Mestranol

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Mestranol
Mestranol.svg
Systematic (IUPAC) name
3-Methoxy-19-nor-17α-pregna-1,3,5(10)-trien-20-yn-17-ol
Clinical data
AHFS/Drugs.com International Drug Names
MedlinePlus a601050
Legal status ?
Identifiers
CAS number 72-33-3 YesY
ATC code None
PubChem CID 6291
DrugBank DB01357
ChemSpider 6054 YesY
UNII B2V233XGE7 YesY
KEGG D00575 YesY
ChEBI CHEBI:6784 YesY
ChEMBL CHEMBL1201151 N
Synonyms (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
Chemical data
Formula C21H26O2 
Mol. mass 310.43 g/mol
 N (what is this?)  (verify)

Mestranol is the 3-methyl ether of ethinylestradiol. It was the estrogen used in many of the first oral contraceptives.

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[edit]

  1. ^ 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.