Primulin (anthocyanin)
Appearance
Names | |
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IUPAC name
(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride
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Other names
Malvidin 3-galactoside
Malvidin-3-galactoside chloride Malvidin-3-O-galactoside Malvidin-3-O-galactoside chloride 3-(Galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride Primulin Yellow[1] | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.045.490 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C23H25ClO12 C23H25O12+ | |
Molar mass | 528.89 g/mol (chloride) 493.43 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Primulin is an anthocyanin. It is the 3-galactoside of malvidin. It can be found in Primula sinensis.[2]
The first crystalline form of this pigment was prepared by Rose Scott-Moncrieff in about 1930. This was the first crystalline anthocyanin pigment ever identified. This was possible because of her insight into linking genetics with chemistry.[3]
References
[edit]- ^ Primulin Yellow on chemicalregister.com
- ^ J. B. Harborne; H. S. A. Sherratt (1961). "Plant Polyphenols: 3. Flavonoids in genotypes of Primula sinensis" (PDF). Biochem. J. 78 (2): 298–306. doi:10.1042/bj0780298. PMC 1205266. PMID 13711452.
- ^ Rose Scott-Moncrieff and the dawn of (Bio) Chemical Genetics, Cathie Martin, April 2016, Biochemical classics, Biochemist.org, Retrieved 5 July 2016