Mesaconic acid (BioDeep_00000270832)

Main id: BioDeep_00000001310

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


2-methyl-2E-butenedioic acid

化学式: C5H6O4 (130.0266076)
中文名称: 中康酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(=O)(O)/C(/C)=C/C(O)=O
InChI: InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+

描述信息

A dicarboxylic acid consisting of fumaric acid having a methyl substituent at the 2-position.
D003879 - Dermatologic Agents

同义名列表

4 个代谢物同义名

Mesaconic acid; 2-methyl-2E-butenedioic acid; FA 5:2;O2; 2-methylbut-2-enedioic acid



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

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)

19 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

  • Randa Sghaier, Thomas Nury, Valerio Leoni, Claudio Caccia, Jean-Paul Pais De Barros, Ameur Cherif, Anne Vejux, Thibault Moreau, Khalifa Limem, Mohammad Samadi, John J Mackrill, Ahmed Slaheddine Masmoudi, Gérard Lizard, Amira Zarrouk. Dimethyl fumarate and monomethyl fumarate attenuate oxidative stress and mitochondrial alterations leading to oxiapoptophagy in 158N murine oligodendrocytes treated with 7β-hydroxycholesterol. The Journal of steroid biochemistry and molecular biology. 2019 11; 194(?):105432. doi: 10.1016/j.jsbmb.2019.105432. [PMID: 31344443]
  • Irene De Biase, Marzia Pasquali, Alexander Asamoah. Unusual Metabolites in a Patient with Isovaleric Acidemia. Clinical chemistry. 2019 04; 65(4):595-597. doi: 10.1373/clinchem.2018.300558. [PMID: 30923063]
  • Armin Azadkhah Shalmani, Mohammad Hossein Ghahremani, Fereshteh Jeivad, Amir Shadboorestan, Gholamreza Hassanzadeh, Abbas Beh-Pajooh, Mikhriy Ganbari-Erdi, Sara Kasirzadeh, Mojtaba Mojtahedzadeh, Omid Sabzevari. Monomethyl fumarate alleviates sepsis-induced hepatic dysfunction by regulating TLR-4/NF-κB signalling pathway. Life sciences. 2018 Dec; 215(?):152-158. doi: 10.1016/j.lfs.2018.11.010. [PMID: 30412724]
  • Ulrich Mrowietz, Peter John Morrison, Ina Suhrkamp, Margaret Kumanova, Bernd Clement. The Pharmacokinetics of Fumaric Acid Esters Reveal Their In Vivo Effects. Trends in pharmacological sciences. 2018 01; 39(1):1-12. doi: 10.1016/j.tips.2017.11.002. [PMID: 29183628]
  • Bing Zhu, Ivan Nestorov, Guolin Zhao, Venkata Meka, Mark Leahy, Jeanelle Kam, Sarah I Sheikh. Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women. Clinical pharmacology in drug development. 2017 Nov; 6(6):604-613. doi: 10.1002/cpdd.377. [PMID: 28783872]
  • Anshul Shakya, Upendra Kumar Soni, Geeta Rai, Shyam Sunder Chatterjee, Vikas Kumar. Gastro-protective and Anti-stress Efficacies of Monomethyl Fumarate and a Fumaria indica Extract in Chronically Stressed Rats. Cellular and molecular neurobiology. 2016 May; 36(4):621-35. doi: 10.1007/s10571-015-0243-1. [PMID: 26215054]
  • Emily B Merewitz, Hongmei Du, Wenjuan Yu, Yimin Liu, Thomas Gianfagna, Bingru Huang. Elevated cytokinin content in ipt transgenic creeping bentgrass promotes drought tolerance through regulating metabolite accumulation. Journal of experimental botany. 2012 Feb; 63(3):1315-28. doi: 10.1093/jxb/err372. [PMID: 22131157]
  • C C Tangney, N T Aggarwal, H Li, R S Wilson, C Decarli, D A Evans, M C Morris. Vitamin B12, cognition, and brain MRI measures: a cross-sectional examination. Neurology. 2011 Sep; 77(13):1276-82. doi: 10.1212/wnl.0b013e3182315a33. [PMID: 21947532]
  • Qin Yi, Juanjuan Lv, Fengyan Tian, Hong Wei, Qin Ning, Xiaoping Luo. Clinical characteristics and gene mutation analysis of methylmalonic aciduria. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2011 Jun; 31(3):384-389. doi: 10.1007/s11596-011-0386-3. [PMID: 21671183]
  • Yira Bermudez, Claudia A Benavente, Ralph G Meyer, W Russell Coyle, Myron K Jacobson, Elaine L Jacobson. Nicotinic acid receptor abnormalities in human skin cancer: implications for a role in epidermal differentiation. PloS one. 2011; 6(5):e20487. doi: 10.1371/journal.pone.0020487. [PMID: 21655214]
  • Angelo Aquino, Grazia Graziani, Ornella Franzese, Salvatore P Prete, Enzo Bonmassar, Laura Bonmassar, Stefania D'Atri. Exogenous control of the expression of Group I CD1 molecules competent for presentation of microbial nonpeptide antigens to human T lymphocytes. Clinical & developmental immunology. 2011; 2011(?):790460. doi: 10.1155/2011/790460. [PMID: 21603161]
