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Showing Compound Aceteugenol (FDB012393)

Record Information
Version1.0
Creation date2010-04-08 22:10:09 UTC
Update date2020-09-17 15:35:09 UTC
Primary IDFDB012393
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAceteugenol
DescriptionEugenyl acetate, also known as acetyleugenol, is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. Eugenyl acetate is constituted by a benzene ring, substituted by a methoxy group acetoxy group in position 1, a methoxy group in position 2 and a propenoil moiety in position 4. It is the acetylated derivative of eugenol. Eugenyl acetate is a sweet, carnation, and clove tasting compound. It is found in the highest concentration in a few different foods, such as cloves, ceylon cinnamons, and sweet bay. It has also been detected, but not quantified, in nutmegs, herbs and spices, cumins, star anises, and lemon balms.
CAS Number93-28-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
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
Chemical FormulaC12H14O3
IUPAC name2-methoxy-4-(prop-2-en-1-yl)phenyl acetate
InChI IdentifierInChI=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
Isomeric SMILESCOC1=C(OC(C)=O)C=CC(CC=C)=C1
Average Molecular Weight206.2378
Monoisotopic Molecular Weight206.094294314
Classification
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:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03dl-5900000000-07dccf5db214bbe5da36Spectrum
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03di-1900000000-9c3ff0de59c85e8294b0Spectrum
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03di-4900000000-67c6396f6b356ed19199Spectrum
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03dl-5900000000-07dccf5db214bbe5da36Spectrum
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03di-1900000000-9c3ff0de59c85e8294b0Spectrum
GC-MSAceteugenol, non-derivatized, GC-MS Spectrumsplash10-03di-4900000000-67c6396f6b356ed19199Spectrum
Predicted GC-MSAceteugenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03dl-4900000000-a304eb063db0dbfb4754Spectrum
Predicted GC-MSAceteugenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-0a4i-0190000000-aac08a05e91542bc8ee62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0a4i-0490000000-7b507551acbb774fdb392020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0a4r-0970000000-103298343d2eeedb4b712020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-052r-0930000000-790979ed2c402e55985f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-052r-0920000000-fca2cfe497d7997a05d92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-052r-0910000000-85b083c7cb397c23ae7d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-052r-0900000000-cd22b7ee4e8289af04cd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-059i-0900000000-bffea5112bca02611ffb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-05br-0900000000-b4fc4d81a5f5db11ba7d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-05dr-0900000000-9c4086a215cced0aaebc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-00bi-0900000000-d5a5b0376c1d44d532692020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 15V, positivesplash10-004i-1900000000-fa5b9e1fa96c52be882a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, positivesplash10-004i-3900000000-cf5ef9e2fee8299440e92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, positivesplash10-004l-5900000000-e7818cc62a6d1f999ef82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 27V, positivesplash10-0fvi-9700000000-096c27413dd813f427c82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-000i-0900000000-34fbb1b55cebae7182b32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-004i-0900000000-73ec60ea1131e1a259372020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-000i-0900000000-af68f4a566c5bf7574cb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0a4i-4900000000-cd4aeb3ab174f068fb152020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-00di-0900000000-3742e23de9fd8aace9482020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0a4j-0900000000-9720dfd149796e13f6072020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-000i-0900000000-a327ab73af988d78e2682020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-000i-0900000000-5a75ad949f6ef3df602a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-000i-0900000000-b0b4702efee1e33224282020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0079-0900000000-7ecf1428cf5a2ae600b52020-07-22View Spectrum
NMRNot Available
ChemSpider ID6869
ChEMBL IDCHEMBL108299
KEGG Compound IDC14567
Pubchem Compound ID7136
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID647
DrugBank IDNot Available
HMDB IDHMDB34122
CRC / DFC (Dictionary of Food Compounds) IDHDW90-Y:HGS52-P
EAFUS ID1327
Dr. Duke IDEUGENYL-ACETATE|ACETOEUGENOL|ACETYL-EUGENOL|EUGENOL-ACETATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005011
SuperScent ID7136
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / Bioactivities
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).