Ethyl eicosapentaenoic acid

Ethyl eicosapentaenoic acid (E-EPA, icosapent ethyl), sold under the brand name Vascepa among others, is a medication used to treat dyslipidemia and hypertriglyceridemia. It is used in combination with changes in diet in adults with hypertriglyceridemia ≥ 150 mg/dL. Further, it is often required to be used with a statin (maximally-tolerated dose).

Ethyl eicosapentaenoic acid
Clinical data
Trade namesVascepa, Vazkepa
Other namesEicosapentaenoic acid ethyl ester; Ethyl eicosapentaenoate; Eicosapent; EPA ethyl ester; E-EPA, Icosapent ethyl (USAN US)
AHFS/Drugs.comMonograph
MedlinePlusa613024
License data
Pregnancy
category
  • AU: B1
Routes of
administration
By mouth
Drug classAntilipemic Agents
ATC code
  • None
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • US: ℞-only
  • EU: Rx-only
Identifiers
  • Ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC22H34O2
Molar mass330.512 g·mol−1
3D model (JSmol)
SMILES
  • CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OCC
  • InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17- N
  • Key:SSQPWTVBQMWLSZ-AAQCHOMXSA-N N
 NY (what is this?)

The most common side effects are musculoskeletal pain, peripheral edema (swelling of legs and hands), atrial fibrillation, and arthralgia (joint pain). Other common side effects include bleeding, constipation, gout, and rash.

It is made from the omega-3 fatty acid eicosapentaenoic acid (EPA). The US Food and Drug Administration (FDA) granted the approval of icosapent ethyl in 2012 to Amarin Corporation, and it became the second fish oil-based medication after omega-3-acid ethyl esters (brand named Lovaza, itself approved in 2004). On 13 December 2019, the FDA also approved Vascepa as the first drug specifically "to reduce cardiovascular risk among people with elevated triglyceride levels". It is available as a generic medication. In 2020, it was the 285th most commonly prescribed medication in the United States, with more than 1 million prescriptions.

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