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M7640

Sigma-Aldrich

1-Linoleoyl-rac-glycerol

≥97%, liquid

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Synonym(s):
MG(18:2(9Z,12Z)/0:0/0:0)[rac], 1-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol, 1-Monolinolein
Empirical Formula (Hill Notation):
C21H38O4
CAS Number:
2277-28-3
Molecular Weight:
354.52
EC Number:
218-901-4
MDL number:
MFCD00270409
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

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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
Samuel Guillot et al.
Langmuir : the ACS journal of surfaces and colloids, 26(9), 6222-6229 (2010-02-11)
The internal phase of monolinolein-based dispersions loaded with tetradecane or (R)-(+)-limonene was investigated as a function of the stabilizer content by small-angle X-ray scattering. Phase transitions at the colloidal scale were found in some of nanostructured aqueous dispersions by increasing
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
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
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