Acacetin

Acacetin

Names
IUPAC name 5,7-Dihydroxy-4′-methoxyflavone
Systematic IUPAC name 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one Linarigenin Acacetine Buddleoflavonol Linarisenin 4′-Methoxyapigenin Apigenin 4′-methyl ether 5,7-Dioxy-4′-methoxyflavone
Identifiers
CAS Number	480-44-4 Y
3D model ( JSmol )	Interactive image Interactive image
ChEBI	CHEBI:15335 Y
ChEMBL	ChEMBL243664 Y
ChemSpider	4444099 Y
ECHA InfoCard	100.006.867
PubChem CID	5280442
UNII	KWI7J0A2CC Y
CompTox Dashboard (EPA)	DTXSID00197383
InChI InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 Y Key: DANYIYRPLHHOCZ-UHFFFAOYSA-N Y InChI=1/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 Key: DANYIYRPLHHOCZ-UHFFFAOYAN
SMILES COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O O=C\1c3c(O/C(=C/1)c2ccc(OC)cc2)cc(O)cc3O
Properties
Chemical formula	C16H12O5
Molar mass	284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Acacetin is a 4′-O-methylated flavone of the parent compound apigenin, found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana), Betula pendula (silver birch),^[1] and in the fern Asplenium normale.^[2]

In plant synthesis the enzyme apigenin 4′-O-methyltransferase uses S-adenosyl methionine and 5,7,4′-trihydroxyflavone (apigenin) to produce S-adenosylhomocysteine and 4′-methoxy-5,7-dihydroxyflavone (acacetin).

It shows moderate aromatase inhibition.^[3]

See also

• Genkwanin (methoxylated apigenin)
• Thevetiaflavone (methoxylated apigenin)

References