Oligomycin B

Cayman Chemical Item Number 11343

(CAS 11050-94-5)

Oligomycin B (CAS 11050-94-5)

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Description

Oligomycins are macrolides created by Streptomyces species that can be toxic to other organisms. Different oligomycin isomers are highly specific for the disruption of mitochondrial metabolism. Oligomycin B is a nonselective inhibitor of 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

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).

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 805.1
Formulation A crystalline solid
Purity ≥95%
λmax 225 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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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
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​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,
InCHI Key
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QPRQJOHKNJIMGN-UXAQBZNTSA-N

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Size Price Quantity Subtotal
1 mg $38.00 $0.00
5 mg $152.00 $0.00
10 mg $266.00 $0.00
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Pricing updated 2014-04-24. Prices are subject to change without notice.

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Oligomycin Complex

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