5.04819

Porcn Inhibitor III, IWP-L6

• Synonym(s): Porcn Inhibitor III, IWP-L6, IWPL6, Wnt Pathway Inhibitor XIX
• Empirical Formula (Hill Notation): C₂₅H₂₀N₄O₂S₂
• CAS Number: 1427782-89-5
• Molecular Weight: 472.58
• UNSPSC Code: 12352200

Properties

• Assay: ≥99% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 10 mg/mL
• storage temp.: 2-8°C
• InChI: 1S/C25H20N4O2S2/c30-22(28-21-12-11-18(15-26-21)17-7-3-1-4-8-17)16-33-25-27-20-13-14-32-23(20)24(31)29(25)19-9-5-2-6-10-19/h1-12,15H,13-14,16H2,(H,26,28,30)
• InChI key: QESQGTFWEQMCMH-UHFFFAOYSA-N

Description

General description

A cell-permeable pyridinyl-phenylacetamide that is reported to be 60-times more potent than IWP-2 (Cat. No. 681671) in suppressing autonomous Wnt signaling in murine L-Wnt-STF fibroblasts (IC₅₀ = 0.5 nM) and 100-times more potent in blocking branching morphogenesis in cultured murine embryonic kidney (complete blockage at 50 nM). Also shown to be at least twice as potent as TNKS inhibitor IWR-1 (Cat. No. 681669) in preventing the regeneration of severed zebrafish tailfin and in inhibiting zebrafish embryo prosterior axis formation (Effective conc = 5 µM). Its susceptibility to metabolization by serum carboxylesterase limits its in vivo use in rats and mice.

A cell-permeable, benzothiazole-to-5-phenylpyridin substituted IWP-2 (Cat. No. 681671) derivative that is reported to be 60-times more potent than IWP-2 in suppressing autonomous Wnt signaling in murine L-Wnt-STF fibroblasts (IC₅₀ = 0.5 vs. 30 nM) and 100-times more potent in blocking Wnt signaling-mediated branching morphogenesis in cultured murine embryonic kidneys (complete blockage with 50 nM IWP-L6 or 5 µM IWP-2). Also shown to be at least twice as potent as TNKS inhibitor IWR-1 (Cat. No. 681669) in preventing the regeneration of severed zebrafish tailfin and in inhibiting zebrafish embryo prosterior axis formation (Effective conc = 5 µM). Its susceptibility to metabolization by serum carboxylesterase limits its in vivo use in rats and mice (t_1/2 = 2 and 190 min, respectively, in murine or rat plasma).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Porcupine

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 3 months at -20°C.

Other Notes

Wang, X., et al. 2013. J. Med. Chem.56, 2700.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable