N-Arachidonylglycine (BioDeep_00001874109)
代谢物信息卡片
N-arachidonoylglycine
化学式: C22H35NO3 (361.26168000000007)
中文名称: N-花生四烯酸甘氨酸(NAGly)
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC(=O)O
InChI: InChI=1S/C22H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(24)23-20-22(25)26/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,23,24)(H,25,26)/b7-6-,10-9-,13-12-,16-15-
描述信息
Biologically active derivative of anandamide
同义名列表
2 个代谢物同义名
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:58961
- PubChem: 5283389
- ChEMBL: CHEMBL161343
- CAS: 179113-91-8
- MetaboLights: MTBLC58961
分类词条
相关代谢途径
Reactome(6)
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)
1 个相关的物种来源信息
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Andrés de la Rocha-Muñoz, Elena Melgarejo, Carmen Aragón, Beatriz López-Corcuera. Rescue of two trafficking-defective variants of the neuronal glycine transporter GlyT2 associated to hyperekplexia.
Neuropharmacology.
2021 05; 189(?):108543. doi:
10.1016/j.neuropharm.2021.108543. [PMID: 33794243] - Clara T Schoeder, Andhika B Mahardhika, Anna Drabczyńska, Katarzyna Kieć-Kononowicz, Christa E Müller. Discovery of Tricyclic Xanthines as Agonists of the Cannabinoid-Activated Orphan G-Protein-Coupled Receptor GPR18.
ACS medicinal chemistry letters.
2020 Oct; 11(10):2024-2031. doi:
10.1021/acsmedchemlett.0c00208. [PMID: 33062188] - Joon T Kim, Mark P Jedrychowski, Wei Wei, Daniel Fernandez, Curt R Fischer, Steven M Banik, Bruce M Spiegelman, Jonathan Z Long. A Plasma Protein Network Regulates PM20D1 and N-Acyl Amino Acid Bioactivity.
Cell chemical biology.
2020 09; 27(9):1130-1139.e4. doi:
10.1016/j.chembiol.2020.04.009. [PMID: 32402239] - Aykut Deveci, Jessy Hasna, Alexandre Bouron. Inhibition of store-operated calcium channels by N-arachidonoyl glycine (NAGly): no evidence for the involvement of lipid-sensing G protein coupled receptors.
Scientific reports.
2020 02; 10(1):2649. doi:
10.1038/s41598-020-59565-4. [PMID: 32060392] - 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] - Shannon N Mostyn, Tristan Rawling, Sarasa Mohammadi, Susan Shimmon, Zachary J Frangos, Subhodeep Sarker, Arsalan Yousuf, Irina Vetter, Renae M Ryan, Macdonald J Christie, Robert J Vandenberg. Development of an N-Acyl Amino Acid That Selectively Inhibits the Glycine Transporter 2 To Produce Analgesia in a Rat Model of Chronic Pain.
Journal of medicinal chemistry.
2019 03; 62(5):2466-2484. doi:
10.1021/acs.jmedchem.8b01775. [PMID: 30714733] - Sumner H Burstein. N-Acyl Amino Acids (Elmiric Acids): Endogenous Signaling Molecules with Therapeutic Potential.
Molecular pharmacology.
2018 03; 93(3):228-238. doi:
10.1124/mol.117.110841. [PMID: 29138268] - Shannon N Mostyn, Jane E Carland, Susan Shimmon, Renae M Ryan, Tristan Rawling, Robert J Vandenberg. Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2.
ACS chemical neuroscience.
2017 09; 8(9):1949-1959. doi:
10.1021/acschemneuro.7b00105. [PMID: 28574249] - Yousuf M Al Suleimani, Ahmed S Al Mahruqi. The endogenous lipid N-arachidonoyl glycine is hypotensive and nitric oxide-cGMP-dependent vasorelaxant.
European journal of pharmacology.
