Oleandrin 欧夹竹桃苷

CAS 465-16-7 MFCD00079204

化学结构图

465-16-7
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. FormulaC32 H48 O9
Mol. Weight576.72
Melting Point240 - 247°C
Density1.26
Appearance Solid powder
SolubilitySoluble in DMSO, not in water
Boiling Point
Flash Point-

别名和识别编码

Chemical NameOleandrin
CAS Number465-16-7
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 Number207-361-5
Chemical Name Translation欧夹竹桃苷
LabNetwork Molecule IDLN02124112
PubChem Substance ID11541511
InChIInChI=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
FormulaC32H48O9
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
InChIKeyJLPDBLFIVFSOCC-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
UN Number 2811
Hazard Codes 6.1
Signal word Danger
WGK Germany3
Precautionary statements
  • 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.....
Packing GroupII
Hazard statements
  • 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
Storage condition -20 -20°C -20℃ Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

系列性分类


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