682160-M

Xestospongin C, Xestospongia sp.

An oxaquinolizidine alkaloid isolated from a marine sponge.

• Synonym(s): Xestospongin C, Xestospongia sp., XeC
• Empirical Formula (Hill Notation): C₂₈H₅₀N₂O₂
• Molecular Weight: 446.71
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: film
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white to off-white
• solubility: DMSO: 1 mg/mL; ethanol: 1 mg/mL; methanol: 1 mg/mL
• storage temp.: −20°C

Description

General description

A macrocyclic bis-1-oxaquinolizidine natural product isolated from a marine sponge. A very potent, reversible and membrane-permeable blocker of IP₃-mediated Ca²⁺ release (IC₅₀ = 358 nM) that does not interact with the IP₃-binding site. Displays high selectivity over the skeletal isoform of the ryanodine receptor type 1 (Ry₁R). Also blocks bradykinin- and carbamylcholine-induced Ca²⁺ efflux from the ER stores in a reversible manner.

An oxaquinolizidine alkaloid isolated from a marine sponge. A very potent, reversible, and membrane-permeable blocker of IP₃-mediated Ca²⁺ release (IC₅₀ = 358 nM) that does not interact with the IP₃-binding site. Displays high selectivity over the skeletal isoform of the ryanodine receptor type 1 (RyR-1). Also blocks bradykinin- and carbamylcholine-induced Ca²⁺ efflux from the endoplasmic reticulum stores in a reversible manner.

Biochem/physiol Actions

Primary Target
IP3-mediated Ca2+ release

Target IC₅₀: 358 nM in blocking IP3-mediated Ca2+ release

Warning

Toxicity: Harmful (C)

Preparation Note

Sonication may be required to achieve complete solubilization.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Oka, T., et al. 2002. Br. J. Pharmacol.135, 1959.
Gafni, J., et al. 1997. Neuron 19, 723.
Tinker, A., and Williams, A.J. 1995. Biophys. J. 68, 111.
Callaway, C., et al. 1994. J. Biol. Chem. 269, 15876.
Quirion, J.C., et al. 1992. J. Nat. Prod. 55, 1505.
Nakagawa, M., et al. 1984. Tetrahedron Lett.25, 3227.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable