NPASS Compound

Natural Product: NPC71460

Natural Product ID	NPC71460
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(3S,5S,10S,13R,17R)-17-((R)-1,5-Dimethyl-Hexyl)-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Ol
IUPAC Name	(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1289436
PubChem CID	6665
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003566] Cholestane steroids [CHEMONTID:0001469] Cholesterols 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 76 79 0 0 0 0 0 0 0 0999 V2000 7.3290 1.9752 0.0659 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4784 0.9097 -0.5926 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3080 0.3469 -1.7306 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1241 -0.1389 0.4213 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2917 -1.2485 -0.0569 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9584 -1.0944 -0.6051 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8501 -0.5769 0.2392 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9866 0.8086 0.7598 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5099 -0.7396 -0.4500 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2972 -2.2285 -0.7700 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1666 -2.5171 -0.5780 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7415 -1.1456 -0.4877 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1087 -1.0405 0.0317 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0866 -1.9479 -0.6816 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4378 -1.7161 -0.0333 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8495 -0.2969 -0.4382 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2916 -0.0356 -0.1495 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6560 1.3239 -0.6520 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.4784 2.0229 -1.2695 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2992 2.0685 -0.3286 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9243 0.6925 0.1882 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0958 0.7296 1.6942 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5062 0.4336 -0.1693 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5921 1.2007 0.7274 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1177 0.9851 0.4566 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2996 -0.4377 0.3875 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4239 -1.1064 1.7299 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1211 2.1589 0.3888 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9891 2.2108 1.0920 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4467 2.8740 -0.5765 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3648 1.5404 0.1858 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5902 1.3626 -1.0225 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1351 -0.2826 -1.4005 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6514 -0.1618 -2.4875 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7383 1.2217 -2.2624 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8864 0.3347 1.3798 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1700 -0.6139 0.6587 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9465 -1.7992 -0.8385 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2645 -2.0865 0.7473 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0541 -0.4540 -1.5524 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6308 -2.1349 -0.9618 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8634 -1.2328 1.1804 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9989 1.2083 0.6883 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5579 0.9424 1.7797 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3444 1.4521 0.0689 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4387 -0.1959 -1.3963 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9393 -2.8754 -0.1413 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5542 -2.4430 -1.8262 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3255 -3.0500 0.3814 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6186 -3.0383 -1.4410 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6880 -0.6292 -1.4714 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2665 -1.2193 1.1092 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7957 -2.9822 -0.4480 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1431 -1.7483 -1.7581 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1670 -2.4472 -0.4029 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3366 -1.7185 1.0707 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7109 -0.2539 -1.5369 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8821 -0.7796 -0.7605 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5903 -0.2293 0.8977 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4732 1.3140 -1.4114 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7910 3.0941 -1.4195 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2166 1.6513 -2.2770 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5582 2.7743 0.4873 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4623 2.5380 -0.8866 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5997 -0.1193 2.1995 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1771 0.7989 1.9496 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6574 1.7027 2.0636 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2724 0.6883 -1.2091 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7874 2.2902 0.5443 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7489 0.9673 1.8048 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3883 1.5890 1.2446 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0749 1.4830 -0.5196 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0615 -2.0120 1.6354 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5439 -1.5132 2.1125 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7550 -0.4041 2.5202 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4159 3.0007 -0.0372 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 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 1 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 1 18 28 1 0 26 9 1 0 26 12 1 0 23 13 1 0 21 16 1 0 1 29 1 0 1 30 1 0 1 31 1 0 2 32 1 0 3 33 1 0 3 34 1 0 3 35 1 0 4 36 1 0 4 37 1 0 5 38 1 0 5 39 1 0 6 40 1 0 6 41 1 0 7 42 1 1 8 43 1 0 8 44 1 0 8 45 1 0 9 46 1 6 10 47 1 0 10 48 1 0 11 49 1 0 11 50 1 0 12 51 1 6 13 52 1 1 14 53 1 0 14 54 1 0 15 55 1 0 15 56 1 0 16 57 1 6 17 58 1 0 17 59 1 0 18 60 1 6 19 61 1 0 19 62 1 0 20 63 1 0 20 64 1 0 22 65 1 0 22 66 1 0 22 67 1 0 23 68 1 6 24 69 1 0 24 70 1 0 25 71 1 0 25 72 1 0 27 73 1 0 27 74 1 0 27 75 1 0 28 76 1 0 M END

Standard InCHIKey	QYIXCDOBOSTCEI-QCYZZNICSA-N
Standard InCHI	InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1
SMILES	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	388.37	Volume:	450.112 ? Van der Waals volume.
Dense:	0.863	LogP:	8.489 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.489 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-8.138 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	20.0
TPSA:	20.23 ? Topological Polar Surface Area.	H-Bond Acceptor:	1.0
H-Bond Donor:	1.0	Rings:	4.0
Heavy Atoms:	1.0

MedChem Properties

QED Drug-Likeness Score:	0.518	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.148	Fsp³:	1.0
MCE-18:	68.37 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.681	Fluc inhibitor:	0.016 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.809	Promiscuous compounds:	0.017

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.158	MDCK Permeability:	-5.121
Pgp-inhibitor:	0.0	Pgp-substrate:	0.028
PAMPA:	0.047 ? 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%):	0.005	30% Bioavailability (F30%):	0.275
50% Bioavailability (F50%):	0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.279	MRP1:	0.024
Plasma Protein Binding (PPB):	89.567%	Volume Distribution (VD):	-0.099
Fu:	9.157% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.14
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.79
CYP2C19-inhibitor:	0.654	CYP2C19-substrate:	0.113
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.84
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.684
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.916 ? 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):

