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Merck

O3880

Sodium oleate

≥95% (capillary 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
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24897988
EC Number:
205-591-0
Beilstein/REAXYS Number:
4046357
MDL number:
MFCD00004438

Key Documents

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biological source

Olea europaea

Quality Level

200

assay

≥95% (capillary GC)

form

powder

mp

232-235 °C (lit.)

functional group

ester

lipid type

unsaturated FAs

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 .

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000515141
0000515141
0000496606
0000496606
0000396170

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Arno van der Weijden et al.
Nature communications, 11(1), 4800-4800 (2020-09-25)
Out-of-equilibrium molecular systems hold great promise as dynamic, reconfigurable matter that executes complex tasks autonomously. However, translating molecular scale dynamics into spatiotemporally controlled phenomena emerging at mesoscopic scale remains a challenge-especially if one aims at a design where the system
Zhengtao Liu et al.
American journal of translational research, 8(3), 1319-1338 (2016-05-18)
Epidemiological survey identified that the variant patatin-like phospholipase domain-containing protein 3 (PNPLA3) gene at I148M position exerts direct effect in promoting hepatocellular carcinoma (HCC) under extraneous oxidative stress by interaction with obesity. However, the mechanism is still unknown. HepG2 cells
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
Branka Dejanović et al.
Chemistry and physics of lipids, 164(1), 83-88 (2010-11-16)
Dilute aqueous systems composed of sodium oleate micelles and sodium oleate/oleic acid vesicles were investigated as a function of pH by electron spin resonance spectroscopy with TEMPO-stearate TEMPO-stearamide as well as with a positively charged water soluble spin label, TEMPO-choline.
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