Cyanidin-3,5-O-diglucoside

Cyanin
Names
	IUPAC name 3,5-Bis(β-D-glucopyranosyloxy)-3′,4′,7-trihydroxyflavylium
	Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-bis{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ4-benzopyran-1-ylium
	Other names Cyanidin 3,5-O-diglucoside
Identifiers
CAS Number	2611-67-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1417221
ChEBI	CHEBI:3978;
ChEMBL	ChEMBL2425137;
ChemSpider	390301;
ECHA InfoCard	100.018.214
EC Number	220-034-1;
KEGG	C08639;
PubChem CID	441688;
UNII	UTH12733J3 ;
CompTox Dashboard (EPA)	DTXSID70331611 ;
	InChI 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;
	SMILES 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
Chemical formula	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). Infobox references

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 separation has higher amounts of cyanidin-3,5-O-diglucoside than juice extracted by squeezing fruit halves with an electric lemon squeezer.^[2]

References

^ 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. S2CID 4817423.
^ 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. PMC 6268338. PMID 22314380.

External links

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

[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. S2CID 4817423.

[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. PMC 6268338. PMID 22314380.

[1]

[2]

Natural occurrences

In food

See also

References

External links