1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-dihydroxy-2,15-dimethyl-4-(morpholin-4-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-13-yl]-1-(prop-2-en-1-yl)pyrrolidin-1-ium bromide

• ChemBase ID: 166120
• Molecular Formular: C30H51BrN2O3
• Molecular Mass: 567.64154
• Monoisotopic Mass: 566.3083055
• 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(CCCC1)CC=C)O)C)C)O)N1CCOCC1
• Canonical SMILES: C=CC[N+]1(CCCC1)[C@H]1C[C@@H]2[C@]([C@H]1O)(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C[C@@H]([C@H](C2)O)N1CCOCC1.[Br-]
• InChI: InChI=1S/C30H51N2O3.BrH/c1-4-13-32(14-5-6-15-32)26-19-24-22-8-7-21-18-27(33)25(31-11-16-35-17-12-31)20-30(21,3)23(22)9-10-29(24,2)28(26)34;/h4,21-28,33-34H,1,5-20H2,2-3H3;1H/q+1;/p-1/t21-,22+,23-,24-,25-,26-,27-,28-,29-,30-;/m0./s1
• InChIKey: KJLODZNGZVUFDC-DSBFZBMTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-dihydroxy-2,15-dimethyl-4-(morpholin-4-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-(prop-2-en-1-yl)pyrrolidin-1-ium bromide
• IUPAC Traditional name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-dihydroxy-2,15-dimethyl-4-(morpholin-4-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-(prop-2-en-1-yl)pyrrolidin-1-ium bromide
• Synonyms: 1-[(2β,3α,5α,16β,17β)-3,17-Dihydroxy-2-(4-morpholinyl)androstan-16-yl]-1-(2-propenyl)pyrrolidinium Bromide; Org 9943; 17-Desacetyl Rocuronium

Database IDs

• CAS Number: 119302-86-2
• PubChem SID: 162260253
• PubChem CID: 182556

CALCULATED PROPERTIES

• Acid pKa: 12.888933
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.1987572
• LogD (pH = 7.4): -1.4397916
• Log P: -0.7723471
• Molar Refractivity: 152.4996 cm^3
• Polarizability: 56.29103 Å^3
• Polar Surface Area: 52.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D288705

A metabolite of Rocuronium (R639500), in human plasma.

REFERENCES

• Kleef, U., et al.: J. Chromatogr., 621, 65 (1993)
• Proost, J., et al.: Br. J. Anaesth., 85, 717 (1993)