2-Methylbutyric acid (BioDeep_00001867919)

Main id: BioDeep_00000012225

 

BioNovoGene_Lab2019 Volatile Flavor Compounds natural product


代谢物信息卡片


2-Methylbutanoic acid

化学式: C5H10O2 (102.068076)
中文名称: 2-甲基丁酸, 卡波姆934, DL-2-甲基丁酸(甲基丁酸)
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC(C)C(=O)O
InChI: InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)

描述信息

A methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria.

同义名列表

5 个代谢物同义名

2-Methylbutyric acid; 2-Methylbutanoic acid; POLY(ACRYLIC ACID); 2-Methylbutyrate; 2-Methylbutanoic 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)

163 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

  • Honggang Guo, Xia Shi, Jie Han, Qianhui Ren, Zhangtai Gao, Aihuan Zhang, Haixiang Wang, Yanli Du. VOCs from fungi infected-apples attract and increase the oviposition of yellow peach moth Conogethes punctiferalis. Pest management science. 2023 Aug; ?(?):. doi: 10.1002/ps.7727. [PMID: 37591815]
  • Ping-Hsun Wu, Yi-Wen Chiu, Hsin-Bai Zou, Cheng-Chih Hsu, Su-Chu Lee, Yi-Ting Lin, Yi-Chun Tsai, Mei-Chuan Kuo, Shang-Jyh Hwang. Exploring the Benefit of 2-Methylbutyric Acid in Patients Undergoing Hemodialysis Using a Cardiovascular Proteomics Approach. Nutrients. 2019 Dec; 11(12):. doi: 10.3390/nu11123033. [PMID: 31842275]
  • Maoxuan Liu, Daniëlle Copmans, Jing-Guang Lu, Ming-Rong Yang, Jo Sourbron, Annelii Ny, Zhi-Hong Jiang, Peter A M de Witte, Walter Luyten. Bioassay-guided isolation of anti-seizure principles from Semen Pharbitidis using a zebrafish pentylenetetrazol seizure model. Journal of ethnopharmacology. 2019 Mar; 232(?):130-134. doi: 10.1016/j.jep.2018.12.024. [PMID: 30572093]
  • C Wang, Q Liu, G Guo, W J Huo, C X Pei, S L Zhang, H Wang. Effects of concentrate-to-forage ratios and 2-methylbutyrate supplementation on ruminal fermentation, bacteria abundance and urinary excretion of purine derivatives in Chinese Simmental steers. Journal of animal physiology and animal nutrition. 2018 Aug; 102(4):901-909. doi: 10.1111/jpn.12915. [PMID: 29717516]
  • C Wang, Q Liu, G Guo, W J Huo, C X Pei, S L Zhang, W Z Yang. Effects of dietary protein levels and 2-methylbutyrate on ruminal fermentation, nutrient degradability, bacterial populations and urinary purine derivatives in Simmental steers. Journal of animal physiology and animal nutrition. 2018 Jun; 102(3):611-619. doi: 10.1111/jpn.12797. [PMID: 29095532]
  • Katrin Matheis, Michael Granvogl. Characterization of Key Odorants Causing a Fusty/Musty Off-Flavor in Native Cold-Pressed Rapeseed Oil by Means of the Sensomics Approach. Journal of agricultural and food chemistry. 2016 Nov; 64(43):8168-8178. doi: 10.1021/acs.jafc.6b03527. [PMID: 27712066]
  • Lisiane Aurélio Knebel, Ângela Zanatta, Anelise Miotti Tonin, Mateus Grings, Leonardo de Moura Alvorcem, Moacir Wajner, Guilhian Leipnitz. 2-Methylbutyrylglycine induces lipid oxidative damage and decreases the antioxidant defenses in rat brain. Brain research. 2012 Oct; 1478(?):74-82. doi: 10.1016/j.brainres.2012.08.039. [PMID: 22967964]
  • Beatrice Vitali, Maurice Ndagijimana, Simone Maccaferri, Elena Biagi, Maria Elisabetta Guerzoni, Patrizia Brigidi. An in vitro evaluation of the effect of probiotics and prebiotics on the metabolic profile of human microbiota. Anaerobe. 2012 Aug; 18(4):386-91. doi: 10.1016/j.anaerobe.2012.04.014. [PMID: 22579985]
  • Juan Wang, Yufeng Ma, Wen Li, Fangdi Hu, Tongqiang Chen, Xiaoli Shen, Shilan Feng. Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry. Biomedical chromatography : BMC. 2012 Jul; 26(7):802-7. doi: 10.1002/bmc.1733. [PMID: 22102402]
  • Hela Kallel Sellami, Guido Flamini, Pier Luigi Cioni, Samira Smiti. Composition of the essential oils in various organs at different developmental stages of Ammi visnaga (L.) Lam. from Tunisia. Chemistry & biodiversity. 2011 Nov; 8(11):1990-2004. doi: 10.1002/cbdv.201100128. [PMID: 22083912]
  • Anil Pareek, Manish Suthar, Garvendra S Rathore, Vijay Bansal. Feverfew (Tanacetum parthenium L.): A systematic review. Pharmacognosy reviews. 2011 Jan; 5(9):103-10. doi: 10.4103/0973-7847.79105. [PMID: 22096324]
  • Z B Xiao, J C Zhu, T Feng, H X Tian, H Y Yu, Y W Niu, X M Zhang. Comparison of volatile components in Chinese traditional pickled peppers using HS-SPME-GC-MS, GC-O and multivariate analysis. Natural product research. 2010 Dec; 24(20):1939-53. doi: 10.1080/14786419.2010.506875. [PMID: 21108121]
  • Mohammed El Amine Dib, Nassim Djabou, Jean-Marie Desjobert, Houcine Allali, Boufeldja Tabti, Alain Muselli, Jean Costa. Characterization of volatile compounds of Daucus crinitus Desf. Headspace Solid Phase Microextraction as alternative technique to Hydrodistillation. Chemistry Central journal. 2010 Sep; 4(?):16. doi: 10.1186/1752-153x-4-16. [PMID: 20858266]
  • Federico E Rey, Jeremiah J Faith, James Bain, Michael J Muehlbauer, Robert D Stevens, Christopher B Newgard, Jeffrey I Gordon. Dissecting the in vivo metabolic potential of two human gut acetogens. The Journal of biological chemistry. 2010 Jul; 285(29):22082-90. doi: 10.1074/jbc.m110.117713. [PMID: 20444704]
  • Yuhao Ren, Gary Strobel, Joe Sears, Melina Park. Geobacillus sp., a thermophilic soil bacterium producing volatile antibiotics. Microbial ecology. 2010 Jul; 60(1):130-6. doi: 10.1007/s00248-009-9630-9. [PMID: 20091406]
  • Risoleta Ortet, Olivier P Thomas, Erik L Regalado, Jorge A Pino, Jean-Jacques Filippi, Miguel D Fernández. Composition and biological properties of the volatile oil of Artemisia gorgonum Webb. Chemistry & biodiversity. 2010 May; 7(5):1325-32. doi: 10.1002/cbdv.200900111. [PMID: 20491086]
  • Anthony Schilmiller, Feng Shi, Jeongwoon Kim, Amanda L Charbonneau, Daniel Holmes, A Daniel Jones, Robert L Last. Mass spectrometry screening reveals widespread diversity in trichome specialized metabolites of tomato chromosomal substitution lines. The Plant journal : for cell and molecular biology. 2010 May; 62(3):391-403. doi: 10.1111/j.1365-313x.2010.04154.x. [PMID: 20113441]
  • Valiollah Hajhashemi, Seyed Ebrahim Sajjadi, Mojtaba Heshmati. Anti-inflammatory and analgesic properties of Heracleum persicum essential oil and hydroalcoholic extract in animal models. Journal of ethnopharmacology. 2009 Jul; 124(3):475-80. doi: 10.1016/j.jep.2009.05.012. [PMID: 19467316]
