兰雪醌
| 中文名称 | 兰雪醌 |
|---|---|
| 中文同义词 | 兰雪醌\2,3-二氯-1,4-二氨基蒽醌;石苁溶萘醌;白花丹醌(白花丹素);白花丹精;白花丹醌;矶松素;矾松素;石苁蓉萘醌 |
| 英文名称 | PLUMBAGIN |
| 英文同义词 | plumbagone;1,4-Dihydro-1,4-dioxo-5-hydroxy-2-methylnaphthalene;Plumbagin (natural);PLUMBAGIN PRACTICAL GRADE;Plumbagin, 99+%;PLUMBAGIN(RG);1,4-NAPHTHALENEDIONE,5-HYDROXY-2-METHYL;PLANT STEROLS KIT |
| CAS号 | 481-42-5 |
| 分子式 | C11H8O3 |
| 分子量 | 188.18 |
| EINECS号 | 207-569-6 |
| 相关类别 | 小分子抑制剂，天然产物;小分子抑制剂;标准品;植物提取物;蒽醌;Inhibitors;Anthraquinones, Hydroquinones and Quinones;chem-chemical |
| Mol文件 | 481-42-5.mol |
| 结构式 |  |
兰雪醌 性质
| 熔点 | 76-78 °C(lit.) |
|---|---|
| 沸点 | 283.17°C (rough estimate) |
| 密度 | 1.354 |
| 折射率 | 1.6310 (estimate) |
| 储存条件 | -20°C |
| 溶解度 | 在热甲醇中有非常微弱的浑浊 |
| 形态 | 晶体或结晶粉末 |
| 酸度系数(pKa) | 6.70±0.20(Predicted) |
| 颜色 | 橙色 |
| 生物来源 | Plumbago indica |
| Merck | 7538 |
| 稳定性 | 吸湿性 |
| 主要应用 | 食品和饮料 |
| InChI | InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 |
| InChIKey | VCMMXZQDRFWYSE-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C(O)=CC=C2)C(=O)C=C1C |
| LogP | 2.450 (est) |
| EPA化学物质信息 | 1,4-Naphthalenedione, 5-hydroxy-2-methyl- (481-42-5) |
Plumbagin (2-Methyljuglone) 是从 Plumbago zeylanica L 中得到的萘醌类物质，具有抗肿瘤、抗增殖活性。
Plumbagin (0, 5, 10, and 15 μM) induces apoptosis of prostate cancer cell lines, such as DU145, CWR22rv1 and LNCaP, in a dose-dependent manner.
Plumbagin (5, 20 μM) obviously inhibits the invasion of PC3, DU145, and CWR22rv1 cells.
Apoptosis Analysis
| Cell Line: | DU145, CWR22rv1, LNCaP and RWPE-1 cells |
| Concentration: | 0, 5, 10, and 15 μM |
| Incubation Time: | 24 hours |
| Result: | Dose-dependently induced apoptosis of DU145, CWR22rv1 and LNCaP, but showed no effect on RWPE-1 cells at up to 20 μM. |
Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits the growth of tumor in male athymic nude mice.
Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits expression of PKCε, suppresses JAK-2 and Stat3 phosphorylation, and activates Stat3, PCNA, VEGF and MMP-9 in mice.
| Animal Model: | Male athymic nude mice bearing DU145 cells |
| Dosage: | 2 mg/kg |
| Administration: | I.P. after 3 days post cell implantation, five days a week. |
| Result: | Delayed tumor growth by 3 weeks, and reduced tumor weight and volume in mice. |
用途
用作染料中间体，用于生产26紫、28紫、双氰等安全信息
| 危险品标志 | T |
|---|---|
| 危险类别码 | 25-34-36/37/38 |
| 安全说明 | 22-26-36/37/39-45-37/39-28A |
| 危险品运输编号 | UN 2923 8/PG 2 |
| WGK Germany | 3 |
| RTECS号 | QL8500000 |
| Hazard Note | Toxic |
| 危险等级 | 6.1(a) |
| 包装类别 | II |
| 海关编码 | 29146990 |
| 存储类别 | 6.1C - 可燃，急性毒性 类别3 毒性化合物或者引起慢性影响的化合物 |
| 危险性类别 | 急性毒性 类别3经口 眼部刺激 类别2 经皮刺激 类别2 特异性靶器官毒性-一次接触，类别3 |
| 毒性 | LD50 i.p. in mice: ~0.015 g/kg (Debray) |
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