P1675

Picrotoxin

powder

• Sinónimos: Cocculin
• Fórmula empírica (notación de Hill): C₃₀H₃₄O₁₃
• Número de CAS: 124-87-8
• Peso molecular: 602.58
• Beilstein: 3894406
• Número CE: 204-716-6
• Número MDL: MFCD00074824
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24278188
• NACRES: NA.77

Propiedades

• formulario: powder
• Nivel de calidad: 200
• color: white
• mp: 203 °C (lit.)
• cadena SMILES: [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
• Clave InChI: VJKUPQSHOVKBCO-NGKRNLQBSA-N
• Información sobre el gen: human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562)

Descripción

Descripción general

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

Aplicación

Picrotoxin has been used:

• as non-competitive antagonist for the γ-aminobutyric acid (GABA_A) 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

Acciones bioquímicas o fisiológicas

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.

GABA_A receptor antagonist; binds to the GABA receptor-linked Cl⁻ channel.

Características y beneficios

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.

Otras notas

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

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H300
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 2 Oral
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges