Malvidin

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Malvidin
250px
Names
IUPAC name
3,5,7-trihydroxy-2-(4-hydroxy- 3,5-dimethoxyphenyl)chromenium
Identifiers
643-84-5 N
ChEBI CHEBI:6674 N
ChEMBL ChEMBL255753 YesY
ChEMBL592005 YesY
ChemSpider 140095 YesY
Jmol 3D model Interactive image
PubChem 159287
  • InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1 YesY
    Key: KZMACGJDUUWFCH-UHFFFAOYSA-O YesY
  • InChI=1/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1
    Key: KZMACGJDUUWFCH-IKLDFBCSAG
  • O(c1cc(cc(OC)c1O)c3[o+]c2cc(O)cc(O)c2cc3O)C
Properties
C17H15O7+
Molar mass 331.2968 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

Malvidin (Mv) is an O-methylated anthocyanidin. As a primary plant pigment, its glycosides are highly abundant in nature.

Natural occurrences

Malvidin is responsible for the blue color found in petals of the Primula plants of the polyanthus group. Blue flowers of the blue pimpernel (Anagallis monelli) have also a higher concentration of malvidin.

It is responsible primarily for the color of red wine, Vitis vinifera being one of its sources.[1] It is also present in other berries, such as the chokeberries (Aronia sp.) or the saskatoon berries (Amelanchier alnifolia).[2][3]

Chemistry

Slightly acidic and neutral solutions of malvidin are characteristically of a red color, while basic solutions of malvidin yield a blue color.

The breakdown of malvidin releases syringic acid.

Use as a marker in archaeology

The breakdown of malvidin releases syringic acid as revealed in the examination of jars containing shedeh, a drink of Ancient Egypt. Malvidin is also present in the site of the Areni-1 winery, a 6,100-year-old winery discovered in 2007 in the Areni-1 cave complex in the village of Areni in the Vayots Dzor province of the Republic of Armenia.

Glycosides

See also

References

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