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Merck

P8390

Sigma-Aldrich

Picrotoxinin

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About This Item

Empirische Formel (Hill-System):
C15H16O6
CAS-Nummer:
Molekulargewicht:
292.28
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.77

Form

powder

Qualitätsniveau

SMILES String

[H][C@@]12OC(=O)[C@]([H])([C@@H]1C(C)=C)[C@]3(O)C[C@H]4O[C@]45C(=O)O[C@@]2([H])[C@]35C

InChI

1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8+,9-,10-,13-,14-,15+/m1/s1

InChIKey

PIMZUZSSNYHVCU-KBLUICEQSA-N

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Allgemeine Beschreibung

Picrotoxinin is a component of picrotoxin and can be derived from plants. It is a non-nitrogenous compound.

Anwendung

Picrotoxinin has been used as an agonist of taste 2 receptor member 14 (TAS2R14) to perform an array-based bitter receptor screening assay and to study the effect of calcium buffering and calcium sensor type on its sensitivity.

Biochem./physiol. Wirkung

Picrotoxinin acts as a potent convulsant.
GABAA receptor antagonist; binds to the GABA receptor-linked Cl channel.

Leistungsmerkmale und Vorteile

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glycine Receptor page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Sonstige Hinweise

Active component of picrotoxin

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 2 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Die Dokumentenbibliothek aufrufen

Xiu-Lian Ju et al.
Chemosphere, 69(6), 864-871 (2007-08-07)
A number of widely diverse compounds that show inhibitory activities at the picrotoxinin binding sites in housefly and rat GABA receptors were investigated by using the distance comparison technique (DISCOtech) and comparative molecular field analysis (CoMFA) methods to explore the
Y Eguchi et al.
Insect molecular biology, 15(6), 773-783 (2007-01-05)
Ligand-gated chloride channels (LGICs) are important targets for insecticides and parasiticides. Genes encoding subunits of two LGICs, a glutamate-gated chloride channel (MdGluCl-alpha) and a gamma-aminobutyric acid (GABA)-gated chloride channel (MdRdl), were cloned from house-flies (Musca domestica L.). These genes were
Herbal products and GABA receptors
Johnston GAR
Encyclopedia of Neuroscience, 4, 1095-1101 (2009)
R Martín-Ruiz et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 21(24), 9856-9866 (2001-12-12)
We examined the in vivo effects of the hallucinogen 4-iodo-2,5-dimethoxyamphetamine (DOI). DOI suppressed the firing rate of 7 of 12 dorsal raphe (DR) serotonergic (5-HT) neurons and partially inhibited the rest (ED(50) = 20 microg/kg, i.v.), an effect reversed by
Ping Li et al.
Molecular pharmacology, 77(4), 539-546 (2010-01-12)
The rho 1 GABA receptor is inhibited by a number of neuroactive steroids. A previous study (J Pharmacol Exp Ther 323:236-247, 2007) focusing on the electrophysiological effects of inhibitory steroids on the rho 1 receptor found that steroid inhibitors could

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