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Butenoyl and butanoyl PAF are both products of the oxidative decomposition of 2-arachidonoyl phospholipids. Oxygenation of C-5 of the 5,6 double bond followed by cleavage of the hydroperoxide results in a PAF-like compound with a 4-carbon residue esterified in the sn-2 position, similar oxidized lipid products also act as ligands for oxidized lipid receptors and peroxisome proliferator-activated receptor. Although butenoyl PAF is 10-fold less potent than PAF as a PAF receptor agonist, it is present in amounts 100-fold greater than enzymatically generated PAF. Therefore, oxidation of LDL phospholipids generates physiologically relevant bioactive PAF-like molecules.Formal Name: 1-O-hexadecyl-2-O-(2E-butenoyl)-sn-glyceryl-3-phosphocholine. CAS Number: 474944-25-7. Molecular Formula: C28H56NO7P. Formula Weight: 549.7. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 10 mg/ml, DMSO: .5 mg/ml, Ethanol: Miscible, PBS (pH 7.2): 5 mg/ml. SMILES: O=C(/C=C/C)O[C@@H](COP([O-])(OCC[N+](C)(C)C)=O)COCCCCCCCCCCCCCCCC. InChi Code: InChI=1S/C28H56NO7P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-23-33-25-27(36-28(30)21-7-2)26-35-37(31,32)34-24-22-29(3,4)5/h7,21,27H,6,8-20,22-26H2,1-5H3/b21-7+/t27-/m1/s1. InChi Key: SRZBVCCSIMMDOV-UUUXUCBLSA-N. Side Chain Carbon Sum: 20:1.
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