Anandamide (BioDeep_00000002570)
Secondary id: BioDeep_00001871795
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite
代谢物信息卡片
化学式: C22H37NO2 (347.2824)
中文名称: 花生四烯酸乙醇胺, 花生四烯酰乙醇胺
谱图信息:
最多检出来源 Homo sapiens(blood) 27.88%
分子结构信息
SMILES: C(NCCO)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
InChI: InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-
描述信息
Anandamide, also known as arachidonoylethanolamide (AEA), is a highly potent endogenous agonist of the cannabinoid CB1 and CB2 receptors. CB1 receptors are predominantly found in the central nervous system (CNS) where they mainly mediate the psychotropic effects of tetrahydrocannabinol (THC) and endocannabinoids, whereas the expression of the CB2 receptor is thought to be restricted to cells of the immune system. It was suggested that AEA might inhibit tumour cell proliferation or induce apoptosis independently of CB1 and CB2 receptors, via interaction with the type 1 vanilloid receptor (VR1). VR1 is an ion channel expressed almost exclusively by sensory neurons, activated by pH, noxious heat (> 48-degree centigrade), and plant toxins and is thought to play an important role in nociception. Cervical cancer cells are sensitive to AEA-induced apoptosis via VR1 that is aberrantly expressed in vitro and in vivo while CB1 and CB2 receptors play a protective role. (PMID: 15047233). Novel prostaglandins (prostaglandin glycerol esters and prostaglandin ethanolamides) are COX-2 oxidative metabolites of endogenous cannabinoids (such as anandamide). Recent evidence suggests that these new types of prostaglandins are likely novel signalling mediators involved in synaptic transmission and plasticity (PMID: 16957004).
Anandamide is a highly potent endogenous agonist of the cannabinoid CB1 and CB2 receptors. CB1 receptors are predominantly found in the central nervous system (CNS) where they mainly mediate the psychotropic effects of Tetrahydrocannabinol (THC) and endocannabinoids, whereas the expression of the CB2 receptor is thought to be restricted to cells of the immune system. It was suggested that AEA might inhibit tumor cell proliferation or induce apoptosis independently of CB1 and CB2 receptors, via interaction with the type 1 vanilloid receptor (VR1). VR1 is an ion channel expressed almost exclusively by sensory neurons, activated by pH, noxious heat (>48 degree centigrade) and plant toxins and is thought to play an important role in nociception. Cervical cancer cells are sensitive to AEA-induced apoptosis via VR1 that is aberrantly expressed in vitro and in vivo while CB1 and CB2 receptors play a protective role. (PMID 15047233)
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D063385 - Cannabinoid Receptor Modulators
D018377 - Neurotransmitter Agents > D063385 - Cannabinoid Receptor Modulators > D063386 - Cannabinoid Receptor Agonists
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D000077264 - Calcium-Regulating Hormones and Agents
CONFIDENCE standard compound; INTERNAL_ID 41
D049990 - Membrane Transport Modulators
同义名列表
35 个代谢物同义名
(5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide; (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide; N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide (all-Z); (all-Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide; N-(2-hydroxyethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide; N-(5Z,8Z,11Z,14Z-Eicosatetraenoyl) ethanolamine; N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine; N-(5Z,8Z,11Z,14Z-Icosatetraenoyl)-ethanolamide; Arachidonic acid N-(hydroxyethyl)amide; 5,8,11,14-Eicosatetraenoylethanolamide; N-(2-Hydroxyethyl)arachidonylamide; N-Arachidonoyl-2-hydroxyethylamide; Arachidonate N-(hydroxyethyl)amide; N-(2-Hydroxyethyl)anachidonamide; N-(2-Hydroxyethyl)arachidonamide; N-arachidonoyl ethanolamine; N-Arachidonoylethanolamine; N-Arachidonoylethanolamide; N-Arachidonylethanolamide; Arachidonoyl ethanolamide; N-Arachidonylethanolamine; arachidonoylethanolamide; Arachidonylethanolamide; Anandamide (20:4, n-6); Anandamide (20.4, N-6); Anandamide (20.4,N-6); Anandamide(20:4, n-6); Anandamide - d4; Arachidonoyl-EA; Anandamide; NAE 20:4; AEA; Anandamide; Anandamide; Anandamide
