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2-Oleoylglycerol
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changed 452062592 2-Oleoylglycerol v2.svg 2-O-[(9Z)-Octadec-9-enoyl]glycerol 1,3-Dihydroxypropan-2-yl (9Z)-octadec-9-enoate 2-Monoolein 5112 correct ?? 3443-84-3 5319879 correct FDA 9A2389K694 CCCCCCCCC=CCCCCCCCC(=O)OC(CO)CO correct chemspider 4478086 correct chemspider 1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9- correct chemspider UPWGQKDVAURUGE-KTKRTIGZSA-N
21 40 4 0.958 g/cm3
> 113.0
2-Oleoylglycerol (2OG) is a monoacylglycerol that is found in biologic tissues. Its synthesis is derived from diacylglycerol precursors. It is metabolized to oleic acid and glycerol primarily by the enzyme monoacylglycerol lipase (MAGL). Dinh T. P. Carpenter D. Leslie F. M. Freund T. F. Katona I. Sensi S. L. Kathuria S. Piomelli D. Brain monoglyceride lipase participating in endocannabinoid inactivation 10.1073/pnas.152334899 Proceedings of the National Academy of Sciences 99 16 10819–10824 125056 2002 12136125 2002PNAS...9910819D free In 2011, 2OG was found to be an endogenous ligand to GPR119. Hansen K. B. Rosenkilde M. M. Knop F. K. Wellner N. Diep T. A. Rehfeld J. F. Andersen U. B. Holst J. J. Hansen H. S. 10.1210/jc.2011-0647 2-Oleoyl Glycerol is a GPR119 Agonist and Signals GLP-1 Release in Humans Journal of Clinical Endocrinology & Metabolism 96 9 E1409–E1417 2011 21778222 free 2OG has been shown to increase glucagon-like peptide-1 (GLP-1) and gastric inhibitory polypeptide (GIP) levels following administration to the small intestine. 2OG has also been discovered to potentiate G protein and not β-arrestin signaling via allosteric binding of the 5-HT2A receptor.Cao Dongmei Yu Jing Wang Huan Luo Zhipu Liu Xinyu He Licong Qi Jianzhong Fan Luyu Tang Lingjie Chen Zhangcheng Li Jinsong Cheng Jianjun Wang Sheng 2022-01-28 Structure-based discovery of nonhallucinogenic psychedelic analogs https://www.science.org/doi/10.1126/science.abl8615 Science en 375 6579 403–411 10.1126/science.abl8615 0036-8075 subscription
See also
2-Arachidonoylglycerol
JZL184
References
Category:Fatty acid esters
Category:Lipids
Category:Endocannabinoids