金合欢素
金合欢素 性质
| 熔点 | 260-265 °C(lit.) |
|---|---|
| 沸点 | 346.76°C (rough estimate) |
| 密度 | 1.2160 (rough estimate) |
| 折射率 | 1.6200 (estimate) |
| 储存条件 | 2-8°C |
| 溶解度 | 可溶于DMSO（轻微）、甲醇（非常轻微，加热） |
| 形态 | 固体 |
| 酸度系数(pKa) | 6.51±0.40(Predicted) |
| 颜色 | 淡黄色至绿黄色至深黄色 |
| 最大波长(λmax) | 335nm(EtOH)(lit.) |
| Merck | 14,13 |
| BRN | 277879 |
| 主要应用 | 代谢组学 维生素、营养保健品和天然产品 |
| InChI | 1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 |
| InChIKey | DANYIYRPLHHOCZ-UHFFFAOYSA-N |
| SMILES | COc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2 || COc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2 |
| LogP | 2.443 (est) |
| CAS 数据库 | 480-44-4(CAS DataBase Reference) |
金合欢素 用途与合成方法
金合欢 （Acacia farnesiana (Linn.) Willd.） (Mimosa) 豆科。灌木，高2-4米；枝具刺，刺长可达1-2厘米。二回羽状复叶，羽片4-8对，每羽片具小叶10-20对，小叶片线状长椭圆形。头状花序腋生，直径1.5厘米，常多个簇生。荚果圆柱形，长3-7厘米，直径8-15毫米。种子多数，黑色。 花极香，供提取香精。 刺灌术或小乔木，二回羽状复叶，头状花序簇生于叶腋，盛开时，好像金色的绒球一般。
Acacetin (5,7-Dihydroxy-4'-methoxyflavone; 10-200 μM; 24 hours) decreases cell viabilities in a dose-dependent manner. Acacetin has little effect on human normal glial cell line HEB and non-tumorigenic epithelial cell line MCF-10A.
Acacetin (50-150 μM; 24 hours) causes G2/M cell cycle arrest and induces apoptosis and autophagy.
Acacetin (50-150 μM; 24 hours) leads to decreases in levels of PI3Kγ-p110, p-AKT, p-mTOR, p-p70S6K, and p-ULK in a dose-dependent manner.
Cell Viability Assay
| Cell Line: | Breast cancer MCF-7 cells, hepatocellular carcinoma SMMC-7721 cells, lung adenocarcinoma A549 cells, esophageal carcinoma Eca109 cells |
| Concentration: | 10, 20, 40, 60, 80, 100, 150, 200 μM |
| Incubation Time: | 24 hours |
| Result: |
Decreased cancer cell viabilities in a dose-dependent manner.
Had IC 50 values of 82.75 μM, 103.9 μM, 157.4 μM, 54.7 μM in MDA-MB-231, MCF-7, A549, Eca109 cells, respectively. |
Cell Cycle Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 50, 100, 150 μM |
| Incubation Time: | 24 hours |
| Result: | Resulted in increase in percentage of cells at G2/M phase and decrease in percentage of cells at G1 and S phase in a dose-dependent manner. |
Apoptosis Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 50, 100, 150 μM |
| Incubation Time: | 24 hours |
| Result: | Induced apoptosis. |
Cell Autophagy Assay
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 50, 100, 150 μM |
| Incubation Time: | 24 hours |
| Result: |
Induced autophagy.
Resulted in marked increases in EGFP-LC3 puncta formation and a dose-dependent accumulation of LC3-II. |
Western Blot Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 50, 100, 150 μM |
| Incubation Time: | 24 hours |
| Result: |
Resulted in decrease in levels of Bcl-2 and Bcl-xL and increase in levels of p53.
Led to decreases in levels of PI3Kγ-p110, p-AKT, p-mTOR, p-p70S6K, and p-ULK in a dose-dependent manner. Had little or no effect on expression of PI3Kα, PI3Kβ, PI3Kδ, p-ERK, p-p38, and p-JNK. |
Acacetin (5,7-Dihydroxy-4'-methoxyflavone; 5, 20 mg/kg/day; orally; for 3 days) significantly suppresses microglial activation in an LPS-induced neuroinflammation mouse model.
Acacetin (25 mg/kg/day; orally; for 3 days) reduces neuronal cell death in an animal model of ischemia.
Acacetin (1.8-56.2 mg/kg/day; ip; single dose) decreases visceral and inflammatory nociception and prevented the formalin-induced oedema.
| Animal Model: | Male C57BL/6 mice, 7 weeks of age |
| Dosage: | 5, 20 mg/kg |
| Administration: | Orally; once a day for 3 days |
| Result: | Significantly suppressed microglial activation in an LPS-induced (ip; 5mg/kg) neuroinflammation mouse model. |
药理药效:舒郁，理气，安神，活络之功效。
安全信息
| 危险品标志 | Xi |
|---|---|
| 危险类别码 | 36/37/38 |
| 安全说明 | 26-36 |
| WGK Germany | 3 |
| RTECS号 | DJ3002000 |
| F | 3-8-10 |
| 海关编码 | 29329990 |
| 存储类别 | 11 - 可燃固体 |
金合欢素 价格(试剂级)
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2026-07-06 | 46523 | 金合欢素； 刺槐素 | 480-44-4 | 250mg | 774 |
| 2026-07-06 | S5318 | 金合欢素 | 480-44-4 | 25mg | 794.57 |
