| Identification | Back Directory | [Name]
SKL 2001 | [CAS]
909089-13-0 | [Synonyms]
2001
CS-2771
SKL 2001
SKL2001 free base
SKL-2001;SKL 2001
SKL2001;SKL-2001;SKL 2001
N-(3-(1H-imidazol-1-yl)propyl)-5-(furan-2-yl)isoxazole-3-carboxamide
5-(furan-2-yl)-N-[3-(1H-imidazol-1-yl)propyl]-1,2-oxazole-3-carboxamide | [Molecular Formula]
C14H14N4O3 | [MDL Number]
MFCD14733081 | [MOL File]
909089-13-0.mol | [Molecular Weight]
286.29 |
| Chemical Properties | Back Directory | [Boiling point ]
595.7±50.0 °C(Predicted) | [density ]
1.37±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 25 mg/ml; DMSO: 25 mg/ml; Ethanol: 25 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml | [form ]
A crystalline solid | [pka]
13.36±0.46(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C14H14N4O3/c19-14(16-4-2-6-18-7-5-15-10-18)11-9-13(21-17-11)12-3-1-8-20-12/h1,3,5,7-10H,2,4,6H2,(H,16,19) | [InChIKey]
PQXINDBPUDNMPE-UHFFFAOYSA-N | [SMILES]
O1C(C2=CC=CO2)=CC(C(NCCCN2C=NC=C2)=O)=N1 |
| Hazard Information | Back Directory | [Description]
SKL2001 is an activator of Wnt/β-catenin signaling.1,2 It increases β-catenin responsive transcription in a cell-based reporter assay in a concentration-dependent manner, increases β-catenin protein levels in HEK293 cells when used at concentrations of 10 and 30 μM, and disrupts the interaction between Axin and β-catenin.1 SKL2001 increases alkaline phosphatase (ALP) activity and mineralization in multipotent mesenchymal ST2 cells in a concentration-dependent manner, indicating increased osteoblastogenesis. SKL2001 (40 μM) reduces HCT116 and HT-29 spheroid growth and inhibits proliferation of HCT116 and HT-29 cells.2 It induces cell cycle arrest at the G0/G1 phase and increases E-cadherin and β-catenin protein levels in HCT116 cells when used at a concentration of 40 μM. | [Uses]
SKL2001 is an agonist of the Wnt/β-catenin pathway, with anti-cancer activity. SKL2001 stabilizes intracellular β-catenin via disruption of the Axin/β-catenin interaction[1]. | [storage]
Store at -20°C | [References]
[1] Gwak J, et al. Small molecule-based disruption of the Axin/β-catenin protein complex regulates mesenchymal stem cell differentiation. ell Res. 2012 Jan;22(1):237-47. DOI:10.1038/cr.2011.127
[2] Ohashi W, et al. SKL2001 suppresses colon cancer spheroid growth through regulation of the E-cadherin/β-Catenin complex. Biochem Biophys Res Commun. 2017 Nov 25;493(3):1342-1348. DOI:10.1016/j.bbrc.2017.09.161 |
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