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: tipifarnib
Accession: CHEBI:141969
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Definition: A quinolone that is 1-methylquinolin-2-one which carries a 3-chlorophenyl and an amino(4-chlorophenyl)(1-methyl-imidazol-5-yl)methyl groups at the 4 and 6 positions, respectively (the R-isomer).
Synonyms: exact_synonym: 6-[(R)-amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methylquinolin-2(1H)-one
related_synonym: (R)-6-(amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl)-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone; Formula=C27H22Cl2N4O; InChI=1S/C27H22Cl2N4O/c1-32-16-31-15-25(32)27(30,18-6-9-20(28)10-7-18)19-8-11-24-23(13-19)22(14-26(34)33(24)2)17-4-3-5-21(29)12-17/h3-16H,30H2,1-2H3/t27-/m1/s1; InChIKey=PLHJCIYEEKOWNM-HHHXNRCGSA-N; R-115777; R115777; SMILES=C1(C=C(C2=C(N1C)C=CC(=C2)[C@](C=3C=CC(=CC3)Cl)(C4=CN=CN4C)N)C=5C=C(C=CC5)Cl)=O; Zarnestra; tipifarnibum
xref: CAS:192185-72-1; DrugBank:DB04960; KEGG:D03720
xref_mesh: MESH:C402769
xref: PMID:12065441; PMID:12769710; PMID:16101130; PMID:16885199; PMID:22209975; PMID:23672878; PMID:24500418; PMID:26323840; PMID:28395021; PMID:28988377; PMID:29374384; PMID:29760048; Reaxys:9734901; Wikipedia:Tipifarnib
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Abcb1a
ATP binding cassette subfamily B member 1A
affects response to substance
ISO
ABCB1 gene SNP affects the susceptibility to tipifarnib
CTD
PMID:15122075
NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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Akt1
AKT serine/threonine kinase 1
multiple interactions
ISO
tipifarnib inhibits the reaction [CSF2 protein results in increased phosphorylation of AKT1 protein]
CTD
PMID:22315502
NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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Ap1b1
adaptor related protein complex 1 subunit beta 1
increases expression
EXP
tipifarnib results in increased expression of AP1B1 mRNA
CTD
PMID:16403772
NCBI chr14:79,879,482...79,930,778
Ensembl chr14:79,879,533...79,930,778
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Apc
APC regulator of WNT signaling pathway
increases expression
EXP
tipifarnib results in increased expression of APC mRNA
CTD
PMID:16403772
NCBI chr18:25,828,558...25,925,511
Ensembl chr18:25,864,222...25,922,696
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Bmp6
bone morphogenetic protein 6
increases expression
EXP
tipifarnib results in increased expression of BMP6 mRNA
CTD
PMID:16403772
NCBI chr17:26,318,121...26,469,691
Ensembl chr17:26,318,569...26,470,365
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Casp3
caspase 3
multiple interactions
ISO
[tipifarnib co-treated with Paclitaxel] results in increased activity of CASP3 protein
CTD
PMID:15728126
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
ISO
[Tamoxifen co-treated with tipifarnib] results in decreased expression of CCND1 protein
CTD
PMID:17876043
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Cdkn1b
cyclin-dependent kinase inhibitor 1B
multiple interactions
ISO
[Tamoxifen co-treated with tipifarnib] results in increased expression of CDKN1B protein
CTD
PMID:17876043
NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
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Csf2
colony stimulating factor 2
multiple interactions decreases activity
ISO
tipifarnib inhibits the reaction [CSF2 protein results in decreased phosphorylation of MAPK1 protein]; tipifarnib inhibits the reaction [CSF2 protein results in decreased phosphorylation of MAPK3 protein]; tipifarnib inhibits the reaction [CSF2 protein results in increased phosphorylation of AKT1 protein] tipifarnib results in decreased activity of CSF2 protein
CTD
PMID:22315502
NCBI chr10:38,386,945...38,388,926
Ensembl chr10:38,386,945...38,389,199
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Cycs
cytochrome c, somatic
multiple interactions
ISO
[tipifarnib co-treated with Paclitaxel] affects the localization of CYCS protein
CTD
PMID:15728126
NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054 Ensembl chr18:79,651,378...79,654,054
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Fgf14
fibroblast growth factor 14
increases expression
EXP
tipifarnib results in increased expression of FGF14 mRNA
CTD
PMID:16403772
NCBI chr15:101,045,033...101,679,888
Ensembl chr15:101,045,036...101,679,900
