75090

Oleic acid

analytical standard

• Synonym(s): cis-9-Octadecenoic acid, Elainic acid
• Linear Formula: CH₃(CH₂)₇CH=CH(CH₂)₇COOH
• CAS Number: 112-80-1
• Molecular Weight: 282.46
• Beilstein: 1726542
• EC Number: 204-007-1
• MDL number: MFCD00064242
• PubChem Substance ID: 329766121
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• vapor pressure: 1 mmHg ( 176 °C)
• assay: ≥99.0% (GC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• 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.)
• application(s): cleaning products; cosmetics; food and beverages; personal care
• format: neat
• functional group: oleic acid
• shipped in: dry ice
• 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

Description

General description

Oleic acid is a long-chain unsaturated fatty acid, having a double bond between C₉ and C₁₀ with a cis configuration. It is the most found fatty acid and occurs in most oils and fats to some extent.

This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Application

This analytical standard can also be used as follows:

• Simultaneous identification and quantification of fatty acids from blood plasma samples after their methyl derivatization by large-volume injection (LVI) gas chromatography combined with vacuum ultraviolet spectroscopy (GC-VUV)
• Determination of the fatty acid composition of sunflower seed oils extracted from 93 different sunflower varieties by near-infrared reflectance spectroscopy (NIRS) combined with modified partial least squares (MPLS) and partial least squares (PLS) regression methods
• Separation and quantification of palmitic, oleic, linoleic, and linolenic acids from 186 samples of sea buckthorn seed oil using near-infrared spectroscopy (NIR) in combination with four different combinations of multivariate calibration methods— partial least squares (PLS), PLS-uninformative variables elimination (UVE), PLS- competitive adaptive reweighted sampling (CARS), and multiple linear regression (MLR)-UVE
• Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID)
• Ultra-performance liquid chromatography-mass spectrometry (UHPLC) method-based separation, identification, and determination of eight saturated and unsaturated fatty acids in eight different commercial samples of olive oil without any prior sample treatment
• Development of a liquid chromatography-mass spectrometry (LC-MS) method to measure seven fatty acid esters of hydroxy fatty acids (FAHFAs), four fatty acids, and four cardiovascular-related biomarkers in plasma samples of 57 healthy individuals

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves