4-Aminoazobenzene (BioDeep_00000174326)

 

Secondary id: BioDeep_00000002411

human metabolite blood metabolite


代谢物信息卡片


4-(2-phenyldiazen-1-yl)aniline

化学式: C12H11N3 (197.0953)
中文名称: 4-阿基苯甲酯
谱图信息: 最多检出来源 Homo sapiens(blood) 18.73%

分子结构信息

SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N
InChI: InChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2



数据库引用编号

14 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)

1 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
Cytoplasm 9 ALKBH1, CPOX, DNA2, NAT2, NEDD9, PRKX, PSMA1, SARS1, TRPV3
Endoplasmic reticulum membrane 1 NRAS
Nucleus 7 ALKBH1, DNA2, NAT2, NEDD9, PRKX, PSMA1, SARS1
cytosol 9 ANK1, CPOX, IFIT5, NAT1, NAT2, NEDD9, NRAS, PSMA1, SARS1
centrosome 1 PSMA1
nucleoplasm 7 ALKBH1, DNA2, MNT, NEDD9, PRKX, PSMA1, SCN5A
Cell membrane 9 KCNH2, NAT1, NAT2, NRAS, SCN4A, SCN5A, TRPA1, TRPV1, TRPV3
Lipid-anchor 1 NRAS
Cytoplasmic side 1 NRAS
lamellipodium 1 NEDD9
ruffle membrane 1 IFIT5
Multi-pass membrane protein 8 KCNH2, NAT1, NAT2, SCN4A, SCN5A, TRPA1, TRPV1, TRPV3
Golgi apparatus membrane 1 NRAS
Synapse 1 NAT1
cell cortex 1 NEDD9
cell junction 1 SCN5A
cell surface 3 KCNH2, NAT1, SCN5A
Golgi apparatus 2 NEDD9, NRAS
Golgi membrane 1 NRAS
neuronal cell body 2 NAT2, TRPV1
presynaptic membrane 1 NAT1
sarcolemma 2 ANK1, SCN5A
Lysosome 1 TRPV3
plasma membrane 13 ANK1, FCER2, IFIT5, KCNH2, NAT1, NAT2, NEDD9, NRAS, SCN4A, SCN5A, TRPA1, TRPV1, TRPV3
synaptic vesicle membrane 1 NAT1
Membrane 12 ANK1, CPOX, FCER2, KCNH2, NAT1, NAT2, NRAS, SCN4A, SCN5A, TRPA1, TRPV1, TRPV3
apical plasma membrane 1 NAT1
axon 2 NAT1, NAT2
basolateral plasma membrane 4 ANK1, NAT1, NAT2, NEDD9
caveola 1 SCN5A
extracellular exosome 5 FCER2, NAT2, NRAS, PSMA1, SARS1
endoplasmic reticulum 2 ALKBH1, SCN5A
perinuclear region of cytoplasm 2 KCNH2, SCN5A
intercalated disc 1 SCN5A
mitochondrion 3 ALKBH1, CPOX, DNA2
Secreted 1 FCER2
cytoplasmic side of plasma membrane 1 ANK1
neuronal cell body membrane 1 NAT1
transcription regulator complex 1 NAT2
Cell projection, cilium 1 NEDD9
external side of plasma membrane 2 FCER2, TRPV1
actin cytoskeleton 1 IFIT5
T-tubule 1 SCN5A
Z disc 2 ANK1, SCN5A
nucleolus 1 SCN5A
apical part of cell 1 IFIT5
Single-pass type II membrane protein 1 FCER2
postsynaptic membrane 2 ANK1, TRPV1
Cell projection, lamellipodium 1 NEDD9
Cell projection, ruffle membrane 1 IFIT5
Cytoplasm, perinuclear region 1 SCN5A
Cell junction, focal adhesion 1 NEDD9
Cytoplasm, cytoskeleton 2 ANK1, NEDD9
focal adhesion 1 NEDD9
spindle 1 NEDD9
axolemma 1 ANK1
GABA-ergic synapse 1 TRPV1
mitochondrial nucleoid 1 DNA2
sarcoplasmic reticulum 1 ANK1
mitochondrial intermembrane space 1 CPOX
lateral plasma membrane 1 SCN5A
Postsynaptic cell membrane 1 TRPV1
receptor complex 1 TRPV3
Cell projection, neuron projection 1 TRPV1
neuron projection 1 ANK1
ciliary basal body 1 NEDD9
chromatin 1 MNT
stereocilium bundle 1 TRPA1
mitotic spindle 1 NEDD9
cytoskeleton 1 ANK1
Cytoplasm, cytoskeleton, cilium basal body 1 NEDD9
spindle pole 1 NEDD9
chromosome, telomeric region 1 DNA2
Cytoplasm, cell cortex 1 NEDD9
Basolateral cell membrane 2 NAT1, NEDD9
Cytoplasm, cytoskeleton, spindle pole 1 NEDD9
M band 1 ANK1
monoatomic ion channel complex 1 KCNH2
tertiary granule membrane 1 NRAS
euchromatin 1 ALKBH1
Cell membrane, sarcolemma, T-tubule 1 SCN5A
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 1 KCNH2
proteasome complex 1 PSMA1
immunological synapse 1 NEDD9
proteasome core complex 1 PSMA1
proteasome core complex, alpha-subunit complex 1 PSMA1
external side of apical plasma membrane 1 NAT2
voltage-gated sodium channel complex 2 SCN4A, SCN5A
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
spectrin-associated cytoskeleton 1 ANK1
ankyrin-1 complex 1 ANK1
[Isoform Mu18]: Sarcoplasmic reticulum 1 ANK1
[Isoform Mu19]: Sarcoplasmic reticulum 1 ANK1
[Isoform Mu20]: Sarcoplasmic reticulum 1 ANK1
NatA complex 1 NAT2
[Enhancer of filamentation 1 p55]: Cytoplasm, cytoskeleton, spindle 1 NEDD9


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Pere Domingo, Virginia Pomar, Albert Mauri, Nicolau Barquet. Standing on the shoulders of giants: two centuries of struggle against meningococcal disease. The Lancet. Infectious diseases. 2019 08; 19(8):e284-e294. doi: 10.1016/s1473-3099(19)30040-4. [PMID: 31053493]
  • Haoyu Sun, Yingxue Liu, Meng Li, Songlin Han, Xudan Yang, Rutao Liu. Toxic effects of chrysoidine on human serum albumin: isothermal titration calorimetry and spectroscopic investigations. Luminescence : the journal of biological and chemical luminescence. 2016 Mar; 31(2):335-340. doi: 10.1002/bio.2964. [PMID: 26179104]
  • Yang Wang, Wen-Hua Li, Zhi Li, Wei Liu, Li Zhou, Jian-Fang Gui. BMP and RA signaling cooperate to regulate Apolipoprotein C1 expression during embryonic development. Gene. 2015 Jan; 554(2):196-204. doi: 10.1016/j.gene.2014.10.047. [PMID: 25445289]
  • Bingjun Yang, Fang Hao, Jiarong Li, Kai Wei, Wenyu Wang, Rutao Liu. Characterization of the binding of chrysoidine, an illegal food additive to bovine serum albumin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Mar; 65(?):227-32. doi: 10.1016/j.fct.2013.12.047. [PMID: 24394486]
  • Ana Neto, Nadia Mercader, José Luis Gómez-Skarmeta. The Osr1 and Osr2 genes act in the pronephric anlage downstream of retinoic acid signaling and upstream of Wnt2b to maintain pectoral fin development. Development (Cambridge, England). 2012 Jan; 139(2):301-11. doi: 10.1242/dev.074856. [PMID: 22129829]
  • Michael C Breadmore. Ionic liquid-based liquid phase microextraction with direct injection for capillary electrophoresis. Journal of chromatography. A. 2011 Mar; 1218(10):1347-52. doi: 10.1016/j.chroma.2011.01.019. [PMID: 21277579]
  • Alok Mittal, Jyoti Mittal, Arti Malviya, V K Gupta. Removal and recovery of Chrysoidine Y from aqueous solutions by waste materials. Journal of colloid and interface science. 2010 Apr; 344(2):497-507. doi: 10.1016/j.jcis.2010.01.007. [PMID: 20132946]
  • Ye-Zhong Zhang, Bo Zhou, Yan-Xia Liu, Chun-Xia Zhou, Xin-Liang Ding, Yi Liu. Fluorescence study on the interaction of bovine serum albumin with p-aminoazobenzene. Journal of fluorescence. 2008 Jan; 18(1):109-18. doi: 10.1007/s10895-007-0247-4. [PMID: 17899332]
  • Astrid Rehorek, Alexander Plum. Characterization of sulfonated azo dyes and aromatic amines by pyrolysis gas chromatography/mass spectrometry. Analytical and bioanalytical chemistry. 2007 Aug; 388(8):1653-62. doi: 10.1007/s00216-007-1390-0. [PMID: 17579845]
  • Matthew S Reifenberger, Krista L Arnett, Craig Gatto, Mark A Milanick. Extracellular terbium and divalent cation effects on the red blood cell Na pump and chrysoidine effects on the renal Na pump. Blood cells, molecules & diseases. 2007 Jul; 39(1):7-13. doi: 10.1016/j.bcmd.2007.02.012. [PMID: 17459735]
  • N Chidambaram, D J Burgess. Effect of nonionic surfactant on transport of surface-active and non-surface-active model drugs and emulsion stability in triphasic systems. AAPS pharmSci. 2000; 2(3):E30. doi: 10.1208/ps020330. [PMID: 11741246]
  • N Chidambaram, D J Burgess. Mathematical modeling of surface-active and non-surface-active drug transport in emulsion systems. AAPS pharmSci. 2000; 2(3):E31. doi: 10.1208/ps020331. [PMID: 11741247]
  • Y F Sasaki, F Izumiyama, E Nishidate, N Matsusaka, S Tsuda. Detection of rodent liver carcinogen genotoxicity by the alkaline single-cell gel electrophoresis (Comet) assay in multiple mouse organs (liver, lung, spleen, kidney, and bone marrow). Mutation research. 1997 Jul; 391(3):201-14. doi: 10.1016/s1383-5718(97)00072-7. [PMID: 9268046]
