{3-[(1R,2R)-1-hydroxy-2-[(methylamino)methyl]cyclohexyl]phenyl}oxidanesulfonic acid

• ChemBase ID: 167253
• Molecular Formular: C14H21NO5S
• Molecular Mass: 315.38524
• Monoisotopic Mass: 315.11404378
• SMILES: C1CCC[C@@]([C@H]1CNC)(c1cc(ccc1)OS(=O)(=O)O)O
• Canonical SMILES: CNC[C@H]1CCCC[C@]1(O)c1cccc(c1)OS(=O)(=O)O
• InChI: InChI=1S/C14H21NO5S/c1-15-10-12-5-2-3-8-14(12,16)11-6-4-7-13(9-11)20-21(17,18)19/h4,6-7,9,12,15-16H,2-3,5,8,10H2,1H3,(H,17,18,19)/t12-,14+/m1/s1
• InChIKey: UQBQONCZEGSVIZ-OCCSQVGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[(1R,2R)-1-hydroxy-2-[(methylamino)methyl]cyclohexyl]phenyl}oxidanesulfonic acid
• IUPAC Traditional name: {3-[(1R,2R)-1-hydroxy-2-[(methylamino)methyl]cyclohexyl]phenyl}oxidanesulfonic acid
• Synonyms: rel-3-[(1R,2R)-1-Hydroxy-2-[(methylamino)methyl]cyclohexyl]phenol 1-(Hydrogen Sulfate); rac N,O-Didesmethyl Tramadol O-Sulfate

Database IDs

• CAS Number: 480452-78-6
• PubChem SID: 162261386
• PubChem CID: 71316033

CALCULATED PROPERTIES

• Acid pKa: -1.7364458
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.22716917
• LogD (pH = 7.4): 0.22586465
• Log P: 0.22718455
• Molar Refractivity: 78.484 cm^3
• Polarizability: 31.807009 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D441240

N,O-Didesmethyl Tramadol O-Sulfate is the racemic sulfate conjugate of a didesmethylated metabolite of Tramadol (T712500).

REFERENCES

• Wu, W.N. et al.: Xenobiotica, 32, 411 (2002)