title: Formation of 5,16-androstadien-3 beta-ol from pregnenolone in human testicular microsomes.
abstract: A microsomal fraction of testicular tissue from a patient with prostatic carcinoma was incubated with [4-14C]pregnenolone in the presence of an NADPH-generating system for different periods of time. The metabolites were separated by Sephadex LH-20 column chromatography and then identified by thin-layer chromatography, radio-gas chromatography, and crystallization studies. Pregnenolone was converted to a major metabolite, 5-androstene-3 beta,17 beta-diol via 17-hydroxypregnenolone and then dehydroepiandrosterone. Another major metabolite was 5,16-androstadien-3 beta-ol, which increased with the time of incubation and accumulated in the incubation medium. After 120 min of incubation, 34.6% of the precursor was converted to 5-androstene-3 beta,17 beta-diol and 15.1% to 5,16-androstadien-3 beta-ol. In addition to the above-mentioned steroids, 16 alpha-hydroxypregnenolone, 5-pregnene-3 beta,20 alpha-diol, and 5-androstene-3 beta,17 alpha-diol were identified as minor metabolites of pregnenolone. From these results it was concluded that human testicular microsomes possess enzymic activities for the synthesis of 5,16-androstadien-3 beta-ol, as well as androgens from pregnenolone.
authors.affiliation: Division of Biochemistry, Institute of Steroid Research, Tottori University School of Medicine, Yonago, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Kohara
mesh_terms: D000737:Androstenols / Q000096:biosynthesis* / Q000302:isolation & purification; D002849:Chromatography, Gas; D002850:Chromatography, Gel; D002855:Chromatography, Thin Layer; D006801:Humans; D008297:Male; D008861:Microsomes / Q000378:metabolism*; D011284:Pregnenolone / Q000378:metabolism*; D013737:Testis / Q000378:metabolism*
chemical_list: D000737:Androstenols; C000152:androsta-5,16-dien-3 beta-ol; D011284:Pregnenolone