Dibenzo[a,l]pyrene (BioDeep_00000012665)

 

Secondary id: BioDeep_00001867968

human metabolite


代谢物信息卡片


hexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁷,²²]tetracosa-1(23),2,4,6,8,10,12(24),13,15,17,19,21-dodecaene

化学式: C24H14 (302.1095444)
中文名称: 二苯并(A,L)芘
谱图信息: 最多检出来源 Astragalus membranaceus(plant) 37.5%

分子结构信息

SMILES: C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14
InChI: 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

描述信息

This compound belongs to the family of Benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.
D009676 - Noxae > D002273 - Carcinogens

同义名列表

15 个代谢物同义名

hexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁷,²²]tetracosa-1(23),2,4,6,8,10,12(24),13,15,17,19,21-dodecaene; Dibenzo(D,e,F,p)chrysene; 1,2,9,10-Dibenzopyrene; Dibenzo(def,p)chrysene; Dibenzo[def,p]chrysene; 1,2:9,10-Dibenzopyrene; 2,3:4,5-Dibenzopyrene; 1,2:3,4-Dibenzopyrene; 1,2,3,4-Dibenzopyrene; 1,2,3,4-Dibenzpyrene; 4,5,6,7-Dibenzpyrene; Dibenzo[a,l]pyrene; Dibenzo(a,L)pyrene; DB(a,L)p; DBP



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Kun-Ming Chen, Yuan-Wan Sun, Yuka Imamura Kawasawa, Anna C Salzberg, Junjia Zhu, Krishne Gowda, Cesar Aliaga, Shantu Amin, Hannah Atkins, Karam El-Bayoumy. Black Raspberry Inhibits Oral Tumors in Mice Treated with the Tobacco Smoke Constituent Dibenzo(def,p)chrysene Via Genetic and Epigenetic Alterations. Cancer prevention research (Philadelphia, Pa.). 2020 04; 13(4):357-366. doi: 10.1158/1940-6207.capr-19-0496. [PMID: 31969344]
  • Joseph B Guttenplan, Kun-Ming Chen, Yuan-Wan Sun, Braulio Lajara, Nora A E Shalaby, Wieslawa Kosinska, Gabrielle Benitez, Krishne Gowda, Shantu Amin, Gary Stoner, Karam El-Bayoumy. Effects of Black Raspberry Extract and Berry Compounds on Repair of DNA Damage and Mutagenesis Induced by Chemical and Physical Agents in Human Oral Leukoplakia and Rat Oral Fibroblasts. Chemical research in toxicology. 2017 12; 30(12):2159-2164. doi: 10.1021/acs.chemrestox.7b00242. [PMID: 29068672]
  • Daphnee S Pushparajah, Kathryn E Plant, Nick J Plant, Costas Ioannides. Synergistic and antagonistic interactions of binary mixtures of polycyclic aromatic hydrocarbons in the upregulation of CYP1 activity and mRNA levels in precision-cut rat liver slices. Environmental toxicology. 2017 Mar; 32(3):764-775. doi: 10.1002/tox.22276. [PMID: 27099206]
  • Erin P Madeen, Ted J Ognibene, Richard A Corley, Tammie J McQuistan, Marilyn C Henderson, William M Baird, Graham Bench, Ken W Turteltaub, David E Williams. Human Microdosing with Carcinogenic Polycyclic Aromatic Hydrocarbons: In Vivo Pharmacokinetics of Dibenzo[def,p]chrysene and Metabolites by UPLC Accelerator Mass Spectrometry. Chemical research in toxicology. 2016 10; 29(10):1641-1650. doi: 10.1021/acs.chemrestox.6b00169. [PMID: 27494294]
  • Yuan-Wan Sun, Karam El-Bayoumy, Cesar Aliaga, Alaa S Awad, Krishne Gowda, Shantu Amin, Kun-Ming Chen. Tissue Distribution, Excretion and Pharmacokinetics of the Environmental Pollutant Dibenzo[def,p]chrysene in Mice. Chemical research in toxicology. 2015 Jul; 28(7):1427-33. doi: 10.1021/acs.chemrestox.5b00097. [PMID: 26034881]
  • Erin Madeen, Richard A Corley, Susan Crowell, Kenneth Turteltaub, Ted Ognibene, Mike Malfatti, Tammie J McQuistan, Mary Garrard, Dan Sudakin, David E Williams. Human in Vivo Pharmacokinetics of [(14)C]Dibenzo[def,p]chrysene by Accelerator Mass Spectrometry Following Oral Microdosing. Chemical research in toxicology. 2015 Jan; 28(1):126-34. doi: 10.1021/tx5003996. [PMID: 25418912]
  • Emelie Westberg, Ulla Hedebrant, Johanna Haglund, Tomas Alsberg, Johan Eriksson, Albrecht Seidel, Margareta Törnqvist. Conditions for sample preparation and quantitative HPLC/MS-MS analysis of bulky adducts to serum albumin with diolepoxides of polycyclic aromatic hydrocarbons as models. Analytical and bioanalytical chemistry. 2014 Feb; 406(5):1519-30. doi: 10.1007/s00216-013-7540-7. [PMID: 24390408]
  • Lyndsey E Shorey, Erin P Madeen, Lauren L Atwell, Emily Ho, Christiane V Löhr, Clifford B Pereira, Roderick H Dashwood, David E Williams. Differential modulation of dibenzo[def,p]chrysene transplacental carcinogenesis: maternal diets rich in indole-3-carbinol versus sulforaphane. Toxicology and applied pharmacology. 2013 Jul; 270(1):60-9. doi: 10.1016/j.taap.2013.02.016. [PMID: 23566957]
  • Raquel N Carvalho, Stephanie K Bopp, Teresa Lettieri. Transcriptomics responses in marine diatom Thalassiosira pseudonana exposed to the polycyclic aromatic hydrocarbon benzo[a]pyrene. PloS one. 2011; 6(11):e26985. doi: 10.1371/journal.pone.0026985. [PMID: 22073232]
  • Katerina Hanzalova, Pavel Rossner, Radim J Sram. Oxidative damage induced by carcinogenic polycyclic aromatic hydrocarbons and organic extracts from urban air particulate matter. Mutation research. 2010 Feb; 696(2):114-21. doi: 10.1016/j.mrgentox.2009.12.018. [PMID: 20079458]
  • David J Castro, Christiane V Löhr, Kay A Fischer, Katrina M Waters, Bobbie-Jo M Webb-Robertson, Roderick H Dashwood, George S Bailey, David E Williams. Identifying efficacious approaches to chemoprevention with chlorophyllin, purified chlorophylls and freeze-dried spinach in a mouse model of transplacental carcinogenesis. Carcinogenesis. 2009 Feb; 30(2):315-20. doi: 10.1093/carcin/bgn280. [PMID: 19073876]
  • Ettore Guerriero, Antonina Lutri, Rosanna Mabilia, Maria Concetta Tomasi Scianò, Mauro Rotatori. Polycyclic aromatic hydrocarbon emission profiles and removal efficiency by electrostatic precipitator and wetfine scrubber in an iron ore sintering plant. Journal of the Air & Waste Management Association (1995). 2008 Nov; 58(11):1401-6. doi: 10.3155/1047-3289.58.11.1401. [PMID: 19044155]
  • David J Castro, Zhen Yu, Christiane V Löhr, Clifford B Pereira, Jack N Giovanini, Kay A Fischer, Gayle A Orner, Roderick H Dashwood, David E Williams. Chemoprevention of dibenzo[a,l]pyrene transplacental carcinogenesis in mice born to mothers administered green tea: primary role of caffeine. Carcinogenesis. 2008 Aug; 29(8):1581-6. doi: 10.1093/carcin/bgm237. [PMID: 18635525]
  • Daphnee S Pushparajah, Meera Umachandran, Kathryn E Plant, Nick Plant, Costas Ioannides. Up-regulation of the glutathione S-transferase system in human liver by polycyclic aromatic hydrocarbons; comparison with rat liver and lung. Mutagenesis. 2008 Jul; 23(4):299-308. doi: 10.1093/mutage/gen012. [PMID: 18388359]
  • Daphnee S Pushparajah, Meera Umachandran, Kathryn E Plant, Nick Plant, Costas Ioannides. Differential response of human and rat epoxide hydrolase to polycyclic aromatic hydrocarbon exposure: studies using precision-cut tissue slices. Mutation research. 2008 Apr; 640(1-2):153-61. doi: 10.1016/j.mrfmmm.2008.01.004. [PMID: 18336844]
  • Daphnee S Pushparajah, Meera Umachandran, Tariq Nazir, Kathryn E Plant, Nick Plant, David F V Lewis, Costas Ioannides. Up-regulation of CYP1A/B in rat lung and liver, and human liver precision-cut slices by a series of polycyclic aromatic hydrocarbons; association with the Ah locus and importance of molecular size. Toxicology in vitro : an international journal published in association with BIBRA. 2008 Feb; 22(1):128-45. doi: 10.1016/j.tiv.2007.08.014. [PMID: 17920237]
  • Martina Plísková, Jan Vondrácek, Borivoj Vojtesek, Alois Kozubík, Miroslav Machala. Deregulation of cell proliferation by polycyclic aromatic hydrocarbons in human breast carcinoma MCF-7 cells reflects both genotoxic and nongenotoxic events. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Feb; 83(2):246-56. doi: 10.1093/toxsci/kfi040. [PMID: 15548639]
  • Donghui Li, Mianying Wang, Pervez Firoz Firozi, Ping Chang, Weiqing Zhang, Wanda Baer-Dubowska, Bhagavatula Moorthy, Suryanarayana V Vulimiri, Regine Goth-Goldstein, Eric H Weyand, John DiGiovanni. Characterization of a major aromatic DNA adduct detected in human breast tissues. Environmental and molecular mutagenesis. 2002; 39(2-3):193-200. doi: 10.1002/em.10063. [PMID: 11921189]