2017 Jan; 794(?):209-215. doi:
10.1016/j.ejphar.2016.11.040. [PMID: 27890711] - Emma Leishman, Ken Mackie, Serge Luquet, Heather B Bradshaw. Lipidomics profile of a NAPE-PLD KO mouse provides evidence of a broader role of this enzyme in lipid metabolism in the brain.
Biochimica et biophysica acta.
2016 Jun; 1861(6):491-500. doi:
10.1016/j.bbalip.2016.03.003. [PMID: 26956082] - Linda Console-Bram, Eugen Brailoiu, Gabriela Cristina Brailoiu, Haleli Sharir, Mary E Abood. Activation of GPR18 by cannabinoid compounds: a tale of biased agonism.
British journal of pharmacology.
2014 Aug; 171(16):3908-17. doi:
10.1111/bph.12746. [PMID: 24762058] - Jessica MacIntyre, Alex Dong, Alex Straiker, Jiequan Zhu, Susan E Howlett, Amina Bagher, Eileen Denovan-Wright, Dao-Yi Yu, Melanie E M Kelly. Cannabinoid and lipid-mediated vasorelaxation in retinal microvasculature.
European journal of pharmacology.
2014 Jul; 735(?):105-14. doi:
10.1016/j.ejphar.2014.03.055. [PMID: 24751709] - Magali Cazade, Cindy E Nuss, Isabelle Bidaud, John J Renger, Victor N Uebele, Philippe Lory, Jean Chemin. Cross-modulation and molecular interaction at the Cav3.3 protein between the endogenous lipids and the T-type calcium channel antagonist TTA-A2.
Molecular pharmacology.
2014 Feb; 85(2):218-25. doi:
10.1124/mol.113.089581. [PMID: 24214826] - Meggie D Caldwell, Sherry Shu-Jung Hu, Suresh Viswanathan, Heather Bradshaw, Melanie E M Kelly, Alex Straiker. A GPR18-based signalling system regulates IOP in murine eye.
British journal of pharmacology.
2013 Jun; 169(4):834-43. doi:
10.1111/bph.12136. [PMID: 23461720] - Yumiko Yamano, Kazuhito Tsuboi, Yuki Hozaki, Kiyohiro Takahashi, Xing-Hua Jin, Natsuo Ueda, Akimori Wada. Lipophilic amines as potent inhibitors of N-acylethanolamine-hydrolyzing acid amidase.
Bioorganic & medicinal chemistry.
2012 Jun; 20(11):3658-65. doi:
10.1016/j.bmc.2012.03.065. [PMID: 22542283] - Douglas McHugh, Jeremy Page, Emily Dunn, Heather B Bradshaw. Δ(9) -Tetrahydrocannabinol and N-arachidonyl glycine are full agonists at GPR18 receptors and induce migration in human endometrial HEC-1B cells.
British journal of pharmacology.
2012 Apr; 165(8):2414-24. doi:
10.1111/j.1476-5381.2011.01497.x. [PMID: 21595653] - Hyo-Jin Jeong, Robert J Vandenberg, Christopher W Vaughan. N-arachidonyl-glycine modulates synaptic transmission in superficial dorsal horn.
British journal of pharmacology.
2010 Oct; 161(4):925-35. doi:
10.1111/j.1476-5381.2010.00935.x. [PMID: 20860669] - Neelam Parmar, W-S Vanessa Ho. N-arachidonoyl glycine, an endogenous lipid that acts as a vasorelaxant via nitric oxide and large conductance calcium-activated potassium channels.
British journal of pharmacology.
2010 Jun; 160(3):594-603. doi:
10.1111/j.1476-5381.2009.00622.x. [PMID: 20136843] - Douglas McHugh, Sherry S J Hu, Neta Rimmerman, Ana Juknat, Zvi Vogel, J Michael Walker, Heather B Bradshaw. N-arachidonoyl glycine, an abundant endogenous lipid, potently drives directed cellular migration through GPR18, the putative abnormal cannabidiol receptor.
BMC neuroscience.
