An inhibitor of β-catenin/CBP interactions
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ICG-001

Item No. 16257

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S,9aS)-hexahydro-6-[(4-hydroxyphenyl)methyl]-8-(1-naphthalenylmethyl)-4,7-dioxo-N-(phenylmethyl)-2H-pyrazino[1,2-a]pyrimidine-1(6H)-carboxamide
CAS Number
780757-88-2
Molecular Formula
C33H32N4O4
Formula Weight
548.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
224, 280 nm
SMILES
O=C([C@H](CC1=CC=C(O)C=C1)N(C(CCN2C(NCC3=CC=CC=C3)=O)=O)[C@]2([H])C4)N4CC5=CC=CC6=CC=CC=C65
InChi Code
InChI=1S/C33H32N4O4/c38-27-15-13-23(14-16-27)19-29-32(40)35(21-26-11-6-10-25-9-4-5-12-28(25)26)22-30-36(18-17-31(39)37(29)30)33(41)34-20-24-7-2-1-3-8-24/h1-16,29-30,38H,17-22H2,(H,34,41)/t29-,30+/m0/s1
InChi Key
HQWTUOLCGKIECB-XZWHSSHBSA-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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    Cayman Chemical
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    Product Description

    ICG-001 is a small molecule inhibitor of β-catenin/cyclic AMP responsive element binding protein (CREB) binding protein (CBP)-mediated transcription (IC50 = 3 µM).1 By binding CBP, thus blocking interaction with β-catenin, it selectively induces apoptosis in transformed colon cells but not in normal cells and prevents the growth of colon carcinoma cells at 25 µM in vitro.1,2 ICG-001 has been used to specifically disrupt the β-catenin pathway in studying epithelial-mesenchymal transition during pulmonary fibrosis.3,4 Additionally, ICG-001 disruption of Wnt/β-catenin signaling has been studied in the context of regulating cancer stem cells.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Emami, K.H., Nguyen, C., Ma, H., et al. A small molecule inhibitor of β-catenin/CREB-binding protein transcription. Proc. Natl. Acad. Sci. USA 101(34), 12682-12687 (2004).

    2. de Sousa, E.M.F., Vermeulen, L., Richel, D., et al. Targeting Wnt signaling in colon cancer stem cells. Clin. Cancer Res. 17(4), 647-653 (2011).

    3. Zhou, B., Liu, Y., Kahn, M., et al. Interactions between β-catenin and transforming growth factor-β signaling pathways mediate epithelial-mesenchymal transition and are dependent on the transcriptional co-activator cAMP-response element-binding protein (CREB)-binding protein (CBP). The Journal of Biological Chemisty 287(10), 7026-7038 (2012).

    4. Henderson, W.R., Jr., Chi, E.Y., Ye, X., et al. Inhibition of Wnt/β-catenin/CREB binding protein (CBP) signaling reverses pulmonary fibrosis. Proc. Natl. Acad. Sci. USA 107(32), 14309-14314 (2010).

    5. Takahashi-Yanaga, F., and Kahn, M. Targeting Wnt signaling: Can we safely eradicate cancer stem cells? Clin. Cancer Res. 16(12), 3153-3162 (2010).