Glycodeoxycholate (BioDeep_00000606592)

Main id: BioDeep_00000001651

 

PANOMIX_OTCML-2023 Bile acids


代谢物信息卡片


N-(3alpha,12alpha-dihydroxy-5beta-cholan-24-oyl)glycine

化学式: C26H43NO5 (449.31410680000005)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C[C@@H](O)C[C@@]2([H])CC[C@]3([H])[C@@]([H])([C@]21C)C[C@H](O)[C@]1(C)[C@]([C@H](C)CCC(=O)NCC(=O)O)([H])CC[C@]13[H]
InChI: InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-/m1/s1

描述信息

D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
D013501 - Surface-Active Agents > D003902 - Detergents
A bile acid glycine conjugate of deoxycholic acid.
Glycodeoxycholic Acid is an endogenous metabolite.
Glycodeoxycholic Acid is an endogenous metabolite.

同义名列表

8 个代谢物同义名

N-(3alpha,12alpha-dihydroxy-5beta-cholan-24-oyl)glycine; 3alpha,12alpha-Dihydroxy-5beta-cholan-24-oylglycine; deoxycholic acid glycine conjugate; glycodesoxycholic acid; Glycodeoxycholic acid; deoxycholylglycine; Glycodeoxycholate; ST 24:1;O4;G



