Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:17 UTC |
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Update date | 2019-11-26 03:03:20 UTC |
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Primary ID | FDB008861 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 4-Methyl-1,2-benzenediol |
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Description | 4-Methylcatechol, also known as homocatechol or toluene-3,4-diol, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 4-Methylcatechol is found, on average, in the highest concentration within a few different foods, such as arabica coffees (Coffea arabica), robusta coffees (Coffea canephora), and coffees (Coffea) and in a lower concentration in cocoa powder and beer. 4-Methylcatechol has also been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and eggplants (Solanum melongena). This could make 4-methylcatechol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 4-Methylcatechol. |
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CAS Number | 452-86-8 |
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Structure | |
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Synonyms | Synonym | Source |
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1,2-Dihydroxy-4-methylbenzene | ChEBI | 2-Hydroxy-4-methylphenol | ChEBI | 3,4-Dihydroxytoluene | ChEBI | 4-Methyl-1,2-benzenediol | ChEBI | 4-Methyl-1,2-dihydroxybenzene | ChEBI | 4-Methylpyrocatechol | ChEBI | Homocatechol | ChEBI | Homopyrocatechol | ChEBI | p-Methylcatechol | ChEBI | p-Methylpyrocatechol | ChEBI | Toluene-3,4-diol | ChEBI | 1-Methyl-3,4-dihydroxybenzene | HMDB | 4-Methyl-pyrocatechol | HMDB | 4-Methylcatehol | HMDB | 4-Metylcatechol | HMDB | 5-Methylcatechol | HMDB | 4-Methylcatechol | db_source | P-Methylcatechol | ChEBI | P-Methylpyrocatechol | ChEBI |
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Predicted Properties | |
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Chemical Formula | C7H8O2 |
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IUPAC name | 4-methylbenzene-1,2-diol |
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InChI Identifier | InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3 |
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InChI Key | ZBCATMYQYDCTIZ-UHFFFAOYSA-N |
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Isomeric SMILES | CC1=CC=C(O)C(O)=C1 |
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Average Molecular Weight | 124.1372 |
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Monoisotopic Molecular Weight | 124.0524295 |
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Classification |
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Description | Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenols |
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Sub Class | Benzenediols |
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Direct Parent | Catechols |
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Alternative Parents | |
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Substituents | - P-cresol
- M-cresol
- Catechol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Toluene
- Monocyclic benzene moiety
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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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Foods | Cocoa and cocoa products Grains: Nuts and legumes: Fruits and vegetables: Fats and oils: Beverages: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 67.73%; H 6.50%; O 25.78% | DFC |
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Melting Point | Not Available | |
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Boiling Point | Bp20 143-146° | DFC |
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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 | 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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GC-MS | 4-Methyl-1,2-benzenediol, non-derivatized, GC-MS Spectrum | splash10-014i-1930000000-6225053efa0739efca3d | Spectrum | GC-MS | 4-Methyl-1,2-benzenediol, non-derivatized, GC-MS Spectrum | splash10-014i-1930000000-6225053efa0739efca3d | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-4900000000-2d8d69f64905f6f9396e | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udj-3940000000-d5331c4c752130a85084 | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Methyl-1,2-benzenediol, TBDMS_2_1, 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 - Quattro_QQQ 10V, Positive (Annotated) | splash10-0a6r-1900000000-9045a710867168d6cc51 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-004i-9000000000-0e20b47a091c0b3e39ab | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-004i-9000000000-0e20b47a091c0b3e39ab | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , negative | splash10-00di-0900000000-7db9fcc9e56ad8a39080 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-014j-9200000000-f6f538341319fcc5433b | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0900000000-97cd131a887e2f870186 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-014i-9000000000-6981a2924f054e884c5c | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-00di-0900000000-0aaf237b7039ed11a1d7 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0553-9000000000-fe5754c269058c591feb | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-c1c0f17738a12823f96d | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-00di-2900000000-e5f3b6d9329514c202a8 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-00di-1900000000-d5abc716689493ede24f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-6bd82a87c9fe3a5ac3f7 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-03dj-9000000000-5833215eaa6163ad44f4 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-0900000000-efa52ff0e22aa918c832 | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-2900000000-1813508ce877db8f3b51 | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0v00-9200000000-42f7207a63d63607822f | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-965e88496dc55d1d3a08 | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-1900000000-528bea85898c5bbee974 | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05fu-9400000000-25d222489152bbee4894 | 2017-06-28 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-056r-2900000000-f83a6dc29f504d8a27ea | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-9400000000-f09039303c5f740d5e99 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gdi-9000000000-5a1ebbe40df7d21e329f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-ee9e9b8403f62cfc7fdf | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-2900000000-5af433d114ee67df4fda | 2021-09-22 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 9564 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C06730 |
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Pubchem Compound ID | 9958 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 704 |
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DrugBank ID | DB04120 |
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HMDB ID | HMDB00873 |
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CRC / DFC (Dictionary of Food Compounds) ID | DZP92-X:DZP92-X |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | MCT |
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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 | Not Available |
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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 | show |
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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.
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