3hydroxyandrost5en17one

3-Hydroxyandrost-4-en-17-one, also known as 3-hydroxyandrosten-17-one or 3α-hydroxyandrost-4-en-17-one, is a steroid compound with the molecular formula C19H28O2. It is a derivative of androstane, a class of steroids characterized by a 17-ketone group and a 4-en-3-one structure. The 3-hydroxy group is located on the A-ring of the steroid nucleus.

3-Hydroxyandrost-4-en-17-one is a precursor in the biosynthesis of various steroids, including androgens and estrogens. It is also a key intermediate in the synthesis of certain steroid hormones and drugs. The compound is often used in research and pharmaceutical development due to its structural similarity to natural steroids.

The synthesis of 3-hydroxyandrost-4-en-17-one typically involves the oxidation of androst-4-en-3-one, which can be achieved using various oxidizing agents. The resulting compound is a white crystalline powder that is soluble in organic solvents but insoluble in water.

In biological systems, 3-hydroxyandrost-4-en-17-one can be metabolized by enzymes such as 3β-hydroxysteroid dehydrogenase, which converts it into androst-4-en-3-one. This metabolic pathway is important in the regulation of steroid hormone levels and the maintenance of hormonal balance.

Overall, 3-hydroxyandrost-4-en-17-one is a significant compound in steroid chemistry and biology, with applications in both research and pharmaceutical development. Its unique structure and reactivity make it a valuable tool for studying steroid metabolism and designing new therapeutic agents.