title: Metabolism of 17 alpha-methyl-5 beta-dihydrotestosterone in the rabbit.
abstract: 17 alpha-Methyl-5 beta-androstane-3 alpha,17 beta-diol together with the hydroxylated metabolites 17 alpha-methyl-5 beta-androstane-1 beta,3 alpha,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,12 beta,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,16 alpha,17 beta-triol and 17 alpha-methyl-5 beta-androstane-3 alpha,16 beta,17 beta-triol were isolated and identified in the urine of rabbits orally dosed with 17 alpha-methyl-5 beta-dihydrotestosterone. Biotransformations differ from the 5 alpha-series where hydroxylation occurred at C-6 and C-15. In both series, the C-3 equatorial epimer was the major urinary excretion product among the non-hydroxylated metabolites. The 5 beta-compound was more resistant to metabolic hydroxylation than the 5 alpha-compound. No evidence for epimerization at the C-17 position was observed.
mesh_terms: D000818:Animals; D001711:Biotransformation; D013196:Dihydrotestosterone / Q000031:analogs & derivatives* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008297:Male; D013058:Mass Spectrometry; D011817:Rabbits; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
chemical_list: D013196:Dihydrotestosterone; C008376:mestanolone