Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 21:03:34 UTC |
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Update Date | 2021-09-14 15:19:03 UTC |
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HMDB ID | HMDB0029069 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Threonylproline |
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Description | Threonylproline is a dipeptide composed of threonine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. |
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Structure | C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(O)=O InChI=1S/C9H16N2O4/c1-5(12)7(10)8(13)11-4-2-3-6(11)9(14)15/h5-7,12H,2-4,10H2,1H3,(H,14,15)/t5-,6+,7+/m1/s1 |
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Synonyms | Value | Source |
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L-THR-L-Pro | ChEBI | T-P | ChEBI | TP | ChEBI | L-Threoninyl-L-proline | HMDB | L-Threonyl-L-proline | HMDB | N-L-Threoninyl-L-proline | HMDB | N-L-Threonyl-L-proline | HMDB | N-Threoninylproline | HMDB | N-Threonylproline | HMDB | T-p Dipeptide | HMDB | TP Dipeptide | HMDB | THR-Pro | HMDB | Threonine proline dipeptide | HMDB | Threonine-proline dipeptide | HMDB | Threoninyl-proline | HMDB | Threoninylproline | HMDB | Threonyl-proline | HMDB | Threonylproline | ChEBI |
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Chemical Formula | C9H16N2O4 |
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Average Molecular Weight | 216.237 |
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Monoisotopic Molecular Weight | 216.111007003 |
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IUPAC Name | (2S)-1-[(2S,3R)-2-amino-3-hydroxybutanoyl]pyrrolidine-2-carboxylic acid |
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Traditional Name | (2S)-1-[(2S,3R)-2-amino-3-hydroxybutanoyl]pyrrolidine-2-carboxylic acid |
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CAS Registry Number | 46398-79-2 |
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SMILES | C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(O)=O |
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InChI Identifier | InChI=1S/C9H16N2O4/c1-5(12)7(10)8(13)11-4-2-3-6(11)9(14)15/h5-7,12H,2-4,10H2,1H3,(H,14,15)/t5-,6+,7+/m1/s1 |
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InChI Key | QOLYAJSZHIJCTO-VQVTYTSYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
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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 | Dipeptides |
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Alternative Parents | |
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Substituents | - Alpha-dipeptide
- Proline or derivatives
- N-acyl-alpha-amino acid
- N-acyl-l-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid amide
- Alpha-amino acid or derivatives
- N-acylpyrrolidine
- Pyrrolidine carboxylic acid or derivatives
- Pyrrolidine carboxylic acid
- Tertiary carboxylic acid amide
- Pyrrolidine
- Amino acid or derivatives
- Carboxamide group
- Amino acid
- Secondary alcohol
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Azacycle
- Organoheterocyclic compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Primary aliphatic amine
- Alcohol
- Organic oxide
- Carbonyl group
- Organopnictogen compound
- Amine
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Primary amine
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | 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 | -3.74 | Extrapolated |
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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]+ | 155.786 | 30932474 | DeepCCS | [M-H]- | 153.391 | 30932474 | DeepCCS | [M-2H]- | 186.421 | 30932474 | DeepCCS | [M+Na]+ | 161.699 | 30932474 |
Predicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Threonylproline,1TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O | 1930.5 | Semi standard non polar | 33892256 | Threonylproline,1TMS,isomer #2 | C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C | 1908.5 | Semi standard non polar | 33892256 | Threonylproline,1TMS,isomer #3 | C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O | 1937.1 | Semi standard non polar | 33892256 | Threonylproline,2TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C | 1967.4 | Semi standard non polar | 33892256 | Threonylproline,2TMS,isomer #2 | C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O | 1963.8 | Semi standard non polar | 33892256 | Threonylproline,2TMS,isomer #3 | C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C | 1955.3 | Semi standard non polar | 33892256 | Threonylproline,2TMS,isomer #4 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 2053.7 | Semi standard non polar | 33892256 | Threonylproline,3TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C | 2005.2 | Semi standard non polar | 33892256 | Threonylproline,3TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C | 2068.8 | Standard non polar | 33892256 | Threonylproline,3TMS,isomer #2 | C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 2099.3 | Semi standard non polar | 33892256 | Threonylproline,3TMS,isomer #2 | C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 2140.4 | Standard non polar | 33892256 | Threonylproline,3TMS,isomer #3 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 2093.6 | Semi standard non polar | 33892256 | Threonylproline,3TMS,isomer #3 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 2127.8 | Standard non polar | 33892256 | Threonylproline,4TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 2180.0 | Semi standard non polar | 33892256 | Threonylproline,4TMS,isomer #1 | C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 2185.9 | Standard non polar | 33892256 | Threonylproline,1TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O | 2162.7 | Semi standard non polar | 33892256 | Threonylproline,1TBDMS,isomer #2 | C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C | 2147.9 | Semi standard non polar | 33892256 | Threonylproline,1TBDMS,isomer #3 | C[C@@H](O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O | 2167.9 | Semi standard non polar | 33892256 | Threonylproline,2TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C | 2416.4 | Semi standard non polar | 33892256 | Threonylproline,2TBDMS,isomer #2 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O | 2422.8 | Semi standard non polar | 33892256 | Threonylproline,2TBDMS,isomer #3 | C[C@@H](O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C | 2425.8 | Semi standard non polar | 33892256 | Threonylproline,2TBDMS,isomer #4 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2498.0 | Semi standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C | 2677.0 | Semi standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C | 2661.6 | Standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #2 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2768.6 | Semi standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #2 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2753.8 | Standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #3 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2746.9 | Semi standard non polar | 33892256 | Threonylproline,3TBDMS,isomer #3 | C[C@@H](O)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2723.6 | Standard non polar | 33892256 | Threonylproline,4TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3008.7 | Semi standard non polar | 33892256 | Threonylproline,4TBDMS,isomer #1 | C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2924.9 | 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 - Threonylproline GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Threonylproline 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 - Threonylproline 10V, Negative-QTOF | splash10-03xr-1950000000-b476d1efb077df71407f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Threonylproline 20V, Negative-QTOF | splash10-03di-5900000000-0058cc3feb883a4c8a72 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Threonylproline 40V, Negative-QTOF | splash10-03dj-9500000000-9deb06937b7a1d319240 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Threonylproline 10V, Positive-QTOF | splash10-014i-2690000000-f96833175bb41bc9a6f4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Threonylproline 20V, Positive-QTOF | splash10-01ba-9510000000-61e327454cf5ce5872d5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Threonylproline 40V, Positive-QTOF | splash10-05fr-9000000000-f007533db9a2f2940e1b | 2021-09-22 | 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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