XESTOSPONGIN C

Product Name: XESTOSPONGIN C
CAS No.: 88903-69-9
Chemical Name: XESTOSPONGIN C
Synonyms: XEC;XESTOSPONGIN;ARGUSPONGINE E;XESTOSPONGIN C;(-)-Xestospongin C;PQYOPBRFUUEHRC-HCKQMYSWSA-N;Xestospongin C((-)-Xestospongin C);Xestospongin C, IP3 receptor antagonist;Xestospongin C 4-((1H-Indol-7-yl)carbamoyl)phenyl diethylcarbamate;(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
CBNumber: CB0479020
Molecular Formula: C28H50N2O2
Formula Weight: 446.71
MOL File: 88903-69-9.mol

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XESTOSPONGIN C Property

Melting point:: 146-147 °C(Solv: acetone (67-64-1))
Boiling point:: 564.7±35.0 °C(Predicted)
Density: 1.05±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: DMSO: soluble
form: film
pka: 7.73±0.20(Predicted)
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.

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: X2628
Product name: Xestospongin C
Purity: film
Packaging: 10μg
Price: $476
Updated: 2025/07/31

Sigma-Aldrich

Product number: X2628
Product name: Xestospongin C
Purity: film
Packaging: 50μg
Price: $1720
Updated: 2025/07/31

Cayman Chemical

Product number: 64950
Product name: Xestospongin C
Purity: ≥90%
Packaging: 10μg
Price: $86
Updated: 2024/03/01

Cayman Chemical

Product number: 64950
Product name: Xestospongin C
Purity: ≥90%
Packaging: 50μg
Price: $353
Updated: 2024/03/01

Cayman Chemical

Product number: 64950
Product name: Xestospongin C
Purity: ≥90%
Packaging: 100μg
Price: $629
Updated: 2024/03/01

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XESTOSPONGIN C Chemical Properties,Usage,Production

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.

storage

Store at -20°C

References

[1] R A WILCOX. New developments in the molecular pharmacology of the myo-inositol 1,4,5-trisphosphate receptor.[J]. Trends in pharmacological sciences, 1998, 19 11: 467-475. DOI:10.1016/s0165-6147(98)01260-7
[2] HIROSHI OZAKI. Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle[J]. British Journal of Pharmacology, 2009, 137 8: 1207-1212. DOI:10.1038/sj.bjp.0704988
[3] KATHIRVEL KANDASAMY. Lipopolysaccharide induces endoplasmic store Ca2+-dependent inflammatory responses in lung microvessels.[J]. PLoS ONE, 2013: e63465. DOI:10.1371/journal.pone.0063465

XESTOSPONGIN C Preparation Products And Raw materials

Raw materials

Preparation Products

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XESTOSPONGIN C Suppliers

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88903-69-9, XESTOSPONGIN CRelated Search:

Tacrolimus Prostaglandin E2 Resveratrol Brefeldin A (+)-XESTOSPONGIN A Xestospongin C**Do not take new orders, alternative 682162** XESTOSPONGIN D, XESTOSPONGIA SPECIES,XESTOSPONGIN D (+)-XESTOSPONGIN B Xestospongin D, Xestospongia sp. XESTOSPONGIN C

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)-

(-)-Xestospongin C

Xestospongin C 4-((1H-Indol-7-yl)carbamoyl)phenyl diethylcarbamate

Xestospongin C((-)-Xestospongin C)

Xestospongin C, IP3 receptor antagonist

88903-69-9

C28H50N2O2

Cell Signaling and Neuroscience

Cell Biology

BioChemical

Intracellular Calcium Signaling

Intracellular Calcium Regulators