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Literature summary extracted from

  • Takahashi, J.; Hijikuro, I.; Kihara, T.; Murugesh, M.; Fuse, S.; Tsumura, Y.; Akaike, A.; Niidome, T.; Takahashi, T.; Sugimoto, H.
    Design, synthesis and evaluation of carbamate-modified (-)-N1-phenethylnorphysostigmine derivatives as selective butyrylcholinesterase inhibitors (2010), Bioorg. Med. Chem. Lett., 20, 1721-1723.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.1.8 (-)-N1-phenethylnorcymserine
-
 Mus musculus
3.1.1.8 (-)-N1-phenethylnorphenserine
-
 Mus musculus
3.1.1.8 (-)-N1-phenethylnorphysostigmine
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (2-phenylethyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (3,4-dimethoxyphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-acetylphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-butylphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-chlorophenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-methoxyphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-nitrophenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-phenoxyphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-tert-butylphenyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (cyclohexylmethyl)carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl 1,3-benzodioxol-5-ylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl benzylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl biphenyl-4-ylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl cyclohexylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl hexylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl naphthalen-2-ylcarbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl [4-(dimethylamino)phenyl]carbamate
-
 Mus musculus
3.1.1.8 (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl [4-(hexyloxy)phenyl]carbamate
-
 Mus musculus
3.1.1.8 physostigmine
-
 Mus musculus

Organism

EC Number Organism UniProt Comment Textmining
3.1.1.8 Mus musculus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.1.1.8 serum
-
 Mus musculus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.1.8 acetylthiocholine + H2O
-
 Mus musculus thiocholine + acetate
-
 ?
3.1.1.8 butyrylthiocholine + H2O
-
 Mus musculus thiocholine + butyrate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.1.8 BuChE
-
 Mus musculus
3.1.1.8 butyrylcholinesterase
-
 Mus musculus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.1.8 0.0000018
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (cyclohexylmethyl)carbamate
3.1.1.8 0.0000066
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl benzylcarbamate
3.1.1.8 0.00001
-
 pH not specified in the publication, at 37°C Mus musculus (-)-N1-phenethylnorphysostigmine
3.1.1.8 0.000014
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl hexylcarbamate
3.1.1.8 0.000016
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (2-phenylethyl)carbamate
3.1.1.8 0.000022
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl cyclohexylcarbamate
3.1.1.8 0.000079
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl [4-(dimethylamino)phenyl]carbamate
3.1.1.8 0.000083
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-methoxyphenyl)carbamate
3.1.1.8 0.000097
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (3,4-dimethoxyphenyl)carbamate
3.1.1.8 0.0001
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl 1,3-benzodioxol-5-ylcarbamate
3.1.1.8 0.00028
-
 pH not specified in the publication, at 37°C Mus musculus physostigmine
3.1.1.8 0.00034
-
 pH not specified in the publication, at 37°C Mus musculus (-)-N1-phenethylnorphenserine
3.1.1.8 0.00037
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-chlorophenyl)carbamate
3.1.1.8 0.00043
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-tert-butylphenyl)carbamate
3.1.1.8 0.00054
-
 pH not specified in the publication, at 37°C Mus musculus (-)-N1-phenethylnorcymserine
3.1.1.8 0.00058
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl naphthalen-2-ylcarbamate
3.1.1.8 0.00098
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-butylphenyl)carbamate
3.1.1.8 0.0011
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl biphenyl-4-ylcarbamate
3.1.1.8 0.0014
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl [4-(hexyloxy)phenyl]carbamate
3.1.1.8 0.002
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-phenoxyphenyl)carbamate
3.1.1.8 0.0059
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-acetylphenyl)carbamate
3.1.1.8 0.0067
-
 pH not specified in the publication, at 37°C Mus musculus (3aS)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl (4-nitrophenyl)carbamate