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

• ChemBase编号: 154875
• 分子式: C16H26O5
• 平均质量: 298.37464
• 单一同位素质量: 298.17802393
• SMILES: C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@]42[C@H]1CC[C@](O3)(OO4)C)OC)C
• Canonical SMILES: CO[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/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
• InChIKey: SXYIRMFQILZOAM-HVNFFKDJSA-N

名称和登记号

名称

• IUPAC标准名: (1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecane
• IUPAC传统名: artemether
• 别名: Dihydroartemisinin methyl ether; Dihydroqinghaosu methyl ether; SM-224; Artemether; (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin; Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin; Artemos; Artenam; Artesaph; Artesian; Falcidol; Gvither; Larither; Malartem; SM 224; β-Artemether; β-Dihydroartemisinin Methyl Ether; Artemether; (1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane

登记号

• CAS号: 71963-77-4
• MDL号: MFCD00866205
• PubChem SID: 162249013
• PubChem CID: 68911

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 3.481392
• LogD (pH = 7.4): 3.481392
• Log P: 3.481392
• 摩尔折射率: 74.6605 cm^3
• 极化性: 30.79904 Å^3
• 极化表面积: 46.15 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: ≥20 mg/mL; Methanol
• 外观: off-white to light brown powder; White to Off-White Solid
• 熔点: 86-88°C
• 比旋光度: [α]/D +155 to +175°, c = 0.5 in methanol
• 疏水性(logP): 3.055

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: KD4165000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC); 95%
• Empirical Formula (Hill Notation): C16H26O5

详细说明

Sigma Aldrich - A9361

Biochem/physiol Actions
Artemether is a methyl ether derivative of artemisinin. It is used against multi-drug resistant strains of the malaria parasite, Plasmodium falciparum, and shows potential in treatment of schistosomiasis.1

Toronto Research Chemicals - A777400

Derivative of Artemisinin (A777500). Antimalarial, used to treat strains of malaria which are multi-drug resistant.

参考文献

• Hombhanje, F., et al.: Pharma., 3, 3581 (2010)
• Michael, O., et al.: Malaria J., 9, 335 (2010)
• Cesar, I., et al.: J. Pharm. Biomed. Anal., 54, 114 (2010)