Phenylglucuronide (BioDeep_00000023627)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,3S,4S,5R)-3,4,5-trihydroxy-6-phenoxyoxane-2-carboxylic acid

化学式: C12H14O7 (270.0739494)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 20%

分子结构信息

SMILES: C1=CC=C(C=C1)OC2C(C(C(C(O2)C(=O)O)O)O)O
InChI: InChI=1S/C12H14O7/c13-7-8(14)10(11(16)17)19-12(9(7)15)18-6-4-2-1-3-5-6/h1-5,7-10,12-15H,(H,16,17)/t7-,8-,9+,10-,12?/m0/s1

描述信息

This compound belongs to the family of Glucuronides. These are compounds comprising the glucuronic acid linked to another substance via a glycosidic bond

同义名列表

4 个代谢物同义名

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-phenoxyoxane-2-carboxylic acid; (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-phenoxyoxane-2-carboxylate; Phenyl b-D-glucuronide; Phenylglucuronide



数据库引用编号

5 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)

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

  • Marije Strikwold, Bert Spenkelink, Ruud A Woutersen, Ivonne M C M Rietjens, Ans Punt. Development of a Combined In Vitro Physiologically Based Kinetic (PBK) and Monte Carlo Modelling Approach to Predict Interindividual Human Variation in Phenol-Induced Developmental Toxicity. Toxicological sciences : an official journal of the Society of Toxicology. 2017 06; 157(2):365-376. doi: 10.1093/toxsci/kfx054. [PMID: 28498972]
  • Yoshiharu Itoh, Atsuko Ezawa, Kaori Kikuchi, Yoshinari Tsuruta, Toshimitsu Niwa. Protein-bound uremic toxins in hemodialysis patients measured by liquid chromatography/tandem mass spectrometry and their effects on endothelial ROS production. Analytical and bioanalytical chemistry. 2012 Jun; 403(7):1841-50. doi: 10.1007/s00216-012-5929-3. [PMID: 22447217]
  • Jolanta Kamińnska, Joanna Sobiak, Maciej Głyda, Grażyna Duda, Małgorzata Nogala-Kałucka, Aleksander Siger, Maria Chrzanowska. Effect of clinical condition and mycophenolate mofetil on plasma retinol, α-tocopherol and β-carotene in renal transplant recipients. Archives of medical science : AMS. 2012 May; 8(2):256-62. doi: 10.5114/aoms.2012.28553. [PMID: 22661998]
  • Jolanta Kamińska, Maciej Głyda, Joanna Sobiak, Maria Chrzanowska. Pharmacokinetics of mycophenolic acid and its phenyl glucuronide metabolite in kidney transplant recipients with renal impairment. Archives of medical science : AMS. 2012 Feb; 8(1):88-96. doi: 10.5114/aoms.2012.27287. [PMID: 22457681]
  • Jolanta Kamińska, Joanna Sobiak, Joanna Maria Suliburska, Grażyna Duda, Maciej Głyda, Zbigniew Krejpcio, Maria Chrzanowska. Effect of mycophenolate mofetil on plasma bioelements in renal transplant recipients. Biological trace element research. 2012 Feb; 145(2):136-43. doi: 10.1007/s12011-011-9178-7. [PMID: 21870152]
  • Miroslav Dostalek, Michael H Court, Suwagmani Hazarika, Fatemeh Akhlaghi. Diabetes mellitus reduces activity of human UDP-glucuronosyltransferase 2B7 in liver and kidney leading to decreased formation of mycophenolic acid acyl-glucuronide metabolite. Drug metabolism and disposition: the biological fate of chemicals. 2011 Mar; 39(3):448-55. doi: 10.1124/dmd.110.036608. [PMID: 21123165]
  • Katja Heinig, Franz Bucheli, Roswitha Hartenbach, Almudena Gajate-Perez. Determination of mycophenolic acid and its phenyl glucuronide in human plasma, ultrafiltrate, blood, DBS and dried plasma spots. Bioanalysis. 2010 Aug; 2(8):1423-35. doi: 10.4155/bio.10.99. [PMID: 21083343]
