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D8894

Sigma-Aldrich

Dioleoylglycerol

≥99%, mixture of 1,3- and 1,2-isomers, liquid

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Synonym(s):
Diolein, Glycerol-1,2- and -1,3-dioleate
Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
Molecular Weight:
620.99
Beilstein/REAXYS Number:
1730341
EC Number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥99%

form

liquid

composition

mixture of 1,3- and 1,2-isomers

lipid type

neutral glycerides

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI

1S/2C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h2*17-20,37,40H,3-16,21-36H2,1-2H3/b2*19-17-,20-18+

InChI key

WSCSXJUESYNIOA-SGKMRKLKSA-N

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1 of 4

This Item
D3627D0138D8394
Dioleoylglycerol ≥99%, mixture of 1,3- and 1,2-isomers, liquid

D8894

Dioleoylglycerol

1,3-Diolein ≥99% (GC)

D3627

1,3-Diolein

1,2-Dioleoyl-sn-glycerol ≥97%

D0138

1,2-Dioleoyl-sn-glycerol

1,2-Dioleoyl-rac-glycerol ≥97%

D8394

1,2-Dioleoyl-rac-glycerol

form

liquid

form

liquid

form

liquid

form

liquid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

composition

mixture of 1,3- and 1,2-isomers

composition

-

composition

-

composition

-

lipid type

neutral glycerides

lipid type

neutral glycerides

lipid type

neutral glycerides

lipid type

neutral glycerides

Packaging

Sealed ampule.

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)


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Joseph A Laszlo et al.
Journal of agricultural and food chemistry, 58(9), 5842-5850 (2010-04-17)
Ferulic acid and its esters are known to be effective antioxidants. Feruloyl dioleoylglycerol was assessed for its ability to serve as an antioxidant in model membrane phospholipid vesicles. The molecule was incorporated into single-lamellar vesicles of 1,2-dioleoyl-sn-glycero-3-phosphocholine at 1 and
Gemma C Shearman et al.
Journal of the American Chemical Society, 131(5), 1678-1679 (2009-01-17)
Lipids that are found in cell membranes form a variety of self-assembled phases in the presence of water. Many of these structures are liquid-crystalline with structural motifs mirrored in cells and organelles and can be exploited in the delivery of
Angel Pérez-Lara et al.
Biochimica et biophysica acta, 1821(11), 1434-1442 (2012-07-31)
Protein kinase Cα (PKCα) is activated by its translocation to the membrane. Activity assays show the importance of PIP(2) in determining the specific activity of this enzyme. A FRET stopped flow fluorescence study was carried out to monitor the rapid
R Rodriguez-Sanchez et al.
Poultry science, 98(3), 1341-1353 (2018-10-12)
The aim of the present study is to evaluate the effect of the dietary fat saturation degree and age on the lipid class (TAG, DAG, MAG, and FFA) composition and fatty acid digestibility along the gastrointestinal tract (GIT) and excreta
Paula González-Rubio et al.
Biochimica et biophysica acta, 1808(9), 2119-2127 (2011-05-24)
The Amphipathic-Lipid-Packing-Sensor (ALPS) motif targets the protein ArfGAP1 to curved membranes during vesicle formation in the Golgi apparatus. ALPS specifically recognizes lipid packing defects due to the positive curvature of budding vesicles. In this work we assessed the microscopic interactions

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