Oleic Acid (CAS 112-80-1) | Cayman Chemical
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Oleic Acid

Item № 90260
CAS № 112-80-1
Purity ≥98%
product image
                (CAS 112-80-1)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     500 mg $16.00 0.00
     1 g $21.00 0.00
     5 g $64.00 0.00
     10 g $80.00 0.00

Pricing updated 2018-09-19. Prices are subject to change without notice.

Description
Synonyms
  • ​cis-9-Octadecenoic acid

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).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

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Technical Information
Formal Name
9Z-Octadecenoic acid
CAS Number
112-80-1
Synonyms
  • ​cis-9-Octadecenoic acid
Molecular Formula
C18H34O2
Formula Weight
282.5
Purity
≥98%
Formulation
A solution in ethanol
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O
InChI Code
InChI=1S/C18H34O2/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)/b10-9-
InChI Key
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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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).

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