数据库引用编号
24 个数据库交叉引用编号
- ChEBI: CHEBI:2700
- KEGG: C11695
- PubChem: 5281969
- PubChem: 2185
- HMDB: HMDB0004080
- Metlin: METLIN3721
- ChEMBL: CHEMBL15848
- Wikipedia: Anandamide
- LipidMAPS: LMFA08040001
- MetaCyc: CPD-7598
- foodb: FDB023303
- chemspider: 4445241
- CAS: 924894-98-4
- CAS: 94421-68-8
- MoNA: RP004102
- MoNA: RP004103
- MoNA: RP004101
- PMhub: MS000003989
- PubChem: 13860
- PDB-CCD: E7Y
- 3DMET: B04313
- NIKKAJI: J535.861B
- RefMet: Arachidonoyl-EA
- KNApSAcK: 2700
分类词条
相关代谢途径
BioCyc(0)
PlantCyc(0)
代谢反应
55 个相关的代谢反应过程信息。
Reactome(48)
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
3-oxopristanoyl-CoA + CoA-SH ⟶ 4,8,12-trimethyltridecanoyl-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
prostaglandin H2 ⟶ prostaglandin E2
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
prostaglandin H2 ⟶ prostaglandin E2
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Metabolism of lipids:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
BioCyc(6)
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
- anandamide degradation:
H2O + anandamide ⟶ arachidonate + ethanolamine
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 个相关的物种来源信息
- 9606 - Homo sapiens:
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1038/NBT.2488
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
- Matthew P O'Donohue, Khalisa Amir Hamzah, David Nichols, Luke J Ney. Trauma film viewing and intrusive memories: Relationship between salivary alpha amylase, endocannabinoids, and cortisol.
Psychoneuroendocrinology.
2024 Jun; 164(?):107007. doi:
10.1016/j.psyneuen.2024.107007
. [PMID: 38503195] - Oscar David Lopez-Cortes, Francisco Trujillo-Sánchez, Erika Sierra-Ruelas, Erika Martinez-Lopez, Vincenzo Di Marzo, Barbara Vizmanos. Association between the FAAH C385A variant (rs324420) and obesity-related traits: a systematic review.
International journal of obesity (2005).
2024 Feb; 48(2):188-201. doi:
10.1038/s41366-023-01428-9
. [PMID: 38114812] - Katarzyna Stachowicz. Deciphering the mechanisms of reciprocal regulation or interdependence at the cannabinoid CB1 receptors and cyclooxygenase-2 level: Effects on mood, cognitive implications, and synaptic signaling.
Neuroscience and biobehavioral reviews.
2023 Oct; ?(?):105439. doi:
10.1016/j.neubiorev.2023.105439
. [PMID: 37898448] - Besma Boubertakh, Olivier Courtemanche, David Marsolais, Vincenzo Di Marzo, Cristoforo Silvestri. New role for the anandamide metabolite prostaglandin F2α ethanolamide: Rolling preadipocyte proliferation.
Journal of lipid research.
2023 Sep; ?(?):100444. doi:
10.1016/j.jlr.2023.100444
. [PMID: 37730163] - Jessica Schwerdtfeger, Helga Sauerwein, Elke Albrecht, Gemma Mazzuoli-Weber, Dirk von Soosten, Sven Dänicke, Björn Kuhla. The effect of N-arachidonoylethanolamide administration on energy and fat metabolism of early lactating dairy cows.
Scientific reports.
2023 09; 13(1):14665. doi:
10.1038/s41598-023-41938-0
. [PMID: 37673919] - Emmanuel Bäckryd, Andreas Themistocleous, Niclas Stensson, Andrew S C Rice, Solomon Tesfaye, David L Bennett, Björn Gerdle, Bijar Ghafouri. Serum levels of endocannabinoids and related lipids in painful vs painless diabetic neuropathy: results from the Pain in Neuropathy Study.
Pain.
2023 Aug; ?(?):. doi:
10.1097/j.pain.0000000000003015
. [PMID: 37578507] - Adrien Paquot, Juan Bestard-Escalas, Giulio G Muccioli. Set up and validation of a sensitive method to quantify prostaglandins, prostaglandin-glycerol esters and prostaglandin-ethanolamides, as well as their respective precursors.
Prostaglandins & other lipid mediators.
2023 Jun; ?(?):106763. doi:
10.1016/j.prostaglandins.2023.106763
. [PMID: 37391027] - Guanghui Tang, Ying-Jie Lim, Wei Wang, Zi Ye, Chong-Jing Zhang, Shao Q Yao. Orthogonal Strategies for Profiling Potential Cellular Targets of Anandamide and Cannabidiol.
Chemistry (Weinheim an der Bergstrasse, Germany).
2023 Jun; ?(?):e202300682. doi:
10.1002/chem.202300682
. [PMID: 37265377] - Mauro Maccarrone, Vincenzo Di Marzo, Juerg Gertsch, Uwe Grether, Allyn C Howlett, Tian Hua, Alexandros Makriyannis, Daniele Piomelli, Natsuo Ueda, Mario van der Stelt. Goods and bads of endocannabinoid system as a therapeutic target: Lessons learned after 30 years.
Pharmacological reviews.
2023 May; ?(?):. doi:
10.1124/pharmrev.122.000600
. [PMID: 37164640] - Anastasia Levichev, Serge Faumont, Rachel Z Berner, Zhifeng Purcell, Amanda M White, Kathy Chicas-Cruz, Shawn R Lockery. The conserved endocannabinoid anandamide modulates olfactory sensitivity to induce hedonic feeding in C. elegans.
Current biology : CB.
2023 Apr; ?(?):. doi:
10.1016/j.cub.2023.03.013
. [PMID: 37084730] - Goldie Wolfson, Ronit Vogt Sionov, Reem Smoum, Maya Korem, Itzhack Polacheck, Doron Steinberg. Anti-Bacterial and Anti-Biofilm Activities of Anandamide against the Cariogenic Streptococcus mutans.
International journal of molecular sciences.
2023 Mar; 24(7):. doi:
10.3390/ijms24076177
. [PMID: 37047147] - Nuha Anajirih, Saoirse E O'Sullivan, Stephen Ph Alexander. Endocannabinoid hydrolases differentially distribute in platelets and red blood cells and are differentially released by thrombin.
Prostaglandins & other lipid mediators.
2023 Feb; 164(?):106692. doi:
10.1016/j.prostaglandins.2022.106692
. [PMID: 36372184] - Qian Yang, Shan Kong, Jiajia Yu, Yanhua Xu, Mei Tao, Shuo Ma, Chenxue Tang, Xianjuan Shen, Zhiyuan Tang, Shaoqing Ju. MicroRNA miR-1275 coordinately regulates AEA/LPA signals via targeting FAAH in lipid metabolism reprogramming of gastric cancer.
Cell death & disease.
2023 01; 14(1):62. doi:
10.1038/s41419-023-05584-8
. [PMID: 36702852] - Raphael Mechoulam. A Delightful Trip Along the Pathway of Cannabinoid and Endocannabinoid Chemistry and Pharmacology.
Annual review of pharmacology and toxicology.
2023 Jan; 63(?):1-13. doi:
10.1146/annurev-pharmtox-051921-083709
. [PMID: 35850522] - Alzbeta Svobodova, Vladimir Vrkoslav, Ingrida Smeringaiova, Katerina Jirsova. Distribution of an analgesic palmitoylethanolamide and other N-acylethanolamines in human placental membranes.
PloS one.
2023; 18(1):e0279863. doi:
10.1371/journal.pone.0279863
. [PMID: 36638082] - Elliot D Mock, Berend Gagestein, Mario van der Stelt. Anandamide and other N-acylethanolamines: A class of signaling lipids with therapeutic opportunities.
Progress in lipid research.
2023 01; 89(?):101194. doi:
10.1016/j.plipres.2022.101194
. [PMID: 36150527] - Faizy Ahmed, Alexa Torrens, Stephen V Mahler, Francesca Ferlenghi, Marilyn A Huestis, Daniele Piomelli. A Sensitive Ultrahigh-Performance Liquid Chromatography/Tandem Mass Spectrometry Method for the Simultaneous Analysis of Phytocannabinoids and Endocannabinoids in Plasma and Brain.
Cannabis and cannabinoid research.
2022 Nov; ?(?):. doi:
10.1089/can.2022.0216
. [PMID: 36367975] - Wahid Zada, Jonathan W VanRyzin, Miguel Perez-Pouchoulen, Samantha L Baglot, Matthew N Hill, Ghulam Abbas, Sarah M Clark, Umer Rashid, Margaret M McCarthy, Abdul Mannan. Fatty acid amide hydrolase inhibition and N-arachidonoylethanolamine modulation by isoflavonoids: A novel target for upcoming antidepressants.
Pharmacology research & perspectives.
2022 10; 10(5):e00999. doi:
10.1002/prp2.999
. [PMID: 36029006] - Berend Gagestein, Anna F Stevens, Domenico Fazio, Bogdan I Florea, Tom van der Wel, Alexander T Bakker, Filomena Fezza, Hans den Dulk, Herman S Overkleeft, Mauro Maccarrone, Mario van der Stelt. Chemical Proteomics Reveals Off-Targets of the Anandamide Reuptake Inhibitor WOBE437.
ACS chemical biology.
2022 05; 17(5):1174-1183. doi:
10.1021/acschembio.2c00122
. [PMID: 35482948] - Sepideh Khaksar, Mona Salimi, Hadi Zeinoddini, Nima Naderi. The Role of the Possible Receptors and Intracellular Pathways in Protective Effect of Exogenous Anandamide in Kindling Model of Epilepsy.
Neurochemical research.
2022 May; 47(5):1226-1242. doi:
10.1007/s11064-021-03517-5
. [PMID: 35112235] - Patricia Rivera, Santiago Guerra-Cantera, Antonio Vargas, Francisca Díaz, Rocío García-Úbeda, Rubén Tovar, María Teresa Ramírez-López, Jesús Argente, Fernando Rodríguez de Fonseca, Juan Suárez, Julie A Chowen. Maternal hypercaloric diet affects factors involved in lipid metabolism and the endogenous cannabinoid systems in the hypothalamus of adult offspring: sex-specific response of astrocytes to palmitic acid and anandamide.
Nutritional neuroscience.
2022 May; 25(5):931-944. doi:
10.1080/1028415x.2020.1821519
. [PMID: 32954972] - Sherif S Abdel Mageed, Ramy M Ammar, Noha N Nassar, Helmy Moawad, Ahmed S Kamel. Role of PI3K/Akt axis in mitigating hippocampal ischemia-reperfusion injury via CB1 receptor stimulation by paracetamol and FAAH inhibitor in rat.
Neuropharmacology.
2022 04; 207(?):108935. doi:
10.1016/j.neuropharm.2021.108935
. [PMID: 34968475] - Stacey Herriage, Guangping Chen, Carey Pope. Concentration-dependent effects of chlorpyrifos oxon on peroxisome proliferator-activated receptor signaling in MCF-7 cells.
Toxicology in vitro : an international journal published in association with BIBRA.
2022 Feb; 78(?):105268. doi:
10.1016/j.tiv.2021.105268
. [PMID: 34756920] - Chanté Muller, Diane L Lynch, Dow P Hurst, Patricia H Reggio. TRPV1 Activation by Anandamide via a Unique Lipid Pathway.
Journal of chemical information and modeling.
2021 12; 61(12):5742-5746. doi:
10.1021/acs.jcim.1c00893
. [PMID: 34780173] - Ahmed Ramadan, Asmaa R Khalaf, Ahmed El Ray, Yasmin Saad. Serum anandamide level as a potential indicator for nonalcoholic fatty liver disease severity.
European journal of gastroenterology & hepatology.
2021 12; 33(1S Suppl 1):e363-e367. doi:
10.1097/meg.0000000000002092
. [PMID: 33731590] - Isabel van Ackern, Angela Kuhla, Björn Kuhla. A Role for Peripheral Anandamide and 2-Arachidonoylglycerol in Short-Term Food Intake and Orexigenic Hypothalamic Responses in a Species with Continuous Nutrient Delivery.
Nutrients.
2021 Oct; 13(10):. doi:
10.3390/nu13103587
. [PMID: 34684588] - Kunming Tao, Jiao Zhu, Kai Wei, Xiaoyan Meng, Mei Zhu, Yong Tao, Zhijie Lu, Weifeng Yu. Cannabinoid Receptor-2 Activation in Keratinocytes Contributes to Elevated Peripheral β-Endorphin Levels in Patients With Obstructive Jaundice.
Anesthesia and analgesia.
2021 07; 133(1):251-262. doi:
10.1213/ane.0000000000005405
. [PMID: 33560661] - M Gaisberger, J Fuchs, M Riedl, S Edtinger, R Reischl, G Grasmann, B Hölzl, F Landauer, H Dobias, F Eckstein, M Offenbächer, M Ritter, M Winklmayr. Endogenous anandamide and self-reported pain are significantly reduced after a 2-week multimodal treatment with and without radon therapy in patients with knee osteoarthritis: a pilot study.
International journal of biometeorology.
2021 Jul; 65(7):1151-1160. doi:
10.1007/s00484-021-02095-z
. [PMID: 33649972] - Karla Johanna Ruth Hoyer-Allo, Martin Richard Späth, Ruth Hanssen, Marc Johnsen, Susanne Brodesser, Kathrin Kaufmann, Katharina Kiefer, Felix Carlo Koehler, Heike Göbel, Torsten Kubacki, Franziska Grundmann, Bernhard Schermer, Jens Brüning, Thomas Benzing, Volker Burst, Roman-Ulrich Müller. Modulation of Endocannabinoids by Caloric Restriction Is Conserved in Mice but Is Not Required for Protection from Acute Kidney Injury.
International journal of molecular sciences.
2021 May; 22(11):. doi:
10.3390/ijms22115485
. [PMID: 34067475] - Carolin Redlich, Andrea Dlugos, Matthew Nicholas Hill, Sachin Patel, Dominika Korn, Verena Enneking, Katharina Foerster, Volker Arolt, Katharina Domschke, Udo Dannlowski, Ronny Redlich. The endocannabinoid system in humans: significant associations between anandamide, brain function during reward feedback and a personality measure of reward dependence.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2021 04; 46(5):1020-1027. doi:
10.1038/s41386-020-00870-x
. [PMID: 33007775] - Virna Margarita Martín Giménez, Feres José Mocayar Marón, Sebastián García, Luciana Mazzei, Manuel Guevara, Roberto Yunes, Walter Manucha. Central nervous system, peripheral and hemodynamic effects of nanoformulated anandamide in hypertension.
Advances in medical sciences.
2021 Mar; 66(1):72-80. doi:
10.1016/j.advms.2020.12.003
. [PMID: 33388673] - Jianzheng He, Alice Mei Xien Tan, Si Yun Ng, Menglong Rui, Fengwei Yu. Cannabinoids modulate food preference and consumption in Drosophila melanogaster.
Scientific reports.
2021 02; 11(1):4709. doi:
10.1038/s41598-021-84180-2
. [PMID: 33633260] - Simone Grasso, Marco Santonico, Giorgio Pennazza, Alessandro Zompanti, Alessandra Piccoli, Tiziana Bisogno, Mauro Maccarrone. BIONOTE as an Innovative Biosensor for Measuring Endocannabinoid Levels.
Sensors (Basel, Switzerland).
2021 Jan; 21(2):. doi:
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Muscle & nerve.
2021 01; 63(1):120-126. doi:
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The Journal of pharmacology and experimental therapeutics.
2021 01; 376(1):1-11. doi:
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Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society.
2021 01; 33(1):e13961. doi:
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International journal of molecular sciences.
2020 Nov; 21(22):. doi:
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Psychoneuroendocrinology.
2020 10; 120(?):104801. doi:
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Movement disorders : official journal of the Movement Disorder Society.
2020 10; 35(10):1822-1833. doi:
10.1002/mds.28186
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Scientific reports.
2020 09; 10(1):15975. doi:
10.1038/s41598-020-72861-3
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International journal of molecular sciences.
2020 Sep; 21(19):. doi:
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Essays in biochemistry.
2020 09; 64(3):485-499. doi:
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Psychological medicine.
2020 08; 50(11):1862-1871. doi:
10.1017/s0033291719001946
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Trials.
2020 Jul; 21(1):657. doi:
10.1186/s13063-020-04586-7
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Biomolecules.
2020 07; 10(7):. doi:
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Scientific reports.
2020 07; 10(1):11134. doi:
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The Journal of clinical endocrinology and metabolism.
2020 07; 105(7):. doi:
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Medicine and science in sports and exercise.
2020 07; 52(7):1617-1628. doi:
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Nutrients.
2020 May; 12(5):. doi:
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International journal of molecular sciences.
2020 May; 21(9):. doi:
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Basic research in cardiology.
2020 04; 115(3):34. doi:
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Phytotherapy research : PTR.
2020 Mar; 34(3):660-668. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2020 03; 154(?):102059. doi:
10.1016/j.plefa.2020.102059
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European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology.
2020 03; 32(?):77-87. doi:
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Human reproduction (Oxford, England).
2020 02; 35(2):265-274. doi:
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International journal of molecular sciences.
2020 Feb; 21(4):. doi:
10.3390/ijms21041295
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Prostaglandins, leukotrienes, and essential fatty acids.
2020 02; 153(?):102053. doi:
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Annual review of pharmacology and toxicology.
2020 01; 60(?):637-659. doi:
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Neuroendocrinology.
2020; 110(3-4):246-257. doi:
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Psychoneuroendocrinology.
2020 01; 111(?):104471. doi:
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American journal of nephrology.
2020; 51(2):86-95. doi:
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Analytica chimica acta.
2019 Dec; 1091(?):135-145. doi:
10.1016/j.aca.2019.09.002
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Biomolecules.
2019 12; 9(12):. doi:
10.3390/biom9120822
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European journal of obstetrics, gynecology, and reproductive biology.
2019 Dec; 243(?):1-6. doi:
10.1016/j.ejogrb.2019.09.029
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Accounts of chemical research.
2019 11; 52(11):3087-3096. doi:
10.1021/acs.accounts.9b00134
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Talanta.
2019 Nov; 204(?):386-394. doi:
10.1016/j.talanta.2019.06.004
. [PMID: 31357310] - Gautam Mahajan, Moo-Yeal Lee, Chandrasekhar Kothapalli. Biophysical and biomechanical properties of neural progenitor cells as indicators of developmental neurotoxicity.
Archives of toxicology.
2019 10; 93(10):2979-2992. doi:
10.1007/s00204-019-02549-9
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Psychoneuroendocrinology.
2019 10; 108(?):155-162. doi:
10.1016/j.psyneuen.2019.06.018
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ChemMedChem.
2019 09; 14(17):1590-1596. doi:
10.1002/cmdc.201900390
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Medicine and science in sports and exercise.
2019 09; 51(9):1909-1917. doi:
10.1249/mss.0000000000002006
. [PMID: 30973483] - Cristina Miralpeix, Anna Fosch, Josefina Casas, Miguel Baena, Laura Herrero, Dolors Serra, Rosalía Rodríguez-Rodríguez, Núria Casals. Hypothalamic endocannabinoids inversely correlate with the development of diet-induced obesity in male and female mice.
Journal of lipid research.
2019 07; 60(7):1260-1269. doi:
10.1194/jlr.m092742
. [PMID: 31138606] - Amit Kumar, Marika Premoli, Francesca Aria, Sara Anna Bonini, Giuseppina Maccarinelli, Alessandra Gianoncelli, Maurizio Memo, Andrea Mastinu. Cannabimimetic plants: are they new cannabinoidergic modulators?.
Planta.
2019 Jun; 249(6):1681-1694. doi:
10.1007/s00425-019-03138-x
. [PMID: 30877436] - Pablo Romero-Sanchiz, Raquel Nogueira-Arjona, Antoni Pastor, Pedro Araos, Antonia Serrano, Anna Boronat, Nuria Garcia-Marchena, Fermin Mayoral, Antonio Bordallo, Francisco Alen, Juan Suárez, Rafael de la Torre, Francisco J Pavón, Fernando Rodríguez de Fonseca. Plasma concentrations of oleoylethanolamide in a primary care sample of depressed patients are increased in those treated with selective serotonin reuptake inhibitor-type antidepressants.
Neuropharmacology.
2019 05; 149(?):212-220. doi:
10.1016/j.neuropharm.2019.02.026
. [PMID: 30822499] - Alexandra Schumann-Gillett, Megan L O'Mara. Lipid-Based Inhibitors Act Directly on GlyT2.
ACS chemical neuroscience.
2019 03; 10(3):1668-1678. doi:
10.1021/acschemneuro.8b00586
. [PMID: 30516373] - Arão Belitardo de Oliveira, Marco Tulio de Mello, Serio Tufik, Mario Fernando Prieto Peres. Weight loss and improved mood after aerobic exercise training are linked to lower plasma anandamide in healthy people.
Physiology & behavior.
2019 03; 201(?):191-197. doi:
10.1016/j.physbeh.2018.12.018
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Physiological genomics.
2019 03; 51(3):90-96. doi:
10.1152/physiolgenomics.00001.2019
. [PMID: 30707046] - John T Szilagyi, Gabriella M Composto-Wahler, Laurie B Joseph, Bingbing Wang, Todd Rosen, Jeffrey D Laskin, Lauren M Aleksunes. Anandamide down-regulates placental transporter expression through CB2 receptor-mediated inhibition of cAMP synthesis.
Pharmacological research.
2019 03; 141(?):331-342. doi:
10.1016/j.phrs.2019.01.002
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Acta pharmacologica Sinica.
2019 Mar; 40(3):309-323. doi:
10.1038/s41401-018-0075-x
. [PMID: 30050084] - Magdalena Grill, Christoph Högenauer, Andreas Blesl, Johannes Haybaeck, Nicole Golob-Schwarzl, Nerea Ferreirós, Dominique Thomas, Robert Gurke, Martin Trötzmüller, Harald C Köfeler, Birgit Gallé, Rudolf Schicho. Members of the endocannabinoid system are distinctly regulated in inflammatory bowel disease and colorectal cancer.
Scientific reports.
2019 02; 9(1):2358. doi:
10.1038/s41598-019-38865-4
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The world journal of biological psychiatry : the official journal of the World Federation of Societies of Biological Psychiatry.
2019 02; 20(2):117-125. doi:
10.1080/15622975.2018.1449966
. [PMID: 29521179] - Laura Kind, Petri Kursula. Structural properties and role of the endocannabinoid lipases ABHD6 and ABHD12 in lipid signalling and disease.
Amino acids.
2019 Feb; 51(2):151-174. doi:
10.1007/s00726-018-2682-8
. [PMID: 30564946] - Gabriela Aguilera-Portillo, Edgar Rangel-López, Juana Villeda-Hernández, Anahí Chavarría, Pilar Castellanos, Zubeyir Elmazoglu, Çimen Karasu, Isaac Túnez, Gibrán Pedraza, Mina Königsberg, Abel Santamaría. The Pharmacological Inhibition of Fatty Acid Amide Hydrolase Prevents Excitotoxic Damage in the Rat Striatum: Possible Involvement of CB1 Receptors Regulation.
Molecular neurobiology.
2019 Feb; 56(2):844-856. doi:
10.1007/s12035-018-1129-2
. [PMID: 29802570] - Caitlin A D Jagla, Caitlin E Scott, Yaliang Tang, Changjiang Qiao, Gabriel E Mateo-Semidey, Guillermo A Yudowski, Dai Lu, Debra A Kendall. Pyrimidinyl Biphenylureas Act as Allosteric Modulators to Activate Cannabinoid Receptor 1 and Initiate β-Arrestin-Dependent Responses.
Molecular pharmacology.
