(2S)-N-[(1S)-1-{[(5R,6R,8E)-5-hydroxy-6-methyl-3-oxo(9,10-13C2,9,10,10,10-2H4)dec-8-en-4-yl](methyl)carbamoyl}-2-methylpropyl]-4-methyl-2-(methylamino)pentanamide; bis(butane)

• ChemBase编号: 165298
• 分子式: C32H65N3O4
• 平均质量: 557.86150968
• 单一同位素质量: 557.50421725
• SMILES: C(CC)C.N(C(C(=O)CC)[C@@H]([C@@H](C/C=[13CH]/[13CH3])C)O)(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC.CCCC
• Canonical SMILES: [13CH3]/[13CH]=C/C[C@H]([C@H](C(N(C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC)C)C(=O)CC)O)C.CCCC.CCCC
• InChI: InChI=1S/C24H45N3O4.2C4H10/c1-10-12-13-17(7)22(29)21(19(28)11-2)27(9)24(31)20(16(5)6)26-23(30)18(25-8)14-15(3)4;2*1-3-4-2/h10,12,15-18,20-22,25,29H,11,13-14H2,1-9H3,(H,26,30);2*3-4H2,1-2H3/b12-10+;;/t17-,18+,20+,21?,22-;;/m1../s1/i1+1,10+1
• InChIKey: NYYKRIRHZWQADC-YXIMXLRLSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-N-[(1S)-1-{[(5R,6R,8E)-5-hydroxy-6-methyl-3-oxo(9,10-^1^3C₂,9,10,10,10-^2H₄)dec-8-en-4-yl](methyl)carbamoyl}-2-methylpropyl]-4-methyl-2-(methylamino)pentanamide; bis(butane)
• IUPAC传统名: (2S)-N-[(1S)-1-{[(5R,6R,8E)-5-hydroxy-6-methyl-3-oxo(9,10-^1^3C₂,9,10,10,10-^2H₄)dec-8-en-4-yl](methyl)carbamoyl}-2-methylpropyl]-4-methyl-2-(methylamino)pentanamide; bis(butane)
• 别名: Cyclosporine-13C2,d4; Ciclosporin-13C2,d4; Atopica-13C2,d4; Sandimmun(e)-13C2,d4; Neoral-13C2,d4; Optimmune-13C2,d4; Restasis-13C2,d4; Cyclosporin A-13C2,d4 (Major)

登记号

• PubChem SID: 162259431
• PubChem CID: 71315117

理论计算性质

• Acid pKa: 12.799408
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 0.48988524
• LogD (pH = 7.4): 2.096803
• Log P: 3.4052186
• 摩尔折射率: 125.4883 cm^3
• 极化性: 49.32773 Å^3
• 极化表面积: 98.74 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetone; Benzene; Chloroform; Ethanol; Methanol
• 外观: White Solid
• 熔点: 140-145°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - C988901

An immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection.A group of nonpolar cyclic oligopeptides with immunosupppressant activity.

参考文献

• van Wartburg, A., et al.: Prog. Med. Chem., 25, 1 (1988)
• Jorgensen, K.A., et al.: Scand. J. Imunol., 57, 93 (1988)
• Vollenbroeker, et al.: Transplant. Proc., 37, 1741 (1988)