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

• ChemBase ID: 172172
• Molecular Formular: C28H38O19
• Molecular Mass: 678.58992
• Monoisotopic Mass: 678.200729
• 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]1OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C28H38O19/c1-11(29)37-9-19-21(39-13(3)31)23(41-15(5)33)25(42-16(6)34)28(46-19)47-24-22(40-14(4)32)20(10-38-12(2)30)45-27(44-18(8)36)26(24)43-17(7)35/h19-28H,9-10H2,1-8H3/t19-,20-,21-,22-,23+,24+,25-,26-,27+,28+/m1/s1
• InChIKey: KXQUPCAOOLXBPP-AXXYRMHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6R)-2,3,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6R)-2,3,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-4-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: 1,2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl -β-D-glucopyranosyl)-α-D-glucopyranoside; 3-O-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose Tetraacetate; Laminaribiose Octaacetate

Database IDs

• CAS Number: 51157-42-7
• PubChem SID: 164228082
• PubChem CID: 14079175

CALCULATED PROPERTIES

• H Acceptors: 11
• H Donor: 0
• LogD (pH = 5.5): -1.1743716
• LogD (pH = 7.4): -1.1743716
• Log P: -1.1743716
• Molar Refractivity: 141.5487 cm^3
• Polarizability: 59.79338 Å^3
• Polar Surface Area: 238.09 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 81-84°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L170575

Laminaribiose was isolated from Kernels seeds in an amorphous form and identified as the crystalline octaacetate.

REFERENCES

• Excoffier, G., et al.: Carbohydr. Res., 51, 280 (1976)