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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:benzo[a]pyrene-7,8-dione
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Accession:CHEBI:87752 term browser browse the term
Definition:An o-quinone resulting from the formal oxidation of both of the hydroxy groups of benzo[a]pyrene-cis-7,8-dihydrodiol. Benzo[a]pyrene-7,8-dione is a metabolite of the widespread carcinogen benzo[a]pyrene.
Synonyms:exact_synonym: benzo[pqr]tetraphene-7,8-dione
 related_synonym: BPQ;   BaP-7,8-dione;   Formula=C20H10O2;   InChI=1S/C20H10O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10H;   InChIKey=CRYMJHJFLJAFNU-UHFFFAOYSA-N;   SMILES=C12=C3C4=CC=C1C=CC=C2C=CC3=C5C(=C4)C(C(C=C5)=O)=O;   benzo(a)pyrene-7,8-quinone
 xref: CAS:65199-11-3
 xref_mesh: MESH:C076588
 xref: PMID:15206904;   PMID:16962698;   PMID:19726680;   PMID:19916567;   PMID:22480306;   PMID:22782890;   PMID:23117049;   PMID:23587017;   PMID:24047243;   PMID:25616378;   PMID:8384091;   Reaxys:3551534


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benzo[a]pyrene-7,8-dione term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor affects localization
multiple interactions
ISO benzo(a)pyrene-7,8-dione affects the localization of AHR protein
AHR protein affects the reaction [benzo(a)pyrene-7,8-dione results in increased expression of CYP1A1 mRNA]
CTD PMID:10706104 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Akr1a1 aldo-keto reductase family 1 member A1 increases chemical synthesis
multiple interactions
affects chemical synthesis
increases expression
ISO AKR1A1 protein results in increased chemical synthesis of benzo(a)pyrene-7,8-dione
[AKR1A1 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione; AKR1A1 protein results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione; NAD promotes the reaction [AKR1A1 protein affects the chemical synthesis of benzo(a)pyrene-7,8-dione]
benzo(a)pyrene-7,8-dione results in increased expression of AKR1A1 mRNA
CTD PMID:9973208, PMID:15720144, PMID:16411658, PMID:21910479 NCBI chr 5:135,482,068...135,498,693
Ensembl chr 5:135,482,068...135,498,822
JBrowse link
G Akr1b1 aldo-keto reductase family 1 member B multiple interactions ISO [AKR1B1 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr 4:61,706,866...61,720,959
Ensembl chr 4:61,706,864...61,720,956
JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 multiple interactions ISO [AKR1B10 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr 4:61,813,265...61,830,371
Ensembl chr 4:61,771,970...61,828,657
JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 multiple interactions ISO [AKR1C4 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr17:69,441,253...69,460,334
Ensembl chr17:69,441,223...69,460,321
JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 multiple interactions ISO [AKR1C2 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr17:69,388,337...69,435,160
Ensembl chr17:69,388,335...69,404,341
JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 multiple interactions ISO [AKR1C3 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr17:69,761,126...69,778,021
Ensembl chr17:69,761,118...69,778,021
JBrowse link
G Akr7a2 aldo-keto reductase family 7, member A2 multiple interactions ISO [[AKR7A2 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione] which results in decreased abundance of Oxygen; [[AKR7A2 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione] which results in increased chemical synthesis of Hydrogen Peroxide; [[AKR7A2 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione] which results in increased chemical synthesis of Superoxides; [AKR7A2 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr 5:157,759,448...157,768,473
Ensembl chr 5:157,759,416...157,768,471
JBrowse link
G Akr7a3 aldo-keto reductase family 7 member A3 multiple interactions ISO [AKR7A3 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione CTD PMID:21910479 NCBI chr 5:157,801,120...157,813,756
Ensembl chr 5:157,801,163...157,813,756
JBrowse link
G Arnt aryl hydrocarbon receptor nuclear translocator multiple interactions ISO ARNT protein affects the reaction [benzo(a)pyrene-7,8-dione results in increased expression of CYP1A1 mRNA] CTD PMID:10706104 NCBI chr 2:196,594,178...196,651,486
Ensembl chr 2:196,594,303...196,651,179
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
ISO AHR protein affects the reaction [benzo(a)pyrene-7,8-dione results in increased expression of CYP1A1 mRNA]; ARNT protein affects the reaction [benzo(a)pyrene-7,8-dione results in increased expression of CYP1A1 mRNA] CTD PMID:9973208, PMID:10706104 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions
increases expression
ISO benzo(a)pyrene-7,8-dione results in increased expression of and results in increased activity of CYP1B1 protein
benzo(a)pyrene-7,8-dione results in increased expression of CYP1B1 mRNA
CTD PMID:16411658 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
ISO alpha-Tocopherol inhibits the reaction [benzo(a)pyrene-7,8-dione results in increased expression of HMOX1 protein]; Ascorbic Acid inhibits the reaction [benzo(a)pyrene-7,8-dione results in increased expression of HMOX1 protein]
benzo(a)pyrene-7,8-dione results in increased expression of HMOX1 mRNA; benzo(a)pyrene-7,8-dione results in increased expression of HMOX1 protein
CTD PMID:22053912 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO benzo(a)pyrene-7,8-dione results in increased phosphorylation of and results in increased activity of MAPK1 protein CTD PMID:12213569 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO benzo(a)pyrene-7,8-dione results in increased phosphorylation of and results in increased activity of MAPK3 protein CTD PMID:12213569 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression
multiple interactions
ISO benzo(a)pyrene-7,8-dione results in increased expression of NQO1 mRNA; benzo(a)pyrene-7,8-dione results in increased expression of NQO1 protein
[NQO1 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione
CTD PMID:21910479, PMID:22053912 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases metabolic processing ISO SULT1A1 protein results in increased metabolism of benzo(a)pyrene-7,8-dione CTD PMID:22782890 NCBI chr 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
JBrowse link
G Sult1e1 sulfotransferase family 1E member 1 increases metabolic processing ISO SULT1E1 protein results in increased metabolism of benzo(a)pyrene-7,8-dione CTD PMID:22782890 NCBI chr14:22,070,861...22,089,264
Ensembl chr14:22,072,024...22,089,248
JBrowse link

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    role 19764
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          genotoxin 16978
            benzo[a]pyrene-7,8-dione 18
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    subatomic particle 19814
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            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      ketone 16173
                                        cyclic ketone 13877
                                          quinone 8342
                                            orthoquinones 86
                                              benzo[a]pyrene-7,8-dione 18
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