CAS 28380-24-7

Nigericina

Descrição:

Nigericina é um antibiótico polietéreo produzido pela fermentação de certas espécies de Streptomyces, particularmente Streptomyces hygroscopicus. É caracterizado por sua capacidade de transportar íons de potássio através de membranas biológicas, o que interrompe a homeostase iônica celular. Este ionóforo exibe uma estrutura única que inclui um anel macrocíclico, permitindo-lhe formar complexos com cátions, particularmente K+ e Na+. Nigericina é conhecido por suas propriedades antimicrobianas e tem sido estudado por suas potenciais aplicações em pesquisa e medicina, particularmente no contexto da biologia celular e farmacologia. Pode influenciar vários processos celulares, incluindo a função mitocondrial e a apoptose, ao alterar gradientes iônicos. Além disso, Nigericina tem sido utilizado em estudos envolvendo mecanismos de transporte iônico e vias de sinalização celular. No entanto, seu uso é frequentemente limitado devido à toxicidade potencial e à necessidade de manuseio cuidadoso em ambientes laboratoriais. No geral, Nigericina serve como uma ferramenta valiosa na pesquisa bioquímica, fornecendo insights sobre transporte iônico e dinâmica 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

Chave 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%

Cor e Forma: White Solid

Peso molecular: 724.96

Ref: TM-T16323

NIGERICIN SODIUM SALT

CAS: 28380-24-7

Fórmula: C₄₀H₆₈O₁₁

Pureza: 97%

Cor e Forma: Solid

Peso molecular: 724.9613

Ref: IN-DA00BCHJ

Nigericin

CAS: 28380-24-7

Fórmula: C₄₀H₆₈O₁₁

Cor e Forma: 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