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Fórmula empírica (notación de Hill):
C14H11F3N2OS
Número CAS:
Peso molecular:
312.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Permítanos ayudarleNombre del producto
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
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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