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:
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
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 key
KBDSLGBFQAGHBE-MSGMIQHVSA-N
biological source
citrus seeds
assay
>90% (HPLC)
form
powder
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
2-8°C
Quality Level
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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。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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"
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
Fangyuan Gong et al.
Biochemical pharmacology, 80(2), 218-225 (2010-04-07)
Allograft rejection is a predominantly Th1 immune response. In this study, we showed that obaculactone, a natural compound derived from citrus fruit, prolonged skin graft survival in mice when treated after but not before transplantation. Furthermore, obaculactone inhibited alloantigen-specific production
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
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)
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