4-Aminobiphenyl (BioDeep_00000001874)
human metabolite Endogenous
代谢物信息卡片
[1,1-Biphenyl]-4-ylamine (acd/name 4.0)
化学式: C12H11N (169.0891446)
中文名称: 4-氨基联苯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)N
InChI: InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2
描述信息
4-Aminobiphenyl is an amine derivative of biphenyl. It is used to manufacture azo dyes. It is a known human carcinogen and so it has been largely replaced by less toxic compounds. It is similar to benzidine. [HMDB]
4-Aminobiphenyl is an amine derivative of biphenyl. It is used to manufacture azo dyes. It is a known human carcinogen and so it has been largely replaced by less toxic compounds. It is similar to benzidine.
D009676 - Noxae > D002273 - Carcinogens
同义名列表
29 个代谢物同义名
[1,1-Biphenyl]-4-ylamine (acd/name 4.0); [1,1-Biphenyl]-4-amine (acd/name 4.0); 4-Biphenylamine hydrochloride; {[1,1-biphenyl]-4-amine}; (4-Phenyl-phenyl)-amine; 4-Biphenylnitrenium ion; (1,1-Biphenyl)-4-amine; [1,1-Biphenyl]-4-amine; 4-Amino-1,1-biphenyl; Biphenyl-4-ylamine; Paraaminodiphenyl; 4-Biphenylylamine; Biphenyl-4-amine; p-Aminodiphenyl; 4-Biphenylamine; P-Aminobiphenyl; 4-Aminobiphenyl; 4-Aminodiphenyl; p-Biphenylamine; p-Phenylaniline; 4-Phenylaniline; 4-Aminobifenyl; 4-Aminodifenil; Biphenylamine; Aminobiphenyl; 4-Bifenylamin; p-Xenylamine; Xenylamine; Xenylamin
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:1784
- KEGG: C10998
- PubChem: 7102
- HMDB: HMDB0013195
- Metlin: METLIN471
- ChEMBL: CHEMBL44201
- Wikipedia: 4-Aminobiphenyl
- foodb: FDB029326
- chemspider: 6835
- CAS: 116267-93-7
- CAS: 92-67-1
- PMhub: MS000001363
- PubChem: 13181
- NIKKAJI: J3.931D
- RefMet: 4-Aminobiphenyl
- RefMet: Aminobiphenyl
分类词条
相关代谢途径
Reactome(6)
BioCyc(0)
PlantCyc(0)
代谢反应
51 个相关的代谢反应过程信息。
Reactome(51)
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Biological oxidations:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Cytochrome P450 - arranged by substrate type:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Xenobiotics:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Cytochrome P450 - arranged by substrate type:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Xenobiotics:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN - Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2:
CAF + H+ + Oxygen + TPNH ⟶ CH2O + H2O + Paraxanthine + TPN
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。
文献列表
- Medjda Bellamri, Kyle Brandt, Christina V Brown, Ming-Tsang Wu, Robert J Turesky. Cytotoxicity and genotoxicity of the carcinogen aristolochic acid I (AA-I) in human bladder RT4 cells.
Archives of toxicology.
2021 06; 95(6):2189-2199. doi:
10.1007/s00204-021-03059-3. [PMID: 33938965] - Jingshu Guo, Peter W Villalta, Christopher J Weight, Radha Bonala, Francis Johnson, Thomas A Rosenquist, Robert J Turesky. Targeted and Untargeted Detection of DNA Adducts of Aromatic Amine Carcinogens in Human Bladder by Ultra-Performance Liquid Chromatography-High-Resolution Mass Spectrometry.
Chemical research in toxicology.
2018 12; 31(12):1382-1397. doi:
10.1021/acs.chemrestox.8b00268. [PMID: 30387604] - Byeong Hwa Yun, Medjda Bellamri, Thomas A Rosenquist, Robert J Turesky. Method for Biomonitoring DNA Adducts in Exfoliated Urinary Cells by Mass Spectrometry.
Analytical chemistry.
2018 08; 90(16):9943-9950. doi:
10.1021/acs.analchem.8b02170. [PMID: 30001485] - Daniel Hanna, Ariane Emami Riedmaier, Kim S Sugamori, Denis M Grant. Influence of sex and developmental stage on acute hepatotoxic and inflammatory responses to liver procarcinogens in the mouse.
Toxicology.
2016 Dec; 373(?):30-40. doi:
10.1016/j.tox.2016.10.006. [PMID: 27746196] - Shuang Wang, Debbie Bott, Aveline Tung, Kim S Sugamori, Denis M Grant. Relative Contributions of CYP1A2 and CYP2E1 to the Bioactivation and Clearance of 4-Aminobiphenyl in Adult Mice.
Drug metabolism and disposition: the biological fate of chemicals.
2015 Jul; 43(7):916-21. doi:
10.1124/dmd.115.063297. [PMID: 25922528] - Arup Bhattacharya, Joshua J Klaene, Yun Li, Joseph D Paonessa, Aimee B Stablewski, Paul Vouros, Yuesheng Zhang. The inverse relationship between bladder and liver in 4-aminobiphenyl-induced DNA damage.
Oncotarget.
2015 Jan; 6(2):836-45. doi:
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2014 Jun; 5(11):3526-40. doi:
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Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2014 Jun; 19(4):291-301. doi:
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2014 May; 958(?):130-5. doi:
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Molecular carcinogenesis.
2012 Aug; 51(8):636-46. doi:
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Cancer prevention research (Philadelphia, Pa.).
2012 Feb; 5(2):299-308. doi:
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Carcinogenesis.
2011 Jun; 32(6):843-7. doi:
10.1093/carcin/bgr048. [PMID: 21402590] - Joseph D Paonessa, Yi Ding, Kristen L Randall, Rex Munday, Dayana Argoti, Paul Vouros, Yuesheng Zhang. Identification of an unintended consequence of Nrf2-directed cytoprotection against a key tobacco carcinogen plus a counteracting chemopreventive intervention.
Cancer research.
2011 Jun; 71(11):3904-11. doi:
10.1158/0008-5472.can-11-0396. [PMID: 21487034] - Kim S Sugamori, Debbie Brenneman, Denis M Grant. Liver-selective expression of human arylamine N-acetyltransferase NAT2 in transgenic mice.
Drug metabolism and disposition: the biological fate of chemicals.
2011 May; 39(5):882-90. doi:
10.1124/dmd.111.038216. [PMID: 21317369] - Tiffany H Seyler, John T Bernert. Analysis of 4-aminobiphenyl in smoker's and nonsmoker's urine by tandem mass spectrometry.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2011 May; 16(3):212-21. doi:
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Critical reviews in toxicology.
2011 Apr; 41(4):263-91. doi:
10.3109/10408444.2011.558487. [PMID: 21438738] - Thomas Schettgen, K Heinrich, T Kraus, Monika Gube. Determination of 2,5-toluylenediamine (2,5-TDA) and aromatic amines in urine after personal application of hair dyes: kinetics and doses.
Archives of toxicology.
2011 Feb; 85(2):127-33. doi:
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Environmental health perspectives.
2010 Dec; 118(12):1685-91. doi:
10.1289/ehp.1002334. [PMID: 20810355] - Tiffany H Seyler, Levi-Rose Reyes, John T Bernert. Analysis of 4-aminobiphenyl hemoglobin adducts in smokers and nonsmokers by pseudo capillary on-column gas chromatography- tandem mass spectrometry.
Journal of analytical toxicology.
2010 Jul; 34(6):304-11. doi:
10.1093/jat/34.6.304. [PMID: 20663282] - John H Warner, Qiwei Liang, Mohamadi Sarkar, Paul E Mendes, Hans J Roethig. Adaptive regression modeling of biomarkers of potential harm in a population of U.S. adult cigarette smokers and nonsmokers.
BMC medical research methodology.
2010 Mar; 10(?):19. doi:
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Industrial health.
2009 Aug; 47(4):383-92. doi:
10.2486/indhealth.47.383. [PMID: 19672012] - Mieke J J Van Hemelrijck, Dominique S Michaud, Gregory N Connolly, Zubair Kabir. Secondhand smoking, 4-aminobiphenyl, and bladder cancer: two meta-analyses.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2009 Apr; 18(4):1312-20. doi:
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International journal of environmental research and public health.
2009 03; 6(3):874-88. doi:
10.3390/ijerph6030874. [PMID: 19440419] - Erin E Bessette, Angela K Goodenough, Sophie Langouët, Isil Yasa, Ivan D Kozekov, Simon D Spivack, Robert J Turesky. Screening for DNA adducts by data-dependent constant neutral loss-triple stage mass spectrometry with a linear quadrupole ion trap mass spectrometer.
Analytical chemistry.
2009 Jan; 81(2):809-19. doi:
10.1021/ac802096p. [PMID: 19086795] - David W Hein, Jean Bendaly, Jason R Neale, Mark A Doll. Systemic functional expression of N-acetyltransferase polymorphism in the F344 Nat2 congenic rat.
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2008 Dec; 36(12):2452-9. doi:
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The Journal of steroid biochemistry and molecular biology.
2008 Sep; 111(3-5):208-16. doi:
10.1016/j.jsbmb.2008.06.005. [PMID: 18606229] - Amit Bafana, Kannan Krishnamurthi, Sivanesan Saravana Devi, Tapan Chakrabarti. Biological decolourization of C.I. Direct Black 38 by E. gallinarum.
Journal of hazardous materials.
2008 Aug; 157(1):187-93. doi:
10.1016/j.jhazmat.2007.12.085. [PMID: 18280646] - J W M Yuen, M D I Gohel. The dual roles of Ganoderma antioxidants on urothelial cell DNA under carcinogenic attack.
Journal of ethnopharmacology.
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Journal of clinical pharmacology.
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Environmental and molecular mutagenesis.
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Applied microbiology and biotechnology.
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Psychopharmacology.
2006 Dec; 189(3):345-54. doi:
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Environmental toxicology and pharmacology.
2006 Sep; 22(2):153-9. doi:
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Carcinogenesis.
2006 Aug; 27(8):1600-6. doi:
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Chemical research in toxicology.
2006 Aug; 19(8):1086-90. doi:
10.1021/tx060082q. [PMID: 16918249] - Kirsten Riedel, Gerhard Scherer, Johannes Engl, Heinz-Werner Hagedorn, Anthony R Tricker. Determination of three carcinogenic aromatic amines in urine of smokers and nonsmokers.
Journal of analytical toxicology.
2006 Apr; 30(3):187-95. doi:
10.1093/jat/30.3.187. [PMID: 16803653] - John T Bernert, Ram B Jain, James L Pirkle, Lanqing Wang, Barbara B Miller, Eric J Sampson. Urinary tobacco-specific nitrosamines and 4-aminobiphenyl hemoglobin adducts measured in smokers of either regular or light cigarettes.
Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco.
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Environmental health perspectives.
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Neoplasma.
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International journal of cancer.
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Journal of ethnopharmacology.
2004 Feb; 90(2-3):273-7. doi:
10.1016/j.jep.2003.10.005. [PMID: 15013192] - Young H Ju, Michael J Plewa. Mutant spectra analysis at hisG46 in Salmonella typhimurium strain YG1029 induced by mammalian S9- and plant-activated aromatic amines.
Teratogenesis, carcinogenesis, and mutagenesis.
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