Overview

  • Product name

    Oligomycin, ATP synthase inhibitor
  • Description

    ATP synthase inhibitor
  • Biological description

    ATP synthase inhibitor. Blocks the proton channel (Fo subunit). Macrolide antibiotic.
  • Purity

    > 95%
  • CAS Number

    1404-19-9
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29
    R)- 22-Ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione (for Oligomycin A)
  • Molecular weight

    791.07
  • Molecular formula

    C45H74O11 (for Oligomycin A)
  • PubChem identifier

    5281899
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in ethanol to 10 mM and in DMSO to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CCC1CCC2C(C(C(C3(O2)CCC(C(O3)CC(C)O)C)C)OC(=O)C=CC(C(C(C(=O)C(C(C(C(=O)C(C(C(CC=CC=C1)C)O)(C)O)C)O)C)C)O)C)C
  • Source

    Synthetic

  • Research areas

Images

  • Oligomycin inhibits ATP-dependent adipogenesis in 3T3-L1 cells.

    Cells were induced to undergo adipocyte differentiation (A-D) for 5 days. Different concentrations of Oligomycin (ab141829) were then added (B, 1 µg/ml; C, 2 µg/ml and D, 10 µg/ml). After 10 days, the cells were stained with Oil Red O and visualized under light microscopy.

References

This product has been referenced in:

  • Palmer RA  et al. X-ray structures of two forms of the antibiotic oligomycin A: an inhibitor of ATP synthase. Future Med Chem 5:881-93 (2013). Read more (PubMed: 23682566) »
  • Lysenkova LN  et al. The first examples of chemical modification of oligomycin A. J Antibiot (Tokyo) 63:17-22 (2010). Read more (PubMed: 19911026) »
  • Hao W  et al. Oligomycin-induced bioenergetic adaptation in cancer cells with heterogeneous bioenergetic organization. J Biol Chem 285:12647-54 (2010). Read more (PubMed: 20110356) »
See 1 Publication for this product

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