CAS 58917-67-2

BPDE

Descrição:

BPDE, ou epóxido diol de benzo[a]pireno, é um potente derivado de hidrocarbonetos aromáticos policíclicos conhecido por seu papel como carcinógeno. É formado a partir da ativação metabólica do benzo[a]pireno, um composto comumente encontrado na fumaça do tabaco e em alimentos grelhados. BPDE é caracterizado por sua capacidade de formar adutos de DNA, que podem levar a mutações e, em última instância, contribuir ao desenvolvimento do câncer. O composto é altamente reativo devido à presença de grupos epóxido, tornando-o capaz de interagir com locais nucleofílicos em moléculas biológicas. BPDE é tipicamente estudado no contexto da saúde ambiental e toxicologia, uma vez que a exposição a este composto pode ocorrer por inalação, ingestão ou contato dérmico. Sua persistência no meio ambiente e potencial de bioacumulação levantam preocupações sobre seu impacto na saúde humana e nos ecossistemas. Compreender os mecanismos de ação de BPDE é crucial para avaliar os riscos associados à exposição e para desenvolver estratégias para mitigar seus efeitos.

Fórmula: C₂₀H₁₄O₃

InChI: InChI=1/C20H14O3/c21-17-13-8-11-5-4-9-2-1-3-10-6-7-12(15(11)14(9)10)16(13)19-20(23-19)18(17)22/h1-8,17-22H/t17-,18+,19-,20+/s2

Chave InChI: InChIKey=DQEPMTIXHXSFOR-LMWGHQENNA-N

SMILES: O[C@@H]1C2=C(C3=C4C=5C(C=C3)=CC=CC5C=CC4=C2)[C@@]6([C@@](O6)([C@H]1O)[H])[H]

Sinónimos:

• (+)-Anti-7,8-Dihydroxy-9,10-Epoxy-7,8,9,10-Tetrahydrobenzo(A)Pyrene
• (+-)-(E)-7,8-Dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene
• (+/-)-Syn-7,8-Dihydroxy-9,10-Epoxy-7,8,9,10-Tetrahydrobenzo(A)Pyrene
• (-)-7,8-Dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene
• (±)-7α,8β-Dihydroxy-9β,10β-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-7β,8α-Dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-Benzo[a]pyrene-r-7,t-8-dihydrodiol-t-9,10-epoxide
• (±)-anti-7β,8α-Dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-anti-BPDE
• (±)-anti-Benzo[a]pyrene-7,8-dihydro-7,8-diol 9,10-epoxide
• (±)-anti-Benzo[a]pyrene-7,8-diol-9,10-epoxide
• (±)-r-7,t-8-Dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-r-7,t-8-Dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-trans-7,8-Dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• (±)-trans-7β,8α-Dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• 7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide
• 7r,8t-Dihydroxy-9t,10t-oxy-7,8,9,10-tetrahydrobenzo[a]pyrene
• Benzo(10,11)chryseno(3,4-b)oxirene-7,8-diol, 7,8,8a,9a-tetrahydro-
• Benzo(a)pyrene, 7,8,9,10-tetrahydro-7,8-dihydroxy-9,10-epoxy-, (E)-
• Benzo(a)pyrene, 7,8,9,10-tetrahydro-7,8-dihydroxy-9,10-epoxy-, anti-
• Benzo[10,11]chryseno[3,4-b]oxirene-7,8-diol, 7,8,8a,9a-tetrahydro-, (7R,8S,8aS,9aR)-rel-
• Benzo[10,11]chryseno[3,4-b]oxirene-7,8-diol, 7,8,8a,9a-tetrahydro-, (7α,8β,8aα,9aα)-
• Bpde 2
• anti-(±)-Benzo[a]pyrene-trans-7,8-dihydrodiol-9,10-epoxide

Benzo[a]pyrene Diol Epoxide (>90%)

Produto Controlado

CAS: 58917-67-2

Stability Light Sensitive
Applications Benzo[a]pyrene diol epoxide stimulates an inflammatory response in normal human lung fibroblasts through a p53 and JNK mediated pathway. Benzo [a]pyrene diol epoxide (BPDE), a carcinogen present in tobacco smoke as well as in environmental pollution, induces esophageal carcinogenesis.
References Cavalieri, E., et al.: Biochem. Pharmacol., 1988, 37, 2173 (1988); Conney, A., et al.: Cancer Res., 42, 4875 (1982); Penning, T., et al.: Chem. Res. Toxicol., 9, 84 (1996); Lu, D., et al.: Chem. Res. Toxicol., 2011, 24, 1905 (2011);

Fórmula: C₂₀H₁₄O₃

Pureza: >90%

Cor e Forma: Neat

Peso molecular: 302.3234

Ref: TR-B287550

Benzo[A]pyrene diol epoxide

CAS: 58917-67-2

Benzo[A]pyrene diol epoxide (BPDE) is a genotoxic compound that can react with DNA, forming covalent adducts. This reaction leads to structural and functional changes in the DNA molecule and can lead to mutations in DNA. BPDE has been detected in human serum as an epoxide-DNA adduct. It is found in cigarette smoke and other sources of air pollution such as automobile exhaust, coal fires, and combustion of wood or fossil fuels. Analysis of BPDE has been used as an analytical method for identifying its presence in environmental samples. Multivariate logistic regression analysis has been used to study the relationship between BPDE levels and erythrocyte micronuclei frequency in humans. The results showed that there was a statistically significant association between these two variables.

Fórmula: C₂₀H₁₄O₃

Pureza: Min. 95%

Cor e Forma: Powder

Peso molecular: 302.3 g/mol

Ref: 3D-ICA91767