(2S,3S,4S,5R,6R)-6-{[1-(4-{[(2,6-dimethylphenyl)carbamoyl]methyl}piperazin-1-yl)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 177368
• Molecular Formular: C30H41N3O10
• Molecular Mass: 603.66064
• Monoisotopic Mass: 603.27919453
• SMILES: c1ccc(c(c1)OCC(CN1CCN(CC1)CC(=O)Nc1c(cccc1C)C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)OC
• Canonical SMILES: COc1ccccc1OCC(O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CN1CCN(CC1)CC(=O)Nc1c(C)cccc1C
• InChI: InChI=1S/C30H41N3O10/c1-18-7-6-8-19(2)24(18)31-23(34)16-33-13-11-32(12-14-33)15-20(17-41-22-10-5-4-9-21(22)40-3)42-30-27(37)25(35)26(36)28(43-30)29(38)39/h4-10,20,25-28,30,35-37H,11-17H2,1-3H3,(H,31,34)(H,38,39)/t20?,25-,26-,27+,28-,30+/m0/s1
• InChIKey: NSPLWSOQWBPAMK-YEVCUICYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{[1-(4-{[(2,6-dimethylphenyl)carbamoyl]methyl}piperazin-1-yl)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-{[1-(4-{[(2,6-dimethylphenyl)carbamoyl]methyl}piperazin-1-yl)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: Ranolazine β-D-Glucuronide (mixture of diastereomers)

Database IDs

• PubChem SID: 164233278
• PubChem CID: 71751974

CALCULATED PROPERTIES

• Acid pKa: 2.8418875
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -1.3464097
• LogD (pH = 7.4): -1.6966082
• Log P: -1.3419316
• Molar Refractivity: 155.7411 cm^3
• Polarizability: 60.942867 Å^3
• Polar Surface Area: 170.49 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 151-156°C

Safety Information

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

DETAILS

Toronto Research Chemicals - R122510

A metabolite of Ranolazine (R122500).