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Prostaglandin E2
Systematic (IUPAC) name
7-[3-hydroxy-2-(3-hydroxyoct-1-enyl)- 5-oxo-cyclopentyl] hept-5-enoic acid
Identifiers
CAS number 363-24-6
ATC code G02AD02
PubChem 9691
DrugBank APRD00927
Chemical data
Formula C 20H32O5  
Mol. mass 352.465 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
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The naturally occurring prostaglandin E2 (PGE2) is known in medicine as dinoprostone. It has important effects in labour (softens cervix and causes uterine contraction) and also stimulates osteoblasts to release factors which stimulates bone resorption by osteoclasts. PGE2 is also the prostaglandin that ultimately induces fever.

It is sold under the trade name of Cervidil (by Forest Laboratories, Inc.), Prostin E2 (by Pfizer Inc.), Propess (by Ferring Pharmaceuticals)and Glandin (by Nabiqasim Pharmaceuticals Pakistan)as a vaginal suppository, to prepare the cervix for labour; it is used to induce labour.

The chemical name is (5Z,11(alpha),13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1-oic acid.

Like other prostaglandins, dinoprostone can be used as an abortifacient. It is a direct vasodilator, relaxing smooth muscles, and it inhibits the release of noradrenaline from sympathetic nerve terminals. It does not inhibit platelet aggregation, where PGI2 does.

It works by binding and activating the prostaglandin E2 receptor.

It was discovered by Bunting, Gryglewski, Moncada and Vane in 1976.

References

Pharmacology 2007. Rang, Ritter, Dale, Flower. Churchill Livingstone Elsevier.

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