isocitric acid (BioDeep_00000400037)

Main id: BioDeep_00000002693

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


3-carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid

化学式: C6H8O7 (192.0270018)
中文名称: 异柠檬酸, DL-异柠檬酸三钠盐水合物
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C(C(C(=O)O)O)C(=O)O)C(=O)O
InChI: InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)

描述信息

A tricarboxylic acid that is propan-1-ol with a hydrogen at each of the 3 carbon positions replaced by a carboxy group.
Isocitric acid is an endogenous metabolite present in Saliva and Cellular_Cytoplasm that can be used for the research of Alzheimer's Disease, Lewy Body Dementia and Anoxia[1][2][3].
Isocitric acid is an endogenous metabolite present in Saliva and Cellular_Cytoplasm that can be used for the research of Alzheimer's Disease, Lewy Body Dementia and Anoxia[1][2][3].

同义名列表

4 个代谢物同义名

3-carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid; isocitric acid; Isocitrate; Isocitric acid



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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)

99 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

  • Zhaojun Nie, Linglu Wang, Peng Zhao, Zhenbo Wang, Qiuzhe Shi, Hongen Liu. Metabolomics reveals the impact of nitrogen combined with the zinc supply on zinc availability in calcareous soil via root exudates of winter wheat (Triticum aestivum). Plant physiology and biochemistry : PPB. 2023 Nov; 204(?):108069. doi: 10.1016/j.plaphy.2023.108069. [PMID: 37852066]
  • Alberto Jaramillo-Jimenez, Lasse M Giil, Miguel Germán Borda, Diego A Tovar-Rios, Kåre Andre Kristiansen, Per Bruheim, Dag Aarsland, George E Barreto, Rolf Kristian Berge. Serum TCA cycle metabolites in Lewy bodies dementia and Alzheimer's disease: Network analysis and cognitive prognosis. Mitochondrion. 2023 May; 71(?):17-25. doi: 10.1016/j.mito.2023.05.002. [PMID: 37172667]
  • Mònica Bulló, Christopher Papandreou, Jesus García-Gavilán, Miguel Ruiz-Canela, Jun Li, Marta Guasch-Ferré, Estefanía Toledo, Clary Clish, Dolores Corella, Ramon Estruch, Emilio Ros, Montserrat Fitó, Chih-Hao Lee, Kerry Pierce, Cristina Razquin, Fernando Arós, Lluís Serra-Majem, Liming Liang, Miguel A Martínez-González, Frank B Hu, Jordi Salas-Salvadó. Tricarboxylic acid cycle related-metabolites and risk of atrial fibrillation and heart failure. Metabolism: clinical and experimental. 2021 12; 125(?):154915. doi: 10.1016/j.metabol.2021.154915. [PMID: 34678258]
  • Kerri M Smith, Ian D Wilson, Paul D Rainville. Sensitive and Reproducible Mass Spectrometry-Compatible RP-UHPLC Analysis of Tricarboxylic Acid Cycle and Related Metabolites in Biological Fluids: Application to Human Urine. Analytical chemistry. 2021 01; 93(2):1009-1015. doi: 10.1021/acs.analchem.0c03863. [PMID: 33290053]
  • Lucas A Luna, Zachary Lesecq, Katharine A White, An Hoang, David A Scott, Olga Zagnitko, Andrey A Bobkov, Diane L Barber, Jamie M Schiffer, Daniel G Isom, Christal D Sohl. An acidic residue buried in the dimer interface of isocitrate dehydrogenase 1 (IDH1) helps regulate catalysis and pH sensitivity. The Biochemical journal. 2020 08; 477(16):2999-3018. doi: 10.1042/bcj20200311. [PMID: 32729927]
  • Li Su, Xinglong Zhang, Lei Zheng, Miaomiao Wang, Zhifa Zhu, Ping Li. Mutation of Isocitrate Dehydrogenase 1 in Cholangiocarcinoma Impairs Tumor Progression by Inhibiting Isocitrate Metabolism. Frontiers in endocrinology. 2020; 11(?):189. doi: 10.3389/fendo.2020.00189. [PMID: 32373065]
  • Svetlana V Kamzolova, Igor G Morgunov. Microbial production of (2R,3S)-isocitric acid: state of the arts and prospects. Applied microbiology and biotechnology. 2019 Dec; 103(23-24):9321-9333. doi: 10.1007/s00253-019-10207-4. [PMID: 31748825]
  • Stein Hallan, Maryam Afkarian, Leila R Zelnick, Bryan Kestenbaum, Shoba Sharma, Rintaro Saito, Manjula Darshi, Gregory Barding, Daniel Raftery, Wenjun Ju, Matthias Kretzler, Kumar Sharma, Ian H de Boer. Metabolomics and Gene Expression Analysis Reveal Down-regulation of the Citric Acid (TCA) Cycle in Non-diabetic CKD Patients. EBioMedicine. 2017 Dec; 26(?):68-77. doi: 10.1016/j.ebiom.2017.10.027. [PMID: 29128444]
  • Maren Vollmer, David Schröter, Selma Esders, Susanne Neugart, Freda M Farquharson, Sylvia H Duncan, Monika Schreiner, Petra Louis, Ronald Maul, Sascha Rohn. Chlorogenic acid versus amaranth's caffeoylisocitric acid - Gut microbial degradation of caffeic acid derivatives. Food research international (Ottawa, Ont.). 2017 10; 100(Pt 3):375-384. doi: 10.1016/j.foodres.2017.06.013. [PMID: 28964360]
