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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:36:24 UTC
Update Date2019-07-23 06:14:28 UTC
HMDB IDHMDB0033832
Secondary Accession Numbers
  • HMDB33832
Metabolite Identification
Common NameCinnamyl cinnamate
DescriptionCinnamyl cinnamate, also known as phenylallyl cinnamate or styracin, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). Cinnamyl cinnamate is a sweet, almond, and balsam tasting compound.
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
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point44 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP4.45Not Available
Predicted 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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gbc-2910000000-85b64ecb4c755def7bf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0590000000-b1cffc8382744a15cebdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-76ebfda733a5e9f84460Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-6910000000-6754e4c1095f546754e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0590000000-1f5818e4e7e8047b60bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0910000000-e2b54b0166cc17c1dfcbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fvj-0900000000-07cb4c4ce72a1ae5e83bSpectrum
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 ID
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.. .