Oleic acid
Synonym(s):Oleic acid;OlAc;cis-9-Octadecenoic acid;cis-9-Octadecenoic Acid, 18:1;Elainic acid
- CAS NO.:112-80-1
- Empirical Formula: C18H34O2
- Molecular Weight: 282.46
- MDL number: MFCD00064242
- EINECS: 204-007-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-18 08:51:57
What is Oleic acid?
Absorption
Fatty acid uptake by different tissues may be mediated via passive diffusion to facilitated diffusion or a combination of both . Fatty acids taken up by tissues are then stored in the form of triglycerides or oxidized . Oleic acid was shown to penetrate rat skin . Following oral administration of Brucea javanica oil emulsion in rats, the time of oleic acid to reach peak plasma concentration was approximately 15.6 hours .
Toxicity
In rat, oral LD50 74 g/kg and intravenous LD50 is 2.4 mg/kg . Dermal LD50 in guinea pig was >3000 mg/kg .
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. It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets. 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 ( | 90010.1 | 10006607). Oleic acid (60 μM) induces release of intracellular calcium in human platelets. 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).
The Uses of Oleic acid
Oleic acid is a monounsaturated omega-9 fatty acid. Oleic Acid is obtained by the hydrolysis of various animal and vegetable fats and oils. Oleic Acid is used as an emulsifying or solubilizing agent i n aerosol products.
Background
An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed)
What are the applications of Application
Oleic Acid is an anti-proliferative agent and activator of PKC and CaMKII
Metabolism
Like most fatty acids, oleic acid may undergo oxidation via beta-oxidation and tricarboxylic acid cycle pathways of catabolism, where an additional isomerization reaction is required for the complete catabolism of oleic acid. Via a series of elongation and desaturation steps, oleic acid may be converted into longer chain eicosatrienoic and nervonic acid .
Properties of Oleic acid
Melting point: | 13-14 °C(lit.) |
Boiling point: | 360 °C |
Density | 0.89 g/mL at 25 °C(lit.) |
Flash point: | 133 °F |
storage temp. | -20°C |
solubility | Miscible with ethanol, ether, acetone, chloroform, dimethyl formamide and dimethyl sulfoxide. |
form | Liquid |
color | Colorless to pale yellow |
Odor | Peculiar Lard-Like |
Water Solubility | negligible |
Sensitive | Air Sensitive |
Safety information for Oleic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H320:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see … on this label). P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for Oleic acid
InChIKey | ZQPPMHVWECSIRJ-KTKRTIGZSA-N |
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