4-[2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenoxy]-4-oxobutanoic acid

• ChemBase ID: 177839
• Molecular Formular: C35H52O5S2
• Molecular Mass: 616.91438
• Monoisotopic Mass: 616.32561676
• SMILES: c1(c(c(cc(c1)SC(Sc1cc(c(c(c1)C(C)(C)C)OC(=O)CCC(=O)O)C(C)(C)C)(C)C)C(C)(C)C)O)C(C)(C)C
• Canonical SMILES: OC(=O)CCC(=O)Oc1c(cc(cc1C(C)(C)C)SC(Sc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)(C)C)C(C)(C)C
• InChI: InChI=1S/C35H52O5S2/c1-31(2,3)23-17-21(18-24(29(23)39)32(4,5)6)41-35(13,14)42-22-19-25(33(7,8)9)30(26(20-22)34(10,11)12)40-28(38)16-15-27(36)37/h17-20,39H,15-16H2,1-14H3,(H,36,37)
• InChIKey: RKSMVPNZHBRNNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenoxy]-4-oxobutanoic acid
• IUPAC Traditional name: succinobucol
• Synonyms: Butanedioic Acid 1-[4-[[1-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1-methylethyl]thio]-2,6-bis(1,1-dimethylethyl)phenyl] Ester; Probucol Monosuccinate; Succinobucol

Database IDs

• CAS Number: 216167-82-7
• PubChem SID: 164233749
• PubChem CID: 216325

CALCULATED PROPERTIES

• Acid pKa: 4.331548
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 9.110135
• LogD (pH = 7.4): 7.3651347
• Log P: 10.305213
• Molar Refractivity: 179.3038 cm^3
• Polarizability: 69.914154 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S688775

An antioxidant and anti-inflammatory.

REFERENCES

• Cyprus, T., et al.: Devel. Cardiovas. Med., 258, 227 (2006)
• Wu, B., et al.: Arteriosclero., Thrombo., Vasc. Biol., 29, 1537 (2006)
• Stocker, R., et al.: Curr. Opinion Lipidol., 20, 227 (2006)