Structure via PubChem · Public domain (PubChem)
gestodene
Sign in to saveAlso known as SH B 331, SID144205785, SH b 331
Gestodene, sold under the brand names Femodene and Minulet among others, is a progestin medication which is used in birth control pills for women. It is also used in menopausal hormone therapy. The medication is available almost exclusively in combination with an estrogen. It is taken by mouth.
Chemical data
- Formula
- C21H26O2
- Molecular weight
- 310.4 g/mol
- IUPAC name
- (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14-decahydrocyclopenta[a]phenanthren-3-one
- SMILES
- CC[C@]12CC[C@H]3[C@H]([C@@H]1C=C[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34
- InChIKey
- SIGSPDASOTUPFS-XUDSTZEESA-N
- XLogP
- 2.9
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
929 papers- Gestodene-containing contraceptives.Clinical obstetrics and gynecology · 1995
- Gestodene: a review of its pharmacology, potency and tolerability in combined contraceptive preparations.Contraception · 2014
- Combined oral contraceptives: venous thrombosis.The Cochrane database of systematic reviews · 2014
- Gestodene. A review of its pharmacology, efficacy and tolerability in combined contraceptive preparations.Drugs · 1995
- New progestins--clinical experiences: gestodene.American journal of obstetrics and gynecology · 1994
via PubMed
Wikidata facts
- Mass
- 310.193
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₁H₂₆O₂
- World Health Organisation international non-proprietary name
- gestodene
- isomeric SMILES
- CC[C@]12CC[C@H]3[C@H]([C@@H]1C=C[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34
- canonical SMILES
- CCC12CCC3C(C1C=CC2(C#C)O)CCC4=CC(=O)CCC34
- subject has role
- 5-alpha-reductase inhibitors
- MCN code
- 2937.23.92
- Commons category
- Gestodene
via Wikidata · CC0
~11 min read
Encyclopedic overview
23 sectionsContents
- Medical uses
- Available forms
- Contraindications
- Side effects
- Overdose
- Contraindications
- Pharmacology
- Pharmacodynamics
- Progestogenic activity
- Androgenic activity
- Glucocorticoid activity
- Antimineralocorticoid activity
- Other activities
- Pharmacokinetics
- Chemistry
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- Availability
- References
- Further reading
Gestodene, sold under the brand names Femodene and Minulet among others, is a progestin medication which is used in birth control pills for women. It is also used in menopausal hormone therapy. The medication is available almost exclusively in combination with an estrogen. It is taken by mouth.
Side effects of the combination of an estrogen and gestodene include menstrual irregularities, headaches, nausea, breast tenderness, mood changes, and others. Gestodene 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 activity, weak antimineralocorticoid activity, and weak glucocorticoid activity.
Excerpted from Wikipedia’s “gestodene” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
Available in 11 languages
via Wikidata sitelinks · CC0