| Identification | Back Directory | [Name]
Eicosapentaenoyl 1-propanol-2-amide | [CAS]
1638355-66-4 | [Synonyms]
Eicosapentaenoyl 1-propanol-2-amide
(5Z,8Z,11Z,14Z,17Z)-N-(1-hydroxypropan-2-yl)icosa-5,8,11,14,17-pentaenamide
5,8,11,14,17-Eicosapentaenamide, N-(2-hydroxy-1-methylethyl)-, (5Z,8Z,11Z,14Z,17Z)- | [Molecular Formula]
C23H37NO2 | [MOL File]
1638355-66-4.mol | [Molecular Weight]
359.55 |
| Chemical Properties | Back Directory | [Boiling point ]
529.1±50.0 °C(Predicted) | [density ]
0.945±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -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 | [pka]
14.51±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
Monoacylglycerols (MAGs) of ω-3 polyunsaturated fatty acids have diverse physiological and health effects. In particular, MAGs containing docosahexaenoic acid or eicosapentaenoic acid (EPA; ) have anti-proliferative properties against colon and lung cancer cell lines. Eicosapentaenoyl 1-propanol-2-amide is an EPA-containing MAG amide analog that inhibits the growth of human lung carcinoma A549 cells, producing 98.4% growth inhibition when applied at 3 μM. It is an analog of eicosapentaenoyl ethanolamide (Item No. 10964), a natural N-acylethanolamide that impacts aging and inflammation. | [Uses]
Eicosapentaenoyl 1-propanol-2-amide is an EPA-containing MAG amide analog that inhibits the growth of human lung carcinoma A549 cells. It is an analog of eicosapentaenoyl ethanolamide, a natural N-acylethanolamide that impacts aging and inflammation. | [References]
[1] DR. GLORIA HERNáNDEZ-TORRES. A Reversible and Selective Inhibitor of Monoacylglycerol Lipase Ameliorates Multiple Sclerosis?[J]. Angewandte Chemie International Edition, 2014, 53 50: 13765-13770. DOI: 10.1002/anie.201407807
[2] JOHN D DOUGLASS. Global deletion of MGL in mice delays lipid absorption and alters energy homeostasis and diet-induced obesity.[J]. Journal of Lipid Research, 2015, 56 6: 1153-1171. DOI: 10.1194/jlr.m058586
[3] CAROLINE MORIN Samuel F Pierre U Blier. Eicosapentaenoic acid and docosapentaenoic acid monoglycerides are more potent than docosahexaenoic acid monoglyceride to resolve inflammation in a rheumatoid arthritis model.[J]. Arthritis Research & Therapy, 2015: 142. DOI: 10.1186/s13075-015-0653-y
[4] CAROLINE MORIN Samuel F éric Rousseau. Anti-proliferative effects of a new docosapentaenoic acid monoacylglyceride in colorectal carcinoma cells[J]. Prostaglandins, leukotrienes, and essential fatty acids, 2013, 89 4: Pages 203-213. DOI: 10.1016/j.plefa.2013.07.004
[5] HUGO TREMBLAY . One-pot synthesis of polyunsaturated fatty acid amides with anti-proliferative properties[J]. Bioorganic & Medicinal Chemistry Letters, 2014, 24 24: Pages 5635-5638. DOI: 10.1016/j.bmcl.2014.10.084
[6] MICHIEL G.J. BALVERS . Docosahexaenoic acid and eicosapentaenoic acid are converted by 3T3-L1 adipocytes to N-acyl ethanolamines with anti-inflammatory properties[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2010, 1801 10: Pages 1107-1114. DOI: 10.1016/j.bbalip.2010.06.006 |
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Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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