benzyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxy}oxane-2-carboxylate

• ChemBase ID: 174988
• Molecular Formular: C27H28O9
• Molecular Mass: 496.50582
• Monoisotopic Mass: 496.17333248
• SMILES: c1c2c(ccc1[C@@H](C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OCc1ccccc1)C)cc(cc2)OC
• Canonical SMILES: COc1ccc2c(c1)ccc(c2)[C@@H](C(=O)O[C@@H]1O[C@@H](C(=O)OCc2ccccc2)[C@H]([C@@H]([C@@H]1O)O)O)C
• InChI: InChI=1S/C27H28O9/c1-15(17-8-9-19-13-20(33-2)11-10-18(19)12-17)25(31)36-27-23(30)21(28)22(29)24(35-27)26(32)34-14-16-6-4-3-5-7-16/h3-13,15,21-24,27-30H,14H2,1-2H3/t15-,21-,22-,23+,24-,27-/m0/s1
• InChIKey: VPFSMXYLMDENIV-JNJCXKJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: benzyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxy}oxane-2-carboxylate
• Synonyms: 1-[(αS)-6-Methoxy-α-methyl-2-naphthaleneacetate] β-D-Glucopyranuronic Acid, Phenylmethyl Ester; (S)-Naproxen Acyl-β-D-glucuronide Benzyl Ester

Database IDs

• CAS Number: 946517-36-8
• PubChem SID: 164230898
• PubChem CID: 71750938

CALCULATED PROPERTIES

• Acid pKa: 12.1619835
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 2.9083593
• LogD (pH = 7.4): 2.908352
• Log P: 2.9083595
• Molar Refractivity: 126.5338 cm^3
• Polarizability: 51.725746 Å^3
• Polar Surface Area: 131.75 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 193-195°C

Safety Information

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