Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-11 17:44:16 UTC |
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Update Date | 2023-02-21 17:20:57 UTC |
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HMDB ID | HMDB0031598 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2,3-Pentanedione |
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Description | 2,3-Pentanedione, also known as acetyl propionyl or pentan-2,3-dione, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. 2,3-Pentanedione is a sweet, butter, and caramel tasting compound. 2,3-Pentanedione has been detected, but not quantified, in several different foods, such as coffee and coffee products, tamarinds, cauliflowers, green beans, and cereals and cereal products. |
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Structure | InChI=1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3 |
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Synonyms | Value | Source |
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Acetyl propionyl | ChEBI | Acetylpropionyl | ChEBI | Ethyl methyl diketone | ChEBI | 2,3-Pentadione | HMDB | 2,3-Pentandione | HMDB | 2,3-Pentane-dione | HMDB | 23-PENTANEDIONE | HMDB | Benzil-related compound, 43 | HMDB | CH3C(O)C(O)C2H5 | HMDB | FEMA 2841 | HMDB | Pentan-2,3-dione | HMDB | Pentane-2,3-dione | HMDB | 2,3-Pentanedione | ChEBI |
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Chemical Formula | C5H8O2 |
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Average Molecular Weight | 100.1158 |
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Monoisotopic Molecular Weight | 100.0524295 |
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IUPAC Name | pentane-2,3-dione |
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Traditional Name | acetyl propionyl |
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CAS Registry Number | 600-14-6 |
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SMILES | CCC(=O)C(C)=O |
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InChI Identifier | InChI=1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3 |
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InChI Key | TZMFJUDUGYTVRY-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent 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 | Carbonyl compounds |
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Direct Parent | Alpha-diketones |
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Alternative Parents | |
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Substituents | - Alpha-diketone
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 | Liquid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | -52 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 66.7 mg/mL at 15 °C | 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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2,3-Pentanedione,1TMS,isomer #1 | CC=C(O[Si](C)(C)C)C(C)=O | 986.6 | Semi standard non polar | 33892256 | 2,3-Pentanedione,1TMS,isomer #1 | CC=C(O[Si](C)(C)C)C(C)=O | 961.6 | Standard non polar | 33892256 | 2,3-Pentanedione,1TMS,isomer #2 | C=C(O[Si](C)(C)C)C(=O)CC | 1000.8 | Semi standard non polar | 33892256 | 2,3-Pentanedione,1TMS,isomer #2 | C=C(O[Si](C)(C)C)C(=O)CC | 982.3 | Standard non polar | 33892256 | 2,3-Pentanedione,2TMS,isomer #1 | C=C(O[Si](C)(C)C)C(=CC)O[Si](C)(C)C | 1179.3 | Semi standard non polar | 33892256 | 2,3-Pentanedione,2TMS,isomer #1 | C=C(O[Si](C)(C)C)C(=CC)O[Si](C)(C)C | 1159.1 | Standard non polar | 33892256 | 2,3-Pentanedione,1TBDMS,isomer #1 | CC=C(O[Si](C)(C)C(C)(C)C)C(C)=O | 1231.5 | Semi standard non polar | 33892256 | 2,3-Pentanedione,1TBDMS,isomer #1 | CC=C(O[Si](C)(C)C(C)(C)C)C(C)=O | 1175.1 | Standard non polar | 33892256 | 2,3-Pentanedione,1TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)C(=O)CC | 1223.8 | Semi standard non polar | 33892256 | 2,3-Pentanedione,1TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)C(=O)CC | 1167.1 | Standard non polar | 33892256 | 2,3-Pentanedione,2TBDMS,isomer #1 | C=C(O[Si](C)(C)C(C)(C)C)C(=CC)O[Si](C)(C)C(C)(C)C | 1617.7 | Semi standard non polar | 33892256 | 2,3-Pentanedione,2TBDMS,isomer #1 | C=C(O[Si](C)(C)C(C)(C)C)C(=CC)O[Si](C)(C)C(C)(C)C | 1570.7 | 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 - 2,3-Pentanedione EI-B (Non-derivatized) | splash10-002f-9000000000-0ce95c5163dd022c1c85 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 2,3-Pentanedione EI-B (Non-derivatized) | splash10-002f-9000000000-0ce95c5163dd022c1c85 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2,3-Pentanedione GC-MS (Non-derivatized) - 70eV, Positive | splash10-052f-9000000000-6efb51c4de8254998346 | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2,3-Pentanedione 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 - 2,3-Pentanedione 10V, Positive-QTOF | splash10-0ue9-8900000000-9f2550c5ccdb885883f6 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 20V, Positive-QTOF | splash10-0f89-9400000000-aced3a08968c34c3c77d | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 40V, Positive-QTOF | splash10-066r-9000000000-f2020a05efe30fe635a4 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 10V, Negative-QTOF | splash10-0002-9000000000-937e1b88ba9d018bb110 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 20V, Negative-QTOF | splash10-0a4j-9000000000-d2f9ab3928212851b97c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 40V, Negative-QTOF | splash10-0a59-9000000000-f28c1dbd0dc8e76d03ce | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 10V, Negative-QTOF | splash10-052b-9000000000-7e24a3c06bbde998f5cc | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 20V, Negative-QTOF | splash10-0a4i-9000000000-f7f96d401b9158db654b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 40V, Negative-QTOF | splash10-052f-9000000000-4c321f73c4f6865722d8 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 10V, Positive-QTOF | splash10-0a4i-9000000000-494be75e817f2e253d61 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 20V, Positive-QTOF | splash10-0a4l-9000000000-28924948f1a43030dfcd | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2,3-Pentanedione 40V, Positive-QTOF | splash10-052f-9000000000-e151a32593049839df23 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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, 100 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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 | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | 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]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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Disease References | Ulcerative colitis |
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- Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
- Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
| Nonalcoholic fatty liver disease |
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- Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
| Crohn's disease |
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- Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
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