2-Oxoarginine (BioDeep_00000005311)

 

Secondary id: BioDeep_00000405585

human metabolite Endogenous blood metabolite Toxin Volatile Flavor Compounds natural product


代谢物信息卡片


5-[(diaminomethylidene)amino]-2-oxopentanoic acid

化学式: C6H11N3O3 (173.0800376)
中文名称: 胍基-酮基戊酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.04%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

2-Oxoarginine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/2-oxoarginine (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000005311). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CC(=O)C(=O)O)CN=C(N)N
InChI: InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)

描述信息

2-Oxoarginine is a guanidino compound metabolite of arginine catabolism. 2-Oxoarginine levels are increased in patients with argininemia (OMIM:207800). Argininemia, characterized by arginase deficiency (EC 3.5.3.1, catalyzes the last step of the urea cycle) is an autosomal recessive inborn error of metabolism caused by a defect in the final step in the urea cycle, the hydrolysis of arginine to urea and ornithine. Accumulation of arginine metabolites (such as guanidino compounds) especially 2-oxoarginine, may produce the central nervous system damage in argininemia. (PMID: 3433275 , 1588833 , 1690873 , 819629). 2-Oxoarginine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
2-Oxoarginine is a guanidino compound metabolite of arginine catabolism. 2-Oxoarginine levels are increased in patients with argininemia (OMIM:207800). Argininemia, characterized by arginase deficiency (EC 3.5.3.1, catalyzes the last step of the urea cycle) is an autosomal recessive inborn error of metabolism caused by a defect in the final step in the urea cycle, the hydrolysis of arginine to urea and ornithine. Accumulation of arginine metabolites (such as guanidino compounds) especially 2-oxoarginine, may produce the central nervous system damage in argininemia. (PMID: 3433275, 1588833, 1690873, 819629) [HMDB]

同义名列表

42 个代谢物同义名

5-[(diaminomethylidene)amino]-2-oxopentanoic acid; 5-[(Aminoiminomethyl)amino]-2-oxopentanoic acid; 5-(Diaminomethylideneamino)-2-oxopentanoic acid; 5-((Aminoiminomethyl)amino)-2-oxopentanoic acid; 5-((Aminoiminomethyl)amino)-2-oxopentanoate; 5-(Diaminomethylideneamino)-2-oxopentanoate; alpha-Keto-delta-guanidinopentanoic acid; alpha-Keto-delta-guanidinovaleric acid; delta-Guanidino-alpha-oxovaleric acid; a-Keto-delta-guanidinopentanoic acid; alpha-Keto-delta-guanidinopentanoate; delta-Guanido-alpha-ketovaleric acid; a-Keto-delta-guanidinovaleric acid; alpha-Keto-delta-guanidinovalerate; 2-oxo-5-Guanidino-pentanoic acid; a-Keto-δ-guanidinopentanoic acid; a-Keto-delta-guanidinopentanoate; 5-Guanidino-2-oxo-pentanoic acid; Α-keto-δ-guanidinopentanoic acid; 5-Guanidino-2-oxopentanoic acid; 2-oxo-5-Guanidinopentanoic acid; a-Keto-δ-guanidinovaleric acid; a-Keto-delta-guanidinovalerate; a-Keto-D-guanidinovaleric acid; Α-keto-δ-guanidinovaleric acid; 2-oxo-5-Guanidinovaleric acid; D-Guanidino-a-oxovaleric acid; δ-Guanidino-α-oxovaleric acid; 5-Guanidino-2-oxovaleric acid; 2-oxo-5-Guanidino-pentanoate; 5-Guanidino-2-oxo-pentanoate; δ-Guanido-α-ketovaleric acid; a-Keto-δ-guanidinopentanoate; Α-keto-δ-guanidinopentanoate; D-Guanido-a-ketovaleric acid; 5-Guanidino-2-oxopentanoate; 2-oxo-5-Guanidinopentanoate; a-Keto-δ-guanidinovalerate; Α-keto-δ-guanidinovalerate; 2-oxo-5-Guanidinovalerate; 2-oxoarginine; 5-Guanidino-2-oxopentanoate



