Record Information
Version1.0
Creation date2010-04-08 22:09:38 UTC
Update date2019-11-26 03:04:55 UTC
Primary IDFDB011417
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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. Based on a literature review very few articles have been published on 3-Phenylpropyl acetate.
CAS Number122-72-5
Structure
Thumb
Synonyms
SynonymSource
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
«gamma»-phenylpropyl acetatebiospider
3-Phenylpropyl acetatedb_source
Laquo gammaraquo -phenylpropyl acetateHMDB
Predicted 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
Chemical FormulaC11H14O2
IUPAC name3-phenylpropyl acetate
InChI IdentifierInChI=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
Isomeric SMILESCC(=O)OCCCC1=CC=CC=C1
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
Classification
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.13%; H 7.92%; O 17.95%DFC
Melting PointNot Available
Boiling PointBp0.05 74°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 1.01DFC
Refractive Indexn20D 1.4990DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014i-4900000000-c81ecf44d44f2a4f762fSpectrum
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014l-4900000000-88035a3fdb2f5791bea9Spectrum
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014l-6900000000-37831f4980d74f7589d5Spectrum
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014i-4900000000-c81ecf44d44f2a4f762fSpectrum
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014l-4900000000-88035a3fdb2f5791bea9Spectrum
GC-MS3-Phenylpropyl acetate, non-derivatized, GC-MS Spectrumsplash10-014l-6900000000-37831f4980d74f7589d5Spectrum
Predicted GC-MS3-Phenylpropyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9200000000-ab6da2f371bcb3642272Spectrum
Predicted GC-MS3-Phenylpropyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Phenylpropyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1900000000-c82eb511ff256437184e2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2900000000-147583abcd97452349d62016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9400000000-f654e098d653021794012016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3900000000-b6598a77646f0ed4eb772016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9400000000-897b15af3830f0ac70cb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100000000-eda29dbd870d3599cdcc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9200000000-150ed1ad00d4968c86592021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-4d22694ec7b837caa51f2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-addddde8b8293250d3bc2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05mo-4900000000-110dceac8e3dd5b6b00d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kf-9500000000-8b6aff48b6de2a29cd1c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-63327ba5e0b484ea4e8b2021-09-25View Spectrum
NMRNot Available
ChemSpider ID28966
ChEMBL IDNot Available
KEGG Compound IDC17663
Pubchem Compound ID31226
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33386
CRC / DFC (Dictionary of Food Compounds) IDHDZ15-U:GOK00-D
EAFUS ID3021
Dr. Duke IDPHENYLPROPYL-ACETATE|3-PHENYL-PROPYL-ACETATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1015191
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
storax
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamon
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).