Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:53:05 UTC
Update Date2023-02-21 17:28:35 UTC
HMDB IDHMDB0041219
Secondary Accession Numbers
  • HMDB41219
Metabolite Identification
Common NameAllyl cinnamate
DescriptionAllyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Allyl cinnamate is a balsam, fruity, and peach tasting compound. Based on a literature review very few articles have been published on Allyl cinnamate.
Structure
Data?1677000515
Synonyms
ValueSource
Allyl cinnamic acidGenerator
Allyl (2E)-3-phenyl-2-propenoateHMDB
Allyl 3-phenylacrylateHMDB
Allylester kyseliny skoricoveHMDB
Cinnamic acid, allyl esterHMDB
FEMA 2022HMDB
Propenyl cinnamateHMDB
Vinyl carbinyl cinnamateHMDB
Prop-2-en-1-yl (2Z)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC12H12O2
Average Molecular Weight188.2225
Monoisotopic Molecular Weight188.083729628
IUPAC Nameprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
Traditional Nameprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
CAS Registry Number56289-56-6
SMILES
C=CCOC(=O)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C12H12O2/c1-2-10-14-12(13)9-8-11-6-4-3-5-7-11/h2-9H,1,10H2/b9-8-
InChI KeyKCMITHMNVLRGJU-HJWRWDBZSA-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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP3.19ALOGPS
logP3.25ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity56.99 m³·mol⁻¹ChemAxon
Polarizability20.86 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]+143.49731661259
DarkChem[M-H]-144.24531661259
DeepCCS[M+H]+140.56330932474
DeepCCS[M-H]-138.20230932474
DeepCCS[M-2H]-173.230932474
DeepCCS[M+Na]+148.28230932474
AllCCS[M+H]+140.632859911
AllCCS[M+H-H2O]+136.432859911
AllCCS[M+NH4]+144.532859911
AllCCS[M+Na]+145.632859911
AllCCS[M-H]-143.032859911
AllCCS[M+Na-2H]-143.532859911
AllCCS[M+HCOO]-144.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Allyl cinnamateC=CCOC(=O)\C=C/C1=CC=CC=C12286.1Standard polar33892256
Allyl cinnamateC=CCOC(=O)\C=C/C1=CC=CC=C11460.9Standard non polar33892256
Allyl cinnamateC=CCOC(=O)\C=C/C1=CC=CC=C11592.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Allyl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f8c-6900000000-9998634589ef6e2efd0d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Allyl 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 - Allyl cinnamate 10V, Positive-QTOFsplash10-000l-4900000000-1d3c65432297957409a42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 20V, Positive-QTOFsplash10-0006-9300000000-b6d0fb0431c87421bbbf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 40V, Positive-QTOFsplash10-0f6x-9300000000-2f71bda605b3fa73ad3a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 10V, Negative-QTOFsplash10-002r-1900000000-0905bbafae2bba9035172017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 20V, Negative-QTOFsplash10-002b-1900000000-3d91690ee70295f787c52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 40V, Negative-QTOFsplash10-0fb9-3900000000-3802535462f272e280122017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 10V, Negative-QTOFsplash10-0udr-0900000000-6674aba6e14542ef0c812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 20V, Negative-QTOFsplash10-0udi-2900000000-4bb7a79809a1d7cdfba82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 40V, Negative-QTOFsplash10-0fb9-9500000000-f452e81933486484445a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 10V, Positive-QTOFsplash10-0019-1900000000-7a0a978ebc8f19d5ffb82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 20V, Positive-QTOFsplash10-0uec-2900000000-5ee5d9222cdcb79f9b282021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Allyl cinnamate 40V, Positive-QTOFsplash10-0udi-3900000000-98dce8e660c447e58e4e2021-09-24Wishart 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 IDFDB021118
KNApSAcK IDNot Available
Chemspider ID21427301
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24884162
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .