5-(Tetradecyloxy)-2-furoic acid (BioDeep_00000593375)

   


代谢物信息卡片


5-(tetradecyloxy)-2-furancarboxylic acid

化学式: C19H32O4 (324.2300472)
中文名称: 5-(十四烷基氧)-2-糠酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCCCCOC1=CC=C(O1)C(=O)O
InChI: InChI=1S/C19H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22-18-15-14-17(23-18)19(20)21/h14-15H,2-13,16H2,1H3,(H,20,21)

描述信息

D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents
D009676 - Noxae > D000963 - Antimetabolites
TOFA (RMI14514;MDL14514) is an allosteric inhibitor of acetyl-CoA carboxylase-α (ACCA ).

同义名列表

5 个代谢物同义名

5-(Tetradecyloxy)-2-furoic acid; TOFA; 5-(tetradecyloxy)-2-furancarboxylic acid; RMI14514; MDL14514



数据库引用编号

7 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)

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

  • Piyanard Boonnate, Ryusho Kariya, Paksiree Saranaruk, Ubon Cha'on, Kanlayanee Sawanyawisuth, Sarawut Jitrapakdee, Seiji Okada, Kulthida Vaeteewoottacharn. Five-(Tetradecyloxy)-2-furoic Acid Alleviates Cholangiocarcinoma Growth by Inhibition of Cell-cycle Progression and Induction of Apoptosis. Anticancer research. 2021 Jul; 41(7):3389-3400. doi: 10.21873/anticanres.15126. [PMID: 34230134]
  • Fang-Fang Zhu, Yi-Min Wang, Guang-Zhen He, Yi-Fei Chen, Ya-Dong Gao. Different effects of acetyl-CoA carboxylase inhibitor TOFA on airway inflammation and airway resistance in a mice model of asthma. Pharmacological reports : PR. 2020 Aug; 72(4):1011-1020. doi: 10.1007/s43440-019-00027-8. [PMID: 32048254]
  • Folake A Egbewande, Martin C Sadowski, Claire Levrier, Kaylyn D Tousignant, Jonathan M White, Mark J Coster, Colleen C Nelson, Rohan A Davis. Identification of Gibberellic Acid Derivatives That Deregulate Cholesterol Metabolism in Prostate Cancer Cells. Journal of natural products. 2018 04; 81(4):838-845. doi: 10.1021/acs.jnatprod.7b00929. [PMID: 29474071]
  • Jamie Royle, Claire L Donald, Andres Merits, Alain Kohl, Margus Varjak. Differential effects of lipid biosynthesis inhibitors on Zika and Semliki Forest viruses. Veterinary journal (London, England : 1997). 2017 Dec; 230(?):62-64. doi: 10.1016/j.tvjl.2017.10.009. [PMID: 29102599]
  • Teresa Merino-Ramos, Ángela Vázquez-Calvo, Josefina Casas, Francisco Sobrino, Juan-Carlos Saiz, Miguel A Martín-Acebes. Modification of the Host Cell Lipid Metabolism Induced by Hypolipidemic Drugs Targeting the Acetyl Coenzyme A Carboxylase Impairs West Nile Virus Replication. Antimicrobial agents and chemotherapy. 2016 01; 60(1):307-15. doi: 10.1128/aac.01578-15. [PMID: 26503654]
  • Rohitesh Kumar, Martin C Sadowski, Claire Levrier, Colleen C Nelson, Amy J Jones, John P Holleran, Vicky M Avery, Peter C Healy, Rohan A Davis. Design and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid. Journal of natural products. 2015 Apr; 78(4):914-8. doi: 10.1021/np500856u. [PMID: 25803573]
  • Claire Levrier, Martin C Sadowski, Colleen C Nelson, Peter C Healy, Rohan A Davis. Denhaminols A-H, dihydro-β-agarofurans from the endemic Australian rainforest plant Denhamia celastroides. Journal of natural products. 2015 Jan; 78(1):111-9. doi: 10.1021/np500740f. [PMID: 25579619]
  • Hyun-Kyong Kim, Byung-Soo Youn, Mi-Seon Shin, Churl Namkoong, Kyeong Han Park, Ja Hyun Baik, Jae Bum Kim, Joong-Yeol Park, Ki-Up Lee, Young-Bum Kim, Min-Seon Kim. Hypothalamic Angptl4/Fiaf is a novel regulator of food intake and body weight. Diabetes. 2010 Nov; 59(11):2772-80. doi: 10.2337/db10-0145. [PMID: 20798332]
  • Scott Seronello, Chieri Ito, Takaji Wakita, Jinah Choi. Ethanol enhances hepatitis C virus replication through lipid metabolism and elevated NADH/NAD+. The Journal of biological chemistry. 2010 Jan; 285(2):845-54. doi: 10.1074/jbc.m109.045740. [PMID: 19910460]
  • Chun Wang, Canxin Xu, Mingwei Sun, Dixian Luo, Duan-Fang Liao, Deliang Cao. Acetyl-CoA carboxylase-alpha inhibitor TOFA induces human cancer cell apoptosis. Biochemical and biophysical research communications. 2009 Jul; 385(3):302-6. doi: 10.1016/j.bbrc.2009.05.045. [PMID: 19450551]
