(1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-17-[(3-13C,3,3-2H2)prop-2-en-1-yl]-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone

• ChemBase编号: 162208
• 分子式: C56H97NO12Si2
• 平均质量: 1033.53253484
• 单一同位素质量: 1032.65828545
• SMILES: [C@@H]1([C@H](C[C@@H](CC1)/C=C(/[C@@H]1[C@@H]([C@H](CC(=O)[C@@H](/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@@H](C[C@H]([C@](C(=O)C(=O)N3[C@H](C(=O)O1)CCCC3)(O2)O)C)OC)OC)C)\C)CC=[13CH2])O[Si](C(C)(C)C)(C)C)C)\C)OC)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: [13CH2]=CC[C@@H]1/C=C(\C)/C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O[Si](C(C)(C)C)(C)C)C)/C(=C/[C@@H]1CC[C@H]([C@H](C1)OC)O[Si](C(C)(C)C)(C)C)/C)CCCC2
• InChI: InChI=1S/C56H97NO12Si2/c1-20-23-41-29-35(2)28-36(3)30-47(64-14)50-48(65-15)32-38(5)56(62,67-50)51(59)52(60)57-27-22-21-24-42(57)53(61)66-49(39(6)45(34-43(41)58)69-71(18,19)55(10,11)12)37(4)31-40-25-26-44(46(33-40)63-13)68-70(16,17)54(7,8)9/h20,29,31,36,38-42,44-50,62H,1,21-28,30,32-34H2,2-19H3/b35-29+,37-31+/t36-,38+,39+,40-,41+,42-,44+,45-,46-,47-,48+,49+,50?,56+/m0/s1/i1+1
• InChIKey: ZMQPVYFWZQHALN-HBNANWRISA-N

名称和登记号

名称

• IUPAC标准名: (1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-17-[(3-^1^3C,3,3-^2H₂)prop-2-en-1-yl]-11,28-dioxa-4-azatricyclo[22.3.1.0^4,^9]octacos-18-ene-2,3,10,16-tetrone
• IUPAC传统名: (1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-17-[(3-^1^3C,3,3-^2H₂)prop-2-en-1-yl]-11,28-dioxa-4-azatricyclo[22.3.1.0^4,^9]octacos-18-ene-2,3,10,16-tetrone
• 别名: 24,33-Bis-O-(tert-butyldimethylsilyl) Tacrolimus-13CD2; 24,33-Bis-O-(tert-butyldimethylsilyl)-FK-506-13C, D2 (Major)

登记号

• PubChem SID: 162256343
• PubChem CID: 71314047

理论计算性质

• Acid pKa: 9.955633
• 质子受体: 11
• 质子供体: 1
• LogD (pH = 5.5): 10.929685
• LogD (pH = 7.4): 10.928494
• Log P: 10.9297
• 摩尔折射率: 275.3165 cm^3
• 极化性: 113.01148 Å^3
• 极化表面积: 156.36 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• 外观: Pale Yellow Solid
• 熔点: 68-70°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - B415262

An intermediate in the preparation of labelled FK-506 (Tacrolimus)

参考文献

• Rokaw, M.D., et al.: Am. J. Physiol., 271, C194 (1996)
• Knoll, G.A., et al.: Brit. Med. J., 318, 1104 (1996)