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: 5-formyltetrahydrofolic acid
Accession: CHEBI:15640
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Definition: A formyltetrahydrofolic acid in which the formyl group is located at position 5.
Synonyms: exact_synonym: N-[4-({[2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
related_synonym: (5-formyl-5,6,7,8-tetrahydropteroyl)glutamate; 10-Formyl-7,8-dihydrofolic acid; 5-Formyl-5,6,7,8-tetrahydrofolic acid; 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid; 5-Formyltetrahydrofolate; Acide folinique; Folinic acid; Formula=C20H23N7O7; InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1; InChIKey=VVIAGPKUTFNRDU-ABLWVSNPSA-N; L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acid; Leucovorin; Leucovorinum; N-(5-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid; N5-Formyl-5,6,7,8-tetrahydrofolic acid; N5-Formyltetrahydrofolic acid; SMILES=[H]C(=O)N1C(CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2nc(N)[nH]c(=O)c12; folinate
alt_id: CHEBI:12127; CHEBI:18607; CHEBI:2057
xref: CAS:58-05-9; DrugBank:DB03256; Drug_Central:1232; KEGG:C03479; KEGG:D07986; LINCS:LSM-5146
xref_mesh: MESH:D002955
xref: Reaxys:101688; Wikipedia:Folinic_acid
cyclic_relationship: is_conjugate_acid_of CHEBI:65340
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Abcc2
ATP binding cassette subfamily C member 2
multiple interactions
EXP
Leucovorin inhibits the reaction [Methotrexate results in decreased expression of ABCC2 protein]
CTD
PMID:16925582
NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
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Alb
albumin
multiple interactions
ISO
[Leucovorin co-treated with Cisplatin co-treated with Fluorouracil] results in decreased expression of ALB protein
CTD
PMID:20180123
NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836
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Angptl2
angiopoietin-like 2
multiple interactions
ISO
ANGPTL2 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 3:16,517,185...16,547,024
Ensembl chr 3:16,517,420...16,548,178
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Arl6ip5
ADP-ribosylation factor like GTPase 6 interacting protein 5
multiple interactions
ISO
ARL6IP5 protein affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with Cisplatin]; ARL6IP5 protein affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with oxaliplatin]
CTD
PMID:22452940
NCBI chr 4:129,810,650...129,838,628
Ensembl chr 4:129,810,645...129,838,608
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Atp5po
ATP synthase peripheral stalk subunit OSCP
multiple interactions
ISO
ATP5PO mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr11:31,165,218...31,171,530
Ensembl chr11:31,165,217...31,171,592
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Axin2
axin 2
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of AXIN2 mRNA
CTD
PMID:25187349
NCBI chr10:93,893,830...93,927,042
Ensembl chr10:93,899,245...93,926,231
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Bcl6
BCL6, transcription repressor
multiple interactions
ISO
Leucovorin inhibits the reaction [Pyrimethamine inhibits the reaction [Oncostatin M results in increased expression of BCL6 mRNA]]
CTD
PMID:34953855
NCBI chr11:76,854,090...76,877,389
Ensembl chr11:76,854,090...76,877,389
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Bglap
bone gamma-carboxyglutamate protein
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of BGLAP mRNA
CTD
PMID:25187349
NCBI chr 2:173,838,518...173,839,495
Ensembl chr 2:173,838,518...173,839,495
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Boll
boule homolog, RNA binding protein
multiple interactions
ISO
BOLL mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 9:56,734,890...56,859,917
Ensembl chr 9:56,733,584...56,859,916
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Casp3
caspase 3
multiple interactions
ISO
[10-hydroxycamptothecin co-treated with Fluorouracil co-treated with Leucovorin] results in increased activity of CASP3 protein
CTD
PMID:12934351
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Ccnd1
cyclin D1
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of CCND1 mRNA
CTD
PMID:25187349
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Ccne1
cyclin E1
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CCNE1 mRNA
CTD
PMID:15342418
NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
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Cdc45
cell division cycle 45
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CDC45 mRNA
CTD
PMID:15342418
NCBI chr11:82,185,427...82,210,630
Ensembl chr11:82,185,473...82,210,619
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Cdc6
cell division cycle 6
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CDC6 mRNA
CTD
PMID:15342418
NCBI chr10:83,864,189...83,878,011
Ensembl chr10:83,864,638...83,878,011
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Cdk1
cyclin-dependent kinase 1
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CDK1 mRNA
CTD
PMID:15342418
NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
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Cdk2
cyclin dependent kinase 2
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CDK2 mRNA
CTD
PMID:15342418
NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
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Cdkn1a
cyclin-dependent kinase inhibitor 1A
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in increased expression of CDKN1A mRNA
CTD
PMID:15342418
NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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Ctnnb1
catenin beta 1
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of CTNNB1 protein
CTD
PMID:25187349
NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
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Cyp11a1
cytochrome P450, family 11, subfamily a, polypeptide 1
multiple interactions
EXP
Leucovorin affects the reaction [Methotrexate results in decreased expression of CYP11A1 mRNA]; Leucovorin affects the reaction [Methotrexate results in decreased expression of CYP11A1 protein]
CTD
PMID:21213337
NCBI chr 8:58,422,807...58,434,342
Ensembl chr 8:58,404,669...58,434,338
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Dhfr
dihydrofolate reductase
multiple interactions increases expression
ISO
Leucovorin inhibits the reaction [DHFR gene mutant form results in decreased abundance of Folic Acid] Leucovorin results in increased expression of DHFR protein
CTD
PMID:16712799 PMID:21310277
NCBI chr 2:23,585,876...23,611,199
Ensembl chr 2:23,586,031...23,613,713
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Dpyd
dihydropyrimidine dehydrogenase
multiple interactions
ISO
[Leucovorin co-treated with Fluorouracil] results in decreased activity of DPYD protein
CTD
PMID:7503095
NCBI chr 2:206,609,043...207,474,982
Ensembl chr 2:206,609,122...207,474,982
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Drd5
dopamine receptor D5
multiple interactions
ISO
DRD5 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr14:72,487,950...72,491,050
Ensembl chr14:72,489,347...72,490,774
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Edn1
endothelin 1
increases expression
ISO
Leucovorin results in increased expression of EDN1 mRNA; Leucovorin results in increased expression of EDN1 protein
CTD
PMID:16925845
NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885
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Eml2
EMAP like 2
multiple interactions
ISO
EML2 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 1:78,827,595...78,859,342
Ensembl chr 1:78,828,080...78,859,341
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Ercc1
ERCC excision repair 1, endonuclease non-catalytic subunit
multiple interactions
ISO
ERCC1 gene SNP affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with oxaliplatin]
CTD
PMID:17401013
NCBI chr 1:78,971,310...79,007,963
Ensembl chr 1:78,996,390...79,007,963
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Ercc2
ERCC excision repair 2, TFIIH core complex helicase subunit
multiple interactions
ISO
ERCC2 gene SNP affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with oxaliplatin]
CTD
PMID:17401013
NCBI chr 1:79,033,342...79,047,102
Ensembl chr 1:79,033,326...79,047,102
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F8
coagulation factor VIII
multiple interactions
ISO
F8 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr18:140,848...172,330
Ensembl chr18:140,955...171,857
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Fabp4
fatty acid binding protein 4
multiple interactions
EXP
Leucovorin inhibits the reaction [Methotrexate results in increased expression of FABP4 protein]
CTD
PMID:25187349
NCBI chr 2:91,580,879...91,585,567
Ensembl chr 2:91,580,885...91,585,578
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Folr1
folate receptor alpha
multiple interactions
ISO
FOLR1 protein affects the reaction [Leucovorin results in increased phosphorylation of STAT3 protein]
CTD
PMID:25841994
NCBI chr 1:156,219,460...156,238,436
Ensembl chr 1:156,219,460...156,230,667
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Fshb
follicle stimulating hormone subunit beta
multiple interactions
EXP
Leucovorin affects the reaction [Methotrexate results in increased expression of FSHB protein]
CTD
PMID:21213337
NCBI chr 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370
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G6pd
glucose-6-phosphate dehydrogenase
multiple interactions
EXP
Leucovorin inhibits the reaction [Methotrexate results in decreased activity of G6PD protein]
CTD
PMID:21213337
NCBI chr X:152,201,081...152,220,863
Ensembl chr X:152,201,098...152,220,801