  • G H Lee, Y Shin, M J Oh. Aroma-active components of Lycii fructus (kukija). Journal of food science. 2008 Aug; 73(6):C500-5. doi: 10.1111/j.1750-3841.2008.00851.x. [PMID: 19241541]
  • C M Westermann, L Dorland, D M Votion, M G M de Sain-van der Velden, I D Wijnberg, R J A Wanders, W G M Spliet, N Testerink, R Berger, J P N Ruiter, J H van der Kolk. Acquired multiple Acyl-CoA dehydrogenase deficiency in 10 horses with atypical myopathy. Neuromuscular disorders : NMD. 2008 May; 18(5):355-64. doi: 10.1016/j.nmd.2008.02.007. [PMID: 18406615]
  • Anne Orav, Ain Raal, Elmar Arak. Essential oil composition of Pimpinella anisum L. fruits from various European countries. Natural product research. 2008 Feb; 22(3):227-32. doi: 10.1080/14786410701424667. [PMID: 18266152]
  • Gregory Kaler, David M Truong, Akash Khandelwal, Megha Nagle, Satish A Eraly, Peter W Swaan, Sanjay K Nigam. Structural variation governs substrate specificity for organic anion transporter (OAT) homologs. Potential remote sensing by OAT family members. The Journal of biological chemistry. 2007 Aug; 282(33):23841-53. doi: 10.1074/jbc.m703467200. [PMID: 17553798]
  • C Wyss. Fatty acids synthesized by oral treponemes in chemically defined media. FEMS microbiology letters. 2007 Apr; 269(1):70-6. doi: 10.1111/j.1574-6968.2006.00609.x. [PMID: 17229060]
  • Katie M Queenan, Maria L Stewart, Kristen N Smith, William Thomas, R Gary Fulcher, Joanne L Slavin. Concentrated oat beta-glucan, a fermentable fiber, lowers serum cholesterol in hypercholesterolemic adults in a randomized controlled trial. Nutrition journal. 2007 Mar; 6(?):6. doi: 10.1186/1475-2891-6-6. [PMID: 17386092]
  • Kohji Tanaka, Naoki Kiyosawa, Kumi Honda, Satoru Sharyo, Kazumi Ito, Munehiro Teranishi, Sunao Manabe. Resistance to the skeletal muscle injury expressed by repeated treatment with compound A that has HMG-CoA reductase inhibitory activity. The Journal of toxicological sciences. 2007 Feb; 32(1):9-18. doi: 10.2131/jts.32.9. [PMID: 17327690]
  • Gregory Kaler, David M Truong, Derina E Sweeney, Darren W Logan, Megha Nagle, Wei Wu, Satish A Eraly, Sanjay K Nigam. Olfactory mucosa-expressed organic anion transporter, Oat6, manifests high affinity interactions with odorant organic anions. Biochemical and biophysical research communications. 2006 Dec; 351(4):872-6. doi: 10.1016/j.bbrc.2006.10.136. [PMID: 17094945]
  • Yukiko Tokitomo, Martin Steinhaus, Andrea Büttner, Peter Schieberle. Odor-active constituents in fresh pineapple (Ananas comosus [L.] Merr.) by quantitative and sensory evaluation. Bioscience, biotechnology, and biochemistry. 2005 Jul; 69(7):1323-30. doi: 10.1271/bbb.69.1323. [PMID: 16041138]
  • Stanley H Korman, Brage S Andresen, Avraham Zeharia, Alisa Gutman, Avihu Boneh, James J Pitt. 2-ethylhydracrylic aciduria in short/branched-chain acyl-CoA dehydrogenase deficiency: application to diagnosis and implications for the R-pathway of isoleucine oxidation. Clinical chemistry. 2005 Mar; 51(3):610-7. doi: 10.1373/clinchem.2004.043265. [PMID: 15615815]
