Abstract

Two highly polar, unconjugated metabolttes of tetrahydrocortisol and tetrahydrocortisone, which had been shown previously to account for > 40% of [ 14C]cortisol (F) administered to baboon neonates, were isolated from urine of a term newborn animal. Metabolltes were extracted with ethyl acetate, purified by sequential paper chromatography and crystallization, and identified by chemical and biochemical procedures. Both metabolltes of F are 5β-pregnanes with a hydroxyl of unknown orientation at C-7, a 3α-hyd roxyl, and a dihydroxyacetone side chain. The two compounds differ from each other by the presence of et ther oxo or hydroxyl functions at C-11. The following nomenclature is proposed: unknown I; 3aα,7ξ,11β,17,21-pentahydroxy-5β-pregnan-20-one (7ξ-hydroxytetrahydrocortisol); unknown II: 3α,7ξ,17,21-tetrahydroxy-5β-pregnane-11, 20-dione (7ξ-hydroxytetrahydrocortisone). Production of these compounds compensates quantitatively for the decreased formation of F glucuronoside metabolites by baboon neonates, compared with that in adults. Therefore, we propose that 7-hydroxylation is a major alternative pathway for F metabolism in the perinatal period of the baboon.

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