CAS 58917-67-2

BPDE

Descripción:

BPDE, o epóxido diol de benzo[a]pireno, es un potente derivado de hidrocarburos aromáticos policíclicos conocido por su papel como carcinógeno. Se forma a partir de la activación metabólica del benzo[a]pireno, un compuesto que se encuentra comúnmente en el humo del tabaco y en alimentos a la parrilla. BPDE se caracteriza por su capacidad para formar aductos de ADN, lo que puede llevar a mutaciones y, en última instancia, contribuir al desarrollo del cáncer. El compuesto es altamente reactivo debido a la presencia de grupos epóxido, lo que le permite interactuar con sitios nucleofílicos en moléculas biológicas. BPDE se estudia típicamente en el contexto de la salud ambiental y la toxicología, ya que la exposición a este compuesto puede ocurrir a través de la inhalación, la ingestión o el contacto dérmico. Su persistencia en el medio ambiente y su potencial de bioacumulación generan preocupaciones sobre su impacto en la salud humana y los ecosistemas. Comprender los mecanismos de acción de BPDE es crucial para evaluar los riesgos asociados con la exposición y para desarrollar estrategias que mitiguen sus efectos.

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

Clave 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%)

Producto 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%

Forma y color: 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%

Forma y color: Powder

Peso molecular: 302.3 g/mol

Ref: 3D-ICA91767