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Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 364.00 to 365.00 °C. @ 760.00 mm Hg
|
| Vapor Pressure: | 0.000016 mmHg @ 25.00 °C. (est) |
| Flash Point: | 214.00 °F. TCC ( 101.11 °C. )
|
| logP (o/w): | 7.119 (est) |
| Soluble in: |
| | alcohol | | | water, 0.05771 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| |
| Odor Type: oily |
| |
| Odor Strength: | low |
| |
| | oily fatty fruity |
Odor Description: at 100.00 %. | bland |
| |
| Odor and/or flavor descriptions from others (if found). |
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| |
Cosmetic Information:
Suppliers:
Safety Information:
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
|
Not determined
|
| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
Safety References:
References:
Other Information:
Potential Blenders and core components note
| |
| For Odor |
| aldehydic |
| iso | valeraldehyde | FL/FR |
| cheesy |
| 2- | methyl hexanoic acid | FL/FR |
| coconut |
| delta- | undecalactone | FL/FR |
| coffee |
| | furfuryl mercaptan | FL/FR |
| creamy |
| gamma- | butyrolactone | FL/FR |
| ethereal |
| | decyl propionate | FL/FR |
| fatty |
| | allyl decanoate | FL/FR |
| | butter esters | FL/FR |
| iso | butyl undecylenate | FL/FR |
| | coconut absolute | FL/FR |
| (S)-gamma- | decalactone | FL/FR |
| (R)-gamma- | decalactone | FL/FR |
| | dodecyl butyrate | FL/FR |
| | ethyl linoleate | FL/FR |
| (Z)- | ethyl oleate | FL/FR |
| 1- | ethyl propyl 2-butenoate | |
| | ethyl undecylenate | FL/FR |
| (Z)-2- | octenal | |
| | perilla seed oil | FL/FR |
| | sorbitan oleate | CS |
| (E,Z,Z)-2,4,7- | tridecatrienal | FL/FR |
| floral |
| | octanal / methyl anthranilate schiff's base | FR |
| 2- | pentadecanone | FL/FR |
| fruity |
| | allyl cyclohexyl butyrate | FL/FR |
| | butyl 2-decenoate | FL/FR |
| (S)-gamma- | dodecalactone | FL/FR |
| | dodecyl isobutyrate | FL/FR |
| | ethyl 5-hydroxyoctanoate | FL/FR |
| (R)-(-)-2- | heptanol | FL/FR |
| 3- | nonen-2-one | FL/FR |
| | octyl heptanoate | FL/FR |
| green |
| beta- | bisabolenal | |
| (Z)-3- | hepten-1-ol | FL/FR |
| (Z)-4- | hepten-1-ol | FL/FR |
| (Z)-4- | heptenal | FL/FR |
| | neryl butyrate | FL/FR |
| herbal |
| | benzyl octanoate | FL/FR |
| mushroom |
| (S)-(+)-2- | heptanol | FL/FR |
| (S)-(+)-2- | octanol | |
| | brazil nut fragrance | FR |
| oily |
| | amyl laurate | FL/FR |
| | butter acids | FL/FR |
| | glyceryl tripropanoate | |
| | methyl linoleate | FL/FR |
| spicy |
| | cinnamon leaf oil ceylon | FL/FR |
| | cinnamon leaf oil replacer | FR |
| sulfurous |
| O- | methyl S-1-methoxyhexan-3-yl carbonothioate | FL/FR |
| waxy |
| (Z)-4- | decen-1-ol | FL/FR |
| | heptyl octanoate | FL/FR |
| | methyl undecanoate | FR |
| | propyl decanoate | FL/FR |
| delta- | tetradecalactone | FL/FR |
| winey |
| 2- | hexanol | FL/FR |
| woody |
| | nopyl aldehyde | FR |
| |
| For Flavor |
| |
| No flavor group found for these |
| | allyl cyclohexyl butyrate | FL/FR |
| | amyl laurate | FL/FR |
| | benzyl octanoate | FL/FR |
| beta- | bisabolenal | |
| iso | butyl undecylenate | FL/FR |
| | cocos nucifera water | FL |
| (R)-gamma- | decalactone | FL/FR |
| (S)-gamma- | decalactone | FL/FR |
| (Z)-4- | decen-1-ol | FL/FR |
| | decyl propionate | FL/FR |
| (S)-gamma- | dodecalactone | FL/FR |
| | dodecyl butyrate | FL/FR |
| | dodecyl isobutyrate | FL/FR |
| 2,3- | epoxyoctanal | FL |
| | ethyl (E)-3-octenoate | FL |
| | ethyl 5-hydroxyoctanoate | FL/FR |
| | ethyl linoleate | FL/FR |
| 1- | ethyl propyl 2-butenoate | |
| (R)-(-)-2- | heptanol | FL/FR |
| (S)-(+)-2- | heptanol | FL/FR |
| (Z)-3- | hepten-1-ol | FL/FR |
| 2- | hexanol | FL/FR |
| | methyl linoleate | FL/FR |
| 4- | methyl-2-pentenoic acid | FL |
| 3,5- | octadien-2-one | FL |
| (S)-(+)-2- | octanol | |
| (Z)-2- | octenal | |
| | octyl heptanoate | FL/FR |
| | oenanthic ether | FL |
| | perilla seed oil | FL/FR |
| | propyl decanoate | FL/FR |
| 3,5- | undecadien-2-one | FL |
| acidic |
| (E)-2- | hexenoic acid | FL |
| bitter |
| (E,Z,Z)-2,4,7- | tridecatrienal | FL/FR |
| coffee |
| | furfuryl mercaptan | FL/FR |
| creamy |
| | butter esters | FL/FR |
| delta- | undecalactone | FL/FR |
| fatty |
| | butter acids | FL/FR |
| | coconut absolute | FL/FR |
| | dimethyl sulfoxide | FL |
| (Z)- | ethyl oleate | FL/FR |
| | ethyl undecylenate | FL/FR |
| 2- | pentadecanone | FL/FR |
| 2,4- | undecadienal | FL |
| fruity |
| | allyl decanoate | FL/FR |
| | butyl 2-decenoate | FL/FR |
| | methyl (E)-3-nonenoate | FL |
| iso | valeraldehyde | FL/FR |
| green |
| (Z)-4- | hepten-1-ol | FL/FR |
| (Z)-4- | heptenal | FL/FR |
| (E)-2- | heptenal | FL |
| 3-(5- | methyl-2-furyl) butanal | FL |
| | neryl butyrate | FL/FR |
| 2,4- | octadienal | FL |
| milky |
| gamma- | butyrolactone | FL/FR |
| nutty |
| | arachis hypogaea fruit extract | FL |
| oily |
| | glyceryl tripropanoate | |
| 2- | methyl hexanoic acid | FL/FR |
| 3- | nonen-2-one | FL/FR |
| roasted |
| O- | methyl S-1-methoxyhexan-3-yl carbonothioate | FL/FR |
| spicy |
| | cinnamon leaf oil ceylon | FL/FR |
| waxy |
| | heptyl octanoate | FL/FR |
| delta- | tetradecalactone | FL/FR |
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Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | linolenic acid methyl ester | | | methyl 9,12,15-octadecatrienoate | | | methyl octadeca-9,12,15-trienoate | | | octadeca-9,12,15-trienoic acid methyl ester | | 9,12,15- | octadecatrienoic acid methyl ester | | 9,12,15- | octadecatrienoic acid, methyl ester |
Articles:
| PubMed: | Profile of volatile components of hydrodistilled and extracted leaves of Jacaranda acutifolia and their antimicrobial activity against foodborne pathogens. |
| PubMed: | Selective oxidation reactions of natural compounds with hydrogen peroxide mediated by methyltrioxorhenium. |
| PubMed: | Statistical optimization of culture media for growth and lipid production of Chlorella protothecoides UTEX 250. |
| PubMed: | Rate constants of oxidation of unsaturated fatty esters studied by chemiluminescence. |
| PubMed: | Activity of compounds isolated from Baccharis dracunculifolia D.C. (Asteraceae) against Paracoccidioides brasiliensis. |
| PubMed: | Antimicrobial and antioxidant activities of the flower essential oil of Halimodendron halodendron. |
| PubMed: | Antimicrobial investigation of Linum usitatissimum for the treatment of acne. |
| PubMed: | Culture of microalgae Chlorella minutissima for biodiesel feedstock production. |
| PubMed: | [Autooxidation of a mixture of lemon essential oils, methyl linolenoate, and methyl oleinate]. |
| PubMed: | Melanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis. |
| PubMed: | Phenolic profiles and antioxidant properties of apple skin extracts. |
| PubMed: | Light-induced oxidation of unsaturated lipids as sensitized by flavins. |
| PubMed: | One-pot process combining transesterification and selective hydrogenation for biodiesel production from starting material of high degree of unsaturation. |
| PubMed: | Inhibition of oxidation of aqueous emulsions of omega-3 fatty acids and fish oil by phloretin and phloridzin. |
| PubMed: | Marine diatom, Navicula sp. strain JPCC DA0580 and marine green alga, Chlorella sp. strain NKG400014 as potential sources for biodiesel production. |
| PubMed: | Solid phase extraction and enrichment of essential fatty acid methyl esters from soy-derived biodiesel by novel pi-complexing sorbents. |
| PubMed: | [Determination of 11 fatty acids and fatty acids methyl esters in biodiesel using ultra performance liquid chromatography]. |
| PubMed: | Combined analysis of C-18 unsaturated fatty acids using natural abundance deuterium 2D NMR spectroscopy in chiral oriented solvents. |
| PubMed: | Linoleic acid induces Ca2+-induced inactivation of voltage-dependent Ca2+ currents in rat pancreatic beta-cells. |
| PubMed: | Multivariate near infrared spectroscopy models for predicting the methyl esters content in biodiesel. |
| PubMed: | A direct and fast method to monitor lipid oxidation progress in model fatty acid methyl esters by high-performance size-exclusion chromatography. |
| PubMed: | [Cloning and expression of delta6-desaturase gene from Thamnidium elegans in Saccharomyces cerevisiae]. |
| PubMed: | Identification of 4-oxo-2-hexenal and other direct mutagens formed in model lipid peroxidation reactions as dGuo adducts. |
| PubMed: | Impact of lipid physical state on the oxidation of methyl linolenate in oil-in-water emulsions. |
| PubMed: | 4-oxo-2-hexenal, a mutagen formed by omega-3 fat peroxidation, causes DNA adduct formation in mouse organs. |
| PubMed: | Evaluation of activity of selected antioxidants on proteins in solution and in emulsions. |
| PubMed: | [Contrastive analysis of volatile oil from Serissa serissoides in different seasons]. |
| PubMed: | Comparative methyl linoleate and methyl linolenate oxidation in the presence of bovine serum albumin at several lipid/protein ratios. |
| PubMed: | Effect of quercetin and genistein on copper- and iron-induced lipid peroxidation in methyl linolenate. |
| PubMed: | Formation of polycyclic aromatic hydrocarbons in the smoke from heated model lipids and food lipids. |
| PubMed: | Superoxide dismutase inhibits lipid peroxidation in micelles. |
| PubMed: | Extension of AOAC Official Method 996.01 to the analysis of Standard Reference Material (SRM) 1846 and infant formulas. |
| PubMed: | Modifications of proteins by polyunsaturated fatty acid peroxidation products. |
| PubMed: | Determination of hydroperoxides and structures by high-performance liquid chromatography with post-column detection with diphenyl-1-pyrenylphosphine. |
| PubMed: | An improved method for rapid analysis of the fatty acids of glycerolipids. |
| PubMed: | Estimation of essential fatty acid requirements of common carp larvae using semi-purified artificial diets. |
| PubMed: | Oxidative DNA damage induced by potassium bromate in isolated rat renal proximal tubules and renal nuclei. |
| PubMed: | Carotenoid scavenging of radicals. Effect of carotenoid structure and oxygen partial pressure on antioxidative activity. |
| PubMed: | The identification of the allylic nitrite and nitro derivatives of methyl linoleate and methyl linolenate by negative chemical ionization mass spectroscopy. |
| PubMed: | Semiochemical basis of infestation of honey bee brood byVarroa jacobsoni. |
| PubMed: | Autoxidation and yellowing of methyl linolenate. |
| PubMed: | Lipid peroxidation products mediate the formation of 8-hydroxydeoxyguanosine in DNA. |
| PubMed: | Identification of minor C18 triene and conjugated diene isomers in hydrogenated soybean oil and margarine by GC-MI-FT-IR spectroscopy. |
| PubMed: | Interaction of C-nitroso aromatics with polyunsaturated fatty acids: route to lipid peroxidation. |
| PubMed: | Arachidonic acid and related methyl ester mediate protein kinase C activation in intact platelets through the arachidonate metabolism pathways. |
| PubMed: | Free radical scavenging and cytotoxic properties in the ellipticine series. |
| PubMed: | Rapid headspace gas chromatography of hexanal as a measure of lipid peroxidation in biological samples. |
| PubMed: | Photoaddition of angelicin to linolenic acid methyl ester. |
| PubMed: | The biphasic effect of calcium on lipid peroxidation. |
| PubMed: | Thermal decomposition of methyl linoleate and methyl linolenate hydroperoxides analyzed by capillary gas chromatography. |
| PubMed: | Fluorescence formation from the interaction of DNA with lipid oxidation degradation products. |
| PubMed: | Fluorescence formation and heme degradation at different stages of lipid peroxidation. |
| PubMed: | [Mechanisms of the effects of Ca2+ ions on lipid peroxidation]. |
| PubMed: | Mutagenicity tests of lipid oxidation products in Salmonella typhimurium: monohydroperoxides and secondary oxidation products of methyl linoleate and methyl linolenate. |
| PubMed: | Site-specific DNA damage caused by lipid peroxidation products. |
| PubMed: | Reactions of proteins with oxidizing lipids. 2. Influence on protein quality and on the bioavailability of lysine, methionine, cyst(e)ine and tryptophan as measured in rat assays. |
| PubMed: | Reactions of proteins with oxidizing lipids. 1. Analytical measurements of lipid oxidation and of amino acid losses in a whey protein-methyl linolenate model system. |
| PubMed: | Identification of ant repellent allomone produced by social waspPolistes fuscatus (Hymenoptera: Vespidae). |
| PubMed: | Evidence for suitability of glutathione peroxidase as a protective enzyme: studies of oxidative damage, renaturation, and proteolysis. |
| PubMed: | Peroxidation of tobacco membrane lipids by the photosensitizing toxin, cercosporin. |
| PubMed: | Effects of linolenic acid deficiency on the fatty acid patterns in plasma and liver cholesteryl esters, triglycerides and phospholipids in female rats. |
| PubMed: | Decreased formation of porstaglandins derived from arachidonic acid by dietary linolenate in rats. |
| PubMed: | Participation of superoxide, hydrogen peroxide and hydroxyl radicals in NADPH-cytochrome P-450 reductase-catalyzed peroxidation of methyl linolenate. |
| PubMed: | Metabolism and lipogenic effects of the cyclic monomers of methyl linolenate in the rat. |
| PubMed: | Cyclic peroxides from a soya lipoxygenase-catalysed oxygenation of methyl linolenate. |
| PubMed: | Linolenic acid deficiency: changes in fatty acid patterns in female and male rats raised on a linolenic acid-deficient diet for two generations. |
| PubMed: | Depletion of docosahexaenoic acid in retinal lipids of rats fed a linolenic acid-deficient, linoleic acid-containing diet. |
| PubMed: | The occurrence of cis-octadec-15-enoic acid as a major biohydrogenation product from methyl linolenate in bovine rumen liquor. |
| PubMed: | Autoxidation of polyunsaturated fatty acids. Part I. Effect of ozone on the autoxidation of neat methyl linoleate and methyl linolenate. |
| PubMed: | Nutritional effects of the cyclic monomers of methyl linolenate in the rat. |
| PubMed: | Effects of ultraviolet-irradiated methyl linolenate on cell division and respiration in Saccharomyces cerevisiae. |
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