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Key Documents

T8543

Sigma-Aldrich

O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate potassium salt

≥95%, solid

Synonyma:

D609

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C11H15KOS2
Číslo CAS:
Molekulová hmotnost:
266.46
EC Number:
MDL number:
UNSPSC Code:
41106300
PubChem Substance ID:
NACRES:
NA.77

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Osvědčení o analýze (COA)

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