A more lipid-soluble form of oleic acid
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Oleic Acid ethyl ester

Item No. 10008201

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z-octadecenoic acid, ethyl ester
CAS Number
111-62-6
Synonyms
  • Ethyl Oleate
  • SFE 20:1
Molecular Formula
C20H38O2
Formula Weight
310.5
Purity
≥98%
Formulation (Request formulation change)
A 500 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(OCC)=O
InChi Code
InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
InChi Key
LVGKNOAMLMIIKO-QXMHVHEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    1 g

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    Product Description

    Oleic acid is a monounsaturated fatty acid and is one of the major components of membrane phospholipids. It contributes about 17% of the total fatty acids esterified to phosphatidylcholine in porcine platelets.1 Oleic acid ethyl ester is a neutral, more lipid-soluble form of oleic acid. As the free acid, it inhibits collagen-stimulated platelet aggregation by approximately 90% at a concentration of 10 µg/ml.1 It inhibits fMLF-induced neutrophil aggregation and degranulation by 55% and 68%, respectively, at 5 µM.2 Oleic acid, whether applied extracellularly (EC50 = ~60 µM) to human platelets or released from membrane phospholipids, causes an increase in intracellular calcium levels.3

    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. 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).

    3. 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).