Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:20 UTC |
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Update date | 2019-11-26 03:07:32 UTC |
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Primary ID | FDB012752 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Imperatorin |
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Description | Imperatorin, also known as ammidin or marmelosin, belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Imperatorin is an extremely weak basic (essentially neutral) compound (based on its pKa). Imperatorin is found, on average, in the highest concentration within a few different foods, such as parsnips, lovages, and parsley and in a lower concentration in fennels. Imperatorin has also been detected, but not quantified in, several different foods, such as lambsquarters, dills, limes, fruits, and lemons. This could make imperatorin a potential biomarker for the consumption of these foods. Imperatorin is a potentially toxic compound. |
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CAS Number | 482-44-0 |
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Structure | |
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Synonyms | Synonym | Source |
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8-Isoamylenoxypsoralen | ChEBI | 8-Isopentenyloxypsoralene | ChEBI | 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one | ChEBI | Ammidin | ChEBI | Marmelosin | ChEBI | Pentosalen | ChEBI | 5-Hydroxy-8-(1,1-dimethylallyl)psoralen | HMDB | 9-(3-Methyl-2-butenyloxy)-7-oxofuro[3,2-g]chromene | HMDB | 9-(3-Methylbut-2-enyloxy)-7H-furo(3,2-g)chromen-7-one | HMDB | 9-(3-Methylbut-2-enyloxy)furo[3,2-g]chromen-7-one | HMDB | 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9ci | HMDB | 9-[(3-Methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one | HMDB | Marmelide | HMDB | Pentasalen, ban | HMDB | 5-hydroxy-8-(1,1-dimethylallyl)psoralen | biospider | 8-isoamylenoxypsoralen | biospider | 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CI | db_source | 9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one | biospider | Pentasalen, BAN | db_source |
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Predicted Properties | |
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Chemical Formula | C16H14O4 |
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IUPAC name | 9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one |
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InChI Identifier | InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 |
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InChI Key | OLOOJGVNMBJLLR-UHFFFAOYSA-N |
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Isomeric SMILES | CC(C)=CCOC1=C2OC(=O)C=CC2=CC2=C1OC=C2 |
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Average Molecular Weight | 270.28 |
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Monoisotopic Molecular Weight | 270.089208936 |
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Classification |
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Description | belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Coumarins and derivatives |
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Sub Class | Furanocoumarins |
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Direct Parent | Psoralens |
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Alternative Parents | |
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Substituents | - Psoralen
- Benzopyran
- 1-benzopyran
- Benzofuran
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Pyran
- Heteroaromatic compound
- Furan
- Lactone
- Ether
- Oxacycle
- Organoheterocyclic compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen 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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Physiological effect | Health effect: |
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Disposition | Route of exposure: Biological location: Source: |
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Role | Industrial application: Biological role: |
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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 71.10%; H 5.22%; O 23.68% | DFC |
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Melting Point | Mp 102° | 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 | 301 (e 10600) (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 | Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0q4l-5490000000-8addd2b7e7d5a89c1657 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-1090000000-205792cde142f77aa94f | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-9080000000-7795cfce5b3fcd729d41 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0uxu-9540000000-7130c7ebffd168204435 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0090000000-6f0805a46d8f54b963d2 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0290000000-cdea20e125d3564dc0ca | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-1920000000-a1c90224178c9971284d | JSpectraViewer | MS | Mass Spectrum (Electron Ionization) | splash10-0udi-3290000000-ccce724ec532a9b1c7ae | JSpectraViewer | MoNA |
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External Links |
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ChemSpider ID | 9797 |
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ChEMBL ID | CHEMBL453805 |
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KEGG Compound ID | C09269 |
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Pubchem Compound ID | 10212 |
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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 | HMDB34376 |
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CRC / DFC (Dictionary of Food Compounds) ID | HKP35-Z:HKP35-Z |
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EAFUS ID | Not Available |
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Dr. Duke ID | IMPERATORIN |
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BIGG ID | Not Available |
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KNApSAcK ID | C00002477 |
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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 | Imperatorin |
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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 | 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).
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