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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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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