M2787
2-Oleoylglycerol
≥94% (TLC)
Synonym(s):
MG(0:0/18:1(9Z)/0:0), 2-Monoolein
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About This Item
Empirical Formula (Hill Notation):
C21H40O4
CAS Number:
Molecular Weight:
356.54
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
assay
≥94% (TLC)
form
liquid
functional group
ester
lipid type
neutral glycerides
shipped in
ambient
storage temp.
−20°C
SMILES string
[H]C(CO)(OC(CCCCCCC/C=C\CCCCCCCC)=O)CO
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-
InChI key
UPWGQKDVAURUGE-KTKRTIGZSA-N
Biochem/physiol Actions
2-Monoolein (2-Oleoylglycerol) is used as a GPR119 agonist than regulates GLP-1 release. 2-Monoolein may be used to differentiate and study the kinetics of monoacylglycerol lipase(s).
Packaging
Packaged under Argon.
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Katrine B Hansen et al.
The Journal of clinical endocrinology and metabolism, 96(9), E1409-E1417 (2011-07-23)
Dietary fat is thought to stimulate release of incretin hormones via activation of fatty acid receptors in the intestine. However, dietary fat (triacylglycerol) is digested to 2-monoacylglycerol and fatty acids. Activation of G protein-coupled receptor 119 (GPR119) stimulates glucagon-like peptide-1
Christopher J Fowler et al.
Biochemical pharmacology, 69(8), 1241-1245 (2005-03-30)
In the present study, the abilities of cyclooxygenated derivatives of 1-arachidonoylglycerol and related compounds to prevent the metabolism of [3H]2-oleoylglycerol and [3H]anandamide by cytosolic and membrane fractions, respectively, have been investigated. For each compound, nine concentrations (range 0.2-100 microM) were
Verena Hiebl et al.
Biological procedures online, 22, 7-7 (2020-04-21)
The human Caco-2 cell line is a common in vitro model of the intestinal epithelial barrier. As the intestine is a major interface in cholesterol turnover and represents a non-biliary pathway for cholesterol excretion, Caco-2 cells are also a valuable
Dong Cheng et al.
The Journal of biological chemistry, 283(44), 29802-29811 (2008-09-05)
Acyl coenzyme A:diacylglycerol acyltransferase 1 (DGAT1) is one of the four intestinal membrane bound acyltransferases implicated in dietary fat absorption. Recently, it was found that, in addition to acylating diacylglycerol (DAG), DGAT1 also possesses robust enzymatic activity for acylating monoacylglycerol
S Vandevoorde et al.
British journal of pharmacology, 150(2), 186-191 (2006-12-05)
Two compounds, URB602 and URB754, have been reported in the literature to be selective inhibitors of monoacylglycerol lipase, although a recent study has questioned their ability to prevent 2-arachidonoyl hydrolysis by brain homogenates and cerebellar membranes. In the present study
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