flavasperone (CHEBI:133814)

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ChEBI Name	flavasperone

ChEBI ID	CHEBI:133814

Definition	A naphtho-γ-pyrone that is 4H-naphtho[1,2-b]pyran-4-one carrying a methyl substituent at position2, a hydroxy substituent at position 5 and two methoxy substotuents at positions 8 and 10. Originally isolated from Aspergillus niger.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Julian Brandl

Supplier Information

Download	Molfile XML SDF

Formula

C16H14O5

Net Charge

Average Mass

286.280

Monoisotopic Mass

286.08412

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

SMILES

C=1(C=2C(C=C(C1)OC)=CC(=C3C2OC(=CC3=O)C)O)OC

Metabolite of Species	Details
Aspergillus awamori (NCBI:txid105351)	See: PubMed
Aspergillus carbonarius (NCBI:txid40993)	See: PubMed
Aspergillus niger (NCBI:txid5061)	See: DOI

Roles Classification
Biological Role(s):	acyl-CoA:cholesterol acyltransferase 2 inhibitor A sterol O-acyltransferase inhibitor that specifically inhibits acyl-CoA:cholesterol acyltransferase 2. Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. antiviral agent A substance that destroys or inhibits replication of viruses.

ChEBI Ontology
Outgoing	flavasperone (CHEBI:133814) has role Aspergillus metabolite (CHEBI:76956) flavasperone (CHEBI:133814) has role acyl-CoA:cholesterol acyltransferase 2 inhibitor (CHEBI:64697) flavasperone (CHEBI:133814) has role antiviral agent (CHEBI:22587) flavasperone (CHEBI:133814) has role marine metabolite (CHEBI:76507) flavasperone (CHEBI:133814) is a aromatic ether (CHEBI:35618) flavasperone (CHEBI:133814) is a naphtho-γ-pyrone (CHEBI:64542) flavasperone (CHEBI:133814) is a phenols (CHEBI:33853)

IUPAC Name

5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one

Last Modified

02 November 2016