Compound
mercaptopurine
An antimetabolite antineoplastic agent with immunosuppressant properties. It interferes with nucleic acid synthesis by inhibiting purine metabolism and is used, usually in combination with other drugs, in the treatment of or in remission maintenance programs for leukemia.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C5H4N4S
- Mass
- 152.182 g/mol
- Charge
- 0
- InChIKey
- GLVAUDGFNGKCSF-UHFFFAOYSA-N
- SMILES
- S=c1ncnc2ncnc12
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Regulatory determinations
LiverTox likelihood score ALiverTox
LiverTox Likelihood Score A — well known, well described and well reported to cause liver injury. Chapter: "Mercaptopurine". Source: LiverTox Master List (NBK571102).
The document·Public Domain (NLM/NIH)·Transcribed, not assessed
Statements
3 statements
3 statements · 1 reference database · Subject: mercaptopurine · Sources: Rhea
- mercaptopurine is converted to 6-methylthiopurineCompoundRhea RHEA:12609Inferred only
- 6-methylthiopurine is converted to mercaptopurineCompoundRhea RHEA:12609Inferred only
- mercaptopurine is metabolised by TPMTProteinRhea RHEA:12609Inferred only
Reactions
1 reaction
mercaptopurine+S-adenosyl-L-methionine6-methylthiopurine+S-adenosyl-L-homocysteine+hydron
Catalysed by TPMT
Reaction pageDirection not assertedBalanced
Rhea RHEA:12609CC BY 4.0Reference data
Other names
9 names
Resolves to: mercaptopurine
- Also called
- 6 MP6-Mercaptopurine6-MP6-Thiohypoxanthine6-ThioxopurineMercapurin
- Systematic name
- 1,7-dihydro-6H-purine-6-thione
- Sold as
- Puri-NetholPurinethol