2-Hydroxymyristic acid (BioDeep_00000606456)

   

natural product


代谢物信息卡片


2-HYDROXYTETRADECANOIC ACID

化学式: C14H28O3 (244.2038338)
中文名称: 2-羟基十四烷酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCCC(C(=O)O)O
InChI: InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)

描述信息

A derivative of myristic acid having a hydroxy substituent at C-2.

同义名列表

2 个代谢物同义名

2-Hydroxymyristic acid; 2-HYDROXYTETRADECANOIC ACID



数据库引用编号

8 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)

11 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

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Meryem Köse, Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Elisabetta De Filippo, Katharina Sylvester, Trond Ulven, Ivar von Kügelgen, Christa E Müller. An Agonist Radioligand for the Proinflammatory Lipid-Activated G Protein-Coupled Receptor GPR84 Providing Structural Insights. Journal of medicinal chemistry. 2020 03; 63(5):2391-2410. doi: 10.1021/acs.jmedchem.9b01339. [PMID: 31721581]
  • Jiaxuan Chen, Kirill S Lobachev, Brian J Grindel, Mary C Farach-Carson, Sharon L Hyzy, Khairat B El-Baradie, Rene Olivares-Navarrete, Maryam Doroudi, Barbara D Boyan, Zvi Schwartz. Chaperone properties of pdia3 participate in rapid membrane actions of 1α,25-dihydroxyvitamin d3. Molecular endocrinology (Baltimore, Md.). 2013 Jul; 27(7):1065-77. doi: 10.1210/me.2012-1277. [PMID: 23660595]
  • Yang Liu, Yong-Boum Kim, Martin Löchelt. N-terminally myristoylated feline foamy virus Gag allows Env-independent budding of sub-viral particles. Viruses. 2011 11; 3(11):2223-37. doi: 10.3390/v3112223. [PMID: 22163342]
  • Jessica V Hankins, James A Madsen, David K Giles, Brandon M Childers, Karl E Klose, Jennifer S Brodbelt, M Stephen Trent. Elucidation of a novel Vibrio cholerae lipid A secondary hydroxy-acyltransferase and its role in innate immune recognition. Molecular microbiology. 2011 Sep; 81(5):1313-29. doi: 10.1111/j.1365-2958.2011.07765.x. [PMID: 21752109]
  • Ying-Yi Huo, Xue-Wei Xu, Sheng-Pan Liu, Heng-Lin Cui, Xue Li, Min Wu. Sphingomonas rubra sp. nov., isolated from bioreactor wastewater. International journal of systematic and evolutionary microbiology. 2011 May; 61(Pt 5):1028-1032. doi: 10.1099/ijs.0.020958-0. [PMID: 20511462]
  • Gerald Nagahashi, David D Douds. The effects of hydroxy fatty acids on the hyphal branching of germinated spores of AM fungi. Fungal biology. 2011 Apr; 115(4-5):351-8. doi: 10.1016/j.funbio.2011.01.006. [PMID: 21530917]
  • Mara Martinić, Anilei Hoare, Inés Contreras, Sergio A Alvarez. Contribution of the lipopolysaccharide to resistance of Shigella flexneri 2a to extreme acidity. PloS one. 2011; 6(10):e25557. doi: 10.1371/journal.pone.0025557. [PMID: 21984920]
  • Joseph S Lam, Véronique L Taylor, Salim T Islam, Youai Hao, Dana Kocíncová. Genetic and Functional Diversity of Pseudomonas aeruginosa Lipopolysaccharide. Frontiers in microbiology. 2011; 2(?):118. doi: 10.3389/fmicb.2011.00118. [PMID: 21687428]
  • Carmen M Herrera, Jessica V Hankins, M Stephen Trent. Activation of PmrA inhibits LpxT-dependent phosphorylation of lipid A promoting resistance to antimicrobial peptides. Molecular microbiology. 2010 Jun; 76(6):1444-60. doi: 10.1111/j.1365-2958.2010.07150.x. [PMID: 20384697]
  • Megan C Yap, Morris A Kostiuk, Dale D O Martin, Maneka A Perinpanayagam, Pieter G Hak, Anjaiah Siddam, Janaki R Majjigapu, Gurram Rajaiah, Bernd O Keller, Jennifer A Prescher, Peng Wu, Carolyn R Bertozzi, John R Falck, Luc G Berthiaume. Rapid and selective detection of fatty acylated proteins using omega-alkynyl-fatty acids and click chemistry. Journal of lipid research. 2010 Jun; 51(6):1566-80. doi: 10.1194/jlr.d002790. [PMID: 20028662]
  • Henry S Gibbons, C Michael Reynolds, Ziqiang Guan, Christian R H Raetz. An inner membrane dioxygenase that generates the 2-hydroxymyristate moiety of Salmonella lipid A. Biochemistry. 2008 Mar; 47(9):2814-25. doi: 10.1021/bi702457c. [PMID: 18254598]
  • Thomas Strecker, Anna Maisa, Stephane Daffis, Robert Eichler, Oliver Lenz, Wolfgang Garten. The role of myristoylation in the membrane association of the Lassa virus matrix protein Z. Virology journal. 2006 Nov; 3(?):93. doi: 10.1186/1743-422x-3-93. [PMID: 17083745]
  • Henry S Gibbons, Suzanne R Kalb, Robert J Cotter, Christian R H Raetz. Role of Mg2+ and pH in the modification of Salmonella lipid A after endocytosis by macrophage tumour cells. Molecular microbiology. 2005 Jan; 55(2):425-40. doi: 10.1111/j.1365-2958.2004.04409.x. [PMID: 15659161]
  • Hai-Qing Chen, Marie Tannous, Rajakrishnan Veluthakal, Rajesh Amin, Anjaneyulu Kowluru. Novel roles for palmitoylation of Ras in IL-1 beta-induced nitric oxide release and caspase 3 activation in insulin-secreting beta cells. Biochemical pharmacology. 2003 Nov; 66(9):1681-94. doi: 10.1016/s0006-2952(03)00549-5. [PMID: 14563479]
  • Bertrand Boisson, Thierry Meinnel. A continuous assay of myristoyl-CoA:protein N-myristoyltransferase for proteomic analysis. Analytical biochemistry. 2003 Nov; 322(1):116-23. doi: 10.1016/j.ab.2003.07.007. [PMID: 14705787]
  • Katarzyna Kwiatkowska, Jürgen Frey, Andrzej Sobota. Phosphorylation of FcgammaRIIA is required for the receptor-induced actin rearrangement and capping: the role of membrane rafts. Journal of cell science. 2003 Feb; 116(Pt 3):537-50. doi: 10.1242/jcs.00254. [PMID: 12508114]
  • M S Trent, A A Ribeiro, S Lin, R J Cotter, C R Raetz. An inner membrane enzyme in Salmonella and Escherichia coli that transfers 4-amino-4-deoxy-L-arabinose to lipid A: induction on polymyxin-resistant mutants and role of a novel lipid-linked donor. The Journal of biological chemistry. 2001 Nov; 276(46):43122-31. doi: 10.1074/jbc.m106961200. [PMID: 11535604]
  • M S Trent, A A Ribeiro, W T Doerrler, S Lin, R J Cotter, C R Raetz. Accumulation of a polyisoprene-linked amino sugar in polymyxin-resistant Salmonella typhimurium and Escherichia coli: structural characterization and transfer to lipid A in the periplasm. The Journal of biological chemistry. 2001 Nov; 276(46):43132-44. doi: 10.1074/jbc.m106962200. [PMID: 11535605]
  • Z Zhou, A A Ribeiro, S Lin, R J Cotter, S I Miller, C R Raetz. Lipid A modifications in polymyxin-resistant Salmonella typhimurium: PMRA-dependent 4-amino-4-deoxy-L-arabinose, and phosphoethanolamine incorporation. The Journal of biological chemistry. 2001 Nov; 276(46):43111-21. doi: 10.1074/jbc.m106960200. [PMID: 11535603]
  • E B Denner, S Paukner, P Kämpfer, E R Moore, W R Abraham, H J Busse, G Wanner, W Lubitz. Sphingomonas pituitosa sp. nov., an exopolysaccharide-producing bacterium that secretes an unusual type of sphingan. International journal of systematic and evolutionary microbiology. 2001 May; 51(Pt 3):827-41. doi: 10.1099/00207713-51-3-827. [PMID: 11411704]
  • C R Raetz. Regulated covalent modifications of lipid A. Journal of endotoxin research. 2001; 7(1):73-8. doi: ". [PMID: 11521087]
  • H S Gibbons, S Lin, R J Cotter, C R Raetz. Oxygen requirement for the biosynthesis of the S-2-hydroxymyristate moiety in Salmonella typhimurium lipid A. Function of LpxO, A new Fe2+/alpha-ketoglutarate-dependent dioxygenase homologue. The Journal of biological chemistry. 2000 Oct; 275(42):32940-9. doi: 10.1074/jbc.m005779200. [PMID: 10903325]
  • M Ishitani, J Liu, U Halfter, C S Kim, W Shi, J K Zhu. SOS3 function in plant salt tolerance requires N-myristoylation and calcium binding. The Plant cell. 2000 Sep; 12(9):1667-78. doi: 10.1105/tpc.12.9.1667. [PMID: 11006339]
  • J S Gunn, R K Ernst, A J McCoy, S I Miller. Constitutive mutations of the Salmonella enterica serovar Typhimurium transcriptional virulence regulator phoP. Infection and immunity. 2000 Jun; 68(6):3758-62. doi: 10.1128/iai.68.6.3758-3762.2000. [PMID: 10816543]
  • S M Cordo, N A Candurra, E B Damonte. Myristic acid analogs are inhibitors of Junin virus replication. Microbes and infection. 1999 Jul; 1(8):609-14. doi: 10.1016/s1286-4579(99)80060-4. [PMID: 10611737]
  • M J Nadler, M L Harrison, C L Ashendel, J M Cassady, R L Geahlen. Treatment of T cells with 2-hydroxymyristic acid inhibits the myristoylation and alters the stability of p56lck. Biochemistry. 1993 Sep; 32(35):9250-5. doi: 10.1021/bi00086a034. [PMID: 8103677]
  • L Giuliani, G Carmignani, E Belgrano, P Puppo. Transcatheter arterial embolization in urological tumors: the use of isobutyl-2-cyanoacrylate. The Journal of urology. 1979 May; 121(5):630-4. doi: 10.1016/s0022-5347(17)56913-x. [PMID: 439260]
  • A C Buck. Disorders of micturition in bacterial prostatitis. Proceedings of the Royal Society of Medicine. 1975 Aug; 68(8):508-11. doi: NULL. [PMID: 681]
  • A W Mondorf. [Evidence of urinary tubular proteins in inflammatory and toxic kidney damage]. Wiener medizinische Wochenschrift. Supplement. 1975; 27(?):20-3. doi: NULL. [PMID: 5816]