18-Hydroxyarachidonic acid (BioDeep_00000018158)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(5Z,8Z,11Z,14Z,18R)-18-hydroxyicosa-5,8,11,14-tetraenoic acid

化学式: C20H32O3 (320.23513219999995)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 14.29%

分子结构信息

SMILES: CCC(CCC=CCC=CCC=CCC=CCCCC(=O)O)O
InChI: InChI=1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)

描述信息

(18R)-Hydroxyarachidonate is a substrate for CYP4F8 or leukotriene-B4 20-monooxygenase (EC 1.14.13.30). This enzyme hydroxylates arachdonic acid (20:4n-6) to (18R)-hydroxyarachidonate in the endoplasmic reticulum. This reaction is irreversible. CYP4F8 is a member of the cytochrome P450 superfamily of enzymes. The cytochrome P450 proteins are monooxygenases which catalyze many reactions involved in drug metabolism and synthesis of cholesterol, steroids and other lipids. This protein localizes to the endoplasmic reticulum and functions as a 19-hydroxylase of prostaglandins in seminal vesicles. In particular, CYP4F8 catalyzes the 2-hydroxylation of PGH1 and PGH2, which will lead to biosynthesis of the two main PGs of human seminal fluid, (19R)-hydroxy-PGE1 and (19R)-hydroxy-PGE2 (PMID: 10791960). 18-Hydroxyarachidonic acid is an intermediate in eicosanoid metabolism. [HMDB]
(18R)-Hydroxyarachidonate is a substrate for CYP4F8 or leukotriene-B4 20-monooxygenase (EC 1.14.13.30). This enzyme hydroxylates arachdonic acid (20:4n-6) to (18R)-hydroxyarachidonate in the endoplasmic reticulum. This reaction is irreversible. CYP4F8 is a member of the cytochrome P450 superfamily of enzymes. The cytochrome P450 proteins are monooxygenases which catalyze many reactions involved in drug metabolism and synthesis of cholesterol, steroids and other lipids. This protein localizes to the endoplasmic reticulum and functions as a 19-hydroxylase of prostaglandins in seminal vesicles. In particular, CYP4F8 catalyzes the 2-hydroxylation of PGH1 and PGH2, which will lead to biosynthesis of the two main PGs of human seminal fluid, (19R)-hydroxy-PGE1 and (19R)-hydroxy-PGE2 (PMID: 10791960). 18-Hydroxyarachidonic acid is an intermediate in eicosanoid metabolism.

同义名列表

20 个代谢物同义名

(5Z,8Z,11Z,14Z,18R)-18-hydroxyicosa-5,8,11,14-tetraenoic acid; (5Z,8Z,11Z,14Z,18R)-18-Hydroxyicosatetraenoic acid; (5Z,8Z,11Z,14Z,18R)-18-Hydroxyicosatetraenoate; 18-Hydroxy-5,8,11,14-eicosatetraenoic acid; 18(R)-Hydroxyeicosatetraenoic acid; 18-Hydroxyeicosatetraenoic acid; 18(R)-Hydroxyeicosatetraenoate; Omega-hydroxyarachidonic acid; (18R)-Hydroxyarachidonic acid; 18-hydroxy-arachidonic acid; 18-Hydroxyeicosatetraenoate; 18-Hydroxyarachidonic acid; (18R)-Hydroxyarachidonate; W-Hydroxyarachidonic acid; Hydroxyarachidonic acid; 18-Hydroxy-arachidonate; 18-Hydroxyarachidonate; Hydroxyarachidonate; (18R)-HETE; 18-HETE



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

0 个相关的代谢反应过程信息。

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INOH(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

  • Philip R Cooper, A Clementina Mesaros, Jie Zhang, Peter Christmas, Christopher M Stark, Karim Douaidy, Michael A Mittelman, Roy J Soberman, Ian A Blair, Reynold A Panettieri. 20-HETE mediates ozone-induced, neutrophil-independent airway hyper-responsiveness in mice. PloS one. 2010 Apr; 5(4):e10235. doi: 10.1371/journal.pone.0010235. [PMID: 20422032]
  • A Messina, S Nencioni, P G Gervasi, K H Gotlinger, M L Schwartzman, V Longo. Molecular cloning and enzymatic characterization of sheep CYP2J. Xenobiotica; the fate of foreign compounds in biological systems. 2010 Feb; 40(2):109-18. doi: 10.3109/00498250903410590. [PMID: 20021200]
  • Katarina Stark, Johan Bylund, Hans Törmä, Göran Sahlén, Ernst H Oliw. On the mechanism of biosynthesis of 19-hydroxyprostaglandins of human seminal fluid and expression of cyclooxygenase-2, PGH 19-hydroxylase (CYP4F8) and microsomal PGE synthase-1 in seminal vesicles and vas deferens. Prostaglandins & other lipid mediators. 2005 Jan; 75(1-4):47-64. doi: 10.1016/j.prostaglandins.2004.09.014. [PMID: 15789615]
  • J Bylund, M Bylund, E H Oliw. cDna cloning and expression of CYP4F12, a novel human cytochrome P450. Biochemical and biophysical research communications. 2001 Jan; 280(3):892-7. doi: 10.1006/bbrc.2000.4191. [PMID: 11162607]