(+)-Xestospongin A
Item № 10006794
CAS № 88840-02-2
Purity >90%
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CART TOTAL $0.00
50 µg $165.00 $0.00
100 µg $314.00 $0.00
250 µg $743.00 $0.00

Pricing updated 2015-09-04. Prices are subject to change without notice.

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Description
Synonyms
  • Araguspongin D
  • XeA

Xestospongins are marine natural products first isolated from pacific basin sponges, and noted to have vasodilatory properties.1 Inositol phosphates (IPs) are important signal transduction messengers acting via IP3 receptors to promote the mobilization of Ca2+ from intracellular stores.2 XestosponginA antagonizes the calcium-releasing action of inositol-1,4,5-trisphosphate at the receptor level in cerebral microsomes, with an IC50 of 2.5 µM.3 It is thus about ten times less potent than XestosponginC as an antagonist of the IP3 receptor.

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Technical Information
Formal Name [1R-​(1R*,​4aR*,​11R*,​12aS*,​13R*,​16aR*,​23R*,​24aS*)]-​eicosahydro-​5H,​17H-​1,​23:11,​13-​diethano-​2H,​14H-​[1,​11]dioxacyclo-​eicosino[2,​3-​b:12,​13-​b’]dipyridine
CAS Number 88840-02-2
Synonyms
  • Araguspongin D
  • XeA
Molecular Formula C28H50N2O2
Formula Weight 446.7
Purity >90%
Formulation A solution in acetone
SMILES [H]​[C@@]​12N(CCC[C@H]​2CCCCCC[C@H]​3O[C@]​4([H]​)​[C@@H]​(CCCN4CC3)​CCCCCC5)​CC[C@@H]​5O1
InChI Code ​1S/C28H50N2O2/c1-3-7-15-25-17-21-30-20-10-14-24(28(30)​31-25)​12-6-2-4-8-16-26-18-22-29-19-9-13-23(11-5-1)​27(29)​32-26/h23-28H,1-22H2/t23-,24-,25-,26-,27-,28-/m1/s1
InChI Key PQYOPBRFUUEHRC-BXZOIBFVSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Additional Information

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References & Background Reading
Product Description References

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. Majerus, P.W. Inositol phosphate biochemistry. Annu Rev Biochem 61 225-250 (1992).

3. 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).

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