Xestospongin c

Base Information

• Chemical Name: Xestospongin c
• CAS No.: 88903-69-9
• Deprecated CAS: 123000-03-3
• Molecular Formula: C28H50N2O2
• Molecular Weight: 446.71
• DSSTox Substance ID: DTXSID50893520
• Nikkaji Number: J1.005.675F
• Wikidata: Q81982600
• Metabolomics Workbench ID: 141332
• ChEMBL ID: CHEMBL515501
• Mol file: 88903-69-9.mol

Synonyms:XeC compound;xestospongin C

Chemical Property of Xestospongin c

Chemical Property:

• Appearance/Colour: off-white
• Boiling Point: 564.694 °C at 760 mmHg
• Flash Point: 145.63 °C
• PSA: 24.94000
• Density: 1.06g/cm³
• LogP: 6.21100
• Storage Temp.: −20°C
• Solubility.: DMSO: soluble
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 446.38722884
• Heavy Atom Count: 32
• Complexity: 510

Purity/Quality:

98%,99%, ^*data from raw suppliers

Xestospongin C ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2CCN3CCCC(C3O2)CCCCCCC4CCN5CCCC(C5O4)CC1
• Isomeric SMILES: C1CCC[C@@H]2CCN3CCC[C@@H]([C@@H]3O2)CCCCCC[C@@H]4CCN5CCC[C@H]([C@@H]5O4)CC1
• Description: Xestospongin C (88903-69-9) is a potent and reversible inhibitor of IP3-mediated Ca2+?release, IC50?= 358 nM.1?Experiments with guinea-pig ileum permeabilized with alpha toxin revealed that Xestospongin C inhibits the IP3 receptor but not the ryanodine receptor in SR membranes. In intact smooth muscle cells it inhibits voltage-dependent Ca2+?and K+?currents at a concentration range similar to that at which it inhibits the IP3 receptor. Xestospongin C is a useful tool for probing the involvement of IP3 receptors in cellular signaling.3?Cell permeable.
• Uses: Xestospongin C is a marine natural product which was first isolated from Pacific basin sponges, and noted to have vasodilatory properties. 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. Xestospongin C also inhibits the sarcoplasmic reticulum Ca2+ ATPase pump at concentrations of 700 nM. Xestospongin C is a potent, membrane-permeable IP3 receptor blocker.