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Merck

528105

Picrotoxin, Anamirta cocculin

A potent antagonist of GABA receptors (IC50 = 240 nM) at synapses in the central nervous system.

Synonym(s):

Picrotoxin, Anamirta cocculin

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About This Item

Empirical Formula (Hill Notation):
C15H18O7 · C15H16O6
CAS Number:
124-87-8
Molecular Weight:
602.58
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00074824

Product Name

Picrotoxin, Anamirta cocculin, A potent antagonist of GABA receptors (IC50 = 240 nM) at synapses in the central nervous system.

SMILES string

O6[C@]87[C@H]6C[C@@]9([C@]8([C@H](OC7=O)C%10OC(=O)C9[C@@H]%10C(O)(C)C)C)O.O1[C@]32[C@@]4([C@H](OC3=O)C5OC(=O)C([C@@]4(CC21)O)[C@@H]5C(=C)C)C

InChI

1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3/t5-,6+,7?,8?,9-,13-,14-,15+;6?,7-,8?,9?,10+,13+,14+,15-/m10/s1

InChI key

VJKUPQSHOVKBCO-ZTYBEOBUSA-N

description

Merck USA index - 14, 7415

form

crystals
powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white to light yellow

solubility

aqueous base: 3 mg/mL
ethanol: 50 mg/mL

shipped in

ambient

storage temp.

10-30°C

Quality Level

100

assay

≥94% (mixture of Picrotoxin and picrotin, HPLC)

Biochem/physiol Actions

Cell permeable: no
Primary Target
GABA receptors
Product does not compete with ATP.
Reversible: no
Target IC50: 240 nM against GABA receptors

Disclaimer

Toxicity: Highly Toxic (H)

General description

A potent antagonist of GABA receptors (IC50 = 240 nM) at synapses in the central nervous system. Inhibits 35S-TBPS binding to the Cl– channel (IC50 = 1.7 µM). Picrotoxin is a mixture of one mole of picrotoxinin and one mole of picrotin.

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.
Qian, H., and Dowling, J.E. 1994. J. Neurosci. 14, 4299.
Yoon, K.W., et al. 1993. J. Physiol.464, 423.
Akaike, N., et al. 1985. Experientia41, 70.

Legal Information

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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