methyl (1R,15S,17R,18R,19S,20S)-17-[(4-bromobenzenesulfonyl)oxy]-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate

• ChemBase编号: 162753
• 分子式: C29H33BrN2O7S
• 平均质量: 633.55052
• 单一同位素质量: 632.11918441
• SMILES: c1c(cc2c(c1)c1c([nH]2)[C@@H]2N(CC1)C[C@@H]1[C@H](C2)[C@@H]([C@H]([C@@H](C1)OS(=O)(=O)c1ccc(cc1)Br)OC)C(=O)OC)OC
• Canonical SMILES: COC(=O)[C@H]1[C@H]2C[C@H]3N(C[C@H]2C[C@H]([C@@H]1OC)OS(=O)(=O)c1ccc(cc1)Br)CCc1c3[nH]c2c1ccc(c2)OC
• InChI: InChI=1S/C29H33BrN2O7S/c1-36-18-6-9-20-21-10-11-32-15-16-12-25(39-40(34,35)19-7-4-17(30)5-8-19)28(37-2)26(29(33)38-3)22(16)14-24(32)27(21)31-23(20)13-18/h4-9,13,16,22,24-26,28,31H,10-12,14-15H2,1-3H3/t16-,22+,24-,25-,26+,28+/m1/s1
• InChIKey: AWSOQGFEQNOXNW-GXTCVXTHSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,15S,17R,18R,19S,20S)-17-[(4-bromobenzenesulfonyl)oxy]-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate
• IUPAC传统名: methyl (1R,15S,17R,18R,19S,20S)-17-[(4-bromobenzenesulfonyl)oxy]-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate
• 别名: 18β-Hydroxy-11,17α-dimethoxy-3β,20α-yohimban-16β-carboxylic Acid Methyl, p-Bromobenzenesulfonate Ester; p-Bromobenzenesulfonate Reserpic Acid Methyl Ester

登记号

• CAS号: 1262-67-5
• PubChem SID: 162256888
• PubChem CID: 71314216

理论计算性质

• Acid pKa: 16.290113
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 2.9369953
• LogD (pH = 7.4): 4.2147665
• Log P: 4.328653
• 摩尔折射率: 152.7312 cm^3
• 极化性: 61.744995 Å^3
• 极化表面积: 107.16 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Dimethyl Sulfoxide
• 外观: Brown Solid

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - B680160

Reserpine (R144600) derivative, an alkaloid found in Rauwolfia.

参考文献

• Robison, M. et al.: J. Am. Chem. Soc. 83. 2694 (1961)
• Robison, M. et al.: Experientia 17, 14 (1961)