(1S,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.02,7.011,15]heptadec-2(7)-en-5-one

• ChemBase编号: 168599
• 分子式: C21H28O2
• 平均质量: 312.44582
• 单一同位素质量: 312.20893014
• SMILES: C1C(=O)CC2=C(C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)CC
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CCC2=C1CCC(=O)C2
• InChI: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,17-19,23H,3,5-13H2,1H3/t17-,18-,19+,20+,21+/m1/s1
• InChIKey: QCMLVDXPKCBMFQ-MJCUULBUSA-N

名称和登记号

名称

• IUPAC标准名: (1S,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-2(7)-en-5-one
• IUPAC传统名: (1S,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-2(7)-en-5-one
• 别名: 13-Ethyl-17α-ethynyl-17-hydroxygon-5(10)-en-3-one; EP Levonorgestrel Impurity B; (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregn-5(10)-en-20-yn-3-one; 13-Ethyl-17-hydroxy-18,19-dinor-17α-pregn-5(10)-en-20-yn-3-one(Levo Norgestrel Impurity)

登记号

• CAS号: 19914-67-1
• PubChem SID: 162262731
• PubChem CID: 29979902

理论计算性质

• Acid pKa: 16.301239
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.2583935
• LogD (pH = 7.4): 3.2583935
• Log P: 3.2583935
• 摩尔折射率: 91.7822 cm^3
• 极化性: 35.84699 Å^3
• 极化表面积: 37.3 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
• 外观: White Solid
• 熔点: 169-171°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - E918935

EP Levonorgestrel impurity B.

参考文献

• McGinty, D., et al.: Endocrinology, 24, 829 (1939)
• Belanger, A., et al.: Steroids, 37, 361 (1939)
• Nieman, L., et al.: J. Clin. Endocrinol. Metab., 61, 536 (1939)
• Klebe, G., et al.: J. Med. Chem., 37, 4130 (1939)