Indoxyl glucuronide (BioDeep_00000018388)

   

human metabolite Endogenous blood metabolite Toxin


代谢物信息卡片


(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid

化学式: C14H15NO7 (309.08484799999997)
中文名称: 3-吲哚基-beta-D-葡糖苷酸环己胺盐
谱图信息: 最多检出来源 Homo sapiens(blood) 5.77%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)OC3C(C(C(C(O3)C(=O)O)O)O)O
InChI: InChI=1S/C14H15NO7/c16-9-10(17)12(13(19)20)22-14(11(9)18)21-8-5-15-7-4-2-1-3-6(7)8/h1-5,9-12,14-18H,(H,19,20)/t9-,10-,11+,12-,14+/m0/s1

描述信息

Indoxyl glucuronide is a natural human metabolite of indoxyl generated in the liver by UDP-glucuronyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs, and other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. Indoxyl glucuronide has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
Inodxyl glucuronide is a natural human metabolite of Inodxyl generated in the liver by UDP glucuonyltransferase.

同义名列表

16 个代谢物同义名

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid; (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylate; 1H-indol-3-yl beta-D-Glucopyranosiduronic acid; 1H-Indol-3-yl β-D-glucopyranosiduronic acid; indol-3-yl beta-D-Glucosiduronic acid; indol-3-yl Β-D-glucosiduronic acid; 3-Indolyl-beta-D-glucuronide; Indoxyl beta-D-glucuronide; Indoxyl-beta-D-glucuronide; 3-Indolyl-β-D-glucuronide; Indoxyl β-D-glucuronide; Indolyl 3-glucuronide; Indoxyl-glucuronide; inodxyl glucuronide; Indoxyl glucuronide; Indoxylglucuronide



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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1 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

  • Jessica Gooding, Lei Cao, Courtney Whitaker, Jean-Marie Mwiza, Mizpha Fernander, Faihaa Ahmed, Zach Acuff, Susan McRitchie, Susan Sumner, Elimelda Moige Ongeri. Meprin β metalloproteases associated with differential metabolite profiles in the plasma and urine of mice with type 1 diabetes and diabetic nephropathy. BMC nephrology. 2019 04; 20(1):141. doi: 10.1186/s12882-019-1313-2. [PMID: 31023251]
  • Hirobumi Asai, Junya Hirata, Mie Watanabe-Akanuma. Indoxyl glucuronide, a protein-bound uremic toxin, inhibits hypoxia-inducible factor‒dependent erythropoietin expression through activation of aryl hydrocarbon receptor. Biochemical and biophysical research communications. 2018 10; 504(2):538-544. doi: 10.1016/j.bbrc.2018.09.018. [PMID: 30205954]
  • Kit Wun Kathy Cheung, Chia-Hsiang Hsueh, Ping Zhao, Timothy W Meyer, Lei Zhang, Shiew-Mei Huang, Kathleen M Giacomini. The Effect of Uremic Solutes on the Organic Cation Transporter 2. Journal of pharmaceutical sciences. 2017 09; 106(9):2551-2557. doi: 10.1016/j.xphs.2017.04.076. [PMID: 28483424]
  • Jessyca S Brito, Natália A Borges, Marta Esgalhado, D''Angelo C Magliano, Christophe O Soulage, Denise Mafra. Aryl Hydrocarbon Receptor Activation in Chronic Kidney Disease: Role of Uremic Toxins. Nephron. 2017; 137(1):1-7. doi: 10.1159/000476074. [PMID: 28490014]
  • Sumio Ohtsuki, Tazuru Kikkawa, Shinobu Mori, Satoko Hori, Hitomi Takanaga, Masaki Otagiri, Tetsuya Terasaki. Mouse reduced in osteosclerosis transporter functions as an organic anion transporter 3 and is localized at abluminal membrane of blood-brain barrier. The Journal of pharmacology and experimental therapeutics. 2004 Jun; 309(3):1273-81. doi: 10.1124/jpet.103.063370. [PMID: 14762099]
  • S Agatsuma, H Sekino, H Watanabe. Indoxyl-beta-D-glucuronide and 3-indoxyl sulfate in plasma of hemodialysis patients. Clinical nephrology. 1996 Apr; 45(4):250-6. doi: . [PMID: 8861801]
  • T Niwa, T Miyazaki, S Tsukushi, K Maeda, Y Tsubakihara, A Owada, T Shiigai. Accumulation of indoxyl-beta-D-glucuronide in uremic serum: suppression of its production by oral sorbent and efficient removal by hemodialysis. Nephron. 1996; 74(1):72-8. doi: 10.1159/000189284. [PMID: 8883023]
  • S Agatsuma, H Sekino, T Nagoshi, H Watanabe. Indoxyl-beta-D-glucuronide, the primary emitter of low-level chemiluminescence in plasma of hemodialysis patients. Clinical chemistry. 1994 Aug; 40(8):1580-6. doi: . [PMID: 8045001]
  • G J Delisle, A Ley. Rapid detection of Escherichia coli in urine samples by a new chromogenic beta-glucuronidase assay. Journal of clinical microbiology. 1989 Apr; 27(4):778-9. doi: 10.1128/jcm.27.4.778-779.1989. [PMID: 2656750]