(1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-6-one

• ChemBase编号: 179762
• 分子式: C15H20O3
• 平均质量: 248.3175
• 单一同位素质量: 248.1412445
• SMILES: [C@@]123[C@@H](O1)[C@@H]1C(=C)C(=O)O[C@@H]1C[C@]2(CCC[C@@H]3C)C
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1=C)[C@@H]1O[C@@]31[C@](C2)(C)CCC[C@@H]3C
• InChI: InChI=1S/C15H20O3/c1-8-5-4-6-14(3)7-10-11(9(2)13(16)17-10)12-15(8,14)18-12/h8,10-12H,2,4-7H2,1,3H3/t8-,10+,11+,12-,14+,15-/m0/s1
• InChIKey: YIQKVCDNUFDAHB-HKKVUVRFSA-N

名称和登记号

名称

• IUPAC标准名: (1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo[8.4.0.0^1,^3.0^4,^8]tetradecan-6-one
• IUPAC传统名: (1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo[8.4.0.0^1,^3.0^4,^8]tetradecan-6-one
• 别名: 5-Alpha-Epoxyalantolactone

登记号

• PubChem SID: 164235672
• PubChem CID: 474521

理论计算性质

• Acid pKa: 6.2761936
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.6859043
• LogD (pH = 7.4): 1.6353225
• Log P: 2.752632
• 摩尔折射率: 65.6236 cm^3
• 极化性: 26.66545 Å^3
• 极化表面积: 35.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

产品相关信息

• 生物来源: Constit. of Inula helenium , Inula racemosa and Inula grandis
• 应用领域: Phytoncide; Tuberculostatic

参考文献

• Cantrell CL, Abate L, Fronczek FR, Franzblau SG, Quijano L, Fischer NH. Antimycobacterial eudesmanolides from Inula helenium and Rudbeckia subtomentosa. Planta Med. (65, No. 4, 351-55, 1999)