Identification

Namelinoleic acid
IUPAC(9Z,12Z)-octadeca-9,12-dienoic acid
CAS Number60-33-3
EINECS200-470-9
FDA UNII9KJL21T0QJ
Molecular FormulaC18 H32 O2
Molecular Weight280.45144000
MDL NumberMFCD00064241
Nikkaji NumberJ4.801A
Beilstein1727101
CoE Number694
XlogP36.80 (est)

Regulatory

FDA/DG SANTE Petitions, Reviews, Notices184.1065
JECFA Food Flavoring332 linoleic acid
DG SANTE Food Flavourings08.041 linoleic acid
DG SANTE Food Contact Materialslinoleic acid
FDA Mainterm (SATF)60-33-3 ; LINOLEIC ACID
FDA RegulationFDA PART 184 -- DIRECT FOOD SUBSTANCES AFFIRMED AS GENERALLY RECOGNIZED AS SAFE

Physical Properties

Appearance colorless to pale yellow clear oily liquid (est)
Assay 99.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.90300 to 0.90600 @ 20.00 °C.
Pounds per Gallon - (est). 7.523 to 7.548
Refractive Index 1.46800 to 1.47100 @ 20.00 °C.
Melting Point -5.00 °C. @ 760.00 mm Hg
Boiling Point 229.00 to 230.00 °C. @ 16.00 mm Hg, 365.00 to 366.00 °C. @ 760.00 mm Hg
Vapor Pressure 1.000000 mmHg @ 180.00 °C.
Vapor Density 9.7 ( Air = 1 )
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 7.050
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantistatic agents

Organoleptic Properties

Odor Strength none
Odor Description at 100.00 %.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 280 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Maximised Survey-derived Daily Intakes (MSDI-EU)110.00 (μg/capita/day)

Beijing Lys Chemicals Co, LTD.

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Penta International Corporation

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Synerzine, Inc.

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Potential Uses

antistatic agents emollients hair conditioning skin conditioning surfactants

Natural Occurrence

ambrette seed concrete @ 0.21% Data ambrette seed oil @ 0.50% Data cabbage savoy cabbage calamus leaf oil @ 0.02% Data celery seed oil CO2 extract india @ 1.04% Data champaca concrete @ 1.00% Data cichorium intybus l. root extract @ 6.74% Data cistus oil @ 1.0% Data coffee roasted coffee PMC genet absolute @ 4.00% Data parsley leaf oil @ 0.01% Data rue seed saffron

Synonyms

emersol 310 emersol 315 9-cis,12-cis- grape seed oil 9-cis,12-cis- linoleic acid 9Z,12Z- linoleic acid cis- linoleic acid cis-9,cis-12- linoleic acid linoleic acid pure 99% linolic acid (9Z,12Z)- octadeca-9,12-dienoic acid (9Z,12Z)- octadecadienoic acid (9Z,12Z)-9,12- octadecadienoic acid (Z,Z)-9,12- octadecadienoic acid (Z)-9,12- octadecadienoic acid 9-cis,12-cis- octadecadienoic acid 9Z,12Z- octadecadienoic acid all-cis-9,12- octadecadienoic acid cis-9,cis-12- octadecadienoic acid cis-delta9,12- octadecadienoic acid cis,cis-9,12- octadecadienoic acid pamolyn 210 linoleic acid polylin 515 telfairic acid unifac 6550 Info: Linoleic Acid PubMed: Effects of Enrichment with Polyunsaturated Fatty Acids (Omega-3 and Conjugated Linoleic Acid) on Consumer Liking of Beef Aged for 7 or 21 d Evaluated at Different Locations. PubMed: Effects of acerola fruit extract on sensory and shelf-life of salted beef patties from grinds differing in fatty acid composition. PubMed: Fatty acid composition of subcutaneous adipose tissue from entire male pigs with extremely divergent levels of boar taint compounds - An exploratory study. PubMed: Composition and antioxidant activities of Iranian Pulicaria gnaphalodes essential oil in Soybean oil. PubMed: Characteristic odorants from bailingu oyster mushroom (Pleurotus eryngii var. tuoliensis) and summer oyster mushroom (Pleurotus cystidiosus). PubMed: Designer laying hen diets to improve egg fatty acid profile and maintain sensory quality. PubMed: Fatty acid and sensory profiles of Caciocavallo cheese as affected by management system. PubMed: Milk volatile organic compounds and fatty acid profile in cows fed timothy as hay, pasture, or silage. PubMed: Synthesis of 9-oxononanoic acid, a precursor for biopolymers. PubMed: Genotypic effect of ahFAD2 on fatty acid profiles in six segregating peanut (Arachis hypogaea L) populations. PubMed: Significant influence of particular unsaturated fatty acids and pH on the volatile compounds in meat-like model systems. PubMed: Biological activity and fatty acid composition of Caesar's mushroom. PubMed: Blood and tissue fatty acid compositions, lipoprotein levels, performance and meat flavor of broilers fed fish oil: changes in the pre- and post-withdrawal design. PubMed: Association of DGAT1 genotype, fatty acid composition, and concentration of copper in milk with spontaneous oxidized flavor. PubMed: Influence of lipid content and lipoxygenase on flavor volatiles in the tomato peel and flesh. PubMed: The chemical composition and the content of volatile oil: potential factors that can contribute to the oxidative stability of Nigella sativa L. crude oil. PubMed: Identification of tartary buckwheat tea aroma compounds with gas chromatography-mass spectrometry. PubMed: Characterization and stability analysis of zinc oxide nanoencapsulated conjugated linoleic acid. PubMed: A review of fatty acid profiles and antioxidant content in grass-fed and grain-fed beef. PubMed: Effects of feeding diets containing increasing content of corn distillers dried grains with solubles to grower-finisher pigs on growth performance, carcass composition, and pork fat quality. PubMed: [Chemical composition of the virgin oil obtained by mechanical pressing form several grape seed varieties (Vitis vinifera L.) with emphasis on minor constituents]. PubMed: Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation. PubMed: Effects of increasing levels of dried corn distillers grains with solubles on growth performance, carcass characteristics, and meat quality of yearling heifers. PubMed: Influence of sporophore development, damage, storage, and tissue specificity on the enzymic formation of volatiles in mushrooms (Agaricus bisporus). PubMed: Increasing omega fatty acid content in cow's milk through diet manipulation: effect on milk flavor. PubMed: Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods. PubMed: A study of the relationships among consumer acceptance, oxidation chemical indicators, and sensory attributes in high-oleic and normal peanuts. PubMed: Association between fatty acid compositions and genotypes of FABP4 and LXR-alpha in Japanese black cattle. PubMed: Studies on the aroma of five fresh tomato cultivars and the precursors of cis- and trans-4,5-epoxy-(E)-2-decenals and methional. PubMed: Influence of lipids in the generation of phenylacetaldehyde in wort-related model systems. PubMed: The influence of diets supplemented with conjugated linoleic acid, selenium, and vitamin E, with or without animal protein, on the quality of pork from female pigs. PubMed: Chemical properties and consumer perception of fluid milk from conventional and pasture-based production systems. PubMed: Chemical composition of the volatile extract and antioxidant activities of the volatile and nonvolatile extracts of Egyptian corn silk (Zea mays L.). PubMed: Mung bean lipoxygenase in the production of a C6-aldehyde. Natural green-note flavor generation via biotransformation. PubMed: CD36 gene deletion reduces fat preference and intake but not post-oral fat conditioning