(1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one

• ChemBase编号: 125947
• 分子式: C15H22O5
• 平均质量: 282.33218
• 单一同位素质量: 282.1467238
• SMILES: O=C1O[C@@H]2O[C@@]3(OO[C@]42[C@@H](CC3)[C@H](C)CC[C@H]4[C@H]1C)C
• Canonical SMILES: O=C1O[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/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
• InChIKey: BLUAFEHZUWYNDE-NNWCWBAJSA-N

名称和登记号

名称

• IUPAC标准名: (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-10-one
• IUPAC传统名: (+)-artemisinin
• 别名: (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epox12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one; Artemisine; Arteannuin; Huanghuahaosu; QHS; Artemisinine; Qinghaosu; Artemisinin

登记号

• CAS号: 63968-64-9
• PubChem SID: 162220290
• PubChem CID: 68827
• CHEBI ID: 223316
• ATC码: P01BE01
• CHEMBL: 77
• Chemspider ID: 62060
• KEGG ID: D02481
• 美国药典/FDA物质标识码: 9RMU91N5K2
• 维基百科标题: Artemisinin

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 3.114058
• LogD (pH = 7.4): 3.114058
• Log P: 3.114058
• 摩尔折射率: 68.6817 cm^3
• 极化性: 28.359936 Å^3
• 极化表面积: 53.99 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• 外观: Off-White Solid
• 熔点: 152-157 °C (305.6-314.6°F); 156-157°C
• 密度: 1.24 ± 0.1 g/cm^3

安全信息

• 保存条件: -20°C Freezer

药理学性质

• 给药途径: Oral

详细说明

Toronto Research Chemicals - A777500

Active antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.

参考文献

• Klayman, D.L., et al.: Science, 228, 1049 (1985)
• Price, R.N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (1985)
• Meshnick, S.R., et al.: Int. J., Parasitol., 32, 1655 (1985)