Anisomycin 茴香霉素

CAS 22862-76-6 MFCD00077650

化学结构图

22862-76-6
SMILES: CC(=O)O[C@@H]1[C@@H](O)CN[C@@H]1CC1C=CC(=CC=1)OC

化学属性

Mol. FormulaC14H19NO4
Mol. Weight265
Melting Point138-139

别名和识别编码

Chemical NameAnisomycin
Synonym (2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate Flagecidin (2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate Flagecidin 2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate 3,4-Pyrrolidinediol, 2-(p-methoxybenzyl)-, 3-acetate, (2S,3R,4R)- Anisomycin from Streptomyces griseolus Flagecidin
CAS Number22862-76-6
PubChem Substance ID253659649
EC Number245-269-7
Beilstein Registry Number20705
MDL NumberMFCD00077650
Chemical Name Translation茴香霉素
Wiswesser Line NotationT5MTJ B1R DO1& COV1 DQ
Reaxys-RN20705
Merck Number670
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分类

  • AN-AZ, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Chemical Structure Class, Interferes with Protein Synthesis, JNKs, c-Jun N-Terminal Kinase, Mitogen-Activated Protein Kinase (MAPK), Kinase/Phosphatase Biology, Mechanism of Action, Miscellaneous, Protein Kinase Activators, Serine/Threonine Kinase Activators, Serine/Threonine Kinase Biology
  • {SNA} AN-AZ, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics,

相关文献及参考

  • Alberts, B., et al., Basic genetic mechanisms in molecular biology of the cell. Cell 3rd ed., New York, NY , 240, (1994)
  • Polverino, A.J., Patterson, S.D., Selective activation of caspases during apoptotic induction in HL-60 cells. Effects of a tetrapeptide inhibitor. J. Biol. Chem. 272 , 7013, (1997) 摘要
  • Faris, M., et al., The c-Jun N-terminal kinase cascade plays a role in stress-induced apoptosis in Jurkat cells by up-regulating Fas ligand expression. J. Immunol. 160 , 134-144, (1998) 摘要
  • Zechner, D., et al., MKK6 activates myocardial cell NF-kappaB and inbibits apoptosis in a p38 mitogen-activated protein kinase-dependent manner. J. Biol. Chem. 273 , 8232-8239, (1998) 摘要
  • Liao, J., et al., Stress apoptosis and mitosis induce phosphorylation of human keratin 8 at Ser-73 in tissues and cultured cells. J. Biol. Chem. 272 , 17565, (1997) 摘要
  • Barros, L.F., et al., Evidence of two mechanisms for the activation of the glucose transporter GLUT1 by anisomycin: p38(MAP kinase) activation and protein synthesis inhibition in mammalian cells. J. Physiol. 504 , 517-525, (1997) 摘要
  • Barancik, M., et al., Okadaic acid and anisomycin are protective and stimulate the SAPK/JNK pathway. J. Cardiovasc. Pharmacol. 34 , 182-190, (1999) 摘要
  • Hoffman, M.E., et al., Inhibition of protein synthesis and amino acid transport by crystal violet in Trypanosoma cruz . J. Eukaryot. Microbiol. 42 , 293-297, (1995) 摘要
  • Zeier, Z., et al., Fragile X mental retardation protein replacement restores hippocampal synaptic function in a mouse model of fragile X syndrome. Gene Ther. 16 , 1122-9, (2009) 摘要
  • Lemaire, M., et al., UV-induced Downregulation Of The CDC25B Protein In Human Cells FEBS Lett. 584 , 1199-204, (2010) 摘要
  • Daubriac, J., et al.

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 T
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECSBZ9800000
Precautionary statements
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P301+P310
  • P301+P310+P330
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • 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
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kil

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 148 mg/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: 5,490,1955

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TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 600 mg/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: 5,490,1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 167 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   ANTCAO Antibiotics and Chemotherapy (Washington, DC).  (Washington, DC)
   V.1-12, 1951-62.  For publisher information, see CLMEA3.
   Volume(issue)/page/year: 5,490,1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 10 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: 5,77,1981

TYPE OF TEST

UN Number 3462
Packing GroupIII
Hazard Class6.1
Storage condition -20°C

系列性分类


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