Dinoprostone

Prostaglandin E2

Clinical data
Trade names	PGE2, Cervidil, Propess, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682512
Pregnancy category	US: C (Risk not ruled out)
Routes of administration	intravaginal, IV
ATC code	G02AD02 (WHO)
Identifiers
IUPAC name (5Z,11α,13E,15S)-7-[3-hydroxy-2-(3-hydroxyoct-1-enyl)- 5-oxo-cyclopentyl] hept-5-enoic acid
Synonyms	(5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1-oic acid
CAS Number	363-24-6 Y
PubChem CID	5280360
IUPHAR/BPS	1883
DrugBank	DB00917 N
ChemSpider	4444059 N
ChEBI	CHEBI:15551 N
ChEMBL	CHEMBL548 N
ECHA InfoCard	100.006.052
Chemical and physical data
Formula	C20H32O5
Molar mass	352.465 g/mol
3D model (Jmol)	Interactive image
SMILES CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
InChI InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1 N Key:XEYBRNLFEZDVAW-ARSRFYASSA-N N
NY (what is this?)

Prostaglandin E2 (PGE2), also known as dinoprostone, is a naturally occurring prostaglandin which is used as a medication. As a medication it is used in labor induction, bleeding after delivery, termination of pregnancy, and in newborn babies to keep the ductus arteriosus open. In babies it is used in those with congenital heart defects until surgery can be carried out. It may be used within the vagina or by injection into a vein.

Common side effects include vomiting, fever, diarrhea, and excessive uterine contraction. In babies there may be decreased breathing and low blood pressure. Care should be taken in people with asthma or glaucoma and it is not recommended in those who have had a prior C-section. Prostaglandin E2 is in the family of medications. It works by binding and activating the prostaglandin E2 receptor which results in the opening and softening of the cervix and dilation of blood vessels.

Prostaglandin E2 was first made in 1970 and approved for medical use in the United States in 1977. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. In the United Kingdom a dose costs the NHS about 8.50 to 30.00 pounds. In the United States a course of treatment costs more than 200 USD. Prostaglandin E2 works as well as prostaglandin E1 in babies; however, is much less expensive.