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313649-08-0

313649-08-0 Structure

313649-08-0 Structure
IdentificationBack Directory
[Name]

UCF-101
[CAS]

313649-08-0
[Synonyms]

UCF-101
HIGH TEMPERATURE REQUIREMENT A2 INHIBITOR I
Omi/HtrA2 Protease Inhibitor, Ucf-101 - CAS 313649-08-0 - Calbiochem
5-[5-(2-NITROPHENYL)FURFURYLIDINE]-1,3-DIPHENYL-2-THIOBARBITURIC ACID
5-[[5-(2-nitrophenyl)furan-2-yl]methylidene]-1,3-diphenyl-2-sulfanylidene-1,3-diazinane-4,6-dione
Dihydro-5-[[5-(2-nitrophenyl)-2-furanyl]methylene]-1,3-diphenyl-2-thioxo-4,6(1H,5H)-pyrimidinedione
4,6(1H,5H)-Pyrimidinedione, dihydro-5-[[5-(2-nitrophenyl)-2-furanyl]methylene]-1,3-diphenyl-2-thioxo-
5-[[5-[2-(dihydroxyamino)phenyl]furan-2-yl]methylidene]-1,3-diphenyl-2-sulfanylidene-1,3-diazinane-4,6-dione
[Molecular Formula]

C27H17N3O5S
[MDL Number]

MFCD01000361
[MOL File]

313649-08-0.mol
[Molecular Weight]

495.51
Chemical PropertiesBack Directory
[Boiling point ]

651.8±65.0 °C(Predicted)
[density ]

1.50±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble5mg/mL, clear (warmed)
[form ]

powder
[pka]

-0.92±0.20(Predicted)
[color ]

light orange to dark orange
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 1 month.
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

UCF-101 (313649-08-0) is a potent, specific, competitive, and reversible inhibitor of the pro-apoptotic, mitochondrial serine protease Omi/HtrA2 (IC50?= 9.5 μM for His-Omi134-458). Shows very little activity against various other serine proteases tested (IC50?≥ 200 μM).1?Mitigates streptozotocin-induced cardiomyocyte dysfunction.2?Protects against cerebral oxidative injury and cognitive impairment in a rat model.3? Cell permeable.
[Uses]

UCF 101 is a specific inhibitor of Omi/HtrA2, a proapoptotic mitochondrial serine protease. UCF 101 has the neuroprotective effects on cerebral oxidative injury and cognitive impairment in septic rats.
[in vitro]

ucf 101 was identified in a hts of a combinatorial library using omi-(134-458) protease and fluorescein-casein as a generic substrate. ucf 101 exhibited specific activity against omi/htra2 and very little activity against other serine proteases. ucf 101 showed a natural fluorescence that was used to monitor its ability to enter mammalian cells. in addition, when tested in caspase-9 (-/-) null fibroblasts, ucf 101 was able to inhibit omi/htra2-induced cell death [1].
[in vivo]

in a previous study, rats were intraperitoneally administered ucf-101 at 1.5 micromol/kg 10 min prior to reperfusion. results showed that ucf-101 treatment could significantly decrease cerebral infarct size by about 16.27% and also improve neurological behavior. moreover, ucf-101 treatment was able to reduce tunel-positive cells in the cerebral cortex significantly. in addition, the upregulation in the expression of fasl and the cleavage products of active caspase-3 and caspase-8 induced by ischemia was attenuated in mice treated with ucf-101, while upregulation of flip levels was increased [2].
[IC 50]

9.5 μm
[References]

1) Cilenti?et al. (2003),?Characteristics of a novel and specific inhibitor for the pro-apoptotic protease Omi/HtrA2; J. Biol. Chem.,?278?11489 2) Li?et al.?(2009),?UCF-101 mitigates streptozotocin-induced cardiomyocyte dysfunction: role of AMPK; Am. J. Physiol. Endocrinol. Metab.,?297?E965 3) Hu?et al.?(2013),?Ucf-101 protects against cerebral oxidative injury and cognitive impairment in septic rat; Int. Immunopharmacol.,?16?108
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