Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:00 UTC |
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Update date | 2019-11-26 03:06:15 UTC |
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Primary ID | FDB012133 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Xanthoxyletin |
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Description | Xanthoxyletin belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Xanthoxyletin is found, on average, in the highest concentration within sweet oranges (Citrus sinensis). Xanthoxyletin has also been detected, but not quantified in, a few different foods, such as herbs and spices, lemons (Citrus limon), and mandarin orange (clementine, tangerine). This could make xanthoxyletin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Xanthoxyletin. |
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CAS Number | 84-99-1 |
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Structure | |
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Synonyms | Synonym | Source |
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5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one,9ci | HMDB | 5-Methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one | HMDB | Xanthoxylin N | HMDB | Xanthoxyloin | HMDB | Xanthoxyletin | MeSH | 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one,9CI | db_source |
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Predicted Properties | |
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Chemical Formula | C15H14O4 |
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IUPAC name | 5-methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one |
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InChI Identifier | InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3 |
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InChI Key | JSJIIHRNDMLJGK-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=C2C=CC(=O)OC2=CC2=C1C=CC(C)(C)O2 |
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Average Molecular Weight | 258.2693 |
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Monoisotopic Molecular Weight | 258.089208936 |
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Classification |
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Description | Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. |
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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 | Pyranocoumarins |
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Direct Parent | Linear pyranocoumarins |
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Alternative Parents | |
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Substituents | - Linear pyranocoumarin
- Pyranochromene
- 2,2-dimethyl-1-benzopyran
- Benzopyran
- 1-benzopyran
- Anisole
- Alkyl aryl ether
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Lactone
- Oxacycle
- Ether
- Organoheterocyclic compound
- Organooxygen compound
- Organic oxygen compound
- Hydrocarbon derivative
- 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 - 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 69.76%; H 5.46%; O 24.78% | DFC |
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Melting Point | Mp 133° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | cold water] | |
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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 | Not Available | |
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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 | Xanthoxyletin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-07ef-1190000000-78b72a1e70ea0b853ccc | Spectrum | Predicted GC-MS | Xanthoxyletin, 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 - LC-ESI-qTof , Positive | splash10-0uei-0940000000-f1e9eeeb83d8740504fc | Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-004i-0890000000-3a18d9c240e9f3626355 | Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-056r-0290000000-1de65956796614ac099e | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0090000000-aa6d574f073513b5a829 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-0090000000-6c6860209ee19099b43c | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gi0-4890000000-1ab1343a5be832f0b76e | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0090000000-573b07a2c6c0cb5cbcd5 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0090000000-fb78f7d59b6f70625682 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-01ow-0980000000-b3f729731c4334112db9 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0090000000-5899da0eda98839d58ad | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-0090000000-2cf3ccdcea338c77fa5a | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0aou-1290000000-6d0938937a8c48a429ed | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0090000000-c2a50a42dfada53572a9 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0aor-0090000000-bb952c86674434372ddd | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-02ti-0290000000-4afb4baf58c4f7b7019a | Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 59919 |
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ChEMBL ID | CHEMBL501358 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 66548 |
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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 | HMDB33931 |
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CRC / DFC (Dictionary of Food Compounds) ID | HDM83-A:HDM83-A |
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EAFUS ID | Not Available |
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Dr. Duke ID | XANTHOXYLETIN |
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BIGG ID | Not Available |
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KNApSAcK ID | C00032520 |
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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 | Descriptor | ID | Definition | Reference |
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anti convulsant | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE |
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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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