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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 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
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 5:130,092,945...130,130,277
Ensembl chr 5:130,092,732...130,113,674
JBrowse link
G Akr1b1 aldo-keto reductase family 1 member B1 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 4:62,932,033...62,946,126
Ensembl chr 4:62,932,031...62,946,157
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 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852
JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 multiple interactions
increases expression
ISO [AKR1C1 protein co-treated with NADP] results in increased reduction of and affects the activity of benzo(a)pyrene-7,8-dione
benzo(a)pyrene-7,8-dione results in increased expression of AKR1C1 mRNA
CTD PMID:9973208 PMID:21910479 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326
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 chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764
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 chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873
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 5:151,552,375...151,560,914
Ensembl chr 5:151,552,343...151,560,909
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 5:151,590,968...151,601,394
Ensembl chr 5:151,584,479...151,601,394
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 2:182,997,731...183,056,584
Ensembl chr 2:182,997,736...183,056,580
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions 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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
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 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
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 chr14:20,422,324...20,439,562
Ensembl chr14:20,422,324...20,439,275
JBrowse link

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            benzo[a]pyrene-7,8-dione 18
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    subatomic particle 19913
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              atomic nucleus 19913
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                  main group element atom 19852
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                        carbon atom 19770
                          organic molecular entity 19770
                            heteroorganic entity 19542
                              organochalcogen compound 19302
                                organooxygen compound 19218
                                  carbonyl compound 18920
                                    ketone 17270
                                      cyclic ketone 15906
                                        quinone 9899
                                          orthoquinones 3270
                                            benzo[a]pyrene-7,8-dione 18
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