8,9-Dehydroestradiol

8,9-Dehydroestradiol is a steroid and estrogen that is closely related to estradiol. It is also known as estra-1,3,5(10),8,9-pentaen-3-ol-17-one and is a minor product of estradiol metabolism.

Chemistry

8,9-Dehydroestradiol, also known as estra-1,3,5(10),8,9-pentaen-3-ol-17-one, is a synthetic, steroidal estrogen and a derivative of estradiol. It is specifically a derivative of estradiol with a double bond between the C8 and C9 positions. Other similar estradiol derivatives include 2-methoxyestradiol, 2-hydroxyestradiol, 4-hydroxyestradiol, and 16α-hydroxyestradiol.

Biosynthesis and metabolism

8,9-Dehydroestradiol is formed from estradiol in the liver by the enzyme cytochrome P450 1B1 (CYP1B1). It is a minor product of estradiol metabolism, with the major products being 2-hydroxyestradiol and 2-methoxyestradiol. The metabolism of estradiol by CYP1B1 is a part of the endogenous metabolic activation of estradiol, which results in the formation of genotoxic catechol estrogen quinones that can cause DNA damage and mutations.

Pharmacology

The pharmacology of 8,9-dehydroestradiol has not been studied in detail. However, it is known to be a potent antioxidant, and it has been suggested that it may have neuroprotective effects. It is also known to bind to the estrogen receptor, but its affinity for this receptor and its estrogenic activity are not known.

See also

• List of estrogens
• List of steroid abbreviations
• List of steroids

8,9-Dehydroestradiol Resources
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