O1008

Oleic acid

≥99% (GC)

• Sinônimo(s): 9Z-Octadecenoic acid, cis-Oleic acid, cis-9-Octadecenoic acid, Elainic acid
• Fórmula linear: CH₃(CH₂)₇CH=CH(CH₂)₇COOH
• Número CAS: 112-80-1
• Peso molecular: 282.46
• Beilstein: 1726542
• Número CE: 204-007-1
• Número MDL: MFCD00064242
• Código UNSPSC: 12352211
• ID de substância PubChem: 24278605
• NACRES: NA.25

Propriedades

• fonte biológica: plant (Sunflower)
• Nível de qualidade: 200
• pressão de vapor: 1 mmHg ( 176 °C)
• Ensaio: ≥99% (GC)
• forma: viscous liquid
• cor: colorless to very faintly yellow
• índice de refração: n20/D 1.459 (lit.)
• pb: 194-195 °C/1.2 mmHg (lit.)
• pf: 13-14 °C (lit.)
• solubilidade: H₂O: insoluble (practically); alcohol: soluble; benzene: soluble; chloroform: soluble; oil: soluble (fixed and volatile)
• densidade: 0.89 g/mL at 25 °C (lit.)
• aplicação(ões): life science and biopharma; lipidomics
• grupo funcional: oleic acid
• tipo de lipídio: unsaturated FAs
• Condições de expedição: ambient
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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-
• chave InChI: ZQPPMHVWECSIRJ-KTKRTIGZSA-N
• Informações sobre genes: human ... PRKCA(5578) , PRKCB(5579) , PRKCD(5580) , PRKCE(5581) , PRKCG(5582) , PRKCH(5583) , PRKCI(5584) , SOAT1(6646) , SOAT2(8435)

Descrição

Descrição geral

Oleic acid (OA), a non-essential fatty acid, is classified as monounsaturated fatty acid (MUFA) richly present in olive oil. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as a surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Aplicação

Oleic acid has been used:

• to study the effects of fatty acids on gastric cancer (GC)
• to induce lipid droplet formation in cell culture
• as an additive in the magnetorheological fluid preparation.

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

Ações bioquímicas/fisiológicas

Oleic acid is known to improve immune function and health. Dietary supplement of this fatty acid contributes to the reduction in cholesterol levels, atherogenesis risk, blood pressure, and host versus graft response. Oleic acid has been proven to benefit autoimmune diseases by exhibiting anti-inflammatory action. It also ameliorates the condition of breast cancer. Oleic acid produces physiological effects such as protein kinase C activation in hepatocytes, uncoupling oxidative phosphorylation, and 2,4-dinitrophenol−stimulated ATPase inhibition. This action can be reversed by adding serum albumin.

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Informações de segurança

• Código de classe de armazenamento: 10 - Combustible liquids
• Classe de risco de água (WGK): WGK 1
• Equipamento de proteção individual: Eyeshields, Gloves, type ABEK (EN14387) respirator filter