Diglycolic acid (BioDeep_00000178278)

   

human metabolite blood metabolite


代谢物信息卡片


2-(carboxymethoxy)acetic acid

化学式: C4H6O5 (134.0215226)
中文名称: 二甘醇酸
谱图信息: 最多检出来源 Mus musculus(blood) 50%

分子结构信息

SMILES: C(C(=O)O)OCC(=O)O
InChI: InChI=1S/C4H6O5/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

描述信息

同义名列表

4 个代谢物同义名

2-(carboxymethoxy)acetic acid; 2-(Carboxymethoxy)acetate; Diglycolic acid; Diglycolate



数据库引用编号

7 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

  • Cristiano O L Goulart, Leonardo S Bordoni, Clésia C Nascentes, Letícia M Costa. Analysis of Diglycolic Acid after Mass Poisoning by Diethylene Glycol. Journal of analytical toxicology. 2022 Feb; 46(1):64-68. doi: 10.1093/jat/bkaa187. [PMID: 33270110]
  • Robert L Sprando, Miriam E Mossoba, Thomas Black, Zachary Keltner, Sanah Vohra, Nicholas Olejnik, Howard Toomer, Cynthia Stine, Eric Evans, Jessica L Sprando, Martine Ferguson. 28-day repeated dose response study of diglycolic acid: Renal and hepatic effects. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Aug; 106(Pt A):558-567. doi: 10.1016/j.fct.2017.03.047. [PMID: 28351772]
  • Corie N Robinson, Brian Latimer, Fleurette Abreo, Kiera Broussard, Kenneth E McMartin. In-vivo evidence of nephrotoxicity and altered hepatic function in rats following administration of diglycolic acid, a metabolite of diethylene glycol. Clinical toxicology (Philadelphia, Pa.). 2017 Mar; 55(3):196-205. doi: 10.1080/15563650.2016.1271128. [PMID: 28074668]
  • Taylor Conrad, Greg M Landry, Tak Yee Aw, Royce Nichols, Kenneth E McMartin. Diglycolic acid, the toxic metabolite of diethylene glycol, chelates calcium and produces renal mitochondrial dysfunction in vitro. Clinical toxicology (Philadelphia, Pa.). 2016 Jul; 54(6):501-11. doi: 10.3109/15563650.2016.1162312. [PMID: 27002734]
  • Greg M Landry, Cody L Dunning, Fleurette Abreo, Brian Latimer, Elysse Orchard, Kenneth E McMartin. Diethylene glycol-induced toxicities show marked threshold dose response in rats. Toxicology and applied pharmacology. 2015 Feb; 282(3):244-51. doi: 10.1016/j.taap.2014.12.010. [PMID: 25545985]
  • J G Schier, D R Hunt, A Perala, K E McMartin, M J Bartels, L S Lewis, M A McGeehin, W D Flanders. Characterizing concentrations of diethylene glycol and suspected metabolites in human serum, urine, and cerebrospinal fluid samples from the Panama DEG mass poisoning. Clinical toxicology (Philadelphia, Pa.). 2013 Dec; 51(10):923-9. doi: 10.3109/15563650.2013.850504. [PMID: 24266434]
  • Greg M Landry, Cody L Dunning, Taylor Conrad, Mallory J Hitt, Kenneth E McMartin. Diglycolic acid inhibits succinate dehydrogenase activity in human proximal tubule cells leading to mitochondrial dysfunction and cell death. Toxicology letters. 2013 Aug; 221(3):176-84. doi: 10.1016/j.toxlet.2013.06.231. [PMID: 23827505]
  • Greg M Landry, Sarah Martin, Kenneth E McMartin. Diglycolic acid is the nephrotoxic metabolite in diethylene glycol poisoning inducing necrosis in human proximal tubule cells in vitro. Toxicological sciences : an official journal of the Society of Toxicology. 2011 Nov; 124(1):35-44. doi: 10.1093/toxsci/kfr204. [PMID: 21856646]
  • Lauren M Besenhofer, Marie C McLaren, Brian Latimer, Michael Bartels, Mark J Filary, Adam W Perala, Kenneth E McMartin. Role of tissue metabolite accumulation in the renal toxicity of diethylene glycol. Toxicological sciences : an official journal of the Society of Toxicology. 2011 Oct; 123(2):374-83. doi: 10.1093/toxsci/kfr197. [PMID: 21804082]
  • Lauren M Besenhofer, Patrick A Adegboyega, Michael Bartels, Mark J Filary, Adam W Perala, Marie C McLaren, Kenneth E McMartin. Inhibition of metabolism of diethylene glycol prevents target organ toxicity in rats. Toxicological sciences : an official journal of the Society of Toxicology. 2010 Sep; 117(1):25-35. doi: 10.1093/toxsci/kfq167. [PMID: 20530232]
  • Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]