(-)-Xestospongin C
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
(-)-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
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.
Background References
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Molecular mechanisms underlying the rapid arrhythmogenic action of bisphenol A in female rat hearts.
Gao X, Liang Q, Chen Y, Wang H
Endocrinology, 2013;154(12):4607-17. -
Connexin 43 hemichannels contribute to cytoplasmic Ca2+ oscillations by providing a bimodal Ca2+-dependent Ca2+ entry pathway.
De Bock M, Wang N, Bol M, Decrock E, Ponsaerts R, Bultynck G, Dupont G, Leybaert L
J. Biol. Chem., 2012;287(15):12250-66. -
BKCa channel regulates calcium oscillations induced by alpha-2-macroglobulin in human myometrial smooth muscle cells
M Wakle-Prab, RA Lorca, X Ma, SJ Stamnes, C Amazu, JJ Hsiao, CM Karch, KL Hyrc, ME Wright, SK England
Proc Natl Acad Sci USA, 2016;113(16):E2335-44. -
The role of the hypothalamic paraventricular nucleus and the organum vasculosum lateral terminalis in the control of sodium appetite in male rats.
Grafe L, Takacs A, Yee D, Flanagan-Cato L
J Neurosci, 2014;34(28):9249-60. -
Store-operated Ca2+ influx causes Ca2+ release from the intracellular Ca2+ channels that is required for T cell activation.
Dadsetan et al.
J.Biol.Chem., 2008;283:12512 -
Xestospongins: potent membrane permeable blockers of the inositol 1,4,5-trisphosphate receptor.
Gafni et al.
Neuron, 1997;19:723 -
Interactions of antagonists with subtypes of inositol 1,4,5-trisphosphate (IP3) receptor.
Saleem et al.
Br.J.Pharmacol., 2014;171:3298 -
Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle.
Ozaki et al.
Br.J.Pharmacol., 2002;137:1207
Product Datasheets
Citations for (-)-Xestospongin C
The citations listed below are publications that use Tocris products. Selected citations for (-)-Xestospongin C include:
16 Citations: Showing 1 - 10
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Mibefradil alters intracellular calcium concentration by activation of phospholipase C and IP3 receptor function
Authors: Bomfim Et al.
Mol.Biomed. 2021;12
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Cross-talk Between CD38 and TTP Is Essential for Resolution of Inflammation During Microbial Sepsis.
Authors: Joe Et al.
Cell Rep 2020;30:1063
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A Type IIb, but Not Type IIa, GnRH Receptor Mediates GnRH-Induced Release of Growth Hormone in the Ricefield Eel.
Authors: Chen Et al.
Front Endocrinol (Lausanne) 2018;9:721
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A group I metabotropic glutamate receptor controls synaptic gain between rods and rod bipolar cells in the mouse retina.
Authors: Hellmer Et al.
Physiol Rep 2018;6:e13885
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Neuronal Activity-Dependent Activation of Astroglial Calcineurin in Mouse Primary Hippocampal Cultures.
Authors: Lim Et al.
Int J Mol Sci 2018;19
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WNT5a is required for normal ovarian follicle development and antagonizes g.tropin responsiveness in granulosa cells by suppressing canonical WNT signaling.
Authors: Abedini Et al.
FASEB J 2016;30:1534
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Binding of αherpesvirus Glycoprotein H to Surface α4β1-Integrins Activates Calcium-Signaling Pathways and Induces Phosphatidylserine Exposure on the Plasma Membrane.
Authors: Azab Et al.
Endocrinology 2015;6
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Sex Differences in Molecular Signaling at Inhibitory Synapses in the Hippocampus.
Authors: Tabatadze Et al.
J Neurosci 2015;35:11252
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Differential regulation of GnRH secretion in the preoptic area (POA) and the median eminence (ME) in male mice.
Authors: Glanowska and Moenter
Cell Rep 2015;156:231
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Heterosynaptic structural plasticity on local dendritic segments of hippocampal CA1 neurons.
Authors: Oh Et al.
FASEB J 2015;10:162
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The role of the hypothalamic paraventricular nucleus and the organum vasculosum lateral terminalis in the control of sodium appetite in male rats.
Authors: Grafe Et al.
J Neurosci 2014;34:9249
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Microtubule dynamics at the growth cone are mediated by α7 nicotinic receptor activation of a Gαq and IP3 receptor pathway.
Authors: Nordman and Kabbani
J Neurosci 2014;28:2995
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UV light activates a Gαq/11-coupled phototransduction pathway in human melanocytes.
Authors: Bellono Et al.
J Gen Physiol 2014;143:203
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Synapse-specific and size-dependent mechanisms of spine structural plasticity accompanying synaptic weakening.
Authors: Oh Et al.
Proc Natl Acad Sci U S A 2013;110:E305
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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.
Authors: Belal Et al.
Hum Mol Genet 2012;21:963
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The human immunodeficiency virus coat protein gp120 promotes forward trafficking and surface clustering of NMDA receptors in membrane microdomains.
Authors: Xu Et al.
Am J Physiol Renal Physiol 2011;31:17074
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