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Structure via PubChem · Public domain (PubChem)
epimestrol
Sign in to saveAlso known as 3-Methoxyestra-1,3,5(10)-triene-16alpha,17alpha-diol, 3-Methoxy-17-epiestriol
Epimestrol (, , ) (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. It has been used as a component of ovulation induction in combination with gonadotropin-releasing hormone.
Chemical data
- Formula
- C19H26O3
- Molecular weight
- 302.4 g/mol
- 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
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@H]2O)O)CCC4=C3C=CC(=C4)OC
- InChIKey
- UHQGCIIQUZBJAE-RRQVMCLOSA-N
- XLogP
- 2.8
- Polar surface area
- 49.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
57 papers- Epimestrol in treatment of inadequate luteal progesterone secretion.Fertility and sterility · 1980
- [Epimestrol (Stimovul) in gynecology].Ginekologia polska · 1985
- Anovulation.Contributions to gynecology and obstetrics · 1978
- [Epimestrol in childless marriages (author's transl)].Deutsche medizinische Wochenschrift (1946) · 1980
- [Epimestrol in the treatment of normoprolactinemic corpus-lutem deficiency (author's transl)].Geburtshilfe und Frauenheilkunde · 1980
via PubMed
Wikidata facts
- Mass
- 302.188195
Show 5 more facts
- chemical formula
- C₁₉H₂₆O₃
- canonical SMILES
- CC12CCC3C(C1CC(C2O)O)CCC4=C3C=CC(=C4)OC
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@H]2O)O)CCC4=C3C=CC(=C4)OC
- subject has role
- estrogen
- defined daily dose
- 10
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Epimestrol (, , ) (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. It has been used as a component of ovulation induction in combination with gonadotropin-releasing hormone.
==See also== List of estrogens
Excerpted from Wikipedia’s “epimestrol” article, available under the CC BY-SA 4.0 licence.