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88903-69-9

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  • 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 No: 88903-69-9

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  • 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 No: 88903-69-9

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  • (-)-Xestospongin C;(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

    Cas No: 88903-69-9

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  • Wuxi Morality Chemical Co., Ltd
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88903-69-9 Usage

Description

Xestospongin C, also known as the synthetic form of the macrocyclic bis-1-oxaquinolizidine, is a marine natural product first isolated from Pacific basin sponges, specifically the Okanowan marine sponge. It is an organic heteropentacyclic compound that acts as a potent and reversible inhibitor of IP3-mediated Ca2+ release, with an IC50 of 358 nM. Xestospongin C is known for its vasodilatory properties and its ability to antagonize the calcium-releasing action of inositol-1,4,5-trisphosphate (IP3) at the receptor level. It is a useful tool for probing the involvement of IP3 receptors in cellular signaling and is cell permeable.

Uses

Used in Pharmaceutical and Biomedical Research:
Xestospongin C is used as a potent, membrane-permeable IP3 receptor blocker for studying the role of IP3 receptors in cellular signaling and intracellular calcium mobilization. It is particularly useful in experiments involving guinea-pig ileum permeabilized with alpha toxin, where it has been shown to inhibit the IP3 receptor but not the ryanodine receptor in SR membranes.
Used in Smooth Muscle Cell Research:
In intact smooth muscle cells, Xestospongin C is used to inhibit voltage-dependent Ca2+ and K+ currents at a concentration range similar to that at which it inhibits the IP3 receptor. This makes it a valuable tool for investigating the mechanisms underlying smooth muscle cell function and dysfunction.
Used in Vasodilation Studies:
Due to its vasodilatory properties, Xestospongin C is used in research aimed at understanding the regulation of vascular tone and the role of intracellular calcium in vascular smooth muscle cells. It has been shown to block the increase in intracellular calcium in these cells completely at a concentration of 25 μM.
Used in Inhibiting Sarcoplasmic Reticulum Ca2+ ATPase Pump:
Xestospongin C is also used in studies involving the sarcoplasmic reticulum Ca2+ ATPase pump, as it has been found to inhibit this pump at concentrations of 700 nM. This application is important for understanding the mechanisms of calcium transport and storage in cells.

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

Check Digit Verification of cas no

The CAS Registry Mumber 88903-69-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,9,0 and 3 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 88903-69:
(7*8)+(6*8)+(5*9)+(4*0)+(3*3)+(2*6)+(1*9)=179
179 % 10 = 9
So 88903-69-9 is a valid CAS Registry Number.

88903-69-9 Well-known Company Product Price

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  • Sigma

  • (X2628)  Xestospongin C  film

  • 88903-69-9

  • X2628-10UG

  • 3,846.96CNY

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  • Sigma

  • (X2628)  Xestospongin C  film

  • 88903-69-9

  • X2628-50UG

  • 13,817.70CNY

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88903-69-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name XESTOSPONGIN C

1.2 Other means of identification

Product number -
Other names [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

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

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