(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

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Titration - Analytical Reagents
  4. Indicators - Titration
  5. Metal Titration Indicators - Indicators
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. P to Q - Enzyme Inhibitors by Enzyme
  7. Protein kinase C - P to Q
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Lipids - Biochemicals and Reagents
  4. Sphingolipids - Lipids
  5. Sphingoid Bases - Sphingolipids
  6. Sphing-4-enines (Sphingosines) - Sphingoid Bases
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Lipids - Biochemicals and Reagents
  4. Sphingolipids - Lipids
  5. Sphingoid Bases - Sphingolipids
  6. Sphing-4-enines (Sphingosines) - Sphingoid Bases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Protein Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Lipids in Cell Signaling
  5. Sphingolipid Metabolism
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Lipids
  4. Lipids in Cell Signaling
  5. Sphingolipid Metabolism
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Lipids
  4. Sphingolipids
  5. Sphingoid bases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Proteins and Derivatives
  4. Proteins for Cell Biology
  5. Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Proteins for Cell Biology
  6. Immune System Proteins
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Protein kinase A
  1. Medical Research Areas
  2. Metabolism
  3. Phosphatase  (磷酸酶)
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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