心菊内酯
| 中文名称 | 心菊内酯 |
|---|---|
| 中文同义词 | 心菊内酯;锦鸡菊素;海伦纳林;海伦娜林;化合物 T15467;心菊内酯/锦鸡菊素 |
| 英文名称 | HELENALIN |
| 英文同义词 | (3as-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-ethyl-3-methylene;HELENALIN(SH);HELENALIN;6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oicacid12,8-lactone;a-dimethyl-3-methyleneazuleno[6,5-b]-furan-2,5-dione;ambrosa-2,11(13)-dien-12-oicacid,6-alpha,8-beta-dihydroxy-4-oxo-,12,8-lacton;ambrosa-2,11(13)-dien-12-oicacid,6alpha,8beta-dihydroxy-4-oxo-,12,8-lactone;azuleno(6,5-b)furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dim |
| CAS号 | 6754-13-8 |
| 分子式 | C15H18O4 |
| 分子量 | 262.3 |
| EINECS号 | |
| 相关类别 | 分析试剂标准品;标准品;中药对照品;Miscellaneous Natural Products |
| Mol文件 | 6754-13-8.mol |
| 结构式 |  |
心菊内酯 性质
| 熔点 | 167-168° |
|---|---|
| 比旋光度 | D25 -102.8° (c = 3.64 in 95% ethanol) |
| 沸点 | 325.55°C (rough estimate) |
| 密度 | 1.0772 (rough estimate) |
| 折射率 | 1.4300 (estimate) |
| 储存条件 | -20° |
| 溶解度 | 可溶于DMSO（高达20mg/ml）或乙醇（高达10mg/ml）。 |
| 形态 | 白色至类白色固体。 |
| 酸度系数(pKa) | 13.29±0.60(Predicted) |
| 颜色 | 白色 |
| 稳定性 | 可在-20°下的DMSO或乙醇溶液保存长达1个月。 |
| LogP | 0.870 |
Helenalin 是一种抗炎的倍半萜内酯。Helenalin 通过直接靶向 p65 选择性抑制转录因子 NF-κB。Helenalin 具有烷基化活性，以 NF-κB 的 p65 亚基中的半胱氨酸巯基为靶点，从而抑制其 DNA 结合。
Helenalin (10 μM; 20-120 minutes) causes complete inhibition of NF-κB DNA binding after 80 minutes.
The anti-inflammatory, anti-carcinogenic phytochemical, Helenalin is a potent inhibitor of periodic Skp2 accumulation, an F-box protein mediating SCF E3 ligase ubiquitylation and degradation of both CKIs during S phase progression.
Western Blot Analysis
| Cell Line: | Jurkat T cells |
| Concentration: | 10 μM |
| Incubation Time: | 20-120 minutes |
| Result: | Caused complete inhibition of NF-κB DNA binding after 80 minutes. |
Helenalin (25 mg/kg; i.p.; 6 to 12 hours) administers to immature male ICR mice caused a rapid decrease in hepatic glutathione levels.
| Animal Model: | Immature male ICR mice |
| Dosage: | 25 mg/kg |
| Administration: | i.p.; 6 to 12 hours |
| Result: | Caused a rapid decrease in hepatic glutathione levels. |
安全信息
| 危险品运输编号 | 2811 |
|---|---|
| 危险等级 | 6.1(b) |
| 包装类别 | III |
| 毒害物质数据 | 6754-13-8(Hazardous Substances Data) |
| 毒性 | LD50 in mice, rats (mg/kg): 150, 125 orally (Witzel) |