S-(1,2-Dichlorovinyl)glutathione (BioDeep_00000010202)

 

Secondary id: BioDeep_00001876153

human metabolite


代谢物信息卡片


(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(E)-1,2-dichloroethenyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

化学式: C12H17Cl2N3O6S (401.0215082000001)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 21.18%

分子结构信息

SMILES: C(CC(=O)NC(CSC(=CCl)Cl)C(=O)NCC(=O)O)C(C(=O)O)N
InChI: InChI=1S/C12H17Cl2N3O6S/c13-3-8(14)24-5-7(11(21)16-4-10(19)20)17-9(18)2-1-6(15)12(22)23/h3,6-7H,1-2,4-5,15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)/b8-3-/t6-,7-/m0/s1

描述信息

This compound belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

同义名列表

5 个代谢物同义名

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(E)-1,2-dichloroethenyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid; S-(1,2-dichlorovinyl)-glutathione; S-(1,2-Dichlorovinyl)glutathione; DCVG CPD; DCVG



数据库引用编号

12 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

  • Yu-Syuan Luo, Shinji Furuya, Weihsueh Chiu, Ivan Rusyn. Characterization of inter-tissue and inter-strain variability of TCE glutathione conjugation metabolites DCVG, DCVC, and NAcDCVC in the mouse. Journal of toxicology and environmental health. Part A. 2018; 81(1-3):37-52. doi: 10.1080/15287394.2017.1408512. [PMID: 29190187]
  • Hong Sik Yoo, Blair U Bradford, Oksana Kosyk, Takeki Uehara, Svitlana Shymonyak, Leonard B Collins, Wanda M Bodnar, Louise M Ball, Avram Gold, Ivan Rusyn. Comparative analysis of the relationship between trichloroethylene metabolism and tissue-specific toxicity among inbred mouse strains: kidney effects. Journal of toxicology and environmental health. Part A. 2015; 78(1):32-49. doi: 10.1080/15287394.2015.958418. [PMID: 25424545]
  • Hong Sik Yoo, Blair U Bradford, Oksana Kosyk, Svitlana Shymonyak, Takeki Uehara, Leonard B Collins, Wanda M Bodnar, Louise M Ball, Avram Gold, Ivan Rusyn. Comparative analysis of the relationship between trichloroethylene metabolism and tissue-specific toxicity among inbred mouse strains: liver effects. Journal of toxicology and environmental health. Part A. 2015; 78(1):15-31. doi: 10.1080/15287394.2015.958417. [PMID: 25424544]
  • Sungkyoon Kim, Leonard B Collins, Gunnar Boysen, James A Swenberg, Avram Gold, Louise M Ball, Blair U Bradford, Ivan Rusyn. Liquid chromatography electrospray ionization tandem mass spectrometry analysis method for simultaneous detection of trichloroacetic acid, dichloroacetic acid, S-(1,2-dichlorovinyl)glutathione and S-(1,2-dichlorovinyl)-L-cysteine. Toxicology. 2009 Aug; 262(3):230-8. doi: 10.1016/j.tox.2009.06.013. [PMID: 19549554]
  • Edward A Lock, Jeremy L Barth, Scott W Argraves, Rick G Schnellmann. Changes in gene expression in human renal proximal tubule cells exposed to low concentrations of S-(1,2-dichlorovinyl)-l-cysteine, a metabolite of trichloroethylene. Toxicology and applied pharmacology. 2006 Oct; 216(2):319-30. doi: 10.1016/j.taap.2006.06.002. [PMID: 16844155]
  • Lawrence H Lash, David A Putt, Jean C Parker. Metabolism and tissue distribution of orally administered trichloroethylene in male and female rats: identification of glutathione- and cytochrome P-450-derived metabolites in liver, kidney, blood, and urine. Journal of toxicology and environmental health. Part A. 2006 Jul; 69(13):1285-309. doi: 10.1080/15287390500360133. [PMID: 16754541]
  • Trevor A McGoldrick, Edward A Lock, Vicente Rodilla, Gabrielle M Hawksworth. Renal cysteine conjugate C-S lyase mediated toxicity of halogenated alkenes in primary cultures of human and rat proximal tubular cells. Archives of toxicology. 2003 Jul; 77(7):365-70. doi: 10.1007/s00204-003-0459-6. [PMID: 12700887]
  • L H Lash, W Qian, D A Putt, S E Hueni, A A Elfarra, R J Krause, J C Parker. Renal and hepatic toxicity of trichloroethylene and its glutathione-derived metabolites in rats and mice: sex-, species-, and tissue-dependent differences. The Journal of pharmacology and experimental therapeutics. 2001 Apr; 297(1):155-64. doi: . [PMID: 11259540]
  • B S Cummings, J C Parker, L H Lash. Role of cytochrome P450 and glutathione S-transferase alpha in the metabolism and cytotoxicity of trichloroethylene in rat kidney. Biochemical pharmacology. 2000 Mar; 59(5):531-43. doi: 10.1016/s0006-2952(99)00374-3. [PMID: 10660119]
  • L H Lash, J C Lipscomb, D A Putt, J C Parker. Glutathione conjugation of trichloroethylene in human liver and kidney: kinetics and individual variation. Drug metabolism and disposition: the biological fate of chemicals. 1999 Mar; 27(3):351-9. doi: . [PMID: 10064565]
  • L H Lash, D A Putt, W T Brashear, R Abbas, J C Parker, J W Fisher. Identification of S-(1,2-dichlorovinyl)glutathione in the blood of human volunteers exposed to trichloroethylene. Journal of toxicology and environmental health. Part A. 1999 Jan; 56(1):1-21. doi: 10.1080/009841099158204. [PMID: 9923751]
  • T Green, J Dow, M K Ellis, J R Foster, J Odum. The role of glutathione conjugation in the development of kidney tumours in rats exposed to trichloroethylene. Chemico-biological interactions. 1997 Jul; 105(2):99-117. doi: 10.1016/s0009-2797(97)00040-9. [PMID: 9251723]
  • D G Abraham, R J Thomas, A J Cooper. Glutamine transaminase K is not a major cysteine S-conjugate beta-lyase of rat kidney mitochondria: evidence that a high-molecular weight enzyme fulfills this role. Molecular pharmacology. 1995 Nov; 48(5):855-60. doi: . [PMID: 7476916]
  • N Patel, G Birner, W Dekant, M W Anders. Glutathione-dependent biosynthesis and bioactivation of S-(1,2-dichlorovinyl)glutathione and S-(1,2-dichlorovinyl)-L-cysteine, the glutathione and cysteine S-conjugates of dichloroacetylene, in rat tissues and subcellular fractions. Drug metabolism and disposition: the biological fate of chemicals. 1994 Jan; 22(1):143-7. doi: . [PMID: 8149874]
  • S Chakrabarti, M A Malick, C Denniel, E Greselin. Species differences in the nephrotoxic response to S-(1,2-dichlorovinyl)glutathione. Toxicology letters. 1992 May; 60(3):343-51. doi: 10.1016/0378-4274(92)90293-s. [PMID: 1595093]
  • J C Chen, J L Stevens, A L Trifillis, T W Jones. Renal cysteine conjugate beta-lyase-mediated toxicity studied with primary cultures of human proximal tubular cells. Toxicology and applied pharmacology. 1990 May; 103(3):463-73. doi: 10.1016/0041-008x(90)90319-p. [PMID: 2339419]
  • W Kanhai, W Dekant, D Henschler. Metabolism of the nephrotoxin dichloroacetylene by glutathione conjugation. Chemical research in toxicology. 1989 Jan; 2(1):51-6. doi: 10.1021/tx00007a009. [PMID: 2519231]
  • S Vamvakas, A A Elfarra, W Dekant, D Henschler, M W Anders. Mutagenicity of amino acid and glutathione S-conjugates in the Ames test. Mutation research. 1988 Sep; 206(1):83-90. doi: 10.1016/0165-1218(88)90144-9. [PMID: 2901035]
  • L H Lash, M W Anders. Cytotoxicity of S-(1,2-dichlorovinyl)glutathione and S-(1,2-dichlorovinyl)-L-cysteine in isolated rat kidney cells. The Journal of biological chemistry. 1986 Oct; 261(28):13076-81. doi: . [PMID: 2875994]
  • J Stevens, P Hayden, G Taylor. The role of glutathione conjugate metabolism and cysteine conjugate beta-lyase in the mechanism of S-cysteine conjugate toxicity in LLC-PK1 cells. The Journal of biological chemistry. 1986 Mar; 261(7):3325-32. doi: 10.1016/s0021-9258(17)35786-1. [PMID: 3753976]
  • A A Elfarra, I Jakobson, M W Anders. Mechanism of S-(1,2-dichlorovinyl)glutathione-induced nephrotoxicity. Biochemical pharmacology. 1986 Jan; 35(2):283-8. doi: 10.1016/0006-2952(86)90527-7. [PMID: 2867768]
  • L H Lash, D P Jones. Uptake of the glutathione conjugate S-(1,2-dichlorovinyl)glutathione by renal basal-lateral membrane vesicles and isolated kidney cells. Molecular pharmacology. 1985 Sep; 28(3):278-82. doi: . [PMID: 3839897]
  • C D Hassall, A J Gandolfi, R C Duhamel, K Brendel. The formation and biotransformation of cysteine conjugates of halogenated ethylenes by rabbit renal tubules. Chemico-biological interactions. 1984 May; 49(3):283-97. doi: 10.1016/0009-2797(84)90103-0. [PMID: 6547077]