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Literature summary for 1.1.1.21 extracted from

  • Du, Z.Y.; Bao, Y.D.; Liu, Z.; Qiao, W.; Ma, L.; Huang, Z.S.; Gu, L.Q.; Chan, A.S.
    Curcumin analogs as potent aldose reductase inhibitors (2006), Arch. Pharm., 339, 123-128.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1,5-bis(3,4-dihydroxyphenyl)-1,4-pentadiene-3-one IC50: 0.0034 mM Bos taurus
1,5-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,4-pentadiene-3-one 31.0% inhibition at 0.1 mM Bos taurus
1,5-bis(4-hydroxy-3,5-dimethoxyphenyl)-1,4-pentadiene-3-one IC50: 0.0253 mM Bos taurus
1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadiene-3-one IC50: 0.0359 mM Bos taurus
1,5-bis(4-hydroxyphenyl)-1,4-pentadiene-3-one IC50: 0.0331 mM Bos taurus
2,5-bis(3,4-dihydroxybenzylidene)cyclopentanone IC50: 0.0026 mM Bos taurus
2,5-bis(3,5-di-tert-butyl-4-hydroxybenzylidene)cyclopentanone 38.2% inhibition at 0.1 mM Bos taurus
2,5-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)cyclopentanone IC50: 0.0208 mM Bos taurus
2,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)cyclopentanone IC50: 0.0234 mM Bos taurus
2,5-bis(4-hydroxy-3-methoxybenzylidene)cyclopentanone IC50: 0.0258 mM Bos taurus
2,5-bis(4-hydroxybenzylidene)cyclopentanone IC50: 0.0274 mM Bos taurus
2,6-bis(3,4-dihydroxybenzylidene)cyclohexanone IC50: 0.0029 mM Bos taurus
2,6-bis(3,5-di-tert-butyl-4-hydroxybenzylidene)cyclohexanone 35.8% inhibition at 0.1 mM Bos taurus
2,6-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)cyclohexanone IC50: 0.021 mM Bos taurus
2,6-bis(4-hydroxy-3,5-dimethoxybenzylidene)cyclohexanone IC50: 0.0249 mM Bos taurus
2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone IC50: 0.0264 mM Bos taurus
2,6-bis(4-hydroxybenzylidene)cyclohexanone IC50: 0.0275 mM Bos taurus
3,5-bis(3,4-dihydroxybenzylidene)-4-piperidone IC50: 0.0049 mM Bos taurus
3,5-bis(3,5-di-tert-butyl-4-hydroxybenzylidene)-4-piperidone 29.2% inhibition at 0.1 mM Bos taurus
3,5-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)-4-piperidone IC50: 0.0208 mM Bos taurus
3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-4-piperidone IC50: 0.0223 mM Bos taurus
3,5-bis(4-hydroxy-3-methoxybenzylidene)-4-piperidone IC50: 0.0299 mM Bos taurus
3,5-bis(4-hydroxyphenyl)-4-piperidone IC50: 0.0311 mM Bos taurus
bisdemethoxycurcumin i.e. 1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0137 mM Bos taurus
curcumin i.e. 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0068 mM Bos taurus
demethoxycurcumin i.e. 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0159 mM Bos taurus
additional information no inhibition by 3,5-bis(3,4-dimethoxybenzylidene)-4-piperidone, 1,5-bis(3,4-dimethoxyphenyl)-1,4-pentadiene-3-one, 2,5-bis(3,4-dimethoxybenzylidene)cyclopentanone, and 2,6-bis(3,4-dimethoxybenzylidene)cyclohexanone, at 0.1 mM Bos taurus
quercetin IC50: 0.0376 mM Bos taurus

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
lens
-
Bos taurus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
glyceraldehyde + NADPH + H+
-
Bos taurus glycerol + NADP+
-
?

Synonyms

Synonyms Comment Organism
aldose reductase
-
Bos taurus
ALR2
-
Bos taurus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Bos taurus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.8
-
assay at Bos taurus

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Bos taurus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0026
-
IC50: 0.0026 mM Bos taurus 2,5-bis(3,4-dihydroxybenzylidene)cyclopentanone
0.0029
-
IC50: 0.0029 mM Bos taurus 2,6-bis(3,4-dihydroxybenzylidene)cyclohexanone
0.0034
-
IC50: 0.0034 mM Bos taurus 1,5-bis(3,4-dihydroxyphenyl)-1,4-pentadiene-3-one
0.0049
-
IC50: 0.0049 mM Bos taurus 3,5-bis(3,4-dihydroxybenzylidene)-4-piperidone
0.0068
-
i.e. 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0068 mM Bos taurus curcumin
0.0137
-
i.e. 1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0137 mM Bos taurus bisdemethoxycurcumin
0.0159
-
i.e. 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, extracted from Curcuma longa roots, IC50: 0.0159 mM Bos taurus demethoxycurcumin
0.0208
-
IC50: 0.0208 mM Bos taurus 2,5-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)cyclopentanone
0.0208
-
IC50: 0.0208 mM Bos taurus 3,5-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)-4-piperidone
0.021
-
IC50: 0.021 mM Bos taurus 2,6-bis(3-bromo-4-hydroxy-5-methoxybenzylidene)cyclohexanone
0.0223
-
IC50: 0.0223 mM Bos taurus 3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-4-piperidone
0.0234
-
IC50: 0.0234 mM Bos taurus 2,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)cyclopentanone
0.0249
-
IC50: 0.0249 mM Bos taurus 2,6-bis(4-hydroxy-3,5-dimethoxybenzylidene)cyclohexanone
0.0253
-
IC50: 0.0253 mM Bos taurus 1,5-bis(4-hydroxy-3,5-dimethoxyphenyl)-1,4-pentadiene-3-one
0.0258
-
IC50: 0.0258 mM Bos taurus 2,5-bis(4-hydroxy-3-methoxybenzylidene)cyclopentanone
0.0264
-
IC50: 0.0264 mM Bos taurus 2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone
0.0274
-
IC50: 0.0274 mM Bos taurus 2,5-bis(4-hydroxybenzylidene)cyclopentanone
0.0275
-
IC50: 0.0275 mM Bos taurus 2,6-bis(4-hydroxybenzylidene)cyclohexanone
0.0299
-
IC50: 0.0299 mM Bos taurus 3,5-bis(4-hydroxy-3-methoxybenzylidene)-4-piperidone
0.0311
-
IC50: 0.0311 mM Bos taurus 3,5-bis(4-hydroxyphenyl)-4-piperidone
0.0331
-
IC50: 0.0331 mM Bos taurus 1,5-bis(4-hydroxyphenyl)-1,4-pentadiene-3-one
0.0359
-
IC50: 0.0359 mM Bos taurus 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadiene-3-one
0.0376
-
IC50: 0.0376 mM Bos taurus quercetin