methyl (2S,3S,4S,5R,6S)-6-[({[(1S,2R)-2-(diethylcarbamoyl)-2-phenylcyclopropyl]methyl}carbamoyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 174636
• Molecular Formular: C23H32N2O9
• Molecular Mass: 480.50818
• Monoisotopic Mass: 480.21078061
• SMILES: c1c(cccc1)[C@]1(C[C@@H]1CNC(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)C(=O)N(CC)CC
• Canonical SMILES: CCN(C(=O)[C@@]1(C[C@@H]1CNC(=O)O[C@@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1O)O)O)c1ccccc1)CC
• InChI: InChI=1S/C23H32N2O9/c1-4-25(5-2)21(30)23(13-9-7-6-8-10-13)11-14(23)12-24-22(31)34-20-17(28)15(26)16(27)18(33-20)19(29)32-3/h6-10,14-18,20,26-28H,4-5,11-12H2,1-3H3,(H,24,31)/t14-,15+,16+,17-,18+,20+,23+/m1/s1
• InChIKey: OCJREBQTSSRPRZ-PZCOOEJXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-6-[({[(1S,2R)-2-(diethylcarbamoyl)-2-phenylcyclopropyl]methyl}carbamoyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-6-[({[(1S,2R)-2-(diethylcarbamoyl)-2-phenylcyclopropyl]methyl}carbamoyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 1-[N-[[(1S,2R)-2-[(Diethylamino)carbonyl]-2-phenylcyclopropyl]methyl]carbamate]-β-D-glucopyranuronic Acid Methyl Ester; Milnacipran Carbamoyl-β-D-glucuronide Methyl Ester(Mixture of Diastereomers)

Database IDs

• CAS Number: 1191034-22-6
• PubChem SID: 164230546
• PubChem CID: 71750743

CALCULATED PROPERTIES

• Acid pKa: 12.15926
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.08794935
• LogD (pH = 7.4): -0.08795674
• Log P: -0.087949194
• Molar Refractivity: 117.1755 cm^3
• Polarizability: 46.787712 Å^3
• Polar Surface Area: 154.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - M344615

A metabolite of Milnacipran (M344600).