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Record Information
Version3.6
Creation Date2012-09-11 17:42:15 UTC
Update Date2016-02-11 01:57:50 UTC
HMDB IDHMDB31310
Secondary Accession NumbersNone
Metabolite Identification
Common NameBenzyl acetate
DescriptionBenzyl acetate is found in alcoholic beverages. Benzyl acetate occurs in jasmine, apple, cherry, guava fruit and peel, wine grape, white wine, tea, plum, cooked rice, Bourbon vanilla, naranjila fruit (Solanum quitoense), Chinese cabbage and quince. Benzyl acetate is a flavouring agent Benzyl acetate is an organic compound with the molecular formula C9H10O2. It is the ester formed by condensation of benzyl alcohol and acetic acid. 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. Benzyl acetate belongs to the family of Benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
Structure
Thumb
Synonyms
ValueSource
Acetic acid, benzyl esterChEBI
Acetic acid, phenylmethyl esterChEBI
Benzyl ethanoateChEBI
Phenylmethyl ethanoateChEBI
Acetate, benzyl esterGenerator
Benzyl acetic acidGenerator
Acetate, phenylmethyl esterGenerator
Benzyl ethanoic acidGenerator
Phenylmethyl ethanoic 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
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 KeyInChIKey=QUKGYYKBILRGFE-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Acetate salt
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Food
BiofunctionNot Available
Application
  • Flavoring Agent
Cellular locations
  • Cytoplasm
  • Extracellular
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 mg/mLALOGPS
logP2.07ALOGPS
logP1.65ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.03 m3·mol-1ChemAxon
Polarizability16.03 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-035e3c3e1d8e79d12dd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-1900000000-20dbebba6e1a1e7b6b1bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9200000000-12ccb23d1b98b40680b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-2900000000-498c774b4001661ce18fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-3900000000-3edd7ab114803f4c05f7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9200000000-9da2fbbe84ceded6d971View in MoNA
MSMass Spectrum (Electron Ionization)splash10-052f-9400000000-2a4e82268df5cfb3e479View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)Not SpecifiedNormal details
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB003367
KNApSAcK IDC00035535
Chemspider ID13850405
KEGG Compound IDC15513
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzyl_acetate
NuGOwiki LinkHMDB31310
Metagene LinkHMDB31310
METLIN IDNot Available
PubChem Compound8785
PDB IDJ0Z
ChEBI ID52051
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.