CHEBI:3721 - cisatracurium besylate

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ChEBI Name cisatracurium besylate
ChEBI ID CHEBI:3721
Definition The (1R,1'R,2R,2'R)-diastereoisomer of atracurium besylate. Commercial preparations of atracurium are mixtures of 10 stereoisomers, of which cisatracurium generally constitutes about 15%. Cisatracurium besylate is about 3 times more potent than the mixture of atracurium isomers as a neuromuscular blocking agent, and is used as a muscle relaxant for endotracheal intubation, to aid controlled ventilation, and in general anaesthesia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C65H82N2O18S2
Net Charge 0
Average Mass 1243.47900
Monoisotopic Mass 1242.50041
InChI InChI=1S/C53H72N2O12.2C6H6O3S/c1-54(22-18-38-32-48(62-7)50(64-9)34-40(38)42(54)28-36-14-16-44(58-3)46(30-36)60-5)24-20-52(56)66-26-12-11-13-27-67-53(57)21-25-55(2)23-19-39-33-49(63-8)51(65-10)35-41(39)43(55)29-37-15-17-45(59-4)47(31-37)61-6;2*7-10(8,9)6-4-2-1-3-5-6/h14-17,30-35,42-43H,11-13,18-29H2,1-10H3;2*1-5H,(H,7,8,9)/q+2;;/p-2/t42-,43-,54-,55-;;/m1../s1
InChIKey XXZSQOVSEBAPGS-DONVQRBFSA-L
SMILES [O-]S(=O)(=O)c1ccccc1.[O-]S(=O)(=O)c1ccccc1.COc1ccc(C[C@@H]2c3cc(OC)c(OC)cc3CC[N@+]2(C)CCC(=O)OCCCCCOC(=O)CC[N@@+]2(C)CCc3cc(OC)c(OC)cc3[C@H]2Cc2ccc(OC)c(OC)c2)cc1OC
Roles Classification
Biological Role(s): nicotinic antagonist
An antagonist at the nicotinic cholinergic receptor.
(via atracurium besylate )
Application(s): muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
(via atracurium besylate )
nicotinic antagonist
An antagonist at the nicotinic cholinergic receptor.
(via atracurium besylate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cisatracurium besylate (CHEBI:3721) has part cisatracurium (CHEBI:140621)
cisatracurium besylate (CHEBI:3721) has role muscle relaxant (CHEBI:51371)
cisatracurium besylate (CHEBI:3721) has role nicotinic antagonist (CHEBI:48878)
cisatracurium besylate (CHEBI:3721) is a atracurium besylate (CHEBI:2915)
cisatracurium besylate (CHEBI:3721) is a organosulfonate salt (CHEBI:64382)
cisatracurium besylate (CHEBI:3721) is a quaternary ammonium salt (CHEBI:35273)
IUPAC Name
(1R,2R,1'R,2'R)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] bisbenzenesulfonate
Synonyms Sources
(1R,2R,1'R,2'R)-atracurium besylate ChEBI
(1R-cis,1'R-cis)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] bisbenzenesulfonate ChEBI
(1R-cis,1'R-cis)-atracurium besylate ChEBI
cisatracurium besilate ChEBI
cisatracurium dibenzenesulfonate ChEBI
Manual Xrefs Databases
D00759 KEGG DRUG
DB00565 DrugBank
WO9200965 Patent
View more database links
Registry Numbers Types Sources
96946-42-8 CAS Registry Number ChemIDplus
96946-42-8 CAS Registry Number KEGG DRUG
Last Modified
24 April 2018