A potent inhibitor of hedgehog-induced activity
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CUR 61414

Item No. 14931

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3S,5S)-1-(1,3-benzodioxol-5-ylmethyl)-5-(1-piperazinylcarbonyl)-3-pyrrolidinyl]-N-[(3-methoxyphenyl)methyl]-3,3-dimethyl-butanamide
CAS Number
334998-36-6
Synonyms
  • G-856
Molecular Formula
C31H42N4O5
Formula Weight
550.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
281 nm
SMILES
O=C(CC(C)(C)C)N([C@H]1C[C@@H](C(N2CCN([H])CC2)=O)N(CC3=CC=C(OCO4)C4=C3)C1)CC5=CC(OC)=CC=C5
InChi Code
InChI=1S/C31H42N4O5/c1-31(2,3)17-29(36)35(19-22-6-5-7-25(14-22)38-4)24-16-26(30(37)33-12-10-32-11-13-33)34(20-24)18-23-8-9-27-28(15-23)40-21-39-27/h5-9,14-15,24,26,32H,10-13,16-21H2,1-4H3/t24-,26-/m0/s1
InChi Key
WPHXYKUPFJRJDK-AHWVRZQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $132

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    10 mg

    $251

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    Cayman Chemical
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    Product Description

    CUR 61414 is a potent inhibitor of hedgehog-induced cellular activity (IC50 = 100-200 nM).1,2 It binds directly with the pathway activator Smoothened (Ki = 44 nM).3 CUR 61414 blocks proliferation and induces apoptosis in mouse basal cell carcinoma and causes regression of basaloid lesions triggered by ultraviolet light in mouse skin.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Williams, J.A., Guicherit, O.M., Zaharian, B.I., et al. Identification of a small molecule inhibitor of the hedgehog signaling pathway: Effects on basal cell carcinoma-like lesions. Proc. Natl. Acad. Sci. USA 100(8), 4616-4621 (2003).

    2. Manetti, F., Faure, H., Roudaut, H., et al. Virtual screening-based discovery and mechanistic characterization of the acylthiourea MRT-10 family as smoothened antagonists. Mol. Pharm. 78(4), 658-665 (2010).

    3. Frank-Kamenetsky, M., Zhang, X.M., Bottega, S., et al. Small-molecule modulators of Hedgehog signaling: Identification and characterization of smoothened agonists and antagonists. J. Biol. 1(2), 10 (2002).

    4. Tang, T., Tang, J.Y., Li, D., et al. Targeting superficial or nodular basal cell carcinoma with topically formulated small molecule inhibitor of smoothened. Clin. Cancer Res. 17(10), 3378-3387 (2011).