(2S,3S,4S,5R,6S)-6-[2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 177396
• Molecular Formular: C33H44N2O10
• Molecular Mass: 628.70986
• Monoisotopic Mass: 628.29959562
• SMILES: c1cccc(c1[C@@H](NC(=O)Cc1cc(c(cc1)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)OCC)CC(C)C)N1CCCCC1
• Canonical SMILES: CCOc1cc(ccc1C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CC(=O)N[C@H](c1ccccc1N1CCCCC1)CC(C)C
• InChI: InChI=1S/C33H44N2O10/c1-4-43-25-17-20(12-13-22(25)32(42)45-33-29(39)27(37)28(38)30(44-33)31(40)41)18-26(36)34-23(16-19(2)3)21-10-6-7-11-24(21)35-14-8-5-9-15-35/h6-7,10-13,17,19,23,27-30,33,37-39H,4-5,8-9,14-16,18H2,1-3H3,(H,34,36)(H,40,41)/t23-,27-,28-,29+,30-,33-/m0/s1
• InChIKey: HVHBBHOYIACRHO-GKKNLZSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 1-[2-Ethoxy-4-[2-[[(1S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]amino]-2-oxoethyl]benzoate] β-D-Glucopyranuronic Acid; Repaglinide Acyl-β-D-glucuronide

Database IDs

• CAS Number: 1309112-13-7
• PubChem SID: 164233306
• PubChem CID: 71751995

CALCULATED PROPERTIES

• Acid pKa: 2.8558767
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 0.96443015
• LogD (pH = 7.4): 0.016239347
• Log P: 1.6269608
• Molar Refractivity: 164.1267 cm^3
• Polarizability: 64.06321 Å^3
• Polar Surface Area: 175.09 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 130-132°C

Safety Information

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

DETAILS

Toronto Research Chemicals - R144510

A metabolite of Repaglinide (M7).