Structure via PubChem · Public domain (PubChem)
lynestrenol
Sign in to saveLynestrenol, sold under the brand names Exluton and Ministat among others, is a progestin medication which is used in birth control pills and in the treatment of gynecological disorders. The medication is available both alone and in combination with an estrogen. It is taken by mouth.
Chemical data
- Formula
- C20H28O
- Molecular weight
- 284.4 g/mol
- IUPAC name
- (8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34
- InChIKey
- YNVGQYHLRCDXFQ-XGXHKTLJSA-N
- XLogP
- 4.5
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,092 papers- Bioavailability of Lynestrenol.Arzneimittel-Forschung · 1980
- Lynestrenol: a progesteronelike agent with immunostimulatory properties.Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer · 1980
- Lynoestrenol.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1979
- [Pharmacokinetics of norethindrone and lynestrenol studied by HPLC (author's transl)].Nihon Naibunpi Gakkai zasshi · 1981
- [Endometriosis treated with Lynestrenol].Ugeskrift for laeger · 1967
via PubMed
Wikidata facts
- Subclass of
- steroid
- Mass
- 284.214
Show 7 more facts
- subject has role
- carcinogen
- MCN code
- 3003.39.35
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34
- chemical formula
- C₂₀H₂₈O
- canonical SMILES
- CC12CCC3C(C1CCC2(C#C)O)CCC4=CCCCC34
- Commons category
- Lynestrenol
- defined daily dose
- 5
Sources (7)
via Wikidata · CC0
~5 min read
Encyclopedic overview
11 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Chemistry
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- Availability
- References
Lynestrenol, sold under the brand names Exluton and Ministat among others, is a progestin medication which is used in birth control pills and in the treatment of gynecological disorders. The medication is available both alone and in combination with an estrogen. It is taken by mouth.
Lynestrenol is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has weak androgenic and estrogenic activity and no other important hormonal activity. The medication is a prodrug of norethisterone in the body, with etynodiol occurring as an intermediate.
Excerpted from Wikipedia’s “lynestrenol” article, available under the CC BY-SA 4.0 licence.
Gallery (3)
Available in 9 languages
via Wikidata sitelinks · CC0