CAS 579-13-5

oligomicina A

Descrizione:

oligomicina A è un antibiotico macrolide noto principalmente per il suo ruolo come inibitore dell'ATP sintasi, un enzima essenziale nel processo di fosforilazione ossidativa nei mitocondri. Viene prodotto mediante fermentazione di alcune specie di Streptomyces. oligomicina A presenta una struttura complessa caratterizzata da un grande anello di lattone e da più gruppi idrossile e metossile, che contribuiscono alla sua attività biologica. Questo composto è particolarmente significativo nella ricerca biochimica, poiché viene utilizzato per studiare la funzione mitocondriale e il metabolismo energetico. Il suo meccanismo d'azione implica il legame con la subunità F0 dell'ATP sintasi, bloccando efficacemente la translocazione dei protoni e prevenendo la produzione di ATP, il che può portare alla morte cellulare in determinati contesti. oligomicina A è anche noto per le sue potenziali applicazioni nella ricerca sul cancro, poiché può indurre apoptosi nelle cellule tumorali interrompendo il loro approvvigionamento energetico. Tuttavia, il suo uso è principalmente limitato a contesti di laboratorio a causa dei suoi potenti effetti e della potenziale tossicità.

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

Sinonimi:

• (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

Formula: C₄₅H₇₄O₁₁

Purezza: 99%

Colore e forma: Solid

Peso molecolare: 791.0625

Ref: IN-DA00E9LR

Oligomycin A

CAS: 579-13-5

Oligomycin A

Purezza: ≥98%

Peso molecolare: 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

Formula: C₄₅H₇₄O₁₁

Purezza: 99.84% - 99.99%

Colore e forma: Solid

Peso molecolare: 791.06

Ref: TM-T6323

Oligomycin A fromStreptomyces diastatochromogenes

CAS: 579-13-5

Oligomycin A fromStreptomyces diastatochromogenes

Formula: C₄₅H₇₄O₁₁

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

Colore e forma: white powder

Peso molecolare: 791.06g/mol

Ref: 54-BIO1003

Oligomycin A

CAS: 579-13-5

Formula: C₄₅H₇₄O₁₁

Purezza: (HPLC) ≥ 99.0%

Colore e forma: White powder

Peso molecolare: 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);

Formula: C₄₅H₇₄O₁₁

Colore e forma: Neat

Peso molecolare: 791.06

Ref: TR-O532970

Oligomycin A, Streptomyces diastatochromogenes.

CAS: 579-13-5

M02220 - Oligomycin A, Streptomyces diastatochromogenes.

Formula: C₄₅H₇₄O₁₁

Purezza: 99%

Colore e forma: Solid, White crystalline powder

Peso molecolare: 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.

Formula: C₄₅H₇₄O₁₁

Purezza: Min. 95%

Colore e forma: Powder

Peso molecolare: 791.06 g/mol

Ref: 3D-AO65694