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Merck

X2628

Sigma-Aldrich

Xestospongin C

film

Sinónimos:

XeC

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About This Item

Fórmula lineal:
C28 H50 N2 O2
Número de CAS:
Peso molecular:
446.71
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Formulario

film

color

colorless

solubilidad

DMSO: soluble

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[H][C@@]12CCCCCC[C@@]3([H])CCCN4CC[C@@]([H])(CCCCCC[C@]5([H])CCCN(CC1)[C@@]5([H])O2)O[C@@]34[H]

InChI

1S/C28H50N2O2/c1-3-7-15-25-17-21-30-20-10-14-24(28(30)31-25)12-6-2-4-8-16-26-18-22-29-19-9-13-23(11-5-1)27(29)32-26/h23-28H,1-22H2/t23-,24+,25-,26-,27+,28+/m1/s1

Clave InChI

PQYOPBRFUUEHRC-HCKQMYSWSA-N

Descripción general

Synthetic form of the macrocyclic bis-1-oxaquinolizidine isolated from the Okanowan marine sponge.

Acciones bioquímicas o fisiológicas

Xestospongin C is a potent, reversible and membrane-permeable blocker of IP3-mediated Ca2+ release (IC50=358 nM).
Xestospongin C is a selective, reversible and membrane-permeable inhibitor of IP3 receptor. Reversibly blocks bradykinin- and carbamylcholine- Ca2+ efflux from the endoplasmic reticulum stores.

Características y beneficios

This compound is featured on the InsP3/Ryanodine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Envase

Package under nitrogen, tightly sealed.

Código de clase de almacenamiento

11 - Combustible Solids

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, Gloves, type N95 (US)


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Certificados de análisis (COA)

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J Gafni et al.
Neuron, 19(3), 723-733 (1997-10-23)
Xestospongins (Xe's) A, C, D, araguspongine B, and demethylxestospongin B, a group of macrocyclic bis-1-oxaquinolizidines isolated from the Australian sponge, Xestospongia species, are shown to be potent blockers of IP3-mediated Ca2+ release from endoplasmic reticulum vesicles of rabbit cerebellum. XeC
S Miyamoto et al.
British journal of pharmacology, 130(3), 650-654 (2000-05-24)
We evaluated the role of the inositol 1,4,5-triphosphate (IP(3)) receptor-mediated Ca(2+) release on the positive inotropic effects of alpha-adrenergic stimulation using a novel, potent, selective membrane-permeable blocker of IP(3) receptor, xestospongin C. Guinea-pig papillary muscle permeabilized with saponin exhibited spontaneous
Wenbin Zhong et al.
Nature communications, 7, 12702-12702 (2016-09-02)
Metabolic pathways are reprogrammed in cancer to support cell survival. Here, we report that T-cell acute lymphoblastic leukemia (T-ALL) cells are characterized by increased oxidative phosphorylation and robust ATP production. We demonstrate that ORP4L is expressed in T-ALL but not
Martin Prince Alphonse et al.
Journal of immunology (Baltimore, Md. : 1950), 197(9), 3481-3489 (2016-10-04)
Kawasaki disease (KD) is a multisystem vasculitis that predominantly targets the coronary arteries in children. Phenotypic similarities between KD and recurrent fever syndromes point to the potential role of inflammasome activation in KD. Mutations in NLRP3 are associated with recurrent
Hirofumi Morihara et al.
PloS one, 12(12), e0189948-e0189948 (2017-12-22)
Excessive levels of reactive oxygen species (ROS) and impaired Ca2+ homeostasis play central roles in the development of multiple cardiac pathologies, including cell death during ischemia-reperfusion (I/R) injury. In several organs, treatment with 2-aminoethoxydiphenyl borate (2-APB) was shown to have

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