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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 chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283
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 chr11:80,473,809...80,567,257
Ensembl chr11:80,473,872...80,567,253
JBrowse link
G Acer2 alkaline ceramidase 2 increases expression EXP Thioguanine results in increased expression of ACER2 mRNA CTD PMID:16005536 NCBI chr 5:101,391,830...101,442,615
Ensembl chr 5:101,391,885...101,442,614
JBrowse link
G Acp3 acid phosphatase 3 decreases expression EXP Thioguanine results in decreased expression of ACP3 mRNA CTD PMID:16005536 NCBI chr 8:104,905,570...104,956,146
Ensembl chr 8:104,905,586...104,954,236
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:19,463,146...19,486,526
Ensembl chr  X:19,463,171...19,486,519
JBrowse link
G Alox12 arachidonate 12-lipoxygenase, 12S type decreases expression EXP Thioguanine results in decreased expression of ALOX12 mRNA CTD PMID:16005536 NCBI chr10:54,958,263...54,970,542
Ensembl chr10:54,958,271...54,970,542
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 1:167,331,756...167,430,235
Ensembl chr 1:167,331,633...167,430,231
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 8:4,968,856...4,989,325
Ensembl chr 8:4,968,842...4,988,732
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 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ccne1 cyclin E1 increases expression EXP Thioguanine results in increased expression of CCNE1 mRNA CTD PMID:16005536 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
JBrowse link
G Cdc25b cell division cycle 25B decreases expression EXP Thioguanine results in decreased expression of CDC25B mRNA CTD PMID:16005536 NCBI chr 3:118,407,127...118,417,272
Ensembl chr 3:118,407,128...118,417,272
JBrowse link
G Cdkn3 cyclin-dependent kinase inhibitor 3 decreases expression EXP Thioguanine results in decreased expression of CDKN3 mRNA CTD PMID:16005536 NCBI chr15:20,022,522...20,033,948
Ensembl chr15:20,022,664...20,033,945
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 6:25,431,846...25,443,853
Ensembl chr 6:25,431,799...25,443,852
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 8:19,304,564...19,349,809
Ensembl chr 8:19,304,571...19,349,853
JBrowse link
G Ctsl cathepsin L increases expression EXP Thioguanine results in increased expression of CTSL mRNA CTD PMID:16005536 NCBI chr17:764,370...770,533
Ensembl chr17:764,309...770,548
JBrowse link
G Dmd dystrophin increases splicing ISO Thioguanine results in increased splicing of DMD exon CTD PMID:23259153 NCBI chr  X:47,272,324...49,504,219
Ensembl chr  X:47,272,331...49,504,207
JBrowse link
G Enc1 ectodermal-neural cortex 1 increases expression EXP Thioguanine results in increased expression of ENC1 mRNA CTD PMID:16005536 NCBI chr 2:28,550,670...28,562,591
Ensembl chr 2:28,550,464...28,562,713
JBrowse link
G Espn espin increases expression EXP Thioguanine results in increased expression of ESPN mRNA CTD PMID:16005536 NCBI chr 5:162,626,560...162,660,439
Ensembl chr 5:162,626,560...162,660,256
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 2:209,827,061...209,838,666
Ensembl chr 2:209,826,959...209,838,668
JBrowse link
G Fbln5 fibulin 5 decreases expression EXP Thioguanine results in decreased expression of FBLN5 mRNA CTD PMID:16005536 NCBI chr 6:120,899,219...120,977,829
Ensembl chr 6:120,899,224...120,977,755
JBrowse link
G Fkbp5 FKBP prolyl isomerase 5 increases expression EXP Thioguanine results in increased expression of FKBP5 mRNA CTD PMID:16005536 NCBI chr20:6,457,207...6,575,404
Ensembl chr20:6,457,216...6,541,674
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 chr15:36,589,501...36,669,441
Ensembl chr15:36,598,883...36,669,441
JBrowse link
G Hacl1 2-hydroxyacyl-CoA lyase 1 decreases expression EXP Thioguanine results in decreased expression of HACL1 mRNA CTD PMID:16005536 NCBI chr16:6,826,881...6,863,027
Ensembl chr16:6,824,906...6,863,027
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:132,736,175...132,768,149
Ensembl chr  X:132,736,096...132,768,154
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 chr14:82,056,347...82,064,083
Ensembl chr14:82,056,347...82,064,083
JBrowse link
G Impdh2 inosine monophosphate dehydrogenase 2 increases expression ISO Thioguanine results in increased expression of IMPDH2 mRNA CTD PMID:18222062 NCBI chr 8:109,256,705...109,261,365
Ensembl chr 8:109,256,728...109,261,359
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 8:58,571,155...58,574,128
Ensembl chr 8:58,570,777...58,574,130
JBrowse link
G Kif2c kinesin family member 2C decreases expression EXP Thioguanine results in decreased expression of KIF2C mRNA CTD PMID:16005536 NCBI chr 5:130,637,347...130,662,680
Ensembl chr 5:130,637,347...130,662,637
JBrowse link
G Lig1 DNA ligase 1 decreases expression EXP Thioguanine results in decreased expression of LIG1 mRNA CTD PMID:16005536 NCBI chr 1:74,165,688...74,204,400
