sodium 3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl sulfate

• ChemBase ID: 177419
• Molecular Formular: C14H11NaO6S
• Molecular Mass: 330.28831
• Monoisotopic Mass: 330.01740335
• SMILES: c1(cc(cc(c1)/C=C/c1ccc(cc1)O)O)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: Oc1cc(/C=C/c2ccc(cc2)O)cc(c1)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C14H12O6S.Na/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(8-11)20-21(17,18)19;/h1-9,15-16H,(H,17,18,19);/q;+1/p-1/b2-1+
• InChIKey: OWGXRCOCVOPKAM-TYYBGVCCSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl sulfate
• IUPAC Traditional name: sodium 3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl sulfate
• Synonyms: 5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol 1-(Hydrogen Sulfate) Monosodium Salt; trans Resveratrol 3-Sulfate Sodium Salt

Database IDs

• CAS Number: 858127-11-4
• PubChem SID: 164233329
• PubChem CID: 56665631

CALCULATED PROPERTIES

• Acid pKa: -2.1264615
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.5504647
• LogD (pH = 7.4): 0.53370774
• Log P: 2.9270775
• Molar Refractivity: 76.3256 cm^3
• Polarizability: 29.952538 Å^3
• Polar Surface Area: 106.89 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White to Beige Solid
• Melting Point: >200°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - R150040

A metabolite of trans Resveratrol.

REFERENCES

• Banerjee, S., et al.: Cancer Res., 62, 4945 (2002)
• Wang, L., et al.: J. Pharm. Sci., 93, 2448 (2002)
• Provinciali, M., et al.: Int. J. Cancer, 115, 36 (2002)
• Lancon, A., et al.: Drug Metab. Dispos., 35, 699 (2002)