N-Acetyl-S-(N-methylcarbamoyl)cysteine (BioDeep_00000008684)
Secondary id: BioDeep_00001881831
human metabolite Endogenous
代谢物信息卡片
(2R)-2-[(1-Hydroxyethylidene)amino]-3-[(methyl-C-hydroxycarbonimidoyl)sulphanyl]propanoic acid
化学式: C7H12N2O4S (220.0518)
中文名称:
谱图信息:
最多检出来源 Rattus norvegicus(not specific) 8.45%
分子结构信息
SMILES: CC(=O)NC(CSC(=O)NC)C(=O)O
InChI: InChI=1S/C7H12N2O4S/c1-4(10)9-5(6(11)12)3-14-7(13)8-2/h5H,3H2,1-2H3,(H,8,13)(H,9,10)(H,11,12)/t5-/m0/s1
描述信息
N-acetyl-s-(n-methylcarbamoyl)cysteine belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.
同义名列表
11 个代谢物同义名
(2R)-2-[(1-Hydroxyethylidene)amino]-3-[(methyl-C-hydroxycarbonimidoyl)sulphanyl]propanoic acid; (2R)-2-[(1-hydroxyethylidene)amino]-3-[(methyl-C-hydroxycarbonimidoyl)sulfanyl]propanoic acid; (2R)-2-[(1-Hydroxyethylidene)amino]-3-[(methyl-C-hydroxycarbonimidoyl)sulphanyl]propanoate; (2R)-2-[(1-Hydroxyethylidene)amino]-3-[(methyl-C-hydroxycarbonimidoyl)sulfanyl]propanoate; N-Acetyl-S-(N-methylcarbamoyl)cysteine; S-(N-Methylcarbamoyl)-N-acetylcysteine; SNMCN-Acetylcysteine; ACMC-20efxb; N-AMCC; AMCC; AMCC
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:2355
- KEGG: C11490
- PubChem: 4489451
- PubChem: 108218
- HMDB: HMDB0041942
- Metlin: METLIN69065
- foodb: FDB111679
- chemspider: 97289
- CAS: 103974-29-4
- PMhub: MS000022359
- PubChem: 13660
- NIKKAJI: J418.958B
- KNApSAcK: 2355
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
- Sonja Kilo, Thomas Göen, Hans Drexler. Cross-sectional study on N,N-dimethylformamide (DMF); effects on liver and alcohol intolerance.
International archives of occupational and environmental health.
2016 Nov; 89(8):1309-1320. doi:
10.1007/s00420-016-1164-0. [PMID: 27587219] - Jinjiang He, Jie Liu, Yulin Kong, Weiwei Yang, Zengli Zhang. Serum activities of liver enzymes in workers exposed to sub-TLV levels of dimethylformamide.
International journal of occupational medicine and environmental health.
2015; 28(2):395-8. doi:
10.13075/ijomeh.1896.00086. [PMID: 26182934] - Yoko Tsuda, Hiroyuki Miyauchi, Aoi Minozoe, Shigeru Tanaka, Heihachiro Arito, Teruomi Tsukahara, Tetsuo Nomiyama. Seasonal difference in percutaneous absorption of N,N-dimethylformamide as determined using two urinary metabolites.
Journal of occupational health.
2014; 56(4):252-9. doi:
10.1539/joh.13-0228-oa. [PMID: 24826962] - Hiroyuki Miyauchi, Yoko Tsuda, Aoi Minozoe, Shigeru Tanaka, Heihachiro Arito, Teruomi Tsukahara, Tetsuo Nomiyama. Occupational exposure to N,N-dimethylformamide in the summer and winter.
Industrial health.
2014; 52(6):512-20. doi:
10.2486/indhealth.2014-0070. [PMID: 25224331] - Philippe Hantson, Antoine Villa, Anne-Cécile Galloy, Sara Negri, Giulia Esabon, Fabien Lambiotte, Vincent Haufroid, Robert Garnier. Dimethylformamide metabolism following self-harm using a veterinary euthanasia product.
Clinical toxicology (Philadelphia, Pa.).
2010 Aug; 48(7):725-9. doi:
10.3109/15563650.2010.498790. [PMID: 20849330] - Jun He, Pei Wang, Jian-quan Zhu, Gang Wu, Jun-min Ji, Ya Xue. Role of urinary biomarkers of N,N-dimethylformamide in the early detection of hepatic injury among occupational exposed workers.
