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Key Documents

SML0203

Sigma-Aldrich

iCRT14

≥98% (HPLC)

Synonym(s):

5-[[2,5-Dimethyl-1-(3-pyridinyl)-1H-pyrrol-3-yl]methylene]-3-phenyl-2,4-thiazolidinedione

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About This Item

Empirical Formula (Hill Notation):
C21H17N3O2S
CAS Number:
Molecular Weight:
375.44
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

Cc1cc(\C=C2/SC(=O)N(c3ccccc3)C2=O)c(C)n1-c4cccnc4

InChI

1S/C21H17N3O2S/c1-14-11-16(15(2)23(14)18-9-6-10-22-13-18)12-19-20(25)24(21(26)27-19)17-7-4-3-5-8-17/h3-13H,1-2H3/b19-12-

InChI key

NCSHZXNGQYSKLR-UNOMPAQXSA-N

Application

iCRT14 may be used in Wnt /β-catenin-mediated cell signaling studies.

Biochem/physiol Actions

iCRT14 belongs to the thiazolidinedione class of β-catenin-responsive transcription inhibitors. It decreases the levels of Dishevelled protein and modulates the binding of T-cell factor (TCF) to DNA. It results in consistent decrease in reduction of cell proliferation and tumor growth in colon cancer cells.
iCRT14 is a Wnt / β-catenin pathway inhibitor. It is a potent inhibitor of Catenin Responsive Transcription (CRT) reporter genes, as well as endogenous gene targets. iCRT14 also disrupts β-catenin-TCF4 interaction in a dose dependent manner, and causes G0/G1 arrest in colon tumor lines.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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