Category: cosmetic, flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Assay: | 96.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.88600 to 0.89000 @ 20.00 °C.
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Pounds per Gallon - (est).: | 7.381 to 7.414
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Refractive Index: | 1.46000 to 1.46300 @ 20.00 °C.
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Melting Point: | -35.00 °C. @ 760.00 mm Hg
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Boiling Point: | 373.00 to 374.00 °C. @ 760.00 mm Hg
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Boiling Point: | 192.00 °C. @ 4.00 mm Hg
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Vapor Pressure: | 0.000009 mmHg @ 25.00 °C. (est) |
Flash Point: | > 230.00 °F. TCC ( > 110.00 °C. )
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logP (o/w): | 6.820 |
Shelf Life: | 12.00 month(s) or longer if stored properly. |
Storage: | refrigerate in tightly sealed containers. |
Soluble in: |
| alcohol | | water, 0.01981 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor Type: oily |
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Odor Strength: | low |
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| oily fatty woody |
Odor Description: at 100.00 %. | oily fatty woody |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | cosmetic, flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for methyl linoleate usage levels up to: | | 20.0000 % in the fragrance concentrate.
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Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 7 |
Click here to view publication 7 |
| average usual ppm | average maximum ppm |
baked goods: | - | 10.00000 |
beverages(nonalcoholic): | - | 10.00000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | - | 10.00000 |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | - | 10.00000 |
fruit ices: | - | 10.00000 |
gelatins / puddings: | - | 10.00000 |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | 10.00000 |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | 10.00000 |
meat products: | - | - |
milk products: | - | - |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | - | - |
soft candy: | - | - |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
European Food Safety Authority (EFSA) reference(s): |
Efficacy of methyl ester of conjugated linoleic acid (t10,c12 isomer) for sows and cows for reproduction View page or View pdf |
EPI System: | View |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
Carcinogenic Potency Database: | Search |
EPA Substance Registry Services (TSCA): | 112-63-0 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 5284421 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 1 |
| methyl (9Z,12Z)-octadeca-9,12-dienoate |
Chemidplus: | 0000112630 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
| emollients | |
| skin conditioning | |
Occurrence (nature, food, other): note
Synonyms:
| linoleic acid methyl ester | | linoleic acid, methyl ester | | methyl (9Z,12Z)-9,12-octadecadienoate | | methyl (9Z,12Z)-octadeca-9,12-dienoate | | methyl (Z,Z)-9,12-octadecadienoate | | methyl 9-cis,12-cis-octadecadienoate | | methyl cis,cis-9,12-octadecadienoate | | methyl lineoleate | | methyl octadecadienoate | | methyllinoleate | 9,12- | octadecadienoic acid (9Z,12Z)-, methyl ester | 9,12- | octadecadienoic acid (Z,Z)-, methyl ester | (9Z,12Z)- | octadecadienoic acid methyl ester | (Z,Z)-9,12- | octadecadienoic acid methyl ester | | octadecadienoic acid methyl ester, 9,12-(Z,Z)- | 9,12- | octadecadienoic acid, methyl ester, (9Z,12Z)- | 9,12- | octadecadienoic acid, methyl ester, (Z,Z)- |
Articles:
PubMed: | Effect of olive storage conditions on Chemlali olive oil quality and the effective role of fatty acids alkyl esters in checking olive oils authenticity. |
J-Stage: | The Antioxidative Effect of Fullerenes during the Peroxidation of Methyl Linoleate in Toluene |
