A nonselective inhibitor of the mitochondrial F1FO ATP synthase
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Oligomycin B

Item No. 11343

Technical Information
Formal Name
(1S,2'R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,28R,29S)-22-ethyl-5',6'-dihydro-7,11,14,15-tetrahydroxy-6'-[(2S)-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]-3,3',9,13(4'H)-tetrone
CAS Number
11050-94-5
Molecular Formula
C45H72O12
Formula Weight
Purity
≥85%
Formulation
A crystalline solid
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@](O)(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(C(C[C@@H](C)[C@](C[C@@H](O)C)([H])O3)=O)O2)([H])OC1=O)=O
InChi Code
InChI=1S/C45H72O12/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/h13-15,17-18,21,24-35,38,40-42,46,49,51-52,54H,12,16,19-20,22-23H2,1-11H3/b14-13+,17-15+,21-18+/t24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,38+,40+,41+,42-,44+,45+/m1/s1
InChi Key
QPRQJOHKNJIMGN-UXAQBZNTSA-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 B is a nonselective inhibitor of the mitochondrial F1FO ATP synthase. 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.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

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