An inhibitor of Wnt production
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IWP-2

Item No. 13951

Technical Information
Formal Name
N-(6-methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]-acetamide
CAS Number
686770-61-6
Synonyms
  • Inhibitor of Wnt Production-2
Molecular Formula
C22H18N4O2S3
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 5 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 2 mg/ml
λmax
277, 302, 345 nm
SMILES
O=C(CSC(N1C2=CC=CC=C2)=NC3=C(SCC3)C1=O)NC4=NC5=C(C=C(C)C=C5)S4
InChi Code
InChI=1S/C22H18N4O2S3/c1-13-7-8-15-17(11-13)31-21(23-15)25-18(27)12-30-22-24-16-9-10-29-19(16)20(28)26(22)14-5-3-2-4-6-14/h2-8,11H,9-10,12H2,1H3,(H,23,25,27)
InChi Key
WRKPZSMRWPJJDH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    IWP-2 is an inhibitor of Wnt production that impairs Wnt pathway activity in vitro with an IC50 value of 27 nM.1 IWP-2 inactivates Porcupine, a membrane-bound O-acyltransferase responsible for palmitoylating Wnt proteins, which is essential for their signaling ability and secretion.1 At 5 μM, IWP-2 has been shown to block Wnt-dependent phosphorylation of the frizzled co-receptor and the scaffold protein Dishevelled, preventing the accumulation of β-catenin.1 This compound has been used to suppress embryonic stem cell self-renewal and to decrease cancer cell proliferation, migration, and invasion.2,3 This product is also available as part of Cayman's Hepatocyte Maintenance Reagent Kit (Item No. 44676).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, B., Dodge, M.E., Tang, W., et alSmall molecule-mediated disruption of Wnt-dependent signaling in tissue regeneration and cancer. Nat. Chem. Biol. 5(2), 100-107 (2009).

    2. Lian, X., Hsiao, C., Wilson, G., et alRobust cardiomyocyte differentiation from human pluripotent stem cells via temporal modulation of canonical Wnt signaling. Proc. Natl. Acad. Sci. USA E1848-E1857 (2012).

    3. Mo, M.L., Li, M.R., Chen, Z., et alInhibition of the Wnt palmitoyltransferase porcupine suppresses cell growth and downregulates the Wnt/ß-catenin pathway in gastric cancer. Oncol. Lett. 5(5), 1719-1723 (2013).