GLUTARIC ACID (BioDeep_00000400407)

Main id: BioDeep_00000001619

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


GLUTARIC ACID

化学式: C5H8O4 (132.0422568)
中文名称: 戊二酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(=O)O)CC(=O)O
InChI: InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)

描述信息

An alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid.
Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3].
Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3].

同义名列表

1 个代谢物同义名

GLUTARIC ACID



数据库引用编号

32 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)

1 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

  • Ayoob Obaid Alfalahi, Marwa Shakib Alrawi, Rashid Mushrif Theer, Kutaiba Farhan Dawood, Saoulajan Charfi, Ali F Almehemdi. Phytochemical analysis and antifungal potential of two Launaea mucronata (Forssk.) Muschl and Launaea nudicaulis (L.) Hook.fil. wildly growing in Anbar province, Iraq. Journal of ethnopharmacology. 2023 Jul; 318(Pt A):116965. doi: 10.1016/j.jep.2023.116965. [PMID: 37506779]
  • Zhixin Niu, Xiaojun Li, Mohammad Mahamood. Accumulation Potential Cadmium and Lead by Sunflower (Helianthus annuus L.) under Citric and Glutaric Acid-Assisted Phytoextraction. International journal of environmental research and public health. 2023 Feb; 20(5):. doi: 10.3390/ijerph20054107. [PMID: 36901118]
  • Kuan-Wei Peng, Allison Klotz, Arcan Guven, Kayleigh Gray, Tracey Friss, Shobha Ravipaty, Rangaprasad Sarangarajan, Vladimir Tolstikov, Mark D Kellogg, Niven R Narain, Michael A Kiebish. Multiplexed LC-MS/MS analysis of methylsuccinic acid, ethylmalonic acid, and glutaric acid in plasma and urine. Analytical biochemistry. 2022 05; 645(?):114604. doi: 10.1016/j.ab.2022.114604. [PMID: 35217005]
  • Tanyel Zubarioglu, Saffa Ahmadzada, Cengiz Yalcinkaya, Ertugrul Kiykim, Cigdem Aktuglu-Zeybek. COVID-19 triggered encephalopathic crisis in a patient with glutaric aciduria type 1. Journal of pediatric endocrinology & metabolism : JPEM. 2021 Dec; 34(12):1611-1614. doi: 10.1515/jpem-2021-0474. [PMID: 34517439]
  • Mary Gonzalez Melo, Andrea Orlando Fontana, David Viertl, Gilles Allenbach, John O Prior, Samuel Rotman, René Günther Feichtinger, Johannes Adalbert Mayr, Michele Costanzo, Marianna Caterino, Margherita Ruoppolo, Olivier Braissant, Frederic Barbey, Diana Ballhausen. A knock-in rat model unravels acute and chronic renal toxicity in glutaric aciduria type I. Molecular genetics and metabolism. 2021 12; 134(4):287-300. doi: 10.1016/j.ymgme.2021.10.003. [PMID: 34799272]
  • E M Charlotte Märtner, Eva Thimm, Philipp Guder, Katharina A Schiergens, Frank Rutsch, Sylvia Roloff, Iris Marquardt, Anibh M Das, Peter Freisinger, Sarah C Grünert, Johannes Krämer, Matthias R Baumgartner, Skadi Beblo, Claudia Haase, Andrea Dieckmann, Martin Lindner, Andrea Näke, Georg F Hoffmann, Chris Mühlhausen, Magdalena Walter, Sven F Garbade, Esther M Maier, Stefan Kölker, Nikolas Boy. The biochemical subtype is a predictor for cognitive function in glutaric aciduria type 1: a national prospective follow-up study. Scientific reports. 2021 09; 11(1):19300. doi: 10.1038/s41598-021-98809-9. [PMID: 34588557]
  • Guido Linari, Francesco Dondi, Sofia Segatore, Kateryna Vasylyeva, Nikolina Linta, Marco Pietra, Rodolfo O Leal, Federico Fracassi. Evaluation of 1,2-O-dilauryl-rac-glycero glutaric acid-(6'-methylresorufin) ester (DGGR) and 1,2-diglyceride lipase assays in dogs with naturally occurring hypercortisolism. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 2021 Sep; 33(5):817-824. doi: 10.1177/10406387211021345. [PMID: 34078197]
  • João Leandro, Aaron Bender, Tetyana Dodatko, Carmen Argmann, Chunli Yu, Sander M Houten. Glutaric aciduria type 3 is a naturally occurring biochemical trait in inbred mice of 129 substrains. Molecular genetics and metabolism. 2021 02; 132(2):139-145. doi: 10.1016/j.ymgme.2021.01.004. [PMID: 33483254]
  • Santosh L Gawali, Sandeep B Shelar, Jagriti Gupta, K C Barick, P A Hassan. Immobilization of protein on Fe3O4 nanoparticles for magnetic hyperthermia application. International journal of biological macromolecules. 2021 Jan; 166(?):851-860. doi: 10.1016/j.ijbiomac.2020.10.241. [PMID: 33161076]
  • Ruixue Wang, Lianyun Lin, Yiqiang Zheng, Peng Cao, Zhiguang Yuchi, Hui-Yuan Wu. Identification of 2-PMPA as a novel inhibitor of cytosolic carboxypeptidases. Biochemical and biophysical research communications. 2020 12; 533(4):1393-1399. doi: 10.1016/j.bbrc.2020.10.029. [PMID: 33092792]
  • Fernanda Silva Rodrigues, Angela Patrícia França, Núbia Broetto, Ana Flávia Furian, Mauro Schneider Oliveira, Adair Roberto Soares Santos, Luiz Fernando Freire Royes, Michele Rechia Fighera. Sustained glial reactivity induced by glutaric acid may be the trigger to learning delay in early and late phases of development: Involvement of p75NTR receptor and protection by N-acetylcysteine. Brain research. 2020 12; 1749(?):147145. doi: 10.1016/j.brainres.2020.147145. [PMID: 33035499]
  • Taylan B Morcol, Konrad Wysocki, Renuka P Sankaran, Paul D Matthews, Edward J Kennelly. UPLC-QTof-MSE Metabolomics Reveals Changes in Leaf Primary and Secondary Metabolism of Hop (Humulus lupulus L.) Plants under Drought Stress. Journal of agricultural and food chemistry. 2020 Dec; 68(49):14698-14708. doi: 10.1021/acs.jafc.0c05987. [PMID: 33236890]
  • Sue Yee Lim, Panagiotis G Xenoulis, Evangelia M Stavroulaki, Jonathan A Lidbury, Jan S Suchodolski, Frédéric Carrière, Jörg M Steiner. The 1,2-o-dilauryl-rac-glycero-3-glutaric acid-(6'-methylresorufin) ester (DGGR) lipase assay in cats and dogs is not specific for pancreatic lipase. Veterinary clinical pathology. 2020 Dec; 49(4):607-613. doi: 10.1111/vcp.12906. [PMID: 33111388]
  • João Leandro, Tetyana Dodatko, Robert J DeVita, Hongjie Chen, Brandon Stauffer, Chunli Yu, Sander M Houten. Deletion of 2-aminoadipic semialdehyde synthase limits metabolite accumulation in cell and mouse models for glutaric aciduria type 1. Journal of inherited metabolic disease. 2020 11; 43(6):1154-1164. doi: 10.1002/jimd.12276. [PMID: 32567100]
  • Beatriz Mendoza, Maria Joana Dias, Telmo Nunes, Maria Alexandra Basso, Juan Hernandez, Rodolfo Oliveira Leal. Effect of prednisolone therapy on serum levels of 1,2-O-dilauryl-rac-glycero glutaric acid-(6'-methylresorufin) ester lipase in dogs. Journal of veterinary internal medicine. 2020 Nov; 34(6):2330-2336. doi: 10.1111/jvim.15946. [PMID: 33146921]
  • Juliette Bouchereau, Manuel Schiff. Inherited Disorders of Lysine Metabolism: A Review. The Journal of nutrition. 2020 10; 150(Suppl 1):2556S-2560S. doi: 10.1093/jn/nxaa112. [PMID: 33000154]
  • Anne-Sophie Bua, Carolyn Grimes, Guy Beauchamp, Marilyn E Dunn. Evaluation of 1,2-o-dilauryl-rac-glycero-3-glutaric acid-(6'-methylresorufin) ester lipase concentrations in cats with kidney disease and with normal SNAP fPL. The Canadian veterinary journal = La revue veterinaire canadienne. 2020 07; 61(7):743-748. doi: NULL. [PMID: 32655158]
  • Boda Zhou, Yipeng Du, Yajun Xue, Guobin Miao, Taotao Wei, Ping Zhang. Identification of Malonylation, Succinylation, and Glutarylation in Serum Proteins of Acute Myocardial Infarction Patients. Proteomics. Clinical applications. 2020 01; 14(1):e1900103. doi: 10.1002/prca.201900103. [PMID: 31532912]
