Benzo[a]pyrene Diol Epoxide

CAS: 58917-67-2

Ref. TR-B287550

Product Information

• Name: Benzo[a]pyrene Diol Epoxide
• Synonyms: (7R,8S,8aS,9aR)-rel-7,8,8a,9a-Tetrahydrobenzo[10,11]chryseno[3,4-b]oxirene-7,8-diol, (7a,8ß,8aa,9aa)-7,8,8a,9aTetrahydrobenzo[10,11]chryseno[3,4-b]oxirene-7,8-diol, (±)-7a,8ß-Dihydroxy-9ß,10ß-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene, (±)-7ß,8a-Dihydroxy-9a,10a-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene, (±)-anti-BPDE, anti-Benzo[a]pyrene-7,8-diol-9,10-epoxide, trans-7,8-Dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene, (+)-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-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, rel-(7R,8S,8aS,9aR)-7,8,8a,9a-Tetrahydrobenzo[10,11]chryseno[3,4-b]oxirene-7,8-diol

Description

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);

• Brand: TRC

Chemical properties

• Molecular weight: 302.3234
• Formula: C₂₀H₁₄O₃
• Purity: >90%
• Color/Form: Light Yellow To Yellow
• InChI: InChI=1S/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+/m1/s1
• InChI key: InChIKey=DQEPMTIXHXSFOR-WCIQWLHISA-N
• SMILES: O[C@@H]1[C@@H]2O[C@@H]2c2c(cc3ccc4cccc5ccc2c3c45)[C@H]1O