International archives of occupational and environmental health.
2010 Apr; 83(4):399-406. doi:
10.1007/s00420-010-0520-8. [PMID: 20151308] - Thomas Schettgen, Anita Musiol, Thomas Kraus. Simultaneous determination of mercapturic acids derived from ethylene oxide (HEMA), propylene oxide (2-HPMA), acrolein (3-HPMA), acrylamide (AAMA) and N,N-dimethylformamide (AMCC) in human urine using liquid chromatography/tandem mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2008 Sep; 22(17):2629-38. doi:
10.1002/rcm.3659. [PMID: 18666198] - Dar-Bin Shieh, Chia-Chun Chen, Tung-Sheng Shih, Huo-Mu Tai, Yau-Hui Wei, Ho-Yuan Chang. Mitochondrial DNA alterations in blood of the humans exposed to N,N-dimethylformamide.
Chemico-biological interactions.
2007 Feb; 165(3):211-9. doi:
10.1016/j.cbi.2006.12.008. [PMID: 17254560] - H U Käfferlein, C Ferstl, A Burkhart-Reichl, K Hennebrüder, H Drexler, T Brüning, J Angerer. The use of biomarkers of exposure of N,N-dimethylformamide in health risk assessment and occupational hygiene in the polyacrylic fibre industry.
Occupational and environmental medicine.
2005 May; 62(5):330-6. doi:
10.1136/oem.2004.017129. [PMID: 15837855] - Jae Ho Sohn, Min Jeong Han, Mi Young Lee, Seong-Kyu Kang, Jeong Sun Yang. Simultaneous determination of N-hydroxymethyl-N-methylformamide, N-methylformamide and N-acetyl-S-(N-methylcarbamoyl)cystein in urine samples from workers exposed to N,N-dimethylformamide by liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2005 Feb; 37(1):165-70. doi:
10.1016/j.jpba.2004.10.001. [PMID: 15664757] - H U Käfferlein, J Mráz, C Ferstl, J Angerer. Analysis of metabolites of N,N-dimethylformamide in urine samples.
International archives of occupational and environmental health.
2004 Aug; 77(6):427-32. doi:
10.1007/s00420-004-0538-x. [PMID: 15309551] - Hyoung-Ah Kim, Kangyoon Kim, Yong Heo, Se-Hoon Lee, Ho-Chun Choi. Biological monitoring of workers exposed to N, N-dimethylformamide in synthetic leather manufacturing factories in Korea.
International archives of occupational and environmental health.
2004 Feb; 77(2):108-12. doi:
10.1007/s00420-003-0474-1. [PMID: 14663587] - A Perico, S Baglioni, P Bavazzano. Determination of N-acetyl-S-(N-methylcarbamoyl)cysteine (AMCC) in urine by high-performance liquid chromatography combined with mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2004; 18(16):1865-8. doi:
10.1002/rcm.1565. [PMID: 15329881] - Marcello Imbriani, Sara Negri, Sergio Ghittori, Luciano Maestri. Measurement of urinary N-acetyl-S-(N-methylcarbamoyl)cysteine by high-performance liquid chromatography with direct ultraviolet detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Oct; 778(1-2):231-6. doi:
10.1016/s0378-4347(01)00453-4. [PMID: 12376130] - M Imbriani, L Maestri, P Marraccini, G Saretto, A Alessio, S Negri, S Ghittori. Urinary determination of N-acetyl- S-( N-methylcarbamoyl)cysteine and N-methylformamide in workers exposed to N, N-dimethylformamide.
International archives of occupational and environmental health.
2002 Sep; 75(7):445-52. doi:
10.1007/s00420-002-0335-3. [PMID: 12172890] - S Negri, A Alessio, L Maestri, M Sgroi, S Ghittori, M Imbriani. [High-pressure liquid chromatography (HPLC) with UV developer for the analysis of N-acetyl-S-(N-methylcarbomoyl)cysteine (AMCC)].
Giornale italiano di medicina del lavoro ed ergonomia.
2001 Oct; 23(4):461-6. doi:
. [PMID: 11758151] - L Perbellini, L Maestri, N Veronese, S Romani, F Brugnone. Analysis of urinary N-acetyl-S-(N-methylcarbamoyl)cysteine, the mercapturic acid derived from N,N-dimethylformamide.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Aug; 759(2):349-54. doi:
10.1016/s0378-4347(01)00242-0. [PMID: 11499489] - H U Käfferlein, T Göen, J Müller, R Wrbitzky, J Angerer. Biological monitoring of workers exposed to N,N-dimethylformamide in the synthetic fibre industry.
