12(S)-HPETE (BioDeep_00000002666)

 

Secondary id: BioDeep_00000913099

human metabolite Endogenous blood metabolite


代谢物信息卡片


(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid

化学式: C20H32O4 (336.2300472)
中文名称: 12-(S)-过氧化氢-5Z,8Z,10E,14Z-二十碳四烯酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.05%

分子结构信息

SMILES: CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)OO
InChI: InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1

描述信息

12-HPETE is one of the six monohydroperoxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid (Leukotrienes). Reduction of the hydroperoxide yields the more stable hydroxyl fatty acid (+/-)12-HETE. A family of biologically active compounds derived from arachidonic acid by oxidative metabolism through the 5-lipoxygenase pathway. They participate in host defense reactions and pathophysiological conditions such as immediate hypersensitivity and inflammation. They have potent actions on many essential organs and systems, including the cardiovascular, pulmonary, and central nervous system as well as the gastrointestinal tract and the immune system.
12-HPETE is one of the six monohydroperoxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid (Leukotrienes). Reduction of the hydroperoxide yields the more stable hydroxyl fatty acid (+/-)12-HETE.
D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors
D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

同义名列表

25 个代谢物同义名

(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoate; (5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate; (5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate; 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid; 12-L-Hydroperoxy-5,8,10,14-eicosatetraenoic acid; 12-Hydroperoxy-5,8,10,14-icosatetraenoic acid; Arachidonic acid omega-9 hydroperoxide; Omega-9-hydroperoxyarachidonic acid; 12-Hydroperoxyeicosatetraenoic acid; Arachidonate omega-9 hydroperoxide; 12-Hydroperoxyicosatetraenoic acid; Omega-9-hydroperoxyarachidonate; 12-Hydroperoxyeicosatetraenoate; 12-HPETE, (S-(e,Z,Z,Z))-isomer; 12-Hydroperoxyicosatetraenoate; 12-HPETE, (S-(e,e,e))-isomer; 12-HPETE, (e,Z,Z,Z)-isomer; omega-9 Hpaa; 12(S)-HPETE; 12S-HpETE; 12-Oohete; 12-HpETE



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

123 个相关的代谢反应过程信息。

Reactome(73)

BioCyc(0)

WikiPathways(3)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

PharmGKB(0)

3 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

  • 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]
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  • Chaoqin Xie, Donna H Wang. Inhibition of renin release by arachidonic acid metabolites, 12(s)-HPETE and 12-HETE: role of TRPV1 channels. Endocrinology. 2011 Oct; 152(10):3811-9. doi: 10.1210/en.2011-0141. [PMID: 21846804]
  • Aaron T Wecksler, Cyril Jacquot, Wilfred A van der Donk, Theodore R Holman. Mechanistic investigations of human reticulocyte 15- and platelet 12-lipoxygenases with arachidonic acid. Biochemistry. 2009 Jul; 48(26):6259-67. doi: 10.1021/bi802332j. [PMID: 19469483]
  • Ryosuke Iijima, Takatsugu Ichikawa, Masatoshi Yamazaki. Sialic acid attenuates the cytotoxicity of the lipid hydroperoxides HpODE and HpETE. Carbohydrate research. 2009 May; 344(7):933-5. doi: 10.1016/j.carres.2009.02.025. [PMID: 19329108]
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  • Marcus J Coffey, Gavin E Jarvis, Jonathan M Gibbins, Barbara Coles, Natasha E Barrett, Oliver R E Wylie, Valerie B O'Donnell. Platelet 12-lipoxygenase activation via glycoprotein VI: involvement of multiple signaling pathways in agonist control of H(P)ETE synthesis. Circulation research. 2004 Jun; 94(12):1598-605. doi: 10.1161/01.res.0000132281.78948.65. [PMID: 15142951]
  • Michiharu Tanabe, Sadaharu Tabuchi, Masato Iwatsuki, Masamichi Kurosaki, Hideki Kamitani, Masayuki Yokota, Takashi Watanabe. Incorporation of arachidonic and linoleic acid hydroperoxides into cultured human umbilical vein endothelial cells. Prostaglandins, leukotrienes, and essential fatty acids. 2004 Jun; 70(6):485-9. doi: 10.1016/j.plefa.2003.10.003. [PMID: 15120710]
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  • H Okamoto, M Tanabe, M Iwatsuki, M Nishiyama, K Akatsuka, T Watanabe, T Hori, E Nakajima. Role of 12-HPETE in the pathogenesis of cerebral vasospasm. Advances in experimental medicine and biology. 1997; 407(?):21-5. doi: 10.1007/978-1-4899-1813-0_4. [PMID: 9321927]
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