CAS 579-13-5
:oligomycin A
Description:
Oligomycin A is a macrolide antibiotic that is primarily known for its role as an inhibitor of ATP synthase, an essential enzyme in the process of oxidative phosphorylation in mitochondria. It is produced by the fermentation of certain Streptomyces species. Oligomycin A exhibits a complex structure characterized by a large lactone ring and multiple hydroxyl and methoxy groups, contributing to its biological activity. This compound is particularly significant in biochemical research, as it is used to study mitochondrial function and energy metabolism. Its mechanism of action involves binding to the F0 subunit of ATP synthase, effectively blocking proton translocation and preventing ATP production, which can lead to cell death in certain contexts. Oligomycin A is also noted for its potential applications in cancer research, as it can induce apoptosis in cancer cells by disrupting their energy supply. However, its use is primarily confined to laboratory settings due to its potent effects and potential toxicity.
Formula:C45H74O11
InChI:InChI=1/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13-,17-15+,21-18+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m1/s1
InChI key:InChIKey=MNULEGDCPYONBU-AWJDAWNUSA-N
SMILES:C[C@@H]1[C@@]2(O[C@@]3([C@@H](C)[C@]1(OC(=O)/C=C/[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@](C)(O)[C@@H](O)[C@H](C)C\C=C\C=C\[C@H](CC)CC3)[H])[H])O[C@@H](C[C@@H](C)O)[C@@H](C)CC2
Synonyms:- (1R,2′R,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-3′,4′,5′,6′-tetrahydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,9,13-trione
- (1S,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione
- (1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione
- Brn 5702132
- Mch 32
- Rp-32705
- Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,9,13-trione, 22-ethyl-3′,4′,5′,6′-tetrahydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethyl-, (1R,2′R,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
- Spiro[2,26-dioxabicyclo[23.3.1]nonacosane-27,2′-[2H]pyran], oligomycin A deriv.
- Oligomycin A
- Oli
- AOligoMyci
- Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione, 22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-, (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
- mycin A
- Oligomycin A, >=98%
- CS-1898
- OLIGOMYCIN A USP/EP/BP
- (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonaMethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonaco
- (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione
- OLIGOMYCIN, STREPTOMYCES DIASTATOCHROMOGENES
- Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16
- OLIGOMYCIN A, STREPTOMYCES DIASTATOCHROMOGENES
- Oligomycin A, 99%, from Streptomyces diastatochromogenes
- Oligomycin A fromStreptomyces diastatochromogenes
- OLIGOMYCIN COMPLEX
- See more synonyms
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Found 8 products.
Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
CAS:Formula:C45H74O11Purity:99%Color and Shape:SolidMolecular weight:791.0625Oligomycin A
CAS:Oligomycin A (MCH 32) is an inhibitor of ATP synthase, inhibits oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membraneFormula:C45H74O11Purity:99.84% - 99.99%Color and Shape:SolidMolecular weight:791.06Oligomycin A fromStreptomyces diastatochromogenes
CAS:Oligomycin A fromStreptomyces diastatochromogenesFormula:C45H74O11Purity:By hplc: 98.68% (Typical Value in Batch COA)Color and Shape: white powderMolecular weight:791.06g/molOligomycin A
CAS:Formula:C45H74O11Purity:(HPLC) ≥ 99.0%Color and Shape:White powderMolecular weight:791.07Oligomycin A
CAS:Applications Oligomycin A is a macrolide antibiotic with fungicidal activity isolated from Streptomyces species.
References Nakakita, Y. et al.: J. Antibiotics., 33, 514 (1980);Formula:C45H74O11Color and Shape:NeatMolecular weight:791.06Oligomycin A, Streptomyces diastatochromogenes.
CAS:M02220 - Oligomycin A, Streptomyces diastatochromogenes.
Formula:C45H74O11Purity:99%Color and Shape:Solid, White crystalline powderMolecular weight:791.076Oligomycin A
CAS:Oligomycin A is a macrolide antibiotic, which is isolated from the Streptomyces species of bacteria. Its mode of action involves inhibiting ATP synthase by binding to the F_O subunit of the enzyme complex in the mitochondrial membrane. This binding effectively stops the flow of protons across the membrane, which is critical for ATP generation through oxidative phosphorylation.
Formula:C45H74O11Purity:Min. 95%Color and Shape:PowderMolecular weight:791.06 g/mol
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