3-Hydroxy-3-methylglutaric acid (BioDeep_00000407352)
Main id: BioDeep_00000001249
natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds
代谢物信息卡片
化学式: C6H10O5 (162.052821)
中文名称: 3-羟基-3-甲基戊二酸, 3-羟基-3-甲基谷氨酸
谱图信息:
最多检出来源 Homo sapiens(urine) 1.11%
分子结构信息
SMILES: CC(CC(=O)O)(CC(=O)O)O
InChI: InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
描述信息
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents
C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain
D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors
C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent
D009676 - Noxae > D000963 - Antimetabolites
Meglutol is an antilipidemic agent that lowers cholesterol, triglycerides, and serum beta-lipoproteins and phospholipids, and inhibits hydroxymethylglutaryl-CoA reductase activity, which is the rate-limiting enzyme in cholesterol biosynthesis.
Meglutol is an antilipidemic agent that lowers cholesterol, triglycerides, and serum beta-lipoproteins and phospholipids, and inhibits hydroxymethylglutaryl-CoA reductase activity, which is the rate-limiting enzyme in cholesterol biosynthesis.
同义名列表
数据库引用编号
38 个数据库交叉引用编号
- ChEBI: CHEBI:16831
- KEGG: C03761
- KEGGdrug: D04897
- PubChem: 1662
- DrugBank: DB04377
- ChEMBL: CHEMBL50444
- MeSH: Meglutol
- CAS: 503-49-1
- MoNA: Bruker_HCD_library000500
- MoNA: Bruker_HCD_library001452
- MoNA: MoNA016898
- MoNA: VF-NPL-LTQ005248
- MoNA: VF-NPL-LTQ005247
- MoNA: VF-NPL-QEHF021204
- MoNA: VF-NPL-QEHF021203
- MoNA: VF-NPL-QEHF021202
- MoNA: VF-NPL-QEHF021201
- MoNA: VF-NPL-QEHF021200
- MoNA: VF-NPL-QEHF021199
- MoNA: VF-NPL-QEHF021198
- MoNA: VF-NPL-QEHF021197
- MoNA: VF-NPL-QEHF021196
- MoNA: VF-NPL-QEHF021195
- MoNA: VF-NPL-QEHF021194
- MoNA: VF-NPL-QEHF021193
- MoNA: VF-NPL-QEHF021192
- MoNA: VF-NPL-QEHF021191
- MoNA: VF-NPL-QEHF021190
- PubChem: 6518
- KNApSAcK: C00001187
- PDB-CCD: MAH
- 3DMET: B00635
- NIKKAJI: J6.212J
- medchemexpress: HY-B1189
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-152
- KNApSAcK: 16831
- LOTUS: LTS0267988
- wikidata: Q524670
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)
15 个相关的物种来源信息
- 3702 - Arabidopsis thaliana:
- 7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
- 9606 - Homo sapiens: 10.1007/S11306-012-0464-Y
- 89585 - Lemna aequinoctialis: 10.1371/JOURNAL.PONE.0187622
- 161103 - Lemna perpusilla: 10.1371/JOURNAL.PONE.0187622
- 645164 - Lotus burttii: 10.1111/J.1365-3040.2010.02266.X
- 47247 - Lotus corniculatus: 10.1111/J.1365-3040.2010.02266.X
- 181267 - Lotus creticus: 10.1111/J.1365-3040.2010.02266.X
- 264956 - Lotus filicaulis: 10.1111/J.1365-3040.2010.02266.X
- 34305 - Lotus japonicus:
- 347996 - Lotus tenuis: 10.1111/J.1365-3040.2010.02266.X
- 3879 - Medicago sativa: 10.3389/FPLS.2017.01208
- 28511 - Pogostemon cablin: 10.1021/JF304466T
- 49541 - Tillandsia usneoides: 10.1021/NP50122A023
- 29760 - Vitis vinifera: 10.1016/J.DIB.2020.106469
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
- Brian J Koos, Jeffrey A Gornbein. Early pregnancy metabolites predict gestational diabetes mellitus: implications for fetal programming.
American journal of obstetrics and gynecology.
2021 02; 224(2):215.e1-215.e7. doi:
10.1016/j.ajog.2020.07.050
. [PMID: 32739399] - Nevton Teixeira da Rosa-Junior, Belisa Parmeggiani, Nícolas Manzke Glänzel, Leonardo de Moura Alvorcem, Marina Rocha Frusciante, Carlos Severo Dutra Filho, Moacir Wajner, Guilhian Leipnitz. In vivo evidence that bezafibrate prevents oxidative stress and mitochondrial dysfunction caused by 3-methylglutaric acid in rat liver.
Biochimie.
2020 Apr; 171-172(?):187-196. doi:
10.1016/j.biochi.2020.03.007
. [PMID: 32169667] - Dylan E Jones, Leanne Perez, Robert O Ryan. 3-Methylglutaric acid in energy metabolism.
Clinica chimica acta; international journal of clinical chemistry.
2020 Mar; 502(?):233-239. doi:
10.1016/j.cca.2019.11.006
. [PMID: 31730811] - Mateus Struecker da Rosa, Nevton Teixeira da Rosa-Junior, Belisa Parmeggiani, Nícolas Manzke Glänzel, Leonardo de Moura Alvorcem, Rafael Teixeira Ribeiro, Mateus Grings, Moacir Wajner, Guilhian Leipnitz. 3-Hydroxy-3-Methylglutaric Acid Impairs Redox and Energy Homeostasis, Mitochondrial Dynamics, and Endoplasmic Reticulum-Mitochondria Crosstalk in Rat Brain.
Neurotoxicity research.
2020 Feb; 37(2):314-325. doi:
10.1007/s12640-019-00122-x
. [PMID: 31721046] - Camila Aguilar Delgado, Gilian Batista Balbueno Guerreiro, Carlos Eduardo Diaz Jacques, Daniella de Moura Coelho, Angela Sitta, Vanusa Manfredini, Moacir Wajner, Carmen Regla Vargas. Prevention by L-carnitine of DNA damage induced by 3-hydroxy-3-methylglutaric and 3-methylglutaric acids and experimental evidence of lipid and DNA damage in patients with 3-hydroxy-3-methylglutaric aciduria.
Archives of biochemistry and biophysics.
2019 06; 668(?):16-22. doi:
10.1016/j.abb.2019.04.008
. [PMID: 31047871] - Nevton Teixeira da Rosa-Junior, Belisa Parmeggiani, Mateus Struecker da Rosa, Nícolas Manzke Glänzel, Leonardo de Moura Alvorcem, Moacir Wajner, Guilhian Leipnitz. Bezafibrate In Vivo Administration Prevents 3-Methylglutaric Acid-Induced Impairment of Redox Status, Mitochondrial Biogenesis, and Neural Injury in Brain of Developing Rats.
Neurotoxicity research.
2019 May; 35(4):809-822. doi:
10.1007/s12640-019-00019-9
. [PMID: 30850947] - Jaime Fernández-Bravo, Fernando de Andrés, Mohammed Zougagh, Ángel Ríos. Selective screening of glutaric acid acidurias by capillary electrophoresis-mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2017 Oct; 145(?):40-45. doi:
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. [PMID: 28648786] - Dominique Roland, Patrice Jissendi-Tchofo, Gilbert Briand, Joseph Vamecq, Monique Fontaine, Vincent Ultré, Cécile Acquaviva-Bourdain, Karine Mention, Dries Dobbelaere. Coupled brain and urine spectroscopy - in vivo metabolomic characterization of HMG-CoA lyase deficiency in 5 patients.
Molecular genetics and metabolism.
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Neurochemical research.
2016 Oct; 41(10):2619-2626. doi:
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. [PMID: 27278758] - Mateus Struecker da Rosa, Bianca Seminotti, César Augusto João Ribeiro, Belisa Parmeggiani, Mateus Grings, Moacir Wajner, Guilhian Leipnitz. 3-Hydroxy-3-methylglutaric and 3-methylglutaric acids impair redox status and energy production and transfer in rat heart: relevance for the pathophysiology of cardiac dysfunction in 3-hydroxy-3-methylglutaryl-coenzyme A lyase deficiency.
Free radical research.
2016 Sep; 50(9):997-1010. doi:
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Molecular and cellular biochemistry.
2015 Apr; 402(1-2):149-55. doi:
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Molecular genetics and metabolism.
2013 Jun; 109(2):144-53. doi:
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Italian journal of pediatrics.
2013 May; 39(?):33. doi:
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Phytochemistry.
2012 Sep; 81(?):90-6. doi:
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Experimental diabetes research.
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2011 Sep; 66(3):270-4. doi:
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Journal of inherited metabolic disease.
2010 Aug; 33(4):405-10. doi:
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The Plant journal : for cell and molecular biology.
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2010 May; 20(9):2824-7. doi:
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Archives de pediatrie : organe officiel de la Societe francaise de pediatrie.
2010 Jan; 17(1):10-3. doi:
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International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience.
2009 Jun; 27(4):351-6. doi:
10.1016/j.ijdevneu.2009.03.001
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Life sciences.
2008 Mar; 82(11-12):652-62. doi:
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Journal of neuroscience research.
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Clinical biochemistry.
2006 Mar; 39(3):203-9. doi:
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Journal of inherited metabolic disease.
2006 Feb; 29(1):64-70. doi:
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Atherosclerosis.
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The British journal of nutrition.
2004 Jul; 92(1):169-76. doi:
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The Journal of biological chemistry.
2004 Feb; 279(6):4578-87. doi:
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Journal of physiology and biochemistry.
2003 Dec; 59(4):311-21. doi:
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The Journal of biological chemistry.
2003 Aug; 278(31):29016-23. doi:
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2003; 26(7):705-9. doi:
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2003; 26(5):433-41. doi:
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2001 Jul; 73(3):268-75. doi:
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2001 Feb; 16(2):136-8. doi:
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Klinische Padiatrie.
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1999 May; 22(3):251-5. doi:
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Life sciences.
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