85:
39:
107:
73:
51:
899:
Bergvall, Christoffer; Westerholm, Roger (2009). "Determination of highly carcinogenic dibenzopyrene isomers in particulate emissions from two diesel- and two gasoline-fuelled light-duty vehicles".
934:
Sadiktsis, Ioannis; Bergvall, Christoffer; Johansson, Christer; Westerholm, Roger (2012). "Automobile Tires—A Potential Source of Highly
Carcinogenic Dibenzopyrenes to the Environment".
663:. The four dibenzopyrene isomers; dibenzopyrene, dibenzopyrene, dibenzopyrene, dibenzopyrene are included in the list of 16 EU priority polycyclic aromatic hydrocarbons due to their
856:
Masala, Silvia; Bergvall, Christoffer; Westerholm, Roger (15 August 2012). "Determination of benzopyrene and dibenzopyrenes in a
Chinese coal fly ash certified reference material".
806:
527:
1410:
694:
Boström, C. E.; Gerde, P; Hanberg, A; Jernström, B; Johansson, C; Kyrklund, T; Rannug, A; Törnqvist, M; Victorin, K; Westerholm, R (2002).
462:
1003:
629:
994:
231:
223:
215:
207:
199:
1415:
613:
406:
1312:
1145:
511:: InChI=1S/C24H14/c1-2-8-16-15(7-1)19-11-5-13-21-17-9-3-4-10-18(17)22-14-6-12-20(16)24(22)23(19)21/h1-14H
501:: InChI=1S/C24H14/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-14H
491:: InChI=1S/C24H14/c1-3-7-19-15(5-1)13-17-9-10-18-14-16-6-2-4-8-20(16)22-12-11-21(19)23(17)24(18)22/h1-14H
481:: InChI=1S/C24H14/c1-3-7-19-15(5-1)13-17-9-12-22-20-8-4-2-6-16(20)14-18-10-11-21(19)23(17)24(18)22/h1-14H
471:: InChI=1S/C24H14/c1-2-8-17-16(6-1)14-22-19-10-4-3-9-18(19)20-11-5-7-15-12-13-21(17)24(22)23(15)20/h1-14H
799:"Development of a Relative Potency Factor (RPF) Approach for Polycyclic Aromatic Hydrocarbon (PAH) Mixtures"
739:
Talhout, Reinskje; Schulz, Thomas; Florek, Ewa; Van
Benthem, Jan; Wester, Piet; Opperhuizen, Antoon (2011).
696:"Cancer risk assessment, indicators, and guidelines for polycyclic aromatic hydrocarbons in the ambient air"
822:"Scientific criteria document for multimedia standards development, polycyclic aromatic hydrocarbons (PAH)"
1206:
1201:
829:
1191:
1186:
1181:
1176:
1099:
943:
908:
865:
798:
1129:
670:
Primary sources of dibenzopyrenes in the environment are combustion of wood and coal, gasoline and
131:
1247:
987:
1308:
1084:
959:
881:
780:
762:
721:
1298:
1094:
1089:
951:
916:
873:
770:
752:
711:
703:
570:
447:
439:
431:
423:
415:
842:
652:
336:
328:
320:
312:
304:
821:
173:
165:
157:
149:
141:
947:
912:
869:
283:
275:
267:
259:
251:
1348:
1343:
1226:
1160:
1155:
1048:
775:
740:
716:
695:
671:
660:
607:
1404:
980:
656:
645:
877:
1293:
1242:
1124:
1109:
1068:
1043:
972:
920:
664:
106:
84:
72:
50:
38:
17:
648:: dibenzopyrene, dibenzopyrene, dibenzopyrene, dibenzopyrene, and dibenzopyrene.
394:
386:
378:
370:
362:
1267:
1252:
1150:
1027:
1196:
1165:
1053:
592:
295:
766:
1389:
1379:
1374:
1303:
1211:
1119:
1063:
707:
655:. The most notable dibenzopyrene isomer, dibenzopyrene is a constituent of
963:
885:
824:. Standards Development Branch, Ontario Ministry of Environment and Energy.
784:
725:
757:
1384:
1338:
1328:
1318:
1288:
1272:
1262:
1216:
1104:
1058:
1017:
1353:
1333:
1323:
1022:
349:
955:
659:
and is thought to be 30 to 100 times more potent as a carcinogen than
1221:
1114:
641:
606:
Except where otherwise noted, data are given for materials in their
1369:
242:
230:
222:
214:
206:
198:
187:
745:
International
Journal of Environmental Research and Public Health
675:
976:
651:
Dibenzopyrenes have been recognized for their suspected human
105:
83:
71:
49:
37:
644:
of dibenzopyrene which differ by the arrangement of
1362:
1281:
1235:
1138:
1077:
1036:
1010:
393:
385:
377:
369:
361:
172:
164:
156:
148:
140:
988:
807:United States Environmental Protection Agency
555:: c1ccc2c(c1)c3cccc4c3c5c2cccc5c6c4cccc6
550:: c1ccc2c(c1)cc3ccc4cccc5c4c3c2c6c5cccc6
545:: c1ccc2c(c1)cc3ccc4cc5ccccc5c6c4c3c2cc6
540:: c1ccc2c(c1)cc3ccc4c5ccccc5cc6c4c3c2cc6
535:: c1ccc2c(c1)cc3c4ccccc4c5cccc6c5c3c2cc6
8:
995:
981:
973:
335:
327:
319:
311:
303:
26:
803:Integrated Risk Information System (IRIS)
774:
756:
715:
446:
438:
430:
422:
414:
686:
532:
467:
936:Environmental Science & Technology
838:
827:
741:"Hazardous Compounds in Tobacco Smoke"
667:and suspected human carcinogenicity.
628:are a group of high molecular weight
514:Key: BMIAHKYKCHRGBA-UHFFFAOYSA-N
504:Key: JNTHRSHGARDABO-UHFFFAOYSA-N
494:Key: TUGYIJVAYAHHHM-UHFFFAOYSA-N
484:Key: RXUSYFJGDZFVND-UHFFFAOYSA-N
474:Key: KGHMWBNEMFNJFZ-UHFFFAOYSA-N
282:
274:
266:
258:
250:
7:
352:
25:
700:Environmental Health Perspectives
1411:Polycyclic aromatic hydrocarbons
1004:Polycyclic aromatic hydrocarbons
858:Science of the Total Environment
630:polycyclic aromatic hydrocarbons
582:
878:10.1016/j.scitotenv.2012.05.081
610:(at 25 °C , 100 kPa).
921:10.1016/j.atmosenv.2009.04.055
576:
1:
632:with the molecular formula C
101:
67:
33:
1432:
604:
563:
523:
458:
124:
100:
66:
32:
1170:-Benzopyrene(Olympicene)
901:Atmospheric Environment
708:10.1289/ehp.110-1241197
702:. 110 Suppl 3: 451–88.
837:Cite journal requires
820:Muller, Pavel (1997).
110:
88:
76:
54:
42:
1146:Benzacephenanthrylene
758:10.3390/ijerph8020613
109:
87:
75:
53:
41:
1416:Hexacyclic compounds
1130:Tricyclobutabenzene
948:2012EnST...46.3326S
913:2009AtmEn..43.3883B
870:2012ScTEn.432...97M
600: g·mol
29:
640:. There are five
614:Infobox references
111:
89:
77:
55:
43:
27:
18:Dibenzo(a,i)pyrene
1398:
1397:
1309:Hexabenzocoronene
1192:Benzofluoranthene
1187:Benzofluoranthene
1182:Benzofluoranthene
1177:Benzofluoranthene
1100:Benzophenanthrene
956:10.1021/es204257d
907:(25): 3883–3890.
622:Chemical compound
620:
619:
232:Interactive image
224:Interactive image
216:Interactive image
208:Interactive image
200:Interactive image
120:
119:
96:
95:
62:
61:
16:(Redirected from
1423:
1299:Diindenoperylene
1207:Dibenzanthracene
1202:Dibenzanthracene
1197:trans-Bicalicene
997:
990:
983:
974:
968:
967:
942:(6): 3326–3334.
931:
925:
924:
896:
890:
889:
853:
847:
846:
840:
835:
833:
825:
817:
811:
810:
795:
789:
788:
778:
760:
736:
730:
729:
719:
691:
599:
584:
578:
571:Chemical formula
450:
442:
434:
426:
418:
397:
389:
381:
373:
365:
354:
339:
331:
323:
315:
307:
286:
278:
270:
262:
254:
234:
226:
218:
210:
202:
176:
168:
160:
152:
144:
102:
68:
34:
30:
21:
1431:
1430:
1426:
1425:
1424:
1422:
1421:
1420:
1401:
1400:
1399:
1394:
1363:General classes
1358:
1277:
1231:
1134:
1073:
1032:
1006:
1001:
971:
933:
932:
928:
898:
897:
893:
855:
854:
850:
836:
826:
819:
818:
814:
797:
796:
792:
751:(12): 613–628.
738:
737:
733:
693:
692:
688:
684:
653:carcinogenicity
639:
635:
623:
616:
611:
597:
587:
581:
573:
559:
556:
551:
546:
541:
536:
531:
530:
519:
516:
515:
512:
506:
505:
502:
496:
495:
492:
486:
485:
482:
476:
475:
472:
466:
465:
454:
401:
355:
343:
290:
237:
191:
180:
134:
114:
92:
80:
58:
46:
28:Dibenzopyrenes
23:
22:
15:
12:
11:
5:
1429:
1427:
1419:
1418:
1413:
1403:
1402:
1396:
1395:
1393:
1392:
1387:
1382:
1377:
1372:
1366:
1364:
1360:
1359:
1357:
1356:
1351:
1349:Trinaphthylene
1346:
1344:Superphenalene
1341:
1336:
1331:
1326:
1321:
1316:
1306:
1301:
1296:
1291:
1285:
1283:
1279:
1278:
1276:
1275:
1270:
1265:
1260:
1258:Dibenzopyrenes
1255:
1250:
1245:
1239:
1237:
1233:
1232:
1230:
1229:
1227:Tetraphenylene
1224:
1219:
1214:
1209:
1204:
1199:
1194:
1189:
1184:
1179:
1174:
1173:
1172:
1163:
1158:
1148:
1142:
1140:
1136:
1135:
1133:
1132:
1127:
1122:
1117:
1112:
1107:
1102:
1097:
1092:
1087:
1085:Benzanthracene
1081:
1079:
1075:
1074:
1072:
1071:
1066:
1061:
1056:
1051:
1049:Acenaphthylene
1046:
1040:
1038:
1034:
1033:
1031:
1030:
1025:
1020:
1014:
1012:
1008:
1007:
1002:
1000:
999:
992:
985:
977:
970:
969:
926:
891:
848:
839:|journal=
812:
790:
731:
685:
683:
680:
672:diesel exhaust
646:aromatic rings
637:
633:
626:Dibenzopyrenes
621:
618:
617:
612:
608:standard state
605:
602:
601:
595:
589:
588:
585:
579:
574:
569:
566:
565:
561:
560:
558:
557:
554:
552:
549:
547:
544:
542:
539:
537:
534:
526:
525:
524:
521:
520:
518:
517:
513:
510:
509:
507:
503:
500:
499:
497:
493:
490:
489:
487:
483:
480:
479:
477:
473:
470:
469:
461:
460:
459:
456:
455:
453:
452:
444:
436:
428:
420:
411:
409:
403:
402:
400:
399:
391:
383:
375:
367:
358:
356:
348:
345:
344:
342:
341:
333:
325:
317:
309:
300:
298:
292:
291:
289:
288:
280:
272:
264:
256:
247:
245:
239:
238:
236:
235:
227:
219:
211:
203:
194:
192:
185:
182:
181:
179:
178:
170:
162:
154:
146:
137:
135:
130:
127:
126:
122:
121:
118:
117:
115:
112:
98:
97:
94:
93:
90:
81:
78:
64:
63:
60:
59:
56:
47:
44:
24:
14:
13:
10:
9:
6:
4:
3:
2:
1428:
1417:
1414:
1412:
1409:
1408:
1406:
1391:
1388:
1386:
1383:
1381:
1378:
1376:
1373:
1371:
1368:
1367:
1365:
1361:
1355:
1352:
1350:
1347:
1345:
1342:
1340:
1337:
1335:
1332:
1330:
1327:
1325:
1322:
1320:
1317:
1314:
1310:
1307:
1305:
1302:
1300:
1297:
1295:
1292:
1290:
1287:
1286:
1284:
1280:
1274:
1271:
1269:
1266:
1264:
1261:
1259:
1256:
1254:
1251:
1249:
1248:Benzoperylene
1246:
1244:
1241:
1240:
1238:
1234:
1228:
1225:
1223:
1220:
1218:
1215:
1213:
1210:
1208:
1205:
1203:
1200:
1198:
1195:
1193:
1190:
1188:
1185:
1183:
1180:
1178:
1175:
1171:
1169:
1164:
1162:
1159:
1157:
1154:
1153:
1152:
1149:
1147:
1144:
1143:
1141:
1137:
1131:
1128:
1126:
1123:
1121:
1118:
1116:
1113:
1111:
1108:
1106:
1103:
1101:
1098:
1096:
1095:Benzofluorene
1093:
1091:
1090:Benzofluorene
1088:
1086:
1083:
1082:
1080:
1076:
1070:
1067:
1065:
1062:
1060:
1057:
1055:
1052:
1050:
1047:
1045:
1042:
1041:
1039:
1035:
1029:
1026:
1024:
1021:
1019:
1016:
1015:
1013:
1009:
1005:
998:
993:
991:
986:
984:
979:
978:
975:
965:
961:
957:
953:
949:
945:
941:
937:
930:
927:
922:
918:
914:
910:
906:
902:
895:
892:
887:
883:
879:
875:
871:
867:
863:
859:
852:
849:
844:
831:
823:
816:
813:
808:
804:
800:
794:
791:
786:
782:
777:
772:
768:
764:
759:
754:
750:
746:
742:
735:
732:
727:
723:
718:
713:
709:
705:
701:
697:
690:
687:
681:
679:
677:
673:
668:
666:
662:
658:
657:tobacco smoke
654:
649:
647:
643:
631:
627:
615:
609:
603:
596:
594:
591:
590:
575:
572:
568:
567:
562:
553:
548:
543:
538:
533:
529:
522:
508:
498:
488:
478:
468:
464:
457:
449:
445:
441:
437:
433:
429:
425:
421:
417:
413:
412:
410:
408:
405:
404:
396:
392:
388:
384:
380:
376:
372:
368:
364:
360:
359:
357:
351:
347:
346:
338:
334:
330:
326:
322:
318:
314:
310:
306:
302:
301:
299:
297:
294:
293:
285:
281:
277:
273:
269:
265:
261:
257:
253:
249:
248:
246:
244:
241:
240:
233:
228:
225:
220:
217:
212:
209:
204:
201:
196:
195:
193:
189:
184:
183:
175:
171:
167:
163:
159:
155:
151:
147:
143:
139:
138:
136:
133:
129:
128:
123:
116:
113:dibenzopyrene
108:
104:
103:
99:
91:dibenzopyrene
86:
82:
79:dibenzopyrene
74:
70:
69:
65:
57:dibenzopyrene
52:
48:
45:dibenzopyrene
40:
36:
35:
31:
19:
1294:Dicoronylene
1257:
1243:Anthanthrene
1167:
1125:Triphenylene
1110:Fluoranthene
1069:Phenanthrene
1044:Acenaphthene
939:
935:
929:
904:
900:
894:
861:
857:
851:
830:cite journal
815:
802:
793:
748:
744:
734:
699:
689:
669:
665:mutagenicity
650:
625:
624:
125:Identifiers
1268:Triangulene
1253:Corannulene
1161:Benzopyrene
1156:Benzopyrene
1151:Benzopyrene
1028:Naphthalene
661:benzopyrene
564:Properties
284:CHEBI:82443
276:CHEBI:35861
268:CHEBI:82314
260:CHEBI:82313
252:CHEBI:82442
1405:Categories
1313:Hexa-cata-
1054:Anthracene
864:: 97–102.
682:References
593:Molar mass
448:R1OAU0KNG7
440:G3X629VE4A
432:7FMI112D18
424:XR5R3V8BJK
416:SAC8PEK62H
296:ChemSpider
186:3D model (
132:CAS Number
1390:Phenacene
1380:Cyclacene
1375:Circulene
1304:Heptacene
1212:Pentacene
1120:Tetracene
1064:Phenalene
767:1660-4601
1385:Helicene
1339:Sumanene
1329:Rubicene
1319:Kekulene
1289:Coronene
1282:7+ rings
1273:Zethrene
1263:Hexacene
1217:Perylene
1105:Chrysene
1059:Fluorene
1018:Butalene
964:22352997
886:22728296
785:21556207
726:12060843
174:192-51-8
166:191-30-0
158:189-55-9
150:189-64-0
142:192-65-4
1354:Truxene
1334:Rubrene
1324:Ovalene
1236:6 rings
1139:5 rings
1078:4 rings
1037:3 rings
1023:Azulene
1011:2 rings
944:Bibcode
909:Bibcode
866:Bibcode
809:. 2010.
776:3084482
717:1241197
642:isomers
598:302.376
350:PubChem
229::
221::
213::
205::
197::
1222:Picene
1115:Pyrene
962:
884:
783:
773:
765:
724:
714:
674:, and
528:SMILES
451:
443:
435:
427:
419:
398:
390:
382:
374:
366:
340:
332:
324:
316:
308:
287:
279:
271:
263:
255:
177:
169:
161:
153:
145:
1370:Acene
676:tires
463:InChI
243:ChEBI
188:JSmol
960:PMID
882:PMID
843:help
781:PMID
763:ISSN
722:PMID
407:UNII
395:9122
387:9119
379:9106
371:9108
363:9126
337:8768
329:8765
321:8752
313:8754
305:8772
952:doi
917:doi
874:doi
862:432
771:PMC
753:doi
712:PMC
704:doi
353:CID
1407::
958:.
950:.
940:46
938:.
915:.
905:43
903:.
880:.
872:.
860:.
834::
832:}}
828:{{
805:.
801:.
779:.
769:.
761:.
747:.
743:.
720:.
710:.
698:.
678:.
638:14
634:24
586:14
580:24
1315:)
1311:(
1168:H
1166:6
996:e
989:t
982:v
966:.
954::
946::
923:.
919::
911::
888:.
876::
868::
845:)
841:(
787:.
755::
749:8
728:.
706::
636:H
583:H
577:C
190:)
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
