Anthocyanone A

Anthocyanone A
Names

Other names 8-β-d-glucopyranosyl-2,4-dihydroxy-6-oxo-cyclohexa-2,4-dienyl acetic acid
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	29784776
InChI 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
SMILES 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
Chemical formula	C₁₄H₁₆O₁₀
Molar mass	344.27 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

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

References

↑ 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.
↑ Saucier, Cédric (2010). "How do wine polyphenols evolve during wine ageing?". Cerevisia. 35: 11–15. doi:10.1016/j.cervis.2010.05.002.

3-hydroxyanthocyanidins

O-methylated anthocyanidins

Anthocyanins
(anthocyaninidin glycosides)

Glucosides:

Diglucosides:

Cyanin (Cyanidin-3,5-O-diglucoside)
Delphin (Delphinidin-3,5-O-diglucoside)
Malvin (Malvidin 3,5-diglucoside)
Pelargonin (Pelargonidin-3,5-O-diglucoside)
Peonin (Peonidin 3,5-O-diglucoside)
Petunin (Petunidin 3,5-O-diglucoside)

Others glycosides:

Acylated anthocyanins

Acetylated anthocyanins	Cyanidin-3-O-(6-acetyl)-glucoside Delphinidin-3-O-(6-acetyl)-glucoside Malvidin-3-O-(6-acetyl)-glucoside Petunidin-3-O-(6-acetyl)-galactoside Petunidin-3-O-(6-acetyl)-glucoside Peonidin-3-O-(6-acetyl)-glucoside

Coumaroylated anthocyanins (cis- and trans-)	Cyanidin-3-O-(6-p-coumaroyl)glucoside Delphinidin-3-O-(6-p-coumaroyl)glucoside Malvidin-3-O-(6-p-coumaroyl)glucoside Petunidin-3-O-(6-p-coumaroyl)glucoside Peonidin-3-O-(6-p-coumaroyl)glucoside

Caffeoylated anthocyanins	Malvidin-3-O-(6-p-caffeoyl)glucoside Peonidin-3-O-(6-p-caffeoyl)glucoside

Malonylated anthocyanins	Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)

Acylated anthocyanin diglycosides	Cyanidin-3-O-(di-p-coumarylglucoside)-5-glucoside Gentiodelphin (delphinidin 3-O-glucosyl-5-O-(6-O-caffeoyl-glucosyl)-3′-O-(6-O-caffeoyl-glucoside)) Nasunin (Delphinidin-3-(p-coumaroylrutinoside)-5-glucoside) Petanin (petunidin 3-[6-O-(4-O-E-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-d-glucopyranoside]-5-O-β-d-glucopyranoside) Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-beta-D-glucosyl)oxybenzoyl)-beta-D-glucoside)

Malvidin glucoside-ethyl-catechin
Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside
Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside
Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside

Misc.

This article is issued from Wikipedia - version of the 1/29/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.