Record Information
Version1.0
Creation date2010-04-08 22:10:02 UTC
Update date2020-09-17 15:35:28 UTC
Primary IDFDB012198
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl benzoate
DescriptionMethyl benzoate belongs to the class of organic compounds known as benzoic acid esters. Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the esterification of the carboxyl group in benzoic acid with methanol. It is a colorless to slightly yellow liquid that is immiscible with water but miscible with most organic solvents. Methyl benzoate is used as a flavouring agent. Methyl benzoate has been found in allspice, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). 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 (PMID: 12647866).
CAS Number93-58-3
Structure
Thumb
Synonyms
SynonymSource
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
Methyl benzoatedb_source
Methyl ester of benzoic acidbiospider
Oil of niobebiospider
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
Chemical FormulaC8H8O2
IUPAC namemethyl benzoate
InChI IdentifierInChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3
InChI KeyQPJVMBTYPHYUOC-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)C1=CC=CC=C1
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 70.58%; H 5.92%; O 23.50%DFC
Melting PointFp -12.3°DFC
Boiling PointBp24 96-98°DFC
Experimental Water Solubility2.1 mg/mL at 20 oCRIDDICK,JA et al. (1986)
Experimental logP2.12HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd2525 1.09DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a6r-8900000000-5d1c26e3ea8cfe4bbf7aSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-3900000000-c8e85f0df98caa46623cSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-8900000000-6fca5a5a67e554be1310Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-6900000000-e50a4550fe1c8b263d81Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-056r-9700000000-798ac6947aeb7428e12cSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-2900000000-158c47203ae5a78de7f1Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4r-2900000000-0d27c93c06f2d27bed8aSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-9800000000-898ce08cbfefd77e3d38Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-3900000000-c8e85f0df98caa46623cSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-8900000000-6fca5a5a67e554be1310Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-6900000000-e50a4550fe1c8b263d81Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-056r-9700000000-798ac6947aeb7428e12cSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-2900000000-158c47203ae5a78de7f1Spectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4r-2900000000-0d27c93c06f2d27bed8aSpectrum
GC-MSMethyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a6r-9800000000-898ce08cbfefd77e3d38Spectrum
Predicted GC-MSMethyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-4900000000-7d64ee136952451331feSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-000i-0900000000-02cf79e13cdff713bc94Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-1900000000-46dc65ea3c3453f397afSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-2900000000-6d10d7854ba3eaad3821Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-4900000000-dd1ab327a94aea1ffffaSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000l-6900000000-b3d27912765863a6a3c7Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000f-9800000000-6c6f95335e5013f73590Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000f-9600000000-54956ed69705859e3745Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0006-9600000000-5cf0973d1485464fcbaeSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-052f-9500000000-25ce0de1ba6505aa3ea2Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-052f-9600000000-3864e43e7b74477d4d4cSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0a4l-9600000000-8e38a89eae04d5e7984aSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-0a6u-9500000000-43fd82a420b27b47fd7aSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-0a6s-9300000000-1d4f1e2d18e973fa4f40Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-b622c6657d31c63baa3bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-a35e742379455d840bbfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9500000000-040b49ccf596cdcb3158Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-04580a55e21379539e0cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-8a2984d01220ab172bdfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-4900000000-6ccc7e9d5518bff71272Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-b622c6657d31c63baa3bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-a35e742379455d840bbfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9500000000-040b49ccf596cdcb3158Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-04580a55e21379539e0cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-8a2984d01220ab172bdfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-4900000000-6ccc7e9d5518bff71272Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID6883
ChEMBL IDCHEMBL16435
KEGG Compound IDNot Available
Pubchem Compound ID7150
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33968
CRC / DFC (Dictionary of Food Compounds) IDDVN38-Z:HFB52-B
EAFUS ID2253
Dr. Duke IDMETHYL-BENZOATE|BENZOIC-ACID-METHYL-ESTER
BIGG IDNot Available
KNApSAcK IDC00034054
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID93-58-3
GoodScent IDrw1015011
SuperScent IDNot Available
Wikipedia IDMethyl_benzoate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
irritantDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
prune
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
lettuce
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
herb
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sweet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wintergreen
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cananga
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).