Molecular structure of Docosahexaenoyl Ethanolamide, CAS Number: 162758-94-3
Docosahexaenoyl Ethanolamide (CAS 162758-94-3)
Alternate Names:
DHEA; Synaptamide
Application:
Docosahexaenoyl Ethanolamide is an ethanolamine amide of DHA
CAS Number:
162758-94-3
Molecular Weight:
371.60
Molecular Formula:
C24H37NO2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Docosahexaenoyl Ethanolamide (DHEA) is an ethanolamine amide of DHA that has been detected in both retina and brain at concentrations similar to those for arachidonoyl ethanolamide (AEA). Docosahexaenoic Acid (DHA) is an essential fatty acid and the most abundant omega-3 fatty acid in neural tissues, particularly in the retina and brain. A 9.5 fold increase of Docosahexaenoyl Ethanolamide was observed in brain lipid extracts from piglets on a DHA-supplemented diet compared to a DHA-free control diet. Docosahexaenoyl Ethanolamide binds rat brain CB1 receptor with a Ki of 324 nM, which is about 10-fold higher than the Ki for AEA. Docosahexaenoyl Ethanolamide inhibits shaker-related voltage-gated potassium channels in the brain slightly better than AEA, with an IC50 of 1.5 muM.
Docosahexaenoyl Ethanolamide (CAS 162758-94-3) References
- Decoding functional metabolomics with docosahexaenoyl ethanolamide (DHEA) identifies novel bioactive signals. | Yang, R., et al. 2011. J Biol Chem. 286: 31532-41. PMID: 21757729
- Docosahexaenoyl ethanolamide improves glucose uptake and alters endocannabinoid system gene expression in proliferating and differentiating C2C12 myoblasts. | Kim, J., et al. 2014. Front Physiol. 5: 100. PMID: 24711795
- 5-lipoxygenase mediates docosahexaenoyl ethanolamide and N-arachidonoyl-L-alanine-induced reactive oxygen species production and inhibition of proliferation of head and neck squamous cell carcinoma cells. | Park, SW., et al. 2016. BMC Cancer. 16: 458. PMID: 27411387
- Choline-Chloride-Based Eutectic Solvent for the Efficient Production of Docosahexaenoyl and Eicosapentaenoyl Ethanolamides via an Enzymatic Process. | Liang, H., et al. 2018. J Agric Food Chem. 66: 12361-12367. PMID: 30394748
- Fatty acids and selected endocannabinoids content in cerebrospinal fluids from patients with neuroinfections. | Czepiel, J., et al. 2019. Metab Brain Dis. 34: 331-339. PMID: 30519835
- Endocannabinoid Metabolome Characterization of Milk from Guatemalan Women Living in the Western Highlands. | Gaitán, AV., et al. 2019. Curr Dev Nutr. 3: nzz018. PMID: 31111118
- The role of n-3 PUFA-derived fatty acid derivatives and their oxygenated metabolites in the modulation of inflammation. | de Bus, I., et al. 2019. Prostaglandins Other Lipid Mediat. 144: 106351. PMID: 31260750
- Docosahexaenoyl ethanolamide mitigates IgE-mediated allergic reactions by inhibiting mast cell degranulation and regulating allergy-related immune cells. | Nishi, K., et al. 2019. Sci Rep. 9: 16213. PMID: 31700043
- The ω-3 endocannabinoid docosahexaenoyl ethanolamide reduces seizure susceptibility in mice by activating cannabinoid type 1 receptors. | Ghanbari, MM., et al. 2021. Brain Res Bull. 170: 74-80. PMID: 33581310
- Immunomodulating effects of 13- and 16-hydroxylated docosahexaenoyl ethanolamide in LPS stimulated RAW264.7 macrophages. | de Bus, I., et al. 2021. Biochim Biophys Acta Mol Cell Biol Lipids. 1866: 158908. PMID: 33610761
- PUFA-Derived N-Acylethanolamide Probes Identify Peroxiredoxins and Small GTPases as Molecular Targets in LPS-Stimulated RAW264.7 Macrophages. | de Bus, IA., et al. 2022. ACS Chem Biol. 17: 2054-2064. PMID: 35867905
- The Omega-3 Docosahexaenoyl Ethanolamide Reduces CCL5 Secretion in Triple Negative Breast Cancer Cells Affecting Tumor Progression and Macrophage Recruitment. | Augimeri, G., et al. 2023. Cancers (Basel). 15: PMID: 36765778
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Docosahexaenoyl Ethanolamide, 5 mg | sc-221563 | 5 mg | $71.00 | |||
Docosahexaenoyl Ethanolamide, 10 mg | sc-221563A | 10 mg | $121.00 | |||
Docosahexaenoyl Ethanolamide, 50 mg | sc-221563B | 50 mg | $592.00 |