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TPP-IOA

CAT: 0931-T212163-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T212163-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1423018-61-4
Target
Apoptosis, OXPHOS, Mitochondrial Metabolism
Related Pathways
Metabolism, Apoptosis
Bioactivity
TPP-IOA is a cytochrome c peroxidase inhibitor. It prevents apoptosis by blocking cardiolipin oxidation and the release of cytochrome c into the cytosol. TPP-IOA interferes with oxidative phosphorylation in isolated mitochondria. It inhibits cell death of SH-SY5Y cells in glucose medium but is ineffective in galactose medium. Additionally, TPP-IOA induces mitochondrial depolarization and network fragmentation, and it reduces radiation-induced mortality in mice.
Smiles
[P+](CCCOC(CCCCCCC/C=C\C[C@H](CCCCCC)N1C=CN=C1)=O)(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
Molecular Formula
C42H56BrN2O2P
Molecular Weight
731.78
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

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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