Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 01:58:30 UTC |
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Update Date | 2023-02-21 17:28:16 UTC |
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HMDB ID | HMDB0040433 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Ethyl levulinate |
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Description | Ethyl levulinate belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Ethyl levulinate is a sweet, berry, and floral tasting compound. Ethyl levulinate has been detected, but not quantified in, blackberries (Rubus) and evergreen blackberries (Rubus laciniatus). This could make ethyl levulinate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Ethyl levulinate. |
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Structure | InChI=1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3 |
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Synonyms | Value | Source |
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Ethyl levulinic acid | Generator | Ethyl 3-acetylpropionate | HMDB | Ethyl 4-ketovalerate | HMDB, MeSH | Ethyl 4-oxopentanoate | HMDB, MeSH | Ethyl 4-oxovalerate | HMDB | Ethyl acetylpropanoate | HMDB, MeSH | Ethyl ketovalerate | HMDB | Ethyl laevulinate | HMDB | Ethyl levulate | HMDB | FEMA 2442 | HMDB | Levulinic acid, ethyl ester | HMDB | Pentanoic acid, 4-oxo-, ethyl ester | HMDB | Ethyl 4-oxopentanoic acid | Generator | Ethyl levulinate | MeSH |
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Chemical Formula | C7H12O3 |
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Average Molecular Weight | 144.1684 |
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Monoisotopic Molecular Weight | 144.07864425 |
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IUPAC Name | ethyl 4-oxopentanoate |
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Traditional Name | ethyl levulinate |
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CAS Registry Number | 539-88-8 |
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SMILES | CCOC(=O)CCC(C)=O |
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InChI Identifier | InChI=1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3 |
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InChI Key | GMEONFUTDYJSNV-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Keto acids and derivatives |
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Sub Class | Gamma-keto acids and derivatives |
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Direct Parent | Gamma-keto acids and derivatives |
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Alternative Parents | |
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Substituents | - Gamma-keto acid
- Fatty acid ester
- Fatty acyl
- Ketone
- 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 | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Ethyl levulinate,1TMS,isomer #1 | CCOC(=O)CC=C(C)O[Si](C)(C)C | 1278.1 | Semi standard non polar | 33892256 | Ethyl levulinate,1TMS,isomer #1 | CCOC(=O)CC=C(C)O[Si](C)(C)C | 1221.0 | Standard non polar | 33892256 | Ethyl levulinate,1TMS,isomer #2 | C=C(CCC(=O)OCC)O[Si](C)(C)C | 1237.3 | Semi standard non polar | 33892256 | Ethyl levulinate,1TMS,isomer #2 | C=C(CCC(=O)OCC)O[Si](C)(C)C | 1234.3 | Standard non polar | 33892256 | Ethyl levulinate,1TBDMS,isomer #1 | CCOC(=O)CC=C(C)O[Si](C)(C)C(C)(C)C | 1482.2 | Semi standard non polar | 33892256 | Ethyl levulinate,1TBDMS,isomer #1 | CCOC(=O)CC=C(C)O[Si](C)(C)C(C)(C)C | 1442.3 | Standard non polar | 33892256 | Ethyl levulinate,1TBDMS,isomer #2 | C=C(CCC(=O)OCC)O[Si](C)(C)C(C)(C)C | 1434.0 | Semi standard non polar | 33892256 | Ethyl levulinate,1TBDMS,isomer #2 | C=C(CCC(=O)OCC)O[Si](C)(C)C(C)(C)C | 1432.6 | Standard non polar | 33892256 |
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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 levulinate EI-B (Non-derivatized) | splash10-0097-9100000000-e17c4b8e6a264be46500 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl levulinate EI-B (Non-derivatized) | splash10-002g-9100000000-58314b79e586dde6ec61 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl levulinate EI-B (Non-derivatized) | splash10-0007-9300000000-a4475e8effea84591152 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl levulinate EI-B (Non-derivatized) | splash10-0097-9100000000-e17c4b8e6a264be46500 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl levulinate EI-B (Non-derivatized) | splash10-002g-9100000000-58314b79e586dde6ec61 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Ethyl levulinate EI-B (Non-derivatized) | splash10-0007-9300000000-a4475e8effea84591152 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ethyl levulinate GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-9100000000-2e03e600798fe0d0267a | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ethyl levulinate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ethyl levulinate 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 levulinate 10V, Positive-QTOF | splash10-002b-3900000000-0ea35fa03edfeb06ce8b | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 20V, Positive-QTOF | splash10-000t-9400000000-7691a84859184726e377 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 40V, Positive-QTOF | splash10-0kal-9000000000-c7f31a62338261696c0f | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 10V, Negative-QTOF | splash10-0007-7900000000-24e10e783fc3d79e6041 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 20V, Negative-QTOF | splash10-0002-9300000000-899dae367a08b4ae58d5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 40V, Negative-QTOF | splash10-0002-9000000000-ca99a895a8aa02feaf2b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 10V, Positive-QTOF | splash10-001j-9100000000-5093b0513913a9e4ad08 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 20V, Positive-QTOF | splash10-059w-9000000000-98ede138af8b98895ab8 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 40V, Positive-QTOF | splash10-0007-9000000000-52239daafff2a41031db | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 10V, Negative-QTOF | splash10-0002-9000000000-ac0837bbe515e96a4ff5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 20V, Negative-QTOF | splash10-002b-9000000000-2e348d3c5434ca1858d7 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ethyl levulinate 40V, Negative-QTOF | splash10-0a4l-9000000000-bed7ee6d306bf4a3d049 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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