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Submit Review(-)-Xestospongin C
Description: Reported inhibitor of IP3-dependent Ca2+ release
Alternative Names: XeC
Chemical Name: (1R,4aR,11R,12aS,13S,16aS,23R,24aS)-Eicosahydro-5H,17H-1,23:11,13-diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine
Biological Activity for (-)-Xestospongin C
(-)-Xestospongin C is a reported inhibitor of IP3-dependent Ca2+ release. Inhibits bradykinin-induced Ca2+ release in PC12 cells and attenuates PHP-induced IL-2 production in Jurkat T cells. Exhibits no effect on ryanodine receptor-mediated Ca2+ release in PC12 cells and shows no apparent interaction with the IP3 binding site. Other subsequent reports show (-)-Xestospongin C to be ineffective as an antagonist of IP3-evoked Ca2+ release in IP3 recepto- expressing DT40 cells. Cell permeable.
NOTE: (-)-Xestospongin C is typically used at a final concentration ranging from 0.5 to 10 μM. It is recommended to prepare stock solutions (10x to 100x) in DMSO or ethanol.
Technical Data for (-)-Xestospongin C
| M. Wt | 446.71 |
| Formula | C28H50N2O2 |
| Storage | Store at -20°C |
| CAS Number | 88903-69-9 |
| PubChem ID | 9846431 |
| InChI Key | PQYOPBRFUUEHRC-HCKQMYSWSA-N |
| Smiles | [H][C@]12[C@@H](CCCCCC[C@@H]3CCN(CCC[C@H]4CCCCCC5)[C@@]4([H])O3)CCCN1CC[C@@H]5O2 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for (-)-Xestospongin C
References for (-)-Xestospongin C
References are publications that support the biological activity of the product.
Gafni et al (1997) Xestospongins: potent membrane permeable blockers of the inositol 1,4,5-trisphosphate receptor. Neuron 19 723 PMID: 9331361
Ozaki et al (2002) Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle. Br.J.Pharmacol. 137 1207 PMID: 12466229
Dadsetan et al (2008) Store-operated Ca2+ influx causes Ca2+ release from the intracellular Ca2+ channels that is required for T cell activation. J.Biol.Chem. 283 12512 PMID: 18316371
Saleem et al (2014) Interactions of antagonists with subtypes of inositol 1,4,5-trisphosphate (IP3) receptor. Br.J.Pharmacol. 171 3298 PMID: 24628114
If you know of a relevant reference for (-)-Xestospongin C, please let us know.
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Keywords: (-)-Xestospongin C, (-)-Xestospongin C supplier, inhibitors, inhibits, IP3-mediated, Ca2+, release, blocks, endoplasmic-reticulum, pump, calcium, channels, XeC, General, Calcium, Signaling, Agents, IP3, Receptors, 1280, Tocris Bioscience
16 Citations for (-)-Xestospongin C
Citations are publications that use Tocris products. Selected citations for (-)-Xestospongin C include:
Joe et al (2020) Cross-talk Between CD38 and TTP Is Essential for Resolution of Inflammation During Microbial Sepsis. Cell Rep 30 1063 PMID: 31995750
Bomfim et al (2021) Mibefradil alters intracellular calcium concentration by activation of phospholipase C and IP3 receptor function Mol.Biomed. 12
Glanowska and Moenter (2015) Differential regulation of GnRH secretion in the preoptic area (POA) and the median eminence (ME) in male mice. Cell Rep 156 231 PMID: 25314270
Belal et al (2012) The homocysteine-inducible endoplasmic reticulum (ER) stress protein Herp counteracts mutant α-synuclein-induced ER stress via the homeostatic regulation of ER-resident calcium release channel proteins. Hum Mol Genet 21 963 PMID: 22045699
Abedini et al (2016) WNT5a is required for normal ovarian follicle development and antagonizes g.tropin responsiveness in granulosa cells by suppressing canonical WNT signaling. FASEB J 30 1534 PMID: 26667040
Oh et al (2013) Synapse-specific and size-dependent mechanisms of spine structural plasticity accompanying synaptic weakening. Proc Natl Acad Sci U S A 110 E305 PMID: 23269840
Bellono et al (2014) UV light activates a Gαq/11-coupled phototransduction pathway in human melanocytes. J Gen Physiol 143 203 PMID: 24470488
Grafe et al (2014) The role of the hypothalamic paraventricular nucleus and the organum vasculosum lateral terminalis in the control of sodium appetite in male rats. J Neurosci 34 9249 PMID: 25009258
Azab et al (2015) Binding of αherpesvirus Glycoprotein H to Surface α4β1-Integrins Activates Calcium-Signaling Pathways and Induces Phosphatidylserine Exposure on the Plasma Membrane. Endocrinology 6 PMID: 26489864
Oh et al (2015) Heterosynaptic structural plasticity on local dendritic segments of hippocampal CA1 neurons. FASEB J 10 162 PMID: 25558061
Nordman and Kabbani (2014) Microtubule dynamics at the growth cone are mediated by α7 nicotinic receptor activation of a Gαq and IP3 receptor pathway. J Neurosci 28 2995 PMID: 24687992
Hellmer et al (2018) A group I metabotropic glutamate receptor controls synaptic gain between rods and rod bipolar cells in the mouse retina. Physiol Rep 6 e13885 PMID: 30338673
Lim et al (2018) Neuronal Activity-Dependent Activation of Astroglial Calcineurin in Mouse Primary Hippocampal Cultures. Int J Mol Sci 19 PMID: 30274399
Chen et al (2018) A Type IIb, but Not Type IIa, GnRH Receptor Mediates GnRH-Induced Release of Growth Hormone in the Ricefield Eel. Front Endocrinol (Lausanne) 9 721 PMID: 30555419
Xu et al (2011) The human immunodeficiency virus coat protein gp120 promotes forward trafficking and surface clustering of NMDA receptors in membrane microdomains. Am J Physiol Renal Physiol 31 17074 PMID: 22114277
Tabatadze et al (2015) Sex Differences in Molecular Signaling at Inhibitory Synapses in the Hippocampus. J Neurosci 35 11252 PMID: 26269634
Do you know of a great paper that uses (-)-Xestospongin C from Tocris? Please let us know.
Reviews for (-)-Xestospongin C
Average Rating: 4.7 (Based on 3 Reviews.)
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By
Mohammad Alqudah on 10/19/2022
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Smooth muscle
Used to inhibit IP3 receptors in smooth muscle strips in an organ bath at 10 uM
Used in inhibitor cocktail.
By
Anonymous on 12/03/2019
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Retinal rod bipolar cells
Retinal dissections were performed in HEPES-buffered extracellular solution containing glutamate inhibitor cocktail - 1 umol/L
Blocker of IP3 channels.
By
Sergiy Sylantyev on 05/19/2019
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Hippocampus
We used (-)-Xestospongin C (XeC) to block calcium release from endoplasmic reticulum via IP3 channels in presynaptic neurons. As a result, LPI, agonist of GPR55 receptor, failed to induce an increase of neurotransmitter release, since this process is calcium-dependent. As a sequence, after application of XeC there was no augmentation of the amplitude of evoked post-synaptic response in postsynaptic neuron: see image.
