Structure via PubChem · Public domain (PubChem)
gemeprost
Sign in to saveAlso known as SC-37681, 16,16-dimethyl-trans-delta(sup 2)-prostaglandin E1 methyl ester, 16,16-dimethyl-trans-delta-2-PGE1 methyl ester
Gemeprost (16, 16-dimethyl-trans-delta2 PGE1 methyl ester) is an analogue of prostaglandin E1.
Chemical data
- Formula
- C23H38O5
- Molecular weight
- 394.5 g/mol
- IUPAC name
- methyl (E)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-2-enoate
- SMILES
- CCCCC(C)(C)[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCC/C=C/C(=O)OC)O)O
- InChIKey
- KYBOHGVERHWSSV-VNIVIJDLSA-N
- XLogP
- 4.2
- Polar surface area
- 83.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- incomplete abortion
via ChEMBL · EBI
Research
369 papers- Gemeprost for second-trimester termination of pregnancy.Drug and therapeutics bulletin · 1989
- Mifepristone/gemeprost to abort early pregnancy.Drug and therapeutics bulletin · 1993
- Incidence of uterine rupture in second-trimester abortion with gemeprost alone compared to mifepristone and gemeprost.Contraception · 2019
- [The Gemeprost test in the screening of endometrial pathology].Minerva ginecologica · 1991
- Pharmacokinetics of prostaglandins.Best practice & research. Clinical obstetrics & gynaecology · 2003
via PubMed
Wikidata facts
- Mass
- 394.272
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₃H₃₈O₅
- World Health Organisation international non-proprietary name
- gemeprost
- canonical SMILES
- CCCCC(C)(C)C(C=CC1C(CC(=O)C1CCCCC=CC(=O)OC)O)O
- isomeric SMILES
- CCCCC(C)(C)[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCC/C=C/C(=O)OC)O)O
- defined daily dose
- 1
- route of administration
- intravaginal administration
- Commons category
- Gemeprost
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Clinical use
- Side effects
- References
- External links
Gemeprost (16, 16-dimethyl-trans-delta2 PGE1 methyl ester) is an analogue of prostaglandin E1.
==Clinical use==
Excerpted from Wikipedia’s “gemeprost” article, available under the CC BY-SA 4.0 licence.