The identification of 17 -hydroxy-17-methyl-1,4-androstadien-3-one as a metabolite of the anabolic steroid drug 17 -hydroxy-17-methyl-1,4-androstadien-3-one in man
| Autor: | R.A. Harkness, P.J. Sykes, P.M. Adhikary, B S MacDonald |
|---|---|
| Rok vydání: | 1971 |
| Předmět: |
Anabolic steroid drug
Male Chromatography Gas Chemical Phenomena Optical Rotation Stereochemistry Metabolite Clinical Biochemistry Thin layer Carbon skeleton Urine Biochemistry Mass Spectrometry chemistry.chemical_compound Endocrinology Humans Molecular Biology Pharmacology Chromatography Chemistry Organic Chemistry Methandrostenolone Stereoisomerism Ketosteroids Metabolic pathway Chromatography Thin Layer Androstanes |
| Zdroj: | Steroids. 18(6) |
| ISSN: | 0039-128X |
| Popis: | The more polar of the two major urinary metabolites of methandrostenolone, 17β-hydroxy-17-methyl-1,4-androstadien-3-one, in man has already been identified as 6β-hydroxymethandrostenolone, 6β, 17β-dihydroxy-17-methyl-1,4-androstadien-3-one. The other metabolite has now been identified as the 17-epimer of methandrostenolone, 17α-hydroxy-17-methyl-1,4-androstadien-3-one. The compound was isolated from the freely extractable neutral fraction of urine following the administration of 5 mg of the drug to normal men. The relevant chromatographic fractions from thin layer and gas liquid systems were identified by carbon skeleton chromatography. The 17-epimer has been synthesised, details of which are included, and the previously unidentified metabolite was found to be identical with the synthetic compound. The characterisation of the 17-epimer defines a hitherto apparently unknown biochemical pathway. |
| Databáze: | OpenAIRE |
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