A potent Porcupine inhibitor
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Wnt-C59

Item No. 16644

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(2-methyl-4-pyridinyl)-N-[4-(3-pyridinyl)phenyl]-benzeneacetamide
CAS Number
1243243-89-1
Synonyms
  • PORCN Inhibitor II
Molecular Formula
C25H21N3O
Formula Weight
379.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
275 nm
SMILES
CC1=CC(C2=CC=C(CC(NC3=CC=C(C4=CN=CC=C4)C=C3)=O)C=C2)=CC=N1
InChi Code
InChI=1S/C25H21N3O/c1-18-15-22(12-14-27-18)20-6-4-19(5-7-20)16-25(29)28-24-10-8-21(9-11-24)23-3-2-13-26-17-23/h2-15,17H,16H2,1H3,(H,28,29)
InChi Key
KHZOJCQBHJUJFY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Porcupine (PORCN) is a membrane bound O-acyltransferase that mediates palmitoylation of Wnt family proteins.1 This step is required for secretion and biologic activity of Wnt proteins, which have roles in embryonic development and cancer.1,2 Wnt-C59 is a potent inhibitor of PORCN, as measured by prevention of Wnt3A activation (IC50 = 74 pM).2 As palmitoylation of Wnt is required for its secretion, Wnt-C59 completely blocks Wnt3A secretion into culture media.2 Wnt-C59 prevents activation of all evaluated Wnt family members.2 This compound is effective in vivo as well as in vitro. Whether given by intravenous (2.5 mg/kg) or oral administration (5 mg/kg), Wnt-C59 displays a half-life in blood of approximately 1.94 hours, and remains greater than 10-fold above the in vitro IC50 concentration for at least 16 hours after a single oral dose.2 It blocks the progression of both basal-like and triple-negative breast cancers while downregulating Wnt/β-catenin pathway target genes in mice.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gao, X., and Hannoush, R.N. Single-cell imaging of Wnt palmitoylation by the acyltransferase porcupine. Nat. Chem. Biol. 10(10), 61-68 (2014).

    2. Proffitt, K.D., Madan, B., Ke, Z., et al. Pharmacological inhibition of the Wnt acyltransferase PORCN prevents growth of WNT-driven mammary cancer. Cancer Res. 73(2), 502-507 (2013).

    3. Wend, P., Runke, S., Wend, K., et al. WNT10B/β-catenin signalling induces HMGA2 and proliferation in metastatic triple-negative breast cancer. EMBO Mol. Med. 5(2), 264-279 (2013).

    Product Citations

    Sorge, M., Savoré, G., Gallo, A., et al. An intrinsic mechanism of metabolic tuning promotes cardiac resilience to stress. EMBO Mol. Med. 16(10), 2450-2484 (2024).