Abstract
Isolation and quantitative estimation of the four epimeric oestriols following the injection of 16α- and 16β-hydroxyoestrone in man. 7.4 mg 16α-hydroxyoestrone were administered by intramuscular injection to a normal man. Three phenolic metabolites were isolated from urine and identified as oestriol, 17-epioestriol and 16-epioestriol. The total excretion in urine amounted to 1.762 mg oestriol, 0.031 mg 17-epioestriol and 0.163 mg 16-epioestriol. When 10.0 mg 16β-hydroxyoestrone diacetate were administered to a normal man, the following metabolites were isolated and identified: 16-epioestriol, 16.17-epioestriol and oestriol. The total excretion in urine was 1.377 mg 16-epioestriol, 0.086 mg 16,17-epioestriol and 1.332 mg oestriol. These findings confirm previous experiments with human liver slices and show that in addition to a 17β-hydroxysteroid dehydrogenase a 17α-hydroxysteroid dehydrogenase is present in man. It should be noted, however, that the amount of 17α-hydroxy-compounds excreted in urine was much smaller than that of 17β-hydroxy-compounds.

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