Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 19:17:43 UTC |
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Update Date | 2022-03-07 02:54:06 UTC |
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HMDB ID | HMDB0034451 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Ethyl oleate |
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Description | Ethyl oleate is found in sweet marjoram. Ethyl oleate is a flavouring ingredient.Ethyl oleate is the ester formed by the condensation of the fatty acid oleic acid and ethanol. It is a colorless to light yellow liquid. Ethyl oleate is produced by the body during ethanol intoxication |
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Structure | CCCCCCCC\C=C\CCCCCCCC(=O)OCC InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11+ |
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Synonyms | Value | Source |
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Ethyl oleic acid | Generator | (Z)-9-Octadecenoic acid ethyl ester | HMDB | 9-Octadecenoic acid (Z)-, ethyl ester | HMDB | Elaidic acid ethyl ester | HMDB | Ethyl (9Z)-9-octadecenoate | HMDB | Ethyl cis-9-octadecenoate | HMDB | Ethyl Z-9-octadecenoate | HMDB | FEMA 2450 | HMDB | Oleic acid ethyl ester | HMDB |
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Chemical Formula | C20H38O2 |
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Average Molecular Weight | 310.5145 |
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Monoisotopic Molecular Weight | 310.28718046 |
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IUPAC Name | ethyl (9E)-octadec-9-enoate |
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Traditional Name | ethyl oleate |
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CAS Registry Number | 111-62-6 |
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SMILES | CCCCCCCC\C=C\CCCCCCCC(=O)OCC |
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InChI Identifier | InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11+ |
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InChI Key | LVGKNOAMLMIIKO-VAWYXSNFSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acid esters |
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Direct Parent | Fatty acid esters |
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Alternative Parents | |
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Substituents | - Fatty acid ester
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Liquid |
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Experimental Molecular Properties | |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Ethyl oleate EI-B (Non-derivatized) | splash10-0udi-9310000000-09258099745f0ed4ee7d | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl oleate EI-B (Non-derivatized) | splash10-0udi-9310000000-09258099745f0ed4ee7d | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ethyl oleate GC-MS (Non-derivatized) - 70eV, Positive | splash10-0kts-4790000000-b8ac12263c8a2335c308 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ethyl oleate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 10V, Positive-QTOF | splash10-03di-1179000000-b8150ed46b6787b04ea3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 20V, Positive-QTOF | splash10-02g2-6591000000-96a12d45ca808758485a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 40V, Positive-QTOF | splash10-00kf-9830000000-273defed8a72312427f1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 10V, Negative-QTOF | splash10-0bt9-1069000000-ab88912a0d39dbcb4b28 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 20V, Negative-QTOF | splash10-08fs-5093000000-a014d9c80189c6faac52 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 40V, Negative-QTOF | splash10-052p-9050000000-99b1b1781e305d1f8eea | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 10V, Positive-QTOF | splash10-03di-3289000000-a0053e1896fa156967bc | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 20V, Positive-QTOF | splash10-07vj-9531000000-5df584a9282dc2d34ad1 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 40V, Positive-QTOF | splash10-0a4l-9100000000-4c209b6ad923ce3d8c96 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 10V, Negative-QTOF | splash10-03di-0094000000-17b5f218fc28b0ecf584 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 20V, Negative-QTOF | splash10-03di-2091000000-cf990ca8c6f6662bc54e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl oleate 40V, Negative-QTOF | splash10-0006-9120000000-49bf5a0d3233aa63e066 | 2021-09-24 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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| Not Available |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB012859 |
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KNApSAcK ID | C00030760 |
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Chemspider ID | 4516584 |
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KEGG Compound ID | C03425 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Ethyl oleate |
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METLIN ID | Not Available |
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PubChem Compound | 5364430 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | rw1023041 |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Download (PDF) |
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General References | - Holian O, Ruiz C, Kumar R, Nyhus LM: Response of brain protein kinase C isozymes to ethyl oleate, an alcohol metabolite. Brain Res. 1991 Aug 30;558(1):98-100. [PubMed:1933386 ]
- Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
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