Estradiol cyclooctyl acetate
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Other names | E2COA; Estradiol cyclooctylacetate; Estradiol 17β-cyclooctylacetate; Estra-1,3,5(10)-triene-3,17β-diol 17β-cyclooctylacetate |
Routes of administration | By mouth |
Drug class | Estrogen; Estrogen ester |
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Formula | C28H40O3 |
Molar mass | 424.625 g·mol−1 |
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Estradiol cyclooctyl acetate (E2COA), or estradiol 17β-cyclooctylacetate, also known as estra-1,3,5(10)-triene-3,17β-diol 17β-cyclooctylacetate, is an estrogen medication and an estrogen ester – specifically, the 17β-cyclooctylacetate ester of estradiol – which has been studied for use in hormone replacement therapy for ovariectomized women and as a hormonal contraceptive in combination with a progestin but was never marketed.[1][2][3][4] It has greater oral bioavailability than does micronized estradiol due to absorption via the lymphatic system and hence partial bypassing of first-pass metabolism.[4][1] It is approximately twice as potent as micronized estradiol orally and has a comparatively reduced impact on liver parameters such as changes in sex hormone-binding globulin production.[4] It was investigated in combination with desogestrel as a birth control pill, but resulted in unacceptable menstrual bleeding patterns and was not further developed.[1]
See also
References
- ^ a b c Bastianelli C, Farris M, Rosato E, Brosens I, Benagiano G (November 2018). "Pharmacodynamics of combined estrogen-progestin oral contraceptives 3. Inhibition of ovulation". Expert Review of Clinical Pharmacology. 11 (11): 1085–1098. doi:10.1080/17512433.2018.1536544. PMID 30325245. S2CID 53246678.
- ^ Dahlgren E, Crona N, Janson PO, Samsioe G (1985). "Oral replacement with estradiol-cyclooctyl acetate: a new estradiol analogue. Effects on serum lipids, proteins, gonadotrophins, estrogens and uterine endometrial morphology". Gynecologic and Obstetric Investigation. 20 (2): 84–90. doi:10.1159/000298978. PMID 3932144.
- ^ Schubert W, Cullberg G (1987). "Ovulation inhibition with 17 beta-estradiol cyclo-octyl acetate and desogestrel". Acta Obstetricia et Gynecologica Scandinavica. 66 (6): 543–547. doi:10.3109/00016348709015732. PMID 2962418. S2CID 73200770.
- ^ a b c Schubert W, Cullberg G (1988). "Fat-soluble 17 beta-estradiol: a way of reducing dosage in steroid hormonal substitution?". Acta Obstetricia et Gynecologica Scandinavica. 67 (3): 271–275. doi:10.3109/00016348809004218. PMID 2972162. S2CID 39664429.
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- Estradiol (as a hormone)
- Estradiol (as a medication)
- Pharmacodynamics of estradiol
- Pharmacokinetics of estradiol
- Estrogen (as a hormone)
- Estrogen (as a medication)
- Menopausal hormone therapy
- Feminizing hormone therapy
- Estradiol-containing birth control pill
- Combined injectable birth control
- High-dose estrogen
- Hydroxylation of estradiol
- Estradiol acetate
- Estradiol acetylsalicylate
- Estradiol anthranilate
- Estradiol benzoate butyrate
- Estradiol benzoate cyclooctenyl ether
- Estradiol benzoate
- Estradiol butyrylacetate
- Estradiol cyclooctyl acetate
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