2-Hydroxypentanedioate (BioDeep_00000841133)
代谢物信息卡片
2-Hydroxypentanedioate
化学式: C5H6O5-2 (146.0215226)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(CC(=O)[O-])C(C(=O)[O-])O
InChI: InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2
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)
0 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
- Xinting Zhu, Juan Hao, Hong Zhang, Mengyi Chi, Yaxian Wang, Jinlu Huang, Rong Xu, Zhao Xincai, Bo Xin, Xipeng Sun, Jianping Zhang, Shumin Zhou, Dongdong Cheng, Ting Yuan, Jun Ding, Shuier Zheng, Cheng Guo, Quanjun Yang. Oncometabolite D-2-hydroxyglutarate-dependent metabolic reprogramming induces skeletal muscle atrophy during cancer cachexia.
Communications biology.
2023 Sep; 6(1):977. doi:
10.1038/s42003-023-05366-0. [PMID: 37741882] - Daniel Thomas, Manhong Wu, Yusuke Nakauchi, Ming Zheng, Chloe A L Thompson-Peach, Kelly Lim, Niklas Landberg, Thomas Köhnke, Nirmal Robinson, Satinder Kaur, Monika Kutyna, Melissa Stafford, Devendra Hiwase, Andreas Reinisch, Gary Peltz, Ravindra Majeti. Dysregulated Lipid Synthesis by Oncogenic IDH1 Mutation Is a Targetable Synthetic Lethal Vulnerability.
Cancer discovery.
2023 Feb; 13(2):496-515. doi:
10.1158/2159-8290.cd-21-0218. [PMID: 36355448] - Qingwen Zhao. Mutant IDH1 attenuates hepatic lipogenesis through PTEN dependent pathway.
Biochemical and biophysical research communications.
2022 12; 637(?):254-258. doi:
10.1016/j.bbrc.2022.11.041. [PMID: 36410274] - Rafael Teixeira Ribeiro, Andrey Vinícios Soares Carvalho, Rafael Palavro, Luz Elena Durán-Carabali, Ângela Beatris Zemniaçak, Alexandre Umpierrez Amaral, Carlos Alexandre Netto, Moacir Wajner. L-2-Hydroxyglutaric Acid Administration to Neonatal Rats Elicits Marked Neurochemical Alterations and Long-Term Neurobehavioral Disabilities Mediated by Oxidative Stress.
Neurotoxicity research.
2022 Dec; ?(?):. doi:
10.1007/s12640-022-00625-0. [PMID: 36580261] - Quanjun Yang, Juan Hao, Mengyi Chi, Yaxian Wang, Jie Li, Jinlu Huang, Jianping Zhang, Mengqi Zhang, Jin Lu, Shumin Zhou, Ting Yuan, Zan Shen, Shuier Zheng, Cheng Guo. D2HGDH-mediated D2HG catabolism enhances the anti-tumor activities of CAR-T cells in an immunosuppressive microenvironment.
Molecular therapy : the journal of the American Society of Gene Therapy.
2022 03; 30(3):1188-1200. doi:
10.1016/j.ymthe.2022.01.007. [PMID: 35007759] - Bernhard Strasser, Nicolas S Arango, Jason P Stockmann, Borjan Gagoski, Bijaya Thapa, Xianqi Li, Wolfgang Bogner, Philipp Moser, Julia Small, Daniel P Cahill, Tracy T Batchelor, Jorg Dietrich, Andre van der Kouwe, Jacob White, Elfar Adalsteinsson, Ovidiu C Andronesi. Improving D-2-hydroxyglutarate MR spectroscopic imaging in mutant isocitrate dehydrogenase glioma patients with multiplexed RF-receive/B0 -shim array coils at 3 T.
NMR in biomedicine.
2022 01; 35(1):e4621. doi:
10.1002/nbm.4621. [PMID: 34609036] - 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] - Pegah Askari, Ivan E Dimitrov, Sandeep K Ganji, Vivek Tiwari, Michael Levy, Toral R Patel, Edward Pan, Bruce E Mickey, Craig R Malloy, Elizabeth A Maher, Changho Choi. Spectral fitting strategy to overcome the overlap between 2-hydroxyglutarate and lipid resonances at 2.25 ppm.
Magnetic resonance in medicine.
2021 10; 86(4):1818-1828. doi:
10.1002/mrm.28829. [PMID: 33977579] - Rafael Teixeira Ribeiro, Bianca Seminotti, Ângela Zanatta, Francine Hehn de Oliveira, Alexandre Umpierrez Amaral, Guilhian Leipnitz, Moacir Wajner. Neuronal Death, Glial Reactivity, Microglia Activation, Oxidative Stress and Bioenergetics Impairment Caused by Intracerebroventricular Administration of D-2-hydroxyglutaric Acid to Neonatal Rats.
