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M7640

Sigma-Aldrich

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:
2277-28-3
Molecular Weight:
354.52
EC Number:
218-901-4
MDL number:
MFCD00270409
UNSPSC Code:
12352211
PubChem Substance ID:
24897173
NACRES:
NA.25

biological source

synthetic (organic)

assay

≥97%

form

liquid

functional group

ester

lipid type

neutral glycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

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-

InChI key

WECGLUPZRHILCT-HZJYTTRNSA-N

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.

Caution

Some decomposition may occur on storage or in solution.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
T-Y Dora Tang et al.
Langmuir : the ACS journal of surfaces and colloids, 28(36), 13018-13024 (2012-08-17)
Monoacylglycerol based lipids are highly important model membrane components and attractive candidates for drug encapsulation and as delivery agents. However, optimizing the properties of these lipids for applications requires a detailed understanding of the thermodynamic factors governing the self-assembled structures
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
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
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