数据库引用编号

14 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

  • Cuitong Wang, Bin Cheng, Wei Wei, Lanlan Gui, Wushuang Zeng, Yutong Wang, Yixuan Wang, Qi Chen, Liang Xu, Jia Miao, Ke Lan. Comparison of 1Beta- and 5Beta-hydroxylation of Deoxycholate and Glycodeoxycholate as In Vitro Index Reactions for Cytochrome P450 3A Activities. Drug metabolism and disposition: the biological fate of chemicals. 2024 Jan; 52(2):126-134. doi: 10.1124/dmd.123.001513. [PMID: 38050044]
  • Achmad Fauzi, Suhendro, Marcellus Simadibrata, Abdul Azis Rani, Dondin Sajuthi, Permanawati, Rosvitha Amanda, Dadang Makmun. Role of glycodeoxycholic acid to induce acute pancreatitis in Macaca nemestrina. Journal of medical primatology. 2022 06; 51(3):134-142. doi: 10.1111/jmp.12577. [PMID: 35306662]
  • Sławomira Drzymała-Czyż, Krzysztof Dziedzic, Artur Szwengiel, Patrycja Krzyżanowska-Jankowska, Jan K Nowak, Agata Nowicka, Raisa Aringazina, Sylwia Drzymała, Nataliya Kashirskaya, Jarosław Walkowiak. Serum bile acids in cystic fibrosis patients - glycodeoxycholic acid as a potential marker of liver disease. Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver. 2022 Jan; 54(1):111-117. doi: 10.1016/j.dld.2021.06.034. [PMID: 34305015]
  • Phylyne van Rijs, Vincenzo Fogliano. Roasting carob flour decreases the capacity to bind glycoconjugates of bile acids. Food & function. 2020 Jul; 11(7):5924-5932. doi: 10.1039/d0fo01158d. [PMID: 32638775]
  • S Ahlin, C Cefalo, I Bondia-Pons, E Capristo, L Marini, A Gastaldelli, G Mingrone, J J Nolan. Bile acid changes after metabolic surgery are linked to improvement in insulin sensitivity. The British journal of surgery. 2019 08; 106(9):1178-1186. doi: 10.1002/bjs.11208. [PMID: 31216062]
  • Brian Rago, Brendan Tierney, A David Rodrigues, Christopher L Holliman, Ragu Ramanathan. A multiplex HRMS assay for quantifying selected human plasma bile acids as candidate OATP biomarkers. Bioanalysis. 2018 May; 10(9):645-657. doi: 10.4155/bio-2017-0274. [PMID: 29749252]
  • Cheng-Shi Wang, Shou-Hou Liu, Jin Peng, Chen Tang, Wei-Guo Zhu. Bile acids cycle disruption in patients with nasopharyngeal carcinoma promotes the elevation of interleukin-10 secretion. African health sciences. 2015 Dec; 15(4):1200-3. doi: 10.4314/ahs.v15i4.19. [PMID: 26958021]
  • Suzy A A Comhair, Jonathan McDunn, Carole Bennett, Jade Fettig, Serpil C Erzurum, Satish C Kalhan. Metabolomic Endotype of Asthma. Journal of immunology (Baltimore, Md. : 1950). 2015 Jul; 195(2):643-50. doi: 10.4049/jimmunol.1500736. [PMID: 26048149]
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  • Laura James, Ke Yan, Lisa Pence, Pippa Simpson, Sudeepa Bhattacharyya, Pritmohinder Gill, Lynda Letzig, Gregory Kearns, Richard Beger. Comparison of Bile Acids and Acetaminophen Protein Adducts in Children and Adolescents with Acetaminophen Toxicity. PloS one. 2015; 10(7):e0131010. doi: 10.1371/journal.pone.0131010. [PMID: 26208104]
  • Benjamin L Woolbright, Mitchell R McGill, Vincent S Staggs, Robert D Winefield, Parviz Gholami, Mojtaba Olyaee, Matthew R Sharpe, Steven C Curry, William M Lee, Hartmut Jaeschke. Glycodeoxycholic acid levels as prognostic biomarker in acetaminophen-induced acute liver failure patients. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Dec; 142(2):436-44. doi: 10.1093/toxsci/kfu195. [PMID: 25239633]
  • Xingguo Cheng, Youcai Zhang, Curtis D Klaassen. Decreased bile-acid synthesis in livers of hepatocyte-conditional NADPH-cytochrome P450 reductase-null mice results in increased bile acids in serum. The Journal of pharmacology and experimental therapeutics. 2014 Oct; 351(1):105-13. doi: 10.1124/jpet.114.216796. [PMID: 25034404]