  • Jun-Chi Wang, Guang-Zhi Li, Na Lv, Lian-Gang Shen, Lei-Ling Shi, Jian-Yong Si. Cryptoporic acid S, a new drimane-type sesquiterpene ether of isocitric acid from the fruiting bodies of Cryptoporus volvatus. Journal of Asian natural products research. 2017 Jul; 19(7):719-724. doi: 10.1080/10286020.2016.1240170. [PMID: 27756154]
  • Lucia Abela, Ronen Spiegel, Lisa M Crowther, Andrea Klein, Katharina Steindl, Sorina Mihaela Papuc, Pascal Joset, Yoav Zehavi, Anita Rauch, Barbara Plecko, Thomas Luke Simmons. Plasma metabolomics reveals a diagnostic metabolic fingerprint for mitochondrial aconitase (ACO2) deficiency. PloS one. 2017; 12(5):e0176363. doi: 10.1371/journal.pone.0176363. [PMID: 28463998]
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  • Svetlana V Kamzolova, Ramil K Allayarov, Julia N Lunina, Igor G Morgunov. The effect of oxalic and itaconic acids on threo-Ds-isocitric acid production from rapeseed oil by Yarrowia lipolytica. Bioresource technology. 2016 Apr; 206(?):128-133. doi: 10.1016/j.biortech.2016.01.092. [PMID: 26851896]
  • Airie Kim, Eileen Fung, Sona G Parikh, Victoria Gabayan, Elizabeta Nemeth, Tomas Ganz. Isocitrate treatment of acute anemia of inflammation in a mouse model. Blood cells, molecules & diseases. 2016 Jan; 56(1):31-6. doi: 10.1016/j.bcmd.2015.09.007. [PMID: 26603720]
  • Susan Cheng, Martin G Larson, Elizabeth L McCabe, Joanne M Murabito, Eugene P Rhee, Jennifer E Ho, Paul F Jacques, Anahita Ghorbani, Martin Magnusson, Amanda L Souza, Amy A Deik, Kerry A Pierce, Kevin Bullock, Christopher J O'Donnell, Olle Melander, Clary B Clish, Ramachandran S Vasan, Robert E Gerszten, Thomas J Wang. Distinct metabolomic signatures are associated with longevity in humans. Nature communications. 2015 Apr; 6(?):6791. doi: 10.1038/ncomms7791. [PMID: 25864806]
  • S V Kamzolova, Y N Lunin, R K Allayarov, I F Puntus, I A Laptev, V A Samojlenko, I G Morgunov. [Biosynthesis of isocitric acid by the yeast yarrowia lipolytica and its regulation]. Prikladnaia biokhimiia i mikrobiologiia. 2015 Mar; 51(2):251-7. doi: 10.7868/s0555109915020075. [PMID: 26027362]
  • Helena Gibbons, Breige A McNulty, Anne P Nugent, Janette Walton, Albert Flynn, Michael J Gibney, Lorraine Brennan. A metabolomics approach to the identification of biomarkers of sugar-sweetened beverage intake. The American journal of clinical nutrition. 2015 Mar; 101(3):471-7. doi: 10.3945/ajcn.114.095604. [PMID: 25733631]
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  • Keiko Murakami, Miyako Haneda, Shouko Iwata, Masataka Yoshino. Differential effects of polyamine on the cytosolic and mitochondrial NADP-isocitrate dehydrogenases. BioFactors (Oxford, England). 2012 Sep; 38(5):365-71. doi: 10.1002/biof.1026. [PMID: 22674798]
  • Abu Hena Mostafa Kamal, Kun Cho, Da-Eun Kim, Nobuyuki Uozumi, Keun-Yook Chung, Sang Young Lee, Jong-Soon Choi, Seong-Woo Cho, Chang-Seob Shin, Sun Hee Woo. Changes in physiology and protein abundance in salt-stressed wheat chloroplasts. Molecular biology reports. 2012 Sep; 39(9):9059-74. doi: 10.1007/s11033-012-1777-7. [PMID: 22736107]
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  • David Capper, Matthias Simon, Claus-Dieter Langhans, Jürgen G Okun, Jörg C Tonn, Michael Weller, Andreas von Deimling, Christian Hartmann. 2-Hydroxyglutarate concentration in serum from patients with gliomas does not correlate with IDH1/2 mutation status or tumor size. International journal of cancer. 2012 Aug; 131(3):766-8. doi: 10.1002/ijc.26425. [PMID: 21913188]
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  • Fan Yang, Sufang Zhang, Yongjin J Zhou, Zhiwei Zhu, Xinping Lin, Zongbao K Zhao. Characterization of the mitochondrial NAD+ -dependent isocitrate dehydrogenase of the oleaginous yeast Rhodosporidium toruloides. Applied microbiology and biotechnology. 2012 May; 94(4):1095-105. doi: 10.1007/s00253-011-3820-3. [PMID: 22223103]
  • Candida Vannini, Milena Marsoni, Carlo Cantara, Maria Concetta De Pinto, Vittoria Locato, Laura De Gara, Marcella Bracale. The soluble proteome of tobacco Bright Yellow-2 cells undergoing H₂O₂-induced programmed cell death. Journal of experimental botany. 2012 May; 63(8):3137-55. doi: 10.1093/jxb/ers031. [PMID: 22355080]
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