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Merck
CN

M7765

1-Oleoyl-rac-glycerol

≥99%

Synonym(s):

MG(18:1(9Z)/0:0/0:0)[rac], 1-(cis-9-Octadecenoyl)-rac-glycerol, rac-Glycerol 1-monooleate, DL-α-Monoolein, Glyceryl cis-9-octadecenoate, Monoolein

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOCH2CHOHCH2OH
CAS Number:
111-03-5
Molecular Weight:
356.54
Beilstein:
1728976
EC Number:
203-827-7
MDL number:
MFCD00042735
UNSPSC Code:
12352211
PubChem Substance ID:
24897178
NACRES:
NA.25

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biological source

synthetic (organic)

Quality Level

200

description

non-ionic

Assay

≥99%

form

powder

mp

35 °C

functional group

ester

lipid type

neutral glycerides

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(CCCCCCC/C=C\CCCCCCCC)OCC(O)CO

InChI

1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-

InChI key

RZRNAYUHWVFMIP-KTKRTIGZSA-N

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General description

1-Oleoyl-rac-glycerol is a monoglyceride, obtained from natural oils and fats. It contains two alcohol groups that are reactive. It is soluble in chloroform and hexane. It can be crystallized from hexane.

Application

1-Oleoyl-rac-glycerol has been used:
  • to mix with the sample by two-syringe method, to achieve lipidic cubic phase in crystallization technique
  • as a substrate for monoglyceride (MG) lipase assay
  • in the preparation of MG solution for the measurement of in vitro MG hydrolase activity

Biochem/physiol Actions

1-Oleoyl-rac-glycerol shows both inhibition and anti-inhibition action on the lipoprotein lipase mediated triglyceride hydrolysis.
Monoolein (1-Oleoyl-rac-glycerol) is used in the development of monoolein-based nanoparticulate liquid dispersions as possible vehicles for drug delivery.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

309.2 °F - closed cup

Flash Point(C)

154.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000489909
0000489909
0000474442
0000474441
0000474442

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Assays of lipolytic enzymes
Adipose Tissue Protocols, 97-119 (2001)
Thomas G Meikle et al.
Journal of colloid and interface science, 587, 90-100 (2020-12-29)
The growing global threat of antimicrobial resistance, combined with the slowed development of novel antibiotics, has resulted in a critical need for new antimicrobial therapies. Naturally occurring antimicrobial peptides (AMPs) can act as highly potent, broad-spectrum antibiotics which may be
Measurement of lipolysis
Methods in Enzymology, 538, 171-193 (2014)
Structure of the agonist-bound neurotensin receptor
White JF, et al.
Nature, 490(7421), 508-508 (2012)
Liron Bitan-Cherbakovsky et al.
The journal of physical chemistry. B, 115(42), 11984-11992 (2011-09-10)
The incorporation of dendrimer into three lyotropic liquid crystalline (LLCs) mesophases is demonstrated for the first time. A second generation (G2) of poly(propylene imine) dendrimer (PPI) was solubilized into lamellar, diamond reverse cubic, and reverse hexagonal LLCs composed of glycerol
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Product Information Sheet - M7765

Product Information Sheet

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