1,2,3-Propanetricarboxylic acid (BioDeep_00000013073)

 

Secondary id: BioDeep_00000416044

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


Tricarballylic acid, trisodium salt

化学式: C6H8O6 (176.0320868)
中文名称: 1,2,3-丙烷三甲酸
谱图信息: 最多检出来源 Homo sapiens(feces) 15.56%

分子结构信息

SMILES: C(C(CC(=O)O)C(=O)O)C(=O)O
InChI: InChI=1S/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

描述信息

1,2,3-Propanetricarboxylic acid is found in corn. 1,2,3-Propanetricarboxylic acid is isolated from plants e.g. sugarbeet sap, sap of Acer saccharinum (maple syrup). Propane-1,2,3-tricarboxylic acid, also known as tricarballylic acid, carballylic acid, and beta-carboxyglutaric acid, is a tricarboxylic acid that has three carboxylic acid functional groups. The compound is an inhibitor of the enzyme aconitase and interferes with the Krebs cycle. 1,2,3-Propanetricarboxylic acid can be produced by Bacteroides, Butyrivibrio, Megasphaera, Wolinella and fungi Nectriaceae (PMID:22815244; PMID:16346691). It is also associated with Fumonisins. Fumonisins are fungal toxins produced by Fusarium verticilloides. Detection of this compound indicates presence of fumonisins in gastrointestinal tract. Corn intake or corn contaminated with fumonisins can lead to increased levels of tricarballylic acid (PMID:22815244).
Isolated from plants e.g. sugarbeet sap, sap of Acer saccharinum (maple syrup)
Tricarballylic acid, a conjugate acid of a?tricarballylate, is a competitive inhibitor of the enzyme aconitate hydratase (aconitase; EC 4.2.1.3) with a Ki value of 0.52 mM[1].
Tricarballylic acid, a conjugate acid of a?tricarballylate, is a competitive inhibitor of the enzyme aconitate hydratase (aconitase; EC 4.2.1.3) with a Ki value of 0.52 mM[1].
Tricarballylic acid, a conjugate acid of a?tricarballylate, is a competitive inhibitor of the enzyme aconitate hydratase (aconitase; EC 4.2.1.3) with a Ki value of 0.52 mM[1].

同义名列表

25 个代谢物同义名

Tricarballylic acid, trisodium salt; 1,2,3-Tripropanetricarboxylic acid; Tricarballylic acid, sodium salt; Propane 1,2,3-tricarboxylic acid; propane-1,2,3-tricarboxylic acid; 1,2,3-Propanetricarboxylic acid; Propane-1,2,3-tricarboxylate; 1,2,3-Propanetricarboxylate; Carboxymethylsuccinic acid; 3-Carboxypentanedioic acid; beta-Carboxyglutaric acid; Β-carboxyglutaric acid; 3-Carboxyglutaric acid; 3-Carboxypentanedioate; Carboxymethylsuccinate; b-Carboxyglutaric acid; beta-Carboxyglutarate; Tricarballylic acid; b-Carboxyglutarate; Β-carboxyglutarate; 3-Carboxyglutarate; Carballylic acid; Tricarballylate; Carballylate; Propane-1,2,3-tricarboxylate



数据库引用编号

17 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

  • Alyssa C Baugh, Justin B Defalco, Chantel V Duscent-Maitland, Melissa P Tumen-Velasquez, Nicole S Laniohan, Kayla Figatner, Timothy R Hoover, Anna C Karls, Kathryn T Elliott, Ellen L Neidle. Regulation of tricarboxylate transport and metabolism in Acinetobacter baylyi ADP1. Applied and environmental microbiology. 2024 Jan; ?(?):e0211123. doi: 10.1128/aem.02111-23. [PMID: 38289138]
  • Wenchao Wu, Jiangqing Wu, Qiafan Fu, Chenhao Jin, Fangyuan Guo, Qinying Yan, Qingliang Yang, Danjun Wu, Yan Yang, Gensheng Yang. Elaboration and characterization of curcumin-loaded Tri-CL-mPEG three-arm copolymeric nanoparticles by a microchannel technology. International journal of nanomedicine. 2019; 14(?):4683-4695. doi: 10.2147/ijn.s198217. [PMID: 31308653]
  • Jason M Tennessen, Nicolas M Bertagnolli, Janelle Evans, Matt H Sieber, James Cox, Carl S Thummel. Coordinated metabolic transitions during Drosophila embryogenesis and the onset of aerobic glycolysis. G3 (Bethesda, Md.). 2014 Mar; 4(5):839-50. doi: 10.1534/g3.114.010652. [PMID: 24622332]
  • Richard S Lord, J Alexander Bralley. Clinical applications of urinary organic acids. Part 2. Dysbiosis markers. Alternative medicine review : a journal of clinical therapeutic. 2008 Dec; 13(4):292-306. doi: . [PMID: 19152477]
  • Sarah T Pruett, Anatoliy Bushnev, Kerri Hagedorn, Madhura Adiga, Christopher A Haynes, M Cameron Sullards, Dennis C Liotta, Alfred H Merrill. Biodiversity of sphingoid bases ('sphingosines') and related amino alcohols. Journal of lipid research. 2008 Aug; 49(8):1621-39. doi: 10.1194/jlr.r800012-jlr200. [PMID: 18499644]
  • Richard Baird, Hamed K Abbas, Gary Windham, Paul Williams, Sonya Baird, Peter Ma, Rowena Kelley, Leigh Hawkins, Mary Scruggs. Identification of select fumonisin forming Fusarium species using PCR applications of the polyketide synthase gene and its relationship to fumonisin production in vitro. International journal of molecular sciences. 2008 Apr; 9(4):554-570. doi: 10.3390/ijms9040554. [PMID: 19325769]
  • Nima Sharifi, William L Farrar. Perturbations in hypoxia detection: a shared link between hereditary and sporadic tumor formation?. Medical hypotheses. 2006; 66(4):732-5. doi: 10.1016/j.mehy.2005.11.003. [PMID: 16364563]
  • P C Hallson, G P Kasidas, C T Samuell. The inhibitory activity of some citrate analogues upon calcium crystalluria: observations using an improved urine evaporation technique. Urologia internationalis. 1996; 57(1):43-7. doi: 10.1159/000282875. [PMID: 8840490]
  • K Benmoussa, J M Scherrmann, J M Bourre. Inhibition of colchicine absorption by the fat substitutes, sucrose polyester and tricarballylate triester, in the rat. Life sciences. 1995; 56(2):117-24. doi: 10.1016/0024-3205(94)00421-n. [PMID: 7823758]
  • K Benmoussa, A Sabouraud, J M Scherrmann, J M Bourre. Cyclosporin absorption is impaired by the fat substitutes, sucrose polyester and tricarballylate triester, in the rat. Pharmaceutical research. 1994 Oct; 11(10):1458-61. doi: 10.1023/a:1018904225165. [PMID: 7855052]
  • K Benmoussa, A Sabouraud, J M Scherrmann, D Brossard, J M Bourre. Effect of fat substitutes, sucrose polyester and tricarballylate triester, on digitoxin absorption in the rat. The Journal of pharmacy and pharmacology. 1993 Aug; 45(8):692-6. doi: 10.1111/j.2042-7158.1993.tb07090.x. [PMID: 7901365]
  • J McDevitt, P Goldman. Effect of the intestinal flora on the urinary organic acid profile of rats ingesting a chemically simplified diet. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1991 Feb; 29(2):107-13. doi: 10.1016/0278-6915(91)90164-3. [PMID: 2010139]
  • R Schwartz, M Topley, J B Russell. Effect of tricarballylic acid, a nonmetabolizable rumen fermentation product of trans-aconitic acid, on Mg, Ca and Zn utilization of rats. The Journal of nutrition. 1988 Feb; 118(2):183-8. doi: 10.1093/jn/118.2.183. [PMID: 3339476]
  • J B Russell, N Forsberg. Production of tricarballylic acid by rumen microorganisms and its potential toxicity in ruminant tissue metabolism. The British journal of nutrition. 1986 Jul; 56(1):153-62. doi: 10.1079/bjn19860095. [PMID: 3676191]