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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)

Quality Level

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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Anja Hildebrandt et al.
PloS one, 6(9), e23796-e23796 (2011-09-21)
Factors and mechanisms controlling lipometabolism homeostasis share a remarkable evolutionary conservation between humans and Drosophila flies. Accordingly, the Drosophila model has been successfully used to understand the pathophysiology of human metabolic diseases such as obesity. Body fat stores in species
Chemistry and Physics for Nurse Anesthesia, 327-327 (2009)
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)
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)

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