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O1008

Oleic acid

Name: Oleic acid
Brand: SIAL

≥99% (GC)

Synonym(s):

9Z-Octadecenoic acid, cis-Oleic acid, cis-9-Octadecenoic acid, Elainic acid

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About This Item

Linear Formula:

CH₃(CH₂)₇CH=CH(CH₂)₇COOH

CAS Number:

112-80-1

Molecular Weight:

282.46

UNSPSC Code:

12352211

NACRES:

NA.25

PubChem Substance ID:

24278605

EC Number:

204-007-1

Beilstein/REAXYS Number:

1726542

MDL number:

MFCD00064242

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Properties

biological source

plant (Sunflower)

Quality Level

200

vapor pressure

1 mmHg ( 176 °C)

assay

≥99% (GC)

form

viscous liquid

color

colorless to very faintly yellow

refractive index

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

solubility

H₂O: insoluble (practically), alcohol: soluble, benzene: soluble, chloroform: soluble, oil: soluble (fixed and volatile)

density

0.89 g/mL at 25 °C (lit.)

application(s)

life science and biopharma
lipidomics

functional group

oleic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI

1S/C18H34O2/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)/b10-9-

InChI key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Gene Information

human ... PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584), SOAT1(6646), SOAT2(8435)

Description

General description

Oleic acid (OA), a non-essential fatty acid, is classified as monounsaturated fatty acid (MUFA) richly present in olive oil. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as a surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Application

Oleic acid has been used:

to study the effects of fatty acids on gastric cancer (GC)
to induce lipid droplet formation in cell culture
as an additive in the magnetorheological fluid preparation.

Oleic acid may be used in the preparation of 10-hydroxy octadecanoic acid and methyl ester of the 10-hydroxy octadecanoic acid.

Biochem/physiol Actions

Oleic acid is known to improve immune function and health. Dietary supplement of this fatty acid contributes to the reduction in cholesterol levels, atherogenesis risk, blood pressure, and host versus graft response. Oleic acid has been proven to benefit autoimmune diseases by exhibiting anti-inflammatory action. It also ameliorates the condition of breast cancer. Oleic acid produces physiological effects such as protein kinase C activation in hepatocytes, uncoupling oxidative phosphorylation, and 2,4-dinitrophenol−stimulated ATPase inhibition. This action can be reversed by adding serum albumin.

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Storage Class

10 - Combustible liquids

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

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Protocols

Protocol for In-vitro Permeation Testing Using Strat-M^® Membranes

Strat-M^® synthetic membrane mimics the human skin for In-vitro permeation testing (IVPT) of topical and transdermal formulations

Articles

油酸在细胞培养中的应用

不饱和脂肪酸、油酸和其他细胞培养成分如何影响无血清、无蛋白细胞培养系统（用于生物制造包括单克隆抗体在内的异源蛋白）的性能。

Stearic Acid in Cell Culture

Fatty acids of the n-3, n-6 and n-9 families are important supplements for cell culture systems. They are important in cell culture systems used to biomanufacture heterologous proteins, such as monoclonal antibodies.

DISCOVER Bioactive Small Molecules for Neuroscience

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Oleic acid coating on the monodisperse magnetite nanoparticles.

Zhang L, et al.

Applied Surface Science, 253(5), 2611-2617 (2006)

THE STEREOSPECIFIC CONVERSION OF STEARIC ACID TO OLEIC ACID.

G J SCHROEPFER et al.

The Journal of biological chemistry, 240, 54-63 (1965-01-01)

Simple liquid-liquid partition system for isolation of labeled oleic acid from mixtures with glycerides.

P Belfrage et al.

Journal of lipid research, 10(3), 341-344 (1969-05-01)

Oleic acid has a partition coefficient, upper phase/lower phase, of 1.9 (22 degrees C) in the liquid-liquid partition system described herein. Tri-, di-, and monoolein are found almost exclusively in the lower (organic) phase. Oleic acid can be quantitatively removed

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Global Trade Item Number

SKU	GTIN
O1008-1G	04061835547135
O1008-25G	04061835507085
O1008-5G	04061835547142

Key Documents

Oleic acid

≥99% (GC)

Select a Size

About This Item

biological source

Quality Level

vapor pressure

assay

form

color

refractive index

bp

mp

solubility

density

application(s)

functional group

lipid type

shipped in

storage temp.

SMILES string

InChI

InChI key

Gene Information

General description

Application

Biochem/physiol Actions

Other Notes

Still not finding the right product?

Safety Information

Storage Class

ppe

flash_point_f

flash_point_c

Documentation

Certificates of Analysis (COA)

Already Own This Product?

Protocols and Articles

Protocols

Articles

Peer Reviewed Papers

Global Trade Item Number