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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:36:24 UTC
Update Date2022-03-07 02:53:52 UTC
HMDB IDHMDB0033832
Secondary Accession Numbers
  • HMDB33832
Metabolite Identification
Common NameCinnamyl cinnamate
DescriptionCinnamyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Cinnamyl cinnamate is a sweet, almond, and balsam tasting compound. Based on a literature review very few articles have been published on Cinnamyl cinnamate.
Structure
Data?1563862467
Synonyms
ValueSource
Cinnamyl cinnamic acidGenerator
(2E)-3-Phenyl-2-propenyl (2E)-3-phenyl-2-propenoateHMDB
2-Propenoic acid, 3-phenyl-, 3-phenyl-2-propenyl esterHMDB
3-Phenyl allyl cinnamateHMDB
3-Phenyl-2-propen-1-yl 3-phenyl propenoateHMDB
3-Phenyl-2-propen-1-yl cinnamateHMDB
Cinnamic acid, cinnamyl esterHMDB
Cinnamyl alcohol, cinnamateHMDB
Cinnamyl beta-phenyl acrylateHMDB
Cinnamylester kyseliny skoricoveHMDB
Phenylallyl cinnamateHMDB
StyracinHMDB
(2E)-3-Phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC18H16O2
Average Molecular Weight264.3184
Monoisotopic Molecular Weight264.115029756
IUPAC Name(2E)-3-phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
Traditional Name(2E)-3-phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
CAS Registry Number122-69-0
SMILES
O=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C18H16O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-14H,15H2/b12-7+,14-13-
InChI KeyNQBWNECTZUOWID-QSYVVUFSSA-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
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point44 °CNot Available
Boiling Point370.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility3.12 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.45Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00083 g/LALOGPS
logP4.62ALOGPS
logP4.85ChemAxon
logS-5.5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity82.76 m³·mol⁻¹ChemAxon
Polarizability30.48 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]+166.05531661259
DarkChem[M-H]-163.0531661259
DeepCCS[M+H]+161.07830932474
DeepCCS[M-H]-158.7230932474
DeepCCS[M-2H]-191.60630932474
DeepCCS[M+Na]+167.17130932474
AllCCS[M+H]+162.832859911
AllCCS[M+H-H2O]+159.032859911
AllCCS[M+NH4]+166.332859911
AllCCS[M+Na]+167.332859911
AllCCS[M-H]-167.532859911
AllCCS[M+Na-2H]-166.932859911
AllCCS[M+HCOO]-166.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cinnamyl cinnamateO=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C13443.7Standard polar33892256
Cinnamyl cinnamateO=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C12216.7Standard non polar33892256
Cinnamyl cinnamateO=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C12408.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cinnamyl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gbc-2910000000-85b64ecb4c755def7bf82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnamyl cinnamate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnamyl 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 - Cinnamyl cinnamate 10V, Positive-QTOFsplash10-014i-0590000000-b1cffc8382744a15cebd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 20V, Positive-QTOFsplash10-014i-0900000000-76ebfda733a5e9f844602017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 40V, Positive-QTOFsplash10-0uxu-6910000000-6754e4c1095f546754e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 10V, Negative-QTOFsplash10-03di-0590000000-1f5818e4e7e8047b60bc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 20V, Negative-QTOFsplash10-0002-0910000000-e2b54b0166cc17c1dfcb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 40V, Negative-QTOFsplash10-0fvj-0900000000-07cb4c4ce72a1ae5e83b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 10V, Negative-QTOFsplash10-03di-0490000000-6f48263d0f6dab5b9eae2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 20V, Negative-QTOFsplash10-0uxr-0910000000-c3cfd6e8c6c9299d0e7e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 40V, Negative-QTOFsplash10-0ufr-6900000000-19ff99e02c18d26a67bf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 10V, Positive-QTOFsplash10-014i-0980000000-eb3fc338b096a28f68bc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 20V, Positive-QTOFsplash10-014i-1910000000-cb70931978a75ff968b02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl cinnamate 40V, Positive-QTOFsplash10-014l-5900000000-526a50aa85c77ae636562021-09-23Wishart 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 IDFDB012000
KNApSAcK IDNot Available
Chemspider ID1267365
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1550888
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1012411
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.. .