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 | FDB008785 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 2-Methylphenol |
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Description | o-Cresol, also known as ortho-cresol or 2-hydroxytoluene, belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. o-Cresol exists in all living species, ranging from bacteria to plants to humans. o-Cresol is a medicinal, musty, and phenolic tasting compound. o-Cresol is found, on average, in the highest concentration within beer and peppermints (Mentha X piperita). o-Cresol has also been detected, but not quantified in, several different foods, such as herbal tea, garden tomato (var.), green bell peppers (Capsicum annuum), asparagus (Asparagus officinalis), and arabica coffees (Coffea arabica). This could make O-cresol a potential biomarker for the consumption of these foods. o-Cresol, with regard to humans, has been found to be associated with the diseases such as cresol poisoning ibs; O-cresol has also been linked to the inborn metabolic disorder celiac disease. Based on a literature review a small amount of articles have been published on o-Cresol. |
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CAS Number | 95-48-7 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Hydroxy-2-methylbenzene | ChEBI | 2-Cresol | ChEBI | 2-Hydroxy-1-methylbenzene | ChEBI | 2-Hydroxytoluene | ChEBI | O-Cresylic acid | ChEBI | O-Kresol | ChEBI | O-Methylphenol | ChEBI | Ortho-cresol | ChEBI | Orthocresol | ChEBI | O-Cresylate | Generator | 1-Methyl-2-hydroxybenzene | HMDB | 2-Methylphenol | HMDB, MeSH | O-Hydroxytoluene | HMDB | O-Methylphenylol | HMDB | O-Oxytoluene | HMDB | O-Toluol | HMDB | 2-Cresol, potassium salt | MeSH, HMDB | 2-Cresol, ammonium salt | MeSH, HMDB | 2-Cresol, sodium salt | MeSH, HMDB | 2-hydroxy-1-methylbenzene | biospider | Cresol, o- | biospider | Cresol, ortho- | biospider | Cresylic acid | biospider | FEMA 3480 | db_source | o-Cresol | biospider | o-Cresol, 8CI | db_source | o-Cresylic acid | db_source | o-Hydroxytoluene | db_source | O-methylphenol | biospider | O-oxytoluene | biospider | O-toluol | biospider | Phenol, 2-methyl- | biospider |
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Predicted Properties | |
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Chemical Formula | C7H8O |
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IUPAC name | 2-methylphenol |
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InChI Identifier | InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3 |
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InChI Key | QWVGKYWNOKOFNN-UHFFFAOYSA-N |
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Isomeric SMILES | CC1=CC=CC=C1O |
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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 ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, 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 | Ortho cresols |
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Alternative Parents | |
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Substituents | - O-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 | Source: Route of exposure: Biological location: |
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Role | Environmental role: Industrial application: |
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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 | Solid | |
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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 30° | DFC |
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Boiling Point | Bp6 70° | DFC |
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Experimental Water Solubility | 25.9 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 1.95 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 10.32 (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 | d204 1.05 | DFC |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0a4i-9800000000-c390212681445a7e2727 | 2014-09-20 | View Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a6r-9600000000-5a01d451557a1b35332a | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0pbi-9200000000-be9e6e56af8374e66beb | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-7900000000-c8eb63e9fe9da99fda0f | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-00ko-5900000000-cef3087dea0c431cce4b | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a6r-9600000000-5a01d451557a1b35332a | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0pbi-9200000000-be9e6e56af8374e66beb | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-0a4i-7900000000-c8eb63e9fe9da99fda0f | Spectrum | GC-MS | 2-Methylphenol, non-derivatized, GC-MS Spectrum | splash10-00ko-5900000000-cef3087dea0c431cce4b | Spectrum | Predicted GC-MS | 2-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4i-6900000000-7ba7c816e0edce6b772f | Spectrum | Predicted GC-MS | 2-Methylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-06di-7900000000-db9d20fae81c588496fe | Spectrum | Predicted GC-MS | 2-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-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-5900000000-c7d0037b6de77737b7e4 | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-0006-9000000000-151af99851311002a3fa | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03y3-9000000000-260e2bcf6f7dca1a3c9c | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (VARIAN MAT-44) , Positive | splash10-0a6r-9600000000-ac87a40c538d227b6915 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive | splash10-0pbi-9200000000-be9e6e56af8374e66beb | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-0a4i-7900000000-1a7cfac9452c2b14f977 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-5d6424b7db2e7e40d6d7 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-2900000000-e468ad1b8f28b32d7276 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0ufr-9000000000-2629c90f57b18d57c59d | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-8feea1e7288d5bc80ea5 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-22006f43be347c915292 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a6u-9300000000-d3ec19098100f79d4ebd | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-3f09649991cc4cfcf1ec | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-3f09649991cc4cfcf1ec | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0i03-9100000000-267c04454ade05650a34 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-2900000000-c580eec1345db0ab9045 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-002f-9000000000-923877cbbb5c2a1edb9c | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-016u-9000000000-09eba92f6442b1a88ad5 | 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 | 1H NMR Spectrum (1D, 90 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 | 13835772 |
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ChEMBL ID | CHEMBL46931 |
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KEGG Compound ID | C01542 |
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Pubchem Compound ID | 335 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 28054 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB02055 |
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CRC / DFC (Dictionary of Food Compounds) ID | DXH33-E:DXH33-E |
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EAFUS ID | 771 |
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Dr. Duke ID | O-CRESOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00030878 |
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HET ID | JZ0 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 95-48-7 |
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GoodScent ID | rw1007721 |
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SuperScent ID | 335 |
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Wikipedia ID | o-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 | |
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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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phenol |
- 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
| musty |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| medicinal |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| 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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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