NPASS Compound

Natural Product: NPC98086

Natural Product ID	NPC98086
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SBSXXCCMIWEPEE-SELDZKRUSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	13475120
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001445] Bile acids, alcohols and derivatives [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives [CHEMONTID:0001104] Trihydroxy bile acids, alcohols 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 80 83 0 0 0 0 0 0 0 0999 V2000 7.9231 -0.4840 0.1909 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5462 0.1584 0.4184 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7852 1.6508 0.4450 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6367 -0.2595 -0.6883 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2542 0.2212 -1.9891 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2139 0.2309 -0.5478 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6346 -0.3038 0.7171 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2490 0.1921 1.0139 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3076 1.6817 1.1253 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2152 -0.3149 0.0626 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2146 -1.8488 0.1528 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2187 -2.2876 -0.0614 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9279 -1.0284 -0.4079 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3953 -1.0279 -0.1862 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0118 -1.9414 -1.2242 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4376 -1.6926 -1.4549 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1308 -2.6317 -1.8368 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0871 -0.3804 -1.2549 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5423 -0.5923 -0.9987 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2221 0.6160 -0.4324 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.4052 1.8552 -0.4617 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0012 1.7223 -0.0074 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4034 0.3687 -0.1213 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6268 -0.3681 1.2042 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9348 0.3579 -0.3883 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1895 1.3564 0.4638 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7103 1.3194 0.0874 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1897 -0.0200 0.4889 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4369 -0.2780 1.9384 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3643 0.8487 -1.2354 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7191 -1.6902 0.6789 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5336 -0.2216 -1.6859 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4917 0.1676 -0.5051 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7666 -1.5028 -0.1675 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4855 -0.4609 1.1560 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2572 -0.1563 1.4268 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8452 2.2150 0.4033 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4322 1.9909 -0.3945 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3438 1.8877 1.3871 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6472 -1.3719 -0.7323 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2371 1.3227 -1.9729 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6146 -0.1942 -2.8210 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2636 -0.2143 -2.0909 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2695 1.3516 -0.5623 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2648 0.0369 1.5626 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9807 -0.2011 2.0293 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 2.0876 1.9681 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3563 2.0144 1.3903 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1022 2.1858 0.1595 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3291 0.0022 -0.9722 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8199 -2.3042 -0.6339 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4908 -2.1855 1.1783 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3000 -3.0682 -0.8474 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6776 -2.7156 0.8475 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6483 -0.7459 -1.4437 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6248 -1.4488 0.8066 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4263 -1.8562 -2.1790 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9109 -2.9865 -0.8163 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8932 0.2246 -2.1732 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6685 -1.4442 -0.2963 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9988 -0.9395 -1.9622 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6524 0.3994 0.5892 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4967 2.3182 -1.4863 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9104 2.6053 0.2133 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8912 2.0549 1.0612 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3827 2.4450 -0.6168 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6655 -1.4729 0.9923 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8220 -0.1424 1.9338 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5738 -0.1099 1.6737 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7688 0.6273 -1.4499 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5300 2.3844 0.2310 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3393 1.1990 1.5329 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2553 2.1789 0.5757 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6974 1.4229 -1.0324 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1895 -1.1248 2.3363 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4676 -0.5174 2.2041 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1746 0.6600 2.4917 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9863 1.4506 -0.7501 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1201 -2.0809 1.4958 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7683 -1.1970 -1.7797 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 4 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 8 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 2 0 16 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 1 23 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 1 20 30 1 0 7 31 1 0 6 32 1 0 28 10 1 0 28 13 1 0 25 14 1 0 23 18 1 0 1 33 1 0 1 34 1 0 1 35 1 0 2 36 1 0 3 37 1 0 3 38 1 0 3 39 1 0 4 40 1 6 5 41 1 0 5 42 1 0 5 43 1 0 6 44 1 1 7 45 1 1 8 46 1 1 9 47 1 0 9 48 1 0 9 49 1 0 10 50 1 6 11 51 1 0 11 52 1 0 12 53 1 0 12 54 1 0 13 55 1 6 14 56 1 1 15 57 1 0 15 58 1 0 18 59 1 6 19 60 1 0 19 61 1 0 20 62 1 1 21 63 1 0 21 64 1 0 22 65 1 0 22 66 1 0 24 67 1 0 24 68 1 0 24 69 1 0 25 70 1 6 26 71 1 0 26 72 1 0 27 73 1 0 27 74 1 0 29 75 1 0 29 76 1 0 29 77 1 0 30 78 1 0 31 79 1 0 32 80 1 0 M END

