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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:31:21 UTC
Update Date2019-07-23 06:14:16 UTC
HMDB IDHMDB0033761
Secondary Accession Numbers
  • HMDB33761
Metabolite Identification
Common Name4-Methoxybenzyl acetate
Description4-Methoxybenzyl acetate, also known as anisyl acetate or cassie ketone, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. 4-Methoxybenzyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Methoxybenzyl acetate is a sweet, almond, and balsam. Outside of the human body, 4-methoxybenzyl acetate has been detected, but not quantified in, fruits and herbs and spices. This could make 4-methoxybenzyl acetate a potential biomarker for the consumption of these foods. Found in fruits, Bourbon vanilla and Tahiti vanilla.
Structure
Data?1563862456
Synonyms
ValueSource
4-Methoxybenzyl acetic acidGenerator
4-Methoxybenzenemethanol, acetateHMDB
4-Methoxybenzenenemethyl acetateHMDB
Acetic acid p-methoxybenzyl esterHMDB
Anisyl acetateHMDB
Anisyl acetate, p-isomerHMDB
Benzenemethanol, 4-methoxy-, 1-acetateHMDB
Benzenemethanol, 4-methoxy-, acetateHMDB
Benzyl alcohol, p-methoxy-, acetateHMDB
Benzyl alcohol, p-methoxy-, acetate (8ci)HMDB
Cassie ketoneHMDB
FEMA 2098HMDB
p-Methoxybenzyl acetateHMDB
p-Methoxybenzyl alcohol acetateHMDB
(4-Methoxyphenyl)methyl acetic acidGenerator
Chemical FormulaC10H12O3
Average Molecular Weight180.2005
Monoisotopic Molecular Weight180.07864425
IUPAC Name(4-methoxyphenyl)methyl acetate
Traditional Name(4-methoxyphenyl)methyl acetate
CAS Registry Number104-21-2
SMILES
COC1=CC=C(COC(C)=O)C=C1
InChI Identifier
InChI=1S/C10H12O3/c1-8(11)13-7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H3
InChI KeyHFNGYHHRRMSKEU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • 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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point84 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP2.2ALOGPS
logP1.49ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.49 m³·mol⁻¹ChemAxon
Polarizability19.05 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)splash10-00di-4900000000-60ea4405cfb2f971c2ddSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-085e2f064c20eae3deb2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-1900000000-158d3ed1444b4191bc5cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-7900000000-30a71b31d69064484197Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4900000000-60ea4405cfb2f971c2ddSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-085e2f064c20eae3deb2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-1900000000-158d3ed1444b4191bc5cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-7900000000-30a71b31d69064484197Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9700000000-4ff8ed1586ef7fbda935Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-e6e0d4007d8cd8ad5377Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1900000000-bd70bfff756ff82607a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9800000000-b47a093be4637bc60f11Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-d5377ab68bb869335140Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-edc6b18cddc0dd80b7d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9700000000-7654fc3bc3f7e66b9aa9Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB011898
KNApSAcK IDNot Available
Chemspider ID7410
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7695
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.. .