9(S)-HPODE (BioDeep_00000003310)

 

Secondary id: BioDeep_00000055078, BioDeep_00000395528, BioDeep_00000605802

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid

化学式: C18H32O4 (312.23)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 19.32%

分子结构信息

SMILES: C(CCCCCCC[C@H](OO)/C=C/C=C\CCCCC)(=O)O
InChI: InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6-,14-11+

描述信息

9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID C14827). It is the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE.
D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors
D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

同义名列表

12 个代谢物同义名

(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid; (10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoic acid; (9S,10E,12Z)-9-Hydroperoxy-10,12-octadecadienoate; (10E,12Z)-9-Hydroperoxyoctadeca-10,12-dienoate; 9S-hydroperoxy-10E,12Z-octadecadienoic acid; 9-D-Hydroperoxylinoleic acid; FA 18:2;O2; 9(S)-HPODE; 9(S)-HPOD; 9S-HpODE; 9-HpODE; 9(S)-HPODE



数据库引用编号

29 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

6 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

  • Dillon Hershelman, Kirsten M Kahler, Morgan J Price, Iris Lu, Yuhan Fu, Patricia A Plumeri, Fred Karaisz, Natasha F Bassett, Peter M Findeis, Charles H Clapp. Oxygenation reactions catalyzed by the F557V mutant of soybean lipoxygenase-1: Evidence for two orientations of substrate binding. Archives of biochemistry and biophysics. 2019 10; 674(?):108082. doi: 10.1016/j.abb.2019.108082. [PMID: 31473191]
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  • Markus K Muellner, Sabine M Schreier, Hilde Laggner, Marcela Hermann, Harald Esterbauer, Markus Exner, Bernhard M K Gmeiner, Stylianos Kapiotis. Hydrogen sulfide destroys lipid hydroperoxides in oxidized LDL. The Biochemical journal. 2009 May; 420(2):277-81. doi: 10.1042/bj20082421. [PMID: 19265508]
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  • Leif-Alexander Garbe, Roberto Barbosa de Almeida, Renate Nagel, Karl Wackerbauer, Roland Tressl. Dual positional and stereospecificity of lipoxygenase isoenzymes from germinating barley (green malt): biotransformation of free and esterified linoleic acid. Journal of agricultural and food chemistry. 2006 Feb; 54(3):946-55. doi: 10.1021/jf051993t. [PMID: 16448207]
  • Hisao Kuroda, Hidetoshi Kojima, Hirotaka Kaneda, Masachika Takashio. Characterization of 9-fatty acid hydroperoxide lyase-like activity in germinating barley seeds that transforms 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid into 2(E)-nonenal. Bioscience, biotechnology, and biochemistry. 2005 Sep; 69(9):1661-8. doi: 10.1271/bbb.69.1661. [PMID: 16195582]
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  • Wei-Gen Li, Lynn L Stoll, James B Rice, Shao-Ping Xu, Francis J Miller, Papri Chatterjee, Ling Hu, Larry W Oberley, Arthur A Spector, Neal L Weintraub. Activation of NAD(P)H oxidase by lipid hydroperoxides: mechanism of oxidant-mediated smooth muscle cytotoxicity. Free radical biology & medicine. 2003 Apr; 34(7):937-46. doi: 10.1016/s0891-5849(03)00032-7. [PMID: 12654483]
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  • Yoshihiko Akakabe, Kenji Matsui, Tadahiko Kajiwara. Enantioselective formation of (R)-9-HPODE and (R)-9-HPOTrE in marine green alga Ulva conglobata. Bioorganic & medicinal chemistry. 2002 Oct; 10(10):3171-3. doi: 10.1016/s0968-0896(02)00212-2. [PMID: 12150862]
  • Heiko Weichert, Adelheid Kolbe, Angelika Kraus, Claus Wasternack, Ivo Feussner. Metabolic profiling of oxylipins in germinating cucumber seedlings--lipoxygenase-dependent degradation of triacylglycerols and biosynthesis of volatile aldehydes. Planta. 2002 Aug; 215(4):612-9. doi: 10.1007/s00425-002-0779-4. [PMID: 12172844]
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  • R A Wilson, H W Gardner, N P Keller. Cultivar-dependent expression of a maize lipoxygenase responsive to seed infesting fungi. Molecular plant-microbe interactions : MPMI. 2001 Aug; 14(8):980-7. doi: 10.1094/mpmi.2001.14.8.980. [PMID: 11497470]
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  • M Hamberg. An epoxy alcohol synthase pathway in higher plants: biosynthesis of antifungal trihydroxy oxylipins in leaves of potato. Lipids. 1999 Nov; 34(11):1131-42. doi: 10.1007/s11745-999-0464-7. [PMID: 10606035]
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