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Record Information
Version3.6
Creation Date2013-06-18 18:41:54 UTC
Update Date2017-08-15 23:26:49 UTC
HMDB IDHMDB0060665
Secondary Accession Numbers
  • HMDB60665
Metabolite Identification
Common NameIsonicotinic acid
DescriptionIsonicotinic acid is a metabolite of isoniazid. Isonicotinic acid is an organic compound with a carboxyl group on a pyridine ring. It is an isomer of nicotinic acid — the carboxyl group for isonicotinic acid is on the 4-position instead of the 3-position for nicotinic acid. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
4-CarboxypyridineChEBI
4-Pyridinecarboxylic acidChEBI
gamma-Picolinic acidChEBI
gamma-Pyridinecarboxylic acidChEBI
P-Pyridinecarboxylic acidChEBI
IsonicotinateGenerator
4-PyridinecarboxylateGenerator
g-PicolinateGenerator
g-Picolinic acidGenerator
gamma-PicolinateGenerator
γ-picolinateGenerator
γ-picolinic acidGenerator
g-PyridinecarboxylateGenerator
g-Pyridinecarboxylic acidGenerator
gamma-PyridinecarboxylateGenerator
γ-pyridinecarboxylateGenerator
γ-pyridinecarboxylic acidGenerator
P-PyridinecarboxylateGenerator
Acid, isonicotinicMeSH
Acids, isonicotinicMeSH
Isonicotinic acidsMeSH
Chemical FormulaC6H5NO2
Average Molecular Weight123.1094
Monoisotopic Molecular Weight123.032028409
IUPAC Namepyridine-4-carboxylic acid
Traditional Nameisonicotinic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC=NC=C1
InChI Identifier
InChI=1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)
InChI KeyTWBYWOBDOCUKOW-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyridines and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Heteroaromatic compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
Biofunction
  • Waste products
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility68.1 mg/mLALOGPS
logP0.28ALOGPS
logP0.15ChemAxon
logS-0.26ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)2.35ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.19 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity31.16 m3·mol-1ChemAxon
Polarizability11.29 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9300000000-5aefad19534388180436View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0ab9-0900000000-3f8ad29d172aa06e19c6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-4900000000-04ecd2ded01bc6f9b466View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001j-9100000000-b7a02f2f133138354546View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-003r-9000000000-ee099e60544c0326fdb7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00os-9000020000-f6daab3d1a982cfd35ecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00di-4900000000-c7fa977839a809bc26c9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-003s-9100000000-187ccf119a0f683d93d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      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 IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDC07446
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0060665
      METLIN IDNot Available
      PubChem Compound5922
      PDB IDNot Available
      ChEBI ID6032
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available