The identification and characterization of a new c1903 steroid metabolite in the eat ventral prostate: 5α-androstane-3β, 6α, 17β-triol

John T. Isaacs, Ian R. McDermott, Donald S. Coffey

Research output: Contribution to journalArticle

Abstract

This study represents the first report of the formation of 5α-androstane-3β, 6α, 17β-triol (6α-triol) by prostatic tissue. The 6α-triol has been identified by rigorous methods and a chemical synthesis of this triol has been accomplished. This 6α-triol is the major metabolite of 5α-androstane-3β, 17β-diol (3β-diol) in the rat ventral prostate. A minor metabolite of 3β-diol has been identified as 5α-androstane-3β, 7α, 17β-triol (7α-triol). Using a variety of C19 androstane substrates, the 6α-and 7α-triols were always found as the major components of the total 3β-hydroxy-5α-androstane metabolites produced by the ventral prostate. Following intraperitoneal injection of 3H-3β-diol, both 6α-and 7α-triol were formed in vivo by the ventral prostate and found in the blood. The 6α-and 7α-triols were found to possess no androgenic activity when tested by the ventral prostatic growth bioassay in the castrate rat.

Original languageEnglish (US)
Pages (from-to)639-657
Number of pages19
JournalSteroids
Volume33
Issue number6
DOIs
StatePublished - Jun 1979

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ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Endocrinology
  • Pharmacology
  • Clinical Biochemistry
  • Organic Chemistry

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