Estradiol hemisuccinate

A detailed overview of Estradiol hemisuccinate

Estradiol hemisuccinate
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 3-(hydrogen succinate)
Identifiers
CAS Number	123-94-4
PubChem	5282388
DrugBank	DB13945
ChemSpider	4447590
UNII	4TI98Z838E
KEGG	D04078
ChEMBL	1200488
Chemical data
Chemical formula	C22H28O5
SMILES	C[C@]12CC[C@H]3[C@@H]4CCC(=O)C=C4C[C@@H]3[C@@H]1CC[C@H]2O.C(=O)(C(=O)O)CC(=O)O
InChI	1S/C18H24O2.C4H6O4/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20;5-3(6)1-2-4(7)8/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3;1-2H2,(H,5,6)(H,7,8)/t14-,15-,16+,17+,18+;/m1./s1
InChIKey	QXHDGZCNVAXXRC-APJZJYQMSA-N

Estradiol hemisuccinate is a synthetic estrogen and a derivative of estradiol, a naturally occurring hormone in the human body. It is used in hormone replacement therapy (HRT) and for other medical purposes. Estradiol hemisuccinate is an ester of estradiol, specifically the 3-hemisuccinate ester, which modifies the solubility and pharmacokinetics of the parent hormone.

Pharmacology

Estradiol hemisuccinate acts as an agonist of the estrogen receptor, mimicking the effects of endogenous estradiol. It is used to treat symptoms associated with menopause, such as hot flashes, vaginal atrophy, and osteoporosis. The hemisuccinate ester form allows for different routes of administration, including oral and parenteral, and can influence the duration of action of the drug.

Medical Uses

Estradiol hemisuccinate is primarily used in hormone replacement therapy for menopausal women. It helps alleviate symptoms of estrogen deficiency and can also be used in the treatment of certain types of breast cancer and prostate cancer.

Side Effects

Common side effects of estradiol hemisuccinate include nausea, headache, breast tenderness, and weight gain. Long-term use of estrogen therapy has been associated with an increased risk of breast cancer, endometrial cancer, and cardiovascular disease.

Chemistry

The chemical structure of estradiol hemisuccinate is characterized by the addition of a succinate group to the estradiol molecule. This modification increases the water solubility of the compound, which can be advantageous for certain formulations and routes of administration.

See Also

• Estradiol
• Hormone replacement therapy
• Estrogen receptor
• Menopause

References

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  Estradiol hemisuccinate