[(3aR,5R,6R,7S,7aR)-6,7-bis(acetyloxy)-2-ethoxy-2-methyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate

• ChemBase ID: 178857
• Molecular Formular: C16H24O10
• Molecular Mass: 376.35576
• Monoisotopic Mass: 376.13694697
• SMILES: [C@@H]1([C@@H]([C@H]2[C@H](O[C@H]1COC(=O)C)OC(O2)(C)OCC)OC(=O)C)OC(=O)C
• Canonical SMILES: CCOC1(C)O[C@@H]2[C@@H](O1)O[C@H]([C@H]([C@@H]2OC(=O)C)OC(=O)C)COC(=O)C
• InChI: InChI=1S/C16H24O10/c1-6-21-16(5)25-14-13(23-10(4)19)12(22-9(3)18)11(7-20-8(2)17)24-15(14)26-16/h11-15H,6-7H2,1-5H3/t11-,12-,13+,14-,15-,16?/m1/s1
• InChIKey: ULBLUAFHNLHIND-VAZACWIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aR,5R,6R,7S,7aR)-6,7-bis(acetyloxy)-2-ethoxy-2-methyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate
• IUPAC Traditional name: [(3aR,5R,6R,7S,7aR)-6,7-bis(acetyloxy)-2-ethoxy-2-methyl-tetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate
• Synonyms: 1,2-O-(1-Ethoxyethylidene)-α-D-glucopyranose Triacetate; 1,2-O-Ethylorthoacetyl-α-D-glucopyranose Triacetate; 3,4,6-Tri-O-acetyl-α-D-Glucopyranose 1,2-(Ethyl Orthoacetate)

Database IDs

• CAS Number: 3254-17-9
• PubChem SID: 164234767
• PubChem CID: 11474332

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.778892
• LogD (pH = 7.4): 0.778892
• Log P: 0.778892
• Molar Refractivity: 81.7923 cm^3
• Polarizability: 34.146847 Å^3
• Polar Surface Area: 115.82 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

REFERENCES

• Saito, S., et al.: Chem. Pharm. Bull., 41, 90 (1993)