NPASS Compound

Natural Product: NPC59884

Natural Product ID	NPC59884
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	JFSHUTJDVKUMTJ-UZXSNVDGSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
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 81 85 0 0 0 0 0 0 0 0999 V2000 -5.7229 -1.3389 0.9184 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0998 -0.3711 -0.0739 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1680 0.6716 -0.3507 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7019 -1.1547 -1.2509 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6557 -0.6841 -2.1801 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7192 0.3029 -1.4539 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2634 1.6117 -1.8293 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3068 0.1636 -1.8982 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3886 1.1011 -1.1488 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4609 1.0239 0.3482 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1944 2.3049 0.7972 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4037 -0.1110 0.6225 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9602 -1.0776 1.4105 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3411 -1.2130 2.0670 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3916 -0.3113 1.5344 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4538 -0.9188 0.7049 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3413 -1.7616 1.6555 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0394 -1.8945 -0.3538 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9388 -1.8750 -1.5573 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3777 -1.5896 -1.3055 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6257 -0.3406 -0.4734 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7150 -0.4742 0.5144 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0788 0.7628 -1.4571 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2992 0.1251 0.0088 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2500 1.4091 0.7490 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8173 1.9432 0.5622 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7900 1.0049 1.1309 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4240 1.6539 2.4998 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9579 -1.4233 -2.5916 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7325 -0.1555 -0.0302 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9285 0.3016 0.6748 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0946 -0.7032 1.7725 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9444 -1.9917 1.3393 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5594 -1.9027 0.4606 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1673 0.3661 -0.0613 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8952 1.6167 0.1568 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1916 0.8872 -1.4560 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4939 -2.2296 -0.9632 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6428 -1.2676 -1.8766 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9682 -1.5340 -2.4675 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0198 -0.2762 -3.1317 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0584 1.6340 -2.6112 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6412 2.2584 -1.0176 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4559 2.2458 -2.3159 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1777 0.4343 -2.9789 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9402 -0.8718 -1.7512 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5469 2.1712 -1.4769 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6063 0.8751 -1.5836 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4642 3.0300 1.2742 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0500 2.1085 1.4398 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5419 2.9127 -0.0620 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6864 -1.8921 1.5898 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6622 -2.2930 1.9638 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1502 -1.1104 3.1769 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9841 -0.0242 2.4857 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7942 -2.6137 1.1673 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6128 -2.2072 2.3986 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9792 -1.1230 2.2734 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0503 -2.9648 0.0159 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0089 -1.7515 -0.7109 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5787 -1.1642 -2.3532 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9037 -2.8785 -2.0657 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9554 -2.4746 -0.9052 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8959 -1.4950 0.9062 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6162 0.3070 1.2911 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7040 -0.2246 0.0177 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5582 1.5529 -0.8321 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 1.1547 -2.0251 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8455 0.3435 -2.1482 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7527 0.3192 -0.9673 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9223 2.1830 0.3806 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4117 1.2914 1.8605 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6771 2.1155 -0.4953 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8415 2.9390 1.0531 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8829 2.6322 2.6385 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8950 1.0396 3.3374 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6339 1.6162 2.7122 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4282 -0.7730 -3.1067 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9196 -1.2953 -0.0862 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8739 -0.0471 1.7372 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1169 1.3895 0.7460 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 1 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 1 10 12 1 0 12 13 2 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 1 16 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 21 23 1 0 21 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 1 20 29 1 0 12 30 1 0 30 31 1 0 31 2 1 0 30 6 1 0 27 10 1 0 27 15 1 0 24 16 1 0 1 32 1 0 1 33 1 0 1 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 7 42 1 0 7 43 1 0 7 44 1 0 8 45 1 0 8 46 1 0 9 47 1 0 9 48 1 0 11 49 1 0 11 50 1 0 11 51 1 0 13 52 1 0 14 53 1 0 14 54 1 0 15 55 1 1 17 56 1 0 17 57 1 0 17 58 1 0 18 59 1 0 18 60 1 0 19 61 1 0 19 62 1 0 20 63 1 1 22 64 1 0 22 65 1 0 22 66 1 0 23 67 1 0 23 68 1 0 23 69 1 0 24 70 1 6 25 71 1 0 25 72 1 0 26 73 1 0 26 74 1 0 28 75 1 0 28 76 1 0 28 77 1 0 29 78 1 0 30 79 1 6 31 80 1 0 31 81 1 0 M END

Standard InCHIKey	JFSHUTJDVKUMTJ-UZXSNVDGSA-N
Standard InCHI	InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22+,23+,24-,27-,28+,29+,30-/m1/s1
SMILES	CC1(C)CC[C@]2(C)CC[C@@]3(C)C(=CC[C@H]4[C@@]5(C)CC[C@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@H]2C1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	426.39	Volume:	490.807 ? Van der Waals volume.
Dense:	0.869	LogP:	5.939 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.468 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.357 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	0.0	Rigid Bonds:	26.0
TPSA:	20.23 ? Topological Polar Surface Area.	H-Bond Acceptor:	1.0
H-Bond Donor:	1.0	Rings:	5.0
Heavy Atoms:	1.0

MedChem Properties

QED Drug-Likeness Score:	0.387	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.56	Fsp³:	0.933
MCE-18:	102.207 ? 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:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.943	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.005 ? 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:	0.756	Promiscuous compounds:	0.073

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.056	MDCK Permeability:	-4.778
Pgp-inhibitor:	0.961	Pgp-substrate:	0.005
PAMPA:	0.861 ? 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%):	0.376	30% Bioavailability (F30%):	0.138
50% Bioavailability (F50%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.429	MRP1:	0.448
Plasma Protein Binding (PPB):	94.152%	Volume Distribution (VD):	0.174
Fu:	5.531% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.963	BCRP inhibitor:	0.731
BSEP inhibitor:	0.996

ADMET: Metabolism

CYP1A2-inhibitor:	0.02	CYP1A2-substrate:	0.973
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.982
CYP2C9-inhibitor:	0.038	CYP2C9-substrate:	0.985
CYP2D6-inhibitor:	0.313	CYP2D6-substrate:	0.979
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	0.992
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.938
HLM stability:	0.999 ? 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):

11.315

Half-life (T1/2):

