3-[4-(2H3)methoxy-3-(sulfooxy)phenyl]propanoic acid

• ChemBase ID: 167576
• Molecular Formular: C10H12O7S
• Molecular Mass: 276.26308
• Monoisotopic Mass: 276.03037372
• SMILES: c1(c(cc(cc1)CCC(=O)O)OS(=O)(=O)O)OC
• Canonical SMILES: COc1ccc(cc1OS(=O)(=O)O)CCC(=O)O
• InChI: InChI=1S/C10H12O7S/c1-16-8-4-2-7(3-5-10(11)12)6-9(8)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)
• InChIKey: QZIYZVFIROFZCV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(^2H₃)methoxy-3-(sulfooxy)phenyl]propanoic acid
• IUPAC Traditional name: 3-[4-(^2H₃)methoxy-3-(sulfooxy)phenyl]propanoic acid
• Synonyms: 4-(Methoxy-d3)-3-(sulfooxy)benzenepropanoic Acid Disodium; Dihydroisoferulic Acid-d3 3-O-Sulfate Disodium Salt; Dihydro Isoferulic Acid-d3 3-O-Sulfate Disodium Salt

Database IDs

• PubChem SID: 162261709
• PubChem CID: 71316157

CALCULATED PROPERTIES

• Acid pKa: -2.1326725
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -3.3612103
• LogD (pH = 7.4): -4.6645374
• Log P: 1.1190128
• Molar Refractivity: 60.4025 cm^3
• Polarizability: 24.416935 Å^3
• Polar Surface Area: 110.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 149-153°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D448947

Labelled Dihydroisoferulic Acid 3-O-Sulfate, the sulfate conjugate of Dihydroisoferulic Acid (H946365). Dihydroisoferulic Acid 3-O-Sulfate is a minor circulating metabolite in human plasma after coffee consumption.

REFERENCES

• Fumeaux, R. et al.: Org. Biomol. Chem., 8, 5199 (2010)
• Redeuil, K. et al.: J. Chrom. A, 1218, 4678 (2010)