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

• ChemBase ID: 174635
• Molecular Formular: C22H30N2O9
• Molecular Mass: 466.4816
• Monoisotopic Mass: 466.19513055
• 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)O)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)O)[C@H]([C@@H]([C@@H]1O)O)O)c1ccccc1)CC
• InChI: InChI=1S/C22H30N2O9/c1-3-24(4-2)20(30)22(12-8-6-5-7-9-12)10-13(22)11-23-21(31)33-19-16(27)14(25)15(26)17(32-19)18(28)29/h5-9,13-17,19,25-27H,3-4,10-11H2,1-2H3,(H,23,31)(H,28,29)/t13-,14+,15+,16-,17+,19+,22+/m1/s1
• InChIKey: CJQUAXXSVBPRHH-BHNQXGFYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164230545
• PubChem CID: 71750742

CALCULATED PROPERTIES

• Acid pKa: 3.201021
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.5101893
• LogD (pH = 7.4): -3.6791155
• Log P: -0.23384325
• Molar Refractivity: 112.4064 cm^3
• Polarizability: 44.725723 Å^3
• Polar Surface Area: 165.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 120-125°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M344610

A metabolite of Milnacipran (M344600).