sodium 2-{[5-(hydroxymethyl)-4-methoxy-3-methylpyridin-2-yl]methanesulfinyl}-5-(2H3)methoxy-1H-1,3-benzodiazol-1-ide

• ChemBase ID: 171020
• Molecular Formular: C17H18N3NaO4S
• Molecular Mass: 383.39729
• Monoisotopic Mass: 383.09157135
• SMILES: c1cc(cc2c1[n-]c(n2)S(=O)Cc1ncc(c(c1C)OC)CO)OC.[Na+]
• Canonical SMILES: COc1c(CO)cnc(c1C)CS(=O)c1[n-]c2c(n1)cc(cc2)OC.[Na+]
• InChI: InChI=1S/C17H18N3O4S.Na/c1-10-15(18-7-11(8-21)16(10)24-3)9-25(22)17-19-13-5-4-12(23-2)6-14(13)20-17;/h4-7,21H,8-9H2,1-3H3;/q-1;+1
• InChIKey: DUXRBEBEUHQJMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-{[5-(hydroxymethyl)-4-methoxy-3-methylpyridin-2-yl]methanesulfinyl}-5-(^2H₃)methoxy-1H-1,3-benzodiazol-1-ide
• IUPAC Traditional name: sodium 2-{[5-(hydroxymethyl)-4-methoxy-3-methylpyridin-2-yl]methanesulfinyl}-5-(^2H₃)methoxy-1H-1,3-benzodiazol-1-ide
• Synonyms: 4-Methoxy-6-[[(5-(methoxy-d3)-1H-benzimidazol-2-yl)sulfinyl]methyl]-5-methyl-3-pyridine Methanol Sodium Salt; 5-Hydroxyomeprazole-d3 Sodium Salt; Hydroxyomeprazole-d3 Sodium Salt; 5-Hydroxy Omeprazole-d3 Sodium Salt

Database IDs

• PubChem SID: 164226930
• PubChem CID: 46781847

CALCULATED PROPERTIES

• Acid pKa: 9.677565
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.1416112
• LogD (pH = 7.4): 1.150591
• Log P: 1.152738
• Molar Refractivity: 96.0477 cm^3
• Polarizability: 37.799065 Å^3
• Polar Surface Area: 94.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water (Sparingly)
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 115-120°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - H948864

The main labelled metabolite of Omeprazole.

REFERENCES

• Renberg, L., et al.: Drug Metab. Dispos., 17, 69 (1989)
• Calabresi, L., et al.: Pharmacol. Res., 49, 493 (1989)
• Yin, O., et al.: J. Clin. Pharmacol., 44, 582 (1989)