Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:50 UTC |
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Update Date | 2023-02-21 17:18:20 UTC |
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HMDB ID | HMDB0014966 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Fosfomycin |
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Description | Fosfomycin, also known as phosphonomycin or FCM, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Fosfomycin has been detected, but not quantified in, milk (cow). This could make fosfomycin a potential biomarker for the consumption of these foods. Fosfomycin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Fosfomycin. |
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Structure | [H][C@@]1(C)O[C@]1([H])P(O)(O)=O InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1 |
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Synonyms | Value | Source |
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(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid | ChEBI | (1R,2S)-Epoxypropylphosphonic acid | ChEBI | (2R-cis)-(3-Methyloxiranyl)phosphonic acid | ChEBI | 1R-cis-(1,2-Epoxypropyl)phosphonic acid | ChEBI | cis-(1R,2S)-Epoxypropylphosphonic acid | ChEBI | FCM | ChEBI | Fosfomicina | ChEBI | Fosfomycine | ChEBI | Fosfomycinum | ChEBI | L-cis-1,2-Epoxypropylphosphonic acid | ChEBI | Phosphomycin | ChEBI | Phosphonemycin | ChEBI | Phosphonomycin | ChEBI | (1R,2S)-Epoxypropylphosphonate | Kegg | (-)-(1R,2S)-(1,2-Epoxypropyl)phosphonate | Generator | (2R-cis)-(3-Methyloxiranyl)phosphonate | Generator | 1R-cis-(1,2-Epoxypropyl)phosphonate | Generator | cis-(1R,2S)-Epoxypropylphosphonate | Generator | L-cis-1,2-Epoxypropylphosphonate | Generator | Fosfocina | HMDB | Fosfomycin disodium salt | HMDB | Fosfomycin sodium | HMDB | Fosfonomycin | HMDB | Phosphomycin disodium salt | HMDB | Fosfomycin tromethamine | HMDB | Fosfomycin trometamol salt | HMDB | Tromethamine, fosfomycin | HMDB | Monuril | HMDB |
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Chemical Formula | C3H7O4P |
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Average Molecular Weight | 138.059 |
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Monoisotopic Molecular Weight | 138.008195224 |
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IUPAC Name | [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid |
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Traditional Name | fosfomycin |
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CAS Registry Number | 23155-02-4 |
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SMILES | [H][C@@]1(C)O[C@]1([H])P(O)(O)=O |
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InChI Identifier | InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1 |
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InChI Key | YMDXZJFXQJVXBF-STHAYSLISA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Organic phosphonic acids and derivatives |
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Sub Class | Organic phosphonic acids |
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Direct Parent | Organic phosphonic acids |
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Alternative Parents | |
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Substituents | - Organophosphonic acid
- Oxacycle
- Organoheterocyclic compound
- Oxirane
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organophosphorus compound
- Organooxygen compound
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic 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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 94 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 46.9 g/L | Not Available | LogP | -1.6 | 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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Fosfomycin,1TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C | 1232.9 | Semi standard non polar | 33892256 | Fosfomycin,1TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C | 1166.3 | Standard non polar | 33892256 | Fosfomycin,1TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C | 1499.5 | Standard polar | 33892256 | Fosfomycin,2TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 1275.8 | Semi standard non polar | 33892256 | Fosfomycin,2TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 1323.3 | Standard non polar | 33892256 | Fosfomycin,2TMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 1355.3 | Standard polar | 33892256 | Fosfomycin,1TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C(C)(C)C | 1482.0 | Semi standard non polar | 33892256 | Fosfomycin,1TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C(C)(C)C | 1412.9 | Standard non polar | 33892256 | Fosfomycin,1TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O)O[Si](C)(C)C(C)(C)C | 1668.8 | Standard polar | 33892256 | Fosfomycin,2TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 1733.7 | Semi standard non polar | 33892256 | Fosfomycin,2TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 1775.4 | Standard non polar | 33892256 | Fosfomycin,2TBDMS,isomer #1 | C[C@@H]1O[C@@H]1P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 1663.5 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Fosfomycin GC-MS (2 TMS) | splash10-03di-2980000000-005d5b96a1e9219362d0 | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Fosfomycin GC-MS (Non-derivatized) | splash10-03di-2980000000-005d5b96a1e9219362d0 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Fosfomycin GC-MS (Non-derivatized) - 70eV, Positive | splash10-003r-9100000000-f3dc2512a6ad53fb9238 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Fosfomycin 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 - Fosfomycin 10V, Positive-QTOF | splash10-000i-1900000000-3025442157ee47184674 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 20V, Positive-QTOF | splash10-001i-9100000000-275a01dd7f8cc74a7b6f | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 40V, Positive-QTOF | splash10-001i-9100000000-859fa61894a0825e23d2 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 10V, Negative-QTOF | splash10-000i-3900000000-22234a977a4d3da18ecf | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 20V, Negative-QTOF | splash10-05qi-9500000000-81b95429a7694bba36c7 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 40V, Negative-QTOF | splash10-057i-9000000000-d2dbdb85a43ce508ab14 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 10V, Positive-QTOF | splash10-000i-2900000000-3865d3126791b7f8f8f3 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 20V, Positive-QTOF | splash10-000b-9400000000-d43f705d0ad2bb7e25c9 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 40V, Positive-QTOF | splash10-06tn-9000000000-5460c55de4fe7bea9b0d | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 10V, Negative-QTOF | splash10-03dr-9400000000-f59b9b60406eacd3c3da | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 20V, Negative-QTOF | splash10-03fr-9000000000-eb71c23b854ab0f65f4a | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fosfomycin 40V, Negative-QTOF | splash10-03di-9000000000-987956f210941d36e458 | 2021-10-11 | 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) | 2021-09-29 | Wishart Lab | View Spectrum | 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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 |
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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