H-Aib-OH (BioDeep_00001868287)
Main id: BioDeep_00000014509
PANOMIX_OTCML-2023
代谢物信息卡片
3-Amino-2-methylpropanoic acid
化学式: C4H9NO2 (103.0633254)
中文名称: DL-3-氨基异丁酸, 3-氨基异丁酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CN)C(=O)O
InChI: InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
描述信息
A beta-amino-acid that is isobutyric acid in which one of the methyl hydrogens is substituted by an amino group.
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
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:27389
- KEGG: C05145
- PubChem: 64956
- ChEMBL: CHEMBL3544550
- CAS: 10569-72-9
- CAS: 144-90-1
- MetaboLights: MTBLC27389
- PubChem: 7563
- LipidMAPS: LMFA01100054
- 3DMET: B04984
- NIKKAJI: J79.462G
- medchemexpress: HY-W012974
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
- 569774 金线莲: -
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:
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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:
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Scientific reports.
2019 03; 9(1):4077. doi:
10.1038/s41598-019-40643-1. [PMID: 30858489] - Dmitrii A Tanianskii, Natalia Jarzebska, Andreas L Birkenfeld, John F O'Sullivan, Roman N Rodionov. Beta-Aminoisobutyric Acid as a Novel Regulator of Carbohydrate and Lipid Metabolism.
Nutrients.
2019 Feb; 11(3):. doi:
10.3390/nu11030524. [PMID: 30823446] - Jian Shou, Pei-Jie Chen, Wei-Hua Xiao. The Effects of BCAAs on Insulin Resistance in Athletes.
Journal of nutritional science and vitaminology.
2019; 65(5):383-389. doi:
10.3177/jnsv.65.383. [PMID: 31666474] - 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:
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Journal of proteome research.
2017 08; 16(8):2743-2751. doi:
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BMC medical genetics.
2017 05; 18(1):59. doi:
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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] - 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.
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10.1038/ijo.2015.40. [PMID: 25809828] - 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] - Yuta Yoshino, Masao Abe, Shusuke Numata, Shinichiro Ochi, Yoko Mori, Takashi Ishimaru, Makoto Kinoshita, Hidehiro Umehara, Kiyohiro Yamazaki, Takaaki Mori, Tetsuro Ohmori, Shu-ichi Ueno. Missense variants of the alanine:glyoxylate aminotransferase 2 gene are not associated with Japanese schizophrenia patients.
Progress in neuro-psychopharmacology & biological psychiatry.
2014 Aug; 53(?):137-41. doi:
10.1016/j.pnpbp.2014.04.002. [PMID: 24727203] - Lee D Roberts, Pontus Boström, John F O'Sullivan, Robert T Schinzel, Gregory D Lewis, Andre Dejam, Youn-Kyoung Lee, Melinda J Palma, Sondra Calhoun, Anastasia Georgiadi, Ming-Huei Chen, Vasan S Ramachandran, Martin G Larson, Claude Bouchard, Tuomo Rankinen, Amanda L Souza, Clary B Clish, Thomas J Wang, Jennifer L Estall, Alexander A Soukas, Chad A Cowan, Bruce M Spiegelman, Robert E Gerszten. β-Aminoisobutyric acid induces browning of white fat and hepatic β-oxidation and is inversely correlated with cardiometabolic risk factors.
Cell metabolism.
2014 Jan; 19(1):96-108. doi:
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PloS one.
2014; 9(2):e88544. doi:
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Early human development.
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2012 Feb; 41(2):177-87. doi:
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PLoS genetics.
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Medicine and science in sports and exercise.
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PLoS genetics.
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Nutrition & metabolism.
2011 Jun; 8(1):34. doi:
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2011 May; 2(2):101-21. doi:
10.1007/s13300-011-0002-3. [PMID: 22127804] - Karima Begriche, Julie Massart, Bernard Fromenty. Effects of β-aminoisobutyric acid on leptin production and lipid homeostasis: mechanisms and possible relevance for the prevention of obesity.
Fundamental & clinical pharmacology.
2010 Jun; 24(3):269-82. doi:
10.1111/j.1472-8206.2009.00765.x. [PMID: 19735301] - Karima Begriche, Julie Massart, Adjé Abbey-Toby, Anissa Igoudjil, Philippe Lettéron, Bernard Fromenty. Beta-aminoisobutyric acid prevents diet-induced obesity in mice with partial leptin deficiency.
Obesity (Silver Spring, Md.).
2008 Sep; 16(9):2053-67. doi:
10.1038/oby.2008.337. [PMID: 19186330] - Anissa Igoudjil, Julie Massart, Karima Begriche, Véronique Descatoire, Marie-Anne Robin, Bernard Fromenty. High concentrations of stavudine impair fatty acid oxidation without depleting mitochondrial DNA in cultured rat hepatocytes.
Toxicology in vitro : an international journal published in association with BIBRA.
2008 Jun; 22(4):887-98. doi:
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Nucleosides, nucleotides & nucleic acids.
2008 Jun; 27(6):825-9. doi:
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Clinical biochemistry.
2007 Mar; 40(5-6):397-402. doi:
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Antiviral therapy.
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Journal of experimental botany.
2007; 58(11):3017-24. doi:
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Journal of agricultural and food chemistry.
2006 Jul; 54(15):5530-9. doi:
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Clinica chimica acta; international journal of clinical chemistry.
2006 Feb; 364(1-2):209-16. doi:
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Nucleosides, nucleotides & nucleic acids.
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The Journal of biological chemistry.
2005 Jul; 280(28):26055-62. doi:
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Journal of inherited metabolic disease.
2005; 28(6):1109-22. doi:
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Human molecular genetics.
2004 Nov; 13(22):2793-801. doi:
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Antiviral therapy.
2004 Oct; 9(5):801-10. doi:
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The Biochemical journal.
2004 Apr; 379(Pt 1):119-24. doi:
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Rinsho byori. The Japanese journal of clinical pathology.
2004 Jan; 52(1):17-21. doi:
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