Kaemferitrin
3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-alpha-L-mannopyranoside
CAS: 482-38-2
Molecular Formula: C27H30O14
Kaemferitrin - Names and Identifiers
Kaemferitrin - Physico-chemical Properties
| Molecular Formula | C27H30O14 |
| Molar Mass | 578.52 |
| Density | 1.70 |
| Melting Point | 202～203℃ |
| Boling Point | 908.6±65.0 °C(Predicted) |
| Specific Rotation(α) | -190 (c, 1 in Py) |
| Flash Point | 302.8°C |
| Solubility | Soluble in hot methanol and DMSO, insoluble in petroleum ether and chloroform. |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Yellow crystal |
| Color | white to beige |
| pKa | 5.81±0.40(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.725 |
| MDL | MFCD21333499 |
| Physical and Chemical Properties | Yellow crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Celosia, Umbelliferae bupleurum, Marigold, Kaempferia. |
| In vitro study | Kaempferitrin activates insulin signaling pathway. Kaempferitrin causes survival rates higher than 90% at 1-20 μM in matured 3T3-L1 adipocyte, and the survival rates decline rapidly at 25 and 50 μM. Kaempferitrin (15 μM) increases insulin receptor beta tyrosine phosphorylation and tyrosine phosphorylation of the insulin receptor substrate 1, and such effects are similar to that of 10 nM insulin. Kaempferitrin (15 μM) also stimulates akt phosphorylation on ser473, and the stimulation can be blocked by a PI3-K inhibitor wortmannin. Kaempferitrin potently exerts the translocation of GLUT4 to the membrane of adipocytes at 15 μM, and this is suppressed by wortmannin. In addition, Kaempferitrin increases the total levels of Glu4 protein in differentiated cells and secreted adiponectin in mature 3T3-L1 adipocytes. Kaempferitrin is cytotoxic to human cancer cells such as HeLa and MDA-MB231 cells, with IC 50 s of 45 ± 2.6 and 65 ± 2.6 μM, and shows low toxic effects on non-tumorigenic cells. Kaempferitrin (45 μM) induces apoptosis of HeLa cells after treatment for 24 and 48 h, and causes reactive oxygen species (ROS) generation in HeLa cells. Furthermore, Kaempferitrin (45 μM) exerts G1 arrest, causes the expression of proteins associated with intrinsic pathway of apoptosis and activates caspase 3 in HeLa cells. |
| In vivo study | Kaempferitrin (2.5, 10 and 25 mg/kg, i.p.) markedly suppresses the growth of tumor by 40%, 87% and 97%, and decreases tumor weight by 37%, 81% and 95%, respectively in nu/nu mice bearing HeLa tumor. Kaempferitrin also inhibits cell proliferation and extends life span in mice bearing tumor. |
Kaemferitrin - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29389090 |
Kaemferitrin - Reference
| Reference Show more | 1. Zeng Honglian, Liu Zhenli, Song Zhi, former Wang Chun, Dong Yunning, Zhang Chi, Zhao Siyu, Shu, He Dan, Wang Menglei, gan Jiahe, Liu Yuanyan. Study on the difference of HPLC fingerprint and component content of different varieties of fructus aurantii immaturus [J]. Chinese Journal of Traditional Chinese Medicine, 2016, 41(17):3272-3278. 2. Liu, Tongji, et al. "Improvement effect of lotus leaf flavors on carbon tetrachloride-induced liver injury in mice." Biomedical 8.2 (2020): 41.https://doi.org/10.3390/biomedicines8020041 3. [IF = 4.36] Li Lin et al."Study on the alleviation of Fengshi Gutong capsule on rheumatoid arthritis through integrating network pharmacology and experimental exploration."J Ethnopharmacol. 2021 Nov;280:114471 4. [IF=3.361] Mengmeng Yuan et al."The interaction of dietary flavonoids with xanthine oxidase in vitro: molecular property-binding affinity relationship aspects."Rsc Adv. 2019 Apr;9(19):10781-10788 5. [IF=6.576] Junkun Pan et al."Inhibition of Dipeptidyl Peptidase-4 by Flavonoids: Structure-Activity Relationship, Kinetics and Interaction Mechanism."Frontiers in Nutrition. 2022; 9: 892426 |
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