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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:44:32 UTC
Update Date2020-04-16 15:26:23 UTC
HMDB IDHMDB0033968
Secondary Accession Numbers
  • HMDB33968
Metabolite Identification
Common NameMethyl benzoate
DescriptionMethyl benzoate is found in allspice. Methyl benzoate is present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). Methyl benzoate is used in flavourings.It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid. It is a colorless to slightly yellow liquid that is insoluble with water, but miscible with most organic solvents.
Structure
Data?1587050783
Synonyms
ValueSource
Benzoic acid, methyl esterChEBI
Methyl benzenecarboxylateChEBI
Benzoate, methyl esterGenerator
Methyl benzenecarboxylic acidGenerator
Methyl benzoic acidGenerator
Benzoic acid methyl esterHMDB
CloriusHMDB
Methyl ester OF benzoic acidHMDB
MethylbenzoateHMDB
Niobe oilHMDB
Oil OF niobeHMDB
Oniobe oilHMDB
Chemical FormulaC8H8O2
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
IUPAC Namemethyl benzoate
Traditional Namemethyl benzoate
CAS Registry Number93-58-3
SMILES
COC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3
InChI KeyQPJVMBTYPHYUOC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Benzoate ester
  • Benzoyl
  • Methyl ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-12.3 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.1 mg/mL at 20 °CNot Available
LogP2.12Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.75 g/LALOGPS
logP1.98ALOGPS
logP1.98ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.08 m³·mol⁻¹ChemAxon
Polarizability14.15 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-3900000000-c8e85f0df98caa46623cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-8900000000-6fca5a5a67e554be1310Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-6900000000-e50a4550fe1c8b263d81Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-056r-9700000000-798ac6947aeb7428e12cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-2900000000-158c47203ae5a78de7f1Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4r-2900000000-0d27c93c06f2d27bed8aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9800000000-898ce08cbfefd77e3d38Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-3900000000-c8e85f0df98caa46623cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-8900000000-6fca5a5a67e554be1310Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-6900000000-e50a4550fe1c8b263d81Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-056r-9700000000-798ac6947aeb7428e12cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-2900000000-158c47203ae5a78de7f1Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4r-2900000000-0d27c93c06f2d27bed8aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9800000000-898ce08cbfefd77e3d38Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-4900000000-7d64ee136952451331feSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-000i-0900000000-02cf79e13cdff713bc94Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-1900000000-46dc65ea3c3453f397afSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-2900000000-6d10d7854ba3eaad3821Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-4900000000-dd1ab327a94aea1ffffaSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000l-6900000000-b3d27912765863a6a3c7Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000f-9800000000-6c6f95335e5013f73590Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000f-9600000000-54956ed69705859e3745Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0006-9600000000-5cf0973d1485464fcbaeSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-052f-9500000000-25ce0de1ba6505aa3ea2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-052f-9600000000-3864e43e7b74477d4d4cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0a4l-9600000000-8e38a89eae04d5e7984aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-0a6u-9500000000-43fd82a420b27b47fd7aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-0a6s-9300000000-1d4f1e2d18e973fa4f40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-b622c6657d31c63baa3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-a35e742379455d840bbfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9500000000-040b49ccf596cdcb3158Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-04580a55e21379539e0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-8a2984d01220ab172bdfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-4900000000-6ccc7e9d5518bff71272Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-b622c6657d31c63baa3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-a35e742379455d840bbfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9500000000-040b49ccf596cdcb3158Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-04580a55e21379539e0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-8a2984d01220ab172bdfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-4900000000-6ccc7e9d5518bff71272Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a6r-8900000000-5d1c26e3ea8cfe4bbf7aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDFDB012198
KNApSAcK IDC00034054
Chemspider ID6883
KEGG Compound IDNot Available
BioCyc IDCPD-6441
BiGG IDNot Available
Wikipedia LinkMethyl_benzoate
METLIN IDNot Available
PubChem Compound7150
PDB IDNot Available
ChEBI ID72775
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .