2-Oleoylglycerol

Names

[ Name ]:
2-Oleoylglycerol

[Synonym ]:
glycerine monooleate
2-o-Kresyloxy-glutarsaeure-diethylester
2-MONOOLEIN
1,3-dihydroxypropan-2-yl oleate
2-monooleoylglycerol
2-Oleoylglycerol
glycerin oleate

Biological Activity

[Description]:

2-Oleoylglycerol is a dietary naturally occurring lipid. 2-Oleoylglycerol is a GPR119 agonist, with an EC50 of 2.5 μM for human GPR119 in transiently transfected COS-7 cells. 2-Oleoylglycerol stimulates glucagon-like peptide-1 (GLP-1) secretion in vivo[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> GPR119

Research Areas >> Metabolic Disease

[Target]

IC50: 2.5 μM (hGPR119) (in COS-7 cells)[1]

[References]

[1]. Hansen KB, et, al. 2-Oleoyl glycerol is a GPR119 agonist and signals GLP-1 release in humans. J Clin Endocrinol Metab. 2011 Sep;96(9):E1409-17.

[2]. Ghafouri N, et, al. Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol. Br J Pharmacol. 2004 Nov;143(6):774-84.

Chemical & Physical Properties

[ Density]:
0.969 g/cm3

[ Boiling Point ]:
485.4ºC at 760mmHg

[ Molecular Formula ]:
C₂₁H₄₀O₄

[ Molecular Weight ]:
356.54000

[ Flash Point ]:
113ºC

[ Exact Mass ]:
356.29300

[ PSA ]:
66.76000

[ LogP ]:
4.92030

[ Index of Refraction ]:
1.478

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Sensing of triacylglycerol in the gut: different mechanisms for fatty acids and 2-monoacylglycerol.

J. Physiol. 593(8) , 2097-109, (2015)

Sensing of dietary triacylglycerol in the proximal small intestine results in physiological, hormonal and behavioural responses. However, the exact physiological pathways linking intestinal fat sensin...

TRPV4 inhibition counteracts edema and inflammation and improves pulmonary function and oxygen saturation in chemically induced acute lung injury.

Am. J. Physiol. Lung Cell. Mol. Physiol. 307(2) , L158-72, (2014)

The treatment of acute lung injury caused by exposure to reactive chemicals remains challenging because of the lack of mechanism-based therapeutic approaches. Recent studies have shown that transient ...

Identification of 2-[2-(4-tert-butylphenyl)ethyl]-N-(4-fluorophenyl)-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide (29) as an orally available MGAT2 inhibitor.

Bioorg. Med. Chem. 23 , 5922-31, (2015)

MGAT2 (monoacylglycerol acyltransferase 2) is expected to be an attractive target for the drug treatment of obesity, diabetes, and other disease. We describe our exploration and structure-activity rel...

Related Compounds

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