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Literature summary extracted from
- 17beta-Hydroxysteroid dehydrogenase type 2 inhibition: discovery of selective and metabolically stable compounds inhibiting both the human enzyme and its murine ortholog (2015), PLoS ONE, 10, e0134754.
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 1.1.1.62 | medicine | enzyme inhibition can lead to desired increase of estradiol and testosterone levels in the bone tissue and may be used for the treatment of osteoporosis | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.1.1.62 | 3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens |  |
| 1.1.1.62 | 3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-3-carboxamide | 35% inhibition | Homo sapiens | |
| 1.1.1.62 | 3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-3-carboxamide | 11% inhibition | Homo sapiens | |
| 1.1.1.62 | 3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | 1 micromol, 25% inhibition | Mus musculus | |
| 1.1.1.62 | 4'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 4'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 4'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | 1 micromol, 11% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | 1 micromol, 65% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 26% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-methyl-N-(3-methylphenyl)thiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(2-fluoro-3-methoxyphenyl)-N-methyl-N-(3-methylphenyl)thiophene-2-carboxamide | 1 micromol, 45% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(2-hydroxyphenyl)-N-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(2-hydroxyphenyl)-N-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 18% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(2-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(2-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 19% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(3-fluorophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(3-fluorophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | 1 micromol, 37% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(3-fluorophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(3-fluorophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 40% inhibition | Mus musculus | |
| 1.1.1.62 | 5-(4-cyanophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | 5-(4-cyanophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 48% inhibition | Homo sapiens | |
| 1.1.1.62 | additional information | design of inhibitors displaying h17beta-HSD2 inhibitory activity and selectivity toward h17beta-HSD1. No inhibition by 5-(4-cyanophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | Homo sapiens | |
| 1.1.1.62 | additional information | design of inhibitors displaying h17beta-HSD2 inhibitory activity and selectivity toward h17beta-HSD1. No inhibition by N,5-bis(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide, 5-(4-cyanophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide, 5-(4-cyanophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide, 5-(4-cyanophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide, 3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-3-carboxamide, and 3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-3-carboxamide | Mus musculus | |
| 1.1.1.62 | N,4'-dimethyl-N-(3-methylphenyl)biphenyl-4-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N,4'-dimethyl-N-(3-methylphenyl)biphenyl-4-carboxamide | 1 micromol, 50% inhibition | Mus musculus | |
| 1.1.1.62 | N,5-bis(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | 33% inhibition | Homo sapiens | |
| 1.1.1.62 | N,5-bis(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N,5-bis(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 29% inhibition | Mus musculus | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-5-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-5-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 26% inhibition | Mus musculus | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-5-(4-hydroxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-5-(4-hydroxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 35% inhibition | Mus musculus | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-(3-hydroxybenzyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | 1 micromol, 45% inhibition | Mus musculus | |
| 1.1.1.62 | N-(3-methoxybenzyl)-5-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-(3-methoxybenzyl)-5-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | 1 micromol, 16% inhibition | Mus musculus | |
| 1.1.1.62 | N-(3-methoxyphenyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-(3-methoxyphenyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | 1 micromol, 30% inhibition | Mus musculus | |
| 1.1.1.62 | N-methyl-N,5-bis(3-methylphenyl)thiophene-2-carboxamide | - |
Homo sapiens | |
| 1.1.1.62 | N-methyl-N,5-bis(3-methylphenyl)thiophene-2-carboxamide | 1 micromol, 42% inhibition | Mus musculus | |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.1.1.62 | 17beta-estradiol + NAD+ | Homo sapiens | - |
