(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid

• ChemBase ID: 171497
• Molecular Formular: C19H26O8
• Molecular Mass: 382.40494
• Monoisotopic Mass: 382.16276779
• SMILES: c1cc(ccc1C(C(=O)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)O)C)CC(C)C
• Canonical SMILES: CC(Cc1ccc(cc1)C(C(=O)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O)C)C
• InChI: InChI=1S/C19H26O8/c1-9(2)8-11-4-6-12(7-5-11)10(3)18(25)27-19-15(22)13(20)14(21)16(26-19)17(23)24/h4-7,9-10,13-16,19-22H,8H2,1-3H3,(H,23,24)/t10?,13-,14-,15+,16-,19-/m1/s1
• InChIKey: ABOLXXZAJIAUGR-QIEHFROSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid
• Synonyms: 1-[α-Methyl-4-(2-methylpropyl)benzeneacetate] β-D-Glucopyranuronic Acid; Ibuprofen Acyl-β-D-glucuronide (mixture of diastereomers)

Database IDs

• CAS Number: 115075-59-7
• PubChem SID: 164227407
• PubChem CID: 71749436

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 3.3988247
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.19293328
• LogD (pH = 7.4): -1.5074545
• Log P: 1.8957646
• Molar Refractivity: 93.0305 cm^3
• Polarizability: 37.424736 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 7

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 110-115°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic, Not stable in aqueous solutions.