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Oligomycin

Product Code. 15414389
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10 mg
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Product Code. 15414389 Supplier Thermo Scientific Alfa Aesar Supplier No. J61898.MA
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Description

Oligomycin, CAS # 1404-19-9, is a macrolide antibiotic that inhibits oxidative phosphorylation through blocking mitochondrial ATP synthase. | CAS: 1404-19-9 | C45H74O11 | 791.08 g/mol

Inhibits respiration in mitochondria. Also inhibits ATP synthase

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Oligomycin is a macrolide produced by Streptomyces diastatochromogenes that is toxic to other organisms
  • Oligomycin blocks oxidative phosphorylation through inhibition of ATP synthase. The compound binds to the proton channel of ATP synthase and blocks mitochondrial proton import, resulting in accumulation of cytoplasmic protons
  • Oligomycin also inhibits Na+/K+ exchange through Na+ occlusion within the Na/K-ATPase
  • Oligomycin is provided as a mixture of A, B, and C isomers

Application

  • Oligomycin inhibits respiration in mitochondria. It also inhibits ATP synthase
  • Oligomycin can induce apoptosis in cultured human hepatocarcinoma and other mammalian cells in laboratory settings
TRUSTED_SUSTAINABILITY

Specifications

Type Oligomycin
Physical Form Powder
CAS 1404-19-9
Color White
Quantity 10 mg
Molecular Formula C45H74O11
MDL Number MFCD00065705,MFCD01779388
Beilstein 7615308
Merck Index 14,6833
Solubility Information Sparingly soluble in water; Soluble in DMSO (20mg/ml) and ethanol (30mg/ml) /n
InChI Key MNULEGDCPYONBU-ZUSSGZTJNA-N
SMILES CCC1CCC2OC3(CCC(C)C(CC(C)O)O3)C(C)C(OC(=O)\C=C\C(C)C(O)C(C)C(=O)C(C)C(O)C(C)C(=O)C(C)(O)C(O)C(C)C\C=C\C=C/1)C2C
IUPAC Name (4E,18E,20Z)-22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione
Molecular Weight (g/mol) 791.08
PubChem CID 78358496
Formula Weight 791.07
Chemical Name or Material Oligomycin
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