For research use only. Not for therapeutic Use.
Benzo[a]pyrene (Cat No.: R055478) is a polycyclic aromatic hydrocarbon (PAH) with the molecular formula C₂₀H₁₂, consisting of five fused benzene rings. It is formed during incomplete combustion of organic materials such as coal, tobacco, and grilled foods. Benzo[a]pyrene is well known for its potent carcinogenic and mutagenic properties, primarily due to its metabolic conversion into DNA-reactive epoxides. It is widely studied in environmental science, toxicology, and public health as a marker for air pollution and as a model compound for understanding chemical-induced cancer.
CAS Number | 50-32-8 |
Synonyms | benzo[a]pyrene |
Molecular Formula | C20H12 |
Purity | ≥95% |
InChI | InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H |
InChIKey | FMMWHPNWAFZXNH-UHFFFAOYSA-N |
SMILES | C1=CC=C2C3=C4C(=CC2=C1)C=CC5=C4C(=CC=C5)C=C3 |
Reference | [1]. Saeko Onami, et al. Dosimetry for lung tumorigenesis induced by urethane, 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone (NNK), and benzo[a]pyrene (B[a]P) in A/JJmsSlc mice. J Toxicol Pathol. 2017 Jul; 30(3): 209–216. [2]. Yeo CD, et al. Roflumilast treatment inhibits lung carcinogenesis in benzo(a)pyrene-induced murine lung cancer model. Eur J Pharmacol. 2017 Oct 5;812:189- [3]. Foth H, et al. Pharmacokinetics of low doses of benzo [a] pyrene in the rat[J]. Food and chemical toxicology, 1988, 26(1): 45-51. [4]. Anandakumar P, et al. Capsaicin inhibits benzo(a)pyrene-induced lung carcinogenesis in an in vivo mouse model. Inflamm Res. 2012 Nov;61(11):1169-75. [5]. Kasala ER, et al. Benzo(a)pyrene induced lung cancer: Role of dietary phytochemicals in chemoprevention. Pharmacol Rep. 2015 Oct;67(5):996-1009. |
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