methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(methylamino)propyl]-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate

• ChemBase ID: 170440
• Molecular Formular: C31H38N2O10
• Molecular Mass: 598.64082
• Monoisotopic Mass: 598.25264543
• SMILES: O1[C@@H]([C@@H]([C@@H]([C@H]([C@H]1C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C)Oc1ccc2N(c3c(CCc2c1)cccc3)CCCNC
• Canonical SMILES: CNCCCN1c2ccc(cc2CCc2c1cccc2)O[C@H]1O[C@H](C(=O)OC)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C31H38N2O10/c1-18(34)39-26-27(40-19(2)35)29(41-20(3)36)31(43-28(26)30(37)38-5)42-23-13-14-25-22(17-23)12-11-21-9-6-7-10-24(21)33(25)16-8-15-32-4/h6-7,9-10,13-14,17,26-29,31-32H,8,11-12,15-16H2,1-5H3/t26-,27-,28-,29+,31+/m1/s1
• InChIKey: SXHMAXDZOVQIIT-FATRKNQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(methylamino)propyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(methylamino)propyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate
• Synonyms: 2-Hydroxy Desipramine 2,3,4-Triacetate-β-D-glucopyranuronic Acid Methyl Ester

Database IDs

• PubChem SID: 164226350
• PubChem CID: 71748975

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.1062411
• LogD (pH = 7.4): 0.58641905
• Log P: 3.1134322
• Molar Refractivity: 151.5272 cm^3
• Polarizability: 60.4965 Å^3
• Polar Surface Area: 138.93 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - H936520

Desipramine derivative.