Dimethyl succinate (BioDeep_00000018216)

   

human metabolite Endogenous natural product


代谢物信息卡片


Butanedioic acid, 1,4-dimethyl ester

化学式: C6H10O4 (146.057906)
中文名称: 琥珀酸二甲酯
谱图信息: 最多检出来源 Homo sapiens(feces) 97.67%

分子结构信息

SMILES: COC(=O)CCC(=O)OC
InChI: InChI=1S/C6H10O4/c1-9-5(7)3-4-6(8)10-2/h3-4H2,1-2H3

描述信息

Dimethyl succinate, also known as DBE-4 or fema 2396, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR, where R=fatty aliphatic tail or organyl group and R=methyl group.
Present in roasted filberts. Flavouring ingredient. Dimethyl succinate is found in nuts.

同义名列表

16 个代谢物同义名

Butanedioic acid, 1,4-dimethyl ester; Butanedioic acid, dimethyl ester; Dimethyl ester OF succinic acid; Succinic acid, dimethyl ester; 1,4-Dimethyl butanedioic acid; Succinic acid dimethyl ester; 1,4-dimethyl butanedioate; Dimethyl succinic acid; CH3OC(O)CH2CH2C(O)OCH3; DBE-4 dibasic ester; Methyl butanedioate; DIMETHYL SUCCINATE; Dimethylsuccinate; Methyl succinate; FEMA 2396; DBE-4



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

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PharmGKB(0)

