Chemistry: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
PubChem CID	5280442
UNII	KWI7J0A2CC Y
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

Tracking categories (test):

• SizeSet

Acacetin is a 4′-O-methylated flavone of the parent compound apigenin, found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana), shows moderate aromatase inhibition, Betula pendula (silver birch), and in the fern Asplenium normale.

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).

See also

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