T8543
O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate potassium salt
synthetic (organic), ≥95%, phosphatidylcholine-specific phospholipase C (PC-PLC) inhibitor, solid
Synonym(s):
D609
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About This Item
Empirical Formula (Hill Notation):
C11H15KOS2
CAS Number:
Molecular Weight:
266.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106300
EC Number:
280-379-9
MDL number:
Product Name
O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate potassium salt, ≥95%, solid
biological source
synthetic (organic)
Quality Level
assay
≥95%
form
solid
color
off-white to yellow
solubility
H2O: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow, acetone: easily soluble, diethyl ether: insoluble, hydrocarbons: insoluble
SMILES string
[K]SC(=S)OC1CC2CC1C3CCCC23
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
InChI key
IGULCCCBGBDZKQ-HJPGVBIPSA-M
Application
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.
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.
Phosphatidylcholine-specific phospholipase C (PLC) and HIV-1 inhibitor. Xanthogenate derivative with in vitro anti-tumor activity.
Preparation Note
O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate or D609 is soluble in water at 50 mg/ml and yields a clear to slightly hazy, colorless to light yellow solution. It is also soluble in acetone. However, it is insoluble in ether and hydrocarbons.
Alcoholic solutions should not be prepared due to the possibility of transesterification. The product is very labile in solution (1.5 days half-life in tissue culture medium) and is readily hydrolyzed below pH 6.0. Hence, solutions should be prepared immediately before use and unused solutions must be discarded. For tissue culture preparations, the media should be buffered to pH 6.0-7.5. HEPES buffer must not be used as it renders this product toxic.
Alcoholic solutions should not be prepared due to the possibility of transesterification. The product is very labile in solution (1.5 days half-life in tissue culture medium) and is readily hydrolyzed below pH 6.0. Hence, solutions should be prepared immediately before use and unused solutions must be discarded. For tissue culture preparations, the media should be buffered to pH 6.0-7.5. HEPES buffer must not be used as it renders this product toxic.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The Journal of physiology, 591(20), 5005-5015 (2013-08-21)
We previously found that phosphatidylcholine-specific phospholipase C (PC-PLC) was a key inducing element of atherosclerosis, and might negatively regulate human umbilical vein endothelial cell (HUVEC) autophagy. To further investigate the mechanism of PC-PLC action, we initially identified phosphatidylethanolamine binding protein