benzyl (3S,4S,6S)-6-[4-(dipropylsulfamoyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 176927
• Molecular Formular: C26H33NO10S
• Molecular Mass: 551.60592
• Monoisotopic Mass: 551.18251726
• SMILES: c1cc(ccc1S(=O)(=O)N(CCC)CCC)C(=O)O[C@H]1C([C@H]([C@@H](C(O1)C(=O)OCc1ccccc1)O)O)O
• Canonical SMILES: CCCN(S(=O)(=O)c1ccc(cc1)C(=O)O[C@@H]1OC(C(=O)OCc2ccccc2)[C@H]([C@@H](C1O)O)O)CCC
• InChI: InChI=1S/C26H33NO10S/c1-3-14-27(15-4-2)38(33,34)19-12-10-18(11-13-19)24(31)37-26-22(30)20(28)21(29)23(36-26)25(32)35-16-17-8-6-5-7-9-17/h5-13,20-23,26,28-30H,3-4,14-16H2,1-2H3/t20-,21-,22?,23?,26-/m0/s1
• InChIKey: SKSFPEMKHOZGOY-KLLAJTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3S,4S,6S)-6-[4-(dipropylsulfamoyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: benzyl (3S,4S,6S)-6-[4-(dipropylsulfamoyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 1-[4-[(Dipropylamino)sulfonyl]benzoate] β-D-Glucopyranuronic Acid Benzyl Ester; 1-[p-(Dipropylsulfamoyl)benzoate] β-D-Glucopyranuronic Acid Benzyl Ester; Probenecid Glucuronide Benzyl Ester; Probenecid Acyl β-D-Glucuronide Benzyl Ester

Database IDs

• PubChem SID: 164232837
• PubChem CID: 46782786

CALCULATED PROPERTIES

• Acid pKa: 12.161584
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 2.565446
• LogD (pH = 7.4): 2.5654385
• Log P: 2.565446
• Molar Refractivity: 135.491 cm^3
• Polarizability: 54.445133 Å^3
• Polar Surface Area: 159.9 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P755020

Intermediate in the production of Probenecid metabolites.