Details of the Drug

General Information of Drug (ID: DMDF79Z)

Drug Name
Acetylcholine
Synonyms
acetylcholine; Choline acetate; O-Acetylcholine; Acetyl choline ion; Acetylcholinum; 51-84-3; (2-Acetoxyethyl)trimethylammonium; Acetyl choline cation; Choline acetate (ester); 2-(Acetyloxy)-N,N,N-trimethylethanaminium; Ach; Azetylcholin; ethanaminium, 2-(acetyloxy)-N,N,N-trimethyl-; UNII-N9YNS0M02X; BRN 1764436; CHEBI:15355; Bromoacetylcholine; EINECS 200-128-9; CHEMBL667; N9YNS0M02X; [2-(acetyloxy)ethyl]trimethylazanium; Ethanaminium, 2-(acetyloxy)-N,N,N-trimethyl- (9CI); 2-acetyloxyethyl-trimethylazanium; [3H]acetylcholine; Miochol; Miochol-e
Indication
Disease Entry ICD 11 Status REF
Cataract 9B10 Approved [1]
Therapeutic Class
Cardiovascular Agents
ATC Code
S01EB09: Acetylcholine
S01EB: Parasympathomimetics
S01E: ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01: OPHTHALMOLOGICALS
S: SENSORY ORGANS
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 146.21
Logarithm of the Partition Coefficient (xlogp) 0.2
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C7H16NO2+
IUPAC Name
2-acetyloxyethyl(trimethyl)azanium
Canonical 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
InChIKey
OIPILFWXSMYKGL-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
187
ChEBI ID
CHEMBL667
CAS Number
51-84-3
UNII
N9YNS0M02X
DrugBank ID
DB03128
TTD ID
D0Q9HF
VARIDT ID
DR00070
INTEDE ID
DR0041
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Muscarinic acetylcholine receptor (CHRM) TTOXS3C NOUNIPROTAC Agonist [2]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Choline transporter-like protein 4 (SLC44A4) DT8KXR9 CTL4_HUMAN Substrate [3]
Vesicular acetylcholine transporter (SLC18A3) DT3T2K0 VACHT_HUMAN Substrate [4]
Organic cation transporter 3 (SLC22A3) DT6201N S22A3_HUMAN Substrate [5]
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [6]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Acetylcholinesterase (ACHE)
Main DME 		DEQ2BAJ ACES_HUMAN Substrate [7]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Interleukin-5 receptor subunit alpha (IL5RA) OTMSLUG9 IL5RA_HUMAN Drug Response [8]
Secreted Ly-6/uPAR-related protein 1 (SLURP1) OT89YD2E SLUR1_HUMAN Regulation of Drug Effects [9]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Acetylcholine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Mepyramine DMB4SFH Moderate Antagonize the effect of Acetylcholine when combined with Mepyramine. Allergic/hypersensitivity disorder [4A80-4A8Z] [10]
Phenyltoloxamine DMKAEQW Moderate Antagonize the effect of Acetylcholine when combined with Phenyltoloxamine. Allergic/hypersensitivity disorder [4A80-4A8Z] [10]
Umeclidinium DM4E8O9 Moderate Antagonize the effect of Acetylcholine when combined with Umeclidinium. Chronic obstructive pulmonary disease [CA22] [10]
Revefenacin DMMP5SI Moderate Antagonize the effect of Acetylcholine when combined with Revefenacin. Chronic obstructive pulmonary disease [CA22] [10]
OPC-34712 DMHG57U Moderate Antagonize the effect of Acetylcholine when combined with OPC-34712. Depression [6A70-6A7Z] [10]
Mepenzolate DM8YU2F Moderate Antagonize the effect of Acetylcholine when combined with Mepenzolate. Digestive system disease [DE2Z] [10]
ITI-007 DMUQ1DO Moderate Antagonize the effect of Acetylcholine when combined with ITI-007. Insomnia [7A00-7A0Z] [10]
Methylscopolamine DM5VWOB Moderate Antagonize the effect of Acetylcholine when combined with Methylscopolamine. Peptic ulcer [DA61] [10]
Acrivastine DMTIGA0 Moderate Antagonize the effect of Acetylcholine when combined with Acrivastine. Vasomotor/allergic rhinitis [CA08] [10]
⏷ Show the Full List of 9 DDI Information of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 294).
2 Thiochrome enhances acetylcholine affinity at muscarinic M4 receptors: receptor subtype selectivity via cooperativity rather than affinity. Mol Pharmacol. 2004 Jan;65(1):257-66.
3 Choline transporter-like protein 4 (CTL4) links to non-neuronal acetylcholine synthesis. J Neurochem. 2013 Aug;126(4):451-61.
4 SLC18: Vesicular neurotransmitter transporters for monoamines and acetylcholine. Mol Aspects Med. 2013 Apr-Jun;34(2-3):360-72.
5 Organic cation transporters: physiology, toxicology and special focus on ethidium as a novel substrate. Curr Drug Metab. 2009 Jul;10(6):617-31.
6 Role of acetylcholine and polyspecific cation transporters in serotonin-induced bronchoconstriction in the mouse. Respir Res. 2006 Apr 12;7:65.
7 How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
8 The IL-5 receptor on human bronchus selectively primes for hyperresponsiveness. J Allergy Clin Immunol. 2002 Mar;109(3):404-9. doi: 10.1067/mai.2002.122459.
9 SLURP-1, an endogenous 7 nicotinic acetylcholine receptor allosteric ligand, is expressed in CD205(+) dendritic cells in human tonsils and potentiates lymphocytic cholinergic activity. J Neuroimmunol. 2014 Feb 15;267(1-2):43-9. doi: 10.1016/j.jneuroim.2013.12.003. Epub 2013 Dec 11.
10 Multum Information Services, Inc. Expert Review Panel.