(6S,12bS)-2,11-dihydroxy-3,10-dimethoxy-6-methyl-5,6,7,8,12b,13-hexahydro-6-azatetraphen-6-ium

• ChemBase ID: 128909
• Molecular Formular: C20H24NO4+
• Molecular Mass: 342.40886
• Monoisotopic Mass: 342.17053325
• SMILES: O(c1cc2c(cc1O)C[C@H]1c3c(cc(OC)c(O)c3)CC[N@+]1(C2)C)C
• Canonical SMILES: COc1cc2C[N@+]3(C)CCc4c([C@@H]3Cc2cc1O)cc(c(c4)OC)O
• InChI: InChI=1S/C20H23NO4/c1-21-5-4-12-8-19(24-2)18(23)10-15(12)16(21)6-13-7-17(22)20(25-3)9-14(13)11-21/h7-10,16H,4-6,11H2,1-3H3,(H-,22,23)/p+1/t16-,21-/m0/s1
• InChIKey: RBBVPNQTBKHOEQ-KKSFZXQISA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S,12bS)-2,11-dihydroxy-3,10-dimethoxy-6-methyl-5,6,7,8,12b,13-hexahydro-6-azatetraphen-6-ium
• IUPAC Traditional name: phellodendrine
• Synonyms: Phellodendrine

Database IDs

• CAS Number: 6873-13-8
• PubChem SID: 162223211
• PubChem CID: 3081405
• Chemspider ID: 2339019
• Wikipedia Title: Phellodendrine

CALCULATED PROPERTIES

• Acid pKa: 7.030916
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.4821284
• LogD (pH = 7.4): 0.6928924
• Log P: -1.30615
• Molar Refractivity: 108.3045 cm^3
• Polarizability: 37.04325 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true