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S-15176 difumarate salt

SIGMA/S5944 - ≥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
Empirical Formula (Hill Notation): C39H56N2O12S
Molecular Weight: 776.93
MDL Number: MFCD11046049
Linear Formula: C31H48N2O4S · 2 C4H4O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-S5944-2MG 2 mg
$0.00
1/EA
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assay ≥98% (HPLC)
form solid
InChI 1S/C31H48N2O4S.2C4H4O4/c1-30(2,3)24-19-23(20-25(27(24)34)31(4,5)6)38-18-10-13-32-14-16-33(17-15-32)21-22-11-12-26(35-7)29(37-9)28(22)36-8;2*5-3(6)1-2-4(7)8/h11-12,19-20,34H,10,13-18,21H2,1-9H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1+
InChI key ANXPOPNCJIJXJW-LVEZLNDCSA-N
Quality Level 100 
SMILES string OC(=O)C=CC(O)=O.OC(=O)C=CC(O)=O.COc1ccc(CN2CCN(CCCSc3cc(c(O)c(c3)C(C)(C)C)C(C)(C)C)CC2)c(OC)c1OC
solubility DMSO: soluble 16 mg/mL
  H2O: insoluble
storage temp. 2-8°C
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.
Biochem/physiol Actions: Antioxidant and anti-ischemic agent; inhibits mitochondrial permeability transition, prevents the early step in apoptosis by preventing collapse of the electrochemical gradient across the mitochondrial membrane.
Biochem/physiol Actions: 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
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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