Ayanin

Ayanin
Names

IUPAC name 3′,5-Dihydroxy-3,4′,7-trimethoxyflavone
Systematic IUPAC name 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one
Other names 3,7,4'-Tri-O-methylquercetin 3,7,4'-Trimethylquercetin
Identifiers
CAS Number	572-32-7^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:27825^Y
ChEMBL	ChEMBL74898^Y
ChemSpider	4444274^Y
PubChem CID	5280682
UNII	YA465UF3LK^Y
CompTox Dashboard (EPA)	DTXSID20205833
InChI 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^Y Key: KPCRYSMUMBNTCK-UHFFFAOYSA-N^Y 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
SMILES 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
Chemical formula	C₁₈H₁₆O₇
Molar mass	344.319 g·mol⁻¹
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). Y verify (what is ^YN ?) Infobox references

Chemical compound

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

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

Biosynthesis

The enzyme 3,7-dimethylquercetin 4'-O-methyltransferase uses S-adenosyl methionine and rhamnazin to produce S-adenosylhomocysteine and ayanin.

^ Rao, Koppaka V.; Owoyale, Jacob A. (1976). "Partial methylation of quercetin: Direct synthesis of tamarixetin, ombuin and ayanin". Journal of Heterocyclic Chemistry. 13 (6): 1293–1295. doi:10.1002/jhet.5570130629.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)