fraxetin (CHEBI:5169)

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ChEBI Name	fraxetin

ChEBI ID	CHEBI:5169

Definition	A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.

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

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Formula

C10H8O5

Net Charge

Average Mass

208.168

Monoisotopic Mass

208.03717

InChI

InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3

InChIKey

HAVWRBANWNTOJX-UHFFFAOYSA-N

SMILES

C12=C(C=C(OC)C(=C1O)O)C=CC(O2)=O

Metabolite of Species	Details
Fraxinus chinensis subsp. rhynchophylla (NCBI:txid126596)	See: PubMed

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

Biological Role(s):	Arabidopsis thaliana metabolite Any plant metabolite that is produced by Arabidopsis thaliana. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. apoptosis inhibitor Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects. hepatoprotective agent Any compound that is able to prevent damage to the liver. hypoglycemic agent A drug which lowers the blood glucose level.

ChEBI Ontology
Outgoing	fraxetin (CHEBI:5169) has role Arabidopsis thaliana metabolite (CHEBI:140602) fraxetin (CHEBI:5169) has role anti-inflammatory agent (CHEBI:67079) fraxetin (CHEBI:5169) has role antibacterial agent (CHEBI:33282) fraxetin (CHEBI:5169) has role antimicrobial agent (CHEBI:33281) fraxetin (CHEBI:5169) has role antioxidant (CHEBI:22586) fraxetin (CHEBI:5169) has role apoptosis inducer (CHEBI:68495) fraxetin (CHEBI:5169) has role apoptosis inhibitor (CHEBI:68494) fraxetin (CHEBI:5169) has role hepatoprotective agent (CHEBI:62868) fraxetin (CHEBI:5169) has role hypoglycemic agent (CHEBI:35526) fraxetin (CHEBI:5169) is a aromatic ether (CHEBI:35618) fraxetin (CHEBI:5169) is a hydroxycoumarin (CHEBI:37912)

Incoming	fraxin (CHEBI:5170) has functional parent fraxetin (CHEBI:5169) sideretin (reduced form) (CHEBI:142095) has functional parent fraxetin (CHEBI:5169)

IUPAC Name

7,8-dihydroxy-6-methoxy-2H-chromen-2-one

Synonyms	Sources
7,8-dihydroxy-6-methoxy-2-benzopyrone	ChemIDplus
7,8-dihydroxy-6-methoxycoumarin	ChemIDplus
fraxetin	UniProt

Last Modified

06 October 2020