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X3004

XAV939

Name: XAV939
Brand: SIGMA

≥98% (HPLC), powder, tankyrase inhibitor

Synonym(s):

3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₁F₃N₂OS

CAS Number:

284028-89-3

Molecular Weight:

312.31

UNSPSC Code:

12352200

PubChem Substance ID:

329830802

NACRES:

NA.77

MDL number:

MFCD16879017

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Properties

Product Name

XAV939, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

room temp

SMILES string

FC(F)(F)c1ccc(cc1)C2=NC3=C(CSCC3)C(=O)N2

InChI

1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20)

InChI key

KLGQSVMIPOVQAX-UHFFFAOYSA-N

Description

Application

XAV939 has been used in the inhibition

of tankyrase in neuroblastoma cell lines
of diphtheria toxin-like ADP-ribosyltransferases (ARTD) in medulloblastoma cells
of wnt signalling in human induced pluripotent stem cells (hiPSCs)

Biochem/physiol Actions

XAV939 is a cell-permeable dihydrothiopyranopyrimidinol, which elicits anti-tumor functionality against colon, lung, breast and liver cancer. It binds to catalytic poly-ADP-ribose polymerase (PARP) domain of the tankyrase enzyme resulting in β-catenin destruction. It also inhibits tankyrase in neuroblastoma promoting apoptosis in tumor cells.

XAV939 is a Tankyrase inhibitor (thereby inhibiting Wnt / β-catenin signaling)

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.

Other Notes

XAV939 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the XAV939 probe summary on the Chemical Probes Portal website.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Discover Bioactive Small Molecules for Gene Regulation

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.

XAV939-mediated ARTD activity inhibition in human MB cell lines

Renna C, et al.

Testing, 10(4), e0124149-e0124149 (2015)

Up-regulation of FGF1519 signaling promotes hepatocellular carcinoma in the background of fatty liver

Cui G, et al.

Journal of Experimental & Clinical Cancer Research, 37(1), 136-136 (2018)

Tankyrase inhibitors attenuate WNTbeta-catenin signaling and inhibit growth of hepatocellular carcinoma cells

Ma L, et al.

Testing, 6(28), 25390-25390 (2015)

View All Related Papers

Global Trade Item Number

SKU	GTIN
X3004-5MG	04061837545771
X3004-25MG	04061832639628