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CHEBI:142905 - vicenin-3

ChEBI IDCHEBI:142905
ChEBI Namevicenin-3
Stars
DefinitionA C-glycosyl compound that is apigenin substituted by a β-D-glucosyl group and a β-D-xylosyl group at positions 6 and 8 respectively.
Last Modified27 March 2019
Submittermwilliams
DownloadsMolfile
FormulaC26H28O14
Net Charge0
Average Mass564.496
Monoisotopic Mass564.14791
SMILESO=c1cc(-c2ccc(O)cc2)oc2c([C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12
InChIInChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13-,17+,18-,21+,22-,23-,25+,26+/m1/s1
InChIKeyMMDUKUSNQNWVET-MCIQUCDDSA-N
Species of MetaboliteComponentSourceComments
Vitex lucens (ncbitaxon:384982) wood (BTO:0005516) Article (Seikel, M.K., Chow, J.H.S. and Feldman, L. (1966) The glycoflavonoid pigments of Vitex lucens wood. Phytochemistry, 5(3), 439-455.)
Desmodium styracifolium (ncbitaxon:648866) - PubMed (30223921)
Cymbidium kanran (ncbitaxon:112611) - PubMed (29156555)
Trigonella foenum-graecum (ncbitaxon:78534) seed (PO:0009010) PubMed (25393509)
Roles Classification
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)
vicenin-3 (CHEBI:142905) has functional parent isovitexin (CHEBI:18330)
vicenin-3 (CHEBI:142905) has role plant metabolite (CHEBI:76924)
vicenin-3 (CHEBI:142905) is a C-glycosyl compound (CHEBI:20857)
vicenin-3 (CHEBI:142905) is a trihydroxyflavone (CHEBI:27116)
Synonyms  Source
vicenin 3ChemIDplus
vicenin IIIChEBI
2-(4-hydroxyphenyl)-5,7-dihydroxy-6-β-D-glucopyranosyl-8-β-D-xylopyranosyl-4H-1-benzopyran-4-oneChEBI
6-β-D-glucopyranosyl-8-β-D-xylopyranosylapigeninChEBI
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-oneChEBI
apigenin 8-C-xyloside-6-C-glucosideChEBI
Manual XrefsDatabases
FDB011642FooDB
C00006380KNApSAcK
Registry NumbersSources
CAS:59914-91-9ChemIDplus
CAS:59914-91-9KNApSAcK
Citations