An orally bioavailable Hsp90 inhibitor
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XL888

Item No. 16309

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-[(3-endo)-8-[5-(cyclopropylcarbonyl)-2-pyridinyl]-8-azabicyclo[3.2.1]oct-3-yl]-2-methyl-5-[[(1R)-1-methylpropyl]amino]-1,4-benzenedicarboxamide
CAS Number
1149705-71-4
Molecular Formula
C29H37N5O3
Formula Weight
503.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:5): 0.1 mg/ml
λmax
220, 265, 325 nm
SMILES
CC1=CC(C(N)=O)=C(N[C@H](C)CC)C=C1C(N[C@@H]2C[C@@H](N3C4=NC=C(C(C5CC5)=O)C=C4)CC[C@@H]3C2)=O
InChi Code
InChI=1S/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/t17-,20-,21+,22-/m1/s1
InChi Key
LHGWWAFKVCIILM-HLRQEUIKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $54

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    5 mg

    $238

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    10 mg

    $367

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    25 mg

    $653

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    Cayman Chemical
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    Product Description

    XL888 is an ATP-competitive inhibitor of Hsp90.1 Through this action, specific client proteins are degraded, resulting in cell cycle arrest or apoptosis.2,3,4 XL888 is orally bioavailable and shows efficacy in tumor regression in gastric carcinoma and melanoma xenografts in mice.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bussenius, J., Blazey, C.M., Aay, N., et al. Discovery of XL888: A novel tropane-derived small molecule inhibitor of HSP90. Bioorg. Med. Chem. Lett. 22(17), 5396-5404 (2012).

    2. Lyman, S.K., Crawley, S.C., Gong, R., et al. High-content, high-throughput analysis of cell cycle perturbations induced by the HSP90 inhibitor XL888. PLoS One 6(3), 1-14 (2011).

    3. Haarberg, H.E., Paraiso, K.H.T., Wood, E., et al. Inhibition of Wee1, AKT, and CDK4 underlies the efficacy of the HSP90 inhibitor XL888 in an in vivo model of NRAS-mutant melanoma. Mol. Cancer Ther. 12(6), 901-912 (2013).

    4. Paraiso, K.H.T., Haarberg, H.E., Wood, E., et al. The HSP90 inhibitor XL888 overcomes BRAF inhibitor resistance mediated through diverse mechanisms. Clin. Cancer Res. 18(9), 2502-2514 (2012).