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D609

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D609 Basic information

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
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D609 Chemical Properties

storage temp. 
0-6°C
solubility 
H2O: 300 mg/mL
form 
solid
color 
off-white
Water Solubility 
Soluble to 100 mM in water
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Safety Information

Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29333990

MSDS

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D609 Usage And Synthesis

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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