Natural Product: ENC002773

NPs Basic Information

Download MOL File
Name
Chermesinone A
Molecular Formula C17H22O4
IUPAC Name*
(7R,8S)-7-hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-8H-isochromen-6-one
SMILES
CC[C@H](C)C(=O)C[C@H]1C2=COC(=CC2=CC(=O)[C@]1(C)O)C
InChI
InChI=1S/C17H22O4/c1-5-10(2)15(18)8-14-13-9-21-11(3)6-12(13)7-16(19)17(14,4)20/h6-7,9-10,14,20H,5,8H2,1-4H3/t10-,14-,17+/m0/s1
InChIKey
ITPVWOANIWCVEO-RMLVOYDJSA-N
Synonyms
Chermesinone A; CHEMBL1801779; CHEBI:67396; DTXSID201118319; BDBM50347536; Q27135856; (7R,8S)-7,8-Dihydro-7-hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-6H-2-benzopyran-6-one; (7R,8S)-7-Hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-7,8-dihydro-6H-isochromen-6-one; 1300040-79-2
CAS 1300040-79-2
PubChem CID 53355009
ChEMBL ID CHEMBL1801779
*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: 290.4 ALogp: 1.1
HBD: 1 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 63.6 Aromatic Rings: 2
Heavy Atoms: 21 QED Weighted: 0.861

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.601 MDCK Permeability: 0.00002610
Pgp-inhibitor: 0.981 Pgp-substrate: 0.012
Human Intestinal Absorption (HIA): 0.137 20% Bioavailability (F20%): 0.847
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.895 Plasma Protein Binding (PPB): 76.35%
Volume Distribution (VD): 1.455 Fu: 29.27%

ADMET: Metabolism

CYP1A2-inhibitor: 0.355 CYP1A2-substrate: 0.181
CYP2C19-inhibitor: 0.222 CYP2C19-substrate: 0.769
CYP2C9-inhibitor: 0.146 CYP2C9-substrate: 0.082
CYP2D6-inhibitor: 0.061 CYP2D6-substrate: 0.079
CYP3A4-inhibitor: 0.304 CYP3A4-substrate: 0.569

ADMET: Excretion

Clearance (CL): 3.219 Half-life (T1/2): 0.839

ADMET: Toxicity

hERG Blockers: 0.065 Human Hepatotoxicity (H-HT): 0.849
Drug-inuced Liver Injury (DILI): 0.106 AMES Toxicity: 0.858
Rat Oral Acute Toxicity: 0.928 Maximum Recommended Daily Dose: 0.927
Skin Sensitization: 0.823 Carcinogencity: 0.949
Eye Corrosion: 0.003 Eye Irritation: 0.05
Respiratory Toxicity: 0.91
*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
ENC004373 0.629 D06WTZ 0.225
ENC002774 0.553 D07JGT 0.214
ENC005364 0.475 D0WY9N 0.210
ENC004374 0.458 D0O6KE 0.210
ENC004375 0.441 D0G7DJ 0.209
ENC003987 0.433 D06LYG 0.205
ENC004587 0.432 D04GJN 0.204
ENC004586 0.430 D0A4JK 0.203
ENC004593 0.425 D0I5HV 0.202
ENC004592 0.425 D0P1FO 0.200
*Note: the compound similarity was calculated by RDKIT.