International archives of occupational and environmental health.
2000 Mar; 73(2):113-20. doi:
10.1007/s004200050016. [PMID: 10741509] - H U Käfferlein, J Angerer. Simultaneous determination of two human urinary metabolites of N,N-dimethylformamide using gas chromatography-thermionic sensitive detection with mass spectrometric confirmation.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Nov; 734(2):285-98. doi:
10.1016/s0378-4347(99)00372-2. [PMID: 10595726] - H U Käfferlein, J Angerer. Determination of N-acetyl-S-(N-methylcarbamoyl)cysteine (AMCC) in the general population using gas chromatography-mass spectrometry.
Journal of environmental monitoring : JEM.
1999 Oct; 1(5):465-9. doi:
10.1039/a903039e. [PMID: 11529165] - A C Lareo, A Perico, P Bavazzano, C Soave, L Perbellini. Biological monitoring of workers exposed to N, N-dimethylfomamide. I. Methods of analysis.
International archives of occupational and environmental health.
1995; 67(1):41-6. doi:
10.1007/bf00383131. [PMID: 7622278] - A C Lareo, L Perbellini. Biological monitoring of workers exposed to N-N-dimethylformamide. II. Dimethylformamide and its metabolites in urine of exposed workers.
International archives of occupational and environmental health.
1995; 67(1):47-52. doi:
10.1007/bf00383132. [PMID: 7622279] - J G Slatter, M R Davis, D H Han, P G Pearson, T A Baillie. Studies on the metabolic fate of caracemide, an experimental antitumor agent, in the rat. Evidence for the release of methyl isocyanate in vivo.
Chemical research in toxicology.
1993 May; 6(3):335-40. doi:
10.1021/tx00033a013. [PMID: 8318655] - J Mráz, H Nohová. Percutaneous absorption of N,N-dimethylformamide in humans.
International archives of occupational and environmental health.
1992; 64(2):79-83. doi:
10.1007/bf00381473. [PMID: 1399027] - J Mráz, H Nohová. Absorption, metabolism and elimination of N,N-dimethylformamide in humans.
International archives of occupational and environmental health.
1992; 64(2):85-92. doi:
10.1007/bf00381474. [PMID: 1399028] - J G Slatter, M S Rashed, P G Pearson, D H Han, T A Baillie. Biotransformation of methyl isocyanate in the rat. Evidence for glutathione conjugation as a major pathway of metabolism and implications for isocyanate-mediated toxicities.
Chemical research in toxicology.
1991 Mar; 4(2):157-61. doi:
10.1021/tx00020a006. [PMID: 1782345] - J Mráz. Gas chromatographic method for the determination of N-acetyl-S-(N-methylcarbamoyl)cysteine, a metabolite of N,N-dimethylformamide and N-methylformamide, in human urine.
Journal of chromatography.
1988 Oct; 431(2):361-8. doi:
10.1016/s0378-4347(00)83104-7. [PMID: 3243790] - M D Threadgill, D B Axworthy, T A Baillie, P B Farmer, K C Farrow, A Gescher, P Kestell, P G Pearson, A J Shaw. Metabolism of N-methylformamide in mice: primary kinetic deuterium isotope effect and identification of S-(N-methylcarbamoyl)glutathione as a metabolite.
The Journal of pharmacology and experimental therapeutics.
1987 Jul; 242(1):312-9. doi:
. [PMID: 3612534] - J Mráz, F Turecek. Identification of N-acetyl-S-(N-methylcarbamoyl)cysteine, a human metabolite of N,N-dimethylformamide and N-methylformamide.
Journal of chromatography.
1987 Mar; 414(2):399-404. doi:
10.1016/0378-4347(87)80064-6. [PMID: 3571407] - P Kestell, A P Gledhill, M D Threadgill, A Gescher. S-(N-Methylcarbamoyl)-N-acetylcysteine: a urinary metabolite of the hepatotoxic experimental antitumour agent N-methylformamide (NSC 3051) in mouse, rat and man.
Biochemical pharmacology.
1986 Jul; 35(14):2283-6. doi:
10.1016/0006-2952(86)90452-1. [PMID: 3729985]
