Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-05-18 14:36:00 UTC |
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Update Date | 2023-02-21 17:18:03 UTC |
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HMDB ID | HMDB0013804 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | beta-Damascenone |
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Description | beta-Damascenone, also known as damascenone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. Thus, beta-damascenone is considered to be an isoprenoid. beta-Damascenone exists in all eukaryotes, ranging from yeast to plants to humans. beta-Damascenone is a sweet, apple, and apple.rose tasting compound. beta-Damascenone is found, on average, in the highest concentration within red wine. beta-Damascenone has also been detected, but not quantified in, several different foods, such as german camomiles (Matricaria recutita), common grapes (Vitis vinifera), apples (Malus pumila), garden tomatoes (Solanum lycopersicum), and grapes (Vitis). This could make beta-damascenone a potential biomarker for the consumption of these foods. beta-Damascenone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on beta-Damascenone. |
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Structure | C\C=C\C(=O)C1=C(C)C=CCC1(C)C InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+ |
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Synonyms | Value | Source |
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(2E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one | ChEBI | (e)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one | ChEBI | (e)-beta-Damascenone | ChEBI | beta-(e)-Damascenone | ChEBI | Damascenone | ChEBI | trans-beta-Damascenone | ChEBI | trans-Damascenone | ChEBI | (e)-b-Damascenone | Generator | (e)-Β-damascenone | Generator | b-(e)-Damascenone | Generator | Β-(e)-damascenone | Generator | trans-b-Damascenone | Generator | trans-Β-damascenone | Generator | b-Damascenone | Generator | Β-damascenone | Generator | 1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one | HMDB |
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Chemical Formula | C13H18O |
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Average Molecular Weight | 190.286 |
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Monoisotopic Molecular Weight | 190.1357652 |
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IUPAC Name | (2E)-1-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one |
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Traditional Name | damascenone |
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CAS Registry Number | 23696-85-7 |
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SMILES | C\C=C\C(=O)C1=C(C)C=CCC1(C)C |
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InChI Identifier | InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+ |
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InChI Key | POIARNZEYGURDG-FNORWQNLSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. |
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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 | Enones |
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Alternative Parents | |
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Substituents | - Enone
- Acryloyl-group
- Ketone
- Organic oxide
- Hydrocarbon derivative
- 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 | 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 | |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized | Show more...
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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 - beta-Damascenone GC-MS (Non-derivatized) - 70eV, Positive | splash10-01dm-5900000000-4bcd624fdf9c5e42b887 | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Damascenone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Damascenone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Damascenone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Damascenone 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 - beta-Damascenone 10V, Positive-QTOF | splash10-0006-1900000000-8da6e151fea92abe412a | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 20V, Positive-QTOF | splash10-00kg-6900000000-2069d91b82e6511da0ae | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 40V, Positive-QTOF | splash10-014l-9200000000-6695f41d1b443f4da598 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 10V, Negative-QTOF | splash10-000i-0900000000-3f94da9b260ed91041b8 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 20V, Negative-QTOF | splash10-000i-2900000000-7afc8b9366085d67da73 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 40V, Negative-QTOF | splash10-007n-4900000000-d38de494cceadf7b6a17 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 10V, Negative-QTOF | splash10-000i-0900000000-797743ba698bddb677b1 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 20V, Negative-QTOF | splash10-00di-0900000000-d9210597b39735810ebf | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 40V, Negative-QTOF | splash10-0ab9-2900000000-4ac82453126eb07d119f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 10V, Positive-QTOF | splash10-022c-0900000000-3c6a17c1864038197fc5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 20V, Positive-QTOF | splash10-05fr-2900000000-7fc87120284ef620e86a | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Damascenone 40V, Positive-QTOF | splash10-0ac0-7900000000-3e0424c46a79abc4667d | 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]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
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Biological Properties |
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Cellular Locations | - Membrane (predicted from logP)
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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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Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Breast cancer | | details |
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Associated Disorders and Diseases |
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Disease References | Perillyl alcohol administration for cancer treatment |
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- Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
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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 | FDB015480 |
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KNApSAcK ID | C00035536 |
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Chemspider ID | 4517997 |
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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 | Damascenone |
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METLIN ID | Not Available |
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PubChem Compound | 5366074 |
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PDB ID | Not Available |
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ChEBI ID | 67251 |
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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 | rw1441071 |
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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 | Not Available |
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