O-Arachidonoyl Ethanolamine (BioDeep_00000018161)

   

human metabolite Endogenous


代谢物信息卡片


2-aminoethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

化学式: C22H37NO2 (347.2824)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(not specific) 3.95%

分子结构信息

SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)OCCN
InChI: InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3/b7-6-,10-9-,13-12-,16-15-

描述信息

Arachidonoyl ethanolamide (AEA) was the first endogenous cannabinoid to be isolated and characterized as an agonist acting on the same receptors (CB1 and CB2) as tetrahydrocannabinols (THC). Since that time, a number of related endocannabinoids have been isolated, most notably 2-arachidonoyl glycerol (2-AG).O-Arachidonoyl ethanolamine hydrochloride (O-AEA) is a recently isolated constituent of human and rat brain wherein the ethanolamine moiety is attached ?backwards?, as an ester instead of an amide, as in AEA.1,2,4 O-AEA has mixed agonist/antagonist activity at the CB1 receptor and does not appear to be the native endogenous cannabinoid agonist at this receptor. This is in keeping with other observations that 2-AG is the primary endogenous CB1 receptor ligand [HMDB]
Arachidonoyl ethanolamide (AEA) was the first endogenous cannabinoid to be isolated and characterized as an agonist acting on the same receptors (CB1 and CB2) as tetrahydrocannabinols (THC). Since that time, a number of related endocannabinoids have been isolated, most notably 2-arachidonoyl glycerol (2-AG).O-Arachidonoyl ethanolamine hydrochloride (O-AEA) is a recently isolated constituent of human and rat brain wherein the ethanolamine moiety is attached "backwards", as an ester instead of an amide, as in AEA.1,2,4 O-AEA has mixed agonist/antagonist activity at the CB1 receptor and does not appear to be the native endogenous cannabinoid agonist at this receptor. This is in keeping with other observations that 2-AG is the primary endogenous CB1 receptor ligand.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D063385 - Cannabinoid Receptor Modulators
D018377 - Neurotransmitter Agents

同义名列表

7 个代谢物同义名

2-aminoethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate; O-(2-AMINOETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENOATE; Arachidonic acid-(2-aminoethyl)-ester; O-Arachidonoyl Ethanolamine; O-Arachidonyl ethanol amine; Virodhamine; O-AEA



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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WikiPathways(0)

Plant Reactome(0)

INOH(0)

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1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Kevin M Crombie, Angelique G Brellenthin, Cecilia J Hillard, Kelli F Koltyn. Psychobiological Responses to Aerobic Exercise in Individuals With Posttraumatic Stress Disorder. Journal of traumatic stress. 2018 02; 31(1):134-145. doi: 10.1002/jts.22253. [PMID: 29388710]
  • S Annette Brantl, Anna L Khandoga, Wolfgang Siess. Mechanism of platelet activation induced by endocannabinoids in blood and plasma. Platelets. 2014; 25(3):151-61. doi: 10.3109/09537104.2013.803530. [PMID: 23789792]
  • Anthony H Taylor, Mark Finney, Patricia Mw Lam, Justin C Konje. Modulation of the endocannabinoid system in viable and non-viable first trimester pregnancies by pregnancy-related hormones. Reproductive biology and endocrinology : RB&E. 2011 Nov; 9(?):152. doi: 10.1186/1477-7827-9-152. [PMID: 22126420]
  • Vedrana Reichenbach, Josefa Ros, Wladimiro Jiménez. [Endogenous cannabinoids in liver disease: Many darts for a single target]. Gastroenterologia y hepatologia. 2010 Apr; 33(4):323-9. doi: 10.1016/j.gastrohep.2009.06.010. [PMID: 19758727]
  • Aurélien Thomas, Gérard Hopfgartner, Christian Giroud, Christian Staub. Quantitative and qualitative profiling of endocannabinoids in human plasma using a triple quadrupole linear ion trap mass spectrometer with liquid chromatography. Rapid communications in mass spectrometry : RCM. 2009 Mar; 23(5):629-38. doi: 10.1002/rcm.3918. [PMID: 19170046]
  • Grzegorz Godlewski, László Offertáler, Douglas Osei-Hyiaman, Fong Ming Mo, Judith Harvey-White, Jie Liu, Margaret I Davis, Li Zhang, Raj K Razdan, Garry Milman, Pal Pacher, Partha Mukhopadhyay, David M Lovinger, George Kunos. The endogenous brain constituent N-arachidonoyl L-serine is an activator of large conductance Ca2+-activated K+ channels. The Journal of pharmacology and experimental therapeutics. 2009 Jan; 328(1):351-61. doi: 10.1124/jpet.108.144717. [PMID: 18923087]
  • Patricia M W Lam, Timothy H Marczylo, Mona El-Talatini, Mark Finney, Vijaianitha Nallendran, Anthony H Taylor, Justin C Konje. Ultra performance liquid chromatography tandem mass spectrometry method for the measurement of anandamide in human plasma. Analytical biochemistry. 2008 Sep; 380(2):195-201. doi: 10.1016/j.ab.2008.05.033. [PMID: 18555789]
  • R G Pertwee. GPR55: a new member of the cannabinoid receptor clan?. British journal of pharmacology. 2007 Dec; 152(7):984-6. doi: 10.1038/sj.bjp.0707464. [PMID: 17876300]
  • S E O'Sullivan. Cannabinoids go nuclear: evidence for activation of peroxisome proliferator-activated receptors. British journal of pharmacology. 2007 Nov; 152(5):576-82. doi: 10.1038/sj.bjp.0707423. [PMID: 17704824]