14340

(+)-Bicucullin

≥97.0% (TLC)

• Synonym(e): Bucucullin
• Empirische Formel (Hill-System): C₂₀H₁₇NO₆
• CAS-Nummer: 485-49-4
• Molekulargewicht: 367.35
• Beilstein: 98786
• EG-Nummer: 207-619-7
• MDL-Nummer: MFCD00005006
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329750455
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥97.0% (TLC)
• Form: powder
• Optische Aktivität: [α]20/D +126±6°, c = 1% in chloroform
• mp (Schmelzpunkt): 193-197 °C
• SMILES String: [H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]4([H])N(C)CCc5cc6OCOc6cc45
• 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
• InChIKey: IYGYMKDQCDOMRE-ZWKOTPCHSA-N
• Angaben zum Gen: rat ... Gabra2(29706)

Beschreibung

Allgemeine Beschreibung

Bicuculline is a convulsant alkaloid. It was originally isolated from the plant Dicentra cucullaria.

Anwendung

Bicuculline has been used:

• as a compound to compare pharmacodynamics and network activity profiles of conolidine/cannabidiol
• to study the effects of chronic caffeine administration on the function of GABA_A receptor
• to isolate N-methyl-D-aspartate receptor (NMDAR)-specific evoked and miniature excitatory postsynaptic currents (eEPSCs and mEPSCs) in neurons of rats

Biochem./physiol. Wirkung

(+)-Bicuculline acts as a competitive inhibitor of GABA liganding binding to the receptor.

GABA_A-Rezeptor-Antagonist

Leistungsmerkmale und Vorteile

This compound is featured on the GABAC Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Sicherheitshinweise

• Piktogramme: GHS06,GHS09
• Signalwort: Danger
• H-Sätze: H300 + H310 + H330,H400
• P-Sätze: P260 - P262 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Gefahreneinstufungen: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges