Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:02 UTC |
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Update date | 2020-09-17 15:35:28 UTC |
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Primary ID | FDB012198 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Methyl benzoate |
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Description | Methyl benzoate belongs to the class of organic compounds known as benzoic acid esters. Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the esterification of the carboxyl group in benzoic acid with methanol. It is a colorless to slightly yellow liquid that is immiscible with water but miscible with most organic solvents. Methyl benzoate is used as a flavouring agent. Methyl benzoate has been found in allspice, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study (PMID: 12647866). |
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CAS Number | 93-58-3 |
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Structure | |
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Synonyms | Synonym | Source |
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Benzoic acid, methyl ester | ChEBI | Methyl benzenecarboxylate | ChEBI | Benzoate, methyl ester | Generator | Methyl benzenecarboxylic acid | Generator | Methyl benzoic acid | Generator | Benzoic acid methyl ester | HMDB | Clorius | HMDB | Methyl ester OF benzoic acid | HMDB | Methylbenzoate | HMDB | Niobe oil | HMDB | Oil OF niobe | HMDB | Oniobe oil | HMDB | Methyl benzoate | db_source | Methyl ester of benzoic acid | biospider | Oil of niobe | biospider |
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Predicted Properties | |
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Chemical Formula | C8H8O2 |
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IUPAC name | methyl benzoate |
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InChI Identifier | InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3 |
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InChI Key | QPJVMBTYPHYUOC-UHFFFAOYSA-N |
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Isomeric SMILES | COC(=O)C1=CC=CC=C1 |
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Average Molecular Weight | 136.1479 |
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Monoisotopic Molecular Weight | 136.0524295 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. |
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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 | Benzoic acids and derivatives |
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Direct Parent | Benzoic acid esters |
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Alternative Parents | |
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Substituents | - Benzoate ester
- Benzoyl
- Methyl ester
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- 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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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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 70.58%; H 5.92%; O 23.50% | DFC |
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Melting Point | Fp -12.3° | DFC |
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Boiling Point | Bp24 96-98° | DFC |
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Experimental Water Solubility | 2.1 mg/mL at 20 oC | RIDDICK,JA et al. (1986) |
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Experimental logP | 2.12 | 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 1.09 | 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) | splash10-0a6r-8900000000-5d1c26e3ea8cfe4bbf7a | 2015-03-01 | View Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-3900000000-c8e85f0df98caa46623c | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-8900000000-6fca5a5a67e554be1310 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-6900000000-e50a4550fe1c8b263d81 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-056r-9700000000-798ac6947aeb7428e12c | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-2900000000-158c47203ae5a78de7f1 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4r-2900000000-0d27c93c06f2d27bed8a | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-9800000000-898ce08cbfefd77e3d38 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-3900000000-c8e85f0df98caa46623c | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-8900000000-6fca5a5a67e554be1310 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-6900000000-e50a4550fe1c8b263d81 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-056r-9700000000-798ac6947aeb7428e12c | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-2900000000-158c47203ae5a78de7f1 | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4r-2900000000-0d27c93c06f2d27bed8a | Spectrum | GC-MS | Methyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a6r-9800000000-898ce08cbfefd77e3d38 | Spectrum | Predicted GC-MS | Methyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4i-4900000000-7d64ee136952451331fe | Spectrum | Predicted GC-MS | Methyl benzoate, 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 0V, positive | splash10-000i-0900000000-02cf79e13cdff713bc94 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-000i-1900000000-46dc65ea3c3453f397af | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-000i-2900000000-6d10d7854ba3eaad3821 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-000i-4900000000-dd1ab327a94aea1ffffa | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-000l-6900000000-b3d27912765863a6a3c7 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-000f-9800000000-6c6f95335e5013f73590 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-000f-9600000000-54956ed69705859e3745 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-0006-9600000000-5cf0973d1485464fcbae | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-052f-9500000000-25ce0de1ba6505aa3ea2 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-052f-9600000000-3864e43e7b74477d4d4c | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-0a4l-9600000000-8e38a89eae04d5e7984a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-0a6u-9500000000-43fd82a420b27b47fd7a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, positive | splash10-0a6s-9300000000-1d4f1e2d18e973fa4f40 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-b622c6657d31c63baa3b | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-a35e742379455d840bbf | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0zfr-9500000000-040b49ccf596cdcb3158 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-04580a55e21379539e0c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0900000000-8a2984d01220ab172bdf | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4r-4900000000-6ccc7e9d5518bff71272 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-b622c6657d31c63baa3b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-a35e742379455d840bbf | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0zfr-9500000000-040b49ccf596cdcb3158 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-04580a55e21379539e0c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0900000000-8a2984d01220ab172bdf | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4r-4900000000-6ccc7e9d5518bff71272 | 2015-05-27 | 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, 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 |
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External Links |
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ChemSpider ID | 6883 |
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ChEMBL ID | CHEMBL16435 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 7150 |
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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 | Not Available |
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HMDB ID | HMDB33968 |
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CRC / DFC (Dictionary of Food Compounds) ID | DVN38-Z:HFB52-B |
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EAFUS ID | 2253 |
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Dr. Duke ID | METHYL-BENZOATE|BENZOIC-ACID-METHYL-ESTER |
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BIGG ID | Not Available |
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KNApSAcK ID | C00034054 |
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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 | 93-58-3 |
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GoodScent ID | rw1015011 |
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SuperScent ID | Not Available |
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Wikipedia ID | Methyl_benzoate |
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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 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 | irritant | | | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | 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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prune |
- 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
| lettuce |
- 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
| herb |
- 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
| sweet |
- 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
| phenolic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| wintergreen |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| almond |
- 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.
| cananga |
- 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).
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