fonsecin (CHEBI:64543)

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ChEBI Name	fonsecin

ChEBI ID	CHEBI:64543

Definition	A naphtho-γ-pyrone that is 2,3-dihydro-4H-benzo[g]chromen-4-one bearing a methyl substituent at position 2, a methoxy substituent at position 6 and three hydroxy substituents at positions 2, 5 and 8.

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

Supplier Information

Download	Molfile XML SDF

Formula

C15H14O6

Net Charge

Average Mass

290.26810

Monoisotopic Mass

290.07904

InChI

InChI=1S/C15H14O6/c1-15(19)6-9(17)13-11(21-15)4-7-3-8(16)5-10(20-2)12(7)14(13)18/h3-5,16,18-19H,6H2,1-2H3

InChIKey

FKCYENFBFZUSDP-UHFFFAOYSA-N

SMILES

COc1cc(O)cc2cc3OC(C)(O)CC(=O)c3c(O)c12

Metabolite of Species	Details
Aspergillus carbonarius (NCBI:txid40993)	From the AcOEt extract of strain WZ-4-11 See: PubMed
Aspergillus niger (NCBI:txid5061)	From the fermentation of the marine-mudflat-derived fungus Aspergillus niger in the presence of metal bromides NaBr and CaBr2 See: PubMed
Alternaria alternata (NCBI:txid5599)	From the culture of Alternaria alternata strain D2006, isolated from the marine soft coral Denderonephthya hemprichi of strain D2006 See: PubMed

Roles Classification
Biological Role(s):	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.

ChEBI Ontology
Outgoing	fonsecin (CHEBI:64543) has role Aspergillus metabolite (CHEBI:76956) fonsecin (CHEBI:64543) has role marine metabolite (CHEBI:76507) fonsecin (CHEBI:64543) is a aromatic ether (CHEBI:35618) fonsecin (CHEBI:64543) is a cyclic hemiketal (CHEBI:59780) fonsecin (CHEBI:64543) is a heptaketide (CHEBI:59872) fonsecin (CHEBI:64543) is a naphtho-γ-pyrone (CHEBI:64542) fonsecin (CHEBI:64543) is a phenols (CHEBI:33853)

Incoming	fonsecin B (CHEBI:133825) has functional parent fonsecin (CHEBI:64543)

IUPAC Name

2,5,8-trihydroxy-6-methoxy-2-methyl-2,3-dihydro-4H-benzo[g]chromen-4-one

Synonym	Source
fonsecin	UniProt

Last Modified

25 January 2020