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Sigma-Aldrich

Sodium oleate

≥82% (fatty acids), powder

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Synonym(s):
cis-9-Octadecenoic acid sodium salt, Oleic acid sodium salt
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
PubChem Substance ID:
57648161
NACRES:
NA.25

Assay

≥82% (fatty acids)

form

powder

impurities

≤0.5% free alkali (as NaOH)

mp

232-235 °C (lit.)

anion traces

chloride (Cl-): ≤2000 mg/kg

functional group

ester

lipid type

unsaturated FAs

storage temp.

room temp

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

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 .

Storage Class Code

11 - 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

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Tsuguhito Ota et al.
The Journal of clinical investigation, 118(1), 316-332 (2007-12-07)
ER stress can cause hepatic insulin resistance and steatosis. Increased VLDL secretion could protect the liver from ER stress-induced steatosis, but the effect of lipid-induced ER stress on the secretion of VLDL is unknown. To determine the effect of lipids
Anna Patrícya Florentino et al.
Frontiers in bioengineering and biotechnology, 8, 550253-550253 (2020-11-17)
This research assessed the microbiological suitability of oleate degradation coupled to sulfidogenesis by enriching communities from anaerobic sludge treating dairy products with S0, SO 3 2 - , SO 4 2 - , and
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
Simone De Camillis et al.
Nanoscale, 12(39), 20347-20355 (2020-10-03)
Upconversion nanoparticles (UCNPs) exhibit unique optical properties such as photo-emission stability, large anti-Stokes shift, and long excited-state lifetimes, allowing significant advances in a broad range of applications from biomedical sensing to super-resolution microscopy. In recent years, progress on nanoparticle synthesis
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