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W281506

Sigma-Aldrich

Oleic acid

natural, FCC

Synonym(s):
cis-9-Octadecenoic acid, Elainic acid
Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
FEMA Number:
2815
Beilstein:
1726542
EC Number:
Council of Europe no.:
13
MDL number:
PubChem Substance ID:
Flavis number:
8.013
NACRES:
NA.21

Quality Level

grade

Halal
Kosher
natural

Agency/Method

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
FCC
FDA 21 CFR 172.210
FDA 21 CFR 172.860
FDA 21 CFR 182.70
FDA 21 CFR 182.90

vapor pressure

1 mmHg ( 176 °C)

form

liquid

refractive index

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

cation traces

As: ≤3 ppm
Cd: ≤1 ppm
Hg: ≤1 ppm
heavy metals (as Pb): <0.10 ppm

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

fatty

food allergen

no known allergens

fragrance allergen

no known allergens

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

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General description

Oleic acid is a monounsaturated fatty acid mainly found in high quantity in olive oil, peanut oil, sunflower oil and canola oil.

Packaging

4, 10, 20 kg in poly drum
1 kg in poly bottle

Biochem/physiol Actions

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.
Activates protein kinase C in hepatocytes.

Storage Class Code

12 - Non Combustible Liquids

WGK Germany

WGK 1

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Genetic control of high oleic acid content in sunflower oil.
Miller JF, et al.
Crop Science, 27(5), 923-926 (1987)
Comparison of oxidative stability of high-and normal-oleic peanut oils.
O?keefe SF, et al.
Journal of the American Oil Chemists' Society, 70(5), 489-492 (1993)
Comparison of the effect of canola oil and sunflower oil on plasma lipids and lipoproteins and on in vivo thromboxane A2 and prostacyclin production in healthy young men.
McDonald BE, et al. (
American Journal of Clinical Nutrition, 50(6), 1382-1388 (1989)
Olive-oil consumption and health: the possible role of antioxidants.
Owen RW, et al.
Lancet Oncology, 1(2), 107-112 (2000)
Stefan Freigang et al.
Nature immunology, 14(10), 1045-1053 (2013-09-03)
Chronic inflammation is a fundamental aspect of metabolic disorders such as obesity, diabetes and cardiovascular disease. Cholesterol crystals are metabolic signals that trigger sterile inflammation in atherosclerosis, presumably by activating inflammasomes for IL-1β production. We found here that atherogenesis was...

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