Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2014-10-08 15:56:50 UTC |
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Update Date | 2023-02-21 17:30:33 UTC |
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HMDB ID | HMDB0061896 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2-Methyl-3-hexanone |
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Description | 2-Methyl-3-hexanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 2-Methyl-3-hexanone is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | InChI=1S/C7H14O/c1-4-5-7(8)6(2)3/h6H,4-5H2,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C7H14O |
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Average Molecular Weight | 114.1855 |
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Monoisotopic Molecular Weight | 114.10446507 |
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IUPAC Name | 2-methylhexan-3-one |
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Traditional Name | 2-methyl-3-hexanone |
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CAS Registry Number | Not Available |
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SMILES | CCCC(=O)C(C)C |
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InChI Identifier | InChI=1S/C7H14O/c1-4-5-7(8)6(2)3/h6H,4-5H2,1-3H3 |
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InChI Key | HIGGFWFRAWSMBR-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. |
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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 | Ketones |
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Alternative Parents | |
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Substituents | - Ketone
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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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2-Methyl-3-hexanone,1TMS,isomer #1 | CCCC(O[Si](C)(C)C)=C(C)C | 1064.6 | Semi standard non polar | 33892256 | 2-Methyl-3-hexanone,1TMS,isomer #1 | CCCC(O[Si](C)(C)C)=C(C)C | 1009.8 | Standard non polar | 33892256 | 2-Methyl-3-hexanone,1TMS,isomer #1 | CCCC(O[Si](C)(C)C)=C(C)C | 1047.6 | Standard polar | 33892256 | 2-Methyl-3-hexanone,1TMS,isomer #2 | CCC=C(O[Si](C)(C)C)C(C)C | 1029.5 | Semi standard non polar | 33892256 | 2-Methyl-3-hexanone,1TMS,isomer #2 | CCC=C(O[Si](C)(C)C)C(C)C | 976.9 | Standard non polar | 33892256 | 2-Methyl-3-hexanone,1TMS,isomer #2 | CCC=C(O[Si](C)(C)C)C(C)C | 1047.9 | Standard polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #1 | CCCC(O[Si](C)(C)C(C)(C)C)=C(C)C | 1278.5 | Semi standard non polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #1 | CCCC(O[Si](C)(C)C(C)(C)C)=C(C)C | 1206.5 | Standard non polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #1 | CCCC(O[Si](C)(C)C(C)(C)C)=C(C)C | 1245.0 | Standard polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #2 | CCC=C(O[Si](C)(C)C(C)(C)C)C(C)C | 1236.9 | Semi standard non polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #2 | CCC=C(O[Si](C)(C)C(C)(C)C)C(C)C | 1191.9 | Standard non polar | 33892256 | 2-Methyl-3-hexanone,1TBDMS,isomer #2 | CCC=C(O[Si](C)(C)C(C)(C)C)C(C)C | 1238.2 | Standard polar | 33892256 |
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Spectra |
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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 - 2-Methyl-3-hexanone GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-9000000000-833bdecae48d0f3b1c57 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Methyl-3-hexanone 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-Methyl-3-hexanone 10V, Positive-QTOF | splash10-014i-4900000000-558aa97324f4265a2296 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 20V, Positive-QTOF | splash10-00di-9200000000-f13decb942509f88d110 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 40V, Positive-QTOF | splash10-0596-9000000000-444bd08e37b8d3322303 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 10V, Negative-QTOF | splash10-03di-1900000000-8bb0acc3af5af6f6165b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 20V, Negative-QTOF | splash10-03di-6900000000-1f1ee6aa65f212bcb720 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 40V, Negative-QTOF | splash10-01c0-9000000000-b736e3891021ef45ef87 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 10V, Positive-QTOF | splash10-0aos-9000000000-1675947f0bd3b3f778ae | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 20V, Positive-QTOF | splash10-053r-9000000000-357f5165ed76ae5a0cda | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 40V, Positive-QTOF | splash10-0006-9000000000-9df076ce65febaabacf8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 10V, Negative-QTOF | splash10-03di-0900000000-87ba7764343ecec4c93f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 20V, Negative-QTOF | splash10-03xs-9500000000-86d0873c41af22b863aa | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Methyl-3-hexanone 40V, Negative-QTOF | splash10-00kf-9000000000-e99a965d424077c1451e | 2021-09-22 | 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) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | 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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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Female | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Newborn (0-30 days old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Not Specified | Normal | | details |
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Abnormal Concentrations |
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Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Female | Nonalcoholic fatty liver disease | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Nonalcoholic fatty liver disease (NAFLD) | | details |
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Associated Disorders and Diseases |
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Disease References | 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 ]
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | Not Available |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 23847 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Patil VR, Donde KJ, Jadhav SB, Malve SP: Synthesis and antimicrobial activity of 3-hydroxyimino-5-methyl-2-hexanone(HIMH) and its dioxime derivative. Acta Pol Pharm. 2002 May-Jun;59(3):223-5. [PubMed:12230250 ]
- Donde KJ, Patil VR, Utekar SS, Malve SP: Synthesis, structural characterization and antimicrobial studies of hydrazone derivatives of 3-hydroxyimino-5-methyl-2-hexanone. Acta Pol Pharm. 2002 Jul-Aug;59(4):291-3. [PubMed:12403304 ]
- Kaiser EW, Wallington TJ: Rate constants for the reaction of cl with a series of C4 to C6 ketones using the relative rate method. J Phys Chem A. 2007 Oct 25;111(42):10667-70. Epub 2007 Oct 3. [PubMed:17914780 ]
- Tamura H, Fujita A, Steinhaus M, Takahisa E, Watanabe H, Schieberle P: Assessment of the aroma impact of major odor-active thiols in pan-roasted white sesame seeds by calculation of odor activity values. J Agric Food Chem. 2011 Sep 28;59(18):10211-8. doi: 10.1021/jf202183y. Epub 2011 Aug 23. [PubMed:21815692 ]
- Pierre-Alain Blanc, 'Oxime as perfuming ingredient.' U.S. Patent US20030069167, issued April 10, 2003. [Link]
- Lloyd Berg, Zuyin Yang, 'Separation of methylene chloride from the lower formates by extractive distillation.' U.S. Patent US5094724, issued June, 1980. [Link]
- Pierre-Alain Blanc, Piero Fantini, Peter Fankhauser, 'Oxime as perfuming ingredient.' U.S. Patent US06872697, issued March 29, 2005. [Link]
- Peter E. A. Teal, Hans T. Alborn, Paul W. Sternberg, Jagan Srinivasan, Arthur S. Edison, Fatma Kaplan, Frank C. Schroeder, 'Ascarosides as nematode sex pheromones.' U.S. Patent US08318146, issued November 27, 2012. [Link]
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