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Record Information
Version3.6
Creation Date2012-09-13 11:40:59 UTC
Update Date2016-02-11 03:55:37 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
AcetylisoniazidChEBI
N-Acetyl-n'-isonicotinoylhydrazineChEBI
N-AcetylisonicotinylhydrazideChEBI
N'-acetylpyridine-4-carbohydrazideHMDB
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 KeyInChIKey=CVBGNAKQQUWBQV-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as pyridinecarboxylic acids and derivatives. These are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pyridine carboxylic acid or derivatives
  • Heteroaromatic compound
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • 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
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableNormal
  • Not Applicable
details
UrineExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableNormal
  • Not Applicable
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