(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2H3)methyl({3-[(2E)-tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amino]oxane-2-carboxylic acid

• ChemBase ID: 175725
• Molecular Formular: C25H29NO6
• Molecular Mass: 439.50086
• Monoisotopic Mass: 439.19948765
• SMILES: C1Cc2c(/C(=C\CCN([C@@H]3O[C@H]([C@H]([C@@H]([C@@H]3O)O)O)C(=O)O)C)/c3c1cccc3)cccc2
• Canonical SMILES: CN([C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CC/C=C/1\c2ccccc2CCc2c1cccc2
• InChI: InChI=1S/C25H29NO6/c1-26(24-22(29)20(27)21(28)23(32-24)25(30)31)14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20-24,27-29H,6,12-14H2,1H3,(H,30,31)/t20-,21-,22+,23-,24+/m0/s1
• InChIKey: QSLRRDSIIHRSEJ-OSFFKXSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(^2H₃)methyl({3-[(2E)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amino]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(^2H₃)methyl({3-[(2E)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amino]oxane-2-carboxylic acid
• Synonyms: N-β-D-Glucopyranuronosyl-3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-(methyl-d3)-1-propanamine; Nortriptyline-d3 N-β-Glucuronide

Database IDs

• PubChem SID: 164231635
• PubChem CID: 71751253

CALCULATED PROPERTIES

• Acid pKa: 3.5787523
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.09570168
• LogD (pH = 7.4): -0.41139776
• Log P: 0.09871232
• Molar Refractivity: 129.0367 cm^3
• Polarizability: 46.67472 Å^3
• Polar Surface Area: 110.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N837007

Labelled Nortriptyline N-β-Glucuronide, the N-glucuronide conjugate of the tricyclic antidepressant Nortriptyline (N837005).