Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2023-02-21 17:14:56 UTC |
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HMDB ID | HMDB0000544 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 5-Hydroxymethyl-4-methyluracil |
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Description | 5-Hydroxymethyl-4-methyluracil, also known as pentoxyl or 4-methyl-5-hydroxymethyluracil, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 5-Hydroxymethyl-4-methyluracil has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 5-hydroxymethyl-4-methyluracil a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Hydroxymethyl-4-methyluracil. |
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Structure | InChI=1S/C6H8N2O3/c1-3-4(2-9)5(10)8-6(11)7-3/h9H,2H2,1H3,(H2,7,8,10,11) |
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Synonyms | Value | Source |
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Pentoxyl | HMDB | 4-Methyl-5-hydroxymethyluracil | HMDB | 5-Hydroxymethyl-6-methyluracil | HMDB | Pentoxil | HMDB |
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Chemical Formula | C6H8N2O3 |
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Average Molecular Weight | 156.1393 |
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Monoisotopic Molecular Weight | 156.053492132 |
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IUPAC Name | 5-(hydroxymethyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione |
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Traditional Name | 5-hydroxymethyl-6-methyluracil |
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CAS Registry Number | 147-61-5 |
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SMILES | CC1=C(CO)C(=O)NC(=O)N1 |
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InChI Identifier | InChI=1S/C6H8N2O3/c1-3-4(2-9)5(10)8-6(11)7-3/h9H,2H2,1H3,(H2,7,8,10,11) |
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InChI Key | XBAVGYMDOXCWQU-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Diazines |
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Sub Class | Pyrimidines and pyrimidine derivatives |
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Direct Parent | Pyrimidones |
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Alternative Parents | |
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Substituents | - Pyrimidone
- Hydropyrimidine
- Vinylogous amide
- Heteroaromatic compound
- Lactam
- Urea
- Azacycle
- Alcohol
- Hydrocarbon derivative
- Aromatic alcohol
- Organic oxide
- Organopnictogen compound
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Organic nitrogen 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 | 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 | 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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5-Hydroxymethyl-4-methyluracil,1TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)[NH]C(=O)[NH]1 | 1578.7 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,1TMS,isomer #2 | CC1=C(CO)C(=O)N([Si](C)(C)C)C(=O)[NH]1 | 1610.2 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,1TMS,isomer #3 | CC1=C(CO)C(=O)[NH]C(=O)N1[Si](C)(C)C | 1630.7 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C | 1696.2 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C | 1898.6 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C | 2057.9 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #2 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)[NH]1 | 1692.7 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #2 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)[NH]1 | 1837.5 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #2 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)[NH]1 | 2041.8 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 1693.3 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 1905.2 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 2028.4 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 1908.6 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 1930.2 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TMS,isomer #1 | CC1=C(CO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C | 1892.9 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,1TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)[NH]C(=O)[NH]1 | 1837.3 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,1TBDMS,isomer #2 | CC1=C(CO)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]1 | 1868.0 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,1TBDMS,isomer #3 | CC1=C(CO)C(=O)[NH]C(=O)N1[Si](C)(C)C(C)(C)C | 1886.1 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C(C)(C)C | 2145.0 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C(C)(C)C | 2341.3 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)[NH]C(=O)N1[Si](C)(C)C(C)(C)C | 2239.0 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #2 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]1 | 2108.5 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #2 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]1 | 2264.1 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #2 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]1 | 2224.7 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2193.5 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2331.3 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,2TBDMS,isomer #3 | CC1=C(CO)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2205.7 | Standard polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2436.3 | Semi standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2553.4 | Standard non polar | 33892256 | 5-Hydroxymethyl-4-methyluracil,3TBDMS,isomer #1 | CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C | 2271.0 | 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 - 5-Hydroxymethyl-4-methyluracil GC-MS (Non-derivatized) - 70eV, Positive | splash10-0570-2900000000-6d3123b130d7ec19e808 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (1 TMS) - 70eV, Positive | splash10-00di-8950000000-403e445cdfceda8a33dc | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5-Hydroxymethyl-4-methyluracil GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil Quattro_QQQ 10V, Positive-QTOF (Annotated) | splash10-000i-1900000000-98840e3cfa5ad76a2bfd | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil Quattro_QQQ 25V, Positive-QTOF (Annotated) | splash10-052e-9000000000-15bce94c97d641aed0f0 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil Quattro_QQQ 40V, Positive-QTOF (Annotated) | splash10-0006-9000000000-211a07c5fca58f18f126 | 2012-07-24 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 10V, Positive-QTOF | splash10-0a4r-0900000000-6787b038f231e886bb7a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 20V, Positive-QTOF | splash10-000i-2900000000-321ae27f5314a308c9c1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 40V, Positive-QTOF | splash10-03di-6900000000-99ca165b30e7d4e910b0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 10V, Negative-QTOF | splash10-0a6u-2900000000-3a8e88ff3873e9d0667b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 20V, Negative-QTOF | splash10-0036-9400000000-b99bae4706524c338443 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 40V, Negative-QTOF | splash10-0006-9000000000-0457a74a96fdfae0fcad | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 10V, Negative-QTOF | splash10-0a4r-0900000000-b08c62b8b31b36149b5b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 20V, Negative-QTOF | splash10-0006-9700000000-3d2a8012e24000e8a17f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 40V, Negative-QTOF | splash10-0006-9000000000-ebc6a7bfd34c1e35ad90 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 10V, Positive-QTOF | splash10-0a4i-0900000000-3d165e67798530b1a5ec | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 20V, Positive-QTOF | splash10-0a4r-2900000000-f01651a8023416380c21 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5-Hydroxymethyl-4-methyluracil 40V, Positive-QTOF | splash10-0udi-9000000000-6de7b611c9a2831c4cac | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Experimental 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | 2012-12-04 | Wishart Lab | View Spectrum | 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 | Experimental 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental) | 2012-12-05 | 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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