Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2014-10-11 02:27:50 UTC |
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Update Date | 2023-02-21 17:30:37 UTC |
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HMDB ID | HMDB0061945 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2-Ethyl-2-hexenal |
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Description | 2-Ethyl-2-hexenal, also known as 2-ethylhex-2-en-1-al, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. 2-Ethyl-2-hexenal is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | InChI=1S/C8H14O/c1-3-5-6-8(4-2)7-9/h6-7H,3-5H2,1-2H3/b8-6+ |
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Synonyms | Value | Source |
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2-Ethylhex-2-en-1-al | HMDB |
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Chemical Formula | C8H14O |
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Average Molecular Weight | 126.1962 |
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Monoisotopic Molecular Weight | 126.10446507 |
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IUPAC Name | (2E)-2-ethylhex-2-enal |
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Traditional Name | 2-ethyl-2-hexenal |
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CAS Registry Number | Not Available |
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SMILES | CCC\C=C(/CC)C=O |
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InChI Identifier | InChI=1S/C8H14O/c1-3-5-6-8(4-2)7-9/h6-7H,3-5H2,1-2H3/b8-6+ |
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InChI Key | PYLMCYQHBRSDND-SOFGYWHQSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 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 | Medium-chain aldehydes |
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Alternative Parents | |
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Substituents | - Medium-chain aldehyde
- Enal
- Alpha,beta-unsaturated aldehyde
- 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 IndicesUnderivatized |
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Spectra |
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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-Ethyl-2-hexenal EI-B (Non-derivatized) | splash10-056u-9000000000-a2b1bf5f5659fd1dc002 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 2-Ethyl-2-hexenal EI-B (Non-derivatized) | splash10-056u-9000000000-a2b1bf5f5659fd1dc002 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Ethyl-2-hexenal GC-MS (Non-derivatized) - 70eV, Positive | splash10-004j-9100000000-52d1d077559b1998606f | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Ethyl-2-hexenal 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-Ethyl-2-hexenal 10V, Positive-QTOF | splash10-004i-3900000000-a9739b264cd2c9331616 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 20V, Positive-QTOF | splash10-0a6r-9300000000-aac5d6663329fe9f023a | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 40V, Positive-QTOF | splash10-0k96-9000000000-86509cacc75af3c099eb | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 10V, Negative-QTOF | splash10-004i-0900000000-e44c3458552bece77143 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 20V, Negative-QTOF | splash10-004i-2900000000-ed7f56ceb4b83f2028a2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 40V, Negative-QTOF | splash10-0kvp-9100000000-1306fe8cc9c13d14e1ba | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 10V, Negative-QTOF | splash10-004i-0900000000-cd4682adb484c6183f8b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 20V, Negative-QTOF | splash10-05r1-9400000000-72061449e91463509672 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 40V, Negative-QTOF | splash10-014i-9000000000-3aa722693554d0155d1e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 10V, Positive-QTOF | splash10-0a4i-9000000000-231f9d79185c6dc8de4f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 20V, Positive-QTOF | splash10-0a4i-9000000000-f7906aa76f9c37b3e3f4 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Ethyl-2-hexenal 40V, Positive-QTOF | splash10-0aor-9000000000-7b76b3a07452bd1163e0 | 2021-09-23 | 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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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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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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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 | 5354264 |
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PDB ID | Not Available |
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ChEBI ID | 88838 |
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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 | - Carrapiso AI, Ventanas J, Garcia C: Characterization of the most odor-active compounds of Iberian ham headspace. J Agric Food Chem. 2002 Mar 27;50(7):1996-2000. [PubMed:11902946 ]
- Carrapiso AI, Jurado A, Timon ML, Garcia C: Odor-active compounds of Iberian hams with different aroma characteristics. J Agric Food Chem. 2002 Oct 23;50(22):6453-8. [PubMed:12381133 ]
- Buttery RG, Takeoka GR: Some unusual minor volatile components of tomato. J Agric Food Chem. 2004 Oct 6;52(20):6264-6. [PubMed:15453697 ]
- Moreira JA, Millar JG: Short and simple syntheses of 4-oxo-(E)-2-hexenal and homologs: pheromone components and defensive compounds of Hemiptera. J Chem Ecol. 2005 Apr;31(4):965-8. [PubMed:16124263 ]
- POWELL SG, NIELSEN AT: Condensation of butanal with 4-heptanone and 3-hexanone and attempted condensation of 2-ethyl-2-hexenal with 4-heptanone. J Am Chem Soc. 1948 Nov;70(11):3627-30. [PubMed:18102909 ]
- Azhu Valappil Z, Fan X, Zhang HQ, Rouseff RL: Impact of thermal and nonthermal processing technologies on unfermented apple cider aroma volatiles. J Agric Food Chem. 2009 Feb 11;57(3):924-9. doi: 10.1021/jf803142d. [PubMed:19154152 ]
- Steinhaus M, Sinuco D, Polster J, Osorio C, Schieberle P: Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests. J Agric Food Chem. 2009 Apr 8;57(7):2882-8. doi: 10.1021/jf803728n. [PubMed:19254022 ]
- Helmut Gebauer, Hans Mehlin, '2-ethyl-2-prenyl-3-hexenol its preparation and use as a fragrant.' U.S. Patent US4647406, issued April, 1983. [Link]
- Gunther Kessen, Boy Cornils, Wilhelm Gick, Ernst Wiebus, Joseph Hibbel, Hanswilhelm Bach, Wolfgang Zgorzelski, 'Process for the production of 2-ethyl-hexanol.' U.S. Patent US4684750, issued October, 1979. [Link]
- Blaise J. Arena, Jennifer S. Holmgren, '2-ethyl-2-hexenal by aldol condensation of butyraldehyde in a continuous process.' U.S. Patent US5144089, issued April, 1966. [Link]
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