数据库引用编号

19 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

7 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(6)

PharmGKB(0)

20 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

  • Olivier Levillain, Bart Marescau, Ilse Possemiers, Peter Paul De Deyn. Accumulation of methylguanidine and changes in guanidino compound levels in plasma, urine, and kidneys of furosemide-treated rats. Metabolism: clinical and experimental. 2008 Jun; 57(6):802-10. doi: 10.1016/j.metabol.2008.01.025. [PMID: 18502263]
  • Youri E C Taes, Bart Marescau, An De Vriese, Peter P De Deyn, Eva Schepers, Raymond Vanholder, Joris R Delanghe. Guanidino compounds after creatine supplementation in renal failure patients and their relation to inflammatory status. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2008 Apr; 23(4):1330-5. doi: 10.1093/ndt/gfm793. [PMID: 18048424]
  • Joshua L Deignan, Bart Marescau, Justin C Livesay, Ramaswamy K Iyer, Peter P De Deyn, Stephen D Cederbaum, Wayne W Grody. Increased plasma and tissue guanidino compounds in a mouse model of hyperargininemia. Molecular genetics and metabolism. 2008 Feb; 93(2):172-8. doi: 10.1016/j.ymgme.2007.09.016. [PMID: 17997338]
  • Wim Derave, Bart Marescau, Els Vanden Eede, Bert O Eijnde, Peter P De Deyn, Peter Hespel. Plasma guanidino compounds are altered by oral creatine supplementation in healthy humans. Journal of applied physiology (Bethesda, Md. : 1985). 2004 Sep; 97(3):852-7. doi: 10.1152/japplphysiol.00206.2004. [PMID: 15107411]
  • M Al Banchaabouchi, B Marescau, R D'Hooge, P P De Deyn. The effect of high protein diet on urea and guanidino compound levels in renal insufficient mice. Amino acids. 2001 Dec; 21(4):401-15. doi: 10.1007/s007260170005. [PMID: 11858699]
  • O Levillain, B Marescau, I Possemiers, M Al Banchaabouchi, P P De Deyn. Influence of 72\% injury in one kidney on several organs involved in guanidino compound metabolism: a time course study. Pflugers Archiv : European journal of physiology. 2001 Jul; 442(4):558-69. doi: 10.1007/s004240100581. [PMID: 11510889]
  • M Al Banchaabouchi, B Marescau, R D'Hooge, E Van Marck, A Van Daele, O Levillain, P P De Deyn. Biochemical and histopathological changes in nephrectomized mice. Metabolism: clinical and experimental. 1998 Mar; 47(3):355-61. doi: 10.1016/s0026-0495(98)90271-2. [PMID: 9500577]
  • O Levillain, B Marescau, P P De Deyn. Renal handling of guanidino compounds in rat and rabbit. The Journal of physiology. 1997 Mar; 499 ( Pt 2)(?):561-70. doi: 10.1113/jphysiol.1997.sp021949. [PMID: 9080382]
  • B Marescau, A Lowenthal, H G Terheggen, E Esmans, F Alderweireldt. Guanidino compounds in hyperargininemia. Advances in experimental medicine and biology. 1982; 153(?):427-34. doi: 10.1007/978-1-4757-6903-6_52. [PMID: 7164915]
  • B Marescau, J Pintens, A Lowenthal, E Esmans, Y Luyten, G Lemière, R Dommisse, F Alderweireldt, H G Terheggen. Isolation and identification of 2-oxo-5-guanidinovaleric acid in urine of patients with hyperargininaemia by chromatography and gas chromatography/mass spectrometry. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1981 Feb; 19(2):61-5. doi: 10.1515/cclm.1981.19.2.61. [PMID: 7217896]
  • B Marescau, J Pintens, A Lowenthal, H G Terheggen. Excretion of alpha-keto-delta-guanidinovaleric acid and its cyclic form in patients with hyperargininemia. Clinica chimica acta; international journal of clinical chemistry. 1979 Oct; 98(1-2):35-8. doi: 10.1016/0009-8981(79)90162-1. [PMID: 498528]