CHEBI:140621 - cisatracurium

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ChEBI Name cisatracurium
Definition A diester that is the (1R,1'R,2R,2'R)-diastereoisomer of atracurium, a quaternary ammonium ion consisting of pentane-1,5-diol with both hydroxy functions bearing 3-[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium-2(1H)-yl]propanoyl groups. The active species in the skeletal muscle relaxant cisatracurium besylate.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C53H72N2O12
Net Charge +2
Average Mass 929.147
Monoisotopic Mass 928.50743
InChI InChI=1S/C53H72N2O12/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/h14-17,30-35,42-43H,11-13,18-29H2,1-10H3/q+2/t42-,43-,54-,55-/m1/s1
SMILES C=12[C@H]([N@+](CCC1C=C(OC)C(=C2)OC)(CCC(OCCCCCOC(CC[N@@+]3([C@@H](C4=C(C=C(OC)C(=C4)OC)CC3)CC5=CC(=C(OC)C=C5)OC)C)=O)=O)C)CC6=CC(=C(OC)C=C6)OC
Roles Classification
Biological Role(s): nicotinic antagonist
An antagonist at the nicotinic cholinergic receptor.
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.
nicotinic antagonist
An antagonist at the nicotinic cholinergic receptor.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cisatracurium (CHEBI:140621) has role muscle relaxant (CHEBI:51371)
cisatracurium (CHEBI:140621) has role nicotinic antagonist (CHEBI:48878)
cisatracurium (CHEBI:140621) is a diester (CHEBI:51307)
cisatracurium (CHEBI:140621) is a quaternary ammonium ion (CHEBI:35267)
Incoming cisatracurium besylate (CHEBI:3721) has part cisatracurium (CHEBI:140621)
Synonyms Sources
(1R,2R,1'R,2'R)-atracurium 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] ChEBI
(1R-cis,1'R-cis)-atracurium ChEBI
Manual Xrefs Databases
DB00565 DrugBank
WO2013189800 Patent
View more database links
Registry Numbers Types Sources
8184048 Reaxys Registry Number Reaxys
96946-41-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27703625 PubMed citation Europe PMC
28239805 PubMed citation Europe PMC
28351905 PubMed citation Europe PMC
28367286 PubMed citation Europe PMC
28770545 PubMed citation Europe PMC
29324189 PubMed citation Europe PMC
29368335 PubMed citation Europe PMC
29517695 PubMed citation Europe PMC
29635320 PubMed citation Europe PMC
Last Modified
24 April 2018