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Merck
CN

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
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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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-

SMILES string

[H]C(CO)(OC(CCCCCCC/C=C\CCCCCCCC)=O)CO

InChI key

UPWGQKDVAURUGE-KTKRTIGZSA-N

assay

≥94% (TLC)

form

liquid

functional group

ester

lipid type

neutral glycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

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

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
Unmesh Shah
Current opinion in drug discovery & development, 12(4), 519-532 (2009-06-30)
Type 2 diabetes (T2D) and associated obesity have reached epidemic proportions, and there is an increasing need for orally effective agents that regulate glucose homeostasis with a concurrent reduction in body weight. GPR119, a class-A (rhodopsin-like) G protein-coupled receptor, expressed

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