Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:52 UTC |
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Update date | 2019-11-26 03:11:41 UTC |
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Primary ID | FDB015492 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 6-Methoxy-2(3H)-benzoxazolone |
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Description | 6-Methoxy-2(3H)-benzoxazolone, also known as 6-MBOA, belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 6-Methoxy-2(3H)-benzoxazolone has been detected, but not quantified in, several different foods, such as red tea, alcoholic beverages, robusta coffees (Coffea canephora), tartary buckwheats (Fagopyrum tataricum), and rice (Oryza sativa). This could make 6-methoxy-2(3H)-benzoxazolone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6-Methoxy-2(3H)-benzoxazolone. |
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CAS Number | 532-91-2 |
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Structure | |
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Synonyms | Synonym | Source |
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6-MBOA | MeSH | 6-Methoxy-2-benzoxazolinone | MeSH | 6-Methoxybenzoxazolinone | MeSH | 2(3H)-Benzoxazolone, 6-methoxy- (9ci) | HMDB | 6-Methoxy-1,3-benzoxazol-2(3H)-one | HMDB | 6-Methoxy-2-benzoxazolinone, 8ci | HMDB | 6-Methoxy-3H-benzooxazol-2-one | HMDB | 6-Methoxy-benzoxazolin-2(3H)-one | HMDB | 6-Methoxybenzoxazolin-2(3H)-one | HMDB | Coixol | HMDB | MBOA | HMDB | 2(3H)-Benzoxazolone, 6-methoxy- (9CI) | biospider | 6-METHOXY-2-benzoxazolinone | HMDB | 6-Methoxy-2-benzoxazolinone, 8CI | db_source |
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Predicted Properties | |
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Chemical Formula | C8H7NO3 |
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IUPAC name | 6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one |
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InChI Identifier | InChI=1S/C8H7NO3/c1-11-5-2-3-6-7(4-5)12-8(10)9-6/h2-4H,1H3,(H,9,10) |
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InChI Key | MKMCJLMBVKHUMS-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=CC=C2NC(=O)OC2=C1 |
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Average Molecular Weight | 165.1461 |
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Monoisotopic Molecular Weight | 165.042593095 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzoxazoles |
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Sub Class | Benzoxazolones |
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Direct Parent | Benzoxazolones |
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Alternative Parents | |
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Substituents | - Benzoxazolone
- Anisole
- Alkyl aryl ether
- Benzenoid
- Heteroaromatic compound
- Oxazole
- Azole
- Oxacycle
- Azacycle
- Ether
- Hydrocarbon derivative
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organic oxide
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Disposition | Route of exposure: Source: |
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Role | Biological role: |
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Foods | Grains: |
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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 58.18%; H 4.27%; N 8.48%; O 29.06% | DFC |
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Melting Point | Mp 160-161° (154-155°) | DFC |
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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 | 286 () (H2O) (Berdy) | DFC |
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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) | splash10-1000-9800000000-b7f572346c850aedd8ad | 2015-03-01 | View Spectrum | Predicted GC-MS | 6-Methoxy-2(3H)-benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00xr-1900000000-ae55931a6532474213eb | Spectrum | Predicted GC-MS | 6-Methoxy-2(3H)-benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 6-Methoxy-2(3H)-benzoxazolone, 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 - 6V, Negative | splash10-0002-0900000000-fffb3a4c848b2a0dd10a | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-e82eff1b272d62124d45 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-0900000000-6719525fa8c09d546ab8 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0uxu-5900000000-339ef11a0a1b20fab447 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0900000000-2eafa61b506b198e6d87 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-0900000000-b8aeb67e44838d074a0a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0005-5900000000-421d3edef6a74ac871c6 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-52879b1c24e4e827f43a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-0900000000-39903a20e890e6c55a27 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01xw-9500000000-04fb799eee300bb0ff59 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0900000000-65490e650f013cfe115e | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-1900000000-25a1dd3e12969e3c6451 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-006x-9500000000-738460d14bd58c753814 | 2021-09-22 | View Spectrum |
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NMR | Type | Description | | View |
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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 | 10317 |
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ChEMBL ID | CHEMBL454809 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 10772 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB36582 |
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CRC / DFC (Dictionary of Food Compounds) ID | KCT40-U:KCT40-U |
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EAFUS ID | Not Available |
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Dr. Duke ID | COIXOL|6-METHOXY-2(3)1-4(2H)-BENZOXAZOLINONE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00036627 |
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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 | Not Available |
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SuperScent ID | Not Available |
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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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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 inflammatory | 35472 | A substance that reduces or suppresses inflammation. | DUKE | anti pyretic | 35493 | A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. | DUKE | tranquilizer | | | 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 | Not Available |
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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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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