Steroid ester

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A comprehensive overview of steroid esters in medical applications


Steroid Esters

Chemical structure of Estradiol valerate, a common steroid ester

Steroid esters are a class of chemical compounds derived from steroids in which an ester functional group is attached to the steroid structure. These compounds are often used in medicine to modify the pharmacokinetics of the parent steroid, enhancing its bioavailability and duration of action.

Chemistry

Steroid esters are formed by the reaction of a steroid with an alcohol and an acid, resulting in the formation of an ester bond. This modification can significantly alter the lipophilicity and solubility of the steroid, affecting how it is absorbed, distributed, metabolized, and excreted in the body.

Pharmacokinetics

The esterification of steroids is a common strategy to improve their pharmacokinetic properties. By attaching an ester group, the steroid becomes more lipophilic, allowing it to be stored in adipose tissue and released slowly into the bloodstream. This results in a prolonged duration of action, reducing the frequency of administration required.

Medical Applications

Steroid esters are widely used in hormone replacement therapy, contraception, and the treatment of various endocrine disorders. For example, estradiol valerate is a commonly used estrogen ester in hormone replacement therapy for menopause and hypogonadism.

Examples of Steroid Esters

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Contributors: Prab R. Tumpati, MD