Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2006-05-22 15:12:31 UTC |
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Update Date | 2023-02-21 17:16:32 UTC |
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HMDB ID | HMDB0003081 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | beta-D-Fucose |
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Description | beta-D-Fucose, also known as b-D-fuc, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. beta-D-Fucose 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 beta-D-fucose a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on beta-D-Fucose. |
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Structure | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6-/m1/s1 |
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Synonyms | Value | Source |
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beta-D-Fuc | ChEBI | WURCS=2.0/1,1,0/[a2112m-1b_1-5]/1/ | ChEBI | b-D-Fuc | Generator | Β-D-fuc | Generator | b-D-Fucose | Generator | Β-D-fucose | Generator | 6-Deoxy-beta-D-galactopyranose | HMDB | 6-Deoxy-beta-delta-galactopyranose | HMDB | b-D-Fucopyranose | HMDB | beta-D-Fucopyranose | HMDB | beta-delta-Fuc | HMDB | beta-delta-Fucopyranose | HMDB | FCB | HMDB | 6-Deoxy-beta-D-galactose | HMDB | 6-Deoxy-β-D-galactopyranose | HMDB | 6-Deoxy-β-D-galactose | HMDB | beta-D-Fucose | HMDB | β-D-Fucopyranose | HMDB |
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Chemical Formula | C6H12O5 |
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Average Molecular Weight | 164.1565 |
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Monoisotopic Molecular Weight | 164.068473494 |
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IUPAC Name | (2R,3R,4S,5R,6R)-6-methyloxane-2,3,4,5-tetrol |
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Traditional Name | β-D-fucose |
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CAS Registry Number | 28161-52-6 |
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SMILES | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O |
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InChI Identifier | InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6-/m1/s1 |
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InChI Key | SHZGCJCMOBCMKK-FPRJBGLDSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Hexoses |
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Alternative Parents | |
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Substituents | - Hexose monosaccharide
- Oxane
- Secondary alcohol
- Hemiacetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Alcohol
- 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 | |
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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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beta-D-Fucose,1TMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H]1O | 1458.1 | Semi standard non polar | 33892256 | beta-D-Fucose,1TMS,isomer #2 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O | 1468.2 | Semi standard non polar | 33892256 | beta-D-Fucose,1TMS,isomer #3 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O | 1481.0 | Semi standard non polar | 33892256 | beta-D-Fucose,1TMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C | 1496.0 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O | 1495.4 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #2 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O | 1529.5 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #3 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C | 1514.2 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O | 1523.2 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #5 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C | 1544.2 | Semi standard non polar | 33892256 | beta-D-Fucose,2TMS,isomer #6 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C | 1504.2 | Semi standard non polar | 33892256 | beta-D-Fucose,3TMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O | 1572.7 | Semi standard non polar | 33892256 | beta-D-Fucose,3TMS,isomer #2 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C | 1582.5 | Semi standard non polar | 33892256 | beta-D-Fucose,3TMS,isomer #3 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C | 1589.1 | Semi standard non polar | 33892256 | beta-D-Fucose,3TMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C | 1581.2 | Semi standard non polar | 33892256 | beta-D-Fucose,4TMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C | 1681.3 | Semi standard non polar | 33892256 | beta-D-Fucose,1TBDMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H]1O | 1720.3 | Semi standard non polar | 33892256 | beta-D-Fucose,1TBDMS,isomer #2 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O | 1741.2 | Semi standard non polar | 33892256 | beta-D-Fucose,1TBDMS,isomer #3 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O | 1741.1 | Semi standard non polar | 33892256 | beta-D-Fucose,1TBDMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C | 1757.7 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O | 1987.4 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #2 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O | 2014.5 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #3 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C | 2016.9 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O | 2008.0 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #5 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C | 2029.2 | Semi standard non polar | 33892256 | beta-D-Fucose,2TBDMS,isomer #6 | C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C | 2003.6 | Semi standard non polar | 33892256 | beta-D-Fucose,3TBDMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O | 2255.5 | Semi standard non polar | 33892256 | beta-D-Fucose,3TBDMS,isomer #2 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C | 2271.2 | Semi standard non polar | 33892256 | beta-D-Fucose,3TBDMS,isomer #3 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C | 2269.8 | Semi standard non polar | 33892256 | beta-D-Fucose,3TBDMS,isomer #4 | C[C@H]1O[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C | 2274.9 | Semi standard non polar | 33892256 | beta-D-Fucose,4TBDMS,isomer #1 | C[C@H]1O[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C | 2479.4 | Semi standard non 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 - beta-D-Fucose EI-B (Non-derivatized) | splash10-014i-0920000000-5b075e8c757a442fb54b | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - beta-D-Fucose EI-B (Non-derivatized) | splash10-014i-0920000000-7c01738b0df3e68efc9d | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - beta-D-Fucose EI-B (Non-derivatized) | splash10-014i-0920000000-5b075e8c757a442fb54b | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - beta-D-Fucose EI-B (Non-derivatized) | splash10-014i-0920000000-7c01738b0df3e68efc9d | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-D-Fucose GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a71-9300000000-58709e6800d01fa794ab | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-D-Fucose GC-MS (4 TMS) - 70eV, Positive | splash10-002r-9346400000-7524daf3b04caf0c441a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-D-Fucose 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 - beta-D-Fucose 10V, Positive-QTOF | splash10-014i-1900000000-04506e2fa3c1371dff28 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 20V, Positive-QTOF | splash10-00kb-2900000000-1d1ccb65a0c5c37cc4ec | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 40V, Positive-QTOF | splash10-0a4r-9000000000-e8a063be68714f958e83 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 10V, Negative-QTOF | splash10-03di-4900000000-f7a6ce4690afa04fd7a9 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 20V, Negative-QTOF | splash10-03dj-7900000000-2c2df196269f093c8ec1 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 40V, Negative-QTOF | splash10-0a4l-9000000000-bccf2eed4e06ffb85d57 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 10V, Negative-QTOF | splash10-03di-2900000000-39b12ef61b5dc955b65a | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 20V, Negative-QTOF | splash10-052f-9200000000-b035b501120515e5ba70 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 40V, Negative-QTOF | splash10-0a4i-9000000000-b4e3f8e66eccd71547b0 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 10V, Positive-QTOF | splash10-016s-0900000000-1b35b25727b809781557 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 20V, Positive-QTOF | splash10-0002-9400000000-d296c72cacbcd6d61db1 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-D-Fucose 40V, Positive-QTOF | splash10-0a4j-9000000000-daa4eb13673f38090d73 | 2021-09-25 | 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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