Polyetherin A; Azalomycin M; Helixin C; Antibiotic K 178

Base Information

• Chemical Name: Polyetherin A; Azalomycin M; Helixin C; Antibiotic K 178
• CAS No.: 28643-80-3
• Molecular Formula: C₄₀H₆₇O₁₁*Na
• Molecular Weight: 746.955
• Hs Code.: 29419090
• European Community (EC) Number: 686-881-8
• NSC Number: 292567
• DSSTox Substance ID: DTXSID70860416
• Wikipedia: Nigericin
• ChEMBL ID: CHEMBL2005417
• Mol file: 28643-80-3.mol

Synonyms:28380-24-7;NSC292567;NSC-292567;Neuro_000147;SCHEMBL8254774;CHEMBL2005417;DTXSID70860416;(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid;BCP13661;AKOS037645262;AS-59318;FT-0698167;A936205;Polyetherin A;Azalomycin M;Helixin C;Antibiotic K 178;2-{6-[(2-{5'-[6-Hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-2,3'-dimethyl[2,2'-bioxolan]-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl)methyl]-3-methyloxan-2-yl}propanoic acid

Chemical Property of Polyetherin A; Azalomycin M; Helixin C; Antibiotic K 178

Chemical Property:

• Vapor Pressure: 4.26E-28mmHg at 25°C
• Melting Point: approximate 255℃
• Boiling Point: 779.9°Cat760mmHg
• Flash Point: 226.9°C
• PSA: 145.20000
• Density: 1.19g/cm³
• LogP: 4.37090
• Storage Temp.: 2-8°C
• Solubility.: Soluble in chloroform, methanol or ethanol
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 9
• Exact Mass: 724.47616298
• Heavy Atom Count: 51
• Complexity: 1230

Purity/Quality:

99.5% ^*data from raw suppliers

Nigericin sodium salt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(OC1C(C)C(=O)O)CC2CC(C(C3(O2)C(CC(O3)(C)C4CCC(O4)(C)C5C(CC(O5)C6C(CC(C(O6)(CO)O)C)C)C)C)C)OC
• Description: Nigericin Na (28643-80-3) is a polyether ionophore which disrupts membrane potential and stimulates ATPase activity in mitochondria. Induces apoptosis resulting from intracellular acidification. Ion selectivity for nigericin Na is K+> Rb+> Cs+>>Na+. Cell permeable.
• Uses: Nigericin sodium is the atypical salt of nigericin. Since nigericin is an ionophore, its very high affinity for monovalent cations such as Na+ and K+ means that formation of a salt is a facile possess occurring during purification under any but highly acidic conditions. Typically, the salts of polyether ionophores like the free acid, are readily extracted into organic solvents. The sodium ion is stabilised within a polar pocket of the structure, effectively making the salt and free acid different chemical moieties with the potential for differing pharmacology, a fact not readily appreciated in the literature. Nigericin sodium is a salt of the atypical polyether antibiotic, nigericin. Since nigericin is an ionophore, its very high affinity for monovalent cations such as Na+ and K+ means that formation of a salt is a facile possess occurring during purification under any but highly acidic conditions. Typically, the salts of polyether ionophores like the free acid, are readily extracted into organic solvents. The sodium ion is stabilised within a polar pocket of the structure, effectively making the salt and free acid different chemical moieties with the potential for differing pharmacology, a fact not readily appreciated in the literature. Nigericin sodium salt is a polyether ionophore which catalyzes the electroneutral exchange of alkali metal (K+) for H+ (antiport). It disrupts membrane potential and stimulates ATPase activity in mitochondria. It transports monovalent cations across membranes with the following specificity: K+ >Rb+ >Cs+ >>Na. It kills bacteria by facilitating the diffusion of ions across membranes. It is widely used in studies of the consequences of changes in membrane potential in variable systems.

Technology Process of Polyetherin A; Azalomycin M; Helixin C; Antibiotic K 178

There total 1 articles about Polyetherin A; Azalomycin M; Helixin C; Antibiotic K 178 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C40H67O11(1-) → nigericin monosodium salt (28643-80-3)

Guidance literature:

With sodium cation; at 25 ℃; Thermodynamic data; ΔH^-, Γ^-, TΔS^-;

Reference yield:

nigericin monosodium salt (28643-80-3) → nigericin (28380-24-7)

Guidance literature:

With perchloric acid; In chloroform; for 1h;

Downstream raw materials:

nigericin

Refernces