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| XESTOSPONGIN C Basic information |
| Product Name: | XESTOSPONGIN C | | Synonyms: | ARGUSPONGINE E;[1R-(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;XESTOSPONGIN C;XEC;XESTOSPONGIN;(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;PQYOPBRFUUEHRC-HCKQMYSWSA-N;5H,17H-1,23:11,13-Diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine, eicosahydro-, (1R,4aR,11R,12aS,13S,16aS,23R,24aS)- | | CAS: | 88903-69-9 | | MF: | C28H50N2O2 | | MW: | 446.71 | | EINECS: | | Product Categories: | | Mol File: | 88903-69-9.mol |
| XESTOSPONGIN C Chemical Properties |
| storage temp. | -20°C | | solubility | DMSO: soluble | | form | film | | color | off-white | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| XESTOSPONGIN C Usage And Synthesis |
| Description | Xestospongin C (88903-69-9) is a potent and reversible inhibitor of IP3-mediated Ca2+?release, IC50?= 358 nM.1?Experiments with guinea-pig ileum permeabilized with alpha toxin revealed that Xestospongin C inhibits the IP3 receptor but not the ryanodine receptor in SR membranes. In intact smooth muscle cells it inhibits voltage-dependent Ca2+?and K+?currents at a concentration range similar to that at which it inhibits the IP3 receptor. Xestospongin C is a useful tool for probing the involvement of IP3 receptors in cellular signaling.3?Cell permeable. | | Uses | Xestospongin C is a marine natural product which was first isolated from Pacific basin sponges, and noted to have vasodilatory properties. Xestospongin C antagonizes the calcium-releasing action of inositol-1,4,5-trisphosphate (IP3) at the receptor level. Inositol phosphates are important signal transduction messengers acting via IP3 receptors to promote the mobilization of Ca2+ from intracellular stores. Xestospongin C blocks the increase in intracellular calcium in vascular smooth muscle cells completely at a concentration of 25 μM. Xestospongin C also inhibits the sarcoplasmic reticulum Ca2+ ATPase pump at concentrations of 700 nM. | | Uses | Xestospongin C is a potent, membrane-permeable IP3 receptor blocker. | | Definition | ChEBI: An organic heteropentacyclic compound that is isolated from the marine sponge Xestospongia exigua. | | 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. | | References | 1) Wilcox?et al. (1998),?New developments in the molecular pharmacology of the myo-inositol 1,4,5-trisphosphate receptor;? Trends Pharmacol. Sci.,?19?467
2) Ozaki?et al. (2002),?Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle;? Br. J. Pharmacol.,?137?1207
3) Kandasamy?et al. (2013),?Lipopolysaccharide induces endoplasmic store Ca2+-dependent inflammatory responses in lung microvessels;? PLoS One,?8?e63465 |
| XESTOSPONGIN C Preparation Products And Raw materials |
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