3-[(2Z)-9-hydroxytricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl methanesulfonate

• ChemBase ID: 166376
• Molecular Formular: C19H20O4S
• Molecular Mass: 344.4247
• Monoisotopic Mass: 344.10823012
• SMILES: C1C(c2c(/C(=C\CCOS(=O)(=O)C)/c3c1cccc3)cccc2)O
• Canonical SMILES: OC1Cc2ccccc2/C(=C/CCOS(=O)(=O)C)/c2c1cccc2
• InChI: InChI=1S/C19H20O4S/c1-24(21,22)23-12-6-11-16-15-8-3-2-7-14(15)13-19(20)18-10-5-4-9-17(16)18/h2-5,7-11,19-20H,6,12-13H2,1H3/b16-11-
• InChIKey: KDMMWEQUIOANOP-WJDWOHSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2Z)-9-hydroxytricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl methanesulfonate
• IUPAC Traditional name: 3-[(2Z)-9-hydroxytricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl methanesulfonate
• Synonyms: cis-(+/-)-3’-Desmethylamino-3’-(methanesulfonyl)hydroxy-10-hydroxy Nortriptyline; (5Z)-5-[3-(Methanesulfonyl)hydroxy-propylidene]-5,11-dihydro-10H-dibenzo[a,d]cyclohepten-10-ol; cis-3'-Desmethylamino-3'-(methanesulfonyl)hydroxy-10-hydroxy Nortriptyline0

Database IDs

• PubChem SID: 162260509
• PubChem CID: 71315711

CALCULATED PROPERTIES

• Acid pKa: 14.257162
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8061416
• LogD (pH = 7.4): 2.8061414
• Log P: 2.8061416
• Molar Refractivity: 104.0484 cm^3
• Polarizability: 37.305218 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Yellow Foam

DETAILS

Toronto Research Chemicals - D290715

Intermediate in the preparation of Nortriptyline metabolites.