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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:tioguanine
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Accession:CHEBI:9555 term browser browse the term
Definition:A 2-aminopurine that is the 6-thiono derivative of 2-amino-1,9-dihydro-6H-purine. Incorporates into DNA and inhibits synthesis. Used in the treatment of leukaemia.
Synonyms:exact_synonym: 2-amino-1,9-dihydro-6H-purine-6-thione
 related_synonym: 2-Amino 6MP;   2-Amino-1,7-dihydro-6H-purine-6-thione;   2-Amino-6-mercaptopurine;   2-Amino-6-merkaptopurin;   2-Amino-6-purinethiol;   2-Aminopurin-6-thiol;   2-Aminopurine-6(1H)-thione;   2-Aminopurine-6-thiol;   2-amino-1,9-dihydropurine-6-thione;   6-Mercapto-2-aminopurine;   6-Mercaptoguanine;   6-TG;   6-Thioguanine;   Formula=C5H5N5S;   InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11);   InChIKey=WYWHKKSPHMUBEB-UHFFFAOYSA-N;   SMILES=Nc1nc2[nH]cnc2c(=S)[nH]1;   TG;   ThG;   Thioguanine;   Tioguanin;   tioguanina;   tioguaninum
 xref: CAS:154-42-7;   DrugBank:DB00352;   Drug_Central:2632;   KEGG:C07648;   KEGG:D08603;   KNApSAcK:C00018807;   LINCS:LSM-6723
 xref_mesh: MESH:D013866
 xref: MetaCyc:CPD-5721;   PDBeChem:DX4;   PMID:21803983;   PMID:22178190;   PMID:22245861;   PMID:22261533;   PMID:22280519;   PMID:22563779;   PMID:22646133;   PMID:22822082;   PMID:22983983;   PMID:23259153;   PMID:23261807;   PMID:23377192;   PMID:23377281;   PMID:23393198;   PMID:25542975;   PMID:28166217;   Reaxys:1074099;   Wikipedia:Thioguanine


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tioguanine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc4 ATP binding cassette subfamily C member 4 multiple interactions ISO hesperetin inhibits the reaction [ABCC4 protein results in decreased susceptibility to Thioguanine]; Quercetin inhibits the reaction [ABCC4 protein results in decreased susceptibility to Thioguanine]; verlukast inhibits the reaction [ABCC4 protein results in decreased susceptibility to Thioguanine] CTD PMID:16156793 NCBI chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
JBrowse link
G Abcc5 ATP binding cassette subfamily C member 5 multiple interactions
decreases response to substance
ISO 5-nitro-2-(3-phenylpropylamino)benzoic acid inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine]; daidzein inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine]; hesperetin inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine]; naringenin inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine]; Probenecid inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine]; Quercetin inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine] CTD PMID:15897250 PMID:16156793 NCBI chr11:84,395,982...84,490,215
Ensembl chr11:84,396,033...84,490,211
JBrowse link
G Acer2 alkaline ceramidase 2 increases expression EXP Thioguanine results in increased expression of ACER2 mRNA CTD PMID:16005536 NCBI chr 5:105,230,540...105,279,732
Ensembl chr 5:105,230,580...105,279,731
JBrowse link
G Acp3 acid phosphatase 3 decreases expression EXP Thioguanine results in decreased expression of ACP3 mRNA CTD PMID:16005536 NCBI chr 8:112,838,574...112,884,062
Ensembl chr 8:112,834,707...112,884,077
JBrowse link
G Alas2 5'-aminolevulinate synthase 2 decreases expression EXP Thioguanine results in decreased expression of ALAS2 mRNA CTD PMID:16005536 NCBI chr  X:23,167,576...23,187,356
Ensembl chr  X:23,167,696...23,187,341
JBrowse link
G Alox12 arachidonate 12-lipoxygenase, 12S type decreases expression EXP Thioguanine results in decreased expression of ALOX12 mRNA CTD PMID:16005536 NCBI chr10:56,851,734...56,864,049
Ensembl chr10:56,851,734...56,864,005
JBrowse link
G Arntl aryl hydrocarbon receptor nuclear translocator-like decreases expression EXP Thioguanine results in decreased expression of ARNTL mRNA CTD PMID:16005536 NCBI chr 1:178,039,002...178,137,469