15 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

  • Yosuke Hanai, Ken Shimono, Hiroaki Oka, Yoshinobu Baba, Kunio Yamazaki, Gary K Beauchamp. Analysis of volatile organic compounds released from human lung cancer cells and from the urine of tumor-bearing mice. Cancer cell international. 2012 Feb; 12(1):7. doi: 10.1186/1475-2867-12-7. [PMID: 22364569]
  • E Buentke, A Nordström, H Lin, A-C Björklund, E Laane, M Harada, L Lu, T Tegnebratt, S Stone-Elander, M Heyman, S Söderhäll, A Porwit, C-G Ostenson, M Shoshan, K Pokrovskaja Tamm, D Grandér. Glucocorticoid-induced cell death is mediated through reduced glucose metabolism in lymphoid leukemia cells. Blood cancer journal. 2011 Jul; 1(7):e31. doi: 10.1038/bcj.2011.27. [PMID: 22829187]
  • Leonid E Fridlyand, Louis H Philipson. Glucose sensing in the pancreatic beta cell: a computational systems analysis. Theoretical biology & medical modelling. 2010 May; 7(?):15. doi: 10.1186/1742-4682-7-15. [PMID: 20497556]
  • Noaman M Hasan, Melissa J Longacre, Scott W Stoker, Thirajit Boonsaen, Sarawut Jitrapakdee, Mindy A Kendrick, John C Wallace, Michael J MacDonald. Impaired anaplerosis and insulin secretion in insulinoma cells caused by small interfering RNA-mediated suppression of pyruvate carboxylase. The Journal of biological chemistry. 2008 Oct; 283(42):28048-59. doi: 10.1074/jbc.m804170200. [PMID: 18697738]
  • Emma Heart, Gordon C Yaney, Richard F Corkey, Vera Schultz, Esthere Luc, Lihan Liu, Jude T Deeney, Orian Shirihai, Keith Tornheim, Peter J S Smith, Barbara E Corkey. Ca2+, NAD(P)H and membrane potential changes in pancreatic beta-cells by methyl succinate: comparison with glucose. The Biochemical journal. 2007 Apr; 403(1):197-205. doi: 10.1042/bj20061209. [PMID: 17181533]
  • Yasuko Okamoto, Takayuki Shibamoto. Degradation of malathion, in aqueous extracts of asparagus (Asparagus officinalis). Journal of agricultural and food chemistry. 2004 Sep; 52(19):5919-23. doi: 10.1021/jf049158j. [PMID: 15366843]
  • J Cancelas, M L Villanueva-Peñacarrillo, I Valverde, W J Malaisse. Synergistic insulinotropic effects of succinic acid dimethyl ester and exendin-4 in anaesthetized rats. International journal of molecular medicine. 2001 Sep; 8(3):269-71. doi: NULL. [PMID: 11494054]
  • L Ladrière, W J Malaisse. Effects of the dimethyl ester on succinic acid on the hormonal and metabolic response to exercise in hereditarily diabetic starved rats. Cell biochemistry and function. 2000 Sep; 18(3):153-60. doi: 10.1002/1099-0844(200009)18:3<153::aid-cbf858>3.0.co;2-q. [PMID: 10965352]
  • J A Garcia-Martinez, J Cancelas, M L Villanueva-Peñacarrillo, I Valverde, W J Malaisse. Prolongation of the insulinotropic action of glucagon-like peptide 1 by the dimethyl ester of succinic acid in an animal model of type-2 diabetes. International journal of molecular medicine. 2000 Sep; 6(3):319-21. doi: 10.3892/ijmm.6.3.319. [PMID: 10934297]
  • J A García-Martínez, J Cancelas, M L Villanueva-Peñacarrillo, I Valverde, W J Malaisse. Potentiation of the insulinotropic action of GLP-1 by succinic acid dimethyl ester in fed anaesthetized rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2000 Aug; 32(8):306-9. doi: 10.1055/s-2007-978641. [PMID: 10983625]
  • V Leclercq-Meyer, M M Kadiata, W J Malaisse. Effects of D-mannoheptulose and its hexaacetate ester on hormonal secretion from the perfused pancreas. International journal of molecular medicine. 2000 Aug; 6(2):143-52. doi: 10.3892/ijmm.6.2.143. [PMID: 10891557]
  • L Ladriere, W J Malaisse. Effects of succinate dimethyl ester on the metabolic and hormonal response to exercise in fed and starved rats. International journal of molecular medicine. 2000 Jun; 5(6):643-9. doi: 10.3892/ijmm.5.6.643. [PMID: 10812016]
  • W J Malaisse, A B Nadi, L Ladriere, T M Zhang. Protective effects of succinic acid dimethyl ester infusion in experimental endotoxemia. Nutrition (Burbank, Los Angeles County, Calif.). 1997 Apr; 13(4):330-41. doi: NULL. [PMID: 9178284]
  • R S Nair, B R Dudek, D R Grothe, F R Johannsen, I C Lamb, M A Martens, J H Sherman, M W Stevens. Mixture risk assessment: a case study of Monsanto experiences. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1996 Nov; 34(11-12):1139-45. doi: 10.1016/s0278-6915(97)00085-9. [PMID: 9119327]
  • L Ladriere, T M Zhang, W J Malaisse. Effects of succinic acid dimethyl ester infusion on metabolic, hormonal, and enzymatic variables in starved rats. JPEN. Journal of parenteral and enteral nutrition. 1996 Jul; 20(4):251-6. doi: 10.1177/0148607196020004251. [PMID: 8865105]
  • M J MacDonald. Feasibility of a mitochondrial pyruvate malate shuttle in pancreatic islets. Further implication of cytosolic NADPH in insulin secretion. The Journal of biological chemistry. 1995 Aug; 270(34):20051-8. doi: . [PMID: 7650022]
  • F Malaisse-Lagae, A Bakkali Nadi, W J Malaisse. Insulinotropic response to enterally administered succinic and glutamic acid methyl esters. Archives internationales de pharmacodynamie et de therapie. 1994 Sep; 328(2):235-42. doi: NULL. [PMID: 7710308]
  • D Vicent, M L Villanueva-Penacarrillo, F Malaisse-Lagae, V Leclercq-Meyer, I Valverde, W J Malaisse. In vivo stimulation of insulin release by succinic acid methyl esters. Archives internationales de pharmacodynamie et de therapie. 1994 Mar; 327(2):246-50. doi: NULL. [PMID: 7979832]