Global Information Lookup Global Information

Prostaglandin E2 information


Prostaglandin E2
Clinical data
Trade namesProstin E2, Cervidil, Propess, others
Other namesPGE2, (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1-oic acid
AHFS/Drugs.comMonograph
MedlinePlusa682512
License data
  • EU EMA: by INN
  • US DailyMed: Dinoprostone
Pregnancy
category
  • AU: C[1]
Routes of
administration
Intravaginal, IV
ATC code
  • G02AD02 (WHO)
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: ℞-only
  • EU: Rx-only
Identifiers
IUPAC name
  • (5Z,11α,13E,15S)-7-[3-hydroxy-2-(3-hydroxyoct-1-enyl)- 5-oxo-cyclopentyl] hept-5-enoic acid
CAS Number
  • 363-24-6 checkY
PubChem CID
  • 5280360
IUPHAR/BPS
  • 1883
DrugBank
  • DB00917 ☒N
ChemSpider
  • 4444059 ☒N
UNII
  • K7Q1JQR04M
KEGG
  • D00079
ChEBI
  • CHEBI:15551 ☒N
ChEMBL
  • ChEMBL548 ☒N
CompTox Dashboard (EPA)
  • DTXSID4022947 Edit this at Wikidata
ECHA InfoCard100.006.052 Edit this at Wikidata
Chemical and physical data
FormulaC20H32O5
Molar mass352.471 g·mol−1
3D model (JSmol)
  • 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
 ☒NcheckY (what is this?)  (verify)

Prostaglandin E2 (PGE2), also known as dinoprostone, is a naturally occurring prostaglandin with oxytocic properties that is used as a medication.[2][3][4] Dinoprostone is used in labor induction, bleeding after delivery, termination of pregnancy, and in newborn babies to keep the ductus arteriosus open.[2][5] In babies it is used in those with congenital heart defects until surgery can be carried out.[5] It is also used to manage gestational trophoblastic disease.[4] It may be used within the vagina or by injection into a vein.[2][6]

PGE2 synthesis within the body begins with the activation of arachidonic acid (AA) by the enzyme phospholipase A2. Once activated, AA is oxygenated by cyclooxygenase (COX) enzymes to form prostaglandin endoperoxides. Specifically, prostaglandin G2 (PGG2) is modified by the peroxidase moiety of the COX enzyme to produce prostaglandin H2 (PGH2) which is then converted to PGE2.[7][8]

Common side effects of PGE2 include nausea, vomiting, diarrhea, fever, and excessive uterine contraction.[2] In babies there may be decreased breathing and low blood pressure.[5] Caution should be taken in people with asthma or glaucoma and it is not recommended in those who have had a prior C-section.[9] 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.[2][5]

Prostaglandin E2 was first synthesized in 1970 and approved for medical use by the FDA in the United States in 1977.[5][2] It is on the World Health Organization's List of Essential Medicines.[10] Prostaglandin E2 works as well as prostaglandin E1 in babies.[5]

  1. ^ a b "Dinoprostone topical Use During Pregnancy". Drugs.com. 17 December 2019. Retrieved 27 July 2020.
  2. ^ a b c d e f "Dinoprostone". The American Society of Health-System Pharmacists. Archived from the original on 16 January 2017. Retrieved 8 January 2017.
  3. ^ Cite error: The named reference :0 was invoked but never defined (see the help page).
  4. ^ a b Cite error: The named reference Xi_2020 was invoked but never defined (see the help page).
  5. ^ a b c d e f Northern Neonatal Network (208). Neonatal Formulary: Drug Use in Pregnancy and the First Year of Life (5 ed.). John Wiley & Sons. p. 2010. ISBN 9780470750353. Archived from the original on 2017-01-13.
  6. ^ British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. pp. 538–540. ISBN 9780857111562.
  7. ^ Hwa J, Martin K (2017). "Chapter 18: The Eicosanoids: Prostaglandins, Thromboxanes, Leukotrienes, & Related Compounds". In Katzung BG (ed.). Basic & Clinical Pharmacology (14th ed.). New York, NY: McGraw-Hill Education.
  8. ^ Smith WL, Urade Y, Jakobsson PJ (October 2011). "Enzymes of the cyclooxygenase pathways of prostanoid biosynthesis". Chemical Reviews. 111 (10): 5821–65. doi:10.1021/cr2002992. PMC 3285496. PMID 21942677.
  9. ^ Hamilton R (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 361. ISBN 9781284057560.
  10. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.

and 25 Related for: Prostaglandin E2 information

Request time (Page generated in 0.8292 seconds.)

Prostaglandin E2

Last Update:

Prostaglandin E2 (PGE2), also known as dinoprostone, is a naturally occurring prostaglandin with oxytocic properties that is used as a medication. Dinoprostone...

Word Count : 3565

Prostaglandin

Last Update:

growth. Prostaglandin E2 (PGE2) — the most abundant prostaglandin — is generated from the action of prostaglandin E synthases on prostaglandin H2 (prostaglandin...

Word Count : 2463

Prostaglandin E2 receptor

Last Update:

The prostaglandin E2 (PGE2) receptors are G protein-coupled receptors that bind and are activated by prostaglandin E2. They are members of the prostaglandin...

