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X3004

XAV939

≥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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$94.80

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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

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Product Name

XAV939, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

room temp

Quality Level

100

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This Item
PZ0380SML0121SML0866
XAV939 ≥98% (HPLC)

Sigma-Aldrich

X3004

XAV939

PF-04447943 ≥98% (HPLC)

Sigma-Aldrich

PZ0380

PF-04447943

BTZO-1 ≥98% (HPLC)

Sigma-Aldrich

SML0121

BTZO-1

BMS-191011 ≥98% (HPLC)

Sigma-Aldrich

SML0866

BMS-191011

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

-

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

room temp

storage temp.

2-8°C

storage temp.

room temp

solubility

DMSO: 5 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: ≥7 mg/mL

solubility

DMSO: 20 mg/mL, clear (warmed)

color

white to beige

color

white to beige

color

white to tan

color

white to beige

Application

XAV939 has been used in the inhibition
  • of tankyrase in neuroblastoma cell lines[1]
  • of diphtheria toxin-like ADP-ribosyltransferases (ARTD) in medulloblastoma cells[2]
  • of wnt signalling in human induced pluripotent stem cells (hiPSCs)[3]

Biochem/physiol Actions

XAV939 is a Tankyrase inhibitor (thereby inhibiting Wnt / β-catenin signaling)
XAV939 is a cell-permeable dihydrothiopyranopyrimidinol,[4] which elicits anti-tumor functionality against colon, lung, breast and liver cancer.[5] 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.[1]

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000488521
0000488521
0000238725
0000238725
0000452024

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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)
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)
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)
Jing Sun et al.
Cancer medicine, 6(4), 834-844 (2017-03-24)
Golgi phosphoprotein 3 (GOLPH3), a newly recognized oncogene, is associated with tumor growth, metastasis, and poor prognosis in several types of cancer. However, its biological role and underlying mechanism in epithelial ovarian cancer (EOC) remain poorly understood. Here, we found
View All Related Papers

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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.

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