Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:26 UTC |
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Update date | 2020-02-24 19:10:33 UTC |
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Primary ID | FDB002579 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Chrysoeriol |
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Description | Chrysoeriol belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid. Chrysoeriol is a bitter tasting compound. Chrysoeriol has been detected, but not quantified in, several different foods, such as wild celeries (Apium graveolens), tartary buckwheats (Fagopyrum tataricum), hard wheats (Triticum durum), oats (Avena sativa), and common thymes (Thymus vulgaris). This could make chrysoeriol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Chrysoeriol. |
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CAS Number | 491-71-4 |
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Structure | |
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Synonyms | Synonym | Source |
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3'-Methoxyapigenin | ChEBI | 3'-O-Methylluteolin | ChEBI | 5,7,4'-Trihydroxy-3'-methoxyflavone | ChEBI | 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone | ChEBI | 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one | ChEBI | Chryseriol | ChEBI | Luteolin 3'-methyl ether | ChEBI | 8-Chrysoeriol | MeSH | Chrysoeriol | ChEBI | 2-(5-Methoxy,4-hydroxyphenyl)5,7-dihydroxy-benzpyran-4-one | HMDB | 3'-Methoxy-4',5,7-trihydroxyflavone | HMDB | 3'-O-Methyluteolin | HMDB | 4',5,7-Trihydroxy-3'-methoxy-flavone | HMDB | 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9ci | HMDB | Scoparol | HMDB | 3’-Methoxy-4’,5,7-trihydroxyflavone | HMDB | 3’-Methoxyapigenin | HMDB | 3’-O-Methylluteolin | HMDB | 5,7,4’-Trihydroxy-3’-methoxyflavone | HMDB | Chrysoriol | HMDB | Luteolin 3’-methyl ether | HMDB | 2-(5-methoxy,4-hydroxyphenyl)5,7-dihydroxy-benzpyran-4-one | biospider | 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI | db_source | Flavone, 4',5,7-trihydroxy-3'-methoxy- | biospider |
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Predicted Properties | |
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Chemical Formula | C16H12O6 |
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IUPAC name | 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one |
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InChI Identifier | InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3 |
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InChI Key | SCZVLDHREVKTSH-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1 |
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Average Molecular Weight | 300.2629 |
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Monoisotopic Molecular Weight | 300.063388116 |
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Classification |
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Description | Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' 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 | 3'-O-methylated flavonoids |
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Alternative Parents | |
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Substituents | - 3p-methoxyflavonoid-skeleton
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Flavone
- Hydroxyflavonoid
- Chromone
- Benzopyran
- Methoxyphenol
- 1-benzopyran
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Phenol
- Pyranone
- Monocyclic benzene moiety
- Benzenoid
- Pyran
- Vinylogous acid
- Heteroaromatic compound
- Organoheterocyclic compound
- Ether
- Oxacycle
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen 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: Biological location: Source: |
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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 | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 64.00%; H 4.03%; O 31.97% | DFC |
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Melting Point | Mp 330-331° | 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 | 347 () (MeOH) | 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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Predicted GC-MS | Chrysoeriol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0zn9-0591000000-7220607989921b5eb2cf | Spectrum | Predicted GC-MS | Chrysoeriol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0ukc-2190860000-4372f124a3dd76bf7eee | Spectrum | Predicted GC-MS | Chrysoeriol, 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 - ESI-TOF , Negative | splash10-0udj-0159000000-3b5e183acbd84887fe16 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0udj-0159000000-3b5e183acbd84887fe16 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-0002-0091010000-c79a20e1046701a4b60a | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-001j-0090000000-10b8cb8801e211ef50f3 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0002-0091000000-bcccd2fe60d84477404f | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - DI-ESI-qTof , Negative | splash10-001i-0090000000-949568b80cb16a148dbc | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-0a4i-0390000000-05ee89ba1f8ae9db73cc | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0002-0090000000-1784fb1bc26ba2970df0 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-001i-0090000000-8a5f685e7c770df2fae8 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0a59-0690000000-f42c517370ac99fa2b5f | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-001j-0090000000-10b8cb8801e211ef50f3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0udi-0009000000-af2dad55a1de3a0bb83b | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0009000000-092a839c4ea4b680b7eb | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0029000000-cbb434b2646e02f29d56 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-2590000000-ff4ac1c0435d02e5a2a4 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0090000000-1080ec21704ad22b1e2d | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-0090000000-7da56dabd16c2e5c217a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0v0u-1390000000-a28554e987b0184da54f | 2016-08-03 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4444263 |
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ChEMBL ID | CHEMBL214321 |
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KEGG Compound ID | C04293 |
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Pubchem Compound ID | 5280666 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16514 |
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Phenol-Explorer ID | 282 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB30667 |
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CRC / DFC (Dictionary of Food Compounds) ID | CML88-I:CML88-I |
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EAFUS ID | Not Available |
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Dr. Duke ID | CHRYSOERIOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001029 |
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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 | |
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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 | 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 | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — 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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