19-Noretiocholanolone

Chemical compound (3R,5R,8R,9R,10S,13S,14S)-3-Hydroxy-13-methyl-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthren-17-one 19-Noretiocholanolone.svg skin-invert-image 33036-33-8 14009228 19347817 O5Z6602I6U 18 28 2 C[C@]12CC[C@@H]3[C@H]4CC[C@H](C[C@H]4CC[C@H]3[C@@H]1CCC2=O)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/h11-16,19H,2-10H2,1H3/t11-,12-,13+,14-,15-,16+,18+/m1/s1 UOUIARGWRPHDBX-DHMVHTBWSA-N Noretiocholanolone; 5β-Estran-3α-ol-17-one; 3α-Hydroxy-5β-estran-17-one 19-Noretiocholanolone, also known as 5β-estran-3α-ol-17-one, is a metabolite of nandrolone (19-nortestosterone) and bolandione (19-norandrostenedione) that is formed by 5α-reductase. It is on the list of substances prohibited by the World Anti-Doping Agency since it is a detectable metabolite of nandrolone, an anabolic-androgenic steroid (AAS).http://www.wada-ama.org/rtecontent/document/2007_List_En.pdf THE 2007 PROHIBITED LIST INTERNATIONAL STANDARD The World Anti-Doping Code World Anti-Doping Agency 2009-05-14 https://web.archive.org/web/20090410171528/http://www.wada-ama.org/rtecontent/document/2007_List_En.pdf 10 April 2009 dead Consumption of boar meat, liver, kidneys and heart have been found to increase urinary 19-noretiocholanolone output.Le Bizec B, Gaudin I, Monteau F, Andre F, Impens S, De Wasch K, De Brabander H Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. I. Mass spectrometric detection and quantification of 19-norandrosterone and 19-noretiocholanolone in human urine Rapid Commun. Mass Spectrom. 14 12 1058–65 2000 10861987 10.1002/1097-0231(20000630)14:12<1058::AID-RCM991>3.0.CO;2-7 See also Etiocholanolone 19-Norandrosterone 5α-Dihydronandrolone 5α-Dihydronorethisterone References Category:5α-Reduced steroid metabolites Category:Secondary alcohols Category:Estranes Category:Human drug metabolites Category:Ketones Category:World Anti-Doping Agency prohibited substances