Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:23 UTC |
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Update date | 2020-09-17 15:39:55 UTC |
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Primary ID | FDB012844 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | Benzyl benzoate |
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Description | Benzyl Benzoate, also known as benylate or benylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzyl Benzoate is a drug which is used to kill lice and the mites responsible for the skin condition scabies. Benzyl Benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl Benzoate is a faint, sweet, and almond tasting compound. Outside of the human body, Benzyl Benzoate is found, on average, in the highest concentration within ceylon cinnamons. Benzyl Benzoate has also been detected, but not quantified in, several different foods, such as chinese chestnuts, highbush blueberries, bayberries, horseradish tree, and tinda. This could make benzyl benzoate a potential biomarker for the consumption of these foods. |
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CAS Number | 120-51-4 |
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Structure | |
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Synonyms | Synonym | Source |
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Benylate | ChEBI | BENZOIC ACID phenylmethylester | ChEBI | Benzoic acid, benzyl ester | ChEBI | Benzoic acid, phenylmethyl ester | ChEBI | Phenylmethyl benzoate | ChEBI | Benylic acid | Generator | BENZOate phenylmethylester | Generator | Benzoate, benzyl ester | Generator | Benzoate, phenylmethyl ester | Generator | Phenylmethyl benzoic acid | Generator | Benzyl benzoic acid | Generator | Benzanil | MeSH, HMDB | Novoscabin | MeSH, HMDB | Benzemul | MeSH, HMDB | Benzylbenzoaat smeersel fna | MeSH, HMDB | Acarosan | MeSH, HMDB | Ansar | MeSH, HMDB | Acaril | MeSH, HMDB | Antiscabiosum | MeSH, HMDB | Ascabiol | MeSH, HMDB | 1dzm | biospider | Ascabin | db_source | Benylate (TN) | biospider | Benzoic acid benzyl ester | biospider | Benzoic acid phenylmethylester | biospider | Benzoic acid,benzyl ester | biospider | Benzyl 4-hydroxybenzoate | biospider | Benzyl alcohol benzoic ester | biospider | Benzyl benzenecarboxylate | biospider | Benzyl benzoate (JP15/USP) | biospider | Benzyl benzoate [usan:jan] | biospider | Benzyl benzoate, USAN | db_source | Benzyl ester | biospider | Benzyl parahydroxybenzoate | biospider | Benzyl phenylformate | biospider | Benzylbenzenecarboxylate | biospider | Benzylbenzoate | biospider | Benzylester kyseliny benzoove | biospider | Benzylets | biospider | Benzylis benzoas | biospider | Benzylparaben | biospider | Benzylum benzoicum | biospider | BZM | biospider | Colebenz | biospider | FEMA 2138 | db_source | Peruscabin | biospider | Peruscabina | biospider | Phenylmethyl (benzyl) ester | biospider | Scabagen | biospider | Scabanca | biospider | Scabide | biospider | Scabiozon | biospider | Scabitox | biospider | Scobenol | biospider | Spasmodin | biospider | Vanzoate | db_source | Venzoate | biospider | Venzonate | biospider |
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Predicted Properties | |
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Chemical Formula | C14H12O2 |
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IUPAC name | benzyl benzoate |
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InChI Identifier | InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2 |
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InChI Key | SESFRYSPDFLNCH-UHFFFAOYSA-N |
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Isomeric SMILES | O=C(OCC1=CC=CC=C1)C1=CC=CC=C1 |
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Average Molecular Weight | 212.2439 |
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Monoisotopic Molecular Weight | 212.083729628 |
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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 | - Benzyloxycarbonyl
- Benzoate ester
- Benzoyl
- 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: |
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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 79.23%; H 5.70%; O 15.08% | DFC |
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Melting Point | Mp 21° (19.5°) | DFC |
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Boiling Point | Bp0.1 80-82° | DFC |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 3.97 | 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 | d18 1.11 | 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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GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9600000000-053d8df1e84bfa72c807 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-7920000000-b0cd2b3fa8283d974d76 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4l-9810000000-7d82df2148f364364d37 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9810000000-e3b80444bd7ae9437590 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-3930000000-fa4d81201ce0caa8539c | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-5910000000-c5210f9077b94a2f81e1 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-056r-9300000000-b15752c1190b0242b115 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-7920000000-e4f7251f775b85f6af09 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4l-9610000000-37d8d16fbb06548d4614 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-4920000000-a552e18b70960ed092be | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9720000000-f05c57dce7b414894a2e | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9600000000-053d8df1e84bfa72c807 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-7920000000-b0cd2b3fa8283d974d76 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4l-9810000000-7d82df2148f364364d37 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9810000000-e3b80444bd7ae9437590 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-3930000000-fa4d81201ce0caa8539c | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-5910000000-c5210f9077b94a2f81e1 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-056r-9300000000-b15752c1190b0242b115 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-7920000000-e4f7251f775b85f6af09 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4l-9610000000-37d8d16fbb06548d4614 | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-4920000000-a552e18b70960ed092be | Spectrum | GC-MS | Benzyl benzoate, non-derivatized, GC-MS Spectrum | splash10-0a4i-9720000000-f05c57dce7b414894a2e | Spectrum | Predicted GC-MS | Benzyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-5f1ad29b0d2e8f8a42c7 | Spectrum | Predicted GC-MS | Benzyl 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 - ESI-QFT 14V, positive | splash10-0006-0910000000-6b126db6e8a8cd28cc92 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-QFT 19V, positive | splash10-01pp-1900000000-fc4ec954deb254aebe43 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-QFT 27V, positive | splash10-0gwb-3900000000-fa65eef00b7716b973cb | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-QFT 14V, positive | splash10-03di-2950000000-d7a69cff0ba48077d60a | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-QFT 19V, positive | splash10-0ik9-4920000000-7a2f3c483012572a195f | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-QFT 27V, positive | splash10-1009-7900000000-35c5b4005999dda19e87 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap 35V, positive | splash10-00di-0900000000-bb3de5861ac8095ebd91 | 2020-07-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03dl-5490000000-15fa8c981873e04a4104 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9410000000-dd2fad4669879cae9bab | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9400000000-ed36c8093ac8fb2fcec9 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-1290000000-9376f66197b6ec97a065 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0hb9-5940000000-0cd238ce8d207b3f089f | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9500000000-3b482d60ff1be3b17be1 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03dl-5490000000-15fa8c981873e04a4104 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9410000000-dd2fad4669879cae9bab | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9400000000-ed36c8093ac8fb2fcec9 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-1290000000-9376f66197b6ec97a065 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0hb9-5940000000-0cd238ce8d207b3f089f | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9500000000-3b482d60ff1be3b17be1 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9030000000-c8f25150658dafafac5b | 2021-10-11 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9100000000-ee4b5bc3c77dd45eeb37 | 2021-10-11 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9200000000-3519e8277ebf32f22921 | 2021-10-11 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0090000000-3436b87f373d7fbcaf9c | 2021-10-11 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0bt9-4970000000-0f6a4e5911bddfc1a750 | 2021-10-11 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9600000000-434b30b8e7982413b5fb | 2021-10-11 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 13856959 |
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ChEMBL ID | CHEMBL1239 |
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KEGG Compound ID | C12537 |
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Pubchem Compound ID | 2345 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 41237 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB00676 |
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HMDB ID | HMDB14814 |
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CRC / DFC (Dictionary of Food Compounds) ID | DVN38-Z:HMJ85-Y |
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EAFUS ID | 313 |
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Dr. Duke ID | BENZOIC ACID BENZYL ESTER|BENZYL-BENZOATE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00019221 |
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HET ID | BZM |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 120-51-4 |
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GoodScent ID | rw1001671 |
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SuperScent ID | 2345 |
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Wikipedia ID | Benzyl_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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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 | Allergenic | 50904 | A substance that triggers an immune response, causing allergic reactions. Its biological role is to stimulate the immune system, but it has no therapeutic applications. Key medical uses include diagnosing allergies and developing immunotherapies to desensitize patients to specific allergens, reducing the risk of severe reactions. | DUKE | Anti-asthmatic | 49167 | An agent that relieves bronchospasm and inflammation, commonly used to manage asthma symptoms, chronic obstructive pulmonary disease (COPD), and other respiratory disorders, improving lung function and overall respiratory health. | DUKE | Anti dysmenorrheic | 52217 | An agent that alleviates menstrual cramp symptoms, reducing prostaglandin-induced uterine contractions. Therapeutically, it provides relief from dysmenorrhea, commonly used in managing primary dysmenorrhea and other menstrual disorders. | DUKE | Anti-spasmodic | 52217 | An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort. | DUKE | Antitumor | 35610 | An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes. | DUKE | Artemicide | | An herbicidal agent that targets and eliminates weeds of the Artemisia genus, with potential therapeutic applications in allergy management and anti-inflammatory uses, particularly for conditions exacerbated by Artemisia allergens. | DUKE | Central nervous system depressant | 35470 | An agent that slows brain activity, reducing anxiety, stress, and excitability. Therapeutically, it's used to manage insomnia, seizures, and anxiety disorders, promoting relaxation and sedation. Key medical uses include treating insomnia, epilepsy, and panic disorders, as well as inducing anesthesia. | DUKE | Central nervous system stimulant | 35470 | An agent that increases alertness and activity by enhancing neurotransmitter release, used therapeutically to manage attention deficit hyperactivity disorder (ADHD), narcolepsy, and fatigue, and to improve cognitive function and mood. | 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 | Insectifuge | 24852 | A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission. | 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 | Myorelaxant | | An agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia. | DUKE | Pediculicide | 38706 | An agent that kills lice, used to treat infestations such as head lice, body lice, and pubic lice, reducing discomfort and preventing the spread of diseases like typhus and trench fever. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | Scabicide | 73333 | An agent that kills mites, particularly scabies-causing Sarcoptes scabiei, reducing infestations and alleviating symptoms. Therapeutically, scabicides are used to treat scabies, mange, and other ectoparasitic infections, providing relief from itching, rash, and skin irritation. | 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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balsamic |
- 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
| 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
| 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
| cheese |
- 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
| pineapple |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| strawberry |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| almond |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| faint |
- 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.
| oily |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| herbal |
- 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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