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Literature summary for 3.3.2.9 extracted from

  • Manickam, M.; Pillaiyar, T.; Boggu, P.; Venkateswararao, E.; Jalani, H.B.; Kim, N.D.; Lee, S.K.; Jeon, J.S.; Kim, S.K.; Jung, S.H.
    Discovery of enantioselectivity of urea inhibitors of soluble epoxide hydrolase (2016), Eur. J. Med. Chem., 117, 113-124 .
    View publication on PubMed
Search for more literature for 3.3.2.9

Activating Compound

Activating Compound Comment Organism Structure
(R)-1-(2,3-dihydro-1H-inden-1-yl)-3-(3-phenylpropyl)urea 10% activation at 0.01 mM Oryctolagus cuniculus
(R)-1-(2-hydroxy-1-phenylethyl)-3-(3-phenylpropyl)urea 7% activation at 0.01 mM Oryctolagus cuniculus
(R)-1-(3-phenylpropyl)-3-(1,2,3,4-tetrahydronaphthalen-1-yl)urea 6% activation at 0.01 mM Oryctolagus cuniculus
(S)-1-(1-phenylpropyl)-3-(3-phenylpropyl)urea 6% activation at 0.01 mM Oryctolagus cuniculus
(S)-1-(2,3-dihydro-1H-inden-1-yl)-3-(3-phenylpropyl)urea 12% activation at 0.01 mM Oryctolagus cuniculus
(S)-1-(3-phenylpropyl)-3-(1,2,3,4-tetrahydronaphthalen-1-yl)urea 6% activation at 0.01 mM Oryctolagus cuniculus
1-benzyl-3-(3-phenylpropyl)urea 5% activation at 0.01 mM Oryctolagus cuniculus

Application

Application Comment Organism
drug development the enzyme is an important therapeutic target for chronic diseases such as hypertension, diabetes and inflammation Oryctolagus cuniculus

Inhibitors

Inhibitors Comment Organism Structure
(S)-1-(1-phenylethyl)-3-(3-phenylpropyl)urea 15.4% inhibition at 0.01 mM Oryctolagus cuniculus
additional information enantioselective urea inhibitors of soluble epoxide hydrolase (sEH, EC 3.3.2.9) have mostly no inhibitory effect on the microsomal epoxide hydrolase, mEH, some are slightly activating for mEH. No inhibition by 12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid (AUDA) Oryctolagus cuniculus
valpromide 50% inhibition at 0.01 mM Oryctolagus cuniculus

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
 Oryctolagus cuniculus
-
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O Oryctolagus cuniculus
-
 (5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid
-
 ?
additional information Oryctolagus cuniculus stereoselective hydrolysis of epoxyeicosatrienoic acids (EETs) by sEH ?
-
 ?

Organism

Organism UniProt Comment Textmining
Oryctolagus cuniculus P04068
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Oryctolagus cuniculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O
-
 Oryctolagus cuniculus (5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid
-
 ?
additional information stereoselective hydrolysis of epoxyeicosatrienoic acids (EETs) by sEH Oryctolagus cuniculus ?
-
 ?

Synonyms

Synonyms Comment Organism
mEH
-
 Oryctolagus cuniculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Oryctolagus cuniculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
 assay at Oryctolagus cuniculus

General Information

General Information Comment Organism
additional information transition state of epoxide ring opening catalyzed by sEH, and binding mode of urea which mimic the transition state Oryctolagus cuniculus
physiological function soluble epoxide hydrolase (sEH) hydrolyzes epoxyeicosatrienoic acids (EETs) in the metabolic pathway of arachidonic acid Oryctolagus cuniculus