estrone + NADH + H+ | - |
? | |
| 1.1.1.62 | 17beta-estradiol + NAD+ | Mus musculus | - |
estrone + NADH + H+ | - |
? | |
| 1.1.1.62 | testosterone + NAD+ | Homo sapiens | - |
androstenedione + NADH + H+ | - |
? | |
| 1.1.1.62 | testosterone + NAD+ | Mus musculus | - |
androstenedione + NADH + H+ | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.1.1.62 | Homo sapiens | P37059 | - |
- |
| 1.1.1.62 | Mus musculus | P51658 | - |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 1.1.1.62 | bone | - |
Homo sapiens | - |
| 1.1.1.62 | bone | - |
Mus musculus | - |
| 1.1.1.62 | osteoblast | - |
Homo sapiens | - |
| 1.1.1.62 | osteoblast | - |
Mus musculus | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.1.1.62 | 17beta-estradiol + NAD+ | - |
Homo sapiens | estrone + NADH + H+ | - |
? | |
| 1.1.1.62 | 17beta-estradiol + NAD+ | - |
Mus musculus | estrone + NADH + H+ | - |
? | |
| 1.1.1.62 | testosterone + NAD+ | - |
Homo sapiens | androstenedione + NADH + H+ | - |
? | |
| 1.1.1.62 | testosterone + NAD+ | - |
Mus musculus | androstenedione + NADH + H+ | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.1.1.62 | 17beta-HSD2 | - |
Homo sapiens |
| 1.1.1.62 | 17beta-HSD2 | - |
Mus musculus |
| 1.1.1.62 | 17beta-hydroxysteroid dehydrogenase type 2 | - |
Homo sapiens |
| 1.1.1.62 | 17beta-hydroxysteroid dehydrogenase type 2 | - |
Mus musculus |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.1.1.62 | 37 | - |
assay at | Homo sapiens |
| 1.1.1.62 | 37 | - |
assay at | Mus musculus |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.1.1.62 | 7.4 | - |
assay at | Homo sapiens |
| 1.1.1.62 | 7.4 | - |
assay at | Mus musculus |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.1.1.62 | NAD+ | - |
Homo sapiens | |
| 1.1.1.62 | NAD+ | - |
Mus musculus | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.1.1.62 | 0.000052 | - |
pH 7.4, 37°C | Homo sapiens | N-methyl-N,5-bis(3-methylphenyl)thiophene-2-carboxamide | |
| 1.1.1.62 | 0.000058 | - |
pH 7.4, 37°C | Homo sapiens | N-(3-methoxyphenyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | |
| 1.1.1.62 | 0.000061 | - |
pH 7.4, 37°C | Homo sapiens | 5-(2-fluoro-3-methoxyphenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.000062 | - |
pH 7.4, 37°C | Homo sapiens | 5-(2-fluoro-3-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.000062 | - |
pH 7.4, 37°C | Homo sapiens | 5-(2-fluoro-3-methoxyphenyl)-N-methyl-N-(3-methylphenyl)thiophene-2-carboxamide | |
| 1.1.1.62 | 0.000068 | - |
pH 7.4, 37°C | Homo sapiens | N,5-bis(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00016 | - |
pH 7.4, 37°C | Homo sapiens | N-(3-hydroxybenzyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide | |
| 1.1.1.62 | 0.00017 | - |
pH 7.4, 37°C | Homo sapiens | 5-(3-fluorophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00033 | - |
pH 7.4, 37°C | Homo sapiens | 5-(3-fluorophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00033 | - |
pH 7.4, 37°C | Homo sapiens | N-(3-hydroxybenzyl)-5-(4-hydroxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00037 | - |
pH 7.4, 37°C | Homo sapiens | N-(3-methoxybenzyl)-5-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00039 | - |
pH 7.4, 37°C | Homo sapiens | N-(3-hydroxybenzyl)-5-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00041 | - |
pH 7.4, 37°C | Homo sapiens | 5-(2-hydroxyphenyl)-N-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00048 | - |
pH 7.4, 37°C | Homo sapiens | 4'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | |
| 1.1.1.62 | 0.00049 | - |
pH 7.4, 37°C | Homo sapiens | 5-(2-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00051 | - |
pH 7.4, 37°C | Homo sapiens | 5-(4-cyanophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide | |
| 1.1.1.62 | 0.00052 | - |
pH 7.4, 37°C | Homo sapiens | 3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | |
| 1.1.1.62 | 0.00064 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | |
| 1.1.1.62 | 0.0011 | - |
pH 7.4, 37°C | Homo sapiens | N,4'-dimethyl-N-(3-methylphenyl)biphenyl-4-carboxamide | |
| 1.1.1.62 | 0.0012 | - |
pH 7.4, 37°C | Homo sapiens | 4'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide | |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 1.1.1.62 | malfunction | enzyme inhibition can lead to desired increase of estradiol and testosterone levels in the bone tissue and may be used for the treatment of osteoporosis | Homo sapiens |
| 1.1.1.62 | malfunction | enzyme inhibition can lead to desired increase of estradiol and testosterone levels in the bone tissue and may be used for the treatment of osteoporosis | Mus musculus |
| 1.1.1.62 | physiological function | the drop in 17beta-estradiol (E2) and testosterone levels, occurring with ageing, is the main factor driving the onset and progression of osteoporosis | Homo sapiens |
| 1.1.1.62 | physiological function | the drop in 17beta-estradiol (E2) and testosterone levels, occurring with ageing, is the main factor driving the onset and progression of osteoporosis | Mus musculus |
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