5α-Androst-16-en-3α-ol

5α-Androst-16-en-3α-ol is a steroid and pheromone found in humans and other mammals. It is a derivative of androstane and is also known as androstenol.

Chemistry

5α-Androst-16-en-3α-ol is a 16-androstene steroid, a class of steroids that have a double bond at the 16 position. It is a hydroxyl derivative of androstane, meaning it has a hydroxyl (-OH) group attached to the 3 position on the steroid ring. The 5α prefix indicates that the steroid has been reduced at the 5 position, resulting in a 5α configuration.

Biological Role

In humans and other mammals, 5α-Androst-16-en-3α-ol is a pheromone, a chemical substance produced and released into the environment that affects the behavior or physiology of others of the same species. It is found in high concentrations in male sweat and has been shown to affect female menstrual cycles and mood.

Synthesis

The synthesis of 5α-Androst-16-en-3α-ol involves the reduction of androstane at the 5 position, followed by the addition of a hydroxyl group at the 3 position. This can be achieved through a series of chemical reactions involving various enzymes and cofactors.

Pharmacology

The pharmacological effects of 5α-Androst-16-en-3α-ol are largely due to its role as a pheromone. It has been shown to affect mood and menstrual cycles in women, and may also have effects on sexual behavior. However, more research is needed to fully understand its pharmacological properties and potential therapeutic uses.

See Also

• Androstane
• Pheromone
• Steroid