Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2013-03-07 21:34:48 UTC |
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Update Date | 2022-03-07 03:17:37 UTC |
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HMDB ID | HMDB0059883 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | alpha-Ionone |
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Description | alpha-Ionone, also known as (e)-alpha-ionone or trans-a-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Ionone is a potentially toxic compound. Alpha-ionone is a neutral compound. Alpha-ionone has a dry, floral, and flower taste with a cedar wood-like scent. It is a naturally occurring organic compound found in a variety of essential oils, including rose oil, flowers from Boronia megastigma (brown boronia; doi: 10.21273/hortsci.30.4.876d) and coml oil. Alpha-ionone is found in highest concentrations in corns, tea, and carrots and in lower concentrations in hyssops, peppermints, and safflowers. Alpha-ionone has also been detected in common grapes, sour cherries, common wheats, garden tomato, and wakames making beta-ionone a potential biomarker for the consumption of these foods. Alpha-ionone is used as to make Vitamins A, E and K1. It is used as a fragrance in perfumes, cosmetics and personal care products, and household cleaners and detergents. Alpha-ionone is used as a food flavoring in beverages, ice cream, baked goods and candies. |
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Structure | CC(=O)\C=C\C1C(C)=CCCC1(C)C InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+ |
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Synonyms | Value | Source |
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(e)-alpha-Ionone | ChEBI | alpha-(e)-Ionone | ChEBI | alpha-Cyclocitrylideneacetone | ChEBI | alpha-Ionon | ChEBI | trans-alpha-Ionone | ChEBI | (e)-a-Ionone | Generator | (e)-Α-ionone | Generator | a-(e)-Ionone | Generator | Α-(e)-ionone | Generator | a-Cyclocitrylideneacetone | Generator | Α-cyclocitrylideneacetone | Generator | a-Ionon | Generator | Α-ionon | Generator | trans-a-Ionone | Generator | trans-Α-ionone | Generator | a-Ionone | Generator | Α-ionone | Generator | (3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ON | HMDB | alpha-Ionone, (e)-isomer | MeSH | alpha-Ionone, (e)-(+-)-isomer | MeSH | alpha-Ionone, (+)-iosmer | MeSH |
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Chemical Formula | C13H20O |
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Average Molecular Weight | 192.2973 |
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Monoisotopic Molecular Weight | 192.151415262 |
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IUPAC Name | (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one |
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Traditional Name | α-ionone |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)\C=C\C1C(C)=CCCC1(C)C |
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InChI Identifier | InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+ |
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InChI Key | UZFLPKAIBPNNCA-BQYQJAHWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Sesquiterpenoids |
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Direct Parent | Sesquiterpenoids |
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Alternative Parents | |
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Substituents | - Cyclofarsesane sesquiterpenoid
- Megastigmane sesquiterpenoid
- Sesquiterpenoid
- Ionone derivative
- Alpha,beta-unsaturated ketone
- Enone
- Acryloyl-group
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic 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 | |
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Role | |
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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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alpha-Ionone,1TMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C | 1603.3 | Semi standard non polar | 33892256 | alpha-Ionone,1TMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C | 1627.6 | Standard non polar | 33892256 | alpha-Ionone,1TMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C | 1744.1 | Standard polar | 33892256 | alpha-Ionone,1TBDMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C(C)(C)C | 1839.7 | Semi standard non polar | 33892256 | alpha-Ionone,1TBDMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C(C)(C)C | 1864.7 | Standard non polar | 33892256 | alpha-Ionone,1TBDMS,isomer #1 | C=C(/C=C/C1C(C)=CCCC1(C)C)O[Si](C)(C)C(C)(C)C | 1896.5 | Standard polar | 33892256 |
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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 - alpha-Ionone GC-MS (Non-derivatized) - 70eV, Positive | splash10-004i-4900000000-acff00e4fe614e1e5bc8 | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - alpha-Ionone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-0006-9800000000-d19fa6227b12fe21dbc3 | 2014-10-20 | Not Available | 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 - alpha-Ionone 10V, Positive-QTOF | splash10-002f-0900000000-0d1ee7a07c25e0eb379a | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 20V, Positive-QTOF | splash10-004u-3900000000-122599cd5a3606da3858 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 40V, Positive-QTOF | splash10-014i-9400000000-5525adff7c75947a3830 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 10V, Negative-QTOF | splash10-0006-0900000000-86ad4191ecec06d667eb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 20V, Negative-QTOF | splash10-0006-0900000000-81ca79f706995e1f2313 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 40V, Negative-QTOF | splash10-0aed-2900000000-e754146e5b21f942f91e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 10V, Positive-QTOF | splash10-006x-0900000000-dca766c12d151f3d74b1 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 20V, Positive-QTOF | splash10-05fu-8900000000-26ead371c8e940e8859e | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 40V, Positive-QTOF | splash10-05mo-9600000000-ad142c26c199a3741a02 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 10V, Negative-QTOF | splash10-0006-0900000000-14436e4d9ff8d032db54 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 20V, Negative-QTOF | splash10-00di-0900000000-7cd7cf4235cb00fbc0b5 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - alpha-Ionone 40V, Negative-QTOF | splash10-0kmj-3900000000-b5da866d6db21994e86c | 2021-10-12 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum |
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