  • Rocío Alvarez-García, J Martín Torres-Valencia, Luisa U Román, Juan D Hernández, Carlos M Cerda-García-Rojas, Pedro Joseph-Nathan. Absolute configuration of the alpha-methylbutyryl residue in longipinene derivatives from Stevia pilosa. Phytochemistry. 2005 Mar; 66(6):639-42. doi: 10.1016/j.phytochem.2004.12.001. [PMID: 15771882]
  • Nurhayat Tabanca, Erdal Bedir, Daneel Ferreira, Desmond Slade, David E Wedge, Melissa R Jacob, Shabana I Khan, Nese Kirimer, K Husnu Can Baser, Ikhlas A Khan. Bioactive constituents from Turkish Pimpinella species. Chemistry & biodiversity. 2005 Feb; 2(2):221-32. doi: 10.1002/cbdv.200590005. [PMID: 17191975]
  • Márta Dregus, Hans-Georg Schmarr, Eisuke Takahisa, Karl-Heinz Engel. Enantioselective analysis of methyl-branched alcohols and acids in rhubarb (Rheum rhabarbarum L.) stalks. Journal of agricultural and food chemistry. 2003 Nov; 51(24):7086-91. doi: 10.1021/jf030466b. [PMID: 14611176]
  • Adam J Matich, Harry Young, John M Allen, Mindy Y Wang, Simon Fielder, Mark A McNeilage, Elspeth A MacRae. Actinidia arguta: volatile compounds in fruit and flowers. Phytochemistry. 2003 Jun; 63(3):285-301. doi: 10.1016/s0031-9422(03)00142-0. [PMID: 12737978]
  • Leopold Jirovetz, David Smith, Gerhard Buchbauer. Aroma compound analysis of Eruca sativa (Brassicaceae) SPME headspace leaf samples using GC, GC-MS, and olfactometry. Journal of agricultural and food chemistry. 2002 Jul; 50(16):4643-6. doi: 10.1021/jf020129n. [PMID: 12137490]
  • Ana G Pérez, Raquel Olías, Pilar Luaces, Carlos Sanz. Biosynthesis of strawberry aroma compounds through amino acid metabolism. Journal of agricultural and food chemistry. 2002 Jul; 50(14):4037-42. doi: 10.1021/jf011465r. [PMID: 12083879]
  • Scott L Jones, Pascal Drouin, Brian J Wilkinson, Philip D II Morse. Correlation of long-range membrane order with temperature-dependent growth characteristics of parent and a cold-sensitive, branched-chain-fatty-acid-deficient mutant of Listeria monocytogenes. Archives of microbiology. 2002 Mar; 177(3):217-22. doi: 10.1007/s00203-001-0380-4. [PMID: 11907677]
  • B A Annous, L A Becker, D O Bayles, D P Labeda, B J Wilkinson. Critical role of anteiso-C15:0 fatty acid in the growth of Listeria monocytogenes at low temperatures. Applied and environmental microbiology. 1997 Oct; 63(10):3887-94. doi: 10.1128/aem.63.10.3887-3894.1997. [PMID: 9327552]
  • T Tsujita, A Nakagawa, K Shirai, Y Saito, H Okuda. Methyl butyrate-hydrolyzing activity of hepatic triglyceride lipase from rat post-heparin plasma. The Journal of biological chemistry. 1984 Sep; 259(18):11215-20. doi: NULL. [PMID: 6469999]
  • M J COON, N S B ABRAHAMSEN, G S GREENE. The relation of alpha-methyl-butyrate to isoleucine metabolism. II. Propionate formation. The Journal of biological chemistry. 1952 Nov; 199(1):75-84. doi: 10.1016/s0021-9258(18)44812-0. [PMID: 12999817]
  • M J COON, N S B ABRAHAMSEN. The relation of alpha-methylbutyrate to isoleucine metabolism. I. Acetoacetate formation. The Journal of biological chemistry. 1952 Apr; 195(2):805-12. doi: 10.1016/s0021-9258(18)55791-4. [PMID: 14946192]