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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:31:27 UTC
Update Date2022-03-07 02:54:54 UTC
HMDB IDHMDB0036387
Secondary Accession Numbers
  • HMDB36387
Metabolite Identification
Common Name3-Phenylpropyl cinnamate
Description3-Phenylpropyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. 3-Phenylpropyl cinnamate is a sweet, apricot, and balsam tasting compound. Based on a literature review very few articles have been published on 3-Phenylpropyl cinnamate.
Structure
Data?1563862867
Synonyms
ValueSource
3-Phenylpropyl cinnamic acidGenerator
2-Propenoic acid, 3-phenyl-, 3-phenylpropyl esterHMDB
3-Phenyl-2-propenoic acid 3-phenylpropyl esterHMDB
3-Phenylpropyl 3-phenyl-2-propenoateHMDB
3-Phenylpropyl beta-phenylacrylateHMDB
Cinnamic acid, 3-phenylpropyl esterHMDB
Cinnamic acid, 3-phenylpropyl ester (7ci,8ci)HMDB
FEMA 2894HMDB
Hydrocinnamyl 3-phenylpropenoateHMDB
Hydrocinnamyl cinnamateHMDB
Phenylpropyl cinnamateHMDB
3-Phenylpropyl (2E)-3-phenylprop-2-enoic acidGenerator
3-Phenylpropyl cinnamateMeSH
Chemical FormulaC18H18O2
Average Molecular Weight266.3343
Monoisotopic Molecular Weight266.13067982
IUPAC Name3-phenylpropyl (2E)-3-phenylprop-2-enoate
Traditional Name3-phenylpropyl (2E)-3-phenylprop-2-enoate
CAS Registry Number122-68-9
SMILES
O=C(OCCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C18H18O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-6,8-11,13-14H,7,12,15H2/b14-13+
InChI KeyLYRAHIUDQRJGGZ-BUHFOSPRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acid esters
Direct ParentCinnamic acid esters
Alternative Parents
Substituents
  • Cinnamic acid ester
  • Styrene
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen 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 PointNot AvailableNot Available
Boiling Point300.00 to 301.00 °C. @ 0.00 mm HgThe Good Scents Company Information System
Water Solubility0.94 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.023 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00053 g/LALOGPS
logP4.56ALOGPS
logP4.97ChemAxon
logS-5.7ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity81.8 m³·mol⁻¹ChemAxon
Polarizability30.78 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]+166.70631661259
DarkChem[M-H]-162.73331661259
DeepCCS[M+H]+164.07430932474
DeepCCS[M-H]-161.71630932474
DeepCCS[M-2H]-194.60230932474
DeepCCS[M+Na]+170.16730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Phenylpropyl cinnamateO=C(OCCCC1=CC=CC=C1)\C=C\C1=CC=CC=C13149.5Standard polar33892256
3-Phenylpropyl cinnamateO=C(OCCCC1=CC=CC=C1)\C=C\C1=CC=CC=C12157.1Standard non polar33892256
3-Phenylpropyl cinnamateO=C(OCCCC1=CC=CC=C1)\C=C\C1=CC=CC=C12298.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6x-6900000000-29ef2574b1f9d44c6f782017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl cinnamate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenylpropyl cinnamate 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 cinnamate 10V, Positive-QTOFsplash10-014i-0390000000-aefb892b28da12e790ed2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 20V, Positive-QTOFsplash10-014i-1910000000-c6188b4b969cc7be01a02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 40V, Positive-QTOFsplash10-0fr6-8910000000-f8bcb9b2396fc02dc3072017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 10V, Negative-QTOFsplash10-014i-0490000000-79b062077075dc8f8b172017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 20V, Negative-QTOFsplash10-0002-0910000000-206f7d2a25cb6851ef0d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 40V, Negative-QTOFsplash10-0fba-0900000000-76be13d2ea7c6413245b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 10V, Positive-QTOFsplash10-014i-2690000000-15f3102d79ac3282ea6d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 20V, Positive-QTOFsplash10-014i-2930000000-7151edc6cb6720dd99152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 40V, Positive-QTOFsplash10-0006-9400000000-2266d586dc9c5efd0afd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 10V, Negative-QTOFsplash10-014i-0090000000-49b99ae65a6ecc65d8752021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 20V, Negative-QTOFsplash10-0gb9-1960000000-aa7b655d7903f6f6228b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenylpropyl cinnamate 40V, Negative-QTOFsplash10-0fb9-9500000000-330c1d67c9c1807601582021-09-22Wishart 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 IDFDB015265
KNApSAcK IDNot Available
Chemspider ID4478589
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5320530
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1002221
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.. .