Arachidonylethanolamide 花生四烯酰乙醇胺

CAS 94421-68-8 MFCD00153766

化学结构图

94421-68-8
SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO

化学属性

Mol. FormulaC22H37NO2
Mol. Weight347.53
Density0.92 g/mL at 25 °C(lit.)

别名和识别编码

Chemical NameArachidonylethanolamide
Synonym 5,8,11,14-Eicosatetraenoylethanolamide Arachidonylethanolamide 花生四烯酸乙醇胺 AEA Anandamide (20:4, n-6) 大麻素 花生四烯酸 N-(羟乙基)酰胺 大麻素 Anandamide N-Arachidonoyl-2-hydroxyethylamide AEA 大麻素 花生四烯酸 N-(羟乙基)酰胺 Anandamide (20.4, n-6) 花生四烯酸 N-(羟乙基)酰胺 Arachidonoyl ethanolamide N-(2-Hydroxyethyl)anachidonamide N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide (all-Z)- AEA
MDL NumberMFCD00153766
PubChem Substance ID24890438
CAS Number94421-68-8
EC Number200-578-6
Chemical Name Translation花生四烯酰乙醇胺
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分类

  • {SNA} Cannabinoids, Core Bioreagents, Fatty Acids and conjugates, Fatty Acyls, Fatty acid amides, Lipids and Related Products, Neurobiology, Neuroscience, Pharmacologicals, Polyunsaturated, Research Essentials, Unsaturated Fatty Acids and Derivatives, 代谢组学, 代谢通路, 生化试剂, 细胞信号转导和神经科学, 细胞生物学, 脂类, 脂肪酸代谢
  • {SNA} AN-AZ, Bioactive Small Molecules, Biochemicals and Reagents, Cannabinoids,
  • {SA} AN-AZ, Bioactive Small Molecules, Biochemicals and Reagents, Cannabinoids, Cell Bi

相关文献及参考

  • Derocq, J.M., et al., The endogenous cannabinoid anandamide is a lipid messenger activating cell growth via a cannabinoid receptor-independent pathway in hematopoietic cell lines,. FEBS Lett. 425 , 419-425, (1998) 摘要
  • Wartmann, M., The MAP kinase signal transduction pathway is activated by the endogenous cannabinoid anandamide,. FEBS Lett. 359 , 133, (1995)
  • Szallasi, A., and Di Marzo, V., New perspectives on enigmatic vanilloid receptors. Trends Neurosci. 23 , 491-497, (2000) 摘要
  • Schwarz, H., Anadamide, an endogenous cannabinoid receptor agonist inhibits lymphocyte proliferation and induces apoptosis. J. Neuroimmunol. 55 , 107, (1994) 摘要
  • De Petrocellis, L., The endogenous cannabinoid anandamide inhibits human breast cancer cell proliferation. Proc. Natl. Acad. Sci. U. S. A. 95 , 8375, (1998)
  • Axelrod, J., Cannabinoid receptors and their endogenous agonist, anandamide. Neurochem. Res. 23 , 575, (1998)
  • Devane, W.A., et al., Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 , 1946, (1992) 摘要
  • Twitchell, W., Cannabinoids inhibit N- and P/Q-type calcium channels in cultured rat hippocampal neurons. J. Neurophysiol. 78 , 43, (1997) 摘要
  • Smart, D., et al., The endogenous lipid anandamide is a full agonist at the human vanilloid receptor (hVR1). Br. J. Pharmacol. 129 , 227-230, (2000)
  • Mackie, K., et al., Anandamide, an endogenous cannabinoid, inhibits calcium currents as a partial agonist in N18 neuroblastoma cells. Mol. Pharmacol. 44 , 498, (1993) 摘要
  • Merck 14 ,624

安全信息

RTECSJX3842500
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
GHS Symbol
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
Signal word Danger
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 100 mg/kg
SEX/DURATION            : female 14-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - behavioral
   Reproductive - Effects on Newborn - other postnatal measures or effects
REFERENCE :
   PSYCDE Psychoneuroendocrinology.  (Elsevier Science, 660 White Plains Road
   Tarrytown, NY 10591) V.1-    1975-  Volume(issue)/page/year: 21,157,1996

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 140 ug/kg
SEX/DURATION            : female 15-21 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - parturition
   Reproductive - Maternal Effects - other effects
   Reproductive - Effects on Newborn - stillbirth
REFERENCE :
   NLETDU Neuroendocrinology Letters.  (Brain Research Promotion, D-7400,
   Tubingen, Germany) V.1-    1979-  Volume(issue)/page/year: 17,271,1995

系列性分类


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