Laricitrin

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Laricitrin
Chemical structure of laricitrin
Names
Other names
3'-O-Methylmyricetin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
Properties
C16H12O8
Molar mass 332.26 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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Infobox references

Laricitrin is an O-methylated flavonol, a type of flavonoid. It is found in red grape (absent in white grape)[1] and in Vaccinium uliginosum (bog billberries).[2] It is one of the phenolic compounds present in wine.[3]

Metabolism[edit]

Laricitrin is formed from myricetin by the action of the enzyme myricetin O-methyltransferase.[4] It is further methylated by laricitrin 5'-O-methyltransferase into syringetin.

Glycosides[edit]

References[edit]

  1. ^ a b Mattivi, F; Guzzon, R; Vrhovsek, U; Stefanini, M; Velasco, R (October 2006). "Metabolite profiling of grape: Flavonols and anthocyanins". J. Agric. Food Chem. 54: 7692–702. PMID 17002441. doi:10.1021/jf061538c. 
  2. ^ Anja; Jaakola, Laura; Riihinen, Kaisu R.; Kainulainen, Pirjo S. (2010). "Anthocyanin and Flavonol Variation in Bog Bilberries (Vaccinium uliginosumL.) in Finland". Journal of Agricultural and Food Chemistry. 58: 427–433. doi:10.1021/jf903033m. 
  3. ^ Castillo-Munoz, Noelia; Gomez-Alonso, Sergio; Garcia-Romero, Esteban; Hermosin-Gutierrez, Isidro (2007). "Flavonol profiles of Vitis vinifera red grapes and their single-cultivar wines". Journal of Agricultural and Food Chemistry. 55 (3): 992–1002. doi:10.1021/jf062800k. 
  4. ^ Syringetin biosynthetis pathway on metacyc.org
  5. ^ Tyukavkina, N. A.; Medvedeva, S. A.; Ivanova, S. Z. (1974). "New flavonol glycosides from the needles of Larix sibirica". Chemistry of Natural Compounds. 10: 170–172. doi:10.1007/BF00563605. 
  6. ^ Flavonoids isolated from Medicago littoralis Rhode (Fabaceae): their ecological and chemosystematic significance