0.252

ADMET: Toxicity

hERG Blockers:	0.049	hERG Blockers (10um):	0.213
Human Hepatotoxicity (H-HT):	0.527	Drug-induced Liver Injury (DILI):	0.061
AMES Toxicity:	0.254	Rat Oral Acute Toxicity:	0.256
Maximum Recommended Daily Dose:	0.558	Skin Sensitization:	0.642
Carcinogencity:	0.878	Eye Corrosion:	0.075
Eye Irritation:	0.737	Respiratory Toxicity:	0.752
Drug-induced Neurotoxicity:	0.017	Ototoxicity:	0.487
Hematotoxicity:	0.267	Drug-induced Nephrotoxicity:	0.686
Genotoxicity:	0.084	RPMI-8226 Immunitoxicity:	0.067
A549 Cytotoxicity:	0.206	Hek293 Cytotoxicity:	0.424
BCF:	3.596 ? 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:	5.24 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.983 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.513 ? 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
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1246/bcsj.30.618]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	root	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	xylem	n.a.	PMID[14727919]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309313]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17716892]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO29381	Trichilia rubescens	Species	Meliaceae	Eukaryota	leaves	Kibale National Park, Uganda	2000-2001	PMID[19299148]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	South China Sea	n.a.	PMID[25211032]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27466882]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31117521]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[31873014]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29363	Aconitum nevadense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28784	Alseodaphne corneri	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27269	Annona impressivenia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29510	Aulacocephalus temmincki	Species	Serranidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28971	Bersama yangambiensis	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29189	Castanopsis sclerophylla	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29400	Conocephalum japonicum	Species	Conocephalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26192	Cordylanthus kingii	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25981	Crinipellis scabella	Species	Marasmiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29127	Cystophora scalaris	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29047	Disynaphia halimifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4244	Doodia picta	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28845	Eragrostis viscosa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1245	Eunicella cavolinii	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28824	Forsteronia refracta	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3340	Fridericia chica	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28898	Grewia mollis	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29203	Gymnocarpium robertianum	Species	Cystopteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29154	Heliotropium floridum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28937	Heterotheca grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29415	Hovenia acerba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29142	Kaunia saltensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13818	Narcissus concolor	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29225	Oncoba echinata	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28918	Ophiolepis superba	Species	Ophiolepididae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29068	Papilio phorcas	Species	Papilionidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29344	Parabenzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3744	Polycephalomyces nipponicus	Species	Ophiocordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9157	Rubrivivax gelatinosus	Species	n.a.	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29242	Salvia dorrii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29488	Sophora angustifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29446	Stevia polycephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29292	Teucrium depressum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28805	Thymus piperella	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29381	Trichilia rubescens	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29344	Parabenzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28805	Thymus piperella	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29242	Salvia dorrii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29225	Oncoba echinata	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29363	Aconitum nevadense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26192	Cordylanthus kingii	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27269	Annona impressivenia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29415	Hovenia acerba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29203	Gymnocarpium robertianum	Species	Cystopteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO3340	Fridericia chica	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1245	Eunicella cavolinii	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29127	Cystophora scalaris	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29381	Trichilia rubescens	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28898	Grewia mollis	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29400	Conocephalum japonicum	Species	Conocephalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29446	Stevia polycephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28918	Ophiolepis superba	Species	Ophiolepididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29047	Disynaphia halimifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28971	Bersama yangambiensis	