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Merck

L9647

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C26H30O8
CAS号:
分子量:
470.51
MDL编号:
UNSPSC代码:
12352205
PubChem化学物质编号:
NACRES:
NA.25

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生物来源

citrus seeds

质量水平

方案

>90% (HPLC)

表单

powder

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

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

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一般描述

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。[1]属于柠檬苦素类衍生物。[2]
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。

应用

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[3]
  • 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[4]
  • 作为高效液相色谱(HPLC)体系的参考标准品[5]

生化/生理作用

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。[6]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。[2]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

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Yong-Long Han et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(8), 1828-1833 (2011-10-18)
Among the various possible causes for drug interactions, pharmacokinetic factors such as inhibition of drug-metabolizing enzymes and transporters, especially cytochrome P450 (CYP) isoenzymes and P-glycoprotein (P-gp), are regarded as the most frequent and clinically important. Limonin is a widely used
Lilibeth Dagulo et al.
Journal of food science, 75(2), C199-C207 (2010-05-25)
The effects due to Candidatus Liberibacter infection, commonly called citrus greening or Huanglongbing (HLB), on volatile and nonvolatile components of orange juices, OJ, were examined using GC-MS and high-performance liquid chromatography (HPLC). HLB symptomatic, asymptomatic, and control "Hamlin" and "Valencia"
K Langeswaran et al.
Journal of natural science, biology, and medicine, 4(1), 126-133 (2013-05-02)
The role of limonin as potent anti carcinogenic, apoptosis and chemotherapeutic agents has been supported by limited studies. In this study, limonin is identified as a potent anti proliferative agent against human hepatoma HepG2 cells based on the cell viability
Kotamballi N Chidambara Murthy et al.
Journal of agricultural and food chemistry, 59(6), 2314-2323 (2011-02-23)
The current study was an attempt to elucidate the mechanism of human colon cancer cell proliferation inhibition by limonin and limonin glucoside (LG) isolated from seeds of Citrus reticulata. The structures of purified compounds were confirmed by NMR and quantified
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

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