Inhibitor of Wnt response
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IWR-1-endo

Item No. 13659

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(3aR,4S,7R,7aS)-1,3,3a,4,7,7a-hexahydro-1,3-dioxo-4,7-methano-2H-isoindol-2-yl]-N-8-quinolinyl-benzamide
CAS Number
1127442-82-3
Molecular Formula
C25H19N3O3
Formula Weight
409.4
Purity
≥98%
Formulation (Request formulation change)
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
240, 320 nm
SMILES
[H][C@@]12[C@@](C(N(C3=CC=C(C(NC4=CC=CC5=C4N=CC=C5)=O)C=C3)C2=O)=O)([H])[C@@H]6C=C[C@H]1C6
InChi Code
InChI=1S/C25H19N3O3/c29-23(27-19-5-1-3-14-4-2-12-26-22(14)19)15-8-10-18(11-9-15)28-24(30)20-16-6-7-17(13-16)21(20)25(28)31/h1-12,16-17,20-21H,13H2,(H,27,29)/t16-,17+,20-,21+
InChi Key
ZGSXEXBYLJIOGF-ALFLXDJESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $76

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    10 mg

    $137

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    25 mg

    $304

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    50 mg

    $570

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    Product Description

    IWR-1-endo is a potent inhibitor of the Wnt response, blocking a cell-based Wnt/β-catenin pathway reporter response with an IC50 value of 180 nM.1 It inhibits, at 10 μM, Wnt-induced accumulation of β-catenin, leading to proteasomal degradation of this protein through a destruction complex which consists of Apc, Axin2, Ck1, and GSK3β. IWR-1-endo stabilizes the destruction complex, increasing the level of Axin2 protein without changing the levels of Apc or GSK3β.1 The IWR compound does not change the de novo synthesis of Axin2, alter the affinity of Axin2 for β-catenin, or inhibit the proteasome. It has a half-life of 60 minutes in murine whole blood and 20 minutes in intact murine hepatocytes.2 In in vivo tests, IWR-1-endo inhibits zebrafish tail fin regeneration with a minimum inhibitory concentration of 0.5 μM.2 The IWR-1-exo diastereomer exhibits much less activity against the Wnt/β-catenin pathway and has been used as a control.1

    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. Lu, J., Ma, Z., Hsieh, J.C., et al. Structure-activity relationship studies of small-molecule inhibitors of Wnt response. Bioorg. Med. Chem. Lett. 19(14), 3825-3827 (2009).

    Product Citations

    Ashry, M., Folger, J.K., Rajput, S.K., et al. FSH stimulated bovine granulosa cell steroidogenesis involves both canonical and noncanonical WNT signaling. Domest. Anim. Endocrinol. 78, 106678 (2022).

    Wiley, L.A., Burnight, E.R., DeLuca, A.P., et al. cGMP production of patient-specific iPSCs and photoreceptor precursor cells to treat retinal degenerative blindness. Sci. Rep. 6, 30742 (2016).