7α-Methylestradiol
Synthetic estrogen
| 7α-Methylestradiol
| |
|---|---|
| Synonyms | 7α-Methyl-17β-estradiol; 7α-Methyl-E2; 7α-Methylestra-1,3,5(10)-triene-3,17β-diol |
| Chemical nomenclature | |
| 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
|
| Identifiers | |
| CAS Number | 13110-72-4 |
| PubChem | 66435
|
| ChemSpider | 59808
|
| ChEMBL | 303926 |
| Chemical data
| |
| Chemical formula | C19H26O2
|
| SMILES | CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)O
|
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[edit]
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[edit]
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[edit]
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[edit]
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[edit]
See Also[edit]
References[edit]
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