(1S,2S,5S,7R,10R,11S,13S,14R,15R)-11-hydroxy-5-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-13-yl acetate

• ChemBase编号: 128713
• 分子式: C32H48O9
• 平均质量: 576.71812
• 单一同位素质量: 576.32983312
• SMILES: O=C1OCC(=C1)[C@H]1[C@@H](OC(=O)C)C[C@@]2(O)[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2C[C@@H](O[C@@H]3O[C@H]([C@H](O)[C@@H](OC)C3)C)CC[C@]12C
• Canonical SMILES: CO[C@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)OC(=O)C)C)C)O[C@H]([C@@H]1O)C
• 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
• InChIKey: JLPDBLFIVFSOCC-XYXFTTADSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5S,7R,10R,11S,13S,14R,15R)-11-hydroxy-5-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl acetate
• IUPAC传统名: oleandrin
• 别名: (3β,5β,16β)-16-(Acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide; Neriolin; Corrigen; Folinerin; Oleandrin; 5β,20(22)-Cardenolide-3β,14,16β-triol-3-([2,6-dideoxy-3-O-methyl-α-L-arabinohexopyranosyl]oxy) 16-acetate; Oleandrin

登记号

• CAS号: 465-16-7
• EC号: 207-361-5
• PubChem SID: 162223019
• PubChem CID: 11541511
• CHEMBL: 109718
• Chemspider ID: 9716290
• 维基百科标题: Oleandrin

理论计算性质

• Acid pKa: 6.819477
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): 2.9264555
• LogD (pH = 7.4): 2.2668264
• Log P: 2.9467602
• 摩尔折射率: 148.4511 cm^3
• 极化性: 59.97803 Å^3
• 极化表面积: 120.75 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Alcohol; Chloroform; DMSO: >20 mg/mL
• 外观: Oleandrin forms colourless, odourless, acicular crystals that are very bitter; Powder; white to off-white powder; White to Off-White Solid
• 熔点: >250°C (dec.); 250.0°C

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: FH4585000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 23/25-33
• 安全公开号: 45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H330-H373
• GHS警示性声明: P260-P264-P284-P301 + P310-P310
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C32H48O9
• 分类: Rare Genuine Natural Compounds

详细说明

Sigma Aldrich - O9640

Biochem/physiol Actions
Cardiac glycoside, inhibits Na(+)/K(+) ATPase; potent carcinostatic cardiac glycoside.

Toronto Research Chemicals - O258000

Cardiotonic; diuretic.

参考文献

• Sreenivasan, Y., et al.: Biochem. Pharmacol., 66, 2223 (2003)
• Ni, D., et al.: J. Exp. Ther. Oncol., 2, 278 (2003)
• Langford, S.D., Toxicology, 109,1 (2003)