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CHEBI:42567 - fisetin

ChEBI IDCHEBI:42567
ChEBI Namefisetin
Stars
DefinitionA 7-hydroxyflavonol with additional hydroxy groups at positions 3, 3' and 4'.
Secondary ChEBI IDsCHEBI:5064, CHEBI:42562
Last Modified26 October 2021
DownloadsMolfile
FormulaC15H10O6
Net Charge0
Average Mass286.239
Monoisotopic Mass286.04774
SMILESO=c1c(O)c(-c2ccc(O)c(O)c2)oc2cc(O)ccc12
InChIInChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
InChIKeyXHEFDIBZLJXQHF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
fisetin (CHEBI:42567) has role anti-inflammatory agent (CHEBI:67079)
fisetin (CHEBI:42567) has role antioxidant (CHEBI:22586)
fisetin (CHEBI:42567) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
fisetin (CHEBI:42567) has role geroprotector (CHEBI:176497)
fisetin (CHEBI:42567) has role metabolite (CHEBI:25212)
fisetin (CHEBI:42567) has role plant metabolite (CHEBI:76924)
fisetin (CHEBI:42567) is a 3'-hydroxyflavonoid (CHEBI:27741)
fisetin (CHEBI:42567) is a 7-hydroxyflavonol (CHEBI:52267)
fisetin (CHEBI:42567) is a tetrahydroxyflavone (CHEBI:38684)
fisetin (CHEBI:42567) is conjugate acid of fisetin(1−) (CHEBI:71992)
Incoming Relation(s)
fisetin 8-C-glucoside (CHEBI:5065) has functional parent fisetin (CHEBI:42567)
fustin (CHEBI:5202) has functional parent fisetin (CHEBI:42567)
fisetin(1−) (CHEBI:71992) is conjugate base of fisetin (CHEBI:42567)
IUPAC Name 
2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
Synonyms  Source
FisetinKEGG COMPOUND
7,3',4'-TrihydroxyflavonolKEGG COMPOUND
3,3',4',7-TetrahydroxyflavoneChemIDplus
5-DesoxyquercetinChemIDplus
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-oneChemIDplus
3,7,3',4'-TETRAHYDROXYFLAVONEPDBeChem
Manual XrefsDatabases
C10041KEGG COMPOUND
FSEPDBeChem
DB07795DrugBank
CPD-13503MetaCyc
FisetinWikipedia
LMPK12111566LIPID MAPS
CN102028680Patent
US2010010078Patent
C00004579KNApSAcK
LSM-6579LINCS
4444933ChemSpider
Registry NumbersSources
Beilstein:292829Beilstein
Reaxys:292829Reaxys
CAS:528-48-3KEGG COMPOUND
CAS:528-48-3ChemIDplus
Citations