4,4'-Methylenebis(2-chloroaniline) (BioDeep_00000002750)

 

Secondary id: BioDeep_00001873592

human metabolite blood metabolite natural product


代谢物信息卡片


4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline

化学式: C13H12Cl2N2 (266.0377)
中文名称: 4.4-次甲基-双(2-氯苯胺)
谱图信息: 最多检出来源 Homo sapiens(blood) 47.83%

分子结构信息

SMILES: C1=CC(=C(C=C1CC2=CC(=C(C=C2)N)Cl)Cl)N
InChI: InChI=1S/C13H12Cl2N2/c14-10-6-8(1-3-12(10)16)5-9-2-4-13(17)11(15)7-9/h1-4,6-7H,5,16-17H2

描述信息

KEIO_ID M142

同义名列表

11 个代谢物同义名

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline; 3,3-Dichloro-4,4-diaminodiphenylmethane; 4,4-methylene-bis-(2-chloroaniline); 4,4-Methylene bis(o-chloroaniline); 4,4-METHYLENEBIS(2-CHLOROANILINE); Methylene bis(chloroaniline); Methylenebis(chloroaniline); bis amine; MBOCA; MOCA; 4,4'-Methylene-bis-(2-chloroaniline)



数据库引用编号

22 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)

17 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 ALB, CYP3A4, HPGDS, NAT2, PGR, PMP2, PTGS1, RPL22, RUNX2
Peripheral membrane protein 2 CYP1B1, PTGS1
Endoplasmic reticulum membrane 4 CYP1A2, CYP1B1, CYP3A4, PTGS1
Nucleus 7 ALB, MPO, NAT2, PGR, PMP2, RPL22, RUNX2
cytosol 10 ALB, CLC, GPT, HPGDS, NAT1, NAT2, PGR, PMP2, RPL22, RUNX2
centrosome 1 ALB
nucleoplasm 4 HPGDS, MPO, PGR, RUNX2
Cell membrane 3 NAT1, NAT2, SLC38A3
Cytoplasmic granule 1 CLC
Multi-pass membrane protein 4 NAT1, NAT2, SLC38A3, SLC45A2
Synapse 1 NAT1
cell surface 2 BMP2, NAT1
glutamatergic synapse 1 RPL22
Golgi apparatus 2 ALB, PTGS1
neuronal cell body 1 NAT2
presynaptic membrane 1 NAT1
Cytoplasm, cytosol 1 CLC
Lysosome 1 MPO
Presynapse 1 RPL22
plasma membrane 5 BMP2, NAT1, NAT2, PGR, SLC38A3
synaptic vesicle membrane 1 NAT1
Membrane 6 CYP1B1, CYP3A4, NAT1, NAT2, SLC38A3, SLC45A2
apical plasma membrane 2 NAT1, SLC38A3
axon 2 NAT1, NAT2
basolateral plasma membrane 3 NAT1, NAT2, SLC38A3
extracellular exosome 8 ALB, BMP3, GPT, MPO, NAT2, PMP2, PTGS1, RPL22
endoplasmic reticulum 1 ALB
extracellular space 5 ALB, BMP2, BMP3, CLC, MPO
mitochondrion 1 CYP1B1
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 7 BMP2, CYP1A2, CYP1B1, CYP3A4, HPGDS, MPO, PTGS1
Microsome membrane 4 CYP1A2, CYP1B1, CYP3A4, PTGS1
Secreted 4 ALB, BMP2, BMP3, CLC
extracellular region 5 ALB, BMP2, BMP3, CLC, MPO
mitochondrial outer membrane 1 PGR
neuronal cell body membrane 1 NAT1
anchoring junction 1 ALB
transcription regulator complex 2 NAT2, RUNX2
photoreceptor outer segment 1 PTGS1
Melanosome membrane 1 SLC45A2
focal adhesion 1 RPL22
collagen-containing extracellular matrix 1 CLC
secretory granule 1 MPO
neuron projection 1 PTGS1
ciliary basal body 1 ALB
chromatin 2 PGR, RUNX2
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 2 NAT1, SLC38A3
Endomembrane system 1 PTGS1
myelin sheath 1 PMP2
azurophil granule 1 MPO
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
azurophil granule lumen 1 MPO
phagocytic vesicle lumen 1 MPO
ribonucleoprotein complex 1 RPL22
external side of apical plasma membrane 1 NAT2
cytosolic ribosome 1 RPL22
CRLF-CLCF1 complex 1 CLC
ribosome 1 RPL22
cytosolic large ribosomal subunit 1 RPL22
[Isoform 4]: Mitochondrion outer membrane 1 PGR
BMP receptor complex 1 BMP2
CNTFR-CLCF1 complex 1 CLC
NatA complex 1 NAT2
ciliary transition fiber 1 ALB


