An inhibitor of Wnt production
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Contained In
44676Hepatocyte Maintenance Reagent Kit
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IWP-2

Item No. 13951

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
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
466.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
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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    1 mg

    $31

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    5 mg

    $108

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    10 mg

    $139

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    25 mg

    $308

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    Cayman Chemical
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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 al. Small 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 al. Robust 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 al. Inhibition 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).