19-Nor-5-androstenediol

Chemical compound (3S,8R,9S,10R,13S,14S,17S)-13-Methyl-1,2,3,4,7,8,9,10,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol 19-Nor-5-androstenediol.svg skin-invert-image 225px By mouth correct CAS 25975-59-1 9900246 19967184 correct FDA 5N0V272KSA 259126 Estr-5-ene-3β,17β-diol; 19-Norandrost-5-ene-3β,17β-diol 18 28 2 C[C@]12CC[C@@H]3[C@H]4CC[C@@H](CC4=CC[C@H]3[C@@H]1CC[C@@H]2O)O 1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2,12-17,19-20H,3-10H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1 VVUQRXPUVKXAIO-XFUVECHXSA-N 19-Nor-5-androstenediol, also known as estr-5-ene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone) that was never introduced for medical use. Torrado S, Roig M, Farré M, Segura J, Ventura R Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol Rapid Commun. Mass Spectrom. 22 19 3035–42 2008 18763272 10.1002/rcm.3689 2008RCMS...22.3035T Uralets VP, Gillette PA Over-the-counter delta5 anabolic steroids 5-androsen-3,17-dione; 5-androsten-3beta, 17beta-diol; dehydroepiandrosterone; and 19-nor-5-androsten-3,17-dione: excretion studies in men J Anal Toxicol 24 3 188–93 2000 10774538 10.1093/jat/24.3.188 free Earnest CP Dietary androgen 'supplements': separating substance from hype Phys Sportsmed 29 5 63–79 2001 20086575 10.3810/psm.2001.05.781 40760529 It is an androgen prohormone of nandrolone and of other 19-norandrostanes. 19-Nor-5-androstenediol, 19-nor-5-androstenedione, and other 19-norandrostane prohormones were considered to be nutritional supplements and were sold over-the-counter in the United States as a result of the Dietary Supplement Health and Education Act of 1994 (DSHEA). However, they were banned from sports in 1999 by the International Olympic Committee (IOC) and are currently on the World Anti-Doping Agency (WADA) list of prohibited substances. In 2004, they became controlled substances in the U.S. as a result of the Anabolic Steroid Control Act of 2004. See also List of androgens/anabolic steroids References Category:Androgens Category:Designer prodrugs Category:Diols Category:Estranes Category:Estrogens Category:Sex hormone esters and conjugates Category:Progestogens