{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid

• ChemBase编号: 1547
• 分子式: C16H25N5O15P2
• 平均质量: 589.341722
• 单一同位素质量: 589.08223839
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[P@](=O)(O[P@@](=O)(OC[C@@H]2O[C@H]([C@@H]([C@H]2O)O)n2cnc3c2ncnc3N)O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11+,12-,15+,16+/m0/s1
• InChIKey: WFPZSXYXPSUOPY-ZPOXOAFESA-N

名称和登记号

名称

• IUPAC标准名: {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
• IUPAC传统名: [(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl}oxy)phosphinic acid
• 别名: Adenosine-5'-Monophosphate Glucopyranosyl-Monophosphate Ester

登记号

• PubChem SID: 160965004; 46506026
• PubChem CID: 46936212

理论计算性质

JChem

• Acid pKa: 1.6731821
• 质子受体: 16
• 质子供体: 9
• LogD (pH = 5.5): -9.157159
• LogD (pH = 7.4): -9.420217
• Log P: -7.4079223
• 摩尔折射率: 117.0858 cm^3
• 极化性: 47.821823 Å^3
• 极化表面积: 311.75 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -1.76
• LOG S: -2.09
• 溶解度: 4.84e+00 g/l

详细说明

DrugBank - DB01774

• Drug Groups: experimental
• Description: Serves as the glycosyl donor for formation of bacterial glycogen, amylose in green algae, and amylopectin in higher plants. [PubChem]