Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-08 14:58:39 UTC |
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Update Date | 2022-03-07 03:17:33 UTC |
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HMDB ID | HMDB0029169 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3-Hydroxy-2-methylglutaric acid |
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Description | 3-Hydroxy-2-methylglutaric acid (CAS: 54665-33-7), also known as 2,4-dideoxy-2-methylpentaric acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 3-Hydroxy-2-methylglutaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | C[C@@H]([C@H](O)CC(O)=O)C(O)=O InChI=1S/C6H10O5/c1-3(6(10)11)4(7)2-5(8)9/h3-4,7H,2H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m0/s1 |
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Synonyms | Value | Source |
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3-Hydroxy-2-methylglutarate | Generator | (2S,3R)-3-Hydroxy-2-methylpentanedioate | HMDB | 2,4-Dideoxy-2-methylpentarate | HMDB | 2,4-Dideoxy-2-methylpentaric acid | HMDB | 3R-Hydroxy-2S-methylglutarate | HMDB | 3R-Hydroxy-2S-methylglutaric acid | HMDB | 3-Hydroxy-2-methylglutaric acid | HMDB |
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Chemical Formula | C6H10O5 |
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Average Molecular Weight | 162.141 |
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Monoisotopic Molecular Weight | 162.052823422 |
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IUPAC Name | (2S,3R)-3-hydroxy-2-methylpentanedioic acid |
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Traditional Name | (2S,3R)-3-hydroxy-2-methylpentanedioic acid |
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CAS Registry Number | 1189155-79-0 |
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SMILES | C[C@@H]([C@H](O)CC(O)=O)C(O)=O |
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InChI Identifier | InChI=1S/C6H10O5/c1-3(6(10)11)4(7)2-5(8)9/h3-4,7H,2H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m0/s1 |
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InChI Key | JJSWRLIXMHKPEW-IUYQGCFVSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. |
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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 acids and conjugates |
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Direct Parent | Hydroxy fatty acids |
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Alternative Parents | |
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Substituents | - Methyl-branched fatty acid
- Short-chain hydroxy acid
- Hydroxy fatty acid
- Branched fatty acid
- Beta-hydroxy acid
- Hydroxy acid
- Dicarboxylic acid or derivatives
- Secondary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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 | 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 | Solid |
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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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3-Hydroxy-2-methylglutaric acid,1TMS,isomer #1 | C[C@H](C(=O)O)[C@@H](CC(=O)O)O[Si](C)(C)C | 1450.0 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,1TMS,isomer #2 | C[C@H](C(=O)O)[C@H](O)CC(=O)O[Si](C)(C)C | 1471.9 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,1TMS,isomer #3 | C[C@H](C(=O)O[Si](C)(C)C)[C@H](O)CC(=O)O | 1442.6 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TMS,isomer #1 | C[C@H](C(=O)O[Si](C)(C)C)[C@@H](CC(=O)O)O[Si](C)(C)C | 1510.3 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TMS,isomer #2 | C[C@H](C(=O)O)[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1539.1 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TMS,isomer #3 | C[C@H](C(=O)O[Si](C)(C)C)[C@H](O)CC(=O)O[Si](C)(C)C | 1541.3 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,3TMS,isomer #1 | C[C@H](C(=O)O[Si](C)(C)C)[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1627.4 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,1TBDMS,isomer #1 | C[C@H](C(=O)O)[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C | 1685.6 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,1TBDMS,isomer #2 | C[C@H](C(=O)O)[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C | 1724.0 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,1TBDMS,isomer #3 | C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)CC(=O)O | 1698.8 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TBDMS,isomer #1 | C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C | 1958.2 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TBDMS,isomer #2 | C[C@H](C(=O)O)[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 1990.8 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,2TBDMS,isomer #3 | C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C | 1979.0 | Semi standard non polar | 33892256 | 3-Hydroxy-2-methylglutaric acid,3TBDMS,isomer #1 | C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2250.1 | Semi standard non 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 - 3-Hydroxy-2-methylglutaric acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Hydroxy-2-methylglutaric acid 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 - 3-Hydroxy-2-methylglutaric acid 10V, Negative-QTOF | splash10-014i-9800000000-c1bbe3d18ff535394854 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylglutaric acid 20V, Negative-QTOF | splash10-006w-9100000000-95ea3daaa2789d86c7a8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylglutaric acid 40V, Negative-QTOF | splash10-0a4i-9000000000-9dbc43a918d8c1b16f72 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylglutaric acid 10V, Positive-QTOF | splash10-00os-2900000000-452b35bc037014ea9620 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylglutaric acid 20V, Positive-QTOF | splash10-05i0-9100000000-867a2c2584aff00c18a7 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylglutaric acid 40V, Positive-QTOF | splash10-0abc-9000000000-8bda03e6e8075af32f1c | 2021-09-23 | 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) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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