(4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetate

• ChemBase ID: 164022
• Molecular Formular: C33H45ClN2O13
• Molecular Mass: 713.169
• Monoisotopic Mass: 712.26101719
• SMILES: c1c(ccc(c1)C(N1CCN(CC1)CCOCC(=O)OC1OC([C@H]([C@@H](C1O)O)O[C@@H]1OC([C@@H]([C@@H](C1O)O)O)CO)CO)c1ccccc1)Cl
• Canonical SMILES: OCC1OC(OC(=O)COCCN2CCN(CC2)C(c2ccc(cc2)Cl)c2ccccc2)C([C@H]([C@@H]1O[C@@H]1OC(CO)[C@@H]([C@@H](C1O)O)O)O)O
• InChI: InChI=1S/C33H45ClN2O13/c34-21-8-6-20(7-9-21)25(19-4-2-1-3-5-19)36-12-10-35(11-13-36)14-15-45-18-24(39)48-32-30(44)28(42)31(23(17-38)47-32)49-33-29(43)27(41)26(40)22(16-37)46-33/h1-9,22-23,25-33,37-38,40-44H,10-18H2/t22?,23?,25?,26-,27-,28+,29?,30?,31+,32?,33-/m0/s1
• InChIKey: PPGHRCOXUAWYCT-LNASAWKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetate
• IUPAC Traditional name: (4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetate
• Synonyms: Cetirizine Lactose Ester (>80%)(α/β-mixture, mixture of diastereomers)

Database IDs

• PubChem SID: 162258157
• PubChem CID: 71314656

CALCULATED PROPERTIES

• Acid pKa: 11.9329
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -2.6493216
• LogD (pH = 7.4): -0.94089633
• Log P: -0.4578489
• Molar Refractivity: 171.711 cm^3
• Polarizability: 69.44376 Å^3
• Polar Surface Area: 211.31 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 145-147°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C281125

A lactose adduct of Cetirizine (C281100).