Standard InCHIKey	SBSXXCCMIWEPEE-SELDZKRUSA-N
Standard InCHI	InChI=1S/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18+,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1
SMILES	CC(C)[C@H](C)[C@H]([C@@H]([C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](CC[C@]4(C)[C@H]3CC[C@]12C)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	448.36	Volume:	491.143 ? Van der Waals volume.
Dense:	0.913	LogP:	4.785 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.318 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.279 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	21.0
TPSA:	77.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	3.0	Rings:	4.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.563	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.824	Fsp³:	0.964
MCE-18:	77.455 ? 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:	0.758	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.015 ? 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:	0.373	Promiscuous compounds:	0.062

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.281	MDCK Permeability:	-5.086
Pgp-inhibitor:	0.0	Pgp-substrate:	0.152
PAMPA:	0.969 ? 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%):	0.001	30% Bioavailability (F30%):	0.007
50% Bioavailability (F50%):	0.881

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.062	MRP1:	0.049
Plasma Protein Binding (PPB):	81.998%	Volume Distribution (VD):	-0.038
Fu:	21.963% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.985
OATP1B3 inhibitor:	0.995	BCRP inhibitor:	0.082
BSEP inhibitor:	0.01

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.003
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.018
CYP3A4-inhibitor:	0.994	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.935
HLM stability:	0.286 ? 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):

14.285

Half-life (T1/2):

1.944

ADMET: Toxicity

hERG Blockers:	0.125	hERG Blockers (10um):	0.342
Human Hepatotoxicity (H-HT):	0.561	Drug-induced Liver Injury (DILI):	0.208
AMES Toxicity:	0.304	Rat Oral Acute Toxicity:	0.127
Maximum Recommended Daily Dose:	0.308	Skin Sensitization:	0.947
Carcinogencity:	0.679	Eye Corrosion:	0.009
Eye Irritation:	0.625	Respiratory Toxicity:	0.504
Drug-induced Neurotoxicity:	0.026	Ototoxicity:	0.848
Hematotoxicity:	0.525	Drug-induced Nephrotoxicity:	0.869
Genotoxicity:	0.031	RPMI-8226 Immunitoxicity:	0.089
A549 Cytotoxicity:	0.634	Hek293 Cytotoxicity:	0.723
BCF:	1.568 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.861 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.45 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.778 ? 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
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11356-018-3422-z]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)91122-1]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1155/2014/726070]
NPO88	Rheum undulatum	Species	Polygonaceae	Eukaryota	rhizome	n.a.	n.a.	PMID[10714491]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15516765]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	Sri Lankan	n.a.	PMID[16933889]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	n.a.	stem	n.a.	PMID[18310955]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20973550]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23700450]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23849114]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24310066]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[25433632]
NPO1533	Corynespora cassiicola	Species	Corynesporascaceae	Eukaryota	n.a.	Xisha Islands coral reef in the South China Sea	2009-DEC	PMID[25594263]
NPO1533	Corynespora cassiicola	Species	Corynesporascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25594263]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25700090]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[26860358]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27996259]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		PMID[31861466]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38792127]
NPO6454	Delphinium tatsienense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO88	Rheum undulatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2247	Iphiona scabra	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8197	Scrophularia deserti	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4947	Tagetes minuta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1533	Corynespora cassiicola	Species	Corynesporascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5314	Sargassum parvivesiculosum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2553	Adenocarpus commutatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Petiole	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Protoplast	n.a.	n.a.	Database[FooDB]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO6454	Delphinium tatsienense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4947	Tagetes minuta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO6454	Delphinium tatsienense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5314	Sargassum parvivesiculosum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4947	Tagetes minuta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6454	Delphinium tatsienense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO88	Rheum undulatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4947	Tagetes minuta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO88	Rheum undulatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16088	Streptomyces scabiei	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6454	Delphinium tatsienense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO421	Polygonum maritimum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23693	Alseodaphne semecarpifolia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1533	Corynespora cassiicola	Species	Corynesporascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5105	Lagenaria siceraria	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3111	Daphnandra micrantha	Species	Atherospermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5314	Sargassum parvivesiculosum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2553	Adenocarpus commutatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5403	Fagus menziesii	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8197	Scrophularia deserti	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2247	Iphiona scabra	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7759	Penicillium nalgiovensis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4112	Ficus fistulosa	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5260	Osteospermum thodei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7604	Viguiera lanceolata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

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 NPC98086 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	20421
0.1-0.2	25966
0.2-0.3	3200
0.3-0.4	230
0.4-0.5	33
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	Natural Product ID
0.6481	Remote Similarity	NPC603575
0.625	Remote Similarity	NPC470609
0.6207	Remote Similarity	NPC174117
0.5902	Remote Similarity	NPC312637
0.5283	Remote Similarity	NPC320549
0.5283	Remote Similarity	NPC156277
0.5283	Remote Similarity	NPC58057
0.5283	Remote Similarity	NPC151018

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC98086 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6711
0.1-0.2	2291
0.2-0.3	116
0.3-0.4	27
0.4-0.5	3
0.5-0.6	2
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
0.5283	Remote Similarity	NPD4808	Phase 2
0.5283	Remote Similarity	NPD4809	Phase 4

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