Epimestrol

Epimestrol (INN, USAN, BAN) (brand names Alene, Stimovul; former developmental code name ORG-817), also known as 3-methoxy-17-epiestriol, is a synthetic, steroidal estrogen and an estrogen ether and prodrug of 17-epiestriol.[1][2][3] It has been used as a component of ovulation induction in combination with gonadotropin-releasing hormone.[4]

Epimestrol

Clinical data
Trade names	Alene, Stimovul
Other names	Stimovul; ORG-817; NSC-55975; 3-Methoxyestriol; 3-Methoxy-17-epiestriol
Routes of administration	By mouth
Drug class	Estrogen; Estrogen ether
ATC code	G03GB03 (WHO)
Identifiers
IUPAC name (8R,9S,13S,14S,16R,17S)-3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-16,17-diol
CAS Number	7004-98-0
PubChem CID	244809
ChemSpider	214111
UNII	7IVE3SDZ38
KEGG	D04021
ECHA InfoCard	100.027.526
Chemical and physical data
Formula	C19H26O3
Molar mass	302.414 g·mol^−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@H]2O)O)CCC4=C3C=CC(=C4)OC
InChI InChI=1S/C19H26O3/c1-19-8-7-14-13-6-4-12(22-2)9-11(13)3-5-15(14)16(19)10-17(20)18(19)21/h4,6,9,14-18,20-21H,3,5,7-8,10H2,1-2H3/t14-,15-,16+,17-,18-,19+/m1/s1 Key:UHQGCIIQUZBJAE-RRQVMCLOSA-N

See also

• List of estrogens

References

1. G.W.A Milne (1 November 2017). Ashgate Handbook of Endocrine Agents and Steroids. Taylor & Francis. pp. 25–. ISBN 978-1-351-74347-1.
2. NLM MESH entry for Epimestrol
3. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 391–. ISBN 978-3-88763-075-1.
4. Maia H, Barbosa I, Maia H, Nascimento AJ, Bonfim de Souza M (1980). "Induction of ovulation with epimestrol and luteinizing hormone-releasing hormone (LH-RH)". Int J Gynaecol Obstet. 17 (5): 431–3. doi:10.1002/j.1879-3479.1980.tb00179.x. PMID 6103833.