  • Quan Shang, Grace L Guo, Akira Honda, Daniel Shi, Monica Saumoy, Gerald Salen, Guorong Xu. Bile acid flux through portal but not peripheral veins inhibits CYP7A1 expression without involvement of ileal FGF19 in rabbits. American journal of physiology. Gastrointestinal and liver physiology. 2014 Aug; 307(4):G479-86. doi: 10.1152/ajpgi.00062.2014. [PMID: 24994853]
  • Li-Na Yang, Jing Wen, Yi Sun, Jia-Jia Liang, Wei-Hua Zheng, Li-Li Zhang, Yu-Jie Zhou, Zhi-Li Xiong. [Metabonomic study on the anti-liver injury effect of Si-Ni-San on rats by using UPLC-MS/MS]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Mar; 49(3):368-73. doi: NULL. [PMID: 24961109]
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  • Arif Burak Cekic, Etem Alhan, Arif Usta, Serdar Türkyılmaz, Birgül Vanizor Kural, Cengiz Erçin. Effects of clotrimazol on the acute necrotizing pancreatitis in rats. Inflammation. 2013 Dec; 36(6):1576-83. doi: 10.1007/s10753-013-9702-3. [PMID: 23892997]
  • Habtom W Ressom, Jun Feng Xiao, Leepika Tuli, Rency S Varghese, Bin Zhou, Tsung-Heng Tsai, Mohammad R Nezami Ranjbar, Yi Zhao, Jinlian Wang, Cristina Di Poto, Amrita K Cheema, Mahlet G Tadesse, Radoslav Goldman, Kirti Shetty. Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis. Analytica chimica acta. 2012 Sep; 743(?):90-100. doi: 10.1016/j.aca.2012.07.013. [PMID: 22882828]
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  • Elaine Studer, Xiqiao Zhou, Renping Zhao, Yun Wang, Kazuaki Takabe, Masayuki Nagahashi, William M Pandak, Paul Dent, Sarah Spiegel, Ruihua Shi, Weiren Xu, Xuyuan Liu, Pat Bohdan, Luyong Zhang, Huiping Zhou, Phillip B Hylemon. Conjugated bile acids activate the sphingosine-1-phosphate receptor 2 in primary rodent hepatocytes. Hepatology (Baltimore, Md.). 2012 Jan; 55(1):267-76. doi: 10.1002/hep.24681. [PMID: 21932398]
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  • Manoj Kumar, Ravinder Nagpal, Rajesh Kumar, R Hemalatha, Vinod Verma, Ashok Kumar, Chaitali Chakraborty, Birbal Singh, Francesco Marotta, Shalini Jain, Hariom Yadav. Cholesterol-lowering probiotics as potential biotherapeutics for metabolic diseases. Experimental diabetes research. 2012; 2012(?):902917. doi: 10.1155/2012/902917. [PMID: 22611376]
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  • Youcai Zhang, Iván L Csanaky, Lois D Lehman-McKeeman, Curtis D Klaassen. Loss of organic anion transporting polypeptide 1a1 increases deoxycholic acid absorption in mice by increasing intestinal permeability. Toxicological sciences : an official journal of the Society of Toxicology. 2011 Dec; 124(2):251-60. doi: 10.1093/toxsci/kfr236. [PMID: 21914718]
  • Xiaoqiang Xiang, Juha Vakkilainen, Janne T Backman, Pertti J Neuvonen, Mikko Niemi. No significant effect of the SLCO1B1 polymorphism on the pharmacokinetics of ursodeoxycholic acid. European journal of clinical pharmacology. 2011 Nov; 67(11):1159-67. doi: 10.1007/s00228-011-1070-z. [PMID: 21655991]
  • Andrew D Patterson, Olivier Maurhofer, Diren Beyoglu, Christian Lanz, Kristopher W Krausz, Thomas Pabst, Frank J Gonzalez, Jean-François Dufour, Jeffrey R Idle. Aberrant lipid metabolism in hepatocellular carcinoma revealed by plasma metabolomics and lipid profiling. Cancer research. 2011 Nov; 71(21):6590-600. doi: 10.1158/0008-5472.can-11-0885. [PMID: 21900402]
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  • Sathaporn Ngamukote, Kittana Mäkynen, Thavaree Thilawech, Sirichai Adisakwattana. Cholesterol-lowering activity of the major polyphenols in grape seed. Molecules (Basel, Switzerland). 2011 Jun; 16(6):5054-61. doi: 10.3390/molecules16065054. [PMID: 21694670]
  • Rima Kaddurah-Daouk, Rebecca A Baillie, Hongjie Zhu, Zhao-Bang Zeng, Michelle M Wiest, Uyen Thao Nguyen, Katie Wojnoonski, Steven M Watkins, Miles Trupp, Ronald M Krauss. Enteric microbiome metabolites correlate with response to simvastatin treatment. PloS one. 2011; 6(10):e25482. doi: 10.1371/journal.pone.0025482. [PMID: 22022402]
