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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About This Item
Empirical Formula (Hill Notation):
C14H11F3N2OS
CAS Number:
Molecular Weight:
312.31
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Product Name
XAV939, ≥98% (HPLC)
Quality Level
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 Tankyrase inhibitor (thereby inhibiting Wnt / β-catenin signaling)
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.
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Customers Also Viewed
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)
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
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)
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