Oleic acid
SIGMA/O1383 - suitable for cell culture, BioReagent
Synonym: cis-9-Octadecenoic acid; Elainic acid
CAS Number: 112-80-1
Empirical Formula (Hill Notation): C18H34O2
Molecular Weight: 282.46
EC Number: 204-007-1
MDL Number: MFCD00064242
Linear Formula: CH3(CH2)7CH=CH(CH2)7COOH
Product Type: Chemical
Representative of vacuum-sealed clear ampule packaging. Non-uniform tips are an inherent feature in this sealing process.
| assay | ≥99% (GC) |
| biological source | palm oil |
| bp | 194-195 °C/1.2 mmHg (lit.) |
| density | 0.89 g/mL at 25 °C (lit.) |
| form | viscous liquid |
| InChI | 1S/C18H34O2/c1-2-3-4-5-6- |
| InChI key | ZQPPMHVWECSIRJ-KTKRTIGZSA |
| mp | 13-14 °C (lit.) |
| product line | BioReagent |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | CCCCCCCCC=C/CCCCCCCC(O)= |
| solubility | ethanol: soluble |
| storage temp. | −20°C |
| technique(s) | cell culture | mammalian: suitable |
| vapor pressure | 1 mmHg ( 176 °C) |
| Application: | Oleic acid has been used: • in fatty acid oxidation rate experiments in myotubes and in Sirt1 enzyme assay • to determine quantitatively its effect on lipid droplets by optical diffraction tomography • as a fatty acid source in the medium for primary hepatocyte culture |
| Disclaimer: | Unsaturated fatty acids are subject to oxidation and peroxidation. Consider complexed fatty acid supplements. |
| General description: | Oleic acid is a mono-unsaturated omega-9 fatty acid created by dehydrogenation of stearic acid. It is then further dehydrogenated and elongated to create members of the n-9 family of fatty acids. Oleic acid is not an essential fatty acid (EFA); however, providing it to cells in culture reduces energy demand. |
| General description: | Oleic acid mediates complete oxidation of fatty acid in sirtuin1- proliferator-activated receptor γ coactivator−1α (SIRT1-PGC-1α) signalling pathway. Oleic acid shows anti-inflammatory properties related to atherosclerosis and insulin resistant state. Oleic acid inhibits permeability in gap junctions and promotes glucose uptake in astrocytes. Oleic acid aids in neural cell proliferation by increasing glucose uptake and by protein kinase C (PKC) activation. Oleic acid is essential for axonal growth and neuronal clustering. |
| Packaging: | 1, 5, 25 g in ampule |
| Packaging: | Sealed ampule. |
| Hazard Codes | Xi |
| Risk Statements | 38 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 159.8 °F - closed cup |
| Flash Point(C) | 71 °C - closed cup |
| Purity | ≥99% (GC) |
| bp | 194-195 °C/1.2 mmHg (lit.) |
| mp | 13-14 °C (lit.) |
| Density | 0.89 g/mL at 25 °C (lit.); 0.89 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |