Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-07-09 16:07:11 UTC |
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Update Date | 2021-09-14 15:19:34 UTC |
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HMDB ID | HMDB0060918 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Flurbiprofen glucuronide |
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Description | Flurbiprofen glucuronide is a metabolite of flurbiprofen. Flurbiprofen is a member of the phenylalkanoic acid derivative family of non-steroidal anti-inflammatory drugs (NSAIDs) used to treat the inflammation and pain of arthritis. It is known by the following tradenames: Urbifen marketed by General Pharmaceuticals, Ansaid, marketed by Pfizer, Flurwood by W. Woodward and Froben, by Abbott. Flurbiprofen is also used as an active ingredient in some kinds of throat lozenges. (Wikipedia) |
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Structure | CC(C(=O)O[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1 InChI=1S/C21H21FO8/c1-10(12-7-8-13(14(22)9-12)11-5-3-2-4-6-11)20(28)30-21-17(25)15(23)16(24)18(29-21)19(26)27/h2-10,15-18,21,23-25H,1H3,(H,26,27)/t10?,15-,16-,17+,18-,21-/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C21H21FO8 |
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Average Molecular Weight | 420.385 |
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Monoisotopic Molecular Weight | 420.122045853 |
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IUPAC Name | (2R,3R,4R,5S,6R)-6-{[2-(3-fluoro-4-phenylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
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Traditional Name | (2R,3R,4R,5S,6R)-6-{[2-(3-fluoro-4-phenylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | CC(C(=O)O[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C21H21FO8/c1-10(12-7-8-13(14(22)9-12)11-5-3-2-4-6-11)20(28)30-21-17(25)15(23)16(24)18(29-21)19(26)27/h2-10,15-18,21,23-25H,1H3,(H,26,27)/t10?,15-,16-,17+,18-,21-/m1/s1 |
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InChI Key | PLPQBSOCUVSKTP-QGCNQZRGSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. |
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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 | O-glucuronides |
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Alternative Parents | |
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Substituents | - 1-o-glucuronide
- O-glucuronide
- Biphenyl
- Hexose monosaccharide
- P-cymene
- Aromatic monoterpenoid
- Monocyclic monoterpenoid
- Monoterpenoid
- Beta-hydroxy acid
- Fluorobenzene
- Halobenzene
- Oxane
- Aryl fluoride
- Aryl halide
- Monocyclic benzene moiety
- Dicarboxylic acid or derivatives
- Hydroxy acid
- Benzenoid
- Monosaccharide
- Pyran
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Acetal
- Polyol
- Hydrocarbon derivative
- Carbonyl group
- Alcohol
- Organofluoride
- Organohalogen compound
- Organic oxide
- 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Flurbiprofen glucuronide,1TMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3079.4 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3062.1 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3072.3 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3048.3 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3054.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3054.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3063.4 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3030.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #5 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3057.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TMS,isomer #6 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3036.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3058.9 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3082.6 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3070.6 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3056.3 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,4TMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3113.7 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TBDMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3317.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TBDMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3319.6 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TBDMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3324.1 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,1TBDMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3315.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3511.0 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3488.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3498.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3497.2 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #5 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3501.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,2TBDMS,isomer #6 | CC(C(=O)O[C@H]1O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3506.3 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TBDMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3670.4 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TBDMS,isomer #2 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3702.8 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TBDMS,isomer #3 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3679.0 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,3TBDMS,isomer #4 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3672.3 | Semi standard non polar | 33892256 | Flurbiprofen glucuronide,4TBDMS,isomer #1 | CC(C(=O)O[C@H]1O[C@@H](C(=O)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)C1=CC=C(C2=CC=CC=C2)C(F)=C1 | 3874.1 | Semi standard non 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 - Flurbiprofen glucuronide GC-MS (Non-derivatized) - 70eV, Positive | splash10-054k-9511100000-c363f63720fbd2ca7707 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen glucuronide GC-MS (3 TMS) - 70eV, Positive | splash10-00dj-6982036000-f5f181dcef696893319a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen glucuronide 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 - Flurbiprofen glucuronide 10V, Positive-QTOF | splash10-004j-0390400000-0d27141122c9b77293b3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 20V, Positive-QTOF | splash10-004j-0490100000-b682d83d791ca9121f2d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 40V, Positive-QTOF | splash10-002b-3970000000-52cd7cd01b6c7692f33a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 10V, Negative-QTOF | splash10-00mo-1292500000-b6857366f1cbc160571d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 20V, Negative-QTOF | splash10-002f-5891100000-1ed3968325ea8e11b7ad | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 40V, Negative-QTOF | splash10-0006-9650000000-0290c05d61ccc882eaed | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 10V, Positive-QTOF | splash10-004i-0291400000-7d009e7a9c153fae7155 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 20V, Positive-QTOF | splash10-0002-0960000000-89c768654067f1e3265f | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 40V, Positive-QTOF | splash10-002b-2930000000-8a0ebb2d89b5ec4ea41f | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 10V, Negative-QTOF | splash10-014l-0850900000-fb91f5da05d7d247c84d | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 20V, Negative-QTOF | splash10-004j-0942200000-0075c2669a33a49eae57 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen glucuronide 40V, Negative-QTOF | splash10-0006-4890000000-24bc70b873727a6f49e0 | 2021-10-12 | Wishart Lab | View Spectrum |
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