Acacetin

Acacetin

IUPAC name 5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
Other names 5,7-dihydroxy-4′-methoxyflavone 4'-methoxy-5,7-dihydroxyflavone Linarigenin Acacetine Buddleoflavonol Linarisenin 4'-Methoxyapigenin Apigenin 4'-methyl ether 5,7-Dioxy-4'-methoxyflavone 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Identifiers
CAS number	480-44-4
PubChem	5280442
ChemSpider	4444099^Y
ChEBI	CHEBI:15335^Y
ChEMBL	CHEMBL243664^Y
Jmol-3D images	Image 1 Image 2
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
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
Properties
Molecular formula	C₁₆H₁₂O₅
Molar mass	284.26 g/mol
Exact mass	284.068473 u
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Acacetin is an O-methylated flavone found in Robinia pseudoacacia (black locust) and Turnera diffusa (damiana).^[1]

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).

References

^ Zhao, J; Dasmahapatra AK, Khan SI, Khan IA (Dec 2008). "Anti-aromatase activity of the constituents from damiana (Turnera diffusa)". J Ethnopharmacol 120 (3): 387–393. doi:10.1016/j.jep.2008.09.016. PMID 18948180.

Flavones and their glycosides

Flavones	Apigenin \| Baicalein \| Chrysin \| 6-Hydroxyflavone \| Luteolin \| Scutellarein

O-methylated flavones	Acacetin \| Diosmetin \| Eupatilin \| Genkwanin \| Nepetin \| Nobiletin \| Oroxylin A \| Sinensetin \| Tangeritin \| Techtochrysin \| Tricin \| Wogonin

Glycosides	Apiin \| Apigetrin \| Baicalin \| Cynaroside \| Diosmin \| Giraldiin A and B \| Nepitrin (Nepetin 7-glucoside) \| Orientin (Isoorientin) \| Oroxindin \| Rhoifolin \| Saporanin (Isovitexin-7-O-glucoside) \| Schaftoside \| Scutellarin \| Tetuin \| Veronicastroside \| Vicenin-2 \| Vitexin (Isovitexin)

acetylated	Artoindonesianin P

Synthetic	Diosmin \| Flavoxate \| Hidrosmin