Laricitrin

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
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • 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 ☒
    Key: CFYMYCCYMJIYAB-UHFFFAOYSA-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
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).
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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) and in Vaccinium uliginosum (bog billberries). It is one of the phenolic compounds present in wine.

Metabolism

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

Glycosides