Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 16:46:07 UTC |
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Update Date | 2021-09-26 23:12:00 UTC |
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HMDB ID | HMDB0256379 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 3-Pyroglutamylthiazolidine-4-carboxylic acid |
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Description | 3-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)-1,3-thiazolidine-4-carboxylic acid 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. Based on a literature review very few articles have been published on 3-(5-hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)-1,3-thiazolidine-4-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-pyroglutamylthiazolidine-4-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Pyroglutamylthiazolidine-4-carboxylic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 InChI=1S/C9H12N2O4S/c12-7-2-1-5(10-7)8(13)11-4-16-3-6(11)9(14)15/h5-6H,1-4H2,(H,10,12)(H,14,15) |
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Synonyms | Value | Source |
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3-(5-Hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)-1,3-thiazolidine-4-carboxylate | Generator | 3-Pyroglutamylthiazolidine-4-carboxylate | Generator | 3-((5-oxo-2-Pyrrolidinyl)carbonyl)-4-thiazolidinecarboxylic acid | MeSH | 3-Pyroglutamylthiazolidine-4-carboxylic acid, (R-(r*,s*))-isomer | MeSH | Adimod | MeSH | PGT-1a | MeSH | Pidotimod | MeSH |
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Chemical Formula | C9H12N2O4S |
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Average Molecular Weight | 244.27 |
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Monoisotopic Molecular Weight | 244.051778048 |
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IUPAC Name | 3-(5-oxopyrrolidine-2-carbonyl)-1,3-thiazolidine-4-carboxylic acid |
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Traditional Name | 3-(5-oxopyrrolidine-2-carbonyl)-1,3-thiazolidine-4-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 |
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InChI Identifier | InChI=1S/C9H12N2O4S/c12-7-2-1-5(10-7)8(13)11-4-16-3-6(11)9(14)15/h5-6H,1-4H2,(H,10,12)(H,14,15) |
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InChI Key | UUTKICFRNVKFRG-UHFFFAOYSA-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
- Alpha-amino acid amide
- Alpha-amino acid or derivatives
- Pyrrolidine carboxylic acid or derivatives
- Pyrrolidine-2-carboxamide
- Pyrrolidone
- 2-pyrrolidone
- Pyrrolidine
- Thiazolidine
- Tertiary carboxylic acid amide
- Carboxamide group
- Lactam
- Secondary carboxylic acid amide
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Azacycle
- Organoheterocyclic compound
- Dialkylthioether
- Hemithioaminal
- Thioether
- Organonitrogen compound
- Organic nitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organopnictogen compound
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic 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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3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 2401.2 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 2245.3 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 4021.0 | Standard polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #2 | C[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 2329.6 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #2 | C[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 2227.3 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TMS,isomer #2 | C[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 3631.0 | Standard polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C | 2364.8 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C | 2272.3 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C | 3191.0 | Standard polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 2660.4 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 2491.4 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1 | 3947.3 | Standard polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 2598.8 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 2482.4 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N1CSCC1C(=O)O | 3705.5 | Standard polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C | 2841.9 | Semi standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C | 2740.6 | Standard non polar | 33892256 | 3-Pyroglutamylthiazolidine-4-carboxylic acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1CSCN1C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C | 3258.9 | 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 - 3-Pyroglutamylthiazolidine-4-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-9300000000-f630590fb75a5143c5d6 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Pyroglutamylthiazolidine-4-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Pyroglutamylthiazolidine-4-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | 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) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum |
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