Benzo(a)pyrene metabolism (Homo sapiens)

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1-7AutoxidationIsomerisationDNA adducts+ Reactive oxygen speciesDNA adducts7,8-epoxy-benzo[a]pyrene6-hydroxy-benzo[a]pyreneAKR1A19,10-epoxy-7,8-dihydroxy-7,8-dihydro-benzo[a]pyreneAKR1C1Benzo[a]pyrene-1,6-dione9-hydroxy-benzo[a]pyrene7-hydroxy-benzo[a]pyreneBenzo[a]pyrene radical cationBenzo[a]pyrene-7,8-dioneCYP1A1Benzo[a]pyrene-9-glucuronideBenzo[a]pyrene-3,6-dioneBenzo[a]pyrene-7-glucuronideBenzo[a]pyreneBenzo[a]pyrene-6,12-dioneAKR1C2CYP3A43-hydroxy-benzo[a]pyreneSULTEPHX1CYP1B1Cytochrome P450 peroxidase7,8-dihydroxy-7,8-dihydro-benzo[a]pyreneAKR1C3CYP1B1GlucuronosyltransferaseCYP1A1Benzo[a]pyrene-7-sulfateBenzo[a]pyrene-9-sulfateAKR1C4


Description

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Quality Tags

Ontology Terms

 

Bibliography

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  1. Jin Y, Penning TM; ''Aldo-keto reductases and bioactivation/detoxication.''; Annu Rev Pharmacol Toxicol, 2007 PubMed Europe PMC Scholia
  2. Kisselev P, Schwarz D, Platt KL, Schunck WH, Roots I; ''Epoxidation of benzo[a]pyrene-7,8-dihydrodiol by human CYP1A1 in reconstituted membranes. Effects of charge and nonbilayer phase propensity of the membrane.''; Eur J Biochem, 2002 PubMed Europe PMC Scholia
  3. Malejka-Giganti D, Ritter CL; ''Peroxidative metabolism of carcinogenic N-arylhydroxamic acids: implications for tumorigenesis.''; Environ Health Perspect, 1994 PubMed Europe PMC Scholia
  4. Jiang H, Gelhaus SL, Mangal D, Harvey RG, Blair IA, Penning TM; ''Metabolism of benzo[a]pyrene in human bronchoalveolar H358 cells using liquid chromatography-mass spectrometry.''; Chem Res Toxicol, 2007 PubMed Europe PMC Scholia
  5. Boysen G, Hecht SS; ''Analysis of DNA and protein adducts of benzo[a]pyrene in human tissues using structure-specific methods.''; Mutat Res, 2003 PubMed Europe PMC Scholia
  6. Luch A; ''Nature and nurture - lessons from chemical carcinogenesis.''; Nat Rev Cancer, 2005 PubMed Europe PMC Scholia
  7. Snyder R, Hedli CC; ''An overview of benzene metabolism.''; Environ Health Perspect, 1996 PubMed Europe PMC Scholia

History

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CompareRevisionActionTimeUserComment
106311view17:47, 20 August 2019KhanspersModified description
105542view06:07, 9 August 2019KhanspersModified description
94805view23:59, 5 October 2017AlexanderPicoConverted lines, added catalysis types, connected interactions
94804view23:56, 5 October 2017AlexanderPicoModified description
89537view11:07, 16 September 2016Mkutmonontology tag fix
89474view13:39, 15 September 2016Mkutmonremove space from ontology term id
85085view22:47, 12 April 2016EgonwAdded a few metabolite identifiers.
72081view20:46, 24 October 2013EgonwAdded a few identifiers.
69008view17:46, 8 July 2013MaintBotUpdated to 2013 gpml schema
67077view10:03, 26 June 2013Christine ChichesterOntology Term : 'benzo(a)pyrene metabolic pathway' added !
59196view19:07, 22 February 2013MaintBotUpdated Ensembl and UniProt data source
44980view14:26, 6 October 2011MartijnVanIerselOntology Term : 'xenobiotics biodegradation pathway' added !
44974view14:23, 6 October 2011MartijnVanIerselOntology Term : 'cellular detoxification pathway' added !
41182view23:42, 1 March 2011MaintBotRemoved redundant pathway information and comments
33411view14:49, 30 November 2009MaintBotRemoved group label
32738view23:04, 3 September 2009MaintBotModified categories
32737view23:03, 3 September 2009MaintBotwork in progress
31166view09:23, 7 August 2009Thomasremoved invalid characters from title
29866view13:14, 8 June 2009Pieter GiesbertzAdded literature reference
29509view08:23, 11 May 2009Pieter GiesbertzAdded literature references
29287view08:00, 22 April 2009Pieter GiesbertzSpecify description
29226view13:17, 15 April 2009Pieter GiesbertzSpecify description
29225view12:37, 15 April 2009Pieter GiesbertzPeriodical save, work in progress
29224view12:08, 15 April 2009Pieter GiesbertzSpecify description
29223view11:58, 15 April 2009Pieter GiesbertzSpecify description
29222view11:45, 15 April 2009Pieter GiesbertzSpecify description
29221view11:43, 15 April 2009Pieter GiesbertzNew pathway

External references

DataNodes

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NameTypeDatabase referenceComment
3-hydroxy-benzo[a]pyreneMetabolite
6-hydroxy-benzo[a]pyreneMetabolite
7,8-dihydroxy-7,8-dihydro-benzo[a]pyreneMetabolite24123 (Chemspider)
7,8-epoxy-benzo[a]pyreneMetabolite
7-hydroxy-benzo[a]pyreneMetabolite
9,10-epoxy-7,8-dihydroxy-7,8-dihydro-benzo[a]pyreneMetabolite46738 (Chemspider)
9-hydroxy-benzo[a]pyreneMetabolite
AKR1A1GeneProductENSG00000117448 (Ensembl)
AKR1C1GeneProductENSG00000187134 (Ensembl)
AKR1C2GeneProductENSG00000151632 (Ensembl)
AKR1C3GeneProductENSG00000196139 (Ensembl)
AKR1C4GeneProductENSG00000198610 (Ensembl)
Benzo[a]pyrene radical cationMetabolite
Benzo[a]pyrene-1,6-dioneMetabolite18300 (PubChem-compound)
Benzo[a]pyrene-3,6-dioneMetabolite
Benzo[a]pyrene-6,12-dioneMetabolite
Benzo[a]pyrene-7,8-dioneMetabolite105020 (PubChem-compound)
Benzo[a]pyrene-7-glucuronideMetabolite
Benzo[a]pyrene-7-sulfateMetabolite23703977 (PubChem-compound)
Benzo[a]pyrene-9-glucuronideMetabolite
Benzo[a]pyrene-9-sulfateMetabolite149850 (PubChem-compound)
Benzo[a]pyreneMetabolite2336 (PubChem-compound)
CYP1A1GeneProductENSG00000140465 (Ensembl)
CYP1B1GeneProductENSG00000138061 (Ensembl)
CYP3A4GeneProductENSG00000160868 (Ensembl)
Cytochrome P450 peroxidaseGeneProduct
EPHX1GeneProductENSG00000143819 (Ensembl)
GlucuronosyltransferaseGeneProduct
SULTGeneProduct

Annotated Interactions

No annotated interactions

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