Entry
Name
Chemical carcinogenesis - DNA adducts - Homo sapiens (human)
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
BRITE hierarchy
Pathway map
hsa05204 Chemical carcinogenesis - DNA adducts
Ortholog table
Network
Element
N01376 Melphalan to DNA adducts/cross-links
N01377 Thiotepa to DNA adducts/cross-links
N01387 SM to DNA adducts/cross-links
Organism
Homo sapiens (human) [GN:
hsa ]
Gene
1548 CYP2A6; cytochrome P450 family 2 subfamily A member 6 [KO:K17683 ] [EC:1.14.14.-]
1549 CYP2A7; cytochrome P450 family 2 subfamily A member 7 [KO:K17683 ] [EC:1.14.14.-]
10941 UGT2A1; UDP glucuronosyltransferase family 2 member A1 complex locus [KO:K00699 ] [EC:2.4.1.17 ]
1571 CYP2E1; cytochrome P450 family 2 subfamily E member 1 [KO:K07415 ] [EC:1.14.14.-]
Compound
C03621 N-Acetoxy-4-aminobiphenyl
C03622 N-Hydroxy-4-aminobiphenyl
C14556 9-Hydroxybenzo[a]pyrene
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
C19180 2-Amino-3-methylimidazo[4,5-f]quinoline
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
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
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
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
C20286 2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
C20287 2-Acetoxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
C20304 S-(2-Chloroethyl)glutathione
Reference
Authors
Luch A.
Title
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Journal
Reference
Authors
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Title
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Authors
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Title
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Reference
Authors
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Title
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Journal
Reference
Authors
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Title
4-aminobiphenyl-induced liver and urinary bladder DNA adduct formation in Cyp1a2(-/-) and Cyp1a2(+/+) mice.
Journal
Reference
Authors
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Title
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Reference
Authors
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Title
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Reference
Authors
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Title
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Journal
Reference
Authors
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Title
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Journal
Reference
Authors
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Title
Mutational and DNA binding specificity of the carcinogen 2-amino-3, 8-dimethylimidazo[4,5-f]quinoxaline.
Journal
Reference
Authors
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Title
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Journal
Reference
Authors
Title
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Journal
The Health Consequences of Involuntary Exposure to Tobacco Smoke: A Report of the (2006)
Reference
Authors
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Title
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Reference
Authors
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Title
Benzo(a)pyrene diolepoxide (BPDE)-DNA adduct levels in leukocytes of smokers in relation to polymorphism of CYP1A1, GSTM1, GSTP1, GSTT1, and mEH.
Journal
Cancer Epidemiol Biomarkers Prev 13:1342-8 (2004)
Reference
Authors
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Title
Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention.
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Reference
Authors
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Title
Understanding the role of xenobiotic-metabolism in chemical carcinogenesis using gene knockout mice.
Journal
Reference
Authors
Banoglu E
Title
Current status of the cytosolic sulfotransferases in the metabolic activation of promutagens and procarcinogens.
Journal
Reference
Authors
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Title
Mass spectrometric analysis of 7-sulfoxymethyl-12-methylbenz[a]anthracene and related electrophilic polycyclic aromatic hydrocarbon metabolites.
Journal
Reference
Authors
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Title
Oxidation of the carcinogenic non-aminoazo dye 1-phenylazo-2-hydroxy-naphthalene (Sudan I) by cytochromes P450 and peroxidases: a comparative study.
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Reference
Authors
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Title
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Reference
Authors
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Title
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Title
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Title
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Reference
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Title
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Reference
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Title
A viral genome containing an unstable aflatoxin B1-N7-guanine DNA adduct situated at a unique site.
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Reference
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Title
Metabolic effects of CYP2A6 and CYP2A13 on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced gene mutation--a mammalian cell-based mutagenesis approach.
Journal
Reference
Authors
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Title
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Reference
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Title
Formation and distribution of NNK metabolites in an isolated perfused rat lung.
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Reference
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Title
An evaluation of the roles of metabolic denitrosation and alpha-hydroxylation in the hepatotoxicity of N-Nitrosodimethylamine.
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Reference
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Title
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Reference
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Title
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Title
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Title
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Reference
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Title
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Journal
Related pathway
hsa00980 Metabolism of xenobiotics by cytochrome P450
KO pathway