Stearoylethanolamide (BioDeep_00001871822)
Main id: BioDeep_00000026952
PANOMIX_OTCML-2023
代谢物信息卡片
N-(2-hydroxyethyl)octadecanamide
化学式: C20H41NO2 (327.31371260000003)
中文名称: 硬脂酰乙醇酰胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCCCCCCCCCC(=O)NCCO
InChI: InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)
描述信息
Stearoylethanolamide is an endocannabinoid-like compound with pro-apoptotic activity.
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:85299
- PubChem: 27902
- ChEMBL: CHEMBL171447
- CAS: 8038-89-9
- CAS: 111-57-9
- medchemexpress: HY-113015
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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。
文献列表
- Niclas Stensson, Björn Gerdle, Malin Ernberg, Kaisa Mannerkorpi, Eva Kosek, Bijar Ghafouri. Increased Anandamide and Decreased Pain and Depression after Exercise in Fibromyalgia.
Medicine and science in sports and exercise.
2020 07; 52(7):1617-1628. doi:
10.1249/mss.0000000000002293. [PMID: 32168104] - Ludmila A Kasatkina, Akos Heinemann, Yehor A Hudz, Dominique Thomas, Eva M Sturm. Stearoylethanolamide interferes with retrograde endocannabinoid signalling and supports the blood-brain barrier integrity under acute systemic inflammation.
Biochemical pharmacology.
2020 04; 174(?):113783. doi:
10.1016/j.bcp.2019.113783. [PMID: 31881191] - Valerio Chiurchiù, Alessandro Leuti, Reem Smoum, Raphael Mechoulam, Mauro Maccarrone. Bioactive lipids ALIAmides differentially modulate inflammatory responses of distinct subsets of primary human T lymphocytes.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2018 10; 32(10):5716-5723. doi:
10.1096/fj.201800107r. [PMID: 29879374] - Dulce E Alarcón-Yaquetto, Lidia Caballero, Gustavo F Gonzales. Association Between Plasma N-Acylethanolamides and High Hemoglobin Concentration in Southern Peruvian Highlanders.
High altitude medicine & biology.
2017 12; 18(4):322-329. doi:
10.1089/ham.2016.0148. [PMID: 28665150] - Nuria Garcia-Marchena, Francisco J Pavon, Antoni Pastor, Pedro Araos, Maria Pedraz, Pablo Romero-Sanchiz, Montserrat Calado, Juan Suarez, Estela Castilla-Ortega, Laura Orio, Anna Boronat, Marta Torrens, Gabriel Rubio, Rafael de la Torre, Fernando Rodriguez de Fonseca, Antonia Serrano. Plasma concentrations of oleoylethanolamide and other acylethanolamides are altered in alcohol-dependent patients: effect of length of abstinence.
Addiction biology.
2017 Sep; 22(5):1366-1377. doi:
10.1111/adb.12408. [PMID: 27212249] - Niclas Stensson, Bijar Ghafouri, Björn Gerdle, Nazdar Ghafouri. Alterations of anti-inflammatory lipids in plasma from women with chronic widespread pain - a case control study.
Lipids in health and disease.
2017 Jun; 16(1):112. doi:
10.1186/s12944-017-0505-7. [PMID: 28606089] - Niclas Stensson, Bijar Ghafouri, Nazdar Ghafouri, Björn Gerdle. High levels of endogenous lipid mediators (N-acylethanolamines) in women with chronic widespread pain during acute tissue trauma.
Molecular pain.
2016; 12(?):. doi:
10.1177/1744806916662886. [PMID: 27531672] - Ilse C Schrieks, Dina Ripken, Annette Stafleu, Renger F Witkamp, Henk F J Hendriks. Effects of mood inductions by meal ambiance and moderate alcohol consumption on endocannabinoids and N-acylethanolamines in humans: a randomized crossover trial.
PloS one.
2015; 10(5):e0126421. doi:
10.1371/journal.pone.0126421. [PMID: 25962070] - Roberta Ottria, Alessandro Ravelli, Fausto Gigli, Pierangela Ciuffreda. Simultaneous ultra-high performance liquid chromathograpy-electrospray ionization-quadrupole-time of flight mass spectrometry quantification of endogenous anandamide and related N-acylethanolamides in bio-matrices.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 May; 958(?):83-9. doi:
10.1016/j.jchromb.2014.03.019. [PMID: 24705535] - Nazdar Ghafouri, Bijar Ghafouri, Britt Larsson, Niclas Stensson, Christopher J Fowler, Björn Gerdle. Palmitoylethanolamide and stearoylethanolamide levels in the interstitium of the trapezius muscle of women with chronic widespread pain and chronic neck-shoulder pain correlate with pain intensity and sensitivity.
Pain.
