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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:zebularine
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Accession:CHEBI:46938 term browser browse the term
Definition:A pyrimidine ribonucleoside that has formula C9H12N2O5.
Synonyms:exact_synonym: 1-beta-D-ribofuranosylpyrimidin-2(1H)-one
 related_synonym: 1-beta-D-ribofuranosyl-2(1H)-pyrimidinone;   Formula=C9H12N2O5;   InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1;   InChIKey=RPQZTTQVRYEKCR-WCTZXXKLSA-N;   SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cccnc1=O;   pyrimidin-2-one beta-D-ribofuranoside;   pyrimidin-2-one beta-ribofuranoside;   pyrimidin-2-one ribonucleoside
 xref: Beilstein:751056;   CAS:3690-10-6;   DrugBank:DB03068;   LINCS:LSM-36362
 xref_mesh: MESH:C009131



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zebularine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt3 AKT serine/threonine kinase 3 multiple interactions EXP pyrimidin-2-one beta-ribofuranoside affects the reaction [Folic Acid affects the methylation of AKT3 gene] CTD PMID:24629913 NCBI chr13:88,943,708...89,225,831
Ensembl chr13:88,946,091...89,225,708
JBrowse link
G Ankrd6 ankyrin repeat domain 6 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of ANKRD6 mRNA CTD PMID:19194470 NCBI chr 5:47,197,981...47,343,183
Ensembl chr 5:47,202,873...47,343,090
JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 affects expression ISO pyrimidin-2-one beta-ribofuranoside affects the expression of APAF1 mRNA CTD PMID:17133271 NCBI chr 7:25,494,143...25,579,540
Ensembl chr 7:25,494,609...25,579,540
JBrowse link
G Apobec3 apolipoprotein B mRNA editing enzyme catalytic subunit 3 multiple interactions ISO [pyrimidin-2-one beta-ribofuranoside results in decreased activity of APOBEC3B protein] which results in increased susceptibility to Decitabine; pyrimidin-2-one beta-ribofuranoside inhibits the reaction [APOBEC3B protein results in decreased amination of Decitabine] CTD PMID:18398609 NCBI chr 7:111,433,789...111,453,032
Ensembl chr 7:111,433,764...111,452,922
JBrowse link
G App amyloid beta precursor protein multiple interactions ISO pyrimidin-2-one beta-ribofuranoside inhibits the reaction [Folic Acid results in decreased expression of APP protein] CTD PMID:26492244 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
JBrowse link
G Bax BCL2 associated X, apoptosis regulator affects cleavage ISO pyrimidin-2-one beta-ribofuranoside affects the cleavage of BAX protein CTD PMID:19459041 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator affects cleavage
decreases expression
ISO pyrimidin-2-one beta-ribofuranoside affects the cleavage of BCL2 protein
pyrimidin-2-one beta-ribofuranoside results in decreased expression of BCL2 protein
CTD PMID:19459041 PMID:23320119 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Casp3 caspase 3 increases cleavage ISO pyrimidin-2-one beta-ribofuranoside results in increased cleavage of CASP3 protein CTD PMID:19459041 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases activity ISO pyrimidin-2-one beta-ribofuranoside results in increased activity of CASP8 protein CTD PMID:23320119 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases activity ISO pyrimidin-2-one beta-ribofuranoside results in increased activity of CASP9 protein CTD PMID:23320119 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of CCND1 protein CTD PMID:19459041 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of CDK2 protein CTD PMID:23320119 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression
increases expression
ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of CDKN1A protein
pyrimidin-2-one beta-ribofuranoside results in increased expression of CDKN1A protein
CTD PMID:19459041 PMID:23320119 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Creb1 cAMP responsive element binding protein 1 increases phosphorylation ISO pyrimidin-2-one beta-ribofuranoside results in increased phosphorylation of CREB1 protein CTD PMID:18830594 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Csgalnact2 chondroitin sulfate N-acetylgalactosaminyltransferase 2 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of CSGALNACT2 mRNA CTD PMID:19194470 NCBI chr 4:151,271,774...151,308,856
Ensembl chr 4:151,277,645...151,308,839
JBrowse link
G Cux1 cut-like homeobox 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of CUX1 mRNA CTD PMID:19194470 NCBI chr12:20,107,062...20,425,868
Ensembl chr12:20,107,311...20,425,866
JBrowse link
G Derl1 derlin 1 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of DERL1 mRNA CTD PMID:19194470 NCBI chr 7:89,404,413...89,427,095
Ensembl chr 7:89,404,417...89,427,145
JBrowse link
G Eif2ak2 eukaryotic translation initiation factor 2-alpha kinase 2 decreases response to substance
decreases expression
ISO EIF2AK2 protein results in decreased susceptibility to pyrimidin-2-one beta-ribofuranoside
pyrimidin-2-one beta-ribofuranoside results in decreased expression of EIF2AK2 protein modified form
CTD PMID:23320119 NCBI chr 6:16,189,000...16,224,972
Ensembl chr 6:16,188,979...16,224,971
JBrowse link
G Esr1 estrogen receptor 1 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of ESR1 mRNA CTD PMID:19459041 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G H2ax H2A.X variant histone increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of H2AX protein CTD PMID:17991895 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Hsp90aa1 heat shock protein 90 alpha family class A member 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of HSP90AA1 protein CTD PMID:18830594 NCBI chr 6:129,702,376...129,707,907
Ensembl chr 6:129,702,383...129,707,268
JBrowse link
G Igfbp3 insulin-like growth factor binding protein 3 affects expression ISO pyrimidin-2-one beta-ribofuranoside affects the expression of IGFBP3 mRNA CTD PMID:16505122 NCBI chr14:82,056,347...82,064,083
Ensembl chr14:82,056,347...82,064,083
JBrowse link
G Junb JunB proto-oncogene, AP-1 transcription factor subunit affects expression ISO pyrimidin-2-one beta-ribofuranoside affects the expression of JUNB mRNA CTD PMID:16505122 NCBI chr19:23,176,265...23,178,049
Ensembl chr19:23,176,294...23,178,035
JBrowse link
G Larp7 La ribonucleoprotein 7, transcriptional regulator increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of LARP7 mRNA CTD PMID:19194470 NCBI chr 2:215,997,641...216,012,833
Ensembl chr 2:215,997,649...216,012,865
JBrowse link
G Map1a microtubule-associated protein 1A increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of MAP1A mRNA CTD PMID:19194470 NCBI chr 3:108,263,217...108,283,936
Ensembl chr 3:108,263,151...108,282,899
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of MAPK1 protein modified form CTD PMID:23320119 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of MAPK3 protein modified form CTD PMID:23320119 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8ip3 mitogen-activated protein kinase 8 interacting protein 3 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of MAPK8IP3 mRNA CTD PMID:19194470 NCBI chr10:13,918,417...13,958,335
Ensembl chr10:13,918,400...13,958,273
JBrowse link
G Mbd2 methyl-CpG binding domain protein 2 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of MBD2 protein CTD PMID:19459041 NCBI chr18:64,174,002...64,240,795
Ensembl chr18:64,174,002...64,240,794
JBrowse link
G Mbd3 methyl-CpG binding domain protein 3 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of MBD3 protein CTD PMID:19459041 NCBI chr 7:9,312,961...9,320,166
Ensembl chr 7:9,313,098...9,320,165
JBrowse link
G Mecp2 methyl CpG binding protein 2 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of MECP2 protein CTD PMID:19459041 NCBI chr  X:151,781,177...151,844,687
Ensembl chr  X:151,789,930...151,844,689
JBrowse link
G Mtrf1l mitochondrial translation release factor 1 like increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of MTRF1L mRNA CTD PMID:19194470 NCBI chr 1:42,208,553...42,221,020
Ensembl chr 1:42,210,583...42,220,836
JBrowse link
G Nfatc2ip nuclear factor of activated T-cells 2 interacting protein increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of NFATC2IP mRNA CTD PMID:19194470 NCBI chr 1:180,954,834...180,971,847
Ensembl chr 1:180,955,043...180,971,747
JBrowse link
G Nfic nuclear factor I/C increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of NFIC mRNA CTD PMID:19194470 NCBI chr 7:8,278,210...8,309,936
Ensembl chr 7:8,253,361...8,309,936
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO pyrimidin-2-one beta-ribofuranoside results in increased cleavage of PARP1 protein CTD PMID:19459041 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Phldb1 pleckstrin homology-like domain, family B, member 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of PHLDB1 mRNA CTD PMID:19194470 NCBI chr 8:45,003,543...45,051,541
Ensembl chr 8:45,003,538...45,051,522
JBrowse link
G Pml PML nuclear body scaffold decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of PML mRNA CTD PMID:19194470 NCBI chr 8:58,627,347...58,661,927
Ensembl chr 8:58,628,837...58,658,971
JBrowse link
G Rabgap1l RAB GTPase activating protein 1-like decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of RABGAP1L mRNA CTD PMID:19194470 NCBI chr13:72,464,114...73,059,845
Ensembl chr13:72,468,110...73,059,984
JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of RB1 protein modified form CTD PMID:23320119 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302
JBrowse link
G Rbm34 RNA binding motif protein 34 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of RBM34 mRNA CTD PMID:19194470 NCBI chr19:54,936,516...54,956,810
Ensembl chr19:54,936,531...54,956,715
JBrowse link
G Rrm2b ribonucleotide reductase regulatory TP53 inducible subunit M2B increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of RRM2B mRNA CTD PMID:19010910 NCBI chr 7:69,077,024...69,108,742
Ensembl chr 7:69,078,291...69,108,633
JBrowse link
G RT1-Bb RT1 class II, locus Bb increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of HLA-DQB1 mRNA CTD PMID:19194470 NCBI chr20:4,596,558...4,602,201
Ensembl chr20:4,596,559...4,607,597
JBrowse link
G Sla src-like adaptor increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of SLA mRNA CTD PMID:19194470 NCBI chr 7:98,534,431...98,584,810
Ensembl chr 7:98,535,368...98,584,648
JBrowse link
G Snip1 Smad nuclear interacting protein 1 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of SNIP1 mRNA CTD PMID:19194470 NCBI chr 5:137,328,371...137,335,846
Ensembl chr 5:137,328,371...137,335,845
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions
decreases methylation
ISO [pyrimidin-2-one beta-ribofuranoside results in decreased methylation of SOD2 gene] which results in increased expression of SOD2 protein; [pyrimidin-2-one beta-ribofuranoside results in decreased methylation of SOD2 promoter] which results in increased expression of SOD2 mRNA; [pyrimidin-2-one beta-ribofuranoside results in decreased methylation of SOD2 promoter] which results in increased expression of SOD2 protein CTD PMID:15908783 PMID:17895890 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G St3gal6 ST3 beta-galactoside alpha-2,3-sialyltransferase 6 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of ST3GAL6 mRNA CTD PMID:19194470 NCBI chr11:42,061,282...42,121,801
Ensembl chr11:42,077,621...42,121,776
JBrowse link
G Tfe3 transcription factor binding to IGHM enhancer 3 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of TFE3 mRNA CTD PMID:19194470 NCBI chr  X:14,729,547...14,742,830
Ensembl chr  X:14,729,550...14,742,571
JBrowse link
G Tp53 tumor protein p53 increases expression ISO pyrimidin-2-one beta-ribofuranoside results in increased expression of TP53 protein CTD PMID:23320119 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Wdr47 WD repeat domain 47 decreases expression ISO pyrimidin-2-one beta-ribofuranoside results in decreased expression of WDR47 mRNA CTD PMID:19194470 NCBI chr 2:196,226,757...196,287,739
Ensembl chr 2:196,205,238...196,287,739
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19831
    chemical entity 19829
      atom 19829
        nonmetal atom 19767
          nitrogen atom 18955
            nitrogen molecular entity 18955
              nucleobase-containing molecular entity 5663
                nucleoside 5663
                  ribonucleoside 1120
                    pyrimidine ribonucleosides 417
                      zebularine 49
                        2'-deoxyzebularine 5'-phosphate 0
                        3,4-dihydrozebularine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  carbohydrates and carbohydrate derivatives 15289
                                    carbohydrate 15289
                                      carbohydrate derivative 14294
                                        glycosyl compound 13051
                                          N-glycosyl compound 5810
                                            nucleoside 5663
                                              ribonucleoside 1120
                                                pyrimidine ribonucleosides 417
                                                  zebularine 49
                                                    2'-deoxyzebularine 5'-phosphate 0
                                                    3,4-dihydrozebularine 0
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