21-Hydroxypregnenolone

A steroid hormone involved in the biosynthesis of other steroids

21-Hydroxypregnenolone is a steroid hormone that plays a crucial role in the biosynthesis of other important steroid hormones. It is a hydroxylated derivative of pregnenolone, which is a precursor in the synthesis of glucocorticoids, mineralocorticoids, and androgens.

Structure

21-Hydroxypregnenolone is characterized by the addition of a hydroxyl group at the 21st carbon position of the pregnenolone molecule. This modification is catalyzed by the enzyme 21-hydroxylase, which is essential for the production of corticosteroids in the adrenal cortex.

Biosynthesis

The biosynthesis of 21-hydroxypregnenolone begins with cholesterol, which is converted into pregnenolone. Pregnenolone is then hydroxylated at the 21st position by 21-hydroxylase to form 21-hydroxypregnenolone. This compound can be further converted into other steroid hormones, such as cortisol and aldosterone, through additional enzymatic reactions.

Function

21-Hydroxypregnenolone serves as an intermediate in the production of several vital hormones. It is involved in the synthesis of glucocorticoids, which are important for metabolism, immune response, and stress response. It also contributes to the production of mineralocorticoids, which regulate electrolyte and water balance in the body.

Clinical Significance

Deficiencies in the enzyme 21-hydroxylase can lead to disorders such as congenital adrenal hyperplasia (CAH), which is characterized by impaired production of cortisol and aldosterone. This can result in a range of symptoms, including salt-wasting, hypotension, and virilization.

Related pages

• Pregnenolone
• 21-Hydroxylase
• Corticosteroids
• Congenital adrenal hyperplasia

Gallery

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  Chemical structure of 21-Hydroxypregnenolone

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  3D model of 17-Hydroxypregnenolone

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  21-Hydroxypregnenolone structure

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  3D model of 17-Hydroxypregnenolone