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Fgfr2
fibroblast growth factor receptor 2
increases expression
EXP
tipifarnib results in increased expression of FGFR2 mRNA
CTD
PMID:16403772
NCBI chr 1:184,745,418...184,850,655
Ensembl chr 1:184,745,420...184,850,626
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Gabbr2
gamma-aminobutyric acid type B receptor subunit 2
increases expression
EXP
tipifarnib results in increased expression of GABBR2 mRNA
CTD
PMID:16403772
NCBI chr 5:60,947,517...61,288,104
Ensembl chr 5:60,947,526...61,288,104
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Gnai2
G protein subunit alpha i2
decreases expression
EXP
tipifarnib results in decreased expression of GNAI2 mRNA
CTD
PMID:16403772
NCBI chr 8:108,288,401...108,309,009
Ensembl chr 8:108,288,401...108,308,979
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Hras
HRas proto-oncogene, GTPase
increases response to substance decreases metabolic processing
EXP ISO
HRAS gene mutant form results in increased susceptibility to tipifarnib tipifarnib results in decreased metabolism of HRAS protein
CTD
PMID:15728126 PMID:16403772 PMID:16648579
NCBI chr 1:196,290,127...196,299,823
Ensembl chr 1:196,296,263...196,300,615
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Igf2
insulin-like growth factor 2
increases expression
EXP
tipifarnib results in increased expression of IGF2 mRNA
CTD
PMID:16403772
NCBI chr 1:197,814,409...197,831,802
Ensembl chr 1:197,814,410...197,823,018
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Il18
interleukin 18
multiple interactions
ISO
geraniol promotes the reaction [tipifarnib inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL18 protein]]; tipifarnib inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL18 protein]
CTD
PMID:21430599
NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
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Il1b
interleukin 1 beta
multiple interactions
ISO
tipifarnib inhibits the reaction [[MVK protein mutant form results in increased susceptibility to lipopolysaccharide, E coli O55-B5] which results in increased secretion of IL1B protein] geraniol promotes the reaction [tipifarnib inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL1B protein]]; tipifarnib inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL1B protein]
CTD
PMID:21430599
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Jak3
Janus kinase 3
increases expression
EXP
tipifarnib results in increased expression of JAK3 mRNA
CTD
PMID:16403772
NCBI chr16:18,386,330...18,398,542
Ensembl chr16:18,386,405...18,398,536
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Kras
KRAS proto-oncogene, GTPase
increases expression
EXP
tipifarnib results in increased expression of KRAS mRNA
CTD
PMID:16403772
NCBI chr 4:178,185,418...178,218,484
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Lpar1
lysophosphatidic acid receptor 1
increases expression
EXP
tipifarnib results in increased expression of LPAR1 mRNA
CTD
PMID:16403772
NCBI chr 5:73,229,047...73,347,874
Ensembl chr 5:73,229,625...73,369,895
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Maf
MAF bZIP transcription factor
increases expression
EXP
tipifarnib results in increased expression of MAF mRNA
CTD
PMID:16403772
NCBI chr19:43,353,867...43,713,162
Ensembl chr19:43,360,342...43,712,365
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Map3k1
mitogen-activated protein kinase kinase kinase 1
increases expression
EXP
tipifarnib results in increased expression of MAP3K1 mRNA
CTD
PMID:16403772
NCBI chr 2:43,348,572...43,414,706
Ensembl chr 2:43,350,098...43,414,463
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Mapk1
mitogen activated protein kinase 1
multiple interactions
ISO
[tipifarnib co-treated with Simvastatin] results in decreased phosphorylation of MAPK1 protein; tipifarnib inhibits the reaction [CSF2 protein results in decreased phosphorylation of MAPK1 protein]
CTD
PMID:19383813 PMID:22315502
NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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Mapk12
mitogen-activated protein kinase 12
increases expression
EXP
tipifarnib results in increased expression of MAPK12 mRNA
CTD
PMID:16403772
NCBI chr 7:120,206,005...120,216,711
Ensembl chr 7:120,206,271...120,216,664
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Mapk3
mitogen activated protein kinase 3
multiple interactions
ISO
[tipifarnib co-treated with Simvastatin] results in decreased phosphorylation of MAPK3 protein; tipifarnib inhibits the reaction [CSF2 protein results in decreased phosphorylation of MAPK3 protein]
CTD
PMID:19383813 PMID:22315502
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Mos
MOS proto-oncogene, serine/threonine kinase
increases expression
EXP
tipifarnib results in increased expression of MOS mRNA
CTD
PMID:16403772
NCBI chr 5:16,859,957...16,861,264
Ensembl chr 5:16,859,957...16,861,264
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Mras
muscle RAS oncogene homolog
increases expression
EXP
tipifarnib results in increased expression of MRAS mRNA
CTD
PMID:16403772
NCBI chr 8:99,944,036...100,006,771
Ensembl chr 8:99,944,036...99,996,408
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Mrgprf
MAS related GPR family member F
increases expression
EXP
tipifarnib results in increased expression of MRGPRF mRNA
CTD
PMID:16403772
NCBI chr 1:200,464,100...200,473,588
Ensembl chr 1:200,463,973...200,473,660
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Mvk
mevalonate kinase
multiple interactions
ISO
tipifarnib inhibits the reaction [[MVK protein mutant form results in increased susceptibility to lipopolysaccharide, E coli O55-B5] which results in increased secretion of IL1B protein]; tipifarnib inhibits the reaction [MVK protein mutant form results in increased susceptibility to lipopolysaccharide, E coli O55-B5]
CTD
PMID:21430599
NCBI chr12:42,141,391...42,158,893
Ensembl chr12:42,141,384...42,158,882
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Mybbp1a
MYB binding protein 1a
increases expression
EXP
tipifarnib results in increased expression of MYBBP1A mRNA
CTD
PMID:16403772
NCBI chr10:57,056,897...57,067,258
Ensembl chr10:57,056,874...57,067,255
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Ndrg2
NDRG family member 2
decreases expression
EXP
tipifarnib results in decreased expression of NDRG2 mRNA
CTD
PMID:16403772
NCBI chr15:24,600,981...24,609,621
Ensembl chr15:24,600,982...24,609,626
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Nf2
NF2, moesin-ezrin-radixin like (MERLIN) tumor suppressor
increases expression
EXP
tipifarnib results in increased expression of NF2 mRNA
CTD
PMID:16403772
NCBI chr14:79,627,399...79,710,709
Ensembl chr14:79,627,399...79,710,667
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Pgap2
post-GPI attachment to proteins 2
increases expression
EXP
tipifarnib results in increased expression of PGAP2 mRNA
CTD
PMID:16403772
NCBI chr 1:156,591,540...156,618,116
Ensembl chr 1:156,591,615...156,618,114
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Pik3c2g
phosphatidylinositol-4-phosphate 3-kinase, catalytic subunit type 2 gamma
increases expression
EXP
tipifarnib results in increased expression of PIK3C2G mRNA
CTD
PMID:16403772
NCBI chr 4:172,483,752...172,851,623
Ensembl chr 4:172,484,345...172,850,544
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Plaat3
phospholipase A and acyltransferase 3
increases expression
EXP
tipifarnib results in increased expression of PLAAT3 mRNA
CTD
PMID:16403772
NCBI chr 1:204,782,608...204,816,397
Ensembl chr 1:204,782,729...204,817,667
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Ptpn11
protein tyrosine phosphatase, non-receptor type 11
multiple interactions
ISO
tipifarnib promotes the reaction [PTPN11 protein mutant form results in increased susceptibility to 2-(1H-indazol-4-yl)-6-(4-methanesulfonylpiperazin-1-ylmethyl)-4-morpholin-4-ylthieno(3,2-d)pyrimidine]
CTD
PMID:22315502
NCBI chr12:35,365,436...35,424,925
Ensembl chr12:35,383,144...35,424,925
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Rab14
RAB14, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB14 mRNA
CTD
PMID:16403772
NCBI chr 3:18,501,953...18,523,253
Ensembl chr 3:18,501,963...18,523,172
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Rab29
RAB29, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB29 mRNA
CTD
PMID:16403772
NCBI chr13:43,307,757...43,313,420
Ensembl chr13:43,307,775...43,313,417
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Rab2a
RAB2A, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB2 mRNA
CTD
PMID:16403772
NCBI chr 5:21,676,017...21,740,035
Ensembl chr 5:21,676,129...21,739,899
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Rab38
RAB38, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB38 mRNA
CTD
PMID:16403772
NCBI chr 1:142,182,566...142,262,923
Ensembl chr 1:142,182,556...142,262,924
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Rab3c
RAB3C, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB3C mRNA
CTD
PMID:16403772
NCBI chr 2:41,627,720...41,843,541
Ensembl chr 2:41,627,720...41,843,749
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Rab8b
RAB8B, member RAS oncogene family
increases expression
EXP
tipifarnib results in increased expression of RAB8B mRNA
CTD
PMID:16403772
NCBI chr 8:67,458,921...67,536,466
Ensembl chr 8:67,458,923...67,536,384
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Raf1
Raf-1 proto-oncogene, serine/threonine kinase
increases expression
EXP
tipifarnib results in increased expression of RAF1 mRNA
CTD
PMID:16403772
NCBI chr 4:148,679,534...148,740,265
Ensembl chr 4:148,679,530...148,740,317
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Ralgds
ral guanine nucleotide dissociation stimulator
decreases expression
EXP
tipifarnib results in decreased expression of RALGDS mRNA
CTD
PMID:16403772
NCBI chr 3:11,839,686...11,880,059
Ensembl chr 3:11,839,416...11,880,059
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Rgs8
regulator of G-protein signaling 8
increases expression
EXP
tipifarnib results in increased expression of RGS8 mRNA
CTD
PMID:16403772
NCBI chr13:65,804,703...65,848,955
Ensembl chr13:65,804,797...65,846,807
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Rheb
Ras homolog, mTORC1 binding
multiple interactions decreases activity
ISO
[tipifarnib results in decreased activity of RHEB protein] which results in increased susceptibility to Cisplatin
CTD
PMID:20554106
NCBI chr 4:10,278,970...10,320,160
Ensembl chr 4:10,279,370...10,320,160
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Rin1
Ras and Rab interactor 1
increases expression
EXP
tipifarnib results in increased expression of RIN1 mRNA
CTD
PMID:16403772
NCBI chr 1:202,355,729...202,362,731
Ensembl chr 1:202,355,890...202,362,729
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Rock1
Rho-associated coiled-coil containing protein kinase 1
increases expression
EXP
tipifarnib results in increased expression of ROCK1 mRNA
CTD
PMID:16403772
NCBI chr18:1,114,532...1,236,345
Ensembl chr18:1,115,905...1,235,571
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Rock2
Rho-associated coiled-coil containing protein kinase 2
increases expression
EXP
tipifarnib results in increased expression of ROCK2 mRNA
CTD
PMID:16403772
NCBI chr 6:39,679,116...39,774,033
Ensembl chr 6:39,679,082...39,774,031
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Rrad
RRAD, Ras related glycolysis inhibitor and calcium channel regulator
increases expression
EXP
tipifarnib results in increased expression of RRAD mRNA
CTD
PMID:16403772
NCBI chr19:354,184...357,424
Ensembl chr19:354,198...357,417
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Tgfb1
transforming growth factor, beta 1
decreases expression
EXP
tipifarnib results in decreased expression of TGFB1 mRNA
CTD
PMID:16403772
NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
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Tgfbr2
transforming growth factor, beta receptor 2
increases expression
EXP
tipifarnib results in increased expression of TGFBR2 mRNA
CTD
PMID:16403772
NCBI chr 8:115,794,537...115,883,615
Ensembl chr 8:115,794,537...115,883,228
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Tnf
tumor necrosis factor
multiple interactions
ISO
geraniol promotes the reaction [tipifarnib inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of TNF protein]]
CTD
PMID:21430599
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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Tp53
tumor protein p53
decreases expression
EXP
tipifarnib results in decreased expression of TP53 mRNA
CTD
PMID:16403772
NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
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Vav1
vav guanine nucleotide exchange factor 1
increases expression
EXP
tipifarnib results in increased expression of VAV1 mRNA
CTD
PMID:16403772
NCBI chr 9:2,161,985...2,209,951
Ensembl chr 9:2,157,900...2,208,937
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Zmat3
zinc finger, matrin type 3
increases expression
EXP
tipifarnib results in increased expression of ZMAT3 mRNA
CTD
PMID:16403772
NCBI chr 2:115,106,046...115,136,888
Ensembl chr 2:115,106,966...115,136,863
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