041 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4026 -1.6106 -1.4949 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7870 -1.0912 0.0656 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4370 -2.6634 -1.1927 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2237 -1.6119 -2.5660 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2163 -1.9652 -1.2503 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9934 -1.6051 0.2697 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4050 0.5747 -1.9141 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3590 2.0889 -0.5735 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9646 0.8223 0.5540 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3408 1.4591 0.8033 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5578 -0.4130 -1.4493 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3899 1.1644 -0.6239 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9593 -1.5945 0.7322 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8227 0.0169 1.5244 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3639 -1.3473 0.3295 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9303 -1.2304 2.0964 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3210 2.1663 1.7729 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6743 0.8836 3.0584 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9126 2.1344 2.6330 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3143 2.2282 -0.0242 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6543 0.7469 -0.9846 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4461 2.0950 -1.2414 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6368 2.4594 0.5499 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3436 0.6784 -2.7191 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7392 2.1057 -1.8542 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6090 1.0334 -2.8460 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2747 -2.6863 0.4212 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2569 -3.0103 2.5661 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4789 -2.9676 2.1874 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2207 -1.7389 3.2768 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6827 -1.6402 -2.5929 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 7 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 12 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 17 19 1 0 19 20 1 0 20 21 1 0 21 22 2 0 22 23 1 0 22 24 1 0 24 25 2 0 25 26 1 0 26 27 1 0 26 28 2 0 28 29 1 0 24 30 1 0 29 17 1 0 28 21 1 0 1 31 1 0 1 32 1 0 1 33 1 0 2 34 1 0 3 35 1 0 3 36 1 0 3 37 1 0 4 38 1 0 4 39 1 0 5 40 1 0 5 41 1 0 6 42 1 0 6 43 1 0 7 44 1 0 8 45 1 0 8 46 1 0 8 47 1 0 9 48 1 0 9 49 1 0 10 50 1 0 10 51 1 0 11 52 1 0 11 53 1 0 12 54 1 0 13 55 1 0 13 56 1 0 13 57 1 0 14 58 1 0 14 59 1 0 15 60 1 0 15 61 1 0 16 62 1 0 16 63 1 0 18 64 1 0 18 65 1 0 18 66 1 0 19 67 1 0 19 68 1 0 20 69 1 0 20 70 1 0 23 71 1 0 23 72 1 0 23 73 1 0 25 74 1 0 27 75 1 0 27 76 1 0 27 77 1 0 30 78 1 0 M END

Standard InCHIKey	WGVKWNUPNGFDFJ-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3
SMILES	CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(cc(C)c2O1)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	416.37	Volume:	485.402 ? Van der Waals volume.
Dense:	0.858	LogP:	9.654 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.56 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.661 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	12.0	Rigid Bonds:	11.0
TPSA:	29.46 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	1.0	Rings:	2.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.37	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.817	Fsp³:	0.786
MCE-18:	53.04 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.913	Fluc inhibitor:	0.319 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.016 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.09 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.482	Promiscuous compounds:	0.021

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.975	MDCK Permeability:	-4.759
Pgp-inhibitor:	0.001	Pgp-substrate:	0.0
PAMPA:	0.002 ? 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%):	0.002	30% Bioavailability (F30%):	0.183
50% Bioavailability (F50%):	0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.998	MRP1:	0.986
Plasma Protein Binding (PPB):	96.597%	Volume Distribution (VD):	0.489
Fu:	4.235% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.966
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.18
BSEP inhibitor:	0.002

ADMET: Metabolism

CYP1A2-inhibitor:	0.983	CYP1A2-substrate:	0.999
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	1.0
CYP2C9-inhibitor:	0.947	CYP2C9-substrate:	0.627
CYP2D6-inhibitor:	0.996	CYP2D6-substrate:	0.923
CYP3A4-inhibitor:	0.824	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.804	CYP2C8-inhibitor:	1.0
HLM stability:	0.998 ? 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):

5.405

Half-life (T1/2):

0.455

ADMET: Toxicity

hERG Blockers:	0.439	hERG Blockers (10um):	0.867
Human Hepatotoxicity (H-HT):	0.652	Drug-induced Liver Injury (DILI):	0.013
AMES Toxicity:	0.225	Rat Oral Acute Toxicity:	0.114
Maximum Recommended Daily Dose:	0.371	Skin Sensitization:	0.989
Carcinogencity:	0.506	Eye Corrosion:	0.807
Eye Irritation:	0.972	Respiratory Toxicity:	0.882
Drug-induced Neurotoxicity:	0.044	Ototoxicity:	0.642
Hematotoxicity:	0.24	Drug-induced Nephrotoxicity:	0.08
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.12
A549 Cytotoxicity:	0.208	Hek293 Cytotoxicity:	0.102
BCF:	2.172 ? 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:	5.667 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.815 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	7.168 ? 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
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	root	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	xylem	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14727919]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562834]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[18496782]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20815207]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	bark	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[22207282]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[23806866]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	fruit	n.a.	PMID[24155209]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24176362]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	Konya, Turkey	2007-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	root bark	University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic	2011-APR	PMID[24901948]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24959987]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25302569]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25466114]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	seeds	n.a.	n.a.	PMID[25466198]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	leaves	Chungbuk, Korea	n.a.	PMID[25935644]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[25981820]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	latex	n.a.	PMID[27294120]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28737396]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	Root barks	n.a.	n.a.	PMID[3097265]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36431782]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37570937]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Embryo	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18674	Juglans regia	Species	Juglandaceae	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 NPC284285 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	21937
0.1-0.2	26302
0.2-0.3	1552
0.3-0.4	54
0.4-0.5	5
0.5-0.6	2
0.6-0.7	2
0.7-0.8	1
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
0.717	Intermediate Similarity	NPC126759
0.717	Intermediate Similarity	NPC242580
0.717	Intermediate Similarity	NPC236070
0.7091	Intermediate Similarity	NPC48623
0.7091	Intermediate Similarity	NPC168707
0.6909	Remote Similarity	NPC187993
0.6909	Remote Similarity	NPC238176
0.5789	Remote Similarity	NPC238075
0.5079	Remote Similarity	NPC489686

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC284285 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4243
0.1-0.2	4844
0.2-0.3	57
0.3-0.4	2
0.4-0.5	2
0.5-0.6	1
0.6-0.7	0
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.717	Intermediate Similarity	NPD7340	Approved
0.5789	Remote Similarity	NPD7644	Approved

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data