N-Arachidonoyl Taurine

N-Arachidonoyl taurine is an arachidonoyl amino acid. It is oxygenated by 12(S)- and 15(S)-lipoxygenase and is converted to 12-HETE-taurine (12-HETE-T) in murine resident peritoneal macrophages. N-Arachidonoyl taurine is an activator of the transient receptor potential vanilloid (TRPV) channels TRPV1 and TRPV4 (EC50s = 28 and 21 µM, respectively). It increases calcium flux in HIT-T15 pancreatic beta-cells and INS-1 rat islet cells when used at a concentration of 10 µM and increases insulin secretion from 832/13 INS-1 pancreatic beta-cells. The levels of N-arachidonoyl taurine are changed in mouse brain following administration of Delta9-tetrahydrocannabinol (Delta9-THC). Formal Name: 2-[(1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl)amino]-ethane sulfonic acid. CAS Number: 119959-65-8. Molecular Formula: C22H37NO4S. Formula Weight: 411.6. Purity: >98%. Formulation: A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 20 mg/ml, PBS (pH 7.2): 1.5 mg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N(CCS(=O)(O)=O)[H])=O. InChi Code: InChI=1S/C22H37NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21-28(25,26)27/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)(H,25,26,27)/b7-6-,10-9-,13-12-,16-15-. InChi Key: YUNYSWCRLRYOPO-DOFZRALJSA-N.