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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:
677331-12-3
Molecular Weight:
375.44
MDL number:
MFCD04366833
UNSPSC Code:
12352200
PubChem Substance ID:
329825227
NACRES:
NA.77

Quality Level

100

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The S-G2 phase enriched beta-catenin/TCF complex ensures cell survival and cell cycle progression
Ding Y, et al.
Journal of Cell Science, jcs-146977 (2014)
Winning WNT: race to Wnt signaling inhibitors.
Kazuhide Watanabe et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(15), 5929-5930 (2011-04-01)
Xin Wang et al.
Nature communications, 7, 10633-10633 (2016-02-05)
Cancer stem cells (CSCs) contribute to tumour heterogeneity, therapy resistance and metastasis. However, the regulatory mechanisms of cancer cell stemness remain elusive. Here we identify PCNA-associated factor (PAF) as a key molecule that controls cancer cell stemness. PAF is highly
Foster C Gonsalves et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(15), 5954-5963 (2011-03-12)
Misregulated β-catenin responsive transcription (CRT) has been implicated in the genesis of various malignancies, including colorectal carcinomas, and it is a key therapeutic target in combating various cancers. Despite significant effort, successful clinical implementation of CRT inhibitory therapeutics remains a
Daiana S Sánchez et al.
Biochemical and biophysical research communications, 512(2), 170-175 (2019-03-19)
This work was aimed to determine the effect of 17β-estradiol (17βE) on cell proliferation in human renal tubular epithelial cells (HRTEC) isolated from kidneys from pediatric subjects, as well as the role of estrogen receptors involved in the 17βE proliferative
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