3-Aminoisobutanoic acid (BioDeep_00000014509)

Main id: BioDeep_00000001113

Secondary id: BioDeep_00000399889, BioDeep_00000399969, BioDeep_00000400342, BioDeep_00001868287

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


3-Aminoisobutyric acid, tritium-labeled

化学式: C4H9NO2 (103.0633254)
中文名称: 3-氨基异丁酸, DL-3-氨基异丁酸, 氨基丁酸
谱图信息: 最多检出来源 Viridiplantae(plant) 0.11%

Reviewed

Last reviewed on 2024-07-16.

Cite this Page

3-Aminoisobutanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/3-aminoisobutanoic_acid (retrieved 2024-11-09) (BioDeep RN: BioDeep_00000014509). 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)N
InChI: InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)

描述信息

3-Aminoisobutanoic acid, also known as b-aminoisobutyrate or 2-methyl-beta-alanine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-Aminoisobutanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 3-Aminoisobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 3-aminoisobutanoic acid can be biosynthesized from ureidoisobutyric acid; which is mediated by the enzyme Beta-ureidopropionase. In humans, 3-aminoisobutanoic acid is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Beta-ureidopropionase deficiency is an inborn error of pyrimidine degradation associated with neurological abnormalities (OMIM 606673). 3-Aminoisobutanoic acid is a potentially toxic compound.
beta-aminoisobutyric acid is the product from the conversion of N-carbamyl-beta-aminoisobutyric acid by the enzyme Beta-ureidopropionase (EC 3.5.1.6), the last step in pyrimidine degradation. Beta-ureidopropionase deficiency is an inborn error of pyrimidine degradation associated with neurological abnormalities (OMIM 606673) [HMDB]

β-Aminoisobutyric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=144-90-1 (retrieved 2024-07-16) (CAS RN: 144-90-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
3-Amino-2-methylpropanoic acid could induce browning of white fat and hepatic β-oxidation and is inversely correlated with cardiometabolic risk factors.

同义名列表

50 个代谢物同义名

3-Aminoisobutyric acid, tritium-labeled; DL-3-Aminoisobutyric acid monohydrate; (+/-)-3-amino-2-methylpropanoic acid; 3-Aminoisobutyric acid, (+-)-isomer; 3-Aminoisobutyric acid, (S)-isomer; 3-Aminoisobutyric acid, (R)-isomer; DL-3-Amino-2-methylpropionic acid; (+/-)-3-amino-2-methylpropanoate; (+/-)-beta-aminoisobutyric acid; 3-amino-3-methyl-propionic acid; 3-Amino-2-methylpropanoic acid; 2-(Aminomethyl)propionic acid; (+/-)-3-aminoisobutyric acid; DL-beta-Aminoisobutyric acid; (+/-)-b-aminoisobutyric acid; DL-3-amino-isobutanoic acid; 3-Amino-2-methylpropanoate; (+)-β-aminoisobutyric acid; dl-3-Aminoisobutyric acid; beta-Aminoisobutyric acid; DL-b-Aminoisobutyric acid; alpha-Methyl-beta-alanine; DL-Β-aminoisobutyric acid; 2-(Aminomethyl)propionate; 3-amino-isobutanoic acid; DL-2-Methyl-beta-alanine; DL-beta-Aminoisobutyrate; 2-Methyl-β-alanine; 3-Aminoisobutanoic acid; Β-aminoisobutyric acid; 3-Aminoisobutyric acid; b-Aminoisobutyric acid; 2-Methyl-beta-alanine; DL-2-Methyl-b-alanine; DL-Β-aminoisobutyrate; beta-Aminoisobutyrate; DL-b-Aminoisobutyrate; Aminoisobutyric acid; 3-Amino-isobutanoate; 3-Aminoisobutanoate; Α-methyl-β-alanine; b-Aminoisobutyrate; Β-aminoisobutyrate; 3-Aminoisobutyrate; 2-Methyl-β-alanine; a-Methyl-b-alanine; 2-Methyl-b-alanine; H-Aib-OH; BAIB; Alpha-aminobutyric acid



数据库引用编号

22 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

18 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(18)

PharmGKB(0)

