Cyanidin

Cyanidin

Names
IUPAC name 2-(3,4-Dihydroxyphenyl) chromenylium-3,5,7-triol
Other names Cyanidine
Identifiers
CAS Number	13306-05-3 Y (chloride) 528-58-5 (chloride) (chloride) N
ChEBI	CHEBI:27843 Y
ChEMBL	ChEMBL404515 Y
ChemSpider	114193 Y
Jmol 3D model	Interactive image Interactive image
KEGG	C05905 Y
PubChem	128861
InChI InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 Y Key: VEVZSMAEJFVWIL-UHFFFAOYSA-O Y InChI=1/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 Key: VEVZSMAEJFVWIL-IKLDFBCSAG
SMILES C1=CC(=C(C=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)O)O)O Oc1ccc(cc1O)c3[o+]c2cc(O)cc(O)c2cc3O
Properties
Chemical formula	C15H11O6+
Molar mass	287.24 g/mol
Vapor pressure	{{{value}}}
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

Cyanidin is a natural organic compound. It is a particular type of anthocyanidin (glycoside version called anthocyanins). It is a pigment found in many red berries including grapes, bilberry, blackberry, blueberry, cherry, cranberry, elderberry, hawthorn, loganberry, açai berry and raspberry. It can also be found in other fruits such as apples and plums, and in red cabbage and red onion. It has a characteristic reddish-purple color, though this can change with pH; solutions of the compound are red at pH < 3, violet at pH 7-8, and blue at pH > 11. In certain fruits, the highest concentrations of cyanidin are found in the seeds and skin.

Effects on the human body

Cyanidin, like other anthocyanidins, has putative antioxidant and radical-scavenging effects which may protect cells from oxidative damage and reduce risk of cardiovascular diseases and cancer. Other studies have indicated that dietary intake of cyanidins may inhibit development of obesity by inhibiting the effects of unhealthy diets. Other studies have indicated that cyanidin intake may inhibit development of diabetes as well as provide anti-inflammatory effects.

Other preliminary studies indicate that the glucoside derivative of cyanidin might have a role in cancer therapy, although this remains unproven beyond laboratory testing.

List of cyanidin derivatives

• Antirrhinin (cyanidin-3-rutinoside or 3-C-R), found in black raspberry
• Cyanidin-3-xylosylrutinoside, found in black raspberry
• Cyanidin-3,4′-di-O-β-glucopyranoside, found in red onion
• Cyanidin-4′-O-β-glucoside, found in red onion
• Chrysontemin (cyanidin-3-O-glucoside), found in blackcurrant pomace
• Ideain (cyanidin 3-O-galactoside), found in Vaccinium species
• Cyanin (cyanidin-3,5-O-diglucoside), found in red wine