KEGG   PATHWAY: ko05204
Entry
ko05204                     Pathway                                
Name
Chemical carcinogenesis - DNA adducts
Description
It has been estimated that exposure to environmental chemical carcinogens may contribute significantly to the causation of a sizable fraction, perhaps a majority, of human cancers. Human carcinogens act through a variety of genotoxic and non-genotoxic mechanisms. Genotoxic carcinogens can attack biological macromolecules such as DNA and RNA either directly or indirectly through metabolism, resulting in the formation of adducts with these macromolecules. If DNA adducts escape cellular repair mechanisms and persist, they may lead to miscoding, resulting in permanent mutations. Mutations cause an undefined number of cell changes, translated into aberrant protein expression and in changes in cell cycle control.
Class
Human Diseases; Cancer: overview
Pathway map
ko05204  Chemical carcinogenesis - DNA adducts
ko05204

Orthology
K00622  arylamine N-acetyltransferase [EC:2.3.1.5]
K07409  cytochrome P450 family 1 subfamily A2 [EC:1.14.14.1]
K01014  aryl sulfotransferase [EC:2.8.2.1]
K07408  cytochrome P450 family 1 subfamily A1 [EC:1.14.14.1]
K07410  cytochrome P450 family 1 subfamily B1 [EC:1.14.14.1]
K07413  cytochrome P450 family 2 subfamily C [EC:1.14.14.1]
K17718  cytochrome P450 family 2 subfamily C8 [EC:1.14.14.1]
K17719  cytochrome P450 family 2 subfamily C9 [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-]
K17720  cytochrome P450 family 2 subfamily C18 [EC:1.14.14.1]
K17721  cytochrome P450 family 2 subfamily C19 [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.75 1.14.14.-]
K17689  cytochrome P450 family 3 subfamily A4 [EC:1.14.13.32 1.14.14.55 1.14.14.56 1.14.14.57 1.14.14.73 1.14.14.-]
K01253  microsomal epoxide hydrolase [EC:3.3.2.9]
K00799  glutathione S-transferase [EC:2.5.1.18]
K23790  glutathione S-transferase P [EC:2.5.1.18]
K13299  glutathione S-transferase kappa 1 [EC:2.5.1.18]
K04097  prostaglandin-H2 D-isomerase / glutathione transferase [EC:5.3.99.2 2.5.1.18]
K11822  bile-salt sulfotransferase [EC:2.8.2.14]
K07424  cytochrome P450 family 3 subfamily A [EC:1.14.14.1]
K17690  cytochrome P450 family 3 subfamily A5 [EC:1.14.14.1]
K17691  cytochrome P450 family 3 subfamily A7 [EC:1.14.14.1]
K17692  cytochrome P450 family 3 subfamily A43 [EC:1.14.14.1]
K11987  prostaglandin-endoperoxide synthase 2 [EC:1.14.99.1]
K17683  cytochrome P450 family 2 subfamily A6 [EC:1.14.14.-]
K17685  cytochrome P450 family 2 subfamily A13 [EC:1.14.14.1]
K00089  3alpha-hydroxysteroid 3-dehydrogenase [EC:1.1.1.213 1.1.1.357]
K15680  corticosteroid 11-beta-dehydrogenase isozyme 1 [EC:1.1.1.146]
K00079  carbonyl reductase 1 [EC:1.1.1.184 1.1.1.189 1.1.1.197]
K00699  glucuronosyltransferase [EC:2.4.1.17]
K07415  cytochrome P450 family 2 subfamily E1 [EC:1.14.14.-]
Compound
C00027  Hydrogen peroxide
C03012  Naphthalene-1,2-diol
C03621  N-Acetoxy-4-aminobiphenyl
C03622  N-Hydroxy-4-aminobiphenyl
C06268  Chromium
C06547  Ethylene
C06548  Ethylene oxide
C06752  1,2-Dichloroethane
C06754  Chloroacetaldehyde
C06793  Vinyl chloride
C06800  Aflatoxin B1
C07122  Melphalan
C07535  Benzo[a]pyrene
C07641  Thiotepa
C10998  4-Aminobiphenyl
C14556  9-Hydroxybenzo[a]pyrene
C14704  N-Nitrosodimethylamine
C14783  1,2-Naphthoquinone
C14849  Benzo[a]pyrene-9,10-oxide
C14850  Benzo[a]pyrene-7,8-oxide
C14851  Benzo[a]pyrene-4,5-oxide
C14852  Benzo[a]pyrene-7,8-dihydrodiol
C14853  Benzo[a]pyrene-7,8-dihydrodiol-9,10-oxide
C14854  9-Hydroxybenzo[a]pyrene-4,5-oxide
C14855  4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene
C14856  7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene
C14874  Glutathione episulfonium ion
C16038  2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
C16453  4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone
C16844  Hydroxyl radical
C19164  Sulfur mustard
C19180  2-Amino-3-methylimidazo[4,5-f]quinoline
C19255  MeIQx
C19488  7,12-Dimethylbenz[a]anthracene
C19489  1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene
C19490  trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene
C19525  Sudan I
C19559  (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol
C19561  7-Hydroxymethyl-12-methylbenz[a]anthracene
C19562  7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate
C19563  4-[(Hydroxymethyl)nitrosoamino]-1-(3-pyridinyl)-1-butanone
C19564  4-(Nitrosoamino)-1-(3-pyridinyl)-1-butanone
C19565  4-Hydroxy-1-(3-pyridinyl)-1-butanone
C19566  4-Hydroxy-4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanone
C19567  4-Oxo-1-(3-pyridyl)-1-butanone
C19568  N-Nitrosomethanamine
C19569  3-Succinoylpyridine
C19574  4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol
C19577  1-(Methylnitrosoamino)-4-(3-pyridinyl)-1,4-butanediol
C19578  5-(3-Pyridyl)-2-hydroxytetrahydrofuran
C19579  gamma-Hydroxy-3-pyridinebutanoate
C19580  alpha-[3-[(Hydroxymethyl)nitrosoamino]propyl]-3-pyridinemethanol
C19581  alpha-[3-(Nitrosoamino)propyl]-3-pyridinemethanol
C19582  1-(3-Pyridinyl)-1,4-butanediol
C19586  Aflatoxin B1-exo-8,9-epoxide
C19602  4-(Methylnitrosamino)-1-(1-oxido-3-pyridinyl)-1-butanone
C19603  4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanol
C19605  4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol glucuronide
C19606  NNAL-N-glucuronide
C20280  1-Phenylazo-2,6-dihydroxynaphthalene
C20281  1-(4-Hydroxyphenylazo)-2-naphthol
C20282  1-(4-Hydroxyphenylazo)-naphthalene-2,6-diol
C20283  1-(3,4-Dihydroxyphenylazo)-2-naphthol
C20284  Benzenediazonium
C20285  4-Acetylaminobiphenyl
C20286  2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
C20287  2-Acetoxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
C20288  N-Sulfonyloxy-PhIP
C20289  N-Hydroxy-IQ
C20290  N-Acetoxy-IQ
C20291  N-Hydroxy-MeIQx
C20293  N-Acetoxy-MeIQx
C20301  alpha-Hydroxy-NDMA
C20302  Methyldiazonium ion
C20303  Chloroethylene oxide
C20304  S-(2-Chloroethyl)glutathione
C20305  1,2-Dichloroethanol
C20306  Methyldiazohydroxide
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Formation and persistence of DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline in the rat and nonhuman primates.
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Mutat Res 376:235-41 (1997)
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Reference
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J Biol Chem 271:18368-74 (1996)
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DNA adduct formation of 4-aminobiphenyl and heterocyclic aromatic amines in human hepatocytes.
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Chem Res Toxicol 24:913-25 (2011)
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The relationship between biomarkers of oxidative DNA damage, polycyclic aromatic hydrocarbon DNA adducts, antioxidant status and genetic susceptibility following exposure to environmental air pollution in humans.
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Mutat Res 620:83-92 (2007)
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Benzo(a)pyrene diolepoxide (BPDE)-DNA adduct levels in leukocytes of smokers in relation to polymorphism of CYP1A1, GSTM1, GSTP1, GSTT1, and mEH.
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Cancer Epidemiol Biomarkers Prev 13:1342-8 (2004)
Reference
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Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention.
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BMC Cancer 9:187 (2009)
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Mutat Res 477:79-87 (2001)
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Curr Drug Metab 1:1-30 (2000)
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J Chromatogr B Biomed Sci Appl 748:197-212 (2000)
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Reference
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Reference
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Reference
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DNA Repair (Amst) 6:733-41 (2007)
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Related
pathway
ko00980  Metabolism of xenobiotics by cytochrome P450
ko05210  Colorectal cancer
ko05211  Renal cell carcinoma
ko05215  Prostate cancer
ko05219  Bladder cancer
ko05221  Acute myeloid leukemia
ko05222  Small cell lung cancer
ko05223  Non-small cell lung cancer
ko05224  Breast cancer
ko05225  Hepatocellular carcinoma
ko05226  Gastric cancer
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