(1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene

• ChemBase ID: 305348
• Molecular Formular: C20H21NO4
• Molecular Mass: 339.38504
• Monoisotopic Mass: 339.14705816
• SMILES: c12c(cc3c(c1)CCN1[C@H]3Cc3c(C1)c(c(cc3)OC)OC)OCO2
• Canonical SMILES: COc1c(OC)ccc2c1CN1CCc3c([C@@H]1C2)cc1c(c3)OCO1
• InChI: InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1
• InChIKey: VZTUIEROBZXUFA-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^2,^1^0.0^4,^8.0^1^5,^2^0]henicosa-2,4(8),9,15(20),16,18-hexaene
• IUPAC Traditional name: (S)-canadine
• Synonyms: (S)-(-)-Canadine; Tetrahydroberberine; Canadine

Database IDs

• CAS Number: 5096-57-1

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.7994096
• LogD (pH = 7.4): 3.081456
• Log P: 3.0865507
• Molar Refractivity: 94.196 cm^3
• Polarizability: 36.53476 Å^3
• Polar Surface Area: 40.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder