mercaptopurine (CHEBI:50667)

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ChEBI Name	mercaptopurine

ChEBI ID	CHEBI:50667

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C5H4N4S

Net Charge

Average Mass

152.17822

Monoisotopic Mass

152.01567

InChI

InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

InChIKey

GLVAUDGFNGKCSF-UHFFFAOYSA-N

SMILES

S=c1[nH]cnc2nc[nH]c12

Roles Classification
Biological Role(s):	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. anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	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

Last Modified

23 April 2020