disodium 3-[4-hydroxy-3-(sulfonatooxy)phenyl]propanoate

• ChemBase ID: 167547
• Molecular Formular: C9H8Na2O7S
• Molecular Mass: 306.20016
• Monoisotopic Mass: 305.97861216
• SMILES: c1(c(ccc(c1)CCC(=O)[O-])O)OS(=O)(=O)[O-].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CCc1ccc(c(c1)OS(=O)(=O)[O-])O.[Na+].[Na+]
• InChI: InChI=1S/C9H10O7S.2Na/c10-7-3-1-6(2-4-9(11)12)5-8(7)16-17(13,14)15;;/h1,3,5,10H,2,4H2,(H,11,12)(H,13,14,15);;/q;2*+1/p-2
• InChIKey: QDVKPKIPTAVGSU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 3-[4-hydroxy-3-(sulfonatooxy)phenyl]propanoate
• IUPAC Traditional name: disodium 3-[4-hydroxy-3-(sulfonatooxy)phenyl]propanoate
• Synonyms: 4-Hydroxy-3-(sulfooxy)benzenepropanoic Acid Sodium Salt; Dihydro Caffeic Acid 3-O-Sulfate Sodium Salt

Database IDs

• CAS Number: 1187945-70-5
• PubChem SID: 162261680
• PubChem CID: 49844180

CALCULATED PROPERTIES

• Acid pKa: -2.231573
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.9626386
• LogD (pH = 7.4): -4.185895
• Log P: 1.6231188
• Molar Refractivity: 65.6356 cm^3
• Polarizability: 22.315449 Å^3
• Polar Surface Area: 126.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

DETAILS

Toronto Research Chemicals - D448710

A metabolite of Caffeic Acid. Metabolite profiling of hydroxycinnamate derivatives in plasma and urine after the ingestion of coffee by humans: identification of biomarkers of coffee consumption.

REFERENCES

• Buchanan, C., et al.: J. Sci. Food Agric., 71, 459 (1996)
• Andreasen, M., et al.: J. Agric. Food Chem., 49, 5679 (1996)
• Poquet, L., et al.: Drug Metab. Dispos., 36, 190 (1996)