Name | Isofraxidin |
Synonyms | phytodolor AKOS 243-93 ISOFRAXIDIN Isofraxidin ISOFRAXIDINE 7-hydroxy-6,8-dimethoxy-coumari 6,8-DIMETHOXY-7-HYDROXYCOUMARIN 7-Hydroxy-6,8-dimethoxychromen-2-one 7-hydroxy-6,8-dimethoxy-2H-chromen-2-one 7-hydroxy-6,8-dimethoxy-2h-1-benzopyran-2-on 7-hydroxy-6,8-dimethoxy-2h-1-benzopyran-2-one |
CAS | 486-21-5 |
InChI | InChI=1/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)11(15-2)9(7)13/h3-5,13H,1-2H3 |
Molecular Formula | C11H10O5 |
Molar Mass | 222.19 |
Density | 1.358±0.06 g/cm3(Predicted) |
Melting Point | 145~147℃ |
Boling Point | 452.1±45.0 °C(Predicted) |
Flash Point | 183.2°C |
Solubility | Soluble in chloroform, DMSO, insoluble in water |
Vapor Presure | 8.58E-09mmHg at 25°C |
Appearance | White powder or crystal |
BRN | 202652 |
pKa | 7.92±0.20(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.587 |
MDL | MFCD00221757 |
Physical and Chemical Properties | White crystalline powder, soluble in boiling water, difficult to dissolve in cold water, soluble in methanol, ethanol, sodium hydroxide solution, from sarcandra glabra, acanthopanax cortex, sarcandra glabra whole plant. |
In vitro study | Isofraxidin inhibits expression of MMP-7 and in vitro cell invasion at a non-toxic level through inhibiting ERK1/2 phosphorylation in hepatoma cell lines. Isofraxidin competitively inhibits TLR4/MD-2 complex formation, and thus TLR4/NF-κB signalling cascades.Isofraxidin has potential in the treatment of Osteoarthritis (OA). |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29322090 |
Reference Show more | 1. Cui Xiaodi, Li Mengjie, Zhou Bin, et al. Simultaneous determination of four effective components in Chimonanthus praecox leaves by HPLC [J]. Chinese Journal of Experimental prescriptions, 2013, 19(16):85-87. 2. Zhou Bin, Li Meng, Wang Jie, et al. Study on quality standard of Chimonanthus praecox leaves [J]. Chinese herbal medicine 2013 36(009):1434-1436. 3. Tian Zhihao, Ma Changhua, Huang Ying et al. Optimization of extraction and purification process of acanthopanax senticosus sedative anti-fatigue effective components [J]. Chinese Journal of Experimental prescriptions, 2013, 19(19):38-42. 4. Zhou Bin, Cui Xiaodi, Cheng Dan, etc. Simultaneous determination of four effective components in Chimonanthus praecox granules by RP-HPLC [J]. Shi Zhen, National Medicine, 2013, 24(11):2653-2654. 5. Liu, Yu, Han, Rongchun, Xu, Baoli, et al. Comparative study on the content of effective components in root bark of acanthopanax senticosus and acanthopanax pedunculata [J]. Wild Plant resources in China, 2012, 31(006):37-39. 6. Li Junping, Zhang Shuang, Wang Qianbo, et al. Multi-index optimization of extraction process of acanthopanax senticosus based on G1-entropy weight method and orthogonal design [J]. Chinese Journal of new drugs, 2019, 28(07):871-876. 7. Zhao Min, Guo Tianqi, Tang Jinyi, et al. Study on quality standard improvement of acanthopanax senticosus tablets [J]. Modern Chinese medicine research and practice 2015 v.29;No.146(05):59-62. 8. Xu Xiangying: Lin Qing, Liu gansong et al. Effects of different drying methods on five effective components in sarcandra glabra [J]. Chinese herbal medicine 2018(6). 9. Pan, Xin, Xin, Lin, Qing, Zhou Chuchu, etc. Simultaneous determination of nine effective components in sarcandra glabra by HPLC [J]. Journal of Pharmaceutical Analysis, 2017, 037(007):1207-1214. 10. Jin Siyang, Liu Han, Yang Lixue, et al. Effects of plant-soil feedback on secondary metabolites of acanthopanax senticosus seedlings [J]. Chinese Journal of Experimental prescriptions, 2020. 11. [IF = 4.411] Liang Yang et al."New Insights into the Antibacterial Activity of Hydroxycoumarins against Ralstonia solanacearum." Molecules. 2016 Apr;21(4):468 12. [IF = 0] B Zhou et al."Study on quality standards for Chimonanthus nitens."Genet Mol Res. 2016 Aug 29;15(3) 13. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
biological activity | Isofraxidin a coumarin component from Acanthopanax senticosus, inhibiting MMP-7 expression and invasion of human liver cancer cells. Isofraxidin acts on liver cancer cells and inhibits ERK1/2 phosphorylation. Isofraxidin attenuated the expression of iNOS and COX-2, Isofraxidin also inhibited the formation of TLR4/myeloid differentiation protein 2 (MD-2) complex. |
use | isazine has antibacterial, anti-inflammatory and anti-tumor effects. used for content determination/identification/pharmacological experiment, etc. |