Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:55 UTC |
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Update date | 2019-11-26 03:11:49 UTC |
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Primary ID | FDB015552 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Sinensetin |
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Description | Sinensetin belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, sinensetin is considered to be a flavonoid. Sinensetin is a bitter tasting compound. Sinensetin is found, on average, in the highest concentration within sweet oranges (Citrus sinensis). Sinensetin has also been detected, but not quantified in, several different foods, such as citrus, grapefruits (Citrus X paradisi), mandarin orange (clementine, tangerine), and rosemaries (Rosmarinus officinalis). This could make sinensetin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Sinensetin. |
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CAS Number | 2306-27-6 |
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Structure | |
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Synonyms | |
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Predicted Properties | |
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Chemical Formula | C20H20O7 |
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IUPAC name | 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one |
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InChI Identifier | InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3 |
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InChI Key | LKMNXYDUQXAUCZ-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=C(OC)C=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1 |
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Average Molecular Weight | 372.3686 |
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Monoisotopic Molecular Weight | 372.120902994 |
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Classification |
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Description | Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. |
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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 | O-methylated flavonoids |
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Direct Parent | 7-O-methylated flavonoids |
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Alternative Parents | |
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Substituents | - 3p-methoxyflavonoid-skeleton
- 4p-methoxyflavonoid-skeleton
- 5-methoxyflavonoid-skeleton
- 6-methoxyflavonoid-skeleton
- 7-methoxyflavonoid-skeleton
- Flavone
- Chromone
- O-dimethoxybenzene
- Dimethoxybenzene
- Benzopyran
- 1-benzopyran
- Phenoxy compound
- Methoxybenzene
- Anisole
- Phenol ether
- Alkyl aryl ether
- Pyranone
- Pyran
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous ester
- Heteroaromatic compound
- Ether
- Organoheterocyclic compound
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- 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: Biological location: Source: |
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Role | Biological role: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | |
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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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Predicted GC-MS | Sinensetin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-052f-0329000000-4a86676038deb509621e | Spectrum | Predicted GC-MS | Sinensetin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Sinensetin, 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 - Linear Ion Trap , negative | splash10-08i0-0149000000-bb6b23311e4ce206caa4 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0btc-0009000000-b1b4ebfd1015e7c3e832 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0btc-0009000000-4613a2f05d4ac45d4d0a | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0009000000-92007689580e0fd2a93a | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-0009000000-983639cfb968be7ff9e7 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03du-1489000000-8f1702061faef57a0629 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0009000000-0155e9190c7fbbd16deb | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0009000000-07fcbf4b8a2cdf978764 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-056r-0292000000-9d41a9720482d2978a6b | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0009000000-aa9385dbb205bb238b88 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-0009000000-005119c3fd0ac1eff959 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-06ur-0109000000-7d76eea4f22c84fab2de | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0009000000-cef598d38b8dbae9b661 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05i0-0009000000-f174bc75cf6bee81dbda | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 128491 |
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ChEMBL ID | CHEMBL226507 |
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KEGG Compound ID | C10186 |
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Pubchem Compound ID | 145659 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 236 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB36633 |
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CRC / DFC (Dictionary of Food Compounds) ID | KDD85-Q:KDD89-U |
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EAFUS ID | Not Available |
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Dr. Duke ID | SINENSETIN |
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BIGG ID | Not Available |
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KNApSAcK ID | C00013596 |
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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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Biological Effects and Interactions |
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Health Effects / Bioactivities | |
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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 | |
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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 | — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070. — 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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