taurodeoxycholic acid (BioDeep_00000405394)

Main id: BioDeep_00000003498

 

natural product PANOMIX_OTCML-2023 Bile acids


代谢物信息卡片


taurodeoxycholic acid

化学式: C26H45NO6S (499.29674300000005)
中文名称: 牛磺脱氧氯酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C
InChI: InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1

描述信息

D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics
D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
D013501 - Surface-Active Agents > D003902 - Detergents
A bile acid taurine conjugate of deoxycholic acid.
Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].
Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].

同义名列表

1 个代谢物同义名

taurodeoxycholic acid



数据库引用编号

22 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

  • Da-Xin Chen, Jian-Feng Chu, Shan Lin, Ling Zhang, Hong-Wei Chen, Zhi-Wei Sun, Jian-Feng Xu, Qiao-Yan Cai, Li-Li Wang, Jun Peng. Therapeutic Effects of Different Animal Bile Powders on Lipid Metabolism Disorders and Their Composition Analysis. Chinese journal of integrative medicine. 2022 Oct; 28(10):918-923. doi: 10.1007/s11655-021-3441-3. [PMID: 33609233]
  • Shouli Wang, Junliang Kuang, Hongwei Zhang, Wenlian Chen, Xiaojiao Zheng, Jieyi Wang, Fengjie Huang, Kun Ge, Mengci Li, Mingliang Zhao, Cynthia Rajani, Jinshui Zhu, Aihua Zhao, Wei Jia. Bile Acid-Microbiome Interaction Promotes Gastric Carcinogenesis. Advanced science (Weinheim, Baden-Wurttemberg, Germany). 2022 05; 9(16):e2200263. doi: 10.1002/advs.202200263. [PMID: 35285172]
  • Yue Li, Dongming Yan, Jingyi Jin, Bo Tan, Xi Chen, Bin Zou, Guochao Song, Fengyi Weng, Chenghai Liu, Furong Qiu. Clarify the potential cholestatic hepatotoxicity components from Chinese Herb Medicine and metabolism's role via hBSEP vesicles and S9/hBSEP vesicles. Toxicology in vitro : an international journal published in association with BIBRA. 2022 Apr; 80(?):105324. doi: 10.1016/j.tiv.2022.105324. [PMID: 35101544]
  • Suzhen Lei, Lu Liu, Linyu Ding, Yi Zhang, Hongliang Zeng. Lotus seed resistant starch affects the conversion of sodium taurocholate by regulating the intestinal microbiota. International journal of biological macromolecules. 2021 Sep; 186(?):227-236. doi: 10.1016/j.ijbiomac.2021.07.031. [PMID: 34245735]
  • Yanlin Tao, Fang Zheng, Donghong Cui, Fei Huang, Xiaojun Wu. A combination of three plasma bile acids as a putative biomarker for schizophrenia. Acta neuropsychiatrica. 2021 Feb; 33(1):51-54. doi: 10.1017/neu.2020.42. [PMID: 33222705]
  • Iván L Csanaky, Andrew J Lickteig, Youcai Zhang, Curtis D Klaassen. Effects of patent ductus venosus on bile acid homeostasis in aryl hydrocarbon receptor (AhR)-null mice. Toxicology and applied pharmacology. 2020 09; 403(?):115136. doi: 10.1016/j.taap.2020.115136. [PMID: 32679164]
  • Abir Ben Bacha, Ikram Jemel, Ramesa Shafi Bhat, Mona Awad Onizi. Inhibitory effects of various solvent extracts from Rhamnus frangula leaves on some inflammatory and metabolic enzymes. Cellular and molecular biology (Noisy-le-Grand, France). 2018 Oct; 64(13):55-62. doi: 10.14715/cmb/2018.64.13.11. [PMID: 30403596]
  • Takumi Kawaguchi, Dan Nakano, Tetsuharu Oriishi, Takuji Torimura. Effects of isomaltulose on insulin resistance and metabolites in patients with non‑alcoholic fatty liver disease: A metabolomic analysis. Molecular medicine reports. 2018 Aug; 18(2):2033-2042. doi: 10.3892/mmr.2018.9223. [PMID: 29956790]
  • Aline A Figueiredo, Ana P M Santana, Lucas A D Nicolau, Francisco J Batista-Lima, Deysi V T Wong, Larisse T Lucetti, Gabriela L P Batista, Natália A Caminha, Jand V R Medeiros, Durcilene A Silva, José R S A Leite, Armênio A Santos, Pedro M G Soares, Daniel Sifrim, Marcellus H L P Souza. Topical protection of mice laryngeal mucosa using the natural product cashew gum. The Laryngoscope. 2018 05; 128(5):1157-1162. doi: 10.1002/lary.26958. [PMID: 29076531]
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  • Monika Rau, Bruno Stieger, Maria J Monte, Johannes Schmitt, Daniel Jahn, Isabelle Frey-Wagner, Tina Raselli, Jose J G Marin, Beat Müllhaupt, Gerhard Rogler, Andreas Geier. Alterations in Enterohepatic Fgf15 Signaling and Changes in Bile Acid Composition Depend on Localization of Murine Intestinal Inflammation. Inflammatory bowel diseases. 2016 10; 22(10):2382-9. doi: 10.1097/mib.0000000000000879. [PMID: 27580383]
  • Amelia Torcello-Gómez, Cristina Fernández Fraguas, Mike J Ridout, Nicola C Woodward, Peter J Wilde, Timothy J Foster. Effect of substituent pattern and molecular weight of cellulose ethers on interactions with different bile salts. Food & function. 2015 Mar; 6(3):730-9. doi: 10.1039/c5fo00099h. [PMID: 25679293]
  • Liang Jin, Ben J Boyd, Paul J White, Michael W Pennington, Raymond S Norton, Joseph A Nicolazzo. Buccal mucosal delivery of a potent peptide leads to therapeutically-relevant plasma concentrations for the treatment of autoimmune diseases. Journal of controlled release : official journal of the Controlled Release Society. 2015 Feb; 199(?):37-44. doi: 10.1016/j.jconrel.2014.12.001. [PMID: 25482338]
  • 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]
  • 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]
  • Carlotta Pucci, Franco Tardani, Camillo La Mesa. Formation and properties of gels based on lipo-plexes. The journal of physical chemistry. B. 2014 Jun; 118(23):6107-16. doi: 10.1021/jp5023086. [PMID: 24836923]
  • Adnan Adil Hismiogullari, Sahver Ege Hismiogullari, Khalid Rahman. Isolation and biochemical analysis of vesicles from taurohyodeoxycholic acid-infused isolated perfused rat livers. World journal of gastroenterology. 2013 Oct; 19(37):6228-36. doi: 10.3748/wjg.v19.i37.6228. [PMID: 24115821]
  • Stefanie Mühlfeld, Olga Domanova, Thomas Berlage, Claudia Stross, Angelika Helmer, Verena Keitel, Dieter Häussinger, Ralf Kubitz. Short-term feedback regulation of bile salt uptake by bile salts in rodent liver. Hepatology (Baltimore, Md.). 2012 Dec; 56(6):2387-97. doi: 10.1002/hep.25955. [PMID: 22806967]
  • Hye Kyung Lee, Kyoung Hwa Lee, Eui-Sic Cho. Bile Acid Inhibition of N-type Calcium Channel Currents from Sympathetic Ganglion Neurons. The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology. 2012 Feb; 16(1):25-30. doi: 10.4196/kjpp.2012.16.1.25. [PMID: 22416216]
  • 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]
  • Barbara Renga, Andrea Mencarelli, Claudio D'Amore, Sabrina Cipriani, Maria Valeria D'Auria, Valentina Sepe, Maria Giovanna Chini, Maria Chiara Monti, Giuseppe Bifulco, Angela Zampella, Stefano Fiorucci. Discovery that theonellasterol a marine sponge sterol is a highly selective FXR antagonist that protects against liver injury in cholestasis. PloS one. 2012; 7(1):e30443. doi: 10.1371/journal.pone.0030443. [PMID: 22291955]
  • Renate Schreiber, Ulrike Taschler, Karina Preiss-Landl, Nuttaporn Wongsiriroj, Robert Zimmermann, Achim Lass. Retinyl ester hydrolases and their roles in vitamin A homeostasis. Biochimica et biophysica acta. 2012 Jan; 1821(1):113-23. doi: 10.1016/j.bbalip.2011.05.001. [PMID: 21586336]
  • 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]
