SML0384
Eicosapentaenoyl ethanolamide
5 mg/mL in absolute ethanol, ≥98% (HPLC)
别名:
(5Z,8Z,11Z,14Z,17Z)-N-(2-Hydroxyethyl)-5,8,11,14,17-eicosapentaenamide, EPEA
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关于此项目
经验公式（希尔记法）:
C22H35NO2
化学文摘社编号:
分子量:
345.52
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Assay:
≥98% (HPLC)
Form:
solution
Storage condition:
protect from light, under inert gas
Quality Segment
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
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.
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable