1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(piperidin-1-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-13-yl]-1-methylpiperidin-1-ium bromide

• ChemBase ID: 179475
• Molecular Formular: C34H57BrN2O4
• Molecular Mass: 637.73138
• Monoisotopic Mass: 636.35017031
• SMILES: [Br-].[C@H]1([C@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H]([C@H](C2)[N+]1(CCCCC1)C)OC(=O)C)C)C)OC(=O)C)N1CCCCC1
• Canonical SMILES: CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1N1CCCCC1)C)CC[C@]1([C@H]3C[C@@H]([C@H]1OC(=O)C)[N+]1(C)CCCCC1)C.[Br-]
• InChI: InChI=1S/C34H57N2O4.BrH/c1-23(37)39-31-20-25-12-13-26-27(34(25,4)22-29(31)35-16-8-6-9-17-35)14-15-33(3)28(26)21-30(32(33)40-24(2)38)36(5)18-10-7-11-19-36;/h25-32H,6-22H2,1-5H3;1H/q+1;/p-1/t25-,26+,27-,28-,29-,30-,31-,32+,33-,34-;/m0./s1
• InChIKey: VEPSYABRBFXYIB-WSIGYWTFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(piperidin-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-methylpiperidin-1-ium bromide
• IUPAC Traditional name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(piperidin-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-methylpiperidin-1-ium bromide
• Synonyms: 1-[(2β,3α,5α,16β,17β)-3,17-Bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl]-1-methyl-piperidinium Bromide; Musculax; NC 45; Norcuron; Org-NC 45; Vecuronium; Vecuronium Bromide

Database IDs

• CAS Number: 50700-72-6
• PubChem SID: 164235385
• PubChem CID: 70423161

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -2.5210478
• LogD (pH = 7.4): -1.3351427
• Log P: 0.8920891
• Molar Refractivity: 169.3084 cm^3
• Polarizability: 63.49572 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: >210°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - V102500

An aminosteroid, competitive neuromuscular blocker agent.

REFERENCES

• Buckett, W.R., et al.: J. Med. Chem., 16, 1116 (1973)
• Fahey, M.R., et al.: Anesthesiology, 55, 6 (1973)
• Gibb, A., et al.: Br. J. Pharmacol., 89, 619 (1973)
• Blount, K., et al.: Toxicon., 30, 835 (1973)