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, also known as scoparol, 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 lipid molecule. Chrysoeriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Chrysoeriol is a bitter tasting compound. Chrysoeriol has been detected, but not quantified in, several different foods, such as ryes, common sages, german camomiles, corns, and annual wild rices. This could make chrysoeriol a potential biomarker for the consumption of these foods. |
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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 | Chrysoeriol | ChEBI | Luteolin 3'-methyl ether | 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 | 8-Chrysoeriol | MeSH | 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 |
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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 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0udj-0159000000-3b5e183acbd84887fe16 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-0002-0091010000-c79a20e1046701a4b60a | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-001j-0090000000-10b8cb8801e211ef50f3 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0002-0091000000-bcccd2fe60d84477404f | Spectrum | MS/MS | LC-MS/MS Spectrum - DI-ESI-qTof , Negative | splash10-001i-0090000000-949568b80cb16a148dbc | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-0a4i-0390000000-05ee89ba1f8ae9db73cc | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0002-0090000000-1784fb1bc26ba2970df0 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-001i-0090000000-8a5f685e7c770df2fae8 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0a59-0690000000-f42c517370ac99fa2b5f | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-001j-0090000000-10b8cb8801e211ef50f3 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-0a59-0190000000-e41a7a0b369e042fae34 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-057i-0590000000-9bcbe16e3cceb12dd431 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0udi-0009000000-af2dad55a1de3a0bb83b | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0009000000-092a839c4ea4b680b7eb | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0029000000-cbb434b2646e02f29d56 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-2590000000-ff4ac1c0435d02e5a2a4 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0090000000-1080ec21704ad22b1e2d | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-0090000000-7da56dabd16c2e5c217a | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0v0u-1390000000-a28554e987b0184da54f | 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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