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X2628

Sigma-Aldrich

Xestospongin C

film

Sinónimos:

XeC

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About This Item

Fórmula lineal:
C28 H50 N2 O2
Número de CAS:
88903-69-9
Peso molecular:
446.71
MDL number:
MFCD01862629
UNSPSC Code:
12352200
PubChem Substance ID:
24902138
NACRES:
NA.77

form

film

color

colorless

solubility

DMSO: soluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

[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

InChI key

PQYOPBRFUUEHRC-HCKQMYSWSA-N

General description

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Packaging

Package under nitrogen, tightly sealed.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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
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
Shaily Malik et al.
Frontiers in molecular neuroscience, 10, 404-404 (2017-12-21)
Human immunodeficiency virus-1 (HIV-1) infection compromises the central nervous system (CNS) in a significant number of infected individuals, resulting in neurological dysfunction that ranges from minor cognitive deficits to frank dementia. While macrophages/microglia are the predominant CNS cells infected by
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