trans-trans-Muconic acid (BioDeep_00000017800)

Main id: BioDeep_00000628923

Secondary id: BioDeep_00000001306, BioDeep_00000015796, BioDeep_00000055195, BioDeep_00000410658, BioDeep_00001873755

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


trans,trans-Buta-1,3-diene-1,4-dicarboxylic acid

化学式: C6H6O4 (142.0266076)
中文名称: 顺,顺-粘康酸, 反,反-粘康酸, 顺式，顺式-粘康酸, 反式，反式粘康酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.56%

分子结构信息

SMILES: C(=CC(=O)O)C=CC(=O)O
InChI: InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+

描述信息

trans,trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in humans exposed to levels as low as 1 ppm. However, muconic acid may also be derived from sorbic acid and its salts. Dietary supplementation with 500 mg sorbic acid significantly increases the urinary trans,trans-muconic acid excretion. Under study conditions, 0.12\\\\% of the sorbic acid dose is excreted in urine as trans,trans-muconic acid thereby indicating that a typical dietary intake of 6-30 mg/day of sorbic acid accounts for 10-50\\\\% of the background of trans,trans-muconic acid excretion in nonsmokers, and for 5-25\\\\% in smokers (PMID: 8021961, 1487326, 9137998, Int Arch Occup Environ Health. 1997;69(4):247-51.). trans,trans-Muconic acid has been found to be a metabolite in Escherichia coli and Pseudomonas putida (PMID: 26360870).
cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2].
trans-trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in human.

同义名列表

31 个代谢物同义名

trans,trans-Buta-1,3-diene-1,4-dicarboxylic acid; trans,trans-1,3-Butadiene-1,4-dicarboxylic acid; trans,trans-Buta-1,3-diene-1,4-dicarboxylate; trans,trans-1,3-Butadiene-1,4-dicarboxylate; trans,trans-2,4-Hexadienedioic acid; 1,3-Butadiene-1,4-dicarboxylic acid; (2E,4E)-hexa-2,4-dienedioic acid; 1,3-Butadiene-1,4-dicarboxylate; trans,trans-2,4-Hexadienedioate; (2E,4E)-2,4-Hexadienedioic acid; (e,e)-2,4-Hexadienedioic acid; trans-beta-Hydromuconic acid; (2E,4E)-2,4-Hexadienedioate; Muconic acid, (e,e)-isomer; trans, trans-muconic acid; (e,e)-2,4-Hexadienedioate; Hexa-2,4-dienedioic acid; trans-trans-muconic acid; trans,trans-Muconic Acid; 2,4-Hexadienedioic acid; trans-trans-Muconate; Hexa-2,4-dienedioate; cis,cis-Muconic acid; (e,e)-Muconic acid; cis,cis-Muconate; (e,e)-Muconate; Muconic acid; cis,cis-Muconate; trans,trans-Muconic acid; trans,trans-Muconic acid; cis,cis-Muconic acid



数据库引用编号

29 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)

4 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

  • Avery C Vilbert, Wayne S Kontur, Derek Gille, Daniel R Noguera, Timothy J Donohue. Engineering Novosphingobium aromaticivorans to produce cis,cis-muconic acid from biomass aromatics. Applied and environmental microbiology. 2024 Jan; 90(1):e0166023. doi: 10.1128/aem.01660-23. [PMID: 38117061]
  • Sepideh Abbaszadeh, Saeed Yousefinejad, Saeed Jafari, Esmaeel Soleimani. In-syringe ionic liquid-dispersive liquid-liquid microextraction coupled with HPLC for the determination of trans,trans-muconic acid in human urine sample. Journal of separation science. 2021 Aug; 44(16):3126-3136. doi: 10.1002/jssc.202100044. [PMID: 34114310]
  • Marcia Domínguez, Juan F Blandez, Beatriz Lozano-Torres, Cristina de la Torre, Maurizio Licchelli, Carlo Mangano, Valeria Amendola, Félix Sancenón, Ramón Martínez-Máñez. A Nanoprobe Based on Gated Mesoporous Silica Nanoparticles for The Selective and Sensitive Detection of Benzene Metabolite t,t-Muconic Acid in Urine. Chemistry (Weinheim an der Bergstrasse, Germany). 2021 Jan; 27(4):1306-1310. doi: 10.1002/chem.202004272. [PMID: 33064343]
  • Sunisa Chaiklieng, Pornnapa Suggaravetsiri, Herman Autrup. Biomatrix of health risk assessment of benzene-exposed workers at Thai gasoline stations. Journal of occupational health. 2021 Jan; 63(1):e12307. doi: 10.1002/1348-9585.12307. [PMID: 34957641]
  • Barbara Rodrigues Geraldino, Rafaella Ferreira Nascimento Nunes, Juliana Barroso Gomes, Isabela Giardini, Paula Vieira Baptista da Silva, Élida Campos, Katia Soares da Poça, Rocio Hassan, Ubirani Barros Otero, Marcia Sarpa. Analysis of Benzene Exposure in Gas Station Workers Using Trans,Trans-Muconic Acid. International journal of environmental research and public health. 2020 07; 17(15):. doi: 10.3390/ijerph17155295. [PMID: 32717818]
  • Luigi De Maria, Caterina Ledda, Antonio Caputi, Francesca Mansi, Enza Sabrina Silvana Cannone, Stefania Sponselli, Domenica Cavone, Francesco Birtolo, Emanuele Cannizzaro, Giovanni Maria Ferri, Venerando Rapisarda, Luigi Vimercati. Biological Monitoring of Exposure to Benzene in Port Workers. Frontiers in public health. 2020; 8(?):271. doi: 10.3389/fpubh.2020.00271. [PMID: 32766192]
  • Sunisa Chaiklieng, Pornnapa Suggaravetsiri, Norbert Kaminski, Herman Autrup. Factors Affecting Urinary tt-Muconic Acid Detection among Benzene Exposed Workers at Gasoline Stations. International journal of environmental research and public health. 2019 10; 16(21):. doi: 10.3390/ijerph16214209. [PMID: 31671611]
  • Cheng Zhang, Xinglu Pan, Xiaomao Wu, Fengshou Dong, Xingang Liu, Jun Xu, Xiaohu Wu, Ming Li, Yongquan Zheng. Removal of dimethachlon from soils using immobilized cells and enzymes of a novel potential degrader Providencia stuartii JD. Journal of hazardous materials. 2019 10; 378(?):120606. doi: 10.1016/j.jhazmat.2019.04.089. [PMID: 31326122]
  • Karl Forsell, Ingrid Liljelind, Göran Ljungkvist, Rolf Nordlinder, Eva Andersson, Ralph Nilsson. Benzene Exposure and Biomarkers in Alveolar Air and Urine Among Deck Crews on Tankers Transporting Gasoline. Annals of work exposures and health. 2019 10; 63(8):890-897. doi: 10.1093/annweh/wxz055. [PMID: 31382272]
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  • Esmaeel Soleimani, Abdulrahman Bahrami, Abbas Afkhami, Farshid Ghorbani Shahna. Determination of urinary trans,trans-muconic acid using molecularly imprinted polymer in microextraction by packed sorbent followed by liquid chromatography with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Sep; 1061-1062(?):65-71. doi: 10.1016/j.jchromb.2017.07.008. [PMID: 28710969]
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