14.727

Half-life (T1/2):

0.794

ADMET: Toxicity

hERG Blockers:	0.207	hERG Blockers (10um):	0.418
Human Hepatotoxicity (H-HT):	0.688	Drug-induced Liver Injury (DILI):	0.224
AMES Toxicity:	0.166	Rat Oral Acute Toxicity:	0.047
Maximum Recommended Daily Dose:	0.597	Skin Sensitization:	0.97
Carcinogencity:	0.924	Eye Corrosion:	0.957
Eye Irritation:	0.998	Respiratory Toxicity:	0.888
Drug-induced Neurotoxicity:	0.014	Ototoxicity:	0.421
Hematotoxicity:	0.369	Drug-induced Nephrotoxicity:	0.538
Genotoxicity:	0.001	RPMI-8226 Immunitoxicity:	0.031
A549 Cytotoxicity:	0.383	Hek293 Cytotoxicity:	0.534
BCF:	3.232 ? 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:	4.863 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.224 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.599 ? 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
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	Flowers	Tantempango, Hidalgo, Mexico	2019-May	DOI[10.1007/s11130-020-00822-2]
NPO9839	Polanisia dodecandra	Species	Cleomaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[1453183]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	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.	root	n.a.	PMID[14727919]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16297615]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17689080]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota	n.a.	seed	n.a.	PMID[18449498]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[18496782]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[18543151]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24358188]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24767839]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25466114]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28737396]
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]
NPO9839	Polanisia dodecandra	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7623025]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8778246]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO14763	Aloe ferox	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2997	Aloe africana	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9839	Polanisia dodecandra	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10954	Topsentia genitrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2837	Aloe spicata	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4070	Eupatorium sternbergianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9636	Micromonospora coerulea	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Testa	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	Seed	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Leaf	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]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14763	Aloe ferox	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14763	Aloe ferox	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14763	Aloe ferox	Species	Asphodelaceae	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]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14763	Aloe ferox	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2837	Aloe spicata	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2997	Aloe africana	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2997	Aloe africana	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4070	Eupatorium sternbergianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9636	Micromonospora coerulea	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12496	Elsholtzia blanda	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9839	Polanisia dodecandra	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27241	Prunus tomentosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11578	Aloe vera	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14763	Aloe ferox	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5679	Topsentia roquensis	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10954	Topsentia genitrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11588	Astragalus sevangensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1260	Chlorosplenium aeruginosum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6821	Tricholoma muscarium	Species	Tricholomataceae	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
NPO18674	Juglans regia	Other (raw)	Seed	0.1	0	0.2	mg/100g	Database [DUKE]

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	3
GI	3

Activity Type	# Activity
Individual protein	2
Organism	3
Protein family	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2215	Individual protein	DNA polymerase alpha subunit	Homo sapiens	IC50	>	500000.0	nM	PMID[15369402]
NPT2216	Individual protein	DNA polymerase beta	Rattus norvegicus	IC50	>	500000.0	nM	PMID[15369402]
NPT320	Protein family	DNA topoisomerase II	Homo sapiens	IC50	>	500000.0	nM	PMID[15369402]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT554	Organism	Candida glabrata	Candida glabrata	GI	<	50.0	%	PMID[22047693]
NPT20	Organism	Candida albicans	Candida albicans	GI	<	50.0	%	PMID[22047693]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	GI	<	50.0	%	PMID[22047693]

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 NPC71460 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	27493
0.1-0.2	19985
0.2-0.3	2011
0.3-0.4	261
0.4-0.5	79
0.5-0.6	16
0.6-0.7	10
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	NPC218585
0.7556	Intermediate Similarity	NPC148174
0.7209	Intermediate Similarity	NPC114891
0.6471	Remote Similarity	NPC167702
0.6471	Remote Similarity	NPC192456
0.6471	Remote Similarity	NPC280026
0.6383	Remote Similarity	NPC320549
0.6383	Remote Similarity	NPC156277
0.6383	Remote Similarity	NPC58057
0.6383	Remote Similarity	NPC151018
0.6275	Remote Similarity	NPC477820
0.6071	Remote Similarity	NPC323180
0.6	Remote Similarity	NPC254340
0.5957	Remote Similarity	NPC281540
0.5957	Remote Similarity	NPC159654
0.5957	Remote Similarity	NPC167995
0.5957	Remote Similarity	NPC118937
0.5763	Remote Similarity	NPC320478
0.566	Remote Similarity	NPC228994
0.56	Remote Similarity	NPC184819
0.5556	Remote Similarity	NPC141071
0.549	Remote Similarity	NPC327728
0.549	Remote Similarity	NPC6120
0.549	Remote Similarity	NPC131892
0.549	Remote Similarity	NPC213178
0.549	Remote Similarity	NPC103822
0.5273	Remote Similarity	NPC136188
0.5273	Remote Similarity	NPC28657
0.5091	Remote Similarity	NPC244488

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC71460 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7848
0.1-0.2	1179
0.2-0.3	80
0.3-0.4	24
0.4-0.5	11
0.5-0.6	5
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	Drug ID	Developmental Stage
0.6471	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD4808	Phase 2
0.6383	Remote Similarity	NPD4809	Phase 4
0.549	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.549	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5385	Remote Similarity	NPD4787	Phase 1
0.5273	Remote Similarity	NPD6942	Phase 4
0.5091	Remote Similarity	NPD3671	Phase 1

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