16-Dehydropregnenolone acetate

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16-Dehydropregnenolone acetate


16-Dehydropregnenolone acetate (also known as 16-DPA) is a steroid that is used in the production of other steroids, including corticosteroids and sex hormones. It is derived from pregnenolone, a steroid hormone that is the precursor to all other steroid hormones.

Chemistry[edit | edit source]

16-Dehydropregnenolone acetate is a C21 steroid with a pregnane skeleton. It is an acetate ester of 16-dehydropregnenolone, which is a hydroxylated derivative of pregnenolone. The 16-dehydroxylation and acetylation reactions that convert pregnenolone to 16-DPA are catalyzed by enzymes in the cytochrome P450 family.

Biological role and uses[edit | edit source]

In the body, 16-DPA is a metabolite of pregnenolone. It is a precursor to progesterone, which is a key hormone in the menstrual cycle and pregnancy. It is also a precursor to the glucocorticoids and mineralocorticoids that are produced in the adrenal glands.

In the laboratory, 16-DPA is used as a starting material for the synthesis of other steroids. It can be converted to cortisone, hydrocortisone, prednisone, and prednisolone, which are used as anti-inflammatory and immunosuppressive drugs. It can also be converted to estradiol and testosterone, which are used in hormone therapy.

Safety[edit | edit source]

As a steroid, 16-DPA has the potential to cause side effects related to hormone imbalance. However, it is generally considered safe when used in the production of pharmaceuticals, as the final products are subject to rigorous testing and regulation.

See also[edit | edit source]

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Contributors: Prab R. Tumpati, MD