6,7-dihydroxy-4-methylcoumarin (CHEBI:145256)

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ChEBI Name	6,7-dihydroxy-4-methylcoumarin

ChEBI ID	CHEBI:145256

Definition	A hydroxycoumarin that is 4-methylcuomarin which is substituted by hydroxy groups at positions 3 and 4. A hyaluronan synthesis inhibitor. It has also been used as a fluorescent sensor to monitor the consumption of a boronic acid in Suzuki coupling reactions; fluorescence is readily detectable by the naked eye using a standard 365 nm UV lamp.

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

Supplier Information

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Formula

C10H8O4

Net Charge

Average Mass

192.170

Monoisotopic Mass

192.04226

InChI

InChI=1S/C10H8O4/c1-5-2-10(13)14-9-4-8(12)7(11)3-6(5)9/h2-4,11-12H,1H3

InChIKey

KVOJTUXGYQVLAJ-UHFFFAOYSA-N

SMILES

OC1=CC2=C(C(=CC(O2)=O)C)C=C1O

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s):	hyaluronan synthesis inhibitor Any inhibitor that interferes with the synthesis of hyaluronic acid (HA, also known as hyaluronan).

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology
Outgoing	6,7-dihydroxy-4-methylcoumarin (CHEBI:145256) has role anti-inflammatory agent (CHEBI:67079) 6,7-dihydroxy-4-methylcoumarin (CHEBI:145256) has role antioxidant (CHEBI:22586) 6,7-dihydroxy-4-methylcoumarin (CHEBI:145256) has role hyaluronan synthesis inhibitor (CHEBI:145253) 6,7-dihydroxy-4-methylcoumarin (CHEBI:145256) is a hydroxycoumarin (CHEBI:37912)

IUPAC Name

6,7-dihydroxy-4-methyl-2H-chromen-2-one

Synonyms	Sources
4-methyl-6,7-dihydroxycoumarin	ChemIDplus
4-methylaesculetin	ChemIDplus
4-methylesculetin	ChemIDplus
4-methylesculetol	ChemIDplus
6,7-dihydroxy-4-methyl-2H-1-benzopyran-2-one	ChemIDplus
6,7-dihydroxy-4-methyl-2H-benzopyran-2-one	ChemIDplus
6,7-dihydroxy-4-methylchromen-2-one	ChEBI
methylesculetin	ChemIDplus

Registry Number	Type	Source
529-84-0	CAS Registry Number	ChemIDplus

Last Modified

31 October 2019