Oligomycin

• Description :

  Oligomycin, an antifungal antibiotic, is an inhibitor of H+-ATP-synthase. Oligomycin blocks oxidative phosphorylation and the electron transport chain. Oligomycin inhibits HIF-1alpha expression in hypoxic tumor cells[1][2][3][4].

• UNSPSC :

  12352211

• Hazard Statement :

  H301, H302

• Target :

  Antibiotic; ATP Synthase; Fungal; Oxidative Phosphorylation

• Type :

  Natural Products

• Related Pathways :

  Anti-infection; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease

• Applications :

  COVID-19-immunoregulation

• Field of Research :

  Cancer; Infection

• Assay Protocol :

  https://www.medchemexpress.com/oligomycin.html

• Purity :

  99.0

• Solubility :

  DMSO : 20 mg/mL (ultrasonic; warming) |Ethanol : 30 mg/mL (ultrasonic; warming)

• Smiles :

  O=C1/C=C/[C@H](C)[C@@H](O)[C@H](C)C([C@H](C)[C@@H](O)[C@H](C)C([C@@](O)(C)[C@@H](O)[C@H](C)C/C=C/C=C/[C@H](CC)CC[C@]2([H])O[C@@]3(O[C@@H](C[C@H](O)C)[C@@H](C)CC3)[C@H]([C@@](O1)([H])[C@@H]2C)C)=O)=O.O=C4/C=C/[C@H](C)[C@@H](O)[C@H](C)C([C@H](C)[C@@H](O)[C@H](C)C([C@@H](C)[C@@H](O)[C@H](C)C/C=C/C=C/[C@@](CC)([H])CC[C@]5([H])O[C@@]6(O[C@](C[C@H](O)C)([H])[C@@H](C)CC6)[C@H]([C@@](O4)([H])[C@@H]5C)C)=O)=O

• Precautions :

  H301, H302

• References & Citations :

  [1]Zhou W, et al. Membrane plasticity facilitates recognition of the inhibitor oligomycin by the mitochondrial ATP synthase rotor. Biochim Biophys Acta Bioenerg. 2018;1859 (9) :789-796.|[2]SMITH RM, et al. Oligomycin, a new antifungal antibiotic. Antibiot Chemother (Northfield) . 1954;4 (9) :962-970.|[3]López de Figueroa P, et al. Autophagy activation and protection from mitochondrial dysfunction in human chondrocytes. Arthritis Rheumatol. 2015;67 (4) :966-976.|[4]Gong Y, et al. Oligomycin inhibits HIF-1alpha expression in hypoxic tumor cells. Am J Physiol Cell Physiol. 2005;288 (5) :C1023-C1029.|[5]Shchepina LA, et al. Oligomycin, inhibitor of the F0 part of H+-ATP-synthase, suppresses the TNF-induced apoptosis. Oncogene. 2002;21 (53) :8149-8157.

• Shipping Conditions :

  Room Temperature

• Storage Conditions :

  -20°C, 3 years; 4°C, 2 years (Powder)

• Scientific Category :

  Natural Products

• Clinical Information :

  No Development Reported

• CAS Number :

  [1404-19-9]