rubrofusarin (CHEBI:8908)

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ChEBI Name	rubrofusarin

ChEBI ID	CHEBI:8908

Definition	A member of the class of benzochromenones that is benzo[g]chromen-4-one carrying two additional hydroxy substituents at positions 5 and 6 as well as methyl and methoxy substituents at positions 2 and 8 respectively. An orange polyketide pigment that is a common intermediate in many different fungal biosynthetic pathways.

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

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Formula

C15H12O5

Net Charge

Average Mass

272.253

Monoisotopic Mass

272.06847

InChI

InChI=1S/C15H12O5/c1-7-3-10(16)14-12(20-7)5-8-4-9(19-2)6-11(17)13(8)15(14)18/h3-6,17-18H,1-2H3

InChIKey

FPNKCZKRICBAKG-UHFFFAOYSA-N

SMILES

O1C2=C(C(C=C1C)=O)C(=C3C(=CC(=CC3=C2)OC)O)O

Roles Classification
Biological Role(s):	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. biological pigment An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light. EC 1.14.18.1 (tyrosinase) inhibitor Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.

ChEBI Ontology
Outgoing	rubrofusarin (CHEBI:8908) has role biological pigment (CHEBI:26130) rubrofusarin (CHEBI:8908) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997) rubrofusarin (CHEBI:8908) has role fungal metabolite (CHEBI:76946) rubrofusarin (CHEBI:8908) is a aromatic ether (CHEBI:35618) rubrofusarin (CHEBI:8908) is a benzochromenone (CHEBI:64986) rubrofusarin (CHEBI:8908) is a phenols (CHEBI:33853) rubrofusarin (CHEBI:8908) is a polyketide (CHEBI:26188) rubrofusarin (CHEBI:8908) is conjugate acid of rubrofusarin(1−) (CHEBI:145894)

Incoming	rubrofusarin B (CHEBI:133805) has functional parent rubrofusarin (CHEBI:8908) rubrofusarin(1−) (CHEBI:145894) is conjugate base of rubrofusarin (CHEBI:8908)

IUPAC Name

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

Synonym	Source
NSC 258316	ChemIDplus

Last Modified

19 October 2016