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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:42:15 UTC
Update Date2019-07-23 06:08:28 UTC
HMDB IDHMDB0031310
Secondary Accession Numbers
  • HMDB31310
Metabolite Identification
Common NameBenzyl acetate
DescriptionBenzyl acetate, also known as benzyl ethanoate or fema 2135, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl acetate is a sweet, apple, and apricot tasting compound. Outside of the human body, Benzyl acetate is found, on average, in the highest concentration within sweet basils. Benzyl acetate has also been detected, but not quantified in, several different foods, such as figs, fruits, pomes, tea, and alcoholic beverages. This could make benzyl acetate a potential biomarker for the consumption of these foods. In females menstrual cycle disturbances, longer pregnancies, spontaneous abortions, stillbirths, and some developmental effects in offspring have been linked to organophosphate pesticide exposure. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. Benzyl acetate is a potentially toxic compound. Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Vomiting, drowiness, diarrhea, convulsions and burning sensation may result from ingestion or inhalation.
Structure
Data?1563862108
Synonyms
ValueSource
Acetic acid, benzyl esterChEBI
Acetic acid, phenylmethyl esterChEBI
Benzyl ethanoateChEBI
Phenylmethyl ethanoateChEBI
Acetate, benzyl esterGenerator
Acetate, phenylmethyl esterGenerator
Benzyl ethanoic acidGenerator
Phenylmethyl ethanoic acidGenerator
Benzyl acetic acidGenerator
(Acetoxymethyl)benzeneHMDB
Acetato de benciloHMDB
Acetic acid benzyl esterHMDB
Acetic acid phenylmethyl esterHMDB
alpha-AcetoxytolueneHMDB
Benzyl acetate + glycine combinationHMDB
Benzyl ester OF acetic acidHMDB
Benzylester kyseliny octoveHMDB
FEMA 2135HMDB
Nchem.167-comp5HMDB
Phenylmethyl acetateHMDB
Plastolin IHMDB
(14C)Benzyl acetateHMDB
Benzyl (1-14C)acetateHMDB
Benzyl (2-14C)acetateHMDB
Chemical FormulaC9H10O2
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
IUPAC Namebenzyl acetate
Traditional Namebenzyl acetate
CAS Registry Number140-11-4
SMILES
CC(=O)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3
InChI KeyQUKGYYKBILRGFE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
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
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-51.3 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.1 mg/mL at 25 °CNot Available
LogP1.96Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.52 g/LALOGPS
logP2.07ALOGPS
logP1.65ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.03 m³·mol⁻¹ChemAxon
Polarizability16.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9500000000-cff0c394a1b0b3cc9207Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9500000000-841f27b9e65e2ce89c1aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9400000000-623c61f61fdb6da2b8d5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-25dd8e6faa7ec0169f6bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9500000000-cff0c394a1b0b3cc9207Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9500000000-841f27b9e65e2ce89c1aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9400000000-623c61f61fdb6da2b8d5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-25dd8e6faa7ec0169f6bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-17b9d18d5fb4783325baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-035e3c3e1d8e79d12dd5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-1900000000-20dbebba6e1a1e7b6b1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9200000000-12ccb23d1b98b40680b9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-2900000000-498c774b4001661ce18fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-3900000000-3edd7ab114803f4c05f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9200000000-9da2fbbe84ceded6d971Spectrum
MSMass Spectrum (Electron Ionization)splash10-052f-9400000000-2a4e82268df5cfb3e479Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
SalivaDetected but not Quantified Adult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003367
KNApSAcK IDC00035535
Chemspider ID13850405
KEGG Compound IDC15513
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzyl acetate
METLIN IDNot Available
PubChem Compound8785
PDB IDJ0Z
ChEBI ID52051
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .