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Merck
CN

75165

Sigma-Aldrich

Sodium oleate

≥98.5% (GC)

Synonym(s):

cis-9-Octadecenoic acid sodium salt, Oleic acid sodium salt

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COONa
CAS Number:
143-19-1
Molecular Weight:
304.44
Beilstein:
4046357
EC Number:
205-591-0
MDL number:
MFCD00004438
UNSPSC Code:
12352211
PubChem Substance ID:
329766228

Key Documents

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biological source

plant

Assay

≥98.5% (GC)

impurities

≤5% water

mp

232-235 °C (lit.)

solubility

methanol: 50 mg/mL, clear, colorless

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O

InChI

1S/C18H34O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h9-10H,2-8,11-17H2,1H3,(H,19,20);/q;+1/p-1/b10-9-;

InChI key

BCKXLBQYZLBQEK-KVVVOXFISA-M

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Application

Oleic acid is used to investigate effects on apolipoprotein B synthesis, degradation and secretion in cultured cells.

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.
Oleic acid increases hepatic secretion of apolipoprotein B100 in hepatocyte cell lines and in mice . Oleic acid inhibits apolipoprotein B100 secretion at higher physiologic doses .

Other Notes

Potent non-phagocytic stimulator of cyanide-resistant oxidative metabolism

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Kinetics of nicotinamide adenine dinucleotides in oleate-stimulated polymorphonuclear leukocytes.
R A Heyneman et al.
FEBS letters, 127(1), 87-90 (1981-05-05)
Yi An et al.
Bioresource technology, 101(24), 9825-9828 (2010-08-24)
Bimetallic nanoparticles (nano Fe-Ni, nano Fe-Cu) and coated iron nanoparticles (chitosan-Fe(0), sodium oleate-Fe(0)) were utilized to support autotrophic denitrification. In comparison to nanoscale zero-valent iron (NZVI) particles, Ni-containing nanoparticles resulted in faster nitrate removal, but generated 17% more ammonium. The
Wen Jiang et al.
Journal of colloid and interface science, 347(1), 1-7 (2010-04-24)
In this study, superparamagnetic monodisperse magnetite colloids, around 5 nm in size, were prepared by dissolving iron chlorides, sodium hydroxide (NaOH) and sodium oleate (NaOL), in toluene/ethanol/water mixtures and refluxing for 4 h. The concentrations of NaOH and NaOL were
Dylan T King et al.
Langmuir : the ACS journal of surfaces and colloids, 27(18), 11381-11393 (2011-08-16)
The prediction of surfactant phase behavior has applications in a wide range of areas. An accurate modeling of liquid phase behavior can aid our understanding of colloidal process or be used to design phases that respond in a defined way
Yoshikazu Kameshima et al.
International journal of pharmaceutics, 381(1), 34-39 (2009-08-04)
Mg-Al-ascorbic acid (ASA)-layered double hydroxides (ASA-LDHs) with Mg/Al=3 were synthesized by ion-exchange, coprecipitation and reconstruction methods. Composites with sodium oleate (SOA)/ASA-LDH were prepared by an ion-exchange method using various concentrations of SOA solutions. The (003) basal spacing of the ASA-LDHs
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