You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version3.6
Creation Date2012-09-11 17:50:44 UTC
Update Date2016-02-11 02:08:28 UTC
HMDB IDHMDB32604
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Methoxybenzoic acid
Description2-Methoxybenzoic acid is a flavouring agent 2-Methoxybenzoic acid, o-anisic acid, or ortho-methoxybenzoic acid is an organic compound which is an ortho carboxylic acid. It is a crystalline solid. 2-Methoxybenzoic acid belongs to the family of Salicylic Acid and Derivatives. These are compounds containing a 2-hydroxybenzoic acid moiety or a derivative thereof.
Structure
Thumb
Synonyms
ValueSource
2-Anisic acidChEBI
2-Methoxy-benzoic acidChEBI
O-Methoxybenzoic acidChEBI
ortho-Methoxybenzoic acidChEBI
Salicylic acid methyl etherChEBI
2-AnisateGenerator
O-AnisateGenerator
2-Methoxy-benzoateGenerator
O-MethoxybenzoateGenerator
ortho-MethoxybenzoateGenerator
Salicylate methyl etherGenerator
BENZOIC ACID,2-methoxyHMDB
FEMA 3943HMDB
O-Anisic acid, 8ciHMDB
O-Methoxy benzoic acidHMDB
O-Methylsalicylic acidHMDB
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name2-methoxybenzoic acid
Traditional Nameo-anisic acid
CAS Registry Number579-75-9
SMILES
COC1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)
InChI KeyInChIKey=ILUJQPXNXACGAN-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Anisole
  • Alkyl aryl ether
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Food
BiofunctionNot Available
Application
  • Flavoring Agent
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point106 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5 mg/mL at 30 °CNot Available
LogP1.59Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.01 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.78 m3·mol-1ChemAxon
Polarizability14.78 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-8b12afbeeb635686fe9eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-c4f59c065297775b6bd2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9200000000-b8ba4fc1f6366c6a4e3cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-0900000000-d7d003cd059bac93e850View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1900000000-f5f063192382e0bba545View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-9400000000-3ba06e7b78fa225f347fView in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.692 +/- 0.319 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.717 +/- 0.23 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified1.212 +/- 0.327 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified2.211 +/- 1.052 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.355 +/- 0.115 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.49 +/- 0.133 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.426 +/- 0.111 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.56 +/- 0.125 uMAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified0.085 +/- 0.014 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB010544
KNApSAcK IDNot Available
Chemspider ID10892
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Methoxybenzoic_acid
NuGOwiki LinkHMDB32604
Metagene LinkHMDB32604
METLIN IDNot Available
PubChem Compound11370
PDB IDNot Available
ChEBI ID421840
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.