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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:57:56 UTC
Update Date2022-03-07 02:55:28 UTC
HMDB IDHMDB0037706
Secondary Accession Numbers
  • HMDB37706
Metabolite Identification
Common NameCyclohexyl cinnamate
DescriptionCyclohexyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Cyclohexyl cinnamate is an almond, cherry, and fruity tasting compound. Based on a literature review very few articles have been published on Cyclohexyl cinnamate.
Structure
Data?1563863076
Synonyms
ValueSource
Cyclohexyl cinnamic acidGenerator
2-Butenoic acid,3-phenyl, cyclohexyl esterHMDB
2-Propenoic acid, 3-phenyl-, cyclohexyl esterHMDB
Cinnamic acid, cyclohexyl esterHMDB
Cyclohexyl (2E)-3-phenyl-2-propenoateHMDB
FEMA 2352HMDB
Cyclohexyl (2Z)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC15H18O2
Average Molecular Weight230.3022
Monoisotopic Molecular Weight230.13067982
IUPAC Namecyclohexyl (2Z)-3-phenylprop-2-enoate
Traditional Namecyclohexyl (2Z)-3-phenylprop-2-enoate
CAS Registry Number7779-17-1
SMILES
O=C(OC1CCCCC1)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H18O2/c16-15(17-14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1,3-4,7-8,11-12,14H,2,5-6,9-10H2/b12-11-
InChI KeyGCFAUZGWPDYAJN-QXMHVHEDSA-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 Point28 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0028 g/LALOGPS
logP4.31ALOGPS
logP4.31ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.84 m³·mol⁻¹ChemAxon
Polarizability26.35 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]+155.03131661259
DarkChem[M-H]-152.17931661259
DeepCCS[M+H]+155.29330932474
DeepCCS[M-H]-152.93530932474
DeepCCS[M-2H]-186.1730932474
DeepCCS[M+Na]+161.38730932474
AllCCS[M+H]+155.632859911
AllCCS[M+H-H2O]+151.732859911
AllCCS[M+NH4]+159.332859911
AllCCS[M+Na]+160.332859911
AllCCS[M-H]-159.432859911
AllCCS[M+Na-2H]-159.632859911
AllCCS[M+HCOO]-159.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cyclohexyl cinnamateO=C(OC1CCCCC1)\C=C/C1=CC=CC=C12685.6Standard polar33892256
Cyclohexyl cinnamateO=C(OC1CCCCC1)\C=C/C1=CC=CC=C11903.8Standard non polar33892256
Cyclohexyl cinnamateO=C(OC1CCCCC1)\C=C/C1=CC=CC=C11958.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cyclohexyl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ue9-9700000000-cba26768ab7dbddab4412017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclohexyl 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 - Cyclohexyl cinnamate 10V, Positive-QTOFsplash10-001i-3690000000-4e5961c03f1fd3bcbe882017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Positive-QTOFsplash10-0f89-6910000000-094cb305861db098d7ce2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Positive-QTOFsplash10-0006-9100000000-b81df763f69c79bd77322017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Negative-QTOFsplash10-004i-4290000000-58c9193fa5cdddc866e72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Negative-QTOFsplash10-002b-9430000000-a24aeca0dc64f3885f422017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Negative-QTOFsplash10-0002-9300000000-df2d64df4cc1f348b3192017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Positive-QTOFsplash10-001i-0930000000-033b4cc53999a779feb32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Positive-QTOFsplash10-0ue9-0900000000-ef0aaa7c653da930c19b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Positive-QTOFsplash10-0f89-9400000000-77978b7b4896e9d107b52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 10V, Negative-QTOFsplash10-004i-0390000000-c8e0af18579dba5477782021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 20V, Negative-QTOFsplash10-0fb9-2690000000-17d1100c941b024b9a582021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclohexyl cinnamate 40V, Negative-QTOFsplash10-004i-9410000000-c720e1bdf3624c2785f02021-09-23Wishart 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 IDFDB016834
KNApSAcK IDNot Available
Chemspider ID30777199
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14417406
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.. .