Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:54 UTC |
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Update date | 2019-11-26 03:11:48 UTC |
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Primary ID | FDB015543 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 3,4-Dihydro-2H-1-benzopyran-2-one |
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Description | 3,4-Dihydro-2H-1-benzopyran-2-one, also known as dihydrocoumarin or 1,2-benzodihydropyrone, belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. 3,4-Dihydro-2H-1-benzopyran-2-one exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydro-2H-1-benzopyran-2-one is a sweet, almond, and cinnamon tasting compound. 3,4-Dihydro-2H-1-benzopyran-2-one has been detected, but not quantified in, several different foods, such as green vegetables, pulses, sour cherries (Prunus cerasus), and tarragons (Artemisia dracunculus). This could make 3,4-dihydro-2H-1-benzopyran-2-one a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 3,4-Dihydro-2H-1-benzopyran-2-one. |
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CAS Number | 119-84-6 |
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Structure | |
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Synonyms | Synonym | Source |
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1,2-Benzodihydropyrone | ChEBI | 2-Hydroxydihydrocinnamic acid lactone | ChEBI | 3,4-Dihydro-2H-chromen-2-one | ChEBI | Benzodihydropyrone | ChEBI | Dihydrocoumarin | ChEBI | Hydrocoumarin | ChEBI | Melilotic acid lactone | ChEBI | Melilotic lactone | ChEBI | Melilotin | ChEBI | Melilotol | ChEBI | O-Hydroxydihydrocinnamic acid lactone | ChEBI | O-Hydroxyhydrocinnamic acid delta-lactone | ChEBI | 3,4-Dihydrocoumarin | Kegg | 2-Hydroxydihydrocinnamate lactone | Generator | Melilotate lactone | Generator | O-Hydroxydihydrocinnamate lactone | Generator | O-Hydroxyhydrocinnamate delta-lactone | Generator | O-Hydroxyhydrocinnamate δ-lactone | Generator | O-Hydroxyhydrocinnamic acid δ-lactone | Generator | 2-Hydroxyhydrocinnamic lactone | HMDB | 3,4-dihydro-1-Benzopyran-2-one | HMDB | 3,4-dihydro-Coumarin | HMDB | 3,4-Dihydroxycoumarin | HMDB | dihydro-Benzopyranone | HMDB | FEMA 2381 | HMDB | Hydrocinnamic acid, O-hydroxy-, delta-lactone | HMDB | Hydrocoumarin, 8ci | HMDB | Melilotin (coumarin) | HMDB | Melilotin?? | HMDB | O-Hydroxyhydrocinnamic acid lactone | HMDB | 2-Chromanone | db_source | 2-Oxochroman | db_source | 2H-1-Benzopyran-2-one, 3,4-dihydro- | biospider | 3,4-Dihydro-1-benzopyran-2-one | biospider | Benzopyranone, dihydro- | biospider | Chroman-2-one | biospider | Chroman, 2-oxo- | biospider | Coumarin, 3,4-dihydro- | biospider | Hydrocinnamic acid, o-hydroxy-, delta-lactone | biospider | Hydrocoumarin, 8CI | db_source | o-Hydroxydihydrocinnamic acid lactone | biospider | o-Hydroxyhydrocinnamic acid delta-lactone | biospider | o-Hydroxyhydrocinnamic acid lactone | biospider |
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Predicted Properties | |
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Chemical Formula | C9H8O2 |
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IUPAC name | 3,4-dihydro-2H-1-benzopyran-2-one |
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InChI Identifier | InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2 |
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InChI Key | VMUXSMXIQBNMGZ-UHFFFAOYSA-N |
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Isomeric SMILES | O=C1CCC2=CC=CC=C2O1 |
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Average Molecular Weight | 148.1586 |
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Monoisotopic Molecular Weight | 148.0524295 |
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Classification |
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Description | Belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | 3,4-dihydrocoumarins |
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Sub Class | Not Available |
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Direct Parent | 3,4-dihydrocoumarins |
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Alternative Parents | |
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Substituents | - 3,4-dihydrocoumarin
- Chromane
- Benzopyran
- 1-benzopyran
- Benzenoid
- Carboxylic acid ester
- Lactone
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 72.96%; H 5.44%; O 21.60% | DFC |
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Melting Point | Mp 25° | DFC |
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Boiling Point | Bp13 145° | DFC |
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Experimental Water Solubility | 3 mg/mL at 37 oC | BEILSTEIN |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-006w-8900000000-1c291ea2d1c34d7a5a68 | 2015-03-01 | View Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-0ffw-9500000000-19f4cacfc3593f445e42 | Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-0002-0910000000-3a0260eb973faa6f27df | Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-02du-2900000000-0780738b649dc11f75a4 | Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-0ffw-9500000000-19f4cacfc3593f445e42 | Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-0002-0910000000-3a0260eb973faa6f27df | Spectrum | GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, GC-MS Spectrum | splash10-02du-2900000000-0780738b649dc11f75a4 | Spectrum | Predicted GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0fka-2900000000-071c9c2781c319fe04bf | Spectrum | Predicted GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 3,4-Dihydro-2H-1-benzopyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0002-0900000000-4aa1a496f0327462d05e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0a4i-0900000000-bacf3cdab2c00f9d3a52 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0a4i-0900000000-c86ad9f3b77d06e78084 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-0900000000-1a9803adbe959ab8c397 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-0a4i-0900000000-c86ad9f3b77d06e78084 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0900000000-4aa1a496f0327462d05e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-014i-0900000000-e00f4063d413008ffe40 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-0900000000-bacf3cdab2c00f9d3a52 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0900000000-1a2460bc4ea458349c97 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4j-0900000000-9cfc6b98409c1ab92b17 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0pb9-8900000000-4d6bcd5ccd07a0beeb52 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-f2275d03bd7d08c74531 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0f6t-0900000000-bcc997cb9c43e840687c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0f6x-9600000000-5eebf3f0198d365245af | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0900000000-c273ad6f431d1239485b | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0592-1900000000-c7524399be04f94a7e32 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0fb9-9400000000-364ed3e27ac756fed7b1 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-a4c75ebd26f0ac23a7eb | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014j-1900000000-107b906f2798b3915190 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00vl-6900000000-6809bdcaa3f757b499af | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 640 |
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ChEMBL ID | CHEMBL89306 |
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KEGG Compound ID | C02274 |
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Pubchem Compound ID | 660 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16151 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB36626 |
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CRC / DFC (Dictionary of Food Compounds) ID | KDD18-Y:KDD18-Y |
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EAFUS ID | 913 |
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Dr. Duke ID | DIHYDROCOUMARIN |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1001531 |
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SuperScent ID | 660 |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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cancer preventive | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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creamy |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| coconut |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| almond |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| tobacco |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| tonka |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| coumarin |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| herbal |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| cinnamon |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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