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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:diepoxybutane
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Accession:CHEBI:23704 term browser browse the term
Definition:An epoxide that has formula C4H6O2.
Synonyms:exact_synonym: 2,2'-bioxirane
 related_synonym: 1,1'-bi[ethylene oxide];   1,2:3,4-butadiene diepoxide;   1,2:3,4-dianhydrothreitol;   1,2:3,4-diepoxybutane;   1,3-butadiene diepoxide;   Butadiendioxyd;   DEB;   Formula=C4H6O2;   InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2;   InChIKey=ZFIVKAOQEXOYFY-UHFFFAOYSA-N;   SMILES=C1OC1C1CO1;   bioxirane;   butadiene diepoxide;   butadiene dioxide;   butane diepoxide;   dioxybutadiene
 xref: Beilstein:79831;   CAS:1464-53-5
 xref_mesh: MESH:C007366



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diepoxybutane term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adcyap1 adenylate cyclase activating polypeptide 1 decreases expression EXP diepoxybutane results in decreased expression of ADCYAP1 mRNA CTD PMID:12242682 NCBI chr 9:113,102,632...113,122,500
Ensembl chr 9:113,103,718...113,109,773
JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 increases expression ISO diepoxybutane results in increased expression of APAF1 mRNA CTD PMID:29792945 NCBI chr 7:25,494,143...25,579,540
Ensembl chr 7:25,494,609...25,579,540
JBrowse link
G Atm ATM serine/threonine kinase multiple interactions
increases phosphorylation
increases response to substance
ISO ATM protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]
diepoxybutane results in increased phosphorylation of ATM protein
ATM protein results in increased susceptibility to diepoxybutane
CTD PMID:20024960 PMID:25633853 NCBI chr 8:53,828,741...53,932,773
Ensembl chr 8:53,831,093...53,932,437
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO diepoxybutane results in increased expression of BAK1; diepoxybutane results in increased expression of BAK1 mRNA CTD PMID:17693053 PMID:29792945 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO diepoxybutane results in increased expression of BAX; diepoxybutane results in increased expression of BAX mRNA CTD PMID:17693053 PMID:29792945 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression ISO diepoxybutane results in increased expression of BBC3 mRNA CTD PMID:29792945 NCBI chr 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression ISO diepoxybutane results in increased expression of BCL2 mRNA CTD PMID:29792945 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bcl2l11 BCL2 like 11 increases expression ISO diepoxybutane results in increased expression of BCL2L11 mRNA CTD PMID:29792945 NCBI chr 3:115,366,783...115,404,068
Ensembl chr 3:115,366,646...115,404,068
JBrowse link
G Bok BCL2 family apoptosis regulator BOK increases expression ISO diepoxybutane results in increased expression of BOK mRNA CTD PMID:29792945 NCBI chr 9:94,223,493...94,234,476
Ensembl chr 9:94,223,389...94,234,476
JBrowse link
G Casp2 caspase 2 increases expression ISO diepoxybutane results in increased expression of CASP2 mRNA CTD PMID:29792945 NCBI chr 4:71,149,632...71,167,388
Ensembl chr 4:71,149,669...71,167,379
JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO diepoxybutane results in increased activity of CASP3 protein
benzoylcarbonyl-aspartyl-glutamyl-valyl-aspartyl-fluoromethyl ketone inhibits the reaction [diepoxybutane results in increased activity of CASP3 protein]
CTD PMID:14998682 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases expression ISO diepoxybutane results in increased expression of CASP8 mRNA CTD PMID:29792945 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 multiple interactions
increases expression
increases activity
ISO benzyloxycarbonyl-leucyl-glutamyl-histidyl-aspartic acid fluoromethyl ketone inhibits the reaction [diepoxybutane results in increased activity of CASP9 protein]
diepoxybutane results in increased expression of CASP9 mRNA
CTD PMID:14998682 PMID:29792945 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccnb1 cyclin B1 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [diepoxybutane results in increased expression of CCNB1 protein] CTD PMID:25633853 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Cdc25c cell division cycle 25C multiple interactions
increases phosphorylation
increases expression
