Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2015-07-20 22:25:26 UTC
Primary IDFDB008730
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGuaicyl acetate
DescriptionGuaicyl acetate, also known as 2-acetoxyanisole or acetyl guaiacol, 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. Guaicyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Guaicyl acetate is a sweet, clove, and dry tasting compound.
CAS Number613-70-7
Structure
Thumb
Synonyms
SynonymSource
Guaicyl acetic acidGenerator
1-Acetoxy-2-methoxybenzeneHMDB
2-AcetoxyanisoleHMDB
2-Methoxyphenyl acetateHMDB
Acetyl guaiacolHMDB
EucolHMDB
FEMA 3687HMDB
Guaiacol acetateHMDB
Guaiacyl acetateHMDB
O-AcetoxyanisoleHMDB
O-AcetylguaiacolHMDB
O-Anisyl acetateHMDB
O-Methoxyphenyl acetateHMDB
Phenol, 2-methoxy-, 1-acetateHMDB
Phenol, 2-methoxy-, acetateHMDB
Phenol, O-methoxy-, acetateHMDB
Phenol, O-methoxy-, acetate (8ci)HMDB
Diarginine-alpha-ketoglutarateHMDB
2-Methoxyphenyl acetic acidGenerator
Eucol (van)biospider
Guaicyl acetatedb_source
O-acetoxyanisolebiospider
O-acetylguaiacolbiospider
O-anisyl acetatebiospider
O-methoxyphenyl acetatebiospider
Phenol, o-methoxy-, acetatebiospider
Phenol, o-methoxy-, acetate (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility1.21 g/LALOGPS
logP1.64ALOGPS
logP1.42ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.65 m³·mol⁻¹ChemAxon
Polarizability16.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H10O3
IUPAC name2-methoxyphenyl acetate
InChI IdentifierInChI=1S/C9H10O3/c1-7(10)12-9-6-4-3-5-8(9)11-2/h3-6H,1-2H3
InChI KeyBHJHPYFAYGAPLS-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=CC=C1OC(C)=O
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
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

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.05%; H 6.07%; O 28.88%DFC
Melting Point31.5 oC
Boiling PointBp13 123-124°DFC
Experimental Water SolubilityNot Available
Experimental logP1.38HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 1.13DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00dl-9800000000-ec63e9aa7cde16c09268Spectrum
Predicted GC-MSGuaicyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9800000000-ec63e9aa7cde16c09268Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-543cf4b7c5535276cdeeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00or-1900000000-73bec9295406b4af5677Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pdl-9800000000-e8c134b00f748424e309Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-cee42e9c18e3e0428e37Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0600-1900000000-9c46726a5430d5a7a354Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9800000000-c783108252afae43beaeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2900000000-7c3a681f025af871bc68Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-9f1da5d1a7a574aa7136Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-529e77c0a80ff915def2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-2900000000-b99ff691602e2d0c47c0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056s-5900000000-517bdae6c0660895c6deSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kml-9400000000-0d98a0ed40abcf796d10Spectrum
NMR
TypeDescriptionView
ChemSpider ID55102
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61155
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32030
CRC / DFC (Dictionary of Food Compounds) IDHBN48-K:DTQ35-X
EAFUS ID1549
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1025261
SuperScent ID61155
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
walnut
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
clove
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
smoky
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference