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C-19-steroid 7 alpha-hydroxylation by rat testes. Isolation and identification of: 7 alpha, 17 beta-dihydroxy-5 alpha-androstan-3-one, 5 alpha-androstan-3 alpha, 7 alpha, 17 beta-triol and 5 alpha-androstane-3 beta, 7 alpha, 17 beta-triol



C-19-steroid 7 alpha-hydroxylation by rat testes. Isolation and identification of: 7 alpha, 17 beta-dihydroxy-5 alpha-androstan-3-one, 5 alpha-androstan-3 alpha, 7 alpha, 17 beta-triol and 5 alpha-androstane-3 beta, 7 alpha, 17 beta-triol



Journal of Steroid Biochemistry 17(1): 85-88



From incubations of testosterone with rat testicular homogenates in the presence of a NADPH-generating system, the following 7 alpha-hydroxylated metabolites could be isolated and identified: 7 alpha, 17 beta-dihydroxy-4-androsten-3-one (7 alpha-hydroxy-testosterone), 7 alpha-17 beta-dihydroxy-5 alpha-androstan-3-one (7 alpha-hydroxy-Dht), 5 alpha-androstan-3 alpha, 7 alpha, 17 beta-triol (7 alpha-hydroxy-3 alpha-A'DIOL) and 5 alpha-androstane-3 beta, 7 alpha, 17 beta-triol (7 alpha-hydroxy-3 beta-A'DIOL). To our knowledge this is the first demonstration of the formation of 5 alpha-reduced-7 alpha-hydroxylated metabolites of testosterone in the male gonad. These 5 alpha-reduced-7 alpha-hydroxylated metabolites could also be isolated after incubations of 5 alpha-androstane-3 alpha, 17 beta-diol (3 alpha-A'DIOL) with testicular homogenates in the presence of A NADPH-generating system. Measured as the sum of 7 alpha-hydroxy-testosterone, 7 alpha-hydroxy-Dht. 7 alpha-hydroxy-3 alpha-A'DIOL and 7 alpha-hydroxy-3 beta-A'DIOL formed using testosterone as substrate, total 7 alpha-hydroxylase activity was six times higher in testes of mature rats than in testes from animals 23 days old. With 3 alpha-A'DIOL as substrate total 7 alpha-hydroxylase in the mature testis was about three times greater than in the sexually immature testis.

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Accession: 042427077

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PMID: 7109597


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