NPASS Compound

Natural Product: NPC173813

Natural Product ID	NPC173813
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ZIUDAKDLOLDEGU-JPZSZRNLSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	16061225
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001554] Tetraterpenoids [CHEMONTID:0001277] Carotenoids [CHEMONTID:0001411] Carotenes

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 108107 0 0 0 0 0 0 0 0999 V2000 10.5640 5.1010 -1.3771 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0840 5.0847 -1.4763 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3713 4.4337 -0.5466 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9189 4.3632 -0.5623 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2101 3.0992 -0.7975 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4608 1.9732 0.1941 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8880 1.5807 0.1215 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4873 0.9092 -0.1129 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3815 -0.3214 0.6482 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4201 -1.3406 0.7372 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8424 -2.0450 -0.5071 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9518 -3.0565 -0.1766 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7224 -2.7353 -1.2373 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0415 -3.7754 -0.4479 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7954 -3.8449 -0.1162 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1653 -4.9068 0.6755 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8409 -4.8436 0.9375 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2305 -5.8982 1.7224 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0508 -5.8694 1.9833 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9421 -4.8236 1.5300 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2505 -4.8468 1.8253 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6814 -5.9925 2.6260 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1438 -3.7873 1.3558 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4300 -3.7489 1.6010 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4232 -2.7708 1.2023 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9987 -1.6092 0.3789 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4229 -2.1058 -0.9294 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3070 -0.8777 0.0058 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1031 0.3307 -0.8075 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3823 0.9844 -1.2122 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3084 1.4799 -0.1736 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8827 0.4844 0.7854 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4931 2.2254 -0.7682 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1584 3.4294 -1.5601 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4397 4.4197 -0.7138 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9933 5.6036 -0.4886 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3337 5.9528 -1.0763 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2736 6.6008 0.3594 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8735 -6.0835 1.2209 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4640 5.8034 -2.6194 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9611 6.1284 -1.4518 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0084 4.4827 -2.2114 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9375 4.6056 -0.4491 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9611 3.9919 0.2458 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5020 5.1579 -1.2780 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5308 4.7814 0.4438 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4756 2.7201 -1.8425 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1064 3.2837 -0.8936 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2258 2.4788 1.1919 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4272 2.0312 -0.7725 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5026 1.8835 1.0111 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0492 0.4867 -0.0729 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5697 0.7377 -1.2412 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4588 1.4240 -0.0777 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3469 -0.7761 0.4016 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1654 -0.0043 1.7377 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2504 -1.0135 1.3936 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9944 -2.2057 1.3937 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2780 -1.3237 -1.2063 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6351 -3.6476 0.7208 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8897 -2.5430 0.1197 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1936 -3.6922 -1.0411 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0773 -1.9845 -1.6866 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2077 -3.2800 -2.0954 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7057 -4.5880 -0.1078 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1839 -3.0024 -0.4873 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3386 -3.9885 0.5262 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8470 -6.7404 2.1098 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4461 -6.7151 2.5894 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5753 -4.0061 0.9485 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4103 -6.9420 2.0837 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0378 -5.9641 3.5646 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6961 -5.9985 3.0021 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7400 -2.9746 0.7755 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7941 -4.6114 2.2084 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2885 -3.3165 0.7036 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9195 -2.3979 2.1561 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3581 -0.8992 0.9066 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3355 -3.2292 -0.9498 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4229 -1.6817 -1.0902 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0650 -1.8575 -1.8061 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6881 -0.5655 1.0077 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9935 -1.5910 -0.4370 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5206 0.1227 -1.7529 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4751 1.0872 -0.2572 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1636 1.7887 -1.9817 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9921 0.2369 -1.8343 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7507 2.2903 0.4079 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9225 -0.5392 0.4015 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4614 0.5911 1.8197 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9942 0.7204 0.9852 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0685 1.4678 -1.3653 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1607 2.4635 0.0923 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5360 3.1517 -2.4397 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1230 3.8924 -1.9062 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4822 4.1751 -0.2916 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3241 5.9047 -2.1764 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6358 6.9535 -0.6961 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1009 5.2027 -0.7173 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7481 6.6104 1.3783 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2105 6.3264 0.4877 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2828 7.6083 -0.1152 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9090 -6.0982 0.8505 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3789 -7.0029 0.7930 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8272 -6.1522 2.3274 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5915 5.2624 -2.9844 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2111 5.8530 -3.4572 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2809 6.8538 -2.3140 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 11 13 1 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 20 21 2 0 21 22 1 0 21 23 1 0 23 24 2 0 24 25 1 0 25 26 1 0 26 27 1 0 26 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 31 33 1 0 33 34 1 0 34 35 1 0 35 36 2 3 36 37 1 0 36 38 1 0 16 39 1 0 2 40 1 0 1 41 1 0 1 42 1 0 1 43 1 0 3 44 1 0 4 45 1 0 4 46 1 0 5 47 1 0 5 48 1 0 6 49 1 0 7 50 1 0 7 51 1 0 7 52 1 0 8 53 1 0 8 54 1 0 9 55 1 0 9 56 1 0 10 57 1 0 10 58 1 0 11 59 1 0 12 60 1 0 12 61 1 0 12 62 1 0 13 63 1 0 13 64 1 0 14 65 1 0 15 66 1 0 17 67 1 0 18 68 1 0 19 69 1 0 20 70 1 0 22 71 1 0 22 72 1 0 22 73 1 0 23 74 1 0 24 75 1 0 25 76 1 0 25 77 1 0 26 78 1 0 27 79 1 0 27 80 1 0 27 81 1 0 28 82 1 0 28 83 1 0 29 84 1 0 29 85 1 0 30 86 1 0 30 87 1 0 31 88 1 0 32 89 1 0 32 90 1 0 32 91 1 0 33 92 1 0 33 93 1 0 34 94 1 0 34 95 1 0 35 96 1 0 37 97 1 0 37 98 1 0 37 99 1 0 38100 1 0 38101 1 0 38102 1 0 39103 1 0 39104 1 0 39105 1 0 40106 1 0 40107 1 0 40108 1 0 M END

