(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol D-赤式-鞘氨醇

CAS 123-78-4 MFCD00036751

化学结构图

123-78-4
SMILES: CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO

化学属性

Mol. FormulaC18 H37 N O2
Mol. Weight299.49

别名和识别编码

Chemical Name(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol
CAS Number123-78-4
Synonym (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 4-Sphingenine trans-D-erythro-2-Amino-4-octadecene-1,3-diol (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 4-Sphingenine trans-D-erythro-2-Amino-4-octadecene-1,3-diol Sphingosine 2-Amino-4-octadecene-1,3-diol 4 Sphingenine 4-Sphingenine D-erythro-Sphingosine D-erythro-Sphingosine (synthetic) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00036751
PubChem Substance ID253660322
Beilstein Registry Number1727294
EC Number204-651-3
Chemical Name TranslationD-赤式-鞘氨醇
Reaxys-RN1727294
Merck Number8747
InChIInChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
Canonical SMILESCCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO
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分类

  • Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Lipids, Lipids in Cell Signaling, Metabolic Pathways, Metabolomics, P to Q, Protein kinase C, S, Sphing-4-enines (Sphingosines), Sphingoid Bases, Sphingolipid Metabolism, Sphingolipids
  • {SNA} Bioactive Small
  • {SNA} Bioactive Small Molecules,
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Cell Signaling and Neuroscience, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates,

产品应用

  • Selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-depende

相关文献及参考

  • [2]. Khan WA, et al. Protein kinase C and platelet inhibition by D-erythro-Sphingosine: comparison with N,N-dimethylsphingosine and commercial preparation. Biochem Biophys Res Commun. 1990 Oct 30;172(2):683-91.
  • [3]. Pham VT, et al. A concise synthesis of a promising protein kinase C inhibitor: D-erythro-Sphingosine. Arch Pharm Res. 2007 Jan;30(1):22-7.
  • [4]. Cheng P, et al. Protein phosphatase 2A (PP2A) activation promotes axonal growth and recovery in the CNS. J Neurol Sci. 2015 Dec 15;359(1-2):48-56.
  • Chen-Quay, S., et al.: J. Pharm. Sci., 98, 606 (2009),
  • Giussani, P., et al.: J. Biol. Chem., 284, 5088 (2009),
  • Kohama, et al., Molecular cloning and functional characterization of murine sphingosine kinase. J. Biol. Chem. 273 , 23722-23728, (1998) 摘要
  • Merck 14 ,8747
  • Sachs, et al., Effects of sphingosine stereoisomers on P-glycoprotein phosphorylation and vinblastine accumulation in multidrug-resistant MCF-7 cells. Biochem.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition -20°C -20℃ <0°C <;0 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C 储存温度 -20°C
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....

系列性分类


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