2-Oleoylglycerol

2-Oleoylglycerol
Names
IUPAC name
1,3-dihydroxypropan-2-yl (Z)-octadec-9-enoate
Other names
2-Monoolein
Identifiers
3443-84-3 YesY
3D model (Jmol) Interactive image
ChemSpider 4478086 YesY
5112
PubChem 5319879
UNII 9A2389K694 YesY
Properties
C21H40O4
Molar mass 356.55 g·mol−1
Density 0.958 g/cm3
Hazards
Flash point >113.0 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

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).[1] In 2011, 2OG was found to be an endogenous ligand to GPR119.[2] 2OG has been shown to increase glucagon-like peptide-1 (GLP-1) and gastric inhibitory polypeptide (GIP) levels following administration to the small intestine.[2]

See also

References

  1. Dinh, T. P.; Carpenter, D.; Leslie, F. M.; Freund, T. F.; Katona, I.; Sensi, S. L.; Kathuria, S.; Piomelli, D. (2002). "Brain monoglyceride lipase participating in endocannabinoid inactivation". Proceedings of the National Academy of Sciences. 99 (16): 10819–10824. doi:10.1073/pnas.152334899. PMC 125056Freely accessible. PMID 12136125.
  2. 1 2 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. (2011). "2-Oleoyl Glycerol is a GPR119 Agonist and Signals GLP-1 Release in Humans". Journal of Clinical Endocrinology & Metabolism. 96 (9): E1409–E1417. doi:10.1210/jc.2011-0647. PMID 21778222.


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