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Merck

14340

(+)-Bicuculline

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

동의어(들):

Bucuculline

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C20H17NO6
CAS 번호:
485-49-4
Molecular Weight:
367.35
NACRES:
NA.77
PubChem Substance ID:
329750455
UNSPSC Code:
12352200
EC Number:
207-619-7
MDL number:
MFCD00005006
Beilstein/REAXYS Number:
98786

주요 문서

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제품 이름

(+)-Bicuculline, ≥97.0% (TLC)

InChI key

IYGYMKDQCDOMRE-ZWKOTPCHSA-N

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

SMILES string

[H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]4([H])N(C)CCc5cc6OCOc6cc45

assay

≥97.0% (TLC)

form

powder

optical activity

[α]20/D +126±6°, c = 1% in chloroform

mp

193-197 °C

Quality Level

100

Gene Information

rat ... Gabra2(29706)

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관련 카테고리

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 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 Actions

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

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

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

저장 등급

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

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시험 성적서(COA)

Lot/Batch Number
BCCC1189
BCBV8509
BCBV5111

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문서 라이브러리 방문

Discovering the pharmacodynamics of conolidine and cannabidiol using a cultured neuronal network based workflow
Mendis GDC, et al.
Scientific reports, 9(1), 121-121 (2019)
Herbal products and GABA receptors
Johnston GAR, et al.
Encyclopedia of Neuroscience, 169(2), 1095-1101 (2009)
Prolonged ketamine exposure induces increased activity of the GluN2B-containing N-methyl-D-aspartate receptor in the anterior cingulate cortex of neonatal rats
Kokane SS, et al.
Neurotoxicology and Teratology, 63(2), 1-8 (2017)
Evidence that bicuculline and picrotoxin act at separate sites to antagonize gamma-aminobutyric acid in rat cuneate nucleus.
M A Simmonds
Neuropharmacology, 19(1), 39-45 (1980-01-01)
Inhibitory respiratory responses to progesterone and allopregnanolone in newborn rats chronically treated with caffeine
Uppari NP, et al.
The Journal of Physiology, 594(2), 373-389 (2016)
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