A competitive inhibitor of PC-specific PLC
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D609 (potassium salt)

Item No. 13307

Technical Information
Formal Name
O-(octahydro-4,7-methano-1H-inden-5-yl) ester, carbonodithioic acid, monopotassium salt
CAS Number
83373-60-8
Synonyms
  • Tricyclodecan-9-yl xanthogenate
Molecular Formula
C11H15OS2 • K
Formula Weight
Purity
≥90%
A crystalline solid
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 0.3 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
231, 304 nm
SMILES
[S-]C(OC1CC2C(CCC3)C3C1C2)=S.[K+]
InChi Code
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
InChi Key
IGULCCCBGBDZKQ-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    D609 is a xanthate and a competitive inhibitor of phosphatidylcholine-specific phospholipase C (PC-PLC; Ki = 6.4 µM).1 It has no effect on bacterial phosphatidylinositol-specific PLC, bovine pancreatic PLA2, or phospholipase D.2 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.3 Similar to other xanthates, D609 has antioxidant, antiviral, and anti-tumor activities.2 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.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Amtmann, E. The antiviral, antitumoural xanthate D609 is a competitive inhibitor of phosphatidylcholine-specific phospholipase C. Drugs Exp. Clin. Res. 22, 287-294 (1996).

    2. Adibhatla, R.M., Hatcher, J.F., and Gusain, A. Tricyclodecan-9-yl-xanthogenate (D609) mechanism of actions: A mini-review of literature. Neurochem. Res. 37(4), 671-679 (2012).

    3. Luberto, C., and Hannun, Y.A. Sphingomyelin synthase, a potential regulator of intracellular levels of ceramide and diacylglycerol during SV40 transformation. Does sphingomyelin synthase account for the putative phosphatidylcholine-specific phospholipase C? The Journal of Biological Chemisty 273(23), 14550-14559 (1998).

    4. Tschaikowsky, K., Meisner, M., Schönhuber, F., et alInduction of nitric oxide synthase activity in phagocytic cells inhibited by tricyclodecan-9-yl-xanthogenate (D609). Br. J. Pharmacol. 113(3), 664-668 (1994).

    5. Cobb, R.R., Felts, K.A., Parry, G.C.N., et alD609, a phosphatidylcholine-specific phospholipase C inhibitor, blocks interleukin-1β-induced vascular cell adhesion molecule 1 gene expression in human endothelial cells. Mol. Pharmacol. 49(6), 998-1004 (1996).