in mice. PubMed: Effects of trans-10, cis-12 conjugated linoleic acid on ovine milk fat synthesis and cheese properties. PubMed: Cheese manufacture with milk with elevated conjugated linoleic acid levels caused by dietary manipulation. PubMed: Effects of supplemental rumen-protected conjugated linoleic acid or corn oil on lipid content and palatability in beef cattle. PubMed: Injection of conjugated linoleic acid into beef strip loins. PubMed: Antioxidant property of Decalepis hamiltonii Wight & Arn. PubMed: Descriptive flavor analysis of bacon and pork loin from lean-genotype gilts fed conjugated linoleic acid and supplemental fat. PubMed: Study of precursors responsible for off-flavor formation during storage of potato flakes. PubMed: Characterization of epoxydecenal isomers as potent odorants in black tea (Dimbula) infusion. PubMed: Mapping of the loci controlling oleic and linolenic acid contents and development of fad2 and fad3 allele-specific markers in canola (Brassica napus L.). PubMed: Lipoxygenase from banana leaf: purification and characterization of an enzyme that catalyzes linoleic acid oxygenation at the 9-position. PubMed: The cytotoxic and genotoxic effects of conjugated trans-2-nonenal (T2N), an off-flavor compound in beer and heat processed food arising from lipid oxidation. PubMed: Milk and cheese from cows fed calcium salts of palm and fish oil alone or in combination with soybean products. PubMed: Conjugated linoleic acid content and organoleptic attributes of fermented milk products produced with probiotic bacteria. PubMed: Production of gamma-lactones by the brown-rot basidiomycete Piptoporus soloniensis. PubMed: Characterization of factors that transform linoleic acid into di- and trihydroxyoctadecenoic acids in mash. PubMed: Effect of heated sunflower oil and dietary supplements on the composition, oxidative stability, and sensory quality of dark chicken meat. PubMed: Chemical, physical, and sensory properties of dairy products enriched with conjugated linoleic acid. PubMed: Consumer acceptability of conjugated linoleic acid-enriched milk and cheddar cheese from cows grazing on pasture. PubMed: The primate amygdala: Neuronal representations of the viscosity, fat texture, temperature, grittiness and taste of foods. PubMed: Flavor and stability of pasteurized milk with elevated levels of conjugated linoleic acid and vaccenic acid. PubMed: Comparison of fatty acid and polar lipid contents of tubers from two potato species, Solanum tuberosum and Solanum phureja. PubMed: Feeding encapsulated ground full-fat soybeans to increase polyunsaturated fat concentrations and effects on flavor volatiles in fresh lamb. PubMed: Evaluation of antioxidant capacity of cereal brans. PubMed: The effect of Lactococcus lactis starter cultures on the oxidative stability of liquid whey. PubMed: A review of nutritional and physiological factors affecting goat milk lipid synthesis and lipolysis. PubMed: The impact of fortification with conjugated linoleic acid (CLA) on the quality of fluid milk. PubMed: Quality characteristics of irradiated chicken breast rolls from broilers fed different levels of conjugated linoleic acid. PubMed: Quality characteristics of irradiated ready-to-eat breast rolls from turkeys fed conjugated linoleic acid. PubMed: Comparison of volatile compounds in water- and oil-soluble annatto (Bixa orellana L.) extracts. PubMed: Effect of overexpression of fatty acid 9-hydroperoxide lyase in tomatoes (Lycopersicon esculentum Mill.). PubMed: Composition and flavor of milk and butter from cows fed fish oil, extruded soybeans, or their combination. PubMed: Conjugated linoleic acid improves feed efficiency, decreases subcutaneous fat, and improves certain aspects of meat quality in stress-genotype pigs. PubMed: Effect of oleic and linoleic acids on the production of deep-fried odor in heated triolein and trilinolein. PubMed: Composition and properties of milk and butter from cows fed fish oil. PubMed: Mechanism of volatile compound production during storage of sunflower Oil. PubMed: Milk fat composition of Holstein and Jersey cows with control or depleted copper status and fed whole soybeans or tallow. PubMed: Orosensory factors in the ingestion of corn oil/sucrose mixtures by the rat. PubMed: Antioxidant activity of selected Indian spices. PubMed: Production of tomato flavor volatiles from a crude enzyme preparation using a hollow-fiber reactor. PubMed: Release of deuterated nonenal during beer aging from labeled precursors synthesized in the boiling kettle. PubMed: Developmental and growth temperature regulation of two different microsomal omega-6 desaturase genes in soybeans. PubMed: Volatile compound content and fatty acid composition of pork as influenced by linoleic acid content of the diet. PubMed: [Isomeric trihydroxy-octadecenoic acids in beer: Evidence for their presence and quantitative determination (author's transl)]. PubMed: Effects of treatment of whole fat soybeans or soy flour with formaldehyde to protect the polyunsaturated fatty acids from biohydrogenation in the rumen.