Natural Product: ENC002774

NPs Basic Information

Download MOL File
Name
Chermesinone B
Molecular Formula C18H20O5
IUPAC Name*
(6aR,9S,9aS)-3,6a-dimethyl-9-[(2S)-2-methylbutanoyl]-9,9a-dihydrofuro[2,3-h]isochromene-6,8-dione
SMILES
CC[C@H](C)C(=O)[C@@H]1[C@H]2C3=COC(=CC3=CC(=O)[C@@]2(OC1=O)C)C
InChI
InChI=1S/C18H20O5/c1-5-9(2)16(20)14-15-12-8-22-10(3)6-11(12)7-13(19)18(15,4)23-17(14)21/h6-9,14-15H,5H2,1-4H3/t9-,14-,15+,18-/m0/s1
InChIKey
MZMGICPQNSXAGE-SRSSHDMCSA-N
Synonyms
Chermesinone B; CHEMBL1801780; CHEBI:67397; BDBM50347537; Q27135857; rel-(6aR,9S,9aS)-3,6a-Dimethyl-9-[(2S)-2-methylbutanoyl]-9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
CAS NA
PubChem CID 53355010
ChEMBL ID CHEMBL1801780
*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: 316.3 ALogp: 1.7
HBD: 0 HBA: 5
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 69.7 Aromatic Rings: 3
Heavy Atoms: 23 QED Weighted: 0.59

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.697 MDCK Permeability: 0.00001920
Pgp-inhibitor: 0.943 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.032 20% Bioavailability (F20%): 0.421
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.914 Plasma Protein Binding (PPB): 64.95%
Volume Distribution (VD): 1.975 Fu: 43.49%

ADMET: Metabolism

CYP1A2-inhibitor: 0.322 CYP1A2-substrate: 0.329
CYP2C19-inhibitor: 0.212 CYP2C19-substrate: 0.755
CYP2C9-inhibitor: 0.076 CYP2C9-substrate: 0.042
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.084
CYP3A4-inhibitor: 0.477 CYP3A4-substrate: 0.483

ADMET: Excretion

Clearance (CL): 6.028 Half-life (T1/2): 0.577

ADMET: Toxicity

hERG Blockers: 0.086 Human Hepatotoxicity (H-HT): 0.704
Drug-inuced Liver Injury (DILI): 0.694 AMES Toxicity: 0.356
Rat Oral Acute Toxicity: 0.61 Maximum Recommended Daily Dose: 0.879
Skin Sensitization: 0.868 Carcinogencity: 0.873
Eye Corrosion: 0.031 Eye Irritation: 0.037
Respiratory Toxicity: 0.956
*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
ENC002775 0.556 D0O6KE 0.220
ENC002773 0.553 D0K7LU 0.220
ENC005364 0.531 D0I5DS 0.205
ENC004373 0.519 D06WTZ 0.203
ENC004374 0.512 D0A4JK 0.202
ENC002613 0.429 D07JGT 0.200
ENC004375 0.400 D09JBP 0.200
ENC003987 0.397 D0P1FO 0.200
ENC004586 0.387 D0WY9N 0.200
ENC002611 0.379 D0MB8I 0.198
*Note: the compound similarity was calculated by RDKIT.