Thiopalmitic Acid (BioDeep_00000842604)
代谢物信息卡片
Thiopalmitic Acid
化学式: C16H32OS (272.2173742)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCCCCCCCC(=O)S
InChI: InChI=1S/C16H32OS/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
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)
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
- Natalya Filipchuk Vigerust, Daniel Cacabelos, Lena Burri, Kjetil Berge, Hege Wergedahl, Bjørn Christensen, Manuel Portero-Otin, Asgaut Viste, Reinald Pamplona, Rolf Kristian Berge, Bodil Bjørndal. Fish oil and 3-thia fatty acid have additive effects on lipid metabolism but antagonistic effects on oxidative damage when fed to rats for 50 weeks.
The Journal of nutritional biochemistry.
2012 Nov; 23(11):1384-93. doi:
10.1016/j.jnutbio.2011.08.006. [PMID: 22221672] - Elin Strand, Bodil Bjorndal, Ottar Nygard, Lena Burri, Christ Berge, Pavol Bohov, Bjørn J Christensen, Kjetil Berge, Hege Wergedahl, Asgaut Viste, Rolf K Berge. Long-term treatment with the pan-PPAR agonist tetradecylthioacetic acid or fish oil is associated with increased cardiac content of n-3 fatty acids in rat.
Lipids in health and disease.
2012 Jun; 11(?):82. doi:
10.1186/1476-511x-11-82. [PMID: 22738017] - Fabian Grammes, Kjell-Arne Rørvik, Magny S Thomassen, Rolf K Berge, Harald Takle. Genome wide response to dietary tetradecylthioacetic acid supplementation in the heart of Atlantic Salmon (Salmo salar L).
BMC genomics.
2012 May; 13(?):180. doi:
10.1186/1471-2164-13-180. [PMID: 22577878] - Adeeba Ahmed, Elizabeth Rabbitt, Theresa Brady, Claire Brown, Peter Guest, Iwona J Bujalska, Craig Doig, Philip N Newsome, Stefan Hubscher, Elwyn Elias, David H Adams, Jeremy W Tomlinson, Paul M Stewart. A switch in hepatic cortisol metabolism across the spectrum of non alcoholic fatty liver disease.
PloS one.
2012; 7(2):e29531. doi:
10.1371/journal.pone.0029531. [PMID: 22363403] - Anne G Lundemo, Caroline H H Pettersen, Kjetil Berge, Rolf K Berge, Svanhild A Schønberg. Tetradecylthioacetic acid inhibits proliferation of human SW620 colon cancer cells--gene expression profiling implies endoplasmic reticulum stress.
Lipids in health and disease.
2011 Oct; 10(?):190. doi:
10.1186/1476-511x-10-190. [PMID: 22027281] - Lena Burri, Bodil Bjørndal, Hege Wergedahl, Kjetil Berge, Pavol Bohov, Asbjørn Svardal, Rolf K Berge. Tetradecylthioacetic acid increases hepatic mitochondrial β-oxidation and alters fatty acid composition in a mouse model of chronic inflammation.
Lipids.
2011 Aug; 46(8):679-89. doi:
10.1007/s11745-011-3536-2. [PMID: 21479675] - Fabian Grammes, Harald Takle. Anti-inflammatory effects of tetradecylthioacetic acid (TTA) in macrophage-like cells from Atlantic salmon (Salmo salar L.).
BMC immunology.
2011 Jul; 12(?):41. doi:
10.1186/1471-2172-12-41. [PMID: 21774812] - Ahmed M Khalid, Anne Dragøy Hafstad, Terje S Larsen, David L Severson, Neoma Boardman, Martin Hagve, Rolf K Berge, Ellen Aasum. Cardioprotective effect of the PPAR ligand tetradecylthioacetic acid in type 2 diabetic mice.
American journal of physiology. Heart and circulatory physiology.
2011 Jun; 300(6):H2116-22. doi:
10.1152/ajpheart.00357.2010. [PMID: 21421822] - Caroline Chauvet, Amandine Vanhoutteghem, Christian Duhem, Gaëlle Saint-Auret, Brigitte Bois-Joyeux, Philippe Djian, Bart Staels, Jean-Louis Danan. Control of gene expression by the retinoic acid-related orphan receptor alpha in HepG2 human hepatoma cells.
PloS one.
2011; 6(7):e22545. doi:
10.1371/journal.pone.0022545. [PMID: 21818335] - Monique Heald, Michael A Cawthorne. Dual acting and pan-PPAR activators as potential anti-diabetic therapies.
Handbook of experimental pharmacology.
2011; ?(203):35-51. doi:
10.1007/978-3-642-17214-4_2. [PMID: 21484566] - Astrid Kamilla Stunes, Irene Westbroek, Reidar Fossmark, Rolf Kristian Berge, Janne Elin Reseland, Unni Syversen. Skeletal effects of the saturated 3-thia Fatty Acid tetradecylthioacetic Acid in rats.
PPAR research.
2011; 2011(?):436358. doi:
10.1155/2011/436358. [PMID: 22190907] - Rosa Moo-Puc, Daniel Robledo, Yolanda Freile-Pelegrin. Enhanced Antitumoral Activity of Extracts Derived from Cultured Udotea flabellum (Chlorophyta).
Evidence-based complementary and alternative medicine : eCAM.
2011; 2011(?):969275. doi:
10.1155/2011/969275. [PMID: 21845203] - Mette Eriksen, Ann Dorte Pørneki, Vibe Skov, Jorge S Burns, Henning Beck-Nielsen, Dorte Glintborg, Michael Gaster. Insulin resistance is not conserved in myotubes established from women with PCOS.
PloS one.
2010 Dec; 5(12):e14469. doi:
10.1371/journal.pone.0014469. [PMID: 21209881] - Yushma Bhurruth-Alcor, Therese H Rost, Michael R Jorgensen, Rajender, Melanie Müller, Jon Skorve, Rolf K Berge, Andrew D Miller. Novel phospholipid analogues of pan-PPAR activator tetradecylthioacetic acid are more PPAR alpha selective.
Bioorganic & medicinal chemistry letters.
2010 Feb; 20(3):1252-5. doi:
10.1016/j.bmcl.2009.11.115. [PMID: 20036122] - Lena Burri, G Hege Thoresen, Rolf K Berge. The Role of PPARα Activation in Liver and Muscle.
PPAR research.
2010; 2010(?):. doi:
10.1155/2010/542359. [PMID: 20847941] - Aldona Pietrzak, Anna Michalak-Stoma, Grazyna Chodorowska, Jacek C Szepietowski. Lipid disturbances in psoriasis: an update.
Mediators of inflammation.
2010; 2010(?):. doi:
10.1155/2010/535612. [PMID: 20706605] - Maryam Rakhshandehroo, Bianca Knoch, Michael Müller, Sander Kersten. Peroxisome proliferator-activated receptor alpha target genes.
PPAR research.
2010; 2010(?):. doi:
10.1155/2010/612089. [PMID: 20936127] - A J Wensaas, A C Rustan, M H Rokling-Andersen, R Caesar, J Jensen, O Kaalhus, B A Graff, O A Gudbrandsen, R K Berge, C A Drevon. Dietary supplementation of tetradecylthioacetic acid increases feed intake but reduces body weight gain and adipose depot sizes in rats fed on high-fat diets.
Diabetes, obesity & metabolism.
2009 Nov; 11(11):1034-49. doi:
10.1111/j.1463-1326.2009.01092.x. [PMID: 19740081] - H Alne, M S Thomassen, H Takle, B F Terjesen, F Grammes, M Oehme, S Refstie, T Sigholt, R K Berge, K-A Rørvik. Increased survival by feeding tetradecylthioacetic acid during a natural outbreak of heart and skeletal muscle inflammation in S0 Atlantic salmon, Salmo salar L.
Journal of fish diseases.
2009 Nov; 32(11):953-61. doi:
10.1111/j.1365-2761.2009.01078.x. [PMID: 19602091] - Anne D Hafstad, Ahmed M Khalid, Martin Hagve, Trine Lund, Terje S Larsen, David L Severson, Kieran Clarke, Rolf K Berge, Ellen Aasum. Cardiac peroxisome proliferator-activated receptor-alpha activation causes increased fatty acid oxidation, reducing efficiency and post-ischaemic functional loss.
Cardiovascular research.
2009 Aug; 83(3):519-26. doi:
10.1093/cvr/cvp132. [PMID: 19398469] - K Løvås, T H Røst, J Skorve, R J Ulvik, O A Gudbrandsen, P Bohov, A J Wensaas, A C Rustan, R K Berge, E S Husebye. Tetradecylthioacetic acid attenuates dyslipidaemia in male patients with type 2 diabetes mellitus, possibly by dual PPAR-alpha/delta activation and increased mitochondrial fatty acid oxidation.
Diabetes, obesity & metabolism.
2009 Apr; 11(4):304-14. doi:
10.1111/j.1463-1326.2008.00958.x. [PMID: 19267708] - Andreas J Wensaas, Arild C Rustan, Marlene Just, Rolf K Berge, Christian A Drevon, Michael Gaster. Fatty acid incubation of myotubes from humans with type 2 diabetes leads to enhanced release of beta-oxidation products because of impaired fatty acid oxidation: effects of tetradecylthioacetic acid and eicosapentaenoic acid.
Diabetes.
2009 Mar; 58(3):527-35. doi:
10.2337/db08-1043. [PMID: 19066312] - Liliana Monica Bivol, Michael Hultström, Oddrun A Gudbrandsen, Rolf K Berge, Bjarne M Iversen. Tetradecylthioacetic acid downregulates cyclooxygenase 2 in the renal cortex of two-kidney, one-clip hypertensive rats.
American journal of physiology. Regulatory, integrative and comparative physiology.
2008 Dec; 295(6):R1866-73. doi:
10.1152/ajpregu.00850.2007. [PMID: 18843091] - Reidar J Pettersen, Mohamed Salem, Jon Skorve, Rune J Ulvik, Rolf K Berge, Jan Erik Nordrehaug. Pharmacology and safety of tetradecylthioacetic acid (TTA): phase-1 study.
Journal of cardiovascular pharmacology.
2008 Apr; 51(4):410-7. doi:
10.1097/fjc.0b013e3181673be0. [PMID: 18427285] - Hege Wergedahl, Kjetil Berge, Pavol Bohov, Karl-Johan Tronstad, Lise Madsen, Rolf K Berge. Long term treatment with tetradecylthioacetic acid improves the antioxidant status in obese Zucker (fa/fa) rats.
Drug metabolism letters.
2008 Apr; 2(2):138-45. doi:
10.2174/187231208784041013. [PMID: 19356083] - Liliana M Bivol, Rolf K Berge, Bjarne M Iversen. Tetradecylthioacetic acid prevents the inflammatory response in two-kidney, one-clip hypertension.
American journal of physiology. Regulatory, integrative and comparative physiology.
2008 Feb; 294(2):R438-47. doi:
10.1152/ajpregu.00590.2007. [PMID: 18032469] - Tor Gjøen, Ellen Johanne Kleveland, Corina Moya-Falcón, Marianne K Frøystad, Anne Vegusdal, Erlend Hvattum, Rolf K Berge, Bente Ruyter. Effects of dietary thia fatty acids on lipid composition, morphology and macrophage function of Atlantic salmon (Salmo salar L.) kidney.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2007 Sep; 148(1):103-11. doi:
10.1016/j.cbpb.2007.04.021. [PMID: 17572126] - K-A Rørvik, H Alne, M Gaarder, B Ruyter, N P Måseide, J V Jakobsen, R K Berge, T Sigholt, M S Thomassen. Does the capacity for energy utilization affect the survival of post-smolt Atlantic salmon, Salmo salar L., during natural outbreaks of infectious pancreatic necrosis?.
Journal of fish diseases.
2007 Jul; 30(7):399-409. doi:
10.1111/j.1365-2761.2007.00823.x. [PMID: 17584437] - Rosanna Di Paola, Salvatore Cuzzocrea. Peroxisome proliferator-activated receptors and acute lung injury.
PPAR research.
2007; 2007(?):63745. doi:
10.1155/2007/63745. [PMID: 17710233] - Heather F Lakatos, Thomas H Thatcher, R Matthew Kottmann, Tatiana M Garcia, Richard P Phipps, Patricia J Sime. The Role of PPARs in Lung Fibrosis.
PPAR research.
2007; 2007(?):71323. doi:
10.1155/2007/71323. [PMID: 17710235] - Ellen Johanne Kleveland, Bente Ruyter, Anne Vegusdal, Hilde Sundvold, Rolf K Berge, Tor Gjøen. Effects of 3-thia fatty acids on expression of some lipid related genes in Atlantic salmon (Salmo salar L.).
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2006 Oct; 145(2):239-48. doi:
10.1016/j.cbpb.2006.07.012. [PMID: 16971150] - Oddrun Anita Gudbrandsen, Michael Hultstrøm, Sabine Leh, Liliana Monica Bivol, Øyvind Vågnes, Rolf K Berge, Bjarne M Iversen. Prevention of hypertension and organ damage in 2-kidney, 1-clip rats by tetradecylthioacetic acid.
Hypertension (Dallas, Tex. : 1979).
2006 Sep; 48(3):460-6. doi:
10.1161/01.hyp.0000233018.60736.70. [PMID: 16847149] - Endre Dyrøy, Arne Yndestad, Thor Ueland, Bente Halvorsen, Jan Kristian Damås, Pål Aukrust, Rolf K Berge. Antiinflammatory effects of tetradecylthioacetic acid involve both peroxisome proliferator-activated receptor alpha-dependent and -independent pathways.
Arteriosclerosis, thrombosis, and vascular biology.
2005 Jul; 25(7):1364-9. doi:
10.1161/01.atv.0000171982.57713.96. [PMID: 15920037] - A Vegusdal, T Gjøen, R K Berge, M S Thomassen, B Ruyter. Effect of 18:1n-9, 20:5n-3, and 22:6n-3 on lipid accumulation and secretion by Atlantic salmon hepatocytes.
Lipids.
2005 May; 40(5):477-86. doi:
10.1007/s11745-005-1407-z. [PMID: 16094857] - Linda Granlund, Laila N Larsen, Hilde I Nebb, Jan I Pedersen. Effects of structural changes of fatty acids on lipid accumulation in adipocytes and primary hepatocytes.
Biochimica et biophysica acta.
2005 Feb; 1687(1-3):23-30. doi:
10.1016/j.bbalip.2004.11.009. [PMID: 15708350] - R K Berge, K J Tronstad, K Berge, T H Rost, H Wergedahl, O A Gudbrandsen, J Skorve. The metabolic syndrome and the hepatic fatty acid drainage hypothesis.
Biochimie.
2005 Jan; 87(1):15-20. doi:
10.1016/j.biochi.2004.11.011. [PMID: 15733731] - Corina Moya-Falcón, Erlend Hvattum, Endre Dyrøy, Jon Skorve, Sigurd O Stefansson, Magny S Thomassen, Jan V Jakobsen, Rolf K Berge, Bente Ruyter. Effects of 3-thia fatty acids on feed intake, growth, tissue fatty acid composition, beta-oxidation and Na+,K+-ATPase activity in Atlantic salmon.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2004 Dec; 139(4):657-68. doi:
10.1016/j.cbpc.2004.08.009. [PMID: 15581798] - J Fredriksen, T Ueland, E Dyrøy, B Halvorsen, K Melby, L Melbye, B S Skalhegg, P Bohov, J Skorve, R K Berge, P Aukrust, S S Frøland. Lipid-lowering and anti-inflammatory effects of tetradecylthioacetic acid in HIV-infected patients on highly active antiretroviral therapy.
European journal of clinical investigation.
2004 Oct; 34(10):709-15. doi:
10.1111/j.1365-2362.2004.01410.x. [PMID: 15473896] - Hans J Grav, Karl J Tronstad, Oddrun A Gudbrandsen, Kjetil Berge, Kari E Fladmark, Tom C Martinsen, Helge Waldum, Hege Wergedahl, Rolf K Berge. Changed energy state and increased mitochondrial beta-oxidation rate in liver of rats associated with lowered proton electrochemical potential and stimulated uncoupling protein 2 (UCP-2) expression: evidence for peroxisome proliferator-activated receptor-alpha independent induction of UCP-2 expression.
The Journal of biological chemistry.
2003 Aug; 278(33):30525-33. doi:
10.1074/jbc.m303382200. [PMID: 12756242] - P Aukrust, H Wergedahl, F Müller, T Ueland, E Dyrøy, J K Damås, S S Frøland, R K Berge. Immunomodulating effects of 3-thia fatty acids in activated peripheral blood mononuclear cells.
European journal of clinical investigation.
2003 May; 33(5):426-33. doi:
10.1046/j.1365-2362.2003.01140.x. [PMID: 12713457] - K J Tronstad, Ø Bruserud, K Berge, R K Berge. Antiproliferative effects of a non-beta-oxidizable fatty acid, tetradecylthioacetic acid, in native human acute myelogenous leukemia blast cultures.
Leukemia.
2002 Nov; 16(11):2292-301. doi:
10.1038/sj.leu.2402698. [PMID: 12399975] - Alvin Berger, David M Mutch, J Bruce German, Matthew A Roberts. Dietary effects of arachidonate-rich fungal oil and fish oil on murine hepatic and hippocampal gene expression.
Lipids in health and disease.
2002 Oct; 1(?):2. doi:
10.1186/1476-511x-1-2. [PMID: 12617750] - Bodil Bjørndal, Charlotte Helleland, Stig-Ove Bøe, Oddrun A Gudbrandsen, Karl-Henning Kalland, Pavol Bohov, Rolf K Berge, Johan R Lillehaug. Nuclear import of factors involved in signaling is inhibited in C3H/10T1/2 cells treated with tetradecylthioacetic acid.
Journal of lipid research.
2002 Oct; 43(10):1630-40. doi:
10.1194/jlr.m100406-jlr200. [PMID: 12364547] - Rolf K Berge, Jon Skorve, Karl Johan Tronstad, Kjetil Berge, Oddrun Anita Gudbrandsen, Hans Grav. Metabolic effects of thia fatty acids.
Current opinion in lipidology.
2002 Jun; 13(3):295-304. doi:
10.1097/00041433-200206000-00010. [PMID: 12045400] - Lise Madsen, Michéle Guerre-Millo, Esben N Flindt, Kjetil Berge, Karl Johan Tronstad, Elin Bergene, Elena Sebokova, Arild C Rustan, Jørgen Jensen, Susanne Mandrup, Karsten Kristiansen, Iwar Klimes, Bart Staels, Rolf K Berge. Tetradecylthioacetic acid prevents high fat diet induced adiposity and insulin resistance.
Journal of lipid research.
2002 May; 43(5):742-50. doi:
10.1016/s0022-2275(20)30116-4. [PMID: 11971945] - Ziad A Muna, Oddrun A Gudbrandsen, Hege Wergedahl, Pavol Bohov, Jon Skorve, Rolf K Berge. Inhibition of rat lipoprotein oxidation after tetradecylthioacetic acid feeding.
Biochemical pharmacology.
2002 Mar; 63(6):1127-35. doi:
10.1016/s0006-2952(01)00934-0. [PMID: 11931845] - R J Pettersen, Z A Muna, K K Kuiper, E Svendsen, F Müller, P Aukrust, R K Berge, J E Nordrehaug. Sustained retention of tetradecylthioacetic acid after local delivery reduces angioplasty-induced coronary stenosis in the minipig.
Cardiovascular research.
2001 Nov; 52(2):306-13. doi:
10.1016/s0008-6363(01)00404-7. [PMID: 11684079] - J M Greer, B Denis, R A Sobel, E Trifilieff. Thiopalmitoylation of myelin proteolipid protein epitopes enhances immunogenicity and encephalitogenicity.
Journal of immunology (Baltimore, Md. : 1950).
2001 Jun; 166(11):6907-13. doi:
10.4049/jimmunol.166.11.6907. [PMID: 11359852] - K J Tronstad, K Berge, E N Flindt, K Kristiansen, R K Berge. Optimization of methods and treatment conditions for studying effects of fatty acids on cell growth.
Lipids.
2001 Mar; 36(3):305-13. doi:
10.1007/s11745-001-0722-8. [PMID: 11337987] - R J Pettersen, K K Kuiper, L Frøyland, R K Berge, J E Nordrehaug. Long-term retention of a novel antioxidant sulphur-substituted fatty acid analogue after local delivery in porcine coronary arteries.
Scandinavian cardiovascular journal : SCJ.
2001 Mar; 35(2):101-6. doi:
10.1080/140174301750164754. [PMID: 11405484] - M Elholm, H Hollås, C Issalene, J F Barroso, R K Berge, T Flatmark. Transient up-regulation of liver mitochondrial thymidine kinase activity in proliferating mitochondria.
IUBMB life.
2001 Feb; 51(2):99-104. doi:
10.1080/15216540119294. [PMID: 11463171] - M Tanaka, K Takada, T Higuchi, M Nakagawa, M Murase, S Tobinaga. Effects of methyl 9(or 10)-hydroxy-10(or 9)-mercaptostearate and hexadecanethioic S-acid on cupric ion- or 2,2-azo-bis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidation of low density lipoprotein.
Biological & pharmaceutical bulletin.
1996 May; 19(5):692-6. doi:
10.1248/bpb.19.692. [PMID: 8741576] - M Tanaka, K Takada, T Higuchi, M Nakagawa. Thiopalmitic acid-mediated Fe(III)-nitrilotriacetate reduction and lipid peroxidation.
Biological & pharmaceutical bulletin.
1996 May; 19(5):678-82. doi:
10.1248/bpb.19.678. [PMID: 8741574] - M Tanaka, S Anzai, K Takeno, M Nakagawa. Antioxidant action of thiopalmitic acid on microsomal lipid peroxidation.
Biological & pharmaceutical bulletin.
1994 Sep; 17(9):1151-4. doi:
10.1248/bpb.17.1151. [PMID: 7841932]