Biological and Environmental Research Ontology

Last uploaded: December 23, 2022
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Preferred Name

Mercaptopurine Anhydrous
Synonyms
Definitions

The anhydrous form of mercaptopurine, a thiopurine-derivative antimetabolite with antineoplastic and immunosuppressive activities. Produced through the metabolism of mercaptopurine by hypoxanthine-guanine phosphoribosyltransferase (HGPRT), mercaptopurine metabolites 6-thioguanosine-5'-phosphate (6-thioGMP) and 6-thioinosine monophosphate (T-IMP) inhibit nucleotide interconversions and de novo purine synthesis, thereby blocking the formation of purine nucleotides and inhibiting DNA synthesis. This agent is also incorporated into DNA in the form of deoxythioguanosine, which results in the disruption of DNA replication. In addition, mercaptopurine is converted to 6-methylmercaptopurine ribonucleoside (MMPR) by 6-thiopurine methyltransferase; MMPRs are also potent inhibitors of de novo purine synthesis.
ID

http://purl.obolibrary.org/obo/NCIT_C61832
CAS_Registry

50-44-2
CHEBI_ID

CHEBI:50667

CHEBI:2208
Chemical_Formula

C5H4N4S
code

C61832
Contributing_Source

FDA
definition

The anhydrous form of mercaptopurine, a thiopurine-derivative antimetabolite with antineoplastic and immunosuppressive activities. Produced through the metabolism of mercaptopurine by hypoxanthine-guanine phosphoribosyltransferase (HGPRT), mercaptopurine metabolites 6-thioguanosine-5'-phosphate (6-thioGMP) and 6-thioinosine monophosphate (T-IMP) inhibit nucleotide interconversions and de novo purine synthesis, thereby blocking the formation of purine nucleotides and inhibiting DNA synthesis. This agent is also incorporated into DNA in the form of deoxythioguanosine, which results in the disruption of DNA replication. In addition, mercaptopurine is converted to 6-methylmercaptopurine ribonucleoside (MMPR) by 6-thiopurine methyltransferase; MMPRs are also potent inhibitors of de novo purine synthesis.
FDA_UNII_Code

PKK6MUZ20G
in_subset

http://purl.obolibrary.org/obo/NCIT_C63923

http://purl.obolibrary.org/obo/NCIT_C177537

http://purl.obolibrary.org/obo/NCIT_C128784

http://purl.obolibrary.org/obo/NCIT_C157711

http://purl.obolibrary.org/obo/NCIT_C157712
Is_Value_For_GDC_Property

http://purl.obolibrary.org/obo/NCIT_C1909
label

Mercaptopurine Anhydrous
Legacy Concept Name

Mercaptopurine_Anhydrous
Maps_To

Mercaptopurine Anhydrous
Preferred_Name

Mercaptopurine Anhydrous
prefixIRI

NCIT:C61832
prefLabel

Mercaptopurine Anhydrous
Semantic_Type

Amino Acid, Peptide, or Protein

Pharmacologic Substance
UMLS_CUI

C1881785
subClassOf

http://purl.obolibrary.org/obo/NCIT_C1556
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