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Key Documents

SML0211

Sigma-Aldrich

iCRT3

Sinônimo(s):

2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide

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About This Item

Fórmula empírica (Notação de Hill):
C23H26N2O2S
Número CAS:
Peso molecular:
394.53
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Ensaio

≥98% (HPLC)

Nível de qualidade

forma

powder

condição de armazenamento

desiccated

cor

white to tan

solubilidade

DMSO: ≥5 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCc1ccc(cc1)-c2nc(CSCC(=O)NCCc3ccccc3)c(C)o2

InChI

1S/C23H26N2O2S/c1-3-18-9-11-20(12-10-18)23-25-21(17(2)27-23)15-28-16-22(26)24-14-13-19-7-5-4-6-8-19/h4-12H,3,13-16H2,1-2H3,(H,24,26)

chave InChI

QTDYVSIBWGVBKU-UHFFFAOYSA-N

Descrição geral

iCRT3 is a small cell-permeable oxazole compound. It blocks cytokine secretion in lipopolysaccharide (LPS)-stimulated macrophages.

Aplicação

iCRT3 has been used to inhibit the interactions between β-catenin and transcription factor (TCF).
iCRT3 has been used:
  • for β- catenin inhibition in dual luciferase assay
  • to inhibit β-catenin /TCF interactions and their transcriptional activity
  • as wingless/tailess (wnt) antagonist, to determine Wnt/β-catenin signaling is essential for PROX1-mediated regulation of forkhead box protein C2 (FOXC2)(3)catenin inhibition in dual luciferase assay
  • to inhibit β- catenin /TCF interactions and their transcriptional activity
  • as wingless/tailess (wnt) antagonist, to determine Wnt/β-catenin signaling is essential for PROX1-mediated regulation of forkhead box protein C2 (FOXC2)

Ações bioquímicas/fisiológicas

The key mediator of Wnt signaling is the transcriptional co-activator b-catenin. In the cytoplasm, b-catenin is tightly bound to a complex that includes Axin and GSK-3b. Stimulation causes b-catenin stabilization, translocation to the nucleus and association with TCF4 to initiate transcription of responsive genes, referred to as Catenin Responsive Transcription (CRT). Virtually all Wnt-associated cancers are the result of misregulated CRT. Three inhibitors of CRT (iCRT) were identified in a screen that employed RNAi based knockdown of Axin, which stimulates CRT without affecting upstream mechanisms such as GSK activity, transduction by disheveled / frizzled, etc. These compounds are potent inhibitors of CRT reporter genes, as well as endogenous gene targets. The compounds also disrupt b-catenin-TCF4 interaction in a dose dependent manner, and cause G0/G1 arrest in colon tumor lines.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3


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UVB represses melanocyte cell migration and acts through beta-catenin
Bertrand JU, et al.
Experimental Dermatology, 26(10), 875-882 (2017)
Increasing beta-catenin/Wnt3A activity levels drive mechanical strain-induced cell cycle progression through mitosis
Benham-Pyle BW, et al.
eLife, 5, e19799-e19799 (2016)
Archna Sharma et al.
Scientific reports, 7(1), 9235-9235 (2017-08-25)
The Wnt/β-catenin pathway has been involved in regulating inflammation in various infectious and inflammatory diseases. Sepsis is a life-threatening condition caused by dysregulated inflammatory response to infection with no effective therapy available. Recently elevated Wnt/β-catenin signaling has been detected in
Increasing beta-catenin/Wnt3A activity levels drive mechanical strain-induced cell cycle progression through mitosis
Benham-Pyle BW, et al.
eLife, 5(, e19799-e19799 (2016)
Mitigation of sepsis-induced inflammatory responses and organ injury through targeting Wntbeta-catenin signaling
Sharma A, et al.
Scientific reports, 7(1), 9235-9235 (2017)

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