2019 01; 95(1):1-10. doi:
10.1124/mol.118.112854
. [PMID: 30322873] - Dipanjan Chanda, Dietbert Neumann, Jan F C Glatz. The endocannabinoid system: Overview of an emerging multi-faceted therapeutic target.
Prostaglandins, leukotrienes, and essential fatty acids.
2019 01; 140(?):51-56. doi:
10.1016/j.plefa.2018.11.016
. [PMID: 30553404] - Juan A Páez, Nuria E Campillo. Innovative Therapeutic Potential of Cannabinoid Receptors as Targets in Alzheimer's Disease and Less Well-Known Diseases.
Current medicinal chemistry.
2019; 26(18):3300-3340. doi:
10.2174/0929867325666180226095132
. [PMID: 29484980] - Anne Lise Ferrara, Fabiana Piscitelli, Angelica Petraroli, Roberta Parente, Maria Rosaria Galdiero, Gilda Varricchi, Giancarlo Marone, Massimo Triggiani, Vincenzo Di Marzo, Stefania Loffredo. Altered Metabolism of Phospholipases, Diacylglycerols, Endocannabinoids, and N-Acylethanolamines in Patients with Mastocytosis.
Journal of immunology research.
2019; 2019(?):5836476. doi:
10.1155/2019/5836476
. [PMID: 31355297] - Huan Huang, Avery L McIntosh, Gregory G Martin, Lawrence J Dangott, Ann B Kier, Friedhelm Schroeder. Structural and Functional Interaction of Δ9-Tetrahydrocannabinol with Liver Fatty Acid Binding Protein (FABP1).
Biochemistry.
2018 10; 57(41):6027-6042. doi:
10.1021/acs.biochem.8b00744
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American journal of physiology. Renal physiology.
2018 10; 315(4):F967-F976. doi:
10.1152/ajprenal.00090.2018
. [PMID: 29846106] - Sascha Heinitz, Alessio Basolo, Daniele Piomelli, Jonathan Krakoff, Paolo Piaggi. Endocannabinoid Anandamide Mediates the Effect of Skeletal Muscle Sphingomyelins on Human Energy Expenditure.
The Journal of clinical endocrinology and metabolism.
2018 10; 103(10):3757-3766. doi:
10.1210/jc.2018-00780
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Environmental pollution (Barking, Essex : 1987).
2018 Oct; 241(?):1-8. doi:
10.1016/j.envpol.2018.05.007
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American journal of physiology. Endocrinology and metabolism.
2018 10; 315(4):E489-E495. doi:
10.1152/ajpendo.00355.2017
. [PMID: 29438631] - Michał Biernacki, Barbara Malinowska, Magdalena Timoszuk, Martek Toczek, Anna Jastrząb, Patryk Remiszewski, Elżbieta Skrzydlewska. Hypertension and chronic inhibition of endocannabinoid degradation modify the endocannabinoid system and redox balance in rat heart and plasma.
Prostaglandins & other lipid mediators.
2018 09; 138(?):54-63. doi:
10.1016/j.prostaglandins.2018.09.001
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Stress (Amsterdam, Netherlands).
2018 07; 21(4):366-369. doi:
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Lipids.
2018 06; 53(6):561-580. doi:
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Journal of neuroscience research.
2018 06; 96(6):989-1001. doi:
10.1002/jnr.24120
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Biomolecules.
2018 05; 8(2):. doi:
10.3390/biom8020031
. [PMID: 29789479] - Avery L McIntosh, Gregory G Martin, Huan Huang, Danilo Landrock, Ann B Kier, Friedhelm Schroeder. Δ9-Tetrahydrocannabinol induces endocannabinoid accumulation in mouse hepatocytes: antagonism by Fabp1 gene ablation.
Journal of lipid research.
2018 04; 59(4):646-657. doi:
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. [PMID: 29414765] - Sumner H Burstein. N-Acyl Amino Acids (Elmiric Acids): Endogenous Signaling Molecules with Therapeutic Potential.
Molecular pharmacology.
2018 03; 93(3):228-238. doi:
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The Journal of clinical endocrinology and metabolism.
2018 03; 103(3):1077-1087. doi:
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