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54857-86-2

中文名稱 5-(十四烷基氧)-2-糠酸
英文名稱 5-(TETRADECYLOXY)-2-FUROIC ACID
CAS 54857-86-2
分子式 C19H32O4
分子量 324.45
MOL 文件 54857-86-2.mol
更新日期 2025/01/01 10:44:31
54857-86-2 結(jié)構(gòu)式 54857-86-2 結(jié)構(gòu)式

基本信息

中文別名
化合物TOFA
5-(十四烷氧基)-2-糠酸
5-(十四烷基氧)-2-糠酸
乙酰輔酶A羧化酶-Α(ACCA)變構(gòu)抑制劑(TOFA)
英文別名
TOFA
mdl14514
RMI-14514
TOFA (RMI14514
RMI14514
MDL14514
TOFA (RMI14514:MDL14514)
5-tetradecyloxy-2-furonicacid
5-(TETRADECYLOXY)-2-FUROIC ACID
5-(TETRADECYLOXY)-2-FUROIC TOFA
TOFA - CAS 54857-86-2 - Calbiochem
所屬類別
生物:小分子化合物

物理化學(xué)性質(zhì)

熔點112-115 °C
儲存條件-20°C
溶解度DMSO: 2.5 mg/mL
形態(tài)solid
顏色白色至米色
穩(wěn)定性可在-20°下的DMSO或乙醇溶液保存長達1個月。

安全數(shù)據(jù)

WGK Germany2
RTECS號LU0288000
海關(guān)編碼29321900

常見問題列表

應(yīng)用
5-(十四烷基氧)-2-糠酸可作為有機合成中間體和醫(yī)藥中間體,可用于實驗室研發(fā)過程和化工醫(yī)藥生產(chǎn)過程中。
生物活性
TOFA (5-(Tetradecyloxy)-2-furoic acid, Tyrphostin 46,Tyrphostin A46,Tyrphostin B40)是acetyl-CoA carboxylase-α (ACCA)的變構(gòu)抑制劑。在細胞內(nèi)TOFA轉(zhuǎn)化為TOFyl-CoA (5-tetradecyloxy-2-furoyl-CoA),對ACCA具有變構(gòu)抑制作用。 TOFA阻止脂肪酸合成,并以劑量依賴性方式誘導(dǎo)細胞死亡。
靶點
TargetValue
ACCA
()
體外研究

TOFA (5-tetradecyloxy-2-furoic acid) is cytotoxic to lung cancer cells NCI-H460 and colon carcinoma cells HCT-8 and HCT-15, with an IC 50 at approximately 5.0, 5.0, and 4.5 μg/mL, respectively. TOFA at 1.0–20.0 μg/mL effectively blocks fatty acid synthesis and induces cell death in a dose-dependent manner. TOFA is found to be cytotoxic to COC1 and COC1/DDP cells with IC 50 values of ~26.1 and 11.6 μg/mL, respectively. TOFA inhibits the proliferation of the cancer cells examined in a time and dose dependent manner, arrests the cells in the G0/G1 cell cycle phase and induces apoptosis. Acetyl-CoA-carboxylase-α (ACCA) is a key enzyme in the regulation of fatty acids synthesis. Inhibition of ACCA by TOFA decreases fatty acid synthesis and induces caspase activation and cell death in most PCa cell lines.

體內(nèi)研究

TOFA inhibits COC1/DDP cell growth in ovarian tumor mouse xenografts. The tumor growth rate is signifi?cantly inhibited by TOFA compared with the DMSO treated control mice (1649±356.3 vs. 5128±390.4 mm 3 . No toxicity is observed in the heart, liver, spleen, lung, kidney and intestinal tissues. By inhibiting ACC, TOFA may be a promising small molecule agent for ovarian cancer therapy.

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