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14340

(+)-Bicuculline

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

Synonym(s):

Bucuculline

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Size/SKUAvailabilityPrice
25 mg

Available to ship TODAY

$75.10
100 mg

Available to ship TODAY

$116.00
500 mg

Available to ship TODAY

$461.00

About This Item

Empirical Formula (Hill Notation):
C20H17NO6
CAS Number:
Molecular Weight:
367.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-619-7
MDL number:
Beilstein/REAXYS Number:
98786
Assay:
≥97.0% (TLC)
Form:
powder

$75.10


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Product Name

(+)-Bicuculline, ≥97.0% (TLC)

Quality Segment

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)

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.

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description

≥97.0% (TLC)

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description

≥95.0% (HPCE)

description

AldrichCPR

assay

≥97.0% (TLC)

assay

≥98.0% (HPLC)

assay

≥95.0% (HPCE)

assay

-

form

powder

form

-

form

powder

form

solid

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

-

optical activity

[α]20/D +126±6°, c = 1% in chloroform

optical activity

-

optical activity

[α]/D -117±7°, c = 1 in chloroform

optical activity

-

Gene Information

rat ... Gabra2(29706)

Gene Information

-

Gene Information

-

Gene Information

-

mp

193-197 °C

mp

-

mp

-

mp

-


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Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Classifications

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

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

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



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