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D8894

Sigma-Aldrich

Dioleoylglycerol

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

Synonym(s):

Diolein, Glycerol-1,2- and -1,3-dioleate

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About This Item

Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
25637-84-7
Molecular Weight:
620.99
Beilstein:
1730341
EC Number:
247-144-2
UNSPSC Code:
51191904
PubChem Substance ID:
24894236
NACRES:
NA.25

Quality Level

200

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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Packaging

Sealed ampule.

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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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
R Rodriguez-Sanchez et al.
Poultry science, 98(10), 4929-4941 (2019-05-22)
The aim of the present study is to assess the effect of the dietary free fatty acid (FFA) content and dietary fat saturation degree on the fatty-acid (FA) digestibility and lipid-class content along the gastrointestinal tract and excreta in broiler
Justas Barauskas et al.
Langmuir : the ACS journal of surfaces and colloids, 22(14), 6328-6334 (2006-06-28)
Lipid nanoparticles of nonlamellar lyotropic phases have a wide solubilizing and encapsulating spectrum for a range of substances thanks to their nanostructured interior featuring both lipophilic and hydrophilic domains. As a consequence, these systems have emerged as promising drug delivery
Jorge A Rodriguez et al.
Biochimica et biophysica acta, 1801(1), 77-83 (2009-10-06)
Hormone-sensitive lipase (HSL) contributes importantly to the mobilization of fatty acids in adipocytes and shows a substrate preference for the diacylglycerols (DAGs) originating from triacylglycerols. To determine whether HSL shows any stereopreference during the hydrolysis of diacylglycerols, racemic 1,2(2,3)-sn-diolein was
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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