CHEBI:5169 - fraxetin

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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Definition A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.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 0
Average Mass 208.168
Monoisotopic Mass 208.037
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 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.
View more via ChEBI Ontology
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 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
Manual Xrefs Databases
C00002473 KNApSAcK
C09265 KEGG COMPOUND
Fraxetin Wikipedia
LSM-3712 LINCS
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Registry Numbers Types Sources
198796 Reaxys Registry Number Reaxys
574-84-5 CAS Registry Number ChemIDplus
574-84-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
02 October 2018