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Merck

O7501

Sodium oleate

≥99%

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:
24898044
EC Number:
205-591-0
Beilstein/REAXYS Number:
4046357
MDL number:
MFCD00004438

Key Documents

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Product Name

Sodium oleate, ≥99%

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

SMILES string

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

biological source

synthetic (organic)

assay

≥99%

form

powder

mp

232-235 °C (lit.)

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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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
SLCM1908
SLCM3152
SLCK8234
SLBR5187V
SLCC4023

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Gisela Bevilacqua Rolfsen Ferreira da Silva et al.
International journal of nanomedicine, 9, 867-876 (2014-03-07)
Microemulsions (MEs) are colloidal systems that can be used for drug-delivery and drug-targeting purposes. These systems are able to incorporate drugs modifying bioavailability and stability and reducing toxic effects. The jasmonate compounds belong to a group of plant stress hormones
Yun-Li Wu et al.
Journal of virology, 90(4), 1729-1740 (2015-12-08)
Hepatitis B virus (HBV) has been implicated as a potential trigger of hepatic steatosis although molecular mechanisms involved in the pathogenesis of HBV-associated hepatic steatosis still remain elusive. Our prior work has revealed that the expression level of liver fatty
Craig van Rensburg et al.
PloS one, 14(6), e0217820-e0217820 (2019-06-07)
Drug resistant-tuberculosis is a growing burden on the South African health care budget. In response the National Department of Health implemented two important strategies in 2011; universal access to drug-sensitivity testing for rifampicin with Xpert MTB/RIF as the first-line diagnostic
Xuerui Yang et al.
Cell research, 19(4), 469-486 (2009-03-05)
The present study shows that double-stranded RNA-dependent protein kinase (PKR) regulates the protein expression level and phosphorylation of Bcl-2 and plays an anti-apoptotic role in human hepatocellular carcinoma cells (HepG2). In various types of cells, saturated free fatty acids (FFAs)
Andrea Dichlberger et al.
Journal of lipid research, 52(12), 2198-2208 (2011-10-06)
Lipid droplets, also called lipid bodies (LB) in inflammatory cells, are important cytoplasmic organelles. However, little is known about the molecular characteristics and functions of LBs in human mast cells (MC). Here, we have analyzed the genesis and components of
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