Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2008-10-16 22:22:16 UTC |
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Update Date | 2023-02-21 17:17:26 UTC |
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HMDB ID | HMDB0011103 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,7-Dimethyluric acid |
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Description | 1,7-Dimethyluric acid, also known as 1,7-dimethylate, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. 1,7-Dimethyluric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 1,7-Dimethyluric acid exists in all living organisms, ranging from bacteria to humans. 1,7-dimethyluric acid can be biosynthesized from paraxanthine through the action of the enzymes cytochrome P450 1A2 and cytochrome P450 2A6. In humans, 1,7-dimethyluric acid is involved in caffeine metabolism. |
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Structure | CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2 InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14) |
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Synonyms | Value | Source |
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1,7-Dimethylate | Generator | 1,7-Dimethylic acid | Generator | 1,7-Dimethylurate | HMDB | 7,9-Dihydro-1,7-dimethyl-1H-purine-2,6,8(3H)-trione | HMDB | 1,7-Dimethyluric acid | HMDB |
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Chemical Formula | C7H8N4O3 |
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Average Molecular Weight | 196.1634 |
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Monoisotopic Molecular Weight | 196.059640142 |
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IUPAC Name | 2,8-dihydroxy-1,7-dimethyl-6,7-dihydro-1H-purin-6-one |
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Traditional Name | 1,7-dimethyluric acid |
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CAS Registry Number | 33868-03-0 |
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SMILES | CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2 |
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InChI Identifier | InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14) |
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InChI Key | NOFNCLGCUJJPKU-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Imidazopyrimidines |
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Sub Class | Purines and purine derivatives |
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Direct Parent | Xanthines |
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Alternative Parents | |
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Substituents | - Xanthine
- 6-oxopurine
- Purinone
- Alkaloid or derivatives
- Pyrimidone
- Hydroxypyrimidine
- N-substituted imidazole
- Pyrimidine
- Imidazole
- Azole
- Heteroaromatic compound
- Lactam
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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 | |
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Role | |
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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 | Experimental Collision Cross Sections |
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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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1,7-Dimethyluric acid,1TMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C | 1999.7 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,1TMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C | 2240.9 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,1TMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C | 2881.8 | Standard polar | 33892256 | 1,7-Dimethyluric acid,1TMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C)C1=O | 1985.9 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,1TMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C)C1=O | 2248.6 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,1TMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C)C1=O | 2859.3 | Standard polar | 33892256 | 1,7-Dimethyluric acid,2TMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C)C1=O)N([Si](C)(C)C)C(=O)N2C | 1985.9 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,2TMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C)C1=O)N([Si](C)(C)C)C(=O)N2C | 2286.7 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,2TMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C)C1=O)N([Si](C)(C)C)C(=O)N2C | 2470.8 | Standard polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C(C)(C)C | 2205.1 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C(C)(C)C | 2449.9 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #1 | CN1C(=O)[NH]C2=C(C1=O)N(C)C(=O)N2[Si](C)(C)C(C)(C)C | 2829.0 | Standard polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C(C)(C)C)C1=O | 2203.7 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C(C)(C)C)C1=O | 2454.8 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,1TBDMS,isomer #2 | CN1C(=O)C2=C([NH]C(=O)N2C)N([Si](C)(C)C(C)(C)C)C1=O | 2810.5 | Standard polar | 33892256 | 1,7-Dimethyluric acid,2TBDMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C(C)(C)C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C | 2406.2 | Semi standard non polar | 33892256 | 1,7-Dimethyluric acid,2TBDMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C(C)(C)C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C | 2714.1 | Standard non polar | 33892256 | 1,7-Dimethyluric acid,2TBDMS,isomer #1 | CN1C(=O)C2=C(N([Si](C)(C)C(C)(C)C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C | 2578.0 | 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 - 1,7-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-029l-0900000000-fa683b3e4ecb7c70f206 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,7-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,7-Dimethyluric acid 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid LC-ESI-QFT , negative-QTOF | splash10-0002-0900000000-ae0b921d4ce14cd8443d | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid LC-ESI-QTOF 35V, negative-QTOF | splash10-001i-0900000000-9d422231f3b705d6e815 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 40V, Negative-QTOF | splash10-000f-9700000000-6491a6bc04a43c894cb9 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 10V, Negative-QTOF | splash10-0002-0900000000-dc89f209b88b1ac67174 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 20V, Negative-QTOF | splash10-001i-0900000000-675b5fdafca001d80248 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 20V, Negative-QTOF | splash10-001r-1900000000-c2d5c6abe6b39584b025 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 10V, Negative-QTOF | splash10-000t-0900000000-c0656b4118f8e8d70f7f | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 30V, Negative-QTOF | splash10-000l-3900000000-d0532c0da4f328ec628e | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 40V, Negative-QTOF | splash10-000f-9600000000-0a0b1bbeea391a74863f | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid 35V, Negative-QTOF | splash10-001i-0900000000-e7dcbea73875e9e0e50e | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid LC-ESI-QFT , positive-QTOF | splash10-0002-0900000000-f40482c57d127e32f8e4 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid LC-ESI-QTOF 35V, positive-QTOF | splash10-0007-0900000000-6860551c1745ba41864f | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid NA , positive-QTOF | splash10-0002-0900000000-c180cf8aed0912f88a75 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 4V, positive-QTOF | splash10-0002-0900000000-440ffa8e3cca49f55cc5 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 5V, positive-QTOF | splash10-0002-0900000000-9191d6a6a1abdd23d811 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 5V, positive-QTOF | splash10-0002-0900000000-1b5e888daf17a0165e55 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 6V, positive-QTOF | splash10-0005-0900000000-df2cb96313fe3610cc44 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 7V, positive-QTOF | splash10-0007-0900000000-6234b012018c1ae4d86e | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 9V, positive-QTOF | splash10-0006-1900000000-86334014f96303c72304 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 11V, positive-QTOF | splash10-0006-6900000000-ca9b5373df8e0ea8fcd3 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid Orbitrap 13V, positive-QTOF | splash10-01bc-9300000000-7a850dc063e0bf5fd5fb | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid n/a 13V, positive-QTOF | splash10-0006-0900000000-0277172e5e710f4775de | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid n/a 13V, positive-QTOF | splash10-03di-6900000000-542cf592e0459e911f5c | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid n/a 13V, positive-QTOF | splash10-00xr-9000000000-db67735b192b87b601b3 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,7-Dimethyluric acid n/a 13V, positive-QTOF | splash10-000i-0900000000-e0b8225c7958cf0367cf | 2020-07-22 | HMDB team, MONA | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | 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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