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
CAS Number	53472-37-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:31763 ;
ChemSpider	4445351 ;
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E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG	C12633 ;
PubChem CID	5282154;
UNII	JQZ2DUC4C9 ;
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	InChI 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;
	SMILES 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). verify (what is ?) 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 bilberries).^[2] It is one of the phenolic compounds present in wine.^[3]

Metabolism

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.

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^ Syringetin biosynthesis pathway on metacyc.org
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^ Flavonoids isolated from Medicago littoralis Rhode (Fabaceae): their ecological and chemosystematic significance Archived 2011-07-22 at the Wayback Machine