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SML0630

Sigma-Aldrich

JW55

≥98% (HPLC)

Synonym(s):

N-[4-[[[[Tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methyl]amino]carbonyl]phenyl]-2-furancarboxamide

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About This Item

Empirical Formula (Hill Notation):
C25H26N2O5
CAS Number:
664993-53-7
Molecular Weight:
434.48
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C25H26N2O5/c1-30-21-10-6-19(7-11-21)25(12-15-31-16-13-25)17-26-23(28)18-4-8-20(9-5-18)27-24(29)22-3-2-14-32-22/h2-11,14H,12-13,15-17H2,1H3,(H,26,28)(H,27,29)

InChI key

ZJZWZIXSGNFWQQ-UHFFFAOYSA-N

Application

JW55 has been used as a tankyrase-specific inhibitor to study its effects on the transcriptional activity of SRY-related HMG-box gene 9 (Sox9) in chondrocytes.

Biochem/physiol Actions

JW55 can decrease the formation of mouse colon adenoma in vivo. It possesses a methoxyphenyl moiety spreading towards the G-loop.
JW55 is a potent and selective inhibitor of Wnt/β-catenin signaling, that functions via inhibition of the PARP domain of tankyrase 1 and tankyrase 2 (TNKS1/2) leading to stabilization of AXIN2 followed by increased degradation of β-catenin. JW55 specifically inhibits canonical Wnt signaling that results in reduced cell-cycle progression, proliferation, and colony formation in colon carcinoma cell lines.

Other Notes

JW55 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the JW55 probe summary on the Chemical Probes Portal website.

Storage Class

11 - Combustible Solids

wgk_germany

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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Sukyeong Kim et al.
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Daniel Zingg et al.
Cancer cell, 34(1), 69-84 (2018-07-17)
Human melanomas frequently harbor amplifications of EZH2. However, the contribution of EZH2 to melanoma formation has remained elusive. Taking advantage of murine melanoma models, we show that EZH2 drives tumorigenesis from benign BrafV600E- or NrasQ61K-expressing melanocytes by silencing of genes

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