Benzo[a]pyrene (BaP or B[a]P) is a polycyclic aromatic hydrocarbon and the result of incomplete combustion of organic matter at temperatures between 300 °C (572 °F) and 600 °C (1,112 °F). The ubiquitous compound can be found in coal tar, tobacco smoke and many foods, especially grilled meats. The substance with the formula C20H12 is one of the benzopyrenes, formed by a benzene ring fused to pyrene. Its diol epoxide metabolites, more commonly known as BPDE, react with and bind to DNA, resulting in mutations and eventually cancer. It is listed as a Group 1 carcinogen by the IARC. In the 18th century a scrotal cancer of chimney sweepers, the chimney sweeps' carcinoma, was already known to be connected to soot. |
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InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) |
AEMRFAOFKBGASW-UHFFFAOYSA-N |
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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keratolytic drug
A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases.
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View more via ChEBI Ontology
2-Hydroxyacetic acid
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ChemIDplus
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2-Hydroxyethanoic acid
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NIST Chemistry WebBook
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α-hydroxyacetic acid
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NIST Chemistry WebBook
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alpha-Hydroxyacetic acid
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HMDB
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Glycolic acid
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KEGG COMPOUND
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GLYCOLIC ACID
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PDBeChem
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Glycollic acid
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ChemIDplus
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HOCH2COOH
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NIST Chemistry WebBook
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Hydroxyacetic acid
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KEGG COMPOUND
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Hydroxyethanoic acid
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ChemIDplus
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1209322
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Reaxys Registry Number
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Reaxys
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79-14-1
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CAS Registry Number
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KEGG COMPOUND
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79-14-1
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CAS Registry Number
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NIST Chemistry WebBook
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79-14-1
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CAS Registry Number
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ChemIDplus
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14585457
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PubMed citation
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Europe PMC
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15662707
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PubMed citation
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Europe PMC
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15716481
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PubMed citation
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Europe PMC
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15716482
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Europe PMC
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18498500
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Europe PMC
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19025792
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Europe PMC
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21950544
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Europe PMC
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22044748
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PubMed citation
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Europe PMC
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22128110
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Europe PMC
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22360337
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Europe PMC
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22421647
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Europe PMC
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