A mitochondrial F1FO ATP synthase inhibitor
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Oligomycin C

Item No. 19162

Technical Information
Formal Name
(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11S,12S,14S,15S,16R,18E,20E,22R,25S,28S,29R)-22-ethyl-3',4',5',6'-tetrahydro-7,11,15-trihydroxy-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
CAS Number
11052-72-5
Synonyms
  • 12-deoxy Oligomycin A
Molecular Formula
C45H74O10
Formula Weight
Purity
≥95%
Formulation
A lyophilisate
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C([C@@H](C)[C@H](O)[C@@H](C)/C=C/1)[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@@]2([H])[C@@H](C)[C@@]([C@H](C)[C@@]3(CC[C@H](C)[C@@](C[C@H](O)C)([H])O3)O2)([H])OC1=O)=O
InChi Code
InChI=1S/C45H74O10/c1-12-35-17-15-13-14-16-26(3)39(48)30(7)41(50)32(9)43(52)33(10)42(51)31(8)40(49)27(4)18-21-38(47)53-44-29(6)36(20-19-35)54-45(34(44)11)23-22-25(2)37(55-45)24-28(5)46/h13-15,17-18,21,25-37,39-40,43-44,46,48-49,52H,12,16,19-20,22-24H
InChi Key
CMMLZMMKTYEOKV-RDKHTNMBSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oligomycin C is a minor component of the oligomycin complex (Item No. 11341) that acts as an inhibitor of the mitochondrial F1FO-ATP synthase.1 Inhibition of the ATP synthase by oligomycins leads to cell death.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hong, S., and Pedersen, P.L. ATP synthase and the actions of inhibitors utilized to study its roles in human health, disease, and other scientific areas. Microbiol. Mol. Biol. Rev. 72(4), 590-641 (2008).

    2. Marton, A., Mihalik, R., Bratincsak, A., et alApoptotic cell death induced by inhibitors of energy conservation--Bcl-2 inhibits apoptosis downstream of a fall of ATP level. Eur. J. Biochem. 250(2), 467-475 (1997).