Petunidin

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Petunidin
250px
Names
IUPAC name
2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxychromenylium
Other names
Petunidine; Petunidin chloride;
Petunidol; Myrtillidin
Identifiers
1429-30-7 N
ChEBI CHEBI:75318 N
ChemSpider 390371 YesY
Jmol 3D model Interactive image
PubChem 441774
  • InChI=1S/C16H12O7/c1-22-14-3-7(2-11(19)15(14)21)16-12(20)6-9-10(18)4-8(17)5-13(9)23-16/h2-6H,1H3,(H4-,17,18,19,20,21)/p+1 YesY
    Key: AFOLOMGWVXKIQL-UHFFFAOYSA-O YesY
  • InChI=1/C16H12O7/c1-22-14-3-7(2-11(19)15(14)21)16-12(20)6-9-10(18)4-8(17)5-13(9)23-16/h2-6H,1H3,(H4-,17,18,19,20,21)/p+1
    Key: AFOLOMGWVXKIQL-IKLDFBCSAS
  • Oc1cc(cc(OC)c1O)c3[o+]c2cc(O)cc(O)c2cc3O
Properties
C16H13O7+ (Cl)
Molar mass 317.27 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 YesYN ?)
Infobox references

Petunidin (Pt), like Europinidin and Malvidin, is derived from Delphinidin and is an O-methylated anthocyanidin of the 3-hydroxy type. It is a natural organic compound, a dark-red or purple water-soluble pigment found in many redberries including chokeberries (Aronia sp), Saskatoon berries (Amelanchier alnifolia) or different species of grape (for instance Vitis vinifera, or muscadine, Vitis rotundifolia), and also part of the pigments responsible for the petal colors in many flowers. This pigment gives the Indigo Rose tomatoes the majority of their deep purple color when the fruits are exposed to sunlight.[1] The name of the molecule itself is derived from the word Petunia.

Biosynthesis

Petunidin could form in the exocarp of fruits from delphinidin, with an anthocyanin flavonoid O-methyltransferase (Catechol-O-methyl transferase) catalyzing the B-ring methylation and S-Adenosyl-L-methyl-3H methionine being the methyl group donor.

Glycosides

Glycoside forms of petunidin are present in grape.[2] These include :

The bark of Commiphora angolensis contains petunidin-3-rhamnoglucoside.[3]

Uses

Petunidin is referred as E165f, E163 and following numbers corresponding to anthocyanins in the food coloring E number list.

See also

References

  1. http://horticulture.oregonstate.edu/purple_tomato_faq
  2. http://www.food-info.net/uk/colour/anthocyanin.htm
  3. Chemical study of bark from Commiphora angolensis Engl. Cardoso Do Vale, J., Bol Escola Farm Univ Coimbra Edicao Cient, 1962, volume 3, page 128 (abstract)