11050-94-5
Chemical Structure
Oligomycin B
- CAS No.: 11050-94-5
- Formula:C45H72O12
- Molecular Weight:805.05
IUPAC Name: (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27S,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-pyran]-4,18,20-triene-3,3',9,13(4'H)-tetraone
InChIKey: QPRQJOHKNJIMGN-WVUAJZTGSA-N
SMILES: O=C([C@@H]([C@H]([C@@H](C([C@@](C)([C@H]([C@@H](C/C=C/C=C/[C@@]([H])(CC[C@]1([C@H]([C@@]([H])(O2)[C@@H]([C@]3(O1)C(C[C@@H]([C@@]([H])(O3)C[C@@H](C)O)C)=O)C)C)[H])CC)C)O)O)=O)C)O)C)[C@H]([C@@H]([C@H](/C=C/C2=O)C)O)C
Biological Activity: Oligomycin B is an antibiotic that acts as a non-selective inhibitor of ATP Synthase. Oligomycin B increases mitochondrial membrane potential. Oligomycin B induces apoptosis and necrosis. Oligomycin B impairs the motility of Plasmopara viticola zoospores and induces their lysis. Oligomycin B inhibits Magnaporthe oryzae (wheat blast fungus) and suppresses the development of wheat blast. Oligomycin B reduces hyphal growth and spore germination of Botrytis cinerea, and protects Arabidopsis thaliana against Botrytis cinerea infection. Oligomycin B exacerbates cytotoxic brain edema in rats with cerebral cortical contusion, increases intracranial pressure and brain water content, and aggravates mitochondrial damage in these rats. Oligomycin B is used in studies related to grape downy mildew, traumatic brain injury, wheat blast, and gray mold[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Oligomycin B | 97.67% | Oligomycin B is an antibiotic that acts as a non-selective inhibitor of ATP Synthase. Oligomycin B increases mitochondrial membrane potential. Oligomycin B induces apoptosis and necrosis. Oligomycin B impairs the motility of Plasmopara viticola zoospores and induces their lysis. Oligomycin B inhibits Magnaporthe oryzae (wheat blast fungus) and suppresses the development of wheat blast. Oligomycin B reduces hyphal growth and spore germination of Botrytis cinerea, and protects Arabidopsis thaliana against Botrytis cinerea infection. Oligomycin B exacerbates cytotoxic brain edema in rats with cerebral cortical contusion, increases intracranial pressure and brain water content, and aggravates mitochondrial damage in these rats. Oligomycin B is used in studies related to grape downy mildew, traumatic brain injury, wheat blast, and gray mold. | ||||||||||||||||||||
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References
- [1]. Moerman KL, et al. Evidence that the lichen-derived scabrosin esters target mitochondrial ATP synthase in P388D1 cells. Toxicol Appl Pharmacol. 2003;190(3):232-240. [Content Brief]
- [2]. Dame ZT, et al. Oligomycins and pamamycin homologs impair motility and induce lysis of zoospores of the grapevine downy mildew pathogen, Plasmopara viticola. FEMS Microbiol Lett. 2016 Aug;363(16):fnw167. [Content Brief]
- [3]. Vlodavsky E, et al. Post-traumatic cytotoxic edema is directly related to mitochondrial function. J Cereb Blood Flow Metab. 2017;37(1):166-177. [Content Brief]
- [4]. Chakraborty M, et al. Oligomycins inhibit Magnaporthe oryzae Triticum and suppress wheat blast disease. PLoS One. 2020;15(8):e0233665. Published 2020 Aug 17. [Content Brief]
- [5]. Louviot F, et al. Oligomycin-producing Streptomyces sp. newly isolated from Swiss soils efficiently protect Arabidopsis thaliana against Botrytis cinerea. mSphere. 2024 Jul 30;9(7):e0066723. [Content Brief]
