Estrone methyl ether

Estrone methyl ether, or estrone 3-methyl ether, is a synthetic estrogen and estrogen ether – specifically, the C3 methyl ether of estrone – which was never marketed.^[1][2] It has been used to synthesize mestranol (ethinylestradiol 3-methyl ether).^[3]

Estrone methyl ether

Clinical data
Other names	Oestrone methyl ether; Estrone 3-methyl ether; 3-Methoxyestrone; 3-Methoxyestra-1,3,5(10)-trien-17-one
Drug class	Estrogen; Estrogen ether
Identifiers
IUPAC name (8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
CAS Number	1624-62-0 1091-94-7
PubChem CID	92895
UNII	4SMZ4A51IJ
ChEMBL	ChEMBL1409077
Chemical and physical data
Formula	C19H24O2
Molar mass	284.399 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OC
InChI InChI=1S/C19H24O2/c1-19-10-9-15-14-6-4-13(21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-17H,3,5,7-10H2,1-2H3/t15-,16-,17+,19+/m1/s1 Key:BCWWDWHFBMPLFQ-VXNCWWDNSA-N

See also

• List of estrogen esters § Ethers of steroidal estrogens

References

1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 900–. ISBN 978-1-4757-2085-3.
2. Milne GW (8 May 2018). Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. pp. 1406–. ISBN 978-1-351-78989-9.
3. Ravina E (11 January 2011). The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. John Wiley & Sons. pp. 190–. ISBN 978-3-527-32669-3.