Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:46 UTC |
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Update date | 2020-09-17 15:30:03 UTC |
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Primary ID | FDB003367 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Benzyl acetate |
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Description | Benzyl acetate, also known as benzyl ethanoate, is an organic ester formed from the condensation of benzyl alcohol and acetic acid. Benzyl acetate is a neutral compound with a sweet jasmine-like aroma and a sweet, apple, and apricot taste. Benzyl acetate is found in highest concentration in sweet basils and is detected in figs, fruits, pomes, tea, and alcoholic beverages making benzyl acetate a potential biomarker for the consumption of these foods. Benzyl acetate is used as a flavoring agent to impart jasmine or apple flavors to various cosmetics and personal care products like lotions, hair creams (https://doi.org/10.1016/B978-0-443-06241-4.00013-8). |
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CAS Number | 140-11-4 |
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Structure | |
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Synonyms | Synonym | Source |
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Acetic acid, benzyl ester | ChEBI | Acetic acid, phenylmethyl ester | ChEBI | Benzyl ethanoate | ChEBI | Phenylmethyl ethanoate | ChEBI | Acetate, benzyl ester | Generator | Acetate, phenylmethyl ester | Generator | Benzyl ethanoic acid | Generator | Phenylmethyl ethanoic acid | Generator | Benzyl acetic acid | Generator | (Acetoxymethyl)benzene | HMDB | acetato De bencilo | HMDB | Acetic acid benzyl ester | HMDB, MeSH | Acetic acid phenylmethyl ester | HMDB | alpha-Acetoxytoluene | HMDB | Benzyl acetate + glycine combination | HMDB | Benzyl ester OF acetic acid | HMDB | Benzylester kyseliny octove | HMDB | FEMA 2135 | HMDB | Nchem.167-comp5 | HMDB | Phenylmethyl acetate | HMDB | Plastolin I | HMDB | (14C)Benzyl acetate | MeSH, HMDB | Benzyl (1-14C)acetate | MeSH, HMDB | Benzyl (2-14C)acetate | MeSH, HMDB | (acetoxymethyl)benzene | biospider | α-acetoxytoluene | biospider | Acetato de bencilo | biospider | Alpha-acetoxytoluene | biospider | Benzyl ester of acetic acid | biospider | nchem.167-comp5 | biospider |
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Predicted Properties | |
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Chemical Formula | C9H10O2 |
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IUPAC name | benzyl acetate |
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InChI Identifier | InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 |
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InChI Key | QUKGYYKBILRGFE-UHFFFAOYSA-N |
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Isomeric SMILES | CC(=O)OCC1=CC=CC=C1 |
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Average Molecular Weight | 150.1745 |
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Monoisotopic Molecular Weight | 150.068079564 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. |
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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 | Benzyloxycarbonyls |
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Direct Parent | Benzyloxycarbonyls |
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Alternative Parents | |
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Substituents | - Benzyloxycarbonyl
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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 | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 71.98%; H 6.71%; O 21.31% | DFC |
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Melting Point | -51.3 oC | |
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Boiling Point | Bp102 134° | DFC |
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Experimental Water Solubility | 3.1 mg/mL at 25 oC | CHEMICALS INSPECTION AND TESTING INSTITU (1992) |
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Experimental logP | 1.96 | 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 | d2525 1.05 | DFC |
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Refractive Index | n25D 1.4994 | 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) | splash10-052f-9400000000-2a4e82268df5cfb3e479 | 2014-09-20 | View Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-cff0c394a1b0b3cc9207 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-841f27b9e65e2ce89c1a | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9400000000-623c61f61fdb6da2b8d5 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9200000000-25dd8e6faa7ec0169f6b | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-cff0c394a1b0b3cc9207 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-841f27b9e65e2ce89c1a | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9400000000-623c61f61fdb6da2b8d5 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9200000000-25dd8e6faa7ec0169f6b | Spectrum | Predicted GC-MS | Benzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-17b9d18d5fb4783325ba | Spectrum | Predicted GC-MS | Benzyl acetate, 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 - LC-ESI-QFT , positive | splash10-000i-9700000000-abe92e96f1d84e65be70 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive | splash10-000i-9000000000-c754ef385d6b93795a90 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0a4i-0900000000-75c07172980b788be9a7 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative | splash10-0a4r-4900000000-530ce1ca47f4b6dd88eb | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9200000000-40a46bd1fe10e848be93 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0002-3900000000-f95214ead4fcf995cc2f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0002-3900000000-fcba2e2d876651267222 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-000i-9000000000-e01217d3d96977aead45 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0a4r-4900000000-a5cc39c53acb1a217941 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0900000000-035e3c3e1d8e79d12dd5 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0zfr-1900000000-20dbebba6e1a1e7b6b1b | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0fr6-9200000000-12ccb23d1b98b40680b9 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-2900000000-498c774b4001661ce18f | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-3900000000-3edd7ab114803f4c05f7 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-002f-9200000000-9da2fbbe84ceded6d971 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a6r-4900000000-72df46e2c6c70289affb | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-056r-9700000000-fe550ab4d8eed595fcca | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-2e2f653a7e5f9110776f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-6d5d1d34807981036317 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-420694b18a259683f9c8 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00kf-9000000000-61af7471e21d1a9ee868 | 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 |
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External Links |
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ChemSpider ID | 13850405 |
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ChEMBL ID | CHEMBL1233714 |
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KEGG Compound ID | C15513 |
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Pubchem Compound ID | 8785 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 52051 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB31310 |
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CRC / DFC (Dictionary of Food Compounds) ID | CWL26-G:CWL26-G |
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EAFUS ID | 310 |
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Dr. Duke ID | BENZYL-ACETATE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00035535 |
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HET ID | J0Z |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 140-11-4 |
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GoodScent ID | rw1001611 |
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SuperScent ID | 8785 |
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Wikipedia ID | Benzyl_acetate |
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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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Acaricide | 22153 | An agent that kills mites and ticks, used to control infestations and prevent diseases like scabies and tick-borne illnesses. Therapeutically, acaricides are applied topically or systemically to treat parasitic infections, reducing discomfort and preventing disease transmission. Key medical uses include treating acariasis, demodectic mange, and tick paralysis. | DUKE | Cardiotonic | 38070 | An agent that strengthens heart muscle contractions, enhancing cardiac output. It plays a biological role in regulating heart function and is therapeutically used to treat heart failure, improving symptoms and exercise tolerance. Key medical uses include managing cardiomyopathy, atrial fibrillation, and congestive heart failure. | DUKE | Emetic | | An agent that induces vomiting, playing a biological role in expelling toxins from the body. Therapeutically, it is used to treat poisoning, overdose, or gastrointestinal obstruction. Key medical uses include managing drug toxicity and aiding in stomach pumping procedures. | DUKE | Name | 48318 | flavor | DUKE | Hypotensive | | An agent that lowers blood pressure, playing a biological role in regulating cardiovascular function. Therapeutically, it's used to manage hypertension, heart failure, and angina, with key medical applications in preventing stroke, kidney disease, and cardiac complications. | DUKE | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | Laxative | 50503 | An agent that stimulates bowel movements, relieving constipation by softening stool or increasing intestinal motility. Therapeutically, laxatives are used to treat constipation, prepare the bowel for medical procedures, and manage certain medical conditions, such as irritable bowel syndrome. | DUKE | Tumorigenic | 50903 | An agent or factor that promotes tumor formation and growth, playing a key role in cancer development. Therapeutically, understanding tumorigenic mechanisms informs cancer treatment strategies, with applications in oncology for developing targeted therapies to inhibit tumor growth and progression. | DUKE | Varroacide | | An agent that kills parasitic mites, primarily used to control Varroa mite infestations in bee colonies, promoting bee health and preventing colony collapse. | 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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fresh |
- 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.
| boiled vegetable |
- 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
| jasmine |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| apple |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| apricot |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| cherry |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| plum |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| sweet |
- 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.
| fruity |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| jasmin |
- 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
| boiledvegetable |
- 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
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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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