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Ayanin

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Ayanin
Chemical structure of ayanin
Names
IUPAC name
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one
Other names
3,7,4'-Tri-O-methylquercetin
3,7,4'-trimethylquercetin
5,3'-dihydroxy-3,7,4'-trimethoxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3 checkY
    Key: KPCRYSMUMBNTCK-UHFFFAOYSA-N checkY
  • InChI=1/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3
    Key: KPCRYSMUMBNTCK-UHFFFAOYAE
  • COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)O
  • O=C1c3c(O/C(=C1/OC)c2ccc(OC)c(O)c2)cc(OC)cc3O
Properties
C18H16O7
Molar mass 344.31 g/mol
Density 1.454 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Ayanin is an O-methylated flavonol, a type of flavonoid. It is the 3,7,4'-tri-O-methylation of quercetin.

It can be found in Croton schiedeanus. It can also be synthetized.[1]

Biosynthesis

The enzyme 3,7-dimethylquercetin 4'-O-methyltransferase uses S-adenosyl methionine and 5,3',4'-trihydroxy-3,7-dimethoxyflavone (rhamnazin) to produce S-adenosylhomocysteine and 5,3'-dihydroxy-3,7,4'-trimethoxyflavone (ayanin).

References


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