methyl oleate
9-octadecenoic acid (Z)-, methyl ester
Identification
| Name | methyl oleate |
| IUPAC | methyl (Z)-octadec-9-enoate |
| CAS Number | 112-62-9 |
| EINECS | 203-992-5 |
| FDA UNII | 39736AJ06R |
| Molecular Formula | C19 H36 O2 |
| Molecular Weight | 296.49432000 |
| MDL Number | MFCD00009578 |
| Nikkaji Number | J95.401B |
| Beilstein | 1727037 |
| CoE Number | 10836 |
Regulatory
| DG SANTE Food Flavourings | 09.652 methyl oleate |
| FDA Mainterm (IAUFC) | 112-62-9 ; METHYL OLEATE |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.87600 to 0.88200 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.289 to 7.339 |
| Refractive Index | 1.44800 to 1.45400 @ 20.00 °C. |
| Melting Point | -2.00 to -1.00 °C. @ 760.00 mm Hg |
| Boiling Point | 351.00 to 353.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.000041 mmHg @ 25.00 °C. (est) |
| Flash Point | > 230.00 °F. TCC ( > 110.00 °C. ) |
| logP (o/w) | 7.450 |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Strength | low |
| Odor Description | at 100.00 %. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic, flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 1.20 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 3900 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| Dairy products, excluding products of category 02.0 (01.0) | 7.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 5.00000 |
| Edible ices, including sherbet and sorbet (03.0) | 10.00000 |
| Processed fruit (04.1) | 7.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 10.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | 10.00000 |
| Meat and meat products, including poultry and game (08.0) | 5.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 5.00000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 5.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 10.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 5.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 10.00000 |
| Ready-to-eat savouries (15.0) | 20.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 5.00000 |
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Potential Uses
Natural Occurrence
Synonyms
kemester 104
methyl (9Z)-9-octadecenoate
methyl (9Z)-octadec-9-enoate
methyl (Z)-9-octadecenoate
methyl (Z)-octadec-9-enoate
methyl 9-(Z)-octadecenoate
methyl cis-9-octadecanoate
methyl cis-9-octadecenoate
cis-
methyl oleic acid ester
methyl-(9Z)-9-octadecenoat
(Z)-9-
octadecanoic acid methyl ester
9-
octadecenoic acid (9Z)-, methyl ester
9-
octadecenoic acid (Z)-, methyl ester
(9Z)-9-
octadecenoic acid methyl ester
(Z)-9-
octadecenoic acid methyl ester
(Z)-9-
octadecenoic acid, methyl ester
9-
octadecenoic acid, methyl ester, (9Z)-
(Z)-9-
octyl decenoic acid methyl ester
cis-9-
octyldecenoic acid, methyl ester
oleic acid methyl ester
oleic acid methylester
oleic acid, methyl ester
oleic acid, methyl ester, cis-
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.
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Body weight management effect of burdock (Arctium lappa L.) root is associated with the activation of AMP-activated protein kinase in human HepG2 cells.
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A study of the ozonolysis of model lipids by electrospray ionization mass spectrometry.
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Solvent-free acid-catalyzed ring-opening of epoxidized oleochemicals using stearates/stearic acid, and its applications.
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A peroxygenase pathway involved in the biosynthesis of epoxy fatty acids in oat.
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Culture of microalgae Chlorella minutissima for biodiesel feedstock production.
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Preparation of acetonides from soybean oil, methyl soyate, and fatty esters.
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Anti-complement activity of essential oils from red and black rice bran.
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[Lecithin influence on the effectiveness of the antioxidant effect of flavonoids and alpha-tocopherol].
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Light-induced oxidation of unsaturated lipids as sensitized by flavins.
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Synthesis of an amine-oleate derivative using an ionic liquid catalyst.
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Prooxidant mechanisms of free fatty acids in stripped soybean oil-in-water emulsions.
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Solvent-modulated nucleation and crystallization kinetics of 12-hydroxystearic acid: a nonisothermal approach.
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Enzymatic transesterification of Jatropha oil.
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Azide derivatives of soybean oil and fatty esters.
PubMed:
Production of 9-hydroxynonanoic Acid from methyl oleate and conversion into lactone monomers for the synthesis of biodegradable polylactones.
PubMed:
Ester hydroxy derivatives of methyl oleate: tribological, oxidation and low temperature properties.
PubMed:
Advanced gas chromatographic-mass spectrometric studies for identification of the cellular octadecenoate isomers and changes of fatty acid composition induced by ethanol stress in Escherichia coli and Escherichia coli O157: H7.
PubMed:
Candida rugosa lipase LIP1-catalyzed transesterification to produce human milk fat substitute.
PubMed:
Synthesis of carbonated fatty methyl esters using supercritical carbon dioxide.
PubMed:
Photodegradation of phosmet in wool wax models and on sheep wool: determination of wool wax bound phosmet by means of isotope ratio mass spectrometry.
PubMed:
Photodegradation chemistry of the insecticide phosmet in lipid models and in the presence of wool wax, employing a 15N-labeled compound.
PubMed:
Effects of oral stimulation with fats on the cephalic phase of pancreatic enzyme secretion in esophagostomized rats.
PubMed:
Analysis of the oxidation products of cis- and trans-octadecenoate methyl esters by capillary gas chromatography-ion-trap mass spectrometry. I. Epoxide and dimeric compounds.
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Cuticular hydrocarbons and novel alkenediol iacetates from wheat stem sawfly (Cephus cinctus): natural oxidation to pheromone components.
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Formation of polycyclic aromatic hydrocarbons in the smoke from heated model lipids and food lipids.
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Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya.
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Interaction of gum arabic, maltodextrin and pullulan with lipids in emulsions.
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[Composition of lipid components of dry mixtures for doughnuts during the storage process].
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Relationships among food and contact signals in experimental group-living young of tegenaria atrica
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The orosensory recognition of long-chain fatty acids in rats.
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Determination of hydroperoxides and structures by high-performance liquid chromatography with post-column detection with diphenyl-1-pyrenylphosphine.
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Negative Ames tests of epoxide fatty methyl esters derived from hemolysis of linoleic acid hydroperoxides.
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Dietary effect of omega-3 type polyunsaturated fatty acids on serum and liver lipid levels in rats.
PubMed:
HYDROCARBONS IN IRRADIATED BEEF AND METHYL OLEATE.