IWP-L6

Porcupine (PORCN) is a membrane bound O-acyltransferase that mediates palmitoylation of Wnt family proteins. This step is required for secretion and biologic activity of Wnt proteins, which have roles in embryonic development and cancer. IWP-L6 is a potent inhibitor of PORCN (EC50 = 0.5 nM). It suppresses the phosphorylation of disheveled 2 in HEK293 cells. IWP-L6 displays high stability in human plasma (t1/2 > 24 hours) and in zebrafish, but it is much less stable in plasma from mice and rats. In zebrafish, IWP-L6 blocks Wnt/beta-catenin-dependent developmental processes, including tailfin regeneration and posterior axis formation. It also completely prevents branching morphogenesis in cultured mouse embryonic kidneys at doses of 50 nM and above, indicating complete inhibition of Wnt signaling.Formal Name: N-(5-phenyl-2-pyridinyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]-acetamide. CAS Number: 1427782-89-5. Synonyms: PORCN Inhibitor III, Wnt Pathway Inhibitor XIX. Molecular Formula: C25H20N4O2S2. Formula Weight: 472.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMF:PBS(pH7.2) (1:2): 0.3 mg/ml, DMSO: 2 mg/ml. lambdamax: 269, 340 nm. SMILES: O=C1C2=C(CCS2)N=C(SCC(NC3=NC=C(C4=CC=CC=C4)C=C3)=O)N1C5=CC=CC=C5. InChi Code: InChI=1S/C25H20N4O2S2/c30-22(28-21-12-11-18(15-26-21)17-7-3-1-4-8-17)16-33-25-27-20-13-14-32-23(20)24(31)29(25)19-9-5-2-6-10-19/h1-12,15H,13-14,16H2,(H,26,28,30). InChi Key: QESQGTFWEQMCMH-UHFFFAOYSA-N.