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Key Documents

T7140

Sigma-Aldrich

Glyceryl trioleate

≥99%

Synonym(s):

(9Z)9-Octadecenoic acid 1,2,3-propanetriyl ester, 1,2,3-Tri(cis-9-octadecenoyl)glycerol, Glycerol trioleate, Glycerol triolein, Oleic acid triglyceride, Oleic triglyceride, TG(18:1(9Z)/18:1(9Z)/18:1(9Z)), Triolein

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About This Item

Linear Formula:
(C17H33COOCH2)2CHOCOC17H33
CAS Number:
Molecular Weight:
885.43
Beilstein:
1718692
EC Number:
MDL number:
UNSPSC Code:
41141833
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (sunflower)

Assay

≥99%

form

oil

bp

235-240 °C/18 mmHg (lit.)

density

0.91 g/mL (lit.)

functional group

ester

lipid type

neutral glycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

[H]C(COC(CCCCCCC/C=C\CCCCCCCC)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

InChI

1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-

InChI key

PHYFQTYBJUILEZ-IUPFWZBJSA-N

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General description

Glyceryl trioleate is derived from glycerol. It is composed of three oleic acid units and is an unsaturated triglyceride.

Application

Glyceryl trioleate has been used:
  • as an experimental diet along with fat-free basal mix and corn oil and then to access the dietary fat absorption among mice
  • as an interfering substance to test its effect on human serum in the approach to develop rapid enzyme immunoassay for the detection of retinol-binding protein
  • as a standard in the determination of triglyceride concentration, colorimetrically using liver tissue sample from cows

Packaging

Sealed ampule.

Storage Class Code

10 - Combustible liquids

WGK

awg

Flash Point(F)

626.0 °F - closed cup

Flash Point(C)

330.0 °C - closed cup

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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Stearoyl-CoA desaturase-1 mediates the pro-lipogenic effects of dietary saturated fat
Sampath H, et al.
The Journal of Biological Chemistry, 282(4), 2483-2493 (2007)
Effect of glycerol and its analogs on polyhydroxyalkanoate biosynthesis by recombinant Ralstonia eutropha: a quantitative structure-activity relationship study of chain transfer agents
Tsuge T, et al.
Polymer Degradation and Stability, 98(9), 1586-1590 (2013)
Energy balance, metabolic status, and the first postpartum ovarian follicle wave in cows administered propylene glycol
Butler ST, et al.
Journal of Dairy Science, 89(8), 2938-2951 (2006)
Chemistry and Physics for Nurse Anesthesia, 327-327 (2009)
Helen B Hartman et al.
Journal of lipid research, 50(6), 1090-1100 (2009-01-29)
The role of farnesoid X receptor (FXR) in the development of atherosclerosis has been unclear. Here, LDL receptor (LDLR(-/-)) or apolipoprotein E (apoE(-/-)) female or male mice were fed a Western diet and treated with a potent synthetic FXR agonist

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