O1008

Oleic acid

≥99% (GC)

• 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: 24278605
• NACRES: NA.25

Properties

• vapor pressure: 1 mmHg ( 176 °C)
• Quality Level: 200
• Assay: ≥99% (GC)
• form: viscous liquid
• 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.)
• functional group: oleic acid
• 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)

Description

General description

Oleic acid (OA) is a fatty acid. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Application

Oleic acid may be used in the preparation of 10-hydroxyoctadecanoic acid and methyl ester of the 10-hydroxyoctadecanoic acid.

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.

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

Safety Information

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