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

• ChemBase ID: 105525
• Molecular Formular: C20H17NO6
• Molecular Mass: 367.35208
• Monoisotopic Mass: 367.10558727
• SMILES: CN1CCc2cc3c(OCO3)cc2C1C1OC(=O)c2c1ccc1c2OCO1
• Canonical SMILES: CN1CCc2c(C1C1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1
• InChI: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3
• InChIKey: IYGYMKDQCDOMRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-3,5,11-trioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-12-one
• IUPAC Traditional name: bicuculline
• Synonyms: (+)-BICUCULLINE

Database IDs

• CAS Number: 485-49-4
• EC Number: 207-619-7
• PubChem SID: 162092890
• PubChem CID: 2376

CALCULATED PROPERTIES

• Acid pKa: 14.719359
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.7533164
• LogD (pH = 7.4): 2.3607793
• Log P: 2.6769574
• Molar Refractivity: 93.4534 cm^3
• Polarizability: 36.674076 Å^3
• Polar Surface Area: 66.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 211-212°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: LV0909840
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02190789

Crystalline GABA blocker.