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

• ChemBase ID: 178858
• Molecular Formular: C13H18O10
• Molecular Mass: 334.27602
• Monoisotopic Mass: 334.08999678
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1C(=O)OC)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1OC(O)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C13H18O10/c1-5(14)20-8-9(21-6(2)15)11(22-7(3)16)13(18)23-10(8)12(17)19-4/h8-11,13,18H,1-4H3/t8-,9-,10-,11+,13?/m0/s1
• InChIKey: CLHFNXQWJBTGBL-HTGOSZRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate
• Synonyms: Methyl-(2,3,4-tri-O-acetyl-α-D-glucopyranosyl)uronate; 2,3,4-Tri-O-acetyl-α-D-glucuronic Acid Methyl Ester

Database IDs

• CAS Number: 72692-06-9
• PubChem SID: 164234768
• PubChem CID: 10871345

CALCULATED PROPERTIES

• Acid pKa: 11.306537
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.1429951
• LogD (pH = 7.4): -1.1430482
• Log P: -1.1429944
• Molar Refractivity: 68.0144 cm^3
• Polarizability: 28.76158 Å^3
• Polar Surface Area: 134.66 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 103-105°C

Safety Information

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

DETAILS

Toronto Research Chemicals - T765180

May contain a minor amount of the beta isomer.