{4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenyl}oxidanesulfonic acid

• ChemBase ID: 159546
• Molecular Formular: C13H21NO6S
• Molecular Mass: 319.37394
• Monoisotopic Mass: 319.1089584
• SMILES: c1(ccc(cc1CO)C(O)CNC(C)(C)C)OS(=O)(=O)O
• Canonical SMILES: OCc1cc(ccc1OS(=O)(=O)O)C(CNC(C)(C)C)O
• InChI: InChI=1S/C13H21NO6S/c1-13(2,3)14-7-11(16)9-4-5-12(10(6-9)8-15)20-21(17,18)19/h4-6,11,14-16H,7-8H2,1-3H3,(H,17,18,19)
• InChIKey: FPMLHYFHLRTRMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenyl}oxidanesulfonic acid
• IUPAC Traditional name: {4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenyl}oxidanesulfonic acid
• Synonyms: α1-[[(1,1-Dimethylethyl)amino]methyl]-4-(sulfooxy)-1,3-benzenedimethanol; rac Albuterol-4-sulfateDISCONTINUED

Database IDs

• CAS Number: 63908-03-2
• PubChem SID: 162253681
• PubChem CID: 46780103

CALCULATED PROPERTIES

• Acid pKa: -2.0936437
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.80945885
• LogD (pH = 7.4): -0.8117622
• Log P: -0.80943066
• Molar Refractivity: 77.8627 cm^3
• Polarizability: 31.351545 Å^3
• Polar Surface Area: 116.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 153-155°C

DETAILS

Toronto Research Chemicals - A514505

A metabolite of Albuterol.

REFERENCES

• Miyagawa, N., et al.: Biol. Pharm. Bull., 31, 2260 (2008)
• Gonzalez-Munoz, C., et al.: Eur. J. Pharmacol., 607, 151 (2008)
• Kern, C., et al.: J. Med. Chem., 52, 1773 (2008)