(2E)-3-[4-(sulfooxy)(2H4)phenyl]prop-2-enoic acid

• ChemBase ID: 164998
• Molecular Formular: C9H8O6S
• Molecular Mass: 244.22122
• Monoisotopic Mass: 244.00415898
• SMILES: c1c(ccc(c1)/C=C/C(=O)O)OS(=O)(=O)O
• Canonical SMILES: OC(=O)/C=C/c1ccc(cc1)OS(=O)(=O)O
• InChI: InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+
• InChIKey: OYDCCWNLILCHDJ-ZZXKWVIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-[4-(sulfooxy)(^2H₄)phenyl]prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-[4-(sulfooxy)(^2H₄)phenyl]prop-2-enoic acid
• Synonyms: 3-[4-(Sulfooxy)phenyl-d4]-2-propenoic Acid; p-Coumaric Acid-d4 Sulfate; p-Coumaric Acid-d4 4-O-Sulfate

Database IDs

• PubChem SID: 162259131
• PubChem CID: 71314999

CALCULATED PROPERTIES

• Acid pKa: -2.2078419
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.196707
• LogD (pH = 7.4): -4.444095
• Log P: 1.3572075
• Molar Refractivity: 55.0326 cm^3
• Polarizability: 21.686045 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C755377

Labelled p-Coumaric Acid 4-O-Sulfate, the sulfate conjugate of p-Coumaric Acid. p-Coumaric Acid 4-O-Sulfate is one of the metabolites in human biological fluids after coffee consumption. p-Coumaric Acid 4-O-Sulfate is also a metabolite of 4-Nonylphenol (N

REFERENCES

• Fumeaux, R. et al.: Org. Biomol. Chem., 8, 5199 (2010)
• Zalko, D. et al.: Drug Metab. Disp., 31, 168 (2010)
• Thibaut, R. et al.: Xenobiotica, 28, 745 (2010)