2-[(1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-15-[(1Z)-(hydroxyimino)methyl]-2-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethyl acetate

• ChemBase编号: 159638
• 分子式: C23H31NO6
• 平均质量: 417.49534
• 单一同位素质量: 417.21513772
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@H](CC2)C(=O)COC(=O)C)/C=N\O)C
• Canonical SMILES: O/N=C\[C@@]12C[C@H](O)[C@H]3[C@H]([C@@H]2CC[C@@H]1C(=O)COC(=O)C)CCC1=CC(=O)CC[C@]31C
• InChI: InChI=1S/C23H31NO6/c1-13(25)30-11-20(28)18-6-5-17-16-4-3-14-9-15(26)7-8-22(14,2)21(16)19(27)10-23(17,18)12-24-29/h9,12,16-19,21,27,29H,3-8,10-11H2,1-2H3/b24-12-/t16-,17-,18+,19-,21+,22-,23+/m0/s1
• InChIKey: FSQKNRCHTXKHBA-OEHKYLJHSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-15-[(1Z)-(hydroxyimino)methyl]-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• IUPAC传统名: 2-[(1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-15-[(1Z)-(hydroxyimino)methyl]-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• 别名: Aldosterone Oxime 21-Acetate; (11β)-21-(Acetyloxy)-11-hydroxy-3,20-dioxo-pregn-4-en-18-al 18-Oxime; Aldosterone 18-Oxime 21-Acetate

登记号

• CAS号: 74220-49-8
• PubChem SID: 162253773
• PubChem CID: 71313077

理论计算性质

• Acid pKa: 9.811092
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 1.505806
• LogD (pH = 7.4): 1.5045832
• Log P: 1.5062732
• 摩尔折射率: 109.765 cm^3
• 极化性: 42.94503 Å^3
• 极化表面积: 113.26 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate; Methanol
• 外观: Off-white Solid

详细说明

Toronto Research Chemicals - A514720

Used in the preparation of Aldosterone (A514700), an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water

参考文献

• Morel, A., et al.: Nature, 356, 523 (1953)
• Arima, S., et al.: Clin. Exp. Nephrol., 7, 172 (2003)
• Simpson, et al.: Experienta, 9, 333 (1953)