Malvidin

Structural formula
	Structure without anion (mostly chloride)
General
Surname	Malvidin
other names	3,4 ', 5,7-tetrahydroxy-3', 5'-dimethoxyflavylium
Molecular formula	C 17 H 15 ClO 7 (chloride)
Brief description	red crystals with transmitted light and green with reflected light
External identifiers / databases
PubChem	159287
ChemSpider	140095
Wikidata	Q137220
properties
Molar mass	331.30 g mol −1 (cation); 366.75 g mol −1 (chloride);
Physical state	firmly
Melting point	> 300 ° C (anhydrous)
solubility	soluble in ethanol
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Malvidin is a primary plant pigment that belongs to the group of flavonoids or the flavonoid subgroup of anthocyanidins . As an aglycon of many glycosides such as malvin (malvidin-3,5-diglucoside, an anthocyanin ), it is often found in nature and is responsible, among other things, for the color of red wine and the blue color in primroses .

properties

Malvidin is typically sold as chloride , a moderately water-soluble, reddish-brown powder. It irritates mucous membranes and eyes on contact .

Occurrence

Anthocyanins , the glycosides of the anthocyanidins, are plant pigments from the group of flavonoids. The water-soluble anthocyanins occur in almost all higher plants with red, purple, blue or even yellow color. At pH values below 4 they show a red color, between 4 and 5 they are colorless, at pH 6 to 7 they are purple, at 7 to 8 they are deep blue, and above 8 they are yellow.

Glycosides

A number of glycosides are known from malvidin :

Malvin is the Malvidindi glucoside
Oenin is the malvidin-3-glucoside
Primulin is the malvidin-3- O - galactoside
Malvidin-3-rutinosid is a pigment found in Curcuma alismatifolia ; Acylated malvidin-3-rutinoside are responsible for the purple color of Petunia integrifolia subsp. inflata
Malvidin-3-O-glucoside-5-O- (6-acetylglucosid) is the pigment for the blue color of different Gerianien is responsible

Web links

Flower dyes

Individual evidence

↑ ^a ^b ^c Entry on malvidin chloride. In: Römpp Online . Georg Thieme Verlag, accessed on February 7, 2019.
↑ Data sheet Malvidin chloride from Sigma-Aldrich , accessed on April 9, 2011 ( PDF ).
↑ M Nakayama, MS Roh, K Uchida, Y Yamaguchi, K Takano, M Koshioka: Malvidin 3-rutinoside as the pigment responsible for bract color in Curcuma alismatifolia . In: Bioscience, Biotechnology, and Biochemistry . 64, No. 5, 2000, pp. 1093-5. doi : 10.1271 / bbb.64.1093 . PMID 10879491 .
↑ F. Tatsuzawa: Acylated malvidin 3-rutinosides in dusky violet flowers of Petunia integrifolia subsp. Inflata . In: Phytochemistry . 52, No. 2, 1999, pp. 351-355. doi : 10.1016 / S0031-9422 (99) 00095-3 .
↑ Kenneth R. Markham, Kevin A. Mitchell, Murray R. Boase: Malvidin-3-O-glucoside-5-O- (6-acetylglucoside) and its color manifestation in 'Johnson's Blue' and other 'Blue' geraniums . In: Phytochemistry . 45, No. 2, 1997, pp. 417-423. doi : 10.1016 / S0031-9422 (96) 00831-X .

[Römpp-1] Entry on malvidin chloride. In: Römpp Online . Georg Thieme Verlag, accessed on February 7, 2019.

[Sigma-2] Data sheet Malvidin chloride from Sigma-Aldrich , accessed on April 9, 2011 ( PDF ).

[3] M Nakayama, MS Roh, K Uchida, Y Yamaguchi, K Takano, M Koshioka: Malvidin 3-rutinoside as the pigment responsible for bract color in Curcuma alismatifolia . In: Bioscience, Biotechnology, and Biochemistry . 64, No. 5, 2000, pp. 1093-5. doi : 10.1271 / bbb.64.1093 . PMID 10879491 .

[4] F. Tatsuzawa: Acylated malvidin 3-rutinosides in dusky violet flowers of Petunia integrifolia subsp. Inflata . In: Phytochemistry . 52, No. 2, 1999, pp. 351-355. doi : 10.1016 / S0031-9422 (99) 00095-3 .

[5] Kenneth R. Markham, Kevin A. Mitchell, Murray R. Boase: Malvidin-3-O-glucoside-5-O- (6-acetylglucoside) and its color manifestation in 'Johnson's Blue' and other 'Blue' geraniums . In: Phytochemistry . 45, No. 2, 1997, pp. 417-423. doi : 10.1016 / S0031-9422 (96) 00831-X .