  • Hui Sun, Alla Lapidus, Matt Nolan, Susan Lucas, Tijana Glavina Del Rio, Hope Tice, Jan-Fang Cheng, Roxane Tapia, Cliff Han, Lynne Goodwin, Sam Pitluck, Ioanna Pagani, Natalia Ivanova, Konstantinos Mavromatis, Natalia Mikhailova, Amrita Pati, Amy Chen, Krishna Palaniappan, Miriam Land, Loren Hauser, Yun-Juan Chang, Cynthia D Jeffries, Olivier Duplex Ngatchou Djao, Manfred Rohde, Johannes Sikorski, Markus Göker, Tanja Woyke, James Bristow, Jonathan A Eisen, Victor Markowitz, Philip Hugenholtz, Nikos C Kyrpides, Hans-Peter Klenk. Complete genome sequence of Nocardiopsis dassonvillei type strain (IMRU 509). Standards in genomic sciences. 2010 Nov; 3(3):325-36. doi: 10.4056/sigs.1363462. [PMID: 21304737]
  • Martin Rostami-Yazdi, Bernd Clement, Ulrich Mrowietz. Pharmacokinetics of anti-psoriatic fumaric acid esters in psoriasis patients. Archives of dermatological research. 2010 Sep; 302(7):531-8. doi: 10.1007/s00403-010-1061-4. [PMID: 20574745]
  • D T Loots. Abnormal tricarboxylic acid cycle metabolites in isovaleric acidaemia. Journal of inherited metabolic disease. 2009 Jun; 32(3):403-11. doi: 10.1007/s10545-009-1071-6. [PMID: 19343532]
  • Turgay Celik, Ejder Kardesoglu, Atila Iyisoy, Omer Ozcan, Selim Kilic, Halil Yaman. Urinary methylmalonic acid in patients with acute myocardial infarction. Medical principles and practice : international journal of the Kuwait University, Health Science Centre. 2009; 18(3):217-22. doi: 10.1159/000204353. [PMID: 19349725]
  • Hua Tang, Jenny Ying-Lin Lu, Xiaomu Zheng, Yuhua Yang, Jeff D Reagan. The psoriasis drug monomethylfumarate is a potent nicotinic acid receptor agonist. Biochemical and biophysical research communications. 2008 Oct; 375(4):562-5. doi: 10.1016/j.bbrc.2008.08.041. [PMID: 18722346]
  • Martin Rostami Yazdi, Ulrich Mrowietz. Fumaric acid esters. Clinics in dermatology. 2008 Sep; 26(5):522-6. doi: 10.1016/j.clindermatol.2008.07.001. [PMID: 18755371]
  • I Pela, S Gasperini, E Pasquini, M A Donati. Hyperkalemia after acute metabolic decompensation in two children with vitamin B12-unresponsive methylmalonic acidemia and normal renal function. Clinical nephrology. 2006 Jul; 66(1):63-6. doi: 10.5414/cnp66063. [PMID: 16878438]
  • Nicolle H R Litjens, Elisabeth van Strijen, Co van Gulpen, Herman Mattie, Jaap T van Dissel, H Bing Thio, Peter H Nibbering. In vitro pharmacokinetics of anti-psoriatic fumaric acid esters. BMC pharmacology. 2004 Oct; 4(?):22. doi: 10.1186/1471-2210-4-22. [PMID: 15479475]
  • Nicolle H R Litjens, Jacobus Burggraaf, Elisabeth van Strijen, Co van Gulpen, Herman Mattie, Rik C Schoemaker, Jaap T van Dissel, H Bing Thio, Peter H Nibbering. Pharmacokinetics of oral fumarates in healthy subjects. British journal of clinical pharmacology. 2004 Oct; 58(4):429-32. doi: 10.1111/j.1365-2125.2004.02145.x. [PMID: 15373936]
  • Manfred Lehmann, Kirsten Risch, Horst Nizze, Jens Lutz, Uwe Heemann, Hans-Dieter Volk, Khusru Asadullah. Fumaric acid esters are potent immunosuppressants: inhibition of acute and chronic rejection in rat kidney transplantation models by methyl hydrogen fumarate. Archives of dermatological research. 2002 Dec; 294(9):399-404. doi: 10.1007/s00403-002-0347-6. [PMID: 12522577]
  • O Befani, M T Graziani, E Agostinelli, E Grippa, B Mondovì, M A Mateescu. Serum amine oxidase can specifically recognize and oxidize aminohexyl (AH) chains on AH-Sepharose support: single-step affinity immobilization. Biotechnology and applied biochemistry. 1998 Oct; 28 ( Pt 2)(?):99-104. doi: NULL. [PMID: 9756636]
  • K S Rao, S H Mishra. Antihepatotoxic activity of monomethyl fumarate isolated from Fumaria indica. Journal of ethnopharmacology. 1998 Apr; 60(3):207-13. doi: 10.1016/s0378-8741(97)00149-9. [PMID: 9613834]
  • P H Nibbering, B Thio, A C Bezemer, R L Beijersbergen, T P Zomerdijk. Intracellular signalling by binding sites for the antipsoriatic agent monomethylfumarate on human granulocytes. The British journal of dermatology. 1997 Jul; 137(1):65-75. doi: NULL. [PMID: 9274627]