Linoleic AcidA fatty acid with cytotoxic activity that influences the inflammatory process

Linoleic Acid (CAS 60-33-3)

Linoleic Acid | CAS 60-33-3 is rated 5.0 out of 5 by 1.
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Synonym: Telfairic Acid; 9-cis,12-cis-Octadecadienoic acid
Application: A fatty acid with cytotoxic activity that influences the inflammatory process
CAS Number: 60-33-3
Purity: ≥99%
Molecular Weight: 280.44
Molecular Formula: C18H32O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Linoleic Acid is a fatty acid that has been observed to influence the inflammatory process and regulate the functions of neutrophils. Research has demonstrated that Linoleic Acid has cytotoxic activity and induces cell apoptosis by augmenting cellular oxidant status and inducing mitochondrial dysfunction. Additionally, the compound has been shown to stimulate the growth of MDA-MB-231 cells, increase the production of thromboxanes and prostaglandins, and reduce the levels of HHT and HETE. Linoleic Acid is an activator of PPAR.


References

1. Srivastava, K.C., et al. 1982. Prostaglandins Leukot Med. 9: 669-684. PMID: 6818563
2. Rose, D.P., et al. 1994. Cancer Res. 54: 6557-6562. PMID: 7987856
3. Rodrigues, H.G., et al. 2010. Lipids. 45: 809-819. PMID: 20730605
4. Lu, X., et al. 2010. Lipids Health Dis. 9: 106. PMID: 20868498

Physical State :
Liquid
Solubility :
Soluble in DMSO, ethanol, ether, acetone, and benzene. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
-5° C (lit.)
Boiling Point :
229-230° C (lit.) at 16 mmHg
Density :
0.90 g/mL at 25° C (lit.)
Refractive Index :
n20D 1.47 (lit.)
IC50 :
GPR40: EC5050 = 0.54 µM; COX1: IC50 = 13 µM; LO1: IC50 = 1 µM (soybean)
pK Values :
pKa: 4.77
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
1
RTECS :
RF9990000
PubChem CID :
5280450
Merck Index :
14: 5505
MDL Number :
MFCD00064241
EC Number :
200-470-9
Beilstein Registry :
1727101
SMILES :
CCCCCC=CCC=CCCCCCCCC(=O)O

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Certificate of Analysis

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Linoleic Acid  Product Citations

See how others have used Linoleic Acid. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28973946  Lopez, MS. et al. 2017. Proc. Natl. Acad. Sci. U.S.A. 114: 11223-11228.

PMID: # 15170673  Kohno, H. et al. 2004. Int. J. Cancer. 110: 896-901.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Kohno et al Kohno et al. (PubMed ID 15170673) used linoleic acid, a fatty acid with cytotoxic activity, to inhibit rat colon carcinogenesis induced by azoxymethane by changing gene expression and lipid composition. -SCBT Publication Review
Date published: 2015-02-15
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