CAS 579-13-5

oligomicina A

Descripción:

oligomicina A es un antibiótico macrólido que se conoce principalmente por su papel como inhibidor de la ATP sintasa, una enzima esencial en el proceso de fosforilación oxidativa en las mitocondrias. Se produce mediante la fermentación de ciertas especies de Streptomyces. oligomicina A exhibe una estructura compleja caracterizada por un gran anillo de lactona y múltiples grupos hidroxilo y metoxi, que contribuyen a su actividad biológica. Este compuesto es particularmente significativo en la investigación bioquímica, ya que se utiliza para estudiar la función mitocondrial y el metabolismo energético. Su mecanismo de acción implica la unión a la subunidad F0 de la ATP sintasa, bloqueando efectivamente la translocación de protones y previniendo la producción de ATP, lo que puede llevar a la muerte celular en ciertos contextos. oligomicina A también se destaca por sus posibles aplicaciones en la investigación del cáncer, ya que puede inducir apoptosis en células cancerosas al interrumpir su suministro de energía. Sin embargo, su uso se limita principalmente a entornos de laboratorio debido a sus potentes efectos y potencial toxicidad.

Fórmula: 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

Clave InChI: 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

Sinónimos:

• (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

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: 579-13-5

Fórmula: C₄₅H₇₄O₁₁

Pureza: 99%

Forma y color: Solid

Peso molecular: 791.0625

Ref: IN-DA00E9LR

Oligomycin A

CAS: 579-13-5

Oligomycin A

Pureza: ≥98%

Peso molecular: 791.06g/mol

Ref: 54-BUP09168

Oligomycin A

CAS: 579-13-5

Oligomycin A (MCH 32) is an inhibitor of ATP synthase, inhibits oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membrane

Fórmula: C₄₅H₇₄O₁₁

Pureza: 99.84% - 99.99%

Forma y color: Solid

Peso molecular: 791.06

Ref: TM-T6323

Oligomycin A fromStreptomyces diastatochromogenes

CAS: 579-13-5

Oligomycin A fromStreptomyces diastatochromogenes

Fórmula: C₄₅H₇₄O₁₁

Pureza: By hplc: 98.68% (Typical Value in Batch COA)

Forma y color: white powder

Peso molecular: 791.06g/mol

Ref: 54-BIO1003

Oligomycin A

CAS: 579-13-5

Fórmula: C₄₅H₇₄O₁₁

Pureza: (HPLC) ≥ 99.0%

Forma y color: White powder

Peso molecular: 791.07

Ref: 7W-GA0390

Oligomycin A

CAS: 579-13-5

Applications Oligomycin A is a macrolide antibiotic with fungicidal activity isolated from Streptomyces species.
References Nakakita, Y. et al.: J. Antibiotics., 33, 514 (1980);

Fórmula: C₄₅H₇₄O₁₁

Forma y color: Neat

Peso molecular: 791.06

Ref: TR-O532970

Oligomycin A, Streptomyces diastatochromogenes.

CAS: 579-13-5

M02220 - Oligomycin A, Streptomyces diastatochromogenes.

Fórmula: C₄₅H₇₄O₁₁

Pureza: 99%

Forma y color: Solid, White crystalline powder

Peso molecular: 791.076

Ref: 10-M02220

Oligomycin A

CAS: 579-13-5

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.

Fórmula: C₄₅H₇₄O₁₁

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 791.06 g/mol

Ref: 3D-AO65694