ISO 7-hydroxystaurosporine inhibits the reaction [diepoxybutane results in increased expression of CDC25C protein modified form]; Acetylcysteine inhibits the reaction [diepoxybutane results in increased expression of CDC25C protein modified form]; CHEK1 protein promotes the reaction [diepoxybutane results in increased expression of CDC25C protein modified form]
diepoxybutane results in increased phosphorylation of CDC25C protein
CTD PMID:25633853 NCBI chr18:26,335,156...26,356,199
Ensembl chr18:26,335,834...26,356,185
JBrowse link
G Cdk1 cyclin-dependent kinase 1 multiple interactions
increases expression
ISO 7-hydroxystaurosporine inhibits the reaction [diepoxybutane results in increased expression of CDK1 protein modified form]; Acetylcysteine inhibits the reaction [diepoxybutane results in increased expression of CDK1 protein]; CHEK1 protein promotes the reaction [diepoxybutane results in increased expression of CDK1 protein modified form]
diepoxybutane results in increased expression of CDK1 protein; diepoxybutane results in increased expression of CDK1 protein modified form
CTD PMID:25633853 NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
JBrowse link
G Chek1 checkpoint kinase 1 multiple interactions
increases expression
increases phosphorylation
ISO 7-hydroxystaurosporine inhibits the reaction [diepoxybutane results in increased expression of CHEK1 protein modified form]; Acetylcysteine inhibits the reaction [diepoxybutane results in increased expression of CHEK1 protein modified form]; CHEK1 protein promotes the reaction [diepoxybutane results in increased expression of CDC25C protein modified form]; CHEK1 protein promotes the reaction [diepoxybutane results in increased expression of CDK1 protein modified form]
diepoxybutane results in increased phosphorylation of CHEK1 protein
CTD PMID:25633853 NCBI chr 8:36,420,565...36,443,477 JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 affects response to substance
increases response to substance
ISO CYP2E1 gene polymorphism affects the susceptibility to diepoxybutane
CYP2E1 gene polymorphism results in increased susceptibility to diepoxybutane
CTD PMID:15036125 PMID:17078101 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Diablo diablo, IAP-binding mitochondrial protein increases expression ISO diepoxybutane results in increased expression of DIABLO mRNA CTD PMID:29792945 NCBI chr12:33,055,784...33,070,400
Ensembl chr12:33,055,263...33,070,387
JBrowse link
G Ephx1 epoxide hydrolase 1 affects response to substance
increases response to substance
ISO EPHX1 gene polymorphism affects the susceptibility to diepoxybutane
EPHX1 gene mutant form results in increased susceptibility to diepoxybutane
CTD PMID:12929123 PMID:15036125 NCBI chr13:92,714,315...92,744,124
Ensembl chr13:92,714,315...92,790,235
JBrowse link
G Fancd2 FA complementation group D2 multiple interactions ISO [Arsenic Trioxide results in decreased activity of FANCD2 protein] which results in increased susceptibility to diepoxybutane; [monomethylarsonic acid results in decreased activity of FANCD2 protein] which results in increased susceptibility to diepoxybutane CTD PMID:25092648 NCBI chr 4:146,679,014...146,743,422
Ensembl chr 4:146,679,179...146,743,412
JBrowse link
G Gstt1 glutathione S-transferase theta 1 affects response to substance
multiple interactions
decreases activity
increases response to substance
ISO
EXP
GSTT1 gene polymorphism affects the susceptibility to diepoxybutane
GSTT1 protein affects the metabolism of and results in increased activity of diepoxybutane
GSTT1 protein results in decreased activity of diepoxybutane
GSTT1 gene polymorphism results in increased susceptibility to diepoxybutane
CTD PMID:7578934 PMID:8565128 PMID:12694746 PMID:15036125 PMID:17078101 NCBI chr20:12,856,613...12,873,586
Ensembl chr20:12,856,669...12,873,585
JBrowse link
G H2ax H2A.X variant histone multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [diepoxybutane results in increased expression of H2AX protein modified form] CTD PMID:25633853 NCBI chr 8:44,671,927...44,673,257
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Hprt1 hypoxanthine phosphoribosyltransferase 1 increases mutagenesis ISO diepoxybutane results in increased mutagenesis of HPRT1 gene CTD PMID:20853577 NCBI chr  X:132,736,175...132,768,149
Ensembl chr  X:132,736,096...132,768,154
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [diepoxybutane results in increased phosphorylation of MAPK1 protein]; MAPK1 protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein] CTD PMID:29405768 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 multiple interactions
