Tricyclo-decan-9-yl-xanthogenate (racemate)
D609 · D609 ,98% · D609,D-609 · D-609 POTASSIUM · D609 POTASSIUM SALT · D609, 10 mM in DMSO · D609 potassium salt,98% · Tricyclodecan-9-yl xanthate
Identifikatoren & physikalische Daten
| CAS No. | 83373-60-8 |
|---|---|
| Summenformel | C11H16OS2 |
| Durchschnittliche Molmasse | 228,4 g/mol |
| Monoisotopische Masse | 228,06425748 g/mol |
| SMILES | S=C(S)OC1CC2CC1C1CCCC21 |
| InChIKey | PWLXJBSAUKKGCM-UHFFFAOYSA-N |
| PubChem CID | 2941 |
| ChEMBL | CHEMBL1161894 |
| ChEBI | CHEBI:94441 |
Chemische & physikalische Eigenschaften
| XLogP | 4,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 42,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 266 |
| Lagerbedingungen | 0-6°C |
| Löslichkeit | H2O: 300 mg/mLSoluble to 100 mM in water |
| Aggregatzustand | solid |
| Farbe | off-white |
| Biologische Quelle | synthetic (organic) |
| InChI | 1S/C11H16OS2.K/c13-11(14)12-10-5-6-4-9(10)8-3-1-2-7(6)8/h6-10H,1-5H2,(H,13,14)/q+1/p-1/t6-,7,8,9-,10/m1./s1 |
| InChIKey | IGULCCCBGBDZKQ-HJPGVBIPSA-M |
| SMILES | [K]SC(=S)OC1CC2CC1C3CCCC23 |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Zollcode | 29333990 |
| R-Sätze (R) | 22 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
D609 is a xanthate and a competitive inhibitor of phosphatidylcholine-specific phospholipase C (PC-PLC; Ki = 6.4 μM). It has no effect on bacterial phosphatidylinositol-specific PLC, bovine pancreatic PLA2, or phospholipase D. D609 reduces sphingomyelin synthase activity by 55.5 and 90.5% in membrane preparations when used at concentrations of 100 and 200 mg/ml, respectively. Similar to other xanthates, D609 has antioxidant, antiviral, and anti-tumor activities. In addition, it has anti-inflammatory actions, inhibiting LPS-stimulated expression of nitric oxide synthase (NOS) in phagocytes (IC50 = 20 μg/ml) and IL-1β-induced expression of vascular cell adhesion molecule 1 (VCAM-1) in endothelial cells.
Verwenden
D609 has been used as a phosphatidylcholine-specific phospholipase C (PC-PLC) inhibitor in mouse bone marrow derived monocytes. D609 has also been reported to significantly reduce the elevated levels of phosphatidylethanolamine binding protein 1 (PEBP1) in apolipoprotein E-/- mice.