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| | Eicosapentaenoyl Ethanolamide Basic information |
| Product Name: | Eicosapentaenoyl Ethanolamide | | Synonyms: | Eicosapentaenoyl Ethanolamide;(5Z,8Z,11Z,14Z,17Z)-N-(2-Hydroxyethyl)-5,8,11,14,17-eicosapentaenamide;EPEA;(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide;5,8,11,14,17-Eicosapentaenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z,17Z)-;N-(2-hydroxyethyl)-5(Z),8(Z),11(Z),14(Z),17(Z)-eicosapentaenamide;5(Z),8(Z),11(Z),14(Z),17(Z)-Eicosapentaenoyl Ethanolamide;Eicosapentaenoyl Ethanolamide(solution in ethanol) | | CAS: | 109001-03-8 | | MF: | C22H35NO2 | | MW: | 345.52 | | EINECS: | | | Product Categories: | | | Mol File: | 109001-03-8.mol |  |
| | Eicosapentaenoyl Ethanolamide Chemical Properties |
| Boiling point | 522.5±50.0 °C(Predicted) | | density | 0.951±0.06 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml | | form | oil | | pka | 14.48±0.10(Predicted) | | color | colorless to yellow | | InChIKey | OVKKNJPJQKTXIT-JLNKQSITSA-N | | SMILES | CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO |
| WGK Germany | 3 | | Storage Class | 10 - Combustible liquids |
| | Eicosapentaenoyl Ethanolamide Usage And Synthesis |
| Uses | Eicosapentaenoyl Ethanolamide inhibits dietary-restriction-induced lifespan extension in wild type and TOR pathway mutant nematodes. | | Definition | ChEBI: (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine is an N-acylethanolamine 20:5 that is the ethanolamide of (5Z,8Z,11Z,14Z17Z)-eicosapentaenoic acid. It has a role as a PPARgamma agonist. It is an endocannabinoid and a N-acylethanolamine 20:5. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid. | | Biological Activity | Eicosapentaenoyl ethanolamide (EPEA) is a lipid mediator th at has been found to suppress lifespan extension resulting from dietary restriction in C. elegans and also to have antiproliferative and anti-inflammatory actions. In C. elegans, it is believed to act as a metabolic signal th at couples nutrient availability with growth and lifespan. EPEA is a member of the N-acylethanolamines (NAEs), lipid-derived signaling molecules th at include the mammalian endocannabinoid arachidonoyl ethanolamide (AEA). In mammals, NAEs are believed to act primarily through cannabinoid receptors, although they can also interact with a variety of other targets, and EPEA has been shown to act as a CB1 and CB2 receptor agonist. However, C. elegans does not possess clear orthologues of the mammalian cannabinoid receptors which suggests th at there are unidentified NAE receptors in nematodes th at are possibly conserved mediators of NAE signaling. | | IC 50 | CB1; CB2 |
| | Eicosapentaenoyl Ethanolamide Preparation Products And Raw materials |
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