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

• ChemBase ID: 172829
• Molecular Formular: C51H58N2O18
• Molecular Mass: 987.00882
• Monoisotopic Mass: 986.36846303
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H]([C@@H](O[C@H]1CO)OCCCCCCCCC(=O)OC)N1C(=O)c2c(C1=O)cccc2)OCc1ccccc1)N1C(=O)c2c(C1=O)cccc2)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)CCCCCCCCO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1N1C(=O)c2c(C1=O)cccc2)OCc1ccccc1)O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1N1C(=O)c2c(C1=O)cccc2)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C51H58N2O18/c1-29(55)65-28-38-43(67-30(2)56)45(68-31(3)57)41(53-48(61)35-22-15-16-23-36(35)49(53)62)51(70-38)71-42-37(26-54)69-50(64-25-17-8-6-5-7-12-24-39(58)63-4)40(44(42)66-27-32-18-10-9-11-19-32)52-46(59)33-20-13-14-21-34(33)47(52)60/h9-11,13-16,18-23,37-38,40-45,50-51,54H,5-8,12,17,24-28H2,1-4H3/t37-,38-,40-,41-,42-,43-,44-,45-,50-,51+/m1/s1
• InChIKey: URCGXQQSVGCWTE-UHJRMTOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 9-{[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]oxy}-3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoate
• IUPAC Traditional name: methyl 9-{[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy}-3-(1,3-dioxoisoindol-2-yl)-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoate
• Synonyms: 9-[[2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl]-β-D-glucopyranosyl]oxy]nonanoic Acid Methyl Ester; 8-Methoxycarbonyloctyl-2-deoxy-2-phthalimido-3-O-benzyl-4-O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranoside; 8-Methoxycarbonyloctyl-3-O-benzyl-2,2’-dideoxy-2,2’-diphthalimido-3’.4’.6’-L-O-acetyl-β-cellobiose

Database IDs

• CAS Number: 106445-30-1
• PubChem SID: 164228739
• PubChem CID: 71750036

CALCULATED PROPERTIES

• Acid pKa: 14.582693
• H Acceptors: 14
• H Donor: 1
• LogD (pH = 5.5): 4.8744745
• LogD (pH = 7.4): 4.8744745
• Log P: 4.8744745
• Molar Refractivity: 245.1197 cm^3
• Polarizability: 96.5172 Å^3
• Polar Surface Area: 246.34 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Crystalline Solid
• Melting Point: 142-147°C

DETAILS

Toronto Research Chemicals - M261580

A synthetic antigen which may be linked to proteins.

REFERENCES

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