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Merck
CN

L9647

柠檬苦素

from citrus seeds, >90% (HPLC)

别名:

吴茱萸碱, 柠檬苦素, 柠檬苦素酸 3,19:16,17 二内酯, 白藓脑内酯, 螺内酯

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关于此项目

经验公式(希尔记法):
C26H30O8
化学文摘社编号:
分子量:
470.51
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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biological source

citrus seeds

Quality Level

assay

>90% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

CC1(C)O[C@H]2CC(=O)OC[C@]23[C@H]4CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]56[C@]4(C)C(=O)C[C@@H]13)c7ccoc7

InChI

1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1

InChI key

KBDSLGBFQAGHBE-MSGMIQHVSA-N

General description

柠檬苦素也称为柑橘柠檬苦素和吴茱萸内酯(evodin),是存在于柑橘籽中的高浓度植物次生代谢产物。属于柠檬苦素类衍生物。
柠檬苦素可用于柑橘制品中柠檬苦素的定量测定。也可用于其他试验作为对照、标准品或竞品,或用于柠檬苦素的生理学、代谢和生物合成研究。

Application

柠檬苦素已用于:
  • 处理人外周血单个核细胞(PBMC),检测其对人免疫缺陷型病毒(HIV)复制的影响
  • 研究柠檬苦素作为抗骨质疏松剂,对MC3T3-E1细胞和去卵巢(OVX)大鼠模型中成骨细胞生成活性的影响
  • 作为高效液相色谱(HPLC)体系的参考标准品

Biochem/physiol Actions

柠檬苦素是一种三萜类糖苷配基,是柑橘类水果的苦味成分。它对几种癌细胞系具有抗增殖、凋亡的活性,并抑制由乙氧基甲烷诱导的大鼠结肠癌。它还可以通过抑制HIV-1蛋白酶的活性来抑制培养的单核细胞、巨噬细胞和单核细胞中的HIV-1复制。
柠檬苦素通过下调信号转导和转录活化因子3/microRNA-214(STAT3/miR-214)信号通路,在溃疡性结肠炎(UC)中发挥抗炎作用。它可作为抗癌剂,在体外研究中参与下调无翅基因相关整合位点(Wnt)信号通路组分。


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

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Wooki Kim et al.
The Journal of nutrition, 139(5), 1042-1048 (2009-03-27)
Phytochemicals may reduce chronic inflammation and cancer risk in part by modulating T-cell nuclear factor-kappaB (NF-kappaB) activation. Therefore, we examined the effects of curcumin (Cur) and limonin (Lim) feeding on NF-kappaB-dependent CD4(+) T-cell proliferation. DO11.10 transgenic mice (n = 5-7)
Mahmoud Zaki El-Readi et al.
European journal of pharmacology, 626(2-3), 139-145 (2009-09-29)
P-glycoprotein (P-gp), a membrane transporter encoded by the MDR1 gene in human cells, mediates drug efflux from cells and plays a major role in causing multidrug resistance; which is one of the most accepted mechanisms for failure of chemotherapy in
Yang Zhao et al.
Journal of pharmaceutical and biomedical analysis, 48(4), 1230-1236 (2008-10-22)
A simple, sensitive and accurate HPLC-DAD method was developed for simultaneous determination of wuchuyuamide-I, quercetin, limonin, evodiamine and rutaecarpine in Evodia rutaecarpa that has been widely used as one of the traditional Chinese medicines (TCMs). Chromatographic separations were performed on



全球贸易项目编号

货号GTIN
L9647-5MG04061833966822