Temurin (BioDeep_00000024988)

   

human metabolite Endogenous


代谢物信息卡片


1,3,7,9-Tetramethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione

化学式: C9H12N4O3 (224.0909362)
中文名称: 四甲尿酸
谱图信息: 最多检出来源 Viridiplantae(plant) 1.11%

分子结构信息

SMILES: Cn1c(=O)c2c(n(C)c1=O)n(C)c(=O)n2C
InChI: InChI=1S/C9H12N4O3/c1-10-5-6(11(2)8(10)15)12(3)9(16)13(4)7(5)14/h1-4H3

描述信息

Temurin is a methyl derivative of uric acid, found occasionally in human urine. Temurin is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID: 11712316, 15833286, 3506820, 15013152).
Isolated from tea

同义名列表

19 个代谢物同义名

1,3,7,9-Tetramethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione; Tetramethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione; 1,3,7, 9-Tetramethyluric acid; 1,3,7,9-Tetramethyluric acid; 1,3,7,9-Tetramethylic acid; 1379-Tetramethyluric acid; 1379-Tetramethylic acid; 1,3,7,9-Tetramethylate; Tetramethyl uric acid; Tetramethyluric acid; 1379-Tetramethylate; Tetramethylic acid; Tetramethyl urate; Tetramethylate; Theacrine; TeaCrine; Temorine; Temurin; Ba 2750



数据库引用编号

12 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(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

  • caffeine degradation II: 1,3,7-trimethylurate + a methylated methyl donor ⟶ 1,3,7,9-tetramethylurate + a demethylated methyl donor

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

31 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

  • Xi-Ting Lv, Ruo-Hong Wang, Xiao-Ting Liu, Yu-Jing Ye, Xin-Yu Liu, Jing-Da Qiao, Guo-En Wang. Theacrine ameliorates experimental liver fibrosis in rats by lowering cholesterol storage via activation of the Sirtuin 3-farnesoid X receptor signaling pathway. Chemico-biological interactions. 2022 Sep; 364(?):110051. doi: 10.1016/j.cbi.2022.110051. [PMID: 35872049]
  • Xiaomin Chen, Shuxian Shao, Ruxing Yang, Mengya Gu, Pengjie Wang, Feng Zhao, Naixing Ye. Identification of Co-Expressed Genes Related to Theacrine Synthesis in Tea Flowers at Different Developmental Stages. International journal of molecular sciences. 2021 Dec; 22(24):. doi: 10.3390/ijms222413394. [PMID: 34948193]
  • Shu-Hua Ouyang, Yu-Jia Zhai, Yan-Ping Wu, Guo Xie, Guo-En Wang, Zhong-Fu Mao, Hui-Hua Hu, Xue-Hua Luo, Wan-Yang Sun, Lei Liang, Wen-Jun Duan, Hiroshi Kurihara, Yi-Fang Li, Rong-Rong He. Theacrine, a Potent Antidepressant Purine Alkaloid from a Special Chinese Tea, Promotes Adult Hippocampal Neurogenesis in Stressed Mice. Journal of agricultural and food chemistry. 2021 Jun; 69(25):7016-7027. doi: 10.1021/acs.jafc.1c01514. [PMID: 34060828]
  • Pei-Rong Lin, Ping-Chung Kuo, Yue-Chiun Li, Cian-Fen Jhuo, Wei-Li Hsu, Jason T C Tzen. Theacrine and strictinin, two major ingredients for the anti-influenza activity of Yunnan Kucha tea. Journal of ethnopharmacology. 2020 Nov; 262(?):113190. doi: 10.1016/j.jep.2020.113190. [PMID: 32730889]
  • Yan-Hong Wang, Goutam Mondal, Matthew Butawan, Richard J Bloomer, Charles R Yates. Development of a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for characterizing caffeine, methylliberine, and theacrine pharmacokinetics in humans. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Oct; 1155(?):122278. doi: 10.1016/j.jchromb.2020.122278. [PMID: 32829142]
  • Wen-Jun Duan, Lei Liang, Ming-Hai Pan, Dan-Hua Lu, Ting-Mei Wang, Shan-Bing Li, Han-Bing Zhong, Xuan-Jun Yang, Yan Cheng, Bo Liu, Wei-Xi Li, Hiroshi Kurihara, Wei Bi, Yi-Fang Li, Rong-Rong He. Theacrine, a purine alkaloid from kucha, protects against Parkinson's disease through SIRT3 activation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Oct; 77(?):153281. doi: 10.1016/j.phymed.2020.153281. [PMID: 32707370]
  • Ji-Qiang Jin, Chen-Kai Jiang, Ming-Zhe Yao, Liang Chen. Baiyacha, a wild tea plant naturally occurring high contents of theacrine and 3″-methyl-epigallocatechin gallate from Fujian, China. Scientific reports. 2020 06; 10(1):9715. doi: 10.1038/s41598-020-66808-x. [PMID: 32546720]
  • Songlin Wang, Jiedan Chen, Jianqiang Ma, Jiqiang Jin, Liang Chen, Mingzhe Yao. Novel insight into theacrine metabolism revealed by transcriptome analysis in bitter tea (Kucha, Camellia sinensis). Scientific reports. 2020 04; 10(1):6286. doi: 10.1038/s41598-020-62859-2. [PMID: 32286351]
  • Yue-Hong Zhang, Yi-Fang Li, Yongjin Wang, Li Tan, Zhi-Qin Cao, Chao Xie, Guo Xie, Hai-Biao Gong, Wan-Yang Sun, Shu-Hua Ouyang, Wen-Jun Duan, Xiaoyun Lu, Ke Ding, Hiroshi Kurihara, Dan Hu, Zhi-Min Zhang, Ikuro Abe, Rong-Rong He. Identification and characterization of N9-methyltransferase involved in converting caffeine into non-stimulatory theacrine in tea. Nature communications. 2020 03; 11(1):1473. doi: 10.1038/s41467-020-15324-7. [PMID: 32193380]
  • Guo-En Wang, Yi-Fang Li, Yu-Jia Zhai, Lian Gong, Jing-Yu Tian, Mo Hong, Nan Yao, Yan-Ping Wu, Hiroshi Kurihara, Rong-Rong He. Theacrine protects against nonalcoholic fatty liver disease by regulating acylcarnitine metabolism. Metabolism: clinical and experimental. 2018 08; 85(?):227-239. doi: 10.1016/j.metabol.2018.04.011. [PMID: 29727630]
  • Yi-Fang Li, Shu-Hua Ouyang, Yi-Qun Chang, Ting-Mei Wang, Wei-Xi Li, Hai-Yan Tian, Hong Cao, Hiroshi Kurihara, Rong-Rong He. A comparative analysis of chemical compositions in Camellia sinensis var. puanensis Kurihara, a novel Chinese tea, by HPLC and UFLC-Q-TOF-MS/MS. Food chemistry. 2017 Feb; 216(?):282-8. doi: 10.1016/j.foodchem.2016.08.017. [PMID: 27596421]
  • Lem Taylor, Petey Mumford, Mike Roberts, Sara Hayward, Jacy Mullins, Stacie Urbina, Colin Wilborn. Safety of TeaCrine®, a non-habituating, naturally-occurring purine alkaloid over eight weeks of continuous use. Journal of the International Society of Sports Nutrition. 2016; 13(?):2. doi: 10.1186/s12970-016-0113-3. [PMID: 26766930]
  • Daniel J Kuhman, Keanan J Joyner, Richard J Bloomer. Cognitive Performance and Mood Following Ingestion of a Theacrine-Containing Dietary Supplement, Caffeine, or Placebo by Young Men and Women. Nutrients. 2015 Nov; 7(11):9618-32. doi: 10.3390/nu7115484. [PMID: 26610558]
  • Shan-Bing Li, Yi-Fang Li, Zhong-Fu Mao, Hui-Hua Hu, Shu-Hua Ouyang, Yan-Ping Wu, Bun Tsoi, Pin Gong, Hiroshi Kurihara, Rong-Rong He. Differing chemical compositions of three teas may explain their different effects on acute blood pressure in spontaneously hypertensive rats. Journal of the science of food and agriculture. 2015 Apr; 95(6):1236-42. doi: 10.1002/jsfa.6811. [PMID: 25043720]
  • Wei-Xi Li, Yi-Fang Li, Yu-Jia Zhai, Wei-Min Chen, Hiroshi Kurihara, Rong-Rong He. Theacrine, a purine alkaloid obtained from Camellia assamica var. kucha, attenuates restraint stress-provoked liver damage in mice. Journal of agricultural and food chemistry. 2013 Jul; 61(26):6328-35. doi: 10.1021/jf400982c. [PMID: 23678853]
  • Wei-Ku Zhang, Jie-Kun Xu, Jie-Qing Hu, Su-Bo Wang, Ping Li, Kurihara Hiroshi, Xin-Sheng Yao, Bing-Hua Tang. [Determination of theacrine in rat plasma by RP-HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Mar; 38(5):753-6. doi: NULL. [PMID: 23724689]
  • Yuanyuan Wang, Xiaorong Yang, Xinqiang Zheng, Jing Li, Chuangxing Ye, Xiaohong Song. Theacrine, a purine alkaloid with anti-inflammatory and analgesic activities. Fitoterapia. 2010 Sep; 81(6):627-31. doi: 10.1016/j.fitote.2010.03.008. [PMID: 20227468]
  • Xin-Qiang Zheng, Chuang-Xing Ye, Misako Kato, Alan Crozier, Hiroshi Ashihara. Theacrine (1,3,7,9-tetramethyluric acid) synthesis in leaves of a Chinese tea, kucha (Camellia assamica var. kucha). Phytochemistry. 2002 May; 60(2):129-34. doi: 10.1016/s0031-9422(02)00086-9. [PMID: 12009315]
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