Vitisin A (pyranoanthocyanin)

For other uses, see Vitisin A.

Vitisin A is a natural phenol found in red wines.^[1][2][3] It is a pyranoanthocyanin.^[4][5]

Vitisin A

Chemical structure of vitisin A
Names
IUPAC name 5′′-Formyl-3-(β-D-glucopyranosyloxy)-4′,7-dihydroxy-3′,5′-dimethoxy-6′′-oxo-1,6′′-dihydropyrano[4′′,3′′,2′′:4,5]flavylium
Systematic IUPAC name 3-Formyl-8-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-2-oxo-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-pyrano[4,3,2-de][1]benzopyran-6-ium
Other names Malvidin 3-O-glucoside pyruvic acid Malvidin 3-O-glucoside pyruvic adduct 5-carboxypyranomalvidin-3-glucoside
Identifiers
CAS Number	184362-09-2 Y
3D model (JSmol)	Interactive image
ChemSpider	8500967 N
PubChem CID	10325504
CompTox Dashboard (EPA)	DTXSID20438083
InChI InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)30)23-24(40-26-22(33)21(32)20(31)16(8-28)39-26)17-11(7-27)25(34)38-13-6-10(29)5-12(37-23)18(13)17/h3-7,16,20-22,26,28-33H,8H2,1-2H3/p+1/t16-,20-,21+,22-,26+/m1/s1 Key: DYYPRYJWENTOEN-DMRYIZGCSA-O
SMILES O=CC1=C2C3=C(OC1=O)C=C(O)C=C3[O+]([H])C(C4=CC(OC)=C(O)C(OC)=C4)=C2O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O
Properties
Chemical formula	C26H25O14+
Molar mass	561.46 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

See also

• Phenolic compounds in wine
• Vitisin B (pyranoanthocyanin)