Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:36:26 UTC |
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Update Date | 2023-02-21 17:19:34 UTC |
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HMDB ID | HMDB0030376 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (S)-Isowillardiine |
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Description | (S)-Isowillardiine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) (S)-Isowillardiine has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make (S)-isowillardiine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-Isowillardiine. |
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Structure | NC(CN1C(O)=NC=CC1=O)C(O)=O InChI=1S/C7H9N3O4/c8-4(6(12)13)3-10-5(11)1-2-9-7(10)14/h1-2,4H,3,8H2,(H,9,14)(H,12,13) |
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Synonyms | Value | Source |
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beta-(2,4-Dihydroxypyrimidin-3-yl)alanine | HMDB | Isowillardiine | HMDB | 2-Amino-3-(2-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl)propanoate | Generator |
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Chemical Formula | C7H9N3O4 |
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Average Molecular Weight | 199.1641 |
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Monoisotopic Molecular Weight | 199.059305791 |
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IUPAC Name | 2-amino-3-(2-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl)propanoic acid |
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Traditional Name | 2-amino-3-(2-hydroxy-6-oxopyrimidin-1-yl)propanoic acid |
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CAS Registry Number | 21381-33-9 |
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SMILES | NC(CN1C(O)=NC=CC1=O)C(O)=O |
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InChI Identifier | InChI=1S/C7H9N3O4/c8-4(6(12)13)3-10-5(11)1-2-9-7(10)14/h1-2,4H,3,8H2,(H,9,14)(H,12,13) |
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InChI Key | AZSWUZQIIMMKOZ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
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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 | Alpha amino acids |
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Alternative Parents | |
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Substituents | - Alpha-amino acid
- Pyrimidone
- Hydropyrimidine
- Pyrimidine
- Vinylogous amide
- Heteroaromatic compound
- Amino acid
- Urea
- Lactam
- Azacycle
- Organoheterocyclic compound
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Primary aliphatic amine
- Organic oxide
- Organic oxygen compound
- Organic nitrogen compound
- Carbonyl group
- Hydrocarbon derivative
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic 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 | 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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(S)-Isowillardiine,1TMS,isomer #1 | C[Si](C)(C)OC1=NC=CC(=O)N1CC(N)C(=O)O | 2000.7 | Semi standard non polar | 33892256 | (S)-Isowillardiine,1TMS,isomer #2 | C[Si](C)(C)OC(=O)C(N)CN1C(O)=NC=CC1=O | 2077.3 | Semi standard non polar | 33892256 | (S)-Isowillardiine,1TMS,isomer #3 | C[Si](C)(C)NC(CN1C(O)=NC=CC1=O)C(=O)O | 2124.4 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C(N)CN1C(O[Si](C)(C)C)=NC=CC1=O | 1996.8 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TMS,isomer #2 | C[Si](C)(C)NC(CN1C(O[Si](C)(C)C)=NC=CC1=O)C(=O)O | 2059.4 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TMS,isomer #3 | C[Si](C)(C)NC(CN1C(O)=NC=CC1=O)C(=O)O[Si](C)(C)C | 2127.3 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TMS,isomer #4 | C[Si](C)(C)N(C(CN1C(O)=NC=CC1=O)C(=O)O)[Si](C)(C)C | 2264.6 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #1 | C[Si](C)(C)NC(CN1C(O[Si](C)(C)C)=NC=CC1=O)C(=O)O[Si](C)(C)C | 2032.1 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #1 | C[Si](C)(C)NC(CN1C(O[Si](C)(C)C)=NC=CC1=O)C(=O)O[Si](C)(C)C | 2136.4 | Standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #2 | C[Si](C)(C)OC1=NC=CC(=O)N1CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 2222.2 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #2 | C[Si](C)(C)OC1=NC=CC(=O)N1CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 2247.9 | Standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #3 | C[Si](C)(C)OC(=O)C(CN1C(O)=NC=CC1=O)N([Si](C)(C)C)[Si](C)(C)C | 2260.6 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TMS,isomer #3 | C[Si](C)(C)OC(=O)C(CN1C(O)=NC=CC1=O)N([Si](C)(C)C)[Si](C)(C)C | 2246.0 | Standard non polar | 33892256 | (S)-Isowillardiine,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CN1C(O[Si](C)(C)C)=NC=CC1=O)N([Si](C)(C)C)[Si](C)(C)C | 2242.6 | Semi standard non polar | 33892256 | (S)-Isowillardiine,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CN1C(O[Si](C)(C)C)=NC=CC1=O)N([Si](C)(C)C)[Si](C)(C)C | 2272.0 | Standard non polar | 33892256 | (S)-Isowillardiine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=NC=CC(=O)N1CC(N)C(=O)O | 2278.4 | Semi standard non polar | 33892256 | (S)-Isowillardiine,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C(N)CN1C(O)=NC=CC1=O | 2358.2 | Semi standard non polar | 33892256 | (S)-Isowillardiine,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)NC(CN1C(O)=NC=CC1=O)C(=O)O | 2420.3 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(N)CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O | 2498.1 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)NC(CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O)C(=O)O | 2534.6 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)NC(CN1C(O)=NC=CC1=O)C(=O)O[Si](C)(C)C(C)(C)C | 2612.9 | Semi standard non polar | 33892256 | (S)-Isowillardiine,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)N(C(CN1C(O)=NC=CC1=O)C(=O)O)[Si](C)(C)C(C)(C)C | 2743.4 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC(CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O)C(=O)O[Si](C)(C)C(C)(C)C | 2698.6 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC(CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O)C(=O)O[Si](C)(C)C(C)(C)C | 2762.4 | Standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=NC=CC(=O)N1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2921.5 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=NC=CC(=O)N1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2839.7 | Standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C(CN1C(O)=NC=CC1=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2929.4 | Semi standard non polar | 33892256 | (S)-Isowillardiine,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C(CN1C(O)=NC=CC1=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2835.7 | Standard non polar | 33892256 | (S)-Isowillardiine,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3108.2 | Semi standard non polar | 33892256 | (S)-Isowillardiine,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CN1C(O[Si](C)(C)C(C)(C)C)=NC=CC1=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3031.4 | 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 - (S)-Isowillardiine GC-MS (Non-derivatized) - 70eV, Positive | splash10-004i-5900000000-fb24e16ca618423fdf08 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (S)-Isowillardiine GC-MS (2 TMS) - 70eV, Positive | splash10-004i-3390000000-bb7f1a443c9a8ae102ba | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (S)-Isowillardiine 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 - (S)-Isowillardiine 10V, Positive-QTOF | splash10-0udi-2950000000-9963f0c8b3bf77b109f2 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 20V, Positive-QTOF | splash10-0udi-3900000000-eebc3deba88d4dc4e1a4 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 40V, Positive-QTOF | splash10-0006-9000000000-898c4157b873d4656cbd | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 10V, Negative-QTOF | splash10-0002-0900000000-c5e49e44a1b2c83240ec | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 20V, Negative-QTOF | splash10-002g-5900000000-e72e0acd1dde59374fc6 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 40V, Negative-QTOF | splash10-0006-9000000000-13f464097b68d884d31f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 10V, Positive-QTOF | splash10-0udi-0590000000-9364feb7180f452b7057 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 20V, Positive-QTOF | splash10-004i-0900000000-fc7432ed65cac801520d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 40V, Positive-QTOF | splash10-0076-9700000000-46bca3b429916ce99a62 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 10V, Negative-QTOF | splash10-000t-0900000000-6acb42168ea4c11caa5f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 20V, Negative-QTOF | splash10-01ox-9800000000-a984067dad0d66b04cff | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (S)-Isowillardiine 40V, Negative-QTOF | splash10-0006-9000000000-d58ec88654546f7ffeb5 | 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) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | 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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