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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:55:04 UTC
Update Date2019-07-23 06:15:14 UTC
HMDB IDHMDB0034122
Secondary Accession Numbers
  • HMDB34122
Metabolite Identification
Common NameAceteugenol
DescriptionAceteugenol, also known as eugenol acetate or fema 2469, 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. Aceteugenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Aceteugenol is a sweet, carnation, and clove. Outside of the human body, aceteugenol is found, on average, in the highest concentration in a few different foods, such as cloves, ceylon cinnamons, and sweet bay and in a lower concentration in . aceteugenol has also been detected, but not quantified in, several different foods, such as nutmegs, herbs and spices, cumins, star anises, and lemon balms. This could make aceteugenol a potential biomarker for the consumption of these foods.
Structure
Data?1563862514
Synonyms
ValueSource
1,3,4-Eugenol acetateHMDB
1-Acetoxy-2-methoxy-4-allylbenzeneHMDB
2-Methoxy-4-(2-propen-1-yl)phenyl acetateHMDB
2-Methoxy-4-(2-propenyl)phenyl acetateHMDB
4-Allyl-2-methoxyphenol acetateHMDB
4-Allyl-2-methoxyphenyl acetateHMDB
Aceto eugenolHMDB
Acetyl eugenolHMDB
AcetyleugenolHMDB
Eugenol acetateHMDB
Eugenyl acetateHMDB
FEMA 2469HMDB
Phenol, 2-methoxy-4-(2-propen-1-yl)-, 1-acetateHMDB
Phenol, 2-methoxy-4-(2-propenyl)-, acetateHMDB
Phenol, 4-allyl-2-methoxy-, acetateHMDB
Chemical FormulaC12H14O3
Average Molecular Weight206.2378
Monoisotopic Molecular Weight206.094294314
IUPAC Name2-methoxy-4-(prop-2-en-1-yl)phenyl acetate
Traditional Nameeugenyl acetate
CAS Registry Number93-28-7
SMILES
COC1=C(OC(C)=O)C=CC(CC=C)=C1
InChI Identifier
InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H3
InChI KeySCCDQYPEOIRVGX-UHFFFAOYSA-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
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point30 - 31 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP3ALOGPS
logP2.52ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.94 m³·mol⁻¹ChemAxon
Polarizability22.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03dl-5900000000-07dccf5db214bbe5da36Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-1900000000-9c3ff0de59c85e8294b0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-4900000000-67c6396f6b356ed19199Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03dl-5900000000-07dccf5db214bbe5da36Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-1900000000-9c3ff0de59c85e8294b0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-4900000000-67c6396f6b356ed19199Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dl-4900000000-a304eb063db0dbfb4754Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1970000000-078b3c4b086a815a0179Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mn-1910000000-de079e69f30f2740b838Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ke-8900000000-144bb0f796b3acec879aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-3690000000-eca8212470cdf5fac061Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bta-3920000000-934e30142781c78ac358Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4m-7900000000-163bde03d45c33c01397Spectrum
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 ID647
FoodDB IDFDB012393
KNApSAcK IDNot Available
Chemspider ID6869
KEGG Compound IDC14567
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7136
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.. .