CHEBI:8633 - puerarin

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ChEBI Name puerarin
ChEBI ID CHEBI:8633
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H20O9
Net Charge 0
Average Mass 416.37810
Monoisotopic Mass 416.11073
InChI InChI=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
InChIKey HKEAFJYKMMKDOR-VPRICQMDSA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)ccc2c1occ(-c1ccc(O)cc1)c2=O
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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).
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.
Application(s): cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(1S)-1,5-anhydro-1-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-D-glucitol IUPAC
8-β-D-glucopyranosyl-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChEBI
daidzein 8-C-glucoside ChEBI
kakonein LIPID MAPS
NPI 031G ChEBI
Manual Xrefs Databases
C00006094 KNApSAcK
C10524 KEGG COMPOUND
CPD-25752 MetaCyc
DB12290 DrugBank
FDB029976 FooDB
HMDB0240265 HMDB
LMPK12050005 LIPID MAPS
Puerarin Wikipedia
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Registry Numbers Types Sources
3681-99-0 CAS Registry Number ChemIDplus
64198 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
12 February 2024