Structure via PubChem · Public domain (PubChem)
dydrogesterone
Sign in to saveAlso known as Duphaston®, delta(sup 6)-Retroprogesterone, delta(6)-Retroprogesterone, Retro-6-dehydroprogesterone, 6-Dehydro-retro-progesterone, 10alpha-Isopregnenone, Isopregnenone, Hydrogestrone
Dydrogesterone, sold under the brand name Duphaston among others, is a progestin medication which is used for a variety of indications, including threatened or recurrent miscarriage during pregnancy, dysfunctional bleeding, infertility due to luteal insufficiency, dysmenorrhea, endometriosis, secondary amenorrhea, irregular cycles, premenstrual syndrome, and as a component of menopausal hormone therapy. It is taken by mouth.
Chemical data
- Formula
- C21H28O2
- Molecular weight
- 312.4 g/mol
- IUPAC name
- (8S,9R,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
- SMILES
- CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3[C@H]2C=CC4=CC(=O)CC[C@@]34C)C
- InChIKey
- JGMOKGBVKVMRFX-HQZYFCCVSA-N
- XLogP
- 3.8
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- oral
- Indications
- habitual abortion, pregnancy, premature birth, female infertility
via ChEMBL · EBI
Research
988 papers- Dydrogesterone in the treatment of endometriosis: evidence mapping and meta-analysis.Archives of gynecology and obstetrics · 2021
- Role of Dydrogesterone for Luteal Phase Support in Assisted Reproduction.Reproductive sciences (Thousand Oaks, Calif.) · 2024
- Dydrogesterone and the immunology of pregnancy.Hormone molecular biology and clinical investigation · 2016
- Dydrogesterone use in early pregnancy.Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology · 2016
- Dydrogesterone and pre-term birth.Hormone molecular biology and clinical investigation · 2016
via PubMed
Wikidata facts
- Mass
- 312.209
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₁H₂₈O₂
- defined daily dose
- 10
- canonical SMILES
- CC(=O)C1CCC2C1(CCC3C2C=CC4=CC(=O)CCC34C)C
- isomeric SMILES
- CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3[C@H]2C=CC4=CC(=O)CC[C@@]34C)C
- World Health Organisation international non-proprietary name
- dydrogesterone
- Commons category
- Dydrogesterone
via Wikidata · CC0
~21 min read
Encyclopedic overview
30 sectionsContents
- Medical uses
- Gynecological disorders
- Infertility and miscarriage
- Hormone therapy
- Available forms
- Contraindications
- Side effects
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Atypical progestogenic profile
- Other activity
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Excretion
- Miscellaneous
- Chemistry
- Analogues
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- Availability
- See also
- References
- Further reading
Dydrogesterone, sold under the brand name Duphaston among others, is a progestin medication which is used for a variety of indications, including threatened or recurrent miscarriage during pregnancy, dysfunctional bleeding, infertility due to luteal insufficiency, dysmenorrhea, endometriosis, secondary amenorrhea, irregular cycles, premenstrual syndrome, and as a component of menopausal hormone therapy. It is taken by mouth.
Side effects of dydrogesterone include menstrual irregularities, headache, nausea, breast tenderness, and others. Dydrogesterone is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. The medication is an atypical progestogen and does not inhibit ovulation. It has weak antimineralocorticoid activity and no other important hormonal activity.
Excerpted from Wikipedia’s “dydrogesterone” article, available under the CC BY-SA 4.0 licence.
Gallery (3)
Available in 9 languages
via Wikidata sitelinks · CC0