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 13:48:08 UTC |
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Update Date | 2021-09-26 23:08:28 UTC |
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HMDB ID | HMDB0254469 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Mericitabine |
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Description | [4-fluoro-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4-methyl-3-[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoate belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Based on a literature review very few articles have been published on [4-fluoro-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4-methyl-3-[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mericitabine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mericitabine 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 | CC(C)C(=O)OCC1OC(N2C=CC(N)=NC2=O)C(C)(F)C1OC(=O)C(C)C InChI=1S/C18H26FN3O6/c1-9(2)14(23)26-8-11-13(28-15(24)10(3)4)18(5,19)16(27-11)22-7-6-12(20)21-17(22)25/h6-7,9-11,13,16H,8H2,1-5H3,(H2,20,21,25) |
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Synonyms | Value | Source |
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[4-Fluoro-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4-methyl-3-[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoic acid | Generator |
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Chemical Formula | C18H26FN3O6 |
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Average Molecular Weight | 399.419 |
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Monoisotopic Molecular Weight | 399.180563732 |
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IUPAC Name | [5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-fluoro-4-methyl-3-[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoate |
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Traditional Name | [5-(4-amino-2-oxopyrimidin-1-yl)-4-fluoro-4-methyl-3-[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoate |
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CAS Registry Number | Not Available |
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SMILES | CC(C)C(=O)OCC1OC(N2C=CC(N)=NC2=O)C(C)(F)C1OC(=O)C(C)C |
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InChI Identifier | InChI=1S/C18H26FN3O6/c1-9(2)14(23)26-8-11-13(28-15(24)10(3)4)18(5,19)16(27-11)22-7-6-12(20)21-17(22)25/h6-7,9-11,13,16H,8H2,1-5H3,(H2,20,21,25) |
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InChI Key | MLESJYFEMSJZLZ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleosides |
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Sub Class | Pyrimidine 2'-deoxyribonucleosides |
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Direct Parent | Pyrimidine 2'-deoxyribonucleosides |
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Alternative Parents | |
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Substituents | - Pyrimidine 2'-deoxyribonucleoside
- Aminopyrimidine
- Pyrimidone
- Dicarboxylic acid or derivatives
- Hydropyrimidine
- Imidolactam
- Pyrimidine
- Heteroaromatic compound
- Oxolane
- Amino acid or derivatives
- Carboxylic acid ester
- Carboxylic acid derivative
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organonitrogen compound
- Organofluoride
- Organohalogen compound
- Alkyl halide
- Hydrocarbon derivative
- Organic oxide
- Alkyl fluoride
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Amine
- Primary amine
- 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 | 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 IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Mericitabine,1TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2722.5 | Semi standard non polar | 33892256 | Mericitabine,1TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2592.7 | Standard non polar | 33892256 | Mericitabine,1TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3469.2 | Standard polar | 33892256 | Mericitabine,2TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2691.0 | Semi standard non polar | 33892256 | Mericitabine,2TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2707.9 | Standard non polar | 33892256 | Mericitabine,2TMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3154.2 | Standard polar | 33892256 | Mericitabine,1TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2921.8 | Semi standard non polar | 33892256 | Mericitabine,1TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 2776.6 | Standard non polar | 33892256 | Mericitabine,1TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3527.8 | Standard polar | 33892256 | Mericitabine,2TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3067.1 | Semi standard non polar | 33892256 | Mericitabine,2TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3063.3 | Standard non polar | 33892256 | Mericitabine,2TBDMS,isomer #1 | CC(C)C(=O)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(C)(F)C1OC(=O)C(C)C | 3327.4 | 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 - Mericitabine GC-MS (Non-derivatized) - 70eV, Positive | splash10-03kd-9315000000-ea33326ec330cc33116e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mericitabine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mericitabine 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 - Mericitabine 10V, Positive-QTOF | splash10-0udi-0004900000-b123aae7d34c10701e4a | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mericitabine 20V, Positive-QTOF | splash10-03dl-8896100000-8f4609286cf7f477576c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mericitabine 40V, Positive-QTOF | splash10-0006-9153000000-f141bada2f4377de8c4c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mericitabine 10V, Negative-QTOF | splash10-01pa-6329000000-7663e1a27a8888ec7644 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mericitabine 20V, Negative-QTOF | splash10-0079-9000000000-3da308ad716840f061df | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mericitabine 40V, Negative-QTOF | splash10-00kf-9000000000-e982c47e9571b300af64 | 2021-10-12 | Wishart Lab | View Spectrum |
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