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165393-06-6

中文名稱 尿石素C
英文名稱 Urolithin C
CAS 165393-06-6
分子式 C13H8O5
分子量 244.2
MOL 文件 165393-06-6.mol
更新日期 2025/01/07 18:54:23
165393-06-6 結(jié)構(gòu)式 165393-06-6 結(jié)構(gòu)式

基本信息

中文別名
尿石素C
3,8,9-三羥基-6H-苯并[C]色烯-6-酮
英文別名
Urolithin C
3,8,9-Trihydroxy-6H-benzo[c]chromen-6-one
3,8,9-Trihydroxy-6H-dibenzo[b,d]pyran-6-one
6H-Dibenzo[b,d]pyran-6-one, 3,8,9-trihydroxy-
所屬類別
生物化工:激動(dòng)劑抑制劑

物理化學(xué)性質(zhì)

熔點(diǎn)>300°C
沸點(diǎn)605.4±55.0 °C(Predicted)
密度1.640±0.06 g/cm3(Predicted)
儲(chǔ)存條件Inert atmosphere,Room Temperature
溶解度可溶于DMSO(輕微)、甲醇(輕微、加熱)
酸度系數(shù)(pKa)7.51±0.20(Predicted)
形態(tài)固體
顏色灰白色至淺棕色
穩(wěn)定性吸濕性
LogP1.615 (est)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H302-H315-H319-H335

常見問題列表

生物活性
Urolithin C, 是鞣花酸的多酚類腸道微生物代謝產(chǎn)物,是胰島素分泌 (insulin secretion) 的葡萄糖依賴性激活劑。Urolithin C 是一種 L 型 Ca2+ 通道開放劑,可增強(qiáng) Ca2+ 的流入。Urolithin C 通過線粒體介導(dǎo)的途徑誘導(dǎo)細(xì)胞凋亡 (apoptosis),并刺激活性氧 (ROS) 的形成。
靶點(diǎn)

Insulin secretion
L-type Ca 2+ channel
Reactive oxygen species (ROS)
Apoptosis

體外研究

Urolithin C (20-100 μM; 1 hour; INS-1 cells) treatment enhances glucose-induced extracellular signal-regulated kinases 1/2 (ERK1/2) activation in INS-1 β-cells.
Urolithin C significantly inhibits the proliferation of PC12 cells. Urolithin C treatment actively increases the lactate dehydrogenase (LDH) release and lipid peroxidation malondialdehyde (MDA), stimulates reactive oxygen species (ROS) formation and mitochondrial membrane depolarization, and caused calcium dyshomeostasis.
Urolithin C treatment induces apoptosis and S phase cell cycle arrest.

Western Blot Analysis

Cell Line: INS-1 cells
Concentration: 20 μM, 100 μM
Incubation Time: 1 hour
Result: Enhanced glucose-induced extracellular signal-regulated kinases 1/2 (ERK1/2) activation.
體內(nèi)研究

The pharmacokinetics of Urolithin C (10 mg/kg; intraperitoneal administration) in male Wistar rat (140-160 g) are studied. The half-life of the terminal part is 11.3 h and the total clearance (CL/F) is 3.41 L/h/kg. The initial volume of distribution (V 1 /F) and the steady-state volume of distribution (Vss/F) are 0.831 L/kg and 55.6 L/kg, respectively.

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