SML0384

Eicosapentaenoyl ethanolamide

5 mg/mL in absolute ethanol, ≥98% (HPLC)

• Synonym(e): (5Z,8Z,11Z,14Z,17Z)-N-(2-Hydroxyethyl)-5,8,11,14,17-eicosapentaenamide, EPEA
• Empirische Formel (Hill-System): C₂₂H₃₅NO₂
• CAS-Nummer: 109001-03-8
• Molekulargewicht: 345.52
• NACRES: NA.77
• PubChem Substance ID: 329825384
• UNSPSC Code: 51111800
• MDL number: MFCD22416528
• Assay: ≥98% (HPLC)
• Form: solution
• Storage condition: protect from light, under inert gas

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solution
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• storage condition: protect from light, under inert gas
• concentration: 5 mg/mL in absolute ethanol
• color: light yellow
• storage temp.: −20°C
• SMILES string: CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO
• 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-
• InChI key: OVKKNJPJQKTXIT-JLNKQSITSA-N

Beschreibung

Biochem/physiol Actions

Eicosapentaenoyl ethanolamide (EPEA) is a lipid mediator that 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 that couples nutrient availability with growth and lifespan. EPEA is a member of the N-acylethanolamines (NAEs), lipid-derived signaling molecules that 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 that there are unidentified NAE receptors in nematodes that are possibly conserved mediators of NAE signaling.

Eicosapentaenoyl ethanolamide (EPEA) is a lipid mediator; suppresses lifespan extension; anti proliferative and anti-inflammatory.

Other Notes

Light and air sensitive; store in a freezer.

Sicherheitshinweise

• Lagerklasse: 10 - Combustible liquids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable