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Showing metabocard for 3-Methoxybenzoic acid (HMDB0032606)

IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 17:50:45 UTC
Update Date2018-03-12 22:10:29 UTC
HMDB IDHMDB0032606
Secondary Accession Numbers
  • HMDB32606
Metabolite Identification
Common Name3-Methoxybenzoic acid
Description3-methoxybenzoic acid, also known as M-anisic acid or benzoic acid,3-methoxy, belongs to M-methoxybenzoic acids and derivatives class of compounds. Those are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. 3-methoxybenzoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxybenzoic acid can be found primarily in blood and urine. Within the cell, 3-methoxybenzoic acid is primarily located in the cytoplasm. It can also be found in the extracellular space. Anisic acid or methoxybenzoic acid is an organic compound which is a carboxylic acid. It exists in three forms, depending on arene substitution patterns: p-Anisic acid (4-methoxybenzoic acid) m-Anisic acid (3-methoxybenzoic acid) o-Anisic acid (2-methoxybenzoic acid) (Wikipedia). 3-Methoxybenzoic acid is a flavouring ingredient for foods. 3-Methoxybenzoic acid is a food additive listed in the EAFUS food Additive Database (Jan. 2001.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-Methoxy-benzoic acidChEMBL
3-Methoxy-benzoateGenerator
3-MethoxybenzoateGenerator
3-Anisic acidHMDB
BENZOIC ACID,3-methoxyHMDB
FEMA 3944HMDB
m-Anisic acidHMDB
m-Anisic acid, 8ciHMDB
m-Methoxybenzoic acidHMDB
m-Methylsalicylic acidHMDB
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name3-methoxybenzoic acid
Traditional NameM-methoxybenzoic acid
CAS Registry Number586-38-9
SMILES
COC1=CC=CC(=C1)C(O)=O
InChI Identifier
InChI=1S/C8H8O3/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H,9,10)
InChI KeyXHQZJYCNDZAGLW-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentM-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • M-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 DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point110.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.02Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.48 g/LALOGPS
logP1.61ALOGPS
logP1.47ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.78 m³·mol⁻¹ChemAxon
Polarizability14.94 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-7661c4fb763d3d32a93aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc9-3900000000-5dde7826173a160054a3View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05g0-9730000000-76d5238ba897f478d4a2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0900000000-e0c6a3f7aaa842aa4badView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4l-5900000000-a0afd60ad86f2abdcac1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-052f-9500000000-abf572c0a09b4666de1eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-9300000000-6d3d537fa07182bf201cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-9200000000-dadce70b2d50285cc137View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-80b30593065e68c755b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-794859a5987c79f5ff7dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9100000000-670725344e31c004c930View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-af74cdcefba99038e486View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-1900000000-1ceb43f15cf3056c4e0fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-9300000000-25d541ea168aa110de2bView in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified1.444 +/- 1.369 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.053 +/- 0.018 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified3.049 +/- 1.606 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified3.626 +/- 1.66 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.053 +/- 0.01 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.033 +/- 0.007 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.12 +/- 0.01 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.068 +/- 0.049 uMAdult (>18 years old)Male
Normal		 details
UrineDetected and Quantified0.063 +/- 0.033 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
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010546
KNApSAcK IDNot Available
Chemspider ID10977
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11461
PDB IDNot Available
ChEBI 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.. .

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
3-Methoxybenzoic acid → 3,4,5-trihydroxy-6-(3-methoxybenzoyloxy)oxane-2-carboxylic aciddetails
Enzyme Details
2. Glycine N-acyltransferase
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:
GLYAT
Uniprot ID:
Q6IB77
Molecular weight:
18506.33
Reactions
3-Methoxybenzoic acid → 2-{[hydroxy(3-methoxyphenyl)methylidene]amino}acetic aciddetails