{2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenyl}oxidanesulfonic acid

• ChemBase ID: 168088
• Molecular Formular: C9H13NO6S
• Molecular Mass: 263.26762
• Monoisotopic Mass: 263.04635814
• SMILES: c1(c(ccc(c1)C(CNC)O)OS(=O)(=O)O)O
• Canonical SMILES: CNCC(c1ccc(c(c1)O)OS(=O)(=O)O)O
• InChI: InChI=1S/C9H13NO6S/c1-10-5-8(12)6-2-3-9(7(11)4-6)16-17(13,14)15/h2-4,8,10-12H,5H2,1H3,(H,13,14,15)
• InChIKey: AELFRHHZGTVYGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenyl}oxidanesulfonic acid
• IUPAC Traditional name: {2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenyl}oxidanesulfonic acid
• Synonyms: 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol 1-(Hydrogen Sulfate); 3,4-Dihydroxy-α-[(methylamino)methyl]benzyl Alcohol 4-(Hydrogen Sulfate); Epinephrine Sulfate

Database IDs

• CAS Number: 21093-18-5
• PubChem SID: 162262220
• PubChem CID: 53424615

CALCULATED PROPERTIES

• Acid pKa: -2.2532108
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.74967796
• LogD (pH = 7.4): -0.7554027
• Log P: -0.7496072
• Molar Refractivity: 59.2221 cm^3
• Polarizability: 24.059359 Å^3
• Polar Surface Area: 116.09 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E588595

Epinephrine (E588585) derivative.

REFERENCES

• Imai, K., et al.: Chem. Pharm. Bull., 16, 1854 (1968)