Natural Product: ENC001770

NPs Basic Information

Download MOL File
Name
Flavasperone
Molecular Formula C16H14O5
IUPAC Name*
5-hydroxy-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one
SMILES
CC1=CC(=O)C2=C(O1)C3=C(C=C(C=C3C=C2O)OC)OC
InChI
InChI=1S/C16H14O5/c1-8-4-11(17)15-12(18)6-9-5-10(19-2)7-13(20-3)14(9)16(15)21-8/h4-7,18H,1-3H3
InChIKey
ARXPDHLVDOYIPX-UHFFFAOYSA-N
Synonyms
Flavasperone; Asperxanthon; ASPERXANTHONE; Flavasperon; 3566-99-2; Antibiotic TMC 256c2; QUS3F7KQ3E; TMC 256c2; 4H-Naphtho(1,2-b)pyran-4-one, 5-hydroxy-8,10-dimethoxy-2-methyl-; 5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one; 5-HYDROXY-8,10-DIMETHOXY-2-METHYL-4H-NAPHTHO(1,2-B)PYRAN-4-ONE; UNII-QUS3F7KQ3E; TMD256C2; CHEMBL4645135; SCHEMBL16226658; DTXSID40189166; CHEBI:133814; 5-hydroxy-8,10-dimethoxy-2-methyl-4H-benzo[h]chromen-4-one; 5-Hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one, 9CI
CAS 3566-99-2
PubChem CID 5748546
ChEMBL ID CHEMBL4645135
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: Naphthopyranones
          • Direct Parent: Naphthopyranones

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: 286.28 ALogp: 3.3
HBD: 1 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 65.0 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.726

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.798 MDCK Permeability: 0.00001770
Pgp-inhibitor: 0.006 Pgp-substrate: 0.018
Human Intestinal Absorption (HIA): 0.019 20% Bioavailability (F20%): 0.004
30% Bioavailability (F30%): 0.875

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.04 Plasma Protein Binding (PPB): 80.29%
Volume Distribution (VD): 0.924 Fu: 14.35%

ADMET: Metabolism

CYP1A2-inhibitor: 0.975 CYP1A2-substrate: 0.973
CYP2C19-inhibitor: 0.624 CYP2C19-substrate: 0.533
CYP2C9-inhibitor: 0.581 CYP2C9-substrate: 0.92
CYP2D6-inhibitor: 0.651 CYP2D6-substrate: 0.907
CYP3A4-inhibitor: 0.417 CYP3A4-substrate: 0.238

ADMET: Excretion

Clearance (CL): 8.048 Half-life (T1/2): 0.474

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.231
Drug-inuced Liver Injury (DILI): 0.946 AMES Toxicity: 0.583
Rat Oral Acute Toxicity: 0.135 Maximum Recommended Daily Dose: 0.781
Skin Sensitization: 0.593 Carcinogencity: 0.056
Eye Corrosion: 0.03 Eye Irritation: 0.886
Respiratory Toxicity: 0.571
*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
ENC000962 0.758 D0G4KG 0.442
ENC003504 0.662 D06GCK 0.411
ENC002363 0.608 D0FA2O 0.346
ENC002113 0.547 D04AIT 0.318
ENC006013 0.547 D07MGA 0.293
ENC002134 0.532 D0D4HN 0.288
ENC004845 0.526 D0W7JZ 0.284
ENC003430 0.526 D02LZB 0.279
ENC005716 0.523 D0B0AX 0.278
ENC005717 0.523 D09GYT 0.273
*Note: the compound similarity was calculated by RDKIT.