Anthocyanone A

Anthocyanone A is a degradation product of malvidin 3-O-glucoside under acidic conditions.[1] It is found in wine.[2]

Anthocyanone A
Names
IUPAC name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(2,6-dihydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)acetate
Other names
8-β-d-glucopyranosyl-2,4-dihydroxy-6-oxo-cyclohexa-2,4-dienyl acetic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C14H16O10/c15-4-9-11(20)12(21)13(22)14(23-9)24-10(19)3-6-7(17)1-5(16)2-8(6)18/h1-3,9,11-17,20-22H,4H2/b6-3+/t9-,11-,12+,13-,14+/m1/s1
    Key: VOWKJMFKRCLSJJ-BFYJNFCASA-N
  • InChI=1/C14H16O10/c15-4-9-11(20)12(21)13(22)14(23-9)24-10(19)3-6-7(17)1-5(16)2-8(6)18/h1-3,9,11-17,20-22H,4H2/b6-3+/t9-,11-,12+,13-,14+/m1/s1
    Key: VOWKJMFKRCLSJJ-BFYJNFCABS
  • C1=C(C=C(/C(=C\C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/C1=O)O)O
Properties
C14H16O10
Molar mass 344.272 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Lopes, P; Richard, T; Saucier, C; Teissedre, PL; Monti, JP; Glories, Y (2007). "Anthocyanone A: A quinone methide derivative resulting from malvidin 3-O-glucoside degradation". Journal of Agricultural and Food Chemistry. 55 (7): 2698–704. doi:10.1021/jf062875o. PMID 17338545.
  2. Saucier, Cédric (2010). "How do wine polyphenols evolve during wine ageing?". Cerevisia. 35: 11–15. doi:10.1016/j.cervis.2010.05.002.


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