| MDL | MFCD00075922 |
| InChIKey | KBDSLGBFQAGHBE-MSGMIQHVSA-N |
| 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 | O1[C@]2([H])C(=O)O[C@@]([H])(C3=C([H])OC([H])=C3[H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]4([H])[C@@]56C([H])([H])OC(C([H])([H])[C@]5([H])OC(C([H])([H])[H])(C([H])([H])[H])[C@]6([H])C([H])([H])C([C@@]4(C([H])([H])[H])[C@]132)=O)=O |
| LogP | 3.13740 |
| PSA | 104.57000 |
| Merck | 5494 |
| 折射率 | 1.602 |
| 沸点 | 668.4 °C at 760 mmHg |
| 熔点 | 298°C(lit.) |
| 闪点 | 358 °C |
| 颜色与性状 | Powder |
| 溶解性 | 溶于乙醇和冰醋酸,微溶于水和乙醚。 |
| 最大波长(λmax) | 285(lit.) |
| 比旋光度 | D -128° (c = 1.21 in acetone) |
| 密度 | 1.3900 |
| 精确分子量 | 470.19400 |
| 氢键供体数量 | 0 |
| 氢键受体数量 | 8 |
| 可旋转化学键数量 | 1 |
| 同位素质量 | 470.194068 |
| 重原子数量 | 34 |
| 复杂度 | 1010 |
| 同位素原子数量 | 0 |
| 确定原子立构中心数量 | 9 |
| 不确定原子立构中心数量 | 0 |
| 确定化学键立构中心数量 | 0 |
| 不确定化学键立构中心数量 | 0 |
| 共价键单元数量 | 1 |
| 疏水参数计算参考值（XlogP） | 1.8 |
| 互变异构体数量 | 2 |
| 表面电荷 | 0 |
| 拓扑分子极性表面积 | 105 |
| 分子量 | 470.5 |
| EINECS | 36508 |
1.
Citrus limonoids induce apoptosis and inhibit the proliferation of pancreatic cancer cells
K. N. Chidambara Murthy,G. K. Jayaprakasha,Stephen Safe,Bhimanagouda S. Patil Food Funct. 2021 12 1111
2.
A practical synthesis of amino limonin/deoxylimonin derivatives as effective mitigators against inflammation and nociception
Shaochi Wang,Xueqing Han,Yun Yang,Rui Chen,Zhaoyi Guo,Qihua Zhu,Yungen Xu RSC Med. Chem. 2020 11 843
3.
Citrus limonoids and curcumin additively inhibit human colon cancer cells
Kotamballi N. Chidambara Murthy,G. K. Jayaprakasha,Bhimanagouda S. Patil Food Funct. 2013 4 803
4.
Limonoids and their anti-proliferative and anti-aromatase properties in human breast cancer cells
Jinhee Kim,Guddadarangavvanahally K. Jayaprakasha,Bhimanagouda S. Patil Food Funct. 2013 4 258
5.
Rapid discovery and global characterization of chemical constituents and rats metabolites of Phellodendri amurensis cortex by ultra-performance liquid chromatography-electrospray ionization/quadrupole-time-of-flight mass spectrometry coupled with pattern recognition approach
Huiyu Wang,Guangli Yan,Aihua Zhang,Yuan Li,Yangyang Wang,Hui Sun,Xiuhong Wu,Xijun Wang Analyst 2013 138 3303
6.
The functional evaluation of waste yuzu (Citrus junos) seeds
Mayumi Minamisawa,Shoichiro Yoshida,Atsushi Uzawa Food Funct. 2014 5 330
7.
48. Triterpenoids. Part XXV. The constitutions of limonin and related bitter principles
D. H. R. Barton,S. K. Pradhan,S. Sternhell,J. F. Templeton J. Chem. Soc. 1961 255
8.
Recent advances and effective strategies in the discovery and applications of natural products
Jing Xie,Ai-hua Zhang,Hui Sun,Guang-li Yan,Xi-jun Wang RSC Adv. 2018 8 812
9.
The gastrointestinal fate of limonin and its effect on gut microbiota in mice
Min Gu,Jin Sun,Ce Qi,Xiaokun Cai,Timothy Goulette,Mingyue Song,Xiaomeng You,David A. Sela,Hang Xiao Food Funct. 2019 10 5521
10.
Metabolomics strategy reveals therapeutical assessment of limonin on nonbacterial prostatitis
Aihua Zhang,Huiyu Wang,Hui Sun,Yue Zhang,Na An,Guangli Yan,Xiangcai Meng,Xijun Wang Food Funct. 2015 6 3540
| Reaxys RN | 1695716 |
| Beilstein | MFCD00075922 |