  • Ana Cecilia A X De-Oliveira, Renato S Carvalho, Flavio H M Paixão, Hellen S Tavares, Luciana S Gueiros, Carolina M Siqueira, Francisco J R Paumgartten. Up- and down-modulation of liver cytochrome P450 activities and associated events in two murine malaria models. Malaria journal. 2010 Mar; 9(?):81. doi: 10.1186/1475-2875-9-81. [PMID: 20307316]
  • Yasuaki Mino, Takafumi Naito, Atsushi Otsuka, Tomomi Ushiyama, Seiichiro Ozono, Yoshiyuki Kagawa, Junichi Kawakami. Cyclosporine concentration-dependent increase in concentration ratio of mycophenolic acid acyl and phenol glucuronides to mycophenolic acid in stable kidney transplant recipients. Clinical biochemistry. 2009 May; 42(7-8):595-601. doi: 10.1016/j.clinbiochem.2008.11.013. [PMID: 19100248]
  • Flora Tshinanu Musuamba, Vincent Di Fazio, Roger Vanbinst, Pierre Wallemacq. A fast ultra-performance liquid chromatography method for simultaneous quantification of mycophenolic acid and its phenol- and acyl-glucuronides in human plasma. Therapeutic drug monitoring. 2009 Feb; 31(1):110-5. doi: 10.1097/ftd.0b013e318191897d. [PMID: 19057465]
  • Kaname Ohyama, Naoyuki Kinoshita, Naoya Kishikawa, Naotaka Kuroda. A simple and rapid CZE method for the analysis of mycophenolic acid and its phenol glucuronide metabolite in human serum. Electrophoresis. 2008 Sep; 29(17):3658-64. doi: 10.1002/elps.200700952. [PMID: 18803180]
  • John W Nichols, Alex D Hoffman, Patrick N Fitzsimmons, Gregory J Lien, Correne T Jenson. Use of online microdialysis sampling to determine the in vivo rate of phenol glucuronidation in rainbow trout. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1406-13. doi: 10.1124/dmd.107.020123. [PMID: 18420782]
  • Kaname Ohyama, Naoya Kishikawa, Hiroo Nakagawa, Naotaka Kuroda, Masaharu Nishikido, Mugen Teshima, Hideto To, Takashi Kitahara, Hitoshi Sasaki. Simultaneous determination of mycophenolic acid and its acyl and phenol glucuronide metabolites in human serum by capillary zone electrophoresis. Journal of pharmaceutical and biomedical analysis. 2008 May; 47(1):201-6. doi: 10.1016/j.jpba.2007.12.028. [PMID: 18262745]
  • John W Nichols, Alex D Hoffman, Patrick N Fitzsimmons, Gregory J Lien. Quantification of phenol, phenyl glucuronide, and phenyl sulfate in blood of unanesthetized rainbow trout by online microdialysis sampling. Toxicology mechanisms and methods. 2008; 18(5):405-12. doi: 10.1080/15376510701511935. [PMID: 20020864]
  • E M Lenz, R A D'Souza, A C Jordan, C D King, S M Smith, P J Phillips, A D McCormick, D W Roberts. HPLC-NMR with severe column overloading: fast-track metabolite identification in urine and bile samples from rat and dog treated with [14C]-ZD6126. Journal of pharmaceutical and biomedical analysis. 2007 Feb; 43(3):1065-77. doi: 10.1016/j.jpba.2006.09.010. [PMID: 17030109]
  • Gunnar Brandhorst, Frank Streit, Sandra Goetze, Michael Oellerich, Victor William Armstrong. Quantification by liquid chromatography tandem mass spectrometry of mycophenolic acid and its phenol and acyl glucuronide metabolites. Clinical chemistry. 2006 Oct; 52(10):1962-4. doi: 10.1373/clinchem.2006.074336. [PMID: 16931568]
  • Chirag G Patel, Fatemeh Akhlaghi. High-performance liquid chromatography method for the determination of mycophenolic acid and its acyl and phenol glucuronide metabolites in human plasma. Therapeutic drug monitoring. 2006 Feb; 28(1):116-22. doi: 10.1097/01.ftd.0000177664.96726.56. [PMID: 16418705]
