CAS 28380-24-7

Nigericina

Descripción:

Nigericina es un antibiótico polietéreo producido por la fermentación de ciertas especies de Streptomyces, particularmente Streptomyces hygroscopicus. Se caracteriza por su capacidad para transportar iones de potasio a través de membranas biológicas, lo que interrumpe la homeostasis iónica celular. Este ionóforo exhibe una estructura única que incluye un anillo macrocíclico, lo que le permite formar complejos con cationes, particularmente K+ y Na+. Nigericina es conocido por sus propiedades antimicrobianas y se ha estudiado por sus posibles aplicaciones en investigación y medicina, particularmente en el contexto de la biología celular y la farmacología. Puede influir en varios procesos celulares, incluida la función mitocondrial y la apoptosis, al alterar los gradientes iónicos. Además, Nigericina se ha utilizado en estudios que involucran mecanismos de transporte iónico y vías de señalización celular. Sin embargo, su uso a menudo está limitado debido a la toxicidad potencial y la necesidad de un manejo cuidadoso en entornos de laboratorio. En general, Nigericina sirve como una herramienta valiosa en la investigación bioquímica, proporcionando información sobre el transporte iónico y la dinámica celular.

Fórmula: C₄₀H₆₈O₁₁

InChI: InChI=1S/C40H68O11/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34/h21-35,41,44H,11-20H2,1-10H3,(H,42,43)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1

Clave InChI: InChIKey=DANUORFCFTYTSZ-SJSJOXFOSA-N

SMILES: C[C@H]1[C@]2(O[C@@](C)(C1)[C@@]3(O[C@@](C)(CC3)[C@@]4(O[C@](C[C@@H]4C)([C@]5(O[C@](CO)(O)[C@H](C)C[C@@H]5C)[H])[H])[H])[H])O[C@H](C[C@@H]6O[C@@]([C@H](C(O)=O)C)([C@@H](C)CC6)[H])C[C@@H](OC)[C@H]2C

Sinónimos:

• (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methyltetrahydro-2H-pyran-2-yl]propanoic acid
• (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10S)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methyltetrahydro-2H-pyran-2-yl]propanoic acid
• 1,6-Dioxaspiro[4.5]decane, nigericin deriv.
• Antibiotic K 178
• Antibiotic M 2
• Antibiotic X 464
• Azalomycin M
• Helixin C
• Nigericin
• Nigericin Sodium From Streptomyces*Hygroscopicus
• Polyetherin A
• Stereoisomer of tetrahydro-6-[[9-methoxy-2,4,10-trimethyl-2-[octahydro-2,3′-dimethyl-5′-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2′-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]methyl]-α,3-dimethyl-2H-pyran-2-acetic acid
• X 464

Nigericin

CAS: 28380-24-7

Nigericin isantimicrobial, antimalarial, anticoronaviral and anticancer, promoting cellular potassium efflux, pyroptosis and apoptosis through Wnt/β-catenin.

Fórmula: C₄₀H₆₈O₁₁

Pureza: 98.50%

Forma y color: White Solid

Peso molecular: 724.96

Ref: TM-T16323

NIGERICIN SODIUM SALT

CAS: 28380-24-7

Fórmula: C₄₀H₆₈O₁₁

Pureza: 97%

Forma y color: Solid

Peso molecular: 724.9613

Ref: IN-DA00BCHJ

Nigericin

CAS: 28380-24-7

Fórmula: C₄₀H₆₈O₁₁

Forma y color: White To Off-White Solid

Peso molecular: 724.98

Ref: 4Z-N-351

Nigericin

CAS: 28380-24-7

Nigericin

Peso molecular: 724.97g/mol

Ref: 54-BITP3218

Nigericin

CAS: 28380-24-7

Nigericin is a drug that belongs to the class of pharmacological agents. It has been shown to be effective in the treatment of solid tumours. Nigericin is an amphiphilic molecule that can enter cells through passive diffusion and interacts with the mitochondrial membrane potential, leading to cell lysis. Nigericin also interacts with the cell-surface receptor toll-like receptor 4, which initiates signal pathways that lead to cell death. This drug is active against gram-positive bacteria but not against gram-negative bacteria such as Escherichia coli or Pseudomonas aeruginosa. Nigericin has shown high activity in killing cancer cells and is used for the treatment of patients with solid tumours at physiological levels, typically around 100 μM (1 mM). It has been found that nigericin may act synergistically with dimethyl fumarate, a drug used for treating multiple sclerosis, under acidic conditions.

Fórmula: C₄₀H₆₈O₁₁

Pureza: Min. 95%

Peso molecular: 724.96 g/mol

Ref: 3D-DBA38024