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
• Empirical Formula (Hill Notation): C₁₄H₁₁F₃N₂OS
• CAS Number: 284028-89-3
• Molecular Weight: 312.31
• MDL number: MFCD16879017
• UNSPSC Code: 12352200
• PubChem Substance ID: 329830802
• NACRES: NA.77

Properties

• 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

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• 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