methyl (2S,3S,4S,5R)-3,4,5-tris(benzoyloxy)-6-hydroxyoxane-2-carboxylate

• ChemBase ID: 178905
• Molecular Formular: C28H24O10
• Molecular Mass: 520.48416
• Monoisotopic Mass: 520.13694697
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1C(=O)OC)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: COC(=O)[C@@H]1OC(O)[C@H]([C@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C28H24O10/c1-34-27(32)22-20(35-24(29)17-11-5-2-6-12-17)21(36-25(30)18-13-7-3-8-14-18)23(28(33)38-22)37-26(31)19-15-9-4-10-16-19/h2-16,20-23,28,33H,1H3/t20-,21-,22-,23+,28?/m0/s1
• InChIKey: QGJKDUIQLRJYBH-LYKLCEDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R)-3,4,5-tris(benzoyloxy)-6-hydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R)-3,4,5-tris(benzoyloxy)-6-hydroxyoxane-2-carboxylate
• Synonyms: D-Glucuronic Acid, Methyl Ester 2,3,4-Tribenzoate; 2,3,4-Tri-O-benzoyl-5-hydroxy-D-glucuronic Acid Methyl Ester

Database IDs

• CAS Number: 50767-71-0
• PubChem SID: 164234815
• PubChem CID: 10256118

CALCULATED PROPERTIES

• Acid pKa: 11.305866
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 5.0195284
• LogD (pH = 7.4): 5.019475
• Log P: 5.019529
• Molar Refractivity: 130.0259 cm^3
• Polarizability: 51.58964 Å^3
• Polar Surface Area: 134.66 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White Solid

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Acid Sensitive, Temperature Sensitive