A mixture of oligomycins A, B, and C
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Oligomycin Complex

Item No. 11341

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
1404-19-9
Purity
≥95% (Mixture of A, B, C)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
225 nm
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.O=C([C@H](C)[C@@H](O)[C@H](C)/C=C/4)[C@@H](C)
InChi Code
InChI=1S/C45H72O12.C45H74O11.C45H74O10/c1-12-33-17-15-13-14-16-25(3)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)24(2)18-21-37(48)55-41-28(6)34(20-19-33)56-45(32(41)10)36(47)22-26(4)35(57-45)23-27(5)46;1-12-34-17-15-13-14-16-27(4)42(51)44(11
InChi Key
YQXULOWIGKNTBK-BKROBWKBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $43

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    5 mg

    $97

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    10 mg

    $151

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    Product Description

    Oligomycin complex is a mixture of oligomycins A (Item No. 11342), B (Item No. 11343), and C. Oligomycin A is a selective inhibitor of mitochondrial F1FO-ATP synthase that induces apoptosis in a variety of cell types (average GI50 = 270 nM).1,2,3 Oligomycin B is a nonselective inhibitor of ATP synthases. Oligomycin B (1-10 μM) can reduce the rate of ATP depletion in myocardial ischemia and decrease calcium-induced calcium release oscillation frequency of rat sensory neurons.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Salomon, A.R., Voehringer, D.W., Herzenberg, L.A., et al. Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase. Chem. Biol. 8, 71-80 (2001).

    2. Shin, Y.K., Yoo, B.C., Chang, H.J., et al. Down-regulation of mitochondrial F1F0-ATP synthase in human colon cancer cells with induced 5-fluorouracil resistance. Cancer Res. 65(8), 3162-3170 (2005).

    3. Laatsch, H., Kellner, M., Wolf, G., et al. Oligomycin F, a new immunosuppressive homologue of oligomycin A. J. Antibiot. (Tokyo) 46(9), 1334-1341 (1993).

    4. Grover, G.J., and Malm, J. Pharmacological profile of the selective mitochondrial F1F0 ATP hydrolase inhibitor BMS-199264 in myocardial ischemia. Cardiovasc.Ther. 26, 287-296 (2008).

    5. Jackson, J.G., and Thayer, S.A. Mitochondrial modulation of Ca2+-induced Ca2+-release in rat sensory neurons. J. Neurophysiol. 96, 1093-1104 (2006).