Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2006-08-12 21:36:15 UTC |
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Update Date | 2023-02-21 17:16:42 UTC |
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HMDB ID | HMDB0003470 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | N-Formyl-L-glutamic acid |
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Description | N-Formyl-L-glutamic acid, also known as N-formylglutamate, ion(2-) or N-formyl-L-glutamate, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formyl-L-glutamic acid exists in all living organisms, ranging from bacteria to humans. In humans, N-formyl-L-glutamic acid is involved in the folate malabsorption, hereditary pathway. N-Formyl-L-glutamic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N-formyl-L-glutamic acid a potential biomarker for the consumption of these foods. N-Formyl-L-glutamic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-Formyl-L-glutamic acid. |
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Structure | OC(=O)CC[C@H](NC=O)C(O)=O InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1 |
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Synonyms | Value | Source |
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(2S)-2-(Formylamino)pentanedioic acid | ChEBI | N-Formyl-L-glutamate | ChEBI | (2S)-2-(Formylamino)pentanedioate | Generator | N-Formylglutamate, ion(2-) | MeSH | N-Formylglutamate | MeSH | (2S)-2-Formamidopentanedioate | HMDB | (2S)-2-Formamidopentanedioic acid | HMDB |
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Chemical Formula | C6H9NO5 |
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Average Molecular Weight | 175.1394 |
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Monoisotopic Molecular Weight | 175.048072403 |
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IUPAC Name | (2S)-2-formamidopentanedioic acid |
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Traditional Name | N-formyl-L-glutamic acid |
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CAS Registry Number | 1681-96-5 |
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SMILES | OC(=O)CC[C@H](NC=O)C(O)=O |
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InChI Identifier | InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1 |
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InChI Key | ADZLWSMFHHHOBV-BYPYZUCNSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Glutamic acid and derivatives |
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Alternative Parents | |
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Substituents | - Glutamic acid or derivatives
- N-acyl-l-alpha-amino acid
- N-formyl-alpha-amino acid
- N-formyl-alpha amino acid or derivatives
- Dicarboxylic acid or derivatives
- Fatty acid
- Secondary carboxylic acid amide
- Carboxamide group
- Carboxylic acid
- Organopnictogen compound
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- 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 | |
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Process | |
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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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N-Formyl-L-glutamic acid,1TMS,isomer #1 | C[Si](C)(C)OC(=O)CC[C@H](NC=O)C(=O)O | 1654.9 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,1TMS,isomer #2 | C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC=O | 1641.2 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,1TMS,isomer #3 | C[Si](C)(C)N(C=O)[C@@H](CCC(=O)O)C(=O)O | 1722.2 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)CC[C@H](NC=O)C(=O)O[Si](C)(C)C | 1715.7 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TMS,isomer #2 | C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C=O)[Si](C)(C)C | 1761.5 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TMS,isomer #3 | C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C=O)[Si](C)(C)C | 1769.8 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TMS,isomer #1 | C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C | 1789.3 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TMS,isomer #1 | C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C | 1770.0 | Standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TMS,isomer #1 | C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C | 2015.7 | Standard polar | 33892256 | N-Formyl-L-glutamic acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC=O)C(=O)O | 1905.3 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC=O | 1874.2 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C=O)[C@@H](CCC(=O)O)C(=O)O | 1945.1 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC=O)C(=O)O[Si](C)(C)C(C)(C)C | 2131.7 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C=O)[Si](C)(C)C(C)(C)C | 2212.3 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C=O)[Si](C)(C)C(C)(C)C | 2192.8 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C | 2406.2 | Semi standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C | 2386.1 | Standard non polar | 33892256 | N-Formyl-L-glutamic acid,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C | 2367.4 | 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 - N-Formyl-L-glutamic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-055f-9500000000-87e21ed84f3e07a0525e | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - N-Formyl-L-glutamic acid GC-MS (2 TMS) - 70eV, Positive | splash10-0udi-5090000000-9bdfed547fb095a666a7 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - N-Formyl-L-glutamic 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 - N-Formyl-L-glutamic acid 10V, Positive-QTOF | splash10-0a59-0900000000-56d7b5efa61129bb9f2a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 20V, Positive-QTOF | splash10-0f89-1900000000-f0cf3aae7ee3fc5cdc38 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 40V, Positive-QTOF | splash10-0ue9-9700000000-81fd656d12663befc16e | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 10V, Negative-QTOF | splash10-05fs-0900000000-e09e113f64d6b1d6f838 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 20V, Negative-QTOF | splash10-0fba-1900000000-df4e50eec3cd34d33f16 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 40V, Negative-QTOF | splash10-002f-9300000000-0e7670e199ce4fc65a9a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 10V, Positive-QTOF | splash10-053r-0900000000-6fe927d19787d8c02604 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 20V, Positive-QTOF | splash10-0f8i-5900000000-f41841dd571e9833fae3 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 40V, Positive-QTOF | splash10-0084-9000000000-97a1a533c93f062e0524 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 10V, Negative-QTOF | splash10-00b9-0900000000-db871cdf7055dba8e199 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 20V, Negative-QTOF | splash10-0f6x-6900000000-421ff60b4e2fe0df43f0 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Formyl-L-glutamic acid 40V, Negative-QTOF | splash10-0006-9000000000-5a41b69317afca4bfee9 | 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) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | 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]-) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
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