| Identification | Back 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 Properties | Back 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. | [InChI]
InChI=1S/C27H17N3O5S/c31-25-22(17-20-15-16-24(35-20)21-13-7-8-14-23(21)30(33)34)26(32)29(19-11-5-2-6-12-19)27(36)28(25)18-9-3-1-4-10-18/h1-17H | [InChIKey]
NVNSXBXKNMWKEJ-UHFFFAOYSA-N | [SMILES]
C1(=S)N(C2=CC=CC=C2)C(=O)/C(=C\C2=CC=C(C3=CC=CC=C3[N+]([O-])=O)O2)/C(=O)N1C1=CC=CC=C1 |
| Hazard Information | Back 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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