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

• ChemBase ID: 157537
• Molecular Formular: C19H26O8
• Molecular Mass: 382.40494
• Monoisotopic Mass: 382.16276779
• SMILES: CC(C)Cc1ccc(cc1)C(C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O
• 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-/m0/s1
• InChIKey: ABOLXXZAJIAUGR-JPMMFUSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid
• IUPAC Traditional name: ibuprofen acyl glucuronide
• Synonyms: Ibuprofen glucuronide; Ibuprofen acyl-β-D-glucuronide

Database IDs

• CAS Number: 115075-59-7
• MDL Number: MFCD00871942
• PubChem SID: 162251674
• PubChem CID: 163959

CALCULATED PROPERTIES

• Molar Refractivity: 93.0305 cm^3
• Polarizability: 37.424736 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 7
• 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

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥92% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C19H26O8