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Merck
CN

T7140

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
UNSPSC Code:
41141833
NACRES:
NA.25
PubChem Substance ID:
EC Number:
204-534-7
Beilstein/REAXYS Number:
1718692
MDL number:
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Product Name

Glyceryl trioleate, ≥99%

InChI key

PHYFQTYBJUILEZ-IUPFWZBJSA-N

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-

SMILES string

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

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

Quality Level

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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

General description

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

Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk

awg

flash_point_f

626.0 °F - closed cup

flash_point_c

330.0 °C - closed cup

ppe

Eyeshields, Gloves


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Chemistry and Physics for Nurse Anesthesia, 327-327 (2009)
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)
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)
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)
Mi Jung Kim et al.
Biotechnology for biofuels, 7(1), 36-36 (2014-03-13)
Triacylglycerols (TAGs) are the most abundant form of storage oil in plants. They consist of three fatty acid chains (usually C16 or C18) covalently linked to glycerol. SDP1 is a specific lipase for the first step of TAG catabolism in

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