HUPERZINE A

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Synonyms
Status
Molecule Category UNKNOWN
UNII 0111871I23

Structure

InChI Key ZRJBHWIHUMBLCN-HZRLMBICSA-N
Smiles C/C=C1\[C@H]2C=C(C)C[C@@]1(N)c1ccc(=O)[nH]c1C2
InChI
InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H18N2O
Molecular Weight 242.32
AlogP 2.0
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 0.0
Polar Surface Area 58.88
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 18.0
Assay Description Organism Bioactivity Reference
Compound was tested for its ability to inhibit acetylcholinesterase (AChE) in rat brain; 0.024-0.040 uM None 24.0 nM
Compound was evaluated for the inhibition of acetylcholinesterase of bovine erythrocytes None 74.0 nM
In vitro inhibitory concentration against bovine acetylcholinesterase enzyme None 74.0 nM
Inhibition of acetylcholinesterase (AChE)activity in bovine erythrocytes None 74.0 nM
Dissociation constant for the inhibition of fetal bovine serum acetylcholinesterase was determined.. None 5.9 nM Dissociation constant for the inhibition of fetal bovine serum acetylcholinesterase was determined.. None 23.6 nM
Inhibitory constant against fetal bovine serum (FBS) acetylcholinesterase None 24.0 nM
Binding affinity towards Acetylcholinesterase from fetal bovine serum None 5.9 nM
Inhibition of acetylcholinesterase isolated from Human erythrocytes. None 260.0 nM
Inhibitory activity against acetylcholinesterase in human RBC None 150.0 nM
Ex vivo inhibition of human erythrocyte Acetylcholinesterase. None 47.0 nM
In vitro inhibitory concentration against acetylcholinesterase of human erythrocytes None 260.0 nM
In vitro inhibitory activity against Acetylcholinesterase (AChE) using rat brain hippocampal crude homogenates. None 80.0 nM
Inhibitory activity against acetylcholinesterase in rat brain None 94.0 nM
Compound was tested for its ability to inhibit the action of acetylcholinesterase isolated from rat brain cortex None 44.5 nM Compound was tested for its ability to inhibit the action of acetylcholinesterase isolated from rat brain cortex None 71.5 nM
Inhibitory potency against acetylcholinesterase (AChE) of rat cortex homogenate with ethopropazine as BChE inhibitor Rattus norvegicus 114.0 nM
Acetylcholinesterase inhibitory activity in rat striatal homogenates None 80.0 nM
In vitro inhibitory activity against Acetylcholinesterase (AChE). None 5.0 nM
Inhibitory concentration against Acetylcholinesterase from human erythrocytes Homo sapiens 260.0 nM
Inhibitory concentration against human erythrocyte Acetylcholinesterase Homo sapiens 47.0 nM
Inhibitory concentration against Acetylcholinesterase from bovine erythrocytes Bos taurus 74.0 nM
Inhibitory concentration against acetylcholinesterase of rat cortex homogenate Rattus norvegicus 72.4 nM
In vitro inhibitory concentration against rat cortex acetylcholinesterase Rattus norvegicus 53.0 nM
Anticholinesterase activity against human erythrocyte AChE Homo sapiens 47.0 nM
Inhibition of human AChE Homo sapiens 47.0 nM
Inhibition of human erythrocyte AChE Homo sapiens 260.0 nM
Inhibition of bovine erythrocyte AChE Bos taurus 74.0 nM
Inhibition of AChE in rat cortex at pH 5 Rattus norvegicus 72.4 nM
Inhibition of bovine acetylcholinesterase Bos taurus 53.0 nM
Inhibition of bovine AChE by Ellman's method Bos taurus 74.0 nM
Inhibition of AChE at 0.082 umol None 50.0 %
Inhibition of Torpedo californica AChE Torpedo californica 175.0 nM Inhibition of Torpedo californica AChE Torpedo californica 175.0 nM
Inhibition of rat AChE Rattus norvegicus 114.0 nM Inhibition of rat AChE Rattus norvegicus 114.0 nM
Inhibition of Torpedo california AChE by Ellman's method Torpedo californica 11.4 nM
Inhibition of human AChE by Ellman's method Homo sapiens 21.0 nM
Inhibition of Torpedo california AChE at 1 mM by Ellman's method Torpedo californica 99.67 %
Inhibition of Torpedo california AChE at 0.1 mM by Ellman's method Torpedo californica 85.7 %
Inhibition of Torpedo california AChE at 10 uM by Ellman's method Torpedo californica 81.93 %
Inhibition of Torpedo california AChE at 50 nM by Ellman's method Torpedo californica 92.97 %
Inhibition of Torpedo california AChE at 25 nM by Ellman's method Torpedo californica 70.24 %
Inhibition of Torpedo california AChE at 12.5 nM by Ellman's method Torpedo californica 53.35 %
Inhibition of Torpedo california AChE at 6.25 nM by Ellman's method Torpedo californica 34.56 %
Inhibition of Torpedo california AChE at 3.13 nM by Ellman's method Torpedo californica 20.43 %
Inhibition of acetylcholinesterase at 100 ug/ml None 98.0 %
Inhibition of AChE-induced amyloid beta aggregation None 5.0 nM
Inhibition of BChE None 100.0 nM
Inhibition of electric eel AChE using acetylthiocholine chloride as substrate after 15 mins by Ellman's method Electrophorus electricus 120.0 nM
DRUGMATRIX: Acetylcholinesterase enzyme inhibition (substrate: acetylthiocholine) None 29.0 nM
Inhibition of human AChE pre-incubated for 10 mins before acetylthiocholine iodide substrate addition Homo sapiens 12.0 nM
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method Electrophorus electricus 97.29 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method Equus caballus 11.85 %
Inhibition of AChE in Sprague-Dawley rat cortices using acetylthiocholine iodide as substrate by Ellman's method Rattus norvegicus 65.0 nM
Inhibition of AChE (unknown origin) Homo sapiens 45.0 nM
Inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate after 8 mins by Ellman's spectrophotometric method Homo sapiens 125.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 93.86 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 101.26 %
Inhibition of mouse AChE Mus musculus 82.0 nM
Inhibition of human AChE using acetylthiocholine iodide as substrate at 10 uM incubated for 15 mins prior to substrate addition for 20 mins by Ellman's colorimetric assay Homo sapiens 100.0 %
Inhibition of acetylcholinesterase (unknown origin) assessed as inhibition of acetylcholine hydrolysis after 30 mins by Ellmann's method Homo sapiens 0.54 nM
Inhibition of AChE (unknown origin) Homo sapiens 5.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL1255901
FDA SRS 0111871I23
PubChem 854026
ZINC ZINC000100004253
CONTENTS