Natural Product: ENC002178

NPs Basic Information

Download MOL File
Name
epi-isochromophilone II
Molecular Formula C22H27ClO4
IUPAC Name*
(7R,8S)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-8-(2-oxopropyl)-8H-isochromen-6-one
SMILES
CC[C@H](C)/C=C(\C)/C=C/C1=CC2=C(C(=O)[C@]([C@H](C2=CO1)CC(=O)C)(C)O)Cl
InChI
InChI=1S/C22H27ClO4/c1-6-13(2)9-14(3)7-8-16-11-17-18(12-27-16)19(10-15(4)24)22(5,26)21(25)20(17)23/h7-9,11-13,19,26H,6,10H2,1-5H3/b8-7+,14-9+/t13-,19-,22+/m0/s1
InChIKey
QEPMTPAOVMUVBT-NJCRSHSXSA-N
Synonyms
epi-isochromophilone II; CHEMBL4276939; CHEBI:68700; DTXSID301314037; Q27137121; (7R,8S)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-7-hydroxy-7-methyl-8-(2-oxopropyl)-7,8-dihydro-6H-isochromen-6-one; (7R,8S)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-8-(2-oxopropyl)-8H-isochromen-6-one; 901309-50-0
CAS 901309-50-0
PubChem CID 11661102
ChEMBL ID CHEMBL4276939
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Cyclohexenones

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: 390.9 ALogp: 3.8
HBD: 1 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 63.6 Aromatic Rings: 2
Heavy Atoms: 27 QED Weighted: 0.635

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.623 MDCK Permeability: 0.00002380
Pgp-inhibitor: 0.046 Pgp-substrate: 0.057
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.004
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.989 Plasma Protein Binding (PPB): 87.10%
Volume Distribution (VD): 1.685 Fu: 11.65%

ADMET: Metabolism

CYP1A2-inhibitor: 0.927 CYP1A2-substrate: 0.58
CYP2C19-inhibitor: 0.955 CYP2C19-substrate: 0.456
CYP2C9-inhibitor: 0.908 CYP2C9-substrate: 0.653
CYP2D6-inhibitor: 0.923 CYP2D6-substrate: 0.122
CYP3A4-inhibitor: 0.945 CYP3A4-substrate: 0.537

ADMET: Excretion

Clearance (CL): 2.362 Half-life (T1/2): 0.335

ADMET: Toxicity

hERG Blockers: 0.015 Human Hepatotoxicity (H-HT): 0.848
Drug-inuced Liver Injury (DILI): 0.555 AMES Toxicity: 0.235
Rat Oral Acute Toxicity: 0.759 Maximum Recommended Daily Dose: 0.976
Skin Sensitization: 0.919 Carcinogencity: 0.951
Eye Corrosion: 0.006 Eye Irritation: 0.252
Respiratory Toxicity: 0.979
*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
ENC001876 0.744 D05QDC 0.225
ENC002612 0.714 D0B1IP 0.224
ENC005844 0.640 D0G3PI 0.213
ENC005878 0.640 D02DGU 0.213
ENC005436 0.635 D00DKK 0.213
ENC005435 0.635 D0S7WX 0.206
ENC001841 0.618 D0WY9N 0.194
ENC002778 0.604 D06BLQ 0.188
ENC002610 0.604 D0E9KA 0.185
ENC005437 0.586 D06AEO 0.182
*Note: the compound similarity was calculated by RDKIT.