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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:12 UTC
Update Date2022-03-07 02:53:55 UTC
HMDB IDHMDB0033946
Secondary Accession Numbers
  • HMDB33946
Metabolite Identification
Common Name2-Phenylethyl benzoate
Description2-Phenylethyl benzoate, also known as benzyl carbinyl benzoate or benzoate phenethyl ester, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Phenylethyl benzoate has been detected, but not quantified in, several different foods, such as bayberries (Myrica), pomes, teffs (Eragrostis tef), fox grapes (Vitis labrusca), and roselles (Hibiscus sabdariffa). This could make 2-phenylethyl benzoate a potential biomarker for the consumption of these foods. 2-Phenylethyl benzoate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 2-Phenylethyl benzoate.
Structure
Data?1563862485
Synonyms
ValueSource
Benzoic acid 2-phenylethyl esterChEBI
Benzoic acid phenethyl esterChEBI
Benzoic acid, 2-phenylethyl esterChEBI
Benzoic acid, phenethyl esterChEBI
Benzyl carbinyl benzoateChEBI
Benzylcarbinyl benzoateChEBI
Phenethyl alcohol, benzoateChEBI
Phenylethyl benzoateChEBI
Benzoate 2-phenylethyl esterGenerator
Benzoate phenethyl esterGenerator
Benzoate, 2-phenylethyl esterGenerator
Benzoate, phenethyl esterGenerator
Benzyl carbinyl benzoic acidGenerator
Benzylcarbinyl benzoic acidGenerator
Phenethyl alcohol, benzoic acidGenerator
Phenylethyl benzoic acidGenerator
2-Phenylethyl benzoic acidGenerator
2-Fenylethylester kyseliny benzooveHMDB
2-Phenylethyl benzoate, 9ciHMDB
beta-Phenethyl benzoateHMDB
beta-Phenylethyl benzoateHMDB
FEMA 2860HMDB
Phenethyl benzoateHMDB
PhenethylbenzoateHMDB
Phenylethylbenzoic acidHMDB
Chemical FormulaC15H14O2
Average Molecular Weight226.2705
Monoisotopic Molecular Weight226.099379692
IUPAC Name2-phenylethyl benzoate
Traditional Name2-phenylethyl benzoate
CAS Registry Number94-47-3
SMILES
O=C(OCCC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H14O2/c16-15(14-9-5-2-6-10-14)17-12-11-13-7-3-1-4-8-13/h1-10H,11-12H2
InChI KeyOSORMYZMWHVFOZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • 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
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point189.00 °C. @ 12.00 mm HgThe Good Scents Company Information System
Water Solubility11.99 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.01Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0076 g/LALOGPS
logP3.86ALOGPS
logP3.99ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity67.45 m³·mol⁻¹ChemAxon
Polarizability25.27 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.09331661259
DarkChem[M-H]-151.20731661259
DeepCCS[M+H]+150.24230932474
DeepCCS[M-H]-147.84630932474
DeepCCS[M-2H]-181.0930932474
DeepCCS[M+Na]+156.2630932474
AllCCS[M+H]+151.732859911
AllCCS[M+H-H2O]+147.632859911
AllCCS[M+NH4]+155.532859911
AllCCS[M+Na]+156.632859911
AllCCS[M-H]-156.032859911
AllCCS[M+Na-2H]-155.632859911
AllCCS[M+HCOO]-155.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Phenylethyl benzoateO=C(OCCC1=CC=CC=C1)C1=CC=CC=C12644.8Standard polar33892256
2-Phenylethyl benzoateO=C(OCCC1=CC=CC=C1)C1=CC=CC=C11811.5Standard non polar33892256
2-Phenylethyl benzoateO=C(OCCC1=CC=CC=C1)C1=CC=CC=C11855.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Phenylethyl benzoate EI-B (Non-derivatized)splash10-0udi-4900000000-47ec2ba2cea1fcfe861f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Phenylethyl benzoate EI-B (Non-derivatized)splash10-0udi-4900000000-47ec2ba2cea1fcfe861f2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylethyl benzoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-8900000000-d989cb75436c7bb68af92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylethyl benzoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 10V, Positive-QTOFsplash10-056r-0690000000-125947ae36dcad3a1dc42016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 20V, Positive-QTOFsplash10-0a4i-0910000000-134e8f40597cacccb2492016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 40V, Positive-QTOFsplash10-0a4i-6900000000-da512814836c536097012016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 10V, Negative-QTOFsplash10-004i-0490000000-abd5484986085eb0f6842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 20V, Negative-QTOFsplash10-00fr-2920000000-2411317c0ade17452b672016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 40V, Negative-QTOFsplash10-0fb9-9700000000-a5fc3483f7c0f1516c842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 10V, Positive-QTOFsplash10-0a4i-0920000000-da4ddafb3dd6d5fcc1b32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 20V, Positive-QTOFsplash10-0a4i-4900000000-d892c819d5644925b54c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 40V, Positive-QTOFsplash10-0a6r-9700000000-10a42656893b123b20972021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 10V, Negative-QTOFsplash10-004i-0190000000-5ba788c974ba030898302021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 20V, Negative-QTOFsplash10-00b9-9400000000-b83ca00e9a7a0df0b8a72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl benzoate 40V, Negative-QTOFsplash10-004i-9000000000-88efe8a01d6b816df1b12021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031103
KNApSAcK IDC00035016
Chemspider ID6926
KEGG Compound IDNot Available
BioCyc IDCPD-12217
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7194
PDB IDNot Available
ChEBI ID156233
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1012671
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .