CHEBI:142905 - vicenin-3

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ChEBI Name vicenin-3
ChEBI ID CHEBI:142905
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
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Formula C26H28O14
Net Charge 0
Average Mass 564.493
Monoisotopic Mass 564.14791
InChI InChI=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
InChIKey MMDUKUSNQNWVET-MCIQUCDDSA-N
SMILES O1[C@H]([C@H](O)[C@@H](O)[C@H](O)[C@H]1CO)C2=C(O)C([C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5
Metabolite of Species Details
Cymbidium kanran (NCBI:txid112611) See: PubMed
Vitex lucens (NCBI:txid384982) Found in wood (BTO:0005516). See: 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 (NCBI:txid648866) See: PubMed
Trigonella foenum-graecum (NCBI:txid78534) Found in seed (PO:0009010). See: PubMed
Roles Classification
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
2-(4-hydroxyphenyl)-5,7-dihydroxy-6-β-D-glucopyranosyl-8-β-D-xylopyranosyl-4H-1-benzopyran-4-one ChEBI
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-one ChEBI
6-β-D-glucopyranosyl-8-β-D-xylopyranosylapigenin ChEBI
6-C-β-D-glucosyl-8-C-β-D-xylosyl-4',5,7-trihydroxyflavone ChEBI
6-C-glucopyranosyl-8-C-β-D-xylopyranosylapigenin ChemIDplus
6-C-glucosyl-8-C-xylosylapigenin ChemIDplus
apigenin 8-C-xyloside-6-C-glucoside ChEBI
vicenin 3 ChemIDplus
vicenin III ChEBI
Manual Xrefs Databases
C00006380 KNApSAcK
FDB011642 FooDB
View more database links
Registry Numbers Types Sources
59914-91-9 CAS Registry Number ChemIDplus
59914-91-9 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
20605015 PubMed citation Europe PMC
25282311 PubMed citation Europe PMC
25393509 PubMed citation Europe PMC
29156555 PubMed citation Europe PMC
30223921 PubMed citation Europe PMC
Last Modified
27 March 2019