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| PubChem = 5282237 | PubChem = 5282237
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| KEGG_Ref = {{keggcite|changed|kegg}} | KEGG_Ref = {{keggcite|changed|kegg}}

Revision as of 10:43, 6 August 2011

Pharmaceutical compound
Gemeprost
Clinical data
Other namesmethyl (E)-7--5-oxo-cyclopentyl]hept-2-enoate
Routes of
administration		Pessary
ATC code
Identifiers
IUPAC name
  • methyl (2E,11α,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-2,13-dien-1-oate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.058.869 Edit this at Wikidata
Chemical and physical data
FormulaC23H38O5
Molar mass394.545 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C1C(O)(/C=C/(O)C(C)(C)CCCC)1CCCC\C=C\C(=O)OC
InChI
  • InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1
  • Key:KYBOHGVERHWSSV-VNIVIJDLSA-N
  (what is this?)  (verify)

Gemeprost (16, 16-dimethyl-trans-delta2 PGE1 methyl ester) is an analogue of prostaglandin E1.

Clinical use

It is used as a treatment for obstetric bleeding.

It is used with RU486 to terminate pregnancy up to 24 weeks gestation.

Side effects

Vaginal bleeding, cramps, nausea, vomiting, loose stools or diarrhea, headache, muscle weakness; dizziness; flushing; chills; backache; dyspnoea; chest pain; palpitations and mild pyrexia. Rare: Uterine rupture, severe hypotension, coronary spasms with subsequent myocardial infarctions.

References

  1. Bartley J, Brown A, Elton R, Baird DT (2001). "Double-blind randomized trial of mifepristone in combination with vaginal gemeprost or misoprostol for induction of abortion up to 63 days gestation". Human reproduction (Oxford, England). 16 (10): 2098–102. doi:10.1093/humrep/16.10.2098. PMID 11574498. Retrieved 2008-10-29. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
Uterotonics/labor inducers/oxytocics (G02A)
Cervical ripening
Ergot alkaloids
Prostaglandins and
analogues
Contraction induction
Eicosanoids
Precursor
Prostanoids
Prostaglandins (PG)
Precursor
Active
D/J
E/F
I
Thromboxanes (TX)
Leukotrienes (LT)
Precursor
Initial
SRS-A
Eoxins (EX)
Precursor
Eoxins
Nonclassic
By function


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