Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2019-04-04 16:08:42 UTC |
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Update Date | 2022-09-22 17:44:16 UTC |
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HMDB ID | HMDB0240340 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | N-Acetyl-1-methylhistidine |
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Description | N-Acetyl-1-methylhistidine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing histidine or a derivative thereof resulting from a reaction of histidine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-1-methylhistidine is an acetylated derivative of 1-methylhistidine and a very strong basic compound (based on its pKa). It has been found to be associated with chronic kidney disease: the higher the N-acetyl-1-methylhistidine levels, the lower the estimated glomerular filtration rate. This could make N-acetyl-1-methylhistidine a biomarker for chronic kidney disease (PMID: 24625756 ). |
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Structure | CN1C=NC(C[C@H](NC(C)=O)C(O)=O)=C1 InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-12(2)5-10-7/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1 |
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Synonyms | Value | Source |
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N-Acetyl-1-methylhistidine | ChEBI |
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Chemical Formula | C9H13N3O3 |
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Average Molecular Weight | 211.221 |
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Monoisotopic Molecular Weight | 211.095691291 |
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IUPAC Name | (2S)-2-acetamido-3-(1-methyl-1H-imidazol-4-yl)propanoic acid |
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Traditional Name | (2S)-2-acetamido-3-(1-methylimidazol-4-yl)propanoic acid |
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CAS Registry Number | 84285-33-6 |
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SMILES | CN1C=NC(C[C@H](NC(C)=O)C(O)=O)=C1 |
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InChI Identifier | InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-12(2)5-10-7/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1 |
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InChI Key | GVRCKHXHWSYDEF-QMMMGPOBSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine 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 | Histidine and derivatives |
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Alternative Parents | |
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Substituents | - Histidine or derivatives
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- N-acyl-l-alpha-amino acid
- Imidazolyl carboxylic acid derivative
- N-substituted imidazole
- Azole
- Imidazole
- Acetamide
- Heteroaromatic compound
- Secondary carboxylic acid amide
- Carboxamide group
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Azacycle
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Organic oxide
- Carbonyl group
- Organopnictogen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic 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 | |
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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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N-Acetyl-1-methylhistidine,1TMS,isomer #1 | CC(=O)N[C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C | 1999.6 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,1TMS,isomer #2 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O)[Si](C)(C)C | 1987.3 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 1998.5 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2002.7 | Standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2514.5 | Standard polar | 33892256 | N-Acetyl-1-methylhistidine,1TBDMS,isomer #1 | CC(=O)N[C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C | 2258.9 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,1TBDMS,isomer #2 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C | 2235.3 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TBDMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2465.8 | Semi standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TBDMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2438.8 | Standard non polar | 33892256 | N-Acetyl-1-methylhistidine,2TBDMS,isomer #1 | CC(=O)N([C@@H](CC1=CN(C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2678.8 | 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-Acetyl-1-methylhistidine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - N-Acetyl-1-methylhistidine 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-Acetyl-1-methylhistidine 10V, Negative-QTOF | splash10-03xr-0690000000-ed7db8a2d71947e9b258 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl-1-methylhistidine 20V, Negative-QTOF | splash10-0230-3920000000-ac6021b5e12f1772dd23 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl-1-methylhistidine 40V, Negative-QTOF | splash10-001l-9300000000-fb89cca2bedb842c8499 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl-1-methylhistidine 10V, Positive-QTOF | splash10-03dl-0590000000-5231dd89289b7d57c9a4 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl-1-methylhistidine 20V, Positive-QTOF | splash10-0fka-2900000000-aeb8e308c126dfb904cf | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl-1-methylhistidine 40V, Positive-QTOF | splash10-0kmj-8900000000-250f128d2764bdfa35e2 | 2021-09-23 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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 | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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