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CHEBI:28230 - hesperetin

ChEBI IDCHEBI:28230
ChEBI Namehesperetin
Stars
DefinitionA trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position.
Secondary ChEBI IDsCHEBI:5681, CHEBI:24529
Last Modified19 August 2020
DownloadsMolfile
FormulaC16H14O6
Net Charge0
Average Mass302.282
Monoisotopic Mass302.07904
SMILESCOc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1O
InChIInChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
InChIKeyAIONOLUJZLIMTK-AWEZNQCLSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
hesperetin (CHEBI:28230) has role antineoplastic agent (CHEBI:35610)
hesperetin (CHEBI:28230) has role antioxidant (CHEBI:22586)
hesperetin (CHEBI:28230) has role plant metabolite (CHEBI:76924)
hesperetin (CHEBI:28230) is a 3'-hydroxyflavanones (CHEBI:48024)
hesperetin (CHEBI:28230) is a 4'-methoxyflavanones (CHEBI:140332)
hesperetin (CHEBI:28230) is a monomethoxyflavanone (CHEBI:38738)
hesperetin (CHEBI:28230) is a trihydroxyflavanone (CHEBI:38739)
hesperetin (CHEBI:28230) is conjugate acid of hesperetin(1−) (CHEBI:61249)
Incoming Relation(s)
(2S)-5,7,3'-trihydroxy-4'-methoxy-8-(3''-methylbut-2''-enyl)-flavonone (CHEBI:70018) has functional parent hesperetin (CHEBI:28230)
hesperetin 7-O-β-D-glucoside (CHEBI:59015) has functional parent hesperetin (CHEBI:28230)
hesperidin (CHEBI:28775) has functional parent hesperetin (CHEBI:28230)
neohesperidin (CHEBI:59016) has functional parent hesperetin (CHEBI:28230)
hesperetin(1−) (CHEBI:61249) is conjugate base of hesperetin (CHEBI:28230)
IUPAC Name 
(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
Synonyms  Source
HesperetinKEGG COMPOUND
3',5,7-Trihydroxy-4'-methoxyflavanoneKEGG COMPOUND
(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-oneChEBI
(−)-hesperetinChEBI
(−)-(S)-hesperetinChEBI
UniProt Name  Source
(2S)-hesperetinUniProt
Manual XrefsDatabases
C01709KEGG COMPOUND
LMPK12140003LIPID MAPS
DB01094DrugBank
CPD-7072MetaCyc
HesperetinWikipedia
HMDB0005782HMDB
C00000968KNApSAcK
LSM-20933LINCS
1362DrugCentral
Registry NumbersSources
Reaxys:92705Reaxys
CAS:520-33-2KEGG COMPOUND
CAS:520-33-2ChemIDplus
Citations