CHEBI:50667 - mercaptopurine

ChEBI IDCHEBI:50667
ChEBI Namemercaptopurine
Stars
DefinitionA member of the class of purines that is 6,7-dihydro-1H-purine carrying a thione group at position 6. An adenine analogue, it is used in the treatment of acute lymphocytic leukemia (ALL), chronic myeloid leukemia (CML), Crohn's disease, and ulcerative colitis.
Last Modified23 April 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC5H4N4S
Net Charge0
Average Mass152.182
Monoisotopic Mass152.01567
SMILESS=c1ncnc2ncnc12
InChIInChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
InChIKeyGLVAUDGFNGKCSF-UHFFFAOYSA-N
Roles Classification
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
mercaptopurine (CHEBI:50667) has role anticoronaviral agent (CHEBI:149553)
mercaptopurine (CHEBI:50667) has role antimetabolite (CHEBI:35221)
mercaptopurine (CHEBI:50667) has role antineoplastic agent (CHEBI:35610)
mercaptopurine (CHEBI:50667) is a purines (CHEBI:26401)
mercaptopurine (CHEBI:50667) is tautomer of purine-6-thiol (CHEBI:2208)
Incoming Relation(s)
mercaptopurine hydrate (CHEBI:31822) has part mercaptopurine (CHEBI:50667)
purine-6-thiol (CHEBI:2208) is tautomer of mercaptopurine (CHEBI:50667)
IUPAC Name 
1,7-dihydro-6H-purine-6-thione
INNs  Source
mercaptopurinumChemIDplus
MercaptopurinaChemIDplus
mercaptopurineChEBI
Synonyms  Source
6-MercaptopurineChemIDplus
6-MPChemIDplus
6-ThiohypoxanthineChemIDplus
6-ThioxopurineChemIDplus
MercapurinDrugBank
6 MPChemIDplus
Brand Names  Source
Puri-NetholDrugBank
PurinetholDrugBank
UniProt Name  Source
mercaptopurineUniProt
Manual XrefsDatabases
DB01033DrugBank
US2697709Patent
US2721866Patent
D04931KEGG DRUG
C02380KEGG COMPOUND
PM6PDBeChem
Registry NumbersSources
Reaxys:132916Reaxys
CAS:50-44-2ChemIDplus
CAS:50-44-2KEGG COMPOUND
Citations