Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:45 UTC |
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Update date | 2019-11-26 02:55:35 UTC |
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Primary ID | FDB000887 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Cinnamyl alcohol |
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Description | Cinnamyl alcohol, also known as styrylcarbinol or zimtalcohol, belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. Cinnamyl alcohol is a sweet, balsam, and bitter tasting compound. Cinnamyl alcohol is found, on average, in the highest concentration within ceylon cinnamons (Cinnamomum verum) and star anises (Illicium verum). Cinnamyl alcohol has also been detected, but not quantified in, several different foods, such as green zucchinis (Cucurbita pepo var. cylindrica), turmerics (Curcuma longa), shiitakes (Lentinus edodes), bamboo shoots (Phyllostachys edulis), and pepper (spice). This could make cinnamyl alcohol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Cinnamyl alcohol. |
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CAS Number | 104-54-1 |
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Structure | |
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Synonyms | Synonym | Source |
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3-Phenyl-2-propen-1-ol | ChEBI | Styrylcarbinol | ChEBI | Zimtalcohol | ChEBI | 3-Phenyl-2-propene-1-ol | MeSH | Cinnamic alcohol | MeSH | Cinnamyl alcohol, (e)-isomer | MeSH | Cinnamyl alcohol, titanium (4+) salt | MeSH | 1-Phenyl-1-propen-3-ol | HMDB | 3-Phenyl-2-propenol | HMDB | 3-Phenylallyl alcohol | HMDB | 3-Phenylprop-2-en-1-ol | HMDB, MeSH | Cinnamyl alcohol, 8ci | HMDB | FEMA 2294 | HMDB | gamma-Phenylallyl alcohol | HMDB | Phenyl-2-propen-1-ol | HMDB | Phenyl-2-propenol | HMDB | Phenylallyl alcohol | HMDB | Styrone | HMDB | Styryl alcohol | HMDB | (Z)-3-Phenyl-2-propen-1-ol | ChEBI | Cinnamyl alcohol, 8CI | db_source | Z-Cinnamyl alcohol | ChEBI |
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Predicted Properties | |
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Chemical Formula | C9H10O |
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IUPAC name | 3-phenylprop-2-en-1-ol |
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InChI Identifier | InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2 |
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InChI Key | OOCCDEMITAIZTP-UHFFFAOYSA-N |
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Isomeric SMILES | OCC=CC1=CC=CC=C1 |
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Average Molecular Weight | 134.1751 |
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Monoisotopic Molecular Weight | 134.073164942 |
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Classification |
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Description | Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Cinnamyl alcohols |
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Sub Class | Not Available |
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Direct Parent | Cinnamyl alcohols |
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Alternative Parents | |
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Substituents | - Cinnamyl alcohol
- Styrene
- Benzenoid
- 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: |
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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 80.56%; H 7.51%; O 11.92% | DFC |
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Melting Point | 33 oC | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 1.95 | 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 | 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 | Cinnamyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0uyl-4900000000-f5041423af8993736d98 | Spectrum | Predicted GC-MS | Cinnamyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-010c-9500000000-c3c6821e801767306100 | Spectrum | Predicted GC-MS | Cinnamyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cinnamyl alcohol, 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 | splash10-014r-0900000000-d61d9fd352f7bed6ae4e | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-1900000000-f7dabd1250954bcefeba | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gb9-8900000000-8482f1c6f481aa95c81c | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0900000000-aee2c26cbb0d652aec2f | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-1731b8b6e8d3c392931a | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0gdl-6900000000-ec41da5c5b1a22a7f9dc | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014r-0900000000-d61d9fd352f7bed6ae4e | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-1900000000-f7dabd1250954bcefeba | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gb9-8900000000-8482f1c6f481aa95c81c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0900000000-aee2c26cbb0d652aec2f | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-1731b8b6e8d3c392931a | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0gdl-6900000000-ec41da5c5b1a22a7f9dc | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-1900000000-27dd5aba23f62a0bb774 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0gbc-3900000000-3b0e7fa691549cea1017 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-016r-9200000000-ce8637df94824e2a6ed6 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014l-4900000000-2cab5f77bd64078bc3f8 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9600000000-06cea44318e246044cfd | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00kf-9100000000-e07a9637961c556fc4c5 | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4444146 |
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ChEMBL ID | CHEMBL118958 |
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KEGG Compound ID | C02394 |
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Pubchem Compound ID | 5280511 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17177 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB29697 |
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CRC / DFC (Dictionary of Food Compounds) ID | BLR24-Y:BLR24-Y |
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EAFUS ID | 652 |
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Dr. Duke ID | CINNAMIC-ALCOHOL|CINNAMYL-ALCOHOL |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 104-54-1 |
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GoodScent ID | rw1003291 |
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SuperScent ID | 5315892 |
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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 | |
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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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oil |
- 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
| hyacinth |
- 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.
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| balsam |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| spicy |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| green |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| powdery |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| cinnamic |
- 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 | 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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