  • Muntaj Shaik, Kruthika-Vinod T P, Mahesh Kamate, Vedamurthy A B. Is Expanded Newborn Screening Adequate to Detect Indian Biochemical Low Excretor Phenotype Patients of Glutaric Aciduria Type I?. Indian journal of pediatrics. 2019 11; 86(11):995-1001. doi: 10.1007/s12098-019-03017-z. [PMID: 31302874]
  • Hao Liu, Jing-Kun Miao, Chao-Wen Yu, Ke-Xing Wan, Juan Zhang, Zhao-Jian Yuan, Jing Yang, Dong-Juan Wang, Yan Zeng, Lin Zou. Severe clinical manifestation of mitochondrial 3-hydroxy-3-methylglutaryl-CoA synthase deficiency associated with two novel mutations: a case report. BMC pediatrics. 2019 10; 19(1):344. doi: 10.1186/s12887-019-1747-5. [PMID: 31597564]
  • Wenjie Wang, Jianping Yang, Jinjie Xue, Wenjuan Mu, Xiaogang Zhang, Wang Wu, Mengnan Xu, Yuyan Gong, Yiqian Liu, Yu Zhang, Xiaobing Xie, Weiyue Gu, Jigeng Bai, David S Cram. A comprehensive multiplex PCR based exome-sequencing assay for rapid bloodspot confirmation of inborn errors of metabolism. BMC medical genetics. 2019 01; 20(1):3. doi: 10.1186/s12881-018-0731-5. [PMID: 30612563]
  • Ayesha Hafeez, Safia Fatima, Nayyar Chaudhry, Muhammad Tahir Khadim. Dyskinesia in a Child: A Concern for a Rare Neuro-Metabolic Disorder. Journal of the College of Physicians and Surgeons--Pakistan : JCPSP. 2019 Jan; 29(1):84-86. doi: 10.29271/jcpsp.2019.01.84. [PMID: 30630579]
  • Jyotindra Narayan Goswami, Ananthanarayanan Kasinathan, Naveen Sankhyan, Sameer Vyas, Pratibha Singhi. Siblings with L2 Hydroxy Glutaric Aciduria. Indian journal of pediatrics. 2018 Nov; 85(11):1040-1041. doi: 10.1007/s12098-018-2701-5. [PMID: 29777465]
  • Chawanphat Muangnoi, Ponsiree Jithavech, Pahweenvaj Ratnatilaka Na Bhuket, Wiwat Supasena, Wisut Wichitnithad, Pasarapa Towiwat, Nuansri Niwattisaiwong, Ian S Haworth, Pornchai Rojsitthisak. A curcumin-diglutaric acid conjugated prodrug with improved water solubility and antinociceptive properties compared to curcumin. Bioscience, biotechnology, and biochemistry. 2018 Aug; 82(8):1301-1308. doi: 10.1080/09168451.2018.1462694. [PMID: 29678124]
  • Carmen Regla Vargas, Graziela Schmitt Ribas, Janine Machado da Silva, Angela Sitta, Marion Deon, Daniella de Moura Coelho, Moacir Wajner. Selective Screening of Fatty Acids Oxidation Defects and Organic Acidemias by Liquid Chromatography/tandem Mass Spectrometry Acylcarnitine Analysis in Brazilian Patients. Archives of medical research. 2018 04; 49(3):205-212. doi: 10.1016/j.arcmed.2018.08.004. [PMID: 30119976]
  • Na Yang, Sijia Li, Caixia Yan, Runbin Sun, Jun He, Yuan Xie, Ying Peng, Guangji Wang, Jiye Aa. Inhibitory Effects of Endogenous Linoleic Acid and Glutaric Acid on the Renal Glucuronidation of Berberrubine in Mice and on Recombinant Human UGT1A7, 1A8, and 1A9. Molecular pharmacology. 2018 03; 93(3):216-227. doi: 10.1124/mol.117.110668. [PMID: 29351921]
  • 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: 10.1016/j.jpba.2017.06.037. [PMID: 28648786]
  • Katia Sayyed, Marc Le Vee, Ziad Abdel-Razzak, Olivier Fardel. Inhibition of organic anion transporter (OAT) activity by cigarette smoke condensate. Toxicology in vitro : an international journal published in association with BIBRA. 2017 Oct; 44(?):27-35. doi: 10.1016/j.tiv.2017.06.014. [PMID: 28629854]
  • Agnes Hackl, Katrin Mehler, Ingo Gottschalk, Anne Vierzig, Marcus Eydam, Jan Hauke, Bodo B Beck, Max C Liebau, Regina Ensenauer, Lutz T Weber, Sandra Habbig. Disorders of fatty acid oxidation and autosomal recessive polycystic kidney disease-different clinical entities and comparable perinatal renal abnormalities. Pediatric nephrology (Berlin, Germany). 2017 05; 32(5):791-800. doi: 10.1007/s00467-016-3556-5. [PMID: 28083701]