Ensembl chr 1:178,039,063...178,137,465
JBrowse link
G Birc2 baculoviral IAP repeat-containing 2 decreases response to substance ISO BIRC2 protein results in decreased susceptibility to Thioguanine CTD PMID:10815900 NCBI chr 8:6,014,014...6,036,668
Ensembl chr 8:6,013,207...6,034,142
JBrowse link
G Casp8 caspase 8 increases expression
increases response to substance
ISO Thioguanine results in increased expression of CASP8 protein
CASP8 protein results in increased susceptibility to Thioguanine
CTD PMID:22010212 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Ccne1 cyclin E1 increases expression EXP Thioguanine results in increased expression of CCNE1 mRNA CTD PMID:16005536 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
JBrowse link
G Cdc25b cell division cycle 25B decreases expression EXP Thioguanine results in decreased expression of CDC25B mRNA CTD PMID:16005536 NCBI chr 3:123,731,539...123,741,696
Ensembl chr 3:123,731,539...123,741,339
JBrowse link
G Cdkn3 cyclin-dependent kinase inhibitor 3 decreases expression EXP Thioguanine results in decreased expression of CDKN3 mRNA CTD PMID:16005536 NCBI chr15:23,553,171...23,564,538
Ensembl chr15:23,553,128...23,564,535
JBrowse link
G Cgref1 cell growth regulator with EF hand domain 1 increases expression EXP Thioguanine results in increased expression of CGREF1 mRNA CTD PMID:16005536 NCBI chr 6:26,797,126...26,809,132
Ensembl chr 6:26,797,126...26,809,129
JBrowse link
G Col5a3 collagen type V alpha 3 chain decreases expression EXP Thioguanine results in decreased expression of COL5A3 mRNA CTD PMID:16005536 NCBI chr 8:21,786,324...21,831,751
Ensembl chr 8:21,786,324...21,831,668
JBrowse link
G Ctsl cathepsin L increases expression EXP Thioguanine results in increased expression of CTSL mRNA CTD PMID:16005536 NCBI chr17:1,873,105...1,879,266
Ensembl chr17:1,872,848...1,879,279
JBrowse link
G Dmd dystrophin increases splicing ISO Thioguanine results in increased splicing of DMD exon CTD PMID:23259153 NCBI chr  X:51,149,358...53,519,271
Ensembl chr  X:51,286,737...53,519,259
JBrowse link
G Enc1 ectodermal-neural cortex 1 increases expression EXP Thioguanine results in increased expression of ENC1 mRNA CTD PMID:16005536 NCBI chr 2:28,049,217...28,061,023
Ensembl chr 2:28,049,217...28,061,029
JBrowse link
G Espn espin increases expression EXP Thioguanine results in increased expression of ESPN mRNA CTD PMID:16005536 NCBI chr 5:169,293,356...169,331,338
Ensembl chr 5:169,293,904...169,331,163
JBrowse link
G F3 coagulation factor III, tissue factor increases expression EXP Thioguanine results in increased expression of F3 mRNA CTD PMID:16005536 NCBI chr 2:225,310,686...225,322,281
Ensembl chr 2:225,310,624...225,322,272
JBrowse link
G Fbln5 fibulin 5 decreases expression EXP Thioguanine results in decreased expression of FBLN5 mRNA CTD PMID:16005536 NCBI chr 6:125,644,797...125,723,957
Ensembl chr 6:125,644,804...125,723,944
JBrowse link
G Fkbp5 FKBP prolyl isomerase 5 increases expression EXP Thioguanine results in increased expression of FKBP5 mRNA CTD PMID:16005536 NCBI chr20:7,976,704...8,097,290
Ensembl chr20:7,976,713...8,019,020
JBrowse link
G Gucy1b2 guanylate cyclase 1 soluble subunit beta 2 decreases expression EXP Thioguanine results in decreased expression of GUCY1B2 mRNA CTD PMID:16005536 NCBI chr15:45,479,662...45,550,285
Ensembl chr15:45,479,658...45,550,285
JBrowse link
G Hacl1 2-hydroxyacyl-CoA lyase 1 decreases expression EXP Thioguanine results in decreased expression of HACL1 mRNA CTD PMID:16005536 NCBI chr16:7,720,047...7,758,119
Ensembl chr16:7,714,465...7,758,189
JBrowse link
