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
Accession: CHEBI:9555
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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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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
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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
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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
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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
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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
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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
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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
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Bmal1
basic helix-loop-helix ARNT like 1
decreases expression
EXP
Thioguanine results in decreased expression of BMAL1 mRNA
CTD
PMID:16005536
NCBI chr 1:167,331,756...167,430,235
Ensembl chr 1:167,331,633...167,430,231
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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Lsp1
lymphocyte-specific protein 1
decreases expression
EXP
Thioguanine results in decreased expression of LSP1 mRNA
CTD
PMID:16005536
NCBI chr 1:197,614,677...197,648,414
Ensembl chr 1:197,614,687...197,648,416
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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 chr18:15,931,659...15,977,415
Ensembl chr18:15,931,654...15,977,187
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
Ensembl chr11:84,661,783...84,727,730
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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
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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
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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...66,810,601
Ensembl chr 9:66,706,050...66,810,036
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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
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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...86,363,820
Ensembl chr 1:86,353,917...86,363,739
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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
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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
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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
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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
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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
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