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X3004

Sigma-Aldrich

XAV939

≥98% (HPLC), powder, tankyrase inhibitor

Synonyma:

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

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About This Item

Empirický vzorec (Hillův zápis):
C14H11F3N2OS
Číslo CAS:
284028-89-3
Molekulová hmotnost:
312.31
MDL number:
MFCD16879017
UNSPSC Code:
12352200
PubChem Substance ID:
329830802
NACRES:
NA.77

product name

XAV939, ≥98% (HPLC)

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

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

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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iCRT14 ≥98% (HPLC)

Sigma-Aldrich

SML0203

iCRT14

BMP-4 mouse recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC)

Sigma-Aldrich

SRP3298

BMP-4 mouse

XAV939, a tankyrase 1 inhibitor, promotes cell apoptosis in neuroblastoma cell lines by inhibiting Wntbeta-catenin signaling pathway
Tian XH, et al.
Journal of Experimental & Clinical Cancer Research, 32(1), 100-100 (2013)
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)
Robust generation of cardiomyocytes from human iPS cells requires precise modulation of BMP and WNT signaling
Kadari A, et al.
Stem Cell Reviews and Reports, 11(4), 560-569 (2015)
Nicolas C Rivron et al.
Nature, 557(7703), 106-111 (2018-05-04)
The blastocyst (the early mammalian embryo) forms all embryonic and extra-embryonic tissues, including the placenta. It consists of a spherical thin-walled layer, known as the trophectoderm, that surrounds a fluid-filled cavity sheltering the embryonic cells 1 . From mouse blastocysts
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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.

Náš tým vědeckých pracovníků má zkušenosti ve všech oblastech výzkumu, včetně přírodních věd, materiálových věd, chemické syntézy, chromatografie, analytiky a mnoha dalších..

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