7α-Methylestradiol

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7α-Methylestradiol.svg

7α-Methylestradiol is a synthetic estrogen and a derivative of estradiol. It is characterized by the presence of a methyl group at the 7α position of the estradiol molecule. This modification alters its pharmacokinetics and pharmacodynamics compared to estradiol.

Chemical Structure

7α-Methylestradiol is a steroid with the IUPAC name (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol. Its molecular formula is C19H26O2, and it has a molecular weight of 286.41 g/mol.

Pharmacology

As an estrogen, 7α-Methylestradiol binds to and activates the estrogen receptors (ERs), which are involved in the regulation of various physiological processes. The addition of the 7α-methyl group is intended to enhance its bioavailability and metabolic stability.

Uses

7α-Methylestradiol is primarily used in research settings to study the effects of estrogens and their receptors. It is not commonly used in clinical practice.

Synthesis

The synthesis of 7α-Methylestradiol involves the chemical modification of estradiol through the introduction of a methyl group at the 7α position. This process typically requires several steps, including protection and deprotection of functional groups, as well as oxidation and reduction reactions.

Related Compounds

• Estradiol
• Ethinylestradiol
• Mestranol
• Estrone
• Estriol

See Also

• Estrogen
• Estrogen receptor
• Steroid hormone

References

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