Nigericin Sodium Salt 尼日利亚菌素

CAS 28380-24-7 MFCD01941536

化学结构图

28380-24-7
SMILES: CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)[C@H]([C@@H](C)C(=O)O[Na])O2)O[C@]2(O[C@](C)([C@H]3CC[C@@](C)([C@@H]4O[C@@H]([C@H]5O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@@H]4C)O3)C[C@H]2C)[C@@H]1C

化学属性

Mol. FormulaC40H68O11
Mol. Weight724.9
Appearance Solid powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical NameNigericin Sodium Salt
Synonym Antibiotic K 178 Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A Antibiotic X-464 Azalomycin M Helixin C Polyetherin A X-464
Beilstein Registry Number1696755
CAS Number28380-24-7
FormulaC40H68O11
IUPAC Namesodium (R)-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]decan-7-yl)methyl)-3-methyltetrahydro-2H-pyran-2-yl)propanoate
InChIKeyMOYOTUKECQMGHE-PDEFJWSRSA-M
InChIInChI=1S/C40H68O11.Na/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);/q;+1/p-1/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+;/m0./s1
Canonical SMILESC[C@H]([C@H]1[C@@H](C)CC[C@H](C[C@H](C[C@@H](OC)[C@H]2C)O[C@]32[C@H](C)C[C@@](C)([C@@H]4O[C@](C)([C@@H]5O[C@@H]([C@@H]6[C@@H](C)C[C@@H](C)[C@@](CO)(O)O6)C[C@@H]5C)CC4)O3)O1)C(O[Na])=O
Chemical Name Translation尼日利亚菌素
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产品应用

  • Nigericin is an antibiotic derived from Streptomyces hygroscopicus. Its isolation was described in the 1950s, and in 1968 the structure could be elucidated by X-ray crystallography. The structure and properties of nigericin are similar to the antibiotic monensin. Commercially it is obtained as a byproduct, or contaminant, at the fermentation of Geldanamycin. It is also called Polyetherin A, Azalomycin M, Helixin C, Antibiotic K178, Antibiotic X-464. Nigericin acts as an H+, K+, Pb2+ ionophore. Most commonly it is an antiporter of H+ and K+. In the past nigericin was used as an antibiotic active against gram positive bacteria. It inhibits the Golgi functions in Eukaryotic cells. Nigericin exhibits anticancer and anti-HIV activity.

安全信息

RTECSQT6825000
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 190 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- ,  Berdy, J., Boca
   Raton, FL, CRC Press, 1980-  Volume(issue)/page/year: 5,477,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2500 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ANTCAO Antibiotics and Chemotherapy (Washington, DC).  (Washington, DC)
   V.1-12, 1951-62.  For publisher information, see CLMEA3.
   Volume(issue)/page/year: 1,594,1951

Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

系列性分类


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