NPASS Compound

Natural Product: NPC319497

Natural Product ID	NPC319497
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CDDWAYFUFNQLRZ-PBUUETBNSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5321406
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 84 88 0 0 0 0 0 0 0 0999 V2000 5.9119 -0.0667 1.2299 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1754 -0.9628 0.2630 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7515 -1.1873 0.7208 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8586 -0.0379 0.5250 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4018 -0.3305 0.4745 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8896 -1.5223 0.2323 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6039 -1.7937 0.1851 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2228 -0.4844 -0.1847 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6516 -0.5160 -0.6144 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9987 0.4628 -1.7102 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1421 1.3483 -1.4914 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2630 0.8917 -0.6515 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0192 -0.2437 0.2583 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5461 -0.3573 0.5576 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1874 0.8679 1.3356 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8610 1.4902 1.0613 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 0.4252 0.9172 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5627 0.8959 0.7156 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8257 1.7684 -0.4689 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8548 1.2074 -1.4254 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1358 0.7870 -0.7125 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9558 0.0209 -1.7049 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2520 -0.5066 -1.1681 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2428 0.4511 -1.3706 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2465 0.8791 -2.7726 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8786 2.0662 -0.3958 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1420 1.5289 1.9838 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7578 -0.2644 2.2889 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6497 -1.4950 -0.3057 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7084 -0.0815 1.6258 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3741 -1.2297 2.3458 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4106 0.5865 -1.4228 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7895 -1.9014 -1.2771 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8659 -2.3220 0.3554 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1897 0.2458 2.0136 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2587 0.8727 0.7529 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7316 -0.5827 1.7756 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4498 -2.1583 0.2892 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8300 -1.3894 1.8323 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0584 0.6769 1.3840 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5615 -2.3695 0.0524 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9032 -2.2044 1.1599 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7349 -2.6037 -0.5470 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6571 -0.1332 -1.1022 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1003 -0.0279 -2.7251 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0640 1.0842 -1.8568 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7681 2.3602 -1.1443 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5863 1.6239 -2.4998 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6079 1.7609 -0.0144 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4782 -1.3168 1.1527 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9258 1.7098 1.1589 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2250 0.5916 2.4160 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8310 2.2196 0.2448 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6067 2.0917 1.9874 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0428 2.0623 -1.0528 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2724 2.7264 -0.0889 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1242 2.0218 -2.1293 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5108 0.3577 -2.0049 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3754 -0.8290 -2.1666 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5396 -1.3689 -1.8417 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1367 0.1609 -1.0987 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7054 0.3206 -3.4665 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7461 2.2043 -1.0489 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1454 2.1519 0.6805 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2377 2.9810 -0.5798 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3701 2.1274 2.5145 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5110 0.7872 2.6874 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8884 2.2922 1.6567 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1985 -0.7543 2.4638 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8024 0.5880 3.0319 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5944 -0.8959 2.5278 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6786 -1.6912 0.1324 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9062 -1.3187 -1.3930 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0962 -2.4101 -0.1188 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3816 0.7712 2.1962 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8087 -0.0393 1.4929 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8802 -2.0135 2.0804 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7787 1.4179 -1.8441 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6739 -1.9149 -1.9761 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7649 -2.7162 -0.5662 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9320 -1.9130 -2.0209 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8636 -2.2091 -0.0802 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8860 -2.6827 1.4044 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3039 -3.0397 -0.2769 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 2 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 22 25 1 0 21 26 1 0 18 27 1 0 17 28 1 0 13 29 1 0 13 30 1 0 30 31 1 0 12 32 1 0 9 33 1 0 2 34 1 0 23 2 1 0 21 4 1 0 18 5 1 0 17 8 1 0 14 9 1 0 1 35 1 0 1 36 1 0 1 37 1 0 3 38 1 0 3 39 1 0 4 40 1 0 6 41 1 0 7 42 1 0 7 43 1 0 8 44 1 0 10 45 1 0 10 46 1 0 11 47 1 0 11 48 1 0 12 49 1 0 14 50 1 0 15 51 1 0 15 52 1 0 16 53 1 0 16 54 1 0 19 55 1 0 19 56 1 0 20 57 1 0 20 58 1 0 22 59 1 0 23 60 1 0 24 61 1 0 25 62 1 0 26 63 1 0 26 64 1 0 26 65 1 0 27 66 1 0 27 67 1 0 27 68 1 0 28 69 1 0 28 70 1 0 28 71 1 0 29 72 1 0 29 73 1 0 29 74 1 0 30 75 1 0 30 76 1 0 31 77 1 0 32 78 1 0 33 79 1 0 33 80 1 0 33 81 1 0 34 82 1 0 34 83 1 0 34 84 1 0 M END

Standard InCHIKey	CDDWAYFUFNQLRZ-PBUUETBNSA-N
Standard InCHI	InChI=1S/C30H50O4/c1-25(2)16-19-18-8-9-21-27(4)12-11-22(32)28(5,17-31)20(27)10-13-30(21,7)29(18,6)15-14-26(19,3)24(34)23(25)33/h8,19-24,31-34H,9-17H2,1-7H3/t19-,20?,21?,22-,23?,24?,26+,27-,28+,29?,30+/m0/s1
SMILES	CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)O)C)C)C)(C)CO)O)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	474.37	Volume:	517.178 ? Van der Waals volume.
Dense:	0.917	LogP:	3.63 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.664 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.779 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	26.0
TPSA:	80.92 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	4.0	Rings:	5.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.399	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.042	Fsp³:	0.933
MCE-18:	107.586 ? 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:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.104	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.007 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.003 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.319	Promiscuous compounds:	0.007

