(2E)-3-[3-(2H3)methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid

• ChemBase ID: 168945
• Molecular Formular: C10H10O7S
• Molecular Mass: 274.2472
• Monoisotopic Mass: 274.01472366
• SMILES: c1c(c(cc(c1)/C=C/C(=O)O)OC)OS(=O)(=O)O
• Canonical SMILES: COc1cc(/C=C/C(=O)O)ccc1OS(=O)(=O)O
• InChI: InChI=1S/C10H10O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2-6H,1H3,(H,11,12)(H,13,14,15)/b5-3+
• InChIKey: PZPATWACAAOHTJ-HWKANZROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-[3-(^2H₃)methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-[3-(^2H₃)methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
• Synonyms: 3-[3-(Methoxy-d3)-4-(sulfooxy)phenyl]-2-propenoic Acid; Ferulic Acid-d3 4-O-Sulfate

Database IDs

• PubChem SID: 162263077
• PubChem CID: 71316749

CALCULATED PROPERTIES

• Acid pKa: -2.247036
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -3.4270947
• LogD (pH = 7.4): -4.617107
• Log P: 1.1995363
• Molar Refractivity: 61.4958 cm^3
• Polarizability: 24.22922 Å^3
• Polar Surface Area: 110.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F308922

Labelled Ferulic Acid 4-O-Sulfate, a metabolite of Ferulic Acid. Ferulic Acid 4-O-Sulfate is one of the circulating metabolites in human plasma after consumption polyphenol-rich juice drink.

REFERENCES

• Fumeaux, R. et al.: Org. Biomol. Chem., 8, 5199 (2010)
• Mullen, W. et al.: J. Agric. Food Chem., 58, 2586 (2010)