Skip to Content
Merck
CN

Key Documents

View All Documentation

O1008

Oleic acid

≥99% (GC)

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

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
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

plant (Sunflower)

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)

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.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Still not finding the right product?

Explore all of our products under Oleic acid

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD6763V
BCBV8502
BCBV4725
BGBC5673V
BGBC5672V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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。

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Oleic Acid in Cell Culture

How the unsaturated fatty acid, oleic acid and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

View All Articles
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)
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
View All Related Papers

Global Trade Item Number

SKUGTIN
O1008-1G04061835547135
O1008-25G04061835507085
O1008-5G04061835547142