Standard InCHIKey	ZIUDAKDLOLDEGU-JPZSZRNLSA-N
Standard InCHI	InChI=1S/C40H68/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-26,37-40H,13-14,17-18,23-24,27-32H2,1-10H3/b12-11-,25-15+,26-16+,35-21+,36-22+
SMILES	CC(=CCCC(C)CCCC(C)C/C=C/C(=C/C=CC=C(/C)C=CCC(C)CCCC(C)CCC=C(C)C)/C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	548.53	Volume:	681.941 ? Van der Waals volume.
Dense:	0.804	LogP:	12.722 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	6.564 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-11.225 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	22.0	Rigid Bonds:	7.0
TPSA:	0.0 ? Topological Polar Surface Area.	H-Bond Acceptor:	0.0
H-Bond Donor:	0.0	Rings:	0.0
Heavy Atoms:	0.0

MedChem Properties

QED Drug-Likeness Score:	0.093	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.496	Fsp³:	0.65
MCE-18:	8.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.999	Fluc inhibitor:	0.975 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.0 ? 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:	0.699	Promiscuous compounds:	0.005

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.99	MDCK Permeability:	-4.787
Pgp-inhibitor:	0.177	Pgp-substrate:	0.001
PAMPA:	0.0 ? 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%):	0.003	30% Bioavailability (F30%):	0.27
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.56
Plasma Protein Binding (PPB):	98.134%	Volume Distribution (VD):	0.716
Fu:	1.931% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.991
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.393
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.011	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.998	CYP2C19-substrate:	0.81
CYP2C9-inhibitor:	0.919	CYP2C9-substrate:	0.997
CYP2D6-inhibitor:	0.998	CYP2D6-substrate:	0.999
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.001	CYP2C8-inhibitor:	1.0
HLM stability:	0.996 ? 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):

8.338

Half-life (T1/2):

0.291

ADMET: Toxicity

hERG Blockers:	0.409	hERG Blockers (10um):	0.884
Human Hepatotoxicity (H-HT):	0.678	Drug-induced Liver Injury (DILI):	0.004
AMES Toxicity:	0.085	Rat Oral Acute Toxicity:	0.079
Maximum Recommended Daily Dose:	0.189	Skin Sensitization:	1.0
Carcinogencity:	0.215	Eye Corrosion:	0.736
Eye Irritation:	0.963	Respiratory Toxicity:	0.808
Drug-induced Neurotoxicity:	0.144	Ototoxicity:	0.689
Hematotoxicity:	0.193	Drug-induced Nephrotoxicity:	0.237
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.096
A549 Cytotoxicity:	0.372	Hek293 Cytotoxicity:	0.043
BCF:	2.252 ? 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:	5.864 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.33 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	8.859 ? 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
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/hlca.19270100148]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11356-018-3422-z]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4039(00)90113-8]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1021/np50070a005]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14987049]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Petals	n.a.	n.a.	PMID[15043425]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15516765]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	leaves	Botanical Garden of Innsbruck, Austria	n.a.	PMID[20100662]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20973550]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21443171]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21923134]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22305790]
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]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24338885]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[25433632]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[26860358]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		PMID[31861466]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36235241]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37111302]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38792127]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38986200]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39181940]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39716808]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30772	Citrullus vulgaris	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15308	Stigma croci	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO163.1	Daucus carota var. sativa	Varieties	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Petiole	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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Silk Stigma Style	n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15308	Stigma croci	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30772	Citrullus vulgaris	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO163.1	Daucus carota var. sativa	Varieties	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15308	Stigma croci	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO163.1	Daucus carota var. sativa	Varieties	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO30772	Citrullus vulgaris	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9503	Averrhoa carambola	Species	Oxalidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO782	Viola tricolor	Species	Violaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25618	Eriobotrya japonica	Species	Rosaceae	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 NPC173813 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	35970
0.1-0.2	13577
0.2-0.3	288
0.3-0.4	21
0.4-0.5	2
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	Natural Product ID
0.6667	Remote Similarity	NPC282119

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC173813 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8514
0.1-0.2	616
0.2-0.3	20
0.3-0.4	0
0.4-0.5	0
0.5-0.6	0
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
		NPD

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