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(+)-Xestospongin A
Cayman Chemical Item Number 10006794
Description
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.
Synonyms Araguspongin D
XeA
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
Molecular Formula C28H50N2O2
Formula Weight 446.7
Formulation A solution in acetone
Purity >90%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
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 |