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O3380

Sigma-Aldrich

Oleyl oleate

≥99%

Synonym(s):

Oleyl oleate, Oleic acid oleyl ester

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About This Item

Empirical Formula (Hill Notation):
C36H68O2
CAS Number:
3687-45-4
Molecular Weight:
532.92
EC Number:
222-980-0
MDL number:
MFCD00072252
UNSPSC Code:
12352211
PubChem Substance ID:
24897979
NACRES:
NA.25

Quality Level

100

assay

≥99%

form

liquid

functional group

ester
oleic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C36H68O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-38-36(37)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-35H2,1-2H3/b19-17-,20-18-

InChI key

BARWIPMJPCRCTP-CLFAGFIQSA-N

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Application


  • Group 13 Lewis acid catalyzed synthesis of metal oxide nanocrystals via hydroxide transmetallation.: This research utilizes oleyl oleate as a solvent to facilitate the synthesis of metal oxide nanocrystals, showcasing its effectiveness in nanoparticle production and potential applications in various electronic and optical devices (Gibson et al., 2021).

  • High-level accumulation of oleyl oleate in plant seed oil by abundant supply of oleic acid substrates to efficient wax ester synthesis enzymes.: This article details the genetic engineering approaches to enhance oleyl oleate content in plant oils, aiming at industrial applications such as biofuels and biolubricants (Yu et al., 2018).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

452.3 °F

flash_point_c

233.5 °C

Certificates of Analysis (COA)

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Cetyl palmitate United States Pharmacopeia (USP) Reference Standard

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José Aracil et al.
Journal of biotechnology, 124(1), 213-223 (2006-02-21)
A comparative study of the oleyl oleate production using conventional and enzymatic catalysts has been carried out. The present paper describes the flow diagrams for these processes and compares operation conditions for batch reaction and the downstream proceedings. In addition
J Zhang et al.
Chinese journal of biotechnology, 11(4), 243-251 (1995-01-01)
The effect of 14 different lipases on oleyl oleate synthesis were compared. The lipase from Candida sp.1619 had the highest esterification activity. The lipase was immobilized by adsorbing it on celite with 0.1 (w/w) coconut oil, Tween 80, and 1%
T Rostrup-Nielsen et al.
Journal of chemical technology and biotechnology (Oxford, Oxfordshire : 1986), 48(4), 467-482 (1990-01-01)
The kinetics of enzymatic hydrolysis of oleyl oleate in the boundary layer between stagnant organic and aqueous phases was studied using a commercial lipase preparation which was dissolved in the aqueous phase. Three aspects of the reaction were investigated. (1)
K Ichihara et al.
Lipids, 31(5), 535-539 (1996-05-01)
An improved rapid procedure to determine the fatty acid composition of glycerolipids is described. The procedure includes KOH-catalyzed transesterification and high-speed gas chromatography. Glycerolipids (20-40 mg) were mixed with 2 mL of hexane and 0.2 mL of 2 M methanolic
Shi-You Jiang et al.
Nature communications, 9(1), 5138-5138 (2018-12-05)
Statins are inhibitors of HMG-CoA reductase, the rate-limiting enzyme of cholesterol biosynthesis, and have been clinically used to treat cardiovascular disease. However, a paradoxical increase of reductase protein following statin treatment may attenuate the effect and increase the side effects.
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