alpha-Hydroxyisobutyric acid (BioDeep_00000003200)

 

Secondary id: BioDeep_00000171435, BioDeep_00000398021, BioDeep_00000398294, BioDeep_00000419029

human metabolite PANOMIX_OTCML-2023 blood metabolite BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


alpha-Hydroxy-alpha-methylpropanoic acid

化学式: C4H8O3 (104.0473418)
中文名称: 2-甲基-2-羟基丙酸, α-羟基异丁酸, 2-羟基异丁酸
谱图信息: 最多检出来源 Viridiplantae(plant) 0.52%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

alpha-Hydroxyisobutyric acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/alpha-hydroxyisobutyric_acid (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000003200). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(C)(C(=O)O)O
InChI: InChI=1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)

描述信息

Alpha-Hydroxyisobutyric acid is a metabolite of methyl tert-butyl ether (MTBE). MTBE may be obtained through environmental exposure. MTBE is rapidly eliminated from the body, mainly through expired air as the unchanged compound. MTBE is to some extent metabolised to t-butyl alcohol (TBA) and formaldehyde and oxidised to 2-methyl-1,2-propanediol and a-hydroxy isobuturic acid. Alpha-Hydroxyisobutyric acid has been used as an arial bactericide. [HMDB]
alpha-Hydroxyisobutyric acid is a metabolite of methyl tert-butyl ether (MTBE). MTBE may be obtained through environmental exposure. MTBE is rapidly eliminated from the body, mainly through expired air as the unchanged compound. MTBE is to some extent metabolized to t-butyl alcohol (TBA) and formaldehyde and oxidized to 2-methyl-1,2-propanediol and alpha-hydroxyisobutyric acid. alpha-Hydroxyisobutyric acid has been used as an aerial bactericide.
2-Hydroxyisobutyric acid is an endogenous metabolite.

同义名列表

58 个代谢物同义名

alpha-Hydroxy-alpha-methylpropanoic acid; alpha-Hydroxy-alpha-methylpropionic acid; alpha-Hydroxy-alpha-methylpropanoate; alpha-Hydroxy-alpha-methylpropionate; 2-Hydroxyisobutyric acid, lead salt; Acide 2-hydroxy-2-methylpropanoique; Acido 2-hidroxi-2-metilpropionico; a-Hydroxy-a-methylpropionic acid; 2-Hydroxy-2-methylpropionic acid; Α-hydroxy-α-methylpropanoic acid; a-Hydroxy-a-methylpropanoic acid; 2-Methyl-2-hydroxypropanoic acid; Α-hydroxy-α-methylpropionic acid; 2-Hydroxy-2-methylpropanoic acid; 2-Hydroxy-2-methylpropionsaeure; 2-Methyl-2-hydroxypropionsaeure; Lead 2-hydroxyisobutyric acid; alpha-Hydroxyisobutanoic acid; a-Hydroxy-a-methylpropanoate; Α-hydroxy-α-methylpropanoate; Α-hydroxy-α-methylpropionate; a-Hydroxy-a-methylpropionate; 2-Methyl-2-hydroxypropanoate; 2-Hydroxy-2-methylpropanoate; alpha-Hydroxyisobutyric acid; 2-Hydroxy-2-methylpropionate; Hydroxydimethylacetic acid; alpha-Hydroxyisobutanoate; Α-hydroxyisobutanoic acid; a-Hydroxy-isobutyric acid; alpha-Hydroxy-isobutyrate; a-Hydroxyisobutanoic acid; Α-hydroxy-isobutyric acid; Α-hydroxyisobutyric acid; 2-HYDROXYISOBUTYRIC ACID; alpha-Hydroxyisobutyrate; a-Hydroxyisobutyric acid; Hydroxydimethylacetate; Α-hydroxy-isobutyrate; a-Hydroxyisobutanoate; L-2-Methyllactic acid; a-Hydroxy-isobutyrate; Α-hydroxyisobutanoate; Α-hydroxyisobutyrate; 2-Hydroxyisobutyrate; a-Hydroxyisobutyrate; 2-Methyllactic acid; Hydroxyisobutyrate; L-2-Methyllactate; 2-Methyllactate; Acetonic acid; (CH3)2cohcooh; alpha-HIB; Acetonate; a-HIB; HIBA; 2-Hydroxyisobutyric acid; Alpha-Hydroxyisobutyric acid



数据库引用编号

15 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)

7 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

  • Xiaoyang Chen, Xiabing Li, Pingping Li, Xiaolin Chen, Hao Liu, Junbin Huang, Chaoxi Luo, Tom Hsiang, Lu Zheng. Comprehensive identification of lysine 2-hydroxyisobutyrylated proteins in Ustilaginoidea virens reveals the involvement of lysine 2-hydroxyisobutyrylation in fungal virulence. Journal of integrative plant biology. 2021 Feb; 63(2):409-425. doi: 10.1111/jipb.13066. [PMID: 33427395]
  • Tao Sun, Ying Wu, Xueping Wu, Haifeng Ma. Metabolomic profiles investigation on athletes' urine 35 minutes after an 800-meter race. The Journal of sports medicine and physical fitness. 2017 Jun; 57(6):839-849. doi: 10.23736/s0022-4707.17.06254-5. [PMID: 26699119]
  • A Miccheli, G Capuani, F Marini, A Tomassini, G Praticò, S Ceccarelli, D Gnani, G Baviera, A Alisi, L Putignani, V Nobili. Urinary (1)H-NMR-based metabolic profiling of children with NAFLD undergoing VSL#3 treatment. International journal of obesity (2005). 2015 Jul; 39(7):1118-25. doi: 10.1038/ijo.2015.40. [PMID: 25809828]
  • Geoffrey A Preidis, Mignon A Keaton, Philippe M Campeau, Brooke C Bessard, Margaret E Conner, Peter J Hotez. The undernourished neonatal mouse metabolome reveals evidence of liver and biliary dysfunction, inflammation, and oxidative stress. The Journal of nutrition. 2014 Mar; 144(3):273-81. doi: 10.3945/jn.113.183731. [PMID: 24381221]
  • Nele Friedrich, Kathrin Budde, Tillmann Wolf, Arne Jungnickel, Anne Grotevendt, Miriam Dressler, Henry Völzke, Matthias Blüher, Matthias Nauck, Tobias Lohmann, Henri Wallaschofksi. Short-term changes of the urine metabolome after bariatric surgery. Omics : a journal of integrative biology. 2012 Nov; 16(11):612-20. doi: 10.1089/omi.2012.0066. [PMID: 23095112]
  • Sílvia O Diaz, Joana Pinto, Gonçalo Graça, Iola F Duarte, António S Barros, Eulália Galhano, Cristina Pita, Maria do Céu Almeida, Brian J Goodfellow, Isabel M Carreira, Ana M Gil. Metabolic biomarkers of prenatal disorders: an exploratory NMR metabonomics study of second trimester maternal urine and blood plasma. Journal of proteome research. 2011 Aug; 10(8):3732-42. doi: 10.1021/pr200352m. [PMID: 21649438]
  • Nikolaos Psychogios, David D Hau, Jun Peng, An Chi Guo, Rupasri Mandal, Souhaila Bouatra, Igor Sinelnikov, Ramanarayan Krishnamurthy, Roman Eisner, Bijaya Gautam, Nelson Young, Jianguo Xia, Craig Knox, Edison Dong, Paul Huang, Zsuzsanna Hollander, Theresa L Pedersen, Steven R Smith, Fiona Bamforth, Russ Greiner, Bruce McManus, John W Newman, Theodore Goodfriend, David S Wishart. The human serum metabolome. PloS one. 2011 Feb; 6(2):e16957. doi: 10.1371/journal.pone.0016957. [PMID: 21359215]
  • Jeeyoun Jung, Minhwa Park, Hye Jin Park, Sun Bo Shim, Yang Ha Cho, Jinho Kim, Ho-Sub Lee, Do Hyun Ryu, Donwoong Choi, Geum-Sook Hwang. ¹H NMR-based metabolic profiling of naproxen-induced toxicity in rats. Toxicology letters. 2011 Jan; 200(1-2):1-7. doi: 10.1016/j.toxlet.2010.09.020. [PMID: 20932884]
  • Joana Carrola, Cláudia M Rocha, António S Barros, Ana M Gil, Brian J Goodfellow, Isabel M Carreira, João Bernardo, Ana Gomes, Vitor Sousa, Lina Carvalho, Iola F Duarte. Metabolic signatures of lung cancer in biofluids: NMR-based metabonomics of urine. Journal of proteome research. 2011 Jan; 10(1):221-30. doi: 10.1021/pr100899x. [PMID: 21058631]
  • Ivan K S Yap, Ian J Brown, Queenie Chan, Anisha Wijeyesekera, Isabel Garcia-Perez, Magda Bictash, Ruey Leng Loo, Marc Chadeau-Hyam, Timothy Ebbels, Maria De Iorio, Elaine Maibaum, Liancheng Zhao, Hugo Kesteloot, Martha L Daviglus, Jeremiah Stamler, Jeremy K Nicholson, Paul Elliott, Elaine Holmes. Metabolome-wide association study identifies multiple biomarkers that discriminate north and south Chinese populations at differing risks of cardiovascular disease: INTERMAP study. Journal of proteome research. 2010 Dec; 9(12):6647-54. doi: 10.1021/pr100798r. [PMID: 20853909]
  • Douglas McGregor. Tertiary-Butanol: a toxicological review. Critical reviews in toxicology. 2010 Sep; 40(8):697-727. doi: 10.3109/10408444.2010.494249. [PMID: 20722584]
  • Junfang Wu, Wenxin Xu, Zhenping Ming, Huifen Dong, Huiru Tang, Yulan Wang. Metabolic changes reveal the development of schistosomiasis in mice. PLoS neglected tropical diseases. 2010 Aug; 4(8):. doi: 10.1371/journal.pntd.0000807. [PMID: 20824219]
  • R Calvani, A Miccheli, G Capuani, A Tomassini Miccheli, C Puccetti, M Delfini, A Iaconelli, G Nanni, G Mingrone. Gut microbiome-derived metabolites characterize a peculiar obese urinary metabotype. International journal of obesity (2005). 2010 Jun; 34(6):1095-8. doi: 10.1038/ijo.2010.44. [PMID: 20212498]
  • Susan C Connor, Michael K Hansen, Adam Corner, Randall F Smith, Terence E Ryan. Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes. Molecular bioSystems. 2010 May; 6(5):909-21. doi: 10.1039/b914182k. [PMID: 20567778]
  • Leon M Smith, Anthony D Maher, Elizabeth J Want, Paul Elliott, Jeremiah Stamler, Geoffrey E Hawkes, Elaine Holmes, John C Lindon, Jeremy K Nicholson. Large-scale human metabolic phenotyping and molecular epidemiological studies via 1H NMR spectroscopy of urine: investigation of borate preservation. Analytical chemistry. 2009 Jun; 81(12):4847-56. doi: 10.1021/ac9004875. [PMID: 19453167]
  • Xiang Li, Zhiliang Xu, Xin Lu, Xuehui Yang, Peiyuan Yin, Hongwei Kong, Ying Yu, Guowang Xu. Comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry for metabonomics: Biomarker discovery for diabetes mellitus. Analytica chimica acta. 2009 Feb; 633(2):257-62. doi: 10.1016/j.aca.2008.11.058. [PMID: 19166731]
  • Elzbieta Lodyga-Chruscinska, Daniele Sanna, Eugenio Garribba, Giovanni Micera. Potentiometric, spectroscopic, electrochemical and DFT characterization of oxovanadium(IV) complexes formed by citrate and tartrates in aqueous solution at high ligand to metal molar ratios: the effects of the trigonal bipyramidal distortion in bis-chelated species and biological implications. Dalton transactions (Cambridge, England : 2003). 2008 Sep; ?(36):4903-16. doi: 10.1039/b803520b. [PMID: 18766223]
  • Ana Carolina O Costa, José Luiz da Costa, Fernando G Tonin, Marina F M Tavares, Gustavo Amadeu Micke. Development of a fast capillary electrophoresis method for determination of creatinine in urine samples. Journal of chromatography. A. 2007 Nov; 1171(1-2):140-3. doi: 10.1016/j.chroma.2007.09.029. [PMID: 17919649]
  • Kerry A Lucas, Jessica R Filley, Jeremy M Erb, Eric R Graybill, John W Hawes. Peroxisomal metabolism of propionic acid and isobutyric acid in plants. The Journal of biological chemistry. 2007 Aug; 282(34):24980-9. doi: 10.1074/jbc.m701028200. [PMID: 17580301]
  • J D Pleil, D Kim, J D Prah, S M Rappaport. Exposure reconstruction for reducing uncertainty in risk assessment: example using MTBE biomarkers and a simple pharmacokinetic model. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2007 Jul; 12(4):331-48. doi: 10.1080/13547500701246334. [PMID: 17564841]
  • Iola F Duarte, Brian J Goodfellow, António Barros, John G Jones, Cristina Barosa, Luisa Diogo, Paula Garcia, Ana M Gil. Metabolic characterisation of plasma in juveniles with glycogen storage disease type 1a (GSD1a) by high-resolution (1)H NMR spectroscopy. NMR in biomedicine. 2007 Jun; 20(4):401-12. doi: 10.1002/nbm.1073. [PMID: 17149801]
  • Douglas McGregor. Ethyl tertiary-butyl ether: a toxicological review. Critical reviews in toxicology. 2007 May; 37(4):287-312. doi: 10.1080/10408440601177723. [PMID: 17453936]
  • Lambrini V Tsakanika, Maria Th Ochsenkühn-Petropoulou, Leonidas N Mendrinos. Investigation of the separation of scandium and rare earth elements from red mud by use of reversed-phase HPLC. Analytical and bioanalytical chemistry. 2004 Jul; 379(5-6):796-802. doi: 10.1007/s00216-004-2667-1. [PMID: 15221192]
  • Federica Bortolotti, Giorgia De Paoli, Rossella Gottardo, Maristella Trattene, Franco Tagliaro. Determination of gamma-hydroxybutyric acid in biological fluids by using capillary electrophoresis with indirect detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Feb; 800(1-2):239-44. doi: 10.1016/j.jchromb.2003.09.062. [PMID: 14698260]
  • Janet M Benson, Brad M Tibbetts, Edward B Barr. The uptake, distribution, metabolism, and excretion of methyl tertiary-butyl ether inhaled alone and in combination with gasoline vapor. Journal of toxicology and environmental health. Part A. 2003 Jun; 66(11):1029-52. doi: 10.1080/15287390306398. [PMID: 12775515]
  • Pavel Kubán, Petr Kubán, Vlastimil Kubán. Simultaneous determination of inorganic and organic anions, alkali, alkaline earth and transition metal cations by capillary electrophoresis with contactless conductometric detection. Electrophoresis. 2002 Nov; 23(21):3725-34. doi: 10.1002/1522-2683(200211)23:21<3725::aid-elps3725>3.0.co;2-9. [PMID: 12432535]
  • E H Borai, M A Eid, H F Aly. Determination of REEs distribution in monazite and xenotime minerals by ion chromatography and ICP-AES. Analytical and bioanalytical chemistry. 2002 Feb; 372(4):537-41. doi: 10.1007/s00216-001-1204-8. [PMID: 11939628]
  • A Amberg, E Rosner, W Dekant. Toxicokinetics of methyl tert-butyl ether and its metabolites in humans after oral exposure. Toxicological sciences : an official journal of the Society of Toxicology. 2001 May; 61(1):62-7. doi: 10.1093/toxsci/61.1.62. [PMID: 11294975]
  • W Dekant, U Bernauer, E Rosner, A Amberg. Biotransformation of MTBE, ETBE, and TAME after inhalation or ingestion in rats and humans. Research report (Health Effects Institute). 2001 May; ?(102):29-71; discussion 95. doi: NULL. [PMID: 11504147]
  • A Amberg, E Rosner, W Dekant. Biotransformation and kinetics of excretion of methyl-tert-butyl ether in rats and humans. Toxicological sciences : an official journal of the Society of Toxicology. 1999 Sep; 51(1):1-8. doi: 10.1093/toxsci/51.1.1. [PMID: 10496672]
  • A Nihlén, S C Sumner, A Löf, G Johanson. 13C(2)-Labeled methyl tert-butyl ether: toxicokinetics and characterization of urinary metabolites in humans. Chemical research in toxicology. 1999 Sep; 12(9):822-30. doi: 10.1021/tx980274o. [PMID: 10490504]
  • R A Dodds, A A Pitsillides, G T Frost. A quantitative cytochemical method for ornithine decarboxylase activity. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society. 1990 Jan; 38(1):123-7. doi: 10.1177/38.1.2104632. [PMID: 2104632]
  • Y Shigematsu, M Sudo, T Momoi, Y Inoue, Y Suzuki, J Kameyama. Changing plasma and urinary organic acid levels in a patient with isovaleric acidemia during an attack. Pediatric research. 1982 Sep; 16(9):771-5. doi: 10.1203/00006450-198209000-00013. [PMID: 7133811]
  • . . . . doi: . [PMID: 25576605]