EPA   Click here for help

GtoPdb Ligand ID: 3362

Synonyms: C20:5n-3,6,9,12,15 | eicosapentaenoic acid | icosapentaenoic acid
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 13
Topological polar surface area 37.3
Molecular weight 302.22
XLogP 8.02
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI Key JAZBEHYOTPTENJ-JLNKQSITSA-N
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
International Nonproprietary Names Click here for help
INN number INN
6328 icosapent
Synonyms Click here for help
C20:5n-3,6,9,12,15 | eicosapentaenoic acid | icosapentaenoic acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand EPA
Other databases
CAS Registry No. 10417-94-4 (source: Scifinder)
ChEBI CHEBI:28364
ChEMBL Ligand CHEMBL460026
DrugBank Ligand DB00159
DrugCentral Ligand 3174
GtoPdb PubChem SID 178100387
LIPID MAPS LMFA01030759
PubChem CID 446284
RCSB PDB Ligand EPA
Search Google for chemical match using the InChIKey JAZBEHYOTPTENJ-JLNKQSITSA-N
Search Google for chemicals with the same backbone JAZBEHYOTPTENJ
Search PubMed clinical trials icosapent
Search PubMed titles icosapent
Search PubMed titles/abstracts icosapent
UniChem Compound Search for chemical match using the InChIKey JAZBEHYOTPTENJ-JLNKQSITSA-N
UniChem Connectivity Search for chemical match using the InChIKey JAZBEHYOTPTENJ-JLNKQSITSA-N
Wikipedia Eicosapentaenoic_acid

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Tocris
Eicosapentaenoic Acid (links to external site)
Cat. No. 5979