Product Name: Linoleic acid
Synonyms: 9,12-octadecadienoic;LINOLEIC ACID FREE ACID CELL CULTURE*TES TED;ETHYL VINYL KETONE 95+%;LINOLEIC ACID, STANDARD FOR GC;LINOLEIC ACID FREE ACID APPROX. 60%;LINOLEIC ACID FREE ACID, >=99%;LINOLEIC ACID, NATURAL;Linoleic acid, pract.
CAS: 60-33-3
MF: C18H32O2
MW: 280.45
EINECS: 200-470-9
Product Categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Antioxidant;Biochemistry;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acids;Natural Plant Extract;-;Biological and chemical;Cell Culture;Lipids and Lipid Carriers;Reagents and Supplements
Mol File: 60-33-3.mol
Linoleic acid Structure
Linoleic acid Chemical Properties
Melting point -5 °C
Boiling point 229-230 °C16 mm Hg(lit.)
density 0.902 g/mL at 25 °C(lit.)
refractive index n20/D 1.466(lit.)
FEMA 3380 | 9,12-OCTADECADIENOIC ACID (48%) AND 9,12,15-OCTADECATRIENOIC ACID (52%)
Fp >230 °F
storage temp. 2-8°C
solubility NaOH: soluble1M
pka 4.77(at 25℃)
form liquid
color Clear yellow
Water Solubility INSOLUBLE
FreezingPoint -5℃
Sensitive Air Sensitive
λmax 270nm(H2O)(lit.)
JECFA Number 332
Merck 14,5505
BRN 1727101
Stability: Stability Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
InChIKey OYHQOLUKZRVURQ-KQHSAVHASA-N
CAS DataBase Reference 60-33-3(CAS DataBase Reference)
NIST Chemistry Reference 9,12-Octadecadienoic acid (Z,Z)-(60-33-3)
EPA Substance Registry System 9,12-Octadecadienoic acid (9Z,12Z)-(60-33-3)
Safety Information
Hazard Codes Xi
Risk Statements 36-36/37/38
Safety Statements 26-24/25-36-37/39
RIDADR UN1170 - class 3 - PG 2 - Ethanol
WGK Germany 1
RTECS RF9990000
F 8-10-23
TSCA Yes
HS Code 29161500
Hazardous Substances Data 60-33-3(Hazardous Substances Data)
MSDS Information
Provider Language
cis-9,cis-12-Octadecadienoic acid English
SigmaAldrich English
ACROS English
ALFA English
Linoleic acid Usage And Synthesis
Linoleic acid and its function Linoleic acid is unsaturated omega-6 fatty acid usually found in corn, safflower, and sunflower oils. As it cannot be synthesized in vivo and has a defined metabolic significance, Linoleic acid is accepted as an essentical nutrient. Linolenic acid gives rise to arachidonic acid, which is the major precursor of a series of bioactive metabolites called eicosanoids, which regulate physiological processes in large scale such as prostaglandins, thromboxane A2, prostacyclin I2, leukotriene B4 and anandamide providing the body anti-inflammatory, moisturizing and healing support.
In 1930, Scientist reported that the rats exhibited scaly skin lesions, impaired growth, tail necrosis, and renal degeneration by the lack of linoleic acid, and the return of this fatty acid to the animal’s diet cured the lesions. Administration of only 1 to 2% of dietary calories in the form of linoleic acid will support normal growth and development and prevent the clinical appearance of essential fatty acid deficiency (EFAD). Linoleic acid deficiency possibly happens in infants fed skimmed milk, in patients with chronic fat malabsorption, and in those undergoing total parenteral nutrition, which will cause poor growth and development in infants and dermatitis in adults.
Brief Introduction Linoleic acid is named cis-9, 12-octadecadienoic acid, can also use △ to denote double bond, thus being named △ 9, 12-octadecadienoic acid. Alternatively, it can be simply expressed as 9C, 12C-18: 2 or C18: 2.
Linoleic acid in foods is important for human body to maintain many physiological functions such as the synthesis of phospholipids and other lipid metabolism, etc., being capable f significantly lower the effect of serum cholesterol. It can correct the growth arrest, skin and hair abnormalities, abnormal serum and adipose tissue composition of experimental animals due to lack of essential fatty acids. Lack of it in human beings can affect cell membrane function. Lack in infants can cause eczema. It is currently the major unsaturated fatty acids used to prevent and treat hyperlipidemia. Plant fat is the main source of linoleic acid, of which soybean oil, corn oil and cottonseed oil content is particularly rich. The content in vegetable oil (except palm oil), fish fat and poultry fat is also high. It is generally recommended that the amount of dietary linoleic acid should be equivalent to more than 2% to 3% of the total dietary calories.
Pharmaceutical effects Linolenic acid is the unsaturated acids obtained from the extraction and vacuum distillation of the saponification product of soybean oil. It contains over 65% of pure linoleic acid as well as vitamin E being as an antioxidant. Linoleic acid can react with cholesterol to become esters, which is more easily transported, metabolized and excreted, thus reducing blood cholesterol levels. It can also reduce the triglycerides content in the blood. Unsaturated fatty acids may change the distribution of cholesterol in the body, making it deposited in the tissue outside the vessel wall, further reducing the cholesterol content of the vessel wall for preventing and treating atherosclerosis.