Neuroscience.
2021 09; 471(?):115-132. doi:
10.1016/j.neuroscience.2021.07.024. [PMID: 34333063] - C J Pirola, M Garaycoechea, D Flichman, G O Castaño, S Sookoian. Liver mitochondrial DNA damage and genetic variability of Cytochrome b - a key component of the respirasome - drive the severity of fatty liver disease.
Journal of internal medicine.
2021 01; 289(1):84-96. doi:
10.1111/joim.13147. [PMID: 32634278] - Martin Kery, Ioanna Papandreou. Emerging strategies to target cancer metabolism and improve radiation therapy outcomes.
The British journal of radiology.
2020 Nov; 93(1115):20200067. doi:
10.1259/bjr.20200067. [PMID: 32462882] - Chong Hyun Suh, Ho Sung Kim, Ji Eun Park, Seung Chai Jung, Choong Gon Choi, Dong-Cheol Woo, Ho Beom Lee, Sang Joon Kim. Comparative Value of 2-Hydroxyglutarate-to-Lipid and Lactate Ratio versus 2-Hydroxyglutarate Concentration on MR Spectroscopic Images for Predicting Isocitrate Dehydrogenase Mutation Status in Gliomas.
Radiology. Imaging cancer.
2020 07; 2(4):e190083. doi:
10.1148/rycan.2020190083. [PMID: 33778723] - Tian-Xiang Wang, Jun-Yun Liang, Cheng Zhang, Yue Xiong, Kun-Liang Guan, Hai-Xin Yuan. The oncometabolite 2-hydroxyglutarate produced by mutant IDH1 sensitizes cells to ferroptosis.
Cell death & disease.
2019 10; 10(10):755. doi:
10.1038/s41419-019-1984-4. [PMID: 31591388] - Lucille Stuani, Fabien Riols, Pierre Millard, Marie Sabatier, Aurélie Batut, Estelle Saland, Fanny Viars, Laure Tonini, Sonia Zaghdoudi, Laetitia K Linares, Jean-Charles Portais, Jean-Emmanuel Sarry, Justine Bertrand-Michel. Stable Isotope Labeling Highlights Enhanced Fatty Acid and Lipid Metabolism in Human Acute Myeloid Leukemia.
International journal of molecular sciences.
2018 Oct; 19(11):. doi:
10.3390/ijms19113325. [PMID: 30366412] - Mehmet G Badur, Thangaselvam Muthusamy, Seth J Parker, Shenghong Ma, Samuel K McBrayer, Thekla Cordes, Jose H Magana, Kun-Liang Guan, Christian M Metallo. Oncogenic R132 IDH1 Mutations Limit NADPH for De Novo Lipogenesis through (D)2-Hydroxyglutarate Production in Fibrosarcoma Sells.
Cell reports.
2018 10; 25(4):1018-1026.e4. doi:
10.1016/j.celrep.2018.09.074. [PMID: 30355481] - Manman Zhang, Chao Gao, Xiaoting Guo, Shiting Guo, Zhaoqi Kang, Dan Xiao, Jinxin Yan, Fei Tao, Wen Zhang, Wenyue Dong, Pan Liu, Chen Yang, Cuiqing Ma, Ping Xu. Increased glutarate production by blocking the glutaryl-CoA dehydrogenation pathway and a catabolic pathway involving L-2-hydroxyglutarate.
Nature communications.
2018 05; 9(1):2114. doi:
10.1038/s41467-018-04513-0. [PMID: 29844506] - Rafael Teixeira Ribeiro, Ângela Zanatta, Alexandre Umpierrez Amaral, Guilhian Leipnitz, Francine Hehn de Oliveira, Bianca Seminotti, Moacir Wajner. Experimental Evidence that In Vivo Intracerebral Administration of L-2-Hydroxyglutaric Acid to Neonatal Rats Provokes Disruption of Redox Status and Histopathological Abnormalities in the Brain.
Neurotoxicity research.
2018 04; 33(3):681-692. doi:
10.1007/s12640-018-9874-6. [PMID: 29411290] - Stéphane J H Ricoult, Christian C Dibble, John M Asara, Brendan D Manning. Sterol Regulatory Element Binding Protein Regulates the Expression and Metabolic Functions of Wild-Type and Oncogenic IDH1.
Molecular and cellular biology.
