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CHEBI:66712 - 3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone

ChEBI IDCHEBI:66712
ChEBI Name3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone
Stars
ASCII Name3'-(3-methyl-2-butenyl)-4'-O-beta-D-glucopyranosyl-4,2'-dihydroxychalcone
DefinitionA member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 4 and 2', a prenyl group at position 3' and a β-D-glucopyranosyloxy group at position 4'. Isolated from the stem barks of Maclura tinctoria, it exhibits antioxidant activity.
Last Modified9 April 2013
DownloadsMolfile
FormulaC26H30O9
Net Charge0
Average Mass486.517
Monoisotopic Mass486.18898
SMILESCC(C)=CCc1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc(C(=O)/C=C/c2ccc(O)cc2)c1O
InChIInChI=1S/C26H30O9/c1-14(2)3-9-18-20(34-26-25(33)24(32)23(31)21(13-27)35-26)12-10-17(22(18)30)19(29)11-6-15-4-7-16(28)8-5-15/h3-8,10-12,21,23-28,30-33H,9,13H2,1-2H3/b11-6+/t21-,23-,24+,25-,26-/m1/s1
InChIKeyHNRQFWQDRYQVNP-BAOGALEJSA-N
Species of MetaboliteComponentSourceComments
Maclura tinctoria (ncbitaxon:681456) stem (BTO:0001300) PubMed (12932124) Previous component: stem bark;
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) has functional parent trans-chalcone (CHEBI:48965)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) has role antioxidant (CHEBI:22586)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) has role metabolite (CHEBI:25212)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) is a chalcones (CHEBI:23086)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) is a monosaccharide derivative (CHEBI:63367)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) is a polyphenol (CHEBI:26195)
3'-(3-methyl-2-butenyl)-4'-O-β-D-glucopyranosyl-4,2'-dihydroxychalcone (CHEBI:66712) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
3-hydroxy-4-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-(3-methylbut-2-en-1-yl)phenyl β-D-glucopyranoside
Synonym  Source
(E)-1-[2-hydroxy-3-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-oneChEBI
Registry NumbersSources
Reaxys:9531324Reaxys
Citations