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Literature summary for 3.3.2.10 extracted from

  • Liu, Z.B.; Sun, C.P.; Xu, J.X.; Morisseau, C.; Hammock, B.D.; Qiu, F.
    Phytochemical constituents from Scutellaria baicalensis in soluble epoxide hydrolase inhibition kinetics and interaction mechanism merged with simulations (2019), Int. J. Biol. Macromol., 133, 1187-1193 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R,2R,4R,5S,6R,7S)-4-[(benzyloxy)methyl]-3,8-dioxatricyclo[5.1.0.02,4]octane-5,6-diyl diacetate 5.87% inhibition Homo sapiens
(1S,6S,9R)-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-9-methyl-4-(prop-2-en-1-yl)-7-oxabicyclo[4.2.1]non-4-ene-3,8-dione 75.56% inhibition Homo sapiens
(2E)-4-[(2-methylpropyl)amino]-4-oxobut-2-enoic acid 25.86% inhibition Homo sapiens
(2E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide 93.12% inhibition, uncompetitive inhibition Homo sapiens
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide 86.54% inhibition, uncompetitive inhibition Homo sapiens
(2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide 52.12% inhibition Homo sapiens
(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide 88.58% inhibition, uncompetitive inhibition Homo sapiens
(2R,3R)-2-(2,6-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-1-benzopyran-4-one 15.47% inhibition Homo sapiens
(2R,3R,3aS)-2-(4-hydroperoxy-3-methoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one 86.57% inhibition Homo sapiens
(2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane 15.21% inhibition Homo sapiens
(2R,3S,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane 7.12% inhibition Homo sapiens
(2S)-5,7-dihydroxy-6-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 68.98% inhibition Homo sapiens
(2S,3R,3aR)-2-(4-hydroperoxy-3-methoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one 76.89% inhibition Homo sapiens
2-(2,6-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 12.34% inhibition Homo sapiens
2-methoxy-4-[7-methoxy-3-methyl-5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl]phenol 82.46% inhibition Homo sapiens
4-hydroxy-3,5-dimethoxybenzaldehyde 13.48% inhibition Homo sapiens
4-hydroxy-3-methoxybenzaldehyde 19.25% inhibition Homo sapiens
5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 36.86% inhibition Homo sapiens
5,6,7-trihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one 35.58% inhibition Homo sapiens
5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl D-threo-hexopyranosiduronic acid 75.86% inhibition Homo sapiens
5,7,8-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 15.96% inhibition Homo sapiens
5,7-dihydroxy-2-(2-hydroxy-6-methoxyphenyl)-4H-1-benzopyran-4-one 65.12% inhibition; 76.33% inhibition Homo sapiens
5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-1-benzopyran-4-one 34.96% inhibition Homo sapiens
5,7-dihydroxy-2-(2-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one 34.82% inhibition Homo sapiens
5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one 24.33% inhibition Homo sapiens
5,7-dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one 75.88% inhibition Homo sapiens
5,7-dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one 20.88% inhibition Homo sapiens
5-hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one 20.83% inhibition Homo sapiens
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one 25.64% inhibition Homo sapiens
additional information phytochemical constituents from Scutellaria baicalensis in soluble epoxide hydrolase inhibition: kinetics and interaction mechanism merged with simulations, overview. Extracts of Scutellaria baicalensis are separated, resulting in the isolation of thirty compounds, including six lignins, sixteen flavones, and five amides. Their structures are determined on the basis of 1H and 13C NMR and MS spectra. Molecular docking studies and inhibition mechanisms of (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide, (2E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide, and (2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide against sEH Homo sapiens
N-[1-(1-oxopropyl)-4-piperidinyl]-N'-[4-(trifluoromethoxy)phenyl]urea
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Homo sapiens 5829
-

Organism

Organism UniProt Comment Textmining
Homo sapiens P34913
-
-

Synonyms

Synonyms Comment Organism
SEH
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00158
-
(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide pH not specified in the publication, 37°C Homo sapiens
0.0029
-
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide pH not specified in the publication, 37°C Homo sapiens
0.00435
-
(2E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide pH not specified in the publication, 37°C Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00606
-
pH not specified in the publication, 37°C Homo sapiens (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide
0.00632
-
pH not specified in the publication, 37°C Homo sapiens (2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide
0.00783
-
pH not specified in the publication, 37°C Homo sapiens (2E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide
0.02082
-
pH not specified in the publication, 37°C Homo sapiens 2-methoxy-4-[7-methoxy-3-methyl-5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl]phenol
0.02616
-
pH not specified in the publication, 37°C Homo sapiens (2R,3R,3aS)-2-(4-hydroperoxy-3-methoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one
0.03389
-
pH not specified in the publication, 37°C Homo sapiens 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl D-threo-hexopyranosiduronic acid
0.03391
-
pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-2-(2-hydroxy-6-methoxyphenyl)-4H-1-benzopyran-4-one
0.03764
-
pH not specified in the publication, 37°C Homo sapiens (1S,6S,9R)-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-9-methyl-4-(prop-2-en-1-yl)-7-oxabicyclo[4.2.1]non-4-ene-3,8-dione
0.04482
-
pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one
0.05661
-
pH not specified in the publication, 37°C Homo sapiens (2S,3R,3aR)-2-(4-hydroperoxy-3-methoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one
0.07619
-
pH not specified in the publication, 37°C Homo sapiens (2S)-5,7-dihydroxy-6-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
0.08008
-
pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-2-(2-hydroxy-6-methoxyphenyl)-4H-1-benzopyran-4-one
0.09368
-
pH not specified in the publication, 37°C Homo sapiens (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
0.1
-
pH not specified in the publication, 37°C Homo sapiens (2E)-4-[(2-methylpropyl)amino]-4-oxobut-2-enoic acid
0.1
-
pH not specified in the publication, 37°C Homo sapiens 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 4-hydroxy-3-methoxybenzaldehyde
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 4-hydroxy-3,5-dimethoxybenzaldehyde
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens (1R,2R,4R,5S,6R,7S)-4-[(benzyloxy)methyl]-3,8-dioxatricyclo[5.1.0.02,4]octane-5,6-diyl diacetate
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens (2R,3R)-2-(2,6-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens (2R,3S,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 2-(2,6-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,6,7-trihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,7,8-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-2-(2-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5,7-dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one
0.1
-
above, pH not specified in the publication, 37°C Homo sapiens 5-hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one