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Etonogestrel
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Systematic (IUPAC) name
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13-ethyl-17-ethynyl- 17-hydroxy-11-methylidene- 2,6,7,8,9,10,12,13,14,15,16,17- dodecahydro- 1H-cyclopenta[a] phenanthren-3-one
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Identifiers
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CAS number
| 54048-10-1
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ATC code
| G03AC08
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PubChem
| 40976
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DrugBank
| APRD00766
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Chemical data
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Formula | C22H28O2
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Mol. mass | 324.457 g/mol
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Pharmacokinetic data
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Bioavailability | ?
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Metabolism | Hepatic (P450 3A4)
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Half life | 25 hours
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Excretion | Urinary (majority) and fecal
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Therapeutic considerations
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Pregnancy cat.
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?
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Legal status
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Prescription Only (S4)(AU) POM(UK) ℞-only(US) ℞ Prescription only
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Routes
| Subdermal as slow-release implant
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Etonogestrel is a molecule used in hormonal contraceptives, most notably the subdermal implant Implanon.
Additional recommended knowledge
Etonogestrel, the specific progestin used in NuvaRing, is the active metabolite of the inactive prodrug desogestrel, one of two third-generation progestins found in some epidemiological studies of combined oral contraceptive pills to be associated with a higher risk of venous thrombosis than combined oral contraceptive pills containing certain second-generation progestins. Because hormones are released continuously from NuvaRing, peak and total estrogen and progestin doses are significantly lower than with combined oral contraceptives, although it is not known whether this lowers the risk of blood clots.
See also
Sex hormones and related agents (primarily G03, also L02, H01C) - human endogenous in CAPS |
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Progestogens: (receptor) | PROGESTERONE, Desogestrel, Drospirenone, Dydrogesterone, Ethisterone, Etonogestrel, Ethynodiol diacetate, Gestodene, Gestonorone, Levonorgestrel, Lynestrenol, Medroxyprogesterone, Megestrol, Norelgestromin,
Norethisterone, Norethynodrel, Norgestimate, Norgestrel, Norgestrienone, Tibolone Selective progesterone receptor modulator: Asoprisnil, CDB-4124 Antiprogestogen: Mifepristone |
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Androgens: (receptor) | TESTOSTERONE, Androstanolone, Fluoxymesterone, Mesterolone, Methyltestosterone, (see also anabolic steroids) Antiandrogens: Bicalutamide, Cyproterone, Flutamide, Nilutamide, Spironolactone |
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Estrogens: (receptor) | ESTRADIOL, ESTRIOL, ESTRONE, Chlorotrianisene, Dienestrol, Diethylstilbestrol, Ethinylestradiol, Fosfestrol, Mestranol, Polyestradiol phosphate Selective estrogen receptor modulator: Bazedoxifene, Clomifene, Fulvestrant, Lasofoxifene, Raloxifene, Tamoxifen, Toremifene Aromatase inhibitor: Aminogluthetimide, Anastrozole, Exemestane, Formestane, Letrozole, Vorozole |
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Gonadotropins: (FSHR/LHCGR) | ovulation stim.: Clomifene, Urofollitropin Antigonadotropins:
Danazol, Gestrinone |
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GnRH: (receptor) | agonist: Buserelin, Goserelin, Histrelin, Leuprorelin, Nafarelin, Triptorelin antagonist:
Abarelix, Cetrorelix, Ganirelix |
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