| | Identification | Back 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 Properties | Back 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 Information | Back 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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