sodium 4-(2-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)phenyl sulfate

• ChemBase ID: 168910
• Molecular Formular: C17H20NNaO7S
• Molecular Mass: 405.39797
• Monoisotopic Mass: 405.08581727
• SMILES: c1c(cc(cc1O)C(CNC(Cc1ccc(cc1)OS(=O)(=O)[O-])C)O)O.[Na+]
• Canonical SMILES: CC(Cc1ccc(cc1)OS(=O)(=O)[O-])NCC(c1cc(O)cc(c1)O)O.[Na+]
• InChI: InChI=1S/C17H21NO7S.Na/c1-11(6-12-2-4-16(5-3-12)25-26(22,23)24)18-10-17(21)13-7-14(19)9-15(20)8-13;/h2-5,7-9,11,17-21H,6,10H2,1H3,(H,22,23,24);/q;+1/p-1
• InChIKey: AYCCWNGMMZUBAC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-(2-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)phenyl sulfate
• IUPAC Traditional name: sodium 4-(2-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)phenyl sulfate
• Synonyms: 5-[1-Hydroxy-2-[[1-methyl-2-[4-(sulfooxy)phenyl]ethyl]amino]ethyl]-1,3-benzenediol Sodium Salt; Fenoterol Sulfate Sodium Salt

Database IDs

• PubChem SID: 162263042
• PubChem CID: 71316732

CALCULATED PROPERTIES

• Acid pKa: -1.8637676
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.72635597
• LogD (pH = 7.4): 0.71214706
• Log P: 0.72653306
• Molar Refractivity: 93.8677 cm^3
• Polarizability: 37.664543 Å^3
• Polar Surface Area: 139.15 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F248865

A metabolite of Fenoterol (F248850) formed via stereoselective sulfate conjugation by human phenolsulfotransferases.

REFERENCES

• Wilson, A.A. et al.: Xenobiotica, 27, 1147 (1997)