(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-ol

• ChemBase编号: 72936
• 分子式: C15H24O5
• 平均质量: 284.34806
• 单一同位素质量: 284.16237387
• SMILES: C1C[C@@H]2[C@]34[C@H]([C@@H]1C)CC[C@@](O[C@H]3O[C@H]([C@@H]2C)O)(C)OO4
• Canonical SMILES: O[C@@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3
• InChI: InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12-,13-,14-,15-/m1/s1
• InChIKey: BJDCWCLMFKKGEE-KDTBHNEXSA-N

名称和登记号

名称

• IUPAC标准名: (1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-ol
• IUPAC传统名: (1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-ol
• 别名: Dihydroartemisinin

登记号

• CAS号: 71939-50-9
• PubChem SID: 162037856
• PubChem CID: 11358077

理论计算性质

• Acid pKa: 12.114969
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 2.8382654
• LogD (pH = 7.4): 2.838257
• Log P: 2.8382654
• 摩尔折射率: 69.9093 cm^3
• 极化性: 28.899292 Å^3
• 极化表面积: 57.15 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2290

Research Area: Infection
Biological Activity:
Dihydroartemisinin (DHA) is a semi-synthetic derivative of artemisinin and isolated from the traditional Chinese herb Artemisia annua. It is the active metabolite of all artemisinin compounds.  It is recommended as the first-line anti-malarial drug with low toxicity. DHA has been shown to possess promising anticancer activities and induce cancer cell death through apoptotic pathways. [1] It is also a drug used to treat malaria. The lactone of artemisinin could selectively be reduced with mild hydride-reducing agents, such as sodium borohydride, potassium borohydride, and lithium borohydride to dihydroartemisinin (a lactol) in over 90% yield. [2]

参考文献

• http://en.wikipedia.org/wiki/Dihydroartemisinin