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5.05875

(+)-Bicuculline

Synonym(s):

(+)-Bicuculline, GABA A Receptor Antagonist, Bicuculline

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About This Item

Empirical Formula (Hill Notation):
C20H17NO6
CAS Number:
485-49-4
Molecular Weight:
367.35
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00005006
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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assay

≥98% (HPLC)

Quality Segment

100

form

solid

potency

740 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

pale yellow

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

N1([C@@H](c5c(cc6c(c5)OCO6)CC1)[C@@H]2OC(=O)c3c4c(ccc32)OCO4)C

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

General description

A potent allosteric antagonist of vertebrate GABAA receptors. Blocks GABAA-induced chloride currents in cultured neurons (IC50 = 740 nM). Shown to increase blood pressure in spontaneously hypertensive rats and cause convulsion in experimental animals. Also, increases the amplitude of spontaneous colonic contractions.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Ueno, S., et al. 1997. J. Neurosci.17, 625.
Uchida, I., et al. 1996. Eur. J. Pharmacol.307, 89.
Minocha, A., and Galligan, J.J. 1993. Eur. J. Pharmacol.230, 187.
Robert K.A., et al. 1993. Cardiovasc. Pharmacol.21, 156.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

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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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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