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Literature summary for 3.1.1.7 extracted from

  • Yan, X.; Tang, J.; dos Santos Passos, C.; Nurisso, A.; Simoes-Pires, C.A.; Ji, M.; Lou, H.; Fan, P.
    Characterization of lignanamides from hemp (Cannabis sativa L.) seed and their antioxidant and acetylcholinesterase inhibitory activities (2015), J. Agric. Food Chem., 63, 10611-10619 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(2,3-trans)-3-(3-hydroxy-5-methoxyphenyl)-N-(4-hydroxyphenethyl)-7-((E)-3-[(4-hydroxyphenethyl)amino]-3-oxoprop-1-enyl)-2,3-dihydro-benzo[b][1,4]dioxine-2-carboxamide
-
Tetronarce californica
3,3'-demethyl-grossamide 87.37% inhibition at 0.1 mg/ml Tetronarce californica
3,3'-demethyl-heliotropamide 62.84% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin A 47.13% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin C 42.89% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin D 13.97% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin E 11.17% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin F 47.16% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin M
-
Tetronarce californica
cannabisin N 51.99% inhibition at 0.1 mg/ml Tetronarce californica
cannabisin O
-
Tetronarce californica
galantamine 89.26% inhibition at 0.1 mg/ml, docking study using the enzyme's crystal structure, PBD ID 1DX6 Tetronarce californica
grossamide 22.42% inhibition at 0.1 mg/ml Tetronarce californica
additional information acetylcholinesterase inhibitory activities of lignanamides from hemp, Cannabis sativa, seeds, NMR compound structure analysis and structure comparisons, molecular modeling studies on AChE, overview Tetronarce californica
N-trans-caffeoyltyramine 83.28% inhibition at 0.1 mg/ml Tetronarce californica
N-trans-feruloyltyramine 13.25% inhibition at 0.1 mg/ml Tetronarce californica

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetylcholine + H2O Tetronarce californica
-
choline + acetate
-
?

Organism

Organism UniProt Comment Textmining
Tetronarce californica P04058 i.e. Tetronarce californica
-

Source Tissue

Source Tissue Comment Organism Textmining

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetylcholine + H2O
-
Tetronarce californica choline + acetate
-
?
acetylthiocholine + H2O
-
Tetronarce californica thiocholine + acetate
-
?

Synonyms

Synonyms Comment Organism
AChE
-
Tetronarce californica
TcAChE
-
Tetronarce californica

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Tetronarce californica

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.8
-
assay at Tetronarce californica

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00276
-
pH 7.8, 25°C Tetronarce californica galantamine
0.0387
-
pH 7.8, 25°C Tetronarce californica 3,3'-demethyl-grossamide
0.0462
-
pH 7.8, 25°C Tetronarce californica 3,3'-demethyl-heliotropamide
0.216
-
pH 7.8, 25°C Tetronarce californica N-trans-caffeoyltyramine