trans-ISRIB

Phosphorylation of eIF2alpha by several kinases in response to cellular stress, including accumulation of unfolded proteins in the ER, results in a decrease in overall protein synthesis but upregulation of a small number of key regulatory proteins. trans-ISRIB (Integrated Stress Response Inhibitor) is a symmetric bis-glycolamide that inhibits the eIF2alpha phosphorylation-mediated unfolded protein response following induction of ER stress (IC50 = 5 nM in a cell-reporter assay). Although the mechanism of action is not established, it does not directly inhibit phosphorylation of eIF2alpha by upstream kinases. trans-ISRIB is able to pass through the blood-brain barrier and significantly enhances learning and memory in mice and rats.Formal Name: N,N'-trans-1,4-cyclohexanediylbis[2-(4-chlorophenoxy)-acetamide. CAS Number: 1597403-47-8. Molecular Formula: C22H24Cl2N2O4. Formula Weight: 451.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/ml, DMSO: 2 mg/ml. lambdamax: 226, 279 nm. SMILES: ClC1=CC=C(OCC(N[C@@H]2CC[C@@H](NC(COC3=CC=C(Cl)C=C3)=O)CC2)=O)C=C1. InChi Code: InChI=1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)/t17-,18-. InChi Key: HJGMCDHQPXTGAV-IYARVYRRSA-N.