methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}oxane-2-carboxylate

• ChemBase编号: 161008
• 分子式: C23H29N5O13
• 平均质量: 583.50206
• 单一同位素质量: 583.17618601
• SMILES: [nH]1c(=O)c(cn(c1=O)[C@H]1C[C@@H]([C@H](O1)CO[C@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)N=[N+]=[N-])C
• Canonical SMILES: [N-]=[N+]=N[C@H]1C[C@@H](O[C@@H]1CO[C@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C23H29N5O13/c1-9-7-28(23(34)25-20(9)32)15-6-13(26-27-24)14(40-15)8-36-22-19(39-12(4)31)17(38-11(3)30)16(37-10(2)29)18(41-22)21(33)35-5/h7,13-19,22H,6,8H2,1-5H3,(H,25,32,34)/t13-,14+,15+,16-,17-,18-,19+,22-/m0/s1
• InChIKey: UFPYHKZYJWKNOT-RAOPKFBCSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}oxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxy}oxane-2-carboxylate
• 别名: AZT 2,3,4-Tri-O-acetyl-α-D-glucuronide, Methyl Ester; 3'-Azido-3'-deoxythymidine 2,3,4-Tri-O-acetyl-α-D-glucuronide, Methyl Ester

登记号

• PubChem SID: 162255143
• PubChem CID: 71313579

理论计算性质

• Acid pKa: 9.960425
• 质子受体: 11
• 质子供体: 1
• LogD (pH = 5.5): -0.3940605
• LogD (pH = 7.4): -0.39522535
• Log P: -0.27999997
• 摩尔折射率: 126.2088 cm^3
• 极化性: 51.11766 Å^3
• 极化表面积: 211.73 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: Yellow Oil