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 | 2022-03-07 02:51:45 UTC |
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HMDB ID | HMDB0014850 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Flurbiprofen |
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Description | Flurbiprofen, a propionic acid derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with antipyretic and analgesic activity. Oral formulations of flurbiprofen may be used for the symptomatic treatment of rheumatoid arthritis, osteoarthritis and anklylosing spondylitis. Flurbiprofen may also be used topically prior to ocular surgery to prevent or reduce intraoperative miosis. Flurbiprofen is structurally and pharmacologically related to fenoprofen, ibuprofen, and ketoprofen. |
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Structure | CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1 InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18) |
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Synonyms | Value | Source |
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(+-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid | ChEBI | 2-(2-Fluorobiphenyl-4-yl)propanoic acid | ChEBI | 2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid | ChEBI | 3-Fluoro-4-phenylhydratropic acid | ChEBI | Ansaid | ChEBI | (+-)-2-Fluoro-a-methyl-4-biphenylacetate | Generator | (+-)-2-Fluoro-a-methyl-4-biphenylacetic acid | Generator | (+-)-2-Fluoro-alpha-methyl-4-biphenylacetate | Generator | (+-)-2-Fluoro-α-methyl-4-biphenylacetate | Generator | (+-)-2-Fluoro-α-methyl-4-biphenylacetic acid | Generator | 2-(2-Fluorobiphenyl-4-yl)propanoate | Generator | 2-Fluoro-a-methyl-(1,1'-biphenyl)-4-acetate | Generator | 2-Fluoro-a-methyl-(1,1'-biphenyl)-4-acetic acid | Generator | 2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetate | Generator | 2-Fluoro-α-methyl-(1,1'-biphenyl)-4-acetate | Generator | 2-Fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid | Generator | 3-Fluoro-4-phenylhydratropate | Generator | FLP | HMDB | Allergan brand OF flurbiprofen sodium | MeSH, HMDB | Apotex brand OF flurbiprofen | MeSH, HMDB | Klosterfrau brand OF flurbiprofen | MeSH, HMDB | Knoll brand OF flurbiprofen | MeSH, HMDB | Nu flurbiprofen | MeSH, HMDB | Ratiopharm brand OF flurbiprofen | MeSH, HMDB | Recordati brand OF flurbiprofen | MeSH, HMDB | Dobrofen | MeSH, HMDB | Flugalin | MeSH, HMDB | neo Artrol | MeSH, HMDB | novo Flurprofen | MeSH, HMDB | novo-Flurprofen | MeSH, HMDB | Nu-pharm brand OF flurbiprofen | MeSH, HMDB | Ocuflur | MeSH, HMDB | Cebutid | MeSH, HMDB | Flubiprofen | MeSH, HMDB | Flurbiprofen pfizer brand | MeSH, HMDB | Flurbiprofen sodium | MeSH, HMDB | Froben | MeSH, HMDB | Froben SR | MeSH, HMDB | Novopharm brand OF flurbiprofen | MeSH, HMDB | Nu-flurbiprofen | MeSH, HMDB | Ocufen | MeSH, HMDB | Pharm allergan brand OF flurbiprofen sodium | MeSH, HMDB | Pharm-allergan brand OF flurbiprofen sodium | MeSH, HMDB | Shire brand OF flurbiprofen | MeSH, HMDB | Sodium, flurbiprofen | MeSH, HMDB | ratio Flurbiprofen | MeSH, HMDB | Abbott brand OF flurbiprofen | MeSH, HMDB | apo Flurbiprofen | MeSH, HMDB | apo-Flurbiprofen | MeSH, HMDB | Cantabria brand OF flurbiprofen | MeSH, HMDB | Crookes brand OF flurbiprofen | MeSH, HMDB | Fluriproben | MeSH, HMDB | Nu pharm brand OF flurbiprofen | MeSH, HMDB | Pfizer brand OF flurbiprofen | MeSH, HMDB | Strefen | MeSH, HMDB | ratio-Flurbiprofen | MeSH, HMDB |
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Chemical Formula | C15H13FO2 |
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Average Molecular Weight | 244.2609 |
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Monoisotopic Molecular Weight | 244.089957865 |
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IUPAC Name | 2-{2-fluoro-[1,1'-biphenyl]-4-yl}propanoic acid |
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Traditional Name | flurbiprofen |
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CAS Registry Number | 5104-49-4 |
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SMILES | CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18) |
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InChI Key | SYTBZMRGLBWNTM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Biphenyls and derivatives |
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Direct Parent | Biphenyls and derivatives |
