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CHEBI:71467 - (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine
| Formula | C22H35NO2 |
| Net Charge | 0 |
| Average Mass | 345.527 |
| Monoisotopic Mass | 345.26678 |
| SMILES | CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO |
| InChI | InChI=1S/C22H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h3-4,6-7,9-10,12-13,15-16,24H,2,5,8,11,14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-,10-9-,13-12-,16-15- |
| InChIKey | OVKKNJPJQKTXIT-JLNKQSITSA-N |
| Roles Classification |
|---|
| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | PPARgamma agonist A PPAR modulator which activates the peroxisome proliferator-activated receptor-γ. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. cannabinoid receptor agonist An agonist that binds to and activates cannabinoid receptors. cannabinoid receptor agonist An agonist that binds to and activates cannabinoid receptors. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine (CHEBI:71467) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) |
| (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine (CHEBI:71467) has role PPARγ agonist (CHEBI:71554) |
| (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine (CHEBI:71467) is a N-acylethanolamine 20:5 (CHEBI:134162) |
| (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine (CHEBI:71467) is a endocannabinoid (CHEBI:67197) |
| IUPAC Name |
|---|
| (5Z,8Z,11Z,14Z17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide |
| Synonyms | Source |
|---|---|
| eicosapentaenoyl ethanolamide | SUBMITTER |
| EPEA | SUBMITTER |
| Anandamide (20:5, n-3) | LIPID MAPS |
| N-cis-5,8, 11,14,17-eicosapentaenoylethanolamine | LIPID MAPS |
| N-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)ethanolamine | LIPID MAPS |
| icosapentaenoyl ethanolamide | ChEBI |
| UniProt Name | Source |
|---|---|
| (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl) ethanolamine | UniProt |
| Manual Xrefs | Databases |
|---|---|
| LMFA08040008 | LIPID MAPS |
| HMDB0013649 | HMDB |
| Registry Numbers | Sources |
|---|---|
| Reaxys:7649107 | Reaxys |
| Citations |
|---|