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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2013-07-04 19:05:07 UTC
Update Date2018-05-20 20:30:57 UTC
HMDB IDHMDB0060876
Secondary Accession Numbers
  • HMDB60876
Metabolite Identification
Common NameThioxanthine monophosphate
DescriptionThioxanthine monophosphate is a metabolite of azathioprine. Azathioprine is a purine analogue immunosuppressive drug. It is used to prevent rejection following organ transplantation, and to treat a vast array of autoimmune diseases, including rheumatoid arthritis, pemphigus, inflammatory bowel disease, multiple sclerosis, autoimmune hepatitis, atopic dermatitis, myasthenia gravis, neuromyelitis optica or Devic's disease, restrictive lung disease, and others. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
Thioxanthine monophosphoric acidGenerator
Chemical FormulaC5H5N4O5PS
Average Molecular Weight264.15
Monoisotopic Molecular Weight263.971827449
IUPAC Name[(2-hydroxy-6-sulfanyl-9H-purin-9-yl)oxy]phosphonic acid
Traditional Name(2-hydroxy-6-sulfanylpurin-9-yl)oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1
InChI Identifier
InChI=1S/C5H5N4O5PS/c10-5-7-3-2(4(16)8-5)6-1-9(3)14-15(11,12)13/h1H,(H2,11,12,13)(H2,7,8,10,16)
InChI KeyOAOIXPPCQSJBRI-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as purinones. These are purines in which the purine moiety bears a C=O group. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentPurinones
Alternative Parents
Substituents
  • Purinethione
  • Purinone
  • Pyrimidone
  • Pyrimidinethione
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Thiolactam
  • Urea
  • Azacycle
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

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 Solubility2.64 g/LALOGPS
logP0.65ALOGPS
logP-0.33ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.39ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area130.59 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity55.88 m³·mol⁻¹ChemAxon
Polarizability20.45 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
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
      Phenol Explorer Compound IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      METLIN IDNot Available
      PubChem Compound57322338
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available