Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:59:09 UTC
Update Date2021-10-13 08:33:23 UTC
HMDB IDHMDB0041317
Secondary Accession Numbers
  • HMDB41317
Metabolite Identification
Common NameCinnamyl isobutyrate
DescriptionCinnamyl isobutyrate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isobutyrate is a sweet, almond, and cinnamyl tasting compound. Based on a literature review a significant number of articles have been published on Cinnamyl isobutyrate.
Structure
Data?1563863649
Synonyms
ValueSource
Cinnamyl isobutyric acidGenerator
(2E)-3-Phenyl-2-propenyl 2-methylpropanoateHMDB
2-Methyl-propanoic acid, 3-phenyl-2-propenyl esterHMDB
3-Phenyl-2-propen-1-yl 2-methylpropanoateHMDB
3-Phenyl-2-propen-1-yl isobutyrateHMDB
Cinnamyl 2-methylpropanoateHMDB
FEMA 2297HMDB
Isobutyric acid, cinnamyl esterHMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl esterHMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propenyl esterHMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-methylpropanoic acidGenerator
Chemical FormulaC13H16O2
Average Molecular Weight204.2649
Monoisotopic Molecular Weight204.115029756
IUPAC Name(2Z)-3-phenylprop-2-en-1-yl 2-methylpropanoate
Traditional Name(2Z)-3-phenylprop-2-en-1-yl 2-methylpropanoate
CAS Registry Number103-59-3
SMILES
CC(C)C(=O)OC\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6-
InChI KeyKLKQSZIWHVEARN-TWGQIWQCSA-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

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point295.00 to 297.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility25.75 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.504 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP10(3.82) g/LALOGPS
logP10(3.5) g/LChemAxon
logS10(-3.7) g/LALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.55 m³·mol⁻¹ChemAxon
Polarizability23.58 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+147.72531661259
DarkChem[M-H]-148.62431661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cinnamyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9500000000-ba9c43bf47387982f88f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnamyl isobutyrate 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 isobutyrate 10V, Positive-QTOFsplash10-0aor-5490000000-b1e2e9653a36e6775c7c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Positive-QTOFsplash10-014i-6900000000-25b98298481d67971d5d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Positive-QTOFsplash10-0006-9100000000-cd016d20e62b389845902017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Negative-QTOFsplash10-0udi-4290000000-4feeb9474006fda9c9682017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Negative-QTOFsplash10-000i-9110000000-65b0928b050ce87ce6da2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Negative-QTOFsplash10-00kr-9300000000-d6c526fdc985744cb7a52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Positive-QTOFsplash10-014i-1900000000-9932ca56f5093d6ca4062021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Positive-QTOFsplash10-00kf-8900000000-29e9619c309ec90f5cb72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Positive-QTOFsplash10-014l-9800000000-108bfb27b1a8f55fc6e82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 10V, Negative-QTOFsplash10-014r-8920000000-d16b0820bce50f1307a92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 20V, Negative-QTOFsplash10-0079-9200000000-9083029e2322720dd3242021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnamyl isobutyrate 40V, Negative-QTOFsplash10-00di-9000000000-e7e2fe832efae08f3b3a2021-09-25Wishart 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 IDFDB021236
KNApSAcK IDNot Available
Chemspider ID21427413
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24884264
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1024251
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.. .