CAS 11050-94-5

oligomicina B

Descripción:

oligomicina B 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 B exhibe una estructura compleja caracterizada por un gran anillo de lactona y múltiples grupos hidroxilo, lo que contribuye a su actividad biológica. Este compuesto es particularmente notable por su capacidad para inhibir la translocación de protones a través de la membrana mitocondrial, bloqueando efectivamente la producción de ATP y llevando a un agotamiento de energía celular. Además de sus propiedades antibióticas, oligomicina B se ha utilizado en investigaciones para estudiar la función mitocondrial y el metabolismo energético. Es importante manejar este compuesto con cuidado, ya que puede tener efectos significativos en la respiración celular y el metabolismo. oligomicina B se utiliza típicamente en entornos de laboratorio, y sus aplicaciones se extienden a estudios farmacológicos e investigaciones sobre enfermedades mitocondriales.

Fórmula: C₄₅H₇₂O₁₂

InChI: InChI=1/C45H72O12/c1-12-33-17-15-13-14-16-25(3)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)24(2)18-21-37(48)55-41-28(6)34(20-19-33)56-45(32(41)10)36(47)22-26(4)35(57-45)23-27(5)46/h13-15,17-18,21,24-35,38,40-42,46,49,51-52,54H,12,16,19-20,22-23H2,1-11H3/b14-13-,17-15+,21-18+/t24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,38+,40+,41+,42-,44+,45+/m1/s1

Clave InChI: InChIKey=QPRQJOHKNJIMGN-WVUAJZTGSA-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=O

Sinónimos:

• (1R,2′S,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-5′,6′-dihydro-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]-3,3′,9,13(4′H)-tetrone
• (1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27R,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,3',9,13(4'H)-tetrone
• 22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,3',9,13(4'H)-tetrone
• Brn 5705502
• Oligomycin A, 28-oxo-
• Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,3′,9,13(4′H)-tetrone, 22-ethyl-5′,6′-dihydro-7,11,14,15-tetrahydroxy-6′-(2-hydroxypropyl)-5′,6,8,10,12,14,16,28,29-nonamethyl-, [1R-[1R*,4E,5′S*,6S*,6′S*(R*),7R*,8S*,10R*,11R*,12S*,14R*,15S*,16R*,18E,20E,22R*,25S*,27S*,28S*,29R*]]-
• Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,3′,9,13(4′H)-tetrone, 22-ethyl-5′,6′-dihydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethyl-, (1R,2′S,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
• Oligomycin B
• OligoMycin B froM StreptoMyces
• Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,3',9,13(4'H)-tetrone, 22-ethyl-5',6'-dihydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-, (1R,2'S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
• 28-Oxooligomycin A
• OLIGOMYCIN B, STREPTOMYCES DIASTATOCHROMOGENES
• Oligomycin B fromStreptomyces diastatochromogenes

Oligomycin B

CAS: 11050-94-5

Fórmula: C₄₅H₇₂O₁₂

Pureza: 78.65%

Forma y color: White. Solid

Peso molecular: 805.0

Ref: 8R-CL0099

Oligomycin B from Streptomyces diastatochromogenes

CAS: 11050-94-5

Oligomycin B from Streptomyces diastatochromogenes

Fórmula: C₄₅H₇₂O₁₂

Pureza: By hplc: 99.62% (Typical Value in Batch COA)

Forma y color: white powder

Peso molecular: 805.05g/mol

Ref: 54-BIO1004

Oligomycin B

CAS: 11050-94-5

Fórmula: C₄₅H₇₂O₁₂

Peso molecular: 805.1

Ref: 7W-GA9690

Oligomycin B

CAS: 11050-94-5

Oligomycin B is an antibiotic isolated from marine Streptomyces, is an eukaryotic ATP synthase inhibitor, induces apoptosis.

Fórmula: C₄₅H₇₂O₁₂

Pureza: 98%

Forma y color: Solid

Peso molecular: 805.05

Ref: TM-T12298

Oligomycin B

CAS: 11050-94-5

Oligomycin B is an antibiotic compound, which is derived from Streptomyces species. It is an inhibitor of the mitochondrial ATP synthase complex, specifically targeting the F₀ subunit of ATP synthase. This action obstructs the proton channel, preventing the flow of protons across the mitochondrial membrane. As a result, Oligomycin B effectively halts ATP synthesis by oxidative phosphorylation, which is crucial for the survival of aerobic organisms.

Fórmula: C₄₅H₇₂O₁₂

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 805.05 g/mol

Ref: 3D-AO65695