Lithocholyltaurine (BioDeep_00000419332)
natural product
代谢物信息卡片
Lithocholyltaurine
化学式: C26H45NO5S (483.30182800000006)
中文名称:
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(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI: InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,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
同义名列表
1 个代谢物同义名
相关代谢途径
Reactome(0)
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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)
0 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
- Siyu Wu, Lorenzo Romero-Ramírez, Jörg Mey. Taurolithocholic acid but not tauroursodeoxycholic acid rescues phagocytosis activity of bone marrow-derived macrophages under inflammatory stress.
Journal of cellular physiology.
2022 02; 237(2):1455-1470. doi:
10.1002/jcp.30619. [PMID: 34705285] - Francesca De Faveri, Michael Chvanov, Svetlana Voronina, Danielle Moore, Liam Pollock, Lee Haynes, Muhammad Awais, Alison J Beckett, Ulrike Mayer, Robert Sutton, David N Criddle, Ian A Prior, Tom Wileman, Alexei V Tepikin. LAP-like non-canonical autophagy and evolution of endocytic vacuoles in pancreatic acinar cells.
Autophagy.
2020 07; 16(7):1314-1331. doi:
10.1080/15548627.2019.1679514. [PMID: 31651224] - Fengfeng Mao, Teng Liu, Xinfeng Hou, Hanqing Zhao, Wenhui He, Cong Li, Zhiyi Jing, Jianhua Sui, Fengchao Wang, Xiaohui Liu, Jun Han, Christoph H Borchers, Jian-She Wang, Wenhui Li. Increased sulfation of bile acids in mice and human subjects with sodium taurocholate cotransporting polypeptide deficiency.
The Journal of biological chemistry.
2019 08; 294(31):11853-11862. doi:
10.1074/jbc.ra118.007179. [PMID: 31201272] - Issey Takehara, Nobuaki Watanabe, Daiki Mori, Osamu Ando, Hiroyuki Kusuhara. Effect of Rifampicin on the Plasma Concentrations of Bile Acid-O-Sulfates in Monkeys and Human Liver-Transplanted Chimeric Mice With or Without Bile Flow Diversion.
Journal of pharmaceutical sciences.
2019 08; 108(8):2756-2764. doi:
10.1016/j.xphs.2019.03.021. [PMID: 30905707] - Hannah M Eggink, Lauren L Tambyrajah, Rosa van den Berg, Isabel M Mol, Jose K van den Heuvel, Martijn Koehorst, Albert K Groen, Anita Boelen, Andries Kalsbeek, Johannes A Romijn, Patrick C N Rensen, Sander Kooijman, Maarten R Soeters. Chronic infusion of taurolithocholate into the brain increases fat oxidation in mice.
The Journal of endocrinology.
2018 02; 236(2):85-97. doi:
10.1530/joe-17-0503. [PMID: 29233934] - Thomas R Kolodecik, Anamika M Reed, Kimie Date, Christine A Shugrue, Vikhil Patel, Shang-Lin Chung, Gary V Desir, Fred S Gorelick. The serum protein renalase reduces injury in experimental pancreatitis.
The Journal of biological chemistry.
2017 12; 292(51):21047-21059. doi:
10.1074/jbc.m117.789776. [PMID: 29042438] - Se Won Park, Cynthia R L Webster, Mohammed S Anwer. Mechanism of inhibition of taurolithocholate-induced retrieval of plasma membrane MRP2 by cyclic AMP and tauroursodeoxycholate.
Physiological reports.
2017 Dec; 5(23):. doi:
10.14814/phy2.13529. [PMID: 29192063] - Shishuai Meng, Hao Wang, Dongbo Xue, Weihui Zhang. Screening and validation of differentially expressed extracellular miRNAs in acute pancreatitis.
Molecular medicine reports.
2017 Nov; 16(5):6412-6418. doi:
10.3892/mmr.2017.7374. [PMID: 28849189] - Wei Huang, Andrea C Haynes, Rajarshi Mukherjee, Li Wen, Diane Latawiec, Alexei V Tepikin, David N Criddle, Rab K Prinjha, Nicholas Smithers, Robert Sutton. Selective inhibition of BET proteins reduces pancreatic damage and systemic inflammation in bile acid- and fatty acid ethyl ester- but not caerulein-induced acute pancreatitis.
Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.].
2017 Sep; 17(5):689-697. doi:
10.1016/j.pan.2017.06.005. [PMID: 28648518] - Wei Huang, Matthew C Cane, Rajarshi Mukherjee, Peter Szatmary, Xiaoying Zhang, Victoria Elliott, Yulin Ouyang, Michael Chvanov, Diane Latawiec, Li Wen, David M Booth, Andrea C Haynes, Ole H Petersen, Alexei V Tepikin, David N Criddle, Robert Sutton. Caffeine protects against experimental acute pancreatitis by inhibition of inositol 1,4,5-trisphosphate receptor-mediated Ca2+ release.
Gut.
2017 02; 66(2):301-313. doi:
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International journal of cancer.
2016 10; 139(8):1764-75. doi:
10.1002/ijc.30219. [PMID: 27273788] - Christopher M Schonhoff, Se Won Park, Cynthia R L Webster, M Sawkat Anwer. p38 MAPK α and β isoforms differentially regulate plasma membrane localization of MRP2.
American journal of physiology. Gastrointestinal and liver physiology.
2016 06; 310(11):G999-G1005. doi:
10.1152/ajpgi.00005.2016. [PMID: 27012769] - Wei Huang, Nicole Cash, Li Wen, Peter Szatmary, Rajarshi Mukherjee, Jane Armstrong, Michael Chvanov, Alexei V Tepikin, Michael P Murphy, Robert Sutton, David N Criddle. Effects of the mitochondria-targeted antioxidant mitoquinone in murine acute pancreatitis.
Mediators of inflammation.
2015; 2015(?):901780. doi:
10.1155/2015/901780. [PMID: 25878403] - Ana C S Carvalho, Rhamon B Sousa, Álvaro Xavier Franco, José Victor Gomes Costa, Luara Manuela Neves, Ronaldo A Ribeiro, Robert Sutton, David N Criddle, Pedro M G Soares, Marcellus H L P de Souza. Protective effects of fucoidan, a P- and L-selectin inhibitor, in murine acute pancreatitis.
Pancreas.
2014 Jan; 43(1):82-7. doi:
10.1097/mpa.0b013e3182a63b9d. [PMID: 24177139] - Zhong-Ze Fang, Rong-Rong He, Yun-Feng Cao, Naoki Tanaka, Changtao Jiang, Kristopher W Krausz, Yunpeng Qi, Pei-Pei Dong, Chun-Zhi Ai, Xiao-Yu Sun, Mo Hong, Guang-Bo Ge, Frank J Gonzalez, Xiao-Chi Ma, Hong-Zhi Sun. A model of in vitro UDP-glucuronosyltransferase inhibition by bile acids predicts possible metabolic disorders.
Journal of lipid research.
2013 Dec; 54(12):3334-44. doi:
10.1194/jlr.m040519. [PMID: 24115227] - Christopher M Schonhoff, Cynthia R L Webster, M Sawkat Anwer. Taurolithocholate-induced MRP2 retrieval involves MARCKS phosphorylation by protein kinase Cϵ in HUH-NTCP Cells.
Hepatology (Baltimore, Md.).
2013 Jul; 58(1):284-92. doi:
10.1002/hep.26333. [PMID: 23424156] - Lorena Fuentes-Broto, Francisco J Miana-Mena, Eduardo Piedrafita, César Berzosa, Enrique Martínez-Ballarín, Francisco A García-Gil, Russel J Reiter, Joaquín J García. Melatonin protects against taurolithocholic-induced oxidative stress in rat liver.
Journal of cellular biochemistry.
2010 Aug; 110(5):1219-25. doi:
10.1002/jcb.22636. [PMID: 20564217] - Zélia Velez, Peter C Hubbard, Kevin Welham, Joerg D Hardege, Eduardo N Barata, Adelino V M Canário. Identification, release and olfactory detection of bile salts in the intestinal fluid of the Senegalese sole (Solea senegalensis).
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology.
2009 Jul; 195(7):691-8. doi:
10.1007/s00359-009-0444-5. [PMID: 19415298] - Anne K Green, Rebecca C Stratton, Paul E Squires, Alec W M Simpson. Atrial natriuretic peptide attenuates elevations in Ca2+ and protects hepatocytes by stimulating net plasma membrane Ca2+ efflux.
The Journal of biological chemistry.
2007 Nov; 282(47):34542-54. doi:
10.1074/jbc.m707115200. [PMID: 17893148] - Julia V Gerasimenko, Sarah E Flowerdew, Svetlana G Voronina, Tatiana K Sukhomlin, Alexei V Tepikin, Ole H Petersen, Oleg V Gerasimenko. Bile acids induce Ca2+ release from both the endoplasmic reticulum and acidic intracellular calcium stores through activation of inositol trisphosphate receptors and ryanodine receptors.