2016 09; 36(18):2384-95. doi:
10.1128/mcb.00163-16. [PMID: 27354064] - Feng Li, Xiadi He, Dingwei Ye, Yan Lin, Hongxiu Yu, Cuifang Yao, Lei Huang, Jianong Zhang, Fang Wang, Sha Xu, Xiaohui Wu, Lixia Liu, Chen Yang, Jiaqi Shi, Xiaoyang He, Jie Liu, Yuanyuan Qu, Fushen Guo, Jianyuan Zhao, Wei Xu, Shimin Zhao. NADP(+)-IDH Mutations Promote Hypersuccinylation that Impairs Mitochondria Respiration and Induces Apoptosis Resistance.
Molecular cell.
2015 Nov; 60(4):661-75. doi:
10.1016/j.molcel.2015.10.017. [PMID: 26585387] - Meike Hüdig, Alexander Maier, Isabell Scherrers, Laura Seidel, Erwin E W Jansen, Tabea Mettler-Altmann, Martin K M Engqvist, Veronica G Maurino. Plants Possess a Cyclic Mitochondrial Metabolic Pathway similar to the Mammalian Metabolic Repair Mechanism Involving Malate Dehydrogenase and l-2-Hydroxyglutarate Dehydrogenase.
Plant & cell physiology.
2015 Sep; 56(9):1820-30. doi:
10.1093/pcp/pcv108. [PMID: 26203119] - Brad Evans, Erin Griner. Registered report: Oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases.
eLife.
2015 Jul; 4(?):e07420. doi:
10.7554/elife.07420. [PMID: 26231040] - Mateus Struecker da Rosa, César Augusto João Ribeiro, Bianca Seminotti, Rafael Teixeira Ribeiro, Alexandre Umpierrez Amaral, Daniella de Moura Coelho, Francine Hehn de Oliveira, Guilhian Leipnitz, Moacir Wajner. In vivo intracerebral administration of L-2-hydroxyglutaric acid provokes oxidative stress and histopathological alterations in striatum and cerebellum of adolescent rats.
Free radical biology & medicine.
2015 Jun; 83(?):201-13. doi:
10.1016/j.freeradbiomed.2015.02.008. [PMID: 25701435] - Martin K M Engqvist, Christian Eßer, Alexander Maier, Martin J Lercher, Veronica G Maurino. Mitochondrial 2-hydroxyglutarate metabolism.
Mitochondrion.
2014 Nov; 19 Pt B(?):275-81. doi:
10.1016/j.mito.2014.02.009. [PMID: 24561575] - M S da Rosa, B Seminotti, A U Amaral, B Parmeggiani, F H de Oliveira, G Leipnitz, M Wajner. Disruption of redox homeostasis and histopathological alterations caused by in vivo intrastriatal administration of D-2-hydroxyglutaric acid to young rats.
Neuroscience.
2014 Sep; 277(?):281-93. doi:
10.1016/j.neuroscience.2014.07.011. [PMID: 25043325] - A Kuhn, M K M Engqvist, E E W Jansen, A P M Weber, C Jakobs, V G Maurino. D-2-hydroxyglutarate metabolism is linked to photorespiration in the shm1-1 mutant.
Plant biology (Stuttgart, Germany).
2013 Jul; 15(4):776-84. doi:
10.1111/plb.12020. [PMID: 23551974] - Martin K M Engqvist, Anke Kuhn, Judith Wienstroer, Katrin Weber, Erwin E W Jansen, Cornelis Jakobs, Andreas P M Weber, Veronica G Maurino. Plant D-2-hydroxyglutarate dehydrogenase participates in the catabolism of lysine especially during senescence.
The Journal of biological chemistry.
2011 Apr; 286(13):11382-90. doi:
10.1074/jbc.m110.194175. [PMID: 21296880] - Zachary J Reitman, Hai Yan. Isocitrate dehydrogenase 1 and 2 mutations in cancer: alterations at a crossroads of cellular metabolism.
Journal of the National Cancer Institute.
2010 Jul; 102(13):932-41. doi:
10.1093/jnci/djq187. [PMID: 20513808] - Alexandra Latini, Karina Scussiato, Rafael Borba Rosa, Susana Llesuy, Adriane Belló-Klein, Carlos Severo Dutra-Filho, Moacir Wajner. D-2-hydroxyglutaric acid induces oxidative stress in cerebral cortex of young rats.
The European journal of neuroscience.
2003 May; 17(10):2017-22. doi:
10.1046/j.1460-9568.2003.02639.x. [PMID: 12786967]
