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2-Oleoylglycerol
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2-Oleoylglycerol

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2-Oleoylglycerol
2-Oleoylglycerol.svg
Names
IUPAC name
2-O-[(9Z)-Octadec-9-enoyl]glycerol
Systematic IUPAC name
1,3-Dihydroxypropan-2-yl (9Z)-octadec-9-enoate
Other names
2-Monoolein
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=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- checkY
    Key: UPWGQKDVAURUGE-KTKRTIGZSA-N checkY
  • CCCCCCCCC=CCCCCCCCC(=O)OC(CO)CO
Properties
C21H40O4
Molar mass 356.547 g·mol−1
Density 0.958 g/cm3
Hazards
Flash point > 113.0 °C (235.4 °F; 386.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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

See also



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