18-Methyltestosterone

Chemical compound Methyltestosterone (8R,9S,10R,13S,14S,17S)-13-ethyl-17-hydroxy-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one 18-Methyltestosterone.svg skin-invert-image Androgen; Anabolic steroid correct CAS 7381-64-8 correct FDA 8MFH3FAP6D 54393203 114811238 18-MT; 18-Methylandrost-4-en-17β-ol-3-one; 13β-Ethyl-17β-hydroxy-18-norandrost-4-en-3-one 20 30 2 CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)CC[C@]34C 1S/C20H30O2/c1-3-20-11-9-16-15(17(20)6-7-18(20)22)5-4-13-12-14(21)8-10-19(13,16)2/h12,15-18,22H,3-11H2,1-2H3/t15-,16+,17+,18+,19+,20+/m1/s1 VIDBKWVIQCRYHG-HLXURNFRSA-N 18-Methyltestosterone (18-MT) is an androgen/anabolic steroid (AAS) which was never marketed. Baddeley GV, Carpio H, Edwards JA Steroids. CCLXXXVIII.1The Synthesis of 18-Methylprogesterone and Related Compounds2 The Journal of Organic Chemistry 31 4 1966 1026–1032 0022-3263 10.1021/jo01342a009 Strike DP, Herbst D, Smith H Totally Synthetic Hormones. XVI.(1) The Conversion of Estr-4-en-17-ol to Testosterone and the Total Synthesis of Some 18-Methylandrostane and 18-Methylpregnane Derivatives Journal of Medicinal Chemistry 10 3 446–451 May 1967 22185150 10.1021/jm00315a034 Rees R, Strike DP, Smith H Totally synthetic steroid hormones. XVII. Further studies on the synthesis of dl-18-methylandrostane and dl-18-methylpregnane derivatives Journal of Medicinal Chemistry 10 5 783–789 September 1967 6048483 10.1021/jm00317a006 Along with 19-nortestosterone (nandrolone) and 17α-ethynyltestosterone (ethisterone), it is a parent structure of a number of progestogens and AAS. These include the progestogens levonorgestrel (17α-ethynyl-18-methyl-19-nortestosterone) and its derivatives (e.g., desogestrel, gestodene, norgestimate, gestrinone) as well as AAS such as norboletone (17α-ethyl-18-methyl-19-nortestosterone) and tetrahydrogestrinone (THG; δ9,11-17α-ethyl-18-methyl-19-nortestosterone). See also List of androgens/anabolic steroids References Category:Abandoned drugs Category:Androgens Category:Androstanes Category:Enones Category:Tertiary alcohols