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Alternative Parents | |
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Substituents | - Biphenyl
- 2-phenylpropanoic-acid
- P-cymene
- Aromatic monoterpenoid
- Monocyclic monoterpenoid
- Monoterpenoid
- Fluorobenzene
- Halobenzene
- Aryl halide
- Aryl fluoride
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organofluoride
- Organohalogen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 110 - 111 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.025 g/L | Not Available | LogP | 3.8 | 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 IndicesUnderivatizedDerivatized |
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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 GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-2940000000-9f5fff7c7dd3930840ab | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen GC-MS (1 TMS) - 70eV, Positive | splash10-0fft-9531000000-d8e1afedb8496d7ccae1 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Flurbiprofen 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen LC-ESI-qTof , Positive-QTOF | splash10-002b-0900000000-1c9889f5fc33443c7b3b | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen LC-ESI-qTof , Positive-QTOF | splash10-002b-0900000000-1791423706be24cc354b | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen LC-ESI-qTof , Positive-QTOF | splash10-0229-3920000000-b822873abe0cc77b6500 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen , positive-QTOF | splash10-002b-0900000000-1791423706be24cc354b | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen , positive-QTOF | splash10-002b-0900000000-1c9889f5fc33443c7b3b | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen , positive-QTOF | splash10-004i-2900000000-d74a9b309815da3ba05d | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Flurbiprofen 35V, Negative-QTOF | splash10-0002-0900000000-be4ed0fe252134b8d5d0 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 10V, Positive-QTOF | splash10-0002-0290000000-a84327eef03dc68e08c6 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 20V, Positive-QTOF | splash10-0002-0890000000-8fb4c7dcd6ef32ab325b | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 40V, Positive-QTOF | splash10-00ba-2910000000-570b59a950d65dd4631e | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 10V, Negative-QTOF | splash10-0006-0390000000-68c52b6d3396c526a75c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 20V, Negative-QTOF | splash10-0005-1950000000-7014af9c0d6f2fc23c18 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 40V, Negative-QTOF | splash10-00fr-5910000000-9a60410e16b662ddcff0 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 10V, Positive-QTOF | splash10-0002-0090000000-cbd4141a005693f2c6aa | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 20V, Positive-QTOF | splash10-0002-0940000000-f30f7aa21a68a7f1ab95 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 40V, Positive-QTOF | splash10-004i-0900000000-2bf6ee99259baef46083 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 10V, Negative-QTOF | splash10-002b-0910000000-b3fba75f1be1c305f3d6 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 20V, Negative-QTOF | splash10-004i-0900000000-f48dedd82d182cffdfbf | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Flurbiprofen 40V, Negative-QTOF | splash10-0fi0-0900000000-150de333ffe505b0359d | 2021-10-11 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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General References | - Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
- Geerts H: Drug evaluation: (R)-flurbiprofen--an enantiomer of flurbiprofen for the treatment of Alzheimer's disease. IDrugs. 2007 Feb;10(2):121-33. [PubMed:17285465 ]
- Mironov GG, Logie J, Okhonin V, Renaud JB, Mayer PM, Berezovski MV: Comparative study of three methods for affinity measurements: capillary electrophoresis coupled with UV detection and mass spectrometry, and direct infusion mass spectrometry. J Am Soc Mass Spectrom. 2012 Jul;23(7):1232-40. doi: 10.1007/s13361-012-0386-y. Epub 2012 Apr 28. [PubMed:22544663 ]
- Calapai G, Imbesi S, Cafeo V, Ventura Spagnolo E, Minciullo PL, Caputi AP, Gangemi S, Milone L: Fatal hypersensitivity reaction to an oral spray of flurbiprofen: a case report. J Clin Pharm Ther. 2013 Aug;38(4):337-8. doi: 10.1111/jcpt.12073. Epub 2013 May 13. [PubMed:23668805 ]
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