3,3'-Dichlorobenzidine (BioDeep_00000002749)

 

Secondary id: BioDeep_00001868127

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


4-(4-amino-3-chlorophenyl)-2-chloroaniline

化学式: C12H10Cl2N2 (252.02210000000002)
中文名称: 3,3-二氯联苯胺
谱图信息: 最多检出来源 Homo sapiens(blood) 3.64%

分子结构信息

SMILES: C1=CC(=C(C=C1C2=CC(=C(C=C2)N)Cl)Cl)N
InChI: InChI=1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2

描述信息

CONFIDENCE standard compound; INTERNAL_ID 2424
CONFIDENCE standard compound; INTERNAL_ID 49
D009676 - Noxae > D002273 - Carcinogens

同义名列表

6 个代谢物同义名

4-(4-amino-3-chlorophenyl)-2-chloroaniline; 3,3`-dichlorobenzidine; 3,3-Dichlorobenzidine; 3,3 Dichlorobenzidine; 3,3-DICHLOROBENZIDINE; 3,3'-Dichlorobenzidine



数据库引用编号

21 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。



文献列表

  • Kristian F Knoell, Norbert Will, Gabriele Leng, Silvia Selinski, Jan G Hengstler, Klaus Golka, Hermann M Bolt. Development of a strategy for biological monitoring in a chemical plant producing 3,3'-dichlorobenzidine dihydrochloride. Journal of toxicology and environmental health. Part A. 2012; 75(8-10):551-6. doi: 10.1080/15287394.2012.675307. [PMID: 22686315]
  • Takeshi Ohe, Tetsushi Watanabe, Yuki Nonouchi, Tomohiro Hasei, Yukiko Agou, Mayumi Tani, Keiji Wakabayashi. Identification of a new mutagen, 4,4'-diamino-3,3'-dichloro-5-nitrobiphenyl, in river water flowing through an industrial area in Wakayama, Japan. Mutation research. 2008 Aug; 655(1-2):28-35. doi: 10.1016/j.mrgentox.2008.06.008. [PMID: 18634900]
  • Patrudu Makena, King-Thom Chung. Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species. Environmental and molecular mutagenesis. 2007 Jun; 48(5):404-13. doi: 10.1002/em.20288. [PMID: 17370336]
  • Michel Guerbet, Emilie Brisorgueuil, Boris Jolibois, Jean-François Caillard, Jean-François Gehanno. Evaluation of urinary mutagenicity in azo dye manufacture workers. International journal of occupational medicine and environmental health. 2007; 20(2):137-45. doi: 10.2478/v10001-007-0014-4. [PMID: 17638680]
  • Klaus Golka, Silke Kopps, Zdislaw W Myslak. Carcinogenicity of azo colorants: influence of solubility and bioavailability. Toxicology letters. 2004 Jun; 151(1):203-10. doi: 10.1016/j.toxlet.2003.11.016. [PMID: 15177655]
  • Jin-Heon Lee, Ho-Sang Shin, Dong-Gyun Jung, Yong-Shin Lee. Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB. Industrial health. 2003 Jul; 41(3):242-8. doi: 10.2486/indhealth.41.242. [PMID: 12916755]
  • I Pavan, C Baroffio, E Buglione, V Passini, E Pira. [Aromatic amines with certain, probable, or possible carcinogenic action: reference values]. Giornale italiano di medicina del lavoro ed ergonomia. 2003 Jan; 25(1):68-73. doi: . [PMID: 12696487]
  • S Imaoka, Y Yoneda, T Matsuda, M Degawa, S Fukushima, Y Funae. Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa. Biochemical pharmacology. 1997 Sep; 54(6):677-83. doi: 10.1016/s0006-2952(97)00216-5. [PMID: 9310344]
  • T Hofmann, D Schmidt. Investigation of possible metabolism of pigment yellow 17, a 3,3'-dichlorobenzidine-based pigment, after inhalation exposure in rats. Archives of toxicology. 1993; 67(2):141-4. doi: 10.1007/bf01973685. [PMID: 8481102]
  • A Ghosal, M M Iba. In vivo binding of 3,3'-dichlorobenzidine to rat and mouse tissue DNA. Cancer letters. 1990 Sep; 53(2-3):197-204. doi: 10.1016/0304-3835(90)90214-i. [PMID: 2208080]
  • M M Iba, B Lang, P E Thomas, A Ghosal. Covalent interaction of 3,3'-dichlorobenzidine with hepatic lipids. Enzymic basis and stability of the adducts. Biochemical pharmacology. 1990 Aug; 40(3):581-7. doi: 10.1016/0006-2952(90)90559-4. [PMID: 2116801]
  • M M Iba, B Lang. Stimulation of the conjugation of lipid dienes in hepatic microsomes by 3,3'-dichlorobenzidine. Biochemical pharmacology. 1988 Mar; 37(5):781-91. doi: 10.1016/0006-2952(88)90162-1. [PMID: 3345196]
  • M M Iba. Effect of acute 3,3'-dichlorobenzidine administration on rat hepatic enzymic and nonenzymic microsomal lipid peroxidation and antioxidant status. Research communications in chemical pathology and pharmacology. 1987 May; 56(2):243-52. doi: . [PMID: 3602587]
  • F W Spierto, R Vogt, W Whitfield, M K Powell, F H Gardner, W H Hannon. Development and evaluation of a microtiter plate enzyme immunoassay for antibodies to 3,3'-dichlorobenzidine. Journal of analytical toxicology. 1987 Jan; 11(1):31-5. doi: 10.1093/jat/11.1.31. [PMID: 3546934]
  • J M Gentile, S Brown, M Aardema, D Clark, H Blankespoor. Modified mutagen metabolism in Schistosoma hematobium-infested organisms. Archives of environmental health. 1985 Jan; 40(1):5-12. doi: 10.1080/00039896.1985.10545881. [PMID: 3922319]
  • T R Hatfield, E C Roberts, I F Bell, J C Clunie, P J Kalla, D L McKay. Urine monitoring of textile workers exposed to dichlorobenzidine-derived pigments. Journal of occupational medicine. : official publication of the Industrial Medical Association. 1982 Sep; 24(9):656-8. doi: 10.1097/00043764-198209000-00010. [PMID: 7131106]
  • R S Hsu, H C Sikka. Disposition of 3,3'-dichlorobenzidine in the rat. Toxicology and applied pharmacology. 1982 Jun; 64(2):306-16. doi: 10.1016/0041-008x(82)90225-3. [PMID: 7123557]
  • K Tanaka. [Urinary metabolites of 3, 3'-dichlorobenzidine and their mutagenicity (author's transl)]. Sangyo igaku. Japanese journal of industrial health. 1981 Jul; 23(4):426-7. doi: 10.1539/joh1959.23.426. [PMID: 7321290]
  • M C Bowman, C R Nony. Possible carcinogenic metabolites of azo dye and pigment: trace-level determination of benzidine, 3,3'-dichlorobenzidine and their acetylated and conjugated products in human and hamster urine. IARC scientific publications. 1981; ?(40):193-217. doi: . [PMID: 7327672]
  • M C Bowman, L G Rushing. Trace-level determination of 3,3'-dichlorobenzidine in animal chow, wastewater and human urine by gas chromatographic procedures. IARC scientific publications. 1981; ?(40):159-74. doi: NULL. [PMID: 7327670]
  • C R Nony, M C Bowman. Analysis, purification and stability: requirements for a metabolism study of an azo dye and pigment. Journal of analytical toxicology. 1980 Mar; 4(2):63-7. doi: 10.1093/jat/4.2.63. [PMID: 7191457]
  • A Mondino, R Achari, M Dubini, M A Marchisio, S Silvestri, G Zanolo. Absence of dichlorobenzidine in the urine of rats, rabbits and monkeys treated with C.I. pigment yellow 13. La Medicina del lavoro. 1978 Nov; 69(6):693-7. doi: NULL. [PMID: 109745]
  • E F Stula, J R Barnes, H Sherman, C F Reinhardt, J A Zapp. Liver and urinary bladder tumors in dogs from 3,3'-dichlorobenzidine. Journal of environmental pathology and toxicology. 1978 Mar; 1(4):475-90. doi: . [PMID: 722199]
  • M C Bowman, L G Rushing. Trace analysis of 3,3'-dichlorobenzidine in animal chow, wastewater and human urine by three gas chromatographic procedures. Archives of environmental contamination and toxicology. 1977; 6(4):471-82. doi: 10.1007/bf02097786. [PMID: 318536]
  • Ia AKSAMITNAIA. [Certain data on urinary 3,3'-dichlorobenzidine conversion products in rats]. Voprosy onkologii. 1959; 5(7)(?):18-24. doi: NULL. [PMID: 13792270]