Inhibitors | Comment | Organism | Structure |
---|---|---|---|
1-(1-acetypiperidin-4-yl)-3-adamantanylurea | APAU, a tight binding inhibitor of enzyme sEH | Homo sapiens | |
1-(1-acetypiperidin-4-yl)-3-adamantanylurea | APAU, a tight binding inhibitor of enzyme sEH | Mus musculus | |
1-(1-acetypiperidin-4-yl)-3-adamantanylurea | APAU, a tight binding inhibitor of enzyme sEH | Rattus norvegicus | |
1-(4-trifluoro-methoxy-phenyl)-3-(1-propionylpiperidin-4-yl)urea | TPPU, a tight binding inhibitor of enzyme sEH | Homo sapiens | |
1-(4-trifluoro-methoxy-phenyl)-3-(1-propionylpiperidin-4-yl)urea | TPPU, a tight binding inhibitor of enzyme sEH | Mus musculus | |
1-(4-trifluoro-methoxy-phenyl)-3-(1-propionylpiperidin-4-yl)urea | TPPU, a tight binding inhibitor of enzyme sEH | Rattus norvegicus | |
12-(3-adamantyl-ureido)-dodecanoic acid | AUDA, a tight binding inhibitor of enzyme sEH | Homo sapiens | |
12-(3-adamantyl-ureido)-dodecanoic acid | AUDA, a tight binding inhibitor of enzyme sEH | Mus musculus | |
12-(3-adamantyl-ureido)-dodecanoic acid | AUDA, a tight binding inhibitor of enzyme sEH | Rattus norvegicus | |
5-[[(adamantan-1-yl)carbamoyl]amino]pentanoic acid | - |
Homo sapiens | |
5-[[(adamantan-1-yl)carbamoyl]amino]pentanoic acid | - |
Mus musculus | |
5-[[(adamantan-1-yl)carbamoyl]amino]pentanoic acid | - |
Rattus norvegicus | |
additional information | in vitro and in vivo metabolism of N-adamantyl substituted urea-based soluble epoxide hydrolase inhibitors, identification of ligands structures by mass spectrometry and NMR spectroscopy, overview | Homo sapiens | |
additional information | in vitro and in vivo metabolism of N-adamantyl substituted urea-based soluble epoxide hydrolase inhibitors, identification of ligands structures by mass spectrometry and NMR spectroscopy, overview | Mus musculus | |
additional information | in vitro and in vivo metabolism of N-adamantyl substituted urea-based soluble epoxide hydrolase inhibitors, identification of ligands structures by mass spectrometry and NMR spectroscopy, overview | Rattus norvegicus | |
N-adamantan-1-yl-N'-(5-hydroxypentyl)urea | - |
Homo sapiens | |
N-adamantan-1-yl-N'-(5-hydroxypentyl)urea | - |
Mus musculus | |
N-adamantan-1-yl-N'-(5-hydroxypentyl)urea | - |
Rattus norvegicus | |
N-adamantan-1-yl-N'-(5-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]pentyl)urea | - |
Homo sapiens | |
N-adamantan-1-yl-N'-(5-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]pentyl)urea | - |
Mus musculus | |
N-adamantan-1-yl-N'-(5-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]pentyl)urea | - |
Rattus norvegicus | |
N-adamantan-1-yl-N'-[5-(2-hydroxyethoxy)pentyl]urea | - |
Homo sapiens | |
N-adamantan-1-yl-N'-[5-(2-hydroxyethoxy)pentyl]urea | - |
Mus musculus | |
N-adamantan-1-yl-N'-[5-(2-hydroxyethoxy)pentyl]urea | - |
Rattus norvegicus | |
N-adamantan-1-yl-N'-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]urea | AEPU, a tight binding inhibitor of enzyme sEH | Homo sapiens | |
N-adamantan-1-yl-N'-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]urea | AEPU, a tight binding inhibitor of enzyme sEH | Mus musculus | |
N-adamantan-1-yl-N'-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]urea | AEPU, a tight binding inhibitor of enzyme sEH | Rattus norvegicus | |
N-adamantan-1-yl-N'-[5-[2-(2-hydroxyethoxy)ethoxy]pentyl]urea | - |
Homo sapiens | |
N-adamantan-1-yl-N'-[5-[2-(2-hydroxyethoxy)ethoxy]pentyl]urea | - |
Mus musculus | |
N-adamantan-1-yl-N'-[5-[2-(2-hydroxyethoxy)ethoxy]pentyl]urea | - |
Rattus norvegicus | |
N-[(adamantan-1-yl)carbamoyl]-beta-alanine | - |
Homo sapiens | |
N-[(adamantan-1-yl)carbamoyl]-beta-alanine | - |
Mus musculus | |
N-[(adamantan-1-yl)carbamoyl]-beta-alanine | - |
Rattus norvegicus | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | - |
