>>Lipids>> P450>>(±)17(18)-EpETE-Ethanolamide

(±)17(18)-EpETE-Ethanolamide (Synonyms: 17,18-EEQ-EA, (±)17,18-EEQ-Ethanolamide, (±)17(18)-EpETE-EA, 17,18-epoxy-Eicosatetraenoic Acid Ethanolamide)

Catalog No.GC41288

(±)17(18)-EpETE-Ethanolamide is an ω-3 endocannabinoid epoxide.

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(±)17(18)-EpETE-Ethanolamide Chemical Structure

Cas No.: 2123491-23-4

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25μg
US$57.00
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50μg
US$108.00
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100μg
US$204.00
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500μg
US$904.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

(±)17(18)-EpETE-Ethanolamide is an ω-3 endocannabinoid epoxide. It is formed from the endocannabinoid eicosapentaenoic ethanolamide (EPEA) via cytochrome P450 (CYP) epoxygenases and hydrolyzed by soluble epoxide hydrolase (sEH) and fatty acid amide hydrolase (FAAH). It is endogenously produced in LPS-stimulated BV-2 microglia cells and in BV-2 microglia cells supplemented with EPEA, an effect that can be reduced by the CYP inhibitor ketoconazole. (±)17(18)-EpETE-ethanolamide decreases IL-6 and nitrite production induced by LPS in BV-2 microglia and increases the production of IL-10. It inhibits platelet aggregation induced by arachidonic acid when used at a concentration of 50 µM but not aggregation induced by ADP , collagen, or ristocetin. It also induces relaxation of preconstricted bovine coronary arteries (ED50 = 1.1 µM) and inhibits VEGF-stimulated tubulogenesis in human microvascular endothelial cells (HMVECs). (±)17(18)-EpETE-ethanolamide is the predominant EPEA metabolite found in rat brain, and it has also been found in rat heart, kidney, spleen, and liver, as well as in pig brain. It activates cannabinoid receptor 1 (CB1) and CB2 with EC50 values of 18.5 and 1.4 nM, respectively, in a β-arrestin recruitment assay.

Chemical Properties

Cas No. 2123491-23-4 SDF
Synonyms 17,18-EEQ-EA, (±)17,18-EEQ-Ethanolamide, (±)17(18)-EpETE-EA, 17,18-epoxy-Eicosatetraenoic Acid Ethanolamide
Canonical SMILES CCC1C(O1)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(NCCO)=O
Formula C22H35NO3 M.Wt 361.5
Solubility DMF: 30 mg/ml,DMSO: 25 mg/ml,Ethanol: 30 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 2.7663 mL 13.8313 mL 27.6625 mL
5 mM 0.5533 mL 2.7663 mL 5.5325 mL
10 mM 0.2766 mL 1.3831 mL 2.7663 mL
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리뷰

Review for (±)17(18)-EpETE-Ethanolamide

Average Rating: 5 ★★★★★ (Based on Reviews and 22 reference(s) in Google Scholar.)

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