Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

SML0055

Sigma-Aldrich

Securinine

≥98% (HPLC)

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C13H15NO2
Número de CAS:
5610-40-2
Peso molecular:
217.26
Número MDL:
MFCD00078775
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329825122
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

actividad óptica

[α]/D -980 to -1015 (C=1, MeOH)

color

yellow

solubilidad

DMSO: ≥25 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

O=C1O[C@@]23C[C@@H](C=CC2=C1)N4CCCC[C@H]34

InChI

1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1

Clave InChI

SWZMSZQQJRKFBP-WZRBSPASSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

Aplicación

Securinine was used as a standard in the synthesis of the members of Securinega alkaloid family.[1]

Acciones bioquímicas o fisiológicas

Securinine is a GABAA receptor antagonist which has been found to increase p73 protein expression
Securinine is an alkaloid widely in traditional folk medicine. Long known as a GABAA antagonist, securinine was recently found to up-regulate p53 protein and to modulate the related family member p73 protein in a p53-dependent fashion, inducing p73 in the HCT116 p53(-) cells and down-regulating it in the p53(+) cells. Induction of proapoptotic protein p73 only in p53 cells could be used to target cancer cells preferentially. Securinine has been found to induce p53-independent, p73-dependent apoptosis in RKO colon cancer cells.

Características y beneficios

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
061M4718V

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Jung-Hsuan Chen et al.
Organic letters, 14(17), 4531-4533 (2012-08-24)
Total syntheses of (±)-securinine and (±)-allosecurinine that employ a tandem rhodium carbenoid-initiated Claisen/α-ketol rearrangement sequence as a key step are described.
D Raj et al.
Fitoterapia, 79(6), 419-427 (2008-06-07)
This review gives an account of the current knowledge on the chemical constituents, biological activity and pharmacological properties of Securinega suffruticosa. A wide range of chemical compounds have been isolated, mainly alkaloids, flavonoids, tannins and lipids. From the pharmacological point
Kalpana Gupta et al.
PloS one, 6(6), e21203-e21203 (2011-07-07)
As the defining feature of Acute Myeloid Leukemia (AML) is a maturation arrest, a highly desirable therapeutic strategy is to induce leukemic cell maturation. This therapeutic strategy has the potential of avoiding the significant side effects that occur with the
Gisela G Bardají et al.
The Journal of organic chemistry, 73(19), 7657-7662 (2008-09-11)
A new and versatile synthetic route to Securinega alkaloids is reported. The first synthesis of allosecurinine has been accomplished in seven steps and 40% yield, starting from (+)-menisdaurilide, using a vinylogous Mannich reaction as the key transformation. Similarly, viroallosecurinine has
S Liras et al.
Organic letters, 3(5), 703-706 (2001-03-22)
[structure: see text]. The concise total synthesis of securinine in nine steps from readily available starting materials is described. Key steps of the synthesis include an addition of a silyloxyfuran to an in situ generated iminium ion and a novel
Ver todos los artículos relacionados

Artículos

GABAA Receptors

We offer many products related to GABAA receptors for your research needs.

GABAA Receptors

We offer many products related to GABAA receptors for your research needs.

GABAA Receptors

We offer many products related to GABAA receptors for your research needs.

GABAA Receptors

We offer many products related to GABAA receptors for your research needs.

Questions

Reviews

No rating value

Active Filters

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico