CHEBI:5169 - fraxetin

ChEBI IDCHEBI:5169
ChEBI Namefraxetin
Stars
DefinitionA hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.
Last Modified6 October 2020
DownloadsMolfile
FormulaC10H8O5
Net Charge0
Average Mass208.169
Monoisotopic Mass208.03717
SMILESCOc1cc2ccc(=O)oc2c(O)c1O
InChIInChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3
InChIKeyHAVWRBANWNTOJX-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Fraxinus chinensis subsp. rhynchophylla (ncbitaxon:126596) - PubMed (19721227)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Arabidopsis thaliana metabolite  Any plant metabolite that is produced by Arabidopsis thaliana.
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
hypoglycemic agent  A drug which lowers the blood glucose level.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
7,8-dihydroxy-6-methoxy-2-benzopyroneChemIDplus
7,8-dihydroxy-6-methoxycoumarinChemIDplus
UniProt Name  Source
fraxetinUniProt
Manual XrefsDatabases
C09265KEGG COMPOUND
C00002473KNApSAcK
LSM-3712LINCS
FraxetinWikipedia
Registry NumbersSources
Reaxys:198796Reaxys
CAS:574-84-5KEGG COMPOUND
CAS:574-84-5ChemIDplus
CAS:574-84-5NIST Chemistry WebBook
Citations