  • Antonella Aresta, Francesco Palmisano, Carlo G Zambonin, Paolo Schena, Giuseppe Grandaliano. Simultaneous determination of free mycophenolic acid and its glucuronide in serum of patients under mycophenolate mophetil therapy by ion-pair reversed-phase liquid chromatography with diode array UV detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Oct; 810(2):197-202. doi: 10.1016/j.jchromb.2004.07.032. [PMID: 15380715]
  • Kenneth W Turteltaub, Chitra Mani. Benzene metabolism in rodents at doses relevant to human exposure from urban air. Research report (Health Effects Institute). 2003 Feb; ?(113):1-26; discussion 27. doi: . [PMID: 12675491]
  • Johan Rosenburg. Clinical-pharmacokinetic aspects of prolonged effect duration as illustrated by beta2-agonists. European journal of clinical pharmacology. 2002 Jul; 58(4):S1-21. doi: 10.1007/s00228-002-0428-7. [PMID: 12214578]
  • M M Iba, A Ghosal, R Snyder. Comparative metabolism of [14C]benzene to excretable products and bioactivation to DNA-binding derivatives in maternal and neonatal mice. Archives of toxicology. 2001 Dec; 75(10):574-82. doi: 10.1007/s00204-001-0290-x. [PMID: 11808917]
  • K Wiwattanawongsa, E L Heinzen, D C Kemp, R E Dupuis, P C Smith. Determination of mycophenolic acid and its phenol glucuronide metabolite in human plasma and urine by high-performance liquid chromatography. Journal of chromatography. B, Biomedical sciences and applications. 2001 Nov; 763(1-2):35-45. doi: 10.1016/s0378-4347(01)00354-1. [PMID: 11710581]
  • M F Hughes, L L Hall. Disposition of phenol in rat after oral, dermal, intravenous, and intratracheal administration. Xenobiotica; the fate of foreign compounds in biological systems. 1995 Aug; 25(8):873-83. doi: 10.3109/00498259509061900. [PMID: 8779227]
  • J M McKim, J M McKim, S Naumann, D E Hammermeister, A D Hoffman, C D Klaassen. In vivo microdialysis sampling of phenol and phenyl glucuronide in the blood of unanesthetized rainbow trout: implications for toxicokinetic studies. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1993 Feb; 20(2):190-8. doi: 10.1006/faat.1993.1026. [PMID: 8449391]
  • R M Kaffenberger, M J Doyle. Determination of menthol and menthol glucuronide in human urine by gas chromatography using an enzyme-sensitive internal standard and flame ionization detection. Journal of chromatography. 1990 Apr; 527(1):59-66. doi: 10.1016/s0378-4347(00)82083-6. [PMID: 2365793]
  • W M Pierce, D E Nerland. Qualitative and quantitative analyses of phenol, phenylglucuronide, and phenylsulfate in urine and plasma by gas chromatography/mass spectrometry. Journal of analytical toxicology. 1988 Nov; 12(6):344-7. doi: 10.1093/jat/12.6.344. [PMID: 3244274]
  • J P Buchet. Determination of phenol and its glucurono- and sulfoconjugates in urine by gas chromatography. IARC scientific publications. 1988; ?(85):281-6. doi: NULL. [PMID: 3182050]
  • M Ogata, Y Yamasaki, T Kawai. Significance of urinary phenyl sulfate and phenyl glucuronide as indices of exposure to phenol. International archives of occupational and environmental health. 1986; 58(3):197-202. doi: 10.1007/bf00432101. [PMID: 3770959]
  • C W Filer, M J Humphrey, D J Jeffery, K H Jones, P F Langley. The metabolism of carfecillin in rat, dog and man. Xenobiotica; the fate of foreign compounds in biological systems. 1980 Oct; 10(10):761-9. doi: 10.3109/00498258009033804. [PMID: 6256982]
  • D V PARKE, R T WILLIAMS. Studies in detoxication. 37. Metabolism of benzene: examination of the glucuronide fraction of rabbit urine after administration of benzene; isolation of phenylglucuronide. The Biochemical journal. 1951 May; 48(5):621-4. doi: 10.1042/bj0480621. [PMID: 14838913]