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Literature summary extracted from

  • Kato, A.; Kobayashi, K.; Narukawa, K.; Minoshima, Y.; Adachi, I.; Hirono, S.; Nash, R.J.
    6,7-Dihydroxy-4-phenylcoumarin as inhibitor of aldose reductase 2 (2010), Bioorg. Med. Chem. Lett., 20, 5630-5633.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.21 3-hydroxycoumarin
-
Rattus norvegicus
1.1.1.21 4-Hydroxycoumarin
-
Rattus norvegicus
1.1.1.21 6,7-dihydroxy-4-methylcoumarin
-
Rattus norvegicus
1.1.1.21 6,7-dihydroxy-4-phenylcoumarin binds to ALR2 in a different manner from epalrestat, molecular docking, overview. Suppresses galactitol accumulation Rattus norvegicus
1.1.1.21 6,7-dihydroxycoumarin
-
Rattus norvegicus
1.1.1.21 6-hydroxy-7-methoxycoumarin
-
Rattus norvegicus
1.1.1.21 6-hydroxycoumarin
-
Rattus norvegicus
1.1.1.21 7-hydroxy-4-methylcoumarin
-
Rattus norvegicus
1.1.1.21 7-hydroxy-4-phenylcoumarin
-
Rattus norvegicus
1.1.1.21 7-hydroxy-6-methoxycoumarin
-
Rattus norvegicus
1.1.1.21 7-hydroxycoumarin
-
Rattus norvegicus
1.1.1.21 7-hydroxylcoumarin-4-acetic acid
-
Rattus norvegicus
1.1.1.21 7-hydroxylcoumarinyl-4-acetic acid
-
Rattus norvegicus
1.1.1.21 7-methoxycoumarin
-
Rattus norvegicus
1.1.1.21 coumarin
-
Rattus norvegicus
1.1.1.21 epalrestat
-
Rattus norvegicus
1.1.1.21 additional information structure-activity relationship of a series of coumarins as ALR1 inhibitors, overview. The C6 OH group interferes with ALR1 inhibition activity; structure-activity relationship of a series of coumarins as ALR2 inhibitors and their suppressive effect on the accumulation of galactitol in the rat lens, overview. Substitutions in the C7 OH group enhanced the potency toward ALR2 Rattus norvegicus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.21 D-glucose + NADPH + H+ Rattus norvegicus aldose reductase, ALR2 sorbitol + NADP+
-
?
1.1.1.21 sorbitol + NAD+ Rattus norvegicus aldehyde reductase, ALR1 D-fructose + NADH + H+
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.21 Rattus norvegicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.21 lens
-
Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.21 D-glucose + NADPH + H+ aldose reductase, ALR2 Rattus norvegicus sorbitol + NADP+
-
?
1.1.1.21 sorbitol + NAD+ aldehyde reductase, ALR1 Rattus norvegicus D-fructose + NADH + H+
-
?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.21 aldehyde reductase
-
Rattus norvegicus
1.1.1.21 aldose reductase 2
-
Rattus norvegicus
1.1.1.21 ALR1
-
Rattus norvegicus
1.1.1.21 ALR2
-
Rattus norvegicus

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.21 NAD+
-
Rattus norvegicus
1.1.1.21 NADP+
-
Rattus norvegicus
1.1.1.21 NADPH
-
Rattus norvegicus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.1.1.21 0.0014
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus epalrestat
1.1.1.21 0.0024
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-4-phenylcoumarin
1.1.1.21 0.0096
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxy-4-phenylcoumarin
1.1.1.21 0.0125
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus epalrestat
1.1.1.21 0.021
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxylcoumarinyl-4-acetic acid
1.1.1.21 0.023
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxycoumarin
1.1.1.21 0.0245
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-4-methylcoumarin
1.1.1.21 0.0365
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxycoumarin
1.1.1.21 0.037
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-4-phenylcoumarin
1.1.1.21 0.038
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxy-4-methylcoumarin
1.1.1.21 0.045
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 4-Hydroxycoumarin
1.1.1.21 0.046
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-6-methoxycoumarin
1.1.1.21 0.053
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxylcoumarin-4-acetic acid
1.1.1.21 0.056
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6-hydroxy-7-methoxycoumarin
1.1.1.21 0.062
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 3-hydroxycoumarin
1.1.1.21 0.063
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxylcoumarin-4-acetic acid
1.1.1.21 0.064
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxy-4-methylcoumarin
1.1.1.21 0.066
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxy-4-phenylcoumarin
1.1.1.21 0.067
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6,7-dihydroxycoumarin
1.1.1.21 0.0675
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-methoxycoumarin
1.1.1.21 0.074
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-6-methoxycoumarin
1.1.1.21 0.086
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxycoumarin
1.1.1.21 0.09
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxy-4-methylcoumarin
1.1.1.21 0.101
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6-hydroxy-7-methoxycoumarin
1.1.1.21 0.131
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-methoxycoumarin
1.1.1.21 0.142
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 7-hydroxylcoumarinyl-4-acetic acid
1.1.1.21 0.156
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6-hydroxycoumarin
1.1.1.21 0.171
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 6-hydroxycoumarin
1.1.1.21 0.172
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 3-hydroxycoumarin
1.1.1.21 0.4
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus 4-Hydroxycoumarin
1.1.1.21 0.4
-
ALR2, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus coumarin
1.1.1.21 0.5
-
ALR1, pH not specified in the publication, temperature not specified in the publication Rattus norvegicus coumarin