Delphinidin

Delphinidin

File:Delphinidin.svg
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 checkY 528-53-0 (chloride) checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28436 ☒N
ChEMBL	ChEMBL590878 checkY ChEMBL276780 ☒N
ChemSpider	114185 ☒N
ECHA InfoCard
E number
KEGG	C05908 checkY
PubChem CID	68245
UNII	031A4BN94T checkY EM6MD4AEHE (chloride) checkY
CompTox Dashboard (EPA)	{{#property:P3117}}
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 checkY Key: FFNDMZIBVDSQFI-UHFFFAOYSA-N checkY 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 checkY☒N ?) Infobox references

Delphinidin (also delphinidine) is an anthocyanidin, a primary plant pigment, and also an antioxidant. 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, and bilberries.

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.
• Nasunin (delphinidin-3-(p-coumaroylrutinoside)-5-glucoside) is responsible for the colour of the eggplant fruit's purple skin.
• Delphinidin ternatins including Clitoria ternatea ternatins

See also

• Prodelphinidin, a type of condensed tannins