2 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

  • Xinghua Qin, Peng Liu, Lingyan Jin, Ke Zhu, Yuanqing Yang, Zuoxu Hou, Huiliang Zhang, Qiangsun Zheng. Exerkine β-aminoisobutyric acid protects against atrial structural remodeling and atrial fibrillation in obesity via activating AMPK signaling and improving insulin sensitivity. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2024 Feb; 171(?):116137. doi: 10.1016/j.biopha.2024.116137. [PMID: 38219388]
  • Ziyue Zhang, Xingbing Li, Jingwen Guo, Bo He, Lianpan Wu, Rongpei Yang, Xingyue Li, Dandong Fang, XiaoLi Yang, Donghai Yang, Fengxian Wang, Ming Tang, Yu Han, Pedro A Jose, Hongyong Wang, Chunyu Zeng. β-aminoisobutyrics acid, a metabolite of BCAA, activates the AMPK/Nrf-2 pathway to prevent ferroptosis and ameliorates lung ischemia-reperfusion injury. Molecular medicine (Cambridge, Mass.). 2023 Dec; 29(1):164. doi: 10.1186/s10020-023-00729-z. [PMID: 38049750]
  • Dan-Dan Bai, Wei-Hua Xiao. [Regulatory effects and mechanisms of branched chain amino acids and metabolic intermediates on insulin resistance]. Sheng li xue bao : [Acta physiologica Sinica]. 2023 Apr; 75(2):291-302. doi: . [PMID: 37089103]
  • Xuejie Yi, Yang Yang, Tao Li, Menghuan Li, Tingting Yao, Guangxuan Hu, Genmeng Wan, Bo Chang. Signaling metabolite β-aminoisobutyric acid as a metabolic regulator, biomarker, and potential exercise pill. Frontiers in endocrinology. 2023; 14(?):1192458. doi: 10.3389/fendo.2023.1192458. [PMID: 37313446]
  • Devanand Shanmugasundaram, Qiru Fan, Mingru Wang, Ronghua Yi, Ou Wang. Safety Assessment of L-β-Aminoisobutyric Acid (L-BAIBA): Subchronic Toxicity Study in Sprague Dawley Rats. International journal of toxicology. 2022 Aug; 41(4):329-346. doi: 10.1177/10915818221094487. [PMID: 35549583]
  • Fatih Mehmet Gur, Ibrahim Aktas. The ameliorative effects of thymoquinone and beta-aminoisobutyric acid on streptozotocin-induced diabetic cardiomyopathy. Tissue & cell. 2021 Aug; 71(?):101582. doi: 10.1016/j.tice.2021.101582. [PMID: 34171519]
  • Jie Zheng, Hao Xiao, Yehui Duan, Bo Song, Changbing Zheng, Qiuping Guo, Fengna Li, Tiejun Li. Roles of amino acid derivatives in the regulation of obesity. Food & function. 2021 Jul; 12(14):6214-6225. doi: 10.1039/d1fo00780g. [PMID: 34105579]
  • Michael Ziemba, Molly Barkhouse, Kitipong Uaesoontrachoon, Mamta Giri, Yetrib Hathout, Utkarsh J Dang, Heather Gordish-Dressman, Kanneboyina Nagaraju, Eric P Hoffman. Biomarker-focused multi-drug combination therapy and repurposing trial in mdx mice. PloS one. 2021; 16(2):e0246507. doi: 10.1371/journal.pone.0246507. [PMID: 33617542]
  • Yuki Shimba, Keigo Katayama, Noriyuki Miyoshi, Masahiko Ikeda, Akihito Morita, Shinji Miura. β-Aminoisobutyric Acid Suppresses Atherosclerosis in Apolipoprotein E-Knockout Mice. Biological & pharmaceutical bulletin. 2020; 43(6):1016-1019. doi: 10.1248/bpb.b20-00078. [PMID: 32475911]
  • Hanna Davideit, Susanne Becker, Johannes Müller, Niels-Peter Becker, Peter Göttel, Ayşe Abay, Angela Sinn, Matthias Grossmann, Markus Mallek, Annekathrin Haberland, Hardy Weisshoff. In-Vivo Degradation of DNA-Based Therapeutic BC 007 in Humans. European journal of drug metabolism and pharmacokinetics. 2019 Aug; 44(4):567-578. doi: 10.1007/s13318-019-00541-3. [PMID: 30674038]
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  • Monica Colitti, Federico Boschi, Tommaso Montanari. Dynamic of lipid droplets and gene expression in response to β-aminoisobutyric acid treatment on 3T3-L1 cells. European journal of histochemistry : EJH. 2018 Nov; 62(4):. doi: 10.4081/ejh.2018.2984. [PMID: 30482005]
  • Tae Woo Jung, Hyung Sub Park, Geum Hee Choi, Daehwan Kim, Taeseung Lee. β-aminoisobutyric acid attenuates LPS-induced inflammation and insulin resistance in adipocytes through AMPK-mediated pathway. Journal of biomedical science. 2018 Mar; 25(1):27. doi: 10.1186/s12929-018-0431-7. [PMID: 29592806]
  • Yuan Cheng, Haiying Song, Xiaoqing Pan, Hong Xue, Yifei Wan, Tao Wang, Zhongmin Tian, Entai Hou, Ian R Lanza, Pengyuan Liu, Yong Liu, Purushottam W Laud, Kristie Usa, Yongcheng He, Mingyu Liang. Urinary Metabolites Associated with Blood Pressure on a Low- or High-Sodium Diet. Theranostics. 2018; 8(6):1468-1480. doi: 10.7150/thno.22018. [PMID: 29556335]
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  • Jana Konkoľová, Ján Chandoga, Juraj Kováčik, Marcel Repiský, Veronika Kramarová, Ivana Paučinová, Daniel Böhmer. Severe child form of primary hyperoxaluria type 2 - a case report revealing consequence of GRHPR deficiency on metabolism. BMC medical genetics. 2017 05; 18(1):59. doi: 10.1186/s12881-017-0421-8. [PMID: 28569194]
  • Flor E Morales, Jeffrey S Forsse, Thomas L Andre, Sarah K McKinley-Barnard, Paul S Hwang, Ian G Anthony, Grant M Tinsley, Mike Spillane, Peter W Grandjean, Alejandro Ramirez, Darryn S Willoughby. BAIBA Does Not Regulate UCP-3 Expression in Human Skeletal Muscle as a Response to Aerobic Exercise. Journal of the American College of Nutrition. 2017 Mar; 36(3):200-209. doi: 10.1080/07315724.2016.1256240. [PMID: 28318397]
  • Alessio Molfino, Maria Ida Amabile, Thomas Ammann, Alessio Farcomeni, Luana Lionetto, Maurizio Simmaco, Silvia Lai, Alessandro Laviano, Filippo Rossi Fanelli, Maria Grazia Chiappini, Maurizio Muscaritoli. The metabolite beta-aminoisobutyric acid and physical inactivity among hemodialysis patients. Nutrition (Burbank, Los Angeles County, Calif.). 2017 Feb; 34(?):101-107. doi: 10.1016/j.nut.2016.07.012. [PMID: 28063504]
  • Dmitry V Burdin, Alexey A Kolobov, Chad Brocker, Alexey A Soshnev, Nikolay Samusik, Anton V Demyanov, Silke Brilloff, Natalia Jarzebska, Jens Martens-Lobenhoffer, Maren Mieth, Renke Maas, Stefan R Bornstein, Stefanie M Bode-Böger, Frank Gonzalez, Norbert Weiss, Roman N Rodionov. Diabetes-linked transcription factor HNF4α regulates metabolism of endogenous methylarginines and β-aminoisobutyric acid by controlling expression of alanine-glyoxylate aminotransferase 2. Scientific reports. 2016 10; 6(?):35503. doi: 10.1038/srep35503. [PMID: 27752141]
  • Chang-Xiang Shi, Ming-Xia Zhao, Xiao-Dong Shu, Xiao-Qing Xiong, Jue-Jin Wang, Xing-Ya Gao, Qi Chen, Yue-Hua Li, Yu-Ming Kang, Guo-Qing Zhu. β-aminoisobutyric acid attenuates hepatic endoplasmic reticulum stress and glucose/lipid metabolic disturbance in mice with type 2 diabetes. Scientific reports. 2016 Feb; 6(?):21924. doi: 10.1038/srep21924. [PMID: 26907958]
  • Jordi Mayneris-Perxachs, Aldo A M Lima, Richard L Guerrant, Álvaro M Leite, Alessandra F Moura, Noélia L Lima, Alberto M Soares, Alexandre Havt, Sean R Moore, Relana Pinkerton, Jonathan R Swann. Urinary N-methylnicotinamide and β-aminoisobutyric acid predict catch-up growth in undernourished Brazilian children. Scientific reports. 2016 Jan; 6(?):19780. doi: 10.1038/srep19780. [PMID: 26816084]
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  • Daniela Moyankova, Petko Mladenov, Strahil Berkov, Darin Peshev, Desislava Georgieva, Dimitar Djilianov. Metabolic profiling of the resurrection plant Haberlea rhodopensis during desiccation and recovery. Physiologia plantarum. 2014 Dec; 152(4):675-87. doi: 10.1111/ppl.12212. [PMID: 24735127]
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  • Anja Kittel, Fabian Müller, Jörg König, Maren Mieth, Heinrich Sticht, Oliver Zolk, Ana Kralj, Markus R Heinrich, Martin F Fromm, Renke Maas. Alanine-glyoxylate aminotransferase 2 (AGXT2) polymorphisms have considerable impact on methylarginine and β-aminoisobutyrate metabolism in healthy volunteers. PloS one. 2014; 9(2):e88544. doi: 10.1371/journal.pone.0088544. [PMID: 24586340]
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