Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:37 UTC |
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Update date | 2019-11-26 03:08:15 UTC |
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Primary ID | FDB013274 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Thymoquinone |
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Description | Thymoquinone, also known as TQ, belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. Thymoquinone is found, on average, in the highest concentration within winter savories (Satureja montana). Thymoquinone has also been detected, but not quantified in, herbs and spices. This could make thymoquinone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Thymoquinone. |
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CAS Number | 490-91-5 |
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Structure | |
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Synonyms | Synonym | Source |
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2-Isopropyl-5-methyl-1,4-benzoquinone | ChEBI | 2-Isopropyl-5-methyl-p-benzoquinone | ChEBI | 2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione | ChEBI | 5-Isopropyl-2-methyl-2,5-cyclohexadiene-1,4-dione | ChEBI | p-Cymene-2,5-dione | ChEBI | p-Mentha-3,6-diene-2,5-dione | ChEBI | Thymoquinon | ChEBI | TQ | ChEBI | 2-Isopropyl-5-methylbenzo-1,4-quinone | HMDB | 2-Isopropyl-5-methylbenzoquinone | HMDB, MeSH | 2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9ci | HMDB | 2-Methyl-5-isopropyl-1,4-benzoquinone | HMDB | 2-Methyl-5-isopropyl-P-benzoquinone | HMDB, MeSH | 5-Isopropyl-2-methyl-1,4-benzoquinone | HMDB | 5-Isopropyl-2-methyl-P-benzoquinone | HMDB | P-Mentha-3,6-diene-2,5-dione (8ci) | HMDB | Polythymoquinone | HMDB | Thymoil | HMDB | Thymolquinone | HMDB | Dihydrothymoquinone | MeSH, HMDB | Thymoquinone | MeSH | 2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9CI | db_source | 2-Methyl-5-isopropyl-p-benzoquinone | biospider | 2,5-Cyclohexadiene-1,4-dione, 2-methyl-5-(1-methylethyl)- | biospider | 2,5-Cyclohexadiene-1,4-dione, 5-isopropyl-2-methyl- | biospider | 5-Isopropyl-2-methyl-p-benzoquinone | biospider | p-Mentha-3,6-diene-2,5-dione (8CI) | biospider |
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Predicted Properties | |
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Chemical Formula | C10H12O2 |
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IUPAC name | 2-methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione |
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InChI Identifier | InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3 |
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InChI Key | KEQHJBNSCLWCAE-UHFFFAOYSA-N |
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Isomeric SMILES | CC(C)C1=CC(=O)C(C)=CC1=O |
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Average Molecular Weight | 164.2011 |
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Monoisotopic Molecular Weight | 164.083729628 |
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Classification |
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Description | Belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | P-benzoquinones |
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Alternative Parents | |
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Substituents | - P-benzoquinone
- Organic oxide
- Hydrocarbon derivative
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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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 73.15%; H 7.37%; O 19.49% | DFC |
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Melting Point | Mp 44-45° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 2.20 | SANGSTER (1993) |
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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 | 282 (e 2450) (EtOH) (Berdy) | 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 | Thymoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00xr-6900000000-764f3b8a1150b1cac052 | Spectrum | Predicted GC-MS | Thymoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Thymoquinone, 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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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-96f0c8e4e4f4a8455abe | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-5900000000-441064ba80ff42a70cfe | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014i-9200000000-c6d527c2a9a79f901029 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0900000000-d9e63c8d82efebaf41b1 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-0900000000-98b2dccaab2bbdb236fe | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014r-9500000000-19dae31b3a18d5f7735c | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0900000000-8db47caa9667c101bd0f | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-0900000000-5a485fdf30f3fb6eef66 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-9500000000-e6c8bd2fffd875c29cff | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-7a4cd3c2c5dcf8576412 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00xr-3900000000-c1e3ac1b0edf80cd5e27 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00kf-9100000000-897472ebb650188b991d | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 9861 |
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ChEMBL ID | CHEMBL1672002 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 10281 |
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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 | HMDB34732 |
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CRC / DFC (Dictionary of Food Compounds) ID | HQQ33-S:HQQ33-S |
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EAFUS ID | Not Available |
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Dr. Duke ID | THYMOQUINONE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00010876 |
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HET ID | IMW |
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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 arthritic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti asthmatic | 49167 | A drug used to treat asthma. | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti bronchitic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti eicosanoid | 35222 | A substance that diminishes the rate of a chemical reaction. | DUKE | anti histaminic | 37956 | Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. | DUKE | antioxidant | 22586 | A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. | DUKE | anti rheumatic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti spasmodic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | carcinogenic | 50903 | A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. | DUKE | choleretic | | | DUKE | cyclooxygenase inhibitor | 35544 | A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. | DUKE | lipoxygenase inhibitor | 35856 | A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | toxic | 52209 | A role played by the molecular entity or part thereof which causes the development of a pathological process. | DUKE | uricosuric | | | 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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