increases phosphorylation
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [diepoxybutane results in increased phosphorylation of MAPK3 protein]; MAPK3 protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein] CTD PMID:29405768 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mdm2 MDM2 proto-oncogene multiple interactions ISO diepoxybutane inhibits the reaction [TP53 protein binds to MDM2 protein] CTD PMID:20024960 NCBI chr 7:53,290,660...53,315,205
Ensembl chr 7:53,290,664...53,314,915
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity EXP diepoxybutane results in decreased activity of MMP9 protein CTD PMID:12242682 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Nat2 N-acetyltransferase 2 decreases response to substance ISO NAT2 gene polymorphism results in decreased susceptibility to diepoxybutane CTD PMID:17078101 NCBI chr16:22,207,362...22,238,513
Ensembl chr16:22,208,194...22,238,520
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO diepoxybutane results in increased cleavage of PARP1 protein CTD PMID:14998682 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Polb DNA polymerase beta multiple interactions ISO [diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLB protein CTD PMID:26098310 NCBI chr16:69,379,438...69,402,710
Ensembl chr16:69,379,400...69,404,812
JBrowse link
G Poli DNA polymerase iota multiple interactions ISO [diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLI protein; POLN protein inhibits the reaction [[diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLI protein] CTD PMID:26098310 NCBI chr18:64,116,774...64,134,373
Ensembl chr18:64,116,774...64,163,418
JBrowse link
G Polk DNA polymerase kappa multiple interactions ISO [diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLK protein CTD PMID:26098310 NCBI chr 2:27,822,228...27,882,331
Ensembl chr 2:27,822,679...27,882,313
JBrowse link
G Poln DNA polymerase nu multiple interactions ISO [diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLN protein; POLN protein inhibits the reaction [[diepoxybutane binds to 2'-deoxyadenosine] which results in decreased activity of POLI protein] CTD PMID:26098310 NCBI chr14:76,579,983...76,752,460 JBrowse link
G Tank TRAF family member-associated NFKB activator increases expression ISO diepoxybutane results in increased expression of TANK mRNA CTD PMID:29792945 NCBI chr 3:46,114,253...46,190,270
Ensembl chr 3:46,114,274...46,190,264
JBrowse link
G Tp53 tumor protein p53 increases expression
increases phosphorylation
multiple interactions
ISO diepoxybutane results in increased expression of TP53 protein
diepoxybutane results in increased phosphorylation of TP53 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]; ATM protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]; diepoxybutane inhibits the reaction [TP53 protein binds to MDM2 protein]; diepoxybutane results in increased acetylation of and results in increased phosphorylation of TP53 protein; diepoxybutane results in increased expression of and results in increased stability of TP53 protein; MAPK1 protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]; MAPK3 protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]; TP53 protein affects the reaction [diepoxybutane results in increased expression of XCL1 mRNA]
CTD PMID:14998682 PMID:20024960 PMID:29405768 PMID:31953984 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xcl1 X-C motif chemokine ligand 1 multiple interactions
increases expression
ISO TP53 protein affects the reaction [diepoxybutane results in increased expression of XCL1 mRNA] CTD PMID:31953984 NCBI chr13:77,248,865...77,252,308
Ensembl chr13:77,248,717...77,252,329
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        aetiopathogenetic role 19027
          genotoxin 17464
            mutagen 17366
              diepoxybutane 37
                (R*,R*)-diepoxybutane + 0
                meso-diepoxybutane 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 heteromonocyclic compound 17120
                                    saturated organic heteromonocyclic parent 9797
                                      oxirane 9768
                                        epoxide 9767
                                          diepoxybutane 37
                                            (R*,R*)-diepoxybutane + 0
                                            meso-diepoxybutane 0
paths to the root