Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-24 02:53:59 UTC |
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Update Date | 2021-09-24 02:53:59 UTC |
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HMDB ID | HMDB0303570 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Vomifoliol |
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Description | Vomifoliol, also known as (+/-)-6-hydroxy-3-oxo-alpha-ionol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Vomifoliol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Vomifoliol is a fruity tasting compound found in common grape, which makes vomifoliol a potential biomarker for the consumption of this food product. |
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Structure | CC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)C InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+ |
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Synonyms | Value | Source |
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(+/-)-6-hydroxy-3-oxo-alpha-ionol | ChEBI | (+/-)-6-hydroxy-3-oxo-a-ionol | Generator | (+/-)-6-hydroxy-3-oxo-α-ionol | Generator |
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Chemical Formula | C13H20O3 |
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Average Molecular Weight | 224.2961 |
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Monoisotopic Molecular Weight | 224.141244506 |
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IUPAC Name | 4-hydroxy-4-[(1E)-3-hydroxybut-1-en-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one |
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Traditional Name | vomifoliol |
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CAS Registry Number | Not Available |
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SMILES | CC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)C |
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InChI Identifier | InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+ |
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InChI Key | KPQMCAKZRXOZLB-AATRIKPKSA-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 | - Sesquiterpenoid
- Cyclofarsesane sesquiterpenoid
- Megastigmane sesquiterpenoid
- Ionone derivative
- Cyclohexenone
- Tertiary alcohol
- Ketone
- Secondary alcohol
- Cyclic ketone
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic oxygen 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 | 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 IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Vomifoliol,3TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C)O[Si](C)(C)C | 1910.1 | Semi standard non polar | 33892256 | Vomifoliol,3TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C)O[Si](C)(C)C | 1958.6 | Standard non polar | 33892256 | Vomifoliol,3TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C)O[Si](C)(C)C | 2038.6 | Standard polar | 33892256 | Vomifoliol,3TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2602.7 | Semi standard non polar | 33892256 | Vomifoliol,3TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2589.7 | Standard non polar | 33892256 | Vomifoliol,3TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2319.3 | Standard polar | 33892256 |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 10V, Positive-QTOF | splash10-0a4i-1290000000-7605c7a6e9c95681e7e0 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 20V, Positive-QTOF | splash10-0a4r-6940000000-4afb0a1b0e2f552a476e | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 40V, Positive-QTOF | splash10-0a4r-9300000000-a3e23e3aa33fc7dc28e6 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 10V, Negative-QTOF | splash10-00di-0290000000-d66ee0a3b03f94ba960f | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 20V, Negative-QTOF | splash10-05fr-2290000000-76c959bbc2d98521ffe1 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 40V, Negative-QTOF | splash10-0k9i-9810000000-27d3420b9d1cc7ea64af | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 10V, Positive-QTOF | splash10-0a70-0980000000-2ebd3ec8948a8222407e | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 20V, Positive-QTOF | splash10-0a4i-7930000000-a3c1df3373d362cc523d | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 40V, Positive-QTOF | splash10-059x-9200000000-447bb5645c4c98e1baab | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 10V, Negative-QTOF | splash10-0fmi-0970000000-4a92efd55a33f5edca8b | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 20V, Negative-QTOF | splash10-0udi-0900000000-2951434f9e08e5e0e801 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vomifoliol 40V, Negative-QTOF | splash10-0m0i-1920000000-fe2aae318254611b3e62 | 2021-10-21 | Wishart Lab | View Spectrum |
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