Hmdb loader
Survey
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 Date2012-09-11 23:19:57 UTC
Update Date2022-03-07 02:55:36 UTC
HMDB IDHMDB0038050
Secondary Accession Numbers
  • HMDB38050
Metabolite Identification
Common Namealpha-Terpinyl cinnamate
Descriptionalpha-Terpinyl cinnamate, also known as a-terpinyl cinnamic acid, belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. alpha-Terpinyl cinnamate is a sweet, balsam, and moscato tasting compound. Based on a literature review very few articles have been published on alpha-Terpinyl cinnamate.
Structure
Data?1563863132
Synonyms
ValueSource
a-Terpinyl cinnamateGenerator
a-Terpinyl cinnamic acidGenerator
alpha-Terpinyl cinnamic acidGenerator
Α-terpinyl cinnamateGenerator
Α-terpinyl cinnamic acidGenerator
(Z)-1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamateHMDB
Cinnamic acid, P-menth-1-en-8-yl esterHMDB
FEMA 3051HMDB
P-Menth-1-en-8-yl 3-phenylpropenoateHMDB
P-Menth-1-en-8-yl cinnamateHMDB
Terpinyl 3-phenylpropenoateHMDB
Terpinyl beta-phenylacrylateHMDB
Terpinyl cinnamateHMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC19H24O2
Average Molecular Weight284.3927
Monoisotopic Molecular Weight284.177630012
IUPAC Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate
Traditional Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate
CAS Registry Number10024-56-3
SMILES
CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C19H24O2/c1-15-9-12-17(13-10-15)19(2,3)21-18(20)14-11-16-7-5-4-6-8-16/h4-9,11,14,17H,10,12-13H2,1-3H3/b14-11+
InChI KeyCKYQZYGVFMSSKH-SDNWHVSQSA-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
  • Aromatic monoterpenoid
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Styrene
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point360.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.06 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.833 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0026 g/LALOGPS
logP5.76ALOGPS
logP5.21ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity88.03 m³·mol⁻¹ChemAxon
Polarizability33.37 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+169.48431661259
DarkChem[M-H]-169.97831661259
DeepCCS[M+H]+171.00830932474
DeepCCS[M-H]-168.6530932474
DeepCCS[M-2H]-201.53530932474
DeepCCS[M+Na]+177.10130932474
AllCCS[M+H]+171.932859911
AllCCS[M+H-H2O]+168.432859911
AllCCS[M+NH4]+175.132859911
AllCCS[M+Na]+176.132859911
AllCCS[M-H]-176.632859911
AllCCS[M+Na-2H]-176.632859911
AllCCS[M+HCOO]-176.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-Terpinyl cinnamateCC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C12843.4Standard polar33892256
alpha-Terpinyl cinnamateCC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C12145.3Standard non polar33892256
alpha-Terpinyl cinnamateCC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C12193.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpinyl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fsi-8910000000-46248b0ecc4f647a424b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpinyl 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 - alpha-Terpinyl cinnamate 10V, Positive-QTOFsplash10-000i-0980000000-3fb266f3a282a8efbf542017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Positive-QTOFsplash10-0541-4910000000-803b9418bea7eeca70f82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Positive-QTOFsplash10-0zgi-9500000000-21d6d905cde6e3577d912017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Negative-QTOFsplash10-001i-0690000000-63a58c2cfecd0c3a986d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Negative-QTOFsplash10-0udi-0920000000-17bc68654d56fc2e0aae2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Negative-QTOFsplash10-0f79-2900000000-89b59c71bcd53bdbd53a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Negative-QTOFsplash10-0udj-0920000000-263d1378cbbaf5b8eabf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Negative-QTOFsplash10-001i-0590000000-400903b4e1cc368536582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Negative-QTOFsplash10-0ufr-5930000000-b4d7770dc1cf09b6867a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Positive-QTOFsplash10-000i-0390000000-29825513da0cfd9c4b002021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Positive-QTOFsplash10-0f8a-1920000000-bcdd652a3ad1630250c82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Positive-QTOFsplash10-0udl-7900000000-399a323a3bec2987d3fe2021-09-22Wishart 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 IDFDB017260
KNApSAcK IDNot Available
Chemspider ID4940529
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6435837
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1034841
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.. .