C19-16-unsaturated steroids have been extracted from the urine and spermatic vein plasma of a mature boar and identified by thin-layer chromatography, gas—liquid chromatography and combined gas—liquid chromatography—mass spectrometry. 5α-Androst-16-en-3β-ol (approximately 250 μg./1.) was identified in the urinary glucuronide fraction. This compound and the 3α-epimer occurred in the spermatic vein plasma predominantly as sulphates but a small quantity of the 3α-isomer was extractable with ether prior to hydrolysis of steroid conjugates. Traces of 5,16-androstadien-3β-ol have been tentatively identified in the plasma sulphate fraction; 5α-androst-16-en-3-one occurred as free steroid. No 16-unsaturated steroids were found in the plasma glucuronide nor in urinary sulphate fractions. The latter contained an unidentified compound of similar polarity to the C19-16-unsaturated steroids.
Neutral 17-oxosteroids were measured in extracts obtained from both the urine and spermatic vein plasma. Of the dehydroepiandrosterone (DHA) in the urine 60% occurred as sulphate and 40% as glucuronide with only traces as free steroid. Androsterone and aetiocholanolone occurred only as glucuronides. In the spermatic vein plasma, DHA occurred predominantly as sulphate with small amounts as glucuronide and free steroid.
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