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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2006-03-07 16:38:32 UTC
Update Date2019-01-11 19:16:19 UTC
HMDB IDHMDB0001891
Secondary Accession Numbers
  • HMDB0002129
  • 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
Data?1547234179
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 saltHMDB
Meta-aminobenzoic acidHMDB
m-Aminobenzoic acidChEBI
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
Description belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • Aminobenzoic acid
  • Benzoic acid
  • Benzoyl
  • Aniline or substituted anilines
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Role

Industrial application:

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
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-4900000000-e768f284b0ad9fa688a5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-4900000000-e768f284b0ad9fa688a5JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01bi-6900000000-5055dc85abc93a87c646JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-3900000000-d96d075152745c6f5d23JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-3900000000-b6cb655f6ded12c673deJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-016r-9100000000-47171cdc0050a0ba58f3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-016r-9000000000-3d75db04ccdf6d696d3fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-1900000000-b99ac73c3ae9561d99c9JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-caa9e00153a3a1612268JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-96b9acdf67eab6c3bf9cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9100000000-f6bbcf082a3b9e2d43f7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-3900000000-2efea194138ca00e98d5JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9500000000-d840735b2d7650a4af0cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-db71e4a65c0a6b2b2c08JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
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 IDDB02054
    Phenol Explorer Compound IDNot Available
    FoodDB IDFDB022725
    KNApSAcK IDNot Available
    Chemspider ID7141
    KEGG Compound IDNot Available
    BioCyc IDHMDB01891
    BiGG IDNot Available
    Wikipedia Link3-Aminobenzoic_acid
    METLIN ID6374
    PubChem Compound7419
    PDB IDNot Available
    ChEBI ID42682
    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 ]