Linoleic acid

Names

[ CAS No. ]:
60-33-3

[ Name ]:
Linoleic acid

[Synonym ]:
MFCD00064241
cis,cis-9,12-octadecadienoic acid
Pamolyn
9,12-Octadecadienoic acid, (9Z,12Z)-
FEMA 3380
Hidiene
cis-9,cis-12-octadecadienoic acid
Linoleic acid
LINOLEATE
emersol310
unifac6550
EINECS 200-470-9
9-cis,12-cis-Octadecadienoic acid
IVELIP
(9Z,12Z)-9,12-Octadecadienoic acid
cis-Linoleic acid
emersol315
Linoleic
9,12-octadecadienoic acid
(9Z,12Z)-octadeca-9,12-dienoic acid

Biological Activity

[Description]:

Linoleic acid is a critical component of polyunsaturated fatty acids.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

Linoleic acid contains unsaturated double bonds that are highly vulnerable to free radical attack and oxidation. If ROS are produced in great quantities, the body can no longer efficiently remove them. In such instances, ROS may be released into the extracellular space, causing damage to surrounding cells and tissues. Linoleic acid is a decomposition product of a free fatty acid and has been linked to erythrocyte damage[1].

[References]

[1]. Yuan T, et al. Linoleic acid induces red blood cells and hemoglobin damage via oxidative mechanism. Int J Clin Exp Pathol. 2015 May 1;8(5):5044-52.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
360.6±0.0 °C at 760 mmHg

[ Melting Point ]:
-5 °C

[ Molecular Formula ]:
C₁₈H₃₂O₂

[ Molecular Weight ]:
280.445

[ Flash Point ]:
273.0±14.4 °C

[ Exact Mass ]:
280.240234

[ PSA ]:
37.30000

[ LogP ]:
7.18

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.478

[ Storage condition ]:
2-8°C

[ Stability ]:
Stability Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
INSOLUBLE

[ Freezing Point ]:
-5℃

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RF9990000

CHEMICAL NAME :: 9,12-Octadecadienoic acid, (Z)-

CAS REGISTRY NUMBER :: 60-33-3

LAST UPDATED :: 199710

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C18-H32-O2

MOLECULAR WEIGHT :: 280.50

WISWESSER LINE NOTATION :: QV8U3U6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human

REFERENCE :: 85DKA8 "Cutaneous Toxicity, Proceedings of the 3rd Conference, 1976," Drill, V.A., and P. Lazar, eds., New York, Academic Press, Inc. 1977 Volume(issue)/page/year: -,127,1977 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >50 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 4,327,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >50 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #3728459

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 280 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 104,793,1984 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 43040 No. of Facilities: 4852 (estimated) No. of Industries: 61 No. of Occupations: 64 No. of Employees: 45762 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 43040 No. of Facilities: 2186 (estimated) No. of Industries: 26 No. of Occupations: 37 No. of Employees: 57612 (estimated) No. of Female Employees: 16829 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36

[ Safety Phrases ]:
S26-S24/25-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
RF9990000

[ HS Code ]:
2916150000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

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Related Compounds

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