6,6-dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium chloride

• ChemBase ID: 105309
• Molecular Formular: C21H20ClNO6
• Molecular Mass: 417.8396
• Monoisotopic Mass: 417.09791505
• SMILES: [Cl-].C[N+]1(C)CCc2c(cc3OCOc3c2)C1C1OC(=O)c2c1ccc1c2OCO1
• Canonical SMILES: O=C1OC(c2c1c1OCOc1cc2)C1c2cc3OCOc3cc2CC[N+]1(C)C.[Cl-]
• InChI: InChI=1S/C21H20NO6.ClH/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: RLJKFAMYSYWMND-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(9),2(6),7-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium chloride
• IUPAC Traditional name: 6,6-dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-10-yl}-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium chloride
• Synonyms: (-)-BICUCULLINE METHOCHLORIDE

Database IDs

• CAS Number: 53552-05-9
• PubChem SID: 162092101
• PubChem CID: 44134574

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

DETAILS

MP Biomedicals - 02159726

A water soluble GABA antagonist.