所有图片(2)
别名:
D609
经验公式（希尔记法）:
C11H15KOS2
CAS号:
分子量:
266.46
EC 号:
MDL编号:
UNSPSC代码:
41106300
PubChem化学物质编号:
NACRES:
NA.77
推荐产品
生物来源
synthetic (organic)
质量水平
检测方案
≥95%
形式
solid
颜色
off-white to yellow
溶解性
H2O: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
acetone: easily soluble
diethyl ether: insoluble
hydrocarbons: insoluble
SMILES字符串
[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
应用
D609已被用作小鼠骨髓衍生的单核细胞中磷脂酰胆碱特异性磷脂酶C（PC-PLC）抑制剂。据报道，D609可以显著降低载脂蛋白 E-/-小鼠中磷脂酰乙醇胺结合蛋白1（PEBP1）的水平升高。
生化/生理作用
D609可以阻止细胞中二酰基甘油（DAG）的产生。D609通过抑制磷脂酶C介导的磷脂酰胆碱和其他甘油磷脂中存在的磷酸酯键的水解而起作用。
磷脂酰胆碱特异性磷脂酶C (PLC)和HIV-1抑制剂。 黄原酸酯衍生物具有体外抗肿瘤活性。
制备说明
O-三环[5.2.1.02,6]癸-9-基二硫代碳酸酯或D609以50 mg / ml的速度溶于水，并产生透明至微浑浊，无色至浅黄色溶液。 它也可溶于丙酮。 但不溶于醚和烃。
由于可能发生酯交换反应，因此不应制备酒精溶液。 该产物在溶液中非常不稳定（在组织培养基中半衰期为1.5天），并且在pH低于6.0时容易水解。因此，应在使用前立即配制溶液，并且必须丢弃未使用的溶液。对于组织培养制剂，培养基应缓冲至pH 6.0-7.5。不得使用HEPES缓冲液，因为它会使本产品有毒。
由于可能发生酯交换反应，因此不应制备酒精溶液。 该产物在溶液中非常不稳定（在组织培养基中半衰期为1.5天），并且在pH低于6.0时容易水解。因此，应在使用前立即配制溶液，并且必须丢弃未使用的溶液。对于组织培养制剂，培养基应缓冲至pH 6.0-7.5。不得使用HEPES缓冲液，因为它会使本产品有毒。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Rieko Yachi et al.
Genes to cells : devoted to molecular & cellular mechanisms, 17(8), 720-727 (2012-07-04)
Sphingomyelin (SM) is an abundant phospholipid in cell membranes. However, owing to the lack of appropriate probes, the subcellular distribution of SM remains unclear. In this study, we examined the localization of SM in COS-1 cells (green monkey kidney cells)
Rao Muralikrishna Adibhatla et al.
Neurochemical research, 37(4), 671-679 (2011-11-22)
Tricyclodecan-9-yl-xanthogenate (D609) is known for its antiviral and antitumor properties. D609 actions are widely attributed to inhibiting phosphatidylcholine (PC)-specific phospholipase C (PC-PLC). D609 also inhibits sphingomyelin synthase (SMS). PC-PLC and/or SMS inhibition will affect lipid second messengers 1,2-diacylglycerol (DAG) and/or
Laura Abalsamo et al.
Breast cancer research : BCR, 14(2), R50-R50 (2012-03-21)
Acquisition of mesenchymal characteristics confers to breast cancer (BC) cells the capability of invading tissues different from primary tumor site, allowing cell migration and metastasis. Regulators of the mesenchymal-epithelial transition (MET) may represent targets for anticancer agents. Accruing evidence supports
Chiharu Fujihara et al.
Journal of cellular physiology, 234(5), 7149-7160 (2018-10-30)
Fibroblast growth factor-2 (FGF-2) stimulates periodontal regeneration by a broad spectrum of effects on periodontal ligament (PDL) cells, such as proliferation, migration, and production of extracellular matrix. A critical factor in the success of periodontal regeneration is the rapid resolution
Li Wang et al.
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
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