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5α-Pregnane-3α,11β-diol-20-one

chemical compound

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Record originEnglish Wikipedia
Text licenseCC BY-SA 4.0
Source revisionOct 7, 2025
Entity authorityQ124722369 ↗
Source-derived summary

5α-Pregnane-3α,11β-diol-20-one, abbreviated as 3,11diOH-DHP4, also known as 3α,11β-dihydroxy-5α-pregnan-20-one, is an endogenous steroid.

The steroid 5α-pregnan-3α,11β-diol-20-one (3,11diOH-DHP4) plays a role in the 11-oxygenated steroid backdoor pathway to androgens as a metabolic intermediate. This pathway involves the metabolism of C21 steroids (pregnanes) via enzymes such as steroid 11β-hydroxylase (CYP11B1), steroid 5α-reductase (SRD5A1), 17α-hydroxylase/17,20-lyase (CYP17A1), resulting in the production of androgen precursors. Docking studies have shown that the C11-oxy group of 3,11diOH-DHP4 and alfaxalone does not significantly affect their binding to CYP17A1. Furthermore, it has been observed that the lyase activity of CYP17A1 is impaired by the C11-hydroxyl (-OH) and keto- (=O) moieties present in these steroids. The lyase activity of CYP17A1 converts intermediates like 3,11diOH-DHP4 to potent androgens such as 5α-pregnan-3α,11β,17α-triol-20-one (11OH-Pdiol). These findings indicate that CYP17A1 plays a role in the metabolism of this steroid through both hydroxylation and lyase reactions in the 11-oxygenated steroid backdoor pathway to androgens. This pathway is important for regulating adrenal and gonadal steroid hormone biosynthesis and can contribute to elevated levels of androgens in certain conditions.

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The public source identifies “5α-Pregnane-3α,11β-diol-20-one” as chemical compound. This brief keeps that definition visible, then builds a research path around 5α-Pregnane-3α, 11β-diol-20-one and chemical.

Editorial reviewUseful for establishing the present vocabulary of the subject while preserving a route back to the evidence on which that vocabulary rests. The current 171-word lead offers orientation but no explicit four-digit date, so chronology should not be assumed. The selected authority fields contribute no independent date. Its value is orientation rather than verdict, with 5α-Pregnane-3α, 11β-diol-20-one and chemical providing the first useful test.
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This entry incorporates text from “5α-Pregnane-3α,11β-diol-20-one” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.