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X2628

Sigma-Aldrich

Xestospongin C

film

Synonym(s):

XeC

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About This Item

Linear Formula:
C28 H50 N2 O2
CAS Number:
88903-69-9
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Andrei V Chernov et al.
The Journal of biological chemistry, 295(31), 10807-10821 (2020-06-14)
In the peripheral nerve, mechanosensitive axons are insulated by myelin, a multilamellar membrane formed by Schwann cells. Here, we offer first evidence that a myelin degradation product induces mechanical hypersensitivity and global transcriptomics changes in a sex-specific manner. Focusing on
Ralph Christian Delos Santos et al.
Molecular biology of the cell, 28(21), 2802-2818 (2017-08-18)
Clathrin-mediated endocytosis is a major regulator of cell-surface protein internalization. Clathrin and other proteins assemble into small invaginating structures at the plasma membrane termed clathrin-coated pits (CCPs) that mediate vesicle formation. In addition, epidermal growth factor receptor (EGFR) signaling is
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
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