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W281506

Sigma-Aldrich

Oleic acid

greener alternative

natural, FCC

Synonym(s):

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
FEMA Number:
2815
Beilstein/REAXYS Number:
1726542
EC Number:
204-007-1
Council of Europe no.:
13
MDL number:
MFCD00064242
UNSPSC Code:
12164502
PubChem Substance ID:
24901337
Flavis number:
8.013
NACRES:
NA.21

grade

Fragrance grade
Halal
Kosher
natural

Quality Level

400

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

, Aligned

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

human ... SOAT1(6646) , SOAT2(8435)

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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.
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”.

Application


  • Orientation-Dependent Photoconductivity of Quasi-2D Nanocrystal Self-Assemblies.: Investigating the photoconductivity properties of quasi-2D nanocrystals, this research demonstrates the influence of oleic acid in manipulating the orientation and enhancing the electronic properties of these nanomaterials (Ibrahem et al., 2024).

  • Sequential gentle hydration increases encapsulation in model protocells.: Research in this article shows how oleic acid can be used to improve the encapsulation efficiency in model protocells, offering insights into the origins of cellular life (Gehlbach et al., 2024).

Disclaimer

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

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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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