distigmine (CHEBI:80756)

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ChEBI Name	distigmine

ChEBI ID	CHEBI:80756

Definition	A carbamate ester resulting from the formal condensation of both carboxy groups of hexane-1,6-diylbis(methylcarbamic acid) with the hydroxy group of 3-hydroxy-1-methylpyridinium.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C22H32N4O4

Net Charge

Average Mass

416.521

Monoisotopic Mass

416.24126

InChI

InChI=1S/C22H32N4O4/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20/h9-14,17-18H,5-8,15-16H2,1-4H3/q+2

InChIKey

AHZBEVXBKNYXPU-UHFFFAOYSA-N

SMILES

C1(=CC=C[N+](=C1)C)OC(N(CCCCCCN(C(OC=2C=[N+](C=CC2)C)=O)C)C)=O

Roles Classification
Biological Role(s):	EC 3.1.1.8 (cholinesterase) inhibitor An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). muscarinic agonist Any drug that binds to and activates a muscarinic cholinergic receptor.

Application(s):	muscarinic agonist Any drug that binds to and activates a muscarinic cholinergic receptor.

ChEBI Ontology
Outgoing	distigmine (CHEBI:80756) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733) distigmine (CHEBI:80756) has role muscarinic agonist (CHEBI:38325) distigmine (CHEBI:80756) is a carbamate ester (CHEBI:23003) distigmine (CHEBI:80756) is a pyridinium ion (CHEBI:50334)

Incoming	distigmine bromide (CHEBI:31512) has part distigmine (CHEBI:80756)

IUPAC Name

3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridinium)

Synonyms	Sources
3,3'-(1,6-hexanediylbis((methylimino)carbonyloxy))bis(1-methyl-pyridinium)	ChemIDplus
3,3'-{hexane-1,6-diylbis[(methylcarbamoyl)oxy]}bis(1-methylpyridin-1-ium)	IUPAC
distigmine cation	ChemIDplus
distigmine ion	ChemIDplus
hexamarium	DrugCentral

Registry Number	Type	Source
17299-00-2	CAS Registry Number	ChemIDplus

Last Modified

20 December 2019