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Hand2
heart and neural crest derivatives expressed 2
increases expression
ISO
Leucovorin results in increased expression of HAND2 mRNA; Leucovorin results in increased expression of HAND2 protein
CTD
PMID:16925845
NCBI chr16:32,917,448...32,920,791
Ensembl chr16:32,917,823...32,919,891
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Hspb1
heat shock protein family B (small) member 1
multiple interactions
ISO
HSPB1 protein affects the susceptibility to [Cisplatin co-treated with Fluorouracil co-treated with Leucovorin]
CTD
PMID:19088045
NCBI chr12:20,794,014...20,795,675
Ensembl chr12:20,794,028...20,795,743
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Il1b
interleukin 1 beta
multiple interactions
ISO
Leucovorin inhibits the reaction [Methotrexate results in increased expression of IL1B mRNA]
CTD
PMID:24444433
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Il6
interleukin 6
multiple interactions
ISO
Leucovorin inhibits the reaction [Methotrexate results in increased expression of IL6 mRNA]
CTD
PMID:24444433
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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Il6st
interleukin 6 cytokine family signal transducer
multiple interactions
ISO
IL6ST protein affects the reaction [Leucovorin results in increased phosphorylation of STAT3 protein]
CTD
PMID:25841994
NCBI chr 2:44,065,979...44,106,255
Ensembl chr 2:44,066,130...44,109,936
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Lef1
lymphoid enhancer binding factor 1
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of LEF1 mRNA
CTD
PMID:25187349
NCBI chr 2:219,666,549...219,779,815
Ensembl chr 2:219,666,592...219,779,794
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Lgals8
galectin 8
multiple interactions
ISO
LGALS8 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr17:58,024,652...58,052,764
Ensembl chr17:58,028,105...58,052,764
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Lhb
luteinizing hormone subunit beta
multiple interactions
EXP
Leucovorin affects the reaction [Methotrexate results in increased expression of LHB protein]
CTD
PMID:21213337
NCBI chr 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972 Ensembl chr 1:95,900,984...95,901,972
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Mat2a
methionine adenosyltransferase 2A
multiple interactions
ISO
Leucovorin inhibits the reaction [Methotrexate results in decreased expression of MAT2A mRNA]
CTD
PMID:22193356
NCBI chr 4:104,489,877...104,495,447
Ensembl chr 4:104,488,466...104,495,493
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Mthfr
methylenetetrahydrofolate reductase
multiple interactions
ISO
MTHFR gene polymorphism results in increased susceptibility to [Fluorouracil co-treated with Leucovorin]
CTD
PMID:18633250
NCBI chr 5:158,465,248...158,484,999
Ensembl chr 5:158,465,296...158,483,797
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Pparg
peroxisome proliferator-activated receptor gamma
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of PPARG mRNA; [Methotrexate co-treated with Leucovorin] results in increased expression of PPARG protein
CTD
PMID:25187349
NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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Serpine2
serpin family E member 2
multiple interactions
ISO
SERPINE2 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 9:81,124,746...81,188,866
Ensembl chr 9:81,124,804...81,188,826
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Sfrp1
secreted frizzled-related protein 1
multiple interactions
EXP
Leucovorin inhibits the reaction [Methotrexate results in increased expression of SFRP1 mRNA]; Leucovorin inhibits the reaction [Methotrexate results in increased expression of SFRP1 protein]
CTD
PMID:25187349
NCBI chr16:68,575,763...68,614,180
Ensembl chr16:68,575,763...68,614,286
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Slc19a1
solute carrier family 19 member 1
multiple interactions
ISO
Leucovorin inhibits the reaction [SLC19A1 protein results in increased transport of Methotrexate]
CTD
PMID:21879757
NCBI chr20:11,584,410...11,602,429
Ensembl chr20:11,584,411...11,601,972
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Slc22a6
solute carrier family 22 member 6
multiple interactions increases uptake
EXP ISO
Leucovorin inhibits the reaction [Methotrexate results in decreased expression of SLC22A6 protein] SLC22A6 protein results in increased uptake of Leucovorin
CTD
PMID:16098483 PMID:16925582
NCBI chr 1:205,522,579...205,531,179
Ensembl chr 1:205,522,729...205,531,173
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Slc22a8
solute carrier family 22 member 8
multiple interactions increases uptake
EXP ISO
Leucovorin inhibits the reaction [Methotrexate results in decreased expression of SLC22A8 protein] SLC22A8 protein results in increased uptake of Leucovorin
