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Literature summary for 1.1.1.21 extracted from

  • Liu, H.Y.; Liu, S.S.; Qin, L.T.; Mo, L.Y.
    CoMFA and CoMSIA analysis of 2,4-thiazolidinediones derivatives as aldose reductase inhibitors (2009), J. Mol. Model., 15, 837-845.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(5Z)-5-(3-aminobenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.69 Homo sapiens
(5Z)-5-(3-fluorobenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.04 Homo sapiens
(5Z)-5-(3-hydroxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.97 Homo sapiens
(5Z)-5-(3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.88 Homo sapiens
(5Z)-5-(3-methylbenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.03 Homo sapiens
(5Z)-5-(3-phenoxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.21 Homo sapiens
(5Z)-5-(3-{(E)-[(4-hydroxyphenyl)imino]methyl}benzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.73 Homo sapiens
(5Z)-5-(4-fluorobenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.09 Homo sapiens
(5Z)-5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.93 Homo sapiens
(5Z)-5-(4-hydroxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 5.05 Homo sapiens
(5Z)-5-(4-methoxybenzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.39 Homo sapiens
(5Z)-5-(4-{(E)-[(4-hydroxyphenyl)imino]methyl}benzylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.64 Homo sapiens
(5Z)-5-(naphthalen-1-ylmethylidene)-1,3-thiazolidine-2,4-dione pIC50 is 4.97 Homo sapiens
(5Z)-5-[3-(trifluoromethyl)benzylidene]-1,3-thiazolidine-2,4-dione pIC50 is 4.89 Homo sapiens
(5Z)-5-[4-(trifluoromethyl)benzylidene]-1,3-thiazolidine-2,4-dione pIC50 is 4.50 Homo sapiens
5-(3-phenoxybenzyl)-1,3-thiazolidine-2,4-dione pIC50 is 4.10 Homo sapiens
5-(4-phenoxybenzyl)-1,3-thiazolidine-2,4-dione pIC50 is 4.39 Homo sapiens
5-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2,4-dione pIC50 is 4.18 Homo sapiens
5-[4-(benzyloxy)benzyl]-1,3-thiazolidine-2,4-dione pIC50 is 4.50 Homo sapiens
methyl [(5Z)-2,4-dioxo-5-(3-phenoxybenzylidene)-1,3-thiazolidin-3-yl]acetate pIC50 is 5.88 Homo sapiens
methyl [(5Z)-5-(3-aminobenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 4.41 Homo sapiens
methyl [(5Z)-5-(3-methoxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 5.05 Homo sapiens
methyl [(5Z)-5-(3-methylbenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 5.00 Homo sapiens
methyl [(5Z)-5-(4-fluorobenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 4.89 Homo sapiens
methyl [(5Z)-5-(4-hydroxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 5.21 Homo sapiens
methyl [5-(3-methoxybenzyl)-2,4-dioxo-1,3-thiazolidin-3-yl]acetate pIC50 is 4.68 Homo sapiens
methyl {(5Z)-2,4-dioxo-5-[3-(trifluoromethyl)benzylidene]-1,3-thiazolidin-3-yl}acetate pIC50 is 4.54 Homo sapiens
methyl {(5Z)-2,4-dioxo-5-[4-(trifluoromethyl)benzylidene]-1,3-thiazolidin-3-yl}acetate pIC50 is 5.46 Homo sapiens
additional information structure analysis of a series of 2,4-thiazolidinediones derivative ALR2 inhibitors, 3D-QSAR molcular modeling, detailed overview. A large volume group next to the R-substituent will increase the ALR2 inhibitory activity, and adding a -CH2COOH substituent at the R-position can generate a compound with higher predicted activity Homo sapiens
[(5Z)-2,4-dioxo-5-(3-phenoxybenzylidene)-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.89 Homo sapiens
[(5Z)-2,4-dioxo-5-(4-phenoxybenzylidene)-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.09 Homo sapiens
[(5Z)-5-(3-fluorobenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.13 Homo sapiens
[(5Z)-5-(3-hydroxy-4-methoxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.25 Homo sapiens
[(5Z)-5-(3-hydroxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.18 Homo sapiens
[(5Z)-5-(3-methoxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.32 Homo sapiens
[(5Z)-5-(3-methylbenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.19 Homo sapiens
[(5Z)-5-(3-nitrobenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.31 Homo sapiens
[(5Z)-5-(4-fluorobenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.94 Homo sapiens
[(5Z)-5-(4-hydroxy-3-methoxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.15 Homo sapiens
[(5Z)-5-(4-hydroxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.82 Homo sapiens
[(5Z)-5-(biphenyl-4-ylmethylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.59 Homo sapiens
[(5Z)-5-(naphthalen-1-ylmethylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.77 Homo sapiens
[2,4-dioxo-5-(3-phenoxybenzyl)-1,3-thiazolidin-3-yl]acetic acid pIC50 is 6.00 Homo sapiens
[2,4-dioxo-5-(4-phenoxybenzyl)-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.55 Homo sapiens
[5-(3-methoxybenzyl)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.53 Homo sapiens
[5-(4-hydroxybenzyl)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.68 Homo sapiens
[5-(4-methoxybenzyl)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.97 Homo sapiens
[5-(biphenyl-4-ylmethyl)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid pIC50 is 5.77 Homo sapiens
{(5Z)-2,4-dioxo-5-[3-(trifluoromethyl)benzylidene]-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.33 Homo sapiens
{(5Z)-2,4-dioxo-5-[4-(trifluoromethyl)benzylidene]-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.34 Homo sapiens
{(5Z)-5-[3-(carboxymethoxy)-4-ethoxybenzylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid pIC50 is 5.85 Homo sapiens
{(5Z)-5-[3-(carboxymethoxy)benzylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.64 Homo sapiens
{(5Z)-5-[4-(benzyloxy)benzylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.55 Homo sapiens
{(5Z)-5-[4-(carboxymethoxy)-3-methoxybenzylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.59 Homo sapiens
{(5Z)-5-[4-(carboxymethoxy)benzylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid pIC50 is 6.22 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
D-glucose + NADPH + H+ Homo sapiens
-
sorbitol + NADP+
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
D-glucose + NADPH + H+
-
Homo sapiens sorbitol + NADP+
-
?

Synonyms

Synonyms Comment Organism
aldose reductase
-
Homo sapiens
ALR2
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Homo sapiens

General Information

General Information Comment Organism
physiological function ALR2 is an enzyme of the polyol pathway, and of primary importance in the development of degenerative complications of diabetes mellitus, through its ability to reduce excess glucose into sorbitol with concomitant conversion of NADPH to NADP+ Homo sapiens