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Literature summary extracted from
- Synthesis of novel 3-amino and 29-hydroxamic acid derivatives of glycyrrhetinic acid as selective 11beta-hydroxysteroid dehydrogenase 2 inhibitors (2010), Bioorg. Med. Chem., 18, 7522-7541.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.1.1.B40 | expressed in HEK-293 cell | Homo sapiens |
| 1.1.1.146 | expressed in HEK-293 cell | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.1.1.B40 | (3alpha,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | - |
Homo sapiens |  |
| 1.1.1.B40 | (3alpha,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oicacid | - |
Homo sapiens | |
| 1.1.1.B40 | (3alpha,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3alpha,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta)-3-(acetyloxy)-11-oxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta)-3-hydroxy-11-oxoolean-12-en-30-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta)-N,3-dihydroxy-11-oxoolean-12-en-30-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-11-oxo-3-succinylamino-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3,N-dihydroxy-N-methyl-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-(2-carboxy-ethylsulfonylamino)-11-oxoolean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-(2-methoxycarbonyl-ethylsulfonylamino)-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-acetoxy-N-hydroxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-acetoxy-N-methoxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-acetoxy-N-methyl-N-hydroxy-11-oxoolean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-acetylamino-N-hydroxy-N-methyl-11-oxoolean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-amino-11-oxoolean-12-en-29-oic acid, diphenylmethyl ester | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-hydroxy-N-methoxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-N-hydroxy-N-methyl-11-oxo-3-[(trifluoromethylsulfonyl)amino]-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3beta,18beta,20beta)-N-hydroxy-N-methyl-3-methoxyamino-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.B40 | (3E)-3-(methoxyimino)-11-oxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | 3,11-dioxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.B40 | carbenoxolone | - |
Homo sapiens | |
| 1.1.1.B40 | glycyrrhetinic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3alpha,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3alpha,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oicacid | - |
Homo sapiens | |
| 1.1.1.146 | (3alpha,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3alpha,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta)-3-(acetyloxy)-11-oxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta)-3-hydroxy-11-oxoolean-12-en-30-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta)-N,3-dihydroxy-11-oxoolean-12-en-30-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-11-oxo-3-succinylamino-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3,N-dihydroxy-N-methyl-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-(2-carboxy-ethylsulfonylamino)-11-oxoolean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-(2-methoxycarbonyl-ethylsulfonylamino)-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-acetoxy-N-hydroxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-acetoxy-N-methoxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-acetoxy-N-methyl-N-hydroxy-11-oxoolean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-acetylamino-N-hydroxy-N-methyl-11-oxoolean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-amino-11-oxoolean-12-en-29-oic acid, diphenylmethyl ester | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-hydroxy-N-methoxy-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-N-hydroxy-N-methyl-11-oxo-3-[(trifluoromethylsulfonyl)amino]-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3beta,18beta,20beta)-N-hydroxy-N-methyl-3-methoxyamino-11-oxo-olean-12-en-29-amide | - |
Homo sapiens | |
| 1.1.1.146 | (3E)-3-(methoxyimino)-11-oxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | 3,11-dioxoolean-12-en-30-oic acid | - |
Homo sapiens | |
| 1.1.1.146 | carbenoxolone | - |
Homo sapiens | |
| 1.1.1.146 | glycyrrhetinic acid | - |
Homo sapiens | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.1.1.B40 | Homo sapiens | - |
- |
- |
| 1.1.1.146 | Homo sapiens | P28845 | - |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.1.1.B40 | cortisol + NAD+ | - |
Homo sapiens | cortisone + NADH + H+ | - |
? | |
| 1.1.1.146 | cortisone + NADPH + H+ | - |
Homo sapiens | cortisol + NADP+ | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.1.1.B40 | 11beta-hydroxysteroid dehydrogenase 2 | - |
Homo sapiens |
| 1.1.1.146 | 11beta-hydroxysteroid dehydrogenase 1 | - |
Homo sapiens |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.1.1.B40 | NAD+ | - |
Homo sapiens | |
| 1.1.1.146 | NADP+ | - |
Homo sapiens | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.1.1.B40 | additional information | - |
13% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta)-3-hydroxy-11-oxoolean-12-en-30-amide | |
| 1.1.1.B40 | additional information | - |
13% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-11-oxo-3-succinylamino-olean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
2% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | carbenoxolone | |
| 1.1.1.B40 | additional information | - |
22% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
3% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(2-methoxycarbonyl-ethylsulfonylamino)-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
30% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-N-hydroxy-N-methyl-3-methoxyamino-11-oxo-olean-12-en-29-amide | |
| 1.1.1.B40 | additional information | - |
36% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-methoxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.B40 | additional information | - |
4% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
4% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
4% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetylamino-N-hydroxy-N-methyl-11-oxoolean-12-en-29-amide | |
| 1.1.1.B40 | additional information | - |
4% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oicacid | |
| 1.1.1.B40 | additional information | - |
40% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(2-carboxy-ethylsulfonylamino)-11-oxoolean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
42% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-amino-11-oxoolean-12-en-29-oic acid, diphenylmethyl ester | |
| 1.1.1.B40 | additional information | - |
44% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-N-hydroxy-N-methyl-11-oxo-3-[(trifluoromethylsulfonyl)amino]-olean-12-en-29-amide | |
| 1.1.1.B40 | additional information | - |
50% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | |
| 1.1.1.B40 | additional information | - |
7% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3,N-dihydroxy-N-methyl-11-oxo-olean-12-en-29-amide | |
| 1.1.1.B40 | 0.0000029 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-methyl-N-hydroxy-11-oxoolean-12-en-29-amide | |
| 1.1.1.B40 | 0.0000049 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | 0.0000145 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | 0.0000611 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-hydroxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.B40 | 0.000122 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta)-N,3-dihydroxy-11-oxoolean-12-en-30-amide | |
| 1.1.1.B40 | 0.000257 | - |
pH not specified in the publication, 37°C | Homo sapiens | glycyrrhetinic acid | |
| 1.1.1.B40 | 0.000268 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3E)-3-(methoxyimino)-11-oxoolean-12-en-30-oic acid | |
| 1.1.1.B40 | 0.000329 | - |
pH not specified in the publication, 37°C | Homo sapiens | 3,11-dioxoolean-12-en-30-oic acid | |
| 1.1.1.B40 | 0.000458 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.B40 | 0.00075 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta)-3-(acetyloxy)-11-oxoolean-12-en-30-oic acid | |
| 1.1.1.B40 | 0.00213 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-hydroxy-N-methoxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
1% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(2-methoxycarbonyl-ethylsulfonylamino)-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
12% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | carbenoxolone | |
| 1.1.1.146 | additional information | - |
15% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-amino-11-oxoolean-12-en-29-oic acid, diphenylmethyl ester | |
| 1.1.1.146 | additional information | - |
32% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
38% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-methoxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
4% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oicacid | |
| 1.1.1.146 | additional information | - |
5% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(2-carboxy-ethylsulfonylamino)-11-oxoolean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
58% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-methylsulfonylamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
6% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-11-oxo-3-succinylamino-olean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
71% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3,N-dihydroxy-N-methyl-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
71% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-N-hydroxy-N-methyl-11-oxo-3-[(trifluoromethylsulfonyl)amino]-olean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
72% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetylamino-N-hydroxy-N-methyl-11-oxoolean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
87% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | |
| 1.1.1.146 | additional information | - |
9% residual activity at 0,001 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta)-3-hydroxy-11-oxoolean-12-en-30-amide | |
| 1.1.1.146 | additional information | - |
93% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-N-hydroxy-N-methyl-3-methoxyamino-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | additional information | - |
99% residual activity at 0,0002 mM, pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-11-oxo-3-trifluoromethylsulfonylaminoolean-12-en-29-oic acid | |
| 1.1.1.146 | 0.0000427 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | 0.0000619 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3alpha,18beta,20beta)-3-methoxyamino-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | 0.000619 | - |
pH not specified in the publication, 37°C | Homo sapiens | 3,11-dioxoolean-12-en-30-oic acid | |
| 1.1.1.146 | 0.000626 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-hydroxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | 0.000778 | - |
pH not specified in the publication, 37°C | Homo sapiens | glycyrrhetinic acid | |
| 1.1.1.146 | 0.000825 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-(acetylamino)-11-oxo-olean-12-en-29-oic acid | |
| 1.1.1.146 | 0.000929 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-hydroxy-N-methoxy-11-oxo-olean-12-en-29-amide | |
| 1.1.1.146 | 0.001012 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta,18beta,20beta)-3-acetoxy-N-methyl-N-hydroxy-11-oxoolean-12-en-29-amide | |
| 1.1.1.146 | 0.001157 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta)-N,3-dihydroxy-11-oxoolean-12-en-30-amide | |
| 1.1.1.146 | 0.001508 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3E)-3-(methoxyimino)-11-oxoolean-12-en-30-oic acid | |
| 1.1.1.146 | 0.007138 | - |
pH not specified in the publication, 37°C | Homo sapiens | (3beta)-3-(acetyloxy)-11-oxoolean-12-en-30-oic acid | |
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