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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:31:14 UTC
Update Date2022-03-07 02:55:15 UTC
HMDB IDHMDB0037278
Secondary Accession Numbers
  • HMDB37278
Metabolite Identification
Common NameIsoeugenol phenylacetate
DescriptionIsoeugenol phenylacetate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Isoeugenol phenylacetate is a sweet, cinnamon, and clove tasting compound. Based on a literature review very few articles have been published on Isoeugenol phenylacetate.
Structure
Data?1563863004
Synonyms
ValueSource
Isoeugenol phenylacetic acidGenerator
2-Methoxy-4-(1-propen-1-yl)phenyl phenylacetateHMDB
2-Methoxy-4-(1-propenyl)phenyl benzeneacetateHMDB
2-Methoxy-4-prop-1-enylphenyl phenylacetateHMDB
2-Methoxy-4-propenylphenyl phenylacetateHMDB
4-Propenylguaiacyl phenylacetateHMDB
Acetic acid, phenyl-, 2-methoxy-4-propenylphenyl esterHMDB
Benzeneacetic acid, 2-methoxy-4-(1-propen-1-yl)phenyl esterHMDB
Benzeneacetic acid, 2-methoxy-4-(1-propenyl)phenyl esterHMDB
FEMA 2477HMDB
Isoeugenyl alpha-toluateHMDB
Isoeugenyl phenylacetateHMDB
2-Methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetic acidGenerator
Chemical FormulaC18H18O3
Average Molecular Weight282.3337
Monoisotopic Molecular Weight282.125594442
IUPAC Name2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate
Traditional Name2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate
CAS Registry Number120-24-1
SMILES
COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1
InChI Identifier
InChI=1S/C18H18O3/c1-3-7-14-10-11-16(17(12-14)20-2)21-18(19)13-15-8-5-4-6-9-15/h3-12H,13H2,1-2H3/b7-3-
InChI KeyYYLCMLYMJHKLEJ-CLTKARDFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol esters
Sub ClassNot Available
Direct ParentPhenol esters
Alternative Parents
Substituents
  • Phenol ester
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point412.00 to 413.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.53 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.338 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0023 g/LALOGPS
logP4.78ALOGPS
logP4.38ChemAxon
logS-5.1ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity83.74 m³·mol⁻¹ChemAxon
Polarizability31.34 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]+169.28431661259
DarkChem[M-H]-166.6831661259
DeepCCS[M+H]+173.58430932474
DeepCCS[M-H]-171.22630932474
DeepCCS[M-2H]-204.11330932474
DeepCCS[M+Na]+179.67830932474
AllCCS[M+H]+167.732859911
AllCCS[M+H-H2O]+164.132859911
AllCCS[M+NH4]+171.032859911
AllCCS[M+Na]+172.032859911
AllCCS[M-H]-171.932859911
AllCCS[M+Na-2H]-171.432859911
AllCCS[M+HCOO]-170.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Isoeugenol phenylacetateCOC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C13314.4Standard polar33892256
Isoeugenol phenylacetateCOC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C12332.9Standard non polar33892256
Isoeugenol phenylacetateCOC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C12297.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoeugenol phenylacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-5a734023f6f9b6c573da2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoeugenol phenylacetate 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 - Isoeugenol phenylacetate 10V, Positive-QTOFsplash10-00lr-0980000000-9b155456f0fa9f90c2ba2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Positive-QTOFsplash10-014i-2910000000-e73b16b0421924c9dd7e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Positive-QTOFsplash10-0006-9600000000-bf803bb69b649b10af5d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Negative-QTOFsplash10-001i-1790000000-9143af569a873fa658c72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Negative-QTOFsplash10-03yj-1920000000-c44b3549ee01ce0bf8ca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Negative-QTOFsplash10-014j-2900000000-2857b5abdd850d7f06282017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Positive-QTOFsplash10-00lr-0960000000-434feb09d79ea554c8c62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Positive-QTOFsplash10-00lu-3930000000-a70d9ebc1ef1b59557122021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Positive-QTOFsplash10-0006-9600000000-419044501cb1d838ee612021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Negative-QTOFsplash10-001i-0190000000-a587719c6c430a65f08e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Negative-QTOFsplash10-001m-1590000000-b31e16ce276a64e9c6252021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Negative-QTOFsplash10-0002-9420000000-67de1d8ec8fbbdb0e8f32021-09-25Wishart 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 IDFDB016296
KNApSAcK IDNot Available
Chemspider ID20136317
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20835508
PDB IDNot Available
ChEBI ID174698
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1029201
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.. .