Structure via PubChem · Public domain (PubChem)
ethyl eicosapentaenoate
Sign in to saveAlso known as AMR-101, icosapentate, Vascepa®, ethyl eicosapentaenoic acid, E-EPA, ethyl (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoate, Ethyl all-cis-5,8,11,14,17-icosapentaenoate
chemical compound
In the Vinony graph
Vinony's link graph records 16 inbound references to ethyl eicosapentaenoate, and connects out to low-density lipoprotein, liver and medication.
Vinony files it under Biochemistry, Drugboxes which contain changes to verified fields and Drugboxes which contain changes to watched fields.
Vinony links it to 9 Wikipedia language editions.
Chemical data
- Formula
- C22H34O2
- Molecular weight
- 330.5 g/mol
- IUPAC name
- ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
- SMILES
- CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
- InChIKey
- SSQPWTVBQMWLSZ-AAQCHOMXSA-N
- XLogP
- 6.3
- Polar surface area
- 26.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2012
- Admin. routes
- oral
- Indications
- cardiovascular disease, Hypertriglyceridemia, colorectal adenoma, non-alcoholic steatohepatitis
via ChEMBL · EBI
Research
521 papers- Cardiovascular Risk Reduction with Icosapent Ethyl for Hypertriglyceridemia.The New England journal of medicine · 2019
- Ethyl-eicosapentaenoate and dexamethasone resistance in therapy-refractory depression.The international journal of neuropsychopharmacology · 2004
- Effect of icosapent ethyl on progression of coronary atherosclerosis in patients with elevated triglycerides on statin therapy: final results of the EVAPORATE trial.European heart journal · 2020
- 2021 Canadian Cardiovascular Society Guidelines for the Management of Dyslipidemia for the Prevention of Cardiovascular Disease in Adults.The Canadian journal of cardiology · 2021
- Icosapent ethyl reduces arterial thrombosis by inhibition of cyclooxygenase-1-induced platelet reactivity.Science translational medicine · 2025
via PubMed
Wikidata facts
- Mass
- 330.256
- Has use
- medication
Show 5 more facts
- chemical formula
- C₂₂H₃₄O₂
- isomeric SMILES
- CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
- canonical SMILES
- CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OCC
- active ingredient in
- omega-3-acid ethyl esters
- subject has role
- platelet aggregation inhibitors
via Wikidata · CC0
Connections
low-density lipoprotein
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liver
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medication
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The New York Times
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Wayback Machine
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blood vessel
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public domain
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digital object identifier
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Forbes
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chemical formula
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ester
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molar mass
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PubMed
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dietary fiber
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CAS Registry Number
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PubMed Central
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GSK
Public company
omega-3 fatty acid
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gastrointestinal tract
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PubChem
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Categories
BiochemistryDrugboxes which contain changes to verified fieldsDrugboxes which contain changes to watched fieldsDrugs not assigned an ATC codeDrugs with non-standard legal statusEthyl estersFatty acid estersFish productsInfobox drug articles with non-default infobox titleInfobox drug with local INN variantLipid-lowering agentsMultiple chemicals in an infobox that need indexingMultiple chemicals in Infobox drugPolyolefinsSource attributionTreatment of bipolar disorderUnited States-centric