Synonym: Dihydro-5-[[5-(2-nitrophenyl)-2-furanyl]methylene]-1,3-diphenyl-2-thioxo-4,6(1H,5H)-pyrimidinedione
CAS Number: 313649-08-0
Empirical Formula (Hill Notation): C27H17N3O5S
Molecular Weight: 495.51
MDL Number: MFCD01000361
Linear Formula: C27H17N3O5S
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
light orange to dark orange |
| form |
powder |
| 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 |
| InChI key |
NVNSXBXKNMWKEJ-UHFFFAOYSA-N |
| Quality Level |
100  |
| SMILES string |
S=C(N(C1=CC=CC=C1)C2=O)N(C3=CC=CC=C3)C(C2=CC4=CC=C(C5=CC=CC=C5[N+]([O-])=O)O4)=O |
| solubility |
DMSO: 5 mg/mL, clear (warmed) |
| storage temp. |
−20°C |
| Application: |
UCF-101 has been used to study its cytoprotective activity in a mouse model of spinal cord injury. |
| Biochem/physiol Actions: |
UCF-101 is a selective inhibitor of the pro-apoptotic mitochondrial serine protease Omi/HtrA2, involved in the cellular response to thermal and oxidative stress. Like SMAC/Diablo, Omi/HtrA2 is an inhibitor of IAPs (inhibitor of apoptosis proteins), inhibiting the apoptosis inhibitors, thus resulting in pro-apoptotic activity. In septic rat studies, UCF-101 was found to inhibit apoptosis and have neuroprotective effects on cerebral oxidative injury and cognitive impairment. In aging rats with induced myocardial ischemia/reperfusion (MI/R) injury, UCF-101 treatment decreased XIAP degradation and caspase-3 activity and exerted cardioprotective effects. |
| Features and Benefits: |
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Packaging: |
5, 25 mg in glass bottle |
| Hazard Codes |
T |
| Risk Statements |
25 |
| Safety Statements |
45 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
