Etiocholanolone

A metabolite of testosterone

Chemical structure of Etiocholanolone

Etiocholanolone is a major metabolite of the androgen testosterone. It is classified as an androstane steroid and is one of the primary ketosteroids found in the urine of humans. Etiocholanolone is known for its role in the body's metabolic processes and has been studied for its effects on fever and immune response.

Biochemistry

Etiocholanolone is produced in the body through the metabolism of testosterone. The conversion involves the reduction of the keto group at the C3 position and the oxidation of the C17 position, resulting in the formation of a 3α-hydroxy-5β-androstan-17-one structure. This process occurs primarily in the liver.

In the body, etiocholanolone is excreted in the urine as a conjugate, typically as a glucuronide or sulfate. The presence of etiocholanolone in urine is often used as a marker for the assessment of androgen metabolism and can be measured in various clinical settings.

Physiological Effects

Etiocholanolone is known to have pyrogenic properties, meaning it can induce fever. This effect is thought to be mediated through its action on the immune system, where it stimulates the production of cytokines such as interleukin-1 and tumor necrosis factor. These cytokines are involved in the body's inflammatory response and can lead to an increase in body temperature.

The fever-inducing properties of etiocholanolone have been studied in the context of febrile disorders and autoimmune diseases. It is believed that the metabolite may play a role in the pathophysiology of certain conditions characterized by recurrent fevers.

Clinical Significance

The measurement of etiocholanolone levels in urine can be useful in the diagnosis and monitoring of disorders related to androgen metabolism. Elevated levels of etiocholanolone may indicate increased androgen production or altered metabolism, which can be seen in conditions such as congenital adrenal hyperplasia or polycystic ovary syndrome.

In addition, the study of etiocholanolone and its effects on the immune system has implications for understanding the mechanisms underlying fever and inflammation. Research in this area continues to explore the potential therapeutic applications of modulating etiocholanolone activity in various diseases.

3D ball-and-stick model of Etiocholanolone

Related Pages

• Testosterone
• Androgen
• Steroid metabolism
• Fever
• Cytokine