A monounsaturated fatty acid
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Oleic Acid (sodium salt)

Item No. 24659

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z-octadecenoic acid, monosodium salt
CAS Number
143-19-1
Synonyms
  • C18:1(9Z)
  • FA 18:1
  • 9Z-Octadecenoic Acid
  • cis-9-Octadecenoic Acid
  • Sodium Oleate
Molecular Formula
C18H33O2 • Na
Formula Weight
304.4
Purity
≥80%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 1 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
202 nm
SMILES
CCCCCCCC/C=C\CCCCCCCC([O-])=O.[Na+]
InChi Code
InChI=1S/C18H34O2.Na/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);/q;+1/p-1/b10-9-;
InChi Key
BCKXLBQYZLBQEK-KVVVOXFISA-M
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

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    Product Description

    Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue.1,2 It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets.1 Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 µg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 µM, similar to arachidonic acid (Item No. 90010 | 90010.1 | 10006607).3 Oleic acid (60 µM) induces release of intracellular calcium in human platelets.4 In vivo, oleic acid increases TNF-α, IL-8, IL-6, and IL-1β production, neutrophil accumulation, and apoptotic and necrotic cell death in mouse lung and has been used to induce lung injury in a mouse model of acute respiratory distress syndrome (ARDS).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wahle, K.W., and Peacock, L.I. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function. Biochim. Biophys. Acta 1301(1-2), 141-149 (1996).

    2. Gonçalves-de-Albuquerque, C.F., Silva, A.R., Burth, P., et al. Acute respiratory distress syndrome: Role of oleic acid-triggered lung injury and inflammation. Mediators Inflamm. 260465 (2015).

    3. Naccache, P.H., Moiski, T.F., Volpi, M., et al. Modulation of rabbit neutrophil aggregation and degranulation by free fatty acids. J. Leukoc. Biol. 36(3), 333-340 (1984).

    4. Siafaka-Kapadai, A., Hanahan, D.J., and Javors, M.A. Oleic acid-induced Ca2+ mobilization in human platelets: Is oleic acid an intracellular messenger? J. Lipid Mediat. Cell Signal 15(3), 215-232 (1997).