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Record Information
Version3.6
Creation Date2012-09-13 11:40:59 UTC
Update Date2017-03-02 21:45:47 UTC
HMDB IDHMDB41821
Secondary Accession NumbersNone
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
StatusExpected but not Quantified
Origin
  • Drug metabolite
  • Endogenous
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 Solubility1.77 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.37 m3·mol-1ChemAxon
Polarizability17.34 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
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 ID64672
      KEGG Compound IDC07585
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB41821
      Metagene LinkHMDB41821
      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