| Record Information |
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| Version | 5.0 |
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| Status | Detected and Quantified |
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| Creation Date | 2012-09-11 17:33:42 UTC |
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| Update Date | 2023-02-21 17:19:23 UTC |
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| HMDB ID | HMDB0029942 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | D-Arabinose |
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| Description | D-Arabinose, also known as arabinopyranose or pectinose, belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. D-Arabinose 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 D-Arabinose. |
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| Structure | O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m1/s1 |
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| Synonyms | | Value | Source |
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| WURCS=2.0/1,1,0/[a122h-1b_1-5]/1/ | ChEBI | | b-D-Arabinopyranose | HMDB | | Β-D-arabinopyranose | HMDB | | Arabinopyranose | HMDB | | Arabinose | HMDB | | D-Arabinopyranose | HMDB | | Pectinose | HMDB | | beta-D-Arabinopyranose | HMDB | | beta-D-Arabinose | HMDB | | Β-D-arabinose | HMDB | | D-Arabinose | HMDB |
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| Chemical Formula | C5H10O5 |
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| Average Molecular Weight | 150.13 |
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| Monoisotopic Molecular Weight | 150.052823422 |
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| IUPAC Name | (3S,4R,5R)-oxane-2,3,4,5-tetrol |
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| Traditional Name | D-arabinopyranose |
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| CAS Registry Number | 6748-95-4 |
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| SMILES | O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O |
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| InChI Identifier | InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m1/s1 |
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| InChI Key | SRBFZHDQGSBBOR-SQOUGZDYSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. |
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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 | Pentoses |
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| Alternative Parents | |
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| Substituents | - Pentose 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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| Not Available | 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 Retention Times Underivatized| Chromatographic Method | Retention Time | Reference |
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| Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022. | 5.55 minutes | 32390414 | | Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022. | 0.64 minutes | 32390414 | | Predicted by Siyang on May 30, 2022 | 9.3666 minutes | 33406817 | | Predicted by Siyang using ReTip algorithm on June 8, 2022 | 3.21 minutes | 32390414 | | AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid | 290.1 seconds | 40023050 | | Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid | 619.0 seconds | 40023050 | | Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid | 321.2 seconds | 40023050 | | Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid | 38.0 seconds | 40023050 | | Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid | 194.1 seconds | 40023050 | | RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 75.7 seconds | 40023050 | | Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid | 286.5 seconds | 40023050 | | BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid | 222.0 seconds | 40023050 | | HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate) | 682.9 seconds | 40023050 | | UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid | 583.4 seconds | 40023050 | | BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid | 40.3 seconds | 40023050 | | UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid | 742.0 seconds | 40023050 | | SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 199.2 seconds | 40023050 | | RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 260.1 seconds | 40023050 | | MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate | 652.2 seconds | 40023050 | | KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA | 355.0 seconds | 40023050 | | Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water | 309.0 seconds | 40023050 |
Predicted Kovats Retention IndicesUnderivatizedDerivatized| Derivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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| D-Arabinose,1TMS,isomer #1 | C[Si](C)(C)O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O | 1494.4 | Semi standard non polar | 33892256 | | D-Arabinose,1TMS,isomer #2 | C[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O | 1456.1 | Semi standard non polar | 33892256 | | D-Arabinose,1TMS,isomer #3 | C[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O)[C@H]1O | 1492.8 | Semi standard non polar | 33892256 | | D-Arabinose,1TMS,isomer #4 | C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)OC[C@H]1O | 1501.0 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #1 | C[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O | 1519.1 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #2 | C[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O[Si](C)(C)C)[C@H]1O | 1515.9 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #3 | C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)OC[C@H]1O[Si](C)(C)C | 1471.6 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #4 | C[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O | 1518.4 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #5 | C[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C | 1477.7 | Semi standard non polar | 33892256 | | D-Arabinose,2TMS,isomer #6 | C[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O)[C@H]1O[Si](C)(C)C | 1495.9 | Semi standard non polar | 33892256 | | D-Arabinose,3TMS,isomer #1 | C[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O | 1560.9 | Semi standard non polar | 33892256 | | D-Arabinose,3TMS,isomer #2 | C[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C | 1548.5 | Semi standard non polar | 33892256 | | D-Arabinose,3TMS,isomer #3 | C[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C | 1553.8 | Semi standard non polar | 33892256 | | D-Arabinose,3TMS,isomer #4 | C[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C | 1576.0 | Semi standard non polar | 33892256 | | D-Arabinose,4TMS,isomer #1 | C[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C | 1645.4 | Semi standard non polar | 33892256 | | D-Arabinose,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O | 1744.5 | Semi standard non polar | 33892256 | | D-Arabinose,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O | 1707.1 | Semi standard non polar | 33892256 | | D-Arabinose,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O)[C@H]1O | 1726.7 | Semi standard non polar | 33892256 | | D-Arabinose,1TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)OC[C@H]1O | 1732.8 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O | 1990.7 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O | 1979.0 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)OC[C@H]1O[Si](C)(C)C(C)(C)C | 1956.2 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O | 1976.0 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #5 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C | 1949.6 | Semi standard non polar | 33892256 | | D-Arabinose,2TBDMS,isomer #6 | CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C | 1958.4 | Semi standard non polar | 33892256 | | D-Arabinose,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O | 2254.8 | Semi standard non polar | 33892256 | | D-Arabinose,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C | 2238.9 | Semi standard non polar | 33892256 | | D-Arabinose,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C | 2250.2 | Semi standard non polar | 33892256 | | D-Arabinose,3TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C | 2239.3 | Semi standard non polar | 33892256 | | D-Arabinose,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1OC[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 | 2479.8 | Semi standard non polar | 33892256 |
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| GC-MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - D-Arabinose GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - D-Arabinose GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 10V, Negative-QTOF | splash10-0002-7900000000-524214992b29f1ff9b80 | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 20V, Negative-QTOF | splash10-0a4i-9000000000-f758a7d33dac04b06275 | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 40V, Negative-QTOF | splash10-0a4l-9000000000-4b3e154b12c2ee07bf58 | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 10V, Positive-QTOF | splash10-0gc0-1900000000-e784a3fdca89dcb59c12 | 2021-09-25 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 20V, Positive-QTOF | splash10-0m4p-9100000000-fc295e2732f55a0a18c1 | 2021-09-25 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - D-Arabinose 40V, Positive-QTOF | splash10-0007-9000000000-ba5f29c2c79df8d0956f | 2021-09-25 | Wishart Lab | View Spectrum |
NMR Spectra| Spectrum Type | Description | Deposition Date | Source | View |
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| Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum |
IR Spectra| Spectrum 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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