A membrane-permeable antagonist of the inositol-1,4,5-triphosphate receptor
Related Products
Diastereomer(s)
10006797Araguspongin B
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Xestospongin C

Item No. 64950

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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
Synonyms
  • Araguspongine E
  • XeC
Molecular Formula
C28H50N2O2
Formula Weight
446.7
Purity
≥90%
Formulation
A clear film
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEthyl Acetate: SolubleMethyl Acetate: Soluble
SMILES
[H][C@@]1(N2CCC3)[C@H]3CCCCCC[C@H]4O[C@]5([H])N(CCC[C@H]5CCCCCC[C@H](CC2)O1)CC4
InChi Code
InChI=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-HCKQMYSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    10 µg

    $120

    Add

    50 µg

    $450

    Add

    100 µg

    $780

    Add

    250 µg

    $1,649

    Add
    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    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. 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).

    Product Citations

    Xian, H., Watari, K., Sanchez-Lopez, E., et al. Oxidized DNA fragments exit mitochondria via mPTP- and VDAC-dependent channels to activate NLRP3 inflammasome and interferon signaling. Immunity 55(8), 1370-1385 (2022).