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CHEBI:8633 - puerarin

ChEBI IDCHEBI:8633
ChEBI Namepuerarin
Stars
DefinitionA hydroxyisoflavone that is isoflavone substituted by hydroxy groups at positions 7 and 4' and a β-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.
Last Modified12 February 2024
DownloadsMolfile
FormulaC21H20O9
Net Charge0
Average Mass416.382
Monoisotopic Mass416.11073
SMILESO=c1c(-c2ccc(O)cc2)coc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)ccc12
InChIInChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1
InChIKeyHKEAFJYKMMKDOR-VPRICQMDSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
autophagy inducer  Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Applications:
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
puerarin (CHEBI:8633) has functional parent isoflavone (CHEBI:18220)
puerarin (CHEBI:8633) has role anti-inflammatory agent (CHEBI:67079)
puerarin (CHEBI:8633) has role antioxidant (CHEBI:22586)
puerarin (CHEBI:8633) has role antipyretic (CHEBI:35493)
puerarin (CHEBI:8633) has role autophagy inducer (CHEBI:138880)
puerarin (CHEBI:8633) has role cardioprotective agent (CHEBI:77307)
puerarin (CHEBI:8633) has role ferroptosis inhibitor (CHEBI:173084)
puerarin (CHEBI:8633) has role plant metabolite (CHEBI:76924)
puerarin (CHEBI:8633) is a C-glycosyl compound (CHEBI:20857)
puerarin (CHEBI:8633) is a hydroxyisoflavone (CHEBI:38755)
puerarin (CHEBI:8633) is conjugate acid of puerarin(1−) (CHEBI:229573)
Incoming Relation(s)
3''-oxopuearin (CHEBI:229562) has functional parent puerarin (CHEBI:8633)
puerarin xyloside (CHEBI:80896) has functional parent puerarin (CHEBI:8633)
puerarin(1−) (CHEBI:229573) is conjugate base of puerarin (CHEBI:8633)
IUPAC Name 
(1S)-1,5-anhydro-1-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol
Synonyms  Source
(1S)-1,5-anhydro-1-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-D-glucitolIUPAC
NPI 031GChEBI
8-β-D-glucopyranosyl-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChEBI
daidzein 8-C-glucosideChEBI
kakoneinLIPID MAPS
Manual XrefsDatabases
C10524KEGG COMPOUND
C00006094KNApSAcK
LMPK12050005LIPID MAPS
FDB029976FooDB
DB12290DrugBank
CPD-25752MetaCyc
HMDB0240265HMDB
PuerarinWikipedia
Registry NumbersSources
Reaxys:64198Reaxys
CAS:3681-99-0KEGG COMPOUND
CAS:3681-99-0ChemIDplus
Citations