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Literature summary for 3.3.2.10 extracted from

  • Qiu, H.; Li, N.; Liu, J.Y.; Harris, T.R.; Hammock, B.D.; Chiamvimonvat, N.
    Soluble epoxide hydrolase inhibitors and heart failure (2011), Cardiovasc. Ther., 29, 99-111.
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
medicine sEH enzyme gains considerable attention as a therapeutic target for cardiovascular diseases Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
1-(1-methanesulfonyl-piperidin-4-yl)-3-(4-trifluoromethoxy-phenyl)-urea i.e. TUPS Homo sapiens
1-(1-methanesulfonyl-piperidin-4-yl)-3-(4-trifluoromethoxy-phenyl)-urea i.e. TUPS Mus musculus
1-(1-nicotinoylpiperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)-urea i.e. AR9276 Homo sapiens
1-(1-nicotinoylpiperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)-urea i.e. AR9276 Mus musculus
1-adamantanyl-3-(5-(2-(2-ethoxyethoxy)ethoxy)pentyl)urea i.e. AEPU Homo sapiens
1-adamantanyl-3-(5-(2-(2-ethoxyethoxy)ethoxy)pentyl)urea i.e. AEPU Mus musculus
1-cyclohexyl-3-dodecyl urea i.e. CDU Homo sapiens
1-cyclohexyl-3-dodecyl urea i.e. CDU Mus musculus
1-trifluoromethoxyphenyl-3-(1-acetylpiperidin-4-yl) urea i.e. TPAU Homo sapiens
1-trifluoromethoxyphenyl-3-(1-acetylpiperidin-4-yl) urea i.e. TPAU Mus musculus
12-(3-adamantan-1-yl-ureido)-dodecanoic acid i.e. AUDA Homo sapiens
12-(3-adamantan-1-yl-ureido)-dodecanoic acid butyl ester i.e. AUDA-BE Homo sapiens
12-(3-adamantan-1-yl-ureido)-dodecanoic acid butylester i.e. AUDA-BE Mus musculus
additional information sEH inhibition has antihypertensive and antiinflammatory actions, presumably due to the increased bioavailability of endogenous EETs and other epoxylipids, and several potent sEH inhibitors are developed and tested in animal models of cardiovascular disease including hypertension, cardiac hypertrophy, and ischemia/reperfusion injury Homo sapiens
trans-4-(4-(3-adamantan-1-yl-ureido)-cyclohexyloxy)-benzoic acid i.e. t-AUCB Homo sapiens
trans-4-(4-(3-adamantan-1-yl-ureido)-cyclohexyloxy)-benzoic acid i.e. t-AUCB Mus musculus

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Homo sapiens 5829
-
cytosol
-
Mus musculus 5829
-
peroxisome
-
Homo sapiens 5777
-
peroxisome
-
Mus musculus 5777
-
soluble
-
Homo sapiens
-
-
soluble
-
Mus musculus
-
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
62000
-
2 * 62000 Homo sapiens
62000
-
2 * 62000 Mus musculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Homo sapiens soluble epoxide hydrolase is an enzyme that catalyzes the hydrolysis of epoxyeicosatrienoic acids, EETs, which are lipid mediators derived from arachidonic acid through the cytochrome P450 epoxygenase pathway. EETs can activate multiple antiapoptotic targets through PI3K/Akt survival signaling and protect cardiomyocytes from hypoxia/anoxia ?
-
?
additional information Mus musculus soluble epoxide hydrolase is an enzyme that catalyzes the hydrolysis of epoxyeicosatrienoic acids, EETs, which are lipid mediators derived from arachidonic acid through the cytochrome P450 epoxygenase pathway. EETs can activate multiple antiapoptotic targets through PI3K/Akt survival signaling and protect cardiomyocytes from hypoxia/anoxia ?
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Mus musculus P34914
-
-

Reaction

Reaction Comment Organism Reaction ID
an epoxide + H2O = a glycol the catalytic mechanism involves two step processes, overview Homo sapiens
an epoxide + H2O = a glycol the catalytic mechanism involves two step processes, overview Mus musculus

Source Tissue

Source Tissue Comment Organism Textmining
heart
-
Homo sapiens
-
heart
-
Mus musculus
-
kidney
-
Homo sapiens
-
kidney
-
Mus musculus
-
liver
-
Homo sapiens
-
liver
-
Mus musculus
-
myocyte high level of expression of sEH in atrial and ventricular myocytes Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information soluble epoxide hydrolase is an enzyme that catalyzes the hydrolysis of epoxyeicosatrienoic acids, EETs, which are lipid mediators derived from arachidonic acid through the cytochrome P450 epoxygenase pathway. EETs can activate multiple antiapoptotic targets through PI3K/Akt survival signaling and protect cardiomyocytes from hypoxia/anoxia Homo sapiens ?
-
?
additional information soluble epoxide hydrolase is an enzyme that catalyzes the hydrolysis of epoxyeicosatrienoic acids, EETs, which are lipid mediators derived from arachidonic acid through the cytochrome P450 epoxygenase pathway. EETs can activate multiple antiapoptotic targets through PI3K/Akt survival signaling and protect cardiomyocytes from hypoxia/anoxia Mus musculus ?
-
?
additional information each monomer is comprised of two distinct structural domains, linked by a proline-rich segment, the 35 kDa C-terminal domain displays epoxide hydrolase activity, while the N-terminal domain exhibits phosphatase activity Homo sapiens ?
-
?
additional information each monomer is comprised of two distinct structural domains, linked by a proline-rich segment, the 35 kDa C-terminal domain displays epoxide hydrolase activity, while the N-terminal domain exhibits phosphatase activity Mus musculus ?
-
?

Subunits

Subunits Comment Organism
homodimer 2 * 62000 Homo sapiens
homodimer 2 * 62000 Mus musculus
More each monomer is comprised of two distinct structural domains, linked by a proline-rich segment, the 35 kDa C-terminal domain displays epoxide hydrolase activity, while the N-terminal domain exhibits phosphatase activity Homo sapiens
More each monomer is comprised of two distinct structural domains, linked by a proline-rich segment, the 35 kDa C-terminal domain displays epoxide hydrolase activity, while the N-terminal domain exhibits phosphatase activity Mus musculus

Synonyms

Synonyms Comment Organism
SEH
-
Homo sapiens
SEH
-
Mus musculus

Expression

Organism Comment Expression
Homo sapiens pharmacological induction of sEH by exposure to peroxisome-proliferating activated receptor alpha ligands like clofibrate, tiadenol, or acetylsalicylic acid up

General Information

General Information Comment Organism
malfunction sEH inhibitor treatment is effectively preventing pressure overload- and angiotensin II-induced cardiac hypertrophy and reverses the pre-established cardiac hypertrophy caused by chronic pressure overload, overview Homo sapiens
malfunction treatment of apolipoprotein E-deficient mice with sEH inhibitors significantly attenuates atherosclerosis development and abdominal aortic aneurysm formation Mus musculus
additional information cardioprotective roles of sEH inhibition in myocardial ischemia-reperfusion injury Homo sapiens
additional information cardioprotective roles of sEH inhibition in myocardial ischemia-reperfusion injury Mus musculus