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Key Documents

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:
Molecular Weight:
354.52
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
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
J C Markham et al.
Biochimica et biophysica acta, 1513(2), 185-192 (2001-07-27)
To explore the possible role of Trp side chains in gramicidin channel conductance dispersity, we studied the dispersity of gramicidin M (gM), a gramicidin variant in which all four tryptophan residues are replaced with phenylalanine residues, and its enantiomer, gramicidin
A Sola et al.
Archives of virology, 88(3-4), 285-292 (1986-01-01)
Monoolein, monolinolein and (most strongly) gamma-linolenyl alcohol inactivate ASF virus and inhibit its replication in Vero cells at 25 micrograms/ml while at 10 micrograms/ml no inactivation occurs but inhibition of replication in tissue culture is observed. This suggests two possibly
Anan Yaghmur et al.
Langmuir : the ACS journal of surfaces and colloids, 22(24), 9919-9927 (2006-11-17)
This work describes the effect of two different surfactants on the internal nanostructure of the kinetically stabilized isasomes (internally self-assembled particles or "somes"), which are a new family of colloidal particles (cubosomes, hexosomes, micellar cubosomes, and emulsified microemulsions, EME). The
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

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