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CHEBI:80486 - phlorizin chalcone

ChEBI IDCHEBI:80486
ChEBI Namephlorizin chalcone
Stars
DefinitionA monosaccharide derivative that is trans-chalcone substituted by hydroxy groups at positions 4, 4' and 6 and a β-D-glucopyranosyloxy group at position 2' respectively.
Last Modified5 June 2015
DownloadsMolfile
FormulaC21H22O10
Net Charge0
Average Mass434.397
Monoisotopic Mass434.12130
SMILESO=C(/C=C/c1ccc(O)cc1)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C21H22O10/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/h1-8,16,18-24,26-29H,9H2/b6-3+/t16-,18-,19+,20-,21-/m1/s1
InChIKeyWQCWELFQKXIPCN-JSYAWONVSA-N
Species of MetaboliteComponentSourceComments
Corylopsis coreana (ncbitaxon:292912) - PubMed (26028482)
Acacia saligna (ncbitaxon:420411) - PubMed (25183120)
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 chalcone (CHEBI:80486) has functional parent trans-chalcone (CHEBI:48965)
phlorizin chalcone (CHEBI:80486) has role antioxidant (CHEBI:22586)
phlorizin chalcone (CHEBI:80486) has role plant metabolite (CHEBI:76924)
phlorizin chalcone (CHEBI:80486) is a chalcones (CHEBI:23086)
phlorizin chalcone (CHEBI:80486) is a monosaccharide derivative (CHEBI:63367)
phlorizin chalcone (CHEBI:80486) is a resorcinols (CHEBI:33572)
phlorizin chalcone (CHEBI:80486) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
3,5-dihydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl β-D-glucopyranoside
Synonyms  Source
Chalcone 2'-O-glucosideKEGG COMPOUND
IsosalipurposideKNApSAcK
Manual XrefsDatabases
C00007881KNApSAcK
C16406KEGG COMPOUND
LMPK12120250LIPID MAPS
Registry NumbersSources
Reaxys:100179Reaxys
CAS:4547-85-7KEGG COMPOUND
CAS:4547-85-7ChemIDplus
Citations