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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.

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