2010 Mar; 11(?):44. doi:
10.1186/1471-2202-11-44. [PMID: 20346144] - Amelia R Edington, Audra A McKinzie, Aaron J Reynolds, Michael Kassiou, Renae M Ryan, Robert J Vandenberg. Extracellular loops 2 and 4 of GLYT2 are required for N-arachidonylglycine inhibition of glycine transport.
The Journal of biological chemistry.
2009 Dec; 284(52):36424-36430. doi:
10.1074/jbc.m109.017509. [PMID: 19875446] - Jesica R Williams, Anna L Khandoga, Pankaj Goyal, James I Fells, Donna H Perygin, Wolfgang Siess, Abby L Parrill, Gabor Tigyi, Yuko Fujiwara. Unique ligand selectivity of the GPR92/LPA5 lysophosphatidate receptor indicates role in human platelet activation.
The Journal of biological chemistry.
2009 Jun; 284(25):17304-17319. doi:
10.1074/jbc.m109.003194. [PMID: 19366702] - Heather B Bradshaw, Neta Rimmerman, Sherry Shu-Jung Hu, Valery M Benton, Jordyn M Stuart, Kim Masuda, Benjamin F Cravatt, David K O'Dell, J Michael Walker. The endocannabinoid anandamide is a precursor for the signaling lipid N-arachidonoyl glycine by two distinct pathways.
BMC biochemistry.
2009 May; 10(?):14. doi:
10.1186/1471-2091-10-14. [PMID: 19460156] - Hong Yin, Alan Chu, Wei Li, Bin Wang, Fabiola Shelton, Francella Otero, Deborah G Nguyen, Jeremy S Caldwell, Yu Alice Chen. Lipid G protein-coupled receptor ligand identification using beta-arrestin PathHunter assay.
The Journal of biological chemistry.
2009 May; 284(18):12328-38. doi:
10.1074/jbc.m806516200. [PMID: 19286662] - Sumner H Burstein, Robert B Zurier. Cannabinoids, endocannabinoids, and related analogs in inflammation.
The AAPS journal.
2009 Mar; 11(1):109-19. doi:
10.1208/s12248-009-9084-5. [PMID: 19199042] - Heather B Bradshaw, Neta Rimmerman, Sherry S-J Hu, Sumner Burstein, J Michael Walker. Novel endogenous N-acyl glycines identification and characterization.
Vitamins and hormones.
2009; 81(?):191-205. doi:
10.1016/s0083-6729(09)81008-x. [PMID: 19647113] - Da Young Oh, Jung Min Yoon, Mi Jin Moon, Jong-Ik Hwang, Han Choe, Ju Yeon Lee, Jae Il Kim, Sunoh Kim, Hyewhon Rhim, David K O'Dell, J Michael Walker, Heung Sik Na, Min Goo Lee, Hyuk Bang Kwon, Kyungjin Kim, Jae Young Seong. Identification of farnesyl pyrophosphate and N-arachidonylglycine as endogenous ligands for GPR92.
The Journal of biological chemistry.
2008 Jul; 283(30):21054-64. doi:
10.1074/jbc.m708908200. [PMID: 18499677] - Amy L Wiles, Rhonda-Jo Pearlman, Mari Rosvall, Karin R Aubrey, Robert J Vandenberg. N-Arachidonyl-glycine inhibits the glycine transporter, GLYT2a.
Journal of neurochemistry.
2006 Nov; 99(3):781-6. doi:
10.1111/j.1471-4159.2006.04107.x. [PMID: 16899062] - Masashi Kohno, Hitoshi Hasegawa, Atsushi Inoue, Masatake Muraoka, Tatsuhiko Miyazaki, Keizo Oka, Masaki Yasukawa. Identification of N-arachidonylglycine as the endogenous ligand for orphan G-protein-coupled receptor GPR18.
Biochemical and biophysical research communications.
2006 Sep; 347(3):827-32. doi:
10.1016/j.bbrc.2006.06.175. [PMID: 16844083]