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Cyanidin-3,5-O-diglucoside

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Cyanin
Names
IUPAC name
(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
Cyanidin 3,5-O-diglucoside
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.214 Edit this at Wikidata
  • InChI=1S/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1
    Key: RDFLLVCQYHQOBU-ZOTFFYTFSA-O
  • InChI=1/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1
    Key: RDFLLVCQYHQOBU-OJOSBQBKBF
  • c1cc(c(cc1c2c(cc3c([o+]2)cc(cc3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
Properties
C27H31O16
Molar mass 611.52 g/mol (chloride 647 g/mol)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyanidin-3,5-O-diglucoside, also known as cyanin, is an anthocyanin. It is the 3,5-O-diglucoside of cyanidin.

Natural occurrences

Cyanin can be found in species of the genus Rhaponticum (Asteraceae).[1]

In food

Cyanin can be found in red wine as well as pomegranate juice according to a study done by Graça Miguel, Susana Dandlen, Dulce Antunes,* Alcinda Neves, and Denise Martins in the winter of 2004. Pomegranate juice extracted through centrifugal seed serperation has higher amounts of Cyanidin-3,5-O-diglucoside than juice extracted by squeezing fruit halves with an electric lemon squeezer.[2]

See also

References

  1. ^ Vereskovskii, V. V.; Chekalinskaya, I. I. (July 1978). "Chrysanthemin and cyanin in species of the genus Rhaponticum". Chemistry of Natural Compounds. 14 (4): 450–451. doi:10.1007/bf00565267. Retrieved 22 July 2015.
  2. ^ He, Fei; Liang, Na-Na; Mu, Lin; Pan, Qiu-Hong; Wang, Jun; Reeves, Michael J.; Duan, Chang-Qing (February 2012). "Anthocyanins and Their Variation in Red Wines I. Monomeric Anthocyanins and Their Color Expression". Molecules. 17 (2): 1571–1601. doi:10.3390/molecules17021571. PMID 22314380.{{cite journal}}: CS1 maint: unflagged free DOI (link)

Cyanidin-3,5-O-diglucoside at Phenol-Explorer.eu


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