SC-26196

The enzyme Delta6 desaturase mediates the conversion of linoleic acid to gamma-linolenic acid (GLA), which can then be elongated to dihomo-gamma-linolenic acid (DGLA). DGLA can then be used as a substrate for Delta5 desaturase to produce arachidonic acid (AA), the fatty acid that is used to generate eicosanoids. SC-26196 is an inhibitor of Delta6 desaturase (IC50 = 0.2 µM in a rat liver microsomal assay) that completely blocks the conversion of linoleic acid to arachidonic acid (AA). It is selective for Delta6 desaturase, as IC50 values for Delta5 and Delta9 desaturases exceed 200 µM and it has no effect on the conversion of dihomo-gamma-linolenic acid to AA. SC-26196 is orally active in vivo, decreasing edema in the carrageenan paw edema model in mice. It also blocks aging-related increases in AA in myocardial cardiolipin in mice, attenuating contractile dysfunction without impacting mitochondrial oxidative stress.Formal Name: alpha,alpha-diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile. CAS Number: 218136-59-5. Synonyms: alpha,alpha-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile. Molecular Formula: C27H29N5. Formula Weight: 423.6. Purity: >98%. Solubility: DMF: 12 mg/mL, DMF:PBS (pH 7.2) (1:4): 0.2 mg/mL, DMSO: 5 mg/mL. lambdamax: 303 nm. SMILES: N#CC(C1=CC=CC=C1)(C2=CC=CC=C2)CCCN3CCN(/N=C/C4=CN=CC=C4)CC3. InChi Code: InChI=1S/C27H29N5/c28-23-27(25-10-3-1-4-11-25,26-12-5-2-6-13-26)14-8-16-31-17-19-32(20-18-31)30-22-24-9-7-15-29-21-24/h1-7,9-13,15,21-22H,8,14,16-20H2/b30-22+. InChi Key: QFYKXKMYVYOUNJ-JBASAIQMSA-N.