Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-05-17 00:55:30 UTC |
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Update Date | 2023-02-21 17:29:53 UTC |
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HMDB ID | HMDB0060348 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2-Maleylacetate |
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Description | 2-Maleylacetate, also known as maleylacetic acid, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 2-Maleylacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/b2-1- |
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Synonyms | Value | Source |
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(Z)-4-oxo-2-Hexenedioic acid | ChEBI | 4-Oxohex-2-enedioate | ChEBI | Maleylacetate | ChEBI | (Z)-4-oxo-2-Hexenedioate | Generator | 4-Oxohex-2-enedioic acid | Generator | Maleylacetic acid | Generator | 2-Maleylacetic acid | Generator | Maleoylacetic acid | MeSH |
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Chemical Formula | C6H6O5 |
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Average Molecular Weight | 158.1088 |
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Monoisotopic Molecular Weight | 158.021523302 |
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IUPAC Name | (2Z)-4-oxohex-2-enedioic acid |
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Traditional Name | maleylacetic acid |
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CAS Registry Number | Not Available |
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SMILES | OC(=O)CC(=O)\C=C/C(O)=O |
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InChI Identifier | InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/b2-1- |
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InChI Key | SOXXPQLIZIPMIZ-UPHRSURJSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. |
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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 | Medium-chain keto acids and derivatives |
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Direct Parent | Medium-chain keto acids and derivatives |
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Alternative Parents | |
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Substituents | - Medium-chain keto acid
- Beta-keto acid
- B'-hydroxy-alpha,beta-unsaturated-ketone
- Fatty acyl
- Beta-hydroxy ketone
- Dicarboxylic acid or derivatives
- 1,3-dicarbonyl compound
- Unsaturated fatty acid
- Acryloyl-group
- Alpha,beta-unsaturated ketone
- Enone
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | Not Available |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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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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2-Maleylacetate,1TMS,isomer #1 | C[Si](C)(C)OC(=O)CC(=O)/C=C\C(=O)O | 1585.1 | Semi standard non polar | 33892256 | 2-Maleylacetate,1TMS,isomer #2 | C[Si](C)(C)OC(=O)/C=C\C(=O)CC(=O)O | 1551.7 | Semi standard non polar | 33892256 | 2-Maleylacetate,1TMS,isomer #3 | C[Si](C)(C)OC(=CC(=O)O)/C=C\C(=O)O | 1750.3 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TMS,isomer #1 | C[Si](C)(C)OC(=O)/C=C\C(=O)CC(=O)O[Si](C)(C)C | 1641.9 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TMS,isomer #2 | C[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O)O[Si](C)(C)C | 1813.0 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TMS,isomer #3 | C[Si](C)(C)OC(=O)/C=C\C(=CC(=O)O)O[Si](C)(C)C | 1809.0 | Semi standard non polar | 33892256 | 2-Maleylacetate,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1821.5 | Semi standard non polar | 33892256 | 2-Maleylacetate,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1741.0 | Standard non polar | 33892256 | 2-Maleylacetate,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1792.3 | Standard polar | 33892256 | 2-Maleylacetate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC(=O)/C=C\C(=O)O | 1820.8 | Semi standard non polar | 33892256 | 2-Maleylacetate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)/C=C\C(=O)CC(=O)O | 1786.9 | Semi standard non polar | 33892256 | 2-Maleylacetate,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=CC(=O)O)/C=C\C(=O)O | 1980.6 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)/C=C\C(=O)CC(=O)O[Si](C)(C)C(C)(C)C | 2093.7 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O)O[Si](C)(C)C(C)(C)C | 2273.6 | Semi standard non polar | 33892256 | 2-Maleylacetate,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)/C=C\C(=CC(=O)O)O[Si](C)(C)C(C)(C)C | 2314.1 | Semi standard non polar | 33892256 | 2-Maleylacetate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2506.6 | Semi standard non polar | 33892256 | 2-Maleylacetate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2350.8 | Standard non polar | 33892256 | 2-Maleylacetate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2148.7 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - 2-Maleylacetate GC-MS (Non-derivatized) - 70eV, Positive | splash10-002f-9200000000-6cbb9b4c6c7936d0cff9 | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Maleylacetate GC-MS (2 TMS) - 70eV, Positive | splash10-022i-9860000000-61befd7ba0403872d1ae | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Maleylacetate 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 - 2-Maleylacetate 10V, Negative-QTOF | splash10-0bti-3900000000-2025e2328c5b1fbdc64f | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 20V, Negative-QTOF | splash10-08fs-9600000000-ae443a75a844ee0bd1da | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 40V, Negative-QTOF | splash10-066v-9100000000-1414fa6f2dc1874da3eb | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 10V, Negative-QTOF | splash10-02t9-9600000000-c53bd6320b75c2dc6909 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 20V, Negative-QTOF | splash10-014i-9100000000-36a3c561086be0ee94d3 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 40V, Negative-QTOF | splash10-014i-9000000000-862eaff8183941aa3ff2 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 10V, Positive-QTOF | splash10-0006-1900000000-9f4bd73246c1ec182e88 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 20V, Positive-QTOF | splash10-01vn-7900000000-eee90ce719bbc702b1c3 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 40V, Positive-QTOF | splash10-006t-9100000000-9e9070ad596a90e7503f | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 10V, Positive-QTOF | splash10-0005-9600000000-9039551339c09bdfdca5 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 20V, Positive-QTOF | splash10-05mk-9000000000-1355e25670468c555e84 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Maleylacetate 40V, Positive-QTOF | splash10-00kf-9000000000-a445bad55c5cecfc7f5a | 2021-10-12 | 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+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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