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

ChEBI IDCHEBI:145256
ChEBI Name6,7-dihydroxy-4-methylcoumarin
Stars
DefinitionA 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.
Last Modified31 October 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H8O4
Net Charge0
Average Mass192.170
Monoisotopic Mass192.04226
SMILESCc1cc(=O)oc2cc(O)c(O)cc12
InChIInChI=1S/C10H8O4/c1-5-2-10(13)14-9-4-8(12)7(11)3-6(5)9/h2-4,11-12H,1H3
InChIKeyKVOJTUXGYQVLAJ-UHFFFAOYSA-N
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
hyaluronan synthesis inhibitor  Any inhibitor that interferes with the synthesis of hyaluronic acid (HA, also known as hyaluronan).
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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  Source
methylesculetinChemIDplus
6,7-dihydroxy-4-methyl-2H-1-benzopyran-2-oneChemIDplus
4-methylaesculetinChemIDplus
4-methylesculetinChemIDplus
4-methylesculetolChemIDplus
4-methyl-6,7-dihydroxycoumarinChemIDplus
Registry NumbersSources
CAS:529-84-0ChemIDplus
Citations