Malvidin-3-O-(6-p-coumaroyl)glucoside

Malvidin-3-O-(6-p-coumaroyl)glucoside is a p-coumaroylated anthocyanin found in grape and wine.[1] There are two forms with the cis and trans isomers of p-coumaric acid. It is a cation.

Malvidin-3-O-(6-p-coumaroyl)glucoside
Chemical structure of malvidin 3-O-coumaroyl glucoside
Names
IUPAC name
4′,5,7-Trihydroxy-3-{6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosyloxy}-3′,5′-dimethoxyflavylium
Systematic IUPAC name
(42R,43S,44R,45R,46S,8E)-14,25,27,43,44,45,104-Heptahydroxy-13,15-dimethoxy-7-oxo-21λ4-3,6-dioxa-2(2,3)-[1]benzopyrana-4(2,6)-oxana-1,10(1)-dibenzenadecaphan-8-en-21-ylium
Other names
Malvidin 3-O-(6″-p-coumaroyl)glucoside
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C32H30O14/c1-41-22-9-16(10-23(42-2)27(22)37)31-24(13-19-20(35)11-18(34)12-21(19)44-31)45-32-30(40)29(39)28(38)25(46-32)14-43-26(36)8-5-15-3-6-17(33)7-4-15/h3-13,25,28-30,32,38-40H,14H2,1-2H3,(H3-,33,34,35,36,37)/p+1/t25-,28-,29+,30-,32-/m1/s1
    Key: HXQOVGDXCHFLOP-KWNZYCHBSA-O
  • O[C@@H]4[C@@H](O)[C@H](O)[C@@H](OC2=CC=1C(O)=CC(O)=CC=1[O+]=C2C3=CC(OC)=C(O)C(=C3)OC)O[C@H]4COC(=O)/C=C/C5=CC=C(O)C=C5
Properties
C32H31O14
Molar mass 639.58 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Calvo, D.; Sáenz López, R.; Fernández Zurbano, P.; Tena, M. T. (2004). "Migration order of wine anthocyanins in capillary zone electrophoresis". Analytica Chimica Acta. 524 (1–2): 207–213. doi:10.1016/j.aca.2004.06.023.
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