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35730-78-0

中文名称 菜蓟苦素
英文名称 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 2024/05/13 10:59:09
35730-78-0 结构式 35730-78-0 结构式

基本信息

中文别名
菜蓟苦素
英文别名
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
所属类别
生物化工:植物提取物

物理化学性质

沸点566.2±50.0 °C(Predicted)
密度1.28±0.1 g/cm3 (20 ºC 760 Torr)
储存条件-20°C, protect from light
溶解度DMSO:50.0(Max Conc. mg/mL);144.35(Max Conc. mM)
酸度系数(pKa)13.52±0.10(Predicted)
LogP1.340 (est)

安全数据

危险性符号(GHS)
GHS07
警示词警告
危险性描述H317

常见问题列表

生物活性
Cynaropicrin 是一种倍半萜内酯,可以抑制肿瘤坏死因子 (TNF-α) 的释放,在鼠和人巨噬细胞的 IC50 值分别为 8.24 和 3.18 μM。 Cynaropicrin 也抑制软骨降解因子 (MMP13) 的增加并抑制 NF-κB 的信号传导。
靶点

MMP13

NF-κB

TNF-α

体外研究

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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