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

• ChemBase编号: 160819
• 分子式: C15H22O5
• 平均质量: 282.33218
• 单一同位素质量: 282.1467238
• SMILES: [C@@H]1([C@H]2[C@@]34[C@@H](CC1)[C@@H](C(=O)O[C@@H]3O[C@](CC2)(C)OO4)C)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-DWIPZSBTSA-N

名称和登记号

名称

• IUPAC标准名: (1R,4S,5R,8S,9S,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: (1R,4S,5R,8S,9S,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
• 别名: (3R,5aS,6R,8aS,9S,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one; (+)-9-Epiartemisinin; 11-epi-Artemisinin; 9-epi-Artemisinin

登记号

• CAS号: 113472-97-2
• PubChem SID: 162254954
• PubChem CID: 821423

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

详细说明

Toronto Research Chemicals - A777505

A chiral isomer of Artemisinin (A777500), an antimalarial. A metabolite of Artemisitene (A777550).

参考文献

• Orabi, K.Y. et al.: Phytochem., 51, 257 (1999)
• Jefford, C.W. et al.: Helv. Chim. Acta, 83, 1239 (1999)
• Klayman, D.L., et al.: Science, 228, 1049 (1985;