G Hprt1 hypoxanthine phosphoribosyltransferase 1 decreases response to substance ISO HPRT1 gene mutant form results in decreased susceptibility to Thioguanine CTD PMID:28446605 NCBI chr  X:158,196,640...158,228,815
Ensembl chr  X:158,197,149...158,228,749
JBrowse link
G Igfbp3 insulin-like growth factor binding protein 3 decreases expression EXP Thioguanine results in decreased expression of IGFBP3 mRNA CTD PMID:16005536 NCBI chr14:87,457,647...87,465,374
Ensembl chr14:87,457,647...87,465,374
JBrowse link
G Impdh2 inosine monophosphate dehydrogenase 2 increases expression ISO Thioguanine results in increased expression of IMPDH2 mRNA CTD PMID:18222062 NCBI chr 8:117,346,983...117,351,619
Ensembl chr 8:117,347,029...117,351,610
JBrowse link
G Islr immunoglobulin superfamily containing leucine-rich repeat decreases expression EXP Thioguanine results in decreased expression of ISLR mRNA CTD PMID:16005536 NCBI chr 8:62,946,732...62,949,675
Ensembl chr 8:62,946,732...62,948,720
JBrowse link
G Kif2c kinesin family member 2C decreases expression EXP Thioguanine results in decreased expression of KIF2C mRNA CTD PMID:16005536 NCBI chr 5:136,027,923...136,053,268
Ensembl chr 5:136,027,934...136,053,210
JBrowse link
G Lig1 DNA ligase 1 decreases expression EXP Thioguanine results in decreased expression of LIG1 mRNA CTD PMID:16005536 NCBI chr 1:75,356,212...75,394,757
Ensembl chr 1:75,356,220...75,394,758
JBrowse link
G Lsp1 lymphocyte-specific protein 1 decreases expression EXP Thioguanine results in decreased expression of LSP1 mRNA CTD PMID:16005536 NCBI chr 1:215,628,750...215,662,505
Ensembl chr 1:215,628,785...215,662,504
JBrowse link
G Mocos molybdenum cofactor sulfurase multiple interactions ISO [MOCOS gene SNP results in decreased oxidation of Mercaptopurine] which results in increased chemical synthesis of Thioguanine CTD PMID:29935280 NCBI chr18:16,590,086...16,636,312
Ensembl chr18:16,590,197...16,636,084
JBrowse link
G Msh2 mutS homolog 2 increases response to substance ISO MSH2 results in increased susceptibility to Thioguanine CTD PMID:20025921 NCBI chr 6:11,215,951...11,274,916
Ensembl chr 6:11,215,963...11,274,932
JBrowse link
G Mybl2 MYB proto-oncogene like 2 increases expression EXP Thioguanine results in increased expression of MYBL2 mRNA CTD PMID:16005536 NCBI chr 3:159,421,638...159,450,087
Ensembl chr 3:159,421,671...159,450,086
JBrowse link
G Nek6 NIMA-related kinase 6 increases expression EXP Thioguanine results in increased expression of NEK6 mRNA CTD PMID:16005536 NCBI chr 3:22,811,927...22,888,598
Ensembl chr 3:22,811,927...22,888,598
JBrowse link
G Ngef neuronal guanine nucleotide exchange factor decreases expression EXP Thioguanine results in decreased expression of NGEF mRNA CTD PMID:16005536 NCBI chr 9:94,569,286...94,601,852
Ensembl chr 9:94,569,286...94,601,852
JBrowse link
G Nid2 nidogen 2 decreases expression EXP Thioguanine results in decreased expression of NID2 mRNA CTD PMID:16005536 NCBI chr15:4,893,999...4,951,893
Ensembl chr15:4,894,213...4,951,917
JBrowse link
G Npr1 natriuretic peptide receptor 1 decreases expression EXP Thioguanine results in decreased expression of NPR1 mRNA CTD PMID:16005536 NCBI chr 2:189,840,403...189,857,032
Ensembl chr 2:189,840,403...189,856,090
JBrowse link
G Ocln occludin decreases activity ISO Thioguanine results in decreased activity of OCLN protein CTD PMID:17015055 NCBI chr 2:30,527,327...30,577,218
Ensembl chr 2:30,527,715...30,577,218
JBrowse link
G Orm1 orosomucoid 1 increases expression EXP Thioguanine results in increased expression of ORM1 mRNA CTD PMID:16005536 NCBI chr 5:79,179,668...79,182,820
Ensembl chr 5:79,179,417...79,182,820
JBrowse link
G Pknox2 PBX/knotted 1 homeobox 2 decreases expression EXP Thioguanine results in decreased expression of PKNOX2 mRNA CTD PMID:16005536 NCBI chr 8:39,361,698...39,551,700
Ensembl chr 8:39,361,218...39,551,700
