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I0161

Sigma-Aldrich

IWR-1

≥98% (HPLC)

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Synonym(s):
4-(1,3,3a,4,7,7a-Hexahydro-1,3-dioxo-4,7-methano-2H-isoindol-2-yl)-N-8-quinolinyl-Benzamide, IWR1
Empirical Formula (Hill Notation):
C25H19N3O3
CAS Number:
Molecular Weight:
409.44
PubChem Substance ID:

Quality Level

assay

≥98% (HPLC)

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

room temp

SMILES string

O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[C@@H]5[C@H]6C[C@H](C=C6)[C@@H]5C4=O

InChI

1S/C25H19N3O3/c29-23(27-19-5-1-3-14-4-2-12-26-22(14)19)15-8-10-18(11-9-15)28-24(30)20-16-6-7-17(13-16)21(20)25(28)31/h1-12,16-17,20-21H,13H2,(H,27,29)/t16-,17+,20-,21+

InChI key

ZGSXEXBYLJIOGF-ALFLXDJESA-N

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This Item
SML2650SML2649SML1682
vibrant-m

I0161

IWR-1

vibrant-m

SML2650

T3-CLK

vibrant-m

SML2649

T3-CLK-N

vibrant-m

SML1682

CDN1163

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

2-8°C

solubility

DMSO: 5 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Application

IWR-1 has been used as an antagonist for Wingless/Integrated (WNT) signaling pathway in human embryonic stem cells (hESCs), mice lewis lung carcinoma (LLC) and Sepia embryos.

Biochem/physiol Actions

IWR-1 is a tankyrase inhibitor and is cytotoxic for cancer stem-like cells. It inhibits the in vivo progression of osteosarcoma. IWR-1 interacts with RNA polymerase II and is crucial for the formation of preinitiation complex.
The Wnt/b-catenin (‘canonical′) pathway maintains transcriptional programs that enable stem cells to remain multipotent. Hyperactivation of the Wnt/b-catenin pathway leads to disease stage. IWR-3 act as inhibitors of Wnt response. It appear that IWR compounds induce stabilization of Axin proteins via a direct interaction, which is a part of the b-catenin destruction complex (consists of Apc, Axin, Ck1 and Gsk3b).

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Hirokazu Narita et al.
Scientific reports, 7(1), 13708-13708 (2017-10-24)
One of the major challenges in cell-based cardiac regenerative medicine is the in vitro construction of three-dimensional (3D) tissues consisting of induced pluripotent stem cell-derived cardiomyocyte (iPSC-CM) and a blood vascular network supplying nutrients and oxygen throughout the tissue after
Efficient differentiation of TBX18+/WT1+ epicardial-like cells from human pluripotent stem cells using small molecular compounds
Zhao J, et al.
Stem Cells and Development, 26(7), 528-540 (2017)
Iwr1 protein is important for preinitiation complex formation by all three nuclear RNA polymerases in Saccharomyces cerevisiae
Esberg A, et al.
PLoS ONE, 6(6), e20829-e20829 (2011)
Fei Gao et al.
Cancer letters, 402, 177-189 (2017-06-13)
Akt1 is essential for the oncogenic transformation and tumor growth in various cancers. However, the precise role of Akt1 in advanced cancers is conflicting. Using a neuroendocrine TRansgenic Adenocarcinoma of the Mouse Prostate (TRAMP) model, we first show that the
A serine in exon 11 determines the full transcriptional activity of TCF-4 in lung carcinoma cells
Yang B, et al.
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Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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