Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2023-02-21 17:14:59 UTC |
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HMDB ID | HMDB0000617 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2-Furoic acid |
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Description | Furoic acid is a metabolite that appears in the urine of workers occupationally exposed to furfural and is a marker of exposure to this compound. Furfural is a heterocyclic aldehyde that is commonly used as a solvent in industry. It is readily absorbed into the body via the lungs and has significant skin absorption. Furfural is an irritant of the eyes, mucous membranes, and skin and is a central nervous system depressant. Furfural as a confirmed animal carcinogen with unknown relevance to humans (It has been suggested that is a substance that produces hepatic cirrhosis). Once in the body, furfural is metabolized rapidly via oxidation to the metabolite furoic acid, which is then conjugated with glycine and excreted in the urine in both free and conjugated forms. (PMID: 3751566 , 4630229 , 12587683 ). 2-Furoic acid is a biomarker for the consumption of beer |
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Structure | InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7) |
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Synonyms | Value | Source |
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2-Carboxyfuran | ChEBI | 2-Furancarboxylic acid | ChEBI | 2-Furanoic acid | ChEBI | Acide 2-furoique | ChEBI | Acido 2-furoico | ChEBI | alpha-Furancarboxylic acid | ChEBI | alpha-Furoic acid | ChEBI | Furan-2-carbonsaeure | ChEBI | Pyromucic acid | ChEBI | 2-Furancarboxylate | Generator | 2-Furanoate | Generator | a-Furancarboxylate | Generator | a-Furancarboxylic acid | Generator | alpha-Furancarboxylate | Generator | Α-furancarboxylate | Generator | Α-furancarboxylic acid | Generator | a-Furoate | Generator | a-Furoic acid | Generator | alpha-Furoate | Generator | Α-furoate | Generator | Α-furoic acid | Generator | Pyromucate | Generator | 2-Furoate | Generator | b-Furancarboxylate | HMDB | b-Furancarboxylic acid | HMDB | b-Furoate | HMDB | b-Furoic acid | HMDB | beta-Furancarboxylate | HMDB | beta-Furancarboxylic acid | HMDB | beta-Furoate | HMDB | beta-Furoic acid | HMDB | Furancarboxylate | HMDB | Furancarboxylic acid | HMDB | Furoate | HMDB | Furoic acid | HMDB | Furan-3-carboxylic | HMDB | 2-Furoic acid, sodium salt | HMDB | Furan-2-ylacetate | HMDB | Furan-2-carboxylate | HMDB | Furan-2-carboxylic acid | HMDB | 2-Furoic acid | KEGG |
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Chemical Formula | C5H4O3 |
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Average Molecular Weight | 112.0835 |
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Monoisotopic Molecular Weight | 112.016043994 |
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IUPAC Name | furan-2-carboxylic acid |
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Traditional Name | furoic acid |
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CAS Registry Number | 88-14-2 |
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SMILES | OC(=O)C1=CC=CO1 |
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InChI Identifier | InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7) |
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InChI Key | SMNDYUVBFMFKNZ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Furans |
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Sub Class | Furoic acid and derivatives |
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Direct Parent | Furoic acids |
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Alternative Parents | |
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Substituents | - Furoic acid
- Heteroaromatic compound
- Oxacycle
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | |
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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 | 133.5 °C | Not Available | Boiling Point | 230.00 to 232.00 °C. @ 760.00 mm Hg | The Good Scents Company Information System | Water Solubility | 37.1 mg/mL at 15 °C | Not Available | LogP | 0.64 | POMONA (1987) |
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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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Experimental GC-MS | GC-MS Spectrum - 2-Furoic acid GC-MS (1 TMS) | splash10-004i-2900000000-0a68833fc4193e1f8ced | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 2-Furoic acid GC-MS (Non-derivatized) | splash10-004i-2900000000-0a68833fc4193e1f8ced | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 2-Furoic acid GC-EI-TOF (Non-derivatized) | splash10-004j-4900000000-ea5ecbab959d0d5c46f2 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Furoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-01p6-9200000000-29936ed9a6e09458beeb | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Furoic acid GC-MS (1 TMS) - 70eV, Positive | splash10-00ds-9200000000-deea8b11e937a3c9a0b6 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Furoic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Furoic acid GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-05 | 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 - 2-Furoic acid Quattro_QQQ 10V, Negative-QTOF (Annotated) | splash10-014i-9000000000-29104923ddd1637492b6 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid Quattro_QQQ 25V, Negative-QTOF (Annotated) | splash10-014i-9000000000-f5839ae3e2498c8ed422 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid Quattro_QQQ 40V, Negative-QTOF (Annotated) | splash10-014m-9000000000-add36932dee552c27460 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF | splash10-03di-3900000000-1400c95fd6fa180f3477 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF | splash10-014i-9000000000-3ef00380e59fd05e13d7 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF | splash10-014i-9000000000-793fd8d927620ba879c4 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF | splash10-00kb-9000000000-41d0eb8e5d92a9c18133 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF | splash10-0002-9000000000-b316782c64a0bd01cfa4 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ , negative-QTOF | splash10-03di-3900000000-1400c95fd6fa180f3477 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ , negative-QTOF | splash10-014i-9000000000-3ef00380e59fd05e13d7 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ , negative-QTOF | splash10-014i-9000000000-793fd8d927620ba879c4 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ , negative-QTOF | splash10-00kb-9000000000-41d0eb8e5d92a9c18133 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid LC-ESI-QQ , negative-QTOF | splash10-0002-9000000000-b316782c64a0bd01cfa4 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 4V, positive-QTOF | splash10-03di-0900000000-e56f9404be174f693636 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 8V, positive-QTOF | splash10-03di-4900000000-d5a109e334b699d07fd4 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 12V, positive-QTOF | splash10-0002-9200000000-5ffc1a1c60bdd1e1607f | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 16V, positive-QTOF | splash10-0002-9000000000-c8b314b1b859572c9810 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 20V, positive-QTOF | splash10-0002-9000000000-557bd61baaf69da1bbf3 | 2020-07-22 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 2-Furoic acid QqQ 12V, positive-QTOF | splash10-0002-9000000000-dc124ecf6a6750677b10 | 2020-07-22 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 10V, Positive-QTOF | splash10-03dj-8900000000-0e807897f25b2ae739ec | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 20V, Positive-QTOF | splash10-01ot-9400000000-a38fb6802bc09c6a697f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 40V, Positive-QTOF | splash10-0uy1-9000000000-88ac4d1b946f0141be71 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 10V, Negative-QTOF | splash10-03di-1900000000-23013259dcdc1acd4316 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 20V, Negative-QTOF | splash10-03xr-9600000000-197797d0dbb1a04c891c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Furoic acid 40V, Negative-QTOF | splash10-00kr-9000000000-b09281ae3a89c2ed52ed | 2017-09-01 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Experimental 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | 2012-12-04 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Experimental 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | 2012-12-05 | 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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