CTD
PMID:16098483 PMID:16925582
NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450
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Slc46a1
solute carrier family 46 member 1
decreases activity multiple interactions
ISO
Leucovorin results in decreased activity of SLC46A1 protein Leucovorin inhibits the reaction [SLC46A1 protein results in increased transport of Folic Acid]
CTD
PMID:17475902
NCBI chr10:63,361,504...63,367,940
Ensembl chr10:63,361,486...63,368,848
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Socs3
suppressor of cytokine signaling 3
multiple interactions
ISO
Leucovorin inhibits the reaction [Pyrimethamine results in decreased expression of SOCS3 mRNA]
CTD
PMID:34953855
NCBI chr10:103,193,909...103,197,322
Ensembl chr10:103,193,537...103,197,787
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Sp7
Sp7 transcription factor
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of SP7 mRNA
CTD
PMID:25187349
NCBI chr 7:133,484,609...133,494,788
Ensembl chr 7:133,484,609...133,494,847
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Star
steroidogenic acute regulatory protein
multiple interactions
EXP
Leucovorin affects the reaction [Methotrexate results in decreased expression of STAR mRNA]; Leucovorin affects the reaction [Methotrexate results in decreased expression of STAR protein]
CTD
PMID:21213337
NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672
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Stat3
signal transducer and activator of transcription 3
multiple interactions
ISO
FOLR1 protein affects the reaction [Leucovorin results in increased phosphorylation of STAT3 protein]; IL6ST protein affects the reaction [Leucovorin results in increased phosphorylation of STAT3 protein]; Leucovorin results in increased activity of and results in increased phosphorylation of STAT3 protein
CTD
PMID:25841994
NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
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Tymp
thymidine phosphorylase
multiple interactions
ISO
TYMP mRNA affects the susceptibility to [irinotecan co-treated with Fluorouracil co-treated with Leucovorin]
CTD
PMID:17454858
NCBI chr 7:120,438,768...120,444,088
Ensembl chr 7:120,438,770...120,443,874 Ensembl chr 7:120,438,770...120,443,874
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Tyms
thymidylate synthetase
multiple interactions
ISO
[arsenic trioxide co-treated with Fluorouracil co-treated with Leucovorin] results in decreased expression of TYMS mRNA; TYMS gene polymorphism results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with Cisplatin co-treated with Paclitaxel]; TYMS mRNA affects the susceptibility to [irinotecan co-treated with Fluorouracil co-treated with Leucovorin]; TYMS promoter polymorphism results in increased susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with oxaliplatin co-treated with docetaxel]; TYMS protein affects the susceptibility to [Fluorouracil co-treated with Leucovorin] Leucovorin promotes the reaction [Fluorouracil results in decreased expression of TYMS]
CTD
PMID:9050858 PMID:16424979 PMID:17454858 PMID:18676755 PMID:19074750 PMID:20501625 More...
NCBI chr 9:113,313,454...113,329,551
Ensembl chr 9:113,313,452...113,329,536
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Wnt10b
Wnt family member 10B
multiple interactions
EXP
[Methotrexate co-treated with Leucovorin] results in increased expression of WNT10B mRNA
CTD
PMID:25187349
NCBI chr 7:129,922,088...129,927,892
Ensembl chr 7:129,922,088...129,927,892
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Xrcc1
X-ray repair cross complementing 1
multiple interactions
ISO
XRCC1 protein affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with Cisplatin]; XRCC1 protein affects the susceptibility to [Fluorouracil co-treated with Leucovorin co-treated with oxaliplatin]
CTD
PMID:22452940
NCBI chr 1:80,140,495...80,168,705
Ensembl chr 1:80,141,207...80,168,701
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Zfp637
zinc finger protein 637
multiple interactions
ISO
ZNF32 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 4:150,984,940...151,010,079
Ensembl chr 4:150,984,541...151,011,874
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Znf829l-ps1
zinc finger protein 829 like, pseudogene 1
multiple interactions
ISO
ZNF582 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr 1:67,533,324...67,558,764
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Zrsr2
zinc finger (CCCH type), RNA binding motif and serine/arginine rich 2
multiple interactions
ISO
ZRSR2 mRNA results in increased susceptibility to [Leucovorin co-treated with Fluorouracil co-treated with irinotecan]
CTD
PMID:17327601
NCBI chr X:30,547,424...30,571,613
Ensembl chr X:30,547,536...30,570,125
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