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13818	Narcissus concolor	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28784	Alseodaphne corneri	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4244	Doodia picta	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29142	Kaunia saltensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28805	Thymus piperella	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28937	Heterotheca grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28845	Eragrostis viscosa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28824	Forsteronia refracta	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29510	Aulacocephalus temmincki	Species	Serranidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29154	Heliotropium floridum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29292	Teucrium depressum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29189	Castanopsis sclerophylla	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25981	Crinipellis scabella	Species	Marasmiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3744	Polycephalomyces nipponicus	Species	Ophiocordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9157	Rubrivivax gelatinosus	Species	n.a.	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO29488	Sophora angustifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29344	Parabenzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO29068	Papilio phorcas	Species	Papilionidae	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 NPC59884 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	25597
0.1-0.2	19934
0.2-0.3	3118
0.3-0.4	855
0.4-0.5	232
0.5-0.6	63
0.6-0.7	34
0.7-0.8	0
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC290598
1.0	High Similarity	NPC30590
0.8269	Intermediate Similarity	NPC101475
0.8269	Intermediate Similarity	NPC196753
0.8113	Intermediate Similarity	NPC235341
0.7679	Intermediate Similarity	NPC246708
0.7636	Intermediate Similarity	NPC470588
0.7593	Intermediate Similarity	NPC34177
0.7455	Intermediate Similarity	NPC253807
0.7455	Intermediate Similarity	NPC158662
0.7407	Intermediate Similarity	NPC474989
0.7358	Intermediate Similarity	NPC27765
0.7358	Intermediate Similarity	NPC122418
0.7358	Intermediate Similarity	NPC491014
0.7037	Intermediate Similarity	NPC601696
0.6964	Remote Similarity	NPC311078
0.6842	Remote Similarity	NPC475862
0.6721	Remote Similarity	NPC171203
0.6721	Remote Similarity	NPC307426
0.6721	Remote Similarity	NPC98442
0.6721	Remote Similarity	NPC488519
0.6721	Remote Similarity	NPC242468
0.6552	Remote Similarity	NPC478657
0.6552	Remote Similarity	NPC480924
0.6316	Remote Similarity	NPC142754
0.629	Remote Similarity	NPC172361
0.6271	Remote Similarity	NPC40394
0.6271	Remote Similarity	NPC195334
0.619	Remote Similarity	NPC7260
0.619	Remote Similarity	NPC210037
0.619	Remote Similarity	NPC120968
0.619	Remote Similarity	NPC227467
0.619	Remote Similarity	NPC273621
0.6167	Remote Similarity	NPC230295
0.6167	Remote Similarity	NPC53744
0.6167	Remote Similarity	NPC159168
0.6167	Remote Similarity	NPC95594
0.6167	Remote Similarity	NPC98386
0.614	Remote Similarity	NPC120098
0.6066	Remote Similarity	NPC480950
0.6056	Remote Similarity	NPC167383
0.6032	Remote Similarity	NPC480946
0.6032	Remote Similarity	NPC130577
0.6032	Remote Similarity	NPC142415
0.6032	Remote Similarity	NPC102683
0.6032	Remote Similarity	NPC610937
0.6	Remote Similarity	NPC49776
0.6	Remote Similarity	NPC63118
0.6	Remote Similarity	NPC474436
0.5968	Remote Similarity	NPC40552
0.5902	Remote Similarity	NPC238992
0.5873	Remote Similarity	NPC477579
0.5833	Remote Similarity	NPC132478
0.5821	Remote Similarity	NPC294360
0.5781	Remote Similarity	NPC213412
0.5781	Remote Similarity	NPC10005
0.5781	Remote Similarity	NPC91525
0.5781	Remote Similarity	NPC136313
0.5781	Remote Similarity	NPC2539
0.5738	Remote Similarity	NPC291379
0.5714	Remote Similarity	NPC231431
0.5692	Remote Similarity	NPC112866
0.5672	Remote Similarity	NPC263393
0.5625	Remote Similarity	NPC477872
0.5606	Remote Similarity	NPC18872
0.5606	Remote Similarity	NPC290614
0.5574	Remote Similarity	NPC237344
0.5556	Remote Similarity	NPC133954
0.5538	Remote Similarity	NPC187722
0.5538	Remote Similarity	NPC191965
0.5522	Remote Similarity	NPC228784
0.5522	Remote Similarity	NPC324341
0.5522	Remote Similarity	NPC164349
0.5522	Remote Similarity	NPC601810
0.55	Remote Similarity	NPC474488
0.5484	Remote Similarity	NPC471899
0.5455	Remote Similarity	NPC182797
0.5455	Remote Similarity	NPC51700
0.5455	Remote Similarity	NPC88716
0.5455	Remote Similarity	NPC68160
0.5455	Remote Similarity	NPC52169
0.5455	Remote Similarity	NPC488562
0.5455	Remote Similarity	NPC606443
0.5439	Remote Similarity	NPC472805
0.5439	Remote Similarity	NPC90979
0.5397	Remote Similarity	NPC224145
0.5397	Remote Similarity	NPC3915
0.5385	Remote Similarity	NPC17733
0.5385	Remote Similarity	NPC137306
0.5385	Remote Similarity	NPC470629
0.5303	Remote Similarity	NPC214756
0.5303	Remote Similarity	NPC198664
0.5303	Remote Similarity	NPC295643
0.5294	Remote Similarity	NPC202728
0.5294	Remote Similarity	NPC158059
0.5294	Remote Similarity	NPC293564
0.5263	Remote Similarity	NPC237503
0.5224	Remote Similarity	NPC195019
0.5217	Remote Similarity	NPC480919
0.5172	Remote Similarity	NPC138374
0.5172	Remote Similarity	NPC34700
0.5156	Remote Similarity	NPC253402
0.5152	Remote Similarity	NPC162107
0.5152	Remote Similarity	NPC46912
0.5147	Remote Similarity	NPC23621
0.5139	Remote Similarity	NPC471433
0.5139	Remote Similarity	NPC283343
0.5139	Remote Similarity	NPC471432
0.5077	Remote Similarity	NPC267517
0.5072	Remote Similarity	NPC29765
0.507	Remote Similarity	NPC488520
0.5068	Remote Similarity	NPC473160

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC59884 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8013
0.1-0.2	1066
0.2-0.3	66
0.3-0.4	3
0.4-0.5	1
0.5-0.6	1
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
0.5938	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