SML0203

iCRT14

Name: iCRT14
Brand: SIGMA

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

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

Key Documents

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Product Name

iCRT14, ≥98% (HPLC)

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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Show Differences

1 of 4

This Item	SML0084	SML0412	I1411
Sigma-Aldrich SML0203 iCRT14	Sigma-Aldrich SML0084 IM-12	Sigma-Aldrich SML0412 IM-54	Sigma-Aldrich I1411 ITX3
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. room temp
solubility DMSO: ≥10 mg/mL	solubility DMSO: ≥9 mg/mL	solubility DMSO: 5 mg/mL (clear solution)	solubility DMSO: ≥4 mg/mL
color yellow to orange	color yellow-orange	color light orange to dark orange	color -

Application

iCRT14 may be used in Wnt /β-catenin-mediated cell signaling studies.[1]

Biochem/physiol Actions

Wnt / beta-catenin pathway inhibitor

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.[2] It results in consistent decrease in reduction of cell proliferation and tumor growth in colon cancer cells.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number

0000162155

0000162154

0000076245

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PAF-Wnt signaling-induced cell plasticity is required for maintenance of breast cancer cell stemness.

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

β-Catenin inhibition shapes tumor immunity and synergizes with immunotherapy in colorectal cancer.

Caihong Wang et al.

Oncoimmunology, 9(1), 1809947-1809947 (2020-09-18)

In colorectal cancer, Wnt/β-catenin signaling is often aberrantly activated and associated with a T-cell-excluded phenotype which is a major obstacle for many immunotherapies. However, the effects of Wnt/β-catenin inhibition on tumor immunity and immunotherapy remain to be elucidated. In syngeneic

Estradiol stimulates cell proliferation via classic estrogen receptor-alpha and G protein-coupled estrogen receptor-1 in human renal tubular epithelial cell primary cultures.

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

β-Catenin/TCF4 Complex-Mediated Induction of the NRF3 (NFE2L3) Gene in Cancer Cells.

Shiori Aono et al.

International journal of molecular sciences, 20(13) (2019-07-11)

Remarkable upregulation of the NRF2 (NFE2L2)-related transcription factor NRF3 (NFE2L3) in several cancer tissues and its correlation with poor prognosis strongly suggest the physiological function of NRF3 in tumors. Indeed, we had recently uncovered the function of NRF3, which promotes

LIG4 mediates Wnt signalling-induced radioresistance.

Sohee Jun et al.

Nature communications, 7, 10994-10994 (2016-03-25)

Despite the implication of Wnt signalling in radioresistance, the underlying mechanisms are unknown. Here we find that high Wnt signalling is associated with radioresistance in colorectal cancer (CRC) cells and intestinal stem cells (ISCs). We find that LIG4, a DNA

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