THC Science

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 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:15335 ;
ChEMBL	ChEMBL243664 ;
ChemSpider	4444099 ;
ECHA InfoCard	100.006.867
PubChem CID	5280442;
UNII	KWI7J0A2CC ;
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 Key: DANYIYRPLHHOCZ-UHFFFAOYSA-N ; 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). verify (what is ?) 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]

References[edit]

^ Valkama, E; Salminen, J-P; Koricheva, J; Pihlaja, K (2004). "Changes in leaf trichomes and epicuticular flavonoids during leaf development in three birch taxa". Annals of Botany. 94 (2): 233–242. doi:10.1093/aob/mch131. PMC 4242156. PMID 15238348.
^ UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.
^ Zhao, J; Dasmahapatra, AK; Khan, SI; Khan, IA (December 2008). "Anti-aromatase activity of the constituents from damiana (Turnera diffusa)". Journal of Ethnopharmacology. 120 (3): 387–393. doi:10.1016/j.jep.2008.09.016. PMID 18948180.