Natural Product: ENC002015

NPs Basic Information

Download MOL File
Name
Phomopsidin
Molecular Formula C21H30O3
IUPAC Name*
(2E,4E)-5-[(1S,2R,4aS,5S,8S,8aS)-2-[(E)-but-2-en-2-yl]-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid
SMILES
C/C=C(\C)/[C@H]1[C@H]([C@@H]2[C@H](CC[C@@H]([C@@H]2C=C1C)O)C)/C=C/C=C/C(=O)O
InChI
InChI=1S/C21H30O3/c1-5-13(2)20-15(4)12-17-18(22)11-10-14(3)21(17)16(20)8-6-7-9-19(23)24/h5-9,12,14,16-18,20-22H,10-11H2,1-4H3,(H,23,24)/b8-6+,9-7+,13-5+/t14-,16+,17-,18-,20+,21-/m0/s1
InChIKey
KNDPLJZJPQWOMQ-FDTXVGEPSA-N
Synonyms
Phomopsidin; SCHEMBL3404620; 199173-60-9; ZINC31166452; NCGC00380736-01; (2E,4E)-5-[(1S,2R,4aS,5S,8S,8aS)-2-[(E)-but-2-en-2-yl]-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid; NCGC00380736-01_C21H30O3_(2E,4E)-5-{(1S,2R,4aS,5S,8S,8aS)-2-[(2E)-2-Buten-2-yl]-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-1-naphthalenyl}-2,4-pentadienoic acid
CAS NA
PubChem CID 10381991
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty acids and conjugate
          • Direct Parent: Medium-chain fatty acids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 330.5 ALogp: 4.2
HBD: 2 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 57.5 Aromatic Rings: 2
Heavy Atoms: 24 QED Weighted: 0.438

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.985 MDCK Permeability: 0.00002840
Pgp-inhibitor: 0 Pgp-substrate: 0.978
Human Intestinal Absorption (HIA): 0.909 20% Bioavailability (F20%): 0.044
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.444 Plasma Protein Binding (PPB): 96.54%
Volume Distribution (VD): 0.395 Fu: 3.62%

ADMET: Metabolism

CYP1A2-inhibitor: 0.041 CYP1A2-substrate: 0.097
CYP2C19-inhibitor: 0.015 CYP2C19-substrate: 0.807
CYP2C9-inhibitor: 0.015 CYP2C9-substrate: 0.863
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.127
CYP3A4-inhibitor: 0.046 CYP3A4-substrate: 0.307

ADMET: Excretion

Clearance (CL): 5.323 Half-life (T1/2): 0.835

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.665
Drug-inuced Liver Injury (DILI): 0.222 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.783 Maximum Recommended Daily Dose: 0.881
Skin Sensitization: 0.866 Carcinogencity: 0.118
Eye Corrosion: 0.315 Eye Irritation: 0.101
Respiratory Toxicity: 0.965
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC003167 0.355 D0FG6M 0.238
ENC004701 0.345 D0E9KA 0.235
ENC003807 0.343 D00DKK 0.228
ENC003585 0.343 D02DGU 0.228
ENC006079 0.333 D0G3PI 0.228
ENC006077 0.313 D04SFH 0.220
ENC006078 0.306 D0N3NO 0.209
ENC004696 0.297 D05QDC 0.206
ENC003166 0.296 D0X7XG 0.197
ENC004112 0.293 D0W2EK 0.195
*Note: the compound similarity was calculated by RDKIT.