methyl 9-{[(2R,3R,4R,5S,6R)-3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoate

• ChemBase ID: 172830
• Molecular Formular: C24H33NO9
• Molecular Mass: 479.52012
• Monoisotopic Mass: 479.21553164
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)OCCCCCCCCC(=O)OC)N1C(=O)c2c(C1=O)cccc2)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](OCCCCCCCCC(=O)OC)[C@H]([C@H]([C@@H]1O)O)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C24H33NO9/c1-32-18(27)12-6-4-2-3-5-9-13-33-24-19(21(29)20(28)17(14-26)34-24)25-22(30)15-10-7-8-11-16(15)23(25)31/h7-8,10-11,17,19-21,24,26,28-29H,2-6,9,12-14H2,1H3/t17-,19-,20-,21-,24-/m1/s1
• InChIKey: XQXURBAYRULXDR-RQKICWOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 9-{[(2R,3R,4R,5S,6R)-3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoate
• IUPAC Traditional name: methyl 9-{[(2R,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoate
• Synonyms: 9-[[2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl]oxy]nonanoic Acid Methyl Ester; 8-Methoxycarbonyloctyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Database IDs

• CAS Number: 106445-25-4
• PubChem SID: 164228740
• PubChem CID: 71750037

CALCULATED PROPERTIES

• Acid pKa: 12.882026
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 1.518658
• LogD (pH = 7.4): 1.5186566
• Log P: 1.518658
• Molar Refractivity: 119.9379 cm^3
• Polarizability: 47.04188 Å^3
• Polar Surface Area: 142.83 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water; Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 107-108°C

DETAILS

Toronto Research Chemicals - M261590

A synthetic antigen which may be linked to proteins.

REFERENCES

• Lee, H-H, et al.: Can. J. Chem., 64, 1912 (1986)