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
Version4.0
StatusDetected and Quantified
Creation Date2006-03-07 16:38:32 UTC
Update Date2017-10-23 19:03:54 UTC
HMDB IDHMDB0001891
Secondary Accession Numbers
  • HMDB01891
  • HMDB02129
Metabolite Identification
Common Namem-Aminobenzoic acid
Descriptionm-Aminobenzoic acid is an inactive analog of 3-aminobenzamide, a known modulator of PARP activity, inhibitor of poly ADP-ribose and of the PARP-specific protease (interleukin-1 beta converting enzyme (ICE)-like protease). (PMID 8657188 ). 3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis.
Structure
Thumb
Synonyms
ValueSource
3-AminobenzoesaeureChEBI
3-CarboxyanilineChEBI
m-AminobenzoesaeureChEBI
m-CarboxyanilineChEBI
MABAChEBI
m-AminobenzoateGenerator
Aniline-3-carboxylateHMDB
3-AminobenzoateHMDB
3-Aminobenzoic acidHMDB
Aniline-3-carboxylic acidHMDB
m-AmonibenzoateHMDB
m-Amonibenzoic acidHMDB
3-Aminobenzoic acid, monosodium saltMeSH
Meta-aminobenzoic acidMeSH
Chemical FormulaC7H7NO2
Average Molecular Weight137.136
Monoisotopic Molecular Weight137.047678473
IUPAC Name3-aminobenzoic acid
Traditional Namegabaculine
CAS Registry Number99-05-8
SMILES
NC1=CC=CC(=C1)C(O)=O
InChI Identifier
InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10)
InChI KeyXFDUHJPVQKIXHO-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • Aminobenzoic acid
  • Benzoic acid
  • Benzoyl
  • Aniline or substituted anilines
  • Primary aromatic amine
  • Amino acid or derivatives
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological Location:

  Biofluid and excreta:

Role

Industrial application:

  Pharmaceutical industry:

Environmental role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point173 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.9 mg/mL at 15 °CNot Available
LogP0.65SANGSTER (1994)
Predicted Properties
PropertyValueSource
Water Solubility6.36 g/LALOGPS
logP0.93ALOGPS
logP0.63ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)4.81ChemAxon
pKa (Strongest Basic)3.27ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.01 m³·mol⁻¹ChemAxon
Polarizability13.41 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)splash10-000i-4900000000-e768f284b0ad9fa688a5View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01bi-6900000000-5055dc85abc93a87c646View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-3900000000-d96d075152745c6f5d23View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-3900000000-b6cb655f6ded12c673deView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-016r-9100000000-47171cdc0050a0ba58f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-016r-9000000000-3d75db04ccdf6d696d3fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-1900000000-b99ac73c3ae9561d99c9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-caa9e00153a3a1612268View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-96b9acdf67eab6c3bf9cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9100000000-f6bbcf082a3b9e2d43f7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-3900000000-2efea194138ca00e98d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9500000000-d840735b2d7650a4af0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-db71e4a65c0a6b2b2c08View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    UrineDetected and Quantified0.07 umol/mmol creatinineAdult (>18 years old)BothNormal 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 IDFDB022725
    KNApSAcK IDNot Available
    Chemspider ID7141
    KEGG Compound IDNot Available
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkNot Available
    METLIN ID6374
    PubChem Compound7419
    PDB IDGAB
    ChEBI ID30761
    References
    Synthesis ReferenceNot Available
    Material Safety Data Sheet (MSDS)Download (PDF)
    General References
    1. Wachsman JT: The beneficial effects of dietary restriction: reduced oxidative damage and enhanced apoptosis. Mutat Res. 1996 Feb 19;350(1):25-34. [PubMed:8657188 ]