Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:09 UTC |
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Update date | 2020-09-17 15:35:09 UTC |
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Primary ID | FDB012393 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Aceteugenol |
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Description | Eugenyl acetate, also known as acetyleugenol, is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. Eugenyl acetate is constituted by a benzene ring, substituted by a methoxy group acetoxy group in position 1, a methoxy group in position 2 and a propenoil moiety in position 4. It is the acetylated derivative of eugenol. Eugenyl acetate is a sweet, carnation, and clove tasting compound. It is found in the highest concentration in a few different foods, such as cloves, ceylon cinnamons, and sweet bay. It has also been detected, but not quantified, in nutmegs, herbs and spices, cumins, star anises, and lemon balms. |
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CAS Number | 93-28-7 |
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Structure | |
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Synonyms | Synonym | Source |
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1,3,4-Eugenol acetate | HMDB | 1-Acetoxy-2-methoxy-4-allylbenzene | HMDB | 2-Methoxy-4-(2-propen-1-yl)phenyl acetate | HMDB | 2-Methoxy-4-(2-propenyl)phenyl acetate | HMDB | 4-Allyl-2-methoxyphenol acetate | HMDB | 4-Allyl-2-methoxyphenyl acetate | HMDB | aceto Eugenol | HMDB | Acetyl eugenol | HMDB | Acetyleugenol | HMDB, MeSH | Eugenol acetate | HMDB | Eugenyl acetate | HMDB, MeSH | FEMA 2469 | HMDB | Phenol, 2-methoxy-4-(2-propen-1-yl)-, 1-acetate | HMDB | Phenol, 2-methoxy-4-(2-propenyl)-, acetate | HMDB | Phenol, 4-allyl-2-methoxy-, acetate | HMDB | (2-Methoxy-4-prop-2-enylphenyl) acetate | HMDB | 2-Methoxy-4-(2-propenyl)phenol acetate | HMDB | Aceteugenol | HMDB | O-Acetyleugenol | HMDB | Aceto eugenol | biospider | Eugenyl acetic acid | Generator |
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Predicted Properties | |
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Chemical Formula | C12H14O3 |
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IUPAC name | 2-methoxy-4-(prop-2-en-1-yl)phenyl acetate |
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InChI Identifier | InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H3 |
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InChI Key | SCCDQYPEOIRVGX-UHFFFAOYSA-N |
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Isomeric SMILES | COC1=C(OC(C)=O)C=CC(CC=C)=C1 |
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Average Molecular Weight | 206.2378 |
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Monoisotopic Molecular Weight | 206.094294314 |
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Classification |
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Description | Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenol esters |
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Sub Class | Not Available |
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Direct Parent | Phenol esters |
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Alternative Parents | |
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Substituents | - Phenol ester
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Carboxylic acid ester
- Carboxylic acid derivative
- Ether
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- 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: Biological location: Source: |
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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 69.89%; H 6.84%; O 23.27% | DFC |
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Melting Point | Mp 30-31° | DFC |
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Boiling Point | Bp13 163-164° | DFC |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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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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GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03dl-5900000000-07dccf5db214bbe5da36 | Spectrum | GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03di-1900000000-9c3ff0de59c85e8294b0 | Spectrum | GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03di-4900000000-67c6396f6b356ed19199 | Spectrum | GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03dl-5900000000-07dccf5db214bbe5da36 | Spectrum | GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03di-1900000000-9c3ff0de59c85e8294b0 | Spectrum | GC-MS | Aceteugenol, non-derivatized, GC-MS Spectrum | splash10-03di-4900000000-67c6396f6b356ed19199 | Spectrum | Predicted GC-MS | Aceteugenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03dl-4900000000-a304eb063db0dbfb4754 | Spectrum | Predicted GC-MS | Aceteugenol, 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 - Orbitrap 1V, positive | splash10-0a4i-0190000000-aac08a05e91542bc8ee6 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-0a4i-0490000000-7b507551acbb774fdb39 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-0a4r-0970000000-103298343d2eeedb4b71 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-052r-0930000000-790979ed2c402e55985f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-052r-0920000000-fca2cfe497d7997a05d9 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-052r-0910000000-85b083c7cb397c23ae7d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-052r-0900000000-cd22b7ee4e8289af04cd | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 7V, positive | splash10-059i-0900000000-bffea5112bca02611ffb | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, positive | splash10-05br-0900000000-b4fc4d81a5f5db11ba7d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 9V, positive | splash10-05dr-0900000000-9c4086a215cced0aaebc | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 12V, positive | splash10-00bi-0900000000-d5a5b0376c1d44d53269 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 15V, positive | splash10-004i-1900000000-fa5b9e1fa96c52be882a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 18V, positive | splash10-004i-3900000000-cf5ef9e2fee8299440e9 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 21V, positive | splash10-004l-5900000000-e7818cc62a6d1f999ef8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 27V, positive | splash10-0fvi-9700000000-096c27413dd813f427c8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-000i-0900000000-34fbb1b55cebae7182b3 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-004i-0900000000-73ec60ea1131e1a25937 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-000i-0900000000-af68f4a566c5bf7574cb | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-0a4i-4900000000-cd4aeb3ab174f068fb15 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-00di-0900000000-3742e23de9fd8aace948 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 14V, positive | splash10-0a4j-0900000000-9720dfd149796e13f607 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-000i-0900000000-a327ab73af988d78e268 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-000i-0900000000-5a75ad949f6ef3df602a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 7V, positive | splash10-000i-0900000000-b0b4702efee1e3322428 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 7V, positive | splash10-0079-0900000000-7ecf1428cf5a2ae600b5 | 2020-07-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 6869 |
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ChEMBL ID | CHEMBL108299 |
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KEGG Compound ID | C14567 |
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Pubchem Compound ID | 7136 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 647 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB34122 |
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CRC / DFC (Dictionary of Food Compounds) ID | HDW90-Y:HGS52-P |
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EAFUS ID | 1327 |
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Dr. Duke ID | EUGENYL-ACETATE|ACETOEUGENOL|ACETYL-EUGENOL|EUGENOL-ACETATE |
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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 | Not Available |
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GoodScent ID | rw1005011 |
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SuperScent ID | 7136 |
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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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clove |
- 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.
| fresh |
- 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.
| woody |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| carnation |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| malt |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| spice |
- 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 | 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 | — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070. — 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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