sodium 3-hydroxy-5-[(E)-2-[4-hydroxy(1,2,3,4,5,6-13C6)phenyl]ethenyl]phenyl sulfate

• ChemBase ID: 177420
• Molecular Formular: C14H11NaO6S
• Molecular Mass: 336.24423903
• Monoisotopic Mass: 336.03753238
• SMILES: c1(cc(cc(c1)/C=C/[13c]1[13cH][13cH][13c]([13cH][13cH]1)O)O)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: Oc1cc(/C=C/[13c]2[13cH][13cH][13c]([13cH][13cH]2)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+;/i3+1,4+1,5+1,6+1,10+1,12+1
• InChIKey: OWGXRCOCVOPKAM-GTOWSVCZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-hydroxy-5-[(E)-2-[4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]ethenyl]phenyl sulfate
• IUPAC Traditional name: sodium 3-hydroxy-5-[(E)-2-[4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]ethenyl]phenyl sulfate
• Synonyms: 5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol-13C6 1-(Hydrogen Sulfate) Monosodium Salt; trans Resveratrol-13C6 3-Sulfate Sodium Salt

Database IDs

• PubChem SID: 164233330
• PubChem CID: 71752008

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

DETAILS

Toronto Research Chemicals - R150042

A labelled metabolite of trans Resveratrol (R150000).

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)