[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(1,3-dihydroxypropan-2-yl)oxy]oxan-2-yl]methyl acetate

• ChemBase ID: 169679
• Molecular Formular: C17H26O12
• Molecular Mass: 422.38114
• Monoisotopic Mass: 422.14242627
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OC(CO)CO)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: OCC(O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)CO
• InChI: InChI=1S/C17H26O12/c1-8(20)24-7-13-14(25-9(2)21)15(26-10(3)22)16(27-11(4)23)17(29-13)28-12(5-18)6-19/h12-19H,5-7H2,1-4H3/t13-,14-,15+,16-,17-/m1/s1
• InChIKey: XZWUDSNITUMJJW-NQNKBUKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(1,3-dihydroxypropan-2-yl)oxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(1,3-dihydroxypropan-2-yl)oxy]oxan-2-yl]methyl acetate
• Synonyms: 2-(Tetraacetylglucosido)glycerol; 2-Hydroxy-1-(hydroxymethyl)ethyl β-D-Glucopyranoside 2,3,4,6-Tetraacetate; 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Glycerol; β-Glucosylglycerol 2,3,4,6-Tetraacetate

Database IDs

• CAS Number: 157024-67-4
• PubChem SID: 162263811
• PubChem CID: 9979623

CALCULATED PROPERTIES

• Acid pKa: 14.296492
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.845348
• LogD (pH = 7.4): -1.8453481
• Log P: -1.845348
• Molar Refractivity: 89.5354 cm^3
• Polarizability: 37.46113 Å^3
• Polar Surface Area: 164.12 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol,
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - G596835

Protected β-Glucosylglycerol, and an intermediate in its synthesis.