Benzo(a)pyrene metabolism (WP3263)

Bos taurus

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Metabolism of benzo(a)pyrene, which is facilitated by CYP1A1/CYP1B1, EPHX1 and so on. Metabolism leads to formation of DNA adducts which are very carcinogenic. Also leads to formation of ROS.

Authors

Martina Summer-Kutmon and Lora Simons

Activity

last edited

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Organisms

Bos taurus

Communities

Annotations

Pathway Ontology

xenobiotics biodegradation pathway cellular detoxification pathway benzo(a)pyrene metabolic pathway

Participants

Label Type Compact URI Comment
7,8-dihydroxy-7,8-dihydro-benzo[a]pyrene Metabolite chemspider:24123
9,10-epoxy-7,8-dihydroxy-7,8-dihydro-benzo[a]pyrene Metabolite chemspider:46738
Benzo[a]pyrene-7,8-dione Metabolite pubchem.compound:105020
CYP1A1 GeneProduct ensembl:ENSBTAG00000001021 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000140465
CYP1B1 GeneProduct ensembl:ENSBTAG00000010531 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000138061
EPHX1 GeneProduct ensembl:ENSBTAG00000000140 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000143819
AKR1A1 GeneProduct ensembl:ENSBTAG00000000497 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000117448
AKR1C1 GeneProduct ensembl:ENSBTAG00000039356 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000187134
AKR1C2 GeneProduct ensembl:ENSBTAG00000039356 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000151632
AKR1C3 GeneProduct ensembl:ENSBTAG00000039356 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000196139
AKR1C4 GeneProduct ensembl:ENSBTAG00000039356 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000198610
CYP3A4 GeneProduct ensembl:ENSBTAG00000047379 HomologyConvert: Homo sapiens to Bos taurus: Original ID = En:ENSG00000160868

References

  1. Peroxidative metabolism of carcinogenic N-arylhydroxamic acids: implications for tumorigenesis. Malejka-Giganti D, Ritter CL. Environ Health Perspect. 1994 Oct;102 Suppl 6(Suppl 6):75–81. PubMed Europe PMC Scholia
  2. An overview of benzene metabolism. Snyder R, Hedli CC. Environ Health Perspect. 1996 Dec;104 Suppl 6(Suppl 6):1165–71. PubMed Europe PMC Scholia
  3. Epoxidation of benzo[a]pyrene-7,8-dihydrodiol by human CYP1A1 in reconstituted membranes. Effects of charge and nonbilayer phase propensity of the membrane. Kisselev P, Schwarz D, Platt KL, Schunck WH, Roots I. Eur J Biochem. 2002 Apr;269(7):1799–805. PubMed Europe PMC Scholia
  4. Analysis of DNA and protein adducts of benzo[a]pyrene in human tissues using structure-specific methods. Boysen G, Hecht SS. Mutat Res. 2003 Jan;543(1):17–30. PubMed Europe PMC Scholia
  5. Nature and nurture - lessons from chemical carcinogenesis. Luch A. Nat Rev Cancer. 2005 Feb;5(2):113–25. PubMed Europe PMC Scholia
  6. Aldo-keto reductases and bioactivation/detoxication. Jin Y, Penning TM. Annu Rev Pharmacol Toxicol. 2007;47:263–92. PubMed Europe PMC Scholia
  7. Metabolism of benzo[a]pyrene in human bronchoalveolar H358 cells using liquid chromatography-mass spectrometry. Jiang H, Gelhaus SL, Mangal D, Harvey RG, Blair IA, Penning TM. Chem Res Toxicol. 2007 Sep;20(9):1331–41. PubMed Europe PMC Scholia