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Literature summary extracted from
- Isosorbide-2-carbamate esters: potent and selective butyrylcholinesterase inhibitors (2008), J. Med. Chem., 51, 6400-6409.
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.1.1.8 | (2x)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-([[(2E)-3-phenylprop-2-enoyl]oxy]carbonyl)-D-arabino-hexitol | 96% inhibition at 0.1 mM | Homo sapiens |  |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(2-methylbutanoyl)-D-arabino-hexitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(biphenyl-4-ylcarbonyl)-D-arabino-hexitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(carboxycarbamoyl)-D-arabino-hexitol | 92% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(cyclopentylcarbonyl)-D-arabino-hexitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(cyclopropylcarbonyl)-D-arabino-hexitol | 97% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(phenoxycarbonyl)-D-arabino-hexitol | 99% inhibition at 0.1 mM, highly selective for BuChE, with about 50000fold selectivity over human erythrocyte acetylcholinesterase. Competitive, and slowly reversible inhibition by active site carbamylation | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-([[(4-methylphenyl)sulfonyl]oxy]carbonyl)-D-arabino-hexitol | 25% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-([[(trifluoromethyl)sulfonyl]oxy]carbonyl)-D-arabino-hexitol | 85% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(2H-chromen-2-yloxy)carbonyl]-D-arabino-hexitol | 100% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(3,4-dihydroxyphenyl)carbonyl]-D-arabino-hexitol | 38% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(pentanoyloxy)carbonyl]-D-arabino-hexitol | 95% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(propanoyloxy)carbonyl]-D-arabino-hexitol | 97% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[([[4-(heptyloxy)phenyl]carbonyl]oxy)carbonyl]-D-arabino-hexitol | 80% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(methylsulfonyl)oxy]carbonyl]-D-arabino-hexitol | 9.8% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(naphthalen-2-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | 100% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(pyridin-3-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(pyridin-4-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | 97% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-1,4:3,6-dianhydro-2-O-([2-[(carbamoyloxy)methyl]-5-hydroxybenzyl]carbamoyl)-D-arabino-hexitol | 95% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | (2xi)-5-O-[(acetyloxy)carbonyl]-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-D-arabino-hexitol | 97% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-nitro-D-threo-hexitol | 96% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-(butylcarbamoyl)-5-O-nitro-D-threo-hexitol | 92% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-(cyclohexylcarbamoyl)-5-O-nitro-D-threo-hexitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-(ethylcarbamoyl)-5-O-nitro-D-threo-hexitol | 73% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-(methylcarbamoyl)-5-O-nitro-D-threo-hexitol | 82% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-nitro-5-O-(phenylcarbamoyl)-D-threo-hexitol | 37% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-nitro-5-O-(propylcarbamoyl)-D-threo-hexitol | 93% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-nitro-5-O-[[4-(trifluoromethyl)phenyl]carbamoyl]-D-threo-hexitol | 10% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-[(2-chlorophenyl)carbamoyl]-5-O-nitro-D-threo-hexitol | 11% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-[(3,4-dichlorophenyl)carbamoyl]-5-O-nitro-D-threo-hexitol | 28% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 1,4:3,6-dianhydro-2-O-[(3-chlorophenyl)carbamoyl]-5-O-nitro-D-threo-hexitol | 11% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | 2-(benzylaminocarbonyloxy-)-5-O-(1-naphthoyl)-1,4:3,6-dianhydro-D-glucitol | 99% inhibition at 0.1 mM | Homo sapiens | |
| 3.1.1.8 | additional information | modeling, stability, and binding structure of isosorbide-2-carbamate ester inhibitors, overview | Homo sapiens |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 3.1.1.8 | extracellular | - |
Homo sapiens | - |
- |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.1.1.8 | Homo sapiens | P06276 | - |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 3.1.1.8 | plasma | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.1.1.8 | butyrylthiocholine + H2O | detection using 5,5'-dithiobis(2-nitrobenzoic acid) | Homo sapiens | butyrate + thiocholine | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 3.1.1.8 | BuChE | - |
Homo sapiens |
| 3.1.1.8 | butyrylcholinesterase | - |
Homo sapiens |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 3.1.1.8 | 37 | - |
assay at | Homo sapiens |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 3.1.1.8 | 7.4 | - |
assay at | Homo sapiens |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 3.1.1.8 | 0.0000043 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(phenoxycarbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.000006 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(cyclopentylcarbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.000012 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(biphenyl-4-ylcarbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.000028 | - |
pH 7.4, 37°C | Homo sapiens | 2-(benzylaminocarbonyloxy-)-5-O-(1-naphthoyl)-1,4:3,6-dianhydro-D-glucitol | |
| 3.1.1.8 | 0.000032 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(naphthalen-2-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.000051 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-nitro-D-threo-hexitol | |
| 3.1.1.8 | 0.000072 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(2-methylbutanoyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.000073 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(2H-chromen-2-yloxy)carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.000088 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(pyridin-4-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.000137 | - |
pH 7.4, 37°C | Homo sapiens | (2x)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-([[(2E)-3-phenylprop-2-enoyl]oxy]carbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.000334 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-(cyclopropylcarbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.00036 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-([[(trifluoromethyl)sulfonyl]oxy]carbonyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.00057 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[[(pyridin-3-ylcarbonyl)oxy]carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.000639 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-nitro-5-O-(propylcarbamoyl)-D-threo-hexitol | |
| 3.1.1.8 | 0.000669 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(3,4-dihydroxyphenyl)carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.0007 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(pentanoyloxy)carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.000894 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-(butylcarbamoyl)-5-O-nitro-D-threo-hexitol | |
| 3.1.1.8 | 0.00098 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[(propanoyloxy)carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.0025 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-(cyclohexylcarbamoyl)-5-O-nitro-D-threo-hexitol | |
| 3.1.1.8 | 0.0028 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-5-O-[([[4-(heptyloxy)phenyl]carbonyl]oxy)carbonyl]-D-arabino-hexitol | |
| 3.1.1.8 | 0.0037 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-1,4:3,6-dianhydro-2-O-([2-[(carbamoyloxy)methyl]-5-hydroxybenzyl]carbamoyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.0039 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-(ethylcarbamoyl)-5-O-nitro-D-threo-hexitol | |
| 3.1.1.8 | 0.0041 | - |
pH 7.4, 37°C | Homo sapiens | (2xi)-5-O-[(acetyloxy)carbonyl]-1,4:3,6-dianhydro-2-O-(benzylcarbamoyl)-D-arabino-hexitol | |
| 3.1.1.8 | 0.0051 | - |
pH 7.4, 37°C | Homo sapiens | 1,4:3,6-dianhydro-2-O-(methylcarbamoyl)-5-O-nitro-D-threo-hexitol | |
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