3-Hydroxybenzo[a]pyrene (BioDeep_00001875297)

Main id: BioDeep_00000003650

 


代谢物信息卡片


3-Hydroxybenzo[a]pyrene

化学式: C20H12O (268.0888102)
中文名称: 3-羟基苯并[a]芘
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C2C3=C4C(=CC2=C1)C=CC5=C(C=CC(=C54)C=C3)O
InChI: InChI=1S/C20H12O/c21-18-10-7-12-5-8-16-15-4-2-1-3-13(15)11-14-6-9-17(18)19(12)20(14)16/h1-11,21H

描述信息

同义名列表

2 个代谢物同义名

3-Hydroxybenzo[a]pyrene; 3-Hydroxybenzo(a)pyrene



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)

0 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

  • Linjing Deng, Hui Liu, Qihong Deng. Physiologically-based pharmacokinetic modeling of benzo(a)pyrene and the metabolite in humans of different ages. International journal of environmental health research. 2021 Mar; 31(2):202-214. doi: 10.1080/09603123.2019.1640355. [PMID: 31296039]
  • Kai Luo, Qun Gao, Jianying Hu. Determination of 3-Hydroxybenzo[a]pyrene Glucuronide/Sulfate Conjugates in Human Urine and Their Association with 8-Hydroxydeoxyguanosine. Chemical research in toxicology. 2019 07; 32(7):1367-1373. doi: 10.1021/acs.chemrestox.9b00025. [PMID: 31204473]
  • Ayman Alhamdow, Håkan Tinnerberg, Christian Lindh, Maria Albin, Karin Broberg. Cancer-related proteins in serum are altered in workers occupationally exposed to polycyclic aromatic hydrocarbons: a cross-sectional study. Carcinogenesis. 2019 07; 40(6):771-781. doi: 10.1093/carcin/bgz022. [PMID: 30753342]
  • Ayman Alhamdow, Christian Lindh, Maria Albin, Per Gustavsson, Håkan Tinnerberg, Karin Broberg. Cardiovascular disease-related serum proteins in workers occupationally exposed to polycyclic aromatic hydrocarbons. Toxicological sciences : an official journal of the Society of Toxicology. 2019 Jun; ?(?):. doi: 10.1093/toxsci/kfz142. [PMID: 31228248]
  • Sigrid Richter-Brockmann, Gerhard Dettbarn, Soenke Jessel, Andrea John, Albrecht Seidel, Christine Achten. Ultra-high sensitive analysis of 3-hydroxybenzo[a]pyrene in human urine using GC-APLI-MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Jun; 1118-1119(?):187-193. doi: 10.1016/j.jchromb.2019.04.007. [PMID: 31055084]
  • Flavio Raponi, Lisa Bauleo, Carla Ancona, Francesco Forastiere, Enrico Paci, Daniela Pigini, Giovanna Tranfo. Quantification of 1-hydroxypyrene, 1- and 2-hydroxynaphthalene, 3-hydroxybenzo[a]pyrene and 6-hydroxynitropyrene by HPLC-MS/MS in human urine as exposure biomarkers for environmental and occupational surveys. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2017 Sep; 22(6):575-583. doi: 10.1080/1354750x.2016.1252959. [PMID: 27775446]
  • Jerry Campbell, Allison Franzen, Cynthia Van Landingham, Michael Lumpkin, Susan Crowell, Clive Meredith, Anne Loccisano, Robinan Gentry, Harvey Clewell. Predicting lung dosimetry of inhaled particleborne benzo[a]pyrene using physiologically based pharmacokinetic modeling. Inhalation toxicology. 2016 09; 28(11):520-35. doi: 10.1080/08958378.2016.1214768. [PMID: 27569524]
  • Huan Hu, Baizhan Liu, Jun Yang, Zuomin Lin, Wuer Gan. Sensitive determination of trace urinary 3-hydroxybenzo[a]pyrene using ionic liquids-based dispersive liquid-liquid microextraction followed by chemical derivatization and high performance liquid chromatography-high resolution tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Aug; 1027(?):200-6. doi: 10.1016/j.jchromb.2016.05.041. [PMID: 27294533]
  • Simon Lutier, Anne Maître, Vincent Bonneterre, Dominique J Bicout, Marie Marques, Renaud Persoons, Damien Barbeau. Urinary elimination kinetics of 3-hydroxybenzo(a)pyrene and 1-hydroxypyrene of workers in a prebake aluminum electrode production plant: Evaluation of diuresis correction methods for routine biological monitoring. Environmental research. 2016 May; 147(?):469-79. doi: 10.1016/j.envres.2016.02.035. [PMID: 26970901]
  • Qi Lin, Liu Xiao-Chen, Yang Bo, Liu Na, Shi Min, Chen Gang, Liu Hui, Zhou Jie, Li Fa-Sheng. Quantitative analysis of 3-OHB[a]P and (+)-anti-BPDE as biomarkers of B[a]P exposure in rats. Biomedical chromatography : BMC. 2016 Mar; 30(3):474-83. doi: 10.1002/bmc.3574. [PMID: 26230188]
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  • Damien Barbeau, Renaud Persoons, Marie Marques, Claire Hervé, Gilbert Laffitte-Rigaud, Anne Maitre. Relevance of urinary 3-hydroxybenzo(a)pyrene and 1-hydroxypyrene to assess exposure to carcinogenic polycyclic aromatic hydrocarbon mixtures in metallurgy workers. The Annals of occupational hygiene. 2014 Jun; 58(5):579-90. doi: 10.1093/annhyg/meu004. [PMID: 24504174]
  • Roberto Heredia Ortiz, Anne Maître, Damien Barbeau, Michel Lafontaine, Michèle Bouchard. Use of physiologically-based pharmacokinetic modeling to simulate the profiles of 3-hydroxybenzo(a)pyrene in workers exposed to polycyclic aromatic hydrocarbons. PloS one. 2014; 9(7):e102570. doi: 10.1371/journal.pone.0102570. [PMID: 25032692]
  • Roberto Heredia-Ortiz, Michèle Bouchard. Understanding the linked kinetics of benzo(a)pyrene and 3-hydroxybenzo(a)pyrene biomarker of exposure using physiologically-based pharmacokinetic modelling in rats. Journal of pharmacokinetics and pharmacodynamics. 2013 Dec; 40(6):669-82. doi: 10.1007/s10928-013-9338-9. [PMID: 24166060]
  • Gaston Knobel, Korina Calimag-Williams, Andres D Campiglia. Solid-phase extraction, sample stacking and capillary zone electrophoresis for the analysis of urinary polycyclic aromatic hydrocarbon metabolites. The Analyst. 2012 Dec; 137(23):5639-47. doi: 10.1039/c2an36265a. [PMID: 23086075]
  • Ruifang Fan, Dongli Wang, Chuanwei Mao, Shangkang Ou, Zhixia Lian, Shaoling Huang, Qiongshan Lin, Runhao Ding, Jianwen She. Preliminary study of children's exposure to PAHs and its association with 8-hydroxy-2'-deoxyguanosine in Guangzhou, China. Environment international. 2012 Jul; 42(?):53-8. doi: 10.1016/j.envint.2011.03.021. [PMID: 21511339]
  • Hector C Goicoechea, Korina Calimag-Williams, Andres D Campiglia. Multi-way partial least-squares and residual bi-linearization for the direct determination of monohydroxy-polycyclic aromatic hydrocarbons on octadecyl membranes via room-temperature fluorescence excitation emission matrices. Analytica chimica acta. 2012 Mar; 717(?):100-9. doi: 10.1016/j.aca.2011.12.031. [PMID: 22304821]
  • Yeh-Chung Chien, Chun-Ting Yeh. Excretion kinetics of urinary 3-hydroxybenzo[a]pyrene following dietary exposure to benzo[a]pyrene in humans. Archives of toxicology. 2012 Jan; 86(1):45-53. doi: 10.1007/s00204-011-0727-9. [PMID: 21785897]
  • Korina Calimag-Williams, Hector C Goicoechea, Andres D Campiglia. Room-temperature fluorescence spectroscopy of monohydroxy metabolites of polycyclic aromatic hydrocarbons on octadecyl extraction membranes. Talanta. 2011 Sep; 85(4):1805-11. doi: 10.1016/j.talanta.2011.07.009. [PMID: 21872023]
  • Roberto Heredia-Ortiz, Michèle Bouchard, Caroline Marie-Desvergne, Claude Viau, Anne Maître. Modeling of the internal kinetics of benzo(a)pyrene and 3-hydroxybenzo(a)pyrene biomarker from rat data. Toxicological sciences : an official journal of the Society of Toxicology. 2011 Aug; 122(2):275-87. doi: 10.1093/toxsci/kfr135. [PMID: 21613232]
  • Damien Barbeau, Anne Maître, Marie Marques. Highly sensitive routine method for urinary 3-hydroxybenzo[a]pyrene quantitation using liquid chromatography-fluorescence detection and automated off-line solid phase extraction. The Analyst. 2011 Mar; 136(6):1183-91. doi: 10.1039/c0an00428f. [PMID: 21264439]
  • Huiyong Wang, Gaston Knobel, Walter B Wilson, Korina Calimag-Williams, Andres D Campiglia. Gold nanoparticles deposited capillaries for in-capillary microextraction capillary zone electrophoresis of monohydroxy-polycyclic aromatic hydrocarbons. Electrophoresis. 2011 Mar; 32(6-7):720-7. doi: 10.1002/elps.201000516. [PMID: 21425172]
  • Ryan T Bushey, Gang Chen, Andrea S Blevins-Primeau, Jacek Krzeminski, Shantu Amin, Philip Lazarus. Characterization of UDP-glucuronosyltransferase 2A1 (UGT2A1) variants and their potential role in tobacco carcinogenesis. Pharmacogenetics and genomics. 2011 Feb; 21(2):55-65. doi: 10.1097/fpc.0b013e328341db05. [PMID: 21164388]
  • Caroline Marie-Desvergne, Anne Maître, Michèle Bouchard, Jean-Luc Ravanat, Claude Viau. Evaluation of DNA adducts, DNA and RNA oxidative lesions, and 3-hydroxybenzo(a)pyrene as biomarkers of DNA damage in lung following intravenous injection of the parent compound in rats. Chemical research in toxicology. 2010 Jul; 23(7):1207-14. doi: 10.1021/tx100081p. [PMID: 20593881]
  • Caroline Marie, Michèle Bouchard, Roberto Heredia-Ortiz, Claude Viau, Anne Maître. A toxicokinetic study to elucidate 3-hydroxybenzo(a)pyrene atypical urinary excretion profile following intravenous injection of benzo(a)pyrene in rats. Journal of applied toxicology : JAT. 2010 Jul; 30(5):402-10. doi: 10.1002/jat.1511. [PMID: 20186696]
  • Yeh-Chung Chien, Chun-Ting Yeh. Excretion characteristics of urinary 8-hydroxydeoxyguanosine after dietary exposure to polycyclic aromatic hydrocarbons. Environmental and molecular mutagenesis. 2010 Apr; 51(3):243-50. doi: 10.1002/em.20536. [PMID: 19844955]
  • Ariane Leroyer, Fanny Jeandel, Anne Maitre, Mike Howsam, Dominique Deplanque, Muriel Mazzuca, Catherine Nisse. 1-Hydroxypyrene and 3-hydroxybenzo[a]pyrene as biomarkers of exposure to PAH in various environmental exposure situations. The Science of the total environment. 2010 Feb; 408(5):1166-73. doi: 10.1016/j.scitotenv.2009.10.073. [PMID: 19922977]
  • Laura Campo, Federica Rossella, Sofia Pavanello, Danuta Mielzynska, Ewa Siwinska, Lucyna Kapka, Pier Alberto Bertazzi, Silvia Fustinoni. Urinary profiles to assess polycyclic aromatic hydrocarbons exposure in coke-oven workers. Toxicology letters. 2010 Jan; 192(1):72-8. doi: 10.1016/j.toxlet.2008.12.018. [PMID: 20143505]
  • Jean-Paul Payan, Michel Lafontaine, Patrice Simon, Fabrice Marquet, Catherine Champmartin-Gendre, Dominique Beydon, Ludivine Wathier, Elisabeth Ferrari. 3-Hydroxybenzo(a)pyrene as a biomarker of dermal exposure to benzo(a)pyrene. Archives of toxicology. 2009 Sep; 83(9):873-83. doi: 10.1007/s00204-009-0440-0. [PMID: 19526226]
  • F Rossella, L Campo, S Pavanello, L Kapka, E Siwinska, S Fustinoni. Urinary polycyclic aromatic hydrocarbons and monohydroxy metabolites as biomarkers of exposure in coke oven workers. Occupational and environmental medicine. 2009 Aug; 66(8):509-16. doi: 10.1136/oem.2008.042796. [PMID: 19221113]
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  • Carlos Sagredo, Steen Mollerup, Kathleen J Cole, David H Phillips, Heidi Uppstad, Steinar Øvrebø. Biotransformation of benzo[a]pyrene in Ahr knockout mice is dependent on time and route of exposure. Chemical research in toxicology. 2009 Mar; 22(3):584-91. doi: 10.1021/tx8003664. [PMID: 19216581]
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