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Mestranol
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Systematic (IUPAC) name
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(8S,9S,13S,14S,17S)-17-ethynyl-3-methoxy- 13-methyl-7,8,9,11,12,14,15,16-octahydro-6H- cyclopenta[a]phenanthren-17-ol
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Identifiers
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CAS number
| 72-33-3
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ATC code
| ?
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PubChem
| 6291
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Chemical data
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Formula | C21H26O2
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Mol. mass | 310.43 g/mol
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Pharmacokinetic data
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Bioavailability | ?
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Metabolism | ?
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Half life | ?
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Excretion | ?
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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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Routes
| ?
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Mestranol is the 3-methyl ether of ethinylestradiol. It was the estrogen used in many of the first oral contraceptives.
Additional recommended knowledge
It is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70% (50 µg of mestranol is pharmacokinetically bioequivalent to 35 µg of ethinylestradiol).[1]
References
- ^ Faigle, Johann W.; Schenkel, Lotte (1998). "Pharmacokinetics of estrogens and progestogens", in in Fraser, Ian S. (ed.): Estrogens and Progestogens in Clinical Practice. London: Churchill Livingstone, pp. 273-294. ISBN 0-443-04706-5.
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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