575546

Tankyrase1/2 Inhibitor III

The Tankyrase1/2 Inhibitor III controls the biological activity of Tankyrase1/2.

• Synonym(s): Tankyrase1/2 Inhibitor III, 3-(4-Methoxyphenyl)-5-((4-(4-methoxyphenyl)-5-methyl-4H-1,2,4-triazol-3-ylthio)methyl)-1,2,4-oxadiazole, TNKS1/2 Inhibitor III, Wnt Pathway Inhibitor XIV, TNKS1/2 Inhibitor III, Wnt Pathway Inhibitor XIV, 3-(4-Methoxyphenyl)-5-((4-(4-methoxyphenyl)-5-methyl-4H-1,2,4-triazol-3-ylthio)methyl)-1,2,4-oxadiazole
• Empirical Formula (Hill Notation): C₂₀H₁₉N₅O₃S
• CAS Number: 865565-29-3
• Molecular Weight: 409.46
• MDL number: MFCD14811685
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥99% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 100 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: CC1=NN=C(SCC2=NC(C3=CC=C(C=C3)OC)=NO2)N1C(C=C4)=CC=C4OC
• InChI: 1S/C20H19N5O3S/c1-13-22-23-20(25(13)15-6-10-17(27-3)11-7-15)29-12-18-21-19(24-28-18)14-4-8-16(26-2)9-5-14/h4-11H,12H2,1-3H3
• InChI key: LQZSHPITKSPDLC-UHFFFAOYSA-N

Description

General description

A cell-permeable triazolylthiomethyl-oxadiazole compound that binds TNKS1/PARP5a and TNKS2/PARP5b with high affinity (K_d = 79 and 28 nM, respectively), and acts as a potent and reversible TNKS1/2 dual inhibitor (IC₅₀ = 33 nM TNKS2 in an auto-PARsylation assay). Shown to interact with the adenosine diphosphate linker portion of the NAD₊ donor site, and display excellent selectivity over PARP1 and PARP2 activities (IC₅₀ >19 µM); stabilize Axin2 levels (EC₅₀ = 709 nM in SW480 cells), and antagonize Wnt signaling (IC₅₀ = 215 nM in HEK293-SuperTopFlash assay). Exhibits minimal activity towards cytochrome P450 enzymes (IC₅₀ = 21 and 5.7 µM for CYP2C9 and CYP3A4) and hERG ion channel (IC₅₀ >30 µM), and adequate microsomal stability.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
TNKS1/PARP5a and TNKS2/PARP5b

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C. Avoid freeze/thaw cycles of solutions.

Other Notes

Shultz, M.D., et al. 2012. J. Med. Chem.55, 1127.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable