N-Hydroxy phip (BioDeep_00000013342)

 

Secondary id: BioDeep_00001869024

human metabolite blood metabolite natural product


代谢物信息卡片


N-{1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl}hydroxylamine

化学式: C13H12N4O (240.1011)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 82.17%

分子结构信息

SMILES: CN1C(NO)=NC2=C1C=C(C=N2)C1=CC=CC=C1
InChI: InChI=1S/C13H12N4O/c1-17-11-7-10(9-5-3-2-4-6-9)8-14-12(11)15-13(17)16-18/h2-8,18H,1H3,(H,14,15,16)

描述信息

D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens

同义名列表

8 个代谢物同义名

N-{1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-yl}hydroxylamine; N-{1-methyl-6-phenylimidazo[4,5-b]pyridin-2-yl}hydroxylamine; 2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine; 2-Hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine; 2-Hydroxyamino-phip; N-Hydroxy phip; N-hydroxy-PHIP; N-OH-PhIP



数据库引用编号

10 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)

9 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。

亚细胞结构定位 关联基因列表


文献列表

  • Lijuan Peng, Surendra Dasari, David L Tabb, Robert J Turesky. Mapping serum albumin adducts of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by data-dependent tandem mass spectrometry. Chemical research in toxicology. 2012 Oct; 25(10):2179-93. doi: 10.1021/tx300253j. [PMID: 22827630]
  • Lijuan Peng, Robert J Turesky. Mass spectrometric characterization of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine N-oxidized metabolites bound at Cys34 of human serum albumin. Chemical research in toxicology. 2011 Nov; 24(11):2004-17. doi: 10.1021/tx2003504. [PMID: 21916490]
  • S F Teunissen, M L H Vlaming, H Rosing, J H M Schellens, A H Schinkel, J H Beijnen. Development and validation of a liquid chromatography-tandem mass spectrometry assay for the analysis of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and its metabolite 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine (N-OH-PhIP) in plasma, urine, bile, intestinal contents, faeces and eight selected tissues from mice. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Sep; 878(25):2353-62. doi: 10.1016/j.jchromb.2010.07.012. [PMID: 20708442]
  • Dan Gu, Lynn McNaughton, David Lemaster, Brian G Lake, Nigel J Gooderham, Fred F Kadlubar, Robert J Turesky. A comprehensive approach to the profiling of the cooked meat carcinogens 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, and their metabolites in human urine. Chemical research in toxicology. 2010 Apr; 23(4):788-801. doi: 10.1021/tx900436m. [PMID: 20192249]
  • Jean-Marie Fede, Anup P Thakur, Nigel J Gooderham, Robert J Turesky. Biomonitoring of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and its carcinogenic metabolites in urine. Chemical research in toxicology. 2009 Jun; 22(6):1096-105. doi: 10.1021/tx900052c. [PMID: 19441775]
  • Junichi Enokizono, Hiroyuki Kusuhara, Atsushi Ose, Alfred H Schinkel, Yuichi Sugiyama. Quantitative investigation of the role of breast cancer resistance protein (Bcrp/Abcg2) in limiting brain and testis penetration of xenobiotic compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jun; 36(6):995-1002. doi: 10.1124/dmd.107.019257. [PMID: 18322075]
  • Michael A Malfatti, Esther A Ubick, James S Felton. The impact of glucuronidation on the bioactivation and DNA adduction of the cooked-food carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine in vivo. Carcinogenesis. 2005 Nov; 26(11):2019-28. doi: 10.1093/carcin/bgi151. [PMID: 15944213]
  • Connie Cheung, Xiaochao Ma, Kristopher W Krausz, Shioko Kimura, Lionel Feigenbaum, Timothy P Dalton, Daniel W Nebert, Jeffrey R Idle, Frank J Gonzalez. Differential metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in mice humanized for CYP1A1 and CYP1A2. Chemical research in toxicology. 2005 Sep; 18(9):1471-8. doi: 10.1021/tx050136g. [PMID: 16167840]
  • Hugo Girard, Jean Thibaudeau, Michael H Court, Louis-Charles Fortier, Lyne Villeneuve, Patrick Caron, Qin Hao, Lisa L von Moltke, David J Greenblatt, Chantal Guillemette. UGT1A1 polymorphisms are important determinants of dietary carcinogen detoxification in the liver. Hepatology (Baltimore, Md.). 2005 Aug; 42(2):448-57. doi: 10.1002/hep.20770. [PMID: 15986396]
  • Robert J Turesky, Janique Richoz, Anne Constable, Kellie D Curtis, Karen H Dingley, Kenneth W Turteltaub. The effects of coffee on enzymes involved in metabolism of the dietary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine in rats. Chemico-biological interactions. 2003 Jun; 145(3):251-65. doi: 10.1016/s0009-2797(03)00022-x. [PMID: 12732453]
  • H Frandsen, H Frederiksen, J Alexander. 2-Amino-1-methyl-6-(5-hydroxy-)phenylimidazo[4,5-b]pyridine (5-OH-PhIP), a biomarker for the genotoxic dose of the heterocyclic amine, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2002 Aug; 40(8):1125-30. doi: 10.1016/s0278-6915(02)00033-9. [PMID: 12067574]
  • W G Stillwell, R Sinha, S R Tannenbaum. Excretion of the N(2)-glucuronide conjugate of 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine in urine and its relationship to CYP1A2 and NAT2 activity levels in humans. Carcinogenesis. 2002 May; 23(5):831-8. doi: 10.1093/carcin/23.5.831. [PMID: 12016157]
  • H Frandsen, J Alexander. N-acetyltransferase-dependent activation of 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine: formation of 2-amino-1-methyl-6-(5-hydroxy)phenylimidazo [4,5-b]pyridine, a possible biomarker for the reactive dose of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. Carcinogenesis. 2000 Jun; 21(6):1197-203. doi: NULL. [PMID: 10837010]
  • M Venugopal, R Agarwal, A Callaway, H A Schut, E G Snyderwine. Inhibition of cell death in human mammary epithelial cells by the cooked meat-derived carcinogen 2-amino-1-methyl-6-phenylimidazo[4, 5-b]pyridine. Biochemical and biophysical research communications. 1999 Dec; 266(1):203-7. doi: 10.1006/bbrc.1999.1801. [PMID: 10581190]