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Merck
CN

75165

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
EC Number:
205-591-0
UNSPSC Code:
12352211
PubChem Substance ID:
329766228
Beilstein/REAXYS Number:
4046357
MDL number:
MFCD00004438

Key Documents

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InChI key

BCKXLBQYZLBQEK-KVVVOXFISA-M

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-;

SMILES string

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

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

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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

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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)
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
Matthew B Dowling et al.
Langmuir : the ACS journal of surfaces and colloids, 25(15), 8519-8525 (2009-03-26)
We describe a new way to impart pH-responsive properties to gels of biopolymers such as gelatin. This approach involves the embedding of pH-sensitive nanosized vesicles within the gel. The vesicles employed here are those of sodium oleate (NaOA), a fatty-acid-based
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
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