The Journal of biological chemistry.
2006 Dec; 281(52):40154-63. doi:
10.1074/jbc.m606402200. [PMID: 17074764] - Roland Reinehr, Stephan Becker, Verena Keitel, Andrea Eberle, Susanne Grether-Beck, Dieter Häussinger. Bile salt-induced apoptosis involves NADPH oxidase isoform activation.
Gastroenterology.
2005 Dec; 129(6):2009-31. doi:
10.1053/j.gastro.2005.09.023. [PMID: 16344068] - F A Crocenzi, A D Mottino, E J Sánchez Pozzi, J M Pellegrino, E A Rodríguez Garay, P Milkiewicz, M Vore, R Coleman, M G Roma. Impaired localisation and transport function of canalicular Bsep in taurolithocholate induced cholestasis in the rat.
Gut.
2003 Aug; 52(8):1170-7. doi:
10.1136/gut.52.8.1170. [PMID: 12865277] - Dirk Graf, Roland Reinehr, Anna Kordelia Kurz, Richard Fischer, Dieter Häussinger. Inhibition of taurolithocholate 3-sulfate-induced apoptosis by cyclic AMP in rat hepatocytes involves protein kinase A-dependent and -independent mechanisms.
Archives of biochemistry and biophysics.
2003 Jul; 415(1):34-42. doi:
10.1016/s0003-9861(03)00224-8. [PMID: 12801510] - Markéta Smídková, Marcela Spundová, Zdenek Marecek, Gustav Entlicher. Effect of drugs on cholesterol crystallization in an artificial bile model and relation of this effect to drug binding to albumin.
Fundamental & clinical pharmacology.
2003 Jun; 17(3):331-9. doi:
10.1046/j.1472-8206.2003.00157.x. [PMID: 12803572] - Hirotaka Kitada, Masaaki Miyata, Toshifumi Nakamura, Aki Tozawa, Wataru Honma, Miki Shimada, Kiyoshi Nagata, Christopher J Sinal, Grace L Guo, Frank J Gonzalez, Yasushi Yamazoe. Protective role of hydroxysteroid sulfotransferase in lithocholic acid-induced liver toxicity.
The Journal of biological chemistry.
2003 May; 278(20):17838-44. doi:
10.1074/jbc.m210634200. [PMID: 12637555] - Dirk Graf, Anna Kordelia Kurz, Roland Reinehr, Richard Fischer, Gerald Kircheis, Dieter Häussinger. Prevention of bile acid-induced apoptosis by betaine in rat liver.
Hepatology (Baltimore, Md.).
2002 Oct; 36(4 Pt 1):829-39. doi:
10.1053/jhep.2002.35536. [PMID: 12297830] - Kunrong Cheng, Sandeep Khurana, Ying Chen, Richard H Kennedy, Piotr Zimniak, Jean-Pierre Raufman. Lithocholylcholine, a bile acid/acetylcholine hybrid, is a muscarinic receptor antagonist.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):29-35. doi:
10.1124/jpet.102.036376. [PMID: 12235229] - R Gebhardt. Prevention of taurolithocholate-induced hepatic bile canalicular distortions by HPLC-characterized extracts of artichoke (Cynara scolymus) leaves.
Planta medica.
2002 Sep; 68(9):776-9. doi:
10.1055/s-2002-34417. [PMID: 12357385] - Dirk Graf, Anna Kordelia Kurz, Richard Fischer, Roland Reinehr, Dieter Häussinger. Taurolithocholic acid-3 sulfate induces CD95 trafficking and apoptosis in a c-Jun N-terminal kinase-dependent manner.
Gastroenterology.
2002 May; 122(5):1411-27. doi:
10.1053/gast.2002.32976. [PMID: 11984527] - Makoto Sasaki, Hiroshi Suzuki, Kousei Ito, Takaaki Abe, Yuichi Sugiyama. Transcellular transport of organic anions across a double-transfected Madin-Darby canine kidney II cell monolayer expressing both human organic anion-transporting polypeptide (OATP2/SLC21A6) and Multidrug resistance-associated protein 2 (MRP2/ABCC2).
The Journal of biological chemistry.
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1996 Mar; 24(3):343-52. doi:
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1995 Aug; 36(8):1745-55. doi:
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The American journal of physiology.
1995 Jul; 269(1 Pt 1):G73-84. doi:
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Liver.
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Hepatology (Baltimore, Md.).
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