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Record Information
Version3.6
Creation Date2013-05-17 01:25:00 UTC
Update Date2017-03-02 22:05:08 UTC
HMDB IDHMDB60496
Secondary Accession NumbersNone
Metabolite Identification
Common NameN,N'-Diacetylhydrazine
DescriptionN,N'-Diacetylhydrazine is a metabolite of isoniazid. Isoniazid (Laniazid, Nydrazid), also known as isonicotinylhydrazine (INH), is an organic compound that is the first-line medication in prevention and treatment of tuberculosis. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
DiacetylhydrazineKegg
1,2-DiacetylhydrazineMeSH
Chemical FormulaC4H8N2O2
Average Molecular Weight116.1185
Monoisotopic Molecular Weight116.05857751
IUPAC NameN-(1-hydroxyethylidene)ethanehydrazonic acid
Traditional Namediacetylahydrazine
CAS Registry NumberNot Available
SMILES
CC(O)=NN=C(C)O
InChI Identifier
InChI=1S/C4H8N2O2/c1-3(7)5-6-4(2)8/h1-2H3,(H,5,7)(H,6,8)
InChI KeyZLHNYIHIHQEHJQ-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as azines. These are hydrazine derivatives in which the hydrazine group is conjugated to two aldehydes (forming aldazines) or ketones (forming ketazines).
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic nitrogen compounds
Sub ClassOrganonitrogen compounds
Direct ParentAzines
Alternative Parents
Substituents
  • Azine
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility3.43 mg/mLALOGPS
logP-0.23ALOGPS
logP-0.38ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)6.66ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area65.18 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity28.38 m3·mol-1ChemAxon
Polarizability11.43 Å3ChemAxon
Number of Rings0ChemAxon
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 IDNot Available
      KEGG Compound IDC16622
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB60496
      Metagene LinkHMDB60496
      METLIN IDNot Available
      PubChem CompoundNot Available
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General References
      1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

      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 + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazinedetails
      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 + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazinedetails