12-HEPE (BioDeep_00000018506)

   

human metabolite Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


(5Z,8Z,10E,14Z,17Z)-12-Hydroxyeicosa-5,8,10,14,17-pentaenoic acid

化学式: C20H30O3 (318.21948299999997)
中文名称: 4-（三氟甲基）苯酚
谱图信息: 最多检出来源 Homo sapiens(blood) 20%

分子结构信息

SMILES: CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O)O
InChI: InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)

描述信息

12-HEPE is hydroxy derivative of 12-lipoxygenase metabolites of Eicosapentaenoic acid (EPA). 12S-HEPE participates in platelet-neutrophil interactions in a manner similar to 12S-HETE. It can also compete with endogenous arachidonic acid for 5-lipoxygenation in stimulated human neutrophils. By providing competing substrates for neutrophil 5-lipoxygenase, platelets might contribute to the antiinflammatory potential of dietary n-3 fatty acids through platelet-neutrophil interaction. ( PMID: 2116491) [HMDB]
12-HEPE is hydroxy derivative of 12-lipoxygenase metabolites of Eicosapentaenoic acid (EPA). 12S-HEPE participates in platelet-neutrophil interactions in a manner similar to 12S-HETE. It can also compete with endogenous arachidonic acid for 5-lipoxygenation in stimulated human neutrophils. By providing competing substrates for neutrophil 5-lipoxygenase, platelets might contribute to the antiinflammatory potential of dietary n-3 fatty acids through platelet-neutrophil interaction. ( PMID: 2116491).

同义名列表

20 个代谢物同义名

(5Z,8Z,10E,14Z,17Z)-12-Hydroxyeicosa-5,8,10,14,17-pentaenoic acid; (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid; 12-Hydroxy-5,8,10,14,17-eicospentaenoic acid, (e,Z,Z,Z,Z)-isomer; (5Z,8Z,10E,14Z,17Z)-12-Hydroxyeicosa-5,8,10,14,17-pentaenoate; (+-)-12-Hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid; (+-)-12-Hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoate; 12-Hydroxyicosa-(5Z,8Z,10E,14Z,17Z)-pentaenoic acid; 12-Hydroxy-5Z,8Z,10E,14Z,17Z-icosapentaenoic acid; 12-Hydroxyicosa-(5Z,8Z,10E,14Z,17Z)-pentaenoate; 12-Hydroxy-5Z,8Z,10E,14Z,17Z-icosapentaenoate; 12-Hydroxy-5,8,10,14,17-eicosapentaenoic acid; 12-Hydroxy-5,8,10,14,17-eicospentaenoic acid; 12-Hydroxy-5,8,10,14,17-eicosapentaenoate; 12-Hydroxyeicosapentaenoic acid; 12-Hydroxyeicosapentaenoate; (+-)-12-HEPE; 12(R)-HEPE; 12-HEPE; 12-HEP; 4-(Trifluoromethyl)phenol



数据库引用编号

12 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)

2 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

  • Sophie Morin, Mélissa Simard, Nicolas Flamand, Roxane Pouliot. Biological action of docosahexaenoic acid in a 3D tissue-engineered psoriatic skin model: Focus on the PPAR signaling pathway. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2021 12; 1866(12):159032. doi: 10.1016/j.bbalip.2021.159032. [PMID: 34428549]
  • K M Bermingham, L Brennan, R Segurado, I J Gray, R E Barron, E R Gibney, M F Ryan, M J Gibney, J W Newman, Dr A M O'Sullivan. Genetic and environmental influences on serum oxylipins, endocannabinoids, bile acids and steroids. Prostaglandins, leukotrienes, and essential fatty acids. 2021 10; 173(?):102338. doi: 10.1016/j.plefa.2021.102338. [PMID: 34500309]
  • Takahiro Nagatake, Yuki Shibata, Sakiko Morimoto, Eri Node, Kento Sawane, So-Ichiro Hirata, Jun Adachi, Yuichi Abe, Junko Isoyama, Azusa Saika, Koji Hosomi, Takeshi Tomonaga, Jun Kunisawa. 12-Hydroxyeicosapentaenoic acid inhibits foam cell formation and ameliorates high-fat diet-induced pathology of atherosclerosis in mice. Scientific reports. 2021 05; 11(1):10426. doi: 10.1038/s41598-021-89707-1. [PMID: 34001916]
  • Azusa Saika, Takahiro Nagatake, So-Ichiro Hirata, Kento Sawane, Jun Adachi, Yuichi Abe, Junko Isoyama, Sakiko Morimoto, Eri Node, Prabha Tiwari, Koji Hosomi, Ayu Matsunaga, Tetsuya Honda, Takeshi Tomonaga, Makoto Arita, Kenji Kabashima, Jun Kunisawa. ω3 fatty acid metabolite, 12-hydroxyeicosapentaenoic acid, alleviates contact hypersensitivity by downregulation of CXCL1 and CXCL2 gene expression in keratinocytes via retinoid X receptor α. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2021 04; 35(4):e21354. doi: 10.1096/fj.202001687r. [PMID: 33749892]
  • Samantha D Pauls, Youjia Du, Luc Clair, Tanja Winter, Harold M Aukema, Carla G Taylor, Peter Zahradka. Impact of Age, Menopause, and Obesity on Oxylipins Linked to Vascular Health. Arteriosclerosis, thrombosis, and vascular biology. 2021 02; 41(2):883-897. doi: 10.1161/atvbaha.120.315133. [PMID: 33380172]
  • Jessica R Weaver, Theodore R Holman, Yumi Imai, Ajit Jadhav, Victor Kenyon, David J Maloney, Jerry L Nadler, Ganesha Rai, Anton Simeonov, David A Taylor-Fishwick. Integration of pro-inflammatory cytokines, 12-lipoxygenase and NOX-1 in pancreatic islet beta cell dysfunction. Molecular and cellular endocrinology. 2012 Jul; 358(1):88-95. doi: 10.1016/j.mce.2012.03.004. [PMID: 22502743]
  • C von Schacky, A J Marcus, L B Safier, H L Ullman, N Islam, M J Broekman, S Fischer. Platelet-neutrophil interactions. 12S,20- and 5S,12S-dihydroxyeicosapentaenoic acids: two novel neutrophil metabolites from platelet-derived 12S-hydroxyeicosapentaenoic acid. Journal of lipid research. 1990 May; 31(5):801-10. doi: 10.1016/s0022-2275(20)42779-8. [PMID: 2116491]
  • S Tsuji, K Nakagawa, T Fukushima. Genetically controlled quantitative variation of ornithine transcarbamylase in the chick kidney. Biochemical genetics. 1983 Oct; 21(9-10):857-69. doi: 10.1007/bf00483945. [PMID: 6419722]
  • H H Borden, R W Harris, W E Mosher. A waterborne outbreak of gastroenteritis in western New York State. American journal of public health and the nation's health. 1970 Feb; 60(2):283-8. doi: 10.2105/ajph.60.2.283. [PMID: 5460971]