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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 response to substance
increases phosphorylation		 ISO ATM protein affects the reaction [diepoxybutane results in increased phosphorylation of TP53 protein]
ATM protein results in increased susceptibility to diepoxybutane
diepoxybutane results in increased phosphorylation of ATM protein		 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
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 activity
increases expression		 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 Ccl4 C-C motif chemokine ligand 4 increases expression
multiple interactions		 ISO diepoxybutane results in increased expression of CCL4 mRNA
TP53 protein affects the reaction [diepoxybutane results in increased expression of CCL4 mRNA]		 CTD PMID:36775894 NCBI chr10:68,466,394...68,468,229
Ensembl chr10:68,452,052...68,468,231 		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 expression
increases phosphorylation		 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 phosphorylation
increases expression		 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
Ensembl chr 8:36,420,569...36,441,009 		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...33,070,401
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...92,744,105
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
increases response to substance
multiple interactions
decreases activity		 ISO
EXP		 GSTT1 gene polymorphism affects the susceptibility to diepoxybutane; GSTT1 protein affects the susceptibility to diepoxybutane
GSTT1 gene polymorphism results in increased susceptibility to diepoxybutane
GSTT1 protein affects the metabolism of and results in increased activity of diepoxybutane; GSTT1 protein promotes the reaction [diepoxybutane binds to Glutathione]
GSTT1 protein results in decreased activity of diepoxybutane		 CTD PMID:7578934 PMID:8565128 PMID:12694746 PMID:15036125 PMID:17078101 More... 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 8:44,671,907...44,673,262
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
Ensembl chr14:76,580,546...76,752,463 		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 3:46,114,230...46,190,270
Ensembl chr 3:46,114,274...46,190,264 		JBrowse link
G Tp53 tumor protein p53 increases expression
multiple interactions
increases phosphorylation		 ISO diepoxybutane results in increased expression 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 CCL4 mRNA]; TP53 protein affects the reaction [diepoxybutane results in increased expression of XCL1 mRNA]		 CTD PMID:14998682 PMID:20024960 PMID:29405768 PMID:31953984 PMID:36775894 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 chr13:77,248,687...77,252,343
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 19917
    role 19887
      biological role 19885
        aetiopathogenetic role 19259
          genotoxin 17691
            mutagen 17604
              diepoxybutane 38
                (R*,R*)-diepoxybutane + 0
                meso-diepoxybutane 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19917
    subatomic particle 19915
      composite particle 19915
        hadron 19915
          baryon 19915
            nucleon 19915
              atomic nucleus 19915
                atom 19915
                  main group element atom 19855
                    p-block element atom 19855
                      carbon group element atom 19774
                        carbon atom 19790
                          organic molecular entity 19790
                            organic molecule 19743
                              organic cyclic compound 19533
                                organic heterocyclic compound 18903
                                  organic heteromonocyclic compound 17829
                                    saturated organic heteromonocyclic parent 11295
                                      oxirane 11275
                                        epoxide 11274
                                          diepoxybutane 38
                                            (R*,R*)-diepoxybutane + 0
                                            meso-diepoxybutane 0
paths to the root