CAS 579-13-5

oligomicina A

Descrição:

oligomicina A é um antibiótico macrolídeo que é conhecido principalmente por seu papel como inibidor da ATP sintase, uma enzima essencial no processo de fosforilação oxidativa nas mitocôndrias. É produzido pela fermentação de certas espécies de Streptomyces. oligomicina A exibe uma estrutura complexa caracterizada por um grande anel de lactona e múltiplos grupos hidroxila e metóxi, contribuindo para sua atividade biológica. Este composto é particularmente significativo na pesquisa bioquímica, pois é utilizado para estudar a função mitocondrial e o metabolismo energético. Seu mecanismo de ação envolve a ligação à subunidade F0 da ATP sintase, bloqueando efetivamente a translocação de prótons e prevenindo a produção de ATP, o que pode levar à morte celular em certos contextos. oligomicina A também é notado por suas potenciais aplicações na pesquisa do câncer, pois pode induzir apoptose em células cancerosas ao interromper seu suprimento de energia. No entanto, seu uso é principalmente restrito a ambientes de laboratório devido aos seus efeitos potentes e potencial toxicidade.

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

Chave 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%

Cor e Forma: Solid

Peso molecular: 791.0625

Ref: IN-DA00E9LR

Oligomycin A

CAS: 579-13-5

Oligomycin A

Fórmula: C₄₅H₇₄O₁₁

Pureza: ≥98%

Cor e Forma: Solid

Peso molecular: 791.06

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%

Cor e Forma: White 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)

Cor e Forma: White Solid

Peso molecular: 791.06246

Ref: 54-BIO1003

Oligomycin A

CAS: 579-13-5

(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-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosa[4,18,20]triene-27,2'-pyran]-3,9,13-trione

Fórmula: C₄₅H₇₄O₁₁

Pureza: 99%

Peso molecular: 791.06

Ref: IN-DG305875

Oligomycin A

CAS: 579-13-5

Fórmula: C₄₅H₇₄O₁₁

Pureza: (HPLC) ≥ 99.0%

Cor e Forma: 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

Cor e Forma: 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%

Cor e Forma: 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%

Cor e Forma: Powder

Peso molecular: 791.06 g/mol

Ref: 3D-AO65694