4-Hydroxybutyric acid (BioDeep_00000265242)

Main id: BioDeep_00000002946

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4-Hydroxybutanoic acid

化学式: C4H8O3 (104.0473418)
中文名称: 4-羟基丁酸乙酰酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(=O)O)CO
InChI: InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)

描述信息

A 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group.

同义名列表

3 个代谢物同义名

4-Hydroxybutyric acid; 4-Hydroxybutanoic acid; g-Hydroxybutyric acid



数据库引用编号

20 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)

8 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

  • Hugo A Pantigoso, Daniel K Manter, Steven J Fonte, Jorge M Vivanco. Root exudate-derived compounds stimulate the phosphorus solubilizing ability of bacteria. Scientific reports. 2023 Mar; 13(1):4050. doi: 10.1038/s41598-023-30915-2. [PMID: 36899103]
  • Yuting Li, Luhan Wang, Minhua Qian, Shengda Qi, Lei Zhou, Qiaosheng Pu. Concise analysis of γ-hydroxybutyric acid in beverages and urine by capillary electrophoresis with capacitively coupled contactless conductivity detection using 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid as background electrolyte. Journal of chromatography. A. 2022 Jul; 1675(?):463191. doi: 10.1016/j.chroma.2022.463191. [PMID: 35675730]
  • Michael Kraemer, Sebastian Broecker, Theresa Kueting, Burkhard Madea, Alexandra Maas. Fatty acid esters as novel metabolites of γ-hydroxybutyric acid: A preliminary investigation. Drug testing and analysis. 2022 Apr; 14(4):690-700. doi: 10.1002/dta.3213. [PMID: 34983082]
  • Suji Kim, Min Seo Lee, Mingyu Kim, Beom Jun Ko, Hye Suk Lee, Sooyeun Lee. Derivatization-assisted LC-MS/MS method for simultaneous quantification of endogenous gamma-hydroxybutyric acid and its metabolic precursors and products in human urine. Analytica chimica acta. 2022 Feb; 1194(?):339401. doi: 10.1016/j.aca.2021.339401. [PMID: 35063156]
  • José Moltó, Lucía Bailón, Clara Pérez-Mañá, Ester Papaseit, Cristina Miranda, Soraya Martín, Beatriz Mothe, Magí Farré. Absence of drug-drug interactions between γ-hydroxybutyric acid (GHB) and cobicistat. The Journal of antimicrobial chemotherapy. 2021 12; 77(1):181-184. doi: 10.1093/jac/dkab359. [PMID: 34561695]
  • Te-I Weng, Lian-Yu Chen, Ju-Yu Chen, Guan-Yuan Chen, Chai-Wei Mou, Yu-Liang Chao, Cheng-Chung Fang. Characteristics of patients with analytically confirmed γ-hydroxybutyric acid/γ-butyrolactone (GHB/GBL)-related emergency department visits in Taiwan. Journal of the Formosan Medical Association = Taiwan yi zhi. 2021 Oct; 120(10):1914-1920. doi: 10.1016/j.jfma.2021.03.030. [PMID: 33893011]
  • Silvia Rodríguez-Nuévalos, Margarita Parra, Salvador Gil, Pablo Gaviña, Pau Arroyo, José A Sáez, Ana M Costero. Heteroditopic chemosensor to detect γ-hydroxybutyric acid (GHB) in soft drinks and alcoholic beverages. The Analyst. 2021 Sep; 146(18):5601-5609. doi: 10.1039/d1an01084k. [PMID: 34378566]
  • Theresa Küting, Bianca Schneider, Anna Heidbreder, Michael Krämer, Pouria Jarsiah, Burkhard Madea, Cornelius Hess. Detection of γ-hydroxybutyric acid-related acids in blood plasma and urine: Extending the detection window of an exogenous γ-hydroxybutyric acid intake?. Drug testing and analysis. 2021 Sep; 13(9):1635-1649. doi: 10.1002/dta.3097. [PMID: 33991073]
  • Vivian Rodriguez-Cruz, Tianjing Ren, Marilyn E Morris. Drug-drug interaction between diclofenac and gamma-hydroxybutyric acid. Biopharmaceutics & drug disposition. 2021 Sep; 42(8):351-358. doi: 10.1002/bdd.2296. [PMID: 34191301]
  • Vivian Rodriguez-Cruz, Marilyn E Morris. γ-Hydroxybutyric Acid-Ethanol Drug-Drug Interaction: Reversal of Toxicity with Monocarboxylate Transporter 1 Inhibitors. The Journal of pharmacology and experimental therapeutics. 2021 07; 378(1):42-50. doi: 10.1124/jpet.121.000566. [PMID: 33963018]
  • Theresa Küting, Niklas Beier, Michael Krämer, Burkhard Madea. Methyl-4-Hydroxybutyrate and Ethyl-4-Hydroxybutyrate as Potential Markers for Simultaneous Consumption of GHB/GBL and Alcohol: Preliminary Investigations. Journal of analytical toxicology. 2020 Dec; 44(8):818-828. doi: 10.1093/jat/bkaa096. [PMID: 32780806]
  • Erin C Strickland, Jennifer L Thomas, Erin W Lloyd, Michael A Smith, Marc A LeBeau, Madeline A Montgomery, Roman P Karas, Eugene M Peters, Mark L Miller. Endogenous GHB in Segmented Hair Part II: Intra-individual Variation for Exogenous Discrimination. Journal of analytical toxicology. 2020 Oct; 44(7):637-650. doi: 10.1093/jat/bkaa086. [PMID: 32754738]
  • Pouria Jarsiah, Joerg Roehrich, Marek Wyczynski, Cornelius Hess. Phase I metabolites (organic acids) of gamma-hydroxybutyric acid-validated quantification using GC-MS and description of endogenous concentration ranges. Drug testing and analysis. 2020 Aug; 12(8):1135-1143. doi: 10.1002/dta.2820. [PMID: 32415745]
  • Susan Mohamed, Roberto Riva, Monica Moresco, Giuseppe Plazzi, Manuela Contin. Development and validation of volumetric absorptive microsampling coupled with UHPLC-MS/MS for the analysis of gamma-hydroxybutyric acid in human blood. Biomedical chromatography : BMC. 2020 Mar; 34(3):e4781. doi: 10.1002/bmc.4781. [PMID: 31845359]
  • Louise Thiesen, Zeinu Mussa Belew, Nane Griem-Krey, Stine Falsig Pedersen, Christoph Crocoll, Hussam Hassan Nour-Eldin, Petrine Wellendorph. The γ-hydroxybutyric acid (GHB) analogue NCS-382 is a substrate for both monocarboxylate transporters subtypes 1 and 4. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2020 Feb; 143(?):105203. doi: 10.1016/j.ejps.2019.105203. [PMID: 31866563]
  • Thomas A Smits, Femke M J Gresnigt, Bianca D van Groen, Eric J F Franssen, Milly E Attema-de Jonge. Prospective Investigation of the Performance of 2 Gamma-Hydroxybutyric Acid Tests: DrugCheck GHB Single Test and Viva-E GHB Immunoassay. Therapeutic drug monitoring. 2020 02; 42(1):139-145. doi: 10.1097/ftd.0000000000000677. [PMID: 31318841]
  • Marianna Caterino, Margherita Ruoppolo, Guglielmo Rosario Domenico Villani, Emanuela Marchese, Michele Costanzo, Giovanni Sotgiu, Simone Dore, Flavia Franconi, Ilaria Campesi. Influence of Sex on Urinary Organic Acids: A Cross-Sectional Study in Children. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020582. [PMID: 31963255]
  • Jennifer P Pascali, Paolo Fais, Fabio Vaiano, Alice Ciolini, Elisabetta Bertol. Zwitterionic HILIC stationary phase as a valuable alternative in separative techniques: Application to the analysis of gamma-hydroxybutyric acid and its metabolite in hair. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Dec; 1134-1135(?):121876. doi: 10.1016/j.jchromb.2019.121876. [PMID: 31783252]
  • Manuela Pellegrini, Giorgio Bolino, Maria Rosaria Varì, Raffaele Giorgetti, Simona Pichini, Francesco Paolo Busardò. A fatal chemsex case involving γ-butyrolactone and 4-methylethcathinone. Drug testing and analysis. 2019 09; 11(9):1465-1470. doi: 10.1002/dta.2677. [PMID: 31301212]
  • Kristin E Follman, Marilyn E Morris. Treatment of γ-Hydroxybutyric Acid and γ-Butyrolactone Overdose with Two Potent Monocarboxylate Transporter 1 Inhibitors, AZD3965 and AR-C155858. The Journal of pharmacology and experimental therapeutics. 2019 07; 370(1):84-91. doi: 10.1124/jpet.119.256503. [PMID: 31010842]
  • Andrea E Steuer, Justine Raeber, Christian Steuer, Martina I Boxler, Dario A Dornbierer, Oliver G Bosch, Boris B Quednow, Erich Seifritz, Thomas Kraemer. Identification of new urinary gamma-hydroxybutyric acid markers applying untargeted metabolomics analysis following placebo-controlled administration to humans. Drug testing and analysis. 2019 Jun; 11(6):813-823. doi: 10.1002/dta.2558. [PMID: 30548573]
  • Theresa Küting, Michael Krämer, Wolfgang Bicker, Burkhard Madea, Cornelius Hess. Case report: Another death associated to γ-hydroxybutyric acid intoxication. Forensic science international. 2019 Jun; 299(?):34-40. doi: 10.1016/j.forsciint.2019.03.028. [PMID: 30954005]
  • Hyeon-Seong Lee, Chan Seo, Young-A Kim, Meejung Park, Boyeon Choi, Moongi Ji, Sooyeun Lee, Man-Jeong Paik. Metabolomic study of polyamines in rat urine following intraperitoneal injection of γ-hydroxybutyric acid. Metabolomics : Official journal of the Metabolomic Society. 2019 04; 15(4):58. doi: 10.1007/s11306-019-1517-2. [PMID: 30941522]
  • André L Castro, Ana S Dias, Paula Melo, Sónia Tarelho, João Miguel Franco, Helena M Teixeira. Quantification of GHB and GHB-GLUC in an 1,4-butanediol intoxication: A case report. Forensic science international. 2019 Apr; 297(?):378-382. doi: 10.1016/j.forsciint.2019.01.035. [PMID: 30797604]
  • Almudena Gonzalez-Mula, Joy Lachat, Léo Mathias, Delphine Naquin, Florian Lamouche, Peter Mergaert, Denis Faure. The biotroph Agrobacterium tumefaciens thrives in tumors by exploiting a wide spectrum of plant host metabolites. The New phytologist. 2019 04; 222(1):455-467. doi: 10.1111/nph.15598. [PMID: 30447163]
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  • Chan Seo, Myungjin Na, Jiyeun Jang, Meejung Park, Boyeon Choi, Sooyeun Lee, Man-Jeong Paik. Monitoring of altered amino acid metabolic pattern in rat urine following intraperitoneal injection with γ-hydroxybutyric acid. Metabolomics : Official journal of the Metabolomic Society. 2018 08; 14(9):111. doi: 10.1007/s11306-018-1409-x. [PMID: 30830415]
  • Kristin E Follman, Rutwij A Dave, Marilyn E Morris. Effects of renal impairment on transporter-mediated renal reabsorption of drugs and renal drug-drug interactions: A simulation-based study. Biopharmaceutics & drug disposition. 2018 Apr; 39(4):218-231. doi: 10.1002/bdd.2128. [PMID: 29635775]
  • I E Loban, T V Gorbacheva, V A Bychkov. [The chemical toxicological investigation of gamma-hydroxybutyric acid in biological objects and the interpretation of the results of the analysis]. Sudebno-meditsinskaia ekspertiza. 2018 ; 61(5):21-24. doi: 10.17116/sudmed20186105121. [PMID: 30307433]
  • Melanie A Felmlee, Bridget L Morse, Kristin E Follman, Marilyn E Morris. The Drug of Abuse Gamma-Hydroxybutyric Acid Exhibits Tissue-Specific Nonlinear Distribution. The AAPS journal. 2017 12; 20(1):21. doi: 10.1208/s12248-017-0180-7. [PMID: 29280004]
  • Thomas Piper, Lena-Maria Mehling, Annika Spottke, Anna Heidbreder, Peter Young, Burkhard Madea, Cornelius Hess, Wilhelm Schänzer, Mario Thevis. Potential of GHB phase-II-metabolites to complement current approaches in GHB post administration detection. Forensic science international. 2017 Oct; 279(?):157-164. doi: 10.1016/j.forsciint.2017.08.023. [PMID: 28869822]
  • Martina Palomino-Schätzlein, Yaoyao Wang, Alan D Brailsford, Teodor Parella, David A Cowan, Cristina Legido-Quigley, Míriam Pérez-Trujillo. Direct Monitoring of Exogenous γ-Hydroxybutyric Acid in Body Fluids by NMR Spectroscopy. Analytical chemistry. 2017 08; 89(16):8343-8350. doi: 10.1021/acs.analchem.7b01567. [PMID: 28714673]
  • Albin Alfreider, Andreas Baumer, Teresa Bogensperger, Thomas Posch, Michaela M Salcher, Monika Summerer. CO2 assimilation strategies in stratified lakes: Diversity and distribution patterns of chemolithoautotrophs. Environmental microbiology. 2017 07; 19(7):2754-2768. doi: 10.1111/1462-2920.13786. [PMID: 28474482]
  • Francesco Paolo Busardò, Chrystalla Kyriakou, Emilia Marchei, Roberta Pacifici, Daniel Sejer Pedersen, Simona Pichini. Ultra-high performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) for determination of GHB, precursors and metabolites in different specimens: Application to clinical and forensic cases. Journal of pharmaceutical and biomedical analysis. 2017 Apr; 137(?):123-131. doi: 10.1016/j.jpba.2017.01.022. [PMID: 28110168]
  • E E Jansen, K R Vogel, G S Salomons, P L Pearl, J-B Roullet, K M Gibson. Correlation of blood biomarkers with age informs pathomechanisms in succinic semialdehyde dehydrogenase deficiency (SSADHD), a disorder of GABA metabolism. Journal of inherited metabolic disease. 2016 11; 39(6):795-800. doi: 10.1007/s10545-016-9980-7. [PMID: 27686230]
  • Carole Jamey, Pascal Kintz, Laurent Martrille, Jean-Sébastien Raul. Fatal Combination with 3-Methylmethcathinone (3-MMC) and Gamma-Hydroxybutyric Acid (GHB). Journal of analytical toxicology. 2016 Sep; 40(7):546-52. doi: 10.1093/jat/bkw058. [PMID: 27405362]
  • Dereje Worku Mekonnen, Frank Ludewig. Phenotypic and chemotypic studies using Arabidopsis and yeast reveal that GHB converts to SSA and induce toxicity. Plant molecular biology. 2016 Jul; 91(4-5):429-40. doi: 10.1007/s11103-016-0475-6. [PMID: 27037708]
  • Stephanie Hanisch, Nicole Stachel, Gisela Skopp. A potential new metabolite of gamma-hydroxybutyrate: sulfonated gamma-hydroxybutyric acid. International journal of legal medicine. 2016 Mar; 130(2):411-4. doi: 10.1007/s00414-015-1235-x. [PMID: 26210636]
  • Lena-Maria Mehling, Sys Stybe Johansen, Xin Wang, Elke Doberentz, Burkhard Madea, Cornelius Hess. Drug facilitated sexual assault with lethal outcome: GHB intoxication in a six-year-old girl. Forensic science international. 2016 Feb; 259(?):e25-31. doi: 10.1016/j.forsciint.2015.12.044. [PMID: 26774600]
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  • Rutwij A Dave, Marilyn E Morris. Semi-mechanistic kidney model incorporating physiologically-relevant fluid reabsorption and transporter-mediated renal reabsorption: pharmacokinetics of γ-hydroxybutyric acid and L-lactate in rats. Journal of pharmacokinetics and pharmacodynamics. 2015 Oct; 42(5):497-513. doi: 10.1007/s10928-015-9441-1. [PMID: 26341876]
  • Nisha Vijay, Bridget L Morse, Marilyn E Morris. A Novel Monocarboxylate Transporter Inhibitor as a Potential Treatment Strategy for γ-Hydroxybutyric Acid Overdose. Pharmaceutical research. 2015 Jun; 32(6):1894-906. doi: 10.1007/s11095-014-1583-0. [PMID: 25480120]
  • Yan Shi, Xiao-pei Cui, Ping Xiang, Bao-hua Shen. [Analysis of GHB and Its Precursors in Urine and Their Forensic Application]. Fa yi xue za zhi. 2015 Jun; 31(3):200-3. doi: NULL. [PMID: 26442372]
  • Marek Dziadosz. γ-Hydroxybutyrate analysis in human serum with liquid chromatography-tandem mass spectrometry on the basis of MS3 mass transition. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Apr; 986-987(?):8-11. doi: 10.1016/j.jchromb.2015.01.044. [PMID: 25703946]
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