PubMed: | Effects of various emulsification methods on the oxidation of methyl linoleate. |
PubMed: | Effect of boiling in water of barley and buckwheat groats on the antioxidant properties and dietary fiber composition. |
PubMed: | Nonallergenic urushiol derivatives inhibit the oxidation of unilamellar vesicles and of rat plasma induced by various radical generators. |
PubMed: | Effect of droplet size on autoxidation rates of methyl linoleate and α-linolenate in an oil-in-water emulsion. |
PubMed: | Synthesis of linoleoyl ethanolamide. |
PubMed: | UVA photoirradiation of benzo[a]pyrene metabolites: induction of cytotoxicity, reactive oxygen species, and lipid peroxidation. |
PubMed: | UVA photoirradiation of nitro-polycyclic aromatic hydrocarbons-induction of reactive oxygen species and formation of lipid peroxides. |
PubMed: | Riboflavin-photosensitized oxidation is enhanced by conjugation in unsaturated lipids. |
PubMed: | Phototoxicity of kava - formation of reactive oxygen species leading to lipid peroxidation and DNA damage. |
PubMed: | Statistical optimization of culture media for growth and lipid production of Chlorella protothecoides UTEX 250. |
PubMed: | Kinetic study of Sasa veitchii extract as a radical scavenger and an antioxidant. |
PubMed: | Green tea extract as food antioxidant. Synergism and antagonism with α-tocopherol in vegetable oils and their colloidal systems. |
PubMed: | Antioxidant activity of isolated ellagitannins from red raspberries and cloudberries. |
PubMed: | Photoirradiation of dehydropyrrolizidine alkaloids--formation of reactive oxygen species and induction of lipid peroxidation. |
PubMed: | Photoirradiation of polycyclic aromatic hydrocarbon diones by UVA light leading to lipid peroxidation. |
PubMed: | Design of Ru-zeolites for hydrogen-free production of conjugated linoleic acids. |
PubMed: | Culture of microalgae Chlorella minutissima for biodiesel feedstock production. |
PubMed: | Preparation of acetonides from soybean oil, methyl soyate, and fatty esters. |
PubMed: | Light-induced oxidation of unsaturated lipids as sensitized by flavins. |
PubMed: | Properties of synthetic homoisoflavonoids to reduce oxidants and to protect linoleic acid and dna against oxidation. |
PubMed: | Assessing palatability of long-chain fatty acids from the licking behavior of BALB/c mice. |
PubMed: | Unusual antioxidant behavior of alpha- and gamma-terpinene in protecting methyl linoleate, DNA, and erythrocyte. |
PubMed: | Quantification of antioxidant capacity in a microemulsion system: synergistic effects of chlorogenic acid with alpha-tocopherol. |
PubMed: | Analytical evaluation of polyunsaturated fatty acids degradation during thermal oxidation of edible oils by Fourier transform infrared spectroscopy. |
PubMed: | In vitro digestion of betalainic foods. Stability and bioaccessibility of betaxanthins and betacyanins and antioxidative potential of food digesta. |
PubMed: | UVA photoirradiation of anhydroretinol--formation of singlet oxygen and superoxide. |
PubMed: | Kaiware Daikon (Raphanus sativus L.) extract: a naturally multipotent chemopreventive agent. |
PubMed: | Contribution of lipid oxidation products to acrylamide formation in model systems. |
PubMed: | Azide derivatives of soybean oil and fatty esters. |
PubMed: | UVA photoirradiation of oxygenated benz[a]anthracene and 3-methylcholanthene--generation of singlet oxygen and induction of lipid peroxidation. |
PubMed: | Effect of oil-droplet size on the oxidation of microencapsulated methyl linoleate. |
PubMed: | Bioactive components of caper (Capparis spinosa L.) from Sicily and antioxidant effects in a red meat simulated gastric digestion. |
PubMed: | Efficacy of metmyoglobin and hemin as a catalyst of lipid peroxidation determined by using a new testing system. |
PubMed: | Photo-irradiation of Aloe vera by UVA--formation of free radicals, singlet oxygen, superoxide, and induction of lipid peroxidation. |
PubMed: | Elucidation of structural isomers from the homogeneous rhodium-catalyzed isomerization of vegetable oils. |
PubMed: | High-throughput quantitation of peroxyl radical scavenging capacity in bulk oils. |
PubMed: | Photoirradiation of retinyl palmitate in ethanol with ultraviolet light--formation of photodecomposition products, reactive oxygen species, and lipid peroxides. |
PubMed: | Photoirradiation of representative polycyclic aromatic hydrocarbons and twelve isomeric methylbenz[a]anthracene with UVA light: formation of lipid peroxidation. |
PubMed: | Isolation and characterization of rosmarinic acid oligomers in Celastrus hindsii Benth leaves and their antioxidative activity. |
PubMed: | ESR and NMR spectroscopy studies on protein oxidation and formation of dityrosine in emulsions containing oxidised methyl linoleate. |
PubMed: | Dual positional and stereospecificity of lipoxygenase isoenzymes from germinating barley (green malt): biotransformation of free and esterified linoleic acid. |
PubMed: | Free-radical-scavenging and antioxidant activities of secondary metabolites from reddened cv. Annurca apple fruits. |
PubMed: | UVA photoirradiation of retinyl palmitate--formation of singlet oxygen and superoxide, and their role in induction of lipid peroxidation. |
PubMed: | Synthesis of carbonated fatty methyl esters using supercritical carbon dioxide. |
PubMed: | Catechins and procyanidins in berries of vaccinium species and their antioxidant activity. |
PubMed: | Antioxidative compounds from the outer scales of onion. |
PubMed: | Antioxidant activity of steryl ferulate extracts from rye and wheat bran. |
PubMed: | Antioxidant activity of olive pulp and olive oil phenolic compounds of the arbequina cultivar. |
PubMed: | Antioxidative polyphenols from berries of Pimenta dioica. |
PubMed: | Photodecomposition of retinyl palmitate in ethanol by UVA light-formation of photodecomposition products, reactive oxygen species, and lipid peroxides. |
PubMed: | Antioxidant properties of gingerol related compounds from ginger. |
PubMed: | Total phenolics and antioxidant activities of fenugreek, green tea, black tea, grape seed, ginger, rosemary, gotu kola, and ginkgo extracts, vitamin E, and tert-butylhydroquinone. |
PubMed: | Myoglobin species with enhanced prooxidative activity is formed during mild proteolysis by pepsin. |
PubMed: | Comparative methyl linoleate and methyl linolenate oxidation in the presence of bovine serum albumin at several lipid/protein ratios. |
PubMed: | ELISA for monitoring lipid oxidation in chicken myofibrils through quantification of hexanal-protein adducts. |
PubMed: | Antioxidative activities of volatile extracts from green tea, oolong tea, and black tea. |
PubMed: | Effects of oral stimulation with fats on the cephalic phase of pancreatic enzyme secretion in esophagostomized rats. |
PubMed: | Chain-breaking antioxidant activity and cyclic voltammetry characterization of polyphenols in a range of green, oolong, and black teas. |
PubMed: | Isolation and characterization of some antioxidative compounds from the rhizomes of smaller galanga (Alpinia officinarum Hance). |
PubMed: | Solid phase microextraction-gas chromatography for quantifying headspace hexanal above freeze-dried chicken myofibrils. |
PubMed: | Nonradiometric HPLC measurement of 13(S)-hydroxyoctadecadienoic acid from rat tissues. |
PubMed: | Preparation of a t,t conjugated linoleic acid methylester (CLA-Me) isomers mixture from synthetic CLA by methylation with BF3/methanol. |
PubMed: | Studies on dimerisation of tocopherols under the influence of methyl linoleate peroxides. |
PubMed: | Commercial dietary antioxidant supplements assayed for their antioxidant activity by different methodologies. |
PubMed: | Chain-Breaking Antioxidant Capability of Some Beverages as Determined by the Clark Electrode Technique. |
PubMed: | Antioxidant activity of anthocyanins and their aglycons. |
PubMed: | Antioxidant constituents of almond [Prunus dulcis (Mill.) D.A. Webb] hulls. |
