| Prostaglandin E1 (PGE1) is a naturally occurring prostaglandin with various medical uses. Alprostadil and misoprostol are synthetic forms of prostaglandin E1 used as medications. Lubiprostone, a derivative of prostaglandin E1, is also used as a medication. Prostaglandin E1 is a vasodilator. It has various effects in the body that include opening blood vessels, relaxing smooth muscle, inhibiting clotting, and causing uterine contractions.
In infants with certain congenital heart defects, alprostadil is delivered by slow injection into a vein to maintain a patent ductus arteriosus until surgery can be carried out. By injection into the penis or placement in the urethra, alprostadil is used to treat erectile dysfunction. Common side effects when given to babies include decreased breathing, fever, and low blood pressure. When injected into the penis for erectile dysfunction; side effects may include penile pain, bleeding at the site of injection, and prolonged erection (priapism). Prostaglandin E1 was isolated in 1957 and approved for medical use in the United States in 1981.
Misoprostol has various obstetric uses. It is used to induce abortion, to completely empty the uterus after a miscarriage, to induce labor, and to prevent and treat postpartum hemorrhage. The medication is available through many routes. It can be swallowed, dissolved in the mouth, placed in the vagina, or placed in the rectum. Misoprostol can also be used to manage duodenal ulcers and peptic ulcer disease when other medications are not effective. It is on the World Health Organization's List of Essential Medicines for its obstetric uses.
Lubiprostone is a PGE1 derivative used to treat chronic constipation. It is taken orally. Common side effects include diarrhea, vomiting, and abdominal pain. |
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InChI=1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1 |
| GMVPRGQOIOIIMI-DWKJAMRDSA-N |
| CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O |
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human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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vasodilator agent
A drug used to cause dilation of the blood vessels.
platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
anticoagulant
An agent that prevents blood clotting.
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View more via ChEBI Ontology
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(13E,15S)-11α,15-dihydroxy-9-oxoprost-13-en-1-oic acid
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alprostadil
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WHO MedNet
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alprostadil
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KEGG DRUG
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alprostadilum
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ChemIDplus
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(11α,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid
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ChemIDplus
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(13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
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KEGG COMPOUND
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(13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
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KEGG COMPOUND
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11α,15α-dihydroxy-9-oxo-13-trans-prostenoic acid
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ChemIDplus
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Alprostadil
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KEGG COMPOUND
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PGE-1
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ChemIDplus
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PGE1
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ChEBI
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PGE1
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KEGG COMPOUND
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Prostaglandin E1
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KEGG COMPOUND
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Befar
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KEGG DRUG
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Caverject
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DrugBank
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Edex
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DrugBank
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Muse
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DrugBank
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Prostin VR
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DrugBank
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2061617
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Reaxys Registry Number
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Reaxys
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745-65-3
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CAS Registry Number
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KEGG COMPOUND
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745-65-3
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CAS Registry Number
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ChemIDplus
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