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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Xestospongin C

Cayman Chemical Item Number 64950

Araguspongine E; XeC (CAS 88903-69-9)

Xestospongin C (CAS 88903-69-9)

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Description

Xestospongin C is a marine natural product which was first isolated from Pacific basin sponges, and noted to have vasodilatory properties.1 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.2 Xestospongin C also inhibits the sarcoplasmic reticulum Ca2+ ATPase pump at concentrations of 700 nM.3

1 Nakagawa, M., and Endo, M. Structures of xestospongin A, B, C and D, novel vasodilative compounds from marine sponge, Xestospongia exigua. Tetrahedron Lett 25(30) 3227-3230 (1984).

2 Gafni, J., Munsch, J.A., Lam, T.H., et al. Xestospongins: Potent membrane permeable blockers of the inositol 1,4,5-triphosphate receptor. Neuron 19 723-733 (1997).

3 Castonguay, A., and Robitaille, R. Xestospongin C is a potent inhibitor of SERCA at a vertabrate synapse. Cell Calcium 32(1) 39-47 (2002).

Synonyms
  • Araguspongine E
  • XeC
Formal Name [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-​b1]dipyridine
CAS Number 88903-69-9
Molecular Formula C28H50N2O2
Formula Weight 446.7
Formulation A clear film
Purity >90%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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C1CCC[C@H]​2CCCN3CCC(CCCCCCC4CCCN5CCC(CC1)​O[C@H]​45)​O[C@H]​23

Background Reading

Nakagawa, M., and Endo, M. Structures of xestospongin A, B, C and D, novel vasodilative compounds from marine sponge, Xestospongia exigua. Tetrahedron Lett 25(30) 3227-3230 (1984).

Gafni, J., Munsch, J.A., Lam, T.H., et al. Xestospongins: Potent membrane permeable blockers of the inositol 1,4,5-triphosphate receptor. Neuron 19 723-733 (1997).

Castonguay, A., and Robitaille, R. Xestospongin C is a potent inhibitor of SERCA at a vertabrate synapse. Cell Calcium 32(1) 39-47 (2002).

Size Price Quantity Subtotal
50 µg $280.00 $0.00
100 µg $532.00 $0.00
250 µg $1,260.00 $0.00
1 mg $3,920.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-11. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Batch-specific Information

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FAQs

What is the solubility of Xestospongin in water?

Xestospongin is only slightly soluble in aqueous solvents. It is suggested to first dissolve the compound in an organic solvent and then make dilutions with an aqueous solvent to get it into any type of aqueous solution.

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