Cinnamyl-3,4-dihydroxy-alpha-Cyanocinnamate

Cinnamyl-3,4-dihydroxy-alpha-cyanocinnamate (CDC) is an inhibitor of 5-lipoxygenase (5-LO, IC50 = 15 nM). It is selective for 5-LO over 12-LO and 15-LO (IC50s = 500 and 300 nM, respectively). CDC inhibits 5-LO product formation induced by the calcium ionophore A23187 (Cay-11016) in isolated human polymorphonuclear leukocytes (PMNs), monocytes, and whole blood (IC50s = 0.5, 0.45, and 1.5 µM, respectively). In vivo, CDC (3.5 mg/kg) increases survival in a mouse model of lethal shock induced by platelet-activating factor (PAF). It also reduces pleural levels of leukotriene B4 (LTB4, Cay-20110) in a rat model of carrageenan-induced pleurisy.Formal Name: (2E)-2-cyano-3-(3,4-dihydroxyphenyl)-2-propenoic acid, 3-phenyl-2-propen-1-yl ester. CAS Number: 132465-11-3. Synonyms: CDC. Molecular Formula: C19H15NO4. Formula Weight: 321.3. Purity: >97%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, DMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml, Ethanol: 0.25 mg/ml. lambdamax: 251, 376 nm. SMILES: O=C(/C(C#N)=C/C1=CC=C(O)C(O)=C1)OC/C=C/C2=CC=CC=C2. InChi Code: InChI=1S/C19H15NO4/c20-13-16(11-15-8-9-17(21)18(22)12-15)19(23)24-10-4-7-14-5-2-1-3-6-14/h1-9,11-12,21-22H,10H2/b7-4+,16-11+. InChi Key: XGHYFEJMJXGPGN-UYHGDYIZSA-N.