Word Count : 509

Prostaglandin EP2 receptor

Last Update:

Prostaglandin E2 receptor 2, also known as EP2, is a prostaglandin receptor for prostaglandin E2 (PGE2) encoded by the human gene PTGER2: it is one of...

Word Count : 3685

E2

Last Update:

sequence, for the insulin gene Levuglandin E2, an aldehyde Prostaglandin E2, an abortifacient Prostaglandin E2 receptor, a human gene Iodine-deficiency...

Word Count : 570

Prostaglandin EP1 receptor

Last Update:

Prostaglandin E2 receptor 1 (EP1) is a 42kDa prostaglandin receptor encoded by the PTGER1 gene. EP1 is one of four identified EP receptors, EP1, EP2, EP3...

Word Count : 2367

Prostaglandin EP3 receptor

Last Update:

Prostaglandin EP3 receptor (EP3, 53kDa), is a prostaglandin receptor for prostaglandin E2 (PGE2) encoded by the human gene PTGER3; it is one of four identified...

Word Count : 4415

Prostaglandin E synthase

Last Update:

"Structural basis for induced formation of the inflammatory mediator prostaglandin E2". Proceedings of the National Academy of Sciences. 105 (32): 11110–11115...

Word Count : 205

Prostaglandin EP4 receptor

Last Update:

Prostaglandin E2 receptor 4 (EP4) is a prostaglandin receptor for prostaglandin E2 (PGE2) encoded by the PTGER4 gene in humans; it is one of four identified...

Word Count : 4808

Cyclooxygenase

Last Update:

Cyclooxygenase (COX), officially known as prostaglandin-endoperoxide synthase (PTGS), is an enzyme (specifically, a family of isozymes, EC 1.14.99.1)...

Word Count : 1672

Prostaglandin F2alpha

Last Update:

Prostaglandin F2α (PGF2α in prostanoid nomenclature), pharmaceutically termed dinoprost is a naturally occurring prostaglandin used in medicine to induce...

Word Count : 1134

Prostaglandin H2

Last Update:

12-Hydroxyheptadecatrienoic acid) Prostaglandin D2 synthase to create prostaglandin D2 Prostaglandin E synthase to create prostaglandin E2 It rearranges non-enzymatically...

Word Count : 505

Aspirin

Last Update:

of Surgeons in London, showed aspirin suppressed the production of prostaglandins and thromboxanes. For this discovery he was awarded the 1982 Nobel Prize...

Word Count : 16487

Prostaglandin E1

Last Update:

Prostaglandin E1 (PGE1) is a naturally occurring prostaglandin and is also used as a medication (alprostadil). In infants with congenital heart defects...

Word Count : 1105

Carprofen

Last Update:

administered intravenously to horses. A single dose has been shown to reduce prostaglandin E2 production and inflammatory exudate for up to 15 hours, although there...

Word Count : 1664

Grapiprant

Last Update:

the prostaglandin EP4 receptor, one out of the four prostaglandin E2 (PGE2) receptor subgroups. The EP4 receptor then mediates the prostaglandin-E2-elicited...

Word Count : 1033

Prostacyclin

Last Update:

Prostacyclin (also called prostaglandin I2 or PGI2) is a prostaglandin member of the eicosanoid family of lipid molecules. It inhibits platelet activation...

Word Count : 1639

Sulprostone

Last Update:

Sulprostone is an analogue of prostaglandin E2 (PGE2) that has oxytocic activity in assays of rat kidney cells and tissues. There are four known receptors...

Word Count : 433

Ketorolac

Last Update:

non-selectively to block the prostaglandin synthesis by inhibition of prostaglandin G/H synthesis 1 and 2. Prostaglandin functions in the body as a messenger...

Word Count : 2264

Prostaglandin E

Last Update:

alprostadil Prostaglandin E2 also known as dinoprostone Both types are on the World Health Organization's List of Essential Medicines. Prostaglandin E play...

Word Count : 148

Paracetamol

Last Update:

especially similar to selective COX-2 inhibitors. Paracetamol inhibits prostaglandin synthesis by reducing the active form of COX-1 and COX-2 enzymes. This...

Word Count : 12178

Thromboxane

Last Update:

(1): 38–44. doi:10.4081/xeno.2011.e8. Cavar I (2010). "The role of prostaglandin E2 in acute acetaminophen hepatotoxicity in mice". Histol Histopathol...

Word Count : 1144

Misoprostol

Last Update:

Misoprostol is a synthetic prostaglandin medication used to prevent and treat stomach and duodenal ulcers, induce labor, cause an abortion, and treat...

Word Count : 4767

Prostaglandin analogue

Last Update:

Prostaglandin analogues are a class of drugs that bind to a prostaglandin receptor. Wider use of prostaglandin analogues is limited by unwanted side effects...

Word Count : 342

Indometacin

Last Update:

swelling from inflammation. It works by inhibiting the production of prostaglandins, endogenous signaling molecules known to cause these symptoms. It does...

Word Count : 2297

PDF Search Engine © AllGlobal.net