Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:07:18 UTC |
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Update date | 2019-11-26 03:01:18 UTC |
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Primary ID | FDB006784 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Flavones |
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Description | Flavone, also known as 2-phenylchromone, belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, flavone is considered to be a flavonoid. Flavone is a bitter tasting compound. Flavone has been detected, but not quantified in, several different foods, such as dills (Anethum graveolens), feijoas (Feijoa sellowiana), pomegranates (Punica granatum), and rosemaries (Rosmarinus officinalis). This could make flavone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Flavone. |
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CAS Number | 525-82-6 |
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Structure | |
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Synonyms | Synonym | Source |
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2-Phenyl-4-benzopyron | ChEBI | 2-Phenyl-4-chromone | ChEBI | 2-Phenyl-4H-1-benzopyran-4-one | ChEBI | 2-Phenyl-4H-benzopyran-4-one | ChEBI | 2-PHENYL-4H-chromen-4-one | ChEBI | 2-Phenyl-gamma-benzopyrone | ChEBI | 2-Phenylbenzopyran-4-one | ChEBI | 2-Phenylchromone | ChEBI | Flavon | ChEBI | 2-Phenyl-g-benzopyrone | Generator | 2-Phenyl-γ-benzopyrone | Generator | Flavone, 14C-labeled | MeSH | 2-Phenyl-4H-chromen-4-one | manual | 2-Phenylchromen-4-one | manual | 4H-1-Benzopyran-4-one, 2-phenyl- | manual | Asmacoril | manual | Chromocor | manual | Cromaril | manual | Flavone | ChEBI | Flavone (6CI,8CI) | manual |
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Predicted Properties | |
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Chemical Formula | C15H10O2 |
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IUPAC name | 2-phenyl-4H-chromen-4-one |
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InChI Identifier | InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H |
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InChI Key | VHBFFQKBGNRLFZ-UHFFFAOYSA-N |
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Isomeric SMILES | O=C1C=C(OC2=CC=CC=C12)C1=CC=CC=C1 |
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Average Molecular Weight | 222.2387 |
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Monoisotopic Molecular Weight | 222.068079564 |
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Classification |
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Description | Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Flavones |
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Direct Parent | Flavones |
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Alternative Parents | |
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Substituents | - Flavone
- Chromone
- Benzopyran
- 1-benzopyran
- Pyranone
- Benzenoid
- Monocyclic benzene moiety
- Pyran
- Heteroaromatic compound
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Hydrocarbon derivative
- 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: |
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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 | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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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) | splash10-00di-8980000000-8dd4180be084c0205fee | 2014-09-20 | View Spectrum | GC-MS | Flavones, non-derivatized, GC-MS Spectrum | splash10-00dl-8930000000-3944bcd59fd467475fe4 | Spectrum | GC-MS | Flavones, non-derivatized, GC-MS Spectrum | splash10-00dl-8930000000-3944bcd59fd467475fe4 | Spectrum | GC-MS | Flavones, non-derivatized, GC-MS Spectrum | splash10-00dl-6930000000-af643d33c8bd90e12e34 | Spectrum | Predicted GC-MS | Flavones, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0fkc-0920000000-128b7f1f2509ae8deed1 | Spectrum | Predicted GC-MS | Flavones, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Flavones, 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 - Quattro_QQQ 10V, Negative (Annotated) | splash10-00di-0190000000-c5dc113240ef2eddc9bc | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-0udi-0900000000-cbc602f9fb305cfab2ad | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0udi-0900000000-1767db1ce89913542708 | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0002-9610000000-8f6ea890ee174ff2cab9 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-00fr-0910000000-f99e5ea29982d8657bf3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-03di-0390000000-1a1ab6620996a9ddc429 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-00di-0090000000-e8ad16adbd7e6c8dcc23 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-00di-0950000000-94425655598eb5a5cfb4 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-00di-0090000000-dd86946c50229a30d124 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-00di-0490000000-5a3c393a8cf2ea0eac18 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-00di-0090000000-fbeb1951905acd75fd95 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-00fr-2930000000-10590084c5f1e791fcea | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0090000000-a8f0e8dcf4a988dbb024 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 50V, Positive | splash10-004i-7900000000-b112c2a8b645bcbb11be | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0190000000-b16f1dc616de8cecfe5c | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0190000000-79ffc92ff35f1fa97063 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-00fr-2930000000-ca1a1360346ad3b18e88 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0090000000-eece4fb2fe6b2df673ea | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-00fr-2930000000-bf2d8022d73944b770e5 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0090000000-38ca3854c6dc613ef0c9 | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-0090000000-e4c89a64e226d0d9d4f5 | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0uk9-9810000000-3db9238369438dc9ba10 | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0090000000-fa65d36bc0c1d13e4df8 | 2017-07-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0090000000-85df3bc42e931d0eb225 | 2017-07-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0v6v-3920000000-0890f524572f69030963 | 2017-07-26 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 10230 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C15608 |
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Pubchem Compound ID | 10680 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 5076 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB07776 |
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HMDB ID | HMDB03075 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | FLAVONES|FLAVONE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001040 |
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HET ID | FLN |
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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 | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Flavones |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | |
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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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allergenic | 50904 | A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. | DUKE | analgesic | 35480 | An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. | DUKE | anti aflatoxin | 35222 | A substance that diminishes the rate of a chemical reaction. | DUKE | anti aggregant | | | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti escherichic | | | DUKE | anti estrogenic | 35222 | A substance that diminishes the rate of a chemical reaction. | DUKE | anti histaminic | 37956 | Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. | DUKE | anti leukemic | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | anti mutagenic | | | DUKE | anti proliferant | | | DUKE | anti staphylococcic | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anxiolytic | 35474 | Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. | DUKE | bacteristat | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | cyclooxygenase inhibitor | 35544 | A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. | DUKE | cytotoxic | 52209 | A role played by the molecular entity or part thereof which causes the development of a pathological process. | DUKE | estrogenic | | | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | hepatoprotective | 62868 | Any compound that is able to prevent damage to the liver. | DUKE | lipoxygenase inhibitor | 35856 | A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes. | DUKE | mutagenic | | | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | 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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bitter |
- Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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Files |
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MSDS | show |
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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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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