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108477-18-5

108477-18-5 Structure

108477-18-5 Structure
IdentificationBack Directory
[Name]

4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
[CAS]

108477-18-5
[Synonyms]

NSC-144303
Ubiquitin Isopeptidase-IN-G5
Ubiquitin Isopeptidase Inhibitor I
Ubiquitin Isopeptidase Inhibitor I, G5
G5, Ubiquitin Isopeptidase Inhibitor I
Ubiquitin Isopeptidase Inhibitor I, G5 (NSC144303)
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
[Molecular Formula]

C19H14N2O7S
[MDL Number]

MFCD28138111
[MOL File]

108477-18-5.mol
[Molecular Weight]

414.39
Chemical PropertiesBack Directory
[Melting point ]

233.5-234.5 °C
[Boiling point ]

693.0±55.0 °C(Predicted)
[density ]

1.541±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C,unstable in solution, ready to use.
[solubility ]

≤15mg/ml in DMSO;1mg/ml in dimethyl formamide
[form ]

crystalline solid
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Description]

Ubiquitin isopeptidase inhibitor I induces caspase activation and apoptosis (IC50 = ~1.7 μM) through a Bcl-2-dependent and apoptosome-independent mitochondrial pathway that selectively inhibits ubiquitin isopeptidase activity (IC50 = ~30 μM). It has also been shown to induce necrosis in apoptosis-resistant DKO cells.
[Uses]

Ubiquitin Isopeptidase Inhibitor I, G5 is a cell-permeable cross-conjugated unsaturated dienone compound.
[in vitro]

ubiquitin isopeptidase inhibitor i targeted the ubiquitinproteasome system via inhibiting the ubiquitin isopeptidases. ubiquitin isopeptidase inhibitor i could induce a rather unique apoptotic pathway, including a bcl-2-dependent but apoptosome-independent mitochondrial pathway with upregulation of the bh3-only protein noxa, stabilization of the inhibitor of apoptosis antagonist smac, but also the involvement of the death receptor pathway. moreover, the treatment of ubiquitin isopeptidase inhibitor i to cell extracts obtained from e1a cells did not inhibit the proteolytic activity of the proteasome, whereas mg-132 potently inhibited the cleavage of the llvy-amc substrate. in addition, noxa induction by ubiquitin isopeptidase inhibitor i could be inhibited by the specific rnai oligos efficiently. when apoptosis was scored, it was found that down-regulation of noxa was able to inhibit but did not suppress apoptosis and caspase activation in response to ubiquitin isopeptidase inhibitor i treatment [1].
[IC 50]

~30 μm
[storage]

Store at -20°C,unstable in solution, ready to use.
[References]

[1] e. aleo, c. j. henderson, a. fontanini, et al. identification of new compounds that trigger apoptosome-independent caspase activation and apoptosis. cancer research 66(18), 9235-9244 (2006).
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