2013 Sep; 154(9):1649-1658. doi:
10.1016/j.pain.2013.05.002. [PMID: 23707281] - Nazdar Ghafouri, Bijar Ghafouri, Britt Larsson, Maria V Turkina, Linn Karlsson, Christopher J Fowler, Björn Gerdle. High levels of N-palmitoylethanolamide and N-stearoylethanolamide in microdialysate samples from myalgic trapezius muscle in women.
PloS one.
2011; 6(11):e27257. doi:
10.1371/journal.pone.0027257. [PMID: 22125609] - Harald S Hansen. Palmitoylethanolamide and other anandamide congeners. Proposed role in the diseased brain.
Experimental neurology.
2010 Jul; 224(1):48-55. doi:
10.1016/j.expneurol.2010.03.022. [PMID: 20353771] - Michel M Joosten, Michiel Gj Balvers, Kitty Cm Verhoeckx, Henk Fj Hendriks, Renger F Witkamp. Plasma anandamide and other N-acylethanolamines are correlated with their corresponding free fatty acid levels under both fasting and non-fasting conditions in women.
Nutrition & metabolism.
2010 Jun; 7(?):49. doi:
10.1186/1743-7075-7-49. [PMID: 20546561] - Giulio G Muccioli, Angela Sia, Paul J Muchowski, Nephi Stella. Genetic manipulation of palmitoylethanolamide production and inactivation in Saccharomyces cerevisiae.
PloS one.
2009 Jun; 4(6):e5942. doi:
10.1371/journal.pone.0005942. [PMID: 19529773] - M Dalle Carbonare, E Del Giudice, A Stecca, D Colavito, M Fabris, A D'Arrigo, D Bernardini, M Dam, A Leon. A saturated N-acylethanolamine other than N-palmitoyl ethanolamine with anti-inflammatory properties: a neglected story...
Journal of neuroendocrinology.
2008 May; 20 Suppl 1(?):26-34. doi:
10.1111/j.1365-2826.2008.01689.x. [PMID: 18426496] - Andreas Artmann, Gitte Petersen, Lars I Hellgren, Julie Boberg, Christian Skonberg, Christine Nellemann, Steen Honoré Hansen, Harald S Hansen. Influence of dietary fatty acids on endocannabinoid and N-acylethanolamine levels in rat brain, liver and small intestine.
Biochimica et biophysica acta.
2008 Apr; 1781(4):200-12. doi:
10.1016/j.bbalip.2008.01.006. [PMID: 18316044] - Liang Han, Jian-Rong Gao, Zheng-Ming Li, Yun Zhang, Wei-Ming Guo. Synthesis of new plant growth regulator: N-(fatty acid) O-aryloxyacetyl ethanolamine.
Bioorganic & medicinal chemistry letters.
2007 Jun; 17(11):3231-4. doi:
10.1016/j.bmcl.2007.03.013. [PMID: 17382542] - Hilary A Overton, Adam J Babbs, Sheila M Doel, Matthew C T Fyfe, Lisa S Gardner, Graeme Griffin, Helen C Jackson, Martin J Procter, Chrystelle M Rasamison, Mads Tang-Christensen, Peter S Widdowson, Geoffery M Williams, Christine Reynet. Deorphanization of a G protein-coupled receptor for oleoylethanolamide and its use in the discovery of small-molecule hypophagic agents.
Cell metabolism.
2006 Mar; 3(3):167-75. doi:
10.1016/j.cmet.2006.02.004. [PMID: 16517404] - Murat Oz, Alp Alptekin, Yulia Tchugunova, Meral Dinc. Effects of saturated long-chain N-acylethanolamines on voltage-dependent Ca2+ fluxes in rabbit T-tubule membranes.
Archives of biochemistry and biophysics.
2005 Feb; 434(2):344-51. doi:
10.1016/j.abb.2004.11.010. [PMID: 15639235] - Salvatore Terrazzino, Fiorenzo Berto, Maurizio Dalle Carbonare, Michele Fabris, Adriano Guiotto, Daniele Bernardini, Alberta Leon. Stearoylethanolamide exerts anorexic effects in mice via down-regulation of liver stearoyl-coenzyme A desaturase-1 mRNA expression.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2004 Oct; 18(13):1580-2. doi:
10.1096/fj.03-1080fje. [PMID: 15289450] - Olov Nilsson, Stig O P Jacobsson, Christopher J Fowler. Cannabinoid CB1 receptor activation does not prevent the toxicity of glutamate towards embryonic chick telencephalon primary cultures.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2003 Nov; 136(3):245-51. doi:
10.1016/s1532-0456(03)00228-x. [PMID: 14659458] - Mauro Maccarrone, Antonella Cartoni, Daniela Parolaro, Andrea Margonelli, Paola Massi, Monica Bari, Natalia Battista, Alessandro Finazzi-Agrò. Cannabimimetic activity, binding, and degradation of stearoylethanolamide within the mouse central nervous system.
Molecular and cellular neurosciences.
2002 Sep; 21(1):126-40. doi:
10.1006/mcne.2002.1164. [PMID: 12359156]