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Key Documents

P1675

Sigma-Aldrich

Picrotoxin

powder

Sinonimo/i:

Cocculin

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About This Item

Formula empirica (notazione di Hill):
C30H34O13
Numero CAS:
Peso molecolare:
602.58
Beilstein:
3894406
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Forma fisica

powder

Livello qualitativo

Colore

white

Punto di fusione

203 °C (lit.)

Stringa SMILE

[H][C@@]12C[C@@]3(O)[C@@]4([H])[C@H](C(C)=C)[C@]([H])(OC4=O)[C@@]5([H])OC(=O)[C@]1(O2)[C@@]35C.[H][C@@]67C[C@@]8(O)[C@@]9([H])[C@@H]([C@]([H])(OC9=O)[C@@]%10([H])OC(=O)[C@]6(O7)[C@@]8%10C)C(C)(C)O

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+/m11/s1
VJKUPQSHOVKBCO-NGKRNLQBSA-N

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Descrizione generale

Picrotoxin is isolated from moonseed family, Menispermaceae. It is a stimulant and may cause convulsions. It is an allosteric modulator of γ-aminobutyric acid (GABAA) receptor.

Applicazioni

Picrotoxin has been used:
  • as non-competitive antagonist for the γ-aminobutyric acid (GABAA) for studying synchronized burst (SB) dynamics
  • as a component of extracellular saline for blocking glutamate and acetylcholine receptors in neurons
  • as a component of artificial cerebrospinal fluid (ACSF) for voltage-clamp recordings studies in dissociated cortical neurons

Azioni biochim/fisiol

Picrotoxin is a competitive inhibitor of glycine receptors (GlyRs). It is a non-competitive antagonist, which binds to ligand bounded γ-aminobutyric acid (GABAA) receptor.
GABAA receptor antagonist; binds to the GABA receptor-linked Cl channel.

Caratteristiche e vantaggi

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 GABAA Receptors and GABAC Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Altre note

Molecular complex (1:1) of picrotin and picrotoxinin.

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 2 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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I clienti hanno visto anche

Characterization of alpha 3 Glycine Receptors with Ginkgolide B and Picrotoxin
Chakrabarti S, et al.
bioRxiv, 454710-454710 (2018)
Picrotoxin-like channel blockers of GABAA receptors
Olsen RW
Proceedings of the National Academy of Sciences of the USA, 103(16), 6081-6082 (2006)
Aric C Madayag et al.
Brain structure & function, 224(7), 2311-2324 (2019-06-16)
Despite evidence that morphine-related pathologies reflect adaptations in NAc glutamate signaling, substantial gaps in basic information remain. The current study examines the impact of non-contingent acute, repeated, and withdrawal-inducing morphine dosing regimens on glutamate transmission in D1- or D2-MSNs in
On the mechanism of action of picrotoxin on GABA receptor channels in dissociated sympathetic neurones of the rat
Newland CF and Cull-Candy SG
The Journal of Physiology, 447(1), 191-213 (1992)
Dynamic transitions among multiple oscillators of synchronized bursts in cultured neural networks
Kim JH, et al.
Journal of Statistical Mechanics: Theory and Experiment, 2014(4), P04019-P04019 (2014)

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