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CHEBI:8113 - phlorizin

ChEBI IDCHEBI:8113
ChEBI Namephlorizin
Stars
DefinitionAn aryl β-D-glucoside that is phloretin attached to a β-D-glucopyranosyl residue at position 2' via a glycosidic linkage.
Last Modified6 January 2017
DownloadsMolfile
FormulaC21H24O10
Net Charge0
Average Mass436.413
Monoisotopic Mass436.13695
SMILESO=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
InChIKeyIOUVKUPGCMBWBT-QNDFHXLGSA-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.
ChEBI Ontology
Outgoing Relation(s)
phlorizin (CHEBI:8113) has functional parent phloretin (CHEBI:17276)
phlorizin (CHEBI:8113) has role antioxidant (CHEBI:22586)
phlorizin (CHEBI:8113) has role plant metabolite (CHEBI:76924)
phlorizin (CHEBI:8113) is a aryl β-D-glucoside (CHEBI:28749)
phlorizin (CHEBI:8113) is a dihydrochalcones (CHEBI:71230)
phlorizin (CHEBI:8113) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name 
3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl β-D-glucopyranoside
Synonyms  Source
PhlorizinKEGG COMPOUND
PhlorhizinKEGG COMPOUND
PhloridzinKEGG COMPOUND
Phloretin 2'-glucosideChemIDplus
PhlorizosideChemIDplus
FloridzinChemIDplus
UniProt Name  Source
phlorizinUniProt
Manual XrefsDatabases
C01604KEGG COMPOUND
PhlorizinWikipedia
CPD-12447MetaCyc
HMDB0036634HMDB
CN103214530Patent
CN102697895Patent
C00000990KNApSAcK
LSM-25654LINCS
Registry NumbersSources
Reaxys:66621Reaxys
CAS:60-81-1KEGG COMPOUND
CAS:60-81-1ChemIDplus
Citations