19,20-DiHDPA (BioDeep_00000026785)

Main id: BioDeep_00000629527

 

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid

化学式: C22H34O4 (362.24569640000004)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC(C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O)O
InChI: InChI=1S/C22H34O4/c1-2-20(23)21(24)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-22(25)26/h3-4,7-10,13-16,20-21,23-24H,2,5-6,11-12,17-19H2,1H3,(H,25,26)

描述信息

19,20-DiHDPA is one of the major metabolites produced when Docosahexaenoic acid (DHA) is incubated with NADPH-supplemented rat liver microsomes. Docosahexaenoic acid (DHA) is an essential fatty acid and the most abundant omega-3 fatty acid in neural tissues, especially in the retina and brain. DHA is also slowly metabolized by monkey seminal vesicles to 19,20-DiHDPA. The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the omega-3 double bond, followed by conversion to the vicinal diols by epoxide hydrolase. (PMID: 1742320) [HMDB]
19,20-DiHDPA is one of the major metabolites produced when Docosahexaenoic acid (DHA) is incubated with NADPH-supplemented rat liver microsomes. Docosahexaenoic acid (DHA) is an essential fatty acid and the most abundant omega-3 fatty acid in neural tissues, especially in the retina and brain. DHA is also slowly metabolized by monkey seminal vesicles to 19,20-DiHDPA. The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the omega-3 double bond, followed by conversion to the vicinal diols by epoxide hydrolase. (PMID: 1742320).

同义名列表

9 个代谢物同义名

(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid; 19,20-Dihydroxy-4Z,7Z,10Z,13Z,16Z-docosapentaenoic acid; 19,20-Dihydroxy-4Z,7Z,10Z,13Z,16Z-docosapentaenoate; 19,20-Dihydroxydocosapentaenoic acid; 19,20-Dihydroxydocosapentaenoate; (+/-)19,20-dihdope; 19,20-DiHDoPE; 19,20-DiHDPE; 19,20-DiHDPA



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

1 个相关的代谢反应过程信息。

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BioCyc(0)

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1 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

  • Ami Oguro, Yasuhiro Ishihara, Ferbian Milas Siswanto, Takeshi Yamazaki, Atsuhiko Ishida, Hiromasa Imaishi, Susumu Imaoka. Contribution of DHA diols (19,20-DHDP) produced by cytochrome P450s and soluble epoxide hydrolase to the beneficial effects of DHA supplementation in the brains of rotenone-induced rat models of Parkinson's disease. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2021 02; 1866(2):158858. doi: 10.1016/j.bbalip.2020.158858. [PMID: 33279658]
  • Jihong Lin, Jiong Hu, Andrea Schlotterer, Jing Wang, Matthias Kolibabka, Khader Awwad, Nadine Dietrich, Kristin Breitschopf, Paulus Wohlfart, Aimo Kannt, Katrin Lorenz, Yuxi Feng, Rüdiger Popp, Sigrid Hoffmann, Ingrid Fleming, Hans Peter Hammes. Protective effect of Soluble Epoxide Hydrolase Inhibition in Retinal Vasculopathy associated with Polycystic Kidney Disease. Theranostics. 2020; 10(17):7857-7871. doi: 10.7150/thno.43154. [PMID: 32685025]
  • 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]
  • Seán McManus, Noemi Tejera, Khader Awwad, David Vauzour, Neil Rigby, Ingrid Fleming, Aedin Cassidy, Anne Marie Minihane. Differential effects of EPA versus DHA on postprandial vascular function and the plasma oxylipin profile in men. Journal of lipid research. 2016 09; 57(9):1720-7. doi: 10.1194/jlr.m067801. [PMID: 27170732]
  • Mattijs M Heemskerk, Harish K Dharuri, Sjoerd A A van den Berg, Hulda S Jónasdóttir, Dick-Paul Kloos, Martin Giera, Ko Willems van Dijk, Vanessa van Harmelen. Prolonged niacin treatment leads to increased adipose tissue PUFA synthesis and anti-inflammatory lipid and oxylipin plasma profile. Journal of lipid research. 2014 Dec; 55(12):2532-40. doi: 10.1194/jlr.m051938. [PMID: 25320342]
  • Maaike J Bruins, Adrie D Dane, Katrin Strassburg, Rob J Vreeken, John W Newman, Norman Salem, Cynthia Tyburczy, J Thomas Brenna. Plasma oxylipin profiling identifies polyunsaturated vicinal diols as responsive to arachidonic acid and docosahexaenoic acid intake in growing piglets. Journal of lipid research. 2013 Jun; 54(6):1598-1607. doi: 10.1194/jlr.m034918. [PMID: 23543770]