  • S Imaoka, T Hiroi, Y Tamura, H Yamazaki, T Shimada, M Komori, M Degawa, Y Funae. Mutagenic activation of 3-methoxy-4-aminoazobenzene by mouse renal cytochrome P450 CYP4B1: cloning and characterization of mouse CYP4B1. Archives of biochemistry and biophysics. 1995 Aug; 321(1):255-62. doi: 10.1006/abbi.1995.1393. [PMID: 7639529]
  • S Miura, M Degawa, Y Hashimoto. Renal and hepatic microsomal enzymes responsible for bioactivation of 3-methoxy-4-aminoazobenzene in the rodent. Biochemical pharmacology. 1991 Oct; 42(9):1655-9. doi: 10.1016/0006-2952(91)90499-u. [PMID: 1930293]
  • P Sandhu, J K Chipman. Lack of release from hepatocytes in vitro or excretion in vivo of mutagenic chrysoidine metabolites. Toxicology letters. 1991 Sep; 58(1):43-50. doi: 10.1016/0378-4274(91)90189-d. [PMID: 1897005]
  • M Degawa, S Miura, Y Hashimoto. Androgen-dependent renal microsomal cytochrome P-450 responsible for N-hydroxylation and mutagenic activation of 3-methoxy-4-aminoazobenzene in the BALB/c mouse. Cancer research. 1990 May; 50(9):2729-33. doi: NULL. [PMID: 2328499]
  • M Degawa, M Namiki, S Miura, H Ueno, Y Hashimoto. A male-specific renal cytochrome P-450 isozyme(s) responsible for mutagenic activation of 3-methoxy-4-aminoazobenzene in mice. Biochemical and biophysical research communications. 1988 Apr; 152(2):843-8. doi: 10.1016/s0006-291x(88)80115-3. [PMID: 3365254]
  • M Degawa, H Yamada, T Hishinuma, T Masuko, Y Hashimoto. Organ selective induction of cytochrome P-448 isozymes in the rat by 2-methoxy-4-aminoazobenzene and 3-methylcholanthrene. Journal of biochemistry. 1987 Jun; 101(6):1437-45. doi: 10.1093/oxfordjournals.jbchem.a122013. [PMID: 3312182]
  • D L Tullis, K L Dooley, D W Miller, K P Baetcke, F F Kadlubar. Characterization and properties of the DNA adducts formed from N-methyl-4-aminoazobenzene in rats during a carcinogenic treatment regimen. Carcinogenesis. 1987 Apr; 8(4):577-83. doi: 10.1093/carcin/8.4.577. [PMID: 3829320]
  • I A Khodosova, V A Ivanov, N V Zakharova, V Ia Fel'. [Morphometric and immunomorphological characteristics of the liver cells of rats after a single DAB exposure]. Eksperimental'naia onkologiia. 1986; 8(1):36-9. doi: NULL. [PMID: 3081321]
  • C Geers, G Gros, A Gärtner. Extracellular carbonic anhydrase of skeletal muscle associated with the sarcolemma. Journal of applied physiology (Bethesda, Md. : 1985). 1985 Aug; 59(2):548-58. doi: 10.1152/jappl.1985.59.2.548. [PMID: 2411710]
  • T A Korosteleva, Z M Chistiakova. [Immunological study of rat liver RNA in the early stages of hepatic carcinogenesis]. Voprosy onkologii. 1979; 25(8):77-81. doi: NULL. [PMID: 113937]
  • H H Edel. [Interstitial nephropathies]. MMW, Munchener medizinische Wochenschrift. 1978 Oct; 120(43):1405-6. doi: NULL. [PMID: 101798]
  • M Degawa, S Miyairi, H Hashimoto. Electrophilic reactivity and mutagenicity of ring-methyl derivatives of N-acyloxy-N-methyl-4-aminoazobenzene and related azo dyes. Gan. 1978 Jun; 69(3):367-74. doi: NULL. [PMID: 352785]
  • F F Kadlubar, J A Miller, E C Miller. Microsomal N-oxidation of the hepatocarcinogen N-methyl-4-aminoazobenzene and the reactivity of N-hydroxy-N-methyl-4-aminoazobenzene. Cancer research. 1976 Mar; 36(3):1196-1206. doi: . [PMID: 814998]
  • D KLAUS, G RIETHAUSEN. [Studies on the value of renal prontosil excretion in assessment of liver and kidney function]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1956 Dec; 11(23):1071-4. doi: NULL. [PMID: 13423435]
  • D F VON HODENBERG, H SIEMENROTH. [Prontosil excretion as kidney function test]. Zeitschrift fur klinische Medizin. 1955; 153(1):1-4. doi: NULL. [PMID: 14386959]