D-ring oxygenation of 5alpha-androstan-3-one in rabbits.
Metabolism of 5alpha-androstan-3-one in the rabbit was studied in order to investigate changes in the steroidal ring system. The total crude urinary extract was separated into a non-ketonic and a ketonic fraction and was further purified by column chromatography. 3-alpha- and 3-beta-Hydroxy-5-alpha-androstan-16-one together with 5-alpha-androstane-3-alpha, 16-alpha- and 3-beta, 16-alpha-diol, and 5-alpha-androstane-3-beta, 17-alpha-diol have been isolated and identified by spectroscopic methods and comparison with authentic samples. The results were compared with other metabolic studies of steroid derivatives. From this study it is suggested that metabolic oxidation occurs in positions removed from the initial oxygen function of the monooxygenated steroids.
D000731:Androstanes / Q000378:metabolism*; D000818:Animals; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D007664:Ketosteroids / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D009904:Optical Rotation; D011817:Rabbits
D000731:Androstanes; D007664:Ketosteroids