14340

(+)-Bicuculline

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

• Synonyma: Bucuculline
• Empirický vzorec (Hillův zápis): C₂₀H₁₇NO₆
• Číslo CAS: 485-49-4
• Molekulová hmotnost: 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

Vlastnosti

• Název produktu: (+)-Bicuculline, ≥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)

Popis

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

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

(+)-Bicuculline is a GABA_A receptor antagonist.

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.

Bezpečnostní informace

• 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
• Skladovací třída: 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