trisodium 3-[3-oxido-5-(sulfonatooxy)phenyl]propanoate

• ChemBase ID: 167864
• Molecular Formular: C9H7Na3O7S
• Molecular Mass: 328.18199
• Monoisotopic Mass: 327.96055641
• SMILES: c1(cc(cc(c1)CCC(=O)[O-])[O-])OS(=O)(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CCc1cc(cc(c1)[O-])OS(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C9H10O7S.3Na/c10-7-3-6(1-2-9(11)12)4-8(5-7)16-17(13,14)15;;;/h3-5,10H,1-2H2,(H,11,12)(H,13,14,15);;;/q;3*+1/p-3
• InChIKey: GAYAOGJTGFYXKK-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium 3-[3-oxido-5-(sulfonatooxy)phenyl]propanoate
• IUPAC Traditional name: trisodium 3-[3-oxido-5-(sulfonatooxy)phenyl]propanoate
• Synonyms: 3-(3,5-Dihydroxyphenyl)-1-propanoic Acid 3-Sulfate Sodium Trihydrate; DHPPA 3-Sulfate Sodium Trihydrate; 3,5-Dihydroxyphenylpropanoic Acid 3-Sulfate Disodium Trihydrate

Database IDs

• PubChem SID: 162261997
• PubChem CID: 71316267

CALCULATED PROPERTIES

• Acid pKa: -2.2433267
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -3.627484
• LogD (pH = 7.4): -4.8506613
• Log P: 0.9731188
• Molar Refractivity: 76.1859 cm^3
• Polarizability: 22.05762 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale Red Solid
• Melting Point: >240°C(dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - D454375

3,5-Dihydroxyphenylpropanoic Acid 3-Sulfate is a metabolite of alkylresorcinol in plasma, used as biomarkers of whole-grain intake.

REFERENCES

• Linko, A., et al.: Anal. Biochem., 308, 307 (2002)
• Ross, A., et al.: J. Agric. Food Chem., 51, 4111 (2002)
• Linko-Parvinen, A., et al.: J. Nutr., 137, 1137 (2002)