Benzo[a]pyrene
Benzo[a]pyrene is a polycyclic aromatic hydrocarbon (PAH) originally found in coal tar, cigarette smoke, and wood smoke. Metabolites of this compound bind DNA and induce mutations. Benzo[a]pyrene is highly carcinogenic and is used in research models to induce carcinogenesis and tumor formation. WARNING: Strong carcinogen. Handle with care.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18843505
Cas No. |
50-32-8 |
---|---|
Purity |
≥98% |
Formula |
C20H12 |
Formula Wt. |
252.32 |
Chemical Name |
3,4-Benzpyrene |
IUPAC Name |
benzo[a]pyrene |
Synonym |
1,2-benzpyrene; 1,2-benzopyrene, 6,7-benzopyrene; benzo[a]pyrene; BP; 3,4-benzylpyrene; 3,4-benz[a]pyrene |
Melting Point |
176-178°C |
Solubility |
Soluble in chloroform, benzene, toluene, xylene and ether. Insoluble in water. |
Appearance |
Bright yellow, slightly greenish crystalls; fluffy |
Gao L, Mai A, Li X, et al. LncRNA-DQ786227-mediated cell malignant transformation induced by benzo(a)pyrene. Toxicol Lett. 2013 Nov 25;223(2):205-10. PMID: 24084393.
Naveenkumar C, Raghunandakumar S, Asokkumar S, et al. Mitigating role of baicalein on lysosomal enzymes and xenobiotic metabolizing enzyme status during lung carcinogenesis of Swiss albino mice induced by benzo(a)pyrene. Fundam Clin Pharmacol. 2014 Jun;28(3):310-22. PMID: 23834621.
Poirier MC, Santella R, Weinstein IB, et al. Quantitation of benzo(a)pyrene-deoxyguanosine adducts by radioimmunoassay. Cancer Res. 1980 Feb;40(2):412-6. PMID: 7356524.
Selkirk JK. Benzo[a]pyrene carcinogenesis: a biochemical selection mechanism. J Toxicol Environ Health. 1977 Jul;2(6):1245-58. PMID: 328915.