Crystallization (Comment) | Organism |
---|---|
purified enzyme in complex with inhibitor 2, X-ray diffraction structure determination and analysis at 2.4 A resolution | Homo sapiens |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
2,3,5,6,9-pentamethyl-7H-furo[3,2-g][1]benzopyran-7-one | 12.8% inhibition at 0.01 mM | Homo sapiens | |
2,3,5,6-tetramethyl-7H-furo[3,2-g][1]benzopyran-7-one | 80.5% inhibition at 0.01 mM | Homo sapiens | |
2,3,5-trimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | 98.5% inhibition at 0.01 mM | Homo sapiens | |
2,3,5-trimethyl-6-[3-oxo-3-(piperidin-1-yl)propyl]-7H-furo[3,2-g][1]benzopyran-7-one | competitve, 96.2% inhibition at 0.01 mM | Homo sapiens | |
2,3-dimethyl-5-propyl-7H-furo[3,2-g][1]benzopyran-7-one | 76.2% inhibition at 0.01 mM | Homo sapiens | |
2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]acetamide | 10.5 inhibition at 0.01 mM | Homo sapiens | |
3,4,10-trimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-2,6-dione | 19.8% inhibition at 0.01 mM | Homo sapiens | |
3,4,8,9-tetramethyl-7H-furo[2,3-f][1]benzopyran-7-one | 53.6% inhibition at 0.01 mM | Homo sapiens | |
3,4-dimethyl-6,7,8,9-tetrahydro-2H-[1]benzofuro[3,2-g][1]benzopyran-2-one | 38.7% inhibition at 0.01 mM | Homo sapiens | |
3,5-dimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | 93.75% inhibition at 0.01 mM | Homo sapiens | |
3-(7-hydroxy-4-methyl-2-oxo-2H-1-benzopyran-3-yl)propanoic acid | - |
Homo sapiens | |
3-benzyl-4-methyl-2-oxo-2H-1-benzopyran-7-yl methanesulfonate | - |
Homo sapiens | |
3-tert-butyl-5,6-dimethyl-7H-furo[3,2-g][1]benzopyran-7-one | 30.3% inhibition at 0.01 mM | Homo sapiens | |
3-[(3-oxobutan-2-yl)oxy]-6H-dibenzo[b,d]pyran-6-one | 35.6% inhibition at 0.01 mM | Homo sapiens | |
4-methyl-7-[(3-methylbut-2-en-1-yl)oxy]-2H-1-benzopyran-2-one | 6.7% inhibition at 0.01 mM | Homo sapiens | |
4-methyl-7-[(prop-2-en-1-yl)oxy]-2H-1-benzopyran-2-one | 5.4% inhibition at 0.01 mM | Homo sapiens | |
5-benzyl-2,3-dimethyl-7H-furo[3,2-g][1]benzopyran-7-one | 16.3% inhibition at 0.01 mM | Homo sapiens | |
5-methyl-2-[(3-oxobutan-2-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one | 5.6% inhibition at 0.01 mM | Homo sapiens | |
6-benzyl-3,5-dimethyl-7H-furo[3,2-g][1]benzopyran-7-one | 16.4% inhibition at 0.01 mM; 7.2% inhibition at 0.01 mM | Homo sapiens | |
6-bromo-3-[(1E)-N-hydroxyethanimidoyl]-2H-1-benzopyran-2-one | 51.8% inhibition at 0.01 mM | Homo sapiens | |
6-methyl-3,4-dihydro-2H,8H-benzo[1,2-b:5,4-b']dipyran-2,8-dione | 74.5% inhibition at 0.01 mM | Homo sapiens | |
7-(2-oxopropoxy)-2H-1-benzopyran-2-one | 6.7% inhibition at 0.01 mM | Homo sapiens | |
7-methoxy-4-methyl-2H-1-benzopyran-2-one | 5.2% inhibition at 0.01 mM | Homo sapiens | |
8,9-dimethyl-2,3-dihydrocyclopenta[c]furo[3,2-g][1]benzopyran-4(1H)-one | 91.75% inhibition at 0.01 mM | Homo sapiens | |
9,10-dimethyl-1,2,3,4-tetrahydro-5H-6,8-dioxacyclopenta[b]phenanthren-5-one | 83.7% inhibition at 0.01 mM | Homo sapiens | |
9,10-dimethyl-5H-6,8-dioxacyclopenta[b]phenanthren-5-one | 57.8% inhibition at 0.01 mM | Homo sapiens | |
daidzin | - |
Homo sapiens | |
kolaflavanone | - |
Homo sapiens | |
methyl 2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]propanoate | - |
Homo sapiens | |
additional information | inhibition of the aldehyde dehydrogenase 1/2 family by psoralen and coumarin derivatives, structure-function relationships, overview. Poor or no inhibition by 4-methyl-7-(2-oxopropoxy)-2H-1-benzopyran-2-one, 2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]propanoic acid, 2H-furo[2,3-h][1]benzopyran-2-one, 4-methyl-7-(2-oxo-2-phenylethoxy)-2H-1-benzopyran-2-one, 2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]-N-phenylacetamide, 7-(diethylamino)-4-methyl-2H-1-benzopyran-2-one, 3-benzyl-4-methyl-2-oxo-2H-1-benzopyran-7-yl methanesulfonate, and N-(4,7-dimethyl-2-oxo-2H-1-benzopyran-6-yl)-2-methylpropanamide; inhibition of the aldehyde dehydrogenase 1/2 family by psoralen and coumarin derivatives, structure-function relationships, overview. Poor or no inhibition by 7-(diethylamino)-4-methyl-2H-1-benzopyran-2-one and 6-bromo-3-[(1E)-N-hydroxyethanimidoyl]-2H-1-benzopyran-2-one | Homo sapiens | |
