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S5944 Sigma-Aldrich

S-15176 difumarate salt

≥98% (HPLC), solid

Synonym: N-[(3,5-Di-tert-butyl-4-hydroxy-1-thiophenyl)]-3-propyl-N′-(2,3,4-trimethoxybenzyl)piperazine difumarate salt

  • CAS Number 148913-55-7

  • Linear Formula C31H48N2O4S · 2 C4H4O4

  • Molecular Weight 776.93

  •  MDL number MFCD11046049

  •  PubChem Substance ID 329824557

  •  NACRES NA.77

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Properties

Related Categories Apoptosis Inhibitors, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
InChI Key   ANXPOPNCJIJXJW-LVEZLNDCSA-N
assay   ≥98% (HPLC)
form   solid
solubility   DMSO: soluble 16 mg/mL
  H2O: insoluble
storage temp.   2-8°C

Description

Application

The protonophoric activity of S-15176 difumarate salt was studied in mitochondria isolated from livers of Wistar rats.5

Biochem/physiol Actions

Antioxidant and anti-ischemic agent. Also inhibits mitochondrial permeability transition, prevents the early step in apoptosis by preventing collapse of the electrochemical gradient across the mitochondrial membrane. IC50 for in vitro lipid peroxidation is 0.3 μM. IC50 for carnitine palmitoyltransferase (CPT-1) in heart homogenate is 16.8 μM. The shift from fatty acid to glucose oxidation may contribute to anti-ischemic effect.

S-15176 suppresses the mitochondrial permeability transition in response to calcium ions and inorganic phosphate and inhibits the release of cytochrome c in response to silver ions. It exhibits weak protonophoric activity.5

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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