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.444	MDCK Permeability:	-4.712
Pgp-inhibitor:	0.001	Pgp-substrate:	0.9
PAMPA:	0.932 ? 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):	0.373
20% Bioavailability (F20%):	0.885	30% Bioavailability (F30%):	0.911
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.735	MRP1:	0.998
Plasma Protein Binding (PPB):	71.875%	Volume Distribution (VD):	-0.209
Fu:	22.006% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.005
OATP1B3 inhibitor:	0.413	BCRP inhibitor:	0.058
BSEP inhibitor:	0.382

ADMET: Metabolism

CYP1A2-inhibitor:	0.001	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.995	CYP2C19-substrate:	0.002
CYP2C9-inhibitor:	0.016	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.026	CYP2D6-substrate:	0.016
CYP3A4-inhibitor:	0.902	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.005	CYP2C8-inhibitor:	0.55
HLM stability:	0.601 ? 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):

15.162

Half-life (T1/2):

1.543

ADMET: Toxicity

hERG Blockers:	0.091	hERG Blockers (10um):	0.579
Human Hepatotoxicity (H-HT):	0.329	Drug-induced Liver Injury (DILI):	0.023
AMES Toxicity:	0.096	Rat Oral Acute Toxicity:	0.101
Maximum Recommended Daily Dose:	0.667	Skin Sensitization:	0.114
Carcinogencity:	0.259	Eye Corrosion:	0.0
Eye Irritation:	0.049	Respiratory Toxicity:	0.28
Drug-induced Neurotoxicity:	0.17	Ototoxicity:	0.963
Hematotoxicity:	0.046	Drug-induced Nephrotoxicity:	0.014
Genotoxicity:	0.001	RPMI-8226 Immunitoxicity:	0.027
A549 Cytotoxicity:	0.332	Hek293 Cytotoxicity:	0.483
BCF:	1.965 ? 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:	4.578 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.03 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.304 ? 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
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	WrocÃ…â€šaw, Poland	2004Ã¢â‚¬â€œ2005	DOI[10.1016/J.FOODCHEM.2006.08.014]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003Ã¢â‚¬â€œ2005	DOI[10.1016/j.jfca.2006.05.007]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0021-9258(18)90865-3]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jf950732o]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1023/A:1024390522259]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10775096]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[1622242]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16659156]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16668466]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20963508]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	Tekirdag, Turkey		PMID[24499198]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25053043]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25070365]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Hypocotyl	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7635	Glycine max	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 NPC319497 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	28863
0.1-0.2	17911
0.2-0.3	2356
0.3-0.4	562
0.4-0.5	120
0.5-0.6	41
0.6-0.7	3
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
0.7586	Intermediate Similarity	NPC230295
0.7586	Intermediate Similarity	NPC253402
0.7586	Intermediate Similarity	NPC98386
0.6949	Remote Similarity	NPC196753
0.6562	Remote Similarity	NPC213412
0.6452	Remote Similarity	NPC159168
0.5942	Remote Similarity	NPC263393
0.5873	Remote Similarity	NPC101475
0.5873	Remote Similarity	NPC237344
0.5735	Remote Similarity	NPC229281
0.5645	Remote Similarity	NPC290598
0.5645	Remote Similarity	NPC30590
0.5625	Remote Similarity	NPC34177
0.5538	Remote Similarity	NPC478657
0.5507	Remote Similarity	NPC270768
0.5507	Remote Similarity	NPC59263
0.5507	Remote Similarity	NPC210106
0.5507	Remote Similarity	NPC121798
0.5507	Remote Similarity	NPC234346
0.5455	Remote Similarity	NPC53744
0.5429	Remote Similarity	NPC61543
0.5429	Remote Similarity	NPC293048
0.5429	Remote Similarity	NPC225585
0.5385	Remote Similarity	NPC311078
0.5342	Remote Similarity	NPC116457
0.5303	Remote Similarity	NPC235341
0.5303	Remote Similarity	NPC253807
0.5303	Remote Similarity	NPC158662
0.5286	Remote Similarity	NPC7260
0.5286	Remote Similarity	NPC210037
0.5286	Remote Similarity	NPC120968
0.5286	Remote Similarity	NPC227467
0.5286	Remote Similarity	NPC273621
0.5278	Remote Similarity	NPC191412
0.5278	Remote Similarity	NPC114159
0.5278	Remote Similarity	NPC6818
0.5211	Remote Similarity	NPC18872
0.5211	Remote Similarity	NPC290614
0.5205	Remote Similarity	NPC127689
0.5205	Remote Similarity	NPC130520
0.5156	Remote Similarity	NPC27765
0.5156	Remote Similarity	NPC122418
0.5156	Remote Similarity	NPC491014
0.5132	Remote Similarity	NPC258547
0.5125	Remote Similarity	NPC237503
0.5075	Remote Similarity	NPC40394
0.5072	Remote Similarity	NPC246708

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC319497 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8178
0.1-0.2	945
0.2-0.3	24
0.3-0.4	2
0.4-0.5	0
0.5-0.6	0
0.6-0.7	1
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
0.6212	Remote Similarity	NPD7645	Phase 2

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