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SML0211

iCRT3

Name: iCRT3
Brand: SIGMA

≥98% (HPLC), Wnt / b-catenin pathway inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₆N₂O₂S

CAS Number:

901751-47-1

Molecular Weight:

394.53

UNSPSC Code:

12352200

PubChem Substance ID:

329825232

NACRES:

NA.77

MDL number:

MFCD14766288

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Product Name

iCRT3,

assay

≥98% (HPLC)

Quality Segment

100

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

QTDYVSIBWGVBKU-UHFFFAOYSA-N

Description

General description

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

Application

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)

Biochem/physiol Actions

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.

Wnt / b-catenin pathway inhibitor

Storage Class

11 - Combustible Solids

wgk

WGK 3

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