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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:07 UTC
Update Date2020-02-26 21:44:13 UTC
HMDB IDHMDB0029699
Secondary Accession Numbers
  • HMDB29699
Metabolite Identification
Common NameCinnamyl acetate
DescriptionCinnamyl acetate, also known as fema 2293, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Cinnamyl acetate is a sweet, balsam, and cinnamon tasting compound. Outside of the human body, Cinnamyl acetate is found, on average, in the highest concentration within ceylon cinnamons. Cinnamyl acetate has also been detected, but not quantified in, several different foods, such as fruits, figs, herbs and spices, sweet bay, and chinese cinnamons. This could make cinnamyl acetate a potential biomarker for the consumption of these foods. Another two experiments examined the skin irritation caused by 0.1 mL cinnamyl acetate on guinea pigs and rabbits via a direct application on the skin (open application).
Structure
Data?1582753453
Synonyms
ValueSource
Cinnamyl acetic acidGenerator
(2E)-3-Phenyl-2-propenyl acetateHMDB
(e)-Cinnamyl acetateHMDB
3-Phenyl-2-propenyl acetateHMDB
FEMA 2293HMDB
trans-Cinnamyl acetateHMDB
(2Z)-3-Phenylprop-2-en-1-yl acetic acidGenerator
Chemical FormulaC11H12O2
Average Molecular Weight176.2118
Monoisotopic Molecular Weight176.083729628
IUPAC Name(2Z)-3-phenylprop-2-en-1-yl acetate
Traditional Name(2Z)-3-phenylprop-2-en-1-yl acetate
CAS Registry Number21040-45-9
SMILES
CC(=O)OC\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5-
InChI KeyWJSDHUCWMSHDCR-YVMONPNESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassStyrenes
Direct ParentStyrenes
Alternative Parents
Substituents
  • Styrene
  • 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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.92ALOGPS
logP2.26ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.34 m³·mol⁻¹ChemAxon
Polarizability19.41 ųChemAxon
Number of Rings1ChemAxon
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, Positivesplash10-014l-8900000000-93d5e399fc65f9776e89Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00or-2900000000-e7d60440d583e7bb503bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1900000000-79541ad72b3777e12eedSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9400000000-85f63489cc788ddb7483Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-4900000000-30108ba537ddb93c428aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-34e5e41e36398134b9d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9200000000-2c679df5eba77864f519Spectrum
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 IDFDB000889
KNApSAcK IDC00035072
Chemspider ID4475104
KEGG Compound IDC12299
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCinnamyl acetate
METLIN IDNot Available
PubChem Compound5315912
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.. .