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W281506

Sigma-Aldrich

Oleic acid

greener alternative

natural, FCC

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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/REAXYS Number:
1726542
EC Number:
Council of Europe no.:
13
MDL number:
PubChem Substance ID:
Flavis number:
8.013
NACRES:
NA.21

grade

Fragrance grade
Halal
Kosher
natural

Quality Level

agency

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

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

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

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

greener alternative category

organoleptic

fatty

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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1 of 4

This Item
O1008O138327728
vibrant-m

W281506

Oleic acid

vibrant-m

O1008

Oleic acid

vibrant-m

O1383

Oleic acid

vibrant-m

27728

Oleic acid

organoleptic

fatty

organoleptic

-

organoleptic

-

organoleptic

-

food allergen

no known allergens

food allergen

-

food allergen

-

food allergen

-

fragrance allergen

no known allergens

fragrance allergen

-

fragrance allergen

-

fragrance allergen

-

agency

follows IFRA guidelines

agency

-

agency

-

agency

-

bp

194-195 °C/1.2 mmHg (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

General description

Oleic acid is a monounsaturated fatty acid mainly found in high quantity in olive oil, peanut oil, sunflower oil and canola oil.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

Biochem/physiol Actions

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

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

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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)
Genetic control of high oleic acid content in sunflower oil.
Miller JF, et al.
Crop Science, 27(5), 923-926 (1987)
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)
Marta Estrader et al.
Nanoscale, 7(7), 3002-3015 (2015-01-21)
The intimate relationship between stoichiometry and physicochemical properties in transition-metal oxides makes them appealing as tunable materials. These features become exacerbated when dealing with nanostructures. However, due to the complexity of nanoscale materials, establishing a distinct relationship between structure-morphology and

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