7α-Methylestradiol (7α-Me-E2), also known as 7α-methylestra-1,3,5(10)-triene-3,17β-diol, is a synthetic estrogen and an active metabolite of the androgen/anabolic steroid Trestolone. It is considered to be responsible for the estrogenic activity of trestolone. The compound shows about higher affinity for the androgen receptor than estradiol.
Relative affinities (%) of 7α-methylestradiol and related steroids Compound Estradiol 2.6 7.9 100 0.6 0.13 8.7 <0.1 7α-Methylestradiol 1–3 15–25 101 <1 <1 ? ? Trestolone 50–75 100–125 ? <1 ? ? ? Values are percentages (%). Reference ligands (100%) were progesterone for the , testosterone for the , for the , for the , aldosterone for the , for , and cortisol for .
Synthesis The chemical synthesis of the 17-acetate ester starting from trestolone acetate has been described (but this is old work)., FR1434172 (1966 to Novartis AG, BASF Schweiz AG). Alternative procedures exist, e.g.Georg Dr Anner, Jaroslav Dr Kalvoda, & Peter Dr Wieland, CH451931 (1968 to Ciba-Geigy).
7α-Methylestradiol can be used to prepare 7 alpha-methyl-19-nor-androstatrienes such as for example a compound that is called 3-oxo-7a-methyl-17b-acetoxy-17a-ethynyl-4-9,11-19-norandrostatriene.Georg Dr Anner & Peter Dr Wieland, CH509996 (1971 to Ciba-Geigy).
See also List of estrogens Methylestradiol Ethylestradiol Ethinylestradiol Almestrone
References