5.05875

(+)-Bicuculline

• Synonym(s): (+)-Bicuculline, GABA _A Receptor Antagonist, Bicuculline
• Empirical Formula (Hill Notation): C₂₀H₁₇NO₆
• CAS Number: 485-49-4
• Molecular Weight: 367.35
• MDL number: MFCD00005006
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥99% (HPLC)
• Quality Level: 100
• form: solid
• potency: 740 nM IC₅₀
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: pale yellow
• solubility: DMSO: soluble
• storage temp.: −20°C
• SMILES string: N1([C@@H](c5c(cc6c(c5)OCO6)CC1)[C@@H]2OC(=O)c3c4c(ccc32)OCO4)C
• 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/t17-,18+/m0/s1
• InChI key: IYGYMKDQCDOMRE-ZWKOTPCHSA-N

Description

General description

A potent allosteric antagonist of vertebrate GABA_A receptors. Blocks GABA_A-induced chloride currents in cultured neurons (IC₅₀ = 740 nM). Shown to increase blood pressure in spontaneously hypertensive rats and cause convulsion in experimental animals. Also, increases the amplitude of spontaneous colonic contractions.

Warning

Toxicity: Toxic (F)

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Ueno, S., et al. 1997. J. Neurosci.17, 625.
Uchida, I., et al. 1996. Eur. J. Pharmacol.307, 89.
Minocha, A., and Galligan, J.J. 1993. Eur. J. Pharmacol.230, 187.
Robert K.A., et al. 1993. Cardiovasc. Pharmacol.21, 156.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H300 + H310 + H330 - H400
• pcodes: P260 - P262 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1
• Storage Class: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable