19-Hydroxyarachidonic acid (BioDeep_00000895395)
代谢物信息卡片
19-Hydroxyarachidonic acid
化学式: C20H32O3 (320.23513219999995)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CCCC=CCC=CCC=CCC=CCCCC(=O)O)O
InChI: InChI=1S/C20H32O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,19,21H,2,7-8,13-18H2,1H3,(H,22,23)/b5-3-,6-4-,11-9-,12-10-
相关代谢途径
Reactome(9)
BioCyc(0)
PlantCyc(0)
代谢反应
115 个相关的代谢反应过程信息。
Reactome(115)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Metabolism of lipids:
H+ + LTHSOL + Oxygen + TPNH ⟶ 7-dehydroCHOL + H2O + TPN - Fatty acid metabolism:
Ac-CoA + H2O ⟶ CH3COO- + CoA-SH - Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 19-HETE + H2O + TPN - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Metabolism of lipids:
H+ + LTHSOL + Oxygen + TPNH ⟶ 7-dehydroCHOL + H2O + TPN - Fatty acid metabolism:
Ac-CoA + H2O ⟶ CH3COO- + CoA-SH - Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 19-HETE + H2O + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Cytochrome P450 - arranged by substrate type:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Metabolism of lipids:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Metabolism of lipids:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4 - Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN - Phase I - Functionalization of compounds:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH - Cytochrome P450 - arranged by substrate type:
EtOH + H+ + Oxygen + TPNH ⟶ CH3CHO + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TPNH + atRA ⟶ 4OH-atRA + H2O + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
3-oxopristanoyl-CoA + CoA-SH ⟶ 4,8,12-trimethyltridecanoyl-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
prostaglandin H2 ⟶ prostaglandin E2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 19-HETE + H2O + TPN - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
prostaglandin H2 ⟶ prostaglandin E2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Cytochrome P450 - arranged by substrate type:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Metabolism of lipids:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TPNH + atRA ⟶ 4OH-atRA + H2O + TPN - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 16/17/18-HETE + H2O + TPN - Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Cytochrome P450 - arranged by substrate type:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN - Miscellaneous substrates:
H+ + Oxygen + TES + TPNH ⟶ 6BHT + H2O + TPN - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 19-HETE + H2O + TPN - Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE):
ARA + H+ + Oxygen + TPNH ⟶ 19-HETE + H2O + TPN
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- Li-Jian Zhang, Bin Chen, Jun-Jie Zhang, Jian Li, Qingjing Yang, Qi-Sheng Zhong, Song Zhan, Huwei Liu, Chun Cai. Serum polyunsaturated fatty acid metabolites as useful tool for screening potential biomarker of colorectal cancer.
Prostaglandins, leukotrienes, and essential fatty acids.
2017 May; 120(?):25-31. doi:
10.1016/j.plefa.2017.04.003. [PMID: 28515019] - S M Chadderdon, J T Belcik, L Bader, P Kievit, K L Grove, J R Lindner. Vasoconstrictor eicosanoids and impaired microvascular function in inactive and insulin-resistant primates.
International journal of obesity (2005).
2016 10; 40(10):1600-1603. doi:
10.1038/ijo.2016.117. [PMID: 27357159] - Lingyun Zu, Ge Guo, Boda Zhou, Wei Gao. Relationship between metabolites of arachidonic acid and prognosis in patients with acute coronary syndrome.
Thrombosis research.
2016 Aug; 144(?):192-201. doi:
10.1016/j.thromres.2016.06.031. [PMID: 27393924] - Inge Van Bogaert, Guodong Zhang, Jun Yang, Jun-Yan Liu, Yonghao Ye, Wim Soetaert, Bruce D Hammock. Preparation of 20-HETE using multifunctional enzyme type 2-negative Starmerella bombicola.
Journal of lipid research.
2013 Nov; 54(11):3215-9. doi:
10.1194/jlr.d042226. [PMID: 23966667] - Aurore Devos, Christian Lacks Lino Cardenas, François Glowacki, Anne Engels, Jean-Marc Lo-Guidice, Dany Chevalier, Delphine Allorge, Franck Broly, Christelle Cauffiez. Genetic polymorphism of CYP2U1, a cytochrome P450 involved in fatty acids hydroxylation.
Prostaglandins, leukotrienes, and essential fatty acids.
2010 Aug; 83(2):105-10. doi:
10.1016/j.plefa.2010.06.005. [PMID: 20630735] - Yoshihiro Konno, Hiroki Kamino, Rick Moore, Fred Lih, Kenneth B Tomer, Darryl C Zeldin, Joyce A Goldstein, Masahiko Negishi. The nuclear receptors constitutive active/androstane receptor and pregnane x receptor activate the Cyp2c55 gene in mouse liver.
Drug metabolism and disposition: the biological fate of chemicals.
2010 Jul; 38(7):1177-82. doi:
10.1124/dmd.110.032334. [PMID: 20371638] - N Rimmerman, H B Bradshaw, A Basnet, B Tan, Theodore S Widlanski, J M Walker. Microsomal omega-hydroxylated metabolites of N-arachidonoyl dopamine are active at recombinant human TRPV1 receptors.
Prostaglandins & other lipid mediators.
2009 Jan; 88(1-2):10-7. doi:
10.1016/j.prostaglandins.2008.08.004. [PMID: 18812233] - Ingrid Fleming. Cytochrome P-450 under pressure: more evidence for a link between 20-hydroxyeicosatetraenoic acid and hypertension.
Circulation.
2005 Jan; 111(1):5-7. doi:
10.1161/01.cir.0000152695.11867.d8. [PMID: 15630035] - Samuel M Poloyac, Michael A Tortorici, Danielle I Przychodzin, Robert B Reynolds, Wen Xie, Reginald F Frye, Michael A Zemaitis. The effect of isoniazid on CYP2E1- and CYP4A-mediated hydroxylation of arachidonic acid in the rat liver and kidney.
Drug metabolism and disposition: the biological fate of chemicals.
2004 Jul; 32(7):727-33. doi:
10.1124/dmd.32.7.727. [PMID: 15205388] - H Honeck, V Gross, B Erdmann, E Kärgel, R Neunaber, A F Milia, W Schneider, F C Luft, W H Schunck. Cytochrome P450-dependent renal arachidonic acid metabolism in desoxycorticosterone acetate-salt hypertensive mice.
Hypertension (Dallas, Tex. : 1979).
2000 Oct; 36(4):610-6. doi:
10.1161/01.hyp.36.4.610. [PMID: 11040244] - K D Croft, J C McGiff, A Sanchez-Mendoza, M A Carroll. Angiotensin II releases 20-HETE from rat renal microvessels.
American journal of physiology. Renal physiology.
2000 Sep; 279(3):F544-51. doi:
10.1152/ajprenal.2000.279.3.f544. [PMID: 10966934] - R Quigley, M Baum, K M Reddy, J C Griener, J R Falck. Effects of 20-HETE and 19(S)-HETE on rabbit proximal straight tubule volume transport.
American journal of physiology. Renal physiology.
2000 Jun; 278(6):F949-53. doi:
10.1152/ajprenal.2000.278.6.f949. [PMID: 10836982] - D M Silverstein, M Barac-Nieto, A Spitzer. Multiple arachidonic acid metabolites inhibit sodium-dependent phosphate transport in OK cells.
Prostaglandins, leukotrienes, and essential fatty acids.
1999 Sep; 61(3):165-9. doi:
10.1054/plef.1999.0086. [PMID: 10582656] - K Mao, K K Reddy, J R Falck, J C McGiff, M Balazy. New group of lipid mediators containing omega-hydroxyarachadonic acid (20-HETE).
Advances in experimental medicine and biology.
1997; 433(?):55-9. doi:
10.1007/978-1-4899-1810-9_10. [PMID: 9561103] - W Wang, M Lu. Effect of arachidonic acid on activity of the apical K+ channel in the thick ascending limb of the rat kidney.
The Journal of general physiology.
1995 Oct; 106(4):727-43. doi:
10.1085/jgp.106.4.727. [PMID: 8576704] - J L Da Silva, M Tiefenthaler, E Park, B Escalante, M L Schwartzman, R D Levere, N G Abraham. Tin-mediated heme oxygenase gene activation and cytochrome P450 arachidonate hydroxylase inhibition in spontaneously hypertensive rats.
The American journal of the medical sciences.
1994 Mar; 307(3):173-81. doi:
10.1097/00000441-199403000-00003. [PMID: 8160707] - R M Laethem, M Balazy, J R Falck, C L Laethem, D R Koop. Formation of 19(S)-, 19(R)-, and 18(R)-hydroxyeicosatetraenoic acids by alcohol-inducible cytochrome P450 2E1.
The Journal of biological chemistry.
1993 Jun; 268(17):12912-8. doi:
. [PMID: 8509425] - Y H Ma, D Gebremedhin, M L Schwartzman, J R Falck, J E Clark, B S Masters, D R Harder, R J Roman. 20-Hydroxyeicosatetraenoic acid is an endogenous vasoconstrictor of canine renal arcuate arteries.
Circulation research.
1993 Jan; 72(1):126-36. doi:
10.1161/01.res.72.1.126. [PMID: 8417836] - M A Carroll, M P Garcia, J R Falck, J C McGiff. Cyclooxygenase dependency of the renovascular actions of cytochrome P450-derived arachidonate metabolites.
The Journal of pharmacology and experimental therapeutics.
1992 Jan; 260(1):104-9. doi:
. [PMID: 1731035] - B Escalante, J R Falck, P Yadagiri, L M Sun, M Laniado-Schwartzman. 19(S)-hydroxyeicosatetraenoic acid is a potent stimulator of renal Na+-K+-ATPase.
Biochemical and biophysical research communications.
1988 May; 152(3):1269-74. doi:
10.1016/s0006-291x(88)80422-4. [PMID: 2837181]