[(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[(2S,3R,4R,5R,6R)-2-(benzyloxy)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 161363
• Molecular Formular: C29H39NO15
• Molecular Mass: 641.61766
• Monoisotopic Mass: 641.23196955
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@H]([C@@H](O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1)CO)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: OC[C@@H]1O[C@H](OCc2ccccc2)[C@H]([C@H]([C@H]1O)O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C29H39NO15/c1-14(32)30-22-25(23(37)20(11-31)43-28(22)39-12-19-9-7-6-8-10-19)45-29-27(42-18(5)36)26(41-17(4)35)24(40-16(3)34)21(44-29)13-38-15(2)33/h6-10,20-29,31,37H,11-13H2,1-5H3,(H,30,32)/t20-,21-,22-,23+,24+,25-,26+,27-,28+,29+/m1/s1
• InChIKey: HWDXXTUCTSBEQC-JTLQHPAOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[(2S,3R,4R,5R,6R)-2-(benzyloxy)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[(2S,3R,4R,5R,6R)-2-(benzyloxy)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Phenylmethyl 2-(Acetylamino)-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside; Benzyl 2-Acetamido-2-deoxy-3-O-(2',3',4',6'-tetra- O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Database IDs

• CAS Number: 90754-57-7
• PubChem SID: 162255498
• PubChem CID: 12902972

CALCULATED PROPERTIES

• Acid pKa: 12.065985
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -0.85930914
• LogD (pH = 7.4): -0.8593172
• Log P: -0.8593088
• Molar Refractivity: 145.4078 cm^3
• Polarizability: 59.912693 Å^3
• Polar Surface Area: 211.68 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Choroform; Dichloromethane; DMSO
• Apperance: White Solid

REFERENCES

• Chandrasekaran, E., et al.: Biochem., 34, 2925 (1995)