Homo sapiens | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | - |
Mus musculus | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | - |
Rattus norvegicus | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-oxoadamantan-1-yl)urea | - |
Homo sapiens | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-oxoadamantan-1-yl)urea | - |
Mus musculus | |
N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-oxoadamantan-1-yl)urea | - |
Rattus norvegicus | |
trans-4-[4-(3-adamantan-1-ylureido)-cyclohexyloxy]-benzoic acid | t-AUCB, a tight binding inhibitor of enzyme sEH | Homo sapiens | |
trans-4-[4-(3-adamantan-1-ylureido)-cyclohexyloxy]-benzoic acid | t-AUCB, a tight binding inhibitor of enzyme sEH | Mus musculus | |
trans-4-[4-(3-adamantan-1-ylureido)-cyclohexyloxy]-benzoic acid | t-AUCB, a tight binding inhibitor of enzyme sEH | Rattus norvegicus | |
[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]acetic acid | - |
Homo sapiens | |
[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]acetic acid | - |
Mus musculus | |
[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]acetic acid | - |
Rattus norvegicus | |
[2-[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]ethoxy]acetic acid | - |
Homo sapiens | |
[2-[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]ethoxy]acetic acid | - |
Mus musculus | |
[2-[(5-[[(adamantan-1-yl)carbamoyl]amino]pentyl)oxy]ethoxy]acetic acid | - |
Rattus norvegicus |
Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
cytosol | - |
Mus musculus | 5829 | - |
cytosol | - |
Homo sapiens | 5829 | - |
cytosol | - |
Rattus norvegicus | 5829 | - |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
epoxyeicosatrienoic acid + H2O | Mus musculus | - |
dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | Homo sapiens | - |
dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | Rattus norvegicus | - |
dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | Mus musculus C57BL/6 | - |
dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | Rattus norvegicus Sprague Dawley | - |
dihydroxyeicosatrienoic acid | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | P34913 | - |
- |
Mus musculus | P34914 | male mice | - |
Mus musculus C57BL/6 | P34914 | male mice | - |
Rattus norvegicus | P80299 | male rats | - |
Rattus norvegicus Sprague Dawley | P80299 | male rats | - |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
liver | S9 fraction | Homo sapiens | - |
liver | S9 fraction | Rattus norvegicus | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
epoxyeicosatrienoic acid + H2O | - |
Mus musculus | dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | - |
Homo sapiens | dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | - |
Rattus norvegicus | dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | - |
Mus musculus C57BL/6 | dihydroxyeicosatrienoic acid | - |
? | |
epoxyeicosatrienoic acid + H2O | - |
Rattus norvegicus Sprague Dawley | dihydroxyeicosatrienoic acid | - |
? |
Synonyms | Comment | Organism |
---|---|---|
SEH | - |
Mus musculus |
SEH | - |
Homo sapiens |
SEH | - |
Rattus norvegicus |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Mus musculus |
37 | - |
assay at | Homo sapiens |
37 | - |
assay at | Rattus norvegicus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.4 | - |
assay at | Mus musculus |
7.4 | - |
assay at | Homo sapiens |
7.4 | - |
assay at | Rattus norvegicus |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.000003 | - |
pH 7.4, 37°C | Mus musculus | N-adamantan-1-yl-N'-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]urea | |
0.000005 | - |
pH 7.4, 37°C | Mus musculus | N-adamantan-1-yl-N'-(5-hydroxypentyl)urea | |
0.000006 | - |
pH 7.4, 37°C | Mus musculus | N-adamantan-1-yl-N'-[5-[2-(2-hydroxyethoxy)ethoxy]pentyl]urea | |
0.000014 | - |
pH 7.4, 37°C | Homo sapiens | N-adamantan-1-yl-N'-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]urea | |
0.000015 | - |
pH 7.4, 37°C | Homo sapiens | N-adamantan-1-yl-N'-[5-[2-(2-hydroxyethoxy)ethoxy]pentyl]urea | |
0.00008 | - |
pH 7.4, 37°C | Mus musculus | N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | |
0.000084 | - |
pH 7.4, 37°C | Homo sapiens | N-adamantan-1-yl-N'-(5-hydroxypentyl)urea | |
0.00029 | - |
pH 7.4, 37°C | Mus musculus | N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | |
0.00048 | - |
pH 7.4, 37°C | Homo sapiens | N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea | |
0.00087 | - |
pH 7.4, 37°C | Homo sapiens | N-[5-[2-(2-ethoxyethoxy)ethoxy]pentyl]-N'-(4-hydroxyadamantan-1-yl)urea |
General Information | Comment | Organism |
---|---|---|
physiological function | mammalian soluble epoxide hydrolase (sEH) is involved in mediating the metabolism of the endogenous lipid epoxides such as epoxyeicosatrienoic acids (EETs) that are derived from arachidonic acid. The sEH converts epoxide-containing substrates into the corresponding more polar and less potent vicinal diols. EETs are vasodilation mediators through the activation of the Ca2+-activated K+-channels in endothelial cells which benefit many renal and cardiovascular diseases. EETs are reported to be involved in the cell angiogenesis and proliferation which may offer a protective role in ischemic and reperfusion injury. Furthermore, the EETs are anti-inflammatory mediators in endothelial cells by inhibiting the expression of the proatherogenic mediator vascular cell adhesion molecule-1 that is induced by tumor necrosis factor-alpha (TNF-alpha). In addition, EETs suppress the NF-kappaB-mediated expression of cytokines by activating PPARgamma | Rattus norvegicus |
physiological function | mammalian soluble epoxide hydrolase (sEH) is involved in mediating the metabolism of the endogenous lipids epoxides such as epoxyeicosatrienoic acids (EETs) that are derived from arachidonic acid. The sEH converts epoxide-containing substrates into the corresponding more polar and less potent vicinal diols. EETs are vasodilation mediators through the activation of the Ca2+-activated K+-channels in endothelial cells which benefit many renal and cardiovascular diseases. EETs are reported to be involved in the cell angiogenesis and proliferation which may offer a protective role in ischemic and reperfusion injury. Furthermore, the EETs are anti-inflammatory mediators in endothelial cells by inhibiting the expression of the proatherogenic mediator vascular cell adhesion molecule-1 that is induced by tumor necrosis factor-alpha (TNF-alpha). In addition, EETs suppress the NF-kappaB-mediated expression of cytokines by activating PPARgamma | Mus musculus |
physiological function | mammalian soluble epoxide hydrolase (sEH) is involved in mediating the metabolism of the endogenous lipids epoxides such as epoxyeicosatrienoic acids (EETs) that are derived from arachidonic acid. The sEH converts epoxide-containing substrates into the corresponding more polar and less potent vicinal diols. EETs are vasodilation mediators through the activation of the Ca2+-activated K+-channels in endothelial cells which benefit many renal and cardiovascular diseases. EETs are reported to be involved in the cell angiogenesis and proliferation which may offer a protective role in ischemic and reperfusion injury. Furthermore, the EETs are anti-inflammatory mediators in endothelial cells by inhibiting the expression of the proatherogenic mediator vascular cell adhesion molecule-1 that is induced by tumor necrosis factor-alpha (TNF-alpha). In addition, EETs suppress the NF-kappaB-mediated expression of cytokines by activating PPARgamma | Homo sapiens |