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QuickView for Ethinyl Estradiol (compound)


PubChem
Name: Ethinyl Estradiol
PubChem Compound ID: 11865431
Description: A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.
Molecular formula: C20H24O2
Molecular weight: 296.403 g/mol
Synonyms:
ZINC03830791
DrugBank
Identification
Name: Ethinyl Estradiol
Name (isomeric): DB00977
Drug Type: small molecule
Description: A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.
Synonyms:
Ethynylestradiol; EE; Ethinylestradiolum [INN-Latin]; Ethinyloestradiol; Ethinyl-Oestranol; 17 alpha-Ethynylestradiol; 17 alpha-Ethinylestradiol; Ethinylestriol; EO; Aethinyoestradiol [German].
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Brand: Etivex, Ortho-Cyclen, Halodrin, Amenoron, Microfollin, Dicromil, Ethidol, Dyloform, Primogyn, Eticyclin, Spanestrin, Gynolett, Progynon M, Etinestrol, Ethinoral, Estoral, Marvelon, Cyclosa, Progynon C, Estigyn, Eticylol, Diogyn E, Prosexol, Neo-Estrone, Ethy 11, Ginestrene, Follicoral, Oradiol, Estopherol, Primogyn C, Estorals, Eticyclol, Diognat-E, Etinoestryl, Eston-E, Nogest-S, Orestralyn, Novestrol, Ertonyl, Ylestrol, Esteed, Amenorone, Etistradiol, Etinestryl, Mercilon, Linoral, Orestrayln, Varnoline, Oviol, Inestra, Diprol, Menolyn, Diogyn-E, Primogyn M, Anovlar, Kolpolyn
Brand name mixture:
Triphasil 28 Tab(Ethinyl Estradiol + Levonorgestrel), Yasmin 28(Drospirenone + Ethinyl Estradiol), Synphasic 21 Tablets(Ethinyl Estradiol + Norethindrone), Cyclen(Ethinyl Estradiol + Norgestimate), Minestrin 1/20 28(Ethinyl Estradiol + Norethindrone Acetate), Ortho Tablets (0.5/35, 1/35, 10/11, 7/7/7)(Ethinyl Estradiol + Norethindrone), Evra(Eth...
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Category: Estrogens
CAS number: 57-63-6
Pharmacology
Indication: For treatment of moderate to severe vasomotor symptoms associated with the menopause, female hypogonadism, prostatic carcinoma-palliative therapy of advanced disease, breast cancer, as an oral contraceptive, and as emergency contraceptive.
Pharmacology: Ethinyl estradiol is a synthetic derivative of the natural estrogen estradiol. It is one of two estrogens currently used in oral contraceptive pills. The other, mestranol, is converted to ethinyl estradiol before it is biologically active. Ethinyl estradiol and norethindrone are used together as an oral contraceptive agent.
Mechanism of Action:
Estrogens diffuse into their target cells and interact with a protein receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-st...
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Absorption: Rapid and complete absorption follows oral intake of ethinyl estradiol (bioavailability 43%).
Protein binding: 97%
Biotransformation: Hepatic. Quantitatively, the major metabolic pathway for ethinyl estradiol, both in rats and in humans, is aromatic hydroxylation, as it is for the natural estrogens.
Half Life: 36 +/- 13 hours
Toxicity: Oral, mouse LD50: 1737 mg/kg. Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
DicloxacillinThis anti-infectious agent could decrease the effect of the oral contraceptive
PrednisoneThe estrogenic agent, ethinyl estradiol, may increase the effect of corticosteroid, prednisone.
HetacillinThis anti-infectious agent could decrease the effect of the oral contraceptive
St. John's WortSt. John's Wort could reduce the contraceptive effect
MeticillinThis anti-infectious agent could decrease the effect of the oral contraceptive
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