  • Igor Linhart, Michal Himl, Monika Židková, Marie Balíková, Eva Lhotková, Tomáš Páleníček. Metabolic profile of mephedrone: Identification of nor-mephedrone conjugates with dicarboxylic acids as a new type of xenobiotic phase II metabolites. Toxicology letters. 2016 Jan; 240(1):114-21. doi: 10.1016/j.toxlet.2015.10.025. [PMID: 26541208]
  • A L Colín-González, A L Paz-Loyola, I N Serratos, B Seminotti, C A J Ribeiro, G Leipnitz, D O Souza, M Wajner, A Santamaría. The effect of WIN 55,212-2 suggests a cannabinoid-sensitive component in the early toxicity induced by organic acids accumulating in glutaric acidemia type I and in related disorders of propionate metabolism in rat brain synaptosomes. Neuroscience. 2015 Dec; 310(?):578-88. doi: 10.1016/j.neuroscience.2015.09.043. [PMID: 26431622]
  • A L Colín-González, A L Paz-Loyola, I Serratos, B Seminotti, C A J Ribeiro, G Leipnitz, D O Souza, M Wajner, A Santamaría. Toxic synergism between quinolinic acid and organic acids accumulating in glutaric acidemia type I and in disorders of propionate metabolism in rat brain synaptosomes: Relevance for metabolic acidemias. Neuroscience. 2015 Nov; 308(?):64-74. doi: 10.1016/j.neuroscience.2015.09.002. [PMID: 26343296]
  • D Spitzer, B Risse, F Schnell, V Pichot, M Klaumünzer, M R Schaefer. Continuous engineering of nano-cocrystals for medical and energetic applications. Scientific reports. 2014 Oct; 4(?):6575. doi: 10.1038/srep06575. [PMID: 25300652]
  • P S Bindu, A B Taly, K Sonam, C Govindaraju, H R Arvinda, N Gayathri, M M Srinivas Bharath, D Ranjith, M Nagappa, S Sinha, N A Khan, K Thangaraj. Bilateral hypertrophic olivary nucleus degeneration on magnetic resonance imaging in children with Leigh and Leigh-like syndrome. The British journal of radiology. 2014 Feb; 87(1034):20130478. doi: 10.1259/bjr.20130478. [PMID: 24470583]
  • Qi Liu, Yi-Ping Chen. [Glutaric aciduria type I: a report of 2 cases]. Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics. 2014 Jan; 16(1):87-90. doi: NULL. [PMID: 24461187]
  • Palash Sanphui, Srinu Tothadi, Somnath Ganguly, Gautam R Desiraju. Salt and cocrystals of sildenafil with dicarboxylic acids: solubility and pharmacokinetic advantage of the glutarate salt. Molecular pharmaceutics. 2013 Dec; 10(12):4687-97. doi: 10.1021/mp400516b. [PMID: 24168322]
  • Bastian Thies, Catherine Meyer-Schwesinger, Jessica Lamp, Michaela Schweizer, David M Koeller, Kurt Ullrich, Thomas Braulke, Chris Mühlhausen. Acute renal proximal tubule alterations during induced metabolic crises in a mouse model of glutaric aciduria type 1. Biochimica et biophysica acta. 2013 Oct; 1832(10):1463-72. doi: 10.1016/j.bbadis.2013.04.019. [PMID: 23623985]
  • Hiroshi Ashihara, Wei-Wei Deng. Pyridine metabolism in tea plants: salvage, conjugate formation and catabolism. Journal of plant research. 2012 Nov; 125(6):781-91. doi: 10.1007/s10265-012-0490-x. [PMID: 22527843]
  • Krista Viau, Sharon L Ernst, Rena J Vanzo, Lorenzo D Botto, Marzia Pasquali, Nicola Longo. Glutaric acidemia type 1: outcomes before and after expanded newborn screening. Molecular genetics and metabolism. 2012 Aug; 106(4):430-8. doi: 10.1016/j.ymgme.2012.05.024. [PMID: 22728054]
  • Ronke Yemisi Aderinboye, Chryss Friday Ijeoma Onwuka, Oluwasanmi Moses Arigbede, Oluseyi Olutosin Oduguwa, Ayobami Bukola Joseph Aina. Effect of dietary monensin inclusion on performance, nutrient utilisation, rumen volatile fatty acid concentration and blood status of West African dwarf bucks fed with basal diets of forages. Tropical animal health and production. 2012 Jun; 44(5):1079-87. doi: 10.1007/s11250-011-0043-7. [PMID: 22201011]
  • Valentina Citton, Alberto Burlina, Claudio Baracchini, Massimo Gallucci, Alessia Catalucci, Sandro Dal Pos, Alessandro Burlina, Renzo Manara. Apparent diffusion coefficient restriction in the white matter: going beyond acute brain territorial ischemia. Insights into imaging. 2012 Apr; 3(2):155-64. doi: 10.1007/s13244-011-0114-3. [PMID: 22696041]
  • C Reveneau, S K R Karnati, E R Oelker, J L Firkins. Interaction of unsaturated fat or coconut oil with monensin in lactating dairy cows fed 12 times daily. I. Protozoal abundance, nutrient digestibility, and microbial protein flow to the omasum. Journal of dairy science. 2012 Apr; 95(4):2046-60. doi: 10.3168/jds.2011-4887. [PMID: 22459850]
  • Peter Kämpfer, Stefanie Wellner, Kerstin Lohse, Karin Martin, Nicole Lodders. Duganella phyllosphaerae sp. nov., isolated from the leaf surface of Trifolium repens and proposal to reclassify Duganella violaceinigra into a novel genus as Pseudoduganella violceinigra gen. nov., comb. nov. Systematic and applied microbiology. 2012 Feb; 35(1):19-23. doi: 10.1016/j.syapm.2011.10.003. [PMID: 22169565]
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  • Wisut Wichitnithad, Ubonthip Nimmannit, Patrick S Callery, Pornchai Rojsitthisak. Effects of different carboxylic ester spacers on chemical stability, release characteristics, and anticancer activity of mono-PEGylated curcumin conjugates. Journal of pharmaceutical sciences. 2011 Dec; 100(12):5206-18. doi: 10.1002/jps.22716. [PMID: 21850703]
  • A O Oni, C F I Onwuka, O M Arigbede, U Y Anele, O O Oduguwa, O S Onifade, Z L Tan. Chemical composition and nutritive value of four varieties of cassava leaves grown in South-Western Nigeria. Journal of animal physiology and animal nutrition. 2011 Oct; 95(5):583-90. doi: 10.1111/j.1439-0396.2010.01086.x. [PMID: 21091552]
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  • Wagner L Araújo, Adriano Nunes-Nesi, Sonia Osorio, Björn Usadel, Daniela Fuentes, Réka Nagy, Ilse Balbo, Martin Lehmann, Claudia Studart-Witkowski, Takayuki Tohge, Enrico Martinoia, Xavier Jordana, Fábio M Damatta, Alisdair R Fernie. Antisense inhibition of the iron-sulphur subunit of succinate dehydrogenase enhances photosynthesis and growth in tomato via an organic acid-mediated effect on stomatal aperture. The Plant cell. 2011 Feb; 23(2):600-27. doi: 10.1105/tpc.110.081224. [PMID: 21307286]
  • Annet M Bosch, Nico G G M Abeling, Lodewijk Ijlst, Hennie Knoester, W Ludo van der Pol, Alida E M Stroomer, Ronald J Wanders, Gepke Visser, Frits A Wijburg, Marinus Duran, Hans R Waterham. Brown-Vialetto-Van Laere and Fazio Londe syndrome is associated with a riboflavin transporter defect mimicking mild MADD: a new inborn error of metabolism with potential treatment. Journal of inherited metabolic disease. 2011 Feb; 34(1):159-64. doi: 10.1007/s10545-010-9242-z. [PMID: 21110228]
  • Osama Y Al-Dirbashi, Stefan Kölker, Dione Ng, Lawrence Fisher, Tony Rupar, Nathalie Lepage, Mohamed S Rashed, Tomofumi Santa, Stephen I Goodman, Michael T Geraghty, Johannes Zschocke, Ernst Christensen, Georg F Hoffmann, Pranesh Chakraborty. Diagnosis of glutaric aciduria type 1 by measuring 3-hydroxyglutaric acid in dried urine spots by liquid chromatography tandem mass spectrometry. Journal of inherited metabolic disease. 2011 Feb; 34(1):173-80. doi: 10.1007/s10545-010-9223-2. [PMID: 20978942]
  • Maria Vinaixa, Miguel Angel Rodriguez, Sara Samino, Marta Díaz, Antoni Beltran, Roger Mallol, Cinta Bladé, Lourdes Ibañez, Xavier Correig, Oscar Yanes. Metabolomics reveals reduction of metabolic oxidation in women with polycystic ovary syndrome after pioglitazone-flutamide-metformin polytherapy. PloS one. 2011; 6(12):e29052. doi: 10.1371/journal.pone.0029052. [PMID: 22194988]
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