Record Information
Version1.0
Creation date2010-04-08 22:09:11 UTC
Update date2018-01-23 19:09:33 UTC
Primary IDFDB010544
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methoxybenzoic acid
Description2-Methoxybenzoic acid, also known as 2-methoxy-benzoate or O-anisic acid, belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group. 2-Methoxybenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methoxybenzoic acid has been detected, but not quantified in, several different foods, such as bayberries, wax gourds, yautia, poppies, and welsh onions. This could make 2-methoxybenzoic acid a potential biomarker for the consumption of these foods.
CAS Number579-75-9
Structure
Thumb
Synonyms
SynonymSource
2-Anisic acidChEBI
2-Methoxy-benzoic acidChEBI
O-Anisic acidChEBI
O-Methoxybenzoic acidChEBI
Ortho-methoxybenzoic acidChEBI
Salicylic acid methyl etherChEBI
2-AnisateGenerator
2-Methoxy-benzoateGenerator
O-AnisateGenerator
O-MethoxybenzoateGenerator
Ortho-methoxybenzoateGenerator
Salicylate methyl etherGenerator
2-MethoxybenzoateGenerator
BENZOIC ACID,2-methoxyHMDB
FEMA 3943HMDB
O-Anisic acid, 8ciHMDB
O-Methoxy benzoic acidHMDB
O-Methylsalicylic acidHMDB
2-Methoxybenzoic acid, sodium saltHMDB
O-MethylsalicylateGenerator
2-Methoxybenzoic acidMeSH
Benzoic acid, 2-methoxy-biospider
BENZOIC ACID,2-METHOXYbiospider
O-anisic acidbiospider
o-Anisic acid, 8CIdb_source
O-methoxy benzoic acidbiospider
O-methoxybenzoic acidbiospider
O-methylsalicylic acidbiospider
ortho-MethoxybenzoateGenerator
ortho-Methoxybenzoic acidChEBI
Predicted Properties
PropertyValueSource
Water Solubility3.01 g/LALOGPS
logP1.67ALOGPS
logP1.47ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.78 m³·mol⁻¹ChemAxon
Polarizability14.78 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O3
IUPAC name2-methoxybenzoic acid
InChI IdentifierInChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)
InChI KeyILUJQPXNXACGAN-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=CC=C1C(O)=O
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Classification
Description belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentO-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • O-methoxybenzoic acid or derivatives
  • Benzoic acid
  • Anisole
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
Melting PointMp 106°DFC
Boiling PointNot Available
Experimental Water Solubility5 mg/mL at 30 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP1.59HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pki-9600000000-fbe367b85c1ed8dc75aaJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0pki-9600000000-fbe367b85c1ed8dc75aaJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgr-6900000000-a3ee33481c72ea8b2e88JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dr-9420000000-3dc31e496fbaeb3ac3bfJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-2ec02738512fec538d47JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-3900000000-d6fc6b20fe7614a09f5cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004l-9000000000-616484432f9d11c3ac1eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0ikc-9000000000-d2000913539e4a48bd80JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-12ccf8ba5a601f24ec99JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-6aea479dc8cb85208bc7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-cfade89e06a07686d38aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-03695276db5701bc1976JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-e0698fddeefa01c9865aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-b29a23c8ebbae598f143JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-7406abcc953b6b810b16JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-8b12afbeeb635686fe9eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-c4f59c065297775b6bd2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9200000000-b8ba4fc1f6366c6a4e3cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-0900000000-d7d003cd059bac93e850JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1900000000-f5f063192382e0bba545JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-9400000000-3ba06e7b78fa225f347fJSpectraViewer
ChemSpider ID10892
ChEMBL IDCHEMBL192311
KEGG Compound IDNot Available
Pubchem Compound ID11370
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32604
CRC / DFC (Dictionary of Food Compounds) IDFCR59-T:FCR59-T
EAFUS ID2204
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID2-Methoxybenzoic_acid
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference