15(S)-HETE Ethanolamide

Arachidonoyl ethanolamide (AEA, Cay-90050) was the first endogenous cannabinoid (CB) to be isolated and characterized as an agonist acting on the same receptors (CB1 and CB2) as THC. Since that time, a number of related endocannabinoids have been isolated, most notably 2-arachidonoyl glycerol (Cay-62160). Lipoxygenases, especially rabbit reticulocyte and soybean 15-lipoxygenases, actively convert endocannabinoids to their 15(S)-hydroperoxy and hydroxy metabolites. 15(S)-HETE ethanolamide is less potent than AEA at the CB1 receptor (Ki of 600 versus 90 nM). 15(S)-HETE ethanolamide also inhibits fatty acid amide hydrolase. Formal Name: 15(S)-hydroxy-N-(2-hydroxyethyl)-5Z,8Z,11Z,13E-eicosatetraenamide. CAS Number: 161744-53-2. Synonyms: 15(S)-HAEA. Molecular Formula: C22H37NO3. Formula Weight: 363.5. Purity: >98%. Formulation: A solution in ethanol. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, Ethanol: 50 mg/ml, Ethanol:PBS (pH 7.2) (1:2): 5 mg/ml, PBS (pH 7.2): .1 mg/ml. lambdamax: 236 nm. SMILES: O[C@@H](CCCCC)/C=C/C=C\C/C=C\C/C=C\CCCC(NCCO)=O. InChi Code: InChI=1S/C22H37NO3/c1-2-3-13-16-21(25)17-14-11-9-7-5-4-6-8-10-12-15-18-22(26)23-19-20-24/h4-5,8-11,14,17,21,24-25H,2-3,6-7,12-13,15-16,18-20H2,1H3,(H,23,26)/b5-4-,10-8-,11-9-,17-14+/t21-/m0/s1. InChi Key: XZQKRCUYLKDPEK-BPVVGZHASA-N.