14340

(+)-Bicucullin

≥97.0% (TLC), GABAA receptor antagonist, powder

• Synonym(e): Bucucullin
• Empirische Formel (Hill-System): C₂₀H₁₇NO₆
• CAS-Nummer: 485-49-4
• Molekulargewicht: 367.35
• NACRES: NA.77
• PubChem Substance ID: 329750455
• UNSPSC Code: 12352200
• EC Number: 207-619-7
• MDL number: MFCD00005006
• Beilstein/REAXYS Number: 98786
• Assay: ≥97.0% (TLC)
• Form: powder

Eigenschaften

• Produktname: (+)-Bicucullin, ≥97.0% (TLC)
• Quality Segment: 100
• assay: ≥97.0% (TLC)
• form: powder
• optical activity: [α]20/D +126±6°, c = 1% in chloroform
• mp: 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
• InChI key: IYGYMKDQCDOMRE-ZWKOTPCHSA-N
• Gene Information: rat ... Gabra2(29706)

Beschreibung

General description

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

Application

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 Actions

GABA_A-Rezeptor-Antagonist

(+)-Bicuculline acts as a competitive inhibitor of GABA liganding binding to the receptor.[1]

Features and Benefits

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

• 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
• Lagerklasse: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges