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- W2017168839 abstract "Δ5-Pregnene-3α,16α,20α-triol was the principal metabolite isolated from the urine following administration of 3β, 16α-dihydroxy-Δ5-pregnen-20-one to two men. Δ5-Pregnene-3β,16α,20α-triol and 5β-pregnane-3α,16α,20α-triol were present in small amounts. The results suggest that the 16α-hydroxy group of the administered steroid alter the normal course of transformation of 3β-hydroxy-Δ5-steroids in man. Isolation of Δ5-pregnene-3α,16α,20α-triol (II) from urine of a patient with adrenocortical carcinoma was described in 1961, and was the first report of a Δ5-3α-hydroxysteroid from natural sources (1). At that time it was postulated that the probable precursor of the metabolite was 3β,16α-dihydroxy-Δ5-pregnen-20-one (I), and that the 16α-hydroxyl group interfered with the isomerization of the Δ5-3-ketosteroid sufficiently to permit reduction to the unsaturated alcohol in the favored 3α orientation. In order to explore this postulate further the in vivo transformation of 3β,16α-dihydroxy-Δ5-pregnen —20-one (I) was studied. In agreement with expectation Δ5-pregnene-3α,16α,20α-triol (II) was obtained in larger amount than the 5β-saturated trihydroxy analog (III) (2,3). It is concluded that the 16α-hydroxyl group of this substrate does in fact alter its reaction with a Δ5-3-ketosteroid isomerase." @default.
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- W2017168839 date "1967-11-01" @default.
- W2017168839 modified "2023-10-02" @default.
- W2017168839 title "33,16α-Dihydroxy-Δ5-Pregnen-20- one: A Precursor of Δ5-Pregnene-3α,16α,20α-Triol" @default.
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- W2017168839 doi "https://doi.org/10.1016/0039-128x(67)90131-6" @default.
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