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Product Name: | D609 | Synonyms: | TRICYCLODECAN-9-YL XANTHOGENATE K;TRICYCLODECAN-9-YL XANTHOGENATE POTASSIUM SALT;D609, Potassium Salt - CAS 83373-60-8 - Calbiochem;CARBONODITHIOIC ACID, O-(OCTAHYDRO-4,7-METHANO-1H-INDEN-5-YL) ESTER POTASSIUM;D609;D-609 POTASSIUM;D609 POTASSIUM SALT;O-TRICYCLO[5.2.1.0(2,6)]DEC-9-YL DITHIOCARBONATE POTASSIUM SALT | CAS: | 83373-60-8 | MF: | C11H17KOS2 | MW: | 268.47 | EINECS: | 280-379-9 | Product Categories: | Lipid signaling | Mol File: | 83373-60-8.mol | |
storage temp. | 0-6°C | solubility | H2O: 300 mg/mL | form | solid | color | off-white | Water Solubility | Soluble to 100 mM in water |
Risk Statements | 22 | Safety Statements | 24/25 | WGK Germany | 3 | HS Code | 29333990 |
Description | 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. | Chemical Properties | white to off-white solid | Uses | 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. | Biological Activity | Selective competitive phosphatidyl choline-specific phospholipase C (PC-PLC) inhibitor (K i = 6.4 μ M); antiviral and antitumor agent. Suppresses LPS- and IFN γ -induced NO production (IC 50 = 20 mg/ml) and blocks oxidative glutamate toxicity in nerve cells. Antioxidant in vivo . | Biochem/physiol Actions | D609 can block the production of diacylglycerol (DAG) in the cell. D609 functions by inhibiting the phospholipase C-mediated hydrolysis of the phosphate bond present in phosphatidylcholine and other glycerophospholipids. | storage | Desiccate at -20°C | references | 1. a) e. amtmann, drugs exp clin res 1996, 22, 287-294; b) r. m. adibhatla, j. f. hatcher and a. gusain, neurochem res 2012, 37, 671-679. 2. l. paris, s. cecchetti, f. spadaro, l. abalsamo, l. lugini, m. e. pisanu, e. iorio, p. g. natali, c. ramoni and f. podo, breast cancer res 2010, 12, r27. 3. a) k. tschaikowsky, m. meisner, f. schonhuber and e. rugheimer, br j pharmacol 1994, 113, 664-668; b) r. r. cobb, k. a. felts, g. c. parry and n. mackman, mol pharmacol 1996, 49, 998-1004. |
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