Delphinidin

Delphinidin (also delphinidine^[1][2]) is an anthocyanidin, a primary plant pigment, and also an antioxidant.^[3] Delphinidin gives blue hues to flowers in the genera Viola and Delphinium. It also gives the blue-red color of the grape variety Cabernet Sauvignon, and can be found in cranberries and Concord grapes as well as pomegranates,^[4] and bilberries.^[5]

Delphinidin

Names
IUPAC name 3,3′,4′,5,5′,7-Hexahydroxyflavylium
Systematic IUPAC name 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ4-1-benzopyran-1-ylium
Identifiers
CAS Number	13270-61-6 Y 528-53-0 (chloride) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28436 N
ChEMBL	ChEMBL590878 Y ChEMBL276780 N
ChemSpider	114185 N
ECHA InfoCard	100.007.671
E number	E163b (colours)
KEGG	C05908 Y
PubChem CID	68245
UNII	031A4BN94T Y EM6MD4AEHE (chloride) Y
CompTox Dashboard (EPA)	DTXSID701019982
InChI InChI=1S/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H Y Key: FFNDMZIBVDSQFI-UHFFFAOYSA-N Y InChI=1/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H Key: FFNDMZIBVDSQFI-UHFFFAOYAW
SMILES C1=C(C=C(C(=C1O)O)O)C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)O.[Cl-]
Properties
Chemical formula	C15H11O7+
Molar mass	303.24 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

Delphinidin, like nearly all other anthocyanidins, is pH-sensitive, i.e. a natural pH indicator, and changes from blue in basic solution to red in acidic solution.

Glycosides

Several glycosides derived from delphinidin are known:

• Myrtillin (delphinidin-3-O-glucoside) and tulipanin (delphinidin-3-O-rutinoside) can be found in blackcurrant pomace.
• Violdelphin (delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside) is responsible for the purplish-blue flower color of Aconitum chinense.^[6]
• Nasunin (delphinidin-3-(p-coumaroylrutinoside)-5-glucoside) is responsible for the colour of the eggplant fruit's purple skin.^[7]
• Delphinidin ternatins including Clitoria ternatea ternatins

See also

• Prodelphinidin, a type of condensed tannins