CAS 28380-24-7

Nigericina

Descrizione:

Nigericina è un antibiotico polietere prodotto dalla fermentazione di alcune specie di Streptomyces, in particolare Streptomyces hygroscopicus. È caratterizzato dalla sua capacità di trasportare ioni di potassio attraverso le membrane biologiche, il che interrompe l'omeostasi ionica cellulare. Questo ionoforo presenta una struttura unica che include un anello macrociclico, permettendogli di formare complessi con cationi, in particolare K+ e Na+. Nigericina è noto per le sue proprietà antimicrobiche ed è stato studiato per le sue potenziali applicazioni nella ricerca e nella medicina, in particolare nel contesto della biologia cellulare e della farmacologia. Può influenzare vari processi cellulari, inclusa la funzione mitocondriale e l'apoptosi, alterando i gradienti ionici. Inoltre, Nigericina è stato utilizzato in studi che coinvolgono meccanismi di trasporto ionico e vie di segnalazione cellulare. Tuttavia, il suo utilizzo è spesso limitato a causa della potenziale tossicità e della necessità di un'attenta manipolazione in ambienti di laboratorio. In generale, Nigericina serve come uno strumento prezioso nella ricerca biochimica, fornendo informazioni sul trasporto ionico e sulla dinamica cellulare.

Formula: 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

InChI key: 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

Sinonimi:

• (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.

Formula: C₄₀H₆₈O₁₁

Purezza: 98.50%

Colore e forma: White Solid

Peso molecolare: 724.96

Ref: TM-T16323

NIGERICIN SODIUM SALT

CAS: 28380-24-7

Formula: C₄₀H₆₈O₁₁

Purezza: 97%

Colore e forma: Solid

Peso molecolare: 724.9613

Ref: IN-DA00BCHJ

Nigericin

CAS: 28380-24-7

Formula: C₄₀H₆₈O₁₁

Colore e forma: White To Off-White Solid

Peso molecolare: 724.98

Ref: 4Z-N-351

Nigericin

CAS: 28380-24-7

Nigericin

Peso molecolare: 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.

Formula: C₄₀H₆₈O₁₁

Purezza: Min. 95%

Peso molecolare: 724.96 g/mol

Ref: 3D-DBA38024