N-benzyl-3-(2,3,5-trimethyl-7-oxo-7H-furo[3,2-g][1]benzopyran-6-yl)propanamide | 30.2% inhibition at 0.01 mM | Homo sapiens | |
[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]acetonitrile | 58.7% inhibition at 0.01 mM | Homo sapiens |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | P05091 | - |
- |
Homo sapiens | P30837 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
propionaldehyde + NAD+ + H2O | - |
Homo sapiens | propionate + NADH + H+ | - |
? |
Synonyms | Comment | Organism |
---|---|---|
Aldh1b1 | - |
Homo sapiens |
ALDH2 | - |
Homo sapiens |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Homo sapiens |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
assay at | Homo sapiens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
NAD+ | - |
Homo sapiens |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.000067 | - |
pH 7.5, 25°C | Homo sapiens | 8,9-dimethyl-2,3-dihydrocyclopenta[c]furo[3,2-g][1]benzopyran-4(1H)-one | |
0.000067 | - |
pH 7.5, 25°C | Homo sapiens | 9,10-dimethyl-1,2,3,4-tetrahydro-5H-6,8-dioxacyclopenta[b]phenanthren-5-one | |
0.000086 | - |
pH 7.5, 25°C | Homo sapiens | 2,3-dimethyl-5-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.000095 | - |
pH 7.5, 25°C | Homo sapiens | 9,10-dimethyl-1,2,3,4-tetrahydro-5H-6,8-dioxacyclopenta[b]phenanthren-5-one | |
0.00011 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5-trimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00015 | - |
pH 7.5, 25°C | Homo sapiens | 3,4,8,9-tetramethyl-7H-furo[2,3-f][1]benzopyran-7-one | |
0.00015 | - |
pH 7.5, 25°C | Homo sapiens | 9,10-dimethyl-5H-6,8-dioxacyclopenta[b]phenanthren-5-one | |
0.00016 | - |
pH 7.5, 25°C | Homo sapiens | 8,9-dimethyl-2,3-dihydrocyclopenta[c]furo[3,2-g][1]benzopyran-4(1H)-one | |
0.00019 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5,6-tetramethyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00031 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5,6-tetramethyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00034 | - |
pH 7.5, 25°C | Homo sapiens | 3,5-dimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00036 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5-trimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00036 | - |
pH 7.5, 25°C | Homo sapiens | 2,3-dimethyl-5-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.00047 | - |
pH 7.5, 25°C | Homo sapiens | 6-methyl-3,4-dihydro-2H,8H-benzo[1,2-b:5,4-b']dipyran-2,8-dione | |
0.00088 | - |
pH 7.5, 25°C | Homo sapiens | 3,5-dimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one | |
0.0015 | - |
pH 7.5, 25°C | Homo sapiens | methyl 2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]propanoate | |
0.002 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5-trimethyl-6-[3-oxo-3-(piperidin-1-yl)propyl]-7H-furo[3,2-g][1]benzopyran-7-one | |
0.0026 | - |
pH 7.5, 25°C | Homo sapiens | 2,3,5-trimethyl-6-[3-oxo-3-(piperidin-1-yl)propyl]-7H-furo[3,2-g][1]benzopyran-7-one | |
0.0035 | - |
pH 7.5, 25°C | Homo sapiens | daidzin | |
0.0046 | - |
pH 7.5, 25°C | Homo sapiens | 6-bromo-3-[(1E)-N-hydroxyethanimidoyl]-2H-1-benzopyran-2-one | |
0.0051 | - |
pH 7.5, 25°C | Homo sapiens | daidzin | |
0.013 | - |
pH 7.5, 25°C | Homo sapiens | 3-benzyl-4-methyl-2-oxo-2H-1-benzopyran-7-yl methanesulfonate |