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Merck
CN

M7640

1-Linoleoyl-rac-glycerol

≥97%, liquid

Synonym(s):

MG(18:2(9Z,12Z)/0:0/0:0)[rac], 1-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol, 1-Monolinolein

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About This Item

Empirical Formula (Hill Notation):
C21H38O4
CAS Number:
Molecular Weight:
354.52
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
218-901-4
MDL number:
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InChI key

WECGLUPZRHILCT-HZJYTTRNSA-N

InChI

1S/C21H38O4/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/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-

SMILES string

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

biological source

synthetic (organic)

assay

≥97%

form

liquid

functional group

ester

lipid type

neutral glycerides

shipped in

dry ice

storage temp.

−20°C

Quality Level

Related Categories

Biochem/physiol Actions

Monolinolein (1-Linoleoyl-rac-glycerol) is used in the development of pH-responsive lyotropic liquid crystals for controlled drug delivery.

Packaging

Sealed ampule.

Disclaimer

Some decomposition may occur on storage or in solution.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Chenyu Guo et al.
Drug discovery today, 15(23-24), 1032-1040 (2010-10-12)
Lyotropic liquid crystal systems, such as reversed bicontinuous cubic and hexagonal mesophases, are attracting more and more attention because of their unique microstructures and physicochemical properties. Various bioactive molecules such as chemical drugs, peptides and proteins can be solubilized in
Matthieu Pouzot et al.
Langmuir : the ACS journal of surfaces and colloids, 23(19), 9618-9628 (2007-08-19)
In the present study we demonstrate that a bulk inverse micellar cubic phase of Fd3m structure can be obtained by adding a hydrophobic component, such as the food-grade limonene, to the binary system monolinolein/water in a well-defined composition. The Fd3m
Renata Negrini et al.
Langmuir : the ACS journal of surfaces and colloids, 28(47), 16455-16462 (2012-11-03)
Lyotropic liquid crystals characterized by a bicontinuous cubic phase (BCP) have a structure characterized by interpenetrated water channels following triply periodic minimal surfaces, which can be stable in excess water conditions and thus suitable in a multitude of applications. The
Woo Song Lee et al.
Bioorganic & medicinal chemistry letters, 15(15), 3573-3575 (2005-06-18)
(R)-Glycerol-monolinoleate 4 and (R)-glycerol-monostearate 5 were isolated from the ethyl acetate extracts of Saururus chinensis roots and (R)- or (S)-fatty acid glycerols 4 and 5 were synthesized for confirming their structures and evaluating their inhibitory activities against Lp-PLA(2). The (R)-4
Nag Jin Choi et al.
Journal of agricultural and food chemistry, 56(22), 10908-10912 (2008-11-01)
This study was designed to isolate bifidobacteria from human intestines that efficiently converts monolinolein, a monoglyceride form of linoleic acid, into conjugated linoleic acid (CLA), as well as to optimize culture conditions for improving CLA production during milk fermentation. Among

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