ChemicalBook--->CAS DataBase List--->871361-88-5

871361-88-5

871361-88-5 Structure

871361-88-5 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
[Storage Class]

13 - Non Combustible Solids
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

SC 66(871361-88-5)1HNMR
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