Oleandrin 欧夹竹桃苷
CAS 465-16-7 MFCD00079204
化学结构图
SMILES: CO[C@H]1C[C@H](O[C@H]2CC[C@]3(C)[C@H]4CC[C@]5(C)C(C6=CC(=O)OC6)[C@@H](OC(C)=O)C[C@]5(O)C4CC[C@@H]3C2)O[C@@H](C)[C@@H]1O
化学属性
| Mol. Formula | C32 H48 O9 |
|---|---|
| Mol. Weight | 576.72 |
| Melting Point | 240 - 247°C |
| Density | 1.26 |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
| Boiling Point | |
| Flash Point | - |
别名和识别编码
| Chemical Name | Oleandrin |
|---|---|
| CAS Number | 465-16-7 |
| Synonym | (3?,5?,16?)-16-(Acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-?-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide 5,20(22)-Cardenolide-3,14,16-triol-3-([2,6-dideoxy-3-O-methyl--L-arabinohexopyranosyl]oxy) 16-acetate 5β,20(22)-Cardenolide-3β,14,16β-triol-3-([2,6-dideoxy-3-O-methyl-α-L-arabinohexopyranosyl]oxy) 16-acetate Corrigen Neriolin Oleandrin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} |
| MDL Number | - |
| EC Number | 207-361-5 |
| Chemical Name Translation | 欧夹竹桃苷 |
| LabNetwork Molecule ID | LN02124112 |
| PubChem Substance ID | 11541511 |
| InChI | InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23?,24-,25-,27-,28?,29-,30-,31+,32-/m0/s1 |
| Formula | C32H48O9 |
| IUPAC Name | (3S,5R,9S,10S,13R,14S,16S)-14-hydroxy-3-(((2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-16-yl acetate |
| InChIKey | JLPDBLFIVFSOCC-YBKPGLTNSA-N |
| Canonical SMILES | - |
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分类
- Pharmaceuticals
- Intermediates & Fine Chemicals,
产品应用
- Oleandrin, also known as PBI-05204 , is a lipid soluble cardiac glycoside with potential antineoplastic activity. Upon administration, oleandrin specifically binds to and inhibits the alpha3 subunit of the Na/K-ATPase pump in human cancer cells. This may inhibit the phosphorylation of Akt, upregulate MAPK, inhibit NF-kb activation and inhibit FGF-2 export and may downregulate mTOR thereby inhibiting p70S6K and S6 protein expression. All of this may lead to an induction of apoptosis.
相关文献及参考
- Sreenivasan, Y., et al.: Biochem. Pharmacol., 66, 2223 (2003),
- Ni, D., et al.: J. Exp. Ther. Oncol., 2, 278 (2002),
- Langford, S.D., Toxicology, 109,1 (1996),
安全信息
GHS Symbol
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
- P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
- P284 Wear respiratory protection.? 佩戴呼吸保护装置。
- P301+P310
- P304+P340
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
- P320 Specific treatment is urgent (see … on this label). 紧急具体治疗（见本标签上的）。
- P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
- P330 Rinse mouth. 漱口
- P403+P233
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H300 Fatal if swallowed 吞食致命
- H330 Fatal if inhaled 吸入致命
- H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
