A modulator of cereblon
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CC-90009

Item No. 33692

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-chloro-N-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1-oxo-1H-isoindol-5-yl]methyl]-α,α-difluoro-benzeneacetamide
CAS Number
1860875-51-9
Molecular Formula
C22H18ClF2N3O4
Formula Weight
461.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/ml
SMILES
O=C1NC(C(CC1)N2C(C3=CC=C(CNC(C(F)(C4=CC=C(C=C4)Cl)F)=O)C=C3C2)=O)=O
InChi Code
InChI=1S/C22H18ClF2N3O4/c23-15-4-2-14(3-5-15)22(24,25)21(32)26-10-12-1-6-16-13(9-12)11-28(20(16)31)17-7-8-18(29)27-19(17)30/h1-6,9,17H,7-8,10-11H2,(H,26,32)(H,27,29,30)
InChi Key
PWBHUSLMHZLGRN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    CC-90009 is a modulator of the E3 ligase cereblon.1 It binds to cereblon and enhances the protein-protein interaction between cereblon and the cell cycle regulator and translation termination factor G1 to S phase transition 1 (GSPT1) to induce ubiquitination and proteasomal degradation of GSPT1. CC-90009 (0.01-10 µM) inhibits the growth of U937 cells in a concentration-dependent manner, an effect that can be reversed by overexpression of the GSPT1 stabilization mutant GSPT1G575N. It inhibits cell growth in a panel of acute myeloid leukemia (AML) cells, an effect that can be reversed by hyperactivation of the mammalian target of rapamycin (mTOR) pathway or knockout of the interleukin enhancer binding factor 2 (ILF2) and ILF3 heterodimeric complex to decrease production of full-length cereblon. CC-90009 induces intratumor GSPT1 degradation in AML mouse xenograft models and decreases leukemic engraftment of 35 patient-derived AML samples in NOD.SCID mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Surka, C., Jin, L., Mbong, M., et al. CC-90009, a novel cereblon E3 ligase modulator, targets acute myeloid leukemia blasts and leukemia stem cells. Blood 137(5), 6610677 (2021).