  • Jocelyn Trottier, Andrzej Białek, Patrick Caron, Robert J Straka, Piotr Milkiewicz, Olivier Barbier. Profiling circulating and urinary bile acids in patients with biliary obstruction before and after biliary stenting. PloS one. 2011; 6(7):e22094. doi: 10.1371/journal.pone.0022094. [PMID: 21760958]
  • Thilo Hackert, Stefan Tudor, Klaus Felix, Dmitry Dovshanskiy, Werner Hartwig, Wolfgang A Simon, Jens Werner. Effects of pantoprazole in experimental acute pancreatitis. Life sciences. 2010 Oct; 87(17-18):551-7. doi: 10.1016/j.lfs.2010.09.008. [PMID: 20851132]
  • Lay-Gaik Ooi, Min-Tze Liong. Cholesterol-lowering effects of probiotics and prebiotics: a review of in vivo and in vitro findings. International journal of molecular sciences. 2010 Jun; 11(6):2499-522. doi: 10.3390/ijms11062499. [PMID: 20640165]
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  • Melike Karen, Osman Yuksel, Nalan Akyürek, Ebru Ofluoğlu, Kayhan Cağlar, Tevfik T Sahin, Hatice Paşaoğlu, Leyla Memiş, Nusret Akyürek, Hasan Bostanci. Probiotic agent Saccharomyces boulardii reduces the incidence of lung injury in acute necrotizing pancreatitis induced rats. The Journal of surgical research. 2010 May; 160(1):139-44. doi: 10.1016/j.jss.2009.02.008. [PMID: 19375719]
  • Xinjie Zhao, Andreas Peter, Jens Fritsche, Michaela Elcnerova, Andreas Fritsche, Hans-Ulrich Häring, Erwin D Schleicher, Guowang Xu, Rainer Lehmann. Changes of the plasma metabolome during an oral glucose tolerance test: is there more than glucose to look at?. American journal of physiology. Endocrinology and metabolism. 2009 Feb; 296(2):E384-93. doi: 10.1152/ajpendo.90748.2008. [PMID: 19066319]
  • Oliver Mann, Wolf-Jonas Tiefenbacher, Jussuf Kaifi, Claus Schneider, Dirk Kluth, Christian Bloechle, Emre Yekebas, Jakob R Izbicki, Tim Strate. Effect of platelet-activating factor antagonist WEB 2086 on microcirculatory disorders in acute experimental pancreatitis of graded severity. Pancreas. 2009 Jan; 38(1):58-64. doi: 10.1097/mpa.0b013e3181841845. [PMID: 18695628]
  • Femke Lutgendorff, Rian M Nijmeijer, Per A Sandström, Lena M Trulsson, Karl-Eric Magnusson, Harro M Timmerman, L Paul van Minnen, Ger T Rijkers, Hein G Gooszen, Louis M A Akkermans, Johan D Söderholm. Probiotics prevent intestinal barrier dysfunction in acute pancreatitis in rats via induction of ileal mucosal glutathione biosynthesis. PloS one. 2009; 4(2):e4512. doi: 10.1371/journal.pone.0004512. [PMID: 19223985]
  • Maria Vertzoni, Helen Archontaki, Christos Reppas. Determination of intralumenal individual bile acids by HPLC with charged aerosol detection. Journal of lipid research. 2008 Dec; 49(12):2690-5. doi: 10.1194/jlr.d800039-jlr200. [PMID: 18693215]
  • Femke Lutgendorff, Lena M Trulsson, L Paul van Minnen, Ger T Rijkers, Harro M Timmerman, Lennart E Franzén, Hein G Gooszen, Louis M A Akkermans, Johan D Söderholm, Per A Sandström. Probiotics enhance pancreatic glutathione biosynthesis and reduce oxidative stress in experimental acute pancreatitis. American journal of physiology. Gastrointestinal and liver physiology. 2008 Nov; 295(5):G1111-21. doi: 10.1152/ajpgi.00603.2007. [PMID: 18832452]
  • Serdar Turkyilmaz, Etem Alhan, Cengiz Ercin, Birgul Kural Vanizor, Nese Kaklikkaya, Burhan Ates, Selim Erdogan, Serdar Topaloglu. Effects of caffeic acid phenethyl ester on pancreatitis in rats. The Journal of surgical research. 2008 Mar; 145(1):19-24. doi: 10.1016/j.jss.2007.04.019. [PMID: 18028950]
  • Serdar Turkyilmaz, Etem Alhan, Cengiz Ercin, Birgul Kural Vanizor. Effects of enalaprilat on acute necrotizing pancreatitis in rats. Inflammation. 2007 Dec; 30(6):205-12. doi: 10.1007/s10753-007-9038-y. [PMID: 17653597]
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