4-hydroxy-3,10,11-trimethoxy-6λ5-azatetraphen-6-ylium bromide

• ChemBase ID: 165678
• Molecular Formular: C20H18BrNO4
• Molecular Mass: 416.26522
• Monoisotopic Mass: 415.04192006
• SMILES: c1c(c(c2c(c1)cc1[n+](c2)ccc2c1cc(c(c2)OC)OC)O)OC.[Br-]
• Canonical SMILES: COc1cc2cc[n+]3c(c2cc1OC)cc1c(c3)c(O)c(cc1)OC.[Br-]
• InChI: InChI=1S/C20H17NO4.BrH/c1-23-17-5-4-12-8-16-14-10-19(25-3)18(24-2)9-13(14)6-7-21(16)11-15(12)20(17)22;/h4-11H,1-3H3;1H
• InChIKey: SKPLPTYOWPJFMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3,10,11-trimethoxy-6λ^5-azatetraphen-6-ylium bromide
• IUPAC Traditional name: 4-hydroxy-3,10,11-trimethoxy-6λ^5-azatetraphen-6-ylium bromide
• Synonyms: 9-Hydroxy-2,3,10-trimethoxydibenzo[a,g]quinolizinium Bromide; Dehydro Palmatrubine Bromide

Database IDs

• CAS Number: 57721-71-8
• PubChem SID: 162259811
• PubChem CID: 71315331

CALCULATED PROPERTIES

• Acid pKa: 8.128996
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.54708135
• LogD (pH = 7.4): 1.8516117
• Log P: 0.3983966
• Molar Refractivity: 96.7546 cm^3
• Polarizability: 39.709946 Å^3
• Polar Surface Area: 52.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229985

An analogue of Palmatrubine, an alkaloids of colombo root.

REFERENCES

• Kim, S.H., et al.: Life Sci., 70, 1299 (2002)
• Hao, H., et al.: Curr. Drug Metab., 8, 137 (2002)