6,6-dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1,6,8-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium bromide

• ChemBase ID: 105119
• Molecular Formular: C21H20BrNO6
• Molecular Mass: 462.2906
• Monoisotopic Mass: 461.04739937
• SMILES: [Br-].C[N+]1(C)CCc2cc3c(OCO3)cc2C1C1OC(=O)c2c3OCOc3ccc12
• Canonical SMILES: O=C1OC(c2c1c1OCOc1cc2)C1c2cc3OCOc3cc2CC[N+]1(C)C.[Br-]
• InChI: InChI=1S/C21H20NO6.BrH/c1-22(2)6-5-11-7-15-16(26-9-25-15)8-13(11)18(22)19-12-3-4-14-20(27-10-24-14)17(12)21(23)28-19;/h3-4,7-8,18-19H,5-6,9-10H2,1-2H3;1H/q+1;/p-1
• InChIKey: BWXCECYGGMGBHD-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,6-dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1,6,8-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium bromide
• IUPAC Traditional name: 6,6-dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1,6,8-trien-10-yl}-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium bromide
• Synonyms: (-)-BICUCULLINE METHOBROMIDE

Database IDs

• CAS Number: 73604-30-5
• PubChem SID: 162091860
• PubChem CID: 171729

CALCULATED PROPERTIES

• Acid pKa: 14.270657
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.4853793
• LogD (pH = 7.4): -1.4853792
• Log P: -1.4853793
• Molar Refractivity: 109.367 cm^3
• Polarizability: 38.44413 Å^3
• Polar Surface Area: 63.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02158872

Purity: 98%
GABAA antagonist.

REFERENCES

• Hill, D.R. and Bowery, N.G., Nature , 290 : 149, (1981)