indole-3-acetamide (BioDeep_00000405866)

Main id: BioDeep_00000003131

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


indole-3-acetamide

化学式: C10H10N2O (174.079309)
中文名称: 3-吲哚乙酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 1.99%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=O)N
InChI: InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)

描述信息

A member of the class of indoles that is acetamide substituted by a 1H-indol-3-yl group at position 2. It is an intermediate in the production of plant hormone indole acetic acid (IAA).
D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids
Indole-3-acetamide is a biosynthesis intermediate of indole-3-acetic acid (HY-18569). Indole-3-acetic acid is the most common natural plant growth hormone of the auxin class[1].

同义名列表

2 个代谢物同义名

indole-3-acetamide; (Indol-3-yl)acetamide



数据库引用编号

43 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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)

11 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

  • Mengqi Wang, Xiaoyan Feng, Yu Zhao, Yuzhi Lan, Hengyi Xu. Indole-3-acetamide from gut microbiota activated hepatic AhR and mediated the remission effect of Lactiplantibacillus plantarum P101 on alcoholic liver injury in mice. Food & function. 2023 Nov; ?(?):. doi: 10.1039/d3fo03585a. [PMID: 37947440]
  • José Moya-Cuevas, Marta-Marina Pérez-Alonso, Paloma Ortiz-García, Stephan Pollmann. Beyond the Usual Suspects: Physiological Roles of the Arabidopsis Amidase Signature (AS) Superfamily Members in Plant Growth Processes and Stress Responses. Biomolecules. 2021 08; 11(8):. doi: 10.3390/biom11081207. [PMID: 34439873]
  • Linda Jahn, Uta Hofmann, Jutta Ludwig-Müller. Indole-3-Acetic Acid Is Synthesized by the Endophyte Cyanodermella asteris via a Tryptophan-Dependent and -Independent Way and Mediates the Interaction with a Non-Host Plant. International journal of molecular sciences. 2021 Mar; 22(5):. doi: 10.3390/ijms22052651. [PMID: 33800748]
  • Beatriz Sánchez-Parra, Marta-Marina Pérez-Alonso, Paloma Ortiz-García, José Moya-Cuevas, Mathias Hentrich, Stephan Pollmann. Accumulation of the Auxin Precursor Indole-3-Acetamide Curtails Growth through the Repression of Ribosome-Biogenesis and Development-Related Transcriptional Networks. International journal of molecular sciences. 2021 Feb; 22(4):. doi: 10.3390/ijms22042040. [PMID: 33670805]
  • Marta-Marina Pérez-Alonso, Paloma Ortiz-García, José Moya-Cuevas, Thomas Lehmann, Beatriz Sánchez-Parra, Robert G Björk, Sazzad Karim, Mohammad R Amirjani, Henrik Aronsson, Mark D Wilkinson, Stephan Pollmann. Endogenous indole-3-acetamide levels contribute to the crosstalk between auxin and abscisic acid, and trigger plant stress responses in Arabidopsis. Journal of experimental botany. 2021 02; 72(2):459-475. doi: 10.1093/jxb/eraa485. [PMID: 33068437]
  • Yangbin Gao, Xinhua Dai, Yuki Aoi, Yumiko Takebayashi, Liping Yang, Xiaorui Guo, Qiwei Zeng, Hanchuanzhi Yu, Hiroyuki Kasahara, Yunde Zhao. Two homologous INDOLE-3-ACETAMIDE (IAM) HYDROLASE genes are required for the auxin effects of IAM in Arabidopsis. Journal of genetics and genomics = Yi chuan xue bao. 2020 03; 47(3):157-165. doi: 10.1016/j.jgg.2020.02.009. [PMID: 32327358]
  • Rubén Tenorio-Berrío, Marta-Marina Pérez-Alonso, Jesús Vicente-Carbajosa, Leticia Martín-Torres, Ingo Dreyer, Stephan Pollmann. Identification of Two Auxin-Regulated Potassium Transporters Involved in Seed Maturation. International journal of molecular sciences. 2018 Jul; 19(7):. doi: 10.3390/ijms19072132. [PMID: 30037141]
  • Mengsha Li, Rui Guo, Fei Yu, Xu Chen, Haiyan Zhao, Huixin Li, Jun Wu. Indole-3-Acetic Acid Biosynthesis Pathways in the Plant-Beneficial Bacterium Arthrobacter pascens ZZ21. International journal of molecular sciences. 2018 Feb; 19(2):. doi: 10.3390/ijms19020443. [PMID: 29389906]
  • Jan Šimura, Lukáš Spíchal, Lubomír Adamec, Aleš Pěnčík, Jakub Rolčík, Ondřej Novák, Miroslav Strnad. Cytokinin, auxin and physiological polarity in the aquatic carnivorous plants Aldrovanda vesiculosa and Utricularia australis. Annals of botany. 2016 05; 117(6):1037-44. doi: 10.1093/aob/mcw020. [PMID: 27098087]
  • Arjun Khakhar, Nicholas J Bolten, Jennifer Nemhauser, Eric Klavins. Cell-Cell Communication in Yeast Using Auxin Biosynthesis and Auxin Responsive CRISPR Transcription Factors. ACS synthetic biology. 2016 Apr; 5(4):279-86. doi: 10.1021/acssynbio.5b00064. [PMID: 26102245]
  • Helena M Gaweska, Alexander B Taylor, P John Hart, Paul F Fitzpatrick. Structure of the flavoprotein tryptophan 2-monooxygenase, a key enzyme in the formation of galls in plants. Biochemistry. 2013 Apr; 52(15):2620-6. doi: 10.1021/bi4001563. [PMID: 23521653]
  • Christian O Dimkpa, Jia Zeng, Joan E McLean, David W Britt, Jixun Zhan, Anne J Anderson. Production of indole-3-acetic acid via the indole-3-acetamide pathway in the plant-beneficial bacterium Pseudomonas chlororaphis O6 is inhibited by ZnO nanoparticles but enhanced by CuO nanoparticles. Applied and environmental microbiology. 2012 Mar; 78(5):1404-10. doi: 10.1128/aem.07424-11. [PMID: 22210218]
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  • Christine Böttcher, Eric G Dennis, Grant W Booker, Steven W Polyak, Paul K Boss, Christopher Davies. A novel tool for studying auxin-metabolism: the inhibition of grapevine indole-3-acetic acid-amido synthetases by a reaction intermediate analogue. PloS one. 2012; 7(5):e37632. doi: 10.1371/journal.pone.0037632. [PMID: 22649546]
  • Karl J Niklas, Ulrich Kutschera. Plant development, auxin, and the subsystem incompleteness theorem. Frontiers in plant science. 2012; 3(?):37. doi: 10.3389/fpls.2012.00037. [PMID: 22645582]
  • Elena Tsavkelova, Birgitt Oeser, Liat Oren-Young, Maayan Israeli, Yehezkel Sasson, Bettina Tudzynski, Amir Sharon. Identification and functional characterization of indole-3-acetamide-mediated IAA biosynthesis in plant-associated Fusarium species. Fungal genetics and biology : FG & B. 2012 Jan; 49(1):48-57. doi: 10.1016/j.fgb.2011.10.005. [PMID: 22079545]
  • Nathalie Kühn, Patricio Arce-Johnson. Pollination: a key event controlling the expression of genes related to phytohormone biosynthesis during grapevine berry formation. Plant signaling & behavior. 2012 Jan; 7(1):7-11. doi: 10.4161/psb.7.1.18353. [PMID: 22301957]
  • Takeshi Nishimura, Kiminori Toyooka, Mayuko Sato, Sachiko Matsumoto, M Mercedes Lucas, Miroslav Strnad, Frantisek Baluska, Tomokazu Koshiba. Immunohistochemical observation of indole-3-acetic acid at the IAA synthetic maize coleoptile tips. Plant signaling & behavior. 2011 Dec; 6(12):2013-22. doi: 10.4161/psb.6.12.18080. [PMID: 22112455]
  • Sabine Guillaumie, Romain Fouquet, Christian Kappel, Céline Camps, Nancy Terrier, Dominique Moncomble, Jake D Dunlevy, Christopher Davies, Paul K Boss, Serge Delrot. Transcriptional analysis of late ripening stages of grapevine berry. BMC plant biology. 2011 Nov; 11(?):165. doi: 10.1186/1471-2229-11-165. [PMID: 22098939]
  • Ana M Fortes, Patricia Agudelo-Romero, Marta S Silva, Kashif Ali, Lisete Sousa, Federica Maltese, Young H Choi, Jerome Grimplet, José M Martinez-Zapater, Robert Verpoorte, Maria S Pais. Transcript and metabolite analysis in Trincadeira cultivar reveals novel information regarding the dynamics of grape ripening. BMC plant biology. 2011 Nov; 11(?):149. doi: 10.1186/1471-2229-11-149. [PMID: 22047180]
  • Sergey N Lomin, Keiko Yonekura-Sakakibara, Georgy A Romanov, Hitoshi Sakakibara. Ligand-binding properties and subcellular localization of maize cytokinin receptors. Journal of experimental botany. 2011 Oct; 62(14):5149-59. doi: 10.1093/jxb/err220. [PMID: 21778179]
  • Fernando H Sant'Anna, Luiz G P Almeida, Ricardo Cecagno, Luciano A Reolon, Franciele M Siqueira, Maicon R S Machado, Ana T R Vasconcelos, Irene S Schrank. Genomic insights into the versatility of the plant growth-promoting bacterium Azospirillum amazonense. BMC genomics. 2011 Aug; 12(?):409. doi: 10.1186/1471-2164-12-409. [PMID: 21838888]
  • Simone D Castellarin, Greg A Gambetta, Hiroshi Wada, Ken A Shackel, Mark A Matthews. Fruit ripening in Vitis vinifera: spatiotemporal relationships among turgor, sugar accumulation, and anthocyanin biosynthesis. Journal of experimental botany. 2011 Aug; 62(12):4345-54. doi: 10.1093/jxb/err150. [PMID: 21586429]
  • Huimin Man, Stephan Pollmann, Elmar W Weiler, Edward G Kirby. Increased glutamine in leaves of poplar transgenic with pine GS1a caused greater anthranilate synthetase α-subunit (ASA1) transcript and protein abundances: an auxin-related mechanism for enhanced growth in GS transgenics?. Journal of experimental botany. 2011 Aug; 62(13):4423-31. doi: 10.1093/jxb/err026. [PMID: 21642235]
  • Christine Böttcher, Paul K Boss, Christopher Davies. Acyl substrate preferences of an IAA-amido synthetase account for variations in grape (Vitis vinifera L.) berry ripening caused by different auxinic compounds indicating the importance of auxin conjugation in plant development. Journal of experimental botany. 2011 Aug; 62(12):4267-80. doi: 10.1093/jxb/err134. [PMID: 21543520]
  • Ying-Hua Su, Yu-Bo Liu, Xian-Sheng Zhang. Auxin-cytokinin interaction regulates meristem development. Molecular plant. 2011 Jul; 4(4):616-25. doi: 10.1093/mp/ssr007. [PMID: 21357646]
  • Jeong Im Kim, Angus S Murphy, Dongwon Baek, Shin-Woo Lee, Dae-Jin Yun, Ray A Bressan, Meena L Narasimhan. YUCCA6 over-expression demonstrates auxin function in delaying leaf senescence in Arabidopsis thaliana. Journal of experimental botany. 2011 Jul; 62(11):3981-92. doi: 10.1093/jxb/err094. [PMID: 21511905]
  • Yong-Guy Kim, Jin-Hyung Lee, Moo Hwan Cho, Jintae Lee. Indole and 3-indolylacetonitrile inhibit spore maturation in Paenibacillus alvei. BMC microbiology. 2011 May; 11(?):119. doi: 10.1186/1471-2180-11-119. [PMID: 21619597]
  • Fábio O Pedrosa, Rose Adele Monteiro, Roseli Wassem, Leonardo M Cruz, Ricardo A Ayub, Nelson B Colauto, Maria Aparecida Fernandez, Maria Helena P Fungaro, Edmundo C Grisard, Mariangela Hungria, Humberto M F Madeira, Rubens O Nodari, Clarice A Osaku, Maria Luiza Petzl-Erler, Hernán Terenzi, Luiz G E Vieira, Maria Berenice R Steffens, Vinicius A Weiss, Luiz F P Pereira, Marina I M Almeida, Lysangela R Alves, Anelis Marin, Luiza Maria Araujo, Eduardo Balsanelli, Valter A Baura, Leda S Chubatsu, Helisson Faoro, Augusto Favetti, Geraldo Friedermann, Chirlei Glienke, Susan Karp, Vanessa Kava-Cordeiro, Roberto T Raittz, Humberto J O Ramos, Enilze Maria S F Ribeiro, Liu Un Rigo, Saul N Rocha, Stefan Schwab, Anilda G Silva, Eliel M Souza, Michelle Z Tadra-Sfeir, Rodrigo A Torres, Audrei N G Dabul, Maria Albertina M Soares, Luciano S Gasques, Ciela C T Gimenes, Juliana S Valle, Ricardo R Ciferri, Luiz C Correa, Norma K Murace, João A Pamphile, Eliana Valéria Patussi, Alberto J Prioli, Sonia Maria A Prioli, Carmem Lúcia M S C Rocha, Olívia Márcia N Arantes, Márcia Cristina Furlaneto, Leandro P Godoy, Carlos E C Oliveira, Daniele Satori, Laurival A Vilas-Boas, Maria Angélica E Watanabe, Bibiana Paula Dambros, Miguel P Guerra, Sandra Marisa Mathioni, Karine Louise Santos, Mario Steindel, Javier Vernal, Fernando G Barcellos, Rubens J Campo, Ligia Maria O Chueire, Marisa Fabiana Nicolás, Lilian Pereira-Ferrari, José L da Conceição Silva, Nereida M R Gioppo, Vladimir P Margarido, Maria Amélia Menck-Soares, Fabiana Gisele S Pinto, Rita de Cássia G Simão, Elizabete K Takahashi, Marshall G Yates, Emanuel M Souza. Genome of Herbaspirillum seropedicae strain SmR1, a specialized diazotrophic endophyte of tropical grasses. PLoS genetics. 2011 May; 7(5):e1002064. doi: 10.1371/journal.pgen.1002064. [PMID: 21589895]
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