PubMed: | Antioxidant activity and characterization of volatile constituents of Taheebo (Tabebuia impetiginosa Martius ex DC). |
PubMed: | Antioxidant synergy and regeneration effect of quercetin, (-)-epicatechin, and (+)-catechin on alpha-tocopherol in homogeneous solutions of peroxidating methyl linoleate. |
PubMed: | Antioxidant properties of differently processed spinach products. |
PubMed: | Methyl linoleate oxidation in the presence of bovine serum albumin. |
PubMed: | Ability of lipid hydroperoxides to partition into surfactant micelles and alter lipid oxidation rates in emulsions. |
PubMed: | Determination of antioxidant potential of volatile extracts isolated from various herbs and spices. |
PubMed: | Effects of riboflavin and fatty acid methyl esters on cholesterol oxidation during illumination. |
PubMed: | Effect of nitrosylmyoglobin and saturated fatty acid anions on metmyoglobin-catalyzed oxidation of aqueous methyl linoleate emulsions. |
PubMed: | Antioxidant properties of ferulic acid and its related compounds. |
PubMed: | Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method. |
PubMed: | Effect of lipid composition on meat-like model systems containing cysteine, ribose, and polyunsaturated fatty acids. |
PubMed: | Formation of polycyclic aromatic hydrocarbons in the smoke from heated model lipids and food lipids. |
PubMed: | Impact of tween 20 hydroperoxides and iron on the oxidation of methyl linoleate and salmon oil dispersions. |
PubMed: | Berry phenolics and their antioxidant activity. |
PubMed: | Extension of AOAC Official Method 996.01 to the analysis of Standard Reference Material (SRM) 1846 and infant formulas. |
PubMed: | Antioxidant mechanism of flavonoids. Solvent effect on rate constant for chain-breaking reaction of quercetin and epicatechin in autoxidation of methyl linoleate. |
PubMed: | Antioxidant Activity of Berry and Fruit Wines and Liquors. |
PubMed: | Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L. ). |
PubMed: | Interaction of gum arabic, maltodextrin and pullulan with lipids in emulsions. |
PubMed: | Ability of surfactant hydrophobic tail group size to alter lipid oxidation in oil-in-water emulsions. |
PubMed: | Ability of surfactant headgroup size to alter lipid and antioxidant oxidation in oil-in-water emulsions. |
PubMed: | Identification of new geometric isomers of methyl linoleate hydroperoxide and their chromatographic behavior. |
PubMed: | Isolation and structure determination of new antioxidative ferulic acid glucoside esters from the rhizome of Alpinia speciosa, a Zingiberaceae plant used in Okinawan food culture. |
PubMed: | Antioxidant properties of a North American ginseng extract. |
PubMed: | Peroxidation of linoleate at physiological pH: hemichrome formation by substrate binding protects against metmyoglobin activation by hydrogen peroxide. |
PubMed: | Antioxidant activity and partitioning of phenolic acids in bulk and emulsified methyl linoleate. |
PubMed: | Antioxidant activity of plant extracts containing phenolic compounds. |
PubMed: | Effect of pH and temperature on comparative antioxidant activity of nonenzymatically browned proteins produced by reaction with oxidized lipids and carbohydrates. |
PubMed: | Effect of pH and temperature on comparative nonenzymatic browning of proteins produced by oxidized lipids and carbohydrates. |
PubMed: | Change in the positional specificity of lipoxygenase 1 due to insertion of fatty acids into phosphatidylcholine deoxycholate mixed micelles. |
PubMed: | Proportion of geometrical hydroperoxide isomers generated by radical oxidation of methyl linoleate in homogeneous solution and in aqueous emulsion. |
PubMed: | The orosensory recognition of long-chain fatty acids in rats. |
PubMed: | Antioxidative activities of several marine polysaccharides evaluated in a phosphatidylcholine-liposomal suspension and organic solvents. |
PubMed: | Reaction of alpha-tocopherol in heated bulk phase in the presence of methyl linoleate (13S)-hydroperoxide or methyl linoleate. |
