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