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35730-78-0

中文名稱(chēng) 菜薊苦素
英文名稱(chēng) cynaropicrin
CAS 35730-78-0
分子式 C19H22O6
分子量 346.37
MOL 文件 35730-78-0.mol
更新日期 2024/10/25 15:17:19
35730-78-0 結(jié)構(gòu)式 35730-78-0 結(jié)構(gòu)式

基本信息

中文別名
菜薊苦素
英文別名
Cynaropikrin
cynaropicrin
CYNAROPICRIN(SH)
Cynaropicrin - Cynara cardunculus (artichoke)
2-Hydroxymethylpropenoic acid (3aR,4S,6aβ,9aβ,9bα)-dodecahydro-8α-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester
2-Propenoic acid, 2-(hydroxymethyl)-, (3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester
2-methylolacrylic acid [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-2-keto-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] ester
[(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
所屬類(lèi)別
生物化工:植物提取物

物理化學(xué)性質(zhì)

沸點(diǎn)566.2±50.0 °C(Predicted)
密度1.28±0.1 g/cm3 (20 ºC 760 Torr)
儲(chǔ)存條件-20°C, protect from light
溶解度DMSO:50.0(Max Conc. mg/mL);144.35(Max Conc. mM)
酸度系數(shù)(pKa)13.52±0.10(Predicted)
形態(tài)Oil
顏色Off-white to light yellow
LogP1.340 (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H317

常見(jiàn)問(wèn)題列表

生物活性
Cynaropicrin 是一種倍半萜內(nèi)酯,可以抑制腫瘤壞死因子 (TNF-α) 的釋放,在鼠和人巨噬細(xì)胞的 IC50 值分別為 8.24 和 3.18 μM。 Cynaropicrin 也抑制軟骨降解因子 (MMP13) 的增加并抑制 NF-κB 的信號(hào)傳導(dǎo)。
靶點(diǎn)

MMP13

NF-κB

TNF-α

體外研究

Cynaropicrin strongly inhibits lipopolysaccharide-induced TNF-α release from either murine or human macrophage cells in a dose-dependent manner with the IC 50 values of 8.24 and 3.18 μM, respectively. Cynaropicrin shows significant inhibitory effects toward all mitogenic signals with the IC 50 values of 1.20 (concanavalin A), 1.02 (phytohemagglutinin) and 0.90 μM (lipopolysaccharide), respectively. Cynaropicrin suppresses CTLL-2 cell proliferation in a dose-dependent manner and the 50% inhibitory concentration (IC 50 ) of Cynaropicrin for CTLL-2 cell growth is 0.91 μM. The increased mRNA expression of MMP13 induced by TNF-α is similarly inhibited in a concentration-dependent manner by Cynaropicrin. The increased mRNA expression of HIF-2α induced by IL-1β in SW1353 is inhibited in a concentration-dependent manner by Cynaropicrin.

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