Cisatracurium besylateProduct ingredient for Cisatracurium
- Name
- Cisatracurium besylate
- Drug Entry
- Cisatracurium
Cisatracurium is a non-depolarising neuromuscular blocking agent of the benzylisoquinolinium class, available in its salt form, cisatracurium besylate.1,2 Cisatracurium has an intermediate duration of action and is one of the most commonly used neuromuscular blocking agents in intensive care.2,3. Cisatracurium acts on cholinergic receptors, blocking neuromuscular transmission. This action is antagonized by acetylcholinesterase inhibitors such as neostigmine.1,2 Cisatracurium is an R-cis-R-cis isomer of atracurium and has approximately 3 times its neuromuscular blocking potency.1 Compared to atracurium, cisatracurium produces a lower degree of histamine release.3
- Accession Number
- DBSALT002671 (DB13450)
- Structure
- Synonyms
- Cisatracurium besilate / Cisatracurium dibenzenesulfonate
- External IDs
- 51-W-89 / 51-W89 / 51W-89 / 51W89
- UNII
- 80YS8O1MBS
- CAS Number
- 96946-42-8
- Weight
- Average: 1243.479
Monoisotopic: 1242.50040521 - Chemical Formula
- C65H82N2O18S2
- InChI Key
- XXZSQOVSEBAPGS-DONVQRBFSA-L
- 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
- IUPAC Name
- (1R,2R)-1-[(3,4-dimethoxyphenyl)methyl]-2-(3-{[5-({3-[(1R,2R)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-2-yl]propanoyl}oxy)pentyl]oxy}-3-oxopropyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium dibenzenesulfonate
- SMILES
- [O-]S(=O)(=O)C1=CC=CC=C1.[O-]S(=O)(=O)C1=CC=CC=C1.COC1=CC2=C(C=C1OC)[C@@H](CC1=CC(OC)=C(OC)C=C1)[N@@+](C)(CCC(=O)OCCCCCOC(=O)CC[N@@+]1(C)CCC3=C(C=C(OC)C(OC)=C3)[C@H]1CC1=CC(OC)=C(OC)C=C1)CC2
- External Links
- Human Metabolome Database
- HMDB0014705
- KEGG Drug
- D00759
- PubChem Compound
- 62887
- PubChem Substance
- 347829301
- ChemSpider
- 56614
- ChEBI
- 3721
- ChEMBL
- CHEMBL1200641
- PharmGKB
- PA164744925
- Wikipedia
- Cisatracurium
- Predicted Properties
Property Value Source Water Solubility 4.17e-05 mg/mL ALOGPS logP 3.34 ALOGPS logP -0.96 Chemaxon logS -7.5 ALOGPS pKa (Strongest Acidic) 19.02 Chemaxon pKa (Strongest Basic) -4.1 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 126.44 Å2 Chemaxon Rotatable Bond Count 28 Chemaxon Refractivity 280.68 m3·mol-1 Chemaxon Polarizability 105.56 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon