(2Z)-2-[3-(methylamino)propylidene]tricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

• ChemBase ID: 130698
• Molecular Formular: C19H21NO
• Molecular Mass: 279.37614
• Monoisotopic Mass: 279.1623143
• SMILES: CNCC/C=C\1/c2ccccc2CC(c2c1cccc2)O
• Canonical SMILES: CNCC/C=C\1/c2ccccc2CC(c2c1cccc2)O
• InChI: InChI=1S/C19H21NO/c1-20-12-6-11-16-15-8-3-2-7-14(15)13-19(21)18-10-5-4-9-17(16)18/h2-5,7-11,19-21H,6,12-13H2,1H3/b16-11-
• InChIKey: VAGXZGJKNUNLHK-WJDWOHSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-[3-(methylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol; (2Z)-2-[3-(methylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-ol
• IUPAC Traditional name: (2Z)-2-[3-(methylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol; (2Z)-2-[3-(methylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-ol
• Synonyms: (±)-Z-10-Hydroxynortriptyline metabolite; (5Z)-10,11-Dihydro-5-[3-(methylamino)propylidene]-5H-dibenzo[a,d]cyclohepten-10-ol; (Z)-10-Hydroxynortriptyline; 10-Hydroxy-(Z)-nortriptyline; cis-10-Hydroxy Nortriptyline; (±)-Z-3-(10-羟基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-酮)-N-甲基-1-氨基丙烷; (±)-Z-10-羟基去甲替林代谢物

Database IDs

• CAS Number: 37439-87-5; 47132-19-4
• MDL Number: MFCD00069315
• PubChem SID: 162224976
• PubChem CID: 6420504

CALCULATED PROPERTIES

• Acid pKa: 14.257345
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.038330104
• LogD (pH = 7.4): 0.34782842
• Log P: 3.1956758
• Molar Refractivity: 97.728 cm^3
• Polarizability: 34.036633 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 88-93°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: analytical standard

DETAILS

Toronto Research Chemicals - H948815

A metabolite of Nortriptyline (N837000).

REFERENCES

• Callaghan, R., et al.: J. Biol. Chem., 268, 16059 (1993)
• Dagenais, C., et al.: Biochem. Pharmacol., 67, 269 (1993)
• Doran, A., et al.: Drug Metab. Dispos., 33, 165 (1993)