icosapent   Click here for help

GtoPdb Ligand ID: 7441

Synonyms: AMR-101 | icosapentate | Vascepa®
Approved drug
icosapent is an approved drug (FDA (2012))
Compound class: Synthetic organic
Comment: Icosapent is a synthetic ethyl ester derivative of the omega-3 fatty acid eicosapentaenoic acid (EPA). It is de-esterified during absorption to active EPA that is absorbed in the small intestine.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 15
Topological polar surface area 26.3
Molecular weight 330.26
XLogP 8.77
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OCC
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
InChI 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-
InChI Key SSQPWTVBQMWLSZ-AAQCHOMXSA-N
No information available.
Summary of Clinical Use Click here for help
Approved to treat patients with severely high triglyceride levels (hypertriglyceridemia) [1-2], in conjunction with a low-fat and low-cholesterol diet.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The molecular mechanism whereby icosapent reduces triglyceride levels is poorly understood and is likely multifactorial.
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