trans-4,5-epoxy-2(E)-decenal (BioDeep_00000032817)

   

human metabolite Endogenous


代谢物信息卡片


(2E)-3-(3-pentyloxiran-2-yl)prop-2-enal

化学式: C10H16O2 (168.115)
中文名称: 反式-4,5-环氧-2（E）-癸烯醛
谱图信息: 最多检出来源 Homo sapiens(not specific) 13.24%

分子结构信息

SMILES: CCCCCC1C(O1)C=CC=O
InChI: InChI=1S/C10H16O2/c1-2-3-4-6-9-10(12-9)7-5-8-11/h5,7-10H,2-4,6H2,1H3/b7-5+

描述信息

Polyunsaturated fatty acids such as arachidonate and linoeate, while essential to health maintenance, are subject to random peroxidation by ambient oxygen, resulting in fragmented and reactive decomposition products. One prominent autoxidation product of either trilinolein or arachidonic acid is trans-4,5-epoxy-2(E)-decenal. This aldehyde is responsible for a pungent metallic flavor of decomposed lipids, with a detection threshold of 1.5 pg/l in air.1 trans-4,5-epoxy-2(E)-Decenal also reacts with nucleophiles (lysine amino groups) on proteins, leading to loss of cell function and viability.2 This reactive aldehyde is therefore a useful tool in elucidating the effects of peroxidative damage in experimental models.
Lipid peroxidation production Contributor to warmed-over flavour development in cooked meats and off-flavour in stored soybean oiland is) also present in breadcrumb, hop cone and roasted sesame seed odours and pastry products prepared from margarine. 4,5-Epoxy-2-decenal is found in cereals and cereal products.

同义名列表

7 个代谢物同义名

(2E)-3-(3-pentyloxiran-2-yl)prop-2-enal; trans-4,5-epoxy-2(E)-decenal; 4,5-epoxy-(E)-2-decenal; 4,5-Epoxy-2(e)-decenal; 4,5-Epoxy-2-decenal; 4,5-EDE; trans-4,5-Epoxy-2(E)-decenal



数据库引用编号

7 个数据库交叉引用编号

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相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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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。

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亚细胞结构定位 关联基因列表


文献列表

  • Wenying Jian, Jasbir S Arora, Tomoyuki Oe, Vladimir V Shuvaev, Ian A Blair. Induction of endothelial cell apoptosis by lipid hydroperoxide-derived bifunctional electrophiles. Free radical biology & medicine. 2005 Nov; 39(9):1162-76. doi: 10.1016/j.freeradbiomed.2005.06.008. [PMID: 16214032]
  • F J Hidalgo, M Alaiz, R Zamora. A spectrophotometric method for the determination of proteins damaged by oxidized lipids. Analytical biochemistry. 1998 Sep; 262(2):129-36. doi: 10.1006/abio.1998.2758. [PMID: 9750127]