  • Youcai Zhang, Pallavi B Limaye, Lois D Lehman-McKeeman, Curtis D Klaassen. Dysfunction of organic anion transporting polypeptide 1a1 alters intestinal bacteria and bile acid metabolism in mice. PloS one. 2012; 7(4):e34522. doi: 10.1371/journal.pone.0034522. [PMID: 22496825]
  • 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]
  • Jiao He, Jinru Liang, Sha Zhu, Wenna Zhao, Yongmin Zhang, Wenji Sun. Protective effect of taurohyodeoxycholic acid from Pulvis Fellis Suis on trinitrobenzene sulfonic acid induced ulcerative colitis in mice. European journal of pharmacology. 2011 Nov; 670(1):229-35. doi: 10.1016/j.ejphar.2011.08.036. [PMID: 21925164]
  • Jessica L Reiner, Karen W Phinney, Jennifer M Keller. Determination of perfluorinated compounds in human plasma and serum Standard Reference Materials using independent analytical methods. Analytical and bioanalytical chemistry. 2011 Nov; 401(9):2899-907. doi: 10.1007/s00216-011-5380-x. [PMID: 21912833]
  • S Adisakwattana, B Chanathong. Alpha-glucosidase inhibitory activity and lipid-lowering mechanisms of Moringa oleifera leaf extract. European review for medical and pharmacological sciences. 2011 Jul; 15(7):803-8. doi: . [PMID: 21780550]
  • 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]
  • Slim Abdelkafi, Nathalie Barouh, Benjamin Fouquet, Imen Fendri, Michel Pina, Frantz Scheirlinckx, Pierre Villeneuve, Frédéric Carrière. Carica papaya lipase: a naturally immobilized enzyme with interesting biochemical properties. Plant foods for human nutrition (Dordrecht, Netherlands). 2011 Mar; 66(1):34-40. doi: 10.1007/s11130-010-0206-0. [PMID: 21267783]
  • Darren R Dunphy, Fred L Garcia, Zhang Jiang, Joseph Strzalka, Jin Wang, C Jeffrey Brinker. X-ray characterization of self-assembled long-chain phosphatidylcholine/bile salt/silica mesostructured films with nanoscale homogeneity. Chemical communications (Cambridge, England). 2011 Feb; 47(6):1806-8. doi: 10.1039/c0cc03919e. [PMID: 21135947]
  • Ying Xu, Chong-Chong Chen, Li Yang, Jun-Ming Wang, Li-Li Ji, Zheng-Tao Wang, Zhi-Bi Hu. [Evaluation on hepatotoxicity caused by Dioscorea bulbifera based on analysis of bile acids]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Jan; 46(1):39-44. doi: . [PMID: 21465807]
  • Hai-Tao Jin, Teemu Lämsä, Panu H Nordback, Mervi T Hyvönen, Nikolay Grigorenko, Alex R Khomutov, Isto Nordback, Sari Räty, Ilkka Pörsti, Leena Alhonen, Juhani Sand. Association between remote organ injury and tissue polyamine homeostasis in acute experimental pancreatitis - treatment with a polyamine analogue bismethylspermine. Pharmacological reports : PR. 2011; 63(4):999-1008. doi: 10.1016/s1734-1140(11)70616-8. [PMID: 22001988]
  • 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]
  • Inmaculada Lopez-Font, Sabrina Gea-Sorlí, Enrique de-Madaria, Luis M Gutiérrez, Miguel Pérez-Mateo, Daniel Closa. Pancreatic and pulmonary mast cells activation during experimental acute pancreatitis. World journal of gastroenterology. 2010 Jul; 16(27):3411-7. doi: 10.3748/wjg.v16.i27.3411. [PMID: 20632444]
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  • Im-Sook Song, Min-Koo Choi, Qing-Ri Jin, Won-Sik Shim, Chang-Koo Shim. Increased affinity to canalicular P-gp via formation of lipophilic ion-pair complexes with endogenous bile salts is associated with mw threshold in hepatobiliary excretion of quaternary ammonium compounds. Pharmaceutical research. 2010 May; 27(5):823-31. doi: 10.1007/s11095-010-0075-0. [PMID: 20221674]
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