trans-Aconitic acid (BioDeep_00000014389)

 

Secondary id: BioDeep_00000400464, BioDeep_00000419032

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


(1E)-prop-1-ene-1,2,3-tricarboxylic acid

化学式: C6H6O6 (174.01643760000002)
中文名称: 乌头酸, 反式-乌头酸, 反式乌头酸
谱图信息: 最多检出来源 Viridiplantae(plant) 0.06%

分子结构信息

SMILES: C(=C(\CC(=O)O)/C(=O)O)\C(=O)O
InChI: InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+

描述信息

trans-Aconitic acid, also known as trans-aconitate or (e)-aconitic acid, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. trans-Aconitic acid exists in all living species, ranging from bacteria to humans. trans-Aconitic acid is a dry, musty, and nut tasting compound. Outside of the human body, trans-aconitic acid has been detected, but not quantified in several different foods, such as garden tomato fruits, root vegetables, soy beans, and rices. trans-Aconitic acid is normally present in human urine, and it has been suggested that is present in larger amounts with Reyes syndrome and organic aciduria. trans-Aconitic acid in the urine is a biomarker for the consumption of soy products. trans-Aconitic acid is a substrate of enzyme trans-Aconitic acid 2-methyltransferase (EC2.1.1.144).
Isolated from Asarum europaeum, from cane-sugar molasses, roasted chicory root, roasted malt barley, passion fruit, sorghum root and sugar beet. Flavouring agent used in fruit flavours and alcoholic beverages. Aconitic acid is an organic acid. The two isomers are cis-aconitic acid and trans-aconitic acid. The conjugate base of cis-aconitic acid, cis-aconitate is an intermediate in the isomerisation of citrate to isocitrate in the citric acid cycle. It is acted upon by aconitase. Trans-aconitate in the urine is a biomarker for the consumption of soy products. (E)-Aconitic acid is found in many foods, some of which are cereals and cereal products, rice, garden tomato (variety), and root vegetables.
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID A117
trans-Aconitic acid is present in normal human urine, and it has been suggested that is present in larger amounts with Reye's syndrome and organic aciduria. trans-Aconitic acid is a substrate of enzyme trans-aconitate 2-methyltransferase.
trans-Aconitic acid is present in normal human urine, and it has been suggested that is present in larger amounts with Reye's syndrome and organic aciduria. trans-Aconitic acid is a substrate of enzyme trans-aconitate 2-methyltransferase.

同义名列表

39 个代谢物同义名

(1E)-prop-1-ene-1,2,3-tricarboxylic acid; 1-Propene-1-trans-2,3-tricarboxylic acid; trans-1-Propene-1,2,3-tricarboxylic acid; 1-trans-Propene-1,2,3-tricarboxylic acid; (1E)-1-Propene-1,2,3-tricarboxylic acid; trans-Propene-1,2,3-tricarboxylic acid; (1E)1-Propene-1,2,3-tricarboxylic acid; (e)-1-Propene-1,2,3-tricarboxylic acid; (1E)-1-Propene-1,2,3-tricarboxylate; (1E)-Prop-1-ene-1,2,3-tricarboxylic; (e)-1-Propene-1,2,3-tricarboxylate; (1E)1-Propene-1,2,3-tricarboxylate; 1-Propene-1,2,3-tricarboxylic acid; Acid, carboxyglutaconic; Carboxyglutaconic acid; trans aconitic acid; trans-Aconitic acid; (E)-Aconitic Acid; Acid, pyrocitric; Acid, citridinic; Pyrocitric acid; Citridinic acid; Acid, achilleic; trans-Aconitate; Acid, equisetic; Equisetic acid; Acid, aconitic; Achilleic acid; Acid, citridic; Acid, acontic; Citridic acid; Aconitic acid; Acid, adonic; Acontic acid; Adonic acid; Aconitate; Acid; TRA; trans-Aconitic acid



数据库引用编号

31 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

2 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(2)

PharmGKB(0)

83 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

  • Alyssa C Baugh, Justin B Defalco, Chantel V Duscent-Maitland, Melissa P Tumen-Velasquez, Nicole S Laniohan, Kayla Figatner, Timothy R Hoover, Anna C Karls, Kathryn T Elliott, Ellen L Neidle. Regulation of tricarboxylate transport and metabolism in Acinetobacter baylyi ADP1. Applied and environmental microbiology. 2024 Jan; ?(?):e0211123. doi: 10.1128/aem.02111-23. [PMID: 38289138]
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  • Ce Geng, Zhigang Jin, Meng Gu, Jibin Li, Shen Tang, Qiang Guo, Yunpeng Zhang, Wei Zhang, Yuezhong Li, Xuenian Huang, Xuefeng Lu. Microbial production of trans-aconitic acid. Metabolic engineering. 2023 Jun; ?(?):. doi: 10.1016/j.ymben.2023.06.007. [PMID: 37315711]
  • Waeil Al Youssef, Regina Feil, Maureen Saint-Sorny, Xenie Johnson, John E Lunn, Bernhard Grimm, Pawel Brzezowski. Singlet oxygen-induced signalling depends on the metabolic status of the Chlamydomonas reinhardtii cell. Communications biology. 2023 May; 6(1):529. doi: 10.1038/s42003-023-04872-5. [PMID: 37193883]
  • Congcong Chen, Junshen Tian, Xiaoxia Gao, Xuemei Qin, Guanhua Du, Yuzhi Zhou. An integrated strategy to study the combination mechanisms of Bupleurum chinense DC and Paeonia lactiflora Pall for treating depression based on correlation analysis between serum chemical components profiles and endogenous metabolites profiles. Journal of ethnopharmacology. 2023 Apr; 305(?):116068. doi: 10.1016/j.jep.2022.116068. [PMID: 36574791]
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  • Sandeep Kumar, Anmol, Upendra Sharma, Sg Eswara Reddy. Insecticidal potential of extracts, fractions, and molecules of Aconitum heterophyllum Wall ex. Royle against aphid Aphis craccivora Koch (Hemiptera: Aphididae). Pest management science. 2022 Dec; ?(?):. doi: 10.1002/ps.7324. [PMID: 36519419]
  • Diego Pinto de Oliveira, Eliana de Faria Garcia, Mariana Assíria de Oliveira, Luiza C M Candido, Fernanda M Coelho, Vivian Vasconcelos Costa, Nathália Vieira Batista, Celso Martins Queiroz-Junior, Larissa Froede Brito, Lirlândia Pires Sousa, Daniele G Souza, Flávio Almeida Amaral, Rodrigo Maia de Pádua, Mauro Martins Teixeira, Fernão Castro Braga. cis-Aconitic Acid, a Constituent of Echinodorus grandiflorus Leaves, Inhibits Antigen-Induced Arthritis and Gout in Mice. Planta medica. 2022 Oct; 88(13):1123-1131. doi: 10.1055/a-1676-4371. [PMID: 34763354]
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  • Wen-Fa Zhang, Ze-Hao Gong, Meng-Bo Wu, Helen Chan, Yu-Jin Yuan, Ning Tang, Qiang Zhang, Ming-Jun Miao, Wei Chang, Zhi Li, Zheng-Guo Li, Liang Jin, Wei Deng. Integrative comparative analyses of metabolite and transcript profiles uncovers complex regulatory network in tomato (Solanum lycopersicum L.) fruit undergoing chilling injury. Scientific reports. 2019 03; 9(1):4470. doi: 10.1038/s41598-019-41065-9. [PMID: 30872788]
  • Tiara da Silva Coelho Bortolo, Rogério Marchiosi, Joselaine Viganó, Rita de Cássia Siqueira-Soares, Ana Paula Ferro, Gabriela Elen Barreto, Graciene de Souza Bido, Josielle Abrahão, Wanderley Dantas Dos Santos, Osvaldo Ferrarese-Filho. Trans-aconitic acid inhibits the growth and photosynthesis of Glycine max. Plant physiology and biochemistry : PPB. 2018 Nov; 132(?):490-496. doi: 10.1016/j.plaphy.2018.09.036. [PMID: 30292981]
  • Diego Pinto de Oliveira, Gabriela Guimarães Augusto, Nathália Vieira Batista, Vivian Louise S de Oliveira, Diêgo Santos Ferreira, Mateus Araújo Castro E Souza, Christian Fernandes, Flávio Almeida Amaral, Mauro Martins Teixeira, Rodrigo Maia de Pádua, Mônica Cristina Oliveira, Fernão Castro Braga. Encapsulation of trans-aconitic acid in mucoadhesive microspheres prolongs the anti-inflammatory effect in LPS-induced acute arthritis. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2018 Jul; 119(?):112-120. doi: 10.1016/j.ejps.2018.04.010. [PMID: 29627623]
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  • Cuiying Du, Shiyun Cao, Xiangyu Shi, Xiangtao Nie, Jinshui Zheng, Yun Deng, Lifang Ruan, Donghai Peng, Ming Sun. Genetic and Biochemical Characterization of a Gene Operon for trans-Aconitic Acid, a Novel Nematicide from Bacillus thuringiensis. The Journal of biological chemistry. 2017 02; 292(8):3517-3530. doi: 10.1074/jbc.m116.762666. [PMID: 28087696]
  • Lucia Abela, Ronen Spiegel, Lisa M Crowther, Andrea Klein, Katharina Steindl, Sorina Mihaela Papuc, Pascal Joset, Yoav Zehavi, Anita Rauch, Barbara Plecko, Thomas Luke Simmons. Plasma metabolomics reveals a diagnostic metabolic fingerprint for mitochondrial aconitase (ACO2) deficiency. PloS one. 2017; 12(5):e0176363. doi: 10.1371/journal.pone.0176363. [PMID: 28463998]
  • Chun Zhang, Cheng-Li Ling, Liang Pang, Qi Wang, Jing-Xin Liu, Bing-Shan Wang, Jian-Ming Liang, Yi-Zhen Guo, Jing Qin, Jian-Xin Wang. Direct Macromolecular Drug Delivery to Cerebral Ischemia Area using Neutrophil-Mediated Nanoparticles. Theranostics. 2017; 7(13):3260-3275. doi: 10.7150/thno.19979. [PMID: 28900508]
  • William Piang-Siong, Pascale de Caro, Arnaud Marvilliers, Xavier Chasseray, Bertrand Payet, Alain Shum Cheong Sing, Bertrand Illien. Contribution of trans-aconitic acid to DPPH scavenging ability in different media. Food chemistry. 2017 Jan; 214(?):447-452. doi: 10.1016/j.foodchem.2016.07.083. [PMID: 27507497]
  • Gantumur Battogtokh, Young Tag Ko. Graphene oxide-incorporated pH-responsive folate-albumin-photosensitizer nanocomplex as image-guided dual therapeutics. Journal of controlled release : official journal of the Controlled Release Society. 2016 07; 234(?):10-20. doi: 10.1016/j.jconrel.2016.05.007. [PMID: 27164545]
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