5-HpETE (BioDeep_00000409876)

Main id: BioDeep_00000004019

Secondary id: BioDeep_00000014606

natural product


代谢物信息卡片


(6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoic acid

化学式: C20H32O4 (336.2300472)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 45.65%

分子结构信息

SMILES: C(/C/C=C\C/C=C\CCCCC)=C/C=C/C(OO)CCCC(=O)O
InChI: InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+

描述信息

A HPETE that consists of (6E,8Z,11Z,14Z)-icosatetraenoic acid in which the hydroperoxy group is located at position 5.
An icosatetraenoic acid in which the double bonds are located at the 6-7, 8-9, 11-12, and 14-15 positions and have E, Z, Z, and Z geometry, respectively, and in which the pro-S hydrogen is substituted by a hydroperoxy group.
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ]
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ]
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ]
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]
CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001297.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

同义名列表

11 个代谢物同义名

5-HpETE; (6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoic acid; (6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoate; (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-tetraenoate; 5(S)-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid; 5S-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid; 5(S)-HPETE; FA 20:4;O2; 5S-HpETE; (6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid; 5-hydroperoxyeicosa-6E,8Z,11Z,14Z-tetraenoic acid



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

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)

9 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

  • Gail E Grant, Joshua Rokach, William S Powell. 5-Oxo-ETE and the OXE receptor. Prostaglandins & other lipid mediators. 2009 Sep; 89(3-4):98-104. doi: 10.1016/j.prostaglandins.2009.05.002. [PMID: 19450703]
  • Barbara Cavalieri, Maria-Giulia Perrelli, Manuela Aragno, Pierluigi Ramadori, Giuseppe Poli, Juan C Cutrìn. Ischaemic preconditioning modulates the activity of Kupffer cells during in vivo reperfusion injury of rat liver. Cell biochemistry and function. 2003 Dec; 21(4):299-305. doi: 10.1002/cbf.1028. [PMID: 14624466]
  • Simona Zarini, Robert C Murphy. Biosynthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid from 5-hydroperoxyeicosatetraenoic acid in the murine macrophage. The Journal of biological chemistry. 2003 Mar; 278(13):11190-6. doi: 10.1074/jbc.m208496200. [PMID: 12547823]
  • Takeshi Hosoi, Yutaka Koguchi, Emiko Sugikawa, Aiko Chikada, Koji Ogawa, Naoki Tsuda, Naoki Suto, Shiho Tsunoda, Tomoyasu Taniguchi, Tetsuo Ohnuki. Identification of a novel human eicosanoid receptor coupled to G(i/o). The Journal of biological chemistry. 2002 Aug; 277(35):31459-65. doi: 10.1074/jbc.m203194200. [PMID: 12065583]
  • Tankred Schewe, Hartmut Kühn, Helmut Sies. Flavonoids of cocoa inhibit recombinant human 5-lipoxygenase. The Journal of nutrition. 2002 Jul; 132(7):1825-9. doi: 10.1093/jn/132.7.1825. [PMID: 12097654]
  • Margarita H Guajardo, Ana M Terrasa, Angel Catalá. Retinal fatty acid binding protein reduce lipid peroxidation stimulated by long-chain fatty acid hydroperoxides on rod outer segments. Biochimica et biophysica acta. 2002 Apr; 1581(3):65-74. doi: 10.1016/s1388-1981(02)00121-x. [PMID: 12020634]
  • Maike D Glitsch, Daniel Bakowski, Anant B Parekh. Effects of inhibitors of the lipo-oxygenase family of enzymes on the store-operated calcium current I(CRAC) in rat basophilic leukaemia cells. The Journal of physiology. 2002 Feb; 539(Pt 1):93-106. doi: 10.1113/jphysiol.2001.012826. [PMID: 11850504]
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  • S W Hwang, H Cho, J Kwak, S Y Lee, C J Kang, J Jung, S Cho, K H Min, Y G Suh, D Kim, U Oh. Direct activation of capsaicin receptors by products of lipoxygenases: endogenous capsaicin-like substances. Proceedings of the National Academy of Sciences of the United States of America. 2000 May; 97(11):6155-60. doi: 10.1073/pnas.97.11.6155. [PMID: 10823958]
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  • T D Foley. 5-HPETE is a potent inhibitor of neuronal Na+, K(+)-ATPase activity. Biochemical and biophysical research communications. 1997 Jun; 235(2):374-6. doi: 10.1006/bbrc.1997.6790. [PMID: 9199200]
  • P J Vickers, C Deluca, E Wong, M Abramovitz. The effect of 5-lipoxygenase-activating protein (FLAP) on substrate utilization by 5-lipoxygenase. Advances in experimental medicine and biology. 1997; 400A(?):145-51. doi: 10.1007/978-1-4615-5325-0_21. [PMID: 9547550]
  • T Yamazaki, K Higuchi, S Kominami, S Takemori. 15-lipoxygenase metabolite(s) of arachidonic acid mediates adrenocorticotropin action in bovine adrenal steroidogenesis. Endocrinology. 1996 Jul; 137(7):2670-5. doi: 10.1210/endo.137.7.8770885. [PMID: 8770885]
  • H Imai, D Sumi, H Sakamoto, A Hanamoto, M Arai, N Chiba, Y Nakagawa. Overexpression of phospholipid hydroperoxide glutathione peroxidase suppressed cell death due to oxidative damage in rat basophile leukemia cells (RBL-2H3). Biochemical and biophysical research communications. 1996 May; 222(2):432-8. doi: 10.1006/bbrc.1996.0762. [PMID: 8670223]
  • Y Fukui, M Morita, K Osakada, T Nakayama, M Matsuoka, R Hirota, H Iizumi, T Ueda. Visible light-sensitized oxidation of arachidonic acid in the presence of inperatorin. Journal of nutritional science and vitaminology. 1995 Jun; 41(3):387-93. doi: 10.3177/jnsv.41.387. [PMID: 7472682]
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  • J D Winkler, C M Sung, W C Hubbard, F H Chilton. Influence of arachidonic acid on indices of phospholipase A2 activity in the human neutrophil. The Biochemical journal. 1993 May; 291 ( Pt 3)(?):825-31. doi: 10.1042/bj2910825. [PMID: 8387780]
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  • J P Falgueyret, J H Hutchinson, D Riendeau. Criteria for the identification of non-redox inhibitors of 5-lipoxygenase. Biochemical pharmacology. 1993 Feb; 45(4):978-81. doi: 10.1016/0006-2952(93)90185-y. [PMID: 8452572]
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