Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:14:55 UTC
Update Date2022-03-07 02:54:49 UTC
HMDB IDHMDB0036189
Secondary Accession Numbers
  • HMDB36189
Metabolite Identification
Common NameTetrahydrofurfuryl cinnamate
DescriptionTetrahydrofurfuryl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Tetrahydrofurfuryl cinnamate is a sweet, balsam, and cortex tasting compound. Based on a literature review a significant number of articles have been published on Tetrahydrofurfuryl cinnamate.
Structure
Data?1563862834
Synonyms
ValueSource
Tetrahydrofurfuryl cinnamic acidGenerator
FEMA 3320HMDB
Oxolan-2-ylmethyl 3-phenylprop-2-enoateHMDB
(Oxolan-2-yl)methyl (2E)-3-phenylprop-2-enoic acidGenerator
Chemical FormulaC14H16O3
Average Molecular Weight232.275
Monoisotopic Molecular Weight232.109944378
IUPAC Nameoxolan-2-ylmethyl (2E)-3-phenylprop-2-enoate
Traditional Nameoxolan-2-ylmethyl (2E)-3-phenylprop-2-enoate
CAS Registry Number65505-25-1
SMILES
O=C(OCC1CCCO1)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C14H16O3/c15-14(17-11-13-7-4-10-16-13)9-8-12-5-2-1-3-6-12/h1-3,5-6,8-9,13H,4,7,10-11H2/b9-8+
InChI KeyQCMSQCLNALBZOD-CMDGGOBGSA-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
  • Fatty acyl
  • Benzenoid
  • Tetrahydrofuran
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Dialkyl ether
  • Ether
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Organoheterocyclic compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point390.00 to 391.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility102.9 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.211 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP2.73ALOGPS
logP2.93ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity66.08 m³·mol⁻¹ChemAxon
Polarizability25.78 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]+156.91731661259
DarkChem[M-H]-153.61631661259
DeepCCS[M+H]+154.11430932474
DeepCCS[M-H]-151.75630932474
DeepCCS[M-2H]-185.02530932474
DeepCCS[M+Na]+160.20730932474
AllCCS[M+H]+154.332859911
AllCCS[M+H-H2O]+150.332859911
AllCCS[M+NH4]+158.032859911
AllCCS[M+Na]+159.132859911
AllCCS[M-H]-157.932859911
AllCCS[M+Na-2H]-158.032859911
AllCCS[M+HCOO]-158.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tetrahydrofurfuryl cinnamateO=C(OCC1CCCO1)\C=C\C1=CC=CC=C12762.5Standard polar33892256
Tetrahydrofurfuryl cinnamateO=C(OCC1CCCO1)\C=C\C1=CC=CC=C11873.3Standard non polar33892256
Tetrahydrofurfuryl cinnamateO=C(OCC1CCCO1)\C=C\C1=CC=CC=C12022.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tetrahydrofurfuryl cinnamate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ffx-9410000000-07cc54c9a2c70c5346612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetrahydrofurfuryl 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 - Tetrahydrofurfuryl cinnamate 10V, Positive-QTOFsplash10-001i-7790000000-1dbec697c1fe29131b852016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 20V, Positive-QTOFsplash10-0019-9710000000-4cdbd2e5a9af45ad38612016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 40V, Positive-QTOFsplash10-0kal-9500000000-5886b267c886b0a306772016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 10V, Negative-QTOFsplash10-003s-0940000000-cad5e8535e61cd2856ac2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 20V, Negative-QTOFsplash10-002b-2900000000-278f617184fe7939bf972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 40V, Negative-QTOFsplash10-0fba-3900000000-9928262dc2c45f7633992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 10V, Positive-QTOFsplash10-001i-0590000000-aad6be2d579043c533a12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 20V, Positive-QTOFsplash10-0f89-2920000000-bda41313e59704043edd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 40V, Positive-QTOFsplash10-0udr-6900000000-c30f1e787c14a3e031992021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 10V, Negative-QTOFsplash10-001i-3690000000-71fe923045836915d6cd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 20V, Negative-QTOFsplash10-0udi-1920000000-70e2ac5e7853e3dec5c32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydrofurfuryl cinnamate 40V, Negative-QTOFsplash10-0fb9-9500000000-7251ed6f2cee33036dba2021-09-22Wishart 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 IDFDB015043
KNApSAcK IDNot Available
Chemspider ID4855215
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6232217
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035861
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.. .