文献列表

  • Nishikant Wase, Boqiang Tu, James W Allen, Paul N Black, Concetta C DiRusso. Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae. Plant physiology. 2017 Aug; 174(4):2146-2165. doi: 10.1104/pp.17.00433. [PMID: 28652262]
  • Chung-Ching Wang, Wei-Liang Chen, Chia-Ni Hsiung, Sheng-Ta Chiang, Ying-Chuan Wang, Ching-Hui Loh, I-Shen Lin, Hong-I Chen, Saou-Hsing Liou. Effect of CYP3A4 genetic polymorphisms on the genotoxicity of 4,4'-methylene-bis(2-chloroaniline)-exposed workers. Occupational and environmental medicine. 2017 01; 74(1):30-38. doi: 10.1136/oemed-2016-103816. [PMID: 27679675]
  • Akito Takeuchi, Akira Namera, Norihiro Sakui, Kenji Yamamuro, Toshio Kawai, Kimiaki Sumino. A method for routine analysis of urinary 4,4'-methylenebis (2-chloroaniline) by gas chromatography-electron capture detection. Journal of occupational health. 2014; 56(5):347-50. doi: 10.1539/joh.14-0052-br. [PMID: 25069897]
  • I-Shen Lin, Pao-Lou Fan, Hong-I Chen, Ching-Hui Loh, Tung-Sheng Shih, Saou-Hsing Liou. Rapid and intermediate N-acetylators are less susceptible to oxidative damage among 4,4'-methylenebis(2-chloroaniline) (MBOCA)-exposed workers. International journal of hygiene and environmental health. 2013 Jul; 216(4):515-20. doi: 10.1016/j.ijheh.2013.02.001. [PMID: 23491024]
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  • Abid Dost, J K Straughan, Tom Sorahan. Cancer incidence and exposure to 4,4'-methylene-bis-ortho-chloroaniline (MbOCA). Occupational medicine (Oxford, England). 2009 Sep; 59(6):402-5. doi: 10.1093/occmed/kqp093. [PMID: 19564173]
  • J Cocker, J R Cain, P Baldwin, K McNally, K Jones. A survey of occupational exposure to 4,4'-methylene-bis (2-chloroaniline) (MbOCA) in the UK. The Annals of occupational hygiene. 2009 Jul; 53(5):499-507. doi: 10.1093/annhyg/mep026. [PMID: 19447850]
  • Hong-I Chen, Saou-Hsing Liou, Shu-Fen Ho, Kuen-Yuh Wu, Chien-Wen Sun, Ming-Fong Chen, Li-Chuan Cheng, Tung-Sheng Shih, Ching-Hui Loh. Oxidative DNA damage estimated by plasma 8-hydroxydeoxyguanosine (8-OHdG): influence of 4, 4'-methylenebis (2-chloroaniline) exposure and smoking. Journal of occupational health. 2007 Sep; 49(5):389-98. doi: 10.1539/joh.49.389. [PMID: 17951971]
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  • Wei-Chung Shih, Ming-Feng Chen, Chih-Chun Jean Huang, Shi-Nian Uang, Tung-Shen Shih, Saou-Hsing Liou, Kuen-Yuh Wu. Simultaneous analysis of urinary 4,4'-methylenebis(2-chloroaniline) and N-acetyl 4,4'-methylenebis(2-chloroaniline) using solid-phase extraction and liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(24):4073-8. doi: 10.1002/rcm.3314. [PMID: 18008389]
  • Hong-I Chen, Saou-Hsing Liou, Ching-Hui Loh, Shi-Nian Uang, Yi-Chun Yu, Tung-Sheng Shih. Bladder cancer screening and monitoring of 4,4'-methylenebis(2-chloroaniline) exposure among workers in Taiwan. Urology. 2005 Aug; 66(2):305-10. doi: 10.1016/j.urology.2005.02.031. [PMID: 16098360]
  • E B Murray, J W Edwards. Differential induction of micronuclei in peripheral lymphocytes and exfoliated urothelial cells of workers exposed to 4,4'-methylenebis-(2-chloroaniline) (MOCA) and bitumen fumes. Reviews on environmental health. 2005 Jul; 20(3):163-76. doi: 10.1515/reveh.2005.20.3.163. [PMID: 16335575]
  • E B Murray, J W Edwards. Micronuclei in peripheral lymphocytes and exfoliated urothelial cells of workers exposed to 4,4'-methylenebis-(2-chloroaniline) (MOCA). Mutation research. 1999 Dec; 446(2):175-80. doi: 10.1016/s1383-5718(99)00180-1. [PMID: 10635339]
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  • W S Wu, R S Szklar, R Smith. Gas chromatographic determination and negative-ion chemical ionization mass spectrometric confirmation of 4,4'-methylenebis(2-chloroaniline) in urine via thin-layer chromatographic separation. The Analyst. 1996 Mar; 121(3):321-4. doi: 10.1039/an9962100321. [PMID: 8729654]
  • K R Kaderlik, G Talaska, D G DeBord, A M Osorio, F F Kadlubar. 4,4'-Methylene-bis(2-chloroaniline)-DNA adduct analysis in human exfoliated urothelial cells by 32P-postlabeling. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 1993 Jan; 2(1):63-9. doi: . [PMID: 8420614]
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