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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:05:33 UTC
Update Date2021-10-13 06:32:22 UTC
HMDB IDHMDB0033376
Secondary Accession Numbers
  • HMDB33376
Metabolite Identification
Common NamePhenylmethyl butanoate
DescriptionPhenylmethyl butanoate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Phenylmethyl butanoate is an apricot, berry, and butter tasting compound. Phenylmethyl butanoate has been detected, but not quantified in, several different foods, such as black tea, herbal tea, teas (Camellia sinensis), red tea, and green tea. This could make phenylmethyl butanoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Phenylmethyl butanoate.
Structure
Data?1563862396
Synonyms
ValueSource
Phenylmethyl butanoic acidGenerator
Benzyl butanoateHMDB
Benzyl butyrateHMDB
Benzyl N-butanoateHMDB
Benzyl N-butyrateHMDB
Benzyl-N-butyrateHMDB
Benzylester kyseliny maselneHMDB
BenzylsuccinateHMDB
Butanoic acid, benzyl esterHMDB
Butanoic acid, phenylmethyl esterHMDB
Butyric acid, benzyl esterHMDB
FEMA 2140HMDB
N-Butyric acid benzyl esterHMDB
Phenylmethyl butyrateHMDB
Benzyl butanoic acidGenerator
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Namebenzyl butanoate
Traditional Namebenzyl butanoate
CAS Registry Number103-37-7
SMILES
CCCC(=O)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H14O2/c1-2-6-11(12)13-9-10-7-4-3-5-8-10/h3-5,7-8H,2,6,9H2,1H3
InChI KeyVONGZNXBKCOUHB-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
  • Fatty acid ester
  • Fatty acyl
  • 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 DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point21.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point238.00 to 240.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility136 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.017 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP10(2.93) g/LALOGPS
logP10(2.79) g/LChemAxon
logS10(-3.2) g/LALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.25 m³·mol⁻¹ChemAxon
Polarizability20.05 ųChemAxon
Number of Rings1ChemAxon
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]+140.64831661259
DarkChem[M-H]-137.76831661259
DeepCCS[M+H]+138.28630932474
DeepCCS[M-H]-134.45830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Phenylmethyl butanoateCCCC(=O)OCC1=CC=CC=C11888.4Standard polar33892256
Phenylmethyl butanoateCCCC(=O)OCC1=CC=CC=C11344.7Standard non polar33892256
Phenylmethyl butanoateCCCC(=O)OCC1=CC=CC=C11375.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-052f-9400000000-4eefa0ad170d4001c1c02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-0a4l-8900000000-0f526f57eacec955c2432017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-0006-9300000000-360016726e255d4d28592017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-052f-9400000000-4eefa0ad170d4001c1c02018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-0a4l-8900000000-0f526f57eacec955c2432018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylmethyl butanoate EI-B (Non-derivatized)splash10-0006-9300000000-360016726e255d4d28592018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylmethyl butanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-80b2eac4bd47057d362b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylmethyl butanoate 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 - Phenylmethyl butanoate 10V, Positive-QTOFsplash10-004l-9800000000-49aa581b1925d3bbe2092016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 20V, Positive-QTOFsplash10-0006-9100000000-4a4cde916787e572d1b72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 40V, Positive-QTOFsplash10-0006-9000000000-386e89b556479b98563d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 10V, Negative-QTOFsplash10-00or-6900000000-03d864153d2fb0e01ac92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 20V, Negative-QTOFsplash10-0170-9300000000-e08a845e9a1bbdb9b1952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 40V, Negative-QTOFsplash10-004l-9000000000-5e371f0c8d799c268fa42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 10V, Positive-QTOFsplash10-0006-9000000000-32906eeab0d9d2f55c5d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 20V, Positive-QTOFsplash10-0006-9000000000-5dba089e656e19d35bcc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 40V, Positive-QTOFsplash10-0006-9000000000-94b88ae45ba520852cb72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 10V, Negative-QTOFsplash10-056r-2900000000-deeadee3f3f8988cd58c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 20V, Negative-QTOFsplash10-0a4r-9100000000-cc517953fc5c93f03b2f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylmethyl butanoate 40V, Negative-QTOFsplash10-054o-9000000000-675df8981c82a01256152021-09-22Wishart 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 IDFDB011406
KNApSAcK IDNot Available
Chemspider ID7367
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7650
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1022171
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.. .