18-methylsegesterone acetate 18-methylsegesterone acetate 18-methylsegesterone acetate (18-methyl-sga; also known as 18-methylnestorone) is a progestin medication of the 19-norprogesterone group which was never marketed. it was first described in a patent in 1997 and then in a literature paper in 2003. 18-methyl-sga is the c18 methyl or c13β ethyl derivative of segesterone acetate (sga; 16-methylene-17α-acetoxy-19-norprogesterone), and shows 3 to 10 times the progestogenic potency of sga in bioassays. this is analogous to the case of the 19-nortestosterone progestin norethisterone and its 18-methyl derivative levonorgestrel, the latter showing substantially increased potency relative to the former similarly. as sga is already one of the most potent progestins to have been developed, with 100-fold the potency of progesterone and 10-fold the potency of levonorgestrel in bioassays, 18-methyl-sga is an extremely potent progestogen, among if not the most potent known. 18-methylsegesterone acetateclinical dataother names18-methyl-sga; 13β-ethyl-sga; 18-methylnestorone; 18-methyl-nes; 13β-ethylnestorone; 13β-ethyl-nes; 18-methylelcometrine; 16-methylene-17α-acetoxy-18-methyl-19-norprogesterone; 16-methylene-17α-hydroxy-18-methyl-19-norpregn-4-ene-3,20-dione acetatedrug classprogestin; progestogen; progestogen esteridentifiers iupac name phenanthren-17-yl] acetate pubchem cid9908093chemspider8083745chemical and physical dataformulac24h32o4molar mass384.516 g·mol−13d model (jsmol)interactive image smiles cc12cc3(1cc(=c)2(c(=o)c)oc(=o)c)ccc4=cc(=o)cc34 inchi inchi=1s/c24h32o4/c1-5-23-11-10-20-19-9-7-18(27)13-17(19)6-8-21(20)22(23)12-14(2)24(23,15(3)25)28-16(4)26/h13,19-22h,2,5-12h2,1,3-4h3/t19-,20+,21+,22-,23-,24-/m0/s1key:yiauavgjqyaqfe-zuyvprdgsa-n sga is a highly selective progestogen. like sga, 18-methyl-sga shows negligible affinity for the androgen receptor. while 18-methyl-sga has not been assessed at the other steroid hormone receptors, it is expected to be highly selective for the progesterone receptor similarly to sga. 18-methyl-sga shows over 16 times the affinity of progesterone for the progesterone receptor expressed in rat uterus. in terms of oral bioavailability, it is known that sga is not active orally, while the oral activity of 18-methyl-sga is unknown. the addition of an 18-methyl group to sga is unlikely to affect its rate of delivery from sustained release systems. as such, 18-methyl-sga should be ideally suited for use via routes of administration like subcutaneous implants and transdermal patches. comparison of potencies of selected progestogens in animals progestogenpr rba(rat uterus)claubergassayapregnancymaintenance 18-methyl-sga355%0.3 μg0.03 mg segesterone acetate107%1 μg0.3 mg levonorgestrel100%3 μg0.3 mg progesterone22%100 μg1.0 mg footnotes: a = minimum effective dose. sources: