Natural Product: ENC000940

NPs Basic Information

Download MOL File
Name
Maesopsin
Molecular Formula C15H12O6
IUPAC Name*
2,4,6-trihydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-3-one
SMILES
C1=CC(=CC=C1CC2(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
InChI
InChI=1S/C15H12O6/c16-9-3-1-8(2-4-9)7-15(20)14(19)13-11(18)5-10(17)6-12(13)21-15/h1-6,16-18,20H,7H2
InChIKey
LOFYFDPXORJJEE-UHFFFAOYSA-N
Synonyms
Maesopsin; 5989-16-2; Mesopsin; 3(2H)-Benzofuranone, 2,4,6-trihydroxy-2-((4-hydroxyphenyl)methyl)-; CHEMBL462109; SCHEMBL9957960; DTXSID90975298; CHEBI:181507; 2,4,6-trihydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-3-one; LMPK12130072; Maesopsin, >=90% (LC/MS-ELSD); 2,4,6-trihydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzouran-3-one; 2,4,6-Trihydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-3(2H)-one; NCGC00385382-01!2,4,6-trihydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-3-one
CAS 5989-16-2
PubChem CID 160803
ChEMBL ID CHEMBL462109
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Aurone flavonoids
        • Subclass: Auronols
          • Direct Parent: Auronols

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: 288.25 ALogp: 2.2
HBD: 4 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 107.0 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.671

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.127 MDCK Permeability: 0.00000974
Pgp-inhibitor: 0.012 Pgp-substrate: 0.02
Human Intestinal Absorption (HIA): 0.031 20% Bioavailability (F20%): 0.95
30% Bioavailability (F30%): 0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.039 Plasma Protein Binding (PPB): 93.40%
Volume Distribution (VD): 0.641 Fu: 4.81%

ADMET: Metabolism

CYP1A2-inhibitor: 0.82 CYP1A2-substrate: 0.44
CYP2C19-inhibitor: 0.179 CYP2C19-substrate: 0.061
CYP2C9-inhibitor: 0.477 CYP2C9-substrate: 0.902
CYP2D6-inhibitor: 0.584 CYP2D6-substrate: 0.67
CYP3A4-inhibitor: 0.877 CYP3A4-substrate: 0.214

ADMET: Excretion

Clearance (CL): 14.13 Half-life (T1/2): 0.867

ADMET: Toxicity

hERG Blockers: 0.039 Human Hepatotoxicity (H-HT): 0.05
Drug-inuced Liver Injury (DILI): 0.928 AMES Toxicity: 0.099
Rat Oral Acute Toxicity: 0.073 Maximum Recommended Daily Dose: 0.027
Skin Sensitization: 0.89 Carcinogencity: 0.117
Eye Corrosion: 0.003 Eye Irritation: 0.408
Respiratory Toxicity: 0.13
*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
ENC002587 0.587 D04XEG 0.400
ENC001438 0.541 D07MGA 0.384
ENC000107 0.507 D04AIT 0.365
ENC001548 0.468 D06TJJ 0.354
ENC001533 0.462 D06KYN 0.352
ENC001550 0.462 D0J7RK 0.348
ENC004231 0.447 D0K8KX 0.341
ENC005357 0.430 D0U3YB 0.341
ENC002571 0.429 D0AZ8C 0.322
ENC002499 0.423 D0S2BV 0.316
*Note: the compound similarity was calculated by RDKIT.