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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:06:08 UTC
Update Date2023-02-21 17:23:18 UTC
HMDB IDHMDB0033386
Secondary Accession Numbers
  • HMDB33386
Metabolite Identification
Common Name3-Phenylpropyl acetate
Description3-Phenylpropyl acetate, also known as hydrocinnamyl acetate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 3-Phenylpropyl acetate is a sweet, balsam, and bitter tasting compound. 3-Phenylpropyl acetate is found, on average, in the highest concentration within ceylon cinnamons (Cinnamomum verum). 3-Phenylpropyl acetate has also been detected, but not quantified in, several different foods, such as alcoholic beverages, chinese cinnamons (Cinnamomum aromaticum), fruits, and muskmelons (Cucumis melo). This could make 3-phenylpropyl acetate a potential biomarker for the consumption of these foods. 3-Phenylpropyl acetate 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 very few articles have been published on 3-Phenylpropyl acetate.
Structure
Data?1677000198
Synonyms
ValueSource
Hydrocinnamyl acetateKegg
Hydrocinnamyl acetic acidGenerator
3-Phenylpropyl acetic acidGenerator
(3-Acetoxypropyl)benzeneHMDB
1-Acetoxy-3-phenylpropaneHMDB
1-Propanol, 3-phenyl-, acetateHMDB
3-Acetoxy-1-phenylpropaneHMDB
3-Phenyl-1-propanol, acetateHMDB
3-Phenyl-1-propyl acetateHMDB
Benzenepropanol, 1-acetateHMDB
Benzenepropanol, acetateHMDB
Benzenepropyl acetateHMDB
FEMA 2890HMDB
laquo gammaraquo -Phenylpropyl acetateHMDB
Phenylpropyl acetateHMDB
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Name3-phenylpropyl acetate
Traditional Namebenzenepropanol, acetate
CAS Registry Number122-72-5
SMILES
CC(=O)OCCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H14O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-4,6-7H,5,8-9H2,1H3
InChI KeyJRJGKUTZNBZHNK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • 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
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point244.00 to 245.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility136 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.847 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.045 g/LALOGPS
logP2.88ALOGPS
logP2.38ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.38 m³·mol⁻¹ChemAxon
Polarizability20.3 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]+141.13931661259
DarkChem[M-H]-136.40231661259
DeepCCS[M+H]+137.7730932474
DeepCCS[M-H]-134.5530932474
DeepCCS[M-2H]-171.59230932474
DeepCCS[M+Na]+147.1330932474
AllCCS[M+H]+139.032859911
AllCCS[M+H-H2O]+134.832859911
AllCCS[M+NH4]+142.932859911
AllCCS[M+Na]+144.132859911
AllCCS[M-H]-143.032859911
AllCCS[M+Na-2H]-143.932859911
AllCCS[M+HCOO]-145.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Phenylpropyl acetateCC(=O)OCCCC1=CC=CC=C11997.5Standard polar33892256
3-Phenylpropyl acetateCC(=O)OCCCC1=CC=CC=C11323.1Standard non polar33892256
3-Phenylpropyl acetateCC(=O)OCCCC1=CC=CC=C11400.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014i-4900000000-c81ecf44d44f2a4f762f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014l-4900000000-88035a3fdb2f5791bea92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014l-6900000000-37831f4980d74f7589d52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014i-4900000000-c81ecf44d44f2a4f762f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014l-4900000000-88035a3fdb2f5791bea92018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenylpropyl acetate EI-B (Non-derivatized)splash10-014l-6900000000-37831f4980d74f7589d52018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-ab6da2f371bcb36422722017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl acetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl acetate 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 - 3-Phenylpropyl acetate 10V, Positive-QTOFsplash10-004i-1900000000-c82eb511ff256437184e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 20V, Positive-QTOFsplash10-014i-2900000000-147583abcd97452349d62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 40V, Positive-QTOFsplash10-0006-9400000000-f654e098d653021794012016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 10V, Negative-QTOFsplash10-004i-3900000000-b6598a77646f0ed4eb772016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 20V, Negative-QTOFsplash10-0a4i-9400000000-897b15af3830f0ac70cb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 40V, Negative-QTOFsplash10-0a4l-9100000000-eda29dbd870d3599cdcc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 10V, Negative-QTOFsplash10-0a4i-9200000000-150ed1ad00d4968c86592021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 20V, Negative-QTOFsplash10-0a4i-9200000000-4d22694ec7b837caa51f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 40V, Negative-QTOFsplash10-052f-9000000000-addddde8b8293250d3bc2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 10V, Positive-QTOFsplash10-05mo-4900000000-110dceac8e3dd5b6b00d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 20V, Positive-QTOFsplash10-00kf-9500000000-8b6aff48b6de2a29cd1c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl acetate 40V, Positive-QTOFsplash10-0006-9000000000-63327ba5e0b484ea4e8b2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB011417
KNApSAcK IDC00052695
Chemspider ID28966
KEGG Compound IDC17663
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound31226
PDB IDNot Available
ChEBI ID81257
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1015191
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.. .