Showing Compound Card for Benzyl acetate (CDB000058)

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Record Information
Version1.0
Created at2020-03-18 23:23:13 UTC
Updated at2020-12-07 19:07:01 UTC
CannabisDB IDCDB000058
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameBenzyl acetate
DescriptionBenzyl 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 ( Ref:DOI ). Benzyl alcohol was also found in cannabis plants (PMID: 6991645 ). Benzyl acetate is a constituent of cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
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, MeSH
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 acetateMeSH, HMDB
Benzyl (1-14C)acetateMeSH, HMDB
Benzyl (2-14C)acetateMeSH, HMDB
Chemical FormulaC9H10O2
Average Molecular Weight150.17
Monoisotopic Molecular Weight150.0681
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
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-51.3 °CNot Available
Boiling Point212 °CWikipedia
Water Solubility3.1 mg/mL at 25 °CNot Available
logP1.96Not Available
Predicted Properties
PropertyValueSource
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9400000000-2a4e82268df5cfb3e4792014-09-20View Spectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9500000000-cff0c394a1b0b3cc9207Spectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9500000000-841f27b9e65e2ce89c1aSpectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9400000000-623c61f61fdb6da2b8d5Spectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-25dd8e6faa7ec0169f6bSpectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9500000000-cff0c394a1b0b3cc9207Spectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9500000000-841f27b9e65e2ce89c1aSpectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9400000000-623c61f61fdb6da2b8d5Spectrum
GC-MSBenzyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-25dd8e6faa7ec0169f6bSpectrum
Predicted GC-MSBenzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-17b9d18d5fb4783325baSpectrum
Predicted GC-MSBenzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-9700000000-abe92e96f1d84e65be702020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, positivesplash10-000i-9000000000-c754ef385d6b93795a902020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a4i-0900000000-75c07172980b788be9a72020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-0a4r-4900000000-530ce1ca47f4b6dd88eb2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-40a46bd1fe10e848be932021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0002-3900000000-f95214ead4fcf995cc2f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0002-3900000000-fcba2e2d8766512672222021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-000i-9000000000-e01217d3d96977aead452021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4r-4900000000-a5cc39c53acb1a2179412021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-035e3c3e1d8e79d12dd52015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-1900000000-20dbebba6e1a1e7b6b1b2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9200000000-12ccb23d1b98b40680b92015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-2900000000-498c774b4001661ce18f2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-3900000000-3edd7ab114803f4c05f72015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9200000000-9da2fbbe84ceded6d9712015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-4900000000-72df46e2c6c70289affb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-9700000000-fe550ab4d8eed595fcca2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-2e2f653a7e5f9110776f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-6d5d1d348079810363172021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-420694b18a259683f9c82021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-61af7471e21d1a9ee8682021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Taste receptor type 1 member 3TAS1R31p36.33Q7RTX0 details
Taste receptor type 1 member 2TAS1R21p36.13Q8TE23 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0031310
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003367
KNApSAcK IDC00035535
Chemspider ID13850405
KEGG Compound IDC15513
BioCyc IDCPD-6501
BiGG IDNot Available
Wikipedia LinkBenzyl acetate
METLIN IDNot Available
PubChem Compound8785
PDB IDJ0Z
ChEBI ID52051
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]