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(Top)
 


1 Metabolism  



1.1  Glycosides  







2 References  














Laricitrin






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From Wikipedia, the free encyclopedia
 


Laricitrin
Chemical structure of laricitrin
Names
IUPAC name

3,3′,4′,5,7-Pentahydroxy-5′-methoxyflavone

Systematic IUPAC name

2-(3,4-Dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one

Other names

3'-O-Methylmyricetin

Identifiers

CAS Number

3D model (JSmol)

ChEBI
ChemSpider
KEGG

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C16H12O8/c1-23-11-3-6(2-9(19)13(11)20)16-15(22)14(21)12-8(18)4-7(17)5-10(12)24-16/h2-5,17-20,22H,1H3 ☒N

    Key: CFYMYCCYMJIYAB-UHFFFAOYSA-N ☒N

  • InChI=1/C16H12O8/c1-23-11-3-6(2-9(19)13(11)20)16-15(22)14(21)12-8(18)4-7(17)5-10(12)24-16/h2-5,17-20,22H,1H3

    Key: CFYMYCCYMJIYAB-UHFFFAOYAK

  • O=C1c3c(O/C(=C1/O)c2cc(O)c(O)c(OC)c2)cc(O)cc3O

Properties

Chemical formula

C16H12O8
Molar mass 332.264 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

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 (20): 7692–702. doi:10.1021/jf061538c. PMID 17002441.
  • ^ 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 (1): 427–433. doi:10.1021/jf903033m. PMID 20000402.
  • ^ 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. PMID 17263504.
  • ^ Syringetin biosynthesis pathway on metacyc.org
  • ^ Tyukavkina, N. A.; Medvedeva, S. A.; Ivanova, S. Z. (1974). "New flavonol glycosides from the needles of Larix sibirica". Chemistry of Natural Compounds. 10 (2): 170–172. doi:10.1007/BF00563605.
  • ^ Flavonoids isolated from Medicago littoralis Rhode (Fabaceae): their ecological and chemosystematic significance Archived 2011-07-22 at the Wayback Machine

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Laricitrin&oldid=1152981986"

    Categories: 
    O-methylated flavonols
    Resorcinols
    Catechols
    Hidden categories: 
    Webarchive template wayback links
    Articles with changed EBI identifier
    Articles with changed ChemSpider identifier
    Articles with changed KEGG identifier
    Articles with changed InChI identifier
    Articles containing unverified chemical infoboxes
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 3 May 2023, at 14:27 (UTC).

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