Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D02ZXM
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| Former ID |
DAP000194
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| Drug Name |
Thioguanine
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| Synonyms |
6-thioguanine; Lanvis; THG; Tabloid; ThioguaninGSK; Tioguanin; Tioguanina; Tioguanine; Tioguaninum; Glaxo Wellcome Brand of Thioguanine; Glaxo Wellcome Brand of Tioguanine; GlaxoSmithKline Brand of Thioguanine; GlaxoSmithKline Brand of Tioguanine; Thioguanin GSK; Thioguanine Hemihydrate; Thioguanine Monosodium Salt; Thioguanine Tabloid; Tioguanina Wellcome; Tioguanine GlaxoSmithKline Brand; Wellcome Brand of Thioguanine; BW 5071; DX4; LT00455187; Wellcome U3B; Lanvis (TN); Thioguanin-GSK; Thioguanine [USAN:BAN]; Tioguanina[INN-Spanish]; Tioguanine (INN); Tioguaninum [INN-Latin]; Purine antimetabolite: antimetabolite: inhibits nucleic acid replication; Guanine, thio-(VAN); 2 Amino 6 Purinethiol; 2-Amino 6MP; 2-Amino-1,7-dihydro-6H-purin-6-thion; 2-Amino-1,7-dihydro-6H-purin-6-thion [Czech]; 2-Amino-1,7-dihydro-6H-purine-6-thione; 2-Amino-6-MP; 2-Amino-6-mercaptopurine; 2-Amino-6-merkaptopurin; 2-Amino-6-merkaptopurin [Czech]; 2-Amino-6-purinethiol; 2-Amino-9H-purine-6-thiol; 2-Aminopurin-6-thiol; 2-Aminopurin-6-thiol [Czech]; 2-Aminopurine-6(1H)-thione; 2-Aminopurine-6-thiol; 2-Thioguanine; 2-amino-3,7-dihydropurine-6-thione; 6 Thioguanine; 6-Mercapto-2-aminopurine; 6-Mercaptoguanine; 6-TG; 6-Thioguanine; 6-Thioguanine (6-TG); 6-Thioguanine, Thioguanine; Thioguanine (Guanine analog)
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| Drug Type |
Small molecular drug
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| Indication | Acute myeloid leukaemia [ICD-11: 2A60] | Approved | [1], [2] | |
| Therapeutic Class |
Anticancer Agents
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| Company |
Glaxo Smith Kline Pharmaceuticals
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| Structure |
 |
Download2D MOL |
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| Formula |
C5H5N5S
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| Canonical SMILES |
C1=NC2=C(N1)C(=S)N=C(N2)N
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| InChI |
1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
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| InChIKey |
WYWHKKSPHMUBEB-UHFFFAOYSA-N
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| CAS Number |
CAS 154-42-7
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| PubChem Compound ID | ||||
| PubChem Substance ID |
9850, 538243, 610358, 3131990, 4361010, 4364659, 5646737, 6425700, 7980774, 8149552, 11335603, 11360842, 11363129, 11364886, 11365691, 11367448, 11368253, 11370010, 11371594, 11373049, 11374590, 11375610, 11376415, 11378179, 11445995, 11451636, 11461814, 11484585, 11488511, 11490393, 11492741, 11494049, 14772534, 15171129, 16902289, 23926847, 24890748, 24890892, 26611944, 26679349, 26748270, 26748271, 26748272, 30081936, 37587702, 46508170, 47365125, 48094105, 48110398, 48110399
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| ChEBI ID |
CHEBI:9555
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| ADReCS Drug ID | BADD_D02199 | |||
| SuperDrug ATC ID |
L01BB03
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| SuperDrug CAS ID |
cas=000154427
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
| Studied Microbe: Gut microbiota unspecific | [3] | |||
| Resulting Metabolite | 6-thioguanine nucleotides | |||
| Description | Thioguanine can be metabolized to 6-thioguanine nucleotides by gut microbiota. | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Inosine-5'-monophosphate dehydrogenase (IMPDH) | Target Info | Intercalator | [4] |
| KEGG Pathway | Purine metabolism | |||
| Drug metabolism - other enzymes | ||||
| Metabolic pathways | ||||
| Pathwhiz Pathway | Purine Metabolism | |||
| Reactome | Purine ribonucleoside monophosphate biosynthesis | |||
| WikiPathways | Nucleotide Metabolism | |||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6845). | |||
| REF 2 | Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77. | |||
| REF 3 | Gut microbiota-driven drug metabolism in inflammatory bowel disease. J Crohns Colitis. 2020 Jul 11;15(2):307-15. | |||
| REF 4 | Immune effector cells produce lethal DNA damage in cells treated with a thiopurine. Cancer Res. 2009 Mar 15;69(6):2393-9. | |||
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