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TPP-IOA

CAT: 0804-HY-176775Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-176775Size:1 Each
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Description
TPP-IOA is a cytochrome c peroxidase inhibitor. TPP-IOA inhibits apoptosis by preventing cardiolipin oxidation and cytochrome c release to the cytosol. TPP-IOA disrupts oxidative phosphorylation in isolated mitochondria. TPP-IOA inhibits cell death in SH-SY5Y cells grown in glucose, but not galactose. TPP-IOA causes mitochondrial depolarization and network fragmentation. TPP-lOA mitigates radiation induced death in mice[1].
CAS Number
1423018-61-4
UNSPSC
12352005
Target
Apoptosis; Mitochondrial Metabolism; Oxidative Phosphorylation
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Smiles
CCCCCC[C@H](N1C=CN=C1)C/C=C\CCCCCCCC(OCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=O.[Br-]
Molecular Formula
C42H56BrN2O2P
Molecular Weight
731.78
References & Citations
[1]Maddalena LA, et al. The mitochondria-targeted imidazole substituted oleic acid 'TPP-IOA' affects mitochondrial bioenergetics and its protective efficacy in cells is influenced by cellular dependence on aerobic metabolism. Biochim Biophys Acta Bioenerg. 2017 Jan;1858 (1) :73-85. |[2]Atkinson J, et al. A mitochondria-targeted inhibitor of cytochrome c peroxidase mitigates radiation-induced death. Nat Commun. 2011 Oct 11;2:497.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

3-[(Z,12S)-12-imidazol-1-yloctadec-9-enoyl]oxypropyl-triphenylphosphanium bromide
CAS Number1423018-61-4
PubChem CID71616013
IUPAC Name3-[(Z,12S)-12-imidazol-1-yloctadec-9-enoyl]oxypropyl-triphenylphosphanium bromide
Molecular FormulaC42H56BrN2O2P
Molecular Weight731.8
Topological Polar Surface Area44.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count24
Heavy Atom Count48
Formal Charge0
Complexity785
SMILES
CCCCCC[C@@H](C/C=C\CCCCCCCC(=O)OCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)N4C=CN=C4.[Br-]
InChI
InChI=1S/C42H56N2O2P.BrH/c1-2-3-4-14-24-38(44-34-33-43-37-44)25-15-9-7-5-6-8-10-22-32-42(45)46-35-23-36-47(39-26-16-11-17-27-39,40-28-18-12-19-29-40)41-30-20-13-21-31-41;/h9,11-13,15-21,26-31,33-34,37-38H,2-8,10,14,22-25,32,35-36H2,1H3;1H/q+1;/p-1/b15-9-;/t38-;/m0./s1
InChIKey
BGJYGJPVXVTDRG-UQXNWJTQSA-M
Chemical Structure
2D Structure
2D structure of 3-[(Z,12S)-12-imidazol-1-yloctadec-9-enoyl]oxypropyl-triphenylphosphanium bromide
CAS: 1423018-61-4
CID: 71616013
Formula: C42H56BrN2O2P
MW: 731.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight731.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count24
Exact Mass730.32628
Monoisotopic Mass730.32628
Topological Polar Surface Area44.1 Ų
Heavy Atom Count48
Formal Charge0
Complexity785
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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