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:
产品名称
柠檬苦素, from citrus seeds, >90% (HPLC)
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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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。
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。
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
Andrew P Breksa et al.
Journal of agricultural and food chemistry, 56(14), 5595-5598 (2008-06-21)
Limonoids are a family of highly oxygenated triterpenoid secondary metabolites found in significant quantities in Citrus and reported to possess multiple health promoting properties. This is the first known report of the isolation and characterization of an epimer of limonin.
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
Juanjuan Zhao et al.
Analytical and bioanalytical chemistry, 401(1), 289-296 (2011-05-17)
A liquid chromatographic-mass spectrometric (LC-MS) method has been developed and validated for simultaneous determination of dehydroevodiamine and limonin from Evodia rutaecarpa in rat plasma. After addition of the internal standard, domperidone, plasma samples were extracted by liquid-liquid extraction with ethyl
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