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SML0261

Sigma-Aldrich

SC66

≥98% (HPLC)

Synonym(s):

(2E,6E)-2,6-Bis(4-pyridinylmethylene)-cyclohexanone

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About This Item

Empirical Formula (Hill Notation):
C18H16N2O
CAS Number:
871361-88-5
Molecular Weight:
276.33
MDL number:
MFCD05025493
UNSPSC Code:
12352200
PubChem Substance ID:
329825269

Assay

≥98% (HPLC)

form

powder

color

faintly yellow to dark yellow

solubility

DMSO: ≥5 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

O=C1\C(CCC\C1=C/c2ccncc2)=C\c3ccncc3

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+

InChI key

CYVVJSKZRBZHAV-UNZYHPAISA-N

Biochem/physiol Actions

SC66 is an allosteric inhibitor of Akt that prevents binding of PIP3 to the PH domain. The compound prevents activation of Akt by PIP3, and also facilitates ubiquination and degradation of Akt. SC66 inhibition is maintained against a cancer relevant Akt mutation (E17K) that is resistant to the actions of PIP3K inhibitors. SC66 is active in vivo, and significantly inhibits the ability of HEK293T cells to form colonies in soft agar and tumor growth in nude mice.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rasfonin is a fungal secondary metabolite with demonstrated antitumor effects. However, the underlying mechanism of the regulatory role in autophagy initiated by rasfonin is largely unknown. Moreover, the function of Akt to positively mediate the induced autophagy remains elusive. In
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