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Primulin (anthocyanin)

Primulin is an anthocyanin. It is the 3-galactoside of malvidin. It can be found in Primula sinensis.[2]

Primulin
Names
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
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
  • 30113-37-2 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 85201
ECHA InfoCard 100.045.490
  • 94409
UNII
  • MB4022065G Y
  • DTXSID90952524
  • InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19+,20+,21-,23-/m1/s1
    Key: PXUQTDZNOHRWLI-XSEKTIEYSA-O
  • InChI=1/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19+,20+,21-,23-/m1/s1
    Key: PXUQTDZNOHRWLI-IRUYQYSKBI
  • COc1cc(cc(c1O)OC)c2c(cc3c(cc(cc3[o+]2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O
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).
Y verify (what is YN ?)

The first crystalline form of this pigment was prepared by Rose Scott-Moncrieff in about 1930. This was the first crystalline anthrocyanine pigment ever identified. This was possible because of her insight into linking genetics with chemistry.[3]

References edit

  1. ^ Primulin Yellow on chemicalregister.com
  2. ^ 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.
  3. ^ Rose Scott-Moncrieff and the dawn of (Bio) Chemical Genetics, Cathie Martin, April 2016, Biochemical classics, Biochemist.org, Retrieved 5 July 2016

primulin, anthocyanin, primulin, anthocyanin, galactoside, malvidin, found, primula, sinensis, primulin, namesiupac, name, dihydroxy, hydroxy, dimethoxyphenyl, chromenylium, hydroxymethyl, oxane, triol, chlorideother, names, malvidin, galactosidemalvidin, gala. Primulin is an anthocyanin It is the 3 galactoside of malvidin It can be found in Primula sinensis 2 Primulin NamesIUPAC 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 chlorideOther names Malvidin 3 galactosideMalvidin 3 galactoside chlorideMalvidin 3 O galactosideMalvidin 3 O galactoside chloride3 Galactosyloxy 5 7 dihydroxy 2 4 hydroxy 3 5 dimethoxyphenyl 1 benzopyrylium chloridePrimulin Yellow 1 IdentifiersCAS Number 30113 37 2 Y3D model JSmol Interactive imageChemSpider 85201ECHA InfoCard 100 045 490PubChem CID 94409UNII MB4022065G YCompTox Dashboard EPA DTXSID90952524InChI InChI 1S C23H24O12 c1 31 14 3 9 4 15 32 2 18 14 27 22 16 7 11 12 26 5 10 25 6 13 11 33 22 34 23 21 30 20 29 19 28 17 8 24 35 23 h3 7 17 19 21 23 24 28 30H 8H2 1 2H3 H2 25 26 27 p 1 t17 19 20 21 23 m1 s1Key PXUQTDZNOHRWLI XSEKTIEYSA OInChI 1 C23H24O12 c1 31 14 3 9 4 15 32 2 18 14 27 22 16 7 11 12 26 5 10 25 6 13 11 33 22 34 23 21 30 20 29 19 28 17 8 24 35 23 h3 7 17 19 21 23 24 28 30H 8H2 1 2H3 H2 25 26 27 p 1 t17 19 20 21 23 m1 s1Key PXUQTDZNOHRWLI IRUYQYSKBISMILES COc1cc cc c1O OC c2c cc3c cc cc3 o 2 O O O C H 4 C H C H C H C H O4 CO O O OPropertiesChemical formula C23H25ClO12C23H25O12 Molar mass 528 89 g mol chloride 493 43 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references The first crystalline form of this pigment was prepared by Rose Scott Moncrieff in about 1930 This was the first crystalline anthrocyanine 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 nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Primulin anthocyanin amp oldid 1064223760, wikipedia, wiki, book, books, library,

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