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1. Indeno(1,2,3-cd)pyrene
1. 193-39-5
2. O-phenylenepyrene
3. Indeno(1,2,3-cd)pyrene
4. 1,10-(o-phenylene)pyrene
5. 1,10-(1,2-phenylene)pyrene
6. 2,3-phenylenepyrene
7. 2,3-o-phenylenepyrene
8. Rcra Waste Number U137
9. Indeno(1,2,3-c,d)pyrene
10. Indeno[1,2,3-c,d]pyrene
11. 1,10-(ortho-phenylene)pyrene
12. T4swx8i0u2
13. Hexacyclo[16.3.1.02,7.08,21.011,20.014,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14(19),15,17-undecaene
14. Indeno[1,2,3-c,d]pyrene 10 Microg/ml In Cyclohexane
15. Indeno[1,2,3-c,d]pyrene 10 Microg/ml In Acetonitrile
16. Indeno[1,2,3-c,d]pyrene 100 Microg/ml In Acetonitrile
17. Indeno[1,2,3-c,d]pyrene 100 Microg/ml In Cyclohexane
18. Ccris 345
19. Hsdb 5101
20. Einecs 205-893-2
21. Rcra Waste No. U137
22. Unii-t4swx8i0u2
23. Brn 1879312
24. Indeno[1,2,3-c,d]pyrene Solution
25. Indeno(1,2,3-cd)pyrene In Methanol
26. Dsstox_cid_4153
27. 2,3-(o-phenylene)pyrene
28. Dsstox_gsid_24153
29. Fine Dust (pm10-like)-pahs
30. Chembl3561582
31. Dtxsid8024153
32. Indeno(1,2,3-cd)pyrene [polycyclic Aromatic Compounds]
33. Chebi:82335
34. Indeno(1,2,3-cd)pyrene [polycyclic Aromatic Hydrocarbons]
35. Zinc2516903
36. Tox21_304020
37. Mfcd00152577
38. Akos015902991
39. Ncgc00357288-01
40. Cas-193-39-5
41. Indeno(1,2,3-cd)pyrene [hsdb]
42. Indeno(1,2,3-cd)pyrene [iarc]
43. Cs-0102979
44. Ft-0670326
45. Indeno[1,2,3-cd]pyrene, Analytical Standard
46. C19251
47. J-012519
48. Q1838431
49. Indeno(1,2,3-c,d)pyrene 100 Microg/ml In Methanol
50. Indeno[1,2,3-c,d]pyrene 1000 Microg/ml In Acetone
51. Indeno[1,2,3-cd]pyrene, Vial Of 1 G, Analytical Standard
52. Indeno[1,2,3-cd]pyrene, Vial Of 25 Mg, Analytical Standard
53. Indeno[1,2,3-cd]pyrene, Certified Reference Material, Tracecert(r)
54. Indeno[1,2,3-c,d]pyrene Solution, 100 Mug/ml In Cyclohexane, Analytical Standard
55. Indeno[1,2,3-c,d]pyrene Solution, Certified Reference Material, 200 Mug/ml In Methanol
56. Hexacyclo[16.3.1.0^{2,7.0^{8,21.0^{11,20.0^{14,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14(19),15,17-undecaene
| Molecular Weight | 276.3 g/mol |
|---|---|
| Molecular Formula | C22H12 |
| XLogP3 | 7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 0 |
| Exact Mass | 276.093900383 g/mol |
| Monoisotopic Mass | 276.093900383 g/mol |
| Topological Polar Surface Area | 0 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 453 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
A porphyrin/peroxynitrite biomimetic system was used to study the metabolism of indeno[1,2,3-cd]pyrene (IND) induced by peroxynitrite. The metabolites were identified using high-performance liquid chromatography coupled with electro-spray ionization tandem mass spectrometry as OH-IND, IND-quinone and 2NO2-IND. By stopping the reaction at different stages, we discovered that IND was first transformed to IND-quinone and 2NO2-IND, which were then transformed to OH-IND. Mutation assays including Ames tests and cell transformation experiments showed enhancement of the mutagenicity after the activation by the peroxynitrite/Fe(III)porphyrin system. The results also showed that 2NO2-IND and IND-quinone played key roles in the mutagenicity of PAHs after metabolic activation.
PMID:25374367 Luo Y et al; Bull Environ Contam Toxicol 94 (1): 112-7 (2015)
... The major metabolites of indeno[1,2,3-cd]pyrene as formed in vivo in mouse skin have been identified. 8-Hydroxyindeno[1,2,3-cd]pyrene is the most abundant metabolite identified. 9-Hydroxyindeno[1,2,3-cd]pyrene and trans-1,2-dihydro-1,2-dihydroxyindeno[1,2,3-cd]pyrene are also major in vivo metabolites in mouse skin. Several minor metabolites were also identified. Among these are trans-1,2-dihydro-1,2,8-trihydroxyindeno[1,2,3-cd]pyrene, trans-1,2-dihydro-1,2,9-trihydroxyindeno[1,2,3-cd]pyrene, indeno[1,2,3-cd]pyrene-1,2-dione, and 10-hydroxyindeno[1,2,3-cd]pyrene. The tumor-initiating activity of several of the major in vivo metabolites of indeno[1,2,3-cd]pyrene has been investigated on mouse skin. Trans-1,2-dihydro-1,2-dihydroxyindeno[1,2,3-cd]pyrene and 1,2-dihydro-1,2-epoxyindeno[1,2,3-cd]pyrene both produced an 80% incidence of tumor-bearing mice at a total initiating dose of 1.0 mg. The activity of this K-region dihydrodiol and K-region oxide was, however, less than that of the parent hydrocarbon. These data suggest that 1,2-dihydro-1,2-epoxyindeno[1,2,3-cd]pyrene, which is an ultimate mutagenic metabolite of indeno[1,2,3-cd]pyrene, is not the ultimate tumorigenic metabolite on mouse skin. 8-Hydroxyindeno[1,2,3-cd]pyrene, which is mutagenic when assayed in the presence of a microsomal activation system, exhibited only weak tumor-initiating activity. These results indicate that the principal metabolic activation pathways associated with the mutagenic activity of indeno[1,2,3-cd]pyrene are not related to its tumor-initiating activity on mouse skin.
PMID:3757177 Rice JE et al; Carcinogenesis 7 (10): 1761-64 (1986)
Indeno[1,2,3-cd]pyrone (ip) ... is carcinogenic on mouse skin and in rat lung. Unlike benzo(a)pyrene, IP is a nonalternant polycyclic aromatic hydrocarbon which is devoid of a bay region. IP was mutagenic in Salmonella typhimurium TA100 in the presence of a 9000 x g supernatant from the livers of Aroclor-pretreated rats. With a similar activation system, the major metabolites of IP were ... identified ... . trans-1,2-Dihydro-1,2-dihydroxy-IP, 8-, 9-, and 10-hydroxy-IP, 8- and 9-hydroxy-trans-1,2-dihydro-1,2-dihydroxy-IP, and IP-1,2-quinone are among the metabolites formed in vitro. The 1,2-epoxide of indeno[1,2,3-cd]pyrene is a potent direct-acting mutagen. 8- and 9-hydroxy-IP and the trans-1,2-dihydrodiol had no significant mutagenic activity in S. typhimurium TA100 with metabolic activation. These data suggest that the K-region oxides of IP and of 8- and 9-hydroxy-IP are ultimately responsible for its mutagenic activity.
PMID:4053016 Rice J et al; Cancer Res 45 (11): 5421-25 (1985)
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