acetylcholine   Click here for help

GtoPdb Ligand ID: 294

Synonyms: ACh | E1001 | O-acetylcholine
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 26.3
Molecular weight 146.12
XLogP -0.1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)OCC[N+](C)(C)C
Isomeric SMILES CC(=O)OCC[N+](C)(C)C
InChI InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1
InChI Key OIPILFWXSMYKGL-UHFFFAOYSA-N
Natural/Endogenous Targets
Target
M1 receptor
M2 receptor
M3 receptor
M4 receptor
M5 receptor
nicotinic acetylcholine receptor α10 subunit
nicotinic acetylcholine receptor α1 subunit
nicotinic acetylcholine receptor α2 subunit
nicotinic acetylcholine receptor α3 subunit
nicotinic acetylcholine receptor α4 subunit
nicotinic acetylcholine receptor α5 subunit
nicotinic acetylcholine receptor α6 subunit
nicotinic acetylcholine receptor α7 subunit
nicotinic acetylcholine receptor α9 subunit
nicotinic acetylcholine receptor β1 subunit
nicotinic acetylcholine receptor β2 subunit
nicotinic acetylcholine receptor β3 subunit
nicotinic acetylcholine receptor β4 subunit
nicotinic acetylcholine receptor δ subunit
nicotinic acetylcholine receptor ε subunit
nicotinic acetylcholine receptor γ subunit
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
choline O-acetyltransferase
butyrylcholinesterase
acetylcholinesterase (Cartwright blood group)
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Vesicular acetylcholine transporter 1,5
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
M2 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.4 pKi - 6
pKi 6.4 [6]
M5 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 6.1 pKi - 2
pKi 6.1 [2]
M3 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.6 pKi - 2
pKi 5.6 [2]
M2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.3 – 6.5 pKi - 2-4
pKi 4.3 – 6.5 [2-4]
M4 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.5 – 5.6 pKi - 3-4
pKi 4.5 – 5.6 [3-4]
M1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.0 pKi - 2
pKi 5.0 [2]
M3 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.5 – 5.4 pKi - 2-4
pKi 4.5 – 5.4 [2-4]
M1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.3 – 4.9 pKi - 3-4
pKi 4.3 – 4.9 [3-4]
Ligand mentioned in the following text fields