Linoleic acid
SIGMA/L1376 - ≥98%
Synonym: α-Linoleic acid; cis-9,cis-12-Octadecadienoic acid
CAS Number: 60-33-3
Empirical Formula (Hill Notation): C18H32O2
Molecular Weight: 280.45
EC Number: 200-470-9
MDL Number: MFCD00064241
Linear Formula: CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Product Type: Chemical
Representative of vacuum-sealed clear ampule packaging. Non-uniform tips are an inherent feature in this sealing process.
| application(s) | life science and biopharma |
| assay | ≥98% |
| biological source | plant oil (safflower) |
| bp | 229-230 °C/16 mmHg (lit.) |
| color | colorless |
| density | 0.902 g/mL at 25 °C (lit.) |
| form | liquid |
| functional group | carboxylic acid |
| InChI | 1S/C18H32O2/c1-2-3-4-5-6- |
| InChI key | OYHQOLUKZRVURQ-HZJYTTRNSA |
| lipid type | omega FAs |
| mp | −5 °C (lit.) |
| Quality Level | 200  |
| refractive index | n |
| shipped in | ambient |
| SMILES string | OC(CCCCCCC/C=CC/C=CCCCC |
| storage temp. | −20°C |
| Application: | Linoleic acid has been used as a substrate to measure lipoxygenase activity. It has also been used to prepare linoleic acid hydroperoxide samples and study the prooxidant activity of citrate-stabilized CeO2. |
| Biochem/physiol Actions: | Linoleic acid increases cell proliferation and gene expression of PPARα and its target genes such as acyl-CoA oxidase in primary duck hepatocytes . |
| Biochem/physiol Actions: | Linoleic acid is an n-6 polyunsaturated essential fatty acid (PUFA) used as a precursor of arachidonic acid (AA) and various prostaglandins. Linoleic acid may be used to improve the delivery and efficacy of anticancer drugs and in cancer protection. Linoleic acid has a significant influence on the membrane function. This fatty acid serves as a precursor for the bioactive metabolites called eicosanoids, which regulate renal and pulmonary function, vascular tone, and inflammatory responses. Linoleic acid deficiency has been observed in infants with chronic fat malabsorption conditions. Insufficient levels of this fatty acid result in poor growth and development in infants, scaly dermatitis, and an impaired immune response. Linoleic acid maintains the skin’s moisture content, hence it is utilized in topical applications. |
| General description: | Linoleic acid is considered an important dietary omega-6 fatty acid. It contributes to the structural components of cell membranes. |
| Other Notes: | For additional information on our range of Biochemicals , please complete this form . |
| Packaging: | 1, 5, 10, 25 g in ampule |
| Packaging: | 10, 500 mg in ampule |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% |
| bp | 229-230 °C/16 mmHg (lit.) |
| mp | −5 °C (lit.) |
| Density | 0.902 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |