Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:15 UTC |
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Update date | 2019-11-26 03:03:12 UTC |
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Primary ID | FDB008788 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 3-Methylphenol |
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Description | m-Cresol, also known as meta-cresol or 3-methylphenol, belongs to the class of organic compounds known as meta cresols. These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively. m-Cresol exists in all eukaryotes, ranging from yeast to plants to humans. m-Cresol is a fecal, leather, and medicinal tasting compound. m-Cresol has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), anatidaes (Anatidae), green tea, arabica coffees (Coffea arabica), and chickens (Gallus gallus). This could make m-cresol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on m-Cresol. |
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CAS Number | 108-39-4 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Hydroxy-3-methylbenzene | ChEBI | 3-Cresol | ChEBI | 3-Hydroxytoluene | ChEBI | 3-Methylphenol | ChEBI | m-Kresol | ChEBI | m-Methylphenol | ChEBI | Meta-cresol | ChEBI | Metacresol | ChEBI | 3-Cresol, calcium salt(1:2) | MeSH | 3-Cresol, sodium salt | MeSH | 3-Phenylphenol | ChEBI, HMDB | m-Cresylic acid | HMDB | m-Hydroxytoluene | HMDB | m-Oxytoluene | HMDB | m-Toluol | HMDB | m-Cresol | KEGG | 1-Methyl-3-hydroxybenzene | biospider | 3-methyl-1-hydroxybenzene | biospider | Cresol, m- | biospider | Cresol, meta | biospider | FEMA 3530 | db_source | Hydroxy-3-methylbenzene | biospider | m-Cresol, 8CI | db_source | m-toluol | biospider | Meta-cresylic acid | biospider | Metacresol, USAN | db_source | Phenol, 3-methyl- | biospider |
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Predicted Properties | |
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Chemical Formula | C7H8O |
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IUPAC name | 3-methylphenol |
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InChI Identifier | InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3 |
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InChI Key | RLSSMJSEOOYNOY-UHFFFAOYSA-N |
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Isomeric SMILES | CC1=CC=CC(O)=C1 |
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Average Molecular Weight | 108.1378 |
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Monoisotopic Molecular Weight | 108.057514878 |
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Classification |
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Description | Belongs to the class of organic compounds known as meta cresols. These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively. |
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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 | Cresols |
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Direct Parent | Meta cresols |
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Alternative Parents | |
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Substituents | - M-cresol
- 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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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Environmental role: Industrial application: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 77.75%; H 7.46%; O 14.80% | DFC |
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Melting Point | Mp 11-12° | DFC |
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Boiling Point | Bp6 80° | DFC |
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Experimental Water Solubility | 22.7 mg/mL at 25 oC | YALKOWSKY,SH & HE,Y (2003) |
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Experimental logP | 1.96 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 10.09 (25°) | DFC |
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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 | d224 1.04 | DFC |
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Refractive Index | n20D 1.5400 | DFC |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0a4i-9800000000-f9433af649d30cc0e317 | 2014-09-20 | View Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-6900000000-f2082b2d78602454887c | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-9700000000-987a7fd82a03c828f2f6 | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-5900000000-80356192ec6d2f2cce17 | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-014l-3900000000-5be628cfaed43892ecb6 | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-6900000000-f2082b2d78602454887c | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-9700000000-987a7fd82a03c828f2f6 | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-5900000000-80356192ec6d2f2cce17 | Spectrum | GC-MS | 3-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-014l-3900000000-5be628cfaed43892ecb6 | Spectrum | Predicted GC-MS | 3-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4i-6900000000-b8ad5789d64b1436f653 | Spectrum | Predicted GC-MS | 3-Methylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01b9-7900000000-bea1778da40d4c1353e5 | Spectrum | Predicted GC-MS | 3-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 3-Methylphenol, 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 - Quattro_QQQ 10V, Positive (Annotated) | splash10-0a4i-4900000000-ff165ee98ef540125c4f | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00kf-9000000000-606fcb6bc90a29dd8728 | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-014i-9000000000-dcdf60701ebd4f253aff | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (VARIAN MAT-44) , Positive | splash10-0a4i-6900000000-8a57217dc9acf65664ce | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive | splash10-0a4i-9700000000-987a7fd82a03c828f2f6 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-0a4i-5900000000-80356192ec6d2f2cce17 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-50eeee8ccda679df8336 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-8d97f02d4ffa2f7ea5d7 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gb9-9100000000-5118914f1ab03a16ca6e | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-a61d3231658626b2b393 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-373e69629866322cc176 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9700000000-c3be74dad978cee7d152 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-3f09649991cc4cfcf1ec | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-4900000000-058b7146c5399581303c | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00kf-9000000000-1ab6752f7f0666600263 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-3900000000-1564c33b741bc83530e8 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-054o-9200000000-627147be2fad4471903e | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014u-9000000000-4f6fdf895856dea20b9e | 2021-09-24 | 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 | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C 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 | 21105871 |
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ChEMBL ID | CHEMBL298312 |
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KEGG Compound ID | C01467 |
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Pubchem Compound ID | 342 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17231 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB01776 |
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HMDB ID | HMDB02048 |
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CRC / DFC (Dictionary of Food Compounds) ID | DXH39-K:DXH39-K |
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EAFUS ID | 770 |
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Dr. Duke ID | M-CRESOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00035128 |
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HET ID | CRS |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 108-39-4 |
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GoodScent ID | rw1007701 |
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SuperScent ID | 342 |
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Wikipedia ID | m-Cresol |
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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 septic | 33281 | An agent that prevents or reduces the growth of microorganisms, such as bacteria, fungi, or viruses, to promote wound healing and prevent infection. Therapeutically, anti septics are used to treat minor cuts, scrapes, and burns, and are commonly applied topically to reduce the risk of infection and promote tissue repair. Key medical uses include wound care, surgical site preparation, and skin infection management. | DUKE | Fumigant | 39276 | A chemical agent that kills pests and microorganisms, used to disinfect and sterilize areas. Therapeutically, it has applications in controlling insect-borne diseases and managing fungal infections. Key medical uses include treating lice and scabies infestations, and sterilizing medical equipment and rooms to prevent infection spread. | DUKE | Hemolytic | | An agent that ruptures red blood cells, playing a biological role in breaking down outdated or damaged cells. Therapeutically, it is used to treat conditions like malaria and certain blood disorders. Key medical uses include managing paroxysmal nocturnal hemoglobinuria and other hemolytic diseases, often requiring careful administration to avoid adverse effects. | DUKE | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | Parasiticide | | An agent that kills parasites, used in medicine and veterinary medicine to treat parasitic infections, particularly those caused by protozoa, helminths, and ectoparasites, playing a crucial role in managing diseases such as malaria, worms, and lice infestations. | DUKE | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | Rodenticide | 33288 | An agent that kills rodents, acting as a pesticide to control pest populations. Its biological role is to disrupt normal rodent physiology, often targeting the liver or brain. Therapeutically, rodenticides have limited applications, but are used to manage rodent-borne diseases and protect public health. Key medical uses include preventing the spread of diseases like hantavirus and leptospirosis. | 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 | Flavor | Citations |
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fecal |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| plastic |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| medicinal |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| medical |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| woody |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| leather |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| phenolic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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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 | — 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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