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14340

Sigma-Aldrich

(+)-Bicucullin

≥97.0% (TLC)

Synonym(e):

Bucucullin

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About This Item

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

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)

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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 GABAA 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.
GABAA-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.

Piktogramme

Skull and crossbonesEnvironment
GHS06,GHS09

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
BCCC1189
BCBV8509
BCBV5111
BCBP1231V
BCBN5432V

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Sigma-Aldrich

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Scientific reports, 9(1), 121-121 (2019)
Herbal products and GABA receptors
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Encyclopedia of Neuroscience, 169(2), 1095-1101 (2009)
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Neurotoxicology and Teratology, 63(2), 1-8 (2017)
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