[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3-hydroxy-2-(hydroxymethyl)-6-methoxy-5-(prop-2-en-1-yloxy)oxan-4-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 173247
• Molecular Formular: C24H36O15
• Molecular Mass: 564.53364
• Monoisotopic Mass: 564.20542045
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)OC)OCC=C)O[C@@H]1[C@H]([C@H]([C@@H]([C@@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)O
• Canonical SMILES: C=CCO[C@@H]1[C@@H](OC)O[C@H]([C@H]([C@@H]1O[C@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)O)CO
• InChI: InChI=1S/C24H36O15/c1-7-8-32-21-19(17(30)15(9-25)37-23(21)31-6)39-24-22(36-14(5)29)20(35-13(4)28)18(34-12(3)27)16(38-24)10-33-11(2)26/h7,15-25,30H,1,8-10H2,2-6H3/t15-,16-,17-,18-,19+,20+,21+,22+,23+,24-/m1/s1
• InChIKey: BPNGMWPZBKSQCO-WCOSSBOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3-hydroxy-2-(hydroxymethyl)-6-methoxy-5-(prop-2-en-1-yloxy)oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3-hydroxy-2-(hydroxymethyl)-6-methoxy-5-(prop-2-en-1-yloxy)oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Methyl 2-O-2-Propen-1-yl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside; Methyl 2-O-Allyl-3-O-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Database IDs

• CAS Number: 81555-75-1
• PubChem SID: 164229157
• PubChem CID: 71750176

CALCULATED PROPERTIES

• Acid pKa: 13.0291395
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -0.9213704
• LogD (pH = 7.4): -0.9213714
• Log P: -0.9213704
• Molar Refractivity: 123.6078 cm^3
• Polarizability: 51.481747 Å^3
• Polar Surface Area: 191.81 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Amorphous Powder

REFERENCES

• Carb. Res., 103, 15 (1982)