Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:01 UTC |
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Update date | 2019-11-26 03:06:16 UTC |
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Primary ID | FDB012152 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | 2-Phenylethanol |
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Description | 2-Phenylethanol, also known as phenethyl alcohol or 2-PEA, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethanol exists in all living species, ranging from bacteria to plants to humans. 2-Phenylethanol is a bitter, floral, and honey tasting compound. 2-Phenylethanol is found, on average, in the highest concentration within a few different foods, such as red wine, black walnuts (Juglans nigra), and white wine and in a lower concentration in peppermints (Mentha X piperita), sweet basils (Ocimum basilicum), and bilberries (Vaccinium myrtillus). 2-Phenylethanol has also been detected, but not quantified in, several different foods, such as rowanberries (Sorbus aucuparia), elderberries (Sambucus), rocket salad (ssp.), napa cabbages (Brassica rapa var. pekinensis), and summer savories (Satureja hortensis). This could make 2-phenylethanol a potential biomarker for the consumption of these foods. 2-Phenylethanol, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, autism, and pervasive developmental disorder not otherwise specified; 2-phenylethanol has also been linked to the inborn metabolic disorder celiac disease. Based on a literature review a significant number of articles have been published on 2-Phenylethanol. |
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CAS Number | 60-12-8 |
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Structure | |
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Synonyms | Synonym | Source |
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2-Hydroxyethylbenzene | ChEBI | 2-PEA | ChEBI | 2-PHENYL-ethanol | ChEBI | Benzeneethanol | ChEBI | Benzylmethanol | ChEBI | beta-PEA | ChEBI | beta-Phenethyl alcohol | ChEBI | beta-Phenylethanol | ChEBI | beta-Phenylethyl alcohol | ChEBI | Phenethyl alcohol | ChEBI | Phenylethyl alcohol | ChEBI | b-PEA | Generator | Β-pea | Generator | b-Phenethyl alcohol | Generator | Β-phenethyl alcohol | Generator | b-Phenylethanol | Generator | Β-phenylethanol | Generator | b-Phenylethyl alcohol | Generator | Β-phenylethyl alcohol | Generator | 1-Phenyl-2-ethanol | HMDB | 2-Phenethanol | HMDB | 2-Phenethyl alcohol | HMDB | 2-PhenyIethanol | HMDB | 2-Phenylethyl alcohol | HMDB | b-Hydroxyethylbenzene | HMDB | Benzeneethanol, 9ci | HMDB | Benzenethanol | HMDB | Benzyl carbinol | HMDB, MeSH | Benzyl ethyl alcohol | HMDB | Benzyl-methanol | HMDB | Benzylcarbinol | HMDB | beta -Hydroxyethylbenzene | HMDB | FEMA 2858 | HMDB | Hydroxyethylbenzene | HMDB | Phenethanol | HMDB | Phenethyl alcohol, 8ci, ban | HMDB | Phenyl ethyl alcohol | HMDB | Phenyl-ethanol | HMDB | Phenylethanol | HMDB, MeSH | Phenylethyl alcohol, usan | HMDB | Alcohol, phenylethyl | MeSH, HMDB | Alcohol, phenethyl | MeSH, HMDB | beta Phenylethanol | MeSH, HMDB | 2 Phenylethanol | MeSH, HMDB | Carbinol, benzyl | MeSH, HMDB | β-hydroxyethylbenzene | biospider | 2-Phenyl-Ethanol | biospider | Benzeneethanol, 9CI | db_source | Beta-phenylethanol | biospider | Beta-phenylethyl alcohol | biospider | Ethanol, 2-phenyl- | biospider | Ethanol, phenyl- | biospider | Methanol, benzyl- | biospider | Phenethyl alcohol, 8CI, BAN | db_source | Phenylethyl alcohol, USAN | db_source | β-pea | Generator | β-phenethyl alcohol | Generator | β-phenylethanol | Generator | β-phenylethyl alcohol | Generator |
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Predicted Properties | |
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Chemical Formula | C8H10O |
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IUPAC name | 2-phenylethan-1-ol |
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InChI Identifier | InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2 |
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InChI Key | WRMNZCZEMHIOCP-UHFFFAOYSA-N |
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Isomeric SMILES | OCCC1=CC=CC=C1 |
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Average Molecular Weight | 122.1644 |
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Monoisotopic Molecular Weight | 122.073164942 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Not Available |
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Direct Parent | Benzene and substituted derivatives |
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Alternative Parents | |
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Substituents | - Monocyclic benzene moiety
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- 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: Source: Biological location: |
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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 78.65%; H 8.25%; O 13.10% | DFC |
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Melting Point | Mp -25.8° | DFC |
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Boiling Point | Bp10 99.5° | DFC |
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Experimental Water Solubility | 22.2 mg/mL at 25 oC | VALVANI, SC et al. (1981) |
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Experimental logP | 1.36 | HANSCH,C ET AL. (1995) |
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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 | d204 1.02 | DFC |
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Refractive Index | n20D 1.5325 | 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) | splash10-0006-9100000000-2e7748b750dd46a70f69 | 2015-03-01 | View Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-850cab93c17d62d7ae48 | Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-e67375f5607fb09ff117 | Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-0ea4f78bf9f95dd3e378 | Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-850cab93c17d62d7ae48 | Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-e67375f5607fb09ff117 | Spectrum | GC-MS | 2-Phenylethan-1-ol, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-0ea4f78bf9f95dd3e378 | Spectrum | Predicted GC-MS | 2-Phenylethan-1-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9200000000-12b145fa925fdbec3da0 | Spectrum | Predicted GC-MS | 2-Phenylethan-1-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0096-9300000000-143aa2e8abc3ff64d203 | Spectrum | Predicted GC-MS | 2-Phenylethan-1-ol, 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 - QTOF 4V, positive | splash10-0a4i-4900000000-01a904ef24c032004b01 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 5V, positive | splash10-0a4i-3900000000-ddf7f3974789f0591a55 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 7V, positive | splash10-0a4i-2900000000-f5f16d832b17b6c42111 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 10V, positive | splash10-0a6r-4900000000-798c6ceb60cef825b507 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 15V, positive | splash10-056r-9600000000-ab7ba9e5577110cb6606 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 17V, positive | splash10-004i-9400000000-f7bfe71e4407e811baac | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 20V, positive | splash10-004i-9200000000-fdd7461658bdfde8e166 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 23V, positive | splash10-004i-9100000000-3ee09fc79fd925fea86a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 25V, positive | splash10-004i-9000000000-8ca4cd35ef32af2c5ee6 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 27V, positive | splash10-004i-9000000000-bc43025005b4fc0228ea | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 30V, positive | splash10-0fb9-9000000000-ebfd370a836a01c2e644 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 33V, positive | splash10-0ufr-9000000000-8eb5ed3477e91745eb8a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 35V, positive | splash10-0ufr-9000000000-08b0a4ab5c93b536ece3 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 40V, positive | splash10-0udi-9000000000-0016533929cda6a36167 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - QTOF 45V, positive | splash10-0udi-9000000000-a64c19beae57204777f7 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ab9-0900000000-1568ff280886079d9591 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-e752bbf1c2351ee5aab5 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a6r-9600000000-a4927b67121bc2c9a1ed | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-3900000000-796d56c2e36ce04910a5 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-006x-8900000000-3a23c6e7ffa45e886132 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0f96-9300000000-5414e7814d2a11171734 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00dl-7900000000-180ad2b2d5ea5abc75fc | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-9300000000-dc57d0e64c13958600db | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004l-9000000000-4a2b1f87db1ff5c4e2a0 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4l-7900000000-c5bfd86d969527f320b1 | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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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 | 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 |
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External Links |
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ChemSpider ID | 5830 |
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ChEMBL ID | CHEMBL448500 |
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KEGG Compound ID | C05853 |
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Pubchem Compound ID | 6054 |
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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 | DB02192 |
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HMDB ID | HMDB33944 |
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CRC / DFC (Dictionary of Food Compounds) ID | HDT74-H:HDT74-H |
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EAFUS ID | 2957 |
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Dr. Duke ID | BETA-PHENYLETHYLALCOHOL|2-PHENYLETHANOL|2-PHENYLETHYL-ALCOHOL|PHENYL-ETHYL-ALCOHOL|PHENETHYL-ALCOHOL|2-PHENETHANOL|BETA-PHENYLETHANOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00002663 |
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HET ID | PEL |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 60-12-8 |
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GoodScent ID | rw1010051 |
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SuperScent ID | Not Available |
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Wikipedia ID | 2-Phenylethanol |
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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 bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | motor depressant | | | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | 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 | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | 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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honey |
- 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
| spice |
- 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
| rose |
- 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| lilac |
- 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
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| rose dried |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| rose flower |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| rose water |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| bitter |
- Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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