ammonium 4-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)-3-methoxyphenyl sulfate

• ChemBase ID: 171065
• Molecular Formular: C24H29N3O8S
• Molecular Mass: 519.56736
• Monoisotopic Mass: 519.1675359
• SMILES: c1ccc2c(c1)c1c([nH]2)cccc1OCC(CNCCOc1c(cc(cc1)OS(=O)(=O)[O-])OC)O.[NH4+]
• Canonical SMILES: COc1cc(ccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O)OS(=O)(=O)[O-].[NH4+]
• InChI: InChI=1S/C24H26N2O8S.H3N/c1-31-23-13-17(34-35(28,29)30)9-10-21(23)32-12-11-25-14-16(27)15-33-22-8-4-7-20-24(22)18-5-2-3-6-19(18)26-20;/h2-10,13,16,25-27H,11-12,14-15H2,1H3,(H,28,29,30);1H3
• InChIKey: RMWIQUDJEWLWAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ammonium 4-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)-3-methoxyphenyl sulfate
• IUPAC Traditional name: ammonium 4-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)-3-methoxyphenyl sulfate
• Synonyms: 4-[2-[[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-3-methoxyphenol 1-(Hydrogen Sulfate) Ammonium Salt; 4'-Hydroxyphenyl Carvedilol Sulfate Ammonium Salt

Database IDs

• CAS Number: 142227-52-9
• PubChem SID: 164226975
• PubChem CID: 71749247

CALCULATED PROPERTIES

• Acid pKa: -2.2683988
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 1.4273248
• LogD (pH = 7.4): 1.4096574
• Log P: 1.4275523
• Molar Refractivity: 126.4887 cm^3
• Polarizability: 53.02613 Å^3
• Polar Surface Area: 142.17 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H949140

A metabolite of Carvedilol (C184625).

REFERENCES

• Brown, S., et al.: Drug Metab. Dispos., 18, 546 (1990)
• Delbressine, L., et al.: Xenobiotica, 20, 133 (1990)
• Hauf-Zachariou, U., et al.: Eur. J. Clin. Pharmacol., 52, 95 (1990)