Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2020-02-04 19:08:10 UTC |
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Update Date | 2022-03-07 03:18:20 UTC |
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HMDB ID | HMDB0240626 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 1-Carboxyethylleucine |
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Description | 1-Carboxyethylleucine belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from a reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 1-Carboxyethylleucine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923 ). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health. |
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Structure | CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O InChI=1S/C9H17NO4/c1-5(2)4-7(9(13)14)10-6(3)8(11)12/h5-7,10H,4H2,1-3H3,(H,11,12)(H,13,14)/t6-,7+/m1/s1 |
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Synonyms | Value | Source |
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(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoate | Generator | (R)-N-(1-Carboxyethyl)-L-leucine | HMDB | 1-Carboxyethylleucine | HMDB | N-(1-Carboxyethyl)-L-leucine | HMDB | N-[(1R)-1-Carboxyethyl]-L-leucine | HMDB |
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Chemical Formula | C9H17NO4 |
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Average Molecular Weight | 203.238 |
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Monoisotopic Molecular Weight | 203.115758031 |
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IUPAC Name | (2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid |
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Traditional Name | (2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid |
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CAS Registry Number | 179795-15-4 |
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SMILES | CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O |
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InChI Identifier | InChI=1S/C9H17NO4/c1-5(2)4-7(9(13)14)10-6(3)8(11)12/h5-7,10H,4H2,1-3H3,(H,11,12)(H,13,14)/t6-,7+/m1/s1 |
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InChI Key | DBYZWPUDPKAERO-RQJHMYQMSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine 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 | Leucine and derivatives |
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Alternative Parents | |
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Substituents | - Leucine or derivatives
- Alanine or derivatives
- Alpha-amino acid
- D-alpha-amino acid
- L-alpha-amino acid
- Branched fatty acid
- Methyl-branched fatty acid
- Dicarboxylic acid or derivatives
- Fatty acid
- Fatty acyl
- Amino acid
- Secondary amine
- Secondary aliphatic amine
- Carboxylic acid
- Amine
- Organic nitrogen compound
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- 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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Not Available | 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 SectionsPredictor | Adduct Type | CCS Value (Å2) | Reference |
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DeepCCS | [M+H]+ | 148.794 | 30932474 | DeepCCS | [M-H]- | 146.436 | 30932474 | DeepCCS | [M-2H]- | 179.414 | 30932474 | DeepCCS | [M+Na]+ | 154.887 | 30932474 |
Predicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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1-Carboxyethylleucine,1TMS,isomer #1 | CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O | 1621.9 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,1TMS,isomer #2 | CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C | 1614.6 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,1TMS,isomer #3 | CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C | 1676.0 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TMS,isomer #1 | CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1649.1 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TMS,isomer #2 | CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 1684.7 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TMS,isomer #3 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C | 1686.3 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,3TMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 1726.7 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,3TMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 1763.1 | Standard non polar | 33892256 | 1-Carboxyethylleucine,3TMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 1740.1 | Standard polar | 33892256 | 1-Carboxyethylleucine,1TBDMS,isomer #1 | CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O | 1860.4 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,1TBDMS,isomer #2 | CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C | 1847.8 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,1TBDMS,isomer #3 | CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C | 1910.9 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TBDMS,isomer #1 | CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2094.0 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TBDMS,isomer #2 | CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2166.9 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,2TBDMS,isomer #3 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C | 2160.7 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,3TBDMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2392.1 | Semi standard non polar | 33892256 | 1-Carboxyethylleucine,3TBDMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2355.7 | Standard non polar | 33892256 | 1-Carboxyethylleucine,3TBDMS,isomer #1 | CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2201.9 | 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 - 1-Carboxyethylleucine 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 - 1-Carboxyethylleucine 10V, Positive-QTOF | splash10-115i-2930000000-7e1b2323c9a2766ab11d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Positive-QTOF | splash10-03ei-5900000000-d3572240df8933fd3ef0 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Positive-QTOF | splash10-0006-9000000000-92dcb6e113c86360117c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 10V, Negative-QTOF | splash10-001i-0920000000-d6192c53be408a0e13d2 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Negative-QTOF | splash10-001i-1900000000-4ef25411ad7aa2bd2862 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Negative-QTOF | splash10-007o-9400000000-b385460a634359999a94 | 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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General References | - Wilmanski T, Rappaport N, Earls JC, Magis AT, Manor O, Lovejoy J, Omenn GS, Hood L, Gibbons SM, Price ND: Blood metabolome predicts gut microbiome alpha-diversity in humans. Nat Biotechnol. 2019 Oct;37(10):1217-1228. doi: 10.1038/s41587-019-0233-9. Epub 2019 Sep 2. [PubMed:31477923 ]
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