| Identification | Back Directory | [Name]
SC 66 | [CAS]
871361-88-5 | [Synonyms]
SC 66
CS-2480
SC66;SC 66
(2E,6E)-2,6-Bis(4-pyridinylmethylene)-cyclohexanone
Cyclohexanone, 2,6-bis(4-pyridinylMethylene)-, (2E,6E)- | [Molecular Formula]
C18H16N2O | [MDL Number]
MFCD05025493 | [MOL File]
871361-88-5.mol | [Molecular Weight]
276.33 |
| Chemical Properties | Back Directory | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO: ≥5mg/mL (warmed) | [form ]
powder | [color ]
faint yellow to dark yellow | [InChI]
1S/C18H16N2O/c21-18-16(12-14-4-8-19-9-5-14)2-1-3-17(18)13-15-6-10-20-11-7-15/h4-13H,1-3H2/b16-12+,17-13+ | [InChIKey]
CYVVJSKZRBZHAV-UNZYHPAISA-N | [SMILES]
O=C1\C(CCC\C1=C/c2ccncc2)=C\c3ccncc3 |
| Hazard Information | Back Directory | [Description]
Akt activation requires binding of its pleckstrin homology domain (PHD) to membrane-associated phosphatidylinositol-3,4,5-trisphosphate (PIP3) or phosphatidylinositol-3,4-bisphosphate (PIP2). Increased Akt activity, e.g., through a gain-of-function mutation in the PHD of Akt1, is pivotal to many types of cancer. Activated Akt may be regulated by various events, including ubiquitination-mediated deactivation. SC-66 is an allosteric inhibitor of Akt that facilitates both ubiquitination and deactivation of Akt. At 4 μg/ml, SC-66 inhibits Akt activity in HEK293T cells and in HEK293 cells stably expressing Akt with the gain-of-function pleckstrin homology domain mutation, promoting cell death. In nude mice inoculated with HEK293T cells, SC-66 (15 mg/kg) suppresses tumor growth. | [Uses]
SC 66 is an analog of curcumin that can inhibit the activity of ATP-binding cassette transporters in cancer multidrug resistance. | [in vivo]
To demonstrate the effectiveness in vivo of SC66 on HCC, a mouse xenograft tumor model of Hep3B cells is used. When tumors became palpable, at a size of about 150 mm3, mice are randomized into three groups of 6 animals each. The treated group receive SC66 at 15 and 25 mg/kg twice a week via i.p. injection, while the untreated group receive the vehicle alone. Treatment with 25 mg/Kg SC66 significantly reduces tumor volume to 37% on day 17 when compared with tumors of the untreated group[1]. | [storage]
-20°C | [References]
[1] HAKRYUL JO. Deactivation of Akt by a small molecule inhibitor targeting pleckstrin homology domain and facilitating Akt ubiquitination.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2011, 108 16: 6486-6491. DOI: 10.1073/pnas.1019062108 |
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