2-[(10S,11S,14R,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-14-yl]acetonitrile

• ChemBase编号: 72593
• 分子式: C20H25NO2
• 平均质量: 311.418
• 单一同位素质量: 311.18852905
• SMILES: C1(=O)CCC2=C3[C@@H](CCC2=C1)[C@@H]1CC[C@@]([C@@]1(C)CC3)(O)CC#N
• Canonical SMILES: N#CC[C@]1(O)CC[C@@H]2[C@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@H]21
• InChI: InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
• InChIKey: AZFLJNIPTRTECV-FUMNGEBKSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(10S,11S,14R,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-14-yl]acetonitrile; 2-[(10S,11S,14R,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-14-yl]acetonitrile
• IUPAC传统名: dienogest
• 别名: (17α)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile; 17α-Cyanomethyl-17β-hydroxyestra-4, 9-dien-3-one; Dienogestril; Endometrion; STS 557; Natazia; Dienogest

登记号

• CAS号: 65928-58-7
• PubChem SID: 162037518
• PubChem CID: 68861

理论计算性质

• Acid pKa: 13.782009
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.3128524
• LogD (pH = 7.4): 2.3128524
• Log P: 2.3128524
• 摩尔折射率: 90.191 cm^3
• 极化性: 34.700165 Å^3
• 极化表面积: 61.09 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: Pyridine
• 外观: Pale Yellow Solid
• 熔点: 210-214°C

安全信息

• 保存条件: -20°C; -20°C Freezer

药理学性质

• 作用靶点: Progesterone

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1251

Research Area: Metrorrhagia
Biological Activity:
Dienogest is an orally active synthetic progesterone (or progestin). It is available for use as an oral contraceptive in combination with ethinylestradiol. It has antiandrogenic activity and as a result can improve androgenic symptoms. It is a non-ethinylated progestin which is structurally related to testosterone. [1] 

Toronto Research Chemicals - D441870

Derivative of 19-Nortestosterone. In combination with estrogen as oral contraceptive. Progestogen.

参考文献

• http://en.wikipedia.org/wiki/Dienogest
• Hubner, M., et al.: Arzneim.-Forsch., 30, 401 (1980)
• Spona, J., et al.: Contraception, 56, 185 (1980)
• Foster, R.H., et al.: Drugs, 56, 825 (1980)