JBrowse link
G Pkp2 plakophilin 2 increases expression EXP Thioguanine results in increased expression of PKP2 mRNA CTD PMID:16005536 NCBI chr11:88,912,163...88,972,213 JBrowse link
G Pnpla2 patatin-like phospholipase domain containing 2 increases expression EXP Thioguanine results in increased expression of PNPLA2 mRNA CTD PMID:16005536 NCBI chr 1:214,434,638...214,439,720
Ensembl chr 1:214,434,626...214,439,720
JBrowse link
G Prph peripherin decreases expression EXP Thioguanine results in decreased expression of PRPH mRNA CTD PMID:16005536 NCBI chr 7:140,742,406...140,746,197
Ensembl chr 7:140,742,418...140,746,197
JBrowse link
G Pth2r parathyroid hormone 2 receptor decreases expression EXP Thioguanine results in decreased expression of PTH2R mRNA CTD PMID:16005536 NCBI chr 9:72,052,966...72,158,343
Ensembl chr 9:72,052,966...72,157,773
JBrowse link
G Rfc3 replication factor C subunit 3 decreases expression EXP Thioguanine results in decreased expression of RFC3 mRNA CTD PMID:16005536 NCBI chr12:1,460,581...1,471,344
Ensembl chr12:1,460,538...1,471,357
JBrowse link
G Scn1b sodium voltage-gated channel beta subunit 1 increases expression EXP Thioguanine results in increased expression of SCN1B mRNA CTD PMID:16005536 NCBI chr 1:89,550,738...89,560,469
Ensembl chr 1:89,550,738...89,560,719
JBrowse link
G Septin4 septin 4 decreases expression EXP Thioguanine results in decreased expression of SEPTIN4 mRNA CTD PMID:16005536 NCBI chr10:74,860,068...74,884,196
Ensembl chr10:74,861,714...74,884,196
JBrowse link
G Slc19a2 solute carrier family 19 member 2 decreases expression EXP Thioguanine results in decreased expression of SLC19A2 mRNA CTD PMID:16005536 NCBI chr13:82,552,586...82,566,586
Ensembl chr13:82,552,550...82,566,586
JBrowse link
G Slc3a2 solute carrier family 3 member 2 increases expression EXP Thioguanine results in increased expression of SLC3A2 mRNA CTD PMID:16005536 NCBI chr 1:224,906,566...224,921,029
Ensembl chr 1:224,906,554...224,921,092
JBrowse link
G Tp53 tumor protein p53 increases activity ISO Thioguanine results in increased activity of TP53 protein CTD PMID:22010212 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Zfp189 zinc finger protein 189 increases expression EXP Thioguanine results in increased expression of ZNF189 mRNA CTD PMID:16005536 NCBI chr 5:64,789,432...64,801,079
Ensembl chr 5:64,789,456...64,800,810
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19840
    role 19790
      biological role 19790
        biochemical role 19328
          antimetabolite 8497
            tioguanine 51
              6-methylthioguanine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19840
    subatomic particle 19838
      composite particle 19838
        hadron 19838
          baryon 19838
            nucleon 19838
              atomic nucleus 19838
                atom 19838
                  main group element atom 19730
                    p-block element atom 19730
                      carbon group element atom 19635
                        carbon atom 19624
                          organic molecular entity 19624
                            organic molecule 19555
                              organic cyclic compound 19364
                                organic heterocyclic compound 18482
                                  organic heteropolycyclic compound 17872
                                    organic heterobicyclic compound 16804
                                      imidazopyrimidine 5575
                                        purines 5573
                                          aminopurine 4404
                                            2-aminopurines 4014
                                              tioguanine 51
                                                6-methylthioguanine 0
paths to the root