  • T Mashima, H Seimiya, T Tsuruo. De novo fatty-acid synthesis and related pathways as molecular targets for cancer therapy. British journal of cancer. 2009 May; 100(9):1369-72. doi: 10.1038/sj.bjc.6605007. [PMID: 19352381]
  • Sarah M Ronnebaum, Jamie W Joseph, Olga Ilkayeva, Shawn C Burgess, Danhong Lu, Thomas C Becker, A Dean Sherry, Christopher B Newgard. Chronic suppression of acetyl-CoA carboxylase 1 in beta-cells impairs insulin secretion via inhibition of glucose rather than lipid metabolism. The Journal of biological chemistry. 2008 May; 283(21):14248-56. doi: 10.1074/jbc.m800119200. [PMID: 18381287]
  • Heike Zitzer, Wolf Wente, Martin B Brenner, Sabine Sewing, Karsten Buschard, Jesper Gromada, Alexander M Efanov. Sterol regulatory element-binding protein 1 mediates liver X receptor-beta-induced increases in insulin secretion and insulin messenger ribonucleic acid levels. Endocrinology. 2006 Aug; 147(8):3898-905. doi: 10.1210/en.2005-1483. [PMID: 16644917]
  • Amy L Toth, Sara Kantarovich, Adam F Meisel, Gene E Robinson. Nutritional status influences socially regulated foraging ontogeny in honey bees. The Journal of experimental biology. 2005 Dec; 208(Pt 24):4641-9. doi: 10.1242/jeb.01956. [PMID: 16326945]
  • Weibo Zhou, P Jeanette Simpson, Jill M McFadden, Craig A Townsend, Susan M Medghalchi, Aravinda Vadlamudi, Michael L Pinn, Gabriele V Ronnett, Francis P Kuhajda. Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells. Cancer research. 2003 Nov; 63(21):7330-7. doi: ". [PMID: 14612531]
  • F Benoist, T Grand-Perret. ApoB-100 secretion by HepG2 cells is regulated by the rate of triglyceride biosynthesis but not by intracellular lipid pools. Arteriosclerosis, thrombosis, and vascular biology. 1996 Oct; 16(10):1229-35. doi: 10.1161/01.atv.16.10.1229. [PMID: 8857918]
  • J C Tsai, R H Guy, C R Thornfeldt, W N Gao, K R Feingold, P M Elias. Metabolic approaches to enhance transdermal drug delivery. 1. Effect of lipid synthesis inhibitors. Journal of pharmaceutical sciences. 1996 Jun; 85(6):643-8. doi: 10.1021/js950219p. [PMID: 8773963]
  • M Mao-Qiang, P M Elias, K R Feingold. Fatty acids are required for epidermal permeability barrier function. The Journal of clinical investigation. 1993 Aug; 92(2):791-8. doi: 10.1172/jci116652. [PMID: 8102380]
  • C M Arbeeny, D S Meyers, K E Bergquist, R E Gregg. Inhibition of fatty acid synthesis decreases very low density lipoprotein secretion in the hamster. Journal of lipid research. 1992 Jun; 33(6):843-51. doi: 10.1016/s0022-2275(20)41509-3. [PMID: 1512511]
  • D R Janero, C Burghardt. Nonesterified fatty acid accumulation and release during heart muscle-cell (myocyte) injury: modulation by extracellular 'acceptor'. Journal of cellular physiology. 1989 Jul; 140(1):150-60. doi: 10.1002/jcp.1041400118. [PMID: 2738109]
  • D R Janero, C Burghardt, D Feldman. Amphiphile-induced heart muscle-cell (myocyte) injury: effects of intracellular fatty acid overload. Journal of cellular physiology. 1988 Oct; 137(1):1-13. doi: 10.1002/jcp.1041370102. [PMID: 3170651]
  • N Fukuda, J A Ontko. Interactions between fatty acid synthesis, oxidation, and esterification in the production of triglyceride-rich lipoproteins by the liver. Journal of lipid research. 1984 Aug; 25(8):831-42. doi: 10.1016/s0022-2275(20)37747-6. [PMID: 6491528]
  • J P Gibson, E J Larson, J T Yarrington, R H Hook, T Kariya, T R Blohm. Toxicity and teratogenicity studies with the hypolipidemic drug RMI 14,514 in rats. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1981 Jan; 1(1):19-25. doi: 10.1093/toxsci/1.1.19. [PMID: 7184772]
  • A M Robinson, D H Williamson. Control of glucose metabolism in isolated acini of the lactating mammary gland of the rat. The ability of glycerol to mimic some of the effects of insulin. The Biochemical journal. 1977 Dec; 168(3):465-74. doi: 10.1042/bj1680465. [PMID: 606248]
  • E Panek, G A Cook, N W Cornell. Inhibition by 5-(tetradecyloxy)-2-furoic acid of fatty acid and cholesterol synthesis in isolated rat hepatocytes. Lipids. 1977 Oct; 12(10):814-8. doi: 10.1007/bf02533270. [PMID: 916823]