Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-11 17:37:04 UTC |
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Update Date | 2022-03-07 02:52:34 UTC |
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HMDB ID | HMDB0030483 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Questiomycin A |
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Description | Questiomycin A, also known as isophenoxazine or 2-aminophenoxazon, belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. Questiomycin A is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Questiomycin A. |
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Structure | NC1=CC2=NC3=CC=CC=C3OC2=CC1=O InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2 |
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Synonyms | Value | Source |
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Isophenoxazine | ChEBI | 3-Aminophenoxazone | Kegg | 2-Amino-3-phenoxazone | HMDB | 2-Amino-3H-phenoxazin-3-one | HMDB | 2-Amino-phenoxazin-3-one | HMDB | 2-Aminophenoxazin-3-one | HMDB | 2-Aminophenoxazon | HMDB | 2-Aminophenoxazone | HMDB | Acrospermum viticola toxin C | HMDB | AV toxin C | HMDB | NSC 94945 | HMDB | PHX-3 CPD | HMDB | 2-Acetylamino-(3H)-phenoxazin-3-one | HMDB | 2-Aminophenoxazine-3-one | HMDB | Questinomycine a | HMDB | Questiomycin a | ChEBI | Questiomycin A | HMDB |
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Chemical Formula | C12H8N2O2 |
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Average Molecular Weight | 212.2041 |
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Monoisotopic Molecular Weight | 212.05857751 |
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IUPAC Name | 2-amino-3H-phenoxazin-3-one |
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Traditional Name | 2-aminophenoxazin-3-one |
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CAS Registry Number | 1916-59-2 |
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SMILES | NC1=CC2=NC3=CC=CC=C3OC2=CC1=O |
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InChI Identifier | InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2 |
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InChI Key | RDJXPXHQENRCNG-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzoxazines |
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Sub Class | Phenoxazines |
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Direct Parent | Phenoxazines |
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Alternative Parents | |
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Substituents | - Phenoxazine
- Benzenoid
- Heteroaromatic compound
- Cyclic ketone
- Azacycle
- Oxacycle
- Amine
- Organopnictogen compound
- Organic oxygen compound
- Primary amine
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxide
- 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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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 | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 40350 mg/L @ 25 °C (est) | The Good Scents Company Information System | LogP | Not Available | Not Available |
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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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Questiomycin A,1TMS,isomer #1 | C[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O | 2578.8 | Semi standard non polar | 33892256 | Questiomycin A,1TMS,isomer #1 | C[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O | 2480.5 | Standard non polar | 33892256 | Questiomycin A,2TMS,isomer #1 | C[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C | 2606.1 | Semi standard non polar | 33892256 | Questiomycin A,2TMS,isomer #1 | C[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C | 2577.9 | Standard non polar | 33892256 | Questiomycin A,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O | 2854.7 | Semi standard non polar | 33892256 | Questiomycin A,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O | 2672.2 | Standard non polar | 33892256 | Questiomycin A,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C(C)(C)C | 2995.9 | Semi standard non polar | 33892256 | Questiomycin A,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C(C)(C)C | 2953.9 | Standard non polar | 33892256 |
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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 - Questiomycin A GC-MS (Non-derivatized) - 70eV, Positive | splash10-03e9-3950000000-170e4f3cf8ec253fbb13 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Questiomycin A GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Questiomycin A 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - Questiomycin A LC-ESI-qTof , Positive-QTOF | splash10-000i-0910000000-f6e8b189198fb21b8fbf | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Questiomycin A , positive-QTOF | splash10-000i-0910000000-f6e8b189198fb21b8fbf | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 10V, Positive-QTOF | splash10-03di-0090000000-c592ec79c93eefd902e1 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 20V, Positive-QTOF | splash10-03di-0190000000-f02aff344c005054cf3c | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 40V, Positive-QTOF | splash10-0w90-8930000000-22e0d3ec0ba2457a6eef | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 10V, Negative-QTOF | splash10-03di-0090000000-0f3befc55c4faa386e5b | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 20V, Negative-QTOF | splash10-03di-0090000000-88fa56ded28a83b40872 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 40V, Negative-QTOF | splash10-0r09-3910000000-68edb98bc915f41d997f | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 10V, Negative-QTOF | splash10-03di-0090000000-fb1be335f42676557e20 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 20V, Negative-QTOF | splash10-03di-0090000000-fb1be335f42676557e20 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 40V, Negative-QTOF | splash10-03e9-0590000000-1ba841e0e4c2e8f3ebf5 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 10V, Positive-QTOF | splash10-03di-0090000000-056698109127ac4a7b16 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 20V, Positive-QTOF | splash10-03di-0090000000-056698109127ac4a7b16 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Questiomycin A 40V, Positive-QTOF | splash10-0a4i-0920000000-b6773186f686365fde82 | 2021-09-25 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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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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Blood | 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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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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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 | FDB002352 |
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KNApSAcK ID | C00018683 |
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Chemspider ID | 65565 |
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KEGG Compound ID | C02161 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Questiomycin A |
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METLIN ID | Not Available |
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PubChem Compound | 72725 |
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PDB ID | Not Available |
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ChEBI ID | 17293 |
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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 | rw1820341 |
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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 | - Adhikari KB, Laerke HN, Mortensen AG, Fomsgaard IS: Plasma and urine concentrations of bioactive dietary benzoxazinoids and their glucuronidated conjugates in rats fed a rye bread-based diet. J Agric Food Chem. 2012 Nov 21;60(46):11518-24. doi: 10.1021/jf301737n. Epub 2012 Nov 12. [PubMed:23113707 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]
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