Sodium (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 (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-羟基-6-(羟甲基)-3,5-二甲基四氢-2H-吡喃-2-基)-2,3'-二甲基八氢-[2,2'-联呋喃]-5-基)-9-甲氧基-2,4,10-三甲基-1,6-二氧杂螺[4.5]癸烷-7-基)甲基)-3-甲基四氢-2H-吡喃-2-基)丙酸钠盐

CAS 28643-80-3 MFCD00036825

化学结构图

28643-80-3
SMILES: [Na+].CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)C(O2)[C@@H](C)C([O-])=O)O[C@]2(O[C@@](C)(C[C@H]2C)C2CC[C@](C)(O2)C2O[C@H](C[C@@H]2C)[C@H]2O[C@@](O)(CO)[C@H](C)C[C@@H]2C)[C@@H]1C |&1:3,5,7,10,14,20,22,25,30,35,37,39,41,45,48,50|

化学属性

Mol. FormulaC40H68O11.Na
Mol. Weight748.07

别名和识别编码

Chemical 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
Synonym Sodium nigericin Antibiotic K178 Antibiotic X464 Azalomycin M Helexin C Polyetherin A Nigericin sodium salt
CAS Number28643-80-3
PubChem Substance ID24897813
Beilstein Registry Number3892398
MDL NumberMFCD00036825
Chemical Name Translation(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-羟基-6-(羟甲基)-3,5-二甲基四氢-2H-吡喃-2-基)-2,3'-二甲基八氢-[2,2'-联呋喃]-5-基)-9-甲氧基-2,4,10-三甲基-1,6-二氧杂螺[4.5]癸烷-7-基)甲基)-3-甲基四氢-2H-吡喃-2-基)丙酸钠盐
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分类

  • Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Chemical Structure Class, Interferes with Cell Membrane Permeability (Ionophores), Ion Channels, Ionophores, L - Z, Mechanism of Action, Monovalent Ion Channels, N, Polyethers, Spectrum of Activity, Voltage-gated Ion Channels
  • {SA} Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application,

相关文献及参考

  • 1. S. Cafferel-Mendez, et. al. Reprod. Nutr. Dev. 27 , 921, (1989)
  • 2. K. Suzuki, et. al. Anal. Chem. 60 , 1714, (1988)
  • Parfenova, H., et al., Phosphorylation-dependent stimulation of prostanoid synthesis by nigericin in cerebral endothelial cells. Am. J. Physiol. 277 , C728-C738, (1999) 摘要
  • Bevensee, M.O., et al., Effect of trace levels of nigericin on intracellular pH and acid-base transport in rat renal mesangial cells. J. Membr. Biol. 169 , 131-139, (1999) 摘要
  • Watanabe, N., et al., Activation of interleukin-1 β-converting enzyme by nigericin is independent of apoptosis. Cytokine 10 , 645-653, (1998) 摘要
  • Rey, B., et al., Up-regulation of avian uncoupling protein in cold-acclimated and hyperthyroid ducklings prevents reactive oxygen species production by skeletal muscle mitochondria. BMC Physiol. 10 , 5, (2010) 摘要
  • Raben, N., et al., Monitoring Autophagy In Lysosomal Storage Disorders. Meth. Enzymol. 453 , 417-49, (2009) 摘要
  • Erdogan, S., et al., Changes In The Activity Of Defense Mechanisms Against Induced Acidosis During Meiotic Maturation In Mouse Oocytes. Theriogenology 75 , 1057-66, (2011) 摘要
  • Parfenova, H., et. al. Am. J. Physiol. 277 , C728-C738, (1999) 摘要
  • Bevensee, M.O., et. al. J. Membr. Biol. 169 , 131-139, (1999) 摘要
  • Watanabe, N., et. al. Cytokine 10 , 645-653, (1998) 摘要
  • Merck 14 ,6541
  • Beil. 19 ,V,12,550

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 T
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H301 Toxic if swallowed 吞食有毒
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECSQT6840000
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P301+P310
  • P305+P351+P338
Signal word Danger
UN Number 3462
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
Risk Statements
  • R25 Toxic if swallowed 吞咽有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Packing GroupIII
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 48 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JANTAJ Journal of Antibiotics.  (Japan Antibiotics Research Assoc., 2-20-8
   Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan)  V.2-5, 1948-52;  V.21- 1968-
   Volume(issue)/page/year: 30,77-5,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 5 mg/kg
SEX/DURATION            : female 10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 27,81A,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 5 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 27,81A,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 5 mg/kg
SEX/DURATION            : female 7 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 27,81A,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : R

系列性分类


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