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Record Information
Version4.0
Creation Date2012-09-13 11:40:59 UTC
Update Date2017-09-27 08:33:39 UTC
HMDB IDHMDB0041821
Secondary Accession Numbers
  • HMDB41821
Metabolite Identification
Common NameAcetylisoniazid
DescriptionAcetylisoniazid belongs to the family of Pyridinecarboxamides. These are compounds containing a pyridine ring bearing a carboxamide.
Structure
Thumb
Synonyms
ValueSource
(N)1-AcetylisoniazidChEBI
1-Acetyl-2-isonicotinoylhydrazineChEBI
Acetyl isoniazidChEBI
N-Acetyl-n'-isonicotinoylhydrazineChEBI
N-AcetylisoniazidChEBI
N-AcetylisonicotinylhydrazideChEBI
N'-acetylpyridine-4-carbohydrazideHMDB
(N)1-Acetylisoniazid monohydrochlorideMeSH
Chemical FormulaC8H9N3O2
Average Molecular Weight179.176
Monoisotopic Molecular Weight179.069476547
IUPAC NameN-(pyridine-4-carbonyl)ethanehydrazonic acid
Traditional Nameacetylisoniazid
CAS Registry Number1078-38-2
SMILES
CC(O)=NNC(=O)C1=CC=NC=C1
InChI Identifier
InChI=1S/C8H9N3O2/c1-6(12)10-11-8(13)7-2-4-9-5-3-7/h2-5H,1H3,(H,10,12)(H,11,13)
InChI KeyCVBGNAKQQUWBQV-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as pyridinecarboxylic acids and derivatives. These are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyridines and derivatives
Direct ParentPyridinecarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pyridine carboxylic acid or derivatives
  • Heteroaromatic compound
  • Azacycle
  • 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
Disposition

Biological Location:

  Biofluid and excreta:

  Organ and components:

Source:

Role

Biological role:

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 Solubility1.77 g/LALOGPS
logP0.04ALOGPS
logP-0.16ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)6.77ChemAxon
pKa (Strongest Basic)3.02ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.58 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.37 m³·mol⁻¹ChemAxon
Polarizability17.34 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-a3d1c5a0e5ebb2c97ae6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-b85ff7e45abff69ec78dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-8900000000-681c8051d8867866f800View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-1fd563df0fddf0565220View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2900000000-d949ad8af3a1a12d8815View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9400000000-36da48ad648b55fdbac6View in MoNA
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
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 ID64672
      KEGG Compound IDC07585
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      METLIN IDNot Available
      PubChem Compound71602
      PDB IDNot Available
      ChEBI ID7207
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available

      Enzymes

      General function:
      Involved in acetyltransferase activity
      Specific function:
      Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
      Gene Name:
      NAT1
      Uniprot ID:
      P18440
      Molecular weight:
      33898.445
      Reactions
      Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniaziddetails
      General function:
      Involved in acetyltransferase activity
      Specific function:
      Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
      Gene Name:
      NAT2
      Uniprot ID:
      P11245
      Molecular weight:
      33570.245
      Reactions
      Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniaziddetails