8-HETE (BioDeep_00000409873)

 

Secondary id: BioDeep_00000001713, BioDeep_00000016643

Volatile Flavor Compounds


代谢物信息卡片


(5Z,9E,11Z,14Z)-(8R)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid

化学式: C20H32O3 (320.23513219999995)
中文名称: 8-羟基-[S-(E,Z,Z,Z)]-5,9,11,14-二十碳四烯酸
谱图信息: 最多检出来源 Mus musculus(blood) 85.9%

分子结构信息

SMILES: C(/C=C/[C@H](O)C/C=C\CCCC(=O)O)=C/C/C=C\CCCCC
InChI: InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,14-11+,16-13-

描述信息

An HETE having a 8-hydroxy group and (5Z)-, (9E)-, (11Z)- and (14Z)-double bonds.
CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0122.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 STD_neg_MSMS_1min0122.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 STD_neg_MSMS_1min0122.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_0001287.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_0001287.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_0001287.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_0001287.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_0001287.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_0001287.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

17 个代谢物同义名

8-HETE; 5,9,11,14-Eicosatetraenoic acid, 8-hydroxy-, (E,Z,Z,Z)-; 8-hydroxy-5E,9Z,11Z,14Z-eicosatetraenoic acid; FA 20:4;O; (5Z,9E,11Z,14Z)-(8R)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid; (5Z,9E,11Z,14Z)-(8R)-8-Hydroxyicosa-5,9,11,14-tetraenoic acid; (5Z,9E,11Z,14Z)-(8R)-8-Hydroxyeicosa-5,9,11,14-tetraenoate; (5Z,9E,11Z,14Z)-(8R)-8-Hydroxyicosa-5,9,11,14-tetraenoate; 8R-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid; 8(R)-HETE; 8R-HETE; 8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid; 8(s)-hete; 8S-HETE; 8-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid; (±)8-HETE; 8(S)-HETE



数据库引用编号

35 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

  • Manila Hada, Matthew L Edin, Patricia Hartge, Fred B Lih, Nicolas Wentzensen, Darryl C Zeldin, Britton Trabert. Prediagnostic Serum Levels of Fatty Acid Metabolites and Risk of Ovarian Cancer in the Prostate, Lung, Colorectal, and Ovarian (PLCO) Cancer Screening Trial. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2019 01; 28(1):189-197. doi: 10.1158/1055-9965.epi-18-0392. [PMID: 30262599]
  • Dmitry V Chistyakov, Ivan S Filimonov, Nadezhda V Azbukina, Sergei V Goriainov, Viktor V Chistyakov, Maksim A Fomich, Andrei V Bekish, Vadim V Shmanai, Marina G Sergeeva, Mikhail S Shchepinov. Deuterated Arachidonic Acids Library for Regulation of Inflammation and Controlled Synthesis of Eicosanoids: An In Vitro Study. Molecules (Basel, Switzerland). 2018 Dec; 23(12):. doi: 10.3390/molecules23123331. [PMID: 30558277]
  • K J Gagnon, N Lefort, S J Poirier, D A Barnett, M E Surette. 5-lipoxygenase-dependent biosynthesis of novel 20:4 n-3 metabolites with anti-inflammatory activity. Prostaglandins, leukotrienes, and essential fatty acids. 2018 11; 138(?):38-44. doi: 10.1016/j.plefa.2018.10.005. [PMID: 30392579]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Qiaoxia Bian, Weihui Wang, Nannan Wang, Yan Peng, Wen Ma, Ronghua Dai. Arachidonic acid metabolomic study of BPH in rats and the interventional effects of Zishen pill, a traditional Chinese medicine. Journal of pharmaceutical and biomedical analysis. 2016 Sep; 128(?):149-157. doi: 10.1016/j.jpba.2016.05.027. [PMID: 27262108]
  • Jelena Klawitter, Kim McFann, Alexander T Pennington, Wei Wang, Jost Klawitter, Uwe Christians, Robert W Schrier, Berenice Gitomer, Melissa A Cadnapaphornchai. Pravastatin Therapy and Biomarker Changes in Children and Young Adults with Autosomal Dominant Polycystic Kidney Disease. Clinical journal of the American Society of Nephrology : CJASN. 2015 Sep; 10(9):1534-41. doi: 10.2215/cjn.11331114. [PMID: 26224879]
  • M A Fernández-Peralbo, C Ferreiro Vera, F Priego-Capote, M D Luque de Castro. Stable isotopic internal standard correction for quantitative analysis of hydroxyeicosatetraenoic acids (HETEs) in serum by on-line SPE-LC-MS/MS in selected reaction monitoring mode. Talanta. 2014 Aug; 126(?):170-6. doi: 10.1016/j.talanta.2014.03.038. [PMID: 24881549]
  • Pavel Mučaji, Anna Záhradníková, Lýdia Bezáková, Mária Cupáková, Drahomíra Rauová, Milan Nagy. HPLC determination of antilipoxygenase activity of a water infusion of Ligustrum vulgare L. leaves and some of its constituents. Molecules (Basel, Switzerland). 2011 Sep; 16(10):8198-208. doi: 10.3390/molecules16108198. [PMID: 21959294]
  • T Kubota, T Yano, K Fujisaki, Y Itoh, R Oishi. Fenofibrate induces apoptotic injury in cultured human hepatocytes by inhibiting phosphorylation of Akt. Apoptosis : an international journal on programmed cell death. 2005 Mar; 10(2):349-58. doi: 10.1007/s10495-005-0809-3. [PMID: 15843896]
  • Gerhard Fürstenberger, Friedrich Marks, Peter Krieg. Arachidonate 8(S)-lipoxygenase. Prostaglandins & other lipid mediators. 2002 Aug; 68-69(?):235-43. doi: 10.1016/s0090-6980(02)00033-3. [PMID: 12432921]
  • T L Tieman, D J Steel, Y Gor, J Kehoe, J H Schwartz, S J Feinmark. A pertussis toxin-sensitive 8-lipoxygenase pathway is activated by a nicotinic acetylcholine receptor in aplysia neurons. Journal of neurophysiology. 2001 May; 85(5):2150-8. doi: 10.1152/jn.2001.85.5.2150. [PMID: 11353029]
  • K Murakami, T Ide, T Nakazawa, T Okazaki, T Mochizuki, T Kadowaki. Fatty-acyl-CoA thioesters inhibit recruitment of steroid receptor co-activator 1 to alpha and gamma isoforms of peroxisome-proliferator-activated receptors by competing with agonists. The Biochemical journal. 2001 Jan; 353(Pt 2):231-8. doi: 10.1042/0264-6021:3530231. [PMID: 11139385]
  • J Nair, G Fürstenberger, F Bürger, F Marks, H Bartsch. Promutagenic etheno-DNA adducts in multistage mouse skin carcinogenesis: correlation with lipoxygenase-catalyzed arachidonic acid metabolism. Chemical research in toxicology. 2000 Aug; 13(8):703-9. doi: 10.1021/tx000045d. [PMID: 10956057]
  • K Murakami, T Ide, M Suzuki, T Mochizuki, T Kadowaki. Evidence for direct binding of fatty acids and eicosanoids to human peroxisome proliferators-activated receptor alpha. Biochemical and biophysical research communications. 1999 Jul; 260(3):609-13. doi: 10.1006/bbrc.1999.0951. [PMID: 10403814]
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  • R E Laskey, W R Mathews. Nitric oxide inhibits peroxynitrite-induced production of hydroxyeicosatetraenoic acids and F2-isoprostanes in phosphatidylcholine liposomes. Archives of biochemistry and biophysics. 1996 Jun; 330(1):193-8. doi: 10.1006/abbi.1996.0242. [PMID: 8651696]
  • G L Bundy, E G Nidy, D E Epps, S A Mizsak, R J Wnuk. Discovery of an arachidonic acid C-8 lipoxygenase in the gorgonian coral Pseudoplexaura porosa. The Journal of biological chemistry. 1986 Jan; 261(2):747-51. doi: 10.1016/s0021-9258(17)36157-4. [PMID: 2867091]