{4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

• ChemBase ID: 177409
• Molecular Formular: C14H12O6S
• Molecular Mass: 308.30648
• Monoisotopic Mass: 308.0354591
• SMILES: c1(cc(cc(c1)/C=C/c1ccc(cc1)OS(=O)(=O)O)O)O
• Canonical SMILES: Oc1cc(/C=C/c2ccc(cc2)OS(=O)(=O)O)cc(c1)O
• InChI: InChI=1S/C14H12O6S/c15-12-7-11(8-13(16)9-12)2-1-10-3-5-14(6-4-10)20-21(17,18)19/h1-9,15-16H,(H,17,18,19)/b2-1+
• InChIKey: KOTTWDFKZULRPN-OWOJBTEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid
• IUPAC Traditional name: {4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid
• Synonyms: 5-[(1E)-2-[4-(Sulfooxy)phenyl]ethenyl]-1,3-benzenediol; trans Resveratrol-4'-sulfate

Database IDs

• CAS Number: 858187-19-6
• PubChem SID: 164233319
• PubChem CID: 29986833

CALCULATED PROPERTIES

• Acid pKa: -2.1090043
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.5505863
• LogD (pH = 7.4): 0.5431934
• Log P: 2.9270775
• Molar Refractivity: 77.4473 cm^3
• Polarizability: 30.059921 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R149990

A novel metabolite of Resveratrol in human plasma.

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)