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

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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

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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:

*Note: the compound similarity was calculated by RDKIT.