PubMed: | Determination of hydroperoxides and structures by high-performance liquid chromatography with post-column detection with diphenyl-1-pyrenylphosphine. |
PubMed: | Effect of alpha-tocopherol and Trolox on the decomposition of methyl linoleate hydroperoxides. |
PubMed: | Estimation of essential fatty acid requirements of common carp larvae using semi-purified artificial diets. |
PubMed: | Recognition system for dietary fatty acids in the rat small intestine. |
PubMed: | The recognition system of dietary fatty acids by the rat small intestinal cells. |
PubMed: | Radioprotective effect of antioxidative flavonoids in gamma-ray irradiated mice. |
PubMed: | Antioxidant activity of 9-cis compared to all-trans beta-carotene in vitro. |
PubMed: | Protective effect of epicatechin, epicatechin gallate, and quercetin on lipid peroxidation in phospholipid bilayers. |
PubMed: | Carotenoid scavenging of radicals. Effect of carotenoid structure and oxygen partial pressure on antioxidative activity. |
PubMed: | Reaction of alpha-tocopherol with alkyl and alkylperoxyl radicals of methyl linoleate. |
PubMed: | Evaluation of immunochemical changes in ovalbumin due to reaction with oxidizing methyl linoleate by an enzyme linked immunosorbent assay. |
PubMed: | The inhibitory effect of water on the Co2+ and Cu2+ catalyzed decomposition of methyl linoleate hydroperoxides. |
PubMed: | Properties of agents that effectively entrap liquid lipids. |
PubMed: | Comparison of the cytotoxicity of different hydroperoxides to V79 cells. |
PubMed: | In vivo effects of single or combined dietary antimutagens on mutagen-induced chromosomal aberrations. |
PubMed: | Solvent effects in the spin trapping of lipid oxyl radicals. |
PubMed: | Rapid headspace gas chromatography of hexanal as a measure of lipid peroxidation in biological samples. |
PubMed: | The effect of dietary autoxidized oils on immunocompetent cells in mice. |
PubMed: | Antioxidant activity of beta-carotene-related carotenoids in solution. |
PubMed: | Multiple forms of glutathione S-transferase from pig liver--reaction with methyl linoleate hydroperoxides. |
PubMed: | Characterization of fluorescent products from reaction of methyl linoleate hydroperoxides with adenine in the presence of Fe2+ and ascorbic acid. |
PubMed: | The effect of dietary lipid hydroperoxide on lymphoid tissues in mice. |
PubMed: | Microcomputer-based system for data acquisition and analysis of oxygen uptake studies. |
PubMed: | Effects of relative humidity on lipid autoxidation in a model system. |
PubMed: | Effect of dietary lipid peroxides on lymphoid tissues. |
PubMed: | Quantitative determination of linoleic acid in infant formulas by gas chromatography. |
PubMed: | Limitations of the hemoglobin method for detecting lipid hydroperoxides. |
PubMed: | Mutagenicity tests of lipid oxidation products in Salmonella typhimurium: monohydroperoxides and secondary oxidation products of methyl linoleate and methyl linolenate. |
PubMed: | Effects of methyl linoleate hydroperoxide and hydrogen peroxide on N-nitrosation of dimethylamine. |
PubMed: | Effect of organic solvents and unsaturated fatty acids on nitrosamine formation. |
PubMed: | Changes in lysozyme due to reactions with volatile products of peroxidizing methyl linoleate. |
PubMed: | The effect of ionizing radiation on the fatty acid composition of natural fats and on lipid peroxide formation. |
PubMed: | Reactions between peroxidizing lipids and histidyl residue analogues: enhancement of lipid oxidation and browning by 4-methylimidazole. |
PubMed: | Changes in lysozyme due to reactions with peroxidizing methyl linoleate in a dehydrated model system. |
PubMed: | Interaction of peroxidizing methyl linoleate with some proteins and amino acids. |
PubMed: | Minor peroxide components as catalysts and precursors to monocarbonyls in the autoxidation of methyl linoleate. |
PubMed: | Effects of model system composition on autoxidation of methyl linoleate. |
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