[(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]methyl acetate

• ChemBase ID: 104037
• Molecular Formular: C22H23NO11
• Molecular Mass: 477.41812
• Monoisotopic Mass: 477.12711056
• SMILES: CC(=O)OC[C@H]1O[C@@H](OC(=O)C)[C@@H]([C@@H](OC(=O)C)[C@@H]1OC(=O)C)N1C(=O)c2c(cccc2)C1=O
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C22H23NO11/c1-10(24)30-9-16-18(31-11(2)25)19(32-12(3)26)17(22(34-16)33-13(4)27)23-20(28)14-7-5-6-8-15(14)21(23)29/h5-8,16-19,22H,9H2,1-4H3/t16-,17-,18-,19-,22-/m1/s1
• InChIKey: DUXJAHFLYZUOPT-ACMVSEJYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-(1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate
• Synonyms: 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranose 1,3,4,6-Tetraacetate; 2-Deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose; 2-DEOXY-2-N-PHTHALIMIDO-1,3,4,6-TETRA-O-ACETYL-β-D-GLUCOPYRANOSIDE

Database IDs

• CAS Number: 10022-13-6
• PubChem SID: 162105840
• PubChem CID: 2728904

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.2676386
• LogD (pH = 7.4): 0.2676386
• Log P: 0.2676386
• Molar Refractivity: 108.4796 cm^3
• Polarizability: 43.30006 Å^3
• Polar Surface Area: 151.81 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Crystalline Solid
• Melting Point: 90-95°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02154211

Purity: ≥98%

REFERENCES

• Zhang, G., et al.: Bioorg. Med. Chem., 11, 3273 (2003)