Ensembl chr 1:74,165,842...74,204,413
JBrowse link
G Lsp1 lymphocyte-specific protein 1 decreases expression EXP Thioguanine results in decreased expression of LSP1 mRNA CTD PMID:16005536 NCBI chr 1:197,614,585...197,648,414
Ensembl chr 1:197,614,687...197,648,416
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 chr18:15,931,654...15,977,415
Ensembl chr18:15,931,654...15,977,187
JBrowse link
G Msh2 mutS homolog 2 increases response to substance ISO MSH2 results in increased susceptibility to Thioguanine CTD PMID:20025921 NCBI chr 6:6,813,793...6,872,960
Ensembl chr 6:6,813,795...6,872,938
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 3:151,705,254...151,733,714
Ensembl chr 3:151,705,288...151,733,708
JBrowse link
G Nek6 NIMA-related kinase 6 increases expression EXP Thioguanine results in increased expression of NEK6 mRNA CTD PMID:16005536 NCBI chr 3:22,284,269...22,356,302
Ensembl chr 3:22,284,279...22,395,990
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 9:88,146,956...88,244,454
Ensembl chr 9:88,146,956...88,244,914
JBrowse link
G Nid2 nidogen 2 decreases expression EXP Thioguanine results in decreased expression of NID2 mRNA CTD PMID:16005536 NCBI chr15:4,458,082...4,513,808
Ensembl chr15:4,458,084...4,513,843
JBrowse link
G Npr1 natriuretic peptide receptor 1 decreases expression EXP Thioguanine results in decreased expression of NPR1 mRNA CTD PMID:16005536 NCBI chr 2:175,934,181...175,950,118
Ensembl chr 2:175,934,181...175,949,505
JBrowse link
G Ocln occludin decreases activity ISO Thioguanine results in decreased activity of OCLN protein CTD PMID:17015055 NCBI chr 2:31,657,217...31,707,466
Ensembl chr 2:31,657,220...31,764,150
JBrowse link
G Orm1 orosomucoid 1 increases expression EXP Thioguanine results in increased expression of ORM1 mRNA CTD PMID:16005536 NCBI chr 5:76,766,637...76,776,149
Ensembl chr 5:76,772,941...76,776,154
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 8:36,600,633...36,863,131
Ensembl chr 8:36,600,636...36,790,940
JBrowse link
G Pkp2 plakophilin 2 increases expression EXP Thioguanine results in increased expression of PKP2 mRNA CTD PMID:16005536 NCBI chr11:84,661,783...84,727,730 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 1:196,552,723...196,557,805
Ensembl chr 1:196,552,723...196,557,805
JBrowse link
G Prph peripherin decreases expression EXP Thioguanine results in decreased expression of PRPH mRNA CTD PMID:16005536 NCBI chr 7:130,218,149...130,222,136
Ensembl chr 7:130,218,357...130,222,136
JBrowse link
G Pth2r parathyroid hormone 2 receptor decreases expression EXP Thioguanine results in decreased expression of PTH2R mRNA CTD PMID:16005536 NCBI chr 9:66,706,050...66,810,034
Ensembl chr 9:66,706,050...66,810,036
JBrowse link
G Rfc3 replication factor C subunit 3 decreases expression EXP Thioguanine results in decreased expression of RFC3 mRNA CTD PMID:16005536 NCBI chr12:1,000,987...1,011,778
Ensembl chr12:1,000,994...1,011,778
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 1:86,353,917...86,363,836
Ensembl chr 1:86,353,917...86,363,739
JBrowse link
G Septin4 septin 4 decreases expression EXP Thioguanine results in decreased expression of SEPTIN4 mRNA CTD PMID:16005536 NCBI chr10:72,366,729...72,390,764
Ensembl chr10:72,366,873...72,390,768
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 chr13:76,601,975...76,616,175
Ensembl chr13:76,601,900...76,616,172
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 1:205,604,468...205,618,931
Ensembl chr 1:205,604,468...205,618,931
JBrowse link
G Tp53 tumor protein p53 increases activity ISO Thioguanine results in increased activity of TP53 protein CTD PMID:22010212 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Zfp189 zinc finger protein 189 increases expression EXP Thioguanine results in increased expression of ZNF189 mRNA CTD PMID:16005536 NCBI chr 5:63,872,596...63,884,348
Ensembl chr 5:63,872,738...63,884,121
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        biochemical role 19368
          antimetabolite 8546
            tioguanine 51
              6-methylthioguanine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic molecule 19549
                              organic cyclic compound 19343
                                organic heterocyclic compound 18584
                                  organic heteropolycyclic compound 18043
                                    organic heterobicyclic compound 16859
                                      imidazopyrimidine 5618
                                        purines 5616
                                          aminopurine 4434